GB836647A - New phthalocyanine compounds - Google Patents
New phthalocyanine compoundsInfo
- Publication number
- GB836647A GB836647A GB2489557A GB2489557A GB836647A GB 836647 A GB836647 A GB 836647A GB 2489557 A GB2489557 A GB 2489557A GB 2489557 A GB2489557 A GB 2489557A GB 836647 A GB836647 A GB 836647A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalocyanine
- sulphonic
- formula
- carboxylic acid
- 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
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
-
- 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
- C09B62/4418—Porphines; Azoporphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Dichloro-thio-s-triazines are made by condensing cyanuric chloride with an equimolecular proportion of a mercaptan such as ethyl mercaptan, beta-hydroxy-ethyl mercaptan, thiophenol, thio-p-cresol, thiophenol-m-sulphonic acid, 2-thionaphthol-6-sulphonic acid, p-nitrothiophenol and p-chlorothiophenol. Specifications 529,847, 569,200, 589,118, 717,137 and 724,212 also are referred to.ALSO:The invention comprises dyestuffs of the formula <FORM:0836647/IV(c)/1> where (Pc) is a metal-free phthalocyanine radical or a stable metal phthalocyanine radical, Y is a direct link or a divalent bridging radical and the system (Pc)-Y- contains at least one solubilizing group, R is hydrogen, alkyl, aralkyl or cycloalkyl, X is halogen, A is hydrogen or a hydrocarbon or substituted hydrocarbon radical attached directly or through a sulphur atom to the triazine nucleus and n is a whole number. A large number of divalent bridging radicals is specified. The dyestuffs are made (i) by interacting a compound of the formula (Pc)-(YNHR)n with a triazine of the formula <FORM:0836647/IV(c)/2> (ii) when Y is -SO2-or-CO-, by interacting a phthalocyanine sulphonic or carboxylic acid chloride of the formula (Pc)1-(Y11Cl)n, where (Pc)1 is a metal-free phthalocyanine radical or a stable metal phthalocyanine radical which contains a solubilizing group and Y11 is SO2 or CO, with a triazine of the formula <FORM:0836647/IV(c)/3> or (iii) where A is a radical attached through a sulphur atom, by condensing a compound of the formula <FORM:0836647/IV(c)/4> with one molecular proportion of a mercaptan. Examples are given. The dyestuffs dye wool, silk, superpolyamide or superpolymethane fibres, cotton, linen and viscose rayon blue to green shades, the colouring of cellulosic textile materials being conducted in conjunction with a treatment with an alkaline agent in aqueous medium. The amino phthalocyanines mentioned above may be made by sulphonating the amines described in Specifications 529,847, 569,200, 589,118, 717,137 and 724,212, or by heating under conditions used for the manufacture of phthalocyanines appropriate derivatives of sulphonated phthalic acids and the substituted phthalic acids of Specifications 569,200 and 589,118 or mixtures of carboxy- or sulphophthalic acid derivatives with 3- or 4-nitrophthalic acid or an acylamino phthalic acid and reducing or hydrolysing the nitro- or acylaminophthalocyanine obtained. Other amino phthalocyanines may be made by reacting nitroaniline or a monoacetyl alkylene diamine with a chlormethyl phthalocyanine sulphonic or carboxylic acid followed by reduction or hydrolysis; by reacting a chloromethyl phthalocyanine with a diaminobenzene sulphonic or carboxylic acid; by reacting a phthalocyanine containing sulphonyl chloride groups with a monoacetyl alkylene diamine or an amino-N-benzylacetamide followed by hydrolysis of the acetylamino groups; and by reacting a phthalocyanine containing carboxylic acid chloride groups with a diamino benzene sulphonic or carboxylic acid or with an aminobenzene sulphonic or carboxylic acid which also contains a nitro group followed by reduction or with an N-(aminobenzyl) acetamide followed by hydrolysis. Specification 515,637 also is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2489557A GB836647A (en) | 1957-08-07 | 1957-08-07 | New phthalocyanine compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2489557A GB836647A (en) | 1957-08-07 | 1957-08-07 | New phthalocyanine compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB836647A true GB836647A (en) | 1960-06-09 |
Family
ID=10218953
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2489557A Expired GB836647A (en) | 1957-08-07 | 1957-08-07 | New phthalocyanine compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB836647A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3133059A (en) * | 1956-03-14 | 1964-05-12 | Ici Ltd | Copper and nickel phthalocyanine dyestuffs having a mono- and di-halosubstituted triazine ring |
EP0090610A2 (en) * | 1982-03-30 | 1983-10-05 | Sumitomo Chemical Company, Limited | A method for treatment of mutagens |
EP0530660A2 (en) * | 1991-08-28 | 1993-03-10 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, process for their preparation and the use thereof |
EP0541057A1 (en) * | 1991-11-08 | 1993-05-12 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, process for their preparation and the use thereof |
-
1957
- 1957-08-07 GB GB2489557A patent/GB836647A/en not_active Expired
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3133059A (en) * | 1956-03-14 | 1964-05-12 | Ici Ltd | Copper and nickel phthalocyanine dyestuffs having a mono- and di-halosubstituted triazine ring |
EP0090610A2 (en) * | 1982-03-30 | 1983-10-05 | Sumitomo Chemical Company, Limited | A method for treatment of mutagens |
EP0090610A3 (en) * | 1982-03-30 | 1984-08-22 | Sumitomo Chemical Company, Limited | A method for treatment of mutagens |
EP0530660A2 (en) * | 1991-08-28 | 1993-03-10 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, process for their preparation and the use thereof |
EP0530660A3 (en) * | 1991-08-28 | 1993-05-05 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, process for their preparation and the use thereof |
US5256776A (en) * | 1991-08-28 | 1993-10-26 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyestuffs, processes for their preparation and their use |
TR26166A (en) * | 1991-08-28 | 1995-02-15 | Hoechst Ag | DYEING SUBSTANCES OF WATER SOLUBLE PHTHALOSIA, THE PROCEDURES AND USES FOR THE PRODUCTION OF THEM. |
EP0541057A1 (en) * | 1991-11-08 | 1993-05-12 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, process for their preparation and the use thereof |
US5321134A (en) * | 1991-11-08 | 1994-06-14 | Hoechst Aktiengesellschaft | Water-soluble phthalocyanine dyes, processes for their preparation and their use |
TR27659A (en) * | 1991-11-08 | 1995-06-16 | Hoechst Ag | Water soluble phthalocyanine dyestuffs, the method for their production and their use. |
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