USRE45686EActiveUtilityPatentIndex 50
Disperse dyes, their preparation and their use
Est. expiryOct 27, 2026(~0.3 yrs left)· nominal 20-yr term from priority
C09B 29/0085C09B 29/0059C09B 29/0816C09B 29/0081C09B 29/3643C09B 31/043C09B 29/08C09B 29/06
50
PatentIndex Score
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Cited by
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References
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Claims
Abstract
The present invention provides dyes of the general formula (I) where D, R 1 to R 7 and n are each as defined in claim 1, processes for their preparation and their use.
Claims
exact text as granted — not AI-modifiedWe claim:
1. A dye of the formula (I)
where
D is the radical of a diazo component represents a group of the formula (IIa)
where
T 1 and T 2 independently are hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, —SO 2 (C 1 -C 6 )-alkyl, —SO 2 aryl, cyano, halogen or nitro; and
T 4 and T 3 independently are hydrogen, halogen, trifluoromethyl, cyano, —SCN, —SO 2 CH 3 or nitro;
although at least one of T 1 , T 2 , T 3 and T 4 is not hydrogen;
or represents a group of the formula (IIb)
where
T 5 and T 5′ independently are hydrogen or halogen; and
T 6 is hydrogen, —SO 2 CH 3 , —SCN, (C 1 -C 4 )-alkoxy, halogen or nitro;
although at least one of T 5 , T 5′ and T 6 is not hydrogen;
or represents a group of the formula (IIc)
where
T 12 is hydrogen or halogen;
or represents a group of the formula (IId)
where
T 7 is nitro, —CHO, cyano, —COCH 3 or a group of the formula
where T 10 is hydrogen, halogen, nitro or cyano;
T 8 is hydrogen, (C 1 -C 6 )-alkyl or halogen; and
T 9 is nitro, cyano, —COCH 3 or —COOT 11 ; where T 11 is (C 1 -C 4 )-alkyl;
or represents a group of the formula (IIe)
where T 7 and T 8 are each as defined above;
or represents a group of the formula (IIf)
where T 13 is phenyl or S-(C 1 -C 4 )-alkyl;
R 1 is hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C 1 -C 6 )-alkyl, —NHCOaryl, —NHSO 2 (C 1 -C 6 )-alkyl or —NHSO 2 aryl;
R 2 is hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, phenoxy or halogen;
R 3 is hydrogen, (C 1 -C 6 )-alkyl, substituted (C 1 -C 6 )-alkyl, (C 3 -C 4 )-alkenyl or substituted (C 3 -C 4 )-alkenyl;
or R 2 and R 3 combine to form the radical —C*H(CH 3 )CH 2 C(CH 3 ) 2 —, where the carbon atom marked by * is attached to the phenyl nucleus;
R 4 is hydrogen, (C 1 -C 6 )-alkyl or phenyl;
R 5 is (C 1 -C 6 )-alkyl or substituted (C 1 -C 6 )-alkyl;
R 6 is hydrogen or (C 1 -C 6 )-alkyl;
R 7 is hydrogen, (C 1 -C 6 )-alkyl or phenyl; and
n 0, 1, 2 or 3;
although the compounds of the formulae
shall be excluded.
2. The dye as claimed in claim 1 , wherein D represents a group of the formula (IIa)
where
T 1 and T 2 independently are hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 4 )-alkoxy, —SO 2 (C 1 -C 6 )-alkyl, —SO 2 aryl, cyano, halogen or nitro; and
T 4 and T 3 independently are hydrogen, halogen, trifluoromethyl, cyano, —SCN, —SO 2 CH 3 or nitro;
although at least one of T 1 , T 2 , T 3 and T 4 is not hydrogen;
or represents a group of the formula (IIb)
where
T 5 and T 5′ independently are hydrogen or halogen; and
T 6 is hydrogen, —SO 2 CH 3 , —SCN, (C 1 -C 4 )-alkoxy, halogen or nitro;
although at least one of T 5 , T 5′ and T 6 is not hydrogen;
or represents a group of the formula (IIc)
where
T 12 is hydrogen or halogen;
or represents a group of the formula (IId)
where
T 7 is nitro, —CHO, cyano, —COCH 3 or a group of the formula
where T 10 is hydrogen, halogen, nitro or cyano;
T 8 is hydrogen, (C 1 -C 6 )-alkyl or halogen; and
T 9 is nitro, cyano, —COCH 3 or —COOT 11 ; where T 11 is (C 1 -C 4 )-alkyl;
or represents a group of the formula (IIe)
where T 7 and T 8 are each as defined above;
or represents a group of the formula (IIf)
where T 13 is phenyl or S—(C 1 -C 4 )-alkyl.
3. The dye as claimed in claim 1 , wherein
R 1 is hydrogen, chlorine, methyl, ethyl, methoxy, hydroxyl, ethoxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino or phenylsulfonylamino;
R 2 is hydrogen, chlorine, methyl, ethyl, methoxy, ethoxy or phenoxy;
R 3 is hydrogen, methyl, ethyl, propyl, butyl, benzyl, phenylethyl, phenoxyethyl, methoxyethyl, cyanoethyl, —C 2 H 4 OCOCH 3 , —C 2 H 4 OCOC 2 H 5 , —C 2 H 4 COOCH 3 , —C 2 H 4 COOC 2 H 5 or allyl;
R 4 and R 7 are hydrogen, methyl or phenyl;
R 5 is methyl or ethyl;
R 6 is hydrogen or methyl; and
n is 0 or 1;
although the compounds of the formulae
shall be excluded.
4. The dye as claimed in claim 2 , wherein
R 1 is hydrogen, chlorine, methyl, ethyl, methoxy, hydroxyl, ethoxy, acetylamino, propionylamino, benzoylamino, methylsulfonylamino, ethylsulfonylamino or phenylsulfonylamino; R 2 is hydrogen, chlorine, methyl, ethyl, methoxy, ethoxy or phenoxy; R 3 is hydrogen, methyl, ethyl, propyl, butyl, benzyl, phenylethyl, phenoxyethyl, methoxyethyl, cyanoethyl, —C 2 H 4 OCOCH 3 , —C 2 H 4 OCOC 2 H 5 , —C 2 H 4 COOCH 3 , —C 2 H 4 COOC 2 H 5 or allyl; R 4 and R 7 are hydrogen, methyl or phenyl; R 5 is methyl or ethyl; R 6 is hydrogen or methyl; and n is 0 or 1; although the compounds of the formulae
shall be excluded.
5. The dye according to claim 1 , conforming to the wherein in the dye of formula (I) is a dye of formula (Ia)
where T 1 to T 4 , R 1 to R 7 and n are each as defined in claim 1 , although the compounds of the formulae
shall be excluded.
6. The dye as claimed in claim 5 , wherein
R 1 is acetylamino, propionylamino, benzoylamino or methylsulfonylamino;
R 2 is hydrogen, chlorine, methoxy or ethoxy;
R 3 is hydrogen, methyl, ethyl, allyl or benzyl;
R 4 is hydrogen or methyl;
R 5 methyl or ethyl;
R 6 is hydrogen or methyl and
R 7 is hydrogen, methyl or phenyl.
7. The dye as claimed in claim 5 , conforming to the formula (Iaa)
where
T 1 is hydrogen, nitro or methyl;
T 2 is hydrogen, nitro or chlorine;
T 3 is hydrogen, cyano, chlorine or bromine;
T 4 is hydrogen, cyano, nitro, chlorine, bromine or trifluoromethyl;
R 1 is hydrogen, hydroxyl, chlorine, methyl, acetylamino, propionylamino, benzoylamino or methylsulfonylamino;
R 2 is hydrogen, chlorine, methyl, phenoxy, methoxy or ethoxy;
R 3 is hydrogen, methyl, ethyl, butyl, benzyl, phenylethyl, phenoxyethyl or allyl;
R 5 is methyl or ethyl; and
R 4 and R 7 are hydrogen, methyl or phenyl;
although the compounds of the formulae
shall be excluded.
8. The dye as claimed in claim 7 , wherein T 3 is chlorine or bromine and R 1 is hydrogen or methyl.
9. A process for preparing a dye of the formula (I) as claimed in claim 1 , which comprises diazoting a compound of the formula (III)
D-NH 2 (III)
where D is as defined in claim 1 , and coupling onto a compound of the formula (IV)
where R 1 to R 7 and n are each as defined in claim 1 .
10. A process for dyeing and printing a hydrophobic material which comprises contacting the material with the dye as claimed in claim 1 .
11. An ink for digital textile printing by the ink jet process, comprising the dye of the formula (I) as claimed in claim 1 .
12. An ink for digital textile printing by the ink jet process, comprising the dye of the formula (I) as claimed in claim 8 .Cited by (0)
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