CA1212503A - Process for the preparation of stable aqueous solutions of water-soluble reactive dyes - Google Patents
Process for the preparation of stable aqueous solutions of water-soluble reactive dyesInfo
- Publication number
- CA1212503A CA1212503A CA000443487A CA443487A CA1212503A CA 1212503 A CA1212503 A CA 1212503A CA 000443487 A CA000443487 A CA 000443487A CA 443487 A CA443487 A CA 443487A CA 1212503 A CA1212503 A CA 1212503A
- Authority
- CA
- Canada
- Prior art keywords
- water
- dye
- weight
- solution
- membrane
- 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
Links
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000000985 reactive dye Substances 0.000 title claims abstract description 19
- 239000007864 aqueous solution Substances 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000000975 dye Substances 0.000 claims abstract description 90
- 239000000243 solution Substances 0.000 claims abstract description 52
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 51
- 239000012528 membrane Substances 0.000 claims abstract description 34
- 239000011575 calcium Substances 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 24
- 239000001205 polyphosphate Substances 0.000 claims abstract description 20
- 238000000926 separation method Methods 0.000 claims abstract description 20
- 235000011176 polyphosphates Nutrition 0.000 claims abstract description 19
- 229920000388 Polyphosphate Polymers 0.000 claims abstract description 18
- 239000000872 buffer Substances 0.000 claims abstract description 15
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 claims abstract description 13
- 239000000725 suspension Substances 0.000 claims abstract description 13
- 229910001424 calcium ion Inorganic materials 0.000 claims abstract description 12
- 238000009472 formulation Methods 0.000 claims abstract description 11
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910001425 magnesium ion Inorganic materials 0.000 claims abstract description 9
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 3
- 150000003839 salts Chemical class 0.000 claims description 24
- 238000001223 reverse osmosis Methods 0.000 claims description 16
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 9
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 5
- 238000004043 dyeing Methods 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 229920002301 cellulose acetate Polymers 0.000 claims description 3
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 239000011148 porous material Substances 0.000 claims description 2
- 230000003019 stabilising effect Effects 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 125000003010 ionic group Chemical group 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 48
- 239000011780 sodium chloride Substances 0.000 description 24
- 239000007787 solid Substances 0.000 description 23
- 239000012669 liquid formulation Substances 0.000 description 17
- 239000012466 permeate Substances 0.000 description 11
- -1 alkaline earth metal cations Chemical class 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000012065 filter cake Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000001556 precipitation Methods 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 238000011033 desalting Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- BTLSLHNLDQCWKS-UHFFFAOYSA-N oxocan-2-one Chemical compound O=C1CCCCCCO1 BTLSLHNLDQCWKS-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- 235000003625 Acrocomia mexicana Nutrition 0.000 description 1
- 244000202285 Acrocomia mexicana Species 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 108091006629 SLC13A2 Proteins 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0096—Purification; Precipitation; Filtration
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Coloring (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7430/82-2 | 1982-12-20 | ||
| CH743082 | 1982-12-20 | ||
| CH4265/83-5 | 1983-08-05 | ||
| CH426583A CH655124A5 (en) | 1983-08-05 | 1983-08-05 | Process for preparing storage-stable aqueous dye solutions of water-soluble reactive dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1212503A true CA1212503A (en) | 1986-10-14 |
Family
ID=25695087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000443487A Expired CA1212503A (en) | 1982-12-20 | 1983-12-16 | Process for the preparation of stable aqueous solutions of water-soluble reactive dyes |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4523924A (https=) |
| EP (1) | EP0114031B2 (https=) |
| JP (1) | JPS59133263A (https=) |
| CA (1) | CA1212503A (https=) |
| DE (1) | DE3366702D1 (https=) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4560387A (en) * | 1984-02-13 | 1985-12-24 | Ciba-Geigy Corporation | Aqueous formulations for dyeing and printing blended fabrics |
| US4732613A (en) * | 1984-11-08 | 1988-03-22 | Canon Kabushiki Kaisha | Recording liquid |
| CH660493A5 (de) * | 1984-12-07 | 1987-04-30 | Ciba Geigy Ag | Verfahren zur herstellung konzentrierter salzarmer waessriger loesungen von aminotriazinyl-reaktivfarbstoffen. |
| JPS61179270A (ja) * | 1985-02-04 | 1986-08-11 | Canon Inc | インクジェット捺染用インク、及び、係るインクを用いるインクジェット捺染方法 |
| CH667664A5 (de) * | 1985-03-29 | 1988-10-31 | Ciba Geigy Ag | Verfahren zur herstellung von praeparaten wasserloeslicher organischer farbstoffe. |
| DE3521129A1 (de) * | 1985-06-13 | 1986-12-18 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung konzentrierter loesungen von anionischen farbstoffen und farbstoffadditiven |
| EP0288434B1 (de) * | 1987-04-16 | 1991-02-06 | Ciba-Geigy Ag | Verfahren zur Herstellung konzentrierter wässriger Farbstoffzubereitungen |
| CH672995A5 (https=) * | 1987-07-27 | 1990-01-31 | Ciba Geigy Ag | |
| AR244825A1 (es) * | 1990-05-18 | 1993-11-30 | Ciba Geigy | Procedimiento para el fluido de igualdad de extremos de fibra de celulosa. |
| DE4135741A1 (de) * | 1991-10-30 | 1993-05-06 | Bayer Ag, 5090 Leverkusen, De | Lagerstabile praeparation von reaktivfarbstoffen |
| US5700850A (en) | 1993-08-05 | 1997-12-23 | Kimberly-Clark Worldwide | Colorant compositions and colorant stabilizers |
| US5643356A (en) | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
| US6017471A (en) | 1993-08-05 | 2000-01-25 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
| 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 |
| US5721287A (en) | 1993-08-05 | 1998-02-24 | Kimberly-Clark Worldwide, Inc. | Method of mutating a colorant by irradiation |
| 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 |
| CA2120838A1 (en) | 1993-08-05 | 1995-02-06 | Ronald Sinclair Nohr | Solid colored composition mutable by ultraviolet radiation |
| US6017661A (en) | 1994-11-09 | 2000-01-25 | Kimberly-Clark Corporation | Temporary marking using photoerasable colorants |
| US5865471A (en) | 1993-08-05 | 1999-02-02 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms |
| US5733693A (en) | 1993-08-05 | 1998-03-31 | Kimberly-Clark Worldwide, Inc. | Method for improving the readability of data processing forms |
| US6071979A (en) | 1994-06-30 | 2000-06-06 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition method of generating a reactive species 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 |
| US5739175A (en) | 1995-06-05 | 1998-04-14 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer |
| US6242057B1 (en) | 1994-06-30 | 2001-06-05 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition 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 |
| US6575967B1 (en) | 1995-03-24 | 2003-06-10 | The Board Of Regents Of The University Of Nebraska | Method and systems for volumetric tissue ablation |
| US5868740A (en) | 1995-03-24 | 1999-02-09 | Board Of Regents-Univ Of Nebraska | Method for volumetric tissue ablation |
| US5786132A (en) | 1995-06-05 | 1998-07-28 | Kimberly-Clark Corporation | Pre-dyes, mutable dye compositions, and methods of developing a color |
| MX9709250A (es) | 1995-06-05 | 1998-03-31 | Kimberly Clark Co | Pre-tintes novedosos. |
| US5747550A (en) | 1995-06-05 | 1998-05-05 | Kimberly-Clark Worldwide, Inc. | Method of generating a reactive species and polymerizing an unsaturated polymerizable material |
| US5811199A (en) | 1995-06-05 | 1998-09-22 | Kimberly-Clark Worldwide, Inc. | Adhesive compositions 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 |
| US5798015A (en) | 1995-06-05 | 1998-08-25 | Kimberly-Clark Worldwide, Inc. | Method of laminating a structure with adhesive containing a photoreactor composition |
| MX9710016A (es) | 1995-06-28 | 1998-07-31 | Kimberly Clark Co | Colorantes novedosos y modificadores de colorante. |
| US6099628A (en) | 1996-03-29 | 2000-08-08 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| US5855655A (en) | 1996-03-29 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| EP0854896B1 (en) | 1995-11-28 | 2002-04-03 | Kimberly-Clark Worldwide, Inc. | Light-stabilized dyestuff compositions |
| US5782963A (en) | 1996-03-29 | 1998-07-21 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| US5891229A (en) | 1996-03-29 | 1999-04-06 | 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 |
| EP1062285A2 (en) | 1998-06-03 | 2000-12-27 | Kimberly-Clark Worldwide, Inc. | Neonanoplasts and microemulsion technology for inks and ink jet printing |
| PL338379A1 (en) | 1998-06-03 | 2000-10-23 | Kimberly Clark Co | Novel photoinitiators and their application |
| JP2002520470A (ja) | 1998-07-20 | 2002-07-09 | キンバリー クラーク ワールドワイド インコーポレイテッド | 改良されたインクジェットインク組成物 |
| CA2353685A1 (en) | 1998-09-28 | 2000-04-06 | Kimberly-Clark Worldwide, Inc. | Chelates comprising chinoid groups as photoinitiators |
| AU2853000A (en) | 1999-01-19 | 2000-08-01 | Kimberly-Clark Worldwide, Inc. | Novel colorants, colorant stabilizers, ink compositions, and improved methods ofmaking the same |
| US5986075A (en) * | 1999-01-20 | 1999-11-16 | Bayer Corporation | Process for the production of diazonium compounds with a low content of sodium ions |
| 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 |
| WO2001032786A1 (en) * | 1999-10-29 | 2001-05-10 | Ciba Specialty Chemicals Holding Inc. | Process for the preparation of solutions of anionic organic compounds |
| KR101206593B1 (ko) * | 2003-12-04 | 2012-11-29 | 클라리언트 파이넌스 (비브이아이)리미티드 | 염료의 농축된 수성 조성물 |
| CN102352126A (zh) * | 2011-08-25 | 2012-02-15 | 郑州大学 | 数码喷墨印花用活性红染料及其制备方法 |
| CN102352127B (zh) * | 2011-08-25 | 2014-03-26 | 郑州大学 | 数码印花用活性翠蓝染料及其制备方法 |
| DE102013201739A1 (de) * | 2013-02-04 | 2014-08-21 | Siemens Aktiengesellschaft | Stabilisierung von wässrigen Xanthen-Farbstofflösungen mittels antichaotroper Verbindungen |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3857782A (en) * | 1970-05-06 | 1974-12-31 | Abcor Inc | Semipermeable membrane process and device employing an aminoethylated polymeric material as the semipermeable membrane |
| FR2124359B1 (https=) * | 1971-02-02 | 1977-04-01 | Ciba Geigy Ag | |
| US3872001A (en) * | 1973-05-31 | 1975-03-18 | Celanese Corp | Removal of heavy metal pollutants from aqueous media |
| DE2643214C2 (de) * | 1976-09-25 | 1983-09-29 | Bayer Ag, 5090 Leverkusen | Herstellung wäßriger Azofarbstoff-Dispersionen |
| DE2805891C2 (de) * | 1978-02-13 | 1988-12-22 | Bayer Ag, 5090 Leverkusen | Konzentrierte Farbstoff- und Aufhellerlösungen, deren Herstellung und Verwendung |
| JPS598369B2 (ja) * | 1978-04-03 | 1984-02-24 | 住友化学工業株式会社 | アニオン性染料の安定な液状染料組成物 |
| US4247401A (en) * | 1978-08-31 | 1981-01-27 | Aligena A.G. | Reverse osmosis separation process using porous asymmetric acetyl cellulose membrane |
| EP0026399B1 (de) * | 1979-09-19 | 1984-03-14 | Aligena Ag | Poröse, semipermeable, mit ionisierbaren Gruppen modifizierte Celluloseacetatmembranen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| EP0037382B1 (de) * | 1980-04-01 | 1984-11-21 | Ciba-Geigy Ag | Farbstoffgranulate und Verfahren zu deren Herstellung |
| ZA816730B (en) * | 1981-03-06 | 1982-10-27 | Ciba Geigy | Process for the preparation of concentrated aqueous compositions of anionic dyes |
| EP0059782B1 (de) * | 1981-03-06 | 1986-05-21 | Ciba-Geigy Ag | Verfahren zur Herstellung konzentrierter wässriger Farbstoffpräparate von anionischen Papier- oder Wollfarbstoffen |
| CH652313A5 (de) * | 1981-08-25 | 1985-11-15 | Ciba Geigy Ag | Verfahren zur herstellung konzentrierter waesseriger zubereitungen von synthetischen anionischen dispergatoren. |
| US4452608A (en) * | 1982-03-05 | 1984-06-05 | Ciba-Geigy Corporation | Process for the preparation of metal complex dye formulations using membrane separation |
-
1983
- 1983-12-12 US US06/560,654 patent/US4523924A/en not_active Expired - Lifetime
- 1983-12-14 DE DE8383810586T patent/DE3366702D1/de not_active Expired
- 1983-12-14 EP EP83810586A patent/EP0114031B2/de not_active Expired - Lifetime
- 1983-12-16 CA CA000443487A patent/CA1212503A/en not_active Expired
- 1983-12-20 JP JP58240796A patent/JPS59133263A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0114031B2 (de) | 1993-01-20 |
| EP0114031A3 (en) | 1984-11-21 |
| JPH0557307B2 (https=) | 1993-08-23 |
| EP0114031A2 (de) | 1984-07-25 |
| JPS59133263A (ja) | 1984-07-31 |
| EP0114031B1 (de) | 1986-10-08 |
| DE3366702D1 (en) | 1986-11-13 |
| US4523924A (en) | 1985-06-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |