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US4654045A
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Process for preparation of concentrated anionic red dye solutions
Assignee: YORKSHIRE GROUP PLC
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Filing: 1986-01-30
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Granted: 1987-03-31
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Expires: 2006-01-30
Abstract
Abstract The present invention is a process for the preparation of concentrated anionic red dye solutions which are storage stable. The process allows manufacture of a solution of a dye having the formula: ##STR1## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ), or --CF 3 ; R 2 is --H, --Cl or ##STR2## and R 3 is lower alkyl M is ##STR3## wherein R 4 and R 5 are --H or --CH 3 independently and m+n+q≦9, but >0, by reacting a dye having the structure: ##STR4## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ), or --CF 3 ; R 2 is --H, --Cl or ##STR5## wherein R 3 is lower alkyl, and X is NH(R 6 ) 3 , wherein R 6 is H or a lower alkyl, in a mixture of water and a water soluble organic solvent with a polyhydroxyalkoxyalkylamine having the structure: ##STR6## under conditions which cause expulsion of the volatile amine N(R 6 ) 3 .
Inventors
- 👤 Jay E. Rowe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 19:24
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0071; C09B67/0072; C09B67/0073; C09B69/00; C09B69/02; C09B69/04; C09B69/045; Y; Y10; Y10S; Y10S8/00; Y10S8/92; Y10S8/924
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
205 words
A process for the preparation of a concentrated solution of an anionic monosulfonic red monoazo dye having the Structure I: ##STR20## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ) or --CF 3 ; R 2 is --H, --Cl or ##STR21## and R 3 is lower alkyl; M is ##STR22## wherein R 4 and R 5 are --H or --CH 3 independently and m+n+q≦9, but >0, comprising reacting a dye having the structure: ##STR23## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ), or --CF 3 ; R 2 is --H, --Cl or ##STR24## wherein R 3 is lower alkyl, and X is NH(R 6 ) 3 , and R 6 is H or a lower alkyl, in a mixture of water and a water soluble oganic solvent with a polyhydroxyalkoxyalkylamine having the structure: ##STR25## under conditions which cause expulsion of the volatile amine N(R 6 ) 3 .
Claim 2
Dependent Claim
205 words
A process for the preparation of a concentrated solution of an anionic monosulfonic red monoazo dye having the Structure I: ##STR20## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ) or --CF 3 ; R 2 is --H, --Cl or ##STR21## and R 3 is lower alkyl; M is ##STR22## wherein R 4 and R 5 are --H or --CH 3 independently and m+n+q≦9, but >0, comprising reacting a dye having the structure: ##STR23## wherein R 1 is --SO 2 N(CH 2 CH 2 CH 2 CH 3 ) 2 , --SO 2 N(C 6 H 5 )(CH 2 CH 3 ), --SO 2 N(CH 3 )(C 6 H 11 ), or --CF 3 ; R 2 is --H, --Cl or ##STR24## wherein R 3 is lower alkyl, and X is NH(R 6 ) 3 , and R 6 is H or a lower alkyl, in a mixture of water and a water soluble oganic solvent with a polyhydroxyalkoxyalkylamine having the structure: ##STR25## under conditions which cause expulsion of the volatile amine N(R 6 ) 3 .
Claim 3
Dependent Claim
15 words
The process of claim 1, wherein said water soluble organic solvent is dipropyleneglycol monomethyl ether.
Claim 4
Dependent Claim
15 words
The process of claim 1, wherein said water soluble organic solvent is tripropyleneglycol monomethyl ether.
Claim 5
Dependent Claim
19 words
The process of claim 1, wherein said polyhydroxyalkoxyalkylamine is of the formula: ##STR26## wherein x+y+z is >0 and <4.
Claim 6
Dependent Claim
40 words
The process according to claim 1, wherein the initial dye has the structure: ##STR27## and the solution obtained contains the dye of the structure: ##STR28## wherein x+y+z is >0 and <4, and the water soluble solvent is dipropyleneglycol monomethyl ether.
Claim 7
Dependent Claim
14 words
The process according to claim 1, wherein the initial dye has the structure: ##STR29##
Claim 8
Dependent Claim
14 words
The process according to claim 1, wherein the initial dye has the structure: ##STR30##
Claim 9
Dependent Claim
14 words
The process according to claim 1, wherein the initial dye has the structure: ##STR31##
Claim 10
Dependent Claim
14 words
The process according to claim 1, wherein the initial dye has the structure: ##STR32##
Claim 11
Dependent Claim
24 words
The process of claim 1, wherein said water soluble organic solvents are by weight 5 to 50% of the composition, preferably 20 to 25%.
Claim 12
Dependent Claim
21 words
The process of claim 1, wherein said polyhydroxyalkoxyalkylamines are by weight 5 to 40% of the composition, preferably 10 to 20%.
Claim 13
Dependent Claim
20 words
The process of claim 1, wherein said initial dye is present in an amount by weight of 20 to 30%.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-03-30 | 1990-09-29 | 1991-03-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-30 | 1994-09-29 | 1995-03-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-30 | 1998-09-29 | 1999-03-31 | $7700.00 | Window Closed / Lapsed |