EP0173232A2 - Feuille thermosensible pour l'enregistrement - Google Patents

Feuille thermosensible pour l'enregistrement Download PDF

Info

Publication number: EP0173232A2
Authority: EP; European Patent Office
Prior art keywords: heat; sensitive recording; recording sheet; isopropoxy; sensitizer
Prior art date: 1984-08-23
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.): Granted

Application number

EP85110455A

Other languages

German (de)

English (en)

Other versions

EP0173232A3 (en

EP0173232B1 (fr

Inventor

Toshimi Central Research Laboratory Satake

Toshiaki Central Research Laboratory Minami

Kazuo Central Research Laboratory Maruyama

Fumio Central Research Laboratory Fujimura

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.)

Jujo Paper Co Ltd

Original Assignee

Jujo Paper Co Ltd

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.)

1984-08-23

Filing date

1985-08-20

Publication date

1986-03-05

1985-08-20 Application filed by Jujo Paper Co Ltd filed Critical Jujo Paper Co Ltd

1986-03-05 Publication of EP0173232A2 publication Critical patent/EP0173232A2/fr

1986-10-29 Publication of EP0173232A3 publication Critical patent/EP0173232A3/de

1989-11-08 Application granted granted Critical

1989-11-08 Publication of EP0173232B1 publication Critical patent/EP0173232B1/fr

Status Expired legal-status Critical Current

Links

239000011888 foil Substances 0.000 title 1
239000003795 chemical substances by application Substances 0.000 claims abstract description 23
239000000126 substance Substances 0.000 claims abstract description 10
125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
125000000217 alkyl group Chemical group 0.000 claims abstract description 5
125000005843 halogen group Chemical group 0.000 claims abstract description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
239000003381 stabilizer Substances 0.000 claims abstract description 3
239000000975 dye Substances 0.000 claims description 20
239000011230 binding agent Substances 0.000 claims description 4
239000000945 filler Substances 0.000 claims description 3
150000003457 sulfones Chemical class 0.000 claims description 3
229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 2
239000000463 material Substances 0.000 claims description 2
AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 claims description 2
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 1
230000000087 stabilizing effect Effects 0.000 claims 1
239000000243 solution Substances 0.000 description 19
239000006185 dispersion Substances 0.000 description 11
-1 sensitizer Substances 0.000 description 7
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 5
239000011248 coating agent Substances 0.000 description 5
238000000576 coating method Methods 0.000 description 5
229920002451 polyvinyl alcohol Polymers 0.000 description 5
239000004372 Polyvinyl alcohol Substances 0.000 description 4
239000008199 coating composition Substances 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
230000000694 effects Effects 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000005995 Aluminium silicate Substances 0.000 description 3
MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 3
235000012211 aluminium silicate Nutrition 0.000 description 3
239000003086 colorant Substances 0.000 description 3
FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 3
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 3
239000000203 mixture Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
AGPLQTQFIZBOLI-UHFFFAOYSA-N 1-benzyl-4-phenylbenzene Chemical group C=1C=C(C=2C=CC=CC=2)C=CC=1CC1=CC=CC=C1 AGPLQTQFIZBOLI-UHFFFAOYSA-N 0.000 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 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
230000007423 decrease Effects 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
238000002845 discoloration Methods 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
238000001454 recorded image Methods 0.000 description 2
230000004043 responsiveness Effects 0.000 description 2
239000001993 wax Substances 0.000 description 2
LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
RYHQDYUGPBZCFQ-UHFFFAOYSA-N 2'-anilino-3'-methyl-6'-piperidin-1-ylspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound CC1=CC=2OC3=CC(N4CCCCC4)=CC=C3C3(C4=CC=CC=C4C(=O)O3)C=2C=C1NC1=CC=CC=C1 RYHQDYUGPBZCFQ-UHFFFAOYSA-N 0.000 description 1
CEGHCPGGKKWOKF-UHFFFAOYSA-N 2'-anilino-6'-[cyclohexyl(methyl)amino]-3'-methylspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound C=1C=C(C2(C3=CC=CC=C3C(=O)O2)C2=CC(NC=3C=CC=CC=3)=C(C)C=C2O2)C2=CC=1N(C)C1CCCCC1 CEGHCPGGKKWOKF-UHFFFAOYSA-N 0.000 description 1
SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical class OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
OIIAWEYLHHHZJC-UHFFFAOYSA-N 5-[4-(diethylamino)-2-ethoxyphenyl]-5-(1-ethyl-2-methylindol-3-yl)furo[3,4-b]pyridin-7-one Chemical compound CCOC1=CC(N(CC)CC)=CC=C1C1(C=2C3=CC=CC=C3N(CC)C=2C)C2=CC=CN=C2C(=O)O1 OIIAWEYLHHHZJC-UHFFFAOYSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
241001295925 Gegenes Species 0.000 description 1
239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
229920000147 Styrene maleic anhydride Polymers 0.000 description 1
239000003463 adsorbent Substances 0.000 description 1
WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
239000012965 benzophenone Substances 0.000 description 1
BPLKDVGMXNZCQO-UHFFFAOYSA-N benzyl 4-phenylmethoxybenzoate Chemical compound C=1C=C(OCC=2C=CC=CC=2)C=CC=1C(=O)OCC1=CC=CC=C1 BPLKDVGMXNZCQO-UHFFFAOYSA-N 0.000 description 1
IZJIAOFBVVYSMA-UHFFFAOYSA-N bis(4-methylphenyl) carbonate Chemical compound C1=CC(C)=CC=C1OC(=O)OC1=CC=C(C)C=C1 IZJIAOFBVVYSMA-UHFFFAOYSA-N 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000004927 clay Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
125000001153 fluoro group Chemical class F* 0.000 description 1
229940015043 glyoxal Drugs 0.000 description 1
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
239000011256 inorganic filler Substances 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
239000012170 montan wax Substances 0.000 description 1
RQAQWBFHPMSXKR-UHFFFAOYSA-N n-(4-chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide Chemical compound OP(O)(=O)OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=C(Cl)C=C1 RQAQWBFHPMSXKR-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
239000012766 organic filler Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
239000004576 sand Substances 0.000 description 1
238000007789 sealing Methods 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
230000003068 static effect Effects 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
150000003852 triazoles Chemical class 0.000 description 1
150000004961 triphenylmethanes Chemical class 0.000 description 1
238000004078 waterproofing Methods 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- B41M5/337—Additives; Binders
- B41M5/3375—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
- B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides

Definitions

the invention relates to a heat-sensitive recording sheet which is suitable for clear, intensive recordings at high speed and has a superior shelf life.
a heat-sensitive recording sheet is generally made by applying a coating to the surface of a support such as paper, film, etc., which is prepared by finely grinding and dispersing a colorless chromogenic substance and a color developing material, e.g. such as a phenolic substance, mixing the dispersions obtained together and adding a binder, filler, sensitizer, lubricant and other auxiliaries.
a support such as paper, film, etc.
a color developing material e.g. such as a phenolic substance
the coating Due to the effect of heat or heat, the coating is instantly chemically converted to form a color. Depending on the choice of specific, colorless, chromogenic substances, various clear colors can be obtained.
Bisphenol A 4,4'-isopropylidenediphenol
the heat sensitive recording sheet has been required to have a high recording speed and a superior image. Therefore, the applicant has described in JP-OS 144193/1981 that when a fluoran dye and p-hydroxybenzoic acid benzyl ester are used in combination as a color developing agent, a heat-sensitive recording sheet having superior dynamic image density and high sensitivity can be easily obtained.
the heat-sensitive recording sheets using p-hydroxybenzoic acid benzyl ester as a color developing agent have the disadvantages in terms of the stability of the image that the density of the image formed when the heat is applied decreases with the lapse of time, and that the p-hydroxybenzoic acid benzyl ester melted when the heat is applied decreases with that Recrystallized over time, forming white crystals.
the object of the invention is to provide a heat-sensitive recording sheet which has superior image stability, i.e. a stable recording image when stored for a long time; which, in particular, does not discolor the image under high air humidity, high temperature, etc., or discolor the background.
both 4-isopropyl-4'-hydroxydiphenylsulfone of the formula (I) below and organic in the color-forming layer Color developing agent and at least one compound from the group of substances of the following general formulas (II) or (III) contains as a sensitizer: wherein A is an H or halogen atom, .N0 2 , lower alkyl, lower alkoxy or hydroxyl group; 1 represents an integer from 1 to 5; and m represents an integer from 0 to 3.
the lower alkyl or lower alkoxy group (A) usually has 1 to 5 carbon atoms:
lower alkyl groups are the methyl, ethyl, n-propyl, isopropyl, n- Butyl, sec-butyl and tert-butyl groups.
lower alkoxy groups are the methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy and tert-butoxy groups.
the 4-isopropoxy-4'-hydroxydiphenyl sulfone as the organic color developing agent according to the invention has a melting point of 129-130 ° C.
a known sensitizer such as stearic acid amide, benzyl p-benzyloxybenzoate, dibenzyl terephthalate, di-p-tolyl carbonate, etc.
the combined use of the organic color developing agent according to the invention with a sensitizer of the formulas (II) or (III) leads to a improved dynamic image density
the reason for this can be attributed to the fact that the 4-isopropoxy-4'-hydroxydiphenylsulfone as a color developing agent has a high solution diffusion rate and very high solubility in the sensitizer according to the invention, namely that the sensitizer of the general form In (II) or (III) has a large one Has solvency for 4-isopropoxy-4'-hydroxydiphenyl sulfone.
the sensitizer according to the invention also has a high solubility for a basic colorless dye.
SensiDilisators according to the invention of the general formulas (II) and (III) are:
the addition amount for the sensitizer according to the invention of the general formulas (II) or (III) is preferably 10-100% by weight, based on the 4-isopropoxy-4'-nydroxydiphenylsulfone as an organic color developing agent.
sensitizer With an addition of sensitizer of less than 10 percent by weight, the effect is small, but with an addition of more than 100 percent by weight , the image density is reduced because the organic color developing agent is diluted because of the large amount of sensitizer.
suitable basic colorless or weakly faroigen chromogenic dyes are dyes of the triphenylmethane, fluoran and A zaphthalid Race, for example of the following type:
the above-mentioned organic color developing agent, the above-mentioned basic colorless dye and the sensitizer are mixed by means of a grinder, e.g. a ball mill, grinder, sand grinder etc. or ground to a particle size of several microns or smaller using a suitable emulsifying machine.
a grinder e.g. a ball mill, grinder, sand grinder etc. or ground to a particle size of several microns or smaller using a suitable emulsifying machine.
additives are added, depending on the intended use, in order to produce the coating composition.
the additives which can be used according to the invention are, for example, the following: binders, such as polyvinyl alcohol, are more modified Polyvinyl alcohol, hydroxyethyl cellulose, methyl cellulose, starch, styrene-maleic anhydride copolymers, vinyl acetate-maleic anhydride copolymers, styrene-butadiene copolymers, etc .; inorganic or organic fillers such as kaolin, baked kaolin, diatomaceous earth, talc, titanium dioxide, aluminum hydroxide, etc .; Release agents such as metal salts of fatty acids; Lubricants such as waxes; UV adsorbents of the benzophenone and triazole series; waterproofing agents such as glyoxal, etc .; Dispersing agents, anti-foaming agents, mottoling-preventing agents (for example fatty acid amide), etc
the kind and the amount of the organic color developing agent, the basic colorless dye, the sensitizer and the other components, which are determined depending on the desired effect and suitability for recording purposes, are not particularly limited. It is generally advantageous to use 3 to 12 parts by weight of 4-isopropoxy-4'-hydroxydiphenylsulfone as a color developing agent, 3 to 12 parts by weight of sensitizer and 1 to 20 parts by weight of filler based on 1 part by weight of the basic colorless dye, and 10 to 25 parts by weight of binder, based on the total substance content, to be used.
Solution B (dispersion of a color developing agent):
the heat-sensitive recording sheet was produced according to Example 1, but without using solution C. The result is summarized in Table 1.
the heat-sensitive recording sheets were produced according to Example 1, but with solution D instead of solution C.
Solution E (dispersion of the color developing agent) bisphenol A 6 parts Zinc stearate 1 part 10% aqueous solution of polyvinyl alcohol 29.5 parts water 5.5 parts

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Heat Sensitive Colour Forming Recording (AREA)

EP85110455A 1984-08-23 1985-08-20 Feuille thermosensible pour l'enregistrement Expired EP0173232B1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP175374/84		1984-08-23
JP59175374A JPS6153084A (ja)	1984-08-23	1984-08-23	感熱記録紙

Publications (3)

Publication Number	Publication Date
EP0173232A2 true EP0173232A2 (fr)	1986-03-05
EP0173232A3 EP0173232A3 (en)	1986-10-29
EP0173232B1 EP0173232B1 (fr)	1989-11-08

Family

ID=15994981

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP85110455A Expired EP0173232B1 (fr)	1984-08-23	1985-08-20	Feuille thermosensible pour l'enregistrement

Country Status (4)

Country	Link
US (1)	US4644375A (fr)
EP (1)	EP0173232B1 (fr)
JP (1)	JPS6153084A (fr)
DE (1)	DE3574117D1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0289041A3 (en) *	1987-04-30	1990-05-30	Jujo Paper Co., Ltd.	Thermosensitive recording sheet
EP0358193A3 (fr) *	1988-09-07	1991-03-20	Kanzaki Paper Manufacturing Co., Ltd.	Matériau d'enregistrement thermosensible
EP0422680A3 (en) *	1989-10-13	1991-06-05	Jujo Paper Co., Ltd.	Heat-sensitive recording sheet
EP0559386A3 (en) *	1992-02-28	1994-07-20	Jujo Paper Co Ltd	Thermal recording sheet
EP0561558A3 (en) *	1992-03-18	1995-03-29	Jujo Paper Co Ltd	Thermal recording sheet
WO2000066364A1 (fr) *	1999-04-28	2000-11-09	Nippon Steel Chemical Co., Ltd.	Materiau pour thermogravure

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH068073B2 (ja) *	1985-04-09	1994-02-02	三菱製紙株式会社	感熱記録材料
US4688058A (en) *	1985-11-20	1987-08-18	Mitsubishi Paper Mills, Ltd.	Thermal recording materials
JPH0777829B2 (ja) *	1987-11-09	1995-08-23	三菱製紙株式会社	感熱記録材料
DE3924929A1 (de) *	1988-07-27	1990-02-01	Fuji Photo Film Co Ltd	Aufzeichnungsmaterial
DE68918394T2 (de) *	1988-11-02	1995-01-19	Oji Paper Co	Wärmeempfindliches Aufzeichnungsmaterial.
JP2520335B2 (ja) *	1991-07-05	1996-07-31	北越製紙株式会社	耐薬品性、耐文具性に優れた感熱記録体

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5857989A (ja) *	1981-10-02	1983-04-06	Fuji Photo Film Co Ltd	感熱記録材料
JPS5882788A (ja) *	1981-11-11	1983-05-18	Fuji Photo Film Co Ltd	感熱記録材料
JPS59197463A (ja) *	1983-04-26	1984-11-09	Shin Nisso Kako Co Ltd	フルオラン化合物
JPS6013852A (ja) *	1983-07-04	1985-01-24	Shin Nisso Kako Co Ltd	ジフエニルスルホン誘導体およびそれを含有する発色性記録材料
JPS6079996A (ja) *	1983-10-11	1985-05-07	Ueno Seiyaku Oyo Kenkyusho:Kk	感熱記録紙
DE3477164D1 (en) *	1983-10-14	1989-04-20	Nippon Steel Chemical Co	Thermal recording material

1984
- 1984-08-23 JP JP59175374A patent/JPS6153084A/ja active Granted
1985
- 1985-08-06 US US06/763,045 patent/US4644375A/en not_active Expired - Lifetime
- 1985-08-20 DE DE8585110455T patent/DE3574117D1/de not_active Expired
- 1985-08-20 EP EP85110455A patent/EP0173232B1/fr not_active Expired

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0289041A3 (en) *	1987-04-30	1990-05-30	Jujo Paper Co., Ltd.	Thermosensitive recording sheet
EP0358193A3 (fr) *	1988-09-07	1991-03-20	Kanzaki Paper Manufacturing Co., Ltd.	Matériau d'enregistrement thermosensible
EP0422680A3 (en) *	1989-10-13	1991-06-05	Jujo Paper Co., Ltd.	Heat-sensitive recording sheet
EP0559386A3 (en) *	1992-02-28	1994-07-20	Jujo Paper Co Ltd	Thermal recording sheet
EP0561558A3 (en) *	1992-03-18	1995-03-29	Jujo Paper Co Ltd	Thermal recording sheet
WO2000066364A1 (fr) *	1999-04-28	2000-11-09	Nippon Steel Chemical Co., Ltd.	Materiau pour thermogravure
EP1199185A4 (fr) *	1999-04-28	2004-10-06	Nippon Steel Chemical Co	Materiau pour thermogravure

Also Published As

Publication number	Publication date
US4644375A (en)	1987-02-17
DE3574117D1 (en)	1989-12-14
JPS6153084A (ja)	1986-03-15
EP0173232A3 (en)	1986-10-29
JPH04477B2 (fr)	1992-01-07
EP0173232B1 (fr)	1989-11-08

Legal Events

Date	Code	Title	Description
1986-01-18	PUAI	Public reference made under article 153(3) epc to a published international application that has entered the european phase	Free format text: ORIGINAL CODE: 0009012
1986-03-05	AK	Designated contracting states	Kind code of ref document: A2 Designated state(s): BE DE FR GB IT SE
1986-09-09	PUAL	Search report despatched	Free format text: ORIGINAL CODE: 0009013
1986-10-29	AK	Designated contracting states	Kind code of ref document: A3 Designated state(s): BE DE FR GB IT SE
1987-06-24	17P	Request for examination filed	Effective date: 19870415
1988-07-13	17Q	First examination report despatched	Effective date: 19880531
1989-09-23	GRAA	(expected) grant	Free format text: ORIGINAL CODE: 0009210
1989-11-08	AK	Designated contracting states	Kind code of ref document: B1 Designated state(s): BE DE FR GB IT SE
1989-12-08	ET	Fr: translation filed
1989-12-14	REF	Corresponds to:	Ref document number: 3574117 Country of ref document: DE Date of ref document: 19891214
1989-12-20	GBT	Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
1990-01-25	ITF	It: translation for a ep patent filed
1990-08-30	PLBE	No opposition filed within time limit	Free format text: ORIGINAL CODE: 0009261
1990-08-30	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT
1990-10-17	26N	No opposition filed
1991-08-31	ITTA	It: last paid annual fee
1995-01-31	EAL	Se: european patent in force in sweden	Ref document number: 85110455.4
1995-03-03	REG	Reference to a national code	Ref country code: FR Ref legal event code: CD
2002-01-01	REG	Reference to a national code	Ref country code: GB Ref legal event code: IF02
2004-08-06	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: SE Payment date: 20040806 Year of fee payment: 20
2004-08-10	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: FR Payment date: 20040810 Year of fee payment: 20
2004-08-18	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: GB Payment date: 20040818 Year of fee payment: 20
2004-09-02	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: DE Payment date: 20040902 Year of fee payment: 20
2004-10-20	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: BE Payment date: 20041020 Year of fee payment: 20
2005-08-19	PG25	Lapsed in a contracting state [announced via postgrant information from national office to epo]	Ref country code: GB Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20050819
2005-08-31	BE20	Be: patent expired	Owner name: NIPPON PAPER INDUSTRIES CO. LTD Effective date*: 20050820
2005-09-14	REG	Reference to a national code	Ref country code: GB Ref legal event code: PE20
2005-10-04	EUG	Se: european patent has lapsed
2007-12-31	BE20	Be: patent expired	Owner name: NIPPON PAPER INDUSTRIES CO. LTD Effective date*: 20050820

Publication	Publication Date	Title
EP0211263B1 (fr)	1990-05-16	Matériau sensible à la chaleur pour l'enregistrement
EP0171810B1 (fr)	1989-01-11	Feuille pour l'enregistrement sensible à la chaleur
EP0173232B1 (fr)	1989-11-08	Feuille thermosensible pour l'enregistrement
DE69301527T2 (de)	1996-07-18	Wärmeempfindliches Aufzeichnungsblatt
DE3331078C2 (de)	1985-10-10	Wärmeempfindliches Aufzeichnungsblatt und Verfahren zu dessen Herstellung
EP0181646B1 (fr)	1989-10-11	Feuille pour l'enregistrement thermosensible
EP0248405B1 (fr)	1991-12-11	Matériel pour l'enregistrement, sensible à la chaleur
EP0224075B1 (fr)	1990-06-20	Matériau pour l'enregistrement sensible à la chaleur
DE10012850A1 (de)	2000-09-21	Wärmeempfindliches Aufzeichnungsmaterial
EP0137982B1 (fr)	1987-12-23	Feuille d'enregistrement sensible à la chaleur
DE4329133A1 (de)	1994-03-03	Wärmeempfindliches Aufzeichnungsmaterial
DE69605725T2 (de)	2000-06-15	Wärmeempfindliches Aufzeichnungsmaterial
EP0135901B1 (fr)	1988-11-30	Matériel pour l'enregistrement thermosensible
EP0421278B1 (fr)	1994-06-01	Feuille pour l'enregistrement thermosensible
EP0122468B1 (fr)	1987-07-01	Feuille pour l'enregistrement sensible à la chaleur
DE69113850T2 (de)	1996-06-20	Wärmeempfindliches Aufzeichnungsblatt.
EP0066813B1 (fr)	1985-08-21	Feuille d'enregistrement sensible à la chaleur
EP0422680B1 (fr)	1994-06-01	Feuille d'enregistrement thermosensible
DE69022793T2 (de)	1996-05-30	Wärmeempfindliches Aufzeichnungsmaterial.
DE3879539T2 (de)	1993-08-12	Waermeempfindliches aufzeichnungsblatt.
DE69413750T2 (de)	1999-05-27	Wärmeempfindliches Aufzeichnungsmaterial
DE68913785T2 (de)	1994-09-15	Wärmeempfindliches Aufzeichnungsmaterial.
DE69002073T2 (de)	1993-12-09	Wärmeempfindliche Aufzeichnungsschicht.
DE69511947T2 (de)	2000-01-05	Wärmeempfindliches Aufzeichnungsmaterial
DE3830575C2 (fr)	1991-03-07