US5304244A
Expired / Lapsed
US
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Zwitterionic pigments
Assignee: Clariant Finance BVI Ltd
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Filing: 1993-02-17
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Granted: 1994-04-19
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Expires: 2013-02-17
Abstract
Abstract Pigments of the formula Am-F-Rn, wherein each A is a monobasic or dibasic acid group, F is the residue of a dye, each R is a group containing an aliphatic-, cycloaliphatic- or aliphatic-heterocyclic-bound imino or amino nitrogen atom, m is 1 or 2, and n is equal to m when A is a monobasic acid group and equal to 2m when A is a dibasic acid group.
Inventors
- 👤 Jurgen Goldmann
- 👤 Bansi L. Kaul
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 14:57
CPC Classifications
C; C09; C09B; C09B69/00; C09B69/02; C08; C08K; C08K5/00; C08K5/0008; C08K5/0041; Y; Y10; Y10T; Y10T428/00; Y10T428/8305
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
72 words
A pigment of the formula (.sup.⊖ O.sub.3 S--).sub.m --F--R.sub.n, wherein F is the residue of a dye, each R is a group containing an aliphatic-, cycloaliphatic-or aliphatic-heterocyclic-bound protonated sterically hindered amine group and m and n are both 1 or both 2, or a pigment containing at least two recurring units of said formula, wherein the protonated group of one unit is associated with the --SO 3 .sup.⊖ group of another unit.
Claim 2
Dependent Claim
72 words
A pigment of the formula (.sup.⊖ O.sub.3 S--).sub.m --F--R.sub.n, wherein F is the residue of a dye, each R is a group containing an aliphatic-, cycloaliphatic-or aliphatic-heterocyclic-bound protonated sterically hindered amine group and m and n are both 1 or both 2, or a pigment containing at least two recurring units of said formula, wherein the protonated group of one unit is associated with the --SO 3 .sup.⊖ group of another unit.
Claim 3
Dependent Claim
13 words
A pigment according to claim 1 having the formula (.sup.⊖ O.sub.3 S--).sub.m --F--R.sub.n.
Claim 4
Dependent Claim
19 words
A pigment according to claim 1 having the formula ((.sup.⊖ O.sub.3 S--).sub.m --F--R.sub.n).sub.p, wherein p is 2 to 30.
Claim 5
Dependent Claim
89 words
A pigment according to claim 2 or 3 wherein each R is ##STR12## wherein R 1 is hydrogen, C 1-4 alkyl, C 1-4 alkoxy or (C 1-4 alkyl)carbonyl, each R 2 is independently C 1-4 alkyl, each R 3 is independently hydrogen, C 1-4 alkyl or phenyl, with the proviso that not more than one R 3 is phenyl, or both R 3 's together are --(CH 2 ) 11 --, and ##STR13## wherein the * denotes the atom attached to the carbon atom bearing the R 3 's.
Claim 6
Dependent Claim
13 words
A pigment according to claim 4 wherein each R is 2,2,6,6-tetramethylpiperidinium-4-yl or 1,2,2,6,6-pentamethylpiperidinium-4-yl.
Claim 7
Dependent Claim
22 words
A pigment according to claim 2 or 3 wherein F is the residue of a monoazo, disazo, anthraquinone, perinone or isoindoline dye.
Claim 8
Dependent Claim
432 words
A pigment according to claim 6 having the formula D--N═N--K, wherein D is phenyl or phenyl substituted by 1 to 3 substituents each of which is independently halo, C 1-4 alkyl, C 1-4 -alkoxy, --SO 2 N(R 4 ) 2 , (C 1-4 alkoxy)carbonyl, --SO 3 .sup.⊖, --CO--NH--R", --SO 2 --NH--R" or --COO--R", wherein each R 4 is independently hydrogen or C 1-4 -alkyl, with the provisos that (i) D contains a maximum of two --SO 3 .sup.⊖ groups, (ii) D contains a maximum of two R" groups and (iii) when D contains one or two --SO 3 .sup.⊖ groups, it contains no R" group, and K is ##STR14## wherein R 11 is --SO 3 .sup.⊖, --CO--NH--R", --SO 2 --NH--R" or --COO--R", R 12 is hydrogen, C 1-4 alkyl, C 1-4 alkoxy or halo, R 13 is hydrogen, C 1-4 alkyl, C 1-4 alkoxy or halo, R 14 is C 1-2 alkyl or --CONH 2 , R 15 is hydroxy or amino, R 16 is --SO 3 .sup.⊖, --CO--NH--R", --SO 2 --NH--R" or --COO--R", R 17 is hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or --SO 3 .sup.⊖, with the proviso that R 17 may be --SO 3 .sup.⊖ only when R 16 is --SO 3 .sup.⊖, R 18 is hydrogen, chloro or methyl, R 19 is hydrogen, --SO 3 .sup.⊖, --CO--NH--R", --SO 2 --NH--R" or --COO--R", R 20 is hydrogen, halo, C 1-4 alkyl or C 1-4 alkoxy, R 21 is hydrogen, chloro or methyl, R 23 is hydrogen or cyano, R 24 is C 1-4 alkyl, cyclohexyl or phenyl, q is 0, 1 or 2, r is 0 or 1, with the proviso that q+r is 1 or 2, and on Ring A the hydroxy group is in the 1-position and the bond denoted by the ** is in the 2-position or the hydroxy group is in the 2-position and the bond denoted by the ** is in the 1-position, wherein each R" is ##STR15## wherein R 1 is hydrogen, C 1-4 alkyl, C 1-4 alkoxy or (C 1-4 alkyl)carbonyl, each R 2 is independently C 1-4 alkyl, each R 3 is independently hydrogen, C 1-4 alkyl or phenyl, with the proviso that not more than one R 3 is phenyl, or both R 3 's together are --(CH 2 ) 11 --, and ##STR16## wherein the * denotes the atom attached to the carbon atom bearing the R 3 's, with the proviso that D and K together contain one --SO 3 .sup.⊖ group and one R" group or two --SO 3 .sup.⊖ groups and two R" groups.
Claim 9
Dependent Claim
21 words
A pigment according to claim 7 wherein D and K together contain one --SO 3 .sup.⊖ group and one R" group.
Claim 10
Dependent Claim
13 words
A pigment according to claim 8 wherein each R" is 2,2,6,6-tetramethylpiperidinium-4-yl or 1,2,2,6,6-pentamethylpiperidinium-4-yl.
Claim 11
Dependent Claim
31 words
A pigment according to claim 8 wherein D is phenyl or phenyl substituted by one or two substituents each of which is independently chloro, methyl, methoxycarbonyl, --SO 3 .sup.⊖ or ##STR17##
Claim 12
Dependent Claim
38 words
A pigment according to claim 10 wherein D is phenyl or phenyl substituted by one or two substituents each of which is independently chloro, methyl, methoxycarbonyl, --SO 3 .sup.⊖ or ##STR18## wherein R' 1 is hydrogen or methyl.
Claim 13
Dependent Claim
13 words
A polymeric material to which a pigment according to claim 1 was applied.
References Cited (Backward Citations)
FR1231891A
Cited
FR1335075A
Cited
US3556708A
Cited
GB1351976A
Cited
DE2616981A1
Cited
US4218373A
Cited
US4367172A
Cited
US4273707A
Cited
US4395545A
Cited
US4317682A
Cited
US4435334A
Cited
EP0061624A1
Cited
US4654384A
Cited
JPS59147054A
Cited
GB2182157A
Cited
US4866113A
Cited
US4863522A
Cited
WO1989010384A1
Cited
US5037448A
Cited
US5189153A
Cited
GB2236536A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-04-18 | 1997-10-18 | 1998-04-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-04-18 | 2001-10-18 | 2002-04-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-04-18 | 2005-10-18 | 2006-04-19 | $7700.00 | Window Closed / Lapsed |