GB750969A - Improvements in or relating to pigment dyestuffs of the anthraquinone series - Google Patents

Improvements in or relating to pigment dyestuffs of the anthraquinone series

Info

Publication number
GB750969A
GB750969A GB13906/54A GB1390654A GB750969A GB 750969 A GB750969 A GB 750969A GB 13906/54 A GB13906/54 A GB 13906/54A GB 1390654 A GB1390654 A GB 1390654A GB 750969 A GB750969 A GB 750969A
Authority
GB
United Kingdom
Prior art keywords
diamino
anthraquinone
diacylated
followed
chloride
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
GB13906/54A
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of GB750969A publication Critical patent/GB750969A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/542—Anthraquinones with aliphatic, cycloaliphatic, araliphatic or aromatic ether groups
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises pigment dyes of the formula:-<FORM:0750969/IV(c)/1> wherein R is unsubstituted or substituted alkyl, aralkyl, or aryl and X is the radical of an aromatic carboxylic acid. R is preferably alkyl of 1-8 carbon atoms, phenyl, or benzyl, and X is preferably benzoyl. They are prepared from the 1.4-diamino bodies by monoacylation of by diacylation followed by partial saponification, with concentrated sulphuric acid, followed by working up into pigment dyestuff form by the usual mechanical process if desired, with incorporation of a dispersing agent. In examples, (1) 1, 4-diamino-2-ethoxy-anthraquinone is diacylated with p-toluic acid chloride in chlorobenzene, and the product partially saponified with sulphuric acid: (2) 1, 4-diamino-2-methoxy anthraquinone is similarly diacylated with benzoyl chloride and partially saponified; (3) 1, 4-diamino-2-methoxy-anthraquinone is monoacylated with benzoyl chloride; (4) 1, 4-diamino-2-butoxy-anthraquinone is diacylated with m- or o-chlorbenzoyl chloride, followed by partial saponification with sulphuric acid; (5) 1, 4-diamino-2-methoxy anthraquinone is diacylated with pyrene-3-carboxylic acid chloride, followed by partial saponification with sulphuric acid. A list of additional starting materials is given. Examples are given of the use of the products in colouring paper, in colouring regenerated cellulose fibres in the spinning mass, and in printing textiles.
GB13906/54A 1953-05-13 1954-05-12 Improvements in or relating to pigment dyestuffs of the anthraquinone series Expired GB750969A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH750969X 1953-05-13

Publications (1)

Publication Number Publication Date
GB750969A true GB750969A (en) 1956-06-20

Family

ID=4533871

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13906/54A Expired GB750969A (en) 1953-05-13 1954-05-12 Improvements in or relating to pigment dyestuffs of the anthraquinone series

Country Status (1)

Country Link
GB (1) GB750969A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1233819B (en) * 1961-08-31 1967-02-09 Eastman Kodak Co Use of anthraquinone dyes for dyeing textiles made from polyesters or cellulose carboxylic acid esters
DE1284543B (en) * 1963-08-17 1968-12-05 Bayer Ag Process for the preparation of anthraquinone dyes

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1233819B (en) * 1961-08-31 1967-02-09 Eastman Kodak Co Use of anthraquinone dyes for dyeing textiles made from polyesters or cellulose carboxylic acid esters
DE1284543B (en) * 1963-08-17 1968-12-05 Bayer Ag Process for the preparation of anthraquinone dyes

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