JPH01193365A - 水溶性ジスアゾ化合物、その製法及び該化合物を染料として使用する方法 - Google Patents

水溶性ジスアゾ化合物、その製法及び該化合物を染料として使用する方法

Info

Publication number: JPH01193365A
Authority: JP; Japan
Prior art keywords: group; formula; general formula; disazo compound; hydrogen atom
Prior art date: 1987-12-08
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

Application number

JP63307951A

Other languages

English (en)

Japanese (ja)

Inventor

Holger M Buech

ホルゲル・ミヒヤエル・ビューフ

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.)

Hoechst AG

Original Assignee

Hoechst AG

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.)

1987-12-08

Filing date

1988-12-07

Publication date

1989-08-03

1988-12-07 Application filed by Hoechst AG filed Critical Hoechst AG

1989-08-03 Publication of JPH01193365A publication Critical patent/JPH01193365A/ja

Status Pending legal-status Critical Current

Links

-1 disazo compound Chemical class 0.000 title claims description 37
238000004519 manufacturing process Methods 0.000 title claims description 3
150000001875 compounds Chemical class 0.000 claims abstract description 28
238000004043 dyeing Methods 0.000 claims abstract description 23
239000000463 material Substances 0.000 claims abstract description 19
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 17
238000000034 method Methods 0.000 claims abstract description 14
239000002657 fibrous material Substances 0.000 claims abstract description 12
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims abstract description 12
229910052801 chlorine Inorganic materials 0.000 claims abstract description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 10
125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 9
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 7
229910052783 alkali metal Chemical group 0.000 claims abstract description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
238000003379 elimination reaction Methods 0.000 claims abstract description 4
150000001340 alkali metals Chemical group 0.000 claims abstract description 3
125000003277 amino group Chemical group 0.000 claims abstract description 3
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims abstract description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
230000008030 elimination Effects 0.000 claims abstract 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 9
239000002253 acid Substances 0.000 claims description 9
239000000126 substance Substances 0.000 claims description 9
125000005521 carbonamide group Chemical group 0.000 claims description 6
229910021529 ammonia Inorganic materials 0.000 claims description 4
239000012433 hydrogen halide Substances 0.000 claims description 4
229910000039 hydrogen halide Inorganic materials 0.000 claims description 4
229910052731 fluorine Chemical group 0.000 claims description 2
239000011230 binding agent Substances 0.000 claims 1
125000001153 fluoro group Chemical group F* 0.000 claims 1
238000007447 staining method Methods 0.000 claims 1
239000000985 reactive dye Substances 0.000 abstract description 8
125000005518 carboxamido group Chemical group 0.000 abstract 1
239000001257 hydrogen Substances 0.000 abstract 1
229910052739 hydrogen Inorganic materials 0.000 abstract 1
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 11
239000000975 dye Substances 0.000 description 10
239000000243 solution Substances 0.000 description 10
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
150000003839 salts Chemical class 0.000 description 7
229920003043 Cellulose fiber Polymers 0.000 description 6
229920000742 Cotton Polymers 0.000 description 6
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
239000000835 fiber Substances 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 4
238000005859 coupling reaction Methods 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
239000000758 substrate Substances 0.000 description 4
210000002268 wool Anatomy 0.000 description 4
UWPJYQYRSWYIGZ-UHFFFAOYSA-N 5-aminonaphthalene-2-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(N)=CC=CC2=C1 UWPJYQYRSWYIGZ-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 3
238000006193 diazotization reaction Methods 0.000 description 3
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000003513 alkali Substances 0.000 description 2
239000007900 aqueous suspension Substances 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
VMKJWLXVLHBJNK-UHFFFAOYSA-N cyanuric fluoride Chemical compound FC1=NC(F)=NC(F)=N1 VMKJWLXVLHBJNK-UHFFFAOYSA-N 0.000 description 2
239000003651 drinking water Substances 0.000 description 2
235000020188 drinking water Nutrition 0.000 description 2
239000003792 electrolyte Substances 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
235000010755 mineral Nutrition 0.000 description 2
239000011707 mineral Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000011591 potassium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
238000001694 spray drying Methods 0.000 description 2
210000004243 sweat Anatomy 0.000 description 2
239000004753 textile Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
ONZWNZGVZFLMNZ-UHFFFAOYSA-N 1-aminonaphthalene-2-sulfonic acid Chemical compound C1=CC=C2C([NH3+])=C(S([O-])(=O)=O)C=CC2=C1 ONZWNZGVZFLMNZ-UHFFFAOYSA-N 0.000 description 1
KTFUNVBAGAPLLC-UHFFFAOYSA-N 2-amino-5-ethoxybenzenesulfonic acid Chemical compound CCOC1=CC=C(N)C(S(O)(=O)=O)=C1 KTFUNVBAGAPLLC-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
QEZZCWMQXHXAFG-UHFFFAOYSA-N 8-aminonaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC=CC2=C1 QEZZCWMQXHXAFG-UHFFFAOYSA-N 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
229920002955 Art silk Polymers 0.000 description 1
240000008564 Boehmeria nivea Species 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
240000000491 Corchorus aestuans Species 0.000 description 1
235000011777 Corchorus aestuans Nutrition 0.000 description 1
235000010862 Corchorus capsularis Nutrition 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229920000571 Nylon 11 Polymers 0.000 description 1
229920001007 Nylon 4 Polymers 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
229920002302 Nylon 6,6 Polymers 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
238000005917 acylation reaction Methods 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
235000009120 camo Nutrition 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
235000005607 chanvre indien Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
239000003086 colorant Substances 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000004744 fabric Substances 0.000 description 1
238000005562 fading Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
210000004209 hair Anatomy 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000011487 hemp Substances 0.000 description 1
239000005457 ice water Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000010985 leather Substances 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
NSBIQPJIWUJBBX-UHFFFAOYSA-N n-methoxyaniline Chemical group CONC1=CC=CC=C1 NSBIQPJIWUJBBX-UHFFFAOYSA-N 0.000 description 1
125000004957 naphthylene group Chemical group 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000004627 regenerated cellulose Substances 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
238000005070 sampling Methods 0.000 description 1
239000013535 sea water Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000005406 washing 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- 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
- C09B62/09—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
- C09B62/4401—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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)

JP63307951A 1987-12-08 1988-12-07 水溶性ジスアゾ化合物、その製法及び該化合物を染料として使用する方法 Pending JPH01193365A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19873741508 DE3741508A1 (de)	1987-12-08	1987-12-08	Wasserloesliche disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe
DE3741508.5		1987-12-08

Publications (1)

Publication Number	Publication Date
JPH01193365A true JPH01193365A (ja)	1989-08-03

Family

ID=6342093

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP63307951A Pending JPH01193365A (ja)	1987-12-08	1988-12-07	水溶性ジスアゾ化合物、その製法及び該化合物を染料として使用する方法

Country Status (9)

Country	Link
US (1)	US5079347A (2)
EP (1)	EP0319845B1 (2)
JP (1)	JPH01193365A (2)
KR (1)	KR890010123A (2)
BR (1)	BR8806440A (2)
DE (2)	DE3741508A1 (2)
ES (1)	ES2040821T3 (2)
IN (1)	IN169776B (2)
MX (1)	MX14086A (2)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0575909B1 (de) *	1992-06-25	1997-09-17	Hoechst Aktiengesellschaft	Wasserlösliche Disazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbstoffe
KR100888408B1 (ko)	2001-07-13	2009-03-13	아스트라제네카 유케이 리미티드	아미노피리미딘 화합물의 제조 방법
GB0428328D0 (en)	2004-12-24	2005-02-02	Astrazeneca Uk Ltd	Chemical process
TR201708734T4 (tr)	2006-11-09	2018-11-21	Huntsman Adv Mat Switzerland	Reaktif boyaların karışımları ve üç renkli boyama ya da basım için bir yöntemde kullanımları.
EP4632016A1 (en) *	2024-04-09	2025-10-15	DyStar Colours Distribution GmbH	Fibre reactive brown dyes

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3050515A (en) *	1958-03-24	1962-08-21	Ciba Geigy Corp	Water-soluble disazo-dyestuffs
AT238342B (de) *	1961-11-06	1965-02-10	Ciba Geigy	Verfahren zur Herstellung neuer Disazofarbstoffe
CH471870A (de) *	1965-07-14	1969-04-30	Ciba Geigy	Verfahren zur Herstellung neuer Disazofarbstoffe
US4089895A (en) *	1968-12-07	1978-05-16	Bayer Aktiengesellschaft	1-Amino-4-methoxybenzene-2,5-disulfonic acid
US4663440A (en) *	1980-06-04	1987-05-05	Sumitomo Chemical Company, Limited	Bisazo brown reactive dye
DE3420467A1 (de) *	1984-06-01	1985-12-05	Basf Ag, 6700 Ludwigshafen	Reaktivfarbstoffe
JPS612762A (ja) *	1984-06-14	1986-01-08	Sumitomo Chem Co Ltd	ジスアゾ化合物およびそれを用いる染色または捺染法
DE3517366A1 (de) *	1985-05-14	1986-11-20	Basf Ag, 6700 Ludwigshafen	Reaktivfarbstoffe

1987
- 1987-12-08 DE DE19873741508 patent/DE3741508A1/de not_active Withdrawn
1988
- 1988-12-01 ES ES198888120055T patent/ES2040821T3/es not_active Expired - Lifetime
- 1988-12-01 EP EP88120055A patent/EP0319845B1/de not_active Expired - Lifetime
- 1988-12-01 DE DE8888120055T patent/DE3879638D1/de not_active Expired - Fee Related
- 1988-12-02 IN IN998/CAL/88A patent/IN169776B/en unknown
- 1988-12-06 US US07/280,682 patent/US5079347A/en not_active Expired - Fee Related
- 1988-12-07 KR KR1019880016252A patent/KR890010123A/ko not_active Withdrawn
- 1988-12-07 BR BR888806440A patent/BR8806440A/pt not_active Application Discontinuation
- 1988-12-07 JP JP63307951A patent/JPH01193365A/ja active Pending
- 1988-12-08 MX MX1408688A patent/MX14086A/es unknown

Also Published As

Publication number	Publication date
KR890010123A (ko)	1989-08-07
DE3741508A1 (de)	1989-06-22
EP0319845A2 (de)	1989-06-14
DE3879638D1 (de)	1993-04-29
MX14086A (es)	1993-11-01
EP0319845B1 (de)	1993-03-24
US5079347A (en)	1992-01-07
ES2040821T3 (es)	1993-11-01
EP0319845A3 (en)	1990-02-28
BR8806440A (pt)	1989-08-22
IN169776B (2)	1991-12-21

Publication	Publication Date	Title
JPS5915451A (ja)	1984-01-26	金属ホルマザン化合物、その製造法およびそれを用いる繊維材料の染色方法
JPH0239545B2 (2)	1990-09-06
JPH01131279A (ja)	1989-05-24	水溶性モノアゾ化合物及びこれを用いて染色又は捺染する方法
KR920002681B1 (ko)	1992-03-31	모노아조 화합물의 제조방법
KR910001701B1 (ko)	1991-03-19	수용성 구리 디스아조 착화합물의 제조방법.
EP0111288A1 (de)	1984-06-20	Wasserlösliche Naphthylazonaphthol-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbstoffe
JPS59115361A (ja)	1984-07-03	水溶性モノアゾ化合物及びこれを用いて染色する方法
JPH05279585A (ja)	1993-10-26	水溶性アゾ染料、その製法及び染料としてのその用途
KR910007081B1 (ko)	1991-09-16	수용성 디스아조 화합물의 제조방법
EP0316778B1 (de)	1991-12-27	2-Hydroxy-pyridon-Azoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbstoffe
JPH07150060A (ja)	1995-06-13	多官能性アゾ型反応性染料
JPS63162764A (ja)	1988-07-06	シアン基含有アゾ化合物、その製造方法及びこれを用いて染色する方法
JPS62283159A (ja)	1987-12-09	水溶性アゾ化合物、その製法及び該化合物を染料として使用する方法
JPS63309558A (ja)	1988-12-16	水溶性ナフチル−アゾ−ピラゾロン−化合物、その製法及び該化合物を染料として使用する方法
JPS62192466A (ja)	1987-08-24	水溶性ジスアゾ化合物、その製法及び該化合物を染料として使用する方法
JP2868571B2 (ja)	1999-03-10	水溶性アゾ化合物、その製造方法および染料としての使用方法
EP0493759A1 (de)	1992-07-08	Wasserlösliche Azoverbindungen, Verfahren zu deren Herstellung und ihre Verwendung als Farbstoffe
JPH06157931A (ja)	1994-06-07	水溶性ジスアゾ化合物、その製法及び染料としてのその用途
JP2733011B2 (ja)	1998-03-30	水溶性ジスアゾ化合物及びその染料としての用途
KR100455567B1 (ko)	2004-11-06	수용성 섬유-반응성 염료
EP0324373B1 (de)	1993-12-08	Wasserlösliche Azoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbstoffe
JPS59174649A (ja)	1984-10-03	モノアゾ化合物およびそれを用いる染色または捺染法
KR900004222B1 (ko)	1990-06-18	반응성 디스아조 염료의 제조방법
JPS6220564A (ja)	1987-01-29	水溶性モノアゾ化合物、その製法及び該化合物を染料として使用する方法
DE3741508A1 (de)	1989-06-22	Wasserloesliche disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe