US5302194A
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Heat sensitive color developing material
Assignee: Nippon Paint Co Ltd
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Filing: 1991-07-08
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Granted: 1994-04-12
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Expires: 2011-07-08
Abstract
Abstract A heat sensitive color developing material containing an electron donating color forming organic compound, a heat activating compound, and a color developer. These materials have excellent heat sensitivity in which color can be developed rapidly and can be produced and easily used.
Inventors
- 👤 Hisaki Tanabe
- 👤 Yasuhiko Nakae
- 👤 Shingi Nakano
- 👤 Yoshio Eguchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 12:13
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/337; B41M5/3375
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
425 words
A heat sensitive color developing material comprising: (A) an electron donating color forming organic compound; (B) a heat activating compound selected from the group consisting of compounds I, II, and III, ##STR34## wherein R 1 is selected from the group consisting of H, --R, --OR, a halogen atom, and a nitro group, X is selected from the group consisting of AsF 6 , SbF 6 , BF 4 , PF 6 , ClO 4 , FeCl 4 , CF 3 SO 3 , RSO 3 , and RCOO--, wherein R is selected from the group consisting of alkyl and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, ##STR35## wherein R 2 is independently selected from the group consisting of --COR, --R 1 , --OH, a cyano radical, and an amino radical, R 3 is selected from the group consisting of H, --R, and a halogen atom, A is selected from the group consisting of ##STR36## wherein R 4 is independently selected from the group consisting of an alkyl, alkenyl of 1 to 12 carbon atoms substituted by a group selected from the group consisting of hydroxy, carboxy, nitro, alkoxy, alkanoyloxy of 1 to 4 carbon atoms, a phenyl group substituted by one or more of a halogen atom, nitro, cyano, amino, --R, and --OR, wherein R, R 1 and X are as defined above, ##STR37## wherein R 5 is selected from the group consisting of H, --R, alkenyl of 2 to 3 carbon atoms and R 8 , R 6 is selected from the group consisting of --R, alkenyl of 2 to 3 carbon atoms and R 8 , R 7 is selected from the group consisting of H, hydroxy, --R, --OR, and --R 8 , wherein --R 8 is selected from the group consisting of phenyl and phenyl substituted by a group selected from the group consisting of halogen atom, hydroxy, nitro, cyano, --NHR, --R, and --OR, m is an integer of 1 to 4 and R and X are as defined above, and (C) a color developer selected from the group consisting of compounds IV, V, and a resin compound containing a chain of a t-butoxyphenyl group: ##STR38## wherein Ar is selected from the group consisting of benzene, naphthalene, and napthalene substituted by a group selected from the group consisting of t-butyl oxide and R 9 , and R 9 is selected from the group consisting of H, --R, --OR, --OCOR, a halogen atom and a nitro group, and R is as defined above; ##STR39## wherein R is as defined above.
Claim 2
Dependent Claim
425 words
A heat sensitive color developing material comprising: (A) an electron donating color forming organic compound; (B) a heat activating compound selected from the group consisting of compounds I, II, and III, ##STR34## wherein R 1 is selected from the group consisting of H, --R, --OR, a halogen atom, and a nitro group, X is selected from the group consisting of AsF 6 , SbF 6 , BF 4 , PF 6 , ClO 4 , FeCl 4 , CF 3 SO 3 , RSO 3 , and RCOO--, wherein R is selected from the group consisting of alkyl and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, ##STR35## wherein R 2 is independently selected from the group consisting of --COR, --R 1 , --OH, a cyano radical, and an amino radical, R 3 is selected from the group consisting of H, --R, and a halogen atom, A is selected from the group consisting of ##STR36## wherein R 4 is independently selected from the group consisting of an alkyl, alkenyl of 1 to 12 carbon atoms substituted by a group selected from the group consisting of hydroxy, carboxy, nitro, alkoxy, alkanoyloxy of 1 to 4 carbon atoms, a phenyl group substituted by one or more of a halogen atom, nitro, cyano, amino, --R, and --OR, wherein R, R 1 and X are as defined above, ##STR37## wherein R 5 is selected from the group consisting of H, --R, alkenyl of 2 to 3 carbon atoms and R 8 , R 6 is selected from the group consisting of --R, alkenyl of 2 to 3 carbon atoms and R 8 , R 7 is selected from the group consisting of H, hydroxy, --R, --OR, and --R 8 , wherein --R 8 is selected from the group consisting of phenyl and phenyl substituted by a group selected from the group consisting of halogen atom, hydroxy, nitro, cyano, --NHR, --R, and --OR, m is an integer of 1 to 4 and R and X are as defined above, and (C) a color developer selected from the group consisting of compounds IV, V, and a resin compound containing a chain of a t-butoxyphenyl group: ##STR38## wherein Ar is selected from the group consisting of benzene, naphthalene, and napthalene substituted by a group selected from the group consisting of t-butyl oxide and R 9 , and R 9 is selected from the group consisting of H, --R, --OR, --OCOR, a halogen atom and a nitro group, and R is as defined above; ##STR39## wherein R is as defined above.
Claim 3
Dependent Claim
21 words
The heat sensitive color developing material of claim 1, wherein said electron donating color forming organic compound is a leuco dye.
Claim 4
Dependent Claim
25 words
The heat sensitive color developing material of claim 1, wherein said resin compound has an average molecular weight of from about 500 to about 50,000.
Claim 5
Dependent Claim
21 words
The heat sensitive color developing material of claim 1, containing from 0.1 to about 30 weight percent of said activator compound.
Claim 6
Dependent Claim
14 words
The heat sensitive color developing material of claim 1, which further comprises a binder.
Claim 7
Dependent Claim
16 words
The heat sensitive color developing material of claim 5, wherein said binder contains a t-butoxyphenyl group.
Claim 8
Dependent Claim
14 words
The heat sensitive color developing material of claim 5, which further comprises an acid.
Claim 9
Dependent Claim
24 words
The heat sensitive color developing material of claim 7, wherein the acid is selected from the group consisting of carboxylic, sulfonic and phosphoric acids.
Claim 10
Dependent Claim
45 words
The heat sensitive color developing material of claim 5, wherein said binder is selected from the group consisting of carnauba wax, montane acid wax, polysulfone ether, polycarbonate, polyarylate, polystyrene, carboxymethylcellulose, alginic acid, derivatives of alginic acid, chlorinated paraffin, silicone resin, oxide wax, and acrylic resin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-04-11 | 1997-10-11 | 1998-04-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-04-11 | 2001-10-11 | 2002-04-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-04-11 | 2005-10-11 | 2006-04-12 | $7700.00 | Window Closed / Lapsed |