US5296023A
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US
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Phthalocyanine colorants and their use in ink jet printing
Assignee: Syngenta Ltd
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Filing: 1993-01-04
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Granted: 1994-03-22
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Expires: 2013-01-04
Abstract
Abstract A colorant of Formula (1): (* CHEMICAL STRUCTURE *) Formula (1) wherein: L is a metal cation or hydrogen; Pc is a phthalocyanine radical having a valency from 3 to 4; R1 is H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, aralkyl or substituted aralkyl; R2 is H, alkyl, alkoxy, halo or an optionally substituted amino group; M+is NH4+or a substituted annonium cation; and (t+q) is from 3 to 4 inclusive; with the proviso that the group CO2-M+is at the 2-, 3-, 5- or 6-position in Formula (1).
Inventors
- 👤 Peter Gregory
- 👤 Ronald W. Kenyon
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:16
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B47/00; C09B47/04; C09B47/08; C09B47/24; C09B47/26
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
93 words
A colorant of Formula (1): ##STR6## wherein: L is a metal cation or hydrogen; Pc is a phthalocyanine radical having a valency from 3 to 4; R 1 is H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, aralkyl or substituted aralkyl; R 2 is H, alkyl, alkoxy, halo or an optionally substituted amino group; M + is NH 4 + or a substituted ammonium cation; and (t+q) is from 3 to 4 inclusive; with the proviso that the group CO 2 -M + is at the 2-, 3-, 5- or 6-position in Formula (1).
Claim 2
Dependent Claim
93 words
A colorant of Formula (1): ##STR6## wherein: L is a metal cation or hydrogen; Pc is a phthalocyanine radical having a valency from 3 to 4; R 1 is H, alkyl, substituted alkyl, alkenyl, substituted alkenyl, aralkyl or substituted aralkyl; R 2 is H, alkyl, alkoxy, halo or an optionally substituted amino group; M + is NH 4 + or a substituted ammonium cation; and (t+q) is from 3 to 4 inclusive; with the proviso that the group CO 2 -M + is at the 2-, 3-, 5- or 6-position in Formula (1).
Claim 3
Dependent Claim
15 words
A colorant according to claim 1 wherein R 2 is H, alkyl, alkoxy or halo.
Claim 4
Dependent Claim
21 words
A colorant according to claim 1 wherein the group CO 2 -M + is at the 2- or 3-position in Formula(1).
Claim 5
Dependent Claim
14 words
A colorant according to claim 1 wherein L is a nickel or copper cation.
Claim 6
Dependent Claim
86 words
A process for the preparation of a colorant according to claim 1 which comprises condensing a compound or composition of formula LPc(SO 2 Cl) t+q with a compound of Formula (2) in the presence of a base and, if necessary, converting any sulpho and carboxy groups into their NH 4 + or substituted ammonium salt ##STR7## wherein: R 1 , R 2 , L, Pc and t+q are as defined in claim 1; and R is a carboxy group at the 2-, 3-, 5- or 6-position.
Claim 7
Dependent Claim
15 words
A paper or an overhead projector slide printed with a compound according to claim 1.
Claim 8
Dependent Claim
166 words
A colorant of Formula (1): ##STR8## wherein: L is a copper or nickel cation; Pc is a phthalocyanine radical having a valency from 3 to 4; R 1 is H, C 3-4 -alkenyl, benzyl, C 1-4 -alkyl or hydroxy C 1-4 -alkyl; R 2 is H, C 1-4 -alkyl, C 1-4 -alkoxy, chloro or an optionally substituted amino group of formula --NX 1 X 2 wherein X 1 and X 2 are each independently C 1-18 -alkyl, phenyl or phenyl having 1 or 2 substituents selected from C 1-12 -alkyl, C 1-12 -alkoxy, halo and carboxy; M + is NH 4 + , + NQ 4 wherein each Q is C 1-4 -alkyl or + NHT 3 wherein each T independently is H or C 1-4 -alkyl provided at least one T is C 1-4 -alkyl; and (t+q) is from 3 to 4 inclusive; with the proviso that the group CO 2 - M + is at the 2-, 3-, 5- or 6-position in Formula (1).
Claim 9
Dependent Claim
166 words
A colorant of Formula (1): ##STR8## wherein: L is a copper or nickel cation; Pc is a phthalocyanine radical having a valency from 3 to 4; R 1 is H, C 3-4 -alkenyl, benzyl, C 1-4 -alkyl or hydroxy C 1-4 -alkyl; R 2 is H, C 1-4 -alkyl, C 1-4 -alkoxy, chloro or an optionally substituted amino group of formula --NX 1 X 2 wherein X 1 and X 2 are each independently C 1-18 -alkyl, phenyl or phenyl having 1 or 2 substituents selected from C 1-12 -alkyl, C 1-12 -alkoxy, halo and carboxy; M + is NH 4 + , + NQ 4 wherein each Q is C 1-4 -alkyl or + NHT 3 wherein each T independently is H or C 1-4 -alkyl provided at least one T is C 1-4 -alkyl; and (t+q) is from 3 to 4 inclusive; with the proviso that the group CO 2 - M + is at the 2-, 3-, 5- or 6-position in Formula (1).
Claim 10
Dependent Claim
121 words
A colorant according to claim 7 wherein M + is selected from NH 4 + , N + (CH 3 ) 4 , N + (CH 2 CH 3 ) 4 , (CH 3 ) 3 N + H, (CH 3 ) 2 N + H 2 , H 2 N + (CH 3 )(CH 2 CH 3 ), CH 3 N + H 3 , CH 3 CH 2 N + H 3 , H 2 N + (CH 2 CH 3 ) 2 , CH 3 CH 2 CH 2 N + H 3 , CH 3 CH 2 CH 2 N + H 3 , (CH 3 ) 2 CHN + H 3 , pyridinium, piperidinium and morpholinium.
Claim 11
Dependent Claim
22 words
An ink comprising a compound according to claim 1 or claim 7 and a liquid medium comprising water and water-soluble organic solvent.
Claim 12
Dependent Claim
21 words
A colorant of Formula (4) and salts thereof: ##STR9## wherein M + is NH 4 + or a substituted ammonium cation.
Claim 13
Dependent Claim
21 words
A colorant of Formula (4) and salts thereof: ##STR9## wherein M + is NH 4 + or a substituted ammonium cation.
Claim 14
Dependent Claim
14 words
A colorant according to claim 10 wherein M + is NH 4 + .
Claim 15
Dependent Claim
58 words
A process for ink jet printing a substrate with an ink containing at least one colorant according to any one of claims 1-4, 7, 8, 10 or 11, said process comprising forming said ink into small droplets by ejection from a reservoir through a small orifice so that the droplets of the ink are directed at the substrate.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-03-21 | 1997-09-20 | 1998-03-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-03-21 | 2001-09-20 | 2002-03-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-03-21 | 2005-09-20 | 2006-03-22 | $7700.00 | Window Closed / Lapsed |