CA2622185C - Wood preservative composition comprising a boric acid ester - Google Patents
Wood preservative composition comprising a boric acid ester Download PDFInfo
- Publication number
- CA2622185C CA2622185C CA2622185A CA2622185A CA2622185C CA 2622185 C CA2622185 C CA 2622185C CA 2622185 A CA2622185 A CA 2622185A CA 2622185 A CA2622185 A CA 2622185A CA 2622185 C CA2622185 C CA 2622185C
- Authority
- CA
- Canada
- Prior art keywords
- wood
- composition
- fungicide
- mixture
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 103
- -1 boric acid ester Chemical class 0.000 title claims abstract description 34
- 239000003171 wood protecting agent Substances 0.000 title claims abstract description 18
- 239000004327 boric acid Substances 0.000 title claims abstract description 13
- 239000002023 wood Substances 0.000 claims abstract description 72
- 239000000417 fungicide Substances 0.000 claims abstract description 52
- 230000000855 fungicidal effect Effects 0.000 claims abstract description 42
- 239000002917 insecticide Substances 0.000 claims abstract description 35
- NPXFUIWZQKUEQK-UHFFFAOYSA-N 6-chloro-1h-pyrrolo[2,3-b]pyridine-3-carboxylic acid Chemical compound ClC1=CC=C2C(C(=O)O)=CNC2=N1 NPXFUIWZQKUEQK-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000002728 pyrethroid Substances 0.000 claims abstract description 13
- 150000003852 triazoles Chemical class 0.000 claims abstract description 13
- 239000003960 organic solvent Substances 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 12
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims description 9
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical group C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 7
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 claims description 7
- 239000005822 Propiconazole Substances 0.000 claims description 7
- 239000005839 Tebuconazole Substances 0.000 claims description 7
- 229960000490 permethrin Drugs 0.000 claims description 7
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 claims description 7
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims description 7
- RCVKZMQGFZRHKO-UHFFFAOYSA-N 1-iodoprop-2-ynyl carbamate Chemical class NC(=O)OC(I)C#C RCVKZMQGFZRHKO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005946 Cypermethrin Substances 0.000 claims description 3
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 claims description 3
- 229960005424 cypermethrin Drugs 0.000 claims description 3
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims description 3
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005892 Deltamethrin Substances 0.000 claims description 2
- 229950000294 azaconazole Drugs 0.000 claims description 2
- 229960002483 decamethrin Drugs 0.000 claims description 2
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 claims description 2
- 229940108410 resmethrin Drugs 0.000 claims description 2
- VEMKTZHHVJILDY-FIWHBWSRSA-N resmethrin Chemical compound CC1(C)[C@H](C=C(C)C)C1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-FIWHBWSRSA-N 0.000 claims description 2
- 229960001591 cyfluthrin Drugs 0.000 claims 1
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 claims 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 10
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 24
- 229910052796 boron Inorganic materials 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 18
- 238000012360 testing method Methods 0.000 description 15
- 239000000243 solution Substances 0.000 description 10
- 235000010338 boric acid Nutrition 0.000 description 9
- 239000002131 composite material Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- RCIYLEACODIIKU-UHFFFAOYSA-N 4-methyl-2-[4-[(4-methyl-1,3,2-dioxaborinan-2-yl)oxy]butan-2-yloxy]-1,3,2-dioxaborinane Chemical compound O1CCC(C)OB1OC(C)CCOB1OCCC(C)O1 RCIYLEACODIIKU-UHFFFAOYSA-N 0.000 description 8
- KUZYYSNLEIAJQJ-UHFFFAOYSA-N 4,4,6-trimethyl-2-[(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)oxy]-1,3,2-dioxaborinane Chemical compound O1C(C)CC(C)(C)OB1OB1OC(C)(C)CC(C)O1 KUZYYSNLEIAJQJ-UHFFFAOYSA-N 0.000 description 7
- 241000607479 Yersinia pestis Species 0.000 description 6
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 6
- 150000001639 boron compounds Chemical class 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 241000238631 Hexapoda Species 0.000 description 5
- 241000256602 Isoptera Species 0.000 description 5
- 230000003115 biocidal effect Effects 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 235000015096 spirit Nutrition 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 241000233866 Fungi Species 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001642 boronic acid derivatives Chemical class 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000002178 crystalline material Substances 0.000 description 4
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000011885 synergistic combination Substances 0.000 description 4
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 150000002736 metal compounds Chemical class 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- 241001509962 Coptotermes formosanus Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 235000019809 paraffin wax Nutrition 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
- WHRZCXAVMTUTDD-UHFFFAOYSA-N 1h-furo[2,3-d]pyrimidin-2-one Chemical compound N1C(=O)N=C2OC=CC2=C1 WHRZCXAVMTUTDD-UHFFFAOYSA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- MHFDFBONSLJOME-UHFFFAOYSA-N CC1BOOCC1 Chemical compound CC1BOOCC1 MHFDFBONSLJOME-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000721662 Juniperus Species 0.000 description 1
- 235000014556 Juniperus scopulorum Nutrition 0.000 description 1
- 235000014560 Juniperus virginiana var silicicola Nutrition 0.000 description 1
- 235000006173 Larrea tridentata Nutrition 0.000 description 1
- 244000073231 Larrea tridentata Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- 235000008691 Sabina virginiana Nutrition 0.000 description 1
- APQHKWPGGHMYKJ-UHFFFAOYSA-N Tributyltin oxide Chemical compound CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC APQHKWPGGHMYKJ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 125000005619 boric acid group Chemical group 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 229940030341 copper arsenate Drugs 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 229960002126 creosote Drugs 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000002431 foraging effect Effects 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000002949 juvenile hormone Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002581 neurotoxin Substances 0.000 description 1
- 231100000618 neurotoxin Toxicity 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- MOWNZPNSYMGTMD-UHFFFAOYSA-N oxidoboron Chemical class O=[B] MOWNZPNSYMGTMD-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000001520 savin Nutrition 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- 239000010875 treated wood Substances 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/08—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing boron
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/50—Mixtures of different organic impregnating agents
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Abstract
A wood preservative composition comprising a mixture of a fungicide which is a combination of a boric acid ester, which is soluble in an organic solvent and has a sterically hindered di-alcohol or tri-alcohol group, such as trihexylene glycol biborate, an organo-iodine compound, a triazole, and a synthetic pyrethroid insecticide, said fungicide and the insecticide being present in a sufficient amount that wood treated with the wood treatment material contains fungicide and insecticide in an amount of about 1 ppm to 5000 ppm, based on the weight of the wood after treatment.
Description
WOOD PRESERVATIVE COMPOSITION
COMPRISING A BORIC ACID ESTER
BACKGROUND OF THE INVENTION
This invention relates to an improved, organic solvent based, wood preservative composition which provides improved stability, which includes a combination of a fungicide, including a boron-containing compound, at least one triazole eompound, and an organo iodine compound, an insecticide, including a synthetic' pyrethroid, and optionally water repellants andiorother organic insecticides, and which provides resistance to insect attack on wood treated with this combination.
Wood and wood-based materials, including cellulosic composites and plastic-wood composites, are susceptible to damage from insect pests including ants, beetles and termites. The Formosan subterranean termite, Coptotermes formosanus Shiraki, is of particular concern since this termite species is the most widely distributed and damaging termite pest in tropical and subtropical regions of the world. It is responsible for tens of millions of dollars each year in costs of damages and control in the State of Hawaii, and it is an increasingly serious problem across the southern United States. The rapid feeding rate, large colony size and aggressive foraging of this termite species make it especially challenging with rebpect to effective wood treatment substances for protecting wood and wood products from attack by this particular pest.
A variety of fungicides including or combined with boron compounds have been used to protect wood and wood composites from decay. For example, it is known to use zinc borate to protect cellulosic composites, including particleboard, hardboard and oriented strand board, from fungal decay, as described in U.S. Patent Nos. 4,879,083; 5,763,338; and 5,972,266. Zinc borate is usually applied as a powder or a liquid suspension to wood chips or strands, prior to their fabrication into panels. However, zinc borate is not a very cost-effective wood preservative, and =
does not provide good protection against mold, mildew and staining fungi at typical use levels.
Boric acid forms white, needlelilce crystals in which the B(OH)3 units are linked together by hydrogen bonds to form layers of nearly hexagonal symmetry.. The boric acid crystals are not very soluble, and in fact, the solubility of boric acid in cold water is only about 63.5 grams/liter at room temperature. So, saturated aqueous solutions of boric acid can contain no more than about one percent-by-weight boron. Liquid boron solutions have been prepared by dissolving an inorganic borate, e.g., sodium borate, in water. Because the borates are not significantly more soluble than boric acid, the maximum concentration of boron which can be achieved with saturated borate solutions is only about three percent-by-weight. See, for example, the Handbook of Chemistry and Physics, 541 Edition, CRC Press, Cleveland, OH, pages B-74 and B-136.
Other attempts to increase the concentration of boron in .solution have involved the reaction of boron compounds, e.g., boric acid and the borates, with polyamines and alkanolamines to produce polyborates. Because these polyborates are more soluble in water, aqueous solutions containing higher boron concentrations may be prepared.
Other examples of boron containing compositions have been suggested for use as wood preservatives include U.S. Patent No. 4,911,988 which teaches the use of boro-organic ester compounds to make shaped elements that are inserted into the preformed cavities in timber or other materials. U.S. Patent No. 6,416,789 teaches a synergistic combination of fungicides, including boron-containing compounds, organo-iodine compounds, and amine-oxides. U.S.
Patent No. 5,846,305 discloses a wood preservative composition comprising a copper compound, an amine solvent and a boron compound. U.S. Patent No. 6,582,732 teaches a synergistic combination of insecticides including boron-containing compounds and synthetic pyrethroids.
Also, a wood preservers are sold by Blackfiiar, as a combination of trihexyleneglycol biborate (THGB) and naphta, for red cedar, by Triton as a paste combination of THGB and permethrin, by Palace as a combination of 'THGB and cypermethrin. These compositions are simple, two component, solvent based, preservative compositions and do not contain other or multiple organic fungicides, water repellants, or other compositions.
It is also known to use iodopropargyl derivatives such as 3-iodo-2-propynyl-n-butyl carbamate (IPBC) for protection against fungi which cause structural and cosmetic damage to wood. However, while effective, this compound used alone is expensive and requires larger amounts to achieve the desired end result. U.S. Patent No. 5,389,300 provides a composition for protecting sawn timber against wood discoloring fungi, containing a phenol fungicide and an organo-iodine fungicide such as EPBC. Other fungicides, insecticides, or active ingredients, including boron compounds, can be added to the composition.
COMPRISING A BORIC ACID ESTER
BACKGROUND OF THE INVENTION
This invention relates to an improved, organic solvent based, wood preservative composition which provides improved stability, which includes a combination of a fungicide, including a boron-containing compound, at least one triazole eompound, and an organo iodine compound, an insecticide, including a synthetic' pyrethroid, and optionally water repellants andiorother organic insecticides, and which provides resistance to insect attack on wood treated with this combination.
Wood and wood-based materials, including cellulosic composites and plastic-wood composites, are susceptible to damage from insect pests including ants, beetles and termites. The Formosan subterranean termite, Coptotermes formosanus Shiraki, is of particular concern since this termite species is the most widely distributed and damaging termite pest in tropical and subtropical regions of the world. It is responsible for tens of millions of dollars each year in costs of damages and control in the State of Hawaii, and it is an increasingly serious problem across the southern United States. The rapid feeding rate, large colony size and aggressive foraging of this termite species make it especially challenging with rebpect to effective wood treatment substances for protecting wood and wood products from attack by this particular pest.
A variety of fungicides including or combined with boron compounds have been used to protect wood and wood composites from decay. For example, it is known to use zinc borate to protect cellulosic composites, including particleboard, hardboard and oriented strand board, from fungal decay, as described in U.S. Patent Nos. 4,879,083; 5,763,338; and 5,972,266. Zinc borate is usually applied as a powder or a liquid suspension to wood chips or strands, prior to their fabrication into panels. However, zinc borate is not a very cost-effective wood preservative, and =
does not provide good protection against mold, mildew and staining fungi at typical use levels.
Boric acid forms white, needlelilce crystals in which the B(OH)3 units are linked together by hydrogen bonds to form layers of nearly hexagonal symmetry.. The boric acid crystals are not very soluble, and in fact, the solubility of boric acid in cold water is only about 63.5 grams/liter at room temperature. So, saturated aqueous solutions of boric acid can contain no more than about one percent-by-weight boron. Liquid boron solutions have been prepared by dissolving an inorganic borate, e.g., sodium borate, in water. Because the borates are not significantly more soluble than boric acid, the maximum concentration of boron which can be achieved with saturated borate solutions is only about three percent-by-weight. See, for example, the Handbook of Chemistry and Physics, 541 Edition, CRC Press, Cleveland, OH, pages B-74 and B-136.
Other attempts to increase the concentration of boron in .solution have involved the reaction of boron compounds, e.g., boric acid and the borates, with polyamines and alkanolamines to produce polyborates. Because these polyborates are more soluble in water, aqueous solutions containing higher boron concentrations may be prepared.
Other examples of boron containing compositions have been suggested for use as wood preservatives include U.S. Patent No. 4,911,988 which teaches the use of boro-organic ester compounds to make shaped elements that are inserted into the preformed cavities in timber or other materials. U.S. Patent No. 6,416,789 teaches a synergistic combination of fungicides, including boron-containing compounds, organo-iodine compounds, and amine-oxides. U.S.
Patent No. 5,846,305 discloses a wood preservative composition comprising a copper compound, an amine solvent and a boron compound. U.S. Patent No. 6,582,732 teaches a synergistic combination of insecticides including boron-containing compounds and synthetic pyrethroids.
Also, a wood preservers are sold by Blackfiiar, as a combination of trihexyleneglycol biborate (THGB) and naphta, for red cedar, by Triton as a paste combination of THGB and permethrin, by Palace as a combination of 'THGB and cypermethrin. These compositions are simple, two component, solvent based, preservative compositions and do not contain other or multiple organic fungicides, water repellants, or other compositions.
It is also known to use iodopropargyl derivatives such as 3-iodo-2-propynyl-n-butyl carbamate (IPBC) for protection against fungi which cause structural and cosmetic damage to wood. However, while effective, this compound used alone is expensive and requires larger amounts to achieve the desired end result. U.S. Patent No. 5,389,300 provides a composition for protecting sawn timber against wood discoloring fungi, containing a phenol fungicide and an organo-iodine fungicide such as EPBC. Other fungicides, insecticides, or active ingredients, including boron compounds, can be added to the composition.
- 2 -US. Patent No. Re 36,798 provides a preservative composition for treatment of wood and other cellulosic materials, comprising a biocidal metal compound and a fungicidal compound containing a triazole group. Compositions of this invention may contain other organic fungicides, insecticides, or bacteriocides, including boron in any form, such as boric acid, boron, or boron esters. U.S. Patent No. 4,950,685 relates to a wood preservative composition which provides stain resistance to wood. The composition comprises a synergistic combination of a quaternary ammonium compound and lPBC.
U.S. Patent No. 5,990,043 relates to an anti-fouling composition which includes a carrier, a binder, and an effective amount of at least one insecticide, which can be a carbamate.
Synergistic effects are observed when combinations of two or more of the numerous insecticides listed are used in combination.
A variety of insecticides, including creosote, chrome-copper-arsenate, organophosphates and boron compounds, are available to protect wood and wood composites against insect attack.
Synthetic pyrethroids are also used to protect against pests but are not as economical or easy to use in the amounts needed for sufficient pest control. For example, U.S.
Patent Nos. 5,480,638 and 5,575,996 disclose a powdered insecticide bait composition comprised of pet food, powdered pyrethrin and boric acid. U.S. Patent No. 5,516,620 relates to a controlled release composition in which a insecticide is encapsulated in a starch-borax-urea matrix. U.S. Patent No. 5,880,142 discloses a composition suitable for controlling termites comprised of a compound of a specific chemical formula used in combination with a pyrethroid.
U.S. Patent No. 5,916,356 discloses a wood preservative composition comprising a synergistic combination of a biocidal metal compound and a fungicidal compound having a triazole group. The biocidal metal compound can be zinc in the form of an inorganic salt such as zinc borate.
The problem with combinations of preservatives, especially when combined in organic and waterborne solvents, is that they can be unpredictably unstable or have limited stability such that they must be used quickly once mixed or they have no or little "shelf life". As noted in U.S.
Patent No. 5,151,127 which teaches a composition containing a fire retardant and wood preservation compounds, including boron and boron oxide compounds, the component compounds of the compositions are mixed in specific sequences to avoid coagulation of the mixture."
U.S. Patent No. 5,990,043 relates to an anti-fouling composition which includes a carrier, a binder, and an effective amount of at least one insecticide, which can be a carbamate.
Synergistic effects are observed when combinations of two or more of the numerous insecticides listed are used in combination.
A variety of insecticides, including creosote, chrome-copper-arsenate, organophosphates and boron compounds, are available to protect wood and wood composites against insect attack.
Synthetic pyrethroids are also used to protect against pests but are not as economical or easy to use in the amounts needed for sufficient pest control. For example, U.S.
Patent Nos. 5,480,638 and 5,575,996 disclose a powdered insecticide bait composition comprised of pet food, powdered pyrethrin and boric acid. U.S. Patent No. 5,516,620 relates to a controlled release composition in which a insecticide is encapsulated in a starch-borax-urea matrix. U.S. Patent No. 5,880,142 discloses a composition suitable for controlling termites comprised of a compound of a specific chemical formula used in combination with a pyrethroid.
U.S. Patent No. 5,916,356 discloses a wood preservative composition comprising a synergistic combination of a biocidal metal compound and a fungicidal compound having a triazole group. The biocidal metal compound can be zinc in the form of an inorganic salt such as zinc borate.
The problem with combinations of preservatives, especially when combined in organic and waterborne solvents, is that they can be unpredictably unstable or have limited stability such that they must be used quickly once mixed or they have no or little "shelf life". As noted in U.S.
Patent No. 5,151,127 which teaches a composition containing a fire retardant and wood preservation compounds, including boron and boron oxide compounds, the component compounds of the compositions are mixed in specific sequences to avoid coagulation of the mixture."
- 3 -SUMMARY OF THE INVENTION
The present invention is the result of the discovery that an organic solvent based wood preservative composition which is a mixture of fungicides and insecticides and which contains an borate fungicidal composition, which is soluble in an organic solvent has surprising stability.
The wood preservative composition of the present invention is a mixture of a fungicide which is a combination of trihexylene glycol biborate, an organo-iodine compound, triazole(s), water repellants, and a synthetic pyrethroid insecticide, where the fungicide and the insecticide are present in a sufficient amount that wood treated with the wood treatment material contains fungicide and insecticide in an amount of about 1 ppm to 5000 ppm, based on the weight of the wood after treatment, and, preferably, the boric acid equivalent present in the wood after treatment is in an amount of about 0.01% to 0.4% by weight based upon the weight of the wood.
DETAILED DESCRIPTION OF THE INVENTION
The present invention provides a wood treatment material composition which provides improved stability, which includes a combination of fungicides, including a boron-containing compound, an organo iodine compound or compounds, and a triazole compound, an insecticide, such as a synthetic pyrethroid, and an organic solvent or carrier, and optionally water repellants and/or other organic insecticides, and which provides improved resistance to insect attack on wood treated with this combination.
The fungicide will consist of boron-containing fungicide composition and organic fungicide. The organic fungicides include organo iodine (i.e. 3-iodo-2-proynyl-n-butyl carbamate), triazoles (i.e. tebuconazole and propriconazole), quaternary ammonium, organo tin (i.e. bis tributyl tin oxide, thiazoles (i.e. 2-(thiocyanomethylthio)benzothiazole), and are present in a combined total amount of about 0.1 wt/wt% to about 2.0 wt/wt%. i.e., weight percentage based upon the total weight of the mixture.
The optional water repellants that can be employed include petroleum slack and paraffin waxes and can be used in amounts of about 0.5 wt/wt% to 5.0 wt/wt%.
The present invention is the result of the discovery that an organic solvent based wood preservative composition which is a mixture of fungicides and insecticides and which contains an borate fungicidal composition, which is soluble in an organic solvent has surprising stability.
The wood preservative composition of the present invention is a mixture of a fungicide which is a combination of trihexylene glycol biborate, an organo-iodine compound, triazole(s), water repellants, and a synthetic pyrethroid insecticide, where the fungicide and the insecticide are present in a sufficient amount that wood treated with the wood treatment material contains fungicide and insecticide in an amount of about 1 ppm to 5000 ppm, based on the weight of the wood after treatment, and, preferably, the boric acid equivalent present in the wood after treatment is in an amount of about 0.01% to 0.4% by weight based upon the weight of the wood.
DETAILED DESCRIPTION OF THE INVENTION
The present invention provides a wood treatment material composition which provides improved stability, which includes a combination of fungicides, including a boron-containing compound, an organo iodine compound or compounds, and a triazole compound, an insecticide, such as a synthetic pyrethroid, and an organic solvent or carrier, and optionally water repellants and/or other organic insecticides, and which provides improved resistance to insect attack on wood treated with this combination.
The fungicide will consist of boron-containing fungicide composition and organic fungicide. The organic fungicides include organo iodine (i.e. 3-iodo-2-proynyl-n-butyl carbamate), triazoles (i.e. tebuconazole and propriconazole), quaternary ammonium, organo tin (i.e. bis tributyl tin oxide, thiazoles (i.e. 2-(thiocyanomethylthio)benzothiazole), and are present in a combined total amount of about 0.1 wt/wt% to about 2.0 wt/wt%. i.e., weight percentage based upon the total weight of the mixture.
The optional water repellants that can be employed include petroleum slack and paraffin waxes and can be used in amounts of about 0.5 wt/wt% to 5.0 wt/wt%.
- 4 -The organic insecticides employed include pyridine, organothiophosphate (i.e.
chlorpyriphos), and synthetic pyrethroids (i.e. permethrin, cypermethrin) in amounts of about 0.0 wt/wt% to 0.2 wt/wt%.
As used herein, the term "boron-containing fungicide" includes fungicides containing at least one boron compound, such as boric acid esters, which are soluble in organic solvents and have sterically hindered di-alcohol and tri-alcohol groups, but do not contain an anhydride bond between the boron atoms, including, but not limited to, trihexylene glycol biborate, trioctylene glycol biborate, and triisopropanolaniine borate. The preferred borate ester composition contains
chlorpyriphos), and synthetic pyrethroids (i.e. permethrin, cypermethrin) in amounts of about 0.0 wt/wt% to 0.2 wt/wt%.
As used herein, the term "boron-containing fungicide" includes fungicides containing at least one boron compound, such as boric acid esters, which are soluble in organic solvents and have sterically hindered di-alcohol and tri-alcohol groups, but do not contain an anhydride bond between the boron atoms, including, but not limited to, trihexylene glycol biborate, trioctylene glycol biborate, and triisopropanolaniine borate. The preferred borate ester composition contains
5% or more, based upon the weight of the composition, of boron. The preferred boron-containing fungicide is Ilihexylene glycol biborate, which has a boron content of 5.84%
by weight.
The term "organo-iodine compounds" refers to a category of organo-iodine compounds known to have biocidal activity and to provide protection against fungi when applied to wood and other materials. Examples of organo-iodine compounds which may be used in the present invention include, but are not limited to, iodopropargyl derivatives including compounds derived from propargyl or iodopropargyl alcohols such as the esters, ethers, acetals, carbamates and carbonates and the iodopropargyl derivatives of pyrimidines, thiazolinones, tetrazoles, triazinones, sulfamides, benzothiazoles, ammonium salts, carboxamides, hydroxamates, and ureas. Compounds of this type include iodopropargyl carbamates such as 3-iodo-2-propynyl propyl carbamate, 3-iodo-2-propynyl butyl carbamate, 3-iodo-2-propynyl hexyl carbamate, 3-iodo-2-propynyl cyclohexyl carbamate, 3-iodo-2-propynyl phenyl carbamate, and mixtures thereof. Preferred is 3-iodo-2-propynyl butyl carbamate (IPBC).
The organo-iodine compounds can be used alone or in combination with other active fungicides such as triazoles. The triazole compound may be any compound which contains a triazole group and which possesses biocidal activity. Preferably the triazole compound contains the triazole group. A preferred compound is tebuconazole:
alphat2-(4-chlorophenypethyl)-alpha(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol.
Alternatively, the triazole compound can be propiconazole (14[2-(2,4-dichloropheny1)-4-propy1-1,3-dioxolan-2-yl]methyl)-1H-1,2,4-triazole) and azaconazol e (14 [2,4-dichloropheny1)-1,3-dioxolan-2-yl]methy11-1H-1,2,4-triazole). Hexaconazole and difenaconazole are examples of further triazole compounds which may be used in the compositions of the invention.
Compositions may contain more than one triazole compound for example, they may contain tebuconazole and propiconazole, or a mixture of tebuconazole, propiconazole and azaconazole.
The term "synthetic pyrethroid" includes a group of insect growth regulators or insecticides that act as neurotoxins and are especially effective against insects that are destructive in the adult stage. This class of insecticides is desirable for pest control because it is considered to be of low toxicity to animals and humans. However, it is desirable to use pyrethroids in combination with other insecticides due to their high cost. Suitable synthetic pyrethroids include deltamethrin, cyfiuthrin, permethrin, trilomethrin, cypemiethrin, resmethrin and other synthetic pyrethroids. A preferred synthetic pyrethroid is perrnethrin.
The term "wood" includes a variety of wood and wood-based materials, including but not limited to logs and other types of dried lumber, green lumber, fiberboards, strand board, laminated veneer lumber, cellulosic composites, plastic wood composites and other types of wood, wood composites and engineered wood formed from wood chips, strands, veneers and adhesives.
As used herein, the term "wood treatment material" refers to this combination of compositions, which may be used with other additives such as resins or solvents, and which is applied to wood by a variety of methods including, but not limited to, spraying, dipping, pressure treating, addition during formation of engineered wood, and other methods known to those skilled in the art that are used to apply such substances to wood.
In a method of creating the wood product, the wood treatment product can be applied on the surface of the wood, as in spraying or dipping the wood in an organic solvent solution containing all the boron containing wood preservative, the fungicide, and the insecticide.
Typically, the organo-iodine compound and the amine-oxide compound are pre-mixed with solvents in a ratio of about 4 parts organo-iodine compound, 27 parts amine-oxide compound and 6 parts solvent (the remaining 63 parts consists of inactive material due to the manner of packaging active ingredients for sale). Any organic solvent can be used, but polar organic solvents are preferred as they will provide better solubilization of the organo-iodine compound.
Most preferred are solvents such as dimethyl sulfoxide and dipropylene glycol.
On a weight to weight percent basis, the boron-containing compound will be present in the final wood product in an amount of about 0.01 wt. % to about 2.0 wt. %, preferably about 0.20 wt. % to about 1.0 wt. %. The organo-iodine compound will be present in the final wood
by weight.
The term "organo-iodine compounds" refers to a category of organo-iodine compounds known to have biocidal activity and to provide protection against fungi when applied to wood and other materials. Examples of organo-iodine compounds which may be used in the present invention include, but are not limited to, iodopropargyl derivatives including compounds derived from propargyl or iodopropargyl alcohols such as the esters, ethers, acetals, carbamates and carbonates and the iodopropargyl derivatives of pyrimidines, thiazolinones, tetrazoles, triazinones, sulfamides, benzothiazoles, ammonium salts, carboxamides, hydroxamates, and ureas. Compounds of this type include iodopropargyl carbamates such as 3-iodo-2-propynyl propyl carbamate, 3-iodo-2-propynyl butyl carbamate, 3-iodo-2-propynyl hexyl carbamate, 3-iodo-2-propynyl cyclohexyl carbamate, 3-iodo-2-propynyl phenyl carbamate, and mixtures thereof. Preferred is 3-iodo-2-propynyl butyl carbamate (IPBC).
The organo-iodine compounds can be used alone or in combination with other active fungicides such as triazoles. The triazole compound may be any compound which contains a triazole group and which possesses biocidal activity. Preferably the triazole compound contains the triazole group. A preferred compound is tebuconazole:
alphat2-(4-chlorophenypethyl)-alpha(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol.
Alternatively, the triazole compound can be propiconazole (14[2-(2,4-dichloropheny1)-4-propy1-1,3-dioxolan-2-yl]methyl)-1H-1,2,4-triazole) and azaconazol e (14 [2,4-dichloropheny1)-1,3-dioxolan-2-yl]methy11-1H-1,2,4-triazole). Hexaconazole and difenaconazole are examples of further triazole compounds which may be used in the compositions of the invention.
Compositions may contain more than one triazole compound for example, they may contain tebuconazole and propiconazole, or a mixture of tebuconazole, propiconazole and azaconazole.
The term "synthetic pyrethroid" includes a group of insect growth regulators or insecticides that act as neurotoxins and are especially effective against insects that are destructive in the adult stage. This class of insecticides is desirable for pest control because it is considered to be of low toxicity to animals and humans. However, it is desirable to use pyrethroids in combination with other insecticides due to their high cost. Suitable synthetic pyrethroids include deltamethrin, cyfiuthrin, permethrin, trilomethrin, cypemiethrin, resmethrin and other synthetic pyrethroids. A preferred synthetic pyrethroid is perrnethrin.
The term "wood" includes a variety of wood and wood-based materials, including but not limited to logs and other types of dried lumber, green lumber, fiberboards, strand board, laminated veneer lumber, cellulosic composites, plastic wood composites and other types of wood, wood composites and engineered wood formed from wood chips, strands, veneers and adhesives.
As used herein, the term "wood treatment material" refers to this combination of compositions, which may be used with other additives such as resins or solvents, and which is applied to wood by a variety of methods including, but not limited to, spraying, dipping, pressure treating, addition during formation of engineered wood, and other methods known to those skilled in the art that are used to apply such substances to wood.
In a method of creating the wood product, the wood treatment product can be applied on the surface of the wood, as in spraying or dipping the wood in an organic solvent solution containing all the boron containing wood preservative, the fungicide, and the insecticide.
Typically, the organo-iodine compound and the amine-oxide compound are pre-mixed with solvents in a ratio of about 4 parts organo-iodine compound, 27 parts amine-oxide compound and 6 parts solvent (the remaining 63 parts consists of inactive material due to the manner of packaging active ingredients for sale). Any organic solvent can be used, but polar organic solvents are preferred as they will provide better solubilization of the organo-iodine compound.
Most preferred are solvents such as dimethyl sulfoxide and dipropylene glycol.
On a weight to weight percent basis, the boron-containing compound will be present in the final wood product in an amount of about 0.01 wt. % to about 2.0 wt. %, preferably about 0.20 wt. % to about 1.0 wt. %. The organo-iodine compound will be present in the final wood
- 6 -product in an amount of between about 10 ppm and about 1000 ppm, preferably between about 20 and 100 ppm. The synthetic pyrethroid will be present in the final wood product in an amount of between about 1 ppm to about 1000 ppm, preferably between about 5 ppm and about 100 ppm. All weight percent or part-per-million values are based on the total weight of the wood product after treatment.
The insecticides can be applied on the surface of the wood, as in spraying or dipping the wood in a solution containing both insecticides. Other constituents of the solution include a paraffin wax emulsion and water. The insecticides can also be applied to the wood with pressure treatment that is commonly used on solid or engineered wood. A third method, particularly for engineered wood, is to treat the wood chips or strands with the insecticide combination in powder or liquid form prior to formation of the composite wood boards. Wood may be treated by more than one of these methods.
The wood treatinent compositions of the present invention are made my mixing the fungicides and insecticides together in an appropriate solvent or carrier. The solvent is neutral and can comprise water, mineral spirits, or oils, with mineral spirits being preferred.
COMPATIBILITY TEST:
TEST A
In a 50 gallon pilot plant mixing tank, a commercially available fungicide (Fungicide I), which is a mixture of iodo-2-propynyl butyl carbamate (PBC), tabuconazole, and propiconazole, and water repellants was mixed with a commercially available boron-containing fungicide (Fungicide II), which is a mixture of two borate esters, namely 1,4, tributylene glycol biborate, also known as 2,2'4(1-methyl-1,3-propanediy1)bis(oxy)) bis(4-methyldioxaborinane) or 1,3-butylene glycol biborate, and hexylene glycol biborate, also known as 2,2'-oxybis (4,4,6-trimethy1-1,3,2-dioxaborinane) or hexylene glycol boric anhydride. The EPBC
mixture and the boron-containing mixtures were used in proportions to achieve a 90/10 by volume mixture, which was followed by an 88/12 mixture. When mixing, the mixture became hazy in appearance. After approximately one day into the pilot, a brownish/red bottom layer appeared and remained through the rest of the pilot. Yellow staining of the treated wood parts was seen on parts treated at the end of the third day of testing.
The insecticides can be applied on the surface of the wood, as in spraying or dipping the wood in a solution containing both insecticides. Other constituents of the solution include a paraffin wax emulsion and water. The insecticides can also be applied to the wood with pressure treatment that is commonly used on solid or engineered wood. A third method, particularly for engineered wood, is to treat the wood chips or strands with the insecticide combination in powder or liquid form prior to formation of the composite wood boards. Wood may be treated by more than one of these methods.
The wood treatinent compositions of the present invention are made my mixing the fungicides and insecticides together in an appropriate solvent or carrier. The solvent is neutral and can comprise water, mineral spirits, or oils, with mineral spirits being preferred.
COMPATIBILITY TEST:
TEST A
In a 50 gallon pilot plant mixing tank, a commercially available fungicide (Fungicide I), which is a mixture of iodo-2-propynyl butyl carbamate (PBC), tabuconazole, and propiconazole, and water repellants was mixed with a commercially available boron-containing fungicide (Fungicide II), which is a mixture of two borate esters, namely 1,4, tributylene glycol biborate, also known as 2,2'4(1-methyl-1,3-propanediy1)bis(oxy)) bis(4-methyldioxaborinane) or 1,3-butylene glycol biborate, and hexylene glycol biborate, also known as 2,2'-oxybis (4,4,6-trimethy1-1,3,2-dioxaborinane) or hexylene glycol boric anhydride. The EPBC
mixture and the boron-containing mixtures were used in proportions to achieve a 90/10 by volume mixture, which was followed by an 88/12 mixture. When mixing, the mixture became hazy in appearance. After approximately one day into the pilot, a brownish/red bottom layer appeared and remained through the rest of the pilot. Yellow staining of the treated wood parts was seen on parts treated at the end of the third day of testing.
- 7 -In a second test, Fungicide I was mixed with a commercially available insecticide, which is permethrin in an inert solvent, and that in turn was mixed with Fungicide II and diacetone alcohol as a co-solvent. The compositions were added resulting in a mixture of 85.11%
Fungicide I and 8.51% Fungicide II, and 6.38% diacetone alcohol mixture by volume. The mixture had a slight hazy appearance, but less than that seen in the first test. The major portion of the testing was performed on the first day with occasional batches tested over the following two weeks. At the end of the two week pilot, the test mixture was stirred for sampling and it is at this time a separated bottom layer was noticed. The separated layer was not colored in appearance. The mixture was very hazing after stirring and separated readily upon standing.
The mixture from the first test was decanted and the bottom of the storage drum contained a white crystalline material along with the brownish/red separated layer.
TEST B
A mixture of Fungicide I and a 10% tributylene glycol biborate (TBGB) was made by pouring the TBGB into the Fungicide I. The following observations were made while making and after making the mixture.:
The 'TBGB reacted with moisture in the air while pouring and formed a thin white film over the pour stream. The mixture immediately became hazy during mixing. A
brownish/red colored layer immediately began to form at the bottom of the container after completion of the mixing. Moisture from the air inside of the closed container was drawn into the mixture causing the container to collapse slightly after a week. This behavior was duplicated by opening the container and allowing it to come back to its normal shape and closing the container again. It is noted that TBGB in a fungicide mixture when open to the air will draw moisture from the air and hydrolyze to a form insolubles and result in an increase in the separated phase. The hazing during mixing and phase separation seen during the first test was identical to that observed during this mixing.
The TBGB test was repeated using a mixture of 10% hexylene glycol biborate (HGB).
The mixture was made by pouring the HGB into the Fungicide I composition. The following observations were made while making and after making the mixture:
Fungicide I and 8.51% Fungicide II, and 6.38% diacetone alcohol mixture by volume. The mixture had a slight hazy appearance, but less than that seen in the first test. The major portion of the testing was performed on the first day with occasional batches tested over the following two weeks. At the end of the two week pilot, the test mixture was stirred for sampling and it is at this time a separated bottom layer was noticed. The separated layer was not colored in appearance. The mixture was very hazing after stirring and separated readily upon standing.
The mixture from the first test was decanted and the bottom of the storage drum contained a white crystalline material along with the brownish/red separated layer.
TEST B
A mixture of Fungicide I and a 10% tributylene glycol biborate (TBGB) was made by pouring the TBGB into the Fungicide I. The following observations were made while making and after making the mixture.:
The 'TBGB reacted with moisture in the air while pouring and formed a thin white film over the pour stream. The mixture immediately became hazy during mixing. A
brownish/red colored layer immediately began to form at the bottom of the container after completion of the mixing. Moisture from the air inside of the closed container was drawn into the mixture causing the container to collapse slightly after a week. This behavior was duplicated by opening the container and allowing it to come back to its normal shape and closing the container again. It is noted that TBGB in a fungicide mixture when open to the air will draw moisture from the air and hydrolyze to a form insolubles and result in an increase in the separated phase. The hazing during mixing and phase separation seen during the first test was identical to that observed during this mixing.
The TBGB test was repeated using a mixture of 10% hexylene glycol biborate (HGB).
The mixture was made by pouring the HGB into the Fungicide I composition. The following observations were made while making and after making the mixture:
- 8 -The mixture remained clear during mixing. An opaque white crystalline material immediately formed on the container surfaces and continued to grow in volume until equilibrium was reached after several days. The container was closed. The crystalline material is soluble in water and isopropyl alcohol. A 10% HGB/mineral spirits solution was made to test for moisture adsorption from the air. The solution remained clear without separation or solid precipitation while the container was closed. Opening the container to air resulted in white crystal formation after setting over night. The crystalline material is likely the hydroxy hexylene glycol borate compound formed by hydrolysis of the anhydride bond. The crystal formation in the HGB
testing is similar to that observed in the first test in the test mixture storage drum.
The basic observations are that both the TBGB and HGB react with various components of the Fungicide I mixture and react with moisture in the air. Both esters are too reactive to form stable mixtures with Fungicide I.
A mixture of tri hexylene glycol biborate (THGB) and Fungicide I was made. It was observed that the solution remains clear with no separation. Next, the mixture was left open to atmosphere for 90 days at 40% to 50% relative humidity conditions. The solution remained clear with no separation and no precipitation of solids. A 10% evaporative loss of mineral spirits approximately every 14 days was replaced with new mineral spirits without any negative effects.
A plastic container of the mixture was closed for 18 days without any collapse of the container.
The mixture was placed in a 0 F freezer overnight. When removed from the freezer, white solids were observed at the bottom of the container. Heating the mixture to approximately 20 F with stirring dissolved all of the white solids. The mixture was placed in a 42 F
refrigerator for 63 hours. The mixture remained clear without separation or precipitation.
As can be seen, the use of THGB in Fungicide mixtures produces stable mixtures, when compared to the use of other organic boron-containing fungicides.
= Thus, it can be seen that the objects of the invention have been satisfied by the structure and its method for use presented above. While in accordance with the Patent Statutes, only the best mode and preferred embodiment has been presented and described in detail, it is to be understood that the invention is not limited thereto or thereby. Accordingly, for an appreciation of the true scope and breadth of the invention, reference should be made to the following claims.
testing is similar to that observed in the first test in the test mixture storage drum.
The basic observations are that both the TBGB and HGB react with various components of the Fungicide I mixture and react with moisture in the air. Both esters are too reactive to form stable mixtures with Fungicide I.
A mixture of tri hexylene glycol biborate (THGB) and Fungicide I was made. It was observed that the solution remains clear with no separation. Next, the mixture was left open to atmosphere for 90 days at 40% to 50% relative humidity conditions. The solution remained clear with no separation and no precipitation of solids. A 10% evaporative loss of mineral spirits approximately every 14 days was replaced with new mineral spirits without any negative effects.
A plastic container of the mixture was closed for 18 days without any collapse of the container.
The mixture was placed in a 0 F freezer overnight. When removed from the freezer, white solids were observed at the bottom of the container. Heating the mixture to approximately 20 F with stirring dissolved all of the white solids. The mixture was placed in a 42 F
refrigerator for 63 hours. The mixture remained clear without separation or precipitation.
As can be seen, the use of THGB in Fungicide mixtures produces stable mixtures, when compared to the use of other organic boron-containing fungicides.
= Thus, it can be seen that the objects of the invention have been satisfied by the structure and its method for use presented above. While in accordance with the Patent Statutes, only the best mode and preferred embodiment has been presented and described in detail, it is to be understood that the invention is not limited thereto or thereby. Accordingly, for an appreciation of the true scope and breadth of the invention, reference should be made to the following claims.
- 9 -
Claims (15)
1. A wood preservative composition comprising a mixture of a fungicide, which is a mixture of trihexylene glycol biborate in an organic solvent, one or more iodopropargyl carbamates, and one or more triazole fungicides, and a synthetic pyrethroid insecticide, said fungicide and insecticide being present in sufficient amount that wood treated with the wood preservative composition contains the fungicide and insecticide in an amount of about 1 ppm to 5,000 ppm, based on the weight of the wood after treatment.
2. The composition of claim 1 wherein the trihexylene glycol biborate is present in an amount of about 0.5 to 30.0 wt % based upon the weight of the total mixture.
3. The composition of claim 1 wherein the trihexylene glycol biborate is present in an amount of about 3.0 to 20.0 wt % based upon the weight of the total mixture.
4. The composition of claim 1 wherein the synthetic pyrethroid is deltamethrin, permethrin, cyfluthrin, tralomethrin, cypermethrin or resmethrin.
5. The composition of claim 1 wherein the synthetic pyrethroid is permethrin.
6. The composition of claim 1 wherein the one or more iodopropargyl carbamates is 3-iodo-2-propynyl propyl carbamate, 3-iodo-2-propynyl butyl carbamate, 3-iodo-2-propynyl hexyl carbamate, 3-iodo-2-propynyl cyclohexyl carbamate, 3-iodo-2-propynyl phenyl carbamate, or mixtures thereof.
7. The composition of claim 1 wherein the one or more iodopropargyl carbamates is 3-iodo-2-propynyl butyl carbamate.
8. The composition of claim 1 wherein the triazole fungicide is tebuconazole, propiconazole, azaconazole, hexaconazole, difenaconzole, or mixtures thereof.
9. The composition of claim 1 wherein the wood preservative composition further comprises a water repellant.
10. The composition of claim 1 wherein the trihexylene glycol biborate is present in an amount such that wood treated with the wood treatment composition has a boric acid equivalent in an amount of about 0.1% to 0.4% by weight based upon the weight of the wood.
11. A wood treated with the wood preservative composition of claim 1.
12. A wood treated with the wood preservative composition of claim 1 wherein said synthetic pyrethroid is present in the wood in an amount of about 1 ppm to 1000 ppm, based on weight of the wood after treatment.
13. A wood treated with the wood preservative composition of claim 1 wherein said fungicide and the insecticide is present in a sufficient amount that wood treated with the wood preservative composition contains fungicide and insecticide in an amount of about 1 ppm to 5000 ppm, based on the weight of the wood after treatment and has a boric acid equivalent in an amount of about 0.01%
to 0.4% by weight based upon the weight of the wood.
to 0.4% by weight based upon the weight of the wood.
14. The composition of claim 1 wherein the triazole fungicide comprises a mixture of tebuconazole and propiconazole.
15. The composition of claim 1 wherein: (a) the pyrethroid is permethrin;
(b) the one or more iodopropargyl carbamate is 3-iodo-2-propynyl butyl carbamate; and (c) the triazole fungicide is a mixture of tebuconazole and propiconazole.
(b) the one or more iodopropargyl carbamate is 3-iodo-2-propynyl butyl carbamate; and (c) the triazole fungicide is a mixture of tebuconazole and propiconazole.
Applications Claiming Priority (2)
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US11/715,570 | 2007-03-08 | ||
US11/715,570 US7816343B2 (en) | 2007-03-08 | 2007-03-08 | Wood preservative composition |
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CA2622185A1 CA2622185A1 (en) | 2008-09-08 |
CA2622185C true CA2622185C (en) | 2016-05-10 |
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CA2622185A Active CA2622185C (en) | 2007-03-08 | 2008-02-26 | Wood preservative composition comprising a boric acid ester |
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CA (1) | CA2622185C (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
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US7816343B2 (en) * | 2007-03-08 | 2010-10-19 | Hwd Acquisition, Inc. | Wood preservative composition |
WO2010126381A1 (en) | 2009-04-27 | 2010-11-04 | Mattersmiths Technologies Limited | Improvements in solvent recovery |
MX355986B (en) * | 2011-12-30 | 2018-05-08 | Stella Jones Inc | Pentachlorophenol/borate compositions and uses thereof. |
CA2902784C (en) | 2013-03-14 | 2020-08-11 | Stella-Jones Inc. | Compositions comprising unsaturated fatty esters and uses thereof |
US20170112135A1 (en) * | 2015-10-19 | 2017-04-27 | Arch Wood Protection, Inc | Biocide Concentrate Composition for the Addition to Oil-Based Formulations, and Compositions Containing the Same |
US20180195968A1 (en) * | 2017-01-10 | 2018-07-12 | Troy Corporation | Indicating penetration of non-aqueous solvent |
CN109747000A (en) * | 2017-11-08 | 2019-05-14 | 丹阳市博元安全生产服务有限公司 | A kind of timber preservative |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8724024D0 (en) | 1987-10-13 | 1987-11-18 | Manchem Ltd | Preservative elements |
US4879083A (en) | 1988-06-17 | 1989-11-07 | Macmillan Bloedel Limited | Chemically treated wood particle board |
US4950685A (en) | 1988-12-20 | 1990-08-21 | Kop-Coat, Inc. | Wood preservatives |
US5151127A (en) | 1990-11-26 | 1992-09-29 | Thompson Duncan C | Weather resistant, fire retardant preservative and protective compositions for the treatment of wood and cellulose products |
GB9116672D0 (en) | 1991-08-01 | 1991-09-18 | Hickson Int Plc | Preservatives for wood and other cellulosic materials |
ES2142828T3 (en) | 1991-08-01 | 2000-05-01 | Hickson Int Plc | PRESERVATIVES FOR WOOD AND OTHER CELLULOSIC MATERIALS. |
DE4217523A1 (en) | 1992-05-27 | 1993-12-02 | Bayer Ag | Means for protecting sawn timber |
US5516620A (en) | 1993-11-01 | 1996-05-14 | Polaroid Corporation | Method of on-press developing lithographic plates utilizing microencapsulated developers |
DE4409039A1 (en) | 1993-12-21 | 1995-06-22 | Bayer Ag | Antifouling agents |
US5480638A (en) | 1994-02-25 | 1996-01-02 | Erwin; Barry C. | Insecticide bait composition |
JP3493476B2 (en) | 1994-09-30 | 2004-02-03 | バイエルクロップサイエンス株式会社 | Termite control composition |
US5846305A (en) | 1996-01-16 | 1998-12-08 | Michael Wall & Sons Enterprises Ltd. | Liquid wood preservative solution |
US5763338A (en) | 1996-03-22 | 1998-06-09 | Forintek Canada Corporation | High level loading of borate into lignocellulosic-based composites |
US5972266A (en) | 1998-02-26 | 1999-10-26 | Trus Joist Macmillan A Limited Partnership | Composite products |
US6582732B1 (en) | 2000-08-15 | 2003-06-24 | Kop-Coat, Inc. | Synergistic combination of insecticides to protect wood and wood-based products from insect damage |
US6416789B1 (en) | 2001-01-05 | 2002-07-09 | Kop-Coat, Inc. | Synergistic combination of fungicides to protect wood and wood-based products from fungal decay, mold and mildew damage |
US7816343B2 (en) * | 2007-03-08 | 2010-10-19 | Hwd Acquisition, Inc. | Wood preservative composition |
-
2007
- 2007-03-08 US US11/715,570 patent/US7816343B2/en active Active
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2008
- 2008-02-26 CA CA2622185A patent/CA2622185C/en active Active
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US20110003771A1 (en) | 2011-01-06 |
US7816343B2 (en) | 2010-10-19 |
US20080221067A1 (en) | 2008-09-11 |
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