DE69028262T2 - Zusammensetzung für umkehrbares wärmespeichermedium - Google Patents
Zusammensetzung für umkehrbares wärmespeichermediumInfo
- Publication number
- DE69028262T2 DE69028262T2 DE69028262T DE69028262T DE69028262T2 DE 69028262 T2 DE69028262 T2 DE 69028262T2 DE 69028262 T DE69028262 T DE 69028262T DE 69028262 T DE69028262 T DE 69028262T DE 69028262 T2 DE69028262 T2 DE 69028262T2
- Authority
- DE
- Germany
- Prior art keywords
- composition
- general formula
- compound
- group
- thermal recording
- 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 - Fee Related
Links
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- 230000002441 reversible effect Effects 0.000 title claims description 23
- 238000005338 heat storage Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 46
- 239000000463 material Substances 0.000 claims description 32
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- -1 ester compounds Chemical class 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 7
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 229960004050 aminobenzoic acid Drugs 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- JKRIWPXSEMPTNP-UHFFFAOYSA-N 2-hydroxylaminobenzoic acid Chemical compound ONC1=CC=CC=C1C(O)=O JKRIWPXSEMPTNP-UHFFFAOYSA-N 0.000 claims description 3
- JFVNXKHZDBWVJF-UHFFFAOYSA-N 2,2-bis(2-hydroxyphenyl)butanoic acid Chemical compound C=1C=CC=C(O)C=1C(C(O)=O)(CC)C1=CC=CC=C1O JFVNXKHZDBWVJF-UHFFFAOYSA-N 0.000 claims description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 2
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 2
- ZHOOBJNSSOEZON-UHFFFAOYSA-N 2,2-bis(2-hydroxyphenyl)acetic acid Chemical compound C=1C=CC=C(O)C=1C(C(=O)O)C1=CC=CC=C1O ZHOOBJNSSOEZON-UHFFFAOYSA-N 0.000 claims 1
- 239000010410 layer Substances 0.000 description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 238000000576 coating method Methods 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 13
- 239000003638 chemical reducing agent Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
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- 150000002596 lactones Chemical group 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
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- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 2
- WJXSWCUQABXPFS-UHFFFAOYSA-N 3-hydroxyanthranilic acid Chemical compound NC1=C(O)C=CC=C1C(O)=O WJXSWCUQABXPFS-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
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- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000113 methacrylic resin Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- JPZYXGPCHFZBHO-UHFFFAOYSA-N 1-aminopentadecane Chemical compound CCCCCCCCCCCCCCCN JPZYXGPCHFZBHO-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- LIUXUFUQPWNLTD-UHFFFAOYSA-N 10-(2-methylphenyl)decan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCN LIUXUFUQPWNLTD-UHFFFAOYSA-N 0.000 description 1
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- CWIRPDUPJNUGHR-UHFFFAOYSA-N 11-phenylundecan-1-amine Chemical compound NCCCCCCCCCCCC1=CC=CC=C1 CWIRPDUPJNUGHR-UHFFFAOYSA-N 0.000 description 1
- IFOCIPPASPEDSR-UHFFFAOYSA-N 12-(2-methylphenyl)dodecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCN IFOCIPPASPEDSR-UHFFFAOYSA-N 0.000 description 1
- NLSWZKQZAZPUMZ-UHFFFAOYSA-N 12-phenyldodecan-1-amine Chemical compound NCCCCCCCCCCCCC1=CC=CC=C1 NLSWZKQZAZPUMZ-UHFFFAOYSA-N 0.000 description 1
- VOSWBZVCPDVAIC-UHFFFAOYSA-N 13-(2-methylphenyl)tridecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCN VOSWBZVCPDVAIC-UHFFFAOYSA-N 0.000 description 1
- KQHPYZCEADBXFB-UHFFFAOYSA-N 13-phenyltridecan-1-amine Chemical compound NCCCCCCCCCCCCCC1=CC=CC=C1 KQHPYZCEADBXFB-UHFFFAOYSA-N 0.000 description 1
- IUUPTRVAKAAHGX-UHFFFAOYSA-N 14-(2-methylphenyl)tetradecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCCN IUUPTRVAKAAHGX-UHFFFAOYSA-N 0.000 description 1
- ZLQFYZXMTFODMB-UHFFFAOYSA-N 14-phenyltetradecan-1-amine Chemical compound NCCCCCCCCCCCCCCC1=CC=CC=C1 ZLQFYZXMTFODMB-UHFFFAOYSA-N 0.000 description 1
- KLGXEHHEUUEWTL-UHFFFAOYSA-N 15-(2-methylphenyl)pentadecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCCCN KLGXEHHEUUEWTL-UHFFFAOYSA-N 0.000 description 1
- RLCYSRMZBZANPX-UHFFFAOYSA-N 15-phenylpentadecan-1-amine Chemical compound NCCCCCCCCCCCCCCCC1=CC=CC=C1 RLCYSRMZBZANPX-UHFFFAOYSA-N 0.000 description 1
- IPJYFIHSAGLPQR-UHFFFAOYSA-N 16-(2-methylphenyl)hexadecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCCCCN IPJYFIHSAGLPQR-UHFFFAOYSA-N 0.000 description 1
- JWHMVXRMJNBVID-UHFFFAOYSA-N 16-phenylhexadecan-1-amine Chemical compound NCCCCCCCCCCCCCCCCC1=CC=CC=C1 JWHMVXRMJNBVID-UHFFFAOYSA-N 0.000 description 1
- GDIONZXLCQWZGB-UHFFFAOYSA-N 17-(2-methylphenyl)heptadecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCCCCCN GDIONZXLCQWZGB-UHFFFAOYSA-N 0.000 description 1
- OHXQQPPHHGAJJG-UHFFFAOYSA-N 17-phenylheptadecan-1-amine Chemical compound NCCCCCCCCCCCCCCCCCC1=CC=CC=C1 OHXQQPPHHGAJJG-UHFFFAOYSA-N 0.000 description 1
- ICRMFOLUSIDIDJ-UHFFFAOYSA-N 18-(2-methylphenyl)octadecan-1-amine Chemical compound CC1=CC=CC=C1CCCCCCCCCCCCCCCCCCN ICRMFOLUSIDIDJ-UHFFFAOYSA-N 0.000 description 1
- VSRPRPNRLWYCRM-UHFFFAOYSA-N 18-phenyloctadecan-1-amine Chemical compound NCCCCCCCCCCCCCCCCCCC1=CC=CC=C1 VSRPRPNRLWYCRM-UHFFFAOYSA-N 0.000 description 1
- JFNWGAYGVJGNBG-UHFFFAOYSA-N 2'-anilino-3'-methyl-6'-pyrrolidin-1-ylspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound CC1=CC=2OC3=CC(N4CCCC4)=CC=C3C3(C4=CC=CC=C4C(=O)O3)C=2C=C1NC1=CC=CC=C1 JFNWGAYGVJGNBG-UHFFFAOYSA-N 0.000 description 1
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- SCBGJZIOPNAEMH-UHFFFAOYSA-N 2,2-bis(4-hydroxyphenyl)acetic acid Chemical compound C=1C=C(O)C=CC=1C(C(=O)O)C1=CC=C(O)C=C1 SCBGJZIOPNAEMH-UHFFFAOYSA-N 0.000 description 1
- YWXSOBSAHZIXED-UHFFFAOYSA-N 2,2-bis(4-hydroxyphenyl)propanoic acid Chemical compound C=1C=C(O)C=CC=1C(C(O)=O)(C)C1=CC=C(O)C=C1 YWXSOBSAHZIXED-UHFFFAOYSA-N 0.000 description 1
- ITRNQMJXZUWZQL-UHFFFAOYSA-N 2-(2-bromophenyl)ethanamine Chemical compound NCCC1=CC=CC=C1Br ITRNQMJXZUWZQL-UHFFFAOYSA-N 0.000 description 1
- RZBOMSOHMOVUES-UHFFFAOYSA-N 2-(2-chlorophenyl)ethanamine Chemical compound NCCC1=CC=CC=C1Cl RZBOMSOHMOVUES-UHFFFAOYSA-N 0.000 description 1
- DPELYVFAULJYNX-UHFFFAOYSA-N 2-amino-4-hydroxybenzoic acid Chemical compound NC1=CC(O)=CC=C1C(O)=O DPELYVFAULJYNX-UHFFFAOYSA-N 0.000 description 1
- UZSDRHVOBLQYCX-UHFFFAOYSA-N 2-amino-6-hydroxybenzoic acid Chemical compound NC1=CC=CC(O)=C1C(O)=O UZSDRHVOBLQYCX-UHFFFAOYSA-N 0.000 description 1
- QPBQJFJYZZFKPK-UHFFFAOYSA-N 3,3-bis(4-hydroxyphenyl)propanoic acid Chemical compound C=1C=C(O)C=CC=1C(CC(=O)O)C1=CC=C(O)C=C1 QPBQJFJYZZFKPK-UHFFFAOYSA-N 0.000 description 1
- AJHPGXZOIAYYDW-UHFFFAOYSA-N 3-(2-cyanophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)NC(C(O)=O)CC1=CC=CC=C1C#N AJHPGXZOIAYYDW-UHFFFAOYSA-N 0.000 description 1
- RPZPBNSHVQMWNY-UHFFFAOYSA-N 3-(3-methylphenyl)propan-1-amine Chemical compound CC1=CC=CC(CCCN)=C1 RPZPBNSHVQMWNY-UHFFFAOYSA-N 0.000 description 1
- IQGMRVWUTCYCST-UHFFFAOYSA-N 3-Aminosalicylic acid Chemical compound NC1=CC=CC(C(O)=O)=C1O IQGMRVWUTCYCST-UHFFFAOYSA-N 0.000 description 1
- QPEJHSFTZVMSJH-UHFFFAOYSA-N 3-amino-5-hydroxybenzoic acid Chemical compound NC1=CC(O)=CC(C(O)=O)=C1 QPEJHSFTZVMSJH-UHFFFAOYSA-N 0.000 description 1
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 1
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- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical compound CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000012463 white pigment Substances 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
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
-
- 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
-
- 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
-
- 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
Landscapes
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Claims (7)
1. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung, die eine amphotere Verbindung, die
durch die nachstehende allgemeine Formel (1) dargestellt
wird:
(wobei X eine Hydroxylgruppe oder eine Carboxylgruppe und R
ein Wasserstoffatom oder eine Hydroxylgruppe ist) und eine
Leukoverbindung enthält.
2. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung nach Anspruch 1, wobei die amphotere
Verbindung ein Aminophenol oder eine Aminobenzoesäure ist,
die durch die nachstehende allgemeine Formel (2) dargestellt
werden:
(wobei X eine Hydroxylgruppe oder eine Carboxylgruppe ist)
3. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung nach Anspruch 1, wobei die amphotere
Verbindung eine durch die nachstehende allgemeine Formel (3)
dargestellte Hydroxyaminobenzoesäure ist:
4. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung, die eine amphotere Verbindung
enthält, die ein Salz oder ein Komplexsalz aus einer
Verbindung mit mindestens einer phenolischen Hydroxylgruppe,
die durch die nachstehende allgemeine Formel (A) und
Esterverbindungen dieser Verbindung dargestellt wird:
(wobei R1 ein Wasserstoffatom oder eine Methylgruppe, n1
eine ganze Zahl von 0 - 6 ist) und einem aliphatischen Amin
ist, das aus den Verbindungen ausgewählt ist, die durch die
nachstehende allgemeine Formel (B) oder (C) dargestellt
werden:
R&sub2;NH&sub2; [B]
(wobei R&sub2; eine Alkylgruppe mit mindestens 8
Kohlenstoffatomen ist);
(wobei R&sub3; ein Wasserstoffatom, eine Alkylgruppe, ein
Halogenatom oder eine Alkoxygruppe und n&sub2; eine ganze Zahl
von 1 - 18 ist)
5. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung nach Anspruch 4, wobei die amphotere
Verbindung ein Salz der Bis(hydroxyphenyl)essigsäure oder
der Bis(hydroxyphenyl)buttersäure und eines höheren
aliphatischen Amins ist, und durch die nachstehende
allgemeine Formel (8) dargestellt wird:
(wobei R&sub8; ein Wasserstoffatom oder eine Methylgruppe und R&sub9;
eine Alkylgruppe mit mindestens 8 Kohlenstoffatomen ist).
6. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung nach Anspruch 4, wobei die amphotere
Verbindung ein Salz aus einer aliphatischen Carbonsäure mit
zwei Hydroxyphenylgruppen und einem aliphatischen Amin ist,
und durch die nachstehende allgemeine Formel (9) dargestellt
wird:
(wobei R&sub1;&sub0; ein Wasserstoffatom oder eine Methylgruppe, R&sub1;&sub1;
ein Wasserstoffatom, eine Alkylgruppe, ein Halogenatom oder
eine Alkoxygruppe ist; n&sub5; ist eine ganze Zahl von 0 - 6 und
n&sub6; ist eine ganze Zahl von 1 - 18).
7. Zusammensetzung für Materialien für eine reversible
thermische Aufzeichnung nach einem der vorstehenden
Ansprüche, die ferner ein Bindemittel enthält.
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8950889 | 1989-04-07 | ||
| JP8950989 | 1989-04-07 | ||
| JP8951089 | 1989-04-07 | ||
| JP12088889 | 1989-05-15 | ||
| JP22808089 | 1989-09-01 | ||
| JP22808189 | 1989-09-01 | ||
| JP22807989 | 1989-09-01 | ||
| PCT/JP1990/000464 WO1990011898A1 (en) | 1989-04-07 | 1990-04-06 | Composition for reversible thermal recording medium |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69028262D1 DE69028262D1 (de) | 1996-10-02 |
| DE69028262T2 true DE69028262T2 (de) | 1997-01-30 |
Family
ID=27565471
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69033209T Expired - Fee Related DE69033209T2 (de) | 1989-04-07 | 1990-04-06 | Reversibles wärmeempfindliches Aufzeichnungsverfahren |
| DE69028262T Expired - Fee Related DE69028262T2 (de) | 1989-04-07 | 1990-04-06 | Zusammensetzung für umkehrbares wärmespeichermedium |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69033209T Expired - Fee Related DE69033209T2 (de) | 1989-04-07 | 1990-04-06 | Reversibles wärmeempfindliches Aufzeichnungsverfahren |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5178669A (de) |
| EP (2) | EP0418399B1 (de) |
| KR (1) | KR0139923B1 (de) |
| AU (1) | AU628159B2 (de) |
| CA (1) | CA2030799A1 (de) |
| DE (2) | DE69033209T2 (de) |
| WO (1) | WO1990011898A1 (de) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0461606B1 (de) * | 1990-06-14 | 1997-12-10 | Mitsubishi Denki Kabushiki Kaisha | Wiedereinschreibbares Aufzeichnungsgerät/Anzeigevorrichtung und Verfahren zum Löschen der Aufzeichnung |
| CA2046048C (en) * | 1990-07-04 | 1996-11-05 | Keiki Yamada | Method of and apparatus for rewritable recording and erasing and rewritable recording film |
| JPH04345886A (ja) * | 1991-05-23 | 1992-12-01 | Toppan Printing Co Ltd | 可逆性感熱記録媒体及びその製造方法 |
| WO1993015912A1 (fr) * | 1992-02-07 | 1993-08-19 | Mitsubishi Denki Kabushiki Kaisha | Dispositif d'enregistrement reinscriptible |
| DE4218561A1 (de) * | 1992-06-05 | 1993-12-09 | Bayer Ag | Thermoreaktives Aufzeichnungsmaterial mit besonderer Stabilität |
| US6656879B2 (en) * | 1992-06-25 | 2003-12-02 | Ricoh Company, Ltd. | Method of reversible selective manifestation of different states of functional element |
| JP3475248B2 (ja) * | 1994-03-24 | 2003-12-08 | 株式会社リコー | 可逆性感熱発色組成物、それを用いた可逆性感熱記録媒体および可逆記録方法 |
| US5632856A (en) * | 1994-08-01 | 1997-05-27 | Buie; Richard B. | Method for removing toner from copy paper |
| US5595590A (en) * | 1995-05-31 | 1997-01-21 | Nocopi Technologies, Inc. | Method and compositions for authenticating a product or document |
| US5868821A (en) * | 1996-01-31 | 1999-02-09 | Richo Company, Ltd. | Thermally reversible color forming composition and thermally reversible recording medium using the thermally reversible color forming composition |
| JP3197822B2 (ja) * | 1996-01-31 | 2001-08-13 | 株式会社スリオンテック | 可逆性感熱記録組成物とそれを用いた書き替え可能な可逆性感熱記録シートおよびカード |
| US6022648A (en) * | 1996-03-08 | 2000-02-08 | Massachusetts Institute Of Technology | Bistable, thermochromic recording method for rendering color and gray scale |
| JP3678932B2 (ja) * | 1998-04-06 | 2005-08-03 | 三菱製紙株式会社 | 可逆性感熱記録材料 |
| JP3781587B2 (ja) | 1999-07-22 | 2006-05-31 | 三菱製紙株式会社 | 可逆感熱記録材料 |
| US20070167325A1 (en) * | 2004-02-09 | 2007-07-19 | Nathalie Leroux | Reversible thermochromic systems |
| US20070243354A1 (en) * | 2006-04-18 | 2007-10-18 | Hewlett-Packard Development Company, L.P. | Image-recording medium with thermally insulating layer |
| US7892619B2 (en) * | 2006-12-16 | 2011-02-22 | Hewlett-Packard Development Company, L.P. | Coating for optical recording |
| TWI400591B (zh) * | 2010-03-12 | 2013-07-01 | Ind Tech Res Inst | 具有線上振動偵測調控之工具機 |
| GB2569614B (en) * | 2017-12-21 | 2022-04-06 | Hexcel Composites Ltd | A curative composition and a resin composition containing the curative composition |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4833712B1 (de) | 1969-05-26 | 1973-10-16 | ||
| US4028118A (en) | 1972-05-30 | 1977-06-07 | Pilot Ink Co., Ltd. | Thermochromic materials |
| JPS5144908B2 (de) | 1973-11-17 | 1976-12-01 | ||
| JPS5230272B2 (de) * | 1974-01-24 | 1977-08-06 | ||
| US4097288A (en) * | 1977-02-25 | 1978-06-27 | Lawton William R | Heat sensitive recording composition containing a complexed phenolics and a spiropyran or leuco lactone |
| US4180405A (en) * | 1977-02-25 | 1979-12-25 | Graphic Controls Corporation | Heat-sensitive recording composition with mixed color precursors |
| DE2738253A1 (de) | 1977-08-25 | 1979-03-01 | Dabisch Tipp Ex Tech | Koerper mit reversibel temperaturabhaengiger transparenz |
| JPS57117997A (en) * | 1981-01-16 | 1982-07-22 | Ricoh Co Ltd | Heat-sensitive recording material |
| US4423116A (en) * | 1982-03-15 | 1983-12-27 | Appleton Papers Inc. | Reusable projection transparency |
| CH656580A5 (de) * | 1982-05-17 | 1986-07-15 | Ciba Geigy Ag | Druckempfindliches oder waermeempfindliches aufzeichnungsmaterial. |
| DE3376969D1 (en) * | 1982-06-18 | 1988-07-14 | Ibm | The stabilization of leucomethylene blue dyes on a printing substrate |
| US4500354A (en) * | 1982-09-27 | 1985-02-19 | Graphic Controls Corp. | Heat sensitive recording papers |
| JPS60193691A (ja) | 1984-03-15 | 1985-10-02 | Mitsubishi Paper Mills Ltd | 可逆的画像形成材料 |
| JPS6211681A (ja) * | 1985-07-10 | 1987-01-20 | Jujo Paper Co Ltd | 感熱記録体 |
| JP2595208B2 (ja) * | 1986-04-15 | 1997-04-02 | 株式会社リコー | 感熱記録材料 |
| EP0253666A3 (de) * | 1986-07-16 | 1988-04-27 | Fuji Photo Film Co., Ltd. | Wärmeempfindliches Aufzeichnungsmaterial mit Farbstoffvorläuferbestandteil |
| JP2639522B2 (ja) | 1986-08-05 | 1997-08-13 | 株式会社リコー | 可逆性感熱記録材料 |
| JPH07102744B2 (ja) | 1986-08-06 | 1995-11-08 | 株式会社リコー | 可逆性感熱記録材料 |
| EP0275203A3 (de) * | 1987-01-16 | 1990-04-11 | Fuji Photo Film Co., Ltd. | Wärmeempfindliches Aufzeichnungsmaterial mit Farbstoffvorläuferbestandteil |
| JPS6488294A (en) * | 1987-09-30 | 1989-04-03 | Nippon Atomic Ind Group Co | Fast breeder reactor |
| JPS6488293A (en) * | 1987-09-30 | 1989-04-03 | Toshiba Corp | Spacer for fuel assembly |
| GB2210702B (en) * | 1987-10-02 | 1991-11-06 | Fuji Photo Film Co Ltd | Heat sensitive recording material |
| JPH01275181A (ja) * | 1988-04-28 | 1989-11-02 | Oji Paper Co Ltd | 感熱記録紙 |
| JPH0275181A (ja) * | 1988-09-12 | 1990-03-14 | Yazaki Corp | 防水栓を装着した線条体の製造方法及び製造装置 |
| JPH02188293A (ja) * | 1989-01-18 | 1990-07-24 | Toppan Printing Co Ltd | 可逆性感熱記録媒体 |
| JPH02188294A (ja) * | 1989-01-18 | 1990-07-24 | Toppan Printing Co Ltd | 可逆性感熱記録媒体 |
-
1990
- 1990-04-06 DE DE69033209T patent/DE69033209T2/de not_active Expired - Fee Related
- 1990-04-06 AU AU53586/90A patent/AU628159B2/en not_active Ceased
- 1990-04-06 KR KR1019900702579A patent/KR0139923B1/ko not_active IP Right Cessation
- 1990-04-06 EP EP90905665A patent/EP0418399B1/de not_active Expired - Lifetime
- 1990-04-06 EP EP95114262A patent/EP0688679B1/de not_active Expired - Lifetime
- 1990-04-06 CA CA002030799A patent/CA2030799A1/en not_active Abandoned
- 1990-04-06 WO PCT/JP1990/000464 patent/WO1990011898A1/ja active IP Right Grant
- 1990-04-06 DE DE69028262T patent/DE69028262T2/de not_active Expired - Fee Related
- 1990-04-06 US US07/613,874 patent/US5178669A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0688679B1 (de) | 1999-07-14 |
| AU628159B2 (en) | 1992-09-10 |
| AU5358690A (en) | 1990-11-05 |
| DE69028262D1 (de) | 1996-10-02 |
| CA2030799A1 (en) | 1990-10-08 |
| EP0688679A1 (de) | 1995-12-27 |
| KR0139923B1 (ko) | 1998-07-01 |
| US5178669A (en) | 1993-01-12 |
| EP0418399B1 (de) | 1996-08-28 |
| KR920700112A (ko) | 1992-02-19 |
| DE69033209T2 (de) | 2000-03-30 |
| EP0418399A4 (en) | 1991-11-13 |
| EP0418399A1 (de) | 1991-03-27 |
| WO1990011898A1 (en) | 1990-10-18 |
| DE69033209D1 (de) | 1999-08-19 |
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| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |