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US 5,288,686 AGranted
Heat sensitive color developing material
AssigneeNippon Paint Co., Ltd.
InventorsHisaki Tanabe, Yasuhiko Nakae, Shingi Nakano, Yoshio Eguchi
Life of this patent
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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 easily produced and easily used.
Claims16
A heat sensitive recording paper coated with a heat sensitive 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:
- ##STR32## R.sup.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.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4, FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, ##STR33## R.sup.2 is independently selected from the group consisting of --COR, --R.sup.1, --OH, a cyano radical, and an amino radical, R.sup.3 is selected from the group consisting of H, --R and a halogen atom, A is selected from the group consisting of:
- ##STR34## R.sup.4 is selected from the group consisting of an alkyl of 1 to 12 carbon atoms substituted by hydroxy, carboxy, nitro, alkoxy of 1 to 4 carbon atoms, alkanoyloxy of 1 to 4 carbon atoms, an alkenyl of 1 to 12 carbon atoms substituted by hydroxy, carboxy, nitro, alkoxy of 1 to 4 carbon atoms, 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, R, R.sup.1, and X are as defined above;
- ##STR35## R.sup.5 is selected from the group consisting of H, --R, alkenyl of 2 to 3 carbon atoms and R.sup.8, R.sup.6 is selected from the group consisting of --R, alkenyl of 2 to 3 carbon atoms and R.sup.8, R.sup.7 is selected from the group consisting of H, hydroxy, --R, --OR, and --R.sup.8, --R.sup.8 is selected from the group consisting of phenyl, and phenyl substituted by a group selected from the group consisting of a halogen atom, hydroxy, nitro, cyano, --NHR, --R, and --OR, m is an integer of 1 to 4, 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:
- ##STR36## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --R, --OR, --OCOR, a halogen atom and a nitro group, R is as defined above;
- ##STR37## R is as defined above.
5 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR38## R.sup.1 is selected from the group consisting of H, --OCH.sub.3, and CH.sub.3 ;
- X is selected from the group consisting of AsF.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4, FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH,
- (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;
- ##STR39## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is as defined above.
3 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR40## A is ##STR41## R.sup.1 is selected from the group consisting of H, --R, --OR, a halogen atom, and a nitro group, R.sup.2 is independently selected from the group consisting of --COR, --R.sup.1, --OH, a cyano radical, and an amino radical, R.sup.3 is selected from the group consisting of H, --R and a halogen atom, X is selected from the group consisting of AsF.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4, FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH,
- (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;
- ##STR42## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is as defined above.
2 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR43## R.sup.1 is selected from the group consisting of H, --R, --OR, a halogen atom, and a nitro group, R.sup.2 is independently selected from the group consisting of --COR, --R.sup.1, --OH, a cyano radical, and an amino radical, X is selected from the group consisting of AsF.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4, FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, A is ##STR44## Y is selected from the group consisting of CN, Cl, and H;
- R.sup.3 is selected from the group consisting of H and CH.sub.3 ;
- ##STR45## is selected from the group consisting of ##STR46## (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;
- ##STR47## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is as defined above.
3 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR48## A is ##STR49## R.sup.1 is selected from the group consisting of H, --R, --OR, a halogen atom, and a nitro group, R.sup.2 is independently selected from the group consisting of --COR, --R.sup.1, --OH, a cyano radical, and an amino radical, R.sup.3 is selected from the group consisting of H, --R, and a halogen atom, R.sup.4 is selected from the group consisting of an alkyl of 1 to 12 carbon atoms substituted by hydroxy, carboxy, nitro, alkoxy of 1 to 4 carbon atoms, alkanoyloxy of 1 to 4 carbon atoms, an alkenyl of 1 to 12 carbon atoms substituted by hydroxy, carboxy, nitro, alkoxy of 1 to 4 carbon atoms, 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, X is selected from the group consisting of AsF.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4 , FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH,
- (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;
- ##STR50## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is as defined above.
2 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR51## X is selected from the group consisting of SbF.sub.6 and BF.sub.4, A is selected from the group consisting of:
- ##STR52## R.sup.3 is H ##STR53## is selected from the group consisting of ##STR54## (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;
- ##STR55## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH.
2 more elements
A heat sensitive color developing material comprising:
- (A) an electron donating color forming compound;
- (B) a heat activating compound:
- ##STR56## R.sup.7 is selected from the group consisting of H, hydroxy, --R, --OR, and --R.sup.8, --R.sup.8 is selected from the group consisting of phenyl, and phenyl substituted by a group selected from the group consisting of a halogen atom, hydroxy, nitro, cyano, --NHR, --R, and --OR, X is selected from the group consisting of AsF.sub.6, SbF.sub.6, BF.sub.4, BF.sub.6, PF.sub.6, ClO.sub.4, FeCl.sub.4, CF.sub.3 SO.sub.3, RSO.sub.3, and RCOO--, R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH, m is 2, R.sup.6 is --CH.sub.3, and R.sup.5 is selected from the group consisting of H, ##STR57## (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;
- ##STR58## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH.
1 more element
A heat sensitive color developing material comprising:
- (A) an electron donating color forming organic compound;
- (B) a heat activating compound:
- ##STR59## X is selected from the group consisting of SbF.sub.6 and BF.sub.4, A is selected from the group consisting of:
- ##STR60## R.sup.3 is CH.sub.3 ##STR61## is selected from the group consisting of ##STR62## (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;
- ##STR63## Ar is selected from the group consisting of benzene, naphthalene, naphthalene substituted by a group selected from the group consisting of t-butyl oxide and R.sup.9, R.sup.9 is selected from the group consisting of H, --OR, --OCOR, a halogen atom, and a nitro group, and R is selected from the group consisting of alkyl of 1 to 12 carbon atoms substituted by --OH and cycloalkyl of 1 to 12 carbon atoms substituted by --OH.
2 more elements
Dependencies are inferred from the claim text.