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EP0323259A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Dye transfer type thermal printing sheets

Assignee: Mitsubishi Chemical Corp
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Filing: 1988-12-29
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Granted: —
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Expires: 2008-12-29
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Abstract

Abstract The present invention provides a dye transfer type thermal printing sheet which can give a color record image excellent in color reproducibility and weather resistance with middle shade including black and sufficiently saturated density. this printing sheet comprising a substrate on which are arranged, in face-­sequence, coloring material layers which are different in hue and contain either of at least one dye repre­sented by the formula (I), at least one dye represented by the formula (II) and at least one dye represented by the formulas (III)-(VI).

Inventors

  • 👤 Tetsuji Kawakami
  • 👤 Akihiro Imai
  • 👤 Nobuyoshi Taguchi
  • 👤 Yukichi Murata
  • 👤 Takao Hirota

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-06 17:36
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/382; B41M5/385; B41M5/3854; B41M5/388; B41M5/39; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 487 words
A dye transfer type thermal printing sheet which comprises coloring material layers different in hue and arranged in sequence on a substrate, said coloring material layers containing respectively a binder and at least one sublimable cyan dye represented by the following formula (I), a binder and at least one sublimable magenta dye represented by the following formula (II) and a binder and at least one sublimable yellow dye selected from the dyes represented by the following formulas (III)-(VI): wherein R¹ represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group, a formylamino group, an alkylcarbonylamino group which may be substituted with fluorine atom, an aryl­carbonylamino group or a halogen atom, R² represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group or a halogen atom, R³ and R⁴ each represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group or a halogen atom and R⁵ and R⁶ each represents a hydrogen atom, a substituted or unsub­stituted alkyl group of 1-8 carbon atoms or an aryl group; wherein R, R¹ and R² each represents an allyl group, an alkyl group of 1-8 carbon atoms, an alkoxyalkyl group of 3-8 carbon atoms, an aralkyl group or a hydroxyalkyl group, R³ represents a hydrogen atom, an alkoxy group of 1-4 carbon atoms, a methyl group or a halogen atom and R⁴ represents a methyl group, a methoxy group, a formyl­amino group, an alkylcarbonylamino group of 1-8 carbon atoms, an alkylsulfonylamino group of 1-8 carbon atoms or an alkoxycarbonylamino group of 1-8 carbon atoms; wherein R represents an allyl group, a methyl group, an ethyl group or a straight chain or branched chain propyl group or a straight chain or branched chain butyl group and A represents -CH₂-, -CH₂CH₂-, -CH₂CH₂O-, CH₂CH₂OCH₂- or -CH₂CH₂OCH₂CH₂-; wherein X represents a hydrogen atom or a halogen atom and R represents an alkyl group, an aralkyloxyalkyl group which may be substituted, an allyloxyalkyl group which may be substituted, an aryloxyalkyl group which may be substituted, a tetrahydrofurfuryl group, a furfuryl group, a cycloalkyl group, an allyl group, an aralkyl group or an alkoxyalkyl group; wherein X represents a hydrogen atom or a halogen atom and R¹ and R² each represents a hydrogen atom, an alkyl group, an alkoxyalkyl group, a cycloalkyl group, an allyl group, an aryl group which may have substituent, an aralkyl group, a furfuryl group, a tetrahydrofurfuryl group or a hydroxyalkyl group; wherein represents a phenyl group which may be substituted with an alkyl group of 1-13 carbon atoms, an alkoxy group of 1-12 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkoxycarbonyl group of 2-13 carbon atoms or a benzyloxycarbonyl group and R represents a straight chain or branched chain alkyl group of 1-12 carbon atoms, a lower alkoxyalkyl group, an allyl group or a hydrogen atom.
Claim 2
Dependent Claim 487 words
A dye transfer type thermal printing sheet which comprises coloring material layers different in hue and arranged in sequence on a substrate, said coloring material layers containing respectively a binder and at least one sublimable cyan dye represented by the following formula (I), a binder and at least one sublimable magenta dye represented by the following formula (II) and a binder and at least one sublimable yellow dye selected from the dyes represented by the following formulas (III)-(VI): wherein R¹ represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group, a formylamino group, an alkylcarbonylamino group which may be substituted with fluorine atom, an aryl­carbonylamino group or a halogen atom, R² represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group or a halogen atom, R³ and R⁴ each represents a hydrogen atom, an alkyl group which may be substituted with fluorine atom, an alkoxy group or a halogen atom and R⁵ and R⁶ each represents a hydrogen atom, a substituted or unsub­stituted alkyl group of 1-8 carbon atoms or an aryl group; wherein R, R¹ and R² each represents an allyl group, an alkyl group of 1-8 carbon atoms, an alkoxyalkyl group of 3-8 carbon atoms, an aralkyl group or a hydroxyalkyl group, R³ represents a hydrogen atom, an alkoxy group of 1-4 carbon atoms, a methyl group or a halogen atom and R⁴ represents a methyl group, a methoxy group, a formyl­amino group, an alkylcarbonylamino group of 1-8 carbon atoms, an alkylsulfonylamino group of 1-8 carbon atoms or an alkoxycarbonylamino group of 1-8 carbon atoms; wherein R represents an allyl group, a methyl group, an ethyl group or a straight chain or branched chain propyl group or a straight chain or branched chain butyl group and A represents -CH₂-, -CH₂CH₂-, -CH₂CH₂O-, CH₂CH₂OCH₂- or -CH₂CH₂OCH₂CH₂-; wherein X represents a hydrogen atom or a halogen atom and R represents an alkyl group, an aralkyloxyalkyl group which may be substituted, an allyloxyalkyl group which may be substituted, an aryloxyalkyl group which may be substituted, a tetrahydrofurfuryl group, a furfuryl group, a cycloalkyl group, an allyl group, an aralkyl group or an alkoxyalkyl group; wherein X represents a hydrogen atom or a halogen atom and R¹ and R² each represents a hydrogen atom, an alkyl group, an alkoxyalkyl group, a cycloalkyl group, an allyl group, an aryl group which may have substituent, an aralkyl group, a furfuryl group, a tetrahydrofurfuryl group or a hydroxyalkyl group; wherein represents a phenyl group which may be substituted with an alkyl group of 1-13 carbon atoms, an alkoxy group of 1-12 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkoxycarbonyl group of 2-13 carbon atoms or a benzyloxycarbonyl group and R represents a straight chain or branched chain alkyl group of 1-12 carbon atoms, a lower alkoxyalkyl group, an allyl group or a hydrogen atom.
Claim 3
Dependent Claim 248 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (I) is the dye represented by this formula wherein R¹ represents a hydrogen atom, an alkyl group of 1-4 carbon atoms, a trifluoromethyl group, an alkoxy group of 1-4 carbon atoms, a formylamino group, a trifluoroacetylamino group, an alkylcarbonylamino group of 2-5 carbon atoms or a halogen atom, R² represents a hydrogen atom, an alkyl group of 1-4 carbon atoms, a trifluoromethyl group, an alkoxy group of 1-4 carbon atoms or a halogen atom, R³ represents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom, an alkyl group of 1-4 carbon atoms, an alkoxy group of 1-4 carbon atoms or a halogen atom, R⁵ and R⁶ each repre­sents a hydrogen atom, an alkyl group of 1-6 carbon atoms, an alkoxyalkyl group of 3-8 carbon atoms, an alkoxyalkoxyalkyl group of 3-8 carbon atoms, a benzyl group, a β-phenylethyl group, a β-cyanoethyl group, a β-­chloroethyl group, a β-hydroxyethyl group, a β-phenoxy­ethyl group, an allyl group, a phenyl group, an acyloxy­alkyl group of 8 or less carbon atoms, an alkoxy­carbonylalkyl group of 8 or less carbon atoms, an alkoxycarbonyloxyalkyl group of 8 or less carbon atoms or tetrahydrofurfuryl group and R represents an alkyl group of 1-4 carbon atoms, an alkoxyalkyl group of 3-8 carbon atoms, an allyl group, a phenyl group, a tetra­hydrofurfuryl group, a fluorine-substituted alkyl group of 1-4 carbon atoms, a β-hydroxyethyl group or a β-­cyanoethyl group.
Claim 4
Dependent Claim 71 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (I) is the dye represented by this formula wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ represents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group, R⁵ and R⁶ each represents an alkyl group of 1-4 carbon atoms.
Claim 5
Dependent Claim 118 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (II) is the dye represented by this formula wherein R represents an allyl group, an alkyl group of 1-8 carbon atoms, a benzyl group or a β-phenylethyl group, R¹ and R² each represents an alkyl group of 1-8 carbon atoms, an alkoxyalkyl group of 3-8 carbon atoms, a benzyl group, a β-phenylethyl group or a β-hydroxy­ethyl group, R³ represents a hydrogen atom or a methoxy group and R⁴ represents a methyl group, a methoxy group, a formylamino group, an alkylcarbonylamino group of 2-5 carbon atoms, an alkylsulfonylamino group of 1-4 carbon atoms or an alkoxycarbonylamino group of 2-5 carbon atoms.
Claim 6
Dependent Claim 67 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (II) is the dye represented by this formula wherein R represents an allyl group or an alkyl group of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms, R³ represents a hydrogen atom and R⁴ represents a methyl group or an acetylamino group.
Claim 7
Dependent Claim 49 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (IV) is the dye represented by this formula wherein X represents a hydrogen atom, R represents an alkyl group of 1-12 carbon atoms or an alkoxyalkyl group of 3-8 carbon atoms.
Claim 8
Dependent Claim 57 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (V) is the dye represented by this formula wherein X represents a hydrogen atom or a bromine atom and R¹ and R² each represents an alkyl group of 1-12 carbon atoms or an alkoxyalkyl group of 3-8 carbon atoms.
Claim 9
Dependent Claim 88 words
A dye transfer type thermal printing sheet according to claim 1 wherein the dye represented by the formula (VI) is the dye represented by this formula wherein represents a phenyl group which may be substituted with an alkyl group of 1-4 carbon atoms, an alkoxy group of 1-4 carbon atoms, a halogen atom, nitro group, cyano group, an alkoxycarbonyl group of 2-5 carbon atoms or benzyloxycarbonyl group and R represents an alkyl group of 1-12 carbon atoms, an alkoxyalkyl group of 2-5 carbon atoms or an allyl group.
Claim 10
Dependent Claim 138 words
A dye transfer type thermal printing sheet ac­cording to claim 1 wherein the coloring material layers contain either of at least one dye represented by the formula (I) wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ repre­sents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group, R⁵ and R⁶ each represents an alkyl group of 1-4 carbon atoms and R represents an alkyl group of 1-4 carbon atoms, at least one dye represented by the formula (II) wherein R represents an allyl group or an alkyl group of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms and R³ represents a methyl group or an acetylamino group and at least one dye represented by the formula (III).
Claim 11
Dependent Claim 154 words
A dye transfer type thermal printing sheet wherein the coloring material layers contain either of at least one dye represented by the formula (I) wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ represents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group and R⁵ and R⁶ each represents an alkyl group of 1-4 carbon atoms, at least one dye represented by the formula (II) wherein R represents an allyl group or an alkyl group of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms, R³ represents a hydrogen atom and R⁴ represents a methyl group or an acetylamino group, and at least one dye represented by the formula (IV) wherein X represents a hydrogen atom and R represents an alkyl group of 1-12 carbon atoms or an alkoxyalkyl group of 3-8 carbon atoms.
Claim 12
Dependent Claim 154 words
A dye transfer type thermal printing sheet wherein the coloring material layers contain either of at least one dye represented by the formula (I) wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ represents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group and R⁵ and R⁶ each represents an alkyl group of 1-4 carbon atoms, at least one dye represented by the formula (II) wherein R represents an allyl group or an alkyl group of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms, R³ represents a hydrogen atom and R⁴ represents a methyl group or an acetylamino group, and at least one dye represented by the formula (IV) wherein X represents a hydrogen atom and R represents an alkyl group of 1-12 carbon atoms or an alkoxyalkyl group of 3-8 carbon atoms.
Claim 13
Dependent Claim 165 words
A dye transfer type thermal printing sheet according to claim 1 wherein the coloring material layers contain either of at least one dye represented by the formula (I) wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ repre­sents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group, and R⁵, R⁶, and R each represents an alkyl group of 1-4 carbon atoms, at least one dye represented by the formula (II) wherein R represents an allyl group or an alkyl of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms, R³ represents a hydrogen atom and R⁴ represents a methyl group or an acetylamino group, and at least one dye represented by the formula (V) wherein X represents a hydrogen atom or a bromine atom and R¹ and R² each represents an alkyl group of 1-12 carbon atoms or an alkoxyalkyl group of 3-8 carbon atoms.
Claim 14
Dependent Claim 197 words
A dye transfer type thermal printing sheet according to claim 1 wherein the coloring material layers contain either of at least one dye represented by the formula (I) wherein R¹ represents a hydrogen atom or a methyl group, R² represents a hydrogen atom, R³ repre­sents a hydrogen atom or a halogen atom, R⁴ represents a hydrogen atom or a methyl group and R⁵, R⁶, and R each represents an alkyl group of 1-4 carbon atoms, at least one dye represented by the formula (II) wherein R repre­sents an allyl group or an alkyl group of 1-4 carbon atoms, R¹ and R² each represents an alkyl group of 1-4 carbon atoms, R³ represents a hydrogen atom and R⁴ represents a methyl group or an acetylamino group, and at least one dye represented by the formula (VI) wherein represents a phenyl group which may be sub­stituted with an alkyl group of 1-4 carbon atoms, an alkoxy group of 1-4 carbon atoms, a halogen atom, nitro group, cyano group, an alkoxycarbonyl group of 2-5 carbon atoms or benzyloxycarbonyl group and R represents an alkyl group of 1-12 carbon atoms, an alkoxyalkyl group of 2-5 carbon atoms or an allyl group.
Claim 15
Dependent Claim 62 words
A dye transfer type thermal printing sheet according to claim 1 wherein a coloring material layer of one color contains either of at least two dyes repre­sented by the formula (I) and different in substituent, at least one dye represented by the formula (II) and different in substituent and at least two dyes repre­sented by the formulas (III)-(VI) and different in substituent.
Claim 16
Dependent Claim 93 words
A dye transfer type thermal printing sheet according to claim 1 or 2 wherein the coloring material layers of three faces each of which contains either of at least one dye represented by the formula (I), at least one dye represented by the formula (II) and at least one dye represented by the formulas (III)-(VI) and fourth coloring material layer containing at least one dye represented by the formula (I), at least one dye represented by the formula (II) and at least one dye represented by the formulas (III)-(VI) are arranged in sequence.
Claim 17
Dependent Claim 47 words
A dye transfer type thermal printing sheet according to claim 1 wherein the binder of the coloring material is at least one member selected from the group consisting of polystyrene, polyvinyl butyral, poly­carbonate, (meth)acrylic resin, acrylonitrile-styrene copolymer, polysulfone, polyester resin, urethane resin, chlorinated polyethylene and chlorinated polypropylene.

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