US5721344A
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Ink compositions containing azo dyes for ink jet printing
Assignee: Ilford Imaging Switzerland GmbH
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Filing: 1996-07-19
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Granted: 1998-02-24
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Expires: 2016-07-19
Abstract
Abstract There is described novel azo dyes of formula (4) with high water solubility for use in aqueous inks, particularly for ink jet recording, which provide images having high water, smudge and light resistance <IMAGE> (4) wherein n, m are each independently 2 to 6; R is hydrogen or an aliphatic radical having from 1 to 6 atoms; M is hydrogen, a metal atom, preferentially an alkali metal, an ammonium or ammonium substituted with alkyl, alkoxyalkyl or hydroxyalkyl each having 1 to 12 C atoms and F represents a mono-azo or a poly-azo dye residue.
Inventors
- 👤 Kurt Baettig
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 04:32
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B43/00; C09B43/12; C09B43/136; C09B43/16
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
62 words
An azo dye of formula (4) ##STR9## where n,m are each independently 2 to 6; R is hydrogen or an aliphatic radical having from 1 to 6 C atoms; M is hydrogen or a metal atom, an ammonium or ammonium substituted with alkyl, alkoxyalkyl and hydroxyalkyl each having 1 to 12 C atoms; and F represents a mono-azo or poly-azo dye radical.
Claim 2
Dependent Claim
62 words
An azo dye of formula (4) ##STR9## where n,m are each independently 2 to 6; R is hydrogen or an aliphatic radical having from 1 to 6 C atoms; M is hydrogen or a metal atom, an ammonium or ammonium substituted with alkyl, alkoxyalkyl and hydroxyalkyl each having 1 to 12 C atoms; and F represents a mono-azo or poly-azo dye radical.
Claim 3
Dependent Claim
24 words
A dye according to claim 1 where M is an alkali metal and n, m, R and F are as defined in claim 1.
Claim 4
Dependent Claim
98 words
A dye of formula (20) according to claim 1 ##STR10## where n, m, R and M are as defined in claim 1; and B is a group represented by ##STR11## R 1 , R 2 are independently selected from hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, chloro, bromo, carboxy or sulfo; D 1 is phenyl or phenyl substituted once or twice by a substituent selected from the group consisting of alkyl, alkoxy, chloro, bromo, carboxy, sulfo or is naphthyl unsubstituted or substituted once or twice by sulfo; and p 1 is 0 or 1.
Claim 5
Dependent Claim
56 words
A dye of formula (21 ) according to claim 1 ##STR12## where n, m, R and M are as defined in claim 1 and D 1 and B are as defined in claim 3; and R 3 , R 4 are independently selected from hydrogen, alkyl or alkoxy or acylamino containing up to 3 C atoms.
Claim 6
Dependent Claim
74 words
A dye of formula (22) according to claim 1 ##STR13## where n, m, R and M are as defined in claim 1 and D 1 , B and p 1 are as defined in claim 3; and E is phenyl or phenyl substituted once or twice by a substituent selected from the group consisting of alkyl, alkoxy, chloro, bromo, carboxy, sulfo or is naphthyl unsubstituted or substituted once or twice by sulfo, hydroxy, amino.
Claim 7
Dependent Claim
67 words
A dye of formula (23) according to claim 1 ##STR14## where n, m, R and M are as defined in claim 1; and D 2 is phenyl or phenyl substituted once or twice by a substituent selected from the group consisting of alkyl, alkoxy, chloro, bromo, carboxy and sulfo or is naphthyl unsubstituted or substituted once or twice by sulfo; and P 2 is 0 or 1.
Claim 8
Dependent Claim
62 words
A dye of formula (24) according to claim 1 ##STR15## where n, m, R and M are as defined in claim 1; and R 5 is hydrogen, an alkyl of 1 to 6 C atoms, C2 to C6 substituted alkyl where the substituents are selected from carboxy, hydroxy, sulfo or R 5 is phenyl or phenyl substituted by methyl, chloro, bromo, sulfo.
Claim 9
Dependent Claim
43 words
A dye of formula (25) according to claim 1 ##STR16## where n, m, R and M are as defined in claim 1; and R 6 is CH 3 , COOH; R 7 , R 8 are independently selected from hydrogen, chloro, bromo, methyl.
Claim 10
Dependent Claim
75 words
A dye of formula (26) according to claim 1 ##STR17## where n, m, R and M are as defined in claim 1; and R 9 is hydrogen, alkyl or alkoxy containing up to 3 C atoms; R 10 is an alkyl of 1 to 8 C atoms; phenyl or phenyl substituted by one or more substituents selected from chloro, bromo, alkyl or alkoxy with 1 to 4 C atoms; and P2 is 0 or 1.
Claim 11
Dependent Claim
98 words
A dye of formula (27) according to claim 1 ##STR18## where n, m, R and M are as defined in claim 1; and R 11 is hydrogen, alkyl or alkoxy containing up to 3 C atoms; R 12 is an alkyl of 1 to 8 C atoms, C 1 to C 6 substituted alkyl where the substituents are selected from COOCH 3 , COOH, halogen or R 10 is phenyl or phenyl substituted by one or more substituents selected from chloro, bromo, C1-C4 alkyl or alkoxy or alkylcarbonylamino or alkylsulfonyl, pyridine; and P 3 is 0 or 1.
Claim 12
Dependent Claim
67 words
A dye of formula (28) according to claim 1 ##STR19## where n, m, R and M are as define8 in claim 1; and D 3 is phenyl or phenyl substituted once or twice by a substituent selected from sulfo, chloro, bromo, carboxy, alkyl or alkoxy; R 13 , R 14 are independently selected from hydrogen, ureido, alkyl or alkoxy or acylamino containing up to 3 C atoms.
Claim 13
Dependent Claim
82 words
A dye of formula (29) according to claim 1 ##STR20## where n, m, R and M are as defined in claim 1; and R 15 is hydrogen, alkyl or alkoxy containing up to 3 C atoms; R 16 is hydrogen, alkyl of 1to 6 C atoms, C2 to C6 substituted alkyl where the substituents are selected from CN, COOH, OH, COOCH 3 , COOCH 2 CH 3 , COCH 3 or R 14 is phenyl or phenyl substituted by methyl, chloro, bromo.
Claim 14
Dependent Claim
85 words
A dye of formula (30) according to claim 1 ##STR21## where n, m, R and M are as defined in claim 1; and R 17 , R 18 are independently selected from hydrogen, ureido, alkyl or alkoxy or acylamino containing up to 3 C atoms; P 4 is 1, 2 or 3 and the substitution pattern is selected from 4,8/ 5,7/6,8/1,5/ 3,6,8 or 4,6,8, and in a case where p 4 is 1, SO 3 H is also in position 1 or 4 to 8.
Claim 15
Dependent Claim
38 words
A dye according to claim 1 where n,m are identical and are selected from 2 to 4; R is hydrogen; M is as defined in claim 2 and F is as set forth in claims 3 to 13.
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