JP4675382B2 - 感熱記録材料 - Google Patents
感熱記録材料 Download PDFInfo
- Publication number
- JP4675382B2 JP4675382B2 JP2007533125A JP2007533125A JP4675382B2 JP 4675382 B2 JP4675382 B2 JP 4675382B2 JP 2007533125 A JP2007533125 A JP 2007533125A JP 2007533125 A JP2007533125 A JP 2007533125A JP 4675382 B2 JP4675382 B2 JP 4675382B2
- Authority
- JP
- Japan
- Prior art keywords
- recording material
- parts
- weight
- carboxyl group
- polyvinyl alcohol
- 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.)
- Active
Links
- 239000000463 material Substances 0.000 title claims description 40
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 52
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 51
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 35
- 229920005989 resin Polymers 0.000 claims description 31
- 239000011347 resin Substances 0.000 claims description 31
- 239000007864 aqueous solution Substances 0.000 claims description 26
- 238000007127 saponification reaction Methods 0.000 claims description 24
- 229920001577 copolymer Polymers 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 21
- -1 acetylene glycol Chemical compound 0.000 claims description 20
- 239000000178 monomer Substances 0.000 claims description 20
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 19
- 238000004040 coloring Methods 0.000 claims description 18
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 17
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 17
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 16
- 239000011976 maleic acid Substances 0.000 claims description 16
- 238000002835 absorbance Methods 0.000 claims description 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 13
- 238000000862 absorption spectrum Methods 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 150000001336 alkenes Chemical class 0.000 claims description 11
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 150000002576 ketones Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 239000004800 polyvinyl chloride Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 72
- 239000006185 dispersion Substances 0.000 description 68
- 238000006116 polymerization reaction Methods 0.000 description 33
- 239000000243 solution Substances 0.000 description 27
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 239000000975 dye Substances 0.000 description 20
- 229920000642 polymer Polymers 0.000 description 19
- 238000000034 method Methods 0.000 description 18
- 239000002245 particle Substances 0.000 description 18
- 229920002689 polyvinyl acetate Polymers 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- 239000007788 liquid Substances 0.000 description 13
- 230000035945 sensitivity Effects 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 11
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 9
- 229920001567 vinyl ester resin Polymers 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000005259 measurement Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 6
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000011161 development Methods 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000012153 distilled water Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- 239000011118 polyvinyl acetate Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- BAVMXDNHWGQCSR-UHFFFAOYSA-N 1-[2-(2,3-dimethylphenyl)ethyl]-2,3-dimethylbenzene Chemical group CC1=CC=CC(CCC=2C(=C(C)C=CC=2)C)=C1C BAVMXDNHWGQCSR-UHFFFAOYSA-N 0.000 description 3
- LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
- IRVTWLLMYUSKJS-UHFFFAOYSA-N carboxyoxy propyl carbonate Chemical compound CCCOC(=O)OOC(O)=O IRVTWLLMYUSKJS-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 3
- 238000011403 purification operation Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- MDQRDWAGHRLBPA-UHFFFAOYSA-N fluoroamine Chemical compound FN MDQRDWAGHRLBPA-UHFFFAOYSA-N 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001290 polyvinyl ester Polymers 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
- YKPAABNCNAGAAJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)propane Chemical compound C=1C=C(O)C=CC=1C(CC)C1=CC=C(O)C=C1 YKPAABNCNAGAAJ-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- XAAILNNJDMIMON-UHFFFAOYSA-N 2'-anilino-6'-(dibutylamino)-3'-methylspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound C=1C(N(CCCC)CCCC)=CC=C(C2(C3=CC=CC=C3C(=O)O2)C2=C3)C=1OC2=CC(C)=C3NC1=CC=CC=C1 XAAILNNJDMIMON-UHFFFAOYSA-N 0.000 description 1
- CTTJWXVQRJUJQW-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid Chemical compound CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC CTTJWXVQRJUJQW-UHFFFAOYSA-N 0.000 description 1
- CTTGTRXRTUKVEB-UHFFFAOYSA-N 2,3,6,7-tetramethyloct-4-yne-3,6-diol Chemical compound CC(C)C(C)(O)C#CC(C)(O)C(C)C CTTGTRXRTUKVEB-UHFFFAOYSA-N 0.000 description 1
- IHJUECRFYCQBMW-UHFFFAOYSA-N 2,5-dimethylhex-3-yne-2,5-diol Chemical compound CC(C)(O)C#CC(C)(C)O IHJUECRFYCQBMW-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- ZWQBZEFLFSFEOS-UHFFFAOYSA-N 3,5-ditert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=C(O)C(C(C)(C)C)=C1 ZWQBZEFLFSFEOS-UHFFFAOYSA-N 0.000 description 1
- FADIFRKKGSXQIQ-UHFFFAOYSA-N 3,6-diethyloct-4-yne-3,6-diol Chemical compound CCC(O)(CC)C#CC(O)(CC)CC FADIFRKKGSXQIQ-UHFFFAOYSA-N 0.000 description 1
- NUYADIDKTLPDGG-UHFFFAOYSA-N 3,6-dimethyloct-4-yne-3,6-diol Chemical compound CCC(C)(O)C#CC(C)(O)CC NUYADIDKTLPDGG-UHFFFAOYSA-N 0.000 description 1
- MQJTWPAGXWPEKU-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(1,2-dimethylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C3=CC=CC=C3N(C)C=2C)C2=CC=CC=C2C(=O)O1 MQJTWPAGXWPEKU-UHFFFAOYSA-N 0.000 description 1
- WKMGGJIKSXAHAM-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(2-phenyl-1h-indol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C3=CC=CC=C3NC=2C=2C=CC=CC=2)C2=CC=CC=C2C(=O)O1 WKMGGJIKSXAHAM-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- VXVUDUCBEZFQGY-UHFFFAOYSA-N 4,4-dimethylpentanenitrile Chemical compound CC(C)(C)CCC#N VXVUDUCBEZFQGY-UHFFFAOYSA-N 0.000 description 1
- HCKFFIBKYQSDRD-UHFFFAOYSA-N 4,7-dimethyldec-5-yne-4,7-diol Chemical compound CCCC(C)(O)C#CC(C)(O)CCC HCKFFIBKYQSDRD-UHFFFAOYSA-N 0.000 description 1
- WKGVDZYQWLBSQC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)hexyl]phenol Chemical compound C=1C=C(O)C=CC=1C(CCCCC)C1=CC=C(O)C=C1 WKGVDZYQWLBSQC-UHFFFAOYSA-N 0.000 description 1
- CLTDLQYTLRVDJJ-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)pentyl]phenol Chemical compound C=1C=C(O)C=CC=1C(CCCC)C1=CC=C(O)C=C1 CLTDLQYTLRVDJJ-UHFFFAOYSA-N 0.000 description 1
- ZQTPHEAGPRFALE-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)hexan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(CCCC)C1=CC=C(O)C=C1 ZQTPHEAGPRFALE-UHFFFAOYSA-N 0.000 description 1
- XXHIPRDUAVCXHW-UHFFFAOYSA-N 4-[2-ethyl-1-(4-hydroxyphenyl)hexyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C(CC)CCCC)C1=CC=C(O)C=C1 XXHIPRDUAVCXHW-UHFFFAOYSA-N 0.000 description 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-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
- JTOPSWUULDLBBW-UHFFFAOYSA-N 5,8-dimethyldodec-6-yne-5,8-diol Chemical compound CCCCC(C)(O)C#CC(C)(O)CCCC JTOPSWUULDLBBW-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- YDJVMDOJMXQVKZ-UHFFFAOYSA-N C(C1=CC=CC=C1)C1=CC(=C2C=CC3=C(COC4=C3C3=CC=CC=C3C=C4)C2=C1)S(=O)(=O)O Chemical compound C(C1=CC=CC=C1)C1=CC(=C2C=CC3=C(COC4=C3C3=CC=CC=C3C=C4)C2=C1)S(=O)(=O)O YDJVMDOJMXQVKZ-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-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
- 239000005977 Ethylene Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000010521 absorption reaction Methods 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose 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
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- DPWCXHJKJXRDBZ-UHFFFAOYSA-N dec-5-yne-4,7-diol Chemical compound CCCC(O)C#CC(O)CCC DPWCXHJKJXRDBZ-UHFFFAOYSA-N 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229960000878 docusate sodium Drugs 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- YCUBDDIKWLELPD-UHFFFAOYSA-N ethenyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC=C YCUBDDIKWLELPD-UHFFFAOYSA-N 0.000 description 1
- GFJVXXWOPWLRNU-UHFFFAOYSA-N ethenyl formate Chemical compound C=COC=O GFJVXXWOPWLRNU-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000010365 information processing Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- MGNPLIACIXIYJE-UHFFFAOYSA-N n-fluoroaniline Chemical compound FNC1=CC=CC=C1 MGNPLIACIXIYJE-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000003232 p-nitrobenzoyl group Chemical group [N+](=O)([O-])C1=CC=C(C(=O)*)C=C1 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 150000003413 spiro compounds Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000007651 thermal printing Methods 0.000 description 1
- 150000004897 thiazines Chemical class 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
- B41M5/3372—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F16/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an alcohol radical
- C08F16/04—Acyclic compounds
- C08F16/06—Polyvinyl alcohol ; Vinyl alcohol
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Description
下記の方法によりPVAを製造し、10重量%水溶液の粘度、けん化度、カルボキシル基を有する単量体単位の含有量S(モル%)、0.1重量%水溶液の紫外吸収スペクトルによる波長280nmの吸光度を求めた。
PVAのけん化度は、JIS−K6726に記載の方法により求めた。
カルボキシル基含有ポリビニルアルコール系樹脂(A)の10重量%水溶液を、東京計器製のB型粘度計にて、温度20度、ローター回転数60rpmで測定して求めた。
ビニルエステル系重合体をけん化することにより得られたゲル状物を粉砕後、メタノールによるソックスレー洗浄を3日間実施し、次いで80℃で3日間減圧乾燥を行って精製PVAを得た。該精製PVAを重水溶媒に溶解したものを測定試料とし、500MHzのプロトンNMR測定装置(JEOL製;GX−500)を用いたNMRスペクトル測定から、カルボキシル基を有する単量体単位の含有量S(モル%)を求めた。
カルボキシル基含有ポリビニルアルコール系樹脂(A)の0.1重量%水溶液を調製し、温度20度で波長280nmの吸光度を分光光度計(日立製作所製;U−3000)にて測定した。
還流冷却器、撹拌機、温度計、窒素導入管、後添加液用の仕込み口およびポンプを備えた6リットルの反応器に、酢酸ビニル2400部、メタノール600部、イタコン酸2.2部、アセトアルデヒド150部を仕込んだ。重合液を撹拌しながら、系内を窒素置換した。重合液を加温し、60℃で恒温状態になった時点で、2,2’−アゾビスイソブチロニトリル(以下、AIBNと略記する)4.5部を添加して重合を開始した。重合開始時点よりイタコン酸を25重量%含有するメタノール溶液320部を系内に添加しながら、系内の固形分濃度を分析しつつ反応を行い、5時間後に反応器を冷却して重合を停止した。重合停止時の重合率は90%であった。得られた重合ペーストをn−ヘキサン中に滴下して重合体を析出させた。析出した重合体を回収してアセトンに溶解し、n−ヘキサン中で析出させる再沈−精製操作を3回実施した。さらに重合体をアセトンに溶解して蒸留水に滴下し、煮沸精製した後、60℃で乾燥して精製ポリ酢酸ビニル(以下、PVAcと略記する)を得た。
重合反応の条件(酢酸ビニル、メタノールおよびアセトアルデヒドの仕込み量、カルボキシル基を有する単量体の種類およびその仕込み量、重合開始剤の種類および使用量、重合時間)条件を表1に示すように変更した以外はPVA−1と同様の方法により各種のPVAを調製した。得られたPVAの特性を表1に示す。
還流冷却器、撹拌機、温度計、窒素導入管、後添加液用の仕込み口およびポンプを備えた10リットルの反応器に、酢酸ビニル900部、メタノール4100部、イタコン酸0.8部を仕込んだ。重合液を撹拌しながら、系内を窒素置換した。重合液を加温し、60℃で恒温状態になった時点で、n−プロピルパーオキシジカーボネート(以下、NPPと略記する)の5g/Lのメタノール溶液を系内に添加して重合を開始した(重合開始から停止まで70mlを系内に添加)。重合開始時点よりイタコン酸を25重量%含有するメタノール溶液120部を系内に添加しながら、系内の固形分濃度を分析しつつ反応を行い、5時間後に反応器を冷却して重合を停止した。重合停止時の重合率は90%であった。得られた重合ペーストをn−ヘキサン中に滴下して重合体を析出させた。析出した重合体を回収してアセトンに溶解し、n−ヘキサン中で析出させる再沈−精製操作を3回実施した。さらに重合体をアセトンに溶解して蒸留水に滴下し、煮沸精製した後、60℃で乾燥して精製ポリ酢酸ビニル(以下、PVAcと略記する)を得た。
還流冷却器、撹拌機、温度計、窒素導入管、後添加液用の仕込み口およびポンプを備えた10リットルの反応器に、酢酸ビニル900部、メタノール4100部を仕込んだ。重合液を撹拌しながら、系内を窒素置換した。重合液を加温し、60℃で恒温状態になった時点で、n−プロピルパーオキシジカーボネート(以下、NPPと略記する)の5g/Lのメタノール溶液を系内に添加して重合を開始した(重合開始から停止まで70mlを系内に添加)。重合開始時点より系内の固形分濃度を分析しつつ反応を行い、5時間後に反応器を冷却して重合を停止した。重合停止時の重合率は90%であった。得られた重合ペーストをn−ヘキサン中に滴下して重合体を析出させた。析出した重合体を回収してアセトンに溶解し、n−ヘキサン中で析出させる再沈−精製操作を3回実施した。さらに重合体をアセトンに溶解して蒸留水に滴下し、煮沸精製した後、60℃で乾燥して精製ポリ酢酸ビニル(以下、PVAcと略記する)を得た。
実施例1
(1)塗工液の調製(感熱染料および顕色剤の分散)
A.感熱染料の水性分散液の調製
ロイコ染料(山本化学株式会社製、商品名:ODB−2) 240部
PVA−1水溶液(濃度10重量%) 240部
2,4,7,9−テトラメチル−5−デシン−4,7−ジオール 0.2部
(エアプロダクツ製、商品名:サーフィノール104E)
蒸留水 180部
B.顕色剤の水性分散液の調製
ビスフェノールS(日本曹達株式会社製、商品名:D−8) 240部
PVA−1水溶液(濃度15重量%) 240部
2,4,7,9−テトラメチル−5−デシン−4,7−ジオール 0.5部
(エアプロダクツ製、商品名:サーフィノール104E)
蒸留水 180部
・分散質の粒子径: 分散開始後の粒子径をレーザー回折式粒度分布測定装置(島津株式会社製、型式:SALD−2200)により測定した。
・水性分散液の粘度: 20分間分散した後、約1時間経過した水性分散液の粘度を20℃にて測定した。
・水性分散液の白色度: 20分間分散した後、約1時間経過した水性分散液を市販感熱
紙(コクヨ製;タイ−2010)に手塗り塗工した(塗布量は約10g/m2)。この塗工紙のISO白色度をPF−10(日本電色製)にて測定した。
・水性分散液の放置粘度: 20分間分散した後、3日経過した水性分散液の粘度を20℃にて測定した。
・分散液の加熱時の安定性:20分間分散した後の分散液100mlを200mlのビーカーに注ぎ込み、スリーワンモーターにて撹拌しながら、温度70℃の湯浴中に一時間浸漬することで加熱処理した。この加熱処理時の分散液の状態を目視判定した。
A:粘度上昇、凝集が全く観察されず、良好な分散状態であった。
B:粘度上昇が見られたが、ゲル化には至らなかった。
C:粘度が上昇し、分散液がゲル化した。
上記の水性分散液Aを50部、水性分散液Bを100部、コロイダルシリカ(固形分20%)10部、スチレンブタジエンラテックス(固形分50%)20部、ステアリン酸アミド分散液(固形分20%)15部、ジオクチルスルホコハク酸水溶液(固形分5%)1部からなる組成物を混合して感熱発色層塗工液を調製した。
原紙(坪量:60g/m2 の上質紙)の表面に、ワイヤバーコーターを用いて、上記塗工液を6g/m2 (固形分換算)塗工した後、50℃で、10分間乾燥し、さらにスーパーカレンダー(線圧:30kg/cm)にて表面処理することにより、感熱記録紙を製造した。得られた感熱記録紙の性能を下記の方法により評価した。・感熱記録紙の発色感度:
松下電器部品(株)製薄膜ヘッドを有する感熱印字実験装置にて、ヘッド電力0.45W/ドット1ライン、記録時間20m秒/L、走査密度8×385ドット/mm条件下で、1m秒毎にパルス巾0.0〜1.2m秒に印字し、印字濃度をマクベス濃度計RD−914にて測定し、濃度が1.0となるパルス巾を計算により求めた。この値が小さいほど感度(熱応答性)が良好である。
・非印字部の地肌部ハンター白色度:非印字状態のサンプルを10枚重ねた状態で、デジタルハンター白色度計(東洋精機社製)で地肌部の白色度を測定した。各測定結果を表2に示した。
実施例1において用いたポリビニルアルコール系樹脂(A)、アセチレングリコール(B)およびアセチレングリコールのエトキシ体(C)を各々表1に示したものに変更したこと以外は、実施例1と同様にして、塗工液を調製(感熱染料および顕色剤の分散)し、感熱記録紙を製造した。その結果を表2に示す。
実施例1において用いたポリビニルアルコール系樹脂(A)、アセチレングリコール(B)およびアセチレングリコールのエトキシ体(C)を各々表1に示したものに変更したこと以外は、実施例1と同様にして、塗工液を調製(感熱染料および顕色剤の分散)し、感熱記録紙を製造した。その結果を表2に示す。
Claims (7)
- 電子供与性無色染料と電子受容性化合物を含有する感熱発色層を支持体上に設けてなる感熱記録材料において、感熱発色層が、アルデヒド類またはケトン類の存在下において重合して得られたポリビニルエステルのけん化により製造されたものであり、かつ濃度0.1重量%水溶液の紫外線吸収スペクトルによる280nmの吸光度が0.20〜0.85であるカルボキシル基含有ポリビニルアルコール系樹脂(A)を含有することを特徴とする感熱記録材料。
- 前記カルボキシル基含有ポリビニルアルコール系樹脂(A)100重量部に対し、オレフィン・マレイン酸共重合体の塩(D)を0.01〜5重量部含有することを特徴とする請求項1〜3記載の感熱記録材料。
- オレフィン・マレイン酸共重合体の塩(D)がジイソブチレン無水マレイン酸共重合体の塩であることを特徴とする請求項4記載の感熱記録材料。
- カルボキシル基含有ポリビニルアルコール系樹脂(A)中の全単量体単位に対するカルボシキル基を有する単量体単位の含有量S(モル%)が、0.05〜3モル%である請求項1〜5記載の感熱記録材料。
- カルボキシル基含有ポリビニルアルコール系樹脂(A)の10重量%水溶液をB型粘度計にて、温度20度で測定した粘度が、5〜20mPasである請求項1〜5記載の感熱記録材料。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2005249702 | 2005-08-30 | ||
JP2005249702 | 2005-08-30 | ||
PCT/JP2006/310639 WO2007026451A1 (ja) | 2005-08-30 | 2006-05-29 | 感熱記録材料 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2007026451A1 JPWO2007026451A1 (ja) | 2009-03-05 |
JP4675382B2 true JP4675382B2 (ja) | 2011-04-20 |
Family
ID=37808554
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007533125A Active JP4675382B2 (ja) | 2005-08-30 | 2006-05-29 | 感熱記録材料 |
Country Status (8)
Country | Link |
---|---|
US (1) | US8101546B2 (ja) |
EP (1) | EP1920941B1 (ja) |
JP (1) | JP4675382B2 (ja) |
KR (1) | KR100967532B1 (ja) |
CN (1) | CN101253052B (ja) |
DE (1) | DE602006019107D1 (ja) |
TW (1) | TWI309607B (ja) |
WO (1) | WO2007026451A1 (ja) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008254436A (ja) * | 2007-03-13 | 2008-10-23 | Ricoh Co Ltd | 感熱記録材料 |
US8298653B2 (en) | 2008-09-17 | 2012-10-30 | Ricoh Company, Ltd. | Recording medium |
DE102009001629A1 (de) * | 2009-03-18 | 2010-09-23 | Kuraray Europe Gmbh | Photovoltaikmodule enthaltend plastifizierte Zwischenschicht-Folien mit hoher Strahlungstransmission |
CN102361761B (zh) * | 2009-03-24 | 2014-04-16 | 日本制纸株式会社 | 热敏记录体 |
CN102061041B (zh) * | 2010-05-20 | 2012-11-14 | 张万虎 | 利用纤维类废弃物生产的改性工程塑料 |
CN109354700B (zh) * | 2018-10-22 | 2021-03-16 | 中国科学院上海硅酸盐研究所 | 一种温敏水凝胶及其制备方法 |
KR102105716B1 (ko) * | 2019-08-21 | 2020-04-28 | 김영량 | 감열지 유제 수지 조성물 및 감열지 제조방법 |
CN111746169A (zh) * | 2020-05-26 | 2020-10-09 | 湖南天琪智慧印刷有限公司 | 定位标记热敏纸及其定位方法与其制作方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0848076A (ja) * | 1994-08-04 | 1996-02-20 | Kuraray Co Ltd | 感熱記録材料 |
JPH08324115A (ja) * | 1995-06-05 | 1996-12-10 | New Oji Paper Co Ltd | 感熱記録体 |
JPH11321103A (ja) * | 1998-05-13 | 1999-11-24 | Nippon Synthetic Chem Ind Co Ltd:The | 感熱記録媒体 |
JP2003019864A (ja) * | 2001-07-06 | 2003-01-21 | Ricoh Co Ltd | 感熱記録材料 |
JP2005179390A (ja) * | 2003-12-16 | 2005-07-07 | Nippon Synthetic Chem Ind Co Ltd:The | 水溶性フィルム |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58179691A (ja) | 1982-04-13 | 1983-10-20 | Nippon Synthetic Chem Ind Co Ltd:The | 感熱記録材料 |
JPH0651427B2 (ja) * | 1986-11-10 | 1994-07-06 | 富士写真フイルム株式会社 | 感熱記録材料 |
JP2003341246A (ja) * | 2002-05-24 | 2003-12-03 | Fuji Photo Film Co Ltd | 感熱記録材料 |
JP2004359802A (ja) | 2003-06-04 | 2004-12-24 | Asahi Kasei Chemicals Corp | 分散体組成物および記録材料 |
-
2006
- 2006-05-29 US US12/065,115 patent/US8101546B2/en active Active
- 2006-05-29 JP JP2007533125A patent/JP4675382B2/ja active Active
- 2006-05-29 EP EP06756684A patent/EP1920941B1/en active Active
- 2006-05-29 DE DE602006019107T patent/DE602006019107D1/de active Active
- 2006-05-29 CN CN2006800318198A patent/CN101253052B/zh active Active
- 2006-05-29 KR KR1020087007705A patent/KR100967532B1/ko active IP Right Grant
- 2006-05-29 WO PCT/JP2006/310639 patent/WO2007026451A1/ja active Application Filing
- 2006-08-29 TW TW095131659A patent/TWI309607B/zh not_active IP Right Cessation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0848076A (ja) * | 1994-08-04 | 1996-02-20 | Kuraray Co Ltd | 感熱記録材料 |
JPH08324115A (ja) * | 1995-06-05 | 1996-12-10 | New Oji Paper Co Ltd | 感熱記録体 |
JPH11321103A (ja) * | 1998-05-13 | 1999-11-24 | Nippon Synthetic Chem Ind Co Ltd:The | 感熱記録媒体 |
JP2003019864A (ja) * | 2001-07-06 | 2003-01-21 | Ricoh Co Ltd | 感熱記録材料 |
JP2005179390A (ja) * | 2003-12-16 | 2005-07-07 | Nippon Synthetic Chem Ind Co Ltd:The | 水溶性フィルム |
Also Published As
Publication number | Publication date |
---|---|
TW200714489A (en) | 2007-04-16 |
US20090264288A1 (en) | 2009-10-22 |
EP1920941A1 (en) | 2008-05-14 |
DE602006019107D1 (de) | 2011-02-03 |
TWI309607B (en) | 2009-05-11 |
KR20080048519A (ko) | 2008-06-02 |
EP1920941B1 (en) | 2010-12-22 |
CN101253052B (zh) | 2010-12-15 |
KR100967532B1 (ko) | 2010-07-05 |
EP1920941A4 (en) | 2009-07-01 |
WO2007026451A1 (ja) | 2007-03-08 |
CN101253052A (zh) | 2008-08-27 |
JPWO2007026451A1 (ja) | 2009-03-05 |
US8101546B2 (en) | 2012-01-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP4675382B2 (ja) | 感熱記録材料 | |
JP5501748B2 (ja) | 分散液および感熱記録材料 | |
JPH0326592A (ja) | 顕色シート用塗工組成物及び顕色シート | |
JPH0848076A (ja) | 感熱記録材料 | |
JP4050624B2 (ja) | 感熱記録材料 | |
US9535324B2 (en) | Heat-sensitive recording medium, and coating liquid for forming heat-sensitive color-developing layer | |
JP2016097538A (ja) | 感熱発色層用塗工液及び感熱記録媒体 | |
JPH08156424A (ja) | 感熱記録材料 | |
JP6892333B2 (ja) | 分散液及び感熱記録材料 | |
JP4583961B2 (ja) | 感熱記録材料 | |
JP5399351B2 (ja) | 分散液および感熱記録材料 | |
US5478792A (en) | Heat-sensitive recording material | |
JP4190310B2 (ja) | 感熱記録材料 | |
JP2013244702A (ja) | 感熱記録材料用分散剤および感熱記録材料 | |
JP3784814B2 (ja) | 感熱記録材料 | |
JPH0872409A (ja) | 感熱記録材料 | |
JPH09240146A (ja) | 感熱記録材料 | |
JPH06255265A (ja) | 感熱記録材料 | |
JP2002127602A (ja) | 感熱記録材料 | |
JPH10157290A (ja) | 感熱記録材料 | |
JP2005119008A (ja) | 感熱記録材料 | |
JPH03166984A (ja) | 感熱記録体 | |
JP2003011524A (ja) | 感熱記録材料 | |
JPH06227147A (ja) | 感熱記録用凝集粒子の製造方法 | |
JPH07112580A (ja) | 感熱記録材料 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20110118 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20110125 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20140204 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4675382 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |