JP2004505118A - 繊維反応性ジスアゾ染料 - Google Patents
繊維反応性ジスアゾ染料 Download PDFInfo
- Publication number
- JP2004505118A JP2004505118A JP2000599825A JP2000599825A JP2004505118A JP 2004505118 A JP2004505118 A JP 2004505118A JP 2000599825 A JP2000599825 A JP 2000599825A JP 2000599825 A JP2000599825 A JP 2000599825A JP 2004505118 A JP2004505118 A JP 2004505118A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- salt
- mixture
- parts
- 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.)
- Pending
Links
- 239000000835 fiber Substances 0.000 title abstract description 4
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 238000004043 dyeing Methods 0.000 claims abstract description 14
- 238000007639 printing Methods 0.000 claims abstract description 7
- 239000000758 substrate Substances 0.000 claims abstract description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 239000000975 dye Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 15
- 229920000742 Cotton Polymers 0.000 claims description 11
- 238000005859 coupling reaction Methods 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000000985 reactive dye Substances 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
- 150000001768 cations Chemical class 0.000 description 7
- -1 disazo compound Chemical class 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- NTSYSQNAPGMSIH-UHFFFAOYSA-N 2,4,6-trifluoropyrimidine Chemical compound FC1=CC(F)=NC(F)=N1 NTSYSQNAPGMSIH-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- GOYNRDSJTYLXBU-UHFFFAOYSA-N 5-chloro-2,4,6-trifluoropyrimidine Chemical compound FC1=NC(F)=C(Cl)C(F)=N1 GOYNRDSJTYLXBU-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 0 CC(*)(CC1=CC(*)[C@]2N=NC(C=CCC(*)=C3)=C3I)CC(N=NC3=CC=CC(C)(*)C=C3*)=C(*)C1=C2O Chemical compound CC(*)(CC1=CC(*)[C@]2N=NC(C=CCC(*)=C3)=C3I)CC(N=NC3=CC=CC(C)(*)C=C3*)=C(*)C1=C2O 0.000 description 2
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 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 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 239000010446 mirabilite Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- CHQNGSJEKNJUBX-UHFFFAOYSA-N 1-amino-8-hydroxy-2h-naphthalene-1,2-disulfonic acid Chemical compound C1=CC(O)=C2C(N)(S(O)(=O)=O)C(S(O)(=O)=O)C=CC2=C1 CHQNGSJEKNJUBX-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- JVMSQRAXNZPDHF-UHFFFAOYSA-N 2,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(N)=C1 JVMSQRAXNZPDHF-UHFFFAOYSA-N 0.000 description 1
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 description 1
- NAIQNRBYCUMUCE-UHFFFAOYSA-N CC(C)(C=C(N=C1)F)C=NC1(C)F Chemical compound CC(C)(C=C(N=C1)F)C=NC1(C)F NAIQNRBYCUMUCE-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229920000433 Lyocell Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical group C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- PEYVWSJAZONVQK-UHFFFAOYSA-N hydroperoxy(oxo)borane Chemical compound OOB=O PEYVWSJAZONVQK-UHFFFAOYSA-N 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 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
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000007591 painting process Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
- C09B62/4424—Azo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- 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
- D06P1/38—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 using reactive dyes
- D06P1/382—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 using reactive dyes reactive group directly attached to heterocyclic group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9903683.2A GB9903683D0 (en) | 1999-02-19 | 1999-02-19 | Fibre-reactive disazo dyestuffs compounds |
| PCT/IB2000/000169 WO2000049092A1 (en) | 1999-02-19 | 2000-02-17 | Fiber-reactive disazo dyestuffs |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004505118A true JP2004505118A (ja) | 2004-02-19 |
| JP2004505118A5 JP2004505118A5 (enExample) | 2007-04-12 |
Family
ID=10848001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000599825A Pending JP2004505118A (ja) | 1999-02-19 | 2000-02-17 | 繊維反応性ジスアゾ染料 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6284876B1 (enExample) |
| EP (1) | EP1159353A1 (enExample) |
| JP (1) | JP2004505118A (enExample) |
| KR (1) | KR100625097B1 (enExample) |
| CN (1) | CN1175055C (enExample) |
| BR (1) | BR0008275A (enExample) |
| GB (1) | GB9903683D0 (enExample) |
| HK (1) | HK1047760B (enExample) |
| TW (1) | TWI226902B (enExample) |
| WO (1) | WO2000049092A1 (enExample) |
| ZA (1) | ZA200105935B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0124842D0 (en) * | 2001-10-17 | 2001-12-05 | Clariant Int Ltd | Improvements relating to organic compounds |
| DE10225859A1 (de) * | 2002-06-11 | 2004-01-08 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Wasserlösliche faserreaktive Disazofarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5241057A (en) * | 1982-01-15 | 1993-08-31 | Bayer Aktiengesellshaft | Amino disazo dyestuffs containing a fluoropyrimidinyl or a fluorotriazinyl reactive group |
| DE3465104D1 (en) * | 1983-07-29 | 1987-09-03 | Ciba Geigy Ag | Reactive dyes, their preparation and their use |
| EP0167490A1 (de) * | 1984-07-05 | 1986-01-08 | Ciba-Geigy Ag | Reaktivfarbstoffe, deren Herstellung und Verwendung |
| ES2053804T3 (es) | 1987-09-21 | 1994-08-01 | Ciba Geigy Ag | Procedimiento para teñir o estampar materiales de fibras poliamidicas naturales o sinteticas con colorantes reactivos. |
| DE4013986A1 (de) * | 1990-05-01 | 1991-11-07 | Bayer Ag | Polyazoreaktivfarbstoffe |
| DE4030580A1 (de) * | 1990-09-27 | 1992-04-02 | Hoechst Ag | Verfahren zur herstellung von konzentrierten waessrigen loesungen von anionischen azofarbstoffen |
| DE4102777A1 (de) * | 1991-01-31 | 1992-08-06 | Bayer Ag | Vinylsulfon/pyrimidingruppenhaltige bifunktionelle reaktivfarbstoffe |
| DE4125754A1 (de) * | 1991-08-03 | 1993-02-04 | Bayer Ag | Fluorpyrimidin-reaktivfarbstoffe |
| DE4241924A1 (enExample) * | 1991-12-20 | 1993-06-24 | Sandoz Ag | |
| DE19832220A1 (de) * | 1998-07-17 | 2000-01-20 | Dystar Textilfarben Gmbh & Co | Mischungen von faserreaktiven Farbstoffen und deren Verwendung zum Färben von hydroxy- und/oder carbonamidgruppenhaltigem Material |
-
1999
- 1999-02-19 GB GBGB9903683.2A patent/GB9903683D0/en not_active Ceased
-
2000
- 2000-02-01 TW TW089101707A patent/TWI226902B/zh not_active IP Right Cessation
- 2000-02-17 WO PCT/IB2000/000169 patent/WO2000049092A1/en not_active Ceased
- 2000-02-17 EP EP00901860A patent/EP1159353A1/en not_active Withdrawn
- 2000-02-17 CN CNB008035423A patent/CN1175055C/zh not_active Expired - Fee Related
- 2000-02-17 BR BR0008275-9A patent/BR0008275A/pt not_active Application Discontinuation
- 2000-02-17 JP JP2000599825A patent/JP2004505118A/ja active Pending
- 2000-02-17 HK HK02109320.0A patent/HK1047760B/zh not_active IP Right Cessation
- 2000-02-17 KR KR1020017010315A patent/KR100625097B1/ko not_active Expired - Fee Related
- 2000-02-18 US US09/507,759 patent/US6284876B1/en not_active Expired - Lifetime
-
2001
- 2001-07-18 ZA ZA200105935A patent/ZA200105935B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB9903683D0 (en) | 1999-04-14 |
| EP1159353A1 (en) | 2001-12-05 |
| CN1359412A (zh) | 2002-07-17 |
| KR100625097B1 (ko) | 2006-09-20 |
| BR0008275A (pt) | 2001-11-06 |
| TWI226902B (en) | 2005-01-21 |
| HK1047760B (zh) | 2005-03-24 |
| US6284876B1 (en) | 2001-09-04 |
| CN1175055C (zh) | 2004-11-10 |
| WO2000049092A1 (en) | 2000-08-24 |
| KR20010102135A (ko) | 2001-11-15 |
| ZA200105935B (en) | 2002-10-18 |
| HK1047760A1 (en) | 2003-03-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
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Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070216 |
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| A602 | Written permission of extension of time |
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| A02 | Decision of refusal |
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