CA2138085A1 - Process for trichromatic dyeing or printing - Google Patents

Process for trichromatic dyeing or printing

Info

Publication number: CA2138085A1
Authority: CA; Canada
Prior art keywords: dye; formula; dyeing; dyes; hydrogen
Prior art date: 1993-12-16
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.): Abandoned

Application number

CA002138085A

Other languages

English (en)

French (fr)

Inventor

Guido Jordine

Jean-Marie Adam

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF Schweiz AG

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1993-12-16

Filing date

1994-12-14

Publication date

1995-06-17

1994-12-14 Application filed by Individual filed Critical Individual

1995-06-17 Publication of CA2138085A1 publication Critical patent/CA2138085A1/en

Status Abandoned legal-status Critical Current

Links

238000004043 dyeing Methods 0.000 title claims abstract description 75
238000000034 method Methods 0.000 title claims abstract description 51
239000000975 dye Substances 0.000 claims abstract description 234
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 69
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 39
239000001257 hydrogen Substances 0.000 claims abstract description 39
239000000203 mixture Substances 0.000 claims abstract description 36
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 21
239000004952 Polyamide Substances 0.000 claims abstract description 14
239000000835 fiber Substances 0.000 claims abstract description 14
239000000463 material Substances 0.000 claims abstract description 14
229920002647 polyamide Polymers 0.000 claims abstract description 14
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 13
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims abstract description 12
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 10
125000002785 azepinyl group Chemical group 0.000 claims abstract description 9
229910052736 halogen Chemical group 0.000 claims abstract description 7
150000002367 halogens Chemical group 0.000 claims abstract description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 11
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 4
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
239000000987 azo dye Substances 0.000 claims description 3
210000002268 wool Anatomy 0.000 claims description 3
150000002431 hydrogen Chemical group 0.000 abstract description 11
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 23
150000001875 compounds Chemical class 0.000 description 17
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 11
239000002253 acid Substances 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
-1 methoxy, ethoxy, propoxy, isopropoxy, butoxy, sec-butoxy, isobutoxy Chemical group 0.000 description 6
239000004744 fabric Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
230000008878 coupling Effects 0.000 description 4
238000010168 coupling process Methods 0.000 description 4
238000005859 coupling reaction Methods 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000000967 suction filtration Methods 0.000 description 3
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
229920002302 Nylon 6,6 Polymers 0.000 description 2
239000007868 Raney catalyst Substances 0.000 description 2
NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
229910000564 Raney nickel Inorganic materials 0.000 description 2
239000000654 additive Substances 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
150000003863 ammonium salts Chemical class 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
238000006243 chemical reaction Methods 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
239000000047 product Substances 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
239000004753 textile Substances 0.000 description 2
NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 description 1
RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 description 1
102100038916 Caspase-5 Human genes 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
101100112336 Homo sapiens CASP5 gene Proteins 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
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
101100273286 Mus musculus Casp4 gene Proteins 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
229910006069 SO3H Inorganic materials 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
229920003086 cellulose ether Polymers 0.000 description 1
238000010014 continuous dyeing Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
150000008049 diazo compounds Chemical class 0.000 description 1
239000012954 diazonium Substances 0.000 description 1
150000001989 diazonium salts Chemical class 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000006260 foam Substances 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000011707 mineral Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
239000000080 wetting agent Substances 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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0007—Monoazo dyes prepared by diazotising and coupling from diazotized anilines containing acid groups, e.g. CO2H, SO3H, PO3H2, OSO3H, OPO2H2; Salts thereof
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/0096—Multicolour dyeing
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/16—Wool using acid dyes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid dyes
- 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
- Y10S8/917—Wool or silk
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber

Landscapes

Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Coloring (AREA)
Paper (AREA)

CA002138085A 1993-12-16 1994-12-14 Process for trichromatic dyeing or printing Abandoned CA2138085A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH3766/93-2		1993-12-16
CH376693		1993-12-16

Publications (1)

Publication Number	Publication Date
CA2138085A1 true CA2138085A1 (en)	1995-06-17

Family

ID=4263035

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002138085A Abandoned CA2138085A1 (en)	1993-12-16	1994-12-14	Process for trichromatic dyeing or printing

Country Status (10)

Country	Link
US (1)	US5630851A (2)
EP (1)	EP0658605B1 (2)
JP (1)	JPH07207585A (2)
KR (1)	KR950018935A (2)
CN (1)	CN1099494C (2)
CA (1)	CA2138085A1 (2)
DE (1)	DE59410038D1 (2)
DK (1)	DK0658605T3 (2)
ES (1)	ES2170089T3 (2)
TW (1)	TW314560B (2)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0823505B1 (de) *	1996-07-12	2000-03-08	Ciba SC Holding AG	Verfahren zum Trichromie-Färben oder -Bedrucken
US6033445A (en) *	1997-02-10	2000-03-07	Ciba Specialty Chemicals Corporation	Dye mixtures and their use
US5948125A (en) *	1997-05-20	1999-09-07	Ciba Specialty Chemicals Corporation	Method of treating dyed, natural or synthetic polyamide fibre materials
TW472078B (en) *	1997-12-10	2002-01-11	Ciba Sc Holding Ag	A dye mixture comprising and a method for dyeing or printing natural or synthetic polyamide fiber materials
EP1366122B1 (en) *	2001-01-26	2007-10-17	Huntsman Advanced Materials (Switzerland) GmbH	Azo dyes, a process for their preparation and their use in the production of coloured plastics or polymeric colour particles, and in the dyeing or printing of hydrophobic fibre materials
EP1848779A1 (en) *	2005-02-07	2007-10-31	DyStar Textilfarben GmbH & Co. Deutschland KG	Acid dye mixture
DE102011079114A1 (de) *	2011-07-14	2013-01-17	Tesa Se	Klebeband mit textilem Träger für die Kabelbandagierung
CN102585552B (zh) *	2012-01-19	2013-12-04	上海雅运纺织化工股份有限公司	蒽醌型蓝色酸性染料组合物及其在纤维上的染色应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4060383A (en) *	1971-05-17	1977-11-29	Imperial Chemical Industries Limited	Monoazo dyestuffs
US4075200A (en) *	1971-05-17	1978-02-21	Imperial Chemical Industries Limited	4(2'-Nitro-4'-sulfoanilino) phenyl azo hydroxyphenyl dyes
DE2422465C2 (de) *	1974-05-09	1982-12-02	Bayer Ag, 5090 Leverkusen	Azofarbstoffe
EP0387201B1 (de) *	1989-03-10	1994-02-02	Ciba-Geigy Ag	Farbstoffmischung und deren Verwendung
GB2236542B (en) *	1989-10-06	1992-04-15	Sandoz Ltd	Dye mixtures and their use in trichromatic dyeing processes
EP0425434B1 (de) *	1989-10-23	1995-11-15	Ciba-Geigy Ag	Farbstoffmischungen und deren Verwendung
EP0524148B1 (de) *	1991-07-19	1997-03-19	Ciba SC Holding AG	Farbstoffmischungen und deren Verwendung

1994
- 1994-11-29 TW TW083111083A patent/TW314560B/zh active
- 1994-12-07 DK DK94810705T patent/DK0658605T3/da active
- 1994-12-07 EP EP94810705A patent/EP0658605B1/de not_active Expired - Lifetime
- 1994-12-07 DE DE59410038T patent/DE59410038D1/de not_active Expired - Fee Related
- 1994-12-07 ES ES94810705T patent/ES2170089T3/es not_active Expired - Lifetime
- 1994-12-14 CA CA002138085A patent/CA2138085A1/en not_active Abandoned
- 1994-12-15 KR KR1019940034315A patent/KR950018935A/ko not_active Withdrawn
- 1994-12-15 CN CN94113483A patent/CN1099494C/zh not_active Expired - Fee Related
- 1994-12-16 JP JP6313432A patent/JPH07207585A/ja active Pending
1996
- 1996-03-01 US US08/609,217 patent/US5630851A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
TW314560B (2)	1997-09-01
JPH07207585A (ja)	1995-08-08
US5630851A (en)	1997-05-20
DK0658605T3 (da)	2002-04-22
DE59410038D1 (de)	2002-03-14
CN1099494C (zh)	2003-01-22
CN1109533A (zh)	1995-10-04
ES2170089T3 (es)	2002-08-01
KR950018935A (ko)	1995-07-22
EP0658605A1 (de)	1995-06-21
EP0658605B1 (de)	2002-01-30

Legal Events

Date	Code	Title	Description
2002-12-16	FZDE	Discontinued

Publication	Publication Date	Title
EP0387201B1 (de)	1994-02-02	Farbstoffmischung und deren Verwendung
US5092905A (en)	1992-03-03	Mixtures of at least three anionic dyes and their use for dyeing natural and synthetic polyamides
WO2002059216A1 (en)	2002-08-01	Azo dyes, a process for their preparation and their use in the dyeing or printing of hydrophobic fibre materials
US4749784A (en)	1988-06-07	Alkanol substituted disazo orange dye for nylon
US5630851A (en)	1997-05-20	Process for trichromatic dyeing or printing
US5554733A (en)	1996-09-10	Reactive azo dyes containing phenylamino-chlorotriazinylamino and α,β-dibromoproproylamino or α-bromoacryloylamino fiber reactive groups
US5928386A (en)	1999-07-27	Process for trichromatic dyeing or printing
EP1760117B1 (en)	2010-01-13	Reactive dyestuff compositions and their use
US4746323A (en)	1988-05-24	Water-soluble vinyl sulfonyl-type reactive monoazo yellow dyestuffs mixtures with high color yield
US5045084A (en)	1991-09-03	Process for trichromatic dyeing or printing
JPH1060786A (ja)	1998-03-03	三色法染色又は捺染の方法
EP0121495B1 (de)	1986-12-17	Monoazofarbstoffe, deren Herstellung und Verwendung
US4537597A (en)	1985-08-27	Navy blue mixtures of disperse mono-azo dyes for cellulose acetate
JP2000327937A (ja)	2000-11-28	アゾ染料類、それらの製造方法及び天然若しくは合成材料の染色又は捺染のためのそれらの使用
CA1296143C (en)	1992-02-25	Water-soluble monoazo yellow dyestuff mixtures
CA2134415A1 (en)	1995-04-29	Process for trichromatic dyeing or printing
US5288858A (en)	1994-02-22	Diazo dyes containing a hydroxy alkoxybenzene middle component and a pyrazole coupling component
US5196520A (en)	1993-03-23	Azo dyes, their preparation and the use thereof
US6428582B1 (en)	2002-08-06	Dye mixtures, 1:2 cobalt complex formazan dyes and their use
US6030420A (en)	2000-02-29	Dye mixtures and the use thereof
EP0586339B1 (de)	1999-09-22	Azofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung
EP0102729B1 (en)	1986-11-05	Nitrothiazoleazo compounds, their preparation and use in dyeing synthetic fibers
KR0168675B1 (ko)	1999-01-15	아조염료 및 이의 제조방법 및 용도
ZA200608739B (en)	2008-06-25	Monoazo dyes
US5725606A (en)	1998-03-10	Azo dye mixtures and the use thereof