GB587134A - Improvements in dyes - Google Patents

Improvements in dyes

Info

Publication number
GB587134A
GB587134A GB17296/44A GB1729644A GB587134A GB 587134 A GB587134 A GB 587134A GB 17296/44 A GB17296/44 A GB 17296/44A GB 1729644 A GB1729644 A GB 1729644A GB 587134 A GB587134 A GB 587134A
Authority
GB
United Kingdom
Prior art keywords
amino
acetanilide
obtainable
hydroxyethyl
cellulose
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
GB17296/44A
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.)
Acordis UK Ltd
Original Assignee
British Celanese 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 British Celanese Ltd filed Critical British Celanese Ltd
Publication of GB587134A publication Critical patent/GB587134A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes

Abstract

Azo dyes are manufactured by coupling diazotized 6-nitro-2-aminobenzthiazole with a 3-acylamino-1-di-(hydroxyalkyl)-aminobenzene which may be substituted in the 6-position by alkoxy, alkyl, hydroxy or halogen. The products yield dischargeable blue dyeings on cellulose ester or ether textile materials such as cellulose acetate, propionate, butyrate, acetatepropionate and acetate-butyrate and ethyl and benzyl cellulose, e.g. from a bath containing the dyestuff dispersed by means of a dispersing agent, and also on some other textile materials, e.g. silk and wool. They may also be used for colouring solutions of cellulose derivatives, especially lacquers and spinning solutions, the latter yielding coloured products by shaping and setting in the form of filaments (e.g. by dry spinning), straws or films. Examples describe the production of dyestuffs from diazotized 6-nitro-2-aminobenzthiazole and (1) 1-di-(b -hydroxyethyl)-amino-3-acetanilide; (2) 1-di-(b -hydroxyethyl)-amino-6-methoxy-3-acetanilide, and the dyeing of cellulose acetate fabric with the products. Other coupling components specified are: 1-di-(b -hydroxyethyl)-amino-6-methyl-, -chloro- and-hydroxy-3-acetanilide, 1 - di - (b - hydroxypropyl) - amino - 3 - propionylaminobenzene and 1 - di - (b : g - di - hydroxypropyl) - amino - 3 - acetanilide. Specification 440,113 is referred to. 1 - Di - (b -hydroxyethyl)-amino-6-methyl- and -6-chloro-3-acetanilide are obtainable by the action of ethylene oxide on, respectively, 2-amino-4-acetylaminotoluene and 4-chloro-3-aminoacetanilide, the latter compound being obtainable by reduction of the corresponding nitro compound. 1 - Di - (b -hydroxypropyl) - amino-3-propionyl-aminobenzene is obtainable by the action of propylene oxide on 1-amino-3-propionylamino-benzene. 1 - Di - (b : g -dihydroxypropyl) - amino-3-acetanilide is obtainable by the action of glycide on monoacetyl-m-phenylenediamine.
GB17296/44A 1943-09-16 1944-09-11 Improvements in dyes Expired GB587134A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US587134XA 1943-09-16 1943-09-16

Publications (1)

Publication Number Publication Date
GB587134A true GB587134A (en) 1947-04-15

Family

ID=22018456

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17296/44A Expired GB587134A (en) 1943-09-16 1944-09-11 Improvements in dyes

Country Status (1)

Country Link
GB (1) GB587134A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2659719A (en) * 1951-06-23 1953-11-17 Eastman Kodak Co 2-amino-5-nitrothiazole azo dye compounds
US2683709A (en) * 1951-12-21 1954-07-13 Eastman Kodak Co 5-nitrothiazoleazo-nu, nu-substituted aniline-compounds
US2683708A (en) * 1951-12-21 1954-07-13 Eastman Kodak Co Azo compounds prepared from a 2-amino-5-nitrothiazole and an nu-monosubstituted aniline compound
US2746953A (en) * 1951-12-21 1956-05-22 Eastman Kodak Co 5-nitrothiazoleazoaniline compounds
US2771466A (en) * 1953-02-13 1956-11-20 Eastman Kodak Co 5-nitrothiazoleazo-n, n-disubstituted m-alkacylaminoaniline compounds
DE963176C (en) * 1954-07-05 1957-05-02 Basf Ag Process for the production of azo dyes
DE1019415B (en) * 1951-06-23 1957-11-14 Eastman Kodak Co Process for the preparation of monoazo dyes
DE1079758B (en) * 1951-12-21 1960-04-14 Eastman Kodak Co Process for the production of azo dyes
DE1109287B (en) * 1953-02-13 1961-06-22 Eastman Kodak Co Process for the preparation of monoazo dyes
US3057848A (en) * 1957-09-25 1962-10-09 Interchem Corp 2-amino-4, 6-dinitrobenzothiazole and azo dyestuffs therefrom
US3405118A (en) * 1965-12-21 1968-10-08 Du Pont 4-methoxy-6-nitrobenzothiazolylazo disperse dyes
US3532683A (en) * 1966-06-27 1970-10-06 Du Pont Cationic mono azo dyes for anionic fibers

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2659719A (en) * 1951-06-23 1953-11-17 Eastman Kodak Co 2-amino-5-nitrothiazole azo dye compounds
DE1019415B (en) * 1951-06-23 1957-11-14 Eastman Kodak Co Process for the preparation of monoazo dyes
US2683709A (en) * 1951-12-21 1954-07-13 Eastman Kodak Co 5-nitrothiazoleazo-nu, nu-substituted aniline-compounds
US2683708A (en) * 1951-12-21 1954-07-13 Eastman Kodak Co Azo compounds prepared from a 2-amino-5-nitrothiazole and an nu-monosubstituted aniline compound
US2746953A (en) * 1951-12-21 1956-05-22 Eastman Kodak Co 5-nitrothiazoleazoaniline compounds
DE1079758B (en) * 1951-12-21 1960-04-14 Eastman Kodak Co Process for the production of azo dyes
US2771466A (en) * 1953-02-13 1956-11-20 Eastman Kodak Co 5-nitrothiazoleazo-n, n-disubstituted m-alkacylaminoaniline compounds
DE1109287B (en) * 1953-02-13 1961-06-22 Eastman Kodak Co Process for the preparation of monoazo dyes
DE963176C (en) * 1954-07-05 1957-05-02 Basf Ag Process for the production of azo dyes
US3057848A (en) * 1957-09-25 1962-10-09 Interchem Corp 2-amino-4, 6-dinitrobenzothiazole and azo dyestuffs therefrom
US3405118A (en) * 1965-12-21 1968-10-08 Du Pont 4-methoxy-6-nitrobenzothiazolylazo disperse dyes
US3532683A (en) * 1966-06-27 1970-10-06 Du Pont Cationic mono azo dyes for anionic fibers

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