GB1279283A - Water-soluble disazo dyestuffs and their complex metal compounds and process for preparing them - Google Patents
Water-soluble disazo dyestuffs and their complex metal compounds and process for preparing themInfo
- Publication number
- GB1279283A GB1279283A GB4705169A GB4705169A GB1279283A GB 1279283 A GB1279283 A GB 1279283A GB 4705169 A GB4705169 A GB 4705169A GB 4705169 A GB4705169 A GB 4705169A GB 1279283 A GB1279283 A GB 1279283A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyestuff
- formula
- group
- chromium
- complex
- 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 abstract 4
- 150000002736 metal compounds Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000975 dye Substances 0.000 abstract 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- 230000008878 coupling Effects 0.000 abstract 5
- 238000010168 coupling process Methods 0.000 abstract 5
- 238000005859 coupling reaction Methods 0.000 abstract 5
- 229910052804 chromium Inorganic materials 0.000 abstract 4
- 239000011651 chromium Substances 0.000 abstract 4
- 229910052802 copper Inorganic materials 0.000 abstract 4
- 239000010949 copper Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- 150000004696 coordination complex Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000376 reactant Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 229910052727 yttrium Inorganic materials 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 238000001465 metallisation Methods 0.000 abstract 1
- 150000002790 naphthalenes Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 abstract 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
- C09B62/485—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 a halo-cyclobutyl-carbonyl, halo-cyclobutyl-vinyl-carbonyl, or halo-cyclobutenyl-carbonyl group
- C09B62/489—Azo dyes
- C09B62/495—Metal complex azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1279283 Disazo dyes and their complex metal compounds FARBWERKE HOECHST AG 24 Sept 1969 [25 Sept 1968] 47051/69 Heading C4P The invention comprises water-soluble disazo dyestuffs, and their 1:1- copper, -1:2- chromium and 1 : 2-cobalt complexes, which correspond in the metal-free form to the Formula I: where D is a diazo component radical of the benzene or naphthalene series having in the o position to the azo group a substituent capable of forming a metal complex or capable of being transformed under the conditions of metallization into such a substituent, K is a coupling component radical of the benzene, naphthalene or pyrazolone series, R is a hydrogen atom or an alkyl group, X is linked to D and/or K by a grouping -NR- and represents the grouping or where R<SP>1</SP> is hydrogen or an alkyl group, R<SP>11</SP> is hydrogen, alkyl or phenyl, Y and Y<SP>1</SP> are fluorine or chlorine, m is 0 or 1 and n is 1 or 2. The dyes of Formula I may be prepared (a) by diazotizing a dyestuff of Formula 4 and reacting the product with a coupling component K, at least one reactant carrying a group -NR-X, and optionally converting the dyestuff to its 1: 1-copper, 1 : 2-chromium or 1: 2-cobalt complex, (b) coupling a diazotized component D with a dyestuff of the Formula 5 at least one reactant carrying a group-NR-X, and optionally converting the dyestuff to its 1: 1-copper, 1: 2-chromium or 1: 2-cobalt complex, (c) diazotizing a 1: 1-copper, 1 : 2- chromium or 1 : 2-cobalt complex of a dyestuff of Formula 4 and coupling the product with a coupling component K, the dyestuff obtained containing at least one grouping NR-X, or (d) acylating dyestuffs of the Formula 6 before or after conversion into a metal complex, with an acid halide to introduce the group X. Reference has been directed by the Comptroller to Specifications 1,097,361, 1,103,423, 1,123,804 and 1,245,267.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681794222 DE1794222C3 (en) | 1968-09-25 | 1968-09-25 | Water-soluble diazo dyes and their metal complex compounds, processes for their preparation and their use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1279283A true GB1279283A (en) | 1972-06-28 |
Family
ID=5707914
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4705169A Expired GB1279283A (en) | 1968-09-25 | 1969-09-24 | Water-soluble disazo dyestuffs and their complex metal compounds and process for preparing them |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT295682B (en) |
| BE (1) | BE739381A (en) |
| DE (1) | DE1794222C3 (en) |
| FR (1) | FR2022194B1 (en) |
| GB (1) | GB1279283A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5686584A (en) * | 1994-11-17 | 1997-11-11 | Ciba-Geigy Corporation | Reactive dyes, their preparation, and their use |
| WO2013189816A1 (en) | 2012-06-18 | 2013-12-27 | Dystar Colours Distribution Gmbh | Reactive dyes and their metal complexes, process for the production thereof and their use |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5955025A (en) * | 1997-04-30 | 1999-09-21 | Tempil, Inc. | Chemical vapor sterilization indicating materials |
-
1968
- 1968-09-25 DE DE19681794222 patent/DE1794222C3/en not_active Expired
-
1969
- 1969-09-23 AT AT899369A patent/AT295682B/en active
- 1969-09-24 GB GB4705169A patent/GB1279283A/en not_active Expired
- 1969-09-25 FR FR6932745A patent/FR2022194B1/fr not_active Expired
- 1969-09-25 BE BE739381D patent/BE739381A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5686584A (en) * | 1994-11-17 | 1997-11-11 | Ciba-Geigy Corporation | Reactive dyes, their preparation, and their use |
| WO2013189816A1 (en) | 2012-06-18 | 2013-12-27 | Dystar Colours Distribution Gmbh | Reactive dyes and their metal complexes, process for the production thereof and their use |
| CN104487630A (en) * | 2012-06-18 | 2015-04-01 | 德司达染料分销有限公司 | Reactive dyes and their metal complexes, as well as preparation methods and applications |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2022194A1 (en) | 1970-07-31 |
| DE1794222B2 (en) | 1974-08-15 |
| AT295682B (en) | 1972-01-10 |
| DE1794222C3 (en) | 1975-05-28 |
| FR2022194B1 (en) | 1974-03-15 |
| BE739381A (en) | 1970-03-25 |
| DE1794222A1 (en) | 1971-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |