CN1464843A - 用于热记录材料的显影剂和热记录材料 - Google Patents
用于热记录材料的显影剂和热记录材料 Download PDFInfo
- Publication number
- CN1464843A CN1464843A CN02802540A CN02802540A CN1464843A CN 1464843 A CN1464843 A CN 1464843A CN 02802540 A CN02802540 A CN 02802540A CN 02802540 A CN02802540 A CN 02802540A CN 1464843 A CN1464843 A CN 1464843A
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- Prior art keywords
- methylene
- thermal recording
- tert
- recording material
- phenol
- 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.)
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- 239000000463 material Substances 0.000 title claims abstract description 91
- 239000000203 mixture Substances 0.000 claims abstract description 150
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 10
- 125000005843 halogen group Chemical group 0.000 claims abstract description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 7
- 239000007859 condensation product Substances 0.000 claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 18
- 239000000835 fiber Substances 0.000 claims description 14
- 230000035945 sensitivity Effects 0.000 abstract description 8
- 238000004040 coloring Methods 0.000 abstract 1
- 238000009833 condensation Methods 0.000 description 126
- 230000005494 condensation Effects 0.000 description 126
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 97
- 239000007788 liquid Substances 0.000 description 96
- 239000006185 dispersion Substances 0.000 description 91
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 90
- -1 sensitizer Substances 0.000 description 74
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 59
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 47
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 26
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 description 24
- 239000000975 dye Substances 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
- YHZQOKUDQQISEW-UHFFFAOYSA-N 4-Cumylphenol Natural products C1=CC(C(C)C)=CC=C1C1=CC=C(O)C=C1 YHZQOKUDQQISEW-UHFFFAOYSA-N 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 description 12
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000004372 Polyvinyl alcohol Substances 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 description 10
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 9
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- BOTNYLSAWDQNEX-UHFFFAOYSA-N phenoxymethylbenzene Chemical compound C=1C=CC=CC=1COC1=CC=CC=C1 BOTNYLSAWDQNEX-UHFFFAOYSA-N 0.000 description 8
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- UALKQROXOHJHFG-UHFFFAOYSA-N 1-ethoxy-3-methylbenzene Chemical compound CCOC1=CC=CC(C)=C1 UALKQROXOHJHFG-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 125000001743 benzylic group Chemical group 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229920003986 novolac Polymers 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 5
- RXAGDDKHRDAVLM-UHFFFAOYSA-N 4-tert-butyl-2-[(5-tert-butyl-2-hydroxyphenyl)methyl]phenol Chemical compound CC(C)(C)C1=CC=C(O)C(CC=2C(=CC=C(C=2)C(C)(C)C)O)=C1 RXAGDDKHRDAVLM-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 229940073608 benzyl chloride Drugs 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- UGRMITBWUVWUEB-UHFFFAOYSA-N 1-$l^{1}-oxidanyl-3-methylbenzene Chemical group CC1=CC=CC([O])=C1 UGRMITBWUVWUEB-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000012766 organic filler Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- FXSDWJLBJPYRKD-UHFFFAOYSA-N 2-[[2-hydroxy-5-(2-phenylpropan-2-yl)phenyl]methyl]-4-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=C(O)C(CC=2C(=CC=C(C=2)C(C)(C)C=2C=CC=CC=2)O)=CC=1C(C)(C)C1=CC=CC=C1 FXSDWJLBJPYRKD-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 2
- CZXDXDAKWOMNKB-UHFFFAOYSA-N 4-tert-butyl-2,6-bis[(5-tert-butyl-2-hydroxyphenyl)methyl]phenol Chemical compound CC(C)(C)C1=CC=C(O)C(CC=2C(=C(CC=3C(=CC=C(C=3)C(C)(C)C)O)C=C(C=2)C(C)(C)C)O)=C1 CZXDXDAKWOMNKB-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 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
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- BJAJDJDODCWPNS-UHFFFAOYSA-N dotp Chemical compound O=C1N2CCOC2=NC2=C1SC=C2 BJAJDJDODCWPNS-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- MDQRDWAGHRLBPA-UHFFFAOYSA-N fluoroamine Chemical compound FN MDQRDWAGHRLBPA-UHFFFAOYSA-N 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229960004194 lidocaine Drugs 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
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- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- IXLSVQMYQRAMEW-UHFFFAOYSA-N 1-chloro-4-ethoxybenzene Chemical compound CCOC1=CC=C(Cl)C=C1 IXLSVQMYQRAMEW-UHFFFAOYSA-N 0.000 description 1
- WSWPHHNIHLTAHB-UHFFFAOYSA-N 1-ethoxy-4-methylbenzene Chemical compound CCOC1=CC=C(C)C=C1 WSWPHHNIHLTAHB-UHFFFAOYSA-N 0.000 description 1
- SJJCQDRGABAVBB-UHFFFAOYSA-N 1-hydroxy-2-naphthoic acid Chemical compound C1=CC=CC2=C(O)C(C(=O)O)=CC=C21 SJJCQDRGABAVBB-UHFFFAOYSA-N 0.000 description 1
- MQCPOLNSJCWPGT-UHFFFAOYSA-N 2,2'-Bisphenol F Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1O MQCPOLNSJCWPGT-UHFFFAOYSA-N 0.000 description 1
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical compound OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 description 1
- NMVTULNXHBZVPR-UHFFFAOYSA-N 2-[(2-hydroxy-5-propan-2-ylphenyl)methyl]-4-propan-2-ylphenol Chemical compound CC(C)C1=CC=C(O)C(CC=2C(=CC=C(C=2)C(C)C)O)=C1 NMVTULNXHBZVPR-UHFFFAOYSA-N 0.000 description 1
- QKJAZPHKNWSXDF-UHFFFAOYSA-N 2-bromoquinoline Chemical compound C1=CC=CC2=NC(Br)=CC=C21 QKJAZPHKNWSXDF-UHFFFAOYSA-N 0.000 description 1
- JQXYBDVZAUEPDL-UHFFFAOYSA-N 2-methylidene-5-phenylpent-4-enoic acid Chemical compound OC(=O)C(=C)CC=CC1=CC=CC=C1 JQXYBDVZAUEPDL-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 1
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- RTZZCYNQPHTPPL-UHFFFAOYSA-N 3-nitrophenol Chemical compound OC1=CC=CC([N+]([O-])=O)=C1 RTZZCYNQPHTPPL-UHFFFAOYSA-N 0.000 description 1
- VLJSLTNSFSOYQR-UHFFFAOYSA-N 3-propan-2-ylphenol Chemical compound CC(C)C1=CC=CC(O)=C1 VLJSLTNSFSOYQR-UHFFFAOYSA-N 0.000 description 1
- CYEKUDPFXBLGHH-UHFFFAOYSA-N 3-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1 CYEKUDPFXBLGHH-UHFFFAOYSA-N 0.000 description 1
- ZTILAOCGFRDHBH-UHFFFAOYSA-N 4-(4-propan-2-yloxyphenyl)sulfonylphenol Chemical compound C1=CC(OC(C)C)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 ZTILAOCGFRDHBH-UHFFFAOYSA-N 0.000 description 1
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- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 description 1
- ZNPSUQQXTRRSBM-UHFFFAOYSA-N 4-n-Pentylphenol Chemical compound CCCCCC1=CC=C(O)C=C1 ZNPSUQQXTRRSBM-UHFFFAOYSA-N 0.000 description 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
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- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- YSZKDKZFYUOELW-UHFFFAOYSA-N [diphenyl-(4-propan-2-ylcyclohexyl)methyl]benzene Chemical compound C1(=CC=CC=C1)C(C1CCC(CC1)C(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 YSZKDKZFYUOELW-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- UBXYXCRCOKCZIT-UHFFFAOYSA-N biphenyl-3-ol Chemical compound OC1=CC=CC(C=2C=CC=CC=2)=C1 UBXYXCRCOKCZIT-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- 150000004816 dichlorobenzenes Chemical class 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
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- XIKIUQUXDNHBFR-UHFFFAOYSA-N monobenzyl phthalate Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 XIKIUQUXDNHBFR-UHFFFAOYSA-N 0.000 description 1
- JHOKTNSTUVKGJC-UHFFFAOYSA-N n-(hydroxymethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCO JHOKTNSTUVKGJC-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- MGNPLIACIXIYJE-UHFFFAOYSA-N n-fluoroaniline Chemical compound FNC1=CC=CC=C1 MGNPLIACIXIYJE-UHFFFAOYSA-N 0.000 description 1
- DVVFBRPYROBXHJ-UHFFFAOYSA-N n-octadecanoylbenzamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC(=O)C1=CC=CC=C1 DVVFBRPYROBXHJ-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
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- 235000011837 pasties Nutrition 0.000 description 1
- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 description 1
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- 239000002985 plastic film Substances 0.000 description 1
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- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000011787 zinc oxide 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
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
- C07C39/16—Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
实施例1 | 包含80%2,2’-亚甲基二-(4-甲基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.350.09 | 1.000.10 | 1.150.10 |
实施例2 | 包含60%2,2’-亚甲基二-(4-异丙基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.180.08 | 0.990.10 | 1.010.09 |
实施例3 | 包含60%2,2’-亚甲基二-(4-异丙基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.360.04 | 0.830.09 | 0.940.07 |
实施例4 | 包含60%2,2’-亚甲基二-(4-异丙基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.400.05 | 0.800.10 | 1.020.05 |
实施例5 | 包含40%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.000.05 | 0.950.08 | 0.980.07 |
实施例6 | 包含40%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.110.05 | 1.020.11 | 1.160.06 |
实施例7 | 包含40%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.230.04 | 1.010.08 | 1.010.04 |
实施例8 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.010.06 | 0.930.08 | 0.980.09 |
实施例9 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.210.06 | 1.100.08 | 1.210.07 |
实施例10 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.360.06 | 1.120.08 | 1.240.06 |
实施例11 | 包含70%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.200.09 | 1.000.11 | 1.100.11 |
显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
实施例12 | 包含70%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.310.04 | 1.070.06 | 1.110.04 |
实施例13 | 包含70%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.330.05 | 1.020.05 | 1.030.04 |
实施例14 | 包含80%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.150.08 | 0.990.09 | 1.000.08 |
实施例15 | 包含80%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.360.10 | 1.040.11 | 1.270.10 |
实施例16 | 包含80%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.360.10 | 0.950.10 | 1.250.10 |
实施例17 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.100.09 | 0.970.11 | 1.010.11 |
实施例18 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.360.08 | 0.810.09 | 1.100.09 |
实施例19 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.390.08 | 0.800.10 | 1.100.09 |
实施例20 | 包含60%2,2’-亚甲基二-(4-枯基苯酚)的缩合组合物 | 无 | 记录区域非图像区域 | 1.000.06 | 0.980.07 | 0.950.06 |
实施例21 | 包含60%2,2’-亚甲基二-(4-枯基苯酚)的缩合组合物 | 二苯基砜 | 记录区域非图像区域 | 1.130.08 | 1.070.09 | 1.130.10 |
实施例22 | 包含60%2,2’-亚甲基二-(4-枯基苯酚)的缩合组合物 | 4-联苯-对-甲苯基醚 | 记录区域非图像区域 | 1.280.07 | 1.130.10 | 1.270.11 |
显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
实施例23 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 硬脂酸酰胺 | 记录区域非图像区域 | 1.360.08 | 0.980.08 | 1.170.10 |
实施例24 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 亚乙基二-硬脂酸酰胺 | 记录区域非图像区域 | 1.320.08 | 1.020.09 | 1.130.09 |
实施例25 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 2-萘基苄基醚 | 记录区域非图像区域 | 1.370.07 | 1.070.09 | 1.150.10 |
实施例26 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二-对-甲基-苄基草酸酯 | 记录区域非图像区域 | 1.430.08 | 1.100.09 | 1.090.10 |
实施例27 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二-对-氯苄基草酸酯 | 记录区域非图像区域 | 1.400.08 | 1.180.09 | 1.150.10 |
实施例28 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 对-苄基联苯 | 记录区域非图像区域 | 1.430.08 | 1.090.09 | 1.020.09 |
实施例29 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二(3-甲基-苯氧基)乙烷 | 记录区域非图像区域 | 1.450.08 | 1.160.09 | 1.130.09 |
实施例30 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二-苯氧基-乙烷 | 记录区域非图像区域 | 1.420.08 | 1.180.09 | 1.100.09 |
实施例31 | 包含90%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二-(苯氧基甲基)-苯 | 记录区域非图像区域 | 1.450.08 | 1.070.09 | 1.020.10 |
染料 | 显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
实施例32 | 3-二-正-戊基-氨基-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二(3-甲基-苯氧基)乙烷 | 记录区域非图像区域 | 1.450.08 | 1.070.09 | 1.020.10 |
实施例33 | 3-二-正-丁基-氨基-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二-对-甲基-苄基草酸酯 | 记录区域非图像区域 | 1.420.08 | 1.090.09 | 1.060.10 |
实施例34 | 3-二-正-戊基-氨基-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二(苯氧基甲基)-苯 | 记录区域非图像区域 | 1.400.08 | 0.980.09 | 1.000.10 |
实施例35 | 3-二-正-丁基-氨基-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二-(苯氧基甲基)-苯 | 记录区域非图像区域 | 1.420.08 | 1.070.09 | 1.020.10 |
实施例36 | 3-二-正-戊基-氨基-6-甲基-7-苯氨基荧烷+3-二-正-丁基-氨基-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二-(苯氧基甲基)-苯 | 记录区域非图像区域 | 1.450.08 | 1.130.11 | 1.100.10 |
染料 | 显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
实施例37 | 3-二-正-丁基-氨基-6-甲基-7-苯氨基荧烷+3-(N-乙基-N-异戊基-氨基)-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 1,2-二(3-甲基-苯氧基)乙烷 | 记录区域非图像区域 | 1.460.08 | 1.100.10 | 1.050.10 |
实施例38 | 3-二-正-戊基-氨基-6-甲基-7-苯氨基荧烷+3-(N-乙基-N-异戊基-氨基)-6-甲基-7-苯氨基荧烷 | 包含55%2,2’-亚甲基二-(4-叔-丁基苯酚)的缩合组合物 | 二-对-甲基-苄基草酸酯 | 记录区域非图像区域 | 1.450.08 | 1.070.10 | 1.100.10 |
显影剂 | 敏化剂 | 动态颜色密度 | 耐热性 | 防潮性 | ||
比较例1 | 2,2’-亚甲基二-(4-异丙基苯酚) | 无 | 记录区域非图像区域 | 0.860.10 | 0.580.10 | 0.520.09 |
比较例2 | 2,2’-亚甲基二-(4-叔-丁基苯酚) | 无 | 记录区域非图像区域 | 0.770.09 | 0.520.10 | 0.580.10 |
比较例3 | 苯酚酚醛清漆树脂 | 无 | 记录区域非图像区域 | 0.370.08 | 0.200.08 | 0.150.11 |
比较例4 | 苯酚酚醛清漆树脂 | 二苯基砜 | 记录区域非图像区域 | 0.580.08 | 0.410.08 | 0.770.12 |
Claims (4)
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001167233 | 2001-06-01 | ||
JP167233/01 | 2001-06-01 | ||
JP167233/2001 | 2001-06-01 | ||
JP301577/2001 | 2001-09-28 | ||
JP301577/01 | 2001-09-28 | ||
JP2001301577 | 2001-09-28 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1464843A true CN1464843A (zh) | 2003-12-31 |
CN1225366C CN1225366C (zh) | 2005-11-02 |
Family
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CNB028025407A Expired - Fee Related CN1225366C (zh) | 2001-06-01 | 2002-05-31 | 用于热记录材料的显影剂和热记录材料 |
Country Status (9)
Country | Link |
---|---|
US (1) | US7141359B2 (zh) |
EP (1) | EP1393923B1 (zh) |
JP (1) | JP3830939B2 (zh) |
KR (1) | KR100858854B1 (zh) |
CN (1) | CN1225366C (zh) |
AT (1) | ATE439245T1 (zh) |
DE (1) | DE60233318D1 (zh) |
ES (1) | ES2329983T3 (zh) |
WO (1) | WO2002098674A1 (zh) |
Cited By (4)
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CN103221387A (zh) * | 2010-09-16 | 2013-07-24 | 株式会社Api | 新的苯酚磺酸芳基酯衍生物,以及使用该衍生物的热敏记录材料 |
CN104541210A (zh) * | 2012-08-09 | 2015-04-22 | 威士伯采购公司 | 用于热响应记录材料的显影剂 |
CN104972780A (zh) * | 2015-05-27 | 2015-10-14 | 南通沃兰化工有限公司 | 一种热敏记录材料 |
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EP1637337A4 (en) * | 2003-06-25 | 2006-11-22 | Asahi Kasei Chemicals Corp | DEVELOPER FOR RECORDING MATERIALS |
JP2006181856A (ja) * | 2004-12-27 | 2006-07-13 | Asahi Kasei Chemicals Corp | 感熱記録材 |
JPWO2006075604A1 (ja) * | 2005-01-11 | 2008-06-12 | 王子製紙株式会社 | 感熱記録体 |
WO2008038645A1 (fr) * | 2006-09-29 | 2008-04-03 | Nippon Paper Industries Co., Ltd. | Matériau d'impression sensible à la chaleur |
JP4308290B2 (ja) | 2007-02-13 | 2009-08-05 | 日本製紙株式会社 | 感熱記録体 |
JP4726987B2 (ja) * | 2007-03-29 | 2011-07-20 | 日本製紙株式会社 | 感熱記録体 |
US8283284B2 (en) * | 2007-05-10 | 2012-10-09 | Nippon Paper Industries Co., Ltd. | Thermosensitive recording medium |
KR101504991B1 (ko) | 2007-08-21 | 2015-03-23 | 닛폰세이시가부시키가이샤 | 감열 기록체 |
JP5116769B2 (ja) | 2007-08-29 | 2013-01-09 | 日本製紙株式会社 | 感熱記録体 |
WO2010059194A2 (en) * | 2008-11-21 | 2010-05-27 | Appleton Papers Inc. | Thermally-responsive record material |
EP2412535B1 (en) | 2009-03-24 | 2014-10-29 | Nippon Paper Industries Co., Ltd. | Thermosensitive recording medium |
US8673812B2 (en) | 2009-06-05 | 2014-03-18 | Nippon Paper Industries Co., Ltd. | Thermosensitive recording medium |
JPWO2011114780A1 (ja) | 2010-03-15 | 2013-06-27 | 日本製紙株式会社 | 感熱記録体 |
TWI568715B (zh) | 2011-10-31 | 2017-02-01 | 日本製紙股份有限公司 | 酚磺酸芳基酯、顯色劑及感熱記錄材料 |
EP2882401A4 (en) | 2012-08-09 | 2016-03-30 | Valspar Sourcing Inc | DENTAL MATERIALS AND MANUFACTURING METHOD |
EP2882792A4 (en) | 2012-08-09 | 2016-04-13 | Valspar Sourcing Inc | POLYCARBONATE |
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EP2765007B1 (de) | 2013-02-08 | 2015-09-16 | Mitsubishi HiTec Paper Europe GmbH | Wärmeempfindliches Aufzeichnungsmaterial |
JP7067559B2 (ja) | 2017-08-09 | 2022-05-16 | 三菱ケミカル株式会社 | 感熱記録材料及び積層体 |
KR20200035968A (ko) | 2017-08-09 | 2020-04-06 | 미쯔비시 케미컬 주식회사 | 감열 기록 재료 및 적층체 |
WO2021107037A1 (ja) | 2019-11-28 | 2021-06-03 | 三菱ケミカル株式会社 | 顕色剤及び感熱記録材料 |
WO2022176964A1 (ja) | 2021-02-18 | 2022-08-25 | 三菱ケミカル株式会社 | 積層体、カード、パスポート、これらの製造方法、及びレーザーマーキング方法 |
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JPS61175078A (ja) | 1985-01-31 | 1986-08-06 | Tomoegawa Paper Co Ltd | 感熱記録材料 |
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US4992596A (en) * | 1988-12-27 | 1991-02-12 | Olin Hunt Specialty Products Inc. | Selected trinuclear novolak oligomers and their use in photoactive compounds and radiation sensitive mixtures |
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US5372917A (en) * | 1992-06-30 | 1994-12-13 | Kanzaki Paper Manufacturing Co., Ltd. | Recording material |
JPH06115255A (ja) * | 1992-10-06 | 1994-04-26 | Ricoh Co Ltd | 感熱記録材料 |
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-
2002
- 2002-05-31 WO PCT/JP2002/005351 patent/WO2002098674A1/ja active Application Filing
- 2002-05-31 DE DE60233318T patent/DE60233318D1/de not_active Expired - Lifetime
- 2002-05-31 KR KR1020037001471A patent/KR100858854B1/ko active IP Right Grant
- 2002-05-31 JP JP2003501691A patent/JP3830939B2/ja not_active Expired - Fee Related
- 2002-05-31 AT AT02733266T patent/ATE439245T1/de not_active IP Right Cessation
- 2002-05-31 US US10/362,896 patent/US7141359B2/en not_active Expired - Lifetime
- 2002-05-31 CN CNB028025407A patent/CN1225366C/zh not_active Expired - Fee Related
- 2002-05-31 ES ES02733266T patent/ES2329983T3/es not_active Expired - Lifetime
- 2002-05-31 EP EP02733266A patent/EP1393923B1/en not_active Expired - Lifetime
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1930006B (zh) * | 2004-03-11 | 2010-12-08 | 株式会社Api | 用于热记录材料的显影剂混合物和热记录材料 |
CN103221387A (zh) * | 2010-09-16 | 2013-07-24 | 株式会社Api | 新的苯酚磺酸芳基酯衍生物,以及使用该衍生物的热敏记录材料 |
CN103221387B (zh) * | 2010-09-16 | 2014-11-05 | 三菱化学株式会社 | 新的苯酚磺酸芳基酯衍生物,以及使用该衍生物的热敏记录材料 |
US8975212B2 (en) | 2010-09-16 | 2015-03-10 | Mitsubishi Chemical Corporation | Phenolsulfonic acid aryl ester derivative, and heat-sensitive recording material using same |
CN104541210A (zh) * | 2012-08-09 | 2015-04-22 | 威士伯采购公司 | 用于热响应记录材料的显影剂 |
CN104972780A (zh) * | 2015-05-27 | 2015-10-14 | 南通沃兰化工有限公司 | 一种热敏记录材料 |
CN104972780B (zh) * | 2015-05-27 | 2018-09-28 | 南通沃兰化工有限公司 | 一种热敏记录材料 |
Also Published As
Publication number | Publication date |
---|---|
CN1225366C (zh) | 2005-11-02 |
JP3830939B2 (ja) | 2006-10-11 |
KR20030047999A (ko) | 2003-06-18 |
US20050118526A1 (en) | 2005-06-02 |
EP1393923B1 (en) | 2009-08-12 |
JPWO2002098674A1 (ja) | 2004-09-16 |
EP1393923A1 (en) | 2004-03-03 |
US7141359B2 (en) | 2006-11-28 |
ES2329983T3 (es) | 2009-12-03 |
ATE439245T1 (de) | 2009-08-15 |
WO2002098674A1 (fr) | 2002-12-12 |
DE60233318D1 (de) | 2009-09-24 |
EP1393923A4 (en) | 2005-09-14 |
KR100858854B1 (ko) | 2008-09-17 |
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