JP2007522296A - 可逆的熱変色性システム - Google Patents
可逆的熱変色性システム Download PDFInfo
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- JP2007522296A JP2007522296A JP2006552354A JP2006552354A JP2007522296A JP 2007522296 A JP2007522296 A JP 2007522296A JP 2006552354 A JP2006552354 A JP 2006552354A JP 2006552354 A JP2006552354 A JP 2006552354A JP 2007522296 A JP2007522296 A JP 2007522296A
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- color
- compound
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- printing ink
- acid
- Prior art date
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- 230000002441 reversible effect Effects 0.000 title claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 238000007639 printing Methods 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 11
- 238000007650 screen-printing Methods 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 24
- 230000008859 change Effects 0.000 claims description 17
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 10
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 230000007423 decrease Effects 0.000 claims description 6
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims description 4
- 235000021355 Stearic acid Nutrition 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 3
- 239000008117 stearic acid Substances 0.000 claims description 3
- KMGZNVWFFYYSLP-UHFFFAOYSA-N 3-[2,2-bis(1-ethyl-2-methylindol-3-yl)ethenyl]-3-[4-(diethylamino)phenyl]-2-benzofuran-1-one Chemical compound C1=CC(N(CC)CC)=CC=C1C1(C=C(C=2C3=CC=CC=C3N(CC)C=2C)C=2C3=CC=CC=C3N(CC)C=2C)C2=CC=CC=C2C(=O)O1 KMGZNVWFFYYSLP-UHFFFAOYSA-N 0.000 claims description 2
- SKVLHBJJOXTLKQ-UHFFFAOYSA-N 7,7-bis[4-(diethylamino)-2-ethoxyphenyl]furo[3,4-b]pyridin-5-one Chemical compound CCOC1=CC(N(CC)CC)=CC=C1C1(C=2C(=CC(=CC=2)N(CC)CC)OCC)C2=NC=CC=C2C(=O)O1 SKVLHBJJOXTLKQ-UHFFFAOYSA-N 0.000 claims description 2
- RCVMSMLWRJESQC-UHFFFAOYSA-N 7-[4-(diethylamino)-2-ethoxyphenyl]-7-(1-ethyl-2-methylindol-3-yl)furo[3,4-b]pyridin-5-one Chemical compound CCOC1=CC(N(CC)CC)=CC=C1C1(C=2C3=CC=CC=C3N(CC)C=2C)C2=NC=CC=C2C(=O)O1 RCVMSMLWRJESQC-UHFFFAOYSA-N 0.000 claims description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 2
- 238000004737 colorimetric analysis Methods 0.000 claims description 2
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 claims description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
- LXMSZDCAJNLERA-ZHYRCANASA-N spironolactone Chemical compound C([C@@H]1[C@]2(C)CC[C@@H]3[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)SC(=O)C)C[C@@]21CCC(=O)O1 LXMSZDCAJNLERA-ZHYRCANASA-N 0.000 claims description 2
- 229960002256 spironolactone Drugs 0.000 claims description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 2
- LWKIDZSOJYGLHN-UHFFFAOYSA-N 3-(2-methyl-1-octylindol-3-yl)-3h-2-benzofuran-1-one Chemical compound C12=CC=CC=C2N(CCCCCCCC)C(C)=C1C1C2=CC=CC=C2C(=O)O1 LWKIDZSOJYGLHN-UHFFFAOYSA-N 0.000 claims 1
- 125000005506 phthalide group Chemical class 0.000 claims 1
- 239000000976 ink Substances 0.000 abstract description 15
- 238000002844 melting Methods 0.000 abstract description 14
- 230000008018 melting Effects 0.000 abstract description 14
- 238000001953 recrystallisation Methods 0.000 abstract description 5
- 239000000975 dye Substances 0.000 description 14
- 238000010438 heat treatment Methods 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 150000002596 lactones Chemical class 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- -1 fluoran compound Chemical class 0.000 description 6
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical class C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- CEZCCHQBSQPRMU-UHFFFAOYSA-L chembl174821 Chemical compound [Na+].[Na+].COC1=CC(S([O-])(=O)=O)=C(C)C=C1N=NC1=C(O)C=CC2=CC(S([O-])(=O)=O)=CC=C12 CEZCCHQBSQPRMU-UHFFFAOYSA-L 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- JDZUWXRNKHXZFE-UHFFFAOYSA-N 1,2,3,4,5-pentachloro-6-(2,4,6-trichlorophenyl)benzene Chemical compound ClC1=CC(Cl)=CC(Cl)=C1C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl JDZUWXRNKHXZFE-UHFFFAOYSA-N 0.000 description 3
- JZEPXWWZAJGALH-UHFFFAOYSA-N 3,3-bis(1-butyl-2-methylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C(C3(C4=CC=CC=C4C(=O)O3)C3=C(C)N(C4=CC=CC=C43)CCCC)=C(C)N(CCCC)C2=C1 JZEPXWWZAJGALH-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000003384 imaging method Methods 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- RMZZBGUNXMGXCD-UHFFFAOYSA-N 3',6,6'-tris(dimethylamino)spiro[2-benzofuran-3,9'-fluorene]-1-one Chemical compound C12=CC=C(N(C)C)C=C2C2=CC(N(C)C)=CC=C2C21OC(=O)C1=CC(N(C)C)=CC=C21 RMZZBGUNXMGXCD-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical class F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004983 Polymer Dispersed Liquid Crystal Substances 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 238000005411 Van der Waals force Methods 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004042 decolorization Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000005588 protonation Effects 0.000 description 2
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HOUWRQXIBSGOHF-UHFFFAOYSA-N 3-[4-(diethylamino)phenyl]-3-(1-ethyl-2-methylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(CC)CC)=CC=C1C1(C=2C3=CC=CC=C3N(CC)C=2C)C2=CC=CC=C2C(=O)O1 HOUWRQXIBSGOHF-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 101100194022 Arabidopsis thaliana RAD52-2 gene Proteins 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
Classifications
-
- 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
- B41M5/28—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating
-
- 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
- B41M5/305—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers with reversible electron-donor electron-acceptor compositions
-
- 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
-
- 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
-
- 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
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/50—Sympathetic, colour changing or similar inks
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54310404P | 2004-02-09 | 2004-02-09 | |
| PCT/US2005/004038 WO2005077665A1 (en) | 2004-02-09 | 2005-02-09 | Reversible thermochromic systems |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007522296A true JP2007522296A (ja) | 2007-08-09 |
| JP2007522296A5 JP2007522296A5 (enExample) | 2008-03-13 |
Family
ID=34860376
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006552354A Pending JP2007522296A (ja) | 2004-02-09 | 2005-02-09 | 可逆的熱変色性システム |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20070167325A1 (enExample) |
| EP (1) | EP1713644A1 (enExample) |
| JP (1) | JP2007522296A (enExample) |
| CN (1) | CN1930005A (enExample) |
| WO (1) | WO2005077665A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007017791A1 (de) | 2007-04-16 | 2008-10-30 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Komposit mit inversen thermochromen Eigenschaften, dieses enthaltender Verbundwerkstoff sowie dessen Verwendung |
| DE102007061513A1 (de) | 2007-12-20 | 2009-06-25 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Dotierkapseln, diese enthaltende Verbundsysteme sowie deren Verwendung |
| DE102008011444A1 (de) | 2008-02-27 | 2009-09-10 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Thermochrom beschichtete Substrate und Verfahren zu deren Herstellung |
| US20140039091A1 (en) | 2012-08-01 | 2014-02-06 | Chromatic Technologies, Inc. | Interactive Coating for End Printing |
| FR3027845B1 (fr) * | 2014-11-04 | 2016-12-30 | Fasver | Procede de fabrication d'un support de donnees et support de donnees ainsi obtenu |
| CN104987759A (zh) * | 2015-07-30 | 2015-10-21 | 江南大学 | 一种多色系可逆热致变色涂料的制备方法 |
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| JP7136557B2 (ja) * | 2017-12-21 | 2022-09-13 | 株式会社日立製作所 | 温度検知材料、及びそれを用いた温度逸脱時間の推定システム |
| US11236234B2 (en) | 2018-01-03 | 2022-02-01 | United States Gypsum Company | Joint compounds and plasters with a complexometric dye and methods |
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| CN115873486B (zh) * | 2022-12-06 | 2024-06-04 | 四川大学 | 一种可实现智能热管理的复合相变涂料及其制备与应用 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50105555A (enExample) * | 1974-01-24 | 1975-08-20 | ||
| JPS57167380A (en) * | 1981-04-08 | 1982-10-15 | Pilot Ink Co Ltd | Thermochromic material |
| JPS60264285A (ja) * | 1984-06-13 | 1985-12-27 | Pilot Ink Co Ltd | 可逆性感熱記録組成物 |
| JPH05296858A (ja) * | 1992-04-20 | 1993-11-12 | Mitsui Toatsu Chem Inc | 可逆性熱変色材料 |
| JP2002012787A (ja) * | 2000-04-28 | 2002-01-15 | Pilot Ink Co Ltd | 可逆熱変色性マイクロカプセル顔料 |
| JP2002129029A (ja) * | 2000-10-30 | 2002-05-09 | Pilot Ink Co Ltd | 可逆熱変色性液状組成物及びそれを用いた可逆熱変色性積層体 |
| JP2002322385A (ja) * | 2001-04-24 | 2002-11-08 | Sumitomo Chem Co Ltd | 感温性色相可逆組成物 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2738253A1 (de) | 1977-08-25 | 1979-03-01 | Dabisch Tipp Ex Tech | Koerper mit reversibel temperaturabhaengiger transparenz |
| US4734359A (en) * | 1985-11-07 | 1988-03-29 | Canon Kabushiki Kaisha | Thermal recording material for display and image display device utilizing the same |
| CA2030799A1 (en) * | 1989-04-07 | 1990-10-08 | Watanabe Niro | Composition for reversible thermal recording media |
| CA2046048C (en) | 1990-07-04 | 1996-11-05 | Keiki Yamada | Method of and apparatus for rewritable recording and erasing and rewritable recording film |
| JP3060432B2 (ja) * | 1990-07-06 | 2000-07-10 | 株式会社リコー | 書換え可能なバーコード表示体、そのバーコード表示体の処理方法、そのバーコードの読み取り方法およびそのバーコード表示体の処理装置。 |
| JP2700234B2 (ja) * | 1990-09-14 | 1998-01-19 | 株式会社リコー | 可逆性感熱記録材料 |
| DE69120645T2 (de) | 1990-12-26 | 1997-02-13 | Ricoh Kk | Reversible wärmeempfindliche Aufzeichnungszusammensetzung, Aufzeichnungsmedium, Aufzeichnungsverfahren und Anzeigevorrichtung, die das Aufzeichnungsmedium verwendet |
| US5556827A (en) * | 1991-07-08 | 1996-09-17 | Ricoh Company, Ltd. | Method for producing reversible thermosensitive recording material |
| US5480482A (en) * | 1991-11-04 | 1996-01-02 | The United States Of America As Represented By The Secretary Of The Navy | Reversible thermochromic pigments |
| US5278129A (en) * | 1991-11-20 | 1994-01-11 | Toppan Printing Co., Ltd. | Rewritable thermosensitive recording medium |
| US5552364A (en) * | 1992-03-09 | 1996-09-03 | Ricoh Company, Ltd. | Reversible theromosensitive coloring recording method, recording medium and recording apparatus for the recording method |
| US5306689A (en) * | 1992-03-13 | 1994-04-26 | Ricoh Company, Ltd. | Reversible thermosensitive recording material |
| US5627126A (en) * | 1993-07-06 | 1997-05-06 | Ricoh Company, Ltd. | Reversible thermosensitive recording medium and method of producing the same |
| JP3453741B2 (ja) | 1993-07-08 | 2003-10-06 | 日本製紙株式会社 | 感熱記録体 |
| US5603547A (en) * | 1994-02-03 | 1997-02-18 | Finn; Joseph R. | Pivot rod with protective molding sleeve |
| JP3493482B2 (ja) | 1994-08-29 | 2004-02-03 | 株式会社リコー | 熱可逆記録媒体及びこれを用いた画像記録消去方法 |
| JPH08183281A (ja) * | 1994-12-28 | 1996-07-16 | Dainippon Printing Co Ltd | 切符及びその書換処理装置 |
| JPH08202294A (ja) * | 1995-01-20 | 1996-08-09 | Dainippon Printing Co Ltd | 液晶表示媒体の液晶配向方法及び液晶配向装置 |
| JPH09118077A (ja) * | 1995-08-22 | 1997-05-06 | Ricoh Co Ltd | 可逆性感熱記録媒体 |
| JPH09218398A (ja) * | 1996-02-13 | 1997-08-19 | Dainippon Printing Co Ltd | 液晶／高分子複合膜用高分子材料、液晶／高分子複合膜、記録表示媒体及びその使用方法 |
| TW412744B (en) | 1996-02-13 | 2000-11-21 | Dainippon Printing Co Ltd | Device with display portion capable of rewriting |
| US6022648A (en) | 1996-03-08 | 2000-02-08 | Massachusetts Institute Of Technology | Bistable, thermochromic recording method for rendering color and gray scale |
| JPH10183117A (ja) * | 1996-12-24 | 1998-07-14 | Dainippon Printing Co Ltd | 記録表示媒体及びその使用方法 |
| CA2318700A1 (en) * | 1999-09-17 | 2001-03-17 | Katsuyuki Fujita | Thermochromic microencapsulated pigments |
| AU2003235091A1 (en) * | 2002-04-23 | 2003-11-10 | Mitsubishi Plastics, Inc. | Information recording / displaying card, image processing method using same, and image processor |
| JP2005035276A (ja) * | 2003-06-25 | 2005-02-10 | Ricoh Co Ltd | 可逆性感熱記録媒体、並びに、可逆性感熱記録ラベル、可逆性感熱記録部材、画像処理装置及び画像処理方法 |
| US7432223B2 (en) * | 2003-12-18 | 2008-10-07 | Ricoh Company, Ltd. | Reversible thermosensitive recording medium, information storage material, reversible thermosensitive recording label, image processing method and image processing device |
-
2005
- 2005-02-09 JP JP2006552354A patent/JP2007522296A/ja active Pending
- 2005-02-09 CN CNA2005800072174A patent/CN1930005A/zh active Pending
- 2005-02-09 US US10/588,875 patent/US20070167325A1/en not_active Abandoned
- 2005-02-09 WO PCT/US2005/004038 patent/WO2005077665A1/en not_active Ceased
- 2005-02-09 EP EP05713170A patent/EP1713644A1/en not_active Withdrawn
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50105555A (enExample) * | 1974-01-24 | 1975-08-20 | ||
| JPS57167380A (en) * | 1981-04-08 | 1982-10-15 | Pilot Ink Co Ltd | Thermochromic material |
| JPS60264285A (ja) * | 1984-06-13 | 1985-12-27 | Pilot Ink Co Ltd | 可逆性感熱記録組成物 |
| JPH05296858A (ja) * | 1992-04-20 | 1993-11-12 | Mitsui Toatsu Chem Inc | 可逆性熱変色材料 |
| JP2002012787A (ja) * | 2000-04-28 | 2002-01-15 | Pilot Ink Co Ltd | 可逆熱変色性マイクロカプセル顔料 |
| JP2002129029A (ja) * | 2000-10-30 | 2002-05-09 | Pilot Ink Co Ltd | 可逆熱変色性液状組成物及びそれを用いた可逆熱変色性積層体 |
| JP2002322385A (ja) * | 2001-04-24 | 2002-11-08 | Sumitomo Chem Co Ltd | 感温性色相可逆組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1713644A1 (en) | 2006-10-25 |
| US20070167325A1 (en) | 2007-07-19 |
| WO2005077665A1 (en) | 2005-08-25 |
| CN1930005A (zh) | 2007-03-14 |
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