GB633478A - Manufacture of new dyestuffs of the phthalocyanine series - Google Patents
Manufacture of new dyestuffs of the phthalocyanine seriesInfo
- Publication number
- GB633478A GB633478A GB2279146A GB2279146A GB633478A GB 633478 A GB633478 A GB 633478A GB 2279146 A GB2279146 A GB 2279146A GB 2279146 A GB2279146 A GB 2279146A GB 633478 A GB633478 A GB 633478A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalocyanine
- heating
- copper
- carboxylic acid
- compound
- 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
- C09B9/00—Esters or ester-salts of leuco compounds of vat dyestuffs
-
- 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
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Vat dyes of the formula P(AV)x, where P is the residue of a phthalocyanine compound, A is a linking group, V is the residue of a vattable compound, and #c is 1, 2, 3 or 4, are treated in the presence of a metal and an organic base with sulphur trioxide or with an addition compound of sulphur trioxide and an organic amide or tertiary base or with any substance known to be capable of forming sulphuric esters from vat dyestuffs in the presence of metals, or from leuco compounds, or metal salts thereof, or complex compounds comprising the metal salts thereof, or the leuco derivative of the dyestuff is treated in presence of an organic base with sulphur trioxide or equivalent body as defined above. The vat-table residue may be of the benzoquinone, naphthoquinone, or anthraquinone series, and the linking groups may be -CH2-S-, -NH-CO-, -CO-, -S-, and the oxazole ring. The leuco compound may be prepared by hydrogenation in presence of nickel. Examples describe the treatment with copper powder and sodium pyrosulphate in pyridine of the following dyestuffs: (1) the product obtained by heating copper trichlormethyl phthalocyanine or metal-free trichlormethyl phthalocyanine with sodium anthraquinone-2-mercaptide; (2) the product obtained by heating copper phthalocyanine with 1-chloranthraquinone-2-carboxylic acid chloride or 2-chloroanthraquinone-3-carboxylic acid chloride in presence of ferric chloride; (3) copper tetra - 4 - (b - anthraquinonylmercapto)-phthalocyanine (obtained by heating 2-(31 : 41-dibromophenyl)-mercapto anthraquinone with cuprous cyanide and cuprous bromide in quinoline); (4) the product obtained by heating phthalonitrile with the amide from 1-chloranthraquinone-2-carboxylic acid and 4-aminophthalonitrile and with cuprous chloride and pyridine in nitrobenzene; (5) copper tetra - 4 - (5 : 61 - phthaloylbenzoxazolyl (2))-phthalocyanine, (obtained by heating 2-(31 : 41-dibromophenyl) - 5 : 6 - phthaloyl - benzoxazole with cuprous cyanide and cuprous bromide in quinoline). Also in examples (6) the product from heating copper phthalocyanine and 2-chloranthraquinone-3-carboxylic acid chloride in presence of ferric chloride is reacted with methyl chlorosulphonate in presence of dimethylformamide, acetone, and iron powder. Specifications 490,017 and 610,117 are referred to.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL63824D NL63824C (en) | 1946-07-31 | ||
| GB2279146A GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
| FR950690D FR950690A (en) | 1946-07-31 | 1947-07-31 | Manufacture of new coloring materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2279146A GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB633478A true GB633478A (en) | 1949-12-19 |
Family
ID=10185135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2279146A Expired GB633478A (en) | 1946-07-31 | 1946-07-31 | Manufacture of new dyestuffs of the phthalocyanine series |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR950690A (en) |
| GB (1) | GB633478A (en) |
| NL (1) | NL63824C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759950A (en) * | 1950-12-20 | 1956-08-21 | Basf Ag | Dyestuffs of the phthalocyanine series |
-
0
- NL NL63824D patent/NL63824C/xx active
-
1946
- 1946-07-31 GB GB2279146A patent/GB633478A/en not_active Expired
-
1947
- 1947-07-31 FR FR950690D patent/FR950690A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759950A (en) * | 1950-12-20 | 1956-08-21 | Basf Ag | Dyestuffs of the phthalocyanine series |
Also Published As
| Publication number | Publication date |
|---|---|
| NL63824C (en) | |
| FR950690A (en) | 1949-10-04 |
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