GB944513A - New water-insoluble dyestuffs of the phthaloylacridone series - Google Patents
New water-insoluble dyestuffs of the phthaloylacridone seriesInfo
- Publication number
- GB944513A GB944513A GB4196560A GB4196560A GB944513A GB 944513 A GB944513 A GB 944513A GB 4196560 A GB4196560 A GB 4196560A GB 4196560 A GB4196560 A GB 4196560A GB 944513 A GB944513 A GB 944513A
- Authority
- GB
- United Kingdom
- Prior art keywords
- anthraquinone
- amino
- phthaloylacridone
- condensing
- formula
- 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/34—Anthraquinone acridones or thioxanthrones
- C09B5/36—Amino acridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises water-insoluble dyes of the formula <FORM:0944513/C3/1> where X is chlorine or bromine, n is 0, 1 or 2, R is alkyl, substituted alkyl or cycloalkyl and the ring A may carry substituents other than sulphonic or carboxylic acid groups. The dyes are made by cyclizing a compound of the formula <FORM:0944513/C3/2> by treatment with a dehydrating or condensing agent, or by treating a compound of the formula <FORM:0944513/C3/3> where Z is hydrogen, chlorine, bromine or a sulphonic acid group with an amine of the formula RNH2 in the presence of a reducing agent and oxidizing the leuco-compound obtained. The aminophthaloylacridone may be replaced in the latter process by the corresponding 6-nitrophthaloylacridone which is reduced in situ to the 6-amino compound. Examples are given. The dyes dye cellulose esters and polyesters in blue and green shades from aqueous dispersion. 1-g -methoxypropylamino-4-o-carboxyanilino-anthraquinone is made by condensing with anthranilic acid 4-bromo-1-g -methoxypropylaminoanthraquinone obtained by brominating 1-g -methoxypropylamino-anthraquinone prepared from sodium anthraquinone-1-sulphonate and g -methoxypropylamine. 6-amino - 11 : 12 - benz - 31 : 41 - phthaloylacridone is obtained by reducing 6-nitro-11 : 12-benz-31 : 41-phthaloylacridone made by ring closing 1 - a - naphthylamino - 4 - nitro - anthraquinone-2-carboxylic acid prepared by condensing a -naphthylamine with 1-chloro-4-nitro-anthraquinone-2-carboxylic acid. 6-Amino - 31 : 41 - phthaloylacridone - 7 - sulphonic acid is prepared by cyclizing 1-amino-4- o - carboxyanilino - anthraquinone - 2 - sulphonic acid made by condensing anthranilic acid with 1 - amino - 4 - bromoanthraquinone - 2 - sulphonic acid.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4196560A GB944513A (en) | 1960-12-06 | 1960-12-06 | New water-insoluble dyestuffs of the phthaloylacridone series |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4196560A GB944513A (en) | 1960-12-06 | 1960-12-06 | New water-insoluble dyestuffs of the phthaloylacridone series |
Publications (1)
Publication Number | Publication Date |
---|---|
GB944513A true GB944513A (en) | 1963-12-18 |
Family
ID=10422203
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4196560A Expired GB944513A (en) | 1960-12-06 | 1960-12-06 | New water-insoluble dyestuffs of the phthaloylacridone series |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB944513A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3299071A (en) * | 1963-09-27 | 1967-01-17 | Toms River Chemical Corp | 6-aminonaphth [2, 3-c] acridan-5, 8, 14-triones |
US3679685A (en) * | 1965-09-15 | 1972-07-25 | Sandoz Ltd | Esters of 2-({62 -carboxyethyl)amino-3,4-phthaloylhenzacridone |
-
1960
- 1960-12-06 GB GB4196560A patent/GB944513A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3299071A (en) * | 1963-09-27 | 1967-01-17 | Toms River Chemical Corp | 6-aminonaphth [2, 3-c] acridan-5, 8, 14-triones |
US3679685A (en) * | 1965-09-15 | 1972-07-25 | Sandoz Ltd | Esters of 2-({62 -carboxyethyl)amino-3,4-phthaloylhenzacridone |
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