EP0186354B1 - Pressure-sensitive color-developer material - Google Patents
Pressure-sensitive color-developer material Download PDFInfo
- Publication number
- EP0186354B1 EP0186354B1 EP85308885A EP85308885A EP0186354B1 EP 0186354 B1 EP0186354 B1 EP 0186354B1 EP 85308885 A EP85308885 A EP 85308885A EP 85308885 A EP85308885 A EP 85308885A EP 0186354 B1 EP0186354 B1 EP 0186354B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- color
- developer
- resin
- petroleum resin
- paper
- 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
Links
- 239000000463 material Substances 0.000 title claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 35
- 239000011347 resin Substances 0.000 claims abstract description 34
- 239000003208 petroleum Substances 0.000 claims abstract description 27
- 229910052751 metal Inorganic materials 0.000 claims abstract description 15
- 239000002184 metal Substances 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 150000003872 salicylic acid derivatives Chemical class 0.000 claims abstract description 13
- 125000002723 alicyclic group Chemical group 0.000 claims description 8
- 239000013032 Hydrocarbon resin Substances 0.000 claims description 6
- 229920006270 hydrocarbon resin Polymers 0.000 claims description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 claims description 3
- 229920006272 aromatic hydrocarbon resin Polymers 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920005992 thermoplastic resin Polymers 0.000 claims description 2
- 239000011135 tin Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 238000003384 imaging method Methods 0.000 abstract description 4
- 238000000034 method Methods 0.000 description 14
- 125000001931 aliphatic group Chemical group 0.000 description 9
- HCOFMIWUFBMIPV-UHFFFAOYSA-L zinc;2,4-ditert-butyl-6-carboxyphenolate Chemical compound [Zn+2].CC(C)(C)C1=CC(C(O)=O)=C([O-])C(C(C)(C)C)=C1.CC(C)(C)C1=CC(C(O)=O)=C([O-])C(C(C)(C)C)=C1 HCOFMIWUFBMIPV-UHFFFAOYSA-L 0.000 description 9
- 239000008199 coating composition Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 5
- IGIKWQGEBNLIMA-UHFFFAOYSA-L zinc;2-carboxy-6-phenylphenolate Chemical compound [Zn+2].OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1[O-].OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1[O-] IGIKWQGEBNLIMA-UHFFFAOYSA-L 0.000 description 5
- ZWQBZEFLFSFEOS-UHFFFAOYSA-N 3,5-ditert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=C(O)C(C(C)(C)C)=C1 ZWQBZEFLFSFEOS-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 2
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 2
- 229940048086 sodium pyrophosphate Drugs 0.000 description 2
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 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
- 239000002245 particle Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 229960001860 salicylate Drugs 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
- 239000011973 solid acid Substances 0.000 description 1
- 239000002904 solvent 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
- B41M5/124—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
- B41M5/155—Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
Definitions
- This invention relates to color-developer paper capable of developing a colored image on reactive contact with a substantially colorless organic chromogenic material and intended for use in pressure-sensitive copying.
- Typical known materials as the color-developer for pressure-sensitive copying paper includes solid acids such as active clay, acid clay, attapulgite and the like.
- color-developer paper using these clay-type color-developer materials often produces a colored image which is unstable particularly to light and moisture.
- color-developer materials include novolak-type phenol-formaldehyde resins and salicylic acid derivatives and/or their multivalent metal salts. These salts per se possess a color-developing ability, and salicylic acid derivatives can also serve as the color-developer when combined with oxides, hydroxides or carbonates of certain multivalent metals as disclosed in Japanese Patent Publication No. 52-20883.
- Such color-developer materials have been found not quite satisfactory in respect of the intensity (density) of a developed image, and to improve the image intensity, it has been proposed to combine the said color-developer materials with polystyrene resin, xylene resin or the like as disclosed in Japanese Patent Publication No. 55-1195. This proposal however has failed to contribute to the speed at which the imaging is performed.
- Color-developer paper of which the color-developer material comprises an aromatic carboxylic acid or a polyvalent metal salt thereof in combination with an organic high molecular compound is disclosed in US-A-4046941. These color developers are incorporated in coating compositions together with a suitable binder, which may be a petroleum resin.
- the present invention provides color-developer paper for use in pressure-sensitive copying and having a coating of (a) color-developer material and (b) a binder, wherein the color-developer material comprises a salicylic acid derivative and/or a multivalent metal salt thereof, finely dispersed in a resin, characterized in that the resin is a petroleum resin.
- the coating may include, in addition to the color-developer material and the binder, additives such as clays and dispersants to improve the receptivity of the color former containing oil and the properties of the resulting liquid coating formulation.
- the salicylic acid derivatives used in the color-developer material include those in which the benzene ring of the salicylic acid contains from 1 to 4 substituent groups, such as alkyl, cycloalkyl, aralkyl, aryl and halogen groups.
- Such salicylic acid derivatives can all form salts with multivalent metals such as zinc, magnesium, aluminum, titanium, calcium, cobalt, nickel, manganese, tin and copper. Alternatively, it is possible to use such derivatives in their acid form in combination with metal compounds.
- thermoplastic resin includes a thermoplastic resin having a molecular weight of 2,000 or less obtained by subjecting naphtha to pyrolysis, separating C 2 -C 4 olefins such as ethylene and propylene and then polymerizing the remaining C S -C 9 olefins as a mixture.
- Examples of such petroleum resins include aliphatic hydrocarbon resins, alicyclic hydrocarbon resins, hydrogenated alicyclic hydrocarbon resins and aromatic hydrocarbon resins.
- aliphatic hydrocarbon resins are represented by the structural formula: where n is a positive integer.
- alicyclic hydrocarbon resins are represented by the structural formula: where n is a positive integer.
- the above alicyclic hydrocarbon resins may be at least partially hydrogenated to provide hydrogenated alicyclic hydrocarbon resins.
- aromatic hydrocarbon resins is "Toho High Resin” (trade name; product of Toho Petroleum Resin Co., Ltd.).
- One such method comprises heating the petroleum resin to melt it, dissolving or dispersing therein the salicylic acid derivative (and/or its multivalent metal salt) and grinding the mixture upon cooling.
- the petroleum resin may be dissolved, with heat if necessary, in an organic solvent, followed by the dissolving or dispersing of the salicylic acid derivative (and/or its multivalent metal salt), the resulting material being immediately available as a starting color-developer ink, or being comminuted after the solvent is stripped off.
- the amount of salicylic acid derivative (and/or its multivalent metal salt) should be in the range of 10%-90% by weight of the petroleum resin.
- the salicylic acid derivative and/or its multivalent metal salt is rendered substantially amorphous in the petroleum resin and because of this, it is easily soluble in and highly reactive with co- reactive color-formers.
- the petroleum oil used in the invention is structurally different and a complex mixture of organic high molecular compounds, that provides surprisingly high imaging efficiency.
- Marucarez R-100B (trade name for an aliphatic petroleum resin produced by Maruzen Petrochemical Co., Ltd.) were heated to melting at 150°C, to which 20 parts of zinc 3,5-di-tert-butylsalicylate were added. The resultant mixture was stirred thoroughly to disperse the salicylate in the melt. After cooling and solidifying, the mixture was ground in a mortar. The resultant powder was dispersed in 280 parts of a 1 % aqueous solution of polyvinyl alcohol. The dispersion was finely comminuted for 2 days in a ball mill.
- the comminuted particles were mixed with 30 parts of calcium carbonate, 10 parts of a 5% aqueous solution of sodium pyrophosphate, 3.8 parts of 40% aqueous solution of sodium polyacrylate and 65 parts of 48% SBR latex, thereby providing a coating composition.
- the coating composition was applied to a high-quality paper web of 40 g/m 2 to give a dry coat weight of 4 g/m 2 and dried at 105°C to obtain color-developer sheets.
- Example 1 The procedures of Example 1 were followed except that Arucon P90 (trade name for a hydrogenated alicyclic petroleum resin produced by Arakawa Chemical Co., Ltd.) was used in lieu of the aliphatic petroleum resin of Example 1.
- Arucon P90 trade name for a hydrogenated alicyclic petroleum resin produced by Arakawa Chemical Co., Ltd.
- Example 1 The procedures of Example 1 were followed except that zinc 3-phenylsalicylate was used in place of zinc 3,5-di-tert-butylsalicylate of Example 1.
- Example 1 The procedures of Example 1 were followed except that zinc 3-phenylsalicylate and Arucon P90 were used in place of zinc 3,5-di-tert-butylsalicylate and aliphatic petroleum resin, respectively.
- Example 1 The procedures of Example 1 were followed except that 18 parts of 3,5-di-tert-butylsalicylate and 6 parts of zinc oxide were used in place of 20 parts of zinc 3,5-di-tert-butylsalicylate.
- Example 1 20 parts of zinc 3,5-di-tert-butylsalicylate were dispersed in 280 parts of a 1% aqueous solution of polyvinyl alcohol, followed by comminution for 2 days in a ball mill. 80 parts of calcium carbonate, 10 parts of 5% sodium pyrophosphate, 3.8 parts of 40% sodium polyacrylate and 65 parts of 48% SBR latex were added to make a coating composition. The procedures of Example 1 were followed in producing color-developer sheets.
- Example 1 The procedures of Example 1 were followed except that Picolastic A-75 (trade name for polystyrene produced by Exxon Corporation) was used in place of aliphatic petroleum resin.
- Picolastic A-75 trade name for polystyrene produced by Exxon Corporation
- Example 1 The procedures of Example 1 were followed except that Nicanol S-100 (trade name for xylene resin produced by Mitsubishi Gas Chemical Co., Inc.) was used in place of aliphatic petroleum resin.
- Nicanol S-100 trade name for xylene resin produced by Mitsubishi Gas Chemical Co., Inc.
- Comparison Example 1 The procedures of Comparison Example 1 were followed except that zinc 3-phenylsalicylate was used in place of zinc 3,5-di-tert-butylsalicylate.
- Example 3 The procedures of Example 3 were followed except that Picolastic A-75 was used in place of aliphatic petroleum resin.
- Example 3 The procedures of Example 3 were followed except that Nicanol S-100 was used in place of aliphatic petroleum resin.
- Example 5 The procedures of Example 5 were followed except that Picolastic A-75 was used in place of aliphatic petroleum resin.
- the coat weight of zinc 3,5-di-tert-butylsalicylate and of zinc 3-phenylsalicylate was 0.59 g/m 2
- the coat weight of 3,5-di-tert-butylsalicylate was 0.52 g/m 2 .
- Table 1 shows the intensities of colored images produced 1 minute and 24 hours respectively after passage through calender rolls at a nip pressure of 290 kg/cm 2 .
- the abbreviations of color-developers stand for:
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Color Printing (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT85308885T ATE41120T1 (de) | 1984-12-25 | 1985-12-05 | Druckempfindlicher farbentwickler. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59277240A JPS61149390A (ja) | 1984-12-25 | 1984-12-25 | 感圧記録用顕色シ−ト |
| JP277240/84 | 1984-12-25 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0186354A2 EP0186354A2 (en) | 1986-07-02 |
| EP0186354A3 EP0186354A3 (en) | 1987-01-14 |
| EP0186354B1 true EP0186354B1 (en) | 1989-03-08 |
Family
ID=17580769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP85308885A Expired EP0186354B1 (en) | 1984-12-25 | 1985-12-05 | Pressure-sensitive color-developer material |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0186354B1 (enrdf_load_stackoverflow) |
| JP (1) | JPS61149390A (enrdf_load_stackoverflow) |
| AT (1) | ATE41120T1 (enrdf_load_stackoverflow) |
| AU (1) | AU5171085A (enrdf_load_stackoverflow) |
| CA (1) | CA1242884A (enrdf_load_stackoverflow) |
| DE (1) | DE3568551D1 (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0233450B1 (en) * | 1986-01-17 | 1992-03-11 | MITSUI TOATSU CHEMICALS, Inc. | Linear salicylic acid copolymers and their metal salts, production process thereof, color-developing agents comprising metal-resins of the copolymers, and color-developing sheets employing the agents |
| AT399126B (de) * | 1987-03-31 | 1995-03-27 | Ruetgerswerke Ag | Farbentwicklermassen für farbreaktionssysteme |
| JPH02500428A (ja) * | 1987-07-22 | 1990-02-15 | バアシリアデス アンソニイ イ． | 呈色複写システム及び方法 |
| JP3107173B2 (ja) * | 1991-12-27 | 2000-11-06 | 株式会社三光開発科学研究所 | 核置換サリチル酸金属塩の製造方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1445866A (en) * | 1972-09-27 | 1976-08-11 | Sanko Chemical Co Ltd | Sensitized sheets for pressure sensitive copying |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4046941A (en) * | 1972-09-27 | 1977-09-06 | Sanko Chemical Company Ltd. | Support sheet with sensitized coating of organic acid substance and organic high molecular compound particulate mixture |
| JPS5125174A (ja) * | 1974-08-26 | 1976-03-01 | Matsushita Electric Ind Co Ltd | Soonbakurokei |
| JPS5841760B2 (ja) * | 1976-05-29 | 1983-09-14 | 神崎製紙株式会社 | 呈色剤の製造方法 |
| US4336067A (en) * | 1977-09-06 | 1982-06-22 | The Mead Corporation | Hot melt chromogenic coating composition |
| JPS551195A (en) * | 1979-05-21 | 1980-01-07 | Hitachi Ltd | Lead frame header connection body |
-
1984
- 1984-12-25 JP JP59277240A patent/JPS61149390A/ja active Granted
-
1985
- 1985-12-05 EP EP85308885A patent/EP0186354B1/en not_active Expired
- 1985-12-05 AT AT85308885T patent/ATE41120T1/de not_active IP Right Cessation
- 1985-12-05 DE DE8585308885T patent/DE3568551D1/de not_active Expired
- 1985-12-12 CA CA000497455A patent/CA1242884A/en not_active Expired
- 1985-12-24 AU AU51710/85A patent/AU5171085A/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1445866A (en) * | 1972-09-27 | 1976-08-11 | Sanko Chemical Co Ltd | Sensitized sheets for pressure sensitive copying |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0186354A3 (en) | 1987-01-14 |
| CA1242884A (en) | 1988-10-11 |
| JPS61149390A (ja) | 1986-07-08 |
| DE3568551D1 (en) | 1989-04-13 |
| ATE41120T1 (de) | 1989-03-15 |
| AU5171085A (en) | 1986-07-03 |
| EP0186354A2 (en) | 1986-07-02 |
| JPH0434515B2 (enrdf_load_stackoverflow) | 1992-06-08 |
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