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EP0249885A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Heat-sensitive recording material

Assignee: Kanzaki Paper Manufacturing Co Ltd
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Filing: 1987-06-11
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Granted: —
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Expires: 2007-06-11
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Abstract

Abstract Described is a heat-sensitive recording material incorporating a colorless or pale-colored basic dye and a color acceptor which is reactive with the dye to form a color when contacted therewith, said recording material being characterized in that (a) as the basic dye are used 100 parts by weight of a specific phthalide derivative of the formula [ I ] and 20 to 100 parts by weight of a specific black color-forming fluoran derivative of the formula [ II ], (b) as the color acceptor is used a polyvalent metal salt of an aromatic carboxylic acid and (c) a recording sensitizer is further used, and whereby the resulting record images are at least 0.75 in PCS value at 800nm.

Inventors

  • 👤 Nobuo Kanda
  • 👤 Kimie Tsuboi
  • 👤 Fumio Seyama
  • 👤 Mitsuru Kondo

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 20:13
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/323; B41M5/327; B41M5/333; B41M5/3333; B41M5/3335; B41M5/3275; Y; Y10; Y10S; Y10S428/00; Y10S428/913

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 445 words
A heat-sensitive recording material incorporating a colorless or pale-colored basic dye and a color acceptor which is reactive with the dye to form a color when contacted therewith, characterized in that (a) as the basic dye are used 100 parts by weight of a phthalide derivative of the formula [ I ] and 20 to 100 parts by weight of a black color-­forming fluoran derivative of the formula [ II ], (b) as the color acceptor is used a polyvalent metal salt of an aromatic carboxylic acid and (c) a recording sensitizer is further used, and whereby the resulting record images are at least 0.75 in PCS value at 800nm : wherein R₁ to R₄ are each hydrogen atom ; C 1∼8 alkyl ; C 5∼8 cycloalkyl ; C 3∼8 alkoxyalkyl ; C 3∼9 unsaturated alkyl ; tetrahydrofurfuryl ; tetrahydropyran-2-methyl ; C₇∼₁₀ aralkyl unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; phenyl unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; C 2∼8 alkyl having phenoxy unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; or halogenated C 1∼8 alkyl; R₁ and R₂, and/ or R₃ and R₄ may form a heteroring selected from the group consisting of pyrrolidine, piperidine, hexa­methyleneimine, morpholine, julolidine and tetrahydroquinoline together therewith or with an adjacent benzene ring, a, b, c and d represent carbon atoms and one or two of them may be nitrogen atom, the carbon atom may have a substituent selected from the group consisting of hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; C₁∼₄ alkoxyl ; -N(R₅)(R₆), R₅ and R₆ are same as R₁ to R₄ ; and nitro, one of a-b, b-c and c-d bond may form an another benzene ring together with the substituent ; wherein R₇ and R₈ are each C₁∼₈ alkyl unsubstituted or substituted with halogen atom or C₁∼₄ alkoxyl ; unsaturated C₃∼₉ alkyl ; C₅∼₁₂ alicyclic group ; phenyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; benzyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; or tetrahydrofurfuryl, R₇ and R₈ may form a ring selected from the group consisting of pyrrolidine, piperidine, hexamethyleneimine and morpholine together therewith, R₉ and R₁₀ are each hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; or C₁∼₄ alkoxyl, P is hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; C₅∼₆ alicyclic group ; halogenated C₁∼₄ alkyl ; phenyl ; benzyl ; C₁∼₄ alkoxyl ; (C₁∼₄ alkoxy)carbonyl ; or di(C₁∼₄ alkyl)amino, X is hydrogen atom ; halogen atom ; or C₁∼₄ alkyl, n is an integer of 1 to 4.
Claim 2
Dependent Claim 445 words
A heat-sensitive recording material incorporating a colorless or pale-colored basic dye and a color acceptor which is reactive with the dye to form a color when contacted therewith, characterized in that (a) as the basic dye are used 100 parts by weight of a phthalide derivative of the formula [ I ] and 20 to 100 parts by weight of a black color-­forming fluoran derivative of the formula [ II ], (b) as the color acceptor is used a polyvalent metal salt of an aromatic carboxylic acid and (c) a recording sensitizer is further used, and whereby the resulting record images are at least 0.75 in PCS value at 800nm : wherein R₁ to R₄ are each hydrogen atom ; C 1∼8 alkyl ; C 5∼8 cycloalkyl ; C 3∼8 alkoxyalkyl ; C 3∼9 unsaturated alkyl ; tetrahydrofurfuryl ; tetrahydropyran-2-methyl ; C₇∼₁₀ aralkyl unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; phenyl unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; C 2∼8 alkyl having phenoxy unsubstituted or substituted with halogen atom, C 1∼4 alkyl or C 1∼4 alkoxyl ; or halogenated C 1∼8 alkyl; R₁ and R₂, and/ or R₃ and R₄ may form a heteroring selected from the group consisting of pyrrolidine, piperidine, hexa­methyleneimine, morpholine, julolidine and tetrahydroquinoline together therewith or with an adjacent benzene ring, a, b, c and d represent carbon atoms and one or two of them may be nitrogen atom, the carbon atom may have a substituent selected from the group consisting of hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; C₁∼₄ alkoxyl ; -N(R₅)(R₆), R₅ and R₆ are same as R₁ to R₄ ; and nitro, one of a-b, b-c and c-d bond may form an another benzene ring together with the substituent ; wherein R₇ and R₈ are each C₁∼₈ alkyl unsubstituted or substituted with halogen atom or C₁∼₄ alkoxyl ; unsaturated C₃∼₉ alkyl ; C₅∼₁₂ alicyclic group ; phenyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; benzyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; or tetrahydrofurfuryl, R₇ and R₈ may form a ring selected from the group consisting of pyrrolidine, piperidine, hexamethyleneimine and morpholine together therewith, R₉ and R₁₀ are each hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; or C₁∼₄ alkoxyl, P is hydrogen atom ; halogen atom ; C₁∼₄ alkyl ; C₅∼₆ alicyclic group ; halogenated C₁∼₄ alkyl ; phenyl ; benzyl ; C₁∼₄ alkoxyl ; (C₁∼₄ alkoxy)carbonyl ; or di(C₁∼₄ alkyl)amino, X is hydrogen atom ; halogen atom ; or C₁∼₄ alkyl, n is an integer of 1 to 4.
Claim 3
Dependent Claim 49 words
A heat-sensitive recording material as defined in claim 1 wherein the black color-forming fluoran derivative is a compound of the formula [ III ] wherein R₇, R₈ and n are same as above, Y is hydrogen atom ; C₁∼₄ alkyl ; C₁∼₄ alkoxyl ; halogen atom ; or di(C₁∼)alkylamino.
Claim 4
Dependent Claim 44 words
A heat-sensitive recording material as defined in claim 1 wherein the black color-forming fluoran derivative is a compound of the formula [ IV ] wherein R₇ and R₈ are same as above, Q is halogen atom ; halogenated C₁∼₄ alkyl ; or (C₁∼₄ alkoxy)­carbonyl.
Claim 5
Dependent Claim 34 words
A heat-sensitive recording material as defined in claim 1 wherein the black color-forming fluoran derivative is a compound of the formula [ V ] wherein R₇, R₈, Y and n are as defined above.
Claim 6
Dependent Claim 38 words
A heat-sensitive recording material as defined in any one of claims 1 to 4 wherein the aromatic carboxylic acid is at least one compound selected from phthalic acid monoesters, benzoic acids, naphthoic acids, salicylic acids and indolecarboxylic acids.
Claim 7
Dependent Claim 23 words
A heat-sensitive recording material as defined in claim 5 wherein the aromatic carboxylic acid is at least one compound selected from indolecarboxylic acids.
Claim 8
Dependent Claim 317 words
A heat-sensitive recording material as defined in claim 6 wherein the indolecarboxylic acid is an indole-2-carboxylic acid derivative of the formula [ VI ] wherein R₁₁ is hydrogen atom ; C₁∼₈ alkyl unsubstituted or substituted with C₁∼₄ alkoxyl ; C₅∼₁₂ cycloalkyl unsubstituted or substituted with halogen atom or C₁∼₄ alkyl ; allyl unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; propargyl unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; phenyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; C₇∼₉ aralkyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; (C₁∼₄ alkyl)carbonyl ; or benzoyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl, R₁₂ to R₁₆ are each hydrogen atom ; C₁∼₈ alkyl unsubstituted or substituted with C₁∼₄ alkoxyl or di(C₁∼₄ alkyl)amino ; allyl unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; propargyl unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; phenyl unsubstituted or substituted with halogen atom, hydroxyl, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; C₇∼₉ aralkyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; C₁∼₄ alkoxyl unsubstituted or substituted with phenyl or phenoxy ; allyloxy unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; propargyloxy unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; phenoxy unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; C₇∼₉ aralkyloxy unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; (C₁∼₄ alkyl)carbonyloxy ; benzoyloxy unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; (C₁∼₄ alkyl)carbonyl ; benzoyl unsubstituted or substituted with halogen atom, C₁∼₄ alkyl or C₁∼₄ alkoxyl ; carbamoyl unsubstituted or substituted with C₁∼₄ alkyl or phenyl ; amino unsubstituted or substituted with benzoyl, benzenesulfonyl, C₁∼₈ alkyl, phenyl, benzyl or (C₁∼₄ alkyl)carbonyl, benzoyl and benzenesulfonyl may be substituted with halogen atom, C 1-4 alkyl or C 1-4 alkoxyl; halogen atom; nitro; cyano; or hydroxyl.
Claim 9
Dependent Claim 32 words
A heat-sensitive recording material as defined in any one of claims 1 to 7 wherein the polyvalent metal salt is a salt of magnesium, calcium, barium, zinc, aluminum, tin, cobalt or nickel.
Claim 10
Dependent Claim 30 words
A heat-sensitive recording material as defined in any one of claims 1 to 8 wherein the recording sensitizer is a heat-fusible compound having a melting point of 70 to 140°C.
Claim 11
Dependent Claim 24 words
A heat-sensitive recording material as defined in claim 9 wherein the heat-fusible compound is a fatty acid amide derivative or a hydroxybenzoic acid ester.

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