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US4710570A
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Azine redox dyes and leuco azine dyes
Assignee: 3M Co
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Filing: 1985-09-30
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Granted: 1987-12-01
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Expires: 2005-09-30
Abstract
Abstract Azine redox dyes and their corresponding dyes of the formula: ##STR1## in which: X is O, S, NR 2 , Z completes a fused aromatic of heterocyclic ring system, n is 0 or 1 to allow one R 1 ring substituent, Q represents CR 4 R 5 in which at least one of R 4 and R 5 is an electronegative group or R 4 and R 5 may complete a ring, or when X is S Q may represent NR 3 in which R 3 is an aromatic or heterocyclic group. The leuco dyes are useful as dye generators in pressure sensitive, thermographic or photothermographic imaging systems.
Inventors
- 👤 Tran V. Thien
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:43
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/494; G03C1/498; G03C1/49836; G03C1/49845; G03C1/49854; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/26; B41M5/30; B41M5/323; C; C07; C07D; C07D241/00; C07D241/36; C07D241/38; C07D241/46; C07D265/00; C07D265/28; C07D265/34; C07D265/36; C07D279/00; C07D279/10; C07D279/14; C07D279/18; C07D279/20; C07D413/00; C07D413/02; C07D413/04; C07D417/00; C07D417/02; C07D417/12; C07D513/00; C07D513/02; C07D513/04; C09; C09B; C09B17/00; C09B17/02; C09B19/00; C09B21/00
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
190 words
A compound of the general formula: ##STR67## in which: X represents O or S; Z represents the necessary atoms to complete a fused aromatic or heterocyclic ring system, which may be polynuclear, of up to 16 skeletal atoms selected from carbon and nitrogen; n is 0 or 1; R 1 represents an alkyl or aromatic sulphonyl group, containing up to 15 skeletal atoms selected from carbon, nitrogen, oxygen, and sulphur; Q represents CR 4 R 5 in which R 4 and R 5 each contain up to 20 skeletal atoms selected from carbon, nitrogen, oxygen and sulphur, at least one of R 4 and R 5 is selected from the group consisting of electronegative groups selected from the group consisting of carbonyl, cyano and sulphonyl groups, and substituted aryl groups, and the other of R 4 and R 5 may additionally be selected from aryl, alkoxy, thioalkoxy, alkylamino and arylamino, or R 4 and R 5 together comprise the necessary atoms to form a 5-membered α-oxoheterocyclic ring, and when X represents O, R 4 and R 5 together may additionally comprise the necessary atoms to form a 6-membered α-oxoheterocyclic ring.
Claim 2
Dependent Claim
190 words
A compound of the general formula: ##STR67## in which: X represents O or S; Z represents the necessary atoms to complete a fused aromatic or heterocyclic ring system, which may be polynuclear, of up to 16 skeletal atoms selected from carbon and nitrogen; n is 0 or 1; R 1 represents an alkyl or aromatic sulphonyl group, containing up to 15 skeletal atoms selected from carbon, nitrogen, oxygen, and sulphur; Q represents CR 4 R 5 in which R 4 and R 5 each contain up to 20 skeletal atoms selected from carbon, nitrogen, oxygen and sulphur, at least one of R 4 and R 5 is selected from the group consisting of electronegative groups selected from the group consisting of carbonyl, cyano and sulphonyl groups, and substituted aryl groups, and the other of R 4 and R 5 may additionally be selected from aryl, alkoxy, thioalkoxy, alkylamino and arylamino, or R 4 and R 5 together comprise the necessary atoms to form a 5-membered α-oxoheterocyclic ring, and when X represents O, R 4 and R 5 together may additionally comprise the necessary atoms to form a 6-membered α-oxoheterocyclic ring.
Claim 3
Dependent Claim
24 words
A compound as claimed in claim 1, in which Z represents a fused phenyl ring or pyridine ring optionally substituted by a perfluoroalkyl group.
Claim 4
Dependent Claim
33 words
A compound as claimed in claim 1, in which R 1 is selected from an arylsulphonyl group optionally substituted by alkyl, alkoxy, halogen, nitro and a further fused ring, and a perfluoroalkylsulphonyl group.
Claim 5
Dependent Claim
81 words
A compound as claimed in any of claim 1, in which Q is CR 4 R 5 and R 4 and R 5 are selected from carboxy, carboalkoxy, carboaryloxy, carbamido, arylaminocarbonyl, cyano, optionally perfluorinated alkylsulphonyl, arylsulphonyl, sulphamido, nitroaryl, cyanoaryl, alkanoyl, and aroyl or R 4 and R 5 together form a 5-membered α-oxoheterocyclic ring selected from oxazolidinone, thioxo oxazolidone, thiazolidone, thioxothiazolidone, oxazolone, thiazolone, pyrazolone, isoxazolone, isothiazolone, diazolidinedione and indanone, optionally substituted by one or more alkyl, aryl or fused ring groups.
Claim 6
Dependent Claim
36 words
A compound as claimed in any of claim 1, in which X represents O, and R 4 and R 5 together comprise the necessary atoms to form a 6-membered α-oxoheterocyclic ring selected from oxoisocoumarin and 1,3-dioxane-4,6-dione.
Claim 7
Dependent Claim
31 words
The compound of claim 1 wherein said at least one of R 4 and R 5 is an electronegative group selected from the group consisting of carbonyl, cyano and sulfonyl groups.
Claim 8
Dependent Claim
31 words
The compound of claim 2 wherein said at least one of R 4 and R 5 is an electronegative group selected from the group consisting of carbonyl, cyano and sulfonyl groups.
Claim 9
Dependent Claim
31 words
The compound of claim 3 wherein said at least one of R 4 and R 5 is an electronegative group selected from the group consisting of carbonyl, cyano and sulfonyl groups.
Claim 10
Dependent Claim
31 words
The compound of claim 4 wherein said at least one of R 4 and R 5 is an electronegative group selected from the group consisting of carbonyl, cyano and sulfonyl groups.
Claim 11
Dependent Claim
31 words
The compound of claim 5 wherein said at least one of R 4 and R 5 is an electronegative group selected from the group consisting of carbonyl, cyano and sulfonyl groups.
Claim 12
Dependent Claim
17 words
The compound of claim 1 wherein one of R 4 and R 5 is an aryl group.
Claim 13
Dependent Claim
35 words
The compound of claim 1 wherein said at least one of R 4 and R 5 is an aryl group having a substituent selected from the group consisting of alkyl, alkoxy and fused ring groups.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-11-30 | 1991-06-01 | 1991-12-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-11-30 | 1995-06-01 | 1995-12-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-11-30 | 1999-06-01 | 1999-12-01 | $7700.00 | Window Closed / Lapsed |