GB519437A - Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom - Google Patents

Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom

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Publication number
GB519437A
GB519437A GB2766938A GB2766938A GB519437A GB 519437 A GB519437 A GB 519437A GB 2766938 A GB2766938 A GB 2766938A GB 2766938 A GB2766938 A GB 2766938A GB 519437 A GB519437 A GB 519437A
Authority
GB
United Kingdom
Prior art keywords
mixture
reacted
reacting
hydroxynaphthoic acid
hydroxynaphthoic
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
GB2766938A
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 GB2766938A priority Critical patent/GB519437A/en
Publication of GB519437A publication Critical patent/GB519437A/en
Expired legal-status Critical Current

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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
    • C09B29/10Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

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

Abstract

519,437. Dyestuff intermediates ; dyeing. KERSHAW, A., SAUNDERS, K. H., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. Sept. 22, 1938, No. 27669. [Classes 2 (iii) and 15 (ii)] New arylamides for producing insoluble azo dyes on the fibre are made by interacting aminoarylpyridines with o-hydroxyaryl carboxylic acids, e.g., 2:3-hydroxynaphthoic acid, 6 - bromo - and 6 - methoxy - 2:3 - hydroxynaphthoic acids, 2:3-hydroxycarbazole carboxylic acid, 2:3-hydroxydiphenylene oxide carboxylic acid and 2:3-hydroxyanthracene carboxylic acid. In examples, (1) the mixture of isomeric 4-aminophehylpyridiries made by reacting pyridine with diazotised p-nitraniline and reducing (Specification 518,886) is reacted with 2:3-hydroxynaphthoic acid or 2-hydroxycarbazole-3-carboxylic acid in presence of phosphorus trichloride, (2) the mixture of isomeric 4 - amino - 3 - methylphenylpyridines made by diazotizing 1-amino-4-acetamino-3- methylbenzene, reacting with pyridine, and de-acetylating the product is reacted with 2:3-hydroxynaphthoic acid ; (3) the mixture of isomeric 4-aminophenyl-alpha-picolines made by reacting diazotized p-nitraniline with alpha-picoline and reducing is reacted with 2:3-hydroxynaphthoic acid, (4) the mixture of isomeric 2 - nitro - 4 - aminophenylpyridines made by nitrating the mixture of 4-aminopyridines made by the process of Specification 518,886, is reacted with 2:3-hydroxynaphthoic acid (5) the mixture of 2-methoxyaminophenylpyridines made by reacting pyridine with diazotized o-anisidine, nitrating, and reducing is reacted with 2:3-hydroxynaphthoic acid, and (6) 2:5-dichloraminophenylpyridine, made by reacting diazotized 2:5-dichloraniline with pyridine, nitrating, and reducing is reacted with 2:3-hydroxynaphthoic acid. In a further example, cotton is impregnated with the arylamide ' mixture obtained according to example (1) and immersed in a bath containing diazotized 5-nitro-2-aminoanisole ; bluish-red dyeings are obtained. The shades produced by developing with diazo compounds of ochloraniline, m-chloraniline, 4-chlor-2-aminoanisole, 5-chlor-2-aminotoluene, 2:5-dichloraniline, 4-benzoylamino-2:5-diethoxyaniline and 4-nitro-2-aminoanisole are tabulated.
GB2766938A 1938-09-22 1938-09-22 Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom Expired GB519437A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2766938A GB519437A (en) 1938-09-22 1938-09-22 Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2766938A GB519437A (en) 1938-09-22 1938-09-22 Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom

Publications (1)

Publication Number Publication Date
GB519437A true GB519437A (en) 1940-03-27

Family

ID=10263348

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2766938A Expired GB519437A (en) 1938-09-22 1938-09-22 Process for the manufacture of dyestuff intermediates and of azo dyestuffs insoluble in water therefrom

Country Status (1)

Country Link
GB (1) GB519437A (en)

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