JPH0649380A - 反応性染料 - Google Patents
反応性染料Info
- Publication number
- JPH0649380A JPH0649380A JP5130006A JP13000693A JPH0649380A JP H0649380 A JPH0649380 A JP H0649380A JP 5130006 A JP5130006 A JP 5130006A JP 13000693 A JP13000693 A JP 13000693A JP H0649380 A JPH0649380 A JP H0649380A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- acid
- structural formula
- chemical
- amino
- 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
- 239000000985 reactive dye Substances 0.000 title claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 26
- 239000000975 dye Substances 0.000 claims abstract description 21
- 238000004043 dyeing Methods 0.000 claims abstract description 7
- 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 6
- 125000003368 amide group Chemical group 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 229920002994 synthetic fiber Polymers 0.000 claims abstract description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 25
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 15
- 125000002431 aminoalkoxy group Chemical group 0.000 claims description 10
- -1 aminoazo Chemical group 0.000 claims description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 238000006482 condensation reaction Methods 0.000 claims description 5
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 229910006069 SO3H Inorganic materials 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910004727 OSO3H Inorganic materials 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000203 mixture Substances 0.000 description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- FLIOATBXVNLPLK-UHFFFAOYSA-N 3-amino-4-methoxybenzenesulfonic acid Chemical compound COC1=CC=C(S(O)(=O)=O)C=C1N FLIOATBXVNLPLK-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 238000005917 acylation reaction Methods 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 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 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- UXPFZWJYFVCDBR-UHFFFAOYSA-N (5-carbamoyl-2-hydroxy-1,4-dimethyl-6-oxopyridin-3-yl)methanesulfonic acid Chemical compound CC=1C(CS(O)(=O)=O)=C(O)N(C)C(=O)C=1C(N)=O UXPFZWJYFVCDBR-UHFFFAOYSA-N 0.000 description 1
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- GLABVBIYGGDCNO-UHFFFAOYSA-N 2-amino-5-methoxybenzene-1,4-disulfonic acid Chemical compound COC1=CC(S(O)(=O)=O)=C(N)C=C1S(O)(=O)=O GLABVBIYGGDCNO-UHFFFAOYSA-N 0.000 description 1
- KZKGEEGADAWJFS-UHFFFAOYSA-N 2-amino-5-methoxybenzenesulfonic acid Chemical compound COC1=CC=C(N)C(S(O)(=O)=O)=C1 KZKGEEGADAWJFS-UHFFFAOYSA-N 0.000 description 1
- QNYWPSVGLQPXIZ-UHFFFAOYSA-N 3-amino-4-phenoxybenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1OC1=CC=CC=C1 QNYWPSVGLQPXIZ-UHFFFAOYSA-N 0.000 description 1
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical class NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 1
- FOINSAWEWXUXPQ-UHFFFAOYSA-N 4-acetamido-2-aminobenzenesulfonic acid Chemical compound CC(=O)NC1=CC=C(S(O)(=O)=O)C(N)=C1 FOINSAWEWXUXPQ-UHFFFAOYSA-N 0.000 description 1
- INESHSIZOSSOEI-UHFFFAOYSA-N 5-amino-2-ethoxybenzenesulfonic acid Chemical compound CCOC1=CC=C(N)C=C1S(O)(=O)=O INESHSIZOSSOEI-UHFFFAOYSA-N 0.000 description 1
- JXZGTFLJFKLVAX-UHFFFAOYSA-N 5-amino-2-methoxybenzenesulfonic acid Chemical compound COC1=CC=C(N)C=C1S(O)(=O)=O JXZGTFLJFKLVAX-UHFFFAOYSA-N 0.000 description 1
- HMZGLFZBAKZORS-UHFFFAOYSA-N 5-amino-2-phenoxybenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1OC1=CC=CC=C1 HMZGLFZBAKZORS-UHFFFAOYSA-N 0.000 description 1
- OKVKUTWDLMMZBF-UHFFFAOYSA-N 5-amino-4-methoxy-2-methylbenzenesulfonic acid Chemical compound COC1=CC(C)=C(S(O)(=O)=O)C=C1N OKVKUTWDLMMZBF-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000219146 Gossypium Species 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
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 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
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- JBAVAJIXZVRJHT-UHFFFAOYSA-N cresidinesulfonic acid Chemical compound COC1=CC(S(O)(=O)=O)=C(C)C=C1N JBAVAJIXZVRJHT-UHFFFAOYSA-N 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000001043 yellow dye 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/08—Azo dyes
- C09B62/085—Monoazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4215207.0 | 1992-05-08 | ||
| DE4215207A DE4215207A1 (de) | 1992-05-08 | 1992-05-08 | Monoazoreaktivfarbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0649380A true JPH0649380A (ja) | 1994-02-22 |
Family
ID=6458423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5130006A Pending JPH0649380A (ja) | 1992-05-08 | 1993-05-07 | 反応性染料 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5391716A (enExample) |
| EP (1) | EP0568892B1 (enExample) |
| JP (1) | JPH0649380A (enExample) |
| DE (2) | DE4215207A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100506816C (zh) * | 2005-12-30 | 2009-07-01 | 明德国际仓储贸易(上海)有限公司 | 黄色染料化合物及其墨水组成物 |
| CN108659571B (zh) * | 2017-09-25 | 2020-04-03 | 无锡润新染料有限公司 | 一种可用于印花的双活性基黄色活性染料 |
| CN108102418B (zh) * | 2017-12-22 | 2020-07-17 | 浙江科永化工有限公司 | 一种活性黄染料化合物及其制备方法和应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1271226A (en) * | 1968-09-24 | 1972-04-19 | Ici Ltd | Reactive dyestuffs containing 3-azo-2-hydroxy-6-pyridone residues |
| US3668211A (en) * | 1968-12-09 | 1972-06-06 | Ici Ltd | Certain 6-hydroxy 2-(1h) pyridones |
| US3905950A (en) * | 1968-12-09 | 1975-09-16 | Ici Ltd | Reactive disazo dyestuffs containing 1-aminoalkyl-6-hydroxypyrid-6-one and monochlorotriazinyl groupings |
| US3926944A (en) * | 1969-12-22 | 1975-12-16 | Ici Ltd | Water-soluble cellulose reactive azo dyestuffs containing 3-azo-2-hydroxy-N-subnstituted pyrid-6-one radical |
| US3936436A (en) * | 1969-12-22 | 1976-02-03 | Imperial Chemical Industries Limited | Water-soluble azo dyestuffs containing triazine and 3-azo-2,6-dihydroxypyrid-6-one radicals |
| CA972353A (en) * | 1970-12-22 | 1975-08-05 | Ciba-Geigy Ag | Azo compounds, their manufacture and use |
| US3994906A (en) * | 1970-12-22 | 1976-11-30 | Ciba-Geigy Ag | 3-Sulphoalkyl-6-hydroxy-pyrid-(2)-ones |
| US4039523A (en) * | 1970-12-22 | 1977-08-02 | Ciba-Geigy Ag | 3-Sulfoalkyl-6-hydroxy-pyrid-(2)-one-containing azo dyestuffs |
| GB1384056A (en) * | 1971-04-29 | 1975-02-19 | Ici Ltd | Water-soluble reactive azo dyestuffs |
| DE3542001A1 (de) * | 1985-11-28 | 1987-06-04 | Bayer Ag | Reaktivfarbstoffe |
| DE3739350A1 (de) * | 1987-11-20 | 1989-06-01 | Hoechst Ag | 2-hydroxy-pyridon-azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
-
1992
- 1992-05-08 DE DE4215207A patent/DE4215207A1/de not_active Withdrawn
-
1993
- 1993-04-26 EP EP93106734A patent/EP0568892B1/de not_active Expired - Lifetime
- 1993-04-26 DE DE59307365T patent/DE59307365D1/de not_active Expired - Fee Related
- 1993-05-04 US US08/057,228 patent/US5391716A/en not_active Expired - Fee Related
- 1993-05-07 JP JP5130006A patent/JPH0649380A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0568892B1 (de) | 1997-09-17 |
| EP0568892A3 (enExample) | 1994-01-05 |
| DE59307365D1 (de) | 1997-10-23 |
| DE4215207A1 (de) | 1993-11-11 |
| US5391716A (en) | 1995-02-21 |
| EP0568892A2 (de) | 1993-11-10 |
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