JPS62179578A - Ink for marking pen - Google Patents
Ink for marking penInfo
- Publication number
- JPS62179578A JPS62179578A JP61020537A JP2053786A JPS62179578A JP S62179578 A JPS62179578 A JP S62179578A JP 61020537 A JP61020537 A JP 61020537A JP 2053786 A JP2053786 A JP 2053786A JP S62179578 A JPS62179578 A JP S62179578A
- Authority
- JP
- Japan
- Prior art keywords
- ink
- acid
- ester compound
- condensation
- self
- 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.)
- Granted
Links
- -1 ester compound Chemical class 0.000 claims abstract description 30
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 15
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 8
- 239000000194 fatty acid Substances 0.000 claims abstract description 8
- 229930195729 fatty acid Natural products 0.000 claims abstract description 8
- 239000003960 organic solvent Substances 0.000 claims abstract description 8
- 239000003086 colorant Substances 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229920005862 polyol Polymers 0.000 claims abstract description 4
- 150000005846 sugar alcohols Chemical class 0.000 claims abstract description 4
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims abstract description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 2
- 238000001035 drying Methods 0.000 abstract description 14
- 239000002904 solvent Substances 0.000 abstract description 11
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract description 6
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 abstract description 6
- 238000009833 condensation Methods 0.000 abstract description 6
- 230000005494 condensation Effects 0.000 abstract description 6
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 abstract description 6
- 238000001704 evaporation Methods 0.000 abstract description 5
- 230000008020 evaporation Effects 0.000 abstract description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract description 4
- 230000008018 melting Effects 0.000 abstract description 3
- 238000002844 melting Methods 0.000 abstract description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000981 basic dye Substances 0.000 abstract description 2
- 235000011187 glycerol Nutrition 0.000 abstract description 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 150000003077 polyols Chemical class 0.000 abstract 1
- 239000001384 succinic acid Substances 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 42
- 239000000049 pigment Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 7
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- ZDMVLXPCERUWIR-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]-[4-(ethylamino)naphthalen-1-yl]methanol Chemical compound C12=CC=CC=C2C(NCC)=CC=C1C(O)(C=1C=CC(=CC=1)N(CC)CC)C1=CC=C(N(CC)CC)C=C1 ZDMVLXPCERUWIR-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- KHAVLLBUVKBTBG-UHFFFAOYSA-N dec-9-enoic acid Chemical compound OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000003759 ester based solvent Substances 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-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
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 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 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-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
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 239000001055 blue pigment Substances 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
- IWWWBRIIGAXLCJ-BGABXYSRSA-N chembl1185241 Chemical class C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC IWWWBRIIGAXLCJ-BGABXYSRSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000992 solvent dye Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000005472 straight-chain saturated fatty acid group Chemical group 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明はマーキングペン用インキに関するものであり、
詳細には揮発性有機溶剤を含むインキを用いたマーキン
グペンの使用時またはキャンプ開放時に発生する、ペン
先からの溶剤蒸発による筆跡のかすれや全く筆記できな
くなる現象の抑制について改良されたマーキングペン用
インキに関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to ink for marking pens.
Specifically, this is a marking pen that has been improved to suppress the phenomenon of blurring handwriting or being unable to write at all due to solvent evaporation from the pen tip, which occurs when using a marking pen that uses ink containing volatile organic solvents or when opening a camp. Regarding ink.
従来の技術
一Cに油性マーキングペン用インキは紙のようなインキ
浸透面ばかりでな(、インキネ浸透面にも筆記できるこ
とが求められるので、筆跡を素早く乾燥させるため揮発
性の有機溶剤が用いられる。従って使用時またはキャッ
プ開放時のペン先での溶剤蒸発による、筆跡のかすれや
筆記不能の状態の発生という問題を有している。Conventional technology: Ink for oil-based marking pens is required to be able to write on ink-permeable surfaces such as paper (because it is required to be able to write on ink-permeable surfaces as well, volatile organic solvents are used to quickly dry handwriting. Therefore, there is a problem in that the solvent evaporates at the pen tip during use or when the cap is opened, resulting in blurred handwriting or an inability to write.
特開昭54−721)8号公報にはペン先でのインキ蒸
発抑制剤として、炭素数4〜22のアルキルアミドまた
はその誘導体を用いることが開示されているが、このイ
ンキの不浸透面上の筆跡は時間が経過してもべとつきが
残る。またペン先でのインキ乾燥を抑制する目的でイン
キ中にα−オレフィンを添加すること(特公昭57−3
9666号公報)及び弗素系界面活性剤を添加すること
(特開昭60−170676号公報)が提案されている
。しかしながら前者の場合、α−オレフィンを溶解する
溶剤が限定され、例えば安全面で最もマーキングペン用
インキの溶剤として適当な低級脂肪族アルコールは使用
できないと言う不都合がある。後者の場合はペン先での
乾燥抑制の効果が充分であるとは言い難い。JP-A-54-721)8 discloses the use of an alkylamide having 4 to 22 carbon atoms or a derivative thereof as an ink evaporation inhibitor at the pen tip. The handwriting remains sticky even over time. In addition, α-olefin was added to the ink for the purpose of suppressing ink drying at the pen tip (Japanese Patent Publication No. 57-3
9666) and the addition of a fluorine-based surfactant (Japanese Patent Application Laid-open No. 170676/1983). However, in the former case, the solvents that can dissolve the α-olefin are limited, and there is a disadvantage that, for example, lower aliphatic alcohols, which are most suitable as solvents for marking pen inks from the viewpoint of safety, cannot be used. In the latter case, it cannot be said that the effect of suppressing dryness at the pen tip is sufficient.
発明が解決しようとする問題点
前述のとおり、従来の技術ではマーキングペンのペン先
での溶剤の蒸発を抑制するために、油性マーキングペン
用インキの本来の機能、即ちインキネ浸透面にも速乾性
の筆跡を与える特性を若干犠牲にしたり、インキ組成に
おける溶剤種の制約を来している。Problems to be Solved by the Invention As mentioned above, in the conventional technology, in order to suppress the evaporation of the solvent at the tip of the marking pen, the original function of the ink for oil-based marking pens, that is, the quick-drying property of the ink penetrating surface, has been applied. This results in a slight sacrifice in the characteristics that give handwriting, and restrictions on the type of solvent in the ink composition.
本発明は速乾性インキの本来の機能を維持しつつ、開放
された状態にあるペン先での溶剤の蒸発が実用上充分に
抑制されるマーキングペン用インキを提供しようとする
ものである。An object of the present invention is to provide an ink for a marking pen in which the evaporation of the solvent at the pen tip in an open state is sufficiently suppressed for practical use while maintaining the original function of a quick-drying ink.
問題を解決するための手段
本発明のマーキングペン用インキは着色剤、フィルム形
成樹脂、前記樹脂を溶解する揮発性有機溶剤及び縮合エ
ステル化合物を含有してなる。Means for Solving the Problems The marking pen ink of the present invention contains a colorant, a film-forming resin, a volatile organic solvent that dissolves the resin, and a condensed ester compound.
前記着色剤として塩基性染料、ソルベント染料、不溶性
アゾ顔料、縮合ポリアゾ顔料、金属錯塩顔料、フタロシ
アニン顔料、チオインジゴ顔料、スレン顔料、アクリジ
ン顔料、ペリノン・ペリレン顔料、ジオキサジン顔料、
キナクリドン顔料、イソインドリノン顔料などの有機顔
料及びカーボンブラック、チタン白等があげられる。こ
れら着色剤はインキ組成中0.5乃至20重量%、好ま
しくは3乃至10fflffi%の範囲で用いられる。As the coloring agent, basic dyes, solvent dyes, insoluble azo pigments, condensed polyazo pigments, metal complex salt pigments, phthalocyanine pigments, thioindigo pigments, threne pigments, acridine pigments, perinone/perylene pigments, dioxazine pigments,
Examples include organic pigments such as quinacridone pigments and isoindolinone pigments, carbon black, and titanium white. These colorants are used in the ink composition in an amount of 0.5 to 20% by weight, preferably 3 to 10fffffi%.
前記樹脂としてはロジン、エステル化ロジン、マレイン
酸変性ロジン等のロジン系樹脂、シクロへキサノン−ア
ルデヒド縮合物であるケトン樹脂、フェノール−ホルム
アルデヒド縮合樹脂、エチルセルロース、ヒドロキシア
ルキルセルロース、スチレン−マレイン酸共重合体、ポ
リ酢酸ビニル、塩化ビニル−酢酸ビニル共重合体、ポリ
ビニルブチラール、ポリビニルピロリドン等があげられ
、インキ組成中1乃至30重量%、好ましくは5乃至2
0重量%の範囲で用いられる。Examples of the resins include rosin resins such as rosin, esterified rosin, and maleic acid-modified rosin, ketone resins that are cyclohexanone-aldehyde condensates, phenol-formaldehyde condensation resins, ethyl cellulose, hydroxyalkyl cellulose, and styrene-maleic acid copolymers. polyvinyl acetate, vinyl chloride-vinyl acetate copolymer, polyvinyl butyral, polyvinylpyrrolidone, etc., and the amount is 1 to 30% by weight, preferably 5 to 2% by weight in the ink composition.
It is used in a range of 0% by weight.
前記揮発性有機溶剤としてはエタノール、プロパツール
、ブタノール等の低級脂肪族アルコール、トルエン、キ
シレン、ヘキサン、ヘプタン、シクロヘキサン、エチル
シクロヘキサン等の炭化水素溶剤、酢酸エチル、酢酸ブ
チル等のエステル系溶剤、メチルグリコール、プロピル
グリコール、ブチルグリコール等のグリコールエーテル
系溶剤及びメチルグリコールアセテート、エチルグリコ
ールアセテート、プロピルグリコールアセテート等のグ
リコールエーテルエステル系溶剤があげられ、インキ組
成中40乃至95重量%、好ましくは60乃至80重量
%の範囲で用いられる。The volatile organic solvents include lower aliphatic alcohols such as ethanol, propatool and butanol, hydrocarbon solvents such as toluene, xylene, hexane, heptane, cyclohexane and ethylcyclohexane, ester solvents such as ethyl acetate and butyl acetate, and methyl. Examples include glycol ether solvents such as glycol, propyl glycol, and butyl glycol, and glycol ether ester solvents such as methyl glycol acetate, ethyl glycol acetate, and propyl glycol acetate, and the proportion thereof in the ink composition is 40 to 95% by weight, preferably 60 to 80% by weight. It is used in a range of % by weight.
前記縮合エステル化合物とは(1)ポリオール化合物、
脂肪酸及びジカルボン酸の3成分からなり、フリーのカ
ルボキシル基を有しない分子間縮合エステル化合物、及
び(2)ペンタエリトリット、トリメチロールエタン、
トリメチロールプロパン、糖アルコールの自己縮合物及
び繰り返しユニット数7以上のポリグリセリンの部分脂
肪酸エステルの化合物群から選ばれるものである。The condensed ester compound is (1) a polyol compound,
An intermolecular condensed ester compound consisting of three components of fatty acid and dicarboxylic acid and having no free carboxyl group, and (2) pentaerythritol, trimethylolethane,
It is selected from the group of compounds of trimethylolpropane, self-condensates of sugar alcohols, and partial fatty acid esters of polyglycerin having 7 or more repeating units.
前記ポリオール化合物としてはグリセリン、トリメチロ
ールエタン、トリメチロールプロパン、トリエタノール
アミン、ジェタノールアミン、ペンタエリトリット、ソ
ルビット及びそれらの自己縮合物、分子内縮合物があげ
られる。Examples of the polyol compounds include glycerin, trimethylolethane, trimethylolpropane, triethanolamine, jetanolamine, pentaerythritol, sorbitol, and self-condensates and intramolecular condensates thereof.
前記脂肪酸としてはカプロン酸、カプリル酸、カプリン
酸、ラウリン酸、ミリスチン酸、バルミチン酸、ステア
リン酸、アラキン酸、セロチン酸、メリシン酸等の直鎖
飽和脂肪酸、カプロレイン酸、ミリストレイン酸、オレ
イン酸、エルカ酸等の直鎖不飽和脂肪酸及びリノール酸
、リルン酸等の分枝不飽和脂肪酸があげられる。The fatty acids include straight chain saturated fatty acids such as caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, valmitic acid, stearic acid, arachic acid, cerotic acid, melisic acid, caproleic acid, myristoleic acid, oleic acid, Examples include straight-chain unsaturated fatty acids such as erucic acid, and branched unsaturated fatty acids such as linoleic acid and lilunic acid.
前記ジカルボン酸としてはコハク酸、アジピン酸、セバ
シン酸、デカンニ酸、ドデカンニ酸、テトラゾカニ酸、
ヘキサデカニ酸、オフタデカニ酸、エイコサンニ酸、フ
タル酸等があげられる。The dicarboxylic acids include succinic acid, adipic acid, sebacic acid, decanniic acid, dodecanniic acid, tetrazocanicic acid,
Examples include hexadecanic acid, ophtadecanoic acid, eicosanniic acid, and phthalic acid.
これら縮合エステル化合物は30℃以上、好ましくは4
0℃以上の融点を示すものが用いられ、インキ組成中0
.1乃至10重量%、好ましくは0.5乃至3重世%の
範囲で用いられる。The temperature of these condensed ester compounds is 30°C or higher, preferably 4°C.
An ink with a melting point of 0°C or higher is used, and 0°C is used in the ink composition.
.. It is used in a range of 1 to 10% by weight, preferably 0.5 to 3% by weight.
また消去可能な筆跡を与える筆記板マーキングペン用イ
ンキとする場合には、さらに剥離剤として界面活性剤、
高級脂肪酸エステル、二塩基酸エステル、フタル酸エス
テル、オレフィン系ワックス等が添加される。In addition, when used as an ink for writing board marking pens that provides erasable handwriting, a surfactant may be added as a release agent.
Higher fatty acid esters, dibasic acid esters, phthalate esters, olefin waxes, etc. are added.
作用
本発明のインキ組成中の前記縮合エステル化合物はマー
キングペンの開放されたペン先において、インキの溶剤
の蒸発過程でペン先表面に析出して脆い薄膜を形成して
、インキの乾燥抑制剤の作用を果たす。前記ペン先表面
の薄膜はペン先と筆記面との接触で容易に破壊されるの
で、再筆記時のインキ流出には何らの悪影響を及ぼさな
い。またインキの筆跡の乾燥速度は前記乾燥抑制剤を含
まないインキの筆跡の場合と変わらない。これは筆跡の
インキ量は極微量で、その中の乾燥抑制剤が薄膜を形成
する以前に殆どの溶剤が揮発して筆跡の速乾性が保たれ
るものと考えられる。Function: The condensed ester compound in the ink composition of the present invention precipitates on the pen tip surface during the evaporation process of the ink solvent in the open nib of the marking pen, forming a brittle thin film and acting as an ink drying inhibitor. perform an action. Since the thin film on the surface of the pen tip is easily destroyed by contact between the pen tip and the writing surface, it does not have any adverse effect on ink flow during rewriting. Further, the drying speed of the ink handwriting is the same as that of the ink handwriting that does not contain the drying inhibitor. This is because the amount of ink in the handwriting is extremely small, and most of the solvent evaporates before the drying inhibitor forms a thin film, thereby maintaining the quick drying properties of the handwriting.
実施例
本発明のマーキングペン用インキの実施例について比較
例と対比して以下に記載する。Examples Examples of the ink for marking pens of the present invention will be described below in comparison with comparative examples.
インキの調製法
実施例1乃至9及び比較例1.2
有機溶剤全量に乾燥抑制剤を添加して、40°Cに加熱
しつつ1時間攪拌、溶解した後、樹脂と染料または表面
樹脂加工処理された加工顔料をてんかして撹拌、混合す
る。筆記板マーキングペン用インキの場合(実施例4〜
9、比較例1,2)にはには更に剥離剤を加えて充分攪
拌、混合してインキとした。Ink Preparation Method Examples 1 to 9 and Comparative Example 1.2 Add a drying inhibitor to the entire amount of organic solvent, stir and dissolve for 1 hour while heating to 40°C, then apply resin and dye or surface resin processing. The processed pigments are stirred and mixed. In the case of ink for writing board marking pen (Example 4~
9. In Comparative Examples 1 and 2), a release agent was further added and thoroughly stirred and mixed to prepare an ink.
比較例3乃至9
乾燥抑制剤を添加しない点を除き、前記と同様に操作し
てインキを調製した。Comparative Examples 3 to 9 Inks were prepared in the same manner as described above, except that no drying inhibitor was added.
各インキの組成を表1に示した。The composition of each ink is shown in Table 1.
表中のインキ組成の数値は全て重量部で表されており、
成分の内容は下記のとおりである。All ink composition values in the table are expressed in parts by weight.
The contents of the ingredients are as follows.
(1) C,1,ソルベントブラック29(21C,
1,アシッドイエロー23とC,1,ベーシックレッド
1の造塩体
(31C,1,ソルベントブルー5
(4)塩化ビニル−酢酸ビニル共重合体で表面処理され
たカーボンブラック (C,!、77265 )(5)
塩化ビニル−酢酸ビニル共重合体で表面処理された赤色
顔料(C,1,12465)(6)塩化ビニル−酢酸ビ
ニル共重合体で表面処理された青色顔料(C,1,69
800’)(7) ポリビニルブチラールで表面処理
されたカーボンブラック (C,1,77265)(8
)ポリビニルブチラールで表面処理された赤色顔料(C
,1,15585)
前記加工顔料の顔料/樹脂の重量比は黒色加工顔料で略
4/6、他は全て略1/1
(9) ロジン四、比重1.07〜1.08.軟化点
53〜60℃
α0 フェノール−ホルムアルデヒド縮合樹脂、比重1
.03〜1.08.融点61〜70℃α9 シクロヘキ
サノン−アセトアルデヒド縮合樹脂、比重1.14〜1
.16.酸価約0.2.軟化点105〜1)5℃
0乃〜0で 表2に記載の縮合エステル化合物α榎 炭
素数20〜28のα−オレフィンα[有] フロラード
(3M社登録商標) FC−430(2m ポリオキ
シエチレンアルキルエーテル硫酸エステルアンモニウム
塩
次に実施例及び比較例各インキについて以下の性能比較
試験を行った。(1) C, 1, Solvent Black 29 (21C,
1, Acid Yellow 23 and C,1, Basic Red 1 salt forming product (31C,1, Solvent Blue 5 (4) Carbon black surface treated with vinyl chloride-vinyl acetate copolymer (C,!, 77265) (5)
Red pigment surface-treated with vinyl chloride-vinyl acetate copolymer (C, 1,12465) (6) Blue pigment surface-treated with vinyl chloride-vinyl acetate copolymer (C, 1,69)
800') (7) Carbon black surface treated with polyvinyl butyral (C, 1,77265) (8
) Red pigment surface-treated with polyvinyl butyral (C
, 1,15585) The pigment/resin weight ratio of the processed pigment is approximately 4/6 for the black processed pigment, and approximately 1/1 for all others (9) Rosin 4, specific gravity 1.07 to 1.08. Softening point 53-60℃ α0 Phenol-formaldehyde condensation resin, specific gravity 1
.. 03-1.08. Melting point 61-70℃ α9 Cyclohexanone-acetaldehyde condensation resin, specific gravity 1.14-1
.. 16. Acid value approximately 0.2. Softening point: 105-1) at 5°C, 0-0 Condensed ester compound α Enoki α-olefin α having 20-28 carbon atoms Florard (registered trademark of 3M Company) FC-430 (2m Polyoxy Ethylene alkyl ether sulfate ammonium salt Examples and Comparative Examples The following performance comparison tests were conducted for each ink.
試験方法
アクリル繊維束樹脂加工体からなるペン体及びポリエス
テル繊維束からなるインキ吸蔵体を備えたマーキングペ
ンに各試料インキを所定量充填して試料マーキングペン
とする。Test Method A marking pen equipped with a pen body made of a resin-processed acrylic fiber bundle and an ink storage body made of a polyester fiber bundle is filled with a predetermined amount of each sample ink to prepare a sample marking pen.
(1) ペン体ドライアップまでの時間20〜25℃
、60±5χR1)の条件下、各試料マーキングペンに
ついてキャップを開放して水平に静置後一定の時間間隔
で筆記し、正常に筆記できるか否か観察した。(1) Time until pen body dries up 20-25℃
, 60±5χR1), the cap of each sample marking pen was opened and the pen was allowed to stand horizontally, and then writing was performed at regular intervals, and it was observed whether or not writing could be performed normally.
結果(各時間における状態)の表示
O即座に筆記可能
Δ 10文字以内で筆記可能
× 筆記不能
(2)筆跡乾燥時間
20〜25°C160±5χR)Iの条件下、各試料マ
ーキングペンでガラス板上に所定の筆跡を筆記し、指触
乾燥までの時間(秒)を測定した。Display of results (status at each time) O Can be written immediately Δ Can be written within 10 characters × Cannot be written (2) Handwriting drying time 20-25°C 160 ± 5χR) Under the conditions of I, each sample was marked on a glass plate with a marking pen. A predetermined handwriting was written on it, and the time (seconds) until it was dry to the touch was measured.
発明の効果 前記試験の結果を表3に示す。Effect of the invention The results of the test are shown in Table 3.
表3に見られるとおり、比較例インキを用いたマーキン
グペンではペン体ドライアップまでの時間について最良
の結果を示した試料(比較例1及び5)でも45分未満
であり、10分近くで筆記不能となるものもあった。As seen in Table 3, even with the marking pens using the comparative inks, even the samples (Comparative Examples 1 and 5) that showed the best results in terms of dry-up time were less than 45 minutes, and it took nearly 10 minutes to finish writing. Some things were impossible.
本発明のインキを用いた試料マーキングペンではインキ
ネ侵透面(ガラス板面)での筆跡乾燥速度は乾燥抑制剤
(縮合エステル化合物)を配合しないインキの場合と変
わらず、ペン先でのインキ乾燥抑制効果はペン体ドライ
アンプまでの時間が最短でも60分、最長では240分
と顕著なものであった。In the sample marking pen using the ink of the present invention, the handwriting drying speed on the ink penetrating surface (glass plate surface) is the same as that of an ink that does not contain a drying inhibitor (condensed ester compound), and the ink dries at the pen tip. The suppressing effect was remarkable, with the time required to reach the pen body dry amplifier ranging from 60 minutes at the shortest to 240 minutes at the longest.
Claims (1)
有機溶剤及び下記(1)及び(2)で示される化合物群
から選ばれる縮合エステル化合物を含有してなるマーキ
ングペン用インキ。 (1)ポリオール化合物、脂肪酸及びジカルボン酸の3
成分からなり、フリーのカルボキシル基を有しない分子
間縮合エステル化合物 (2)ペンタエリトリット、トリメチロールエタン、ト
リメチロールプロパン、糖アルコールの自己縮合物及び
繰り返しユニット数7以上のポリグリセリンから選ばれ
る多価アルコール自己縮合物の部分脂肪酸エステル[Scope of Claims] A marking pen comprising a colorant, a film-forming resin, a volatile organic solvent that dissolves the resin, and a condensed ester compound selected from the group of compounds shown in (1) and (2) below. ink. (1) Polyol compound, fatty acid and dicarboxylic acid 3
(2) An intermolecular condensed ester compound consisting of components and having no free carboxyl groups (2) A polyester compound selected from pentaerythritol, trimethylolethane, trimethylolpropane, self-condensates of sugar alcohols, and polyglycerin having 7 or more repeating units. Partial fatty acid ester of alcohol self-condensate
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61020537A JPS62179578A (en) | 1986-01-31 | 1986-01-31 | Ink for marking pen |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61020537A JPS62179578A (en) | 1986-01-31 | 1986-01-31 | Ink for marking pen |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62179578A true JPS62179578A (en) | 1987-08-06 |
JPH0579113B2 JPH0579113B2 (en) | 1993-11-01 |
Family
ID=12029905
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61020537A Granted JPS62179578A (en) | 1986-01-31 | 1986-01-31 | Ink for marking pen |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62179578A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62253678A (en) * | 1986-04-28 | 1987-11-05 | Pentel Kk | Marking ink composition |
JPS6335671A (en) * | 1986-07-30 | 1988-02-16 | Pentel Kk | Marking ink composition |
FR2678941A1 (en) * | 1991-07-12 | 1993-01-15 | Mitsubishi Pencil Co | ALCOHOL - BASED INK COMPOSITION FOR MARKER. |
JPH0797542A (en) * | 1993-09-28 | 1995-04-11 | Nisshin Fine Chem Kk | Dye-dissolving oil |
KR101028769B1 (en) | 2010-04-05 | 2011-04-14 | 김영옥 | Composition of transparent solid type inks for writing instrument |
KR101064393B1 (en) | 2011-07-15 | 2011-09-14 | 김선목 | Transparent solid type fluorescence marker ink composition and manufacturing method thereof |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58108270A (en) * | 1981-12-21 | 1983-06-28 | Pilot Ink Co Ltd | Ink for marking pen |
JPS61261380A (en) * | 1985-05-15 | 1986-11-19 | Pentel Kk | Marking ink composition |
-
1986
- 1986-01-31 JP JP61020537A patent/JPS62179578A/en active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58108270A (en) * | 1981-12-21 | 1983-06-28 | Pilot Ink Co Ltd | Ink for marking pen |
JPS61261380A (en) * | 1985-05-15 | 1986-11-19 | Pentel Kk | Marking ink composition |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62253678A (en) * | 1986-04-28 | 1987-11-05 | Pentel Kk | Marking ink composition |
JPS6335671A (en) * | 1986-07-30 | 1988-02-16 | Pentel Kk | Marking ink composition |
FR2678941A1 (en) * | 1991-07-12 | 1993-01-15 | Mitsubishi Pencil Co | ALCOHOL - BASED INK COMPOSITION FOR MARKER. |
JPH0797542A (en) * | 1993-09-28 | 1995-04-11 | Nisshin Fine Chem Kk | Dye-dissolving oil |
KR101028769B1 (en) | 2010-04-05 | 2011-04-14 | 김영옥 | Composition of transparent solid type inks for writing instrument |
KR101064393B1 (en) | 2011-07-15 | 2011-09-14 | 김선목 | Transparent solid type fluorescence marker ink composition and manufacturing method thereof |
Also Published As
Publication number | Publication date |
---|---|
JPH0579113B2 (en) | 1993-11-01 |
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