CH624982A5 - Process for the preparation of novel disazo dyes - Google Patents

Process for the preparation of novel disazo dyes Download PDF

Info

Publication number: CH624982A5
Authority: CH; Switzerland
Prior art keywords: parts; acid; formula; dyes; solution
Prior art date: 1976-02-11

Application number

CH163577A

Other languages

German (de)

English (en)

Inventor

Peter William Austin

Original Assignee

Ici Ltd

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.)

1976-02-11

Filing date

1977-02-10

Publication date

1981-08-31

1977-02-10 Application filed by Ici Ltd filed Critical Ici Ltd

1981-08-31 Publication of CH624982A5 publication Critical patent/CH624982A5/de

Links

239000000975 dye Substances 0.000 title claims description 29
238000000034 method Methods 0.000 title claims description 7
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 6
238000002360 preparation method Methods 0.000 title claims description 4
-1 azo compound Chemical class 0.000 claims description 13
230000008878 coupling Effects 0.000 claims description 12
238000010168 coupling process Methods 0.000 claims description 12
238000005859 coupling reaction Methods 0.000 claims description 12
150000001989 diazonium salts Chemical class 0.000 claims description 9
239000012954 diazonium Substances 0.000 claims description 8
150000001412 amines Chemical class 0.000 claims description 6
241000251730 Chondrichthyes Species 0.000 claims description 4
150000002391 heterocyclic compounds Chemical class 0.000 claims description 4
229910052757 nitrogen Inorganic materials 0.000 claims description 3
YMJXNYUOEJPKHH-UHFFFAOYSA-N 2-amino-4-nitrobenzenesulfonic acid Chemical compound NC1=CC([N+]([O-])=O)=CC=C1S(O)(=O)=O YMJXNYUOEJPKHH-UHFFFAOYSA-N 0.000 claims description 2
OIIMBZPTNMPFHJ-UHFFFAOYSA-N 4-amino-6-nitrobenzene-1,3-disulfonic acid Chemical compound NC1=CC([N+]([O-])=O)=C(S(O)(=O)=O)C=C1S(O)(=O)=O OIIMBZPTNMPFHJ-UHFFFAOYSA-N 0.000 claims description 2
125000006414 CCl Chemical group ClC* 0.000 claims description 2
125000003277 amino group Chemical group 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
239000000243 solution Substances 0.000 description 24
239000002253 acid Substances 0.000 description 19
239000000047 product Substances 0.000 description 15
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 8
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 7
238000001914 filtration Methods 0.000 description 7
239000000203 mixture Substances 0.000 description 7
239000004753 textile Substances 0.000 description 7
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
239000011230 binding agent Substances 0.000 description 6
229920002678 cellulose Polymers 0.000 description 6
239000001913 cellulose Substances 0.000 description 6
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 5
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 5
239000000725 suspension Substances 0.000 description 5
229910052801 chlorine Inorganic materials 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
235000010288 sodium nitrite Nutrition 0.000 description 4
YAIKCRUPEVOINQ-UHFFFAOYSA-N 2-aminonaphthalene-1,5-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC2=C(S(O)(=O)=O)C(N)=CC=C21 YAIKCRUPEVOINQ-UHFFFAOYSA-N 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 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
238000004043 dyeing Methods 0.000 description 3
239000000835 fiber Substances 0.000 description 3
239000000463 material Substances 0.000 description 3
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 3
GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
239000012258 stirred mixture Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
238000011282 treatment Methods 0.000 description 3
238000005406 washing Methods 0.000 description 3
VHYBUUMUUNCHCK-UHFFFAOYSA-N 2,4,6-tribromo-1,3,5-triazine Chemical compound BrC1=NC(Br)=NC(Br)=N1 VHYBUUMUUNCHCK-UHFFFAOYSA-N 0.000 description 2
IAJCAZVXGKGAQK-UHFFFAOYSA-N 2,4,6-trichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC(Cl)=C(C#N)C(Cl)=N1 IAJCAZVXGKGAQK-UHFFFAOYSA-N 0.000 description 2
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
IQJKWKCLTAGFED-UHFFFAOYSA-N 2-aminonaphthalene-1,7-disulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=CC2=C(S(O)(=O)=O)C(N)=CC=C21 IQJKWKCLTAGFED-UHFFFAOYSA-N 0.000 description 2
YADSWTKOIHUSDX-UHFFFAOYSA-N 4,6-diaminobenzene-1,3-disulfonic acid Chemical compound NC1=CC(N)=C(S(O)(=O)=O)C=C1S(O)(=O)=O YADSWTKOIHUSDX-UHFFFAOYSA-N 0.000 description 2
ZUQOBHTUMCEQBG-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 ZUQOBHTUMCEQBG-UHFFFAOYSA-N 0.000 description 2
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
229920003043 Cellulose fiber Polymers 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-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
229910052783 alkali metal Inorganic materials 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
229910000397 disodium phosphate Inorganic materials 0.000 description 2
235000019800 disodium phosphate Nutrition 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 2
235000019345 sodium thiosulphate Nutrition 0.000 description 2
JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
FYSHPROTETTWKB-UHFFFAOYSA-N 2,4,5,6-tetrabromopyrimidine Chemical compound BrC1=NC(Br)=C(Br)C(Br)=N1 FYSHPROTETTWKB-UHFFFAOYSA-N 0.000 description 1
GVBHCMNXRKOJRH-UHFFFAOYSA-N 2,4,5,6-tetrachloropyrimidine Chemical compound ClC1=NC(Cl)=C(Cl)C(Cl)=N1 GVBHCMNXRKOJRH-UHFFFAOYSA-N 0.000 description 1
JGJUJAYNTZWVAT-UHFFFAOYSA-N 2,4,5-tribromopyrimidine Chemical compound BrC1=NC=C(Br)C(Br)=N1 JGJUJAYNTZWVAT-UHFFFAOYSA-N 0.000 description 1
QEFPDISKVNULGA-UHFFFAOYSA-N 2-aminonaphthalene-1,6-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=C(S(O)(=O)=O)C(N)=CC=C21 QEFPDISKVNULGA-UHFFFAOYSA-N 0.000 description 1
TZBROGJRQUABOK-UHFFFAOYSA-N 4-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(O)=CC(S(O)(=O)=O)=CC2=C1 TZBROGJRQUABOK-UHFFFAOYSA-N 0.000 description 1
GZTZPXFDNYIVBZ-UHFFFAOYSA-N 5-amino-4-hydroxynaphthalene-1,7-disulfonic acid Chemical compound C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1S(O)(=O)=O GZTZPXFDNYIVBZ-UHFFFAOYSA-N 0.000 description 1
241000974482 Aricia saepiolus Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 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-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
239000004115 Sodium Silicate Substances 0.000 description 1
229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000004061 bleaching Methods 0.000 description 1
239000007844 bleaching agent Substances 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
238000004040 coloring Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000005694 halopyrimidines Chemical group 0.000 description 1
239000012433 hydrogen halide Substances 0.000 description 1
229910000039 hydrogen halide Inorganic materials 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 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
229910000403 monosodium phosphate Inorganic materials 0.000 description 1
235000019799 monosodium phosphate Nutrition 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000000985 reactive dye Substances 0.000 description 1
238000005185 salting out Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
229910000162 sodium phosphate Inorganic materials 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
235000011008 sodium phosphates Nutrition 0.000 description 1
NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
229910052911 sodium silicate Inorganic materials 0.000 description 1
229910052979 sodium sulfide Inorganic materials 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 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
- C09B62/022—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 the heterocyclic ring being alternatively specified
- C09B62/026—Azo dyes
- C09B62/03—Disazo or polyazo dyes

Landscapes

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

CH163577A 1976-02-11 1977-02-10 Process for the preparation of novel disazo dyes CH624982A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB540076A GB1515030A (en)	1976-02-11	1976-02-11	Fibre reactive disazo dyestuffs

Publications (1)

Publication Number	Publication Date
CH624982A5 true CH624982A5 (en)	1981-08-31

Family

ID=9795460

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH163577A CH624982A5 (en)	1976-02-11	1977-02-10	Process for the preparation of novel disazo dyes

Country Status (13)

Country	Link
JP (1)	JPS5298026A (cs)
AR (1)	AR219912A1 (cs)
BR (1)	BR7700843A (cs)
CH (1)	CH624982A5 (cs)
CS (1)	CS190336B2 (cs)
DD (1)	DD128270A5 (cs)
DE (1)	DE2705631A1 (cs)
ES (1)	ES455838A1 (cs)
FR (1)	FR2340971A1 (cs)
GB (1)	GB1515030A (cs)
IT (1)	IT1075272B (cs)
MX (1)	MX144510A (cs)
PL (2)	PL104377B1 (cs)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH638555A5 (de) *	1978-06-19	1983-09-30	Ciba Geigy Ag	Reaktivfarbstoffe und deren herstellung.
EP0120807B1 (de) *	1983-02-24	1989-01-18	Ciba-Geigy Ag	Reaktivfarbstoffe, deren Herstellung und Verwendung

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB961078A (en) *	1961-05-23	1964-06-17	Ciba Ltd	New disazo-dyestuffs and their manufacture and use
CH430003A (de) *	1963-10-22	1967-02-15	Geigy Ag J R	Verfahren zur Herstellung reaktiver Disazofarbstoffe
DE1644171A1 (de) *	1966-09-10	1970-07-30	Bayer Ag	Reaktivfarbstoffe und Verfahren zu deren Herstellung
GB1205016A (en) *	1966-11-14	1970-09-09	Ici Ltd	Water-soluble reactive azo dyestuffs
FR1544477A (fr) *	1966-11-14	1968-10-31	Ici Ltd	Colorants mono- et dis-azoïques solubles dans l'eau et leur procédé de fabrication
GB1213988A (en) *	1967-07-26	1970-11-25	Ici Ltd	New disazo dyestuffs

1976
- 1976-02-11 GB GB540076A patent/GB1515030A/en not_active Expired
1977
- 1977-01-27 MX MX16784877A patent/MX144510A/es unknown
- 1977-01-28 IT IT1976577A patent/IT1075272B/it active
- 1977-01-28 AR AR26635477A patent/AR219912A1/es active
- 1977-02-04 PL PL20589277A patent/PL104377B1/pl unknown
- 1977-02-04 PL PL19581877A patent/PL104284B1/pl not_active IP Right Cessation
- 1977-02-09 DD DD19729877A patent/DD128270A5/xx unknown
- 1977-02-10 FR FR7703804A patent/FR2340971A1/fr active Granted
- 1977-02-10 BR BR7700843A patent/BR7700843A/pt unknown
- 1977-02-10 JP JP1406577A patent/JPS5298026A/ja active Granted
- 1977-02-10 CH CH163577A patent/CH624982A5/de not_active IP Right Cessation
- 1977-02-10 CS CS88677A patent/CS190336B2/cs unknown
- 1977-02-10 DE DE19772705631 patent/DE2705631A1/de not_active Ceased
- 1977-02-11 ES ES455838A patent/ES455838A1/es not_active Expired

Also Published As

Publication number	Publication date
DD128270A5 (de)	1977-11-09
PL104377B1 (pl)	1979-08-31
IT1075272B (it)	1985-04-22
AR219912A1 (es)	1980-09-30
GB1515030A (en)	1978-06-21
CS190336B2 (en)	1979-05-31
JPS611473B2 (cs)	1986-01-17
MX144510A (es)	1981-10-22
PL104284B1 (pl)	1979-08-31
FR2340971B1 (cs)	1984-05-04
PL195818A1 (pl)	1978-05-08
DE2705631A1 (de)	1977-08-18
FR2340971A1 (fr)	1977-09-09
BR7700843A (pt)	1977-10-18
JPS5298026A (en)	1977-08-17
ES455838A1 (es)	1978-01-16

Legal Events

Date	Code	Title	Description
1994-05-31	PUE	Assignment	Owner name: ZENECA LIMITED
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2001960C3 (cs)	1977-02-24
DE2001960B2 (de)	1976-07-01	Azotriazinyl-reaktivfarbstoffe und deren verwendung zum faerben von cellulose-textilstoffen
DE1644203B2 (de)	1977-11-17	Reaktivfarbstoffe
DE2329135C3 (de)	1978-04-20	Disazoreaktivfarbstoffe
DE3045789A1 (de)	1982-07-22	Faseraktive azofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung zum faerben und bedrucken von hydroxylgruppen- und/oder stickstoffhaltigen fasermaterialien
EP0522399B1 (de)	1996-08-21	Pyridon-Azo-Reaktivfarbstoffe
AT390441B (de)	1990-05-10	Verfahren zur herstellung von reaktiven disazoverbindungen und ihre verwendung
EP0387579B1 (de)	1993-11-18	Verdoppelte Reaktivfarbstoffe
CH624982A5 (en)	1981-08-31	Process for the preparation of novel disazo dyes
DE2154942A1 (de)	1973-05-10	Neue monoazo-reaktivfarbstoffe, ihre verwendung und verfahren zu ihrer herstellung
EP0036522B1 (de)	1983-11-16	Wasserlösliche Nickelphthalocyanin-azofarbstoffe und deren Verwendung
DE69603902T2 (de)	1999-12-23	Disazofarbstoffe
DE1544353A1 (de)	1970-04-09	Reaktionsfaehige Triazinfarbstoffe
DE3900535A1 (de)	1990-07-12	Reaktivfarbstoffe
EP0568892B1 (de)	1997-09-17	Monoazoreaktivfarbstoffe
DE1644275C3 (de)	1975-01-02	Verfahren zu/ Herstellung von wasserlöslichen Monoazofarbstoffen
DE1136039B (de)	1962-09-06	Verfahren zur Herstellung von Disazofarbstoffen
EP0125650B1 (de)	1987-04-01	Reaktivfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben und Bedrucken von Substraten
EP0455054B1 (de)	1994-10-26	Polyazoreaktivfarbstoffe
DE19515251B4 (de)	2006-05-04	Faserreaktive Disazofarbstoffe
DE3835724A1 (de)	1990-04-26	Faserreaktive metallisierte monoazoverbindungen
EP0168739B1 (de)	1987-04-29	Reaktivfarbstoffe
DE2618670A1 (de)	1976-11-11	Neue azofarbstoffe, verfahren zu ihrer herstellung und ihrer verwendung
DE1913400C3 (de)	1975-07-10	Wasserlösliche Monoazofarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung
DE1180868B (de)	1964-11-05	Verfahren zur Herstellung von Phthalocyaninfarbstoffen