US2049005A - Color-photographic bleach out dyestuff layers - Google Patents
Color-photographic bleach out dyestuff layers Download PDFInfo
- Publication number
- US2049005A US2049005A US649442A US64944232A US2049005A US 2049005 A US2049005 A US 2049005A US 649442 A US649442 A US 649442A US 64944232 A US64944232 A US 64944232A US 2049005 A US2049005 A US 2049005A
- Authority
- US
- United States
- Prior art keywords
- color
- layers
- photographic bleach
- blue
- sensitizer
- 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.)
- Expired - Lifetime
Links
- 239000000975 dye Substances 0.000 title description 6
- 239000007844 bleaching agent Substances 0.000 title description 2
- 239000002253 acid Substances 0.000 description 13
- 238000007792 addition Methods 0.000 description 6
- WLDHEUZGFKACJH-UHFFFAOYSA-K amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1N=NC1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-UHFFFAOYSA-K 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 4
- 239000001828 Gelatine Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 4
- 229910052804 chromium Inorganic materials 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- 229920000159 gelatin Polymers 0.000 description 4
- 235000019322 gelatine Nutrition 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 230000003213 activating effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 3
- 229960000943 tartrazine Drugs 0.000 description 3
- 235000012756 tartrazine Nutrition 0.000 description 3
- 239000004149 tartrazine Substances 0.000 description 3
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LHYQAEFVHIZFLR-UHFFFAOYSA-L 4-(4-diazonio-3-methoxyphenyl)-2-methoxybenzenediazonium;dichloride Chemical compound [Cl-].[Cl-].C1=C([N+]#N)C(OC)=CC(C=2C=C(OC)C([N+]#N)=CC=2)=C1 LHYQAEFVHIZFLR-UHFFFAOYSA-L 0.000 description 2
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 2
- HTKFORQRBXIQHD-UHFFFAOYSA-N allylthiourea Chemical compound NC(=S)NCC=C HTKFORQRBXIQHD-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- PZTQVMXMKVTIRC-UHFFFAOYSA-L chembl2028348 Chemical compound [Ca+2].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 PZTQVMXMKVTIRC-UHFFFAOYSA-L 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- FTUYQIPAPWPHNC-UHFFFAOYSA-M sodium;4-[[4-[benzyl(ethyl)amino]phenyl]-[4-[benzyl(ethyl)azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]benzene-1,3-disulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=CC=CC=2)C=2C(=CC(=CC=2)S([O-])(=O)=O)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC=C1 FTUYQIPAPWPHNC-UHFFFAOYSA-M 0.000 description 1
- PUVZRTCKAZTOGJ-UHFFFAOYSA-M sodium;formaldehyde;2-oxo-2-sulfooxyacetate Chemical compound [Na+].O=C.OS(=O)(=O)OC(=O)C([O-])=O PUVZRTCKAZTOGJ-UHFFFAOYSA-M 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/02—Direct bleach-out processes; Materials therefor; Preparing or processing such materials
Definitions
- This invention relates to a method of producing color-photographic bleach-out dyestufi layers. Attempts to produce color photographic images by bleaching processes are very old, and
- the bleaching i. e. the light-sensitiveness of acid dyestuffs, which in themselves are lasting in light, 25 may be very considerably increased if in addition to a desired sensitizer there is also introduced into the layer a suitable auxiliary body, which activates the sensitizer.
- auxiliary body there are employed the acid salts of multi-base acids, organic or inorganic acids or acid or reducing substances, such as phenols. or aminophenols, and more particularly those which are suitable as photographic developers.
- An extremely high sensitiveness to light is obtained, if a durable double compound of hypo-sulfurous acid is employed, for example sodium formaldehyde sulfo oxalate or its double metal salts.
- sensitizers may be employed either alone as sensitizers or also admixed with other sensitizers.
- additional auxiliary bodies there are employed metal salts having a catalytical action, for example vanadium or titanium salts.
- Inorganic sulfur compounds, such as sulfides or sulfites may be incorporated'in the layer.
- Example 2 Tartrazine is mixed with thiosinamine and sul- 5 A. 100 grammes water 5 grammes thiosinamine 25 grammes 20% sodium bisulfate solution- The sensitizing effect, which in itself is of a powerful kind, may be further increased by the addition of 1 gramme monomethyl paramidophenol sulfate. Y
- B 200 grammes water 5 grammes rongalite 5 grammes thiocarbamide There are employed for 4 com. gelatine 4%, approximately com. 1% dyestuif solution and A; com. sensitizer to 1 qdm.
- Example 3 For a three-color image there are employed I for example Tartrazine, Patent Blue A, Fast Red D in mixture with a colloid, for example gelatine, in conjunction with one of the sensitizers set forth above.
- the process according to the invention reveals the particular advantage, that, as compared with the dyes hitherto in use, dyestuffs may be employed which are extremely fast in light, and after the fixing an additional bleaching of the dyestuff does not take place.
- the dyestuffs employed in accordance with the invention possess the advantage that the substantive dyestuffs remain adhering to the fibres of the paper, or single substantive dyestufl's and also the acid dyestuffs impregnate the gelatine in such fashion 5 that the same cannot be-washed out or only with extreme difficulty.
- the fixing of the bleached images is accordingly very simple.
- the images are washed subsequently in water, as a result of which the sensitizer is dissolved away and them dyestufi remains adhering to the backing or support or in the binding agent (for example in the gelatine), and cannot be washed out-or at least only with extreme dificulty.
- the sensitizer is dissolved away and them dyestufi remains adhering to the backing or support or in the binding agent (for example in the gelatine), and cannot be washed out-or at least only with extreme dificulty.
- There may also be performed subsequently a short aftertreatment in copper sulfate or alum or in another mordant forming means for the purpose of increasing the fastness in light.
- the dyestufis may be employed in mixture or also poured in the known manner on to superimposed layers.
- For copying purposes there are employed either tripack images or other master images or color-screen images as desired.
- Suitable dyestuffs are, for example, Diamine Pure Blue FF, Tartrazine, New Patent Blue, Phloxine B B N, Xylene Light Green 63, Patent Blue, Chromium Green GD extra, Guinea Blue, Fast Red D, Chloramine Light Red 7 BL, Chromium Fast Red BD paste, Geranine, Complementary Red D, Pinatype Blue D, Xylene Fast Blue FF.
- Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestuff and having incorporated in addition a sensitizer and an agent activating the said sensitizer, one at least of the additions being dischargeable.
- Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in addition a sensitizer and a substance of acid reaction'activating the said sensitizer, one at least of the additions being dischargeable.
- Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in addition a sensitizer and a reducing substance activating the said sensitizer, one at least of the additions being dischargeable.
- Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in one at least of the additions being dischargeable.
- Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at'least one acid azo-dyestufl and having incorporated in addition a compound of the thio-urea-group and a substance of acid reaction, one at least of the 45 additions being dischargeable.
Description
Patented July 28, 1936 PATENT OFFICE COLOR-PHOTOGRAPH) BLEACH OUT DYESTUFF LAYERS Bla Gaspar, Brussels, Belgium No Drawing. Application December 29, 1932,
Serial No. 649,442. 1932 '7 Claims.
This invention relates to a method of producing color-photographic bleach-out dyestufi layers. Attempts to produce color photographic images by bleaching processes are very old, and
5 innumerable variations of this process have been proposed. Very appreciable results have been obtained in this direction, but notwithstanding it has not been possible to make the finished images correspondingly durable. In particular 10 there have been used for this purpose practically without exception basic dyestuffs. Reference is certainly contained in the literature to the effect that on occasion substantive or acid dyestuffs have also been investigated for the-pur- 15 pose in question, thus for example by Valenta in the Photographische Rundschau, 1911, page 56 etc.-, but the results obtained were not of a useful kind, because the bleaching action was too slow. Indications have also been furnished from other sources, but these related in themselves to dyestuffs extremely unfast in light.
The surprising fact has been discovered that the bleaching, i. e. the light-sensitiveness of acid dyestuffs, which in themselves are lasting in light, 25 may be very considerably increased if in addition to a desired sensitizer there is also introduced into the layer a suitable auxiliary body, which activates the sensitizer. As auxiliary body there are employed the acid salts of multi-base acids, organic or inorganic acids or acid or reducing substances, such as phenols. or aminophenols, and more particularly those which are suitable as photographic developers. An extremely high sensitiveness to light is obtained, if a durable double compound of hypo-sulfurous acid is employed, for example sodium formaldehyde sulfo oxalate or its double metal salts. These compounds may be employed either alone as sensitizers or also admixed with other sensitizers. As additional auxiliary bodies there are employed metal salts having a catalytical action, for example vanadium or titanium salts. Inorganic sulfur compounds, such as sulfides or sulfites may be incorporated'in the layer.
Example 1 In Germany January 4,
tion is apparent after approximately 10 minutes, which action continues up to complete bleaching.
Example 2 Tartrazine is mixed with thiosinamine and sul- 5 A. 100 grammes water 5 grammes thiosinamine 25 grammes 20% sodium bisulfate solution- The sensitizing effect, which in itself is of a powerful kind, may be further increased by the addition of 1 gramme monomethyl paramidophenol sulfate. Y
B. 200 grammes water 5 grammes rongalite 5 grammes thiocarbamide There are employed for 4 com. gelatine 4%, approximately com. 1% dyestuif solution and A; com. sensitizer to 1 qdm.
Example 3 For a three-color image there are employed I for example Tartrazine, Patent Blue A, Fast Red D in mixture with a colloid, for example gelatine, in conjunction with one of the sensitizers set forth above.
The process according to the invention reveals the particular advantage, that, as compared with the dyes hitherto in use, dyestuffs may be employed which are extremely fast in light, and after the fixing an additional bleaching of the dyestuff does not take place. The dyestuffs employed in accordance with the invention possess the advantage that the substantive dyestuffs remain adhering to the fibres of the paper, or single substantive dyestufl's and also the acid dyestuffs impregnate the gelatine in such fashion 5 that the same cannot be-washed out or only with extreme difficulty. The fixing of the bleached images is accordingly very simple. The images are washed subsequently in water, as a result of which the sensitizer is dissolved away and them dyestufi remains adhering to the backing or support or in the binding agent (for example in the gelatine), and cannot be washed out-or at least only with extreme dificulty. There may also be performed subsequently a short aftertreatment in copper sulfate or alum or in another mordant forming means for the purpose of increasing the fastness in light.
The dyestufis may be employed in mixture or also poured in the known manner on to superimposed layers. For copying purposes there are employed either tripack images or other master images or color-screen images as desired.
It has been found that large-grain screen images may be copied particularly well, as in this case parallactic errors and whitening of the colors are unable to occur.
Suitable dyestuffs are, for example, Diamine Pure Blue FF, Tartrazine, New Patent Blue, Phloxine B B N, Xylene Light Green 63, Patent Blue, Chromium Green GD extra, Guinea Blue, Fast Red D, Chloramine Light Red 7 BL, Chromium Fast Red BD paste, Geranine, Complementary Red D, Pinatype Blue D, Xylene Fast Blue FF.
The index numbers of the dyes quoted in the foregoing examples are set forth in Schultz Dyestufi! Tables, Berlin, 5th Ed., 1920, as follows:-
Chloramine Light Red 73L No number found (manuiactured by Sandor, Basel, Swi mrland). Tartraziue 23 Patent Blue 545 Fast Red D 168 Diamine Pure Blue FF 424 New Patent Blue 663 Phloxine 596 Chromium Fast Red BD Schultz, page 379 (no number). Geranine 118 Complementary Red Mentioned in the "Pine Handbuch" oi the I. G. Farbenindustrie A.-G. l 'inatype Blue Do. Xylene Light Green GB No number (manufactured by Sandor, Basel). Xylene Fast Blue 0. Chromium Green GD extra 609 Guinea Blue It will be understood that no restriction is made to the particular examples described in the above or to the specific samples quoted, and that numerous modifications and substitutions are quite possible within the meaning of the above description and the annexed claims without departing from the spirit of the invention.
I claim:--- 1. Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestuff and having incorporated in addition a sensitizer and an agent activating the said sensitizer, one at least of the additions being dischargeable.
2. Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in addition a sensitizer and a substance of acid reaction'activating the said sensitizer, one at least of the additions being dischargeable.
3. Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in addition a sensitizer and a reducing substance activating the said sensitizer, one at least of the additions being dischargeable.
4. Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at least one acid azo-dyestufl and having incorporated in one at least of the additions being dischargeable. o
'7. Photographic bleach-out layers comprising a colloidal carrier fastly dyed by at'least one acid azo-dyestufl and having incorporated in addition a compound of the thio-urea-group and a substance of acid reaction, one at least of the 45 additions being dischargeable.
BELA GASPAR.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE417444X | 1932-01-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2049005A true US2049005A (en) | 1936-07-28 |
Family
ID=6448713
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US649442A Expired - Lifetime US2049005A (en) | 1932-01-04 | 1932-12-29 | Color-photographic bleach out dyestuff layers |
Country Status (3)
Country | Link |
---|---|
US (1) | US2049005A (en) |
FR (1) | FR748339A (en) |
GB (1) | GB417444A (en) |
Cited By (40)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3892569A (en) * | 1972-12-04 | 1975-07-01 | Gen Film Dev Corp | Photosensitive sheets comprising organic dyes and sensitizers |
US5616443A (en) * | 1993-08-05 | 1997-04-01 | Kimberly-Clark Corporation | Substrate having a mutable colored composition thereon |
US5643356A (en) * | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
US5645964A (en) * | 1993-08-05 | 1997-07-08 | Kimberly-Clark Corporation | Digital information recording media and method of using same |
US5681380A (en) * | 1995-06-05 | 1997-10-28 | Kimberly-Clark Worldwide, Inc. | Ink for ink jet printers |
US5686503A (en) * | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and applications therefor |
US5700850A (en) * | 1993-08-05 | 1997-12-23 | Kimberly-Clark Worldwide | Colorant compositions and colorant stabilizers |
US5721287A (en) * | 1993-08-05 | 1998-02-24 | Kimberly-Clark Worldwide, Inc. | Method of mutating a colorant by irradiation |
US5733693A (en) * | 1993-08-05 | 1998-03-31 | Kimberly-Clark Worldwide, Inc. | Method for improving the readability of data processing forms |
US5739175A (en) * | 1995-06-05 | 1998-04-14 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer |
US5747550A (en) * | 1995-06-05 | 1998-05-05 | Kimberly-Clark Worldwide, Inc. | Method of generating a reactive species and polymerizing an unsaturated polymerizable material |
US5773182A (en) * | 1993-08-05 | 1998-06-30 | Kimberly-Clark Worldwide, Inc. | Method of light stabilizing a colorant |
US5782963A (en) * | 1996-03-29 | 1998-07-21 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US5786132A (en) * | 1995-06-05 | 1998-07-28 | Kimberly-Clark Corporation | Pre-dyes, mutable dye compositions, and methods of developing a color |
US5798015A (en) * | 1995-06-05 | 1998-08-25 | Kimberly-Clark Worldwide, Inc. | Method of laminating a structure with adhesive containing a photoreactor composition |
US5811199A (en) * | 1995-06-05 | 1998-09-22 | Kimberly-Clark Worldwide, Inc. | Adhesive compositions containing a photoreactor composition |
US5837429A (en) * | 1995-06-05 | 1998-11-17 | Kimberly-Clark Worldwide | Pre-dyes, pre-dye compositions, and methods of developing a color |
US5849411A (en) * | 1995-06-05 | 1998-12-15 | Kimberly-Clark Worldwide, Inc. | Polymer film, nonwoven web and fibers containing a photoreactor composition |
US5855655A (en) * | 1996-03-29 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US5865471A (en) * | 1993-08-05 | 1999-02-02 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms |
US5885337A (en) * | 1995-11-28 | 1999-03-23 | Nohr; Ronald Sinclair | Colorant stabilizers |
US5891229A (en) * | 1996-03-29 | 1999-04-06 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6008268A (en) * | 1994-10-21 | 1999-12-28 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition, method of generating a reactive species, and applications therefor |
US6017661A (en) * | 1994-11-09 | 2000-01-25 | Kimberly-Clark Corporation | Temporary marking using photoerasable colorants |
US6017471A (en) * | 1993-08-05 | 2000-01-25 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
US6033465A (en) * | 1995-06-28 | 2000-03-07 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
US6071979A (en) * | 1994-06-30 | 2000-06-06 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition method of generating a reactive species and applications therefor |
US6099628A (en) * | 1996-03-29 | 2000-08-08 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6211383B1 (en) | 1993-08-05 | 2001-04-03 | Kimberly-Clark Worldwide, Inc. | Nohr-McDonald elimination reaction |
US6228157B1 (en) | 1998-07-20 | 2001-05-08 | Ronald S. Nohr | Ink jet ink compositions |
US6242057B1 (en) | 1994-06-30 | 2001-06-05 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition and applications therefor |
US6265458B1 (en) | 1998-09-28 | 2001-07-24 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6277897B1 (en) | 1998-06-03 | 2001-08-21 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6294698B1 (en) | 1999-04-16 | 2001-09-25 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6331056B1 (en) | 1999-02-25 | 2001-12-18 | Kimberly-Clark Worldwide, Inc. | Printing apparatus and applications therefor |
US6368396B1 (en) | 1999-01-19 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
US6368395B1 (en) | 1999-05-24 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Subphthalocyanine colorants, ink compositions, and method of making the same |
US6486227B2 (en) | 2000-06-19 | 2002-11-26 | Kimberly-Clark Worldwide, Inc. | Zinc-complex photoinitiators and applications therefor |
US6503559B1 (en) | 1998-06-03 | 2003-01-07 | Kimberly-Clark Worldwide, Inc. | Neonanoplasts and microemulsion technology for inks and ink jet printing |
US6524379B2 (en) | 1997-08-15 | 2003-02-25 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
-
1932
- 1932-12-29 US US649442A patent/US2049005A/en not_active Expired - Lifetime
- 1932-12-30 FR FR748339D patent/FR748339A/en not_active Expired
-
1933
- 1933-01-04 GB GB290/33A patent/GB417444A/en not_active Expired
Cited By (58)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3892569A (en) * | 1972-12-04 | 1975-07-01 | Gen Film Dev Corp | Photosensitive sheets comprising organic dyes and sensitizers |
US5773182A (en) * | 1993-08-05 | 1998-06-30 | Kimberly-Clark Worldwide, Inc. | Method of light stabilizing a colorant |
US6211383B1 (en) | 1993-08-05 | 2001-04-03 | Kimberly-Clark Worldwide, Inc. | Nohr-McDonald elimination reaction |
US5721287A (en) * | 1993-08-05 | 1998-02-24 | Kimberly-Clark Worldwide, Inc. | Method of mutating a colorant by irradiation |
US5616443A (en) * | 1993-08-05 | 1997-04-01 | Kimberly-Clark Corporation | Substrate having a mutable colored composition thereon |
US5733693A (en) * | 1993-08-05 | 1998-03-31 | Kimberly-Clark Worldwide, Inc. | Method for improving the readability of data processing forms |
US5683843A (en) * | 1993-08-05 | 1997-11-04 | Kimberly-Clark Corporation | Solid colored composition mutable by ultraviolet radiation |
US6017471A (en) * | 1993-08-05 | 2000-01-25 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
US5908495A (en) * | 1993-08-05 | 1999-06-01 | Nohr; Ronald Sinclair | Ink for ink jet printers |
US5700850A (en) * | 1993-08-05 | 1997-12-23 | Kimberly-Clark Worldwide | Colorant compositions and colorant stabilizers |
US6060223A (en) * | 1993-08-05 | 2000-05-09 | Kimberly-Clark Worldwide, Inc. | Plastic article for colored printing and method for printing on a colored plastic article |
US5643356A (en) * | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
US5858586A (en) * | 1993-08-05 | 1999-01-12 | Kimberly-Clark Corporation | Digital information recording media and method of using same |
US5645964A (en) * | 1993-08-05 | 1997-07-08 | Kimberly-Clark Corporation | Digital information recording media and method of using same |
US6054256A (en) * | 1993-08-05 | 2000-04-25 | Kimberly-Clark Worldwide, Inc. | Method and apparatus for indicating ultraviolet light exposure |
US6066439A (en) * | 1993-08-05 | 2000-05-23 | Kimberly-Clark Worldwide, Inc. | Instrument for photoerasable marking |
US6060200A (en) * | 1993-08-05 | 2000-05-09 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms and methods |
US5643701A (en) * | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Electrophotgraphic process utilizing mutable colored composition |
US6127073A (en) * | 1993-08-05 | 2000-10-03 | Kimberly-Clark Worldwide, Inc. | Method for concealing information and document for securely communicating concealed information |
US6120949A (en) * | 1993-08-05 | 2000-09-19 | Kimberly-Clark Worldwide, Inc. | Photoerasable paint and method for using photoerasable paint |
US5865471A (en) * | 1993-08-05 | 1999-02-02 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms |
US6342305B1 (en) | 1993-09-10 | 2002-01-29 | Kimberly-Clark Corporation | Colorants and colorant modifiers |
US6242057B1 (en) | 1994-06-30 | 2001-06-05 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition and applications therefor |
US6071979A (en) * | 1994-06-30 | 2000-06-06 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition method of generating a reactive species and applications therefor |
US6090236A (en) * | 1994-06-30 | 2000-07-18 | Kimberly-Clark Worldwide, Inc. | Photocuring, articles made by photocuring, and compositions for use in photocuring |
US5709955A (en) * | 1994-06-30 | 1998-01-20 | Kimberly-Clark Corporation | Adhesive composition curable upon exposure to radiation and applications therefor |
US5685754A (en) * | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and polymer coating applications therefor |
US5686503A (en) * | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and applications therefor |
US6008268A (en) * | 1994-10-21 | 1999-12-28 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition, method of generating a reactive species, and applications therefor |
US6017661A (en) * | 1994-11-09 | 2000-01-25 | Kimberly-Clark Corporation | Temporary marking using photoerasable colorants |
US6235095B1 (en) | 1994-12-20 | 2001-05-22 | Ronald Sinclair Nohr | Ink for inkjet printers |
US5739175A (en) * | 1995-06-05 | 1998-04-14 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer |
US5786132A (en) * | 1995-06-05 | 1998-07-28 | Kimberly-Clark Corporation | Pre-dyes, mutable dye compositions, and methods of developing a color |
US5681380A (en) * | 1995-06-05 | 1997-10-28 | Kimberly-Clark Worldwide, Inc. | Ink for ink jet printers |
US5747550A (en) * | 1995-06-05 | 1998-05-05 | Kimberly-Clark Worldwide, Inc. | Method of generating a reactive species and polymerizing an unsaturated polymerizable material |
US6063551A (en) * | 1995-06-05 | 2000-05-16 | Kimberly-Clark Worldwide, Inc. | Mutable dye composition and method of developing a color |
US5798015A (en) * | 1995-06-05 | 1998-08-25 | Kimberly-Clark Worldwide, Inc. | Method of laminating a structure with adhesive containing a photoreactor composition |
US5849411A (en) * | 1995-06-05 | 1998-12-15 | Kimberly-Clark Worldwide, Inc. | Polymer film, nonwoven web and fibers containing a photoreactor composition |
US5837429A (en) * | 1995-06-05 | 1998-11-17 | Kimberly-Clark Worldwide | Pre-dyes, pre-dye compositions, and methods of developing a color |
US5811199A (en) * | 1995-06-05 | 1998-09-22 | Kimberly-Clark Worldwide, Inc. | Adhesive compositions containing a photoreactor composition |
US6033465A (en) * | 1995-06-28 | 2000-03-07 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
US5885337A (en) * | 1995-11-28 | 1999-03-23 | Nohr; Ronald Sinclair | Colorant stabilizers |
US6168655B1 (en) | 1995-11-28 | 2001-01-02 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US5891229A (en) * | 1996-03-29 | 1999-04-06 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6168654B1 (en) | 1996-03-29 | 2001-01-02 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US5782963A (en) * | 1996-03-29 | 1998-07-21 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US5855655A (en) * | 1996-03-29 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6099628A (en) * | 1996-03-29 | 2000-08-08 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6524379B2 (en) | 1997-08-15 | 2003-02-25 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
US6277897B1 (en) | 1998-06-03 | 2001-08-21 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6503559B1 (en) | 1998-06-03 | 2003-01-07 | Kimberly-Clark Worldwide, Inc. | Neonanoplasts and microemulsion technology for inks and ink jet printing |
US6228157B1 (en) | 1998-07-20 | 2001-05-08 | Ronald S. Nohr | Ink jet ink compositions |
US6265458B1 (en) | 1998-09-28 | 2001-07-24 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6368396B1 (en) | 1999-01-19 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
US6331056B1 (en) | 1999-02-25 | 2001-12-18 | Kimberly-Clark Worldwide, Inc. | Printing apparatus and applications therefor |
US6294698B1 (en) | 1999-04-16 | 2001-09-25 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6368395B1 (en) | 1999-05-24 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Subphthalocyanine colorants, ink compositions, and method of making the same |
US6486227B2 (en) | 2000-06-19 | 2002-11-26 | Kimberly-Clark Worldwide, Inc. | Zinc-complex photoinitiators and applications therefor |
Also Published As
Publication number | Publication date |
---|---|
GB417444A (en) | 1934-10-04 |
FR748339A (en) | 1933-07-01 |
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