GB841927A - Improvements in or relating to a process for the production of disperse dyestuffs ofthe anthraquinone series - Google Patents

Improvements in or relating to a process for the production of disperse dyestuffs ofthe anthraquinone series

Info

Publication number
GB841927A
GB841927A GB12270/58A GB1227058A GB841927A GB 841927 A GB841927 A GB 841927A GB 12270/58 A GB12270/58 A GB 12270/58A GB 1227058 A GB1227058 A GB 1227058A GB 841927 A GB841927 A GB 841927A
Authority
GB
United Kingdom
Prior art keywords
anthraquinone
groups
esters
cellulose
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
Application number
GB12270/58A
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 GB841927A publication Critical patent/GB841927A/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
    • C09B1/51—N-substituted amino-hydroxy anthraquinone
    • 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
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl 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
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl 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
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/545—Anthraquinones with aliphatic, cycloaliphatic or araliphatic ether groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Cellulose esters, cellulose ethers, polyvinyl ethers and polyacrylonitriles may be dyed in the mass with dyestuffs of the formula:- <FORM:0841927/IV(a)/1> wherein A is an anthraquinone radical which may be further substituted by non-water-solubilizing groups, one B is hydrogen or alkyl and the other B is hydrogen, X is an alkyl group which may be substituted, cycloalkyl or aralkyl, n is one of the integers 1, 2, 3 or 4 and wherein the amino groups of the anthraquinone radical carrying the carboxyalkyl radicals are in the a - positions. In an Example (8), acetyl cellulose in acetone-methanol is dyed in the mass with 1-(21-carboxyethylamino)-2-bromo-4-phenylamino anthraquinone to give a bright blue mass which is spun.ALSO:Disperse dyestuffs of the anthraquinone series of the formula: <FORM:0841927/IV (c)/1> where A is an anthraquinone radical which may be substituted by groups other than water-solubilising groups, one B is hydrogen, methyl or ethyl and the other B is hydrogen, X is alkyl which may be substituted, cycloalkyl or aralkyl, n is 1, 2, 3 or 4, and where the amino groups carrying the carboxyalkyl radical are in the alpha positions of the anthraquinone radical, are made by reacting in sulphuric acid solution anthraquinone compounds having one or more primary amino groups in the alpha positions with alkylene-carboxylic acids with not more than 5 carbon atoms carrying in the alpha position a double bond capable of addition, or functional derivatives thereof such as amides, esters or nitriles, these reactants being in the proportions of at least one mol of acrylic compound per amino group to be reacted and at a reaction temperature of between 20 DEG and 130 DEG C., so that at least one primary amino group in the alpha position is reacted, and in esterifying the carboxylic acid group or groups of the resultant carboxy-alkylamino anthraquinone. When the anthraquinone compound contains exchangeable groups these may be exchanged for non-water-solubilizing groups after the reaction with the alkylene-carboxylic acid, in the case of exchangeable sulphonic acid groups before the esterification but with exchangeable non-water solubilizing groups before or after the esterification provided no saponification occurs. The dyestuffs dye or print fibres of cellulose esters, cellulose ethers, linear aromatic polyesters, polyamides, polyurethanes and polyvinyl esters orange, red, green, blue and violet shades and colour shaped articles of cellulose esters, cellulose ethers, polyvinyl esters and polyacrylonitrile in the mass. Many examples are given.
GB12270/58A 1957-04-18 1958-04-17 Improvements in or relating to a process for the production of disperse dyestuffs ofthe anthraquinone series Expired GB841927A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH841927X 1957-04-18

Publications (1)

Publication Number Publication Date
GB841927A true GB841927A (en) 1960-07-20

Family

ID=4541335

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12270/58A Expired GB841927A (en) 1957-04-18 1958-04-17 Improvements in or relating to a process for the production of disperse dyestuffs ofthe anthraquinone series

Country Status (4)

Country Link
CH (3) CH360748A (en)
DE (1) DE1127017B (en)
FR (1) FR1205501A (en)
GB (1) GB841927A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4097229A (en) 1976-05-26 1978-06-27 Ciba-Geigy Ag Methods for dyeing or printing using amino-anthraquinone reactive disperse dyes
US4115056A (en) 1975-05-26 1978-09-19 Ciba-Geigy Ag Methods for dyeing or printing using amino-anthraquinone reactive disperse dyes
WO2002076939A2 (en) * 2001-02-05 2002-10-03 Exegenics Inc. Cysteine protease inhibitors

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH437593A (en) * 1963-04-23 1967-06-15 Sandoz Ag Process for the preparation of dyes of the anthraquinone series
CH425715A (en) * 1965-03-05 1967-06-15 Sandoz Ag Process for dyeing or printing textile fibers made of synthetic polyamides with disperse dyes of the anthraquinone series
US4044029A (en) * 1975-05-26 1977-08-23 Ciba-Geigy Ag Amino-anthraquinone reactive disperse dyes
GB1557665A (en) * 1975-12-10 1979-12-12 Ici Ltd Process for the manufacture of a carboxyalkylamino anthraquinone compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR828581A (en) * 1936-11-04 1938-05-20 Ig Farbenindustrie Ag Process for preparing compounds of the anthraquinone series
FR848535A (en) * 1938-02-16 1939-10-31 Ig Farbenindustrie Ag Process for preparing n-substituted amino derivatives
CH216166A (en) * 1939-10-16 1941-08-15 Chem Ind Basel Process for the production of an anthraquinone derivative.

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115056A (en) 1975-05-26 1978-09-19 Ciba-Geigy Ag Methods for dyeing or printing using amino-anthraquinone reactive disperse dyes
US4097229A (en) 1976-05-26 1978-06-27 Ciba-Geigy Ag Methods for dyeing or printing using amino-anthraquinone reactive disperse dyes
WO2002076939A2 (en) * 2001-02-05 2002-10-03 Exegenics Inc. Cysteine protease inhibitors
WO2002076939A3 (en) * 2001-02-05 2003-10-16 Exegenics Inc Cysteine protease inhibitors

Also Published As

Publication number Publication date
CH357129A (en) 1961-09-30
CH360747A (en) 1962-03-15
DE1127017B (en) 1962-04-05
FR1205501A (en) 1960-02-03
CH360748A (en) 1962-03-15

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