DE3520287C2 - Disazo-Reaktivfarbstoffe für Cellulosefasern - Google Patents
Disazo-Reaktivfarbstoffe für CellulosefasernInfo
- Publication number
- DE3520287C2 DE3520287C2 DE3520287A DE3520287A DE3520287C2 DE 3520287 C2 DE3520287 C2 DE 3520287C2 DE 3520287 A DE3520287 A DE 3520287A DE 3520287 A DE3520287 A DE 3520287A DE 3520287 C2 DE3520287 C2 DE 3520287C2
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen atom
- dye
- radical
- deep
- disazo
- 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims abstract description 68
- 239000000985 reactive dye Substances 0.000 title claims abstract description 64
- 229920003043 Cellulose fiber Polymers 0.000 title claims abstract description 39
- 239000000975 dye Substances 0.000 claims abstract description 77
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 34
- 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 claims abstract description 27
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 11
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 8
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 4
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 47
- 238000004043 dyeing Methods 0.000 description 42
- 238000000034 method Methods 0.000 description 29
- 239000000835 fiber Substances 0.000 description 24
- -1 ethylene, 1,3-propylene, 1,4-butylene, hexamethylene Chemical group 0.000 description 22
- 239000002253 acid Substances 0.000 description 19
- 239000004744 fabric Substances 0.000 description 19
- 229920000742 Cotton Polymers 0.000 description 17
- 238000009833 condensation Methods 0.000 description 16
- 230000005494 condensation Effects 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 16
- 239000011734 sodium Substances 0.000 description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 12
- 239000000460 chlorine Substances 0.000 description 12
- 239000010446 mirabilite Substances 0.000 description 12
- 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 12
- 210000004243 sweat Anatomy 0.000 description 12
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
- 239000012736 aqueous medium Substances 0.000 description 8
- 239000000986 disperse dye Substances 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- 235000019646 color tone Nutrition 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000001103 potassium chloride Substances 0.000 description 4
- 235000011164 potassium chloride Nutrition 0.000 description 4
- 238000005185 salting out Methods 0.000 description 4
- 238000001694 spray drying Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 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
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000001000 anthraquinone dye Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 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
- C09B62/4403—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 the heterocyclic system being a triazine ring
- C09B62/4411—Azo dyes
- C09B62/4415—Disazo or polyazo dyes
-
- 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
- C09B62/503—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 the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/513—Disazo or polyazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59116196A JPS60260658A (ja) | 1984-06-06 | 1984-06-06 | ジスアゾ化合物及びセルロース繊維類用ジスアゾ反応性染料 |
| JP59116195A JPS60260657A (ja) | 1984-06-06 | 1984-06-06 | ジスアゾ化合物及びセルロース繊維類用ジスアゾ反応性染料 |
| JP59116193A JPS60260656A (ja) | 1984-06-06 | 1984-06-06 | ジスアゾ化合物及びセルロース繊維類用ジスアゾ反応性染料 |
| JP59116192A JPS60260655A (ja) | 1984-06-06 | 1984-06-06 | ジスアゾ化合物及びセルロース繊維類用ジスアゾ反応性染料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3520287A1 DE3520287A1 (de) | 1985-12-12 |
| DE3520287C2 true DE3520287C2 (de) | 1987-01-08 |
Family
ID=27470321
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3520287A Expired DE3520287C2 (de) | 1984-06-06 | 1985-06-05 | Disazo-Reaktivfarbstoffe für Cellulosefasern |
Country Status (4)
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5116959A (en) * | 1986-03-13 | 1992-05-26 | Sumitomo Chemical Company, Limited | Fiber-reactive monoazo dye compounds having substituted triazinyl bridging group |
| EP0252508B1 (en) * | 1986-07-09 | 1991-01-16 | Mitsubishi Kasei Corporation | Water soluble disazo colorant and dyeing method using the same |
| US4904766A (en) * | 1986-10-17 | 1990-02-27 | Sumitomo Chemical Company, Limited | Monoazo compound having two vinylsulfone type fiber reactive groups through triazinyl bridging group |
| DE3637337A1 (de) * | 1986-11-03 | 1988-05-11 | Hoechst Ag | Wasserloesliche azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
| US5241055A (en) * | 1989-12-19 | 1993-08-31 | Basf Aktiengesellschaft | Reactive dyes with a reactive system based on alkenylsulfonyl and benzyl compounds as intermediates therefor |
| US5710324A (en) * | 1990-02-26 | 1998-01-20 | Merrell Pharmaceuticals Inc. | Inhibitors of nitric oxide biosynthesis |
| DE59208182D1 (de) * | 1991-12-17 | 1997-04-17 | Ciba Geigy | Farbstoffmischungen und deren Verwendung |
| GB9811548D0 (en) * | 1998-05-30 | 1998-07-29 | Clariant Int Ltd | New monoazo dyestuffs |
| GB0319234D0 (en) * | 2003-08-15 | 2003-09-17 | Dystar Textilfarben Gmbh & Co | Fibre reactive azo dyes |
| WO2006103414A2 (en) * | 2005-03-31 | 2006-10-05 | Fujifilm Imaging Colorants Limited | Disazodyes for ink-jet printing |
| GB0616173D0 (en) * | 2005-08-31 | 2006-09-20 | Atul Ltd | Compound |
| CN100375762C (zh) * | 2006-01-26 | 2008-03-19 | 浙江龙盛集团股份有限公司 | 一种复合活性红染料及其制剂 |
| DE502006003269D1 (de) * | 2006-07-27 | 2009-05-07 | Ilford Imaging Ch Gmbh | Bisazofarbstoffe, ihre Herstellung und Verwendung |
| EP2554606B1 (en) * | 2010-03-30 | 2014-04-23 | Nippon Kayaku Kabushiki Kaisha | Water-soluble azo compound or salt thereof, ink composition and colored body |
| CN117106322B (zh) * | 2023-08-23 | 2024-05-03 | 江苏德美科化工有限公司 | 一种高固色率和高沾色牢度活性染料 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS46824Y1 (US20100268047A1-20101021-C00003.png) * | 1966-12-30 | 1971-01-13 | ||
| JPS59179666A (ja) * | 1983-03-31 | 1984-10-12 | Mitsubishi Chem Ind Ltd | モノアゾ反応性染料 |
| DE3327713A1 (de) * | 1983-07-29 | 1985-02-07 | Hoechst Ag, 6230 Frankfurt | Wasserloesliche disazoverbindungen, verfahren zu deren herstellung und ihre verwendung als farbstoffe |
-
1985
- 1985-05-17 US US06/735,561 patent/US4686286A/en not_active Expired - Fee Related
- 1985-06-05 GB GB08514192A patent/GB2159829B/en not_active Expired
- 1985-06-05 DE DE3520287A patent/DE3520287C2/de not_active Expired
- 1985-06-06 CH CH2391/85A patent/CH662580A5/de not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3520287A1 (de) | 1985-12-12 |
| GB8514192D0 (en) | 1985-07-10 |
| GB2159829A (en) | 1985-12-11 |
| GB2159829B (en) | 1987-10-28 |
| US4686286A (en) | 1987-08-11 |
| CH662580A5 (de) | 1987-10-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: MITSUBISHI KASEI CORP., TOKIO/TOKYO, JP |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: VOSSIUS, V., DIPL.-CHEM. DR.RER.NAT. TAUCHNER, P., DIPL.-CHEM. DR.RER.NAT. HEUNEMANN, D., DIPL.-PHYS. DR.RER.NAT. RAUH, P., DIPL.-CHEM. DR.RER.NAT., PAT.-ANWAELTE, 8000 MUENCHEN |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: DYSTAR JAPAN LTD., OSAKA, JP |
|
| 8339 | Ceased/non-payment of the annual fee |