US3874895A - Recording sheet - Google Patents
Recording sheet Download PDFInfo
- Publication number
- US3874895A US3874895A US301931A US30193172A US3874895A US 3874895 A US3874895 A US 3874895A US 301931 A US301931 A US 301931A US 30193172 A US30193172 A US 30193172A US 3874895 A US3874895 A US 3874895A
- Authority
- US
- United States
- Prior art keywords
- acid
- recording sheet
- color
- parts
- polymer
- 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 - Lifetime
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- 229920000642 polymer Polymers 0.000 claims abstract description 96
- 230000002378 acidificating effect Effects 0.000 claims abstract description 50
- 229910052751 metal Chemical class 0.000 claims abstract description 40
- 239000002184 metal Chemical class 0.000 claims abstract description 40
- 150000003839 salts Chemical class 0.000 claims abstract description 38
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims description 51
- 239000011230 binding agent Substances 0.000 claims description 24
- 229920001577 copolymer Polymers 0.000 claims description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- -1 phenol aldehyde Chemical class 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 125000002887 hydroxy group Chemical class [H]O* 0.000 claims description 7
- 230000006872 improvement Effects 0.000 claims description 7
- XPKFJIVNCKUXOI-UHFFFAOYSA-N formaldehyde;2-hydroxybenzoic acid Chemical group O=C.OC(=O)C1=CC=CC=C1O XPKFJIVNCKUXOI-UHFFFAOYSA-N 0.000 claims description 6
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 5
- 229920000147 Styrene maleic anhydride Polymers 0.000 claims description 5
- 230000008569 process Effects 0.000 claims 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 claims description 4
- KHDXCZAZGKEFIW-UHFFFAOYSA-N 6-chloro-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid Chemical compound OC(=O)C1C=CC=CC1(O)Cl KHDXCZAZGKEFIW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 4
- ZJWUEJOPKFYFQD-UHFFFAOYSA-N 2-hydroxy-3-phenylbenzoic acid Chemical compound OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1O ZJWUEJOPKFYFQD-UHFFFAOYSA-N 0.000 claims description 3
- KKBNXPGSTZPGMY-UHFFFAOYSA-N 3,5-di(butan-2-yl)-2-hydroxybenzoic acid Chemical compound CCC(C)C1=CC(C(C)CC)=C(O)C(C(O)=O)=C1 KKBNXPGSTZPGMY-UHFFFAOYSA-N 0.000 claims description 3
- SCOPDLDXQYWODG-UHFFFAOYSA-N 5-tert-butyl-2-hydroxy-3-methylbenzoic acid Chemical compound CC1=CC(C(C)(C)C)=CC(C(O)=O)=C1O SCOPDLDXQYWODG-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 229940074391 gallic acid Drugs 0.000 claims description 3
- 235000004515 gallic acid Nutrition 0.000 claims description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 3
- 229960004889 salicylic acid Drugs 0.000 claims description 3
- GZEPXNUXMPYSOQ-UHFFFAOYSA-N 5-cyclohexyl-2-hydroxybenzoic acid Chemical compound C1=C(O)C(C(=O)O)=CC(C2CCCCC2)=C1 GZEPXNUXMPYSOQ-UHFFFAOYSA-N 0.000 claims description 2
- YIOQCYXPSWJYHB-UHFFFAOYSA-N acetylene;phenol Chemical group C#C.OC1=CC=CC=C1 YIOQCYXPSWJYHB-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 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
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 claims 1
- DLGBEGBHXSAQOC-UHFFFAOYSA-N 2-hydroxy-5-methylbenzoic acid Chemical compound CC1=CC=C(O)C(C(O)=O)=C1 DLGBEGBHXSAQOC-UHFFFAOYSA-N 0.000 claims 1
- XAICWTLLSRXZPB-UHFFFAOYSA-N 5-tert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC=C(O)C(C(O)=O)=C1 XAICWTLLSRXZPB-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 description 24
- 238000000576 coating method Methods 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 239000007787 solid Substances 0.000 description 17
- 239000005011 phenolic resin Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 238000000498 ball milling Methods 0.000 description 13
- 238000004383 yellowing Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 150000001735 carboxylic acids Chemical class 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 7
- 239000003094 microcapsule Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 230000001976 improved effect Effects 0.000 description 5
- 150000002596 lactones Chemical class 0.000 description 5
- 229920000084 Gum arabic Polymers 0.000 description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- 229920000297 Rayon Polymers 0.000 description 4
- 241000978776 Senegalia senegal Species 0.000 description 4
- 239000000205 acacia gum Substances 0.000 description 4
- 235000010489 acacia gum Nutrition 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000000274 adsorptive effect Effects 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000008098 formaldehyde solution Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000001856 Ethyl cellulose Substances 0.000 description 3
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 235000019325 ethyl cellulose Nutrition 0.000 description 3
- 229920001249 ethyl cellulose Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- XRHGYUZYPHTUJZ-UHFFFAOYSA-N 4-chlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-N 0.000 description 2
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 229960000892 attapulgite Drugs 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- ICAIHSUWWZJGHD-UHFFFAOYSA-N dotriacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O ICAIHSUWWZJGHD-UHFFFAOYSA-N 0.000 description 2
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- CKDDRHZIAZRDBW-UHFFFAOYSA-N henicosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC(O)=O CKDDRHZIAZRDBW-UHFFFAOYSA-N 0.000 description 2
- VXZBFBRLRNDJCS-UHFFFAOYSA-N heptacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VXZBFBRLRNDJCS-UHFFFAOYSA-N 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- GPSDUZXPYCFOSQ-UHFFFAOYSA-N m-toluic acid Chemical compound CC1=CC=CC(C(O)=O)=C1 GPSDUZXPYCFOSQ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- IHEJEKZAKSNRLY-UHFFFAOYSA-N nonacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O IHEJEKZAKSNRLY-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 2
- 229910052625 palygorskite Inorganic materials 0.000 description 2
- MWMPEAHGUXCSMY-UHFFFAOYSA-N pentacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC(O)=O MWMPEAHGUXCSMY-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- RGTIBVZDHOMOKC-UHFFFAOYSA-N stearolic acid Chemical compound CCCCCCCCC#CCCCCCCCC(O)=O RGTIBVZDHOMOKC-UHFFFAOYSA-N 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- VHOCUJPBKOZGJD-UHFFFAOYSA-N triacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VHOCUJPBKOZGJD-UHFFFAOYSA-N 0.000 description 2
- XEZVDURJDFGERA-UHFFFAOYSA-N tricosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCC(O)=O XEZVDURJDFGERA-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- GLDQAMYCGOIJDV-UHFFFAOYSA-N 2,3-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1O GLDQAMYCGOIJDV-UHFFFAOYSA-N 0.000 description 1
- XRXMNWGCKISMOH-UHFFFAOYSA-N 2-bromobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Br XRXMNWGCKISMOH-UHFFFAOYSA-N 0.000 description 1
- GBBKJNDQLLKTCX-UHFFFAOYSA-N 2-bromotetradecanoic acid Chemical compound CCCCCCCCCCCCC(Br)C(O)=O GBBKJNDQLLKTCX-UHFFFAOYSA-N 0.000 description 1
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 description 1
- VMDJHUIQKPMKOC-UHFFFAOYSA-N 2-chlorododecanoic acid Chemical compound CCCCCCCCCCC(Cl)C(O)=O VMDJHUIQKPMKOC-UHFFFAOYSA-N 0.000 description 1
- DQNLLSNNESIVOE-UHFFFAOYSA-N 2-chlorooctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(Cl)C(O)=O DQNLLSNNESIVOE-UHFFFAOYSA-N 0.000 description 1
- CWMPKCMFWTVVMX-UHFFFAOYSA-N 2-hydroxy-2,4-dimethylpentanoic acid Chemical compound CC(C)CC(C)(O)C(O)=O CWMPKCMFWTVVMX-UHFFFAOYSA-N 0.000 description 1
- ILQOWJVBLNBGAF-UHFFFAOYSA-N 2-hydroxy-5-(3-methylbutyl)benzoic acid Chemical compound CC(C)CCC1=CC=C(O)C(C(O)=O)=C1 ILQOWJVBLNBGAF-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QRHLHCSHBDVRNB-UHFFFAOYSA-N 3-cyclohexyl-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(C2CCCCC2)=C1O QRHLHCSHBDVRNB-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- OTLNPYWUJOZPPA-UHFFFAOYSA-N 4-nitrobenzoic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C=C1 OTLNPYWUJOZPPA-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- HVUCKZJUWZBJDP-UHFFFAOYSA-N Ceroplastic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O HVUCKZJUWZBJDP-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- ONLMUMPTRGEPCH-UHFFFAOYSA-N Hentriacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O ONLMUMPTRGEPCH-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 235000021353 Lignoceric acid Nutrition 0.000 description 1
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- AJQRZOBUACOSBG-UHFFFAOYSA-N Octatriacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O AJQRZOBUACOSBG-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 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
- GQSZLMMXKNYCTP-UHFFFAOYSA-K aluminum;2-carboxyphenolate Chemical compound [Al+3].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O GQSZLMMXKNYCTP-UHFFFAOYSA-K 0.000 description 1
- 229940116226 behenic acid 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
- 150000001555 benzenes Chemical class 0.000 description 1
- KADNTLDIZHQFCB-UHFFFAOYSA-N benzo[f]chromene Chemical compound C1=CC2=CC=CC=C2C2=C1OC=C=C2 KADNTLDIZHQFCB-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-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
- 239000002775 capsule Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- YKHVVNDSWHSBPA-UHFFFAOYSA-N deca-2,4-dienoic acid Chemical compound CCCCCC=CC=CC(O)=O YKHVVNDSWHSBPA-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- GWZCCUDJHOGOSO-UHFFFAOYSA-N diphenic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1C(O)=O GWZCCUDJHOGOSO-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- LRBQNJMCXXYXIU-QWKBTXIPSA-N gallotannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@H]2[C@@H]([C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-QWKBTXIPSA-N 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- 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 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- PFPYHYZFFJJQFD-UHFFFAOYSA-N oxalic anhydride Chemical compound O=C1OC1=O PFPYHYZFFJJQFD-UHFFFAOYSA-N 0.000 description 1
- CKMXAIVXVKGGFM-UHFFFAOYSA-N p-cumic acid Chemical compound CC(C)C1=CC=C(C(O)=O)C=C1 CKMXAIVXVKGGFM-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- UTGPYHWDXYRYGT-UHFFFAOYSA-N tetratriacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTGPYHWDXYRYGT-UHFFFAOYSA-N 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010457 zeolite Substances 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
- PZXFWBWBWODQCS-UHFFFAOYSA-L zinc;2-carboxyphenolate Chemical compound [Zn+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O PZXFWBWBWODQCS-UHFFFAOYSA-L 0.000 description 1
- IPPTWJQKRDRKTN-UHFFFAOYSA-L zinc;4-tert-butyl-2-carboxyphenolate Chemical compound [Zn+2].CC(C)(C)C1=CC=C([O-])C(C(O)=O)=C1.CC(C)(C)C1=CC=C([O-])C(C(O)=O)=C1 IPPTWJQKRDRKTN-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
- B41M5/333—Colour developing components therefor, e.g. acidic 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
- B41M5/124—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
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
- Y10T428/24835—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including developable image or soluble portion in coating or impregnation [e.g., safety paper, etc.]
Definitions
- ABSTRACT A recording sheet comprising a support having thereon a color developer layer capable of reacting with a color former to form a color image, which color developer layer comprises (1) an acidic polymer and (2) an organic carboxylic acid or a metal salt thereof.
- the present invention relates to a recording sheet. More particularly, it relates to a recording sheet wherein an improved color developer is used.
- a coloring reaction between two types of compounds are described below is used to yield a colored product, i.e., reaction between: (1) a nearly colorless organic compound (hereinafter referred to as a color former), e.g., Malachite Green lactone, benzoylleucomethylene blue, Crystal Violet lactone, Rhodamine B lactam, 3- dialkylamino-7-dialkylaminofluoran and 3-methyl- 2,2'-spiro-bi(benzo[f]chromene), and (2) an adsorptive or reactive compound (hereinafter referred to as a color developer) capable of developing color when contacted with the color former.
- a color former e.g., Malachite Green lactone, benzoylleucomethylene blue, Crystal Violet lactone, Rhodamine B lactam, 3- dialkylamino-7-dialkylaminofluoran and 3-methyl- 2,2'-spiro-bi(benzo[f]chromene
- a color developer an
- the above-described color reaction requires pressure with a pen or typewriter, heat or like physical conditions.
- a pressure sensitive copying paper is the most representative embodiment of a recording sheet.
- a pressure sensitive copying paper can be prepared by dissolving a color former in chlorinated paraffin, chlorinated diphenyl or like solvents, dispersing the solution in a binder or encapsulating it in microcapsules, and then applying it to a support such as paper, plastic, resincoated paper, etc.
- a heat sensitive recording paper can be prepared by applying a color former to a support together with an acetanilide or like heat-meltable material.
- the heat-meltable material is one that will be melted by heat to dissolve the color former.
- a color developer is usually dissolved or dispersed in water or an organic solvent together with a binder and coated on or impregnated in a support.
- the color developer may also be coated or impregnated immediately before recording in a manner similar to an ink.
- the color former and color developer may be applied to the same or opposite surfaces of a support, or to different supports.
- color developers there are generally used clays such as acid clays, active clays, attapulgite, zeolite, bentonite, etc.; organic acids such as succinic acid, tannic acid, phenol compounds, etc.; phenol resins or like acidic polymers; etc.
- Phenol resins are rather recent color developers, (Japanese Patent Publication No. 20144/67) though many improvements thereof have been suggested (US. Pat. Nos. 3,516,845; 3,540,911; British Pat. No. 1,065,587).
- a phenol resin is excellent in that when it is reacted with a color former there are formed colored images stable against water.
- phenol resins do not have a sufficient color-developing ability, and the light resistance of the developed color images is weak.
- the colored images obtained from a phenol resin and Crystal Violet lactone easily fade when left in a room or exposed to sunlight and, further, the surface of phenol resin which has not participated in the color formation turns yellow.
- acidic polymers for example, maleic acidrosin resins or partly or completely hydrolyzed styrenemaleieanhydride copolymers and the like are also essentially too low in color-developing ability to be used practically.
- a primary object of the invention is to improve the color-developing ability of acidic polymers.
- Another object of the invention is to prevent the yellowing of acidic polymer which has not participated in the color forming reaction.
- a further object of the invention is to provide an acidic polymer capable of forming colored images of excellent light resistance.
- Still a further object of the invention is to provide a color developer having the above-described advantages.
- Yet another object of the invention is to provide a recording sheet having the above-described advantages.
- the recording sheet of the present invention can comprise a support and a layer coated thereon containing an acidic polymer and an organic carboxylic acid or a metal salt thereof. Therefore, any form of recording sheet structure known in the art can be employed.
- the color developer and color former can be provided on the same or opposite sides of a support, or on the surfaces of different supports.
- the organic carboxylic acids used in the invention include organic compounds having at least one carboxyl group, and include aliphatic carboxylic acids and aromatic carboxylic acids. Most preferred of such acids are those having a maximum of three carboxyl groups and from about 5 to about 20 carbon atoms.
- the inventors have found, as a result of the investigating of organic carboxylic acids in combination with acidic polymers that all of the compounds within the above class are excellent in color-developing ability, fading-resistance, yellowing-resistance, and the like.
- aromatic carboxylic acids are especially preferred as they provide excellent effects and, in particular, aromatic carboxylic acids having at least one hydroxy group are preferred with those having from one to three hydroxyl groups being most preferred.
- any organic carboxylic acid exhibits an improved effect as compared to the use of an acidic polymer alone, and aliphatic carboxylic acids or metal salts thereof, in particular, the monobasic acids and dibasic acids thereof are excellent from the viewpoint of film quality. Monobasic acids are most preferred, however.
- the aromatic carboxylic acid is preferably from the benzene series, especially salicylic acid derivatives, which preferably have at least one alkyl group having more than 3 carbon atoms, or at least one aryl group, or a cyclohexyl group, or is substituted with a combination of such groups.
- the metal salts of organic carboxylic acids i.e., the metal salts of aromatic carboxylic acids are especially preferred from the viewpoint of color-developing ability, light resistance of the developed color images and resistance to yellowing.
- organic carboxylic acids used in the present invention, there are formic acid, acetic acid, caproic acid, heptanoic acid, caprylic acid, pelargonic acid, capric acid, n-undecylenic acid, lauric acid, n-dodecylenic acid, myristylenic acid, n-pentadecylenic acid, margaric acid, stearic acid, nnonadecylenic acid, arachidic acid, heneicosanoic acid, behenic acid, n-tricosanoic acid, lignoceric acid, n-pentacosanoic acid, cerotic acid, n-heptacosanoic acid, montanic acid, n-nonacosanoic acid, melissic acid, n-hentriacontanoic acid, n-dotriacontanoic acid, n-tetratria
- Metals forming a metal salt with the organic carboxylic acids include sodium, lithium, potassium, magnesium, calcium, zinc, cadmium, aluminum, tin, lead, chromium, manganese, cobalt, nickel, and the like. There is no overly critical aspect to the selection of the exact metal used, i.e., substantially all metal salts are useful.
- the process of producing the recording sheet of the invention is not particularly limited so long as the acidic polymer and the layer containing organic carboxylic acid or the metal salt thereof are present on a support or on a layer provided on a support (hereinafter, both are referred to as support) as described hereinbefore.
- acidic polymer in this invention includes all polymers having an acid property, i.e., a polymer which can denate, or emit, an H proton, with preferred polymers being reactive acidic polymers such as phenolic polymers.
- phenolic polymers are phenolaldehyde polymers and phenol-acetylene polymers.
- phenolic polymers and salicylic acid-formaldehyde polymers are most preferred, both polymers preferably having a polymerization degree of from 2 to about 15.
- other acidic polymers especially useful in the present invention are malic acid-rosin resins, partially or completely hydrolyzed styrene-maleic anhydride copolymers, partially or completely hydrolyzed ethylenemalic anhydride copolymers, and partially or completely hydrolyzed vinylmethylether-maleic anhydride copolymers. These polymers are inferior to phenol polymers and salicylic acid formaldehyde polymers, however.
- a binder is dissolved in water and, after adding thereto an acidic polymer and at least one organic carboxylic acid or a metal salt thereof, the mixture is subjected to ball milling. If necessary, further binder is added thereto. The resulting coating solution is applied to support.
- the acidic polymer, a binder and the organic carboxylic acid or metal salt thereof are dispersed or dissolved in an organic solvent such as ethanol, methanol, acetone, methyl ethyl ketone, benzene, etc.
- an organic solvent such as ethanol, methanol, acetone, methyl ethyl ketone, benzene, etc.
- the coating solution thus obtained is applied to a support such as paper, a paper substitute, a film, etc.
- a binder is dissolved in water, and acidic polymer is added thereto, whereafter the grain size is adjusted to the desired value by ball milling and the coating solution applied to a support.
- At least one or more organic carboxylic acids and/or metal salts thereof are dissolved in an organic solvent such as methanol, ethanol, acetone, benzene, etc., and applied to the above-described coated layer.
- the amount of components such as the acidic polymer and binder used in the production of the recording sheet of the invention are in accordance with the standard amounts as are used in the prior art and can be determined with ease by those skilled in the art.
- the amount of the organic carboxylic acid or the metal salt thereof is more than about 0.05 parts by weight, preferably, about 0.1 to about 2 parts by weight per 1 part by weight of acidic polymer. Since the upper limit thereof is decided only by economic factors, the effects of the present invention are obviously not lost outside the range defined above.
- the binder used is not particularly limited so long as it is usable in a recording sheet.
- Specific examples are synthetic materials such asstyrene-butadiene latex, polyvinyl alcohol, maleic anhydride-styrene copolymer, etc., and natural materials such as casein, gum arabic, gelatin, etc.
- the amount thereof used is usually more than about 0.05 parts by weight, preferably about 0.1 to about 0.2 parts by weight, per 1 part by weight of the acid polymer.
- the kind of the binder and the amount thereof added have no special influence on the effects of the invention.
- a standard color-developer such as an acid clay (produced in Japan and having properties similar to attapulgite) an active clay, etc. in order to increase the color-developing ability, and/or inorganic pigments in order to increase the adsorptive property of the layer.
- the clay or inorganic pigment is added to increase the adsorptive property of the colordeveloper layer. As the amount of such a substance is increased, the adsorptive property is increased.
- additives such as a wetting agents or a deforming agents standard in this art may also be added in a manner known to the art.
- the amount of the above-described color developer coated is more than about 0.1 g, preferably about 0.3 to about 3 g per 1 m of coated areas. This amount is the total solid content of acidic polymer in the coating composition. Of course, the effects thereof are not lost when coated in a greater amount.
- an amount of solution greater than 0.1 g/m preferably about 0.3 to about 1 g/m is preferred.
- the acidic polymer used as one component of the color developer of the invention can be any such polymer described in the aforesaid literature, such as phenol-aldehyde polymers, phenol-acetylene polymers, maleic acid-rosin polymers, partly or wholly hydrolyzed styrene-maleic anhydride polymers, ethylenemaleic anhydride copolymers, etc.
- the recording sheet of the invention has a number of merits. These are enumerated below.
- the color-developing ability of the recording sheet of the invention is so improved that the amount of the color developer or the amount of the color former on a color former sheet can be reduced and still provide the same developed color density. That is, a reduction in the production cost of the recording sheet is achieved.
- the recording sheet of the invention will now be described in detail by reference to several Examples; the effects in the Examples were confirmed using the combination of an upper paper and a lower paper, the upper paper. being prepared by producing microcapsules containing a color former as described below and applying them to the support, and the lower paper being prepared by applying the color developer in accordance with the invention to a support.
- parts are all by weight.
- Microcapsules containing color former can be prepared in a variety of known processes, but herein the microcapsules were prepared according to the specification of US. Pat. No. 2,800,457:
- the emulsification is discontinued.
- 40C water to make the total 900 parts, and stirring is continued.
- the pH of the solution is adjusted to 4.0 4.2 by the addition of 10% acetic acid to cause coacervation.
- the solution is then cooled with ice water to cause gelation of the coacervate film deposited around the oil droplets.
- the temperature of the solution reaches 20C, 7 parts of 37% formaldehyde is added, and, at 10C, 15% sodium hydroxide is added thereto.
- the solution is heated for 20 minutes with stirring to raise the temperature of the solution to C.
- the microcapsules thus obtained are applied to a 40 g/m paper in an amount of 6 g/m (solid components) and dried.
- Microcapsule-coated sheet containing other color formers can be also prepared in the same manner as described above.
- EXAMPLE 1 170 Parts of p-phenylphenol, parts of an aqueous 37% formaldehyde solution, 10 ml of concentrated (37%) hydrochloric acid and 50 parts of water were charged in a reactor for the production of resin, and reaction was effected at C for 10 hours. Upon coolwas applied to a 50 g/m paper in an amount of 3 g/m (solid components) and dried to prepare a recording sheet (lower paper) of the invention.
- the spectral absorption curve of the developed color images was measured after irradiating the sheets with sunlight for 2 hours, and the density at the absorption maximum (at a wavelength of 525 mu) was determined.
- a microcapsule-coated paper containing Crystal Violet lactone was superposed on each of the recording sheets, and a load of 600 kg/cm was applied thereto to develop color. After placing the developed sheets for 1 hour in the dark, the spectral absorption curve of the images was measured between the wavelengths of 400 to 700 mg. The density at the absorption maximum (at a wavelength of 610 mu) was regarded as the fresh density.
- the spectral absorption curve of the developed color image was then measured after irradiating the sheets with sunlight for 2 hours, and the density at the absorption maximum (at a wavelength of 610 mp.) was determined.
- the light resistance value was determined according to the following formula:
- invention 1 Dodecancl.l2-dicarboxylic acid 0.732 37.6 0.603 38.8 66.6 12. o-Chlorosalicylic acid 0.825 59.7 0.700 60.3 67.0 l3. Zinc ochlorosalicylate 0.846 61.1 0.713 62.5 68.8 14. Zinc stearate 0.753 39.9 0.614 40.4 67.5
- coating solution A was applied to a 50 g/m paper in an amount of 2g/m (solid components) and then dried to prepare a comparative recording sheet.
- coating solution 0 and 40 parts of coating solution D were admixed and applied to a 50 g/m 10 paper in an amount of 2 g/m (solid components) and then dried to obtain recording sheet 111 of the invention.
- coating solution C 60 Parts of coating solution C and 80 parts of coating solution D were admixed and applied to a 50 g/m paper in an amount of 2 g/m (solid components) and dried to obtain recording sheet IV of the invention.
- coating solution C was applied to a 50 g/m paper in an amount of 2 g/m (solid components) to prepare a comparative recording sheet.
- a recording sheet comprising a support having thereon a color developer layer capable of reacting with a color former to form a color image, which color developer layer comprises (1) an acidic polymer, (2) an organic aromatic carboxylic acid having 1 to 3 carboxylic groups and having 1 to 3 hydroxyl groups or a metal salt thereof, and (3) a binder.
- the recording sheet of claim 1 where the acid is substituted with one or more members from the group consisting of an alkyl group having more than three carbon atoms, an aryl group or a cyclohexyl group.
- the recording sheet of claim 4 where the phenolic polymer is selected from the group consisting of phenol aldehyde polymers and phenol acetylene polymers.
- the recording sheet of claim 8 where from about 0.05 to about 0.2 parts by weight of the binder is present per 1 part by weight of the acid polymer.
- the recording sheet of claim 9 wherein the layer is coated on the support in an amount of about 0.1 g to 3 g per 1 m of coated area, based on acidic polymer content.
- the recording sheet of claim 1 further comprising an organic resin binder wherein the acidic polymer is a phenolic polymer or a salicylic acid-formaldehyde copolymer having a polymerization degree of from about 2 to about 15, further wherein:
- the acid or metal salt thereof is present in an amount of from about 0.1 to about 2 parts by weight per part by weight of the acidic polymer;
- the binder is present in an amount of from about 0.1
- the layer is coated in an amount of from about 0.3 to
- a recording sheet comprising a support having thereon a color developer layer capable of reacting with a color former to form a color image, which color developer layer comprises 1) an acidic polymer capable of donating or emitting a hydrogen proton, (2) an organic aromatic carboxylic acid having 1 to 3 carboxylic acid groups and having 1 to 3 hydroxyl groups or a metal salt thereof, and (3) a binder.
- a recording sheet comprising a support having thereon a color developer layer capable of reacting with a color former to form a color image
- color developer layer comprises (1) an acidic polymer selected from the group consisting of phenol-aldehyde polymers, phenol-acetylene polymers, salicylic acidformaldehyde polymers, malic acid-rosin resins, partially or completely hydrolyzed styrene-maleic anhydride copolymers, partially or completely hydrolyzed ethylenemaleic anhydride copolymers and partially or completely hydrolyzed vinylmethylether-maleic anhydride copolymers, and (2) organic aromatic carboxylic acid selected from the group consisting of salicylic acid, o-chlorosalicylic acid, m-hydroxyalicylic acid, phydroxysalicylic acid, gallic acid, 2,4-cresotinic acid, S-methylsalicylic acid, S-tert-butylsalicylic acid, 3,S-di-sec-but
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Color Printing (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP46086950A JPS525248B2 (enrdf_load_stackoverflow) | 1971-11-01 | 1971-11-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3874895A true US3874895A (en) | 1975-04-01 |
Family
ID=13901136
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US301931A Expired - Lifetime US3874895A (en) | 1971-11-01 | 1972-10-30 | Recording sheet |
Country Status (6)
Country | Link |
---|---|
US (1) | US3874895A (enrdf_load_stackoverflow) |
JP (1) | JPS525248B2 (enrdf_load_stackoverflow) |
BE (1) | BE790932A (enrdf_load_stackoverflow) |
DE (1) | DE2253772A1 (enrdf_load_stackoverflow) |
ES (1) | ES408172A1 (enrdf_load_stackoverflow) |
GB (1) | GB1414636A (enrdf_load_stackoverflow) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2834773A1 (de) * | 1977-09-06 | 1979-03-15 | Mead Corp | Verfahren zur herstellung von metallmodifiziertem novolakharz und seine verwendung in druckempfindlichem papier |
US4168170A (en) * | 1976-03-01 | 1979-09-18 | Eastman Kodak Company | Dry heat-activated bleaching of silver images |
US4228222A (en) * | 1978-03-28 | 1980-10-14 | Kanzaki Paper Manufacturing Co., Ltd. | Heat-sensitive record material |
US4262936A (en) * | 1978-01-05 | 1981-04-21 | Fuji Photo Film Co., Ltd. | Color developing ink containing aliphatic esters with 8-25 carbon atoms |
US4304183A (en) * | 1978-06-26 | 1981-12-08 | A. B. Dick Company | Latent image-multiple copy process |
EP0070146A1 (en) * | 1981-07-09 | 1983-01-19 | Mitsubishi Paper Mills, Ltd. | Pressure sensitive copying paper |
FR2568823A1 (fr) * | 1984-08-13 | 1986-02-14 | Nashua Corp | Feuille pour enregistrement de copies sans carbone |
US4600930A (en) * | 1983-10-13 | 1986-07-15 | Bayer Aktiengesellschaft | Recording material which reacts under the influence of heat, its preparation and the use of acid-modified polymers as acceptors in this recording material |
US4612254A (en) * | 1985-03-07 | 1986-09-16 | Occidental Chemical Corporation | Aromatic carboxylic acid and metal-modified phenolic resins and methods of preparation |
US4820683A (en) * | 1987-12-04 | 1989-04-11 | Appleton Papers Inc. | Thermally-responsive record material |
US4853364A (en) * | 1988-02-05 | 1989-08-01 | The Mead Corporation | Developer composition comprising phenol resins and vinylic or acrylic resins |
FR2629013A1 (fr) * | 1988-03-23 | 1989-09-29 | Appleton Paper Inc | Composition revelatrice ou developpatrice de couleur |
US4895827A (en) * | 1987-12-04 | 1990-01-23 | Appleton Papers Inc. | Thermally-responsive record material |
US5017546A (en) * | 1988-04-20 | 1991-05-21 | Brinkman Karl M | Alkyl salicylate developer resin for carbonless copy paper and imaging use |
US5030281A (en) * | 1988-03-23 | 1991-07-09 | Appleton Papers Inc. | Record material |
EP0437090A1 (en) * | 1990-01-08 | 1991-07-17 | The Mead Corporation | Developer material including styrene-maleic anhydride copolymer and reactive organic acid |
US5807933A (en) * | 1992-06-22 | 1998-09-15 | The Mead Corporation | Carboxyl-containing phenolic resin developer and method of preparation |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8511202D0 (en) * | 1985-05-02 | 1985-06-12 | Wiggins Teape Group Ltd | Record material |
JPH07102735B2 (ja) * | 1988-04-20 | 1995-11-08 | スケネクタディ、ケミカルズ、インコーポレーテッド | 改良された画像形成方法 |
ES2509116T3 (es) * | 2011-09-30 | 2014-10-17 | Mitsubishi Hitec Paper Europe Gmbh | Aceptor de color que reacciona formando color con un precursor de colorante, y material de registro termosensible con un aceptor de color de este tipo |
EP2910384B1 (de) | 2014-02-21 | 2016-09-21 | Mitsubishi HiTec Paper Europe GmbH | Wärmeempfindliches Aufzeichnungsmaterial mit einer neuartigen Farbakzeptor-Kombination |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3418250A (en) * | 1965-10-23 | 1968-12-24 | Us Plywood Champ Papers Inc | Microcapsules, process for their formation and transfer sheet record material coated therewith |
US3427180A (en) * | 1965-03-31 | 1969-02-11 | Ncr Co | Pressure-sensitive record system and compositions |
US3664858A (en) * | 1970-02-18 | 1972-05-23 | Minnesota Mining & Mfg | Heat-sensitive copy-sheet |
US3689302A (en) * | 1970-01-09 | 1972-09-05 | Ricoh Kk | Thermographically color-developable composition |
US3746563A (en) * | 1971-10-01 | 1973-07-17 | Ncr | Pressure sensitive record sheet employing alkyl or halo substituted tetrahalofluorans |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2972547A (en) * | 1957-08-05 | 1961-02-21 | Antioch College | Acyl hydrazine compositions and methods of producing color therewith |
US3723156A (en) * | 1971-06-14 | 1973-03-27 | Ncr | Record material |
-
0
- BE BE790932D patent/BE790932A/xx unknown
-
1971
- 1971-11-01 JP JP46086950A patent/JPS525248B2/ja not_active Expired
-
1972
- 1972-10-30 US US301931A patent/US3874895A/en not_active Expired - Lifetime
- 1972-10-31 ES ES408172A patent/ES408172A1/es not_active Expired
- 1972-11-01 GB GB5044972A patent/GB1414636A/en not_active Expired
- 1972-11-02 DE DE2253772A patent/DE2253772A1/de active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3427180A (en) * | 1965-03-31 | 1969-02-11 | Ncr Co | Pressure-sensitive record system and compositions |
US3418250A (en) * | 1965-10-23 | 1968-12-24 | Us Plywood Champ Papers Inc | Microcapsules, process for their formation and transfer sheet record material coated therewith |
US3689302A (en) * | 1970-01-09 | 1972-09-05 | Ricoh Kk | Thermographically color-developable composition |
US3664858A (en) * | 1970-02-18 | 1972-05-23 | Minnesota Mining & Mfg | Heat-sensitive copy-sheet |
US3746563A (en) * | 1971-10-01 | 1973-07-17 | Ncr | Pressure sensitive record sheet employing alkyl or halo substituted tetrahalofluorans |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4168170A (en) * | 1976-03-01 | 1979-09-18 | Eastman Kodak Company | Dry heat-activated bleaching of silver images |
DE2834773A1 (de) * | 1977-09-06 | 1979-03-15 | Mead Corp | Verfahren zur herstellung von metallmodifiziertem novolakharz und seine verwendung in druckempfindlichem papier |
US4173684A (en) * | 1977-09-06 | 1979-11-06 | The Mead Corporation | Production of novel metal modified novolak resins and their use in pressure sensitive papers |
US4262936A (en) * | 1978-01-05 | 1981-04-21 | Fuji Photo Film Co., Ltd. | Color developing ink containing aliphatic esters with 8-25 carbon atoms |
US4228222A (en) * | 1978-03-28 | 1980-10-14 | Kanzaki Paper Manufacturing Co., Ltd. | Heat-sensitive record material |
US4304183A (en) * | 1978-06-26 | 1981-12-08 | A. B. Dick Company | Latent image-multiple copy process |
EP0070146A1 (en) * | 1981-07-09 | 1983-01-19 | Mitsubishi Paper Mills, Ltd. | Pressure sensitive copying paper |
US4600930A (en) * | 1983-10-13 | 1986-07-15 | Bayer Aktiengesellschaft | Recording material which reacts under the influence of heat, its preparation and the use of acid-modified polymers as acceptors in this recording material |
FR2568823A1 (fr) * | 1984-08-13 | 1986-02-14 | Nashua Corp | Feuille pour enregistrement de copies sans carbone |
US4578690A (en) * | 1984-08-13 | 1986-03-25 | Nashua Corporation | Carbonless developer sheet |
US4612254A (en) * | 1985-03-07 | 1986-09-16 | Occidental Chemical Corporation | Aromatic carboxylic acid and metal-modified phenolic resins and methods of preparation |
US4820683A (en) * | 1987-12-04 | 1989-04-11 | Appleton Papers Inc. | Thermally-responsive record material |
US4895827A (en) * | 1987-12-04 | 1990-01-23 | Appleton Papers Inc. | Thermally-responsive record material |
EP0319283A3 (en) * | 1987-12-04 | 1990-08-16 | Appleton Papers Inc. | Thermally responsive record material |
US4853364A (en) * | 1988-02-05 | 1989-08-01 | The Mead Corporation | Developer composition comprising phenol resins and vinylic or acrylic resins |
FR2629013A1 (fr) * | 1988-03-23 | 1989-09-29 | Appleton Paper Inc | Composition revelatrice ou developpatrice de couleur |
EP0334642A3 (en) * | 1988-03-23 | 1990-07-11 | Appleton Papers Inc. | Color developer composition |
BE1002265A3 (fr) * | 1988-03-23 | 1990-11-13 | Appleton Paper Inc | Composition revelatrice ou developpatrice de couleur. |
US5030281A (en) * | 1988-03-23 | 1991-07-09 | Appleton Papers Inc. | Record material |
US5017546A (en) * | 1988-04-20 | 1991-05-21 | Brinkman Karl M | Alkyl salicylate developer resin for carbonless copy paper and imaging use |
EP0437090A1 (en) * | 1990-01-08 | 1991-07-17 | The Mead Corporation | Developer material including styrene-maleic anhydride copolymer and reactive organic acid |
US5807933A (en) * | 1992-06-22 | 1998-09-15 | The Mead Corporation | Carboxyl-containing phenolic resin developer and method of preparation |
Also Published As
Publication number | Publication date |
---|---|
BE790932A (fr) | 1973-03-01 |
DE2253772A1 (de) | 1973-05-10 |
JPS4851715A (enrdf_load_stackoverflow) | 1973-07-20 |
ES408172A1 (es) | 1975-11-16 |
JPS525248B2 (enrdf_load_stackoverflow) | 1977-02-10 |
GB1414636A (en) | 1975-11-19 |
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