EP0052730A1 - Matériaux pour l'enregistrement sensible à la pression - Google Patents

Matériaux pour l'enregistrement sensible à la pression Download PDF

Info

Publication number: EP0052730A1
Authority: EP; European Patent Office
Prior art keywords: recording material; material according; optionally; acid; acrylate
Prior art date: 1980-11-24
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

EP81108067A

Other languages

German (de)

English (en)

Other versions

EP0052730B1 (fr

Inventor

Dietrich Hoffmann

Holger Dr. Schoepke

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.)

BASF SE

Original Assignee

BASF SE

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.)

1980-11-24

Filing date

1981-10-08

Publication date

1982-06-02

1981-10-08 Application filed by BASF SE filed Critical BASF SE

1982-06-02 Publication of EP0052730A1 publication Critical patent/EP0052730A1/fr

1985-03-13 Application granted granted Critical

1985-03-13 Publication of EP0052730B1 publication Critical patent/EP0052730B1/fr

Status Expired legal-status Critical Current

Links

239000000463 material Substances 0.000 title claims abstract description 24
238000000576 coating method Methods 0.000 claims abstract description 21
239000011248 coating agent Substances 0.000 claims abstract description 18
239000007787 solid Substances 0.000 claims abstract description 14
229920001577 copolymer Polymers 0.000 claims abstract description 12
239000002245 particle Substances 0.000 claims abstract description 12
239000002270 dispersing agent Substances 0.000 claims abstract description 11
229920001568 phenolic resin Polymers 0.000 claims abstract description 11
239000005011 phenolic resin Substances 0.000 claims abstract description 10
150000001875 compounds Chemical class 0.000 claims abstract description 8
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims abstract description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
239000001257 hydrogen Substances 0.000 claims abstract description 4
239000006185 dispersion Substances 0.000 claims description 26
-1 C 5 carboxylic acid Chemical class 0.000 claims description 16
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 12
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 12
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
150000002191 fatty alcohols Chemical class 0.000 claims description 8
239000003760 tallow Substances 0.000 claims description 8
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
229960000541 cetyl alcohol Drugs 0.000 claims description 6
229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 5
XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
239000007795 chemical reaction product Substances 0.000 claims description 5
PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 4
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
230000015572 biosynthetic process Effects 0.000 claims description 3
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical class CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
235000013162 Cocos nucifera Nutrition 0.000 claims description 2
244000060011 Cocos nucifera Species 0.000 claims description 2
239000003094 microcapsule Substances 0.000 abstract description 16
150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
229920005989 resin Polymers 0.000 description 17
239000011347 resin Substances 0.000 description 17
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
239000000243 solution Substances 0.000 description 11
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
239000002904 solvent Substances 0.000 description 7
239000000370 acceptor Substances 0.000 description 5
229920003986 novolac Polymers 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
229960003742 phenol Drugs 0.000 description 5
229920000642 polymer Polymers 0.000 description 5
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
239000011230 binding agent Substances 0.000 description 4
238000000034 method Methods 0.000 description 4
HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
229920002472 Starch Polymers 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
239000008107 starch Substances 0.000 description 3
235000019698 starch Nutrition 0.000 description 3
239000000126 substance Substances 0.000 description 3
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
239000007900 aqueous suspension Substances 0.000 description 2
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
239000004927 clay Substances 0.000 description 2
239000003086 colorant Substances 0.000 description 2
238000004821 distillation Methods 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
229940043348 myristyl alcohol Drugs 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
238000001238 wet grinding Methods 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
CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical compound CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
UPHOPMSGKZNELG-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carboxylic acid Chemical class C1=CC=C2C(C(=O)O)=C(O)C=CC2=C1 UPHOPMSGKZNELG-UHFFFAOYSA-N 0.000 description 1
WCRKLZYTQVZTMM-UHFFFAOYSA-N 2-octadecylphenol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC=CC=C1O WCRKLZYTQVZTMM-UHFFFAOYSA-N 0.000 description 1
NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical class F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
229920000877 Melamine resin Polymers 0.000 description 1
101100465000 Mus musculus Prag1 gene Proteins 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
239000002174 Styrene-butadiene Substances 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910001854 alkali hydroxide Inorganic materials 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229960000892 attapulgite Drugs 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
YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
229910052793 cadmium Inorganic materials 0.000 description 1
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000002775 capsule Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
101150038956 cup-4 gene Proteins 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000000227 grinding Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000007970 homogeneous dispersion Substances 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
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229940107698 malachite green Drugs 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000004005 microsphere Substances 0.000 description 1
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000003921 oil Substances 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
239000003973 paint Substances 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
150000003009 phosphonic acids Chemical class 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
229940012831 stearyl alcohol Drugs 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000011115 styrene butadiene Substances 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc 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
- 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
- B41M5/3331—Macromolecular compounds
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249994—Composite having a component wherein a constituent is liquid or is contained within preformed walls [e.g., impregnant-filled, previously void containing component, etc.]
- Y10T428/249995—Constituent is in liquid form
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249994—Composite having a component wherein a constituent is liquid or is contained within preformed walls [e.g., impregnant-filled, previously void containing component, etc.]
- Y10T428/249995—Constituent is in liquid form
- Y10T428/249997—Encapsulated liquid
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
- Y10T428/254—Polymeric or resinous material

Definitions

the invention relates to pressure- and thermo-sensitive recording material.
the carbon paper-free copy papers used today consist of a combination of sheets.
the cover sheet contains a coating with microcapsules on the back, the interleaves also have a microcapsule coating on the back (donor side: CB side) and on the front side an acidic compound (electron acceptor), on which the color formers react with color formation (recipient side: CF side).
CB side coated back
EXOR acidic compound
the color formers are known.
the following are considered, for example: crystal violet lactone, N-benzoyl leukomethylene blue, malachite green lactone, rhodamine lactones, spirodipyrans or fluorane derivatives (cf. DE-OS 24 22 899, 20 25 171, 23 18 403 , 23-23 803 ; DE - AS 21 56 214; DE-OS 22 43 483 and 2 230 225; GB-PS 1 417 695).
Activated clays attapulgite, aluminum oxide, bentonite, silton clay, kaolin and other clays can be used as electron acceptors.
DE-PS 2 252 901 and 2 303 405 describe the use of mixtures of clays, clays and aromatic carboxylic acids and / or their metal salts as acceptors.
the receiving substances are first processed by grinding and mixing and optionally dispersing to form an aqueous dispersion which is then applied to the paper surface with the aid of doctor blades or by printing.
the polymers can be used as an organic solution, e.g. be applied using a flexographic printing unit.
DE-OS-26 31 832 describes low molecular weight condensation products of hydroxybenzene or hydroxynaphthalenecarboxylic acids, phenols and formaldehyde as acceptors, which can be applied to the paper from organic solution. These agents are optionally used together with salts soluble in organic solvents.
DE-AS 20 64 155 discloses the use of phenol-formaldehyde resins as recipients, the resin being converted into an aqueous suspension / dispersion in the presence of anionic dispersants.
the dispersion is prepared in a conventional manner by wet grinding the resin in an aqueous suspension.
the particle size should be 5 / um'und less, preferably ⁇ 1 ⁇ m, so that an effective receiving layer is obtained.
the fine particles can also be obtained by dissolving the phenol / formaldehyde resin in alkali hydroxide solution and precipitating the resin from the aqueous solution with acid and then wet grinding.
These finely divided resin suspensions / dispersions can be isolated as such by spray drying or in a drum dryer.
the inorganic or organic substances used as recipients often contain sharp-edged agglomerates which, when applied, e.g. cause corrosion and abrasion when printed.
the object of the present invention was to develop a pressure- and thermo-sensitive recording material with a color developing coating, which contains the receiving substance (electron acceptor) in a uniform size and in a non-abrasive form and which the production of "self-contained paper" in one work step allowed.
the object is achieved according to the present invention in that secondary dispersions of phenolic resins which have spherical resin particles of ⁇ 5 ⁇ m in diameter, preferably of 0.5 to 2 ⁇ m in diameter, and aliphatic alcohols which are solid at room temperature are used as the color-developing layer.
thermosensitive or thermosensitive recording materials are obtained which, together with color formers embedded in microcapsules, provide sharp and intensive copies / recordings which are stable.
the recording material according to the present invention is obtained by applying an aqueous or aqueous-organic preparation which contains components (a), (b), (c) and optionally (d) to the support material.
the aqueous or aqueous-organic formulation is prepared by mixing the (a) and (b) secondary dispersion with the solid at room temperature, aliphatic alcohol and, optionally, further in such coatings ü b - SHORT- prepared auxiliaries contained.
the required aqueous or aqueous-organic secondary dispersion of (a) with (b) is carried out by introducing a solution of the phenolic resin (novolak) in a water-miscible solvent in water, which contains the copolymer (b) as a dispersing agent, suspended or suspended, with strong Get mixed.
the particle size of (a) can be influenced by the temperature during the precipitation, the solvent used and by the stirrer used, for example propeller stirrer, mixing siren or intensive stirrer. Round particles of (a) in a size of 0.2 to 5 / um, preferably of 0.5 to 2 / um, are particularly suitable for the recording materials according to the invention. Smaller particles (a), in particular those ⁇ 0.2 ⁇ m, disappear between the paper fibers when applied to paper and are therefore no longer or only partially available for color development.
water-miscible solvents for (a) are: ethanol, n- and i-propanol, methanol, butanol, tetrahydrofuran, acetone or mixtures thereof.
all or part of the organic solvent can be removed from the dispersion obtained from the dispersion in a known manner, e.g. by distillation.
Suitable dispersants (b) are copolymers which, based on the copolymer, consist of ( ⁇ ) 5 to 95% by weight of a copolymerizable compound of the formula in which R 1 is C 8 to C 20 alkyl or phenyl which is optionally substituted by C 1 to C 18 alkyl, R 2 is hydrogen or
R 1 in the comonomer ( ⁇ ) in particular are: radicals which are from C 8 - to C 20 -, in particular from C 10 - to C 20 -alkanols such as octyl, 2-ethylhexyl, nonyl, palmityl, stearyl , Oleyl, lauryl, of phenol or of C 1 - to C 20 -alkylphenols such as hexylphenol, dodecylphenol,. Derive hexadecylphenyl and octadecylphenol.
radicals are preferred which are derived from tallow fatty alcohol, coconut fatty alcohol or from C 5 to C 18 alkylphenols.
n is preferably from 10 to 100; m is preferably 0.
comonomers (ß) are as C 3 - to C 5 -carboxylic acids, for example acrylic acid, methacrylic acid, crotonic acid, vinyl acetic acid, and as.
Sulfonic and phosphonic acids for example vinylsulfonic acid, sulfoethyl (meth) acrylic acid, sulfopropyl (meth) acrylic acid, maleimide-N-ethanesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid and vinylphosphonic acid.
Comonomers (f) which may be used are, for. B. into consideration: (meth) acrylamide, lauryl acrylate, styrene, vinyl acetate, methyl (meth) acrylate, tert.-, sec.- or n-butyl acrylate, hydroxypropyl acrylate, butanediol monoacrylate, vinyl propionate, 2-ethylhexyl acrylate, of which acrylamide, the butyl acrylates, 2-ethylhexyl acrylate, hydroxypropyl acrylate and lauryl acrylate are preferred.
copolymers of the acrylate of a reaction product of tallow fatty alcohol with 40 to 90 moles of ethylene oxide, acrylamide and 2-acrylamido-2-methylpropanesulfonic acid as well as copolymers of the modified tallow fatty alcohol acrylate with lauryl acrylate and methacrylic acid, or copolymers of the modified tallow fatty alcohol acrylate and approx. 30% by weight methacrylic acid.
the amount of dispersant (b) is generally 1 to 10, preferably 2 to 8, in particular 3 to 8,% by weight, based on resin (a).
Suitable phenol resins (a) are those of the novolak type which are obtained by the condensation of phenol with formaldehyde or isobutyraldehyde in a molar ratio of 1: 0.5 to 1: 1. The production of these resins is known (see 0. Nouvel, "The industry of phenol-aldehyde resins", Wilh. Knapp-Verlag, Halle (Saale) 1931; Robert W. Martin, "The Chemistry of Phenolic Resins", John Wiley and Sons, Inc. 1956; DE-OS 28 05 763 and 29 18 593).
Aliphatic alcohols which are solid at room temperature are those having 12 to 18 carbon atoms, it being possible for the alkyl radicals to be linear or branched. Mixtures of these alcohols can also be used.
alcohols lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol and mixtures which have been prepared from C 11 -C 18 cuts. Cetyl alcohol and myristyl alcohol are preferably used.
Other tools (d) are e.g. means with which the viscosity of the preparation containing (a), (b) and (c) can be adjusted; also binders such as starch, soluble cellulose derivatives, binder dispersions based on copolymers with acrylate or styrene-butadiene, white pigments and fillers such as insoluble starch, insoluble melamine-formaldehyde condensates, hollow microspheres, titanium dioxide, calcium carbonate. and clay.
binders such as starch, soluble cellulose derivatives, binder dispersions based on copolymers with acrylate or styrene-butadiene, white pigments and fillers such as insoluble starch, insoluble melamine-formaldehyde condensates, hollow microspheres, titanium dioxide, calcium carbonate. and clay.
the coating of (a), (b), (c) and (d) can e.g. in the form of the aqueous or aqueous-organic dispersion are applied to the support in a known manner. If color formers still enclosed in microcapsules are added to the dispersion, so-called “self-contained” recording materials are obtained.
the cooled polymer solution had a solids content of 26%.
the polymer had a Fikentscher K value of 36 (measured on a 3% solution in dimethylformamide (DMF)).
the polymer solution obtained had a solids content of 25%; K value nack Fikentscher (3% in DMF) 32.
the 8th copy is used to determine the intensity.
300 parts of water are slowly added at 6000 rpm (temperature at the end of the addition: approx. 40 ° C.). The organic solvents are then removed from the dispersion in a distillation apparatus.
a stable phenolic resin dispersion is obtained which is stable for weeks.
Solids content 36%; Particle diameter of the round particles ⁇ 1 ⁇ m.
Coating color 10% starch and 5% of a 50% binder dispersion based on styrene / butadiene are added to the dispersion obtained according to a), based on the solids content. The mixture is then diluted with water so that the paint has a flow time from the Ford cup (DIN cup 4 mm nozzle) of 30 s.
the ink was removed with a doctor blade on paper (40 g / m 2 ) (application: 5.1 g / m 2 ).
microcapsules 2: 1.
microcapsule dispersion was prepared by the process described in DE-OS 29 40 786, Example 1.
the mixers were diluted with water in such a way that the run-out time from the Ford cup (nozzle: 4 mm) was approximately 30 s.
the test of the recording material obtained with the coating colors is summarized in Table I below.

Landscapes

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

EP81108067A 1980-11-24 1981-10-08 Matériaux pour l'enregistrement sensible à la pression Expired EP0052730B1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19803044120 DE3044120A1 (de)	1980-11-24	1980-11-24	Druck- und thermoempfindliches aufzeichnungsmaterial
DE3044120		1980-11-24

Publications (2)

Publication Number	Publication Date
EP0052730A1 true EP0052730A1 (fr)	1982-06-02
EP0052730B1 EP0052730B1 (fr)	1985-03-13

Family

ID=6117382

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP81108067A Expired EP0052730B1 (fr)	1980-11-24	1981-10-08	Matériaux pour l'enregistrement sensible à la pression

Country Status (4)

Country	Link
US (1)	US4407886A (fr)
EP (1)	EP0052730B1 (fr)
JP (1)	JPS57110493A (fr)
DE (2)	DE3044120A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0224029A1 (fr) *	1985-11-07	1987-06-03	BASF Aktiengesellschaft	Copolymères d'éthylène et d'esters (méth)acryliques de polyalkylène glycol
US5648967A (en) *	1994-03-07	1997-07-15	Siemens Aktiengesellschaft	Method and arrangement for transmitting information in a digital radio system
US5873908A (en) *	1992-08-26	1999-02-23	Stockhausen Gmbh & Co. Kg	Alkoxy group containing copolymers and their use in retanning leather

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4762734A (en) *	1986-11-24	1988-08-09	Xerox Corporation	Processes for thermal transfer ink donor films
US5397594A (en) *	1990-02-19	1995-03-14	New Oji Paper Co., Ltd.	Process for producing heat-sensitive recording material
EP1204536A4 (fr) *	1999-07-23	2004-07-14	Mead Corp	Papier copie sans carbone
JP6965400B1 (ja)	2020-06-02	2021-11-10	ぷらっとホーム株式会社	データ取引システム

Citations (4)

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DE2064155B2 (de) *	1969-12-29	1977-12-15	Mitsui Toatsu Chemicals, Ine, Tokio	Waessrige phenol/formaldehyd-harz- suspension und deren verwendung
DE2758122A1 (de) *	1977-12-24	1979-07-05	Basf Ag	Wasserloesliche copolymerisate auf der basis von hydrophilen aethylenisch ungesaettigten monomeren
JPS5551586A (en) *	1978-10-06	1980-04-15	Mitsubishi Paper Mills Ltd	Pressure-sensitive copy paper
GB2033417A (en) *	1978-09-11	1980-05-21	Fuji Photo Film Co Ltd	Colour developing inks

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US3488207A (en) *	1965-10-22	1970-01-06	Us Plywood Champ Papers Inc	Process of preparing a colored substance and transfer copy set
US3466184A (en) *	1967-02-14	1969-09-09	Ncr Co	Record sheet sensitized with phenolic polymeric material
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US3934070A (en) *	1970-10-23	1976-01-20	Fuji Photo Film Co., Ltd.	Recording sheet and color developer therefor
CA945371A (en)	1970-11-16	1974-04-16	Helmut Schwab	Mixtures of two chromogenic compounds
BE790669A (fr) *	1971-10-28	1973-02-15	Fuji Photo Film Co Ltd	Feuille d'enregistrement
GB1417695A (en)	1971-12-21	1975-12-17	Wiggins Teape Ltd	Manifolding sheet material
BE794459A (fr) *	1972-01-24	1973-05-16	Fuji Photo Film Co Ltd	Feuille d'enregistrement
DE2230225C2 (de) *	1972-06-21	1985-01-17	Basf Ag, 6700 Ludwigshafen	Neue Chinoxalin-spiropyrane und deren Verwendung als Farbbildner für Kopierverfahren
DE2243483C2 (de) *	1972-09-05	1985-01-31	Basf Ag, 6700 Ludwigshafen	Neue Diazaxanthenlactone, deren Herstellung und deren Verwendung als Farbbildner für Kopierverfahren
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GB1459417A (en)	1973-05-21	1976-12-22	Ciba Geigy Ag	Diamino substituted fluoran compounds their manufacture and their use
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US4034128A (en) *	1975-05-05	1977-07-05	The Mead Corporation	Production of a color developing record sheet containing metal-modified novolak resin particles
DE2631832A1 (de)	1976-07-15	1978-01-19	Basf Ag	Druckempfindliche aufzeichnungspapiere
DE2805763C2 (de)	1978-02-10	1982-09-09	Basf Ag, 6700 Ludwigshafen	Verfahren zur Herstellung von Isobutyraldehyd-Phenol-Polykondensaten und deren Verwendung
DE2918593A1 (de)	1979-05-09	1980-11-20	Basf Ag	Verwendung von isobutyradehyd-formaldehyd-harzen als verlackungsmittel fuer basische farbstoffe
DE2940786A1 (de)	1979-10-08	1981-04-16	Basf Ag, 6700 Ludwigshafen	Verfahren zur herstellung von mikrokapseln
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1980
- 1980-11-24 DE DE19803044120 patent/DE3044120A1/de not_active Withdrawn
1981
- 1981-10-08 DE DE8181108067T patent/DE3169276D1/de not_active Expired
- 1981-10-08 EP EP81108067A patent/EP0052730B1/fr not_active Expired
- 1981-10-29 US US06/316,445 patent/US4407886A/en not_active Expired - Fee Related
- 1981-11-09 JP JP56178482A patent/JPS57110493A/ja active Granted

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DE2758122A1 (de) *	1977-12-24	1979-07-05	Basf Ag	Wasserloesliche copolymerisate auf der basis von hydrophilen aethylenisch ungesaettigten monomeren
EP0003235A1 (fr) *	1977-12-24	1979-08-08	BASF Aktiengesellschaft	Copolymères solubles dans l'eau à base de monomères hydrophiles à insaturation éthylénique, procédé de préparation de ces polymères et leur utilisation
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0224029A1 (fr) *	1985-11-07	1987-06-03	BASF Aktiengesellschaft	Copolymères d'éthylène et d'esters (méth)acryliques de polyalkylène glycol
US5873908A (en) *	1992-08-26	1999-02-23	Stockhausen Gmbh & Co. Kg	Alkoxy group containing copolymers and their use in retanning leather
US5648967A (en) *	1994-03-07	1997-07-15	Siemens Aktiengesellschaft	Method and arrangement for transmitting information in a digital radio system

Also Published As

Publication number	Publication date
JPH021029B2 (fr)	1990-01-10
DE3169276D1 (en)	1985-04-18
US4407886A (en)	1983-10-04
JPS57110493A (en)	1982-07-09
DE3044120A1 (de)	1982-07-15
EP0052730B1 (fr)	1985-03-13

Legal Events

Date	Code	Title	Description
1982-04-03	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
1982-06-02	17P	Request for examination filed	Effective date: 19811008
1982-06-02	AK	Designated contracting states	Designated state(s): CH DE FR GB IT
1984-08-10	ITF	It: translation for a ep patent filed
1985-01-12	GRAA	(expected) grant	Free format text: ORIGINAL CODE: 0009210
1985-03-13	AK	Designated contracting states	Designated state(s): CH DE FR GB IT LI
1985-04-18	REF	Corresponds to:	Ref document number: 3169276 Country of ref document: DE Date of ref document: 19850418
1985-07-12	ET	Fr: translation filed
1986-01-15	PLBE	No opposition filed within time limit	Free format text: ORIGINAL CODE: 0009261
1986-01-15	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT
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1989-09-11	PGFP	Annual fee paid to national office [announced via postgrant information from national office to epo]	Ref country code: FR Payment date: 19890911 Year of fee payment: 9 Ref country code: CH Payment date: 19890911 Year of fee payment: 9
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Publication	Publication Date	Title
DE2348639C3 (de)	1980-09-11	Blatt für ein druckempfindliches Kopiersystem und Verfahren zu seiner Herstellung
EP0016730B1 (fr)	1983-02-16	Composition de developpement pour la fabrication d'un matériau sensible à la pression pour inscription; feuille couverte de ce matériau; matériau sensible à la pression pour inscription et procédé pour sa fabrication
DE2929102C2 (fr)	1989-01-12
DE1247348B (de)	1967-08-17	Sensibilisiertes Aufzeichnungsmaterial zur Verwendung mit normalerweise farblosem Markierungsstoff
EP0067793B1 (fr)	1985-04-17	Matériaux d'enregistrement sensibles à la pression ou à la chaleur
CH646644A5 (de)	1984-12-14	Waermeempfindliches umdruckmaterial.
DE2726539C2 (de)	1982-04-29	Verfahren zur Verkapselung von Öltröpfchen wässerige Dispersion verkapselter Öltröpfchen und deren Verwendung
DE3317559C2 (de)	1987-03-19	Druckempfindliches oder wärmeempfindliches Aufzeichnungsmaterial
DE2820462C3 (de)	1984-01-12	Selbstaufzeichnendes druckempfindliches Papier
DE3131899A1 (de)	1982-04-01	Waermeempfindliches aufzeichnungsmaterial
DE2826754C3 (de)	1980-12-11	Kopienaufnahmeblatt für druckempfindliche Kopiersysteme
DE2919521C2 (de)	1982-10-28	Aufzeichnungsmaterial zur Anwendung in einem druckempfindlichen Kopiersystem
EP0052730B1 (fr)	1985-03-13	Matériaux pour l'enregistrement sensible à la pression
DE3843681A1 (de)	1989-07-20	Deckueberzugszusammensetzung fuer waermeempfindliche aufzeichnungsmaterialien
DE2854318C2 (fr)	1988-01-28
DE3879721T2 (de)	1993-10-28	Wässerige Entwicklerdispersion für ein druckempfindliches Aufzeichnungsblatt und Verfahren zu deren Herstellung.
DE2553083A1 (de)	1976-08-12	Verfahren zur herstellung eines oertlich desensibilisierten farbenentwicklerbogens
CH643782A5 (de)	1984-06-29	Druckempfindliches umdruckblatt.
CH658864A5 (de)	1986-12-15	Chromogenes fluoranderivat.
DE3047630A1 (de)	1981-09-17	"druckempfindliches aufzeichnungsmaterial"
DE2838036C2 (de)	1986-05-28	Verfahren zur Herstellung von ein hydrophobes Farbbildnermaterial enthaltenden Mikrokapseln und deren Verwendung
DE2064155C3 (de)	1978-08-10	Wäßrige Phenol/Fonnaldehyd-Harz-Suspension und deren Verwendung
DE2618271A1 (de)	1976-11-11	Druckempfindliches aufzeichnungsmaterial
DE3923586A1 (de)	1990-02-01	Akzeptor-beschichtetes blatt fuer ein druckempfindliches kopiersystem
DE68923900T2 (de)	1996-01-11	Alkylsalicylat-Harz für Kopierpapier ohne Kohlenstoff und dessen Verwendung zu Aufzeichnungszwecken.

EP0052730A1 - Matériaux pour l'enregistrement sensible à la pression - Google Patents

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Applications Claiming Priority (2)

Publications (2)

Family

ID=6117382

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Cited By (3)

Families Citing this family (4)

Citations (4)

Family Cites Families (20)

Patent Citations (5)

Non-Patent Citations (1)

Cited By (3)

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