CN1788035A - 聚酰胺 - Google Patents
聚酰胺 Download PDFInfo
- Publication number
- CN1788035A CN1788035A CNA200480013064XA CN200480013064A CN1788035A CN 1788035 A CN1788035 A CN 1788035A CN A200480013064X A CNA200480013064X A CN A200480013064XA CN 200480013064 A CN200480013064 A CN 200480013064A CN 1788035 A CN1788035 A CN 1788035A
- Authority
- CN
- China
- Prior art keywords
- polymeric amide
- amino
- amide
- acid
- group
- 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.)
- Granted
Links
- 239000004952 Polyamide Substances 0.000 title abstract description 9
- 229920002647 polyamide Polymers 0.000 title abstract description 9
- -1 and to fibres Substances 0.000 claims abstract description 34
- 125000003368 amide group Chemical group 0.000 claims abstract description 20
- 125000000524 functional group Chemical group 0.000 claims abstract description 18
- 150000001412 amines Chemical class 0.000 claims abstract description 17
- 150000001408 amides Chemical class 0.000 claims description 88
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 34
- 239000000178 monomer Substances 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 24
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 23
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 12
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 10
- 239000000835 fiber Substances 0.000 claims description 10
- 150000001733 carboxylic acid esters Chemical group 0.000 claims description 9
- 150000003948 formamides Chemical group 0.000 claims description 8
- 238000000465 moulding Methods 0.000 claims description 8
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims description 8
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 150000002825 nitriles Chemical class 0.000 claims description 7
- 150000004702 methyl esters Chemical class 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 125000004494 ethyl ester group Chemical group 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 16
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 15
- 125000003118 aryl group Chemical group 0.000 description 15
- 239000002253 acid Substances 0.000 description 13
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 12
- 150000004985 diamines Chemical class 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 238000004043 dyeing Methods 0.000 description 8
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 229920002292 Nylon 6 Polymers 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 5
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229920002302 Nylon 6,6 Polymers 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920000299 Nylon 12 Polymers 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 3
- 150000004984 aromatic diamines Chemical class 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 238000007669 thermal treatment Methods 0.000 description 3
- YZTJKOLMWJNVFH-UHFFFAOYSA-N 2-sulfobenzene-1,3-dicarboxylic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O YZTJKOLMWJNVFH-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229920000571 Nylon 11 Polymers 0.000 description 2
- 229920003189 Nylon 4,6 Polymers 0.000 description 2
- 229920000305 Nylon 6,10 Polymers 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000004279 alanine Nutrition 0.000 description 2
- 125000005219 aminonitrile group Chemical group 0.000 description 2
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000001261 hydroxy acids Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 150000003053 piperidines Chemical class 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 1
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 1
- WPXQWTBMMKQBDE-UHFFFAOYSA-N 2-aminoundecanamide Chemical compound CCCCCCCCCC(N)C(N)=O WPXQWTBMMKQBDE-UHFFFAOYSA-N 0.000 description 1
- FJJJJJASZCGAJW-UHFFFAOYSA-N 2-aminoundecanenitrile Chemical compound CCCCCCCCCC(N)C#N FJJJJJASZCGAJW-UHFFFAOYSA-N 0.000 description 1
- XRCAZHIJCZXLAH-UHFFFAOYSA-N 3-carbamoyl-2-sulfobenzoic acid Chemical compound NC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O XRCAZHIJCZXLAH-UHFFFAOYSA-N 0.000 description 1
- AFPHTEQTJZKQAQ-UHFFFAOYSA-N 3-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC([N+]([O-])=O)=C1 AFPHTEQTJZKQAQ-UHFFFAOYSA-N 0.000 description 1
- KBMSFJFLSXLIDJ-UHFFFAOYSA-N 6-aminohexanenitrile Chemical compound NCCCCCC#N KBMSFJFLSXLIDJ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical class NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- ZRKWMRDKSOPRRS-UHFFFAOYSA-N N-Methyl-N-nitrosourea Chemical compound O=NN(C)C(N)=O ZRKWMRDKSOPRRS-UHFFFAOYSA-N 0.000 description 1
- 229920000784 Nomex Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- HOPSCVCBEOCPJZ-UHFFFAOYSA-N carboxymethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)=O HOPSCVCBEOCPJZ-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- ZLHYDRXTDZFRDZ-UHFFFAOYSA-N epsilon-aminocaproamide Chemical compound NCCCCCC(N)=O ZLHYDRXTDZFRDZ-UHFFFAOYSA-N 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002171 ethylene diamines Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000005669 hydrocyanation reaction Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000003402 intramolecular cyclocondensation reaction Methods 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- QVGONMHQKGSFOB-UHFFFAOYSA-N methyl 11-aminoundecanoate Chemical class COC(=O)CCCCCCCCCCN QVGONMHQKGSFOB-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000004763 nomex Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 238000010094 polymer processing Methods 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
Abstract
本发明涉及一种聚酰胺,它的主链含有选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的化学键合的胺,这里R为能够与氨基结合形成酰胺基的官能团,及用于制备这种聚酰胺的方法,以及用于制备含有这种聚酰胺的纤维、薄膜及模制物的方法。
Description
本发明涉及一种聚酰胺,其权利要求包括以一种选自2-甲基-1,5-二氨基戊烷和1-氨基-2-R-环戊-1-烯的化学键合的胺,其中R是能够与氨基结合形成酰胺基的官能基,或其混合物。
本发明另外涉及到一种制备该聚酰胺的方法,也涉及到至少含有一种该聚酰胺的纤维、薄膜及模制物。
聚酰胺,尤其是尼龙-6与尼龙-6,6,是工业上重要的聚合物。它们一般由适当的单体制备而得到的,例如己内酰胺、己二酸或六亚甲基二胺,它们可在水存在下起反应。
聚酰胺聚合物通常被成型为例如纤维、薄膜或模制物。
由此制得的纤维或纺织品,例如服装或地毯、薄膜或模制物通常随后被染色。在由此制得的纤维或纺织品情形中,可通过例如染浴来实施,或者,在纺织品、薄膜或模制物的情形中,可通过印花来实施。
希望聚酰胺具有高染色速率以便可获得高的加工速率。
本发明的目的是要提供一种比现有技术的聚酰胺具有更高染色速率的聚酰胺以及提供一种制备该聚酰胺的方法。
我们已经发现,通过在开始所定义的聚酰胺,制备该聚酰胺的方法以及含有至少一种该聚酰胺的纤维、薄膜及模制物可达到该目的。
在此聚酰胺可被理解为具有作为必要组成部分在聚合物主链上重复的酰胺基团的合成长链聚酰胺的均聚物、共聚物、共混物及接枝物。这类聚酰胺的例子有尼龙-6(聚已内酰胺)、尼龙-6,6(聚六亚甲基己二酰胺)、尼龙-4,6(聚四亚甲基己二酰胺)、尼龙-6,10(聚六亚甲基癸二酰胺)、尼龙-7(聚庚内酰胺)、尼龙-11(聚十一内酰胺)、尼龙-12(聚十二内酰胺)。除了总称为尼龙的聚酰胺,聚酰胺还包括芳族聚酰胺,例如聚-间-亚苯基间苯二甲酰胺(NOMEX纤维,US-A-3,287,324)或聚-对-亚苯基对苯二甲酰胺(KEVLAR纤维,US-A-3,671,542)。
原则上聚酰胺可通过两种方法来制备。
在二羧酸与二胺的聚合中及在氨基酸或其衍生物(诸如氨基腈、氨基羧酰胺、氨基羧酸酯或氨基羧酸盐)的聚合中,起始单体或起始低聚物的氨基与羧基端基相互反应形成酰胺基与水。随后,可自聚合物中除去水。在氨基羧酰胺发生的聚合中,起始单体或起始低聚物的氨基与酰胺基端基相互反应形成酰胺基与氨。随后,可自聚合物中除去氨。在氨基羧酸酯发生聚合中,起始单体或低聚物的氨基与酯基端基相互反应形成酰胺基与醇。随后,可自聚合物物质中除去醇。在氨基羧腈聚合中,腈基可首先与水反应形成酰胺基或羧基且所得的氨基羧酰胺或氨基羧酸如所述反应。这种聚合反应通常称为缩聚反应。
以内酰胺作为起始单体或起始低聚物的聚合通常称为加聚反应。
通过常规方法,例如在DE-A-14 95 198、DE-A-25 58 480、EP-A-129196或在:Polymerization Processes,Interscience,New York,1977,第424-467页,尤其是第444-446页中所述的,由选自内酰胺、Ω-氨基羧酸、Ω-氨基腈、Ω-氨基羧酰胺、Ω-氨基羧酸盐、Ω-氨基羧酸酯、等摩尔的二胺与二羧酸的混合物、二羧酸/二胺盐、二腈与二胺或其混合物的单体可得到这类聚酰胺。
有用的单体包括
C2至C20,优选C2至C18,芳基脂肪族或,优选地,脂肪族内酰胺,诸如庚内酰胺、十一内酰胺、十二内酰胺或己内酰胺,的单体或低聚物,
C2至C20,优选C3至C18,氨基羧酸,诸如6-氨基己酸或11-氨基十一酸及其盐类,例如碱金属盐,如锂盐、钠盐或钾盐,的单体或低聚物
C2至C20,优选C3至C18,氨基腈,诸如6-氨基己腈或11-氨基十一腈,的单体或低聚物
C2至C20氨基酸酰胺,诸如6-氨基己酰胺或11-氨基十一酰胺,的单体或低聚物
酯,优选C1-C4烷基酯,诸如C2至C20,优选C3至C18,氨基羧酸的甲酯、乙酯、正丙酯、异丙酯、正丁酯、异丁酯或仲丁酯,如6-氨基己酸酯,例如,6-氨基己酸甲酯,或11-氨基十一酸酯,例如,11-氨基十一酸甲酯,
C2至C20,优选C2至C12,烷基二胺,例如四亚甲基二胺或,优选地,六亚甲基二胺,与C2至C20,优选C2至C14,脂肪族二羧酸或其单腈或二腈,如癸二酸、十二烷二酸、己二酸、癸二酸二腈、癸酸1,10-二腈或己二腈,的单体或低聚物,
C2至C20,优选C2至C12,烷基二胺,如四亚甲基二胺或,优选地,六亚甲基二胺,与C8至C20,优选C8至C12,芳香族二羧酸或其衍生物,例如氯化物,如萘-2,6-二羧酸,优选为间苯二甲酸或对苯二甲酸,的单体或低聚物,
C2至C20,优选C2至C12,烷基二胺,如四亚甲基二胺或,优选地,六亚乙基二胺,与C9至C20,优选C9至C18,芳基脂肪族二羧酸或其衍生物,例如,氯化物,如邻-、间-或对-苯二乙酸,的单体或低聚物,
C6至C20,优选C6至C10,芳香族二胺,如间-或对-苯二胺,与C2至C20,优选C2至C14,脂肪族二羧酸或其单腈或二腈,如癸二酸、十二烷二酸、己二酸、癸二酸二腈、癸烷-1,10-二腈或己二腈,的单体或低聚物,
C6至C20,优选C6至C10,芳香族二胺,如间-或对-苯二胺,与C8至C20,优选C8至C12,芳香族二羧酸或其衍生物,例如氯化物,如萘-2,6-二羧酸,优选间苯二甲酸或对苯二甲酸,的单体或低聚物,
C6至C20,优选C6至C10,芳香族二胺,如间-或对-苯二胺,与C9至C20,优选C9至C18,芳基脂肪族二羧酸或其衍生物,例如氯化物,如邻-、间-或对-苯二乙酸,的单体或低聚物,
C7至C20,优选C8至C18,芳基脂肪族二胺,如间-或对-二甲苯二胺,与C2至C20,优选C2至C14,脂肪族二羧酸或其单腈或二腈,如癸二酸、十二烷二酸、己二酸、癸二酸二腈、癸烷-1,10-二腈或己二腈,的单体或低聚物,
C7至C20,优选C8至C18,芳基脂肪族二胺,如间-或对-二甲苯二胺,与C6至C20,优选C6至C10,芳香族二羧酸或其衍生物,例如氯化物,如萘-2,6-二羧酸,优选为间苯二甲酸或对苯二甲酸,的单体或低聚物,
C7至C20,优选C8至C18芳基脂肪族二胺,如间-或对-二甲苯二胺,与C9至C20,优选C9至C18,芳基脂肪族二羧酸或其衍生物,例如氯化物,如邻-、间-或对-苯二乙酸,的单体或低聚物,
以及这类起始单体或起始低聚物的均聚物、共聚物、共混物及接枝物。
有用的低聚物包括,特别是上述单体的二聚物、三聚物、四聚物、五聚物或六聚物或这类单体的混合物。
在一个优选的实施方案中,所用的内酰胺是己内酰胺,所用的二胺是四亚甲基二胺、六亚甲基二胺或它们的混合物,且所用的二羧酸是己二酸、癸二酸、十二烷二酸、对苯二甲酸、间苯二甲酸或其混合物。尤其优选的内酰胺为己内酰胺,二胺为六亚甲基二胺和二羧酸为己二酸或对苯二甲酸或它们的混合物。
尤其优选能经聚合作用得到聚酰胺尼龙-6、尼龙-6,6、尼龙-4,6、尼龙-6,10、尼龙-6,12、尼龙-7、尼龙-11或尼龙-12或芳族聚酰胺聚间亚苯基间苯二甲酰胺或聚对亚苯基对苯二甲酰胺,尤其是得到尼龙-6或尼龙-6,6的那些起始单体或起始低聚物。
在一个优选的实施方案中,可使用一种或多种链调节剂来制备聚酰胺。有用的链调节剂有利地包括在聚酰胺的构成中具有一或多个,如两个、三个或四个,在体系为纤维状的情形中优选为两个,活性氨基的化合物或在聚酰胺的构成中具有一或多个,如两个、三个或四个,在体系为纤维状的情形中优选为两个,活性羧基的化合物。
第一种情形提供了聚酰胺,其中用于制备上述聚酰胺的单体与链调节剂所具有的用来形成上述聚合物链的氨基或它们的对等物的数目比用于形成上述聚合物链的羧酸基团,或其对等物的数目更大。
第二种情形提供了聚酰胺,其中用于制备上述聚酰胺的单体与链调节剂所具有的用来形成上述聚合物链的羧酸基团或它们的对等物的数目比用于形成上述聚合物链的氨基,或其对等物的数目更大。
有用的链调节剂有利地包括一元羧酸,如烷羧酸,例如乙酸、丙酸,如苯或萘一元羧酸,例如,安息香酸,二元羧酸,如C4-C10-烷二羧酸,例如,己二酸、壬二酸、癸二酸、十二烷二酸,C5-C8-环烷二元羧酸,例如,环己烷-1,4-二酸,苯二酸或萘二酸,例如,对苯二甲酸、间苯二甲酸、萘-2,6-二酸;C2至C20,优选C2至C12,烷基胺,如环己胺;C6至C20,优选C6至C10,芳香族一元胺,如苯胺,或C7至C20,优选C8至C18,芳基脂肪族一元胺,如苄胺;二胺,如C4-C10-烷二胺,例如,六亚甲基二胺。
链调节剂可未被取代或被例如脂肪基,优选C1-C8-烷基,如甲基、乙基、异丙基、正丙基、正丁基、异丁基、仲丁基、正戊基、正己基、正庚基、正辛基、2-乙基己基,OH、=O、C1-C8-烷氧基、COOH、C2-C6-烷氧羰基、C1-C10-酰氧基或C1-C8-烷基氨基、磺酸或其盐类,如碱或碱土金属盐类、氰基或卤素,如氟、氯、溴,所取代。被取代的链调节剂的例子是磺基间苯二甲酸和其碱或碱土金属盐,如锂、钠或钾盐,例如C1-C16-链烷醇的磺基间苯二甲酸酯,或磺基间苯二甲酸单酰胺或二酰胺,尤其是与适于形成聚酰胺且带有至少一个氨基的单体的,例如,与六亚甲基二胺或6-氨基己酸的。
优选的链调节剂是下式的空间位阻的哌啶衍生物
其中,
R1是能与聚酰胺的聚合物链形成酰胺的官能基团,
优选的基团是-(NH)R5,其中R5为氢或C1-C8烷基,或羧基,或羧基衍生物,或基团-(CH2)x(NH)R5,其中x为1至6且R5为氢或C1-C8烷基,或基团-(CH2)yCOOH,其中y为1至6,或-(CH2)yCOOH酸的衍生物,其中y为1至6,
尤其为基团-NH2,
R2为烷基,优选为C1-C4烷基,诸如甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基,
尤其为甲基,
R3为氢、C1-C4烷基或O-R4,其中R4为氢或C1-C7烷基,R3尤其为氢。
在这类化合物中,空间位阻通常避免哌啶环体系中的叔氨基,尤其是仲氨基,起反应。
尤其优选的空间位阻哌啶衍生物为4-氨基-2,2,6,6-四甲基哌啶。
链调节剂的用量有利地不少于0.001mol%,优选不少于0.01mol%,尤其是不少于0.03mol%并更优选不少于0.08mol%,基于聚酰胺中1mol的酰胺基计。
链调节剂的用量不要超过2.0mol%,优选不超过1mol%,尤其是不要超过0.6mol%并更优选不要超过0.5mol%,基于聚酰胺中1mol的酰胺基计。
根据本发明,聚酰胺的主链含有由选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的化学键合的胺,其中R为能够与氨基结合形成酰胺基的官能团。
只要提及本发明中所述的胺,该术语应理解为不仅是这样胺而且为这类胺的混合物。
2-甲基-1,5-二氨基戊烷和用来制备这种化合物的方法是已知的。例如,可通过2-甲基戊二腈的氢化来获得2-甲基-1,5-二氨基戊烷,而反过来2-甲基戊二腈可在工业己二腈合成中通过丁二烯的双重氢氰化作为副产物以可观的量生产。
根据本发明,在胺1-氨基-2-R-环戊-1-烯中的R为能够与氨基组合形成酰胺基的官能团。R为选自羧酸(COOH)、羧酸酯、羧酰胺和腈,尤其为腈,或其混合物的官能基团是有利的。
当R代表羧酸酯时,诸如一种芳香醇、优选脂肪醇,尤其是C1至C16醇的酯,在一个特别优选的实施方案中,可代表羧酸酯的R选自:甲酯、乙酯、正丙酯、异丙酯、正丁酯、仲丁酯、异丁酯及叔丁酯或其混合物,尤其是甲酯。
当R代表羧酰胺时,羧酰胺可未被取代,这样R可代表CONH2基团,或被一或两个芳香基、优选脂肪基所取代,尤其是被C1至C16基团,更优选被甲基、乙基、正丙基、异丙基、正丁基、仲丁基、异丁基或叔丁基或其混合物,尤其是甲基取代,例如N-甲基酰胺或N,N-二甲基酰胺。
对R具有指定含义的胺1-氨基-2-R-环戊-1-烯的制备方法本身是已知的。例如,1-氨基-2-氰基环戊-1-烯可通过己二腈的内环化而获得。其它适合的化合物可通过例如常规方法将1-氨基-2-氰基环戊-1-烯中的氰基转化而获得,如通过氰基的部分或完全水解。
选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的胺的含量可有利地不少于0.001mol%,优选是不少于0.01mol%,尤其不少于0.03mol%且更优选不少于0.08mol%,基于聚酰胺中1mol酰胺基计,其中R为能够与氨基结合形成酰胺基的官能团。
选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的胺的含量最好不超过2.0mol%,优选不超过1mol%,尤其是不超过0.6mol%且更优选不超过0.5mol%,基于聚酰胺中1mol酰胺基计,其中R为能够与氨基结合形成酰胺基的官能团。
本发明的聚酰胺可在如下方法中获得,该方法包括在选自2-甲基-1,5-二氨基戊烷和1-氨基-2-R-环戊-1-烯的胺存在下将适合形成聚酰胺的单体、低聚物或其混合物转变为聚酰胺,其中R为能够与氨基结合形成酰胺基的官能团。
本发明的聚酰胺可从相应的单体用常用的制备聚酰胺工艺条件制备出来,如例如在DE-A-14 95 198、DE-A-25 58 480、EP-A-129 196、DE-A-19709 390、DE-A-35 34 817、WO 99/38908、WO 99/43734、WO 99/43732、WO 00/24808、WO 01/56984或在Polymerization Processes,Interscience,New York,1997,第424-467页,尤其是第444-446页中所述。
在一个优选的实施方案中,本发明的聚合或缩聚方法可在至少一种颜料的存在下实施。优选的颜料为二氧化钛,优选为锐钛矿或金红石晶形式,或无机或有机有色化合物。所添加的颜料优选从0至5份重,尤其是从0.02至2份重,在每种情况中都是基于100份重聚酰胺计。颜料可与原材料一起或与之分开加入反应器中。
此外,聚酰胺不仅可由所述的两种优选方法制得,也可通过阴离子聚合法制得。
阴离子聚合法一般包括使如下物质起反应
a)内酰胺或内酰胺的混合物,
b)丙氨酸酯(lactamat)或可从如a)的内酰胺释放出丙氨酸酯的化合物,或这样组份的混合物,及
c)互相混合的聚合活性调节剂以获得聚酰胺。
内酰胺阴离子聚合法,又被称为内酰胺碱性聚合法,以及适当的化合物a)、b)及c)是一般的常识,例如从US-A-3,206,418、US-A-3,207,713、US-A-3,494,999、US-A-3,793,255、US-A-4,233,433、US-A-4,393,193、US-A-4,503,014、US-A-5,747,634、WO-A-00/58387、WO-A-01/49906、International Polymer Processing 16(2)(2001)172-182或Fourné,Synthetische Fasern,Carl Hanser Verlag,Munich/Vienna,1995,第38-39页可知。
本发明的聚酰胺可有利地用来制造含有这种聚酰胺或,更特别地,由这种聚酰胺所组成的纤维、薄膜及模制物。
实施例
实施例中所报告的溶液粘度是按照DIN 51562-1至-4,在96%硫酸中所测到的相对溶液粘度。
特别地,对每100ml溶液称出1g聚合物,在乌氏粘度计中测量流动时间,并与纯溶剂对照。
发明实施例1
在一个压力容器中,将500kg(4419mol)己内酰胺、50kg完全去离子的水及1046g(9mol)2-甲基-1,5-二氨基戊烷在氮气下加热至内部温度达270□,此后立即放入到大气中一小时,补充浓缩60分钟并排出。对排出聚酰胺进行提取、干燥并在固态下进行热处理到相对溶液粘度为RV=2.70。
对比实施例1
重复发明实施例1,除了加入1046g(9mol)六亚甲基二胺代替2-甲基-1,5-二氨基戊烷。热处理后的溶液粘度为RV=2.71。
发明实施例2
重复发明实施例1,除了加入973g(9mol)1-氨基-2-氰基环戊-1-烯代替2-甲基-1,5-二氨基戊烷。热处理后的溶液粘度为RV=2.69。
对比实施例2
重复发明实施例1,除了加入1081g(9mol)6-氨基己酸代替2-甲基-1,5-二氨基戊烷。热处理后的溶液粘度为RV=2.70。
实施例3
将从发明实施例1和2及从对比实施例1和2所得到的聚合物以5500米/分钟在Inventa试验纺纱装置上在相同机器设置下按照H4S工艺纺成标准44 dtex12单丝圆形剖面纱线。拉伸比为1.40∶1。由此将生产出来的纺织纱各自在Lawson Hemphill FAK3.5圆形针织机上加工成具有相同纱重量的针织管。然后在一个染浴中用商业上可获得的金属化染料(0.3%的Acidol black MSRL,浴比20∶1,1.0%的Uniperol AC,pH 7,起始温度40□,以1.5°/分钟加热至98□,在98□下维持60分钟,用温水冲洗,干燥)将发明实施例1和对比实施例1的针织管样本以及发明实施例2和对比实施例2的针织管样本一起染色。随后,通过符合DIN 53234″Determinationof relative color intensity″的Kubelka-Munk方法使用Optronic ColorflashC22S分光光度计来确定两个针织管色泽的相对深度(颜色亮度)。
表1:竞争染色后纱线的相对颜色亮度[%]
发明实施例1 | 对比实施例1 | 发明实施例2 | 对比实施例2 |
250 | 100* | 260 | 100* |
*归一化到100%
表1揭示了由发明实施例1与2中的聚酰胺所生产出来的纱线与各自对比实施例1与2的聚酰胺所生产出来的纱线在竞争染色中染色显然更深。
为了获得预定的纱线色泽深度,按照发明实施例1和2所得的聚酰胺纱线需要在染浴的停留时间更短,这是由于它们比按照现有技术所得到的聚酰胺纱线具有更高的染色速率。这样当给按照发明实施例1与2所得的聚酰胺纱线进行染色时,与按照现有技术所所得的聚酰胺纱线的染色相比,可以获得更高的加工速度。本发明的一个目的是提供一种比现有技术的聚酰胺具有更高染色速率的聚酰胺以及一种制备这种聚酰胺的方法。
权利要求书
(按照条约第19条的修改)
1.一种聚酰胺,其主链含有化学键合的1-氨基-2-R-环戊-1-烯,其中R为能够与氨基结合形成酰胺基的官能团。
2.根据权利要求1的聚酰胺,其中R选自:羧酸、羧酸酯、羧酰胺及腈。
3.根据权利要求1的聚酰胺,其中R代表腈。
4.根据权利要求1的聚酰胺,其中R代表羧酸。
5.根据权利要求1的聚酰胺,其中R代表羧酸酯。
6.根据权利要求5的聚酰胺,其中R代表选自甲酯、乙酯、正丙酯、异丙酯、正丁酯、仲丁酯、异丁酯及叔丁酯的羧酸酯。
7.根据权利要求1的聚酰胺,其中上述聚酰胺的主链含有化学键合的2-甲基-1,5-二氨基戊烷。
8.根据权利要求1-7中任一项的聚酰胺,其中上述聚酰胺的主链含有化学键合的1-氨基-2-R-环戊-1-烯,其中R为能够与氨基结合形成酰胺基的官能团,其含量在0.001mol%至2mol%的范围内,基于上述聚酰胺中1mol酰胺基计。
9.一种制备聚酰胺的方法,该方法包括将适于形成聚酰胺的单体,在1-氨基-2-R-环戊-1-烯的存在下,转变为聚酰胺,其中R为根据权利要求1到8中任一项的能够与氨基组合形成酰胺基的官能团。
10.一种制备聚酰胺的方法,该方法包括将适于形成聚酰胺的低聚物,在1-氨基-2-R-环戊-1-烯的存在下,转变为聚酰胺,其中R为根据权利要求1到8中任一项的能够与氨基组合形成酰胺基的官能团。
11.含有根据权利要求1到8中任一项的聚酰胺的纤维、薄膜及模制物。
Claims (12)
1.一种聚酰胺,其主链含有选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的化学键合的胺,其中R为能够与氨基结合形成酰胺基的官能团。
2.根据权利要求1的聚酰胺,其中上述聚酰胺的主链含有化学键合的1-氨基-2-R-环戊-1-烯,其中R为能够与氨基结合形成酰胺基的官能团。
3.根据权利要求1或2的聚酰胺,其中R选自羧酸、羧酸酯、羧酰胺及腈。
4.根据权利要求1或2的聚酰胺,其中R代表腈。
5.根据权利要求1或2的聚酰胺,其中R代表羧酸。
6.根据权利要求1或2的聚酰胺,其中R代表羧酸酯。
7.根据权利要求6的聚酰胺,其中R代表选自甲酯、乙酯、正丙酯、异丙酯、正丁酯、仲丁酯、异丁酯及叔丁酯的羧酸酯。
8.根据权利要求1的聚酰胺,其中上述聚酰胺的主链含有化学键合的2-甲基-1,5-二氨基戊烷。
9.根据权利要求1-8的聚酰胺,其中上述聚酰胺的主链含有选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的化学键合的胺,其中R为能够与氨基结合形成酰胺基的官能团,其含量在0.001mol%至2mol%的范围内,基于上述聚酰胺中1mol酰胺基计。
10.一种制备聚酰胺的方法,该方法包括将适于形成聚酰胺的单体,在至少一种选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的胺的存在下,转变为聚酰胺,其中R为根据权利要求1到9中任一项的能够与氨基组合形成酰胺基的官能团。
11.一种制备聚酰胺的方法,该方法包括将适于形成聚酰胺的低聚物,在至少一种选自2-甲基-1,5-二氨基戊烷与1-氨基-2-R-环戊-1-烯的胺的存在下,转变为聚酰胺,其中R为根据权利要求1到9中任一项的能够与氨基组合形成酰胺基的官能团。
12.含有根据权利要求1到9中任一项的聚酰胺的纤维、薄膜及模制物。
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GB1429776A (en) * | 1972-08-18 | 1976-03-24 | Ici Ltd | Purification of adiponitrile |
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EP0083907A1 (de) | 1981-12-23 | 1983-07-20 | Ciba-Geigy Ag | Verfahren zur Herstellung von Pigment- bzw. Farbstoffpräparaten |
US4739035A (en) * | 1986-08-27 | 1988-04-19 | The Standard Oil Company | Two-step process for the manufacture of polyamide from diamine and dinitrile |
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US5270437A (en) * | 1992-11-13 | 1993-12-14 | E. I. Du Pont De Nemours And Company | Process for making partially aromatic polyamides containing 2-methylpentamethylenediamine units |
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US6094817A (en) * | 1998-10-15 | 2000-08-01 | Acoust-A-Fiber Research And Development, Inc. | Method for filling a silencer with sound insulating material |
US6075117A (en) * | 1998-12-21 | 2000-06-13 | E.I. Dupont De Nemours & Company | Process for the hydrolysis of adiponitrile and the production of nylon 6,6 using dicarboxylic acids as the sole catalyst |
DE19923894A1 (de) * | 1999-05-25 | 2000-11-30 | Basf Ag | Verfahren zur Herstellung von Polyamiden |
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EP1625173B1 (de) | 2007-08-15 |
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