JPS6085986A - 発色性記録材料 - Google Patents
発色性記録材料Info
- Publication number
- JPS6085986A JPS6085986A JP58195448A JP19544883A JPS6085986A JP S6085986 A JPS6085986 A JP S6085986A JP 58195448 A JP58195448 A JP 58195448A JP 19544883 A JP19544883 A JP 19544883A JP S6085986 A JPS6085986 A JP S6085986A
- Authority
- JP
- Japan
- Prior art keywords
- azaphthalide
- paper
- indolyl
- color
- diethylamino
- 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.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- -1 phthalide compound Chemical class 0.000 abstract description 12
- WNZQDUSMALZDQF-UHFFFAOYSA-N isobenzofuranone Natural products C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 abstract description 8
- 239000002904 solvent Substances 0.000 abstract description 7
- 239000011230 binding agent Substances 0.000 abstract description 4
- 238000010298 pulverizing process Methods 0.000 abstract description 3
- 230000001804 emulsifying effect Effects 0.000 abstract 1
- 230000002269 spontaneous effect Effects 0.000 abstract 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 15
- 238000004519 manufacturing process Methods 0.000 description 14
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 238000004040 coloring Methods 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 238000000921 elemental analysis Methods 0.000 description 6
- 150000002576 ketones Chemical class 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000002775 capsule Substances 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 235000001484 Trigonella foenum graecum Nutrition 0.000 description 2
- 244000250129 Trigonella foenum graecum Species 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000005354 coacervation Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- MCQOWYALZVKMAR-UHFFFAOYSA-N furo[3,4-b]pyridine-5,7-dione Chemical compound C1=CC=C2C(=O)OC(=O)C2=N1 MCQOWYALZVKMAR-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- SKNGWALGKBQFEE-UHFFFAOYSA-N n,n-diethyl-3-pentoxyaniline Chemical compound CCCCCOC1=CC=CC(N(CC)CC)=C1 SKNGWALGKBQFEE-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- QTKIQLNGOKOPOE-UHFFFAOYSA-N 1,1'-biphenyl;propane Chemical group CCC.C1=CC=CC=C1C1=CC=CC=C1 QTKIQLNGOKOPOE-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 description 1
- VTNYYSAUAVLYST-UHFFFAOYSA-N 2-(1,2-dimethylindole-3-carbonyl)pyridine-3-carboxylic acid Chemical compound C12=CC=CC=C2N(C)C(C)=C1C(=O)C1=NC=CC=C1C(O)=O VTNYYSAUAVLYST-UHFFFAOYSA-N 0.000 description 1
- HGLISOFZJUBYPD-UHFFFAOYSA-N 2-(1-ethyl-2-methylindole-3-carbonyl)pyridine-3-carboxylic acid Chemical compound C12=CC=CC=C2N(CC)C(C)=C1C(=O)C1=NC=CC=C1C(O)=O HGLISOFZJUBYPD-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- YDYKGVWORCQOTN-UHFFFAOYSA-N 7-[4-(diethylamino)-2-hexoxyphenyl]-7-(1-ethyl-2-methylindol-3-yl)furo[3,4-b]pyridin-5-one Chemical compound CCCCCCOC1=CC(N(CC)CC)=CC=C1C1(C=2C3=CC=CC=C3N(CC)C=2C)C2=NC=CC=C2C(=O)O1 YDYKGVWORCQOTN-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 101100424491 Escherichia coli (strain K12) tamB gene Proteins 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- OAZWDJGLIYNYMU-UHFFFAOYSA-N Leucocrystal Violet Chemical compound C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 OAZWDJGLIYNYMU-UHFFFAOYSA-N 0.000 description 1
- 241000282806 Rhinoceros Species 0.000 description 1
- MUCRYNWJQNHDJH-OADIDDRXSA-N Ursonic acid Chemical compound C1CC(=O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C)[C@H](C)[C@H]5C4=CC[C@@H]3[C@]21C MUCRYNWJQNHDJH-OADIDDRXSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002475 indoles Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical class C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- RBVICEYRUIXMCB-UHFFFAOYSA-N n,n-diethyl-2-hexylaniline Chemical compound CCCCCCC1=CC=CC=C1N(CC)CC RBVICEYRUIXMCB-UHFFFAOYSA-N 0.000 description 1
- JWWFJMHMIWMGDL-UHFFFAOYSA-N n,n-dimethyl-3-pentoxyaniline Chemical compound CCCCCOC1=CC=CC(N(C)C)=C1 JWWFJMHMIWMGDL-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 150000004961 triphenylmethanes Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
-
- 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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
-
- 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
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Color Printing (AREA)
- Indole Compounds (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58195448A JPS6085986A (ja) | 1983-10-18 | 1983-10-18 | 発色性記録材料 |
FR8415903A FR2553425B1 (fr) | 1983-10-18 | 1984-10-17 | Nouveaux composes d'azaphtalide chromogene et materiau d'enregistrement sensible a la pression comportant ces composes |
DE19843438083 DE3438083A1 (de) | 1983-10-18 | 1984-10-17 | Chromogene azaphthalidverbindung und sie enthaltende farbbildende aufzeichnungszusammensetzung |
GB08426293A GB2148923B (en) | 1983-10-18 | 1984-10-17 | Chromogenic azaphthalide compounds |
US07/067,395 US4747875A (en) | 1983-10-18 | 1987-06-26 | Chromogenic azaphthalide compound and a colour-forming recording composition containing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58195448A JPS6085986A (ja) | 1983-10-18 | 1983-10-18 | 発色性記録材料 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS6085986A true JPS6085986A (ja) | 1985-05-15 |
Family
ID=16341232
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58195448A Pending JPS6085986A (ja) | 1983-10-18 | 1983-10-18 | 発色性記録材料 |
Country Status (5)
Country | Link |
---|---|
US (1) | US4747875A (en, 2012) |
JP (1) | JPS6085986A (en, 2012) |
DE (1) | DE3438083A1 (en, 2012) |
FR (1) | FR2553425B1 (en, 2012) |
GB (1) | GB2148923B (en, 2012) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6313778A (ja) * | 1986-07-04 | 1988-01-21 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6317078A (ja) * | 1986-07-09 | 1988-01-25 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6317077A (ja) * | 1986-07-09 | 1988-01-25 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6331789A (ja) * | 1986-07-28 | 1988-02-10 | Fuji Photo Film Co Ltd | 感圧記録シ−ト |
JPS6331788A (ja) * | 1986-07-28 | 1988-02-10 | Fuji Photo Film Co Ltd | 感圧記録シ−ト |
JPS6362778A (ja) * | 1986-09-03 | 1988-03-19 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6367179A (ja) * | 1986-09-08 | 1988-03-25 | Fuji Photo Film Co Ltd | 記録シ−ト |
JPS6367180A (ja) * | 1986-09-09 | 1988-03-25 | Fuji Photo Film Co Ltd | 記録シ−ト |
JPS63158287A (ja) * | 1986-12-22 | 1988-07-01 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6420189A (en) * | 1987-07-15 | 1989-01-24 | Fuji Photo Film Co Ltd | Recording material |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4660060A (en) * | 1985-06-17 | 1987-04-21 | The Hilton-Davis Chemical Co. | Imaging systems containing 3-(indol-3-yl)-3-(4-substituted aminophenyl)phthalides |
GB2193981B (en) * | 1986-07-09 | 1990-05-23 | Fuji Photo Film Co Ltd | Sheet recording material containing dye forming components |
JPH0692192B2 (ja) * | 1986-07-25 | 1994-11-16 | 富士写真フイルム株式会社 | 感圧記録シ−ト |
DE3752344D1 (de) * | 1986-10-28 | 2002-01-17 | Ciba Sc Holding Ag | Chromogene Phthalide |
JP5595449B2 (ja) * | 2011-10-25 | 2014-09-24 | 三菱鉛筆株式会社 | 色素、それを用いたマイクロカプセル顔料及び筆記具用インク組成物 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56151597A (en) * | 1980-04-28 | 1981-11-24 | Yamamoto Kagaku Gosei Kk | Recording material |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3594369A (en) * | 1969-01-21 | 1971-07-20 | Ncr Co | 3,5(6)-disubstituted-3-(para-diloweralkyl-aminophenyl) phthalides |
JPS4916726B1 (en, 2012) * | 1970-12-28 | 1974-04-24 | ||
US3736337A (en) * | 1971-04-27 | 1973-05-29 | Ncr Co | Tetrahalogenated chromogenic compounds and their use |
BE791898A (fr) * | 1971-11-26 | 1973-05-24 | Ciba Geigy Ag | Procede de preparation de substances chromogenes a partir d'indoles et d'anhydrides d'acides dicarboxyliques vicinaux, aromatiques ou heteroaromatiques, nouveaux chromogenes de cette categorie et leur emploi |
BE791793A (fr) * | 1971-12-06 | 1973-03-16 | Ncr Co | Composes chromogenes |
JPS505116A (en, 2012) * | 1973-05-16 | 1975-01-20 | ||
GB1460751A (en) * | 1973-05-21 | 1977-01-06 | Ciba Geigy Ag | 3-indolyl-3-phenyl-phthalide compounds their manufacture and their use |
GB1460151A (en) * | 1973-05-21 | 1976-12-31 | Ciba Geigy | Nitrophthalides their mahufacture and their use in recording systems- |
JPS5138245B2 (en, 2012) * | 1973-05-22 | 1976-10-20 | ||
GB1467898A (en) * | 1974-04-09 | 1977-03-23 | Ciba Geigy Ag | Heterocyclic substituted lactone compounds their manufacture and use |
JPS5138243A (ja) * | 1974-09-30 | 1976-03-30 | Toshiba Tungaloy Co Ltd | Chokogokinbotainitankachitan oyobi chitsukachitankaranarufukugotaiohifukusuruhoho |
GB1564559A (en) * | 1976-12-29 | 1980-04-10 | Sterling Drug Inc | 3(diphenylamino) phthalides |
US4189171A (en) * | 1977-03-01 | 1980-02-19 | Sterling Drug Inc. | Marking systems containing 3-aryl-3-heterylphthalides and 3,3-bis(heteryl)phthalides |
CA1110244A (en) * | 1977-09-29 | 1981-10-06 | Troy E. Hoover | Synthesis of chromogenic indolylphenyldihydrofuropyridin-one compounds |
US4349679A (en) * | 1978-05-18 | 1982-09-14 | Giba-Geigy Corporation | Pyrrolidino and piperidino benz ring substituted phthalides |
US4275905A (en) * | 1978-12-29 | 1981-06-30 | Appleton Papers Inc. | Pressure-sensitive record material |
GR73674B (en, 2012) * | 1978-12-29 | 1984-03-29 | Appleton Paper Inc | |
US4242513A (en) * | 1979-03-05 | 1980-12-30 | Appleton Papers Inc. | Lactone compounds containing a heterocyclic radical |
US4275206A (en) * | 1979-03-05 | 1981-06-23 | Appleton Papers Inc. | Lactone compounds containing an indolizine radical |
DE2937525A1 (de) * | 1979-09-17 | 1981-03-19 | Yamada Chemical Co. Ltd., Kyoto | Neue chromogene verbindungen und ihre verwendung als farbbildner in kopier- oder aufzeichnungsmaterialien |
JPS57212092A (en) * | 1981-06-23 | 1982-12-27 | Yamada Kagaku Kogyo Kk | Color-forming recording material |
US4668790A (en) * | 1981-12-23 | 1987-05-26 | Ciba-Geigy Corporation | Chromogenic dihydrofuropyridinones |
DE3469531D1 (en) * | 1983-09-15 | 1988-04-07 | Ciba Geigy Ag | 5- and 6-azaphthalides, their mixture of isomers, process for their production and their use in recording materials which are sensitive to pressure and heat |
-
1983
- 1983-10-18 JP JP58195448A patent/JPS6085986A/ja active Pending
-
1984
- 1984-10-17 FR FR8415903A patent/FR2553425B1/fr not_active Expired
- 1984-10-17 GB GB08426293A patent/GB2148923B/en not_active Expired
- 1984-10-17 DE DE19843438083 patent/DE3438083A1/de active Granted
-
1987
- 1987-06-26 US US07/067,395 patent/US4747875A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56151597A (en) * | 1980-04-28 | 1981-11-24 | Yamamoto Kagaku Gosei Kk | Recording material |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6313778A (ja) * | 1986-07-04 | 1988-01-21 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6317078A (ja) * | 1986-07-09 | 1988-01-25 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6317077A (ja) * | 1986-07-09 | 1988-01-25 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6331789A (ja) * | 1986-07-28 | 1988-02-10 | Fuji Photo Film Co Ltd | 感圧記録シ−ト |
JPS6331788A (ja) * | 1986-07-28 | 1988-02-10 | Fuji Photo Film Co Ltd | 感圧記録シ−ト |
JPS6362778A (ja) * | 1986-09-03 | 1988-03-19 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6367179A (ja) * | 1986-09-08 | 1988-03-25 | Fuji Photo Film Co Ltd | 記録シ−ト |
JPS6367180A (ja) * | 1986-09-09 | 1988-03-25 | Fuji Photo Film Co Ltd | 記録シ−ト |
JPS63158287A (ja) * | 1986-12-22 | 1988-07-01 | Fuji Photo Film Co Ltd | 記録材料 |
JPS6420189A (en) * | 1987-07-15 | 1989-01-24 | Fuji Photo Film Co Ltd | Recording material |
Also Published As
Publication number | Publication date |
---|---|
DE3438083C2 (en, 2012) | 1990-01-18 |
US4747875A (en) | 1988-05-31 |
FR2553425B1 (fr) | 1987-07-17 |
GB2148923A (en) | 1985-06-05 |
GB2148923B (en) | 1987-03-11 |
DE3438083A1 (de) | 1985-05-02 |
GB8426293D0 (en) | 1984-11-21 |
FR2553425A1 (fr) | 1985-04-19 |
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