WO2004113091A1 - Materiel d'enregistrement thermosensible et derive de benzenesulfonamide - Google Patents

Materiel d'enregistrement thermosensible et derive de benzenesulfonamide Download PDF

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Publication number
WO2004113091A1
WO2004113091A1 PCT/JP2004/009211 JP2004009211W WO2004113091A1 WO 2004113091 A1 WO2004113091 A1 WO 2004113091A1 JP 2004009211 W JP2004009211 W JP 2004009211W WO 2004113091 A1 WO2004113091 A1 WO 2004113091A1
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WO
WIPO (PCT)
Prior art keywords
group
alkyl group
alkyl
halogen atom
atom
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2004/009211
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English (en)
Japanese (ja)
Inventor
Masatoshi Saitou
Ichiro Nasuno
Mitsuru Shibata
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Idemitsu Kosan Co Ltd
Original Assignee
Idemitsu Kosan Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Idemitsu Kosan Co Ltd filed Critical Idemitsu Kosan Co Ltd
Publication of WO2004113091A1 publication Critical patent/WO2004113091A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds

Definitions

  • thermosensitive recording material according to (2) which is a benzenesulfonamide derivative represented by
  • ⁇ 11 to! ⁇ 16 are each independently substituted with a hydrogen atom, an alkyl group, a C i -C 4 alkyl group, a C 3 -C 6 cycloalkyl group, a halogen atom or a C -dialkyl group.
  • I 1 1, R 12, and R 15 or R 16 may be R 13 or R 14 forms a together a connexion chemical bond or I 1 1, R and 1 2, R 15 or R 16, R 1 3 or a together R 14 connexion, together with the carbon atom to which each is attached, may be substituted with halo gen atom or a C E ⁇ Ji alkyl group
  • a benzene ring structure may be formed.
  • R 1 is a halogen atom, a C i -C 4 alkyl group or a C i -C 4 haloalkyl group
  • R 17 and R 18 are each independently a hydrogen atom, a C 1 -C 4 alkyl group , C 1 ⁇ 0 4 C port alkyl group
  • C 3 -C 6 shows a cycloalkyl group or a halogen atom or a C i ⁇ C 4 alkyl a phenyl group which may be substituted with a group
  • n represents an integer of 0 to 3 Show.
  • R 1 is a halogen atom, a C i -C 4 alkyl group or a C -C 4 haloalkyl group
  • R 2 is a hydrogen atom, a halogen atom, a Ci C alkyl group, a C i -C 4 haloalkyl group, C 3 -C 6 consequent opening alkyl group or a halogen atom or a C 1 -C 4 alkyl a phenyl group which may be substituted with a group
  • A is C i ⁇ C 4 alkyl C 3 optionally substituted with -C 8 divalent consequent opening alkyl ring, C ⁇ C 4 good C 7 substituted with an alkyl group ⁇ C.
  • R 2 is a hydrogen atom, a halogen atom, a C 1 -C 4 alkyl group,
  • Divalent bicycloalkyl ring may contain divalent tricycloalkyl ring C 10 -C 14 as a partial structure.
  • R 1 , R 2 and n are the same as described above. ,
  • a halogen atom for R 1 , a ⁇ to ⁇ ⁇ ⁇ ⁇ alkyl group, 1-0 4 C port al kill group is as described by R 2 in the general formula ([pi).
  • thermosensitive coloring layer of the thermosensitive recording medium of the present invention contains, in addition to the dye precursor and the developer, a sensitizer and a binder such as a binder for binding various components on a support. Can be.
  • a protective layer and a coating layer such as a printing layer can be formed on the thus formed heat-sensitive coloring layer.
  • the reaction temperature is not particularly limited, but usually the reaction proceeds smoothly in the range of 0 ° C to 10 ° C.
  • the reaction mixture was stirred at room temperature for 1 hour and added to a 5% by mass aqueous hydrochloric acid solution.
  • the resulting crystals were separated by filtration and dried to obtain 7.6 g (yield 59%) of the desired compound.
  • a 500 ml separable flask equipped with a mechanical stirrer is charged with 50 g (260 mmo1) of ethyl benzoyl acetate and 100 ml of methanol, and 14.3 g of hydrazine hydrate (286 mo 1) was added dropwise over 20 minutes.
  • the heat-sensitive coating solution obtained in the above (1) was applied to a high-quality paper with a thickness of 50 ⁇ using a bar coder and dried for 24 hours to obtain a heat-sensitive recording paper.
  • thermosensitive recording paper was obtained in the same manner as in Example 1 except that 2,2-bis (4-hydroxyphenyl) propane (bisphenol A) was used instead of the compound No. 1 used in Example 1. Was.
  • thermosensitive recording paper was obtained in the same manner as in Example 8, except that Compound No. 7 was used instead of Compound N 0.1 used in Example 1.
  • thermosensitive recording paper was obtained in the same manner as in Example 1 except that Compound No. 12 was used instead of Compound No. 1 used in Example 1.
  • thermosensitive recording medium having a thermosensitive coloring layer using a novel developer, which exhibits resistance to various environmental conditions, in particular, plastic plasticizers and enables long-term recording and storage.
  • a novel benzenesulfonamide derivative useful as the developer and the like can be provided.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Abstract

L'invention concerne un matériau d'enregistrement thermosensible qui comprend une couche de révélation chromogène thermosensible formée sur un corps de support et qui contient un précurseur de colorant et un révélateur qui réagit avec le précurseur de colorant lorsqu'il est chauffé et qui révèle le précurseur de colorant. Le révélateur est constitué d'un composé qui comprend, dans une molécule, au moins une sous-structure représentée par la formule (I). L'invention concerne également un dérivé de benzènesulfonamide spécifique présentant ladite sous-structure.
PCT/JP2004/009211 2003-06-24 2004-06-23 Materiel d'enregistrement thermosensible et derive de benzenesulfonamide Ceased WO2004113091A1 (fr)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
JP2003-178951 2003-06-24
JP2003178951 2003-06-24
JP2003315262 2003-09-08
JP2003-315262 2003-09-08
JP2003382447 2003-11-12
JP2003-382447 2003-11-12
JP2004-109949 2004-04-02
JP2004109949 2004-04-02

Publications (1)

Publication Number Publication Date
WO2004113091A1 true WO2004113091A1 (fr) 2004-12-29

Family

ID=33545465

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2004/009211 Ceased WO2004113091A1 (fr) 2003-06-24 2004-06-23 Materiel d'enregistrement thermosensible et derive de benzenesulfonamide

Country Status (2)

Country Link
TW (1) TW200518950A (fr)
WO (1) WO2004113091A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50129530A (fr) * 1974-03-29 1975-10-13
JPS5111734A (fr) * 1974-06-12 1976-01-30 Bristol Myers Co
US4266078A (en) * 1979-04-20 1981-05-05 Stauffer Chemical Company N-Acylsulfonamide herbicidal antidotes
JPH09207452A (ja) * 1996-02-06 1997-08-12 Nippon Paper Ind Co Ltd 感熱記録シート
JPH09327972A (ja) * 1996-06-11 1997-12-22 Nippon Paper Ind Co Ltd 感熱記録体

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50129530A (fr) * 1974-03-29 1975-10-13
JPS5111734A (fr) * 1974-06-12 1976-01-30 Bristol Myers Co
US4266078A (en) * 1979-04-20 1981-05-05 Stauffer Chemical Company N-Acylsulfonamide herbicidal antidotes
JPH09207452A (ja) * 1996-02-06 1997-08-12 Nippon Paper Ind Co Ltd 感熱記録シート
JPH09327972A (ja) * 1996-06-11 1997-12-22 Nippon Paper Ind Co Ltd 感熱記録体

Also Published As

Publication number Publication date
TW200518950A (en) 2005-06-16

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