US3847612A - Light-sensitive heat-developable sheet material - Google Patents

Light-sensitive heat-developable sheet material Download PDF

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Publication number
US3847612A
US3847612A US00329107A US32910773A US3847612A US 3847612 A US3847612 A US 3847612A US 00329107 A US00329107 A US 00329107A US 32910773 A US32910773 A US 32910773A US 3847612 A US3847612 A US 3847612A
Authority
US
United States
Prior art keywords
sheet material
silver
imidazole
phthalic acid
mole
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 - Lifetime
Application number
US00329107A
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English (en)
Inventor
J Winslow
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Priority to US00329107A priority Critical patent/US3847612A/en
Priority to AR252176A priority patent/AR207001A1/es
Priority to CA190,312A priority patent/CA1009888A/en
Priority to SE7400848A priority patent/SE385741B/xx
Priority to ES422553A priority patent/ES422553A1/es
Priority to NLAANVRAGE7400911,A priority patent/NL175857C/xx
Priority to BR716/74A priority patent/BR7400716D0/pt
Priority to IT48105/74A priority patent/IT1008189B/it
Priority to GB488774A priority patent/GB1441477A/en
Priority to JP49013571A priority patent/JPS525845B2/ja
Priority to DE2405431A priority patent/DE2405431C3/de
Priority to PH15469A priority patent/PH10823A/en
Priority to CH143274A priority patent/CH607094A5/xx
Priority to BE140479A priority patent/BE810522A/xx
Priority to FR7403389A priority patent/FR2216602B1/fr
Application granted granted Critical
Publication of US3847612A publication Critical patent/US3847612A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/494—Silver salt compositions other than silver halide emulsions; Photothermographic systems ; Thermographic systems using noble metal compounds
    • G03C1/498—Photothermographic systems, e.g. dry silver
    • G03C1/49836—Additives
    • G03C1/49845—Active additives, e.g. toners, stabilisers, sensitisers

Definitions

  • This invention relates to photosensitive heatdevelopable dry silver sheet materials and has particular reference to improved means for obtaining images of desirable density and color.
  • Photosensitive heat-developable dry silver sheet materials contain a photosensitive silver halide catalyst-forming means in catalytic proximity with a heatsensitive combination of organic silver salt and reducing agent.
  • the reducing agent is a hindered phenol, it is found. desirable to include an image intensifier or toner material, of which phthalazinone has been an outstanding example.
  • Phthalazinone and various other materials have previously been employed as toners in light-stable heatsensitive copy-sheets based on organic silver salts and reducing agents.
  • Phthalazinone is a preferred material in compositions shown in U.S. Pat. No. 3,080,254; other materials therein disclosed, such for example as imidazole, must be employed in much larger amounts and are generally less effective.
  • Both phthalic acid and phthalazinone areshown in U.S. Pat. No. 3,218,166 to be effective toners for heat-sensitive compositions'containing organic silver salts and hindered phenolic reducing agents.
  • Phthalic acid may effectively be replaced in whole or in part by corresponding molar amounts of naphthalene-2,3-dicarboxylic acid or of o-phthalamic acid. Each of these compounds will be seen to be capable of condensation to form a five-membered heterocyclic ring structure.
  • substituted imidazoles having the S-membered heterocyclic imidazole ring strucparts by weight of phthalic acid and about 15 parts by.
  • the coating made with the half soap, containing 14.5 percent silver may be shown by calculation to contain 0.44 mole of phthalic acid and 0.73 mole of imidazole per mole of silver.
  • the transparent coating containing the full soap may be shown to contain 0.18 mole of phthalic acid and 0.057 mole. of benzimidazole per mole of silver. More broadly, it has been foundipossible to obtain distinct improvement in imageappearance with dry silver coatings based onv organic. silver. salts and hindered phenolic reducingagents by incorporating as toner materials animidazoleand;phthalic acid orequivalent in amounts within the.
  • silver half-soaps For use on paper or other non-transparent backings it is found convenient to use silver half-soaps, of which an equimolar. blend of silver behenate and behenic acid, prepared by precipitation from aqueous solution of the sodium salt of commercial behenic acid andanalyzing about 14.5 percent silver, represents a preferred example.
  • Other components suchfor example as colorings, opacifiers, extenders, spectral sensitizing-dyesetc. may be incorporated as required for various specific purposes.
  • a second composition is prepared by first mixing together acetone 339.9 grams methanol 1 18.5 cellulose acetate 25.0 colloidal silica 3.5
  • the mixture is applied over the previous layer and dried.
  • the dry coating weight is 2.7 grams/sq.m.
  • the spectral sensitizer is l-methyl-3-allyl-5[ (3-ethyl-2- benzoxazolinylidene) ethylidine]-2-thiohydantoin.
  • the molar ratios of phthalic acid and imidazole to total silver are 0.37 and 0.71 respectively.
  • EXAMPLE 2 A homogenate is prepared of silver behenate full soap gm. methyl isobutyl ketone 54 I toluene methyl ethyl ketone To 72 grams of the homogenate is added acetone acetone mercuric bromide (as .5% soln. in methanol) .0045
  • the vinyl resin is a copolymer, of vinyl acetate and vinyl chloride, containing hydroxyl radicals.
  • the Sudan yellow dye is optional
  • the mixture is prepared under darkroom conditions.
  • a second composition is prepared using toluene 34 gm. methyl ethyl ketone 32 methanol 22 vinyl chloride-vinyl acetate copolymer 6 tetrachlorophthalic anhydride .43 phthalic acid 2.2 benzimidazole .43 phenolic reducing agent of Example 1 3.42 antistatic agent (optional) ("Catanac SN") .43
  • the molar ratios of phthalic acid and benzimidazole to total silver are 0.167 and 0.046 respectively.
  • the film is exposed through a 0-4 continuous wedge to illumination from a carbon arc and developed by holding for 30 seconds in a bath of inert fluorocarbon liquid maintained at 260F.
  • the sensitometric values attained are:.
  • a photosensitive heat-developable sheet material having an image-forming stratum comprising (1) photo-sensitive silver halide catalyst-forming means and (2) heat-sensitive reactant image-forming means including an organic silver salt oxidizing agent and a hindered phenolic reducing agent for silver ion, the oxidation-reduction reaction of which to produce a visible change is accelerated by said catalyst, and (3) as sifier material consists of phthalic acid and imidazole.
  • Sheet material of claim 3 wherein said image intensifier material consists of phthalic acid and benzimidazole.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
US00329107A 1973-02-02 1973-02-02 Light-sensitive heat-developable sheet material Expired - Lifetime US3847612A (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
US00329107A US3847612A (en) 1973-02-02 1973-02-02 Light-sensitive heat-developable sheet material
AR252176A AR207001A1 (es) 1973-02-02 1974-01-01 Material laminar fotosensible revelable por el calor
CA190,312A CA1009888A (en) 1973-02-02 1974-01-16 Light-sensitive heat-developable sheet material
SE7400848A SE385741B (sv) 1973-02-02 1974-01-23 Fotosensitivt, vermeframkallningsbart arkmaterial
ES422553A ES422553A1 (es) 1973-02-02 1974-01-23 Mejoras introducidas en la fabricacion de materiales en la-mina.
NLAANVRAGE7400911,A NL175857C (nl) 1973-02-02 1974-01-23 Fotogevoelig, velvormig materiaal.
BR716/74A BR7400716D0 (pt) 1973-02-02 1974-01-31 Material em folhas, fotossensivel, revelavel pelo calor
GB488774A GB1441477A (en) 1973-02-02 1974-02-01 Light-sensitive heat developable sheet material
IT48105/74A IT1008189B (it) 1973-02-02 1974-02-01 Perfezionamento nei materiali in fogli fotosensibili sviluppabili per azione termica
JP49013571A JPS525845B2 (pt) 1973-02-02 1974-02-01
DE2405431A DE2405431C3 (de) 1973-02-02 1974-02-01 Thermophotographisches Aufzeichnungsmaterial
PH15469A PH10823A (en) 1973-02-02 1974-02-01 Light-sensitive heat-developable sheet material
CH143274A CH607094A5 (pt) 1973-02-02 1974-02-01
BE140479A BE810522A (fr) 1973-02-02 1974-02-01 Feuille photosensible developpable a chaud
FR7403389A FR2216602B1 (pt) 1973-02-02 1974-02-01

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00329107A US3847612A (en) 1973-02-02 1973-02-02 Light-sensitive heat-developable sheet material

Publications (1)

Publication Number Publication Date
US3847612A true US3847612A (en) 1974-11-12

Family

ID=23283871

Family Applications (1)

Application Number Title Priority Date Filing Date
US00329107A Expired - Lifetime US3847612A (en) 1973-02-02 1973-02-02 Light-sensitive heat-developable sheet material

Country Status (15)

Country Link
US (1) US3847612A (pt)
JP (1) JPS525845B2 (pt)
AR (1) AR207001A1 (pt)
BE (1) BE810522A (pt)
BR (1) BR7400716D0 (pt)
CA (1) CA1009888A (pt)
CH (1) CH607094A5 (pt)
DE (1) DE2405431C3 (pt)
ES (1) ES422553A1 (pt)
FR (1) FR2216602B1 (pt)
GB (1) GB1441477A (pt)
IT (1) IT1008189B (pt)
NL (1) NL175857C (pt)
PH (1) PH10823A (pt)
SE (1) SE385741B (pt)

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994732A (en) * 1975-09-08 1976-11-30 Minnesota Mining & Mfg Dry silver toners
FR2412870A1 (fr) * 1977-12-23 1979-07-20 Asahi Chemical Ind Materiaux photosensibles developpables a chaud
US4260677A (en) * 1976-03-12 1981-04-07 Minnesota Mining And Manufacturing Company Thermographic and photothermographic materials having silver salt complexes therein
US4585734A (en) * 1985-02-01 1986-04-29 Minnesota Mining And Manufacturing Company Photothermographic toners
US4675277A (en) * 1984-09-25 1987-06-23 Fuji Photo Film Co., Ltd. Heat developable light-sensitive material
US5275932A (en) * 1992-03-16 1994-01-04 Minnesota Mining And Manufacturing Company Thermal development accelerators for thermographic materials
US5464737A (en) * 1993-04-29 1995-11-07 Minnesota Mining And Manufacturing Company Post-processing stabilizers for photothermographic articles
US5492805A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5492803A (en) * 1995-01-06 1996-02-20 Minnesota Mining And Manufacturing Company Hydrazide redox-dye-releasing compounds for photothermographic elements
US5492804A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5891615A (en) * 1997-04-08 1999-04-06 Imation Corp. Chemical sensitization of photothermographic silver halide emulsions
US5928857A (en) * 1994-11-16 1999-07-27 Minnesota Mining And Manufacturing Company Photothermographic element with improved adherence between layers
US5939249A (en) * 1997-06-24 1999-08-17 Imation Corp. Photothermographic element with iridium and copper doped silver halide grains
US6117624A (en) * 1993-06-04 2000-09-12 Eastman Kodak Company Infrared sensitized, photothermographic article
US6171707B1 (en) 1994-01-18 2001-01-09 3M Innovative Properties Company Polymeric film base having a coating layer of organic solvent based polymer with a fluorinated antistatic agent
US6340985B1 (en) 1997-12-10 2002-01-22 Fuji Photo Film Co. Ltd. Thermal recording apparatus
US6630291B1 (en) 2002-08-21 2003-10-07 Eastman Kodak Company Thermally sensitive imaging materials containing phthalazine precursor
US20050186521A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Black-and-white thermographic materials with improved image tone
US20050186518A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Silver-free black-and-white thermographic materials containing a benzoquinone and methods of imaging
US20050186520A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Silver-free black-and-white thermographic materials
US7468241B1 (en) 2007-09-21 2008-12-23 Carestream Health, Inc. Processing latitude stabilizers for photothermographic materials
US7524621B2 (en) 2007-09-21 2009-04-28 Carestream Health, Inc. Method of preparing silver carboxylate soaps
US7622247B2 (en) 2008-01-14 2009-11-24 Carestream Health, Inc. Protective overcoats for thermally developable materials
US20100022744A1 (en) * 2006-12-21 2010-01-28 Nippon Soda Co., Ltd. Clathrate compound, curing catalyst, composition for forming cured resin, and cured resin
US20100179250A1 (en) * 2007-09-21 2010-07-15 Nippon Soda Co., Ltd. Inclusion complex containing epoxy resin composition for semiconductor encapsulation
US8623942B2 (en) 2009-03-11 2014-01-07 Nippon Soda Co., Ltd. Epoxy resin composition, curing agent, and curing accelerator
US8735529B2 (en) 2006-12-21 2014-05-27 Nippon Soda Co., Ltd. Clathrate compound, curing catalyst, composition for forming cured resin, and cured resin
WO2015148028A1 (en) 2014-03-24 2015-10-01 Carestream Health, Inc. Thermally developable imaging materials
WO2016073086A1 (en) 2014-11-04 2016-05-12 Carestream Health, Inc. Image forming materials, preparations, and compositions
WO2016195950A1 (en) 2015-06-02 2016-12-08 Carestream Health, Inc. Thermally developable imaging materials and methods
WO2017123444A1 (en) 2016-01-15 2017-07-20 Carestream Health, Inc. Method of preparing silver carboxylate soaps

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5147429A (en) * 1974-10-21 1976-04-23 Fuji Photo Film Co Ltd Netsugenzokiniokeru haikisochi
JPS51101523A (ja) * 1975-03-05 1976-09-08 Fuji Photo Film Co Ltd Netsugenzokankozairyo
AR206458A1 (es) * 1975-03-17 1976-07-23 Minnesota Mining & Mfg Materiales de hoja termograficas y fototermograficas
JPS5271238A (en) * 1975-12-11 1977-06-14 Oriental Photo Ind Co Ltd Method of forming picture with heat development photosensitive material
JPS5911093B2 (ja) * 1977-11-01 1984-03-13 富士写真フイルム株式会社 熱現像感光材料用感光性組成物
JP5972847B2 (ja) 2013-10-21 2016-08-17 三菱日立パワーシステムズ株式会社 バーナチップ及び燃焼バーナ並びにボイラ

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3080254A (en) * 1959-10-26 1963-03-05 Minnesota Mining & Mfg Heat-sensitive copying-paper
US3218166A (en) * 1962-11-23 1965-11-16 Minnesota Mining & Mfg Heat sensitive copy sheet
US3589903A (en) * 1968-02-28 1971-06-29 Minnesota Mining & Mfg Silver halide,heat-developable image sheet containing mercuric ion

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3080254A (en) * 1959-10-26 1963-03-05 Minnesota Mining & Mfg Heat-sensitive copying-paper
US3218166A (en) * 1962-11-23 1965-11-16 Minnesota Mining & Mfg Heat sensitive copy sheet
US3589903A (en) * 1968-02-28 1971-06-29 Minnesota Mining & Mfg Silver halide,heat-developable image sheet containing mercuric ion

Cited By (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994732A (en) * 1975-09-08 1976-11-30 Minnesota Mining & Mfg Dry silver toners
DE2640040A1 (de) * 1975-09-08 1977-03-10 Minnesota Mining & Mfg Tonergemisch und dieses enthaltendes lichtempfindliches waermeentwickelbares photographisches aufzeichnungsmaterial
US4260677A (en) * 1976-03-12 1981-04-07 Minnesota Mining And Manufacturing Company Thermographic and photothermographic materials having silver salt complexes therein
FR2412870A1 (fr) * 1977-12-23 1979-07-20 Asahi Chemical Ind Materiaux photosensibles developpables a chaud
US4675277A (en) * 1984-09-25 1987-06-23 Fuji Photo Film Co., Ltd. Heat developable light-sensitive material
US4585734A (en) * 1985-02-01 1986-04-29 Minnesota Mining And Manufacturing Company Photothermographic toners
US5275932A (en) * 1992-03-16 1994-01-04 Minnesota Mining And Manufacturing Company Thermal development accelerators for thermographic materials
US5464737A (en) * 1993-04-29 1995-11-07 Minnesota Mining And Manufacturing Company Post-processing stabilizers for photothermographic articles
US6117624A (en) * 1993-06-04 2000-09-12 Eastman Kodak Company Infrared sensitized, photothermographic article
US6171707B1 (en) 1994-01-18 2001-01-09 3M Innovative Properties Company Polymeric film base having a coating layer of organic solvent based polymer with a fluorinated antistatic agent
US5492804A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5696289A (en) * 1994-06-30 1997-12-09 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5705676A (en) * 1994-06-30 1998-01-06 Minnesota Mining And Manufacturing Company Chromogenic leuco redox-dye-releasing compounds for photothermographic elements
US5492805A (en) * 1994-06-30 1996-02-20 Minnesota Mining And Manufacturing Company Blocked leuco dyes for photothermographic elements
US5928857A (en) * 1994-11-16 1999-07-27 Minnesota Mining And Manufacturing Company Photothermographic element with improved adherence between layers
US5492803A (en) * 1995-01-06 1996-02-20 Minnesota Mining And Manufacturing Company Hydrazide redox-dye-releasing compounds for photothermographic elements
US5891615A (en) * 1997-04-08 1999-04-06 Imation Corp. Chemical sensitization of photothermographic silver halide emulsions
US5939249A (en) * 1997-06-24 1999-08-17 Imation Corp. Photothermographic element with iridium and copper doped silver halide grains
US6060231A (en) * 1997-06-24 2000-05-09 Eastman Kodak Company Photothermographic element with iridium and copper doped silver halide grains
US6340985B1 (en) 1997-12-10 2002-01-22 Fuji Photo Film Co. Ltd. Thermal recording apparatus
US6630291B1 (en) 2002-08-21 2003-10-07 Eastman Kodak Company Thermally sensitive imaging materials containing phthalazine precursor
US20050186518A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Silver-free black-and-white thermographic materials containing a benzoquinone and methods of imaging
US20050186520A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Silver-free black-and-white thermographic materials
US6962763B2 (en) 2004-02-25 2005-11-08 Eastman Kodak Company Silver-free black-and-white thermographic materials
US7022441B2 (en) 2004-02-25 2006-04-04 Eastman Kodak Company Silver-free black-and-white thermographic materials containing a benzoquinone and methods of imaging
US20050186521A1 (en) * 2004-02-25 2005-08-25 Eastman Kodak Company Black-and-white thermographic materials with improved image tone
US8735529B2 (en) 2006-12-21 2014-05-27 Nippon Soda Co., Ltd. Clathrate compound, curing catalyst, composition for forming cured resin, and cured resin
US20100022744A1 (en) * 2006-12-21 2010-01-28 Nippon Soda Co., Ltd. Clathrate compound, curing catalyst, composition for forming cured resin, and cured resin
US7468241B1 (en) 2007-09-21 2008-12-23 Carestream Health, Inc. Processing latitude stabilizers for photothermographic materials
US7524621B2 (en) 2007-09-21 2009-04-28 Carestream Health, Inc. Method of preparing silver carboxylate soaps
US20100179250A1 (en) * 2007-09-21 2010-07-15 Nippon Soda Co., Ltd. Inclusion complex containing epoxy resin composition for semiconductor encapsulation
US8653160B2 (en) 2007-09-21 2014-02-18 Nippon Soda Co., Ltd. Inclusion complex containing epoxy resin composition for semiconductor encapsulation
US7622247B2 (en) 2008-01-14 2009-11-24 Carestream Health, Inc. Protective overcoats for thermally developable materials
US8623942B2 (en) 2009-03-11 2014-01-07 Nippon Soda Co., Ltd. Epoxy resin composition, curing agent, and curing accelerator
WO2015148028A1 (en) 2014-03-24 2015-10-01 Carestream Health, Inc. Thermally developable imaging materials
US9335623B2 (en) 2014-03-24 2016-05-10 Carestream Health, Inc. Thermally developable imaging materials
WO2016073086A1 (en) 2014-11-04 2016-05-12 Carestream Health, Inc. Image forming materials, preparations, and compositions
US9523915B2 (en) 2014-11-04 2016-12-20 Carestream Health, Inc. Image forming materials, preparations, and compositions
WO2016195950A1 (en) 2015-06-02 2016-12-08 Carestream Health, Inc. Thermally developable imaging materials and methods
US9746770B2 (en) 2015-06-02 2017-08-29 Carestream Health, Inc. Thermally developable imaging materials and methods
WO2017123444A1 (en) 2016-01-15 2017-07-20 Carestream Health, Inc. Method of preparing silver carboxylate soaps

Also Published As

Publication number Publication date
AR207001A1 (es) 1976-09-09
NL7400911A (pt) 1974-08-06
NL175857C (nl) 1985-01-02
FR2216602B1 (pt) 1978-03-10
FR2216602A1 (pt) 1974-08-30
DE2405431C3 (de) 1980-02-28
NL175857B (nl) 1984-08-01
JPS49107727A (pt) 1974-10-14
JPS525845B2 (pt) 1977-02-17
BR7400716D0 (pt) 1974-09-10
GB1441477A (en) 1976-06-30
IT1008189B (it) 1976-11-10
PH10823A (en) 1977-09-08
SE385741B (sv) 1976-07-19
ES422553A1 (es) 1976-04-16
DE2405431A1 (de) 1974-08-15
BE810522A (fr) 1974-08-01
CH607094A5 (pt) 1978-11-30
CA1009888A (en) 1977-05-10
DE2405431B2 (de) 1979-06-21

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