Disperse Azo Dyes

Patent metadata

Field	Value
Publication number	US-2020199813-A1
Application number	US-201816620698-A
Country	US
Kind code	A1
Filing date	May 15, 2018
Priority date	Jun 28, 2017
Publication date	Jun 25, 2020
Grant date	—

Abstract

to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.

First claim

1 . A dye of formula

wherein
R 1 is bromo, nitro, cyano, methyl, methoxy or trifluoromethyl;
R 2 is hydrogen, chloro, bromo or trifluoromethyl;
R 3 is hydrogen, chloro, bromo, methoxy, trifluoromethyl, nitro or cyano; and
R 4 is methyl, ethyl, n-propyl, 2-methoxyethyl, methoxycarbonylmethyl or 2-methoxycarbonylethyl;
with the proviso that R 1 is cyano when R 2 is chloro or bromo, and R 1 is cyano or nitro when R 2 is trifluoromethyl.

2 . The dye of formula (1) according to claim 1 , wherein R 1 is cyano.

3 . The dye of formula (1) according to claim 2 , wherein R 2 is chloro.

4 . The dye of formula (1) according to claim 1 , wherein R 3 is hydrogen.

5 . The dye of formula (1) according to claim 1 , wherein R 4 is methyl, ethyl, methoxycarbonylmethyl or 2-methoxycarbonylethyl.

6 . A process for the preparation of the dye of formula (1) according to claim 1 , which comprises diazotising a compound of formula

and coupling the diazonium compound so obtained to a coupling component of formula

wherein R 1 , R 2 , R 3 and R 4 have the meanings given for formula (1) in claim 1 .

7 . A dye mixture comprising at least one dye of formula (1) according to claim 1 and at least one further dye selected from the group consisting of C.I. Disperse Blue 60, C.I. Disperse Blue 79:1, C.I. Disperse Blue 72:2, C.I. Disperse Blue 148, C.I. Disperse Blue 149, C.I. Disperse Blue 165, C.I. Disperse Blue 165:1, C.I. Disperse Blue 207, C.I. Disperse Blue 284, C.I. Disperse Blue 295, C.I. Disperse Blue 316, C.I. Disperse Blue 337, C.I. Disperse Blue 354, C.I. Disperse Blue 366, C.I. Disperse Blue 367, C.I. Disperse Blue 368, C.I. Disperse Blue 376, C.I. Disperse Blue 378, C.I. Disperse Blue 380, C.I. Disperse Green 9, C.I. Disperse Violet 107, the compounds of formulas (101)-(179) described in WO 2014/016072, the compounds of formulas (101)-(106) described in WO 2009/013122 and the compounds of formulas II-2, II -3, II-4 and III-1-III-8 described in CN 101955691.

8 . A process for dyeing or printing semi-synthetic or synthetic hydrophobic fibre material which comprises applying to or incorporating into the hydrophobic fibre material at least one dye of formula (1) according to claim 1 or the dye mixture according to claim 7 .

9 . A process according to claim 8 , wherein the hydrophobic fibre material contains polyester fibres.

10 . A material dyed or printed according to either claim 8 or claim 9 .

Assignees

• Huntsman Int Llc

Inventors

• Lauk Urs
• Nowack Patric
• Dreier Romeo

Classifications

• C09B67/0041

  mixtures containing one azo dye · CPC title

• C09B29/0815

  substituted by -C(=O)- · CPC title

• C09B29/0813

  substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl) · CPC title

• C09B29/0003 Primary

  from diazotized anilines · CPC title

• C09B67/0051

  mixture of two or more monoazo dyes · CPC title