Claims
- 1. A dye of Formula (1): ##STR22## wherein: D is a group of Formula (2): ##STR23## or a group of Formula (3): ##STR24## or a group of Formula (4): ##STR25## or a group of Formula (4C): ##STR26## R.sup.1 is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted;
- R.sup.2 is optionally substituted C.sub.7-20 -alkyl; or
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.3 is alkyl, alkenyl or aralkyl each of which may be optionally substituted, --SO.sub.2 alkyl, --SO.sub.2 aryl or --COR in which R is --H or alkyl, phenyl, cycloalkyl or aralkyl each of which may be optionally substituted or --H; and
- R.sup.4 is an electron withdrawing group;
- R.sup.6 is optionally substituted C.sub.1-6 -alkyl; or
- R.sup.1 and R.sup.6 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 each independently is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted or --H;
- W is oxygen or sulphur;
- Z is N--R.sup.11 in which R.sup.11 is --H or optionally substituted alkyl or aryl;
- Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups;
- Ring B is unsubstituted or substituted by from 1 to 3 groups;
- provided that when R.sup.1 and R.sup.2 are both n-octyl, Ring A is unsubstituted, and also provided that:
- (a) when D is a group of Formula (2) and R.sup.1 and R.sup.2 are both allyl that R.sup.4 is not --CN; and
- (b) when D is a group of Formula (3) that R.sup.1 and R.sup.6 are different, R.sup.1 represents unsubstituted alkyl, cycloalkyl or alkenyl, and R.sup.6 represents unsubstituted alkyl; or
- (c) at least one of R.sup.1 and R.sup.6 is branched chain alkyl.
- 2. A dye according to claim 1 in which
- D is a group of Formula (3);
- R.sup.3 is --H, C.sub.1-4 -alkyl, C.sub.2-3 -alkenyl or phenylC.sub.1-3 -alkyl;
- R.sup.4 is --CN, --SO.sub.2 F, --COOR.sup.5, --CON(R.sup.5).sub.2, --SO.sub.2 R.sup.5 in which R.sup.5 is --H, C.sub.1-8 -alkyl, C.sub.4-8 -cycloalkyl, phenyl, C.sub.2-3 -alkenyl or phenylC.sub.1-3 -alkyl;
- R.sup.6 is C.sub.1-6 -alkyl;
- W is oxygen;
- Ring A is unsubstituted or is substituted in the 2-position.
- 3. A dye according to claim 2 in which R.sup.3 is --H, R.sup.4 is --CN and W is oxygen.
- 4. A synthetic textile material selected from the group consisting of polyester, polyamide, polyurethane elastomers, cellulose acetate and triacetate and blends containing polyester-cotton, polyester-wool and polyester-viscose when dyed with any of the dyes of claim 1 or mixtures thereof.
- 5. A mixture of two or more dyes of Formula (1): ##STR27## wherein D is a group of Formula (2): ##STR28## or a group of Formula (3): ##STR29## or a group of Formula (4): ##STR30## or a group of Formula (4C): ##STR31## R.sup.1 is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted;
- R.sup.2 is optionally substituted C.sub.7-20 -alkyl; or
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.3 is alkyl, alkenyl or aralkyl each of which may be optionally substituted or --COR in which R is --H or alkyl, phenyl, cycloalkyl or aralkyl each of which may be optionally substituted or --H;
- R.sup.4 is an electron withdrawing group; and
- R.sup.6 is unsubstituted C.sub.1-6 -alkyl; or
- R.sup.1 and R.sup.6 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- provided that when D is a group of Formula (3), R.sup.1 represents unsubstituted alkyl, cycloalkyl, aryl, alkenyl or aralkyl
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 each independently is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted or --H;
- W is oxygen or sulphur;
- Z is N--R.sup.11 in which R.sup.11 is --H or optionally substituted alkyl;
- Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups; and
- Ring B is unsubstituted or substituted by from 1 to 3 groups.
- 6. A mixture of one or more dyes of Formula (1): ##STR32## and one or more different dyes of Formula (11): ##STR33## wherein: D is a group of Formula (2): ##STR34## or a group of Formula (3): ##STR35## or a group of Formula (4): ##STR36## or a group of Formula (4C): ##STR37## R.sup.1 is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted;
- R.sup.2 is optionally substituted C.sub.7-20 -alkyl; or
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.3 is alkyl, alkenyl or aralkyl each of which may be optionally substituted or --COR in which R is --H or alkyl, phenyl, cycloalkyl or aralkyl each of which may be optionally substituted or --H; and
- R.sup.4 is an electron withdrawing group;
- R.sup.6 is unsubstituted C.sub.1-6 -alkyl; or
- R.sup.1 and R.sup.6 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- provided that when D is a group of Formula (3), R.sup.1 represents unsubstituted alkyl, cycloalkyl, aryl, alkenyl or aralkyl
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 each independently is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted or --H;
- W is oxygen or sulphur;
- Z is N--R.sup.11 in which R.sup.11 is --H or optionally substituted alkyl;
- Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups; and
- Ring B is unsubstituted or substituted by from 1 to 3 groups;
- R.sup.12 and R.sup.14 are each independently alkyl, alkenyl, alkoxyalkyl, alkenyloxyalkyl, aryloxyalkyl, aralkyl, alkoxycarbonylalkyl or aryloxyalkoxycarbonylalkyl; and
- R.sup.13 is --H, alkyl, alkenyl, aralkyl, alkoxycarbonylalkyl, aryloxyalkoxycarbonylalkyl or cyanoalkyl.
- 7. A mixture of two or more pyrrolidone dyes of Formula (11): ##STR38## Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups;
- W is oxygen or sulphur;
- R.sup.4 is an electron withdrawing group;
- R.sup.12 and R.sup.14 are each independently alkyl, alkenyl, alkoxyalkyl, alkenyloxyalkyl, aryloxyalkyl, aralkyl, alkoxycarbonylalkyl or aryloxyalkoxycarbonylalkyl; and
- R.sup.13 is --H, alkyl, alkenyl, aralkyl, alkoxycarbonylalkyl, aryloxyalkoxycarbonylalkyl or cyanoalkyl.
- 8. A mixture of dyes comprises two or more dyes of Formula (11) ##STR39## in which W is oxygen, R.sup.4 is --CN, R.sup.13 is --H, R.sup.12 is n--C.sub.3 H.sub.7, n--C.sub.4 H.sub.9 or n--C.sub.5 H.sub.11 and R.sup.14 is --(CH.sub.2).sub.3 phenyl, n--C.sub.3 H.sub.7, n--C.sub.4 H.sub.9 or n--CH.sub.5 H.sub.11.
- 9. A process for the coloration of synthetic textile materials or fibre blends thereof which comprises applying to the synthetic textile material a dye of Formula (1) or mixtures thereof: ##STR40## wherein: D is a group of Formula (2): ##STR41## or a group of Formula (3): ##STR42## or a group of Formula (4): ##STR43## or a group of Formula (4C): ##STR44## R.sup.1 is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted;
- R.sup.2 is optionally substituted C.sub.7-20 -alkyl; or
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.3 is alkyl, alkenyl or aralkyl each of which may be optionally substituted or --COR in which R is --H or alkyl, phenyl, cycloalkyl or aralkyl each of which may be optionally substituted or --H; and
- R.sup.4 is an electron withdrawing group;
- R.sup.6 is optionally substituted C.sub.1-6 -alkyl; or
- R.sup.1 and R.sup.6 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 each independently is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted or --H;
- W is oxygen or sulphur;
- Z is N--R.sup.11 in which R.sup.11 is --H or optionally substituted alkyl;
- Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups;
- Ring B is unsubstituted or substituted by from 1 to 3 groups;
- provided (a) that when D is a group of Formula (2) and R.sup.1 and R.sup.2 are both allyl that R.sup.4 is not --CN or (b) that when D is a group of Formula (3) that R.sup.1 and R.sup.6 are different, R.sup.1 represents unsubstituted alkyl, cycloalkyl or alkenyl, and R.sup.6 represents unsubstituted alkyl or (c) that at least one of R.sup.1 and R.sup.6 is branched chain alkyl and provided further that when R.sup.1 and R.sup.2 are both n-octyl, Ring A is unsubstituted.
- 10. A process for the coloration of synthetic textile materials of fibre blends thereof which comprises applying to the synthetic textile material a mixture which comprises applying to the synthetic textile material a mixture of dyes of Formula (1) and Formula (11): ##STR45## wherein: D is a group of Formula (2): ##STR46## or a group of Formula (3): ##STR47## or a group of Formula (4): ##STR48## or a group of Formula (4C): ##STR49## R.sup.1 is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted;
- R.sup.2 is optionally substituted C.sub.7-20 -alkyl; or
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- R.sup.3 is alkyl, alkenyl or aralkyl each of which may be optionally substituted or --COR in which R is --H or alkyl, phenyl, cycloalkyl or aralkyl each of which may be optionally substituted or --H;
- R.sup.4 is an electron withdrawing group; and
- R.sup.6 is unsubstituted C.sub.1-6 -alkyl; or
- R.sup.1 and R.sup.6 together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino ring;
- provided that when D is a group of Formula (3), R.sup.1 is unsubstituted;
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 each independently is alkyl, cycloalkyl, aryl, alkenyl or aralkyl each of which may be optionally substituted or --H;
- W is oxygen or sulphur;
- Z is N--R.sup.11 in which R.sup.11 is --H or optionally substituted alkyl;
- Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups; and
- Ring B is unsubstituted or substituted by from 1 to 3 groups;
- R.sup.12 and R.sup.14 are each independently alkyl, alkenyl, alkoxyalkyl, alkenyloxyalkyl, aryloxyalkyl, aralkyl, alkoxycarbonylalkyl or aryloxyalkoxycarbonylalkyl; and
- R.sup.13 is --H, alkyl, alkenyl, aralkyl, alkoxycarbonylalkyl, aryloxyalkoxycarbonylalkyl or cyanoalkyl.
- 11. A process for the coloration of synthetic textile materials or fibre blends thereof which comprises applying to the synthetic textilen material a mixture of dyes of Formula (11): ##STR50## Ring A is unsubstituted apart from the --NR.sup.1 R.sup.2 group or is substituted by from 1 to 4 further groups;
- W is oxygen or sulphur;
- R.sup.4 is an electron withdrawing group;
- R.sup.12 and R.sup.14 are each independently alkyl, alkenyl, alkoxyalkyl, alkenyloxyalkyl, aryloxyalkyl, aralkyl, alkoxycarbonylalkyl or aryloxyalkoxycarbonylalkyl; and
- R.sup.13 is --H, alkyl, alkenyl, aralkyl, alkoxycarbonylalkyl, aryloxyalkoxycarbonylalkyl or cyanoalkyl.
- 12. A process according to any one of claims 10 to 11 in which the synthetic textile material is a polyester or fibre blend thereof.
Priority Claims (4)
Number |
Date |
Country |
Kind |
9223208 |
Nov 1992 |
GBX |
|
9301374 |
Jan 1993 |
GBX |
|
9312203 |
Jun 1993 |
GBX |
|
9312206 |
Jun 1993 |
GBX |
|
Parent Case Info
This is a continuation of application Ser. No. 08/432,203, filed May 3, 1995, now U.S. Pat. No. 5,660,598, a 371 national phase filing based on PCT/GB93/02158, filed Oct. 20, 1993.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3013013 |
Carboni |
Dec 1961 |
|
4845235 |
Matumoto |
Jul 1989 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
0 327 077 A1 |
Aug 1989 |
EPX |
Continuations (1)
|
Number |
Date |
Country |
Parent |
432203 |
May 1995 |
|