JP5109380B2 - ポリアミドイミド樹脂、ポリアミドイミド樹脂組成物、塗料、缶又はチューブ内面コーティング用塗料及びこの塗料を用いた缶又はチューブ - Google Patents
ポリアミドイミド樹脂、ポリアミドイミド樹脂組成物、塗料、缶又はチューブ内面コーティング用塗料及びこの塗料を用いた缶又はチューブ Download PDFInfo
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- JP5109380B2 JP5109380B2 JP2007019304A JP2007019304A JP5109380B2 JP 5109380 B2 JP5109380 B2 JP 5109380B2 JP 2007019304 A JP2007019304 A JP 2007019304A JP 2007019304 A JP2007019304 A JP 2007019304A JP 5109380 B2 JP5109380 B2 JP 5109380B2
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- aromatic
- coating
- paint
- aliphatic
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- 239000004962 Polyamide-imide Substances 0.000 title claims description 98
- 229920002312 polyamide-imide Polymers 0.000 title claims description 98
- 229920005989 resin Polymers 0.000 title claims description 79
- 239000011347 resin Substances 0.000 title claims description 79
- 238000000576 coating method Methods 0.000 title claims description 78
- 239000011248 coating agent Substances 0.000 title claims description 72
- 239000003973 paint Substances 0.000 title claims description 21
- 239000011342 resin composition Substances 0.000 title description 23
- 125000001931 aliphatic group Chemical group 0.000 claims description 47
- -1 aromatic diamine compound Chemical class 0.000 claims description 42
- 125000003118 aryl group Chemical group 0.000 claims description 38
- 239000002253 acid Substances 0.000 claims description 27
- 239000000463 material Substances 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 19
- 229920000515 polycarbonate Polymers 0.000 claims description 18
- 239000004417 polycarbonate Substances 0.000 claims description 18
- 239000004135 Bone phosphate Substances 0.000 claims description 17
- 150000008065 acid anhydrides Chemical class 0.000 claims description 17
- 229910052782 aluminium Inorganic materials 0.000 claims description 16
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 16
- 150000002009 diols Chemical class 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 9
- 239000000443 aerosol Substances 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 150000004982 aromatic amines Chemical class 0.000 claims description 8
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 8
- 239000002798 polar solvent Substances 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- 239000008199 coating composition Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 description 32
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000001723 curing Methods 0.000 description 9
- 239000012948 isocyanate Substances 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 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 8
- 150000002513 isocyanates Chemical class 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229920006122 polyamide resin Polymers 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000006159 dianhydride group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 3
- 239000003915 liquefied petroleum gas Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical compound CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-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
- 229960004543 anhydrous citric acid Drugs 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000011253 protective coating Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 125000006158 tetracarboxylic acid group Chemical group 0.000 description 2
- 239000013008 thixotropic agent Substances 0.000 description 2
- FHBXQJDYHHJCIF-UHFFFAOYSA-N (2,3-diaminophenyl)-phenylmethanone Chemical compound NC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1N FHBXQJDYHHJCIF-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- YDYSEBSNAKCEQU-UHFFFAOYSA-N 2,3-diamino-n-phenylbenzamide Chemical compound NC1=CC=CC(C(=O)NC=2C=CC=CC=2)=C1N YDYSEBSNAKCEQU-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- QHDSBTKCTUXBEG-UHFFFAOYSA-N 2-[2-(2-aminophenoxy)phenoxy]aniline Chemical compound NC1=CC=CC=C1OC1=CC=CC=C1OC1=CC=CC=C1N QHDSBTKCTUXBEG-UHFFFAOYSA-N 0.000 description 1
- MXPYJVUYLVNEBB-UHFFFAOYSA-N 2-[2-(2-carboxybenzoyl)oxycarbonylbenzoyl]oxycarbonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1C(O)=O MXPYJVUYLVNEBB-UHFFFAOYSA-N 0.000 description 1
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- QUBNFZFTFXTLKH-UHFFFAOYSA-N 2-aminododecanoic acid Chemical compound CCCCCCCCCCC(N)C(O)=O QUBNFZFTFXTLKH-UHFFFAOYSA-N 0.000 description 1
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- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 description 1
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- LFBALUPVVFCEPA-UHFFFAOYSA-N 4-(3,4-dicarboxyphenyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C(C(O)=O)=C1 LFBALUPVVFCEPA-UHFFFAOYSA-N 0.000 description 1
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- JVERADGGGBYHNP-UHFFFAOYSA-N 5-phenylbenzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C=2C=CC=CC=2)=C1C(O)=O JVERADGGGBYHNP-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
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
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- GEEQLJVMDNXXGH-UHFFFAOYSA-N NCCC[Si](O[Si](C)(C)C)(C)CCCN.NC1=C(OC2=C(C=CC=C2)C(C(F)(F)F)(C(F)(F)F)C2=C(C=CC=C2)OC2=C(C=CC=C2)N)C=CC=C1 Chemical compound NCCC[Si](O[Si](C)(C)C)(C)CCCN.NC1=C(OC2=C(C=CC=C2)C(C(F)(F)F)(C(F)(F)F)C2=C(C=CC=C2)OC2=C(C=CC=C2)N)C=CC=C1 GEEQLJVMDNXXGH-UHFFFAOYSA-N 0.000 description 1
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- SXEHKFHPFVVDIR-UHFFFAOYSA-N [4-(4-hydrazinylphenyl)phenyl]hydrazine Chemical compound C1=CC(NN)=CC=C1C1=CC=C(NN)C=C1 SXEHKFHPFVVDIR-UHFFFAOYSA-N 0.000 description 1
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- 150000001491 aromatic compounds Chemical class 0.000 description 1
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- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
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- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
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- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- CMDHNEAPXOZXBI-UHFFFAOYSA-N n-[4-[4-(hydroxyamino)phenyl]phenyl]hydroxylamine Chemical compound C1=CC(NO)=CC=C1C1=CC=C(NO)C=C1 CMDHNEAPXOZXBI-UHFFFAOYSA-N 0.000 description 1
- OLAKSHDLGIUUET-UHFFFAOYSA-N n-anilinosulfanylaniline Chemical compound C=1C=CC=CC=1NSNC1=CC=CC=C1 OLAKSHDLGIUUET-UHFFFAOYSA-N 0.000 description 1
- ZMVMYBGDGJLCHV-UHFFFAOYSA-N n-methyl-4-[[4-(methylamino)phenyl]methyl]aniline Chemical compound C1=CC(NC)=CC=C1CC1=CC=C(NC)C=C1 ZMVMYBGDGJLCHV-UHFFFAOYSA-N 0.000 description 1
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- Polyurethanes Or Polyureas (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Description
で表される繰り返し単位を含有してなることを特徴とする前記のポリアミドイミド樹脂に関する。
さらに、加工性及び密着性を向上させ、かつ耐溶剤性を保持するためには、ポリアミドイミド樹脂が、下記一般式(II)
で表される繰り返し単位を含有してなることがより好ましい。
ポリアミドイミド樹脂の合成条件は多様であり、一概に特定できないが、通常、120〜155℃の温度で行われ、空気中の水分の影響を低減するため、窒素などの雰囲気下で行うことが好ましい。
実施例1
アミン成分として4,4′−ジフェニルメタンジイソシアネート1.0モル、酸成分として無水トリメリット酸0.8モル、脂肪族ポリカーボネートジオール(ダイセル化学(株)製、商品名PLACCEL CD−220)0.20モル及び合成溶媒としてN−メチル−2−ピロリドン(N−メチル−2−ピロリドンの使用量はイソシアネート成分及び酸成分の総量100重量部に対して300重量部とした)を、温度計、冷却管を備えたフラスコに入れ、乾燥させた窒素気流中で攪拌しながら2時間かけて徐々に昇温して130℃まで上げた。
アミン成分としてo−トリジンジイソシアネート0.2モル、4,4′−ジフェニルメタンジイソシアネート0.8モル、酸成分として無水トリメリット酸0.5モル、セバシン酸0.4モル、脂肪族ポリカーボネートジオール(ダイセル化学(株)製、商品名PLACCEL CD−220PL)0.1モル及び合成溶媒としてN−メチル−2−ピロリドン(N−メチル−2−ピロリドンの使用量はイソシアネート成分及び酸成分の総量100重量部に対して300重量部とした)を、温度計、冷却管を備えたフラスコに入れ、乾燥させた窒素気流中で攪拌しながら2時間かけて徐々に昇温して130℃まで上げた。
イソシアネート成分として1,6−ヘキサンジイソシアネート0.3モル、4,4′−ジフェニルメタンジイソシアネート0.7モル、酸成分としてビフェニル−3,4,3′,4′−テトラカルボン酸0.2モル及び無水トリメリット酸0.6モル、ポリカーボネートジオール(ダイセル化学(株)製、商品名PLACCEL CD−220)0.2モル及び合成溶媒としてN−メチル−2−ピロリドン(N−メチル−2−ピロリドンの使用量はイソシアネート成分及び酸成分の総量100重量部に対して300重量部とした)を、温度計、冷却管を備えたフラスコに入れ、乾燥させた窒素気流中で攪拌しながら2時間かけて徐々に昇温して130℃まで上げた。
イソシアネート成分として4,4′−ジフェニルメタンジイソシアネート1.0モル、酸成分として無水トリメリット酸1.0モル及び合成溶媒としてN−メチル−2−ピロリドン(N−メチル−2−ピロリドンの使用量はイソシアネート成分及び酸成分の総量100重量部に対して300重量部とした)を、温度計、冷却管を備えたフラスコに入れ、乾燥させた窒素気流中で攪拌しながら2時間かけて徐々に昇温して130℃まで上げた。
上記の実施例1、2、3及び比較例1で得られたポリアミドイミド樹脂組成物溶液からそれぞれポリアミドイミドフィルムを作製し、硬化性、初期及びエリクセン試験機で5mm押し出した後の密着性及び曲げ性に関しての比較試験を行った。その試験結果を表1に示す。
2) 旧JIS K 5400(%、クロスカット残率)に準拠し、クロスカット後にテープ剥離5回行った後の残率。
N=2の基板で各2回測定し、計4つの測定値を範囲で示す。
(100は全てのデータが100であったことを示し、0は全てのデータが0であったことを示す)。
3) エリクセン試験機により押し出し。
5) 間にアルミ基板を挟まずそのまま折り曲げても、塗膜の剥離、うき及び亀裂は発生せず。
6) 間にアルミ基板を2枚挟んで折り曲げると塗膜に亀裂及びうきが生じた。3枚では塗膜の剥離、うき及び亀裂は発生せず。
ポリアミドイミドフィルム作製条件を表2に示す。
Claims (13)
- 塩基性極性溶媒中で、(1)芳香族ジアミン化合物及び/又は芳香族ジイソシアネート化合物からなる芳香族アミン成分と、(2)芳香族ジカルボン酸化合物、芳香族ジオール化合物、芳香族三塩基酸無水物、芳香族三塩基酸無水物モノクロライド及び芳香族四塩基酸二無水物からなる群から選ばれる芳香族酸成分と、(3)少なくとも脂肪族ポリカーボネートジオール又はその誘導体からなる共重合成分とを重合させて得られるポリアミドイミド樹脂であって、芳香族ポリアミドイミド樹脂構造に脂肪族構造が導入されたポリアミドイミド樹脂を塗膜成分として含有することを特徴とする缶内面コーティング用塗料。
- 塗膜成分が、ポリアミドイミド樹脂100重量部に対して1種類以上の硬化剤を1〜100重量部含むことを特徴とする請求項1又は2に記載の缶内面コーティング用塗料。
- 硬化剤が多官能型エポキシ化合物であることを特徴とする請求項3記載の缶内面コーティング用塗料。
- 缶がアルミ製である請求項1〜4いずれかに記載の缶内面コーティング用塗料。
- 缶がエアゾール缶である請求項1〜5いずれかに記載の缶内面コーティング用塗料。
- 請求項1〜6いずれかに記載の缶内面コーティング用塗料を用いて内面に塗膜を形成した缶。
- 塩基性極性溶媒中で、(1)芳香族ジアミン化合物及び/又は芳香族ジイソシアネート化合物からなる芳香族アミン成分と、(2)芳香族ジカルボン酸化合物、芳香族ジオール化合物、芳香族三塩基酸無水物、芳香族三塩基酸無水物モノクロライド及び芳香族四塩基酸二無水物からなる群から選ばれる芳香族酸成分と、(3)少なくとも脂肪族ポリカーボネートジオール又はその誘導体からなる共重合成分とを重合させて得られるポリアミドイミド樹脂であって、芳香族ポリアミドイミド樹脂構造に脂肪族構造が導入されたポリアミドイミド樹脂を塗膜成分として含有することを特徴とするチューブ内面コーティング用塗料。
- 塗膜成分が、ポリアミドイミド樹脂100重量部に対して1種類以上の硬化剤を1〜100重量部含むことを特徴とする請求項8又は9に記載のチューブ内面コーティング用塗料。
- 硬化剤が多官能型エポキシ化合物であることを特徴とする請求項10記載のチューブ内面コーティング用塗料。
- チューブがアルミ製である請求項8〜11いずれかに記載のチューブ内面コーティング用塗料。
- 請求項8〜11いずれかに記載のチューブ内面コーティング用塗料を用いて内面に塗膜を形成したチューブ。
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