GB1097091A - Colour thermography - Google Patents

Colour thermography

Info

Publication number
GB1097091A
GB1097091A GB97965A GB97965A GB1097091A GB 1097091 A GB1097091 A GB 1097091A GB 97965 A GB97965 A GB 97965A GB 97965 A GB97965 A GB 97965A GB 1097091 A GB1097091 A GB 1097091A
Authority
GB
United Kingdom
Prior art keywords
phenyl
methoxy
anilide
amino
acetylamino
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.)
Expired
Application number
GB97965A
Inventor
Karl-Heinz Menzel
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.)
Agfa Gevaert NV
Original Assignee
Agfa AG
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 Agfa AG filed Critical Agfa AG
Publication of GB1097091A publication Critical patent/GB1097091A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B55/00—Azomethine dyes
    • C09B55/009—Azomethine dyes, the C-atom of the group -C=N- being part of a ring (Image)
    • 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
    • B41M5/323—Organic colour formers, e.g. leuco dyes
    • 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
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
    • C07D231/48—Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
    • 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
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
    • C07D231/50—Acylated on said nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B55/00—Azomethine dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B55/00—Azomethine dyes
    • C09B55/002—Monoazomethine dyes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/913—Material designed to be responsive to temperature, light, moisture
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/165—Thermal imaging composition
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/31859—Next to an aldehyde or ketone condensation product
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/3188—Next to cellulosic
    • Y10T428/31895—Paper or wood
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/3188—Next to cellulosic
    • Y10T428/31895—Paper or wood
    • Y10T428/31899—Addition polymer of hydrocarbon[s] only

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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Abstract

Azomethine dyes are produced by heating compounds which contain activated methylene groups, the hydrogen atoms of which have been substituted by an acylamino group and p-aminophenylene imino group. Specified azomethine dyes are those of formulae <FORM:1097091/C4-C5/1> <FORM:1097091/C4-C5/2> <FORM:1097091/C4-C5/3> <FORM:1097091/C4-C5/4>ALSO:Compounds containing activated methylene groups in which one hydrogen is substituted by an aliphatic acylamino group and the other by a p-aminophenylene group are prepared by reacting the compound containing the acylamino group with a p-phenylene diamine. 2 - Phenyl - 3 - acetyl - (or propyl) - amino - 3-[41 - (diethylamino) - aniline] - pyrazolo - 4,5a-benzimidazole-6-sulphonic acid is prepared by adding p-diethylamino aniline sulphate to 2-phenyl-3-acetyl (or propyl aminopyrazolo-4,5a-benzimidazole - 6 - sulphonic acid. 1 - (Phenyl or 41 - sulphophenyl) - 3 - (phenyl or methyl)-4 - (acetylamino) - (41 - diethylaminoanilino) - 5-pyrazolone is prepared by adding p-diethylamino aniline sulphate to 1-(phenyl or 41-sulpho phenyl) - 3 - phenyl - 4 - acetylamino-5 pyrazolone in the presence of hydrogen peroxide. 1 - Acetylamino - 1 - (41 - methoxybenzoyl) - 1 - (411 - diethyl - amino - aniline) - acetic acid - (2111-methoxy-5111-carboxy)anilide is prepared by adding 3-amino-4-methoxybenzoic acid to ethyl p-methoxybenzoylacetate and refluxing to give 1 - (41 - methoxy) - benzoylacetic acid - (211-methoxy-511-carboxy)-anilide. This anilide is reacted with alkaline sodium nitrite to give the 1-nitroso compound which is reduced with Raney nickel to 1-amino-1-(41-methoxy)-benzoyl-acetic acid) - (211 - methoxy - 511 - carboxy) anilide. Reaction with acetic anhydride gives the corresponding acetylamino compound which is reacted with p-dimethylamino aniline sulphate as above to give the desired compound.
GB97965A 1964-01-11 1965-01-08 Colour thermography Expired GB1097091A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA0044980 1964-01-11

Publications (1)

Publication Number Publication Date
GB1097091A true GB1097091A (en) 1967-12-29

Family

ID=6934475

Family Applications (1)

Application Number Title Priority Date Filing Date
GB97965A Expired GB1097091A (en) 1964-01-11 1965-01-08 Colour thermography

Country Status (3)

Country Link
US (1) US3409457A (en)
BE (1) BE658107A (en)
GB (1) GB1097091A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2438042A1 (en) * 1976-04-27 1980-04-30 Ciba Geigy Ag AZOMETHINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND THEIR USE AS CHROMOGENES
GB2209341A (en) * 1987-09-03 1989-05-10 Fuji Photo Film Co Ltd Heat-sensitive transfer material containing magenta dye
GB2268281A (en) * 1992-06-30 1994-01-05 Kanzaki Paper Mfg Co Ltd Heat sensitive, pressure sensitive or electrosensitive materials

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3531286A (en) * 1966-10-31 1970-09-29 Minnesota Mining & Mfg Light-sensitive,heat developable copy-sheets for producing color images
GB1391392A (en) * 1972-02-23 1975-04-23 Matsushita Electric Ind Co Ltd Heat-sensitive recorder
US4022617A (en) * 1974-07-25 1977-05-10 Eastman Kodak Company Photothermographic element, composition and process for producing a color image from leuco dye
US5192645A (en) * 1988-07-18 1993-03-09 Polaroid Corporation Thermal imaging method
EP0406333B2 (en) * 1988-07-18 1996-07-03 Polaroid Corporation A heat sensitive recording element and a thermographic method
US5236884A (en) * 1991-05-06 1993-08-17 Polaroid Corporation Thermal imaging methods and materials
EP0665462B1 (en) * 1994-01-28 2001-04-18 New Oji Paper Co., Ltd. Thermofixable photosensitive recording material and process for preparing thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1248946B (en) * 1959-01-26
BE628346A (en) * 1962-02-13 1900-01-01
BE635248A (en) * 1962-07-25
US3293061A (en) * 1963-11-21 1966-12-20 Man Res Lab Inc Primary amine modified secondary or tertiary amine-polyketo reaction product in a heat developable copy sheet

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2438042A1 (en) * 1976-04-27 1980-04-30 Ciba Geigy Ag AZOMETHINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND THEIR USE AS CHROMOGENES
GB2209341A (en) * 1987-09-03 1989-05-10 Fuji Photo Film Co Ltd Heat-sensitive transfer material containing magenta dye
US4910187A (en) * 1987-09-03 1990-03-20 Fuji Photo Film Co., Ltd. Heat-sensitive transfer material
GB2209341B (en) * 1987-09-03 1991-08-14 Fuji Photo Film Co Ltd Heat sensitive transfer material containing magenta dye
GB2268281A (en) * 1992-06-30 1994-01-05 Kanzaki Paper Mfg Co Ltd Heat sensitive, pressure sensitive or electrosensitive materials
GB2268281B (en) * 1992-06-30 1995-08-02 Kanzaki Paper Mfg Co Ltd Recording material

Also Published As

Publication number Publication date
BE658107A (en) 1965-07-12
US3409457A (en) 1968-11-05

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