Imperial Chemical Industries Limited

Brian R Fishwick

Violet Boyd

Brian Glover

David Boyd Baird

Robert D McClelland

Peter J Smith

Alan T Costello

Peter W Austin

Ronald Baker

Stewart R Korn

Susan M Bostock

Nigel Hughes

Colin William Greenhalgh

James Stanley Campbell

John L Leng

Michael Yelland

Arthur Quayle

David John Watson

John Murray Holland, Deceased

Ian Knowles Barben

Thomas Douglas Baron

A process for the manufacture of the heterocyclic compounds of the formula: ##STR1## wherein R is hydrogen, lower alkyl or phenyl, which comprises simultaneously decarboxylating and dinitrating a compound of the formula: ##STR2## wherein R has the meaning stated above, and finally hydrolyzing off the acyl group.

Process for manufacturing heterocyclic compounds

Disperse monoazo dyestuffs from 2,3-, 3,4- or 2,5-dicyanoanilines as diazo components and N,N-dialk(en)yl-anilines having an acylamino or alkoxycarbonyl group in the 3-position as coupling components. The dyestuffs give red shades on synthetic textile materials.

Disperse monoazo dyestuffs

Disperse monoazo dyes having the formula: ##STR1## wherein X represents chlorine or bromine, each of R.sup.1 and R.sup.2 independently represents alkyl or alkenyl and R.sup.3 represents hydrogen, alkyl or acylamino. The dyes give bright red shades on synthetic textile materials.

Disperse monoazo dyes, their preparation and their application to

Disperse monoazo dyestuffs of the formula: ##STR1## wherein X is lower alkyl, n is 1, 2 or 3, Z is hydrogen, lower alkyl or lower alkoxy, Y is hydrogen, lower alkyl, lower alkoxy, chlorine, bromine, --NHCOX.sup.1 or --NHSO.sub.2 X.sup.2, X.sup.1 is lower alkyl, lower alkoxy, amino or N-lower alkylamino, X.sup.2 is lower alkyl, A.sup.1 and A.sup.2 are each independently lower alkylene, and R.sup.2 and R.sup.3 are each independently lower alkyl or hydroxyalkyl containing from 2 to 4 carbon atoms, together with a process of manufacture and the use of such dyestuffs for the coloration of synthetic polymeric materials particularly polyesters.

The disperse monoazo dyestuffs of the formula: ##STR1## wherein T.sup.1 and T.sup.2 are each independently hydrogen or lower alkyl, Z is hydrogen, lower alkyl, or lower alkoxy, Y is hydrogen, lower alkyl, lower alkoxy, chlorine, bromine, --NHCOX.sup.1 or --NHSO.sub.2 X.sup.2, X.sup.1 is lower alkyl, lower alkoxy, amino or N-lower alkylamino, X.sup.2 is lower alkyl, A.sup.1 and A.sup.2 are each independently lower alkylene, R.sup.1 and R.sup.2 are each independently lower alkyl or hydroxyalkyl containing from 2 to 4 carbon atoms, and the benzene ring B can contain additional susbstituents apart from sulphonic acid groups, a process for the manufacture of the said dyestuffs, and their use for coloring synthetic textile materials in yellow to blue shades.

Disperse monoazo dyestuffs for coloring synthetic textile materials

Disperse monoazo dyestuffs, free from carboxylic and sulphonic acid groups, derived from 3,5-dinitro-2-amino thiophene as disazo component and an arylamine coupling component exhibit superior properties when used to give colorations to textile materials such as secondary cellulose acetate and cellulose triacetate, polyamide and aromatic polyester textile materials, said colorations having excellent fastness to light and to wet and dry heat treatments. The dyestuffs also have high tinctorial strength and excellent dyeing and build-up properties and produce depths of shade which are relatively independent of the dyebath pH, or the temperature of the dyebath or the liquor ratio of the dyebath.

Disperse monoazo dyestuffs derived from 3,5-dinitro-2-amino thiophene as

Process for the continuous coloration of aromatic polyester or cellulose triacetate textile materials and of unions of aromatic polyester with cellulose, by applying to the textile material for the polyester or triacetate a disperse azo dyestuff containing a single carboxylic acid ester group and at least two cyano groups, and for the cellulose component of a union a reactive or other dyestuff, followed by an alkaline rinse of the colored textile material.

Coloration process

Process for the continuous coloration of aromatic polyester or cellulose triacetate textile materials and of unions of aromatic polyester with cellulose, by applying to the textile material for the polyester or triacetate a disperse azo dyestuff containing a single carboxylic acid ester group and at least one group selected from primary, secondary or tertiary sulphamoyl or carbamoyl; imido (especially phthalimido), hydroxy, acyloxy, sulphone (especially alkylsulphonyl) and lactone groups, and for the cellulose component of a union a reactive or other dyestuff, followed by an alkaline rinse of the colored textile material.

Water-insoluble monoazo dyestuffs of the formula ##STR1## wherein R is optionally substituted lower alkyl or phenyl, X is .beta.-hydroxyethyl or .gamma.-chloro-.beta.-hydroxypropyl, and Y is lower alkyl, a process for the manufacture of the said dyestuffs and their use for coloring synthetic textile materials in particular aromatic polyester textile materials.

Water-insoluble monoazo dyestuffs which is a diazotized

A process for the coloration of aromatic polyester textile materials which comprises applying to the said textile materials by an aqueous dyeing, padding or printing process a disperse monoazo dyestuff, free from carboxylic acid and sulphonic acid groups, which, in one of the possible tautomeric forms, is represented by the formula: ##STR1## wherein A is phenyl or phenyl which contains at least one substituent selected from chlorine, bromine, nitro, cyano, trifluoromethyl, thiocyano, lower alkyl, lower alkoxy, lower alkylcarbonyl, lower alkylsulphonyl, lower alkylcarbonylamino, carbamoyl and N-lower alkyl and N:N-di lower alkyl derivatives thereof, sulphamoyl and N-lower alkyl and N:N-di lower alkyl derivatives thereof, sulphamato and N-lower alkyl and N:N-di lower alkyl derivatives thereof, lower alkoxycarbonyl, lower alkoxy lower alkoxycarbonyl, lower alkoxy lower alkoxy lower alkoxycarbonyl, hydroxy lower alkoxycarbonyl, hydroxy lower alkoxy lower alkoxycarbonyl, and lower alkoxycarbonyl lower alkyl. X is hydrogen, lower alkyl, carbamoyl, cyano, chlorine, bromine, nitroso, nitro, lower alkylcarbonyl, sulphamoyl, lower alkylsulphonyl, lower alkylcarbonylamino or lower alkoxycarbonyl; and Z is hydrogen or lower alkyl; And subsequently giving the colored textile material a treatment in an aqueous alkaline bath at a pH above 8 and at a temperature between 50.degree. and 85.degree. C, whereby the textile materials are colored in greenish-yellow to red shades possessing excellent fastness properties.

The disperse monoazo dyestuffs of the formula:- ##STR1## wherein U is hydrogen, chlorine, bromine, cyano, lower alkyl, lower alkoxy or a group of the formula --CONT.sup.1 T.sup.2, --COOT.sup.3 or --SO.sub.2 T.sup.3 ;

Process for manufacture of the heterocyclic compounds of the formula: ##STR1## wherein X is cyano, acyl, alkylsulphonyl, arylsulphonyl, optionally substituted alkoxycarbonyl, nitro, phenyl or sulphamoyl, and

Process for the manufacture of heterocyclic compounds

The compounds of the formula ##STR1## wherein X is a lower alkylsulphonyl, phenylsulphonyl, cyano, carbonamido, carboxylic acid or carboxylic acid ester group;

2-Aminothiophenes

The water-insoluble monoazo dyestuffs, free from sulphonic acid and carboxylic acid groups, which are of the formula: ##STR1## wherein Y is hydrogen, lower alkyl, optionally substituted phenyl or nitro; Z is nitro, cyano, optionally substituted phenyl, optionally substituted lower alkoxycarbonyl or carbonamido; T is hydrogen, optionally substituted lower alkyl or optionally substituted lower alkoxy; W is an acylamino group of the formula: ##STR2## wherein X.sup.1 is hydrogen or lower alkyl, X.sup.2 is hydrogen or an optionally substituted hydrocarbon or heterocyclic radical, and A is a direct link or --0-- or ##STR3## and R.sup.1 and R.sup.2 each independently represent a hydrogen atom or an optionally substituted alkyl radical or R.sup.1 and R.sup.2 together form with the nitrogen atom N a 5- or 6-membered nitrogen-containing heterocyclic ring, a process for the manufacture of the said dyestuffs by diazotization and coupling, and the use of the said dyestuffs for coloring synthetic textile materials, in particular aromatic polyester textile materials which they color in violet to green shades possessing excellent fastness to light, to wet treatments and to dry heat treatments.

Disperse monoazo dyestuffs containing a thiophene residue

Process for the coloration of aromatic polyester or cellulose triacetate textile materials which comprises applying to the said textile material by an aqueous dyeing, padding or printing process a disperse dyestuff which contains at least two carboxylic acid ester groups and subsequently giving the colored textile material a treatment in an aqueous solution of an alkali having a pH above 8 and at a temperature between 50.degree. and 85.degree. C, whereby the textile materials are colored in a wide variety of shades possessing very good to excellent fastness properties.

Growing community of inventors

Manchester, United Kingdom

Brian R Fishwick