GB944513A - New water-insoluble dyestuffs of the phthaloylacridone series - Google Patents

New water-insoluble dyestuffs of the phthaloylacridone series

Info

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
Application number
GB4196560A
Inventor
David Crawford Eaton
Francis Irving
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB4196560A priority Critical patent/GB944513A/en
Publication of GB944513A publication Critical patent/GB944513A/en
Expired legal-status Critical Current

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.
GB4196560A 1960-12-06 1960-12-06 New water-insoluble dyestuffs of the phthaloylacridone series Expired GB944513A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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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