GB949502A - New azophthalocyanine dyestuffs and their manufacture and use - Google Patents
New azophthalocyanine dyestuffs and their manufacture and useInfo
- Publication number
- GB949502A GB949502A GB2433060A GB2433060A GB949502A GB 949502 A GB949502 A GB 949502A GB 2433060 A GB2433060 A GB 2433060A GB 2433060 A GB2433060 A GB 2433060A GB 949502 A GB949502 A GB 949502A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyestuffs
- acid groups
- residue
- formula
- radical
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 4
- 239000000975 dye Substances 0.000 abstract 3
- -1 methoxy, hydroxy Chemical group 0.000 abstract 3
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 abstract 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 abstract 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 abstract 2
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 abstract 2
- 235000021286 stilbenes Nutrition 0.000 abstract 2
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 abstract 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 abstract 1
- XRTJYEIMLZALBD-UHFFFAOYSA-N 4-(6-methyl-1,3-benzothiazol-2-yl)aniline Chemical compound S1C2=CC(C)=CC=C2N=C1C1=CC=C(N)C=C1 XRTJYEIMLZALBD-UHFFFAOYSA-N 0.000 abstract 1
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 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 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 210000002268 wool Anatomy 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
-
- 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/12—Anthraquinone-azo 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
- C09B62/02—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
- C09B62/082—Azo dyes dyes containing in the molecule at least one azo group and at least one other chromophore group
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
949,502. Phthalocyanine - azo dyestuffs. CIBA Ltd. July 12, 1960 [July 16, 1959; June 10, 1960], No. 24330/60. Addition to 949,502. Heading C4P. The invention comprises water-soluble dyestuffs of the formula where R is the residue of an azo group free diazo component, n and m are each 1 or 2 and Z is the residue of a phthalocyanine containing sulphonic acid groups and connected via an -SO2NH- or -SO2O- group to an arylene or alkylene radical which is itself attached to the triazine ring through an amino group. The arylene radical may be derived from benzene, diphenyl, stilbene or a monoazo dyestuff and may contain sulphonic acid groups, and the alkylene radical may be ethylene. The radical R may be derived from benzene, naphthalene, pyrene, chrysene, stilbene or dehydrothiotoluidine and may be substituted by sulphonic or carboxylic acid groups, methoxy, hydroxy, acyloxy, methyl, acylamino, nitro or chloro. The dyestuffs are made by condensing a 2 4 : 6-trihalogeno- 1:3: 5-triazine on the one hand with an aminomonoazo dye of the formula where R1 m and n are as above, and on the other hand with a phthalocyanine containing sulphonic acid groups and a substituent of the formula -SO2NHR<1> or -SO2OR<1> where R<1> is an acylatable aminoaryl- or aminoalkyl-residue. The dyestuffs dye or print nitrogen-containing animal and synthetic fibres such as wool, silk, leather and superpolyamides and cellulose fibres such as linen, cotton and regenerated cellulose green shades, if desired, in conjunction with an alkali and heat treatment. Specification 947,779 is referred to.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH6277258A CH377019A (en) | 1958-08-11 | 1958-08-11 | Process for the production of new azo dyes |
| CH7583059A CH402226A (en) | 1958-08-11 | 1959-07-16 | Process for the preparation of new azophthalocyanine dyes |
| CH7585659A CH410239A (en) | 1959-07-17 | 1959-07-17 | Process for the production of new azo dyes |
| CH661560 | 1960-06-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB949502A true GB949502A (en) | 1964-02-12 |
Family
ID=37507854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2433060A Expired GB949502A (en) | 1958-08-11 | 1960-07-12 | New azophthalocyanine dyestuffs and their manufacture and use |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB949502A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006024612A1 (en) * | 2004-08-30 | 2006-03-09 | Ciba Specialty Chemicals Holding Inc. | Shading process |
| WO2009068513A3 (en) * | 2007-11-26 | 2010-01-14 | Basf Se | Improved shading process |
-
1960
- 1960-07-12 GB GB2433060A patent/GB949502A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006024612A1 (en) * | 2004-08-30 | 2006-03-09 | Ciba Specialty Chemicals Holding Inc. | Shading process |
| US8685116B2 (en) | 2004-08-30 | 2014-04-01 | Basf Se | Shading process |
| WO2009068513A3 (en) * | 2007-11-26 | 2010-01-14 | Basf Se | Improved shading process |
| WO2009069077A3 (en) * | 2007-11-26 | 2010-01-21 | The Procter & Gamble Company | Detergent compositions |
| CN101874079A (en) * | 2007-11-26 | 2010-10-27 | 宝洁公司 | Detergent compositions |
| RU2466162C2 (en) * | 2007-11-26 | 2012-11-10 | Дзе Проктер Энд Гэмбл Компани | Detergent compositions |
| US8585784B2 (en) | 2007-11-26 | 2013-11-19 | Basf Se | Shading process |
| CN101874079B (en) * | 2007-11-26 | 2015-11-25 | 宝洁公司 | Detergent composition |
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