JP2008535700A - 紫外線安定化成形ポリカーボネート製品 - Google Patents
紫外線安定化成形ポリカーボネート製品 Download PDFInfo
- Publication number
- JP2008535700A JP2008535700A JP2008505766A JP2008505766A JP2008535700A JP 2008535700 A JP2008535700 A JP 2008535700A JP 2008505766 A JP2008505766 A JP 2008505766A JP 2008505766 A JP2008505766 A JP 2008505766A JP 2008535700 A JP2008535700 A JP 2008535700A
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- Prior art keywords
- layer
- alkyl
- multilayer product
- paint
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000004417 polycarbonate Substances 0.000 title claims abstract description 55
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 51
- 239000010410 layer Substances 0.000 claims abstract description 80
- 239000011241 protective layer Substances 0.000 claims abstract description 31
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 12
- 239000012963 UV stabilizer Substances 0.000 claims abstract description 8
- 239000003973 paint Substances 0.000 claims description 66
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- -1 polysiloxane Polymers 0.000 claims description 25
- 238000000576 coating method Methods 0.000 claims description 23
- 239000011248 coating agent Substances 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 4
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 3
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 3
- 230000000007 visual effect Effects 0.000 claims description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 2
- 238000005299 abrasion Methods 0.000 claims description 2
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000002105 nanoparticle Substances 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 14
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract description 9
- 235000010290 biphenyl Nutrition 0.000 abstract description 5
- 239000004305 biphenyl Substances 0.000 abstract description 5
- 150000003918 triazines Chemical class 0.000 abstract description 5
- 239000006096 absorbing agent Substances 0.000 description 32
- 239000010408 film Substances 0.000 description 27
- 230000006750 UV protection Effects 0.000 description 19
- 239000000203 mixture Substances 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 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 13
- 238000000034 method Methods 0.000 description 13
- TWCBCCIODCKPGX-UHFFFAOYSA-N octyl 2-[4-[4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCCCCCCCC)=CC=C1C1=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 TWCBCCIODCKPGX-UHFFFAOYSA-N 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 238000004383 yellowing Methods 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- 238000002835 absorbance Methods 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 239000011159 matrix material Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 229930185605 Bisphenol Natural products 0.000 description 7
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000004926 polymethyl methacrylate Substances 0.000 description 6
- 230000035945 sensitivity Effects 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000004425 Makrolon Substances 0.000 description 5
- 235000021314 Palmitic acid Nutrition 0.000 description 5
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 239000006085 branching agent Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
- 230000003595 spectral effect Effects 0.000 description 5
- 239000008117 stearic acid Substances 0.000 description 5
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 4
- 238000012696 Interfacial polycondensation Methods 0.000 description 4
- 239000002390 adhesive tape Substances 0.000 description 4
- 239000002519 antifouling agent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000001419 dependent effect Effects 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 4
- 229920000193 polymethacrylate Polymers 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229920004061 Makrolon® 3108 Polymers 0.000 description 3
- 229920004089 Makrolon® AL2647 Polymers 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 229920005378 Plexiglas® 8H Polymers 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 230000009931 harmful effect Effects 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- LHENQXAPVKABON-UHFFFAOYSA-N 1-methoxypropan-1-ol Chemical compound CCC(O)OC LHENQXAPVKABON-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- CJWNFAKWHDOUKL-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1 CJWNFAKWHDOUKL-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- ZEKCYPANSOJWDH-UHFFFAOYSA-N 3,3-bis(4-hydroxy-3-methylphenyl)-1H-indol-2-one Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3NC2=O)C=2C=C(C)C(O)=CC=2)=C1 ZEKCYPANSOJWDH-UHFFFAOYSA-N 0.000 description 2
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 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 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 229920005372 Plexiglas® Polymers 0.000 description 2
- 229930182556 Polyacetal Natural products 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-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
- 239000012298 atmosphere Substances 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 150000001565 benzotriazoles Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- KFEVDPWXEVUUMW-UHFFFAOYSA-N docosanoic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 KFEVDPWXEVUUMW-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 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
- 239000006082 mold release agent Substances 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 230000002085 persistent effect Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 230000003678 scratch resistant effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
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- 238000003860 storage Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- VPVTXVHUJHGOCM-UHFFFAOYSA-N 2,4-bis[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 VPVTXVHUJHGOCM-UHFFFAOYSA-N 0.000 description 1
- MAQOZOILPAMFSW-UHFFFAOYSA-N 2,6-bis[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=C(CC=3C(=CC=C(C)C=3)O)C=C(C)C=2)O)=C1 MAQOZOILPAMFSW-UHFFFAOYSA-N 0.000 description 1
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical compound OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical compound OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 1
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 description 1
- VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- PGJKTKAYCLVULZ-UHFFFAOYSA-N 2-methylbut-2-enoic acid prop-2-enoic acid Chemical compound OC(=O)C=C.CC=C(C)C(O)=O PGJKTKAYCLVULZ-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- KTFJPMPXSYUEIP-UHFFFAOYSA-N 3-benzoylphthalic acid Chemical compound OC(=O)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1C(O)=O KTFJPMPXSYUEIP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 1
- XJGTVJRTDRARGO-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]benzene-1,3-diol Chemical compound C=1C=C(O)C=C(O)C=1C(C)(C)C1=CC=C(O)C=C1 XJGTVJRTDRARGO-UHFFFAOYSA-N 0.000 description 1
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Abstract
Description
を有する。
(式中、
Z は二価の官能基、例えばCOO;NHまたはNHCOであり、
R5 は二価の有機基、例えば(CH2)n(n=0〜12);C=CH−Ph−OCH3;
R6 はHまたはC1〜C20アルキルである。)。)
を有するいわゆるHALS(ヒンダードアミン光安定剤)システムを使用することにより達成され得る。硬化ペイント塗料から成る紫外線保護層に関して、Y=OR1かつR4=
HO−R−OH
(式中、Rは炭素原子6〜30個を有し、一以上の芳香基を含む二価の有機基である。)
を有するビスフェノールである。
PMMAペイントマトリックス中のCiba Specialty Chemicals製のCGL 479(X=OCH(CH3)COOC8H17の式Iを有するビフェニル置換トリアジン)から成る紫外線保護層で被覆されたビスフェノールAポリカーボネート(タイプMakrolon 2808(中粘度BPA−PC(ISO 1133による300℃かつ1.2kgにおけるMFR10g/10分))紫外線安定化なし)
使用されるペイント塗料の固形分を決定するために、エチルアセテート、メトキシプロパノール、ジアセトンアルコールおよびブタノンの混合物中に溶解されたメチルメタクリレート92wt.%およびブチルメタクリレート8wt.%から成るポリメタクリレート4g(1H−NMRで決定、Mw=41.5kg/mol GPC較正でPSにおいて決定)をシンナーとして使用されるエチルアセテート、ブタノール、およびメトキシプロパノールを含有する溶媒ブレンド2gを有する小さい容積に100℃において1時間濃縮し、残る固体を秤量する。得られる0.874gは固形分14.56%に対応。
使用された、Makrolon 2808からなり、寸法10×15×0.32cmである射出成形光学グレードポリカーボネートシートを洗浄し、乾燥し、イオン化空気で吹き飛ばした。次に紫外線保護ペイント塗料をフローコーティングで適用し、溶媒を蒸発させ、次にコーティングを循環空気乾燥機中50℃において30分間硬化した。そのように得られる透明コーティングの厚さをEta Optik GmbH製のEta SD 30を使用してフロー方向においてシートに沿って7〜10μmと決定した。
以下の付着試験を行った。a.)平行線模様ありとなしとの粘着テープ法(使用する粘着テープ3M 898)(ISO 2409およびASTM D 3359に記述されているように);b.)沸騰水中4時間の貯蔵後の粘着テープ法;c.)約65℃に加熱した水における10日間の貯蔵後の粘着テープ法(ISO 2812−2およびASTM 870−02に記述されているように)。全てが合格した。すなわち、コーティングの剥離(tear off)が生じなかった(ISO 2409による評定0かつASTM D 3359による評定5B)。
本発明によらない紫外線吸収剤(Chimassorb 81)の使用以外実施例1と同一である比較例。紫外線保護層を実施例1と同様に製造する(ペイント塗料の固形分に対してCGL 479 10wt.%の代わりにペイント塗料の固形分に対してChimassorb 81(Ciba Specialty Chemicals製の2−ヒドロキシ−4−(オクチルオキシ)ベンゾフェノン)10wt.%を使用した。)。
約8.5μmの平均フィルム厚に関して過少量の紫外線吸収剤CGL 479、わずか1wt.%、の使用以外実施例1と同一である比較例。紫外線保護層を実施例1と同様にして製造する(ペイント塗料の固形分に対してCGL 479 10wt.%の代わりにペイント塗料の固形分に対してCGL 479 わずか1wt.%しか使用しなかった。)。
HALSシステムTinuvin 123(Ciba Specialty Chemicals製のビス−(1−オクチルオキシ−2,2,6,6−テトラメチル−4−ピペリジル)デカンジオン酸エステル、n=8かつR1=C8H17の式IId)の更なる使用以外実施例3と同じ比較例。このように達成される紫外線吸収剤CGL 479の更なる安定化を通じて、それ自体約8.5μmの平均フィルム厚に関して過少のわずか1wt.%の紫外線吸収剤の量にもかかわらず、本発明による塗料はもう一度対応する長期安定性を達成する。
PC基材上に適用され硬化されるポリカーボネートに基づくペイント塗料における紫外線吸収剤CGL 479の使用は、高い紫外線吸収剤含量を有するPC表面をもたらし、実験的に決定される不十分な紫外線除去効果を通じて本発明による紫外線保護層の構造用ペイントマトリックスの重要性を示す。
ビスフェノールAポリカーボネート(タイプMakrolon 2808)25gを塩化メチレン75gに溶解し、Ciba Specialty Chemicals製のCGL 479(X=OCH(CH3)COOC8H17の式Iを有するビフェニル置換トリアジン)125mg(ペイント塗料の固形分に対して0.5wt.%)を添加した。
Makrolon 2808からなり、寸法10×15×0.32cmの使用された射出成形光学グレードポリカーボネートシートを洗浄し、乾燥し、イオン化空気で吹き飛ばした。次にこのペイント塗料をナイフを使用して適用し、溶媒を室温において乾燥するまでコーティングから蒸発させた。このように得られる透明コーティングの厚さをEta Optik GmbH製のEta SD 30を使用して約23μmと決定した。
構造:ビスフェノールAポリカーボネート(タイプMakrolon AL 2647(紫外線安定剤および離型剤を有する中粘度ビスフェノールAポリカーボネート;ISO 1133による300℃かつ1.2kgにおけるMFR13g/10分))/CGL 479を紫外線吸収剤としてPMMAペイントマトリックス中に有する紫外線保護層/シロキサンペイントに基づく耐摩耗性トップコート。
実施例1に記述するように、実施例1の溶解ポリメタクリレートとシンナーとして使用される溶媒ブレンド(実施例1を再度参照)との2対1混合物のから成るペイントの固形分を最初に決定し、この場合13.23%であった。
Makrolon AL 2647(上記参照)から成り、寸法10×15×0.32cmの使用された射出成形光学グレードポリカーボネートシートを洗浄し、上記ペイント塗料で被覆し、次に硬化した。
冷蔵庫中で約8℃において保存されたSDC Technologie Inc.製のシロキサンペイント(Silvue MP 100)を撹拌しながら室温に戻す。紫外線保護層で被覆されたAL 2647シートをイオン化空気で被覆側に吹き飛ばし、フローコーティング法により紫外線保護ペイントのフローと同じ方向にSilvue MP 100ペイントでオーバーコートし、次に溶媒を蒸発させ、次にコーティングを循環空気乾燥機中で100℃において1時間硬化する。そのようにして得られる紫外線保護層およびトップコートを備える光学的に完全な透明二層コーティングの総厚をEta Optik GmbH製のEta SD 30を使用してシートのフロー方向に沿って8〜14μmと決定した。
Makrolon AL 2647/紫外線保護層/Silvue MP 100構造の付着を実施例1記述する三種類の方法を使用して試験し、合格した。
構造ビスフェノールAポリカーボネート(タイプMakrolon 3108(紫外線安定化なしの高粘度BPA−PC(ISO 1133による300℃かつ1.2kgにおけるMFR6.5g/10分)))/Roehm GmbH&Co.KG.製のPlexiglas 8H(PSにおけるGPC較正により決定されるMw103.5kg/molを有するPMMA)から成るPMMAマトリックス中のCiba Specialty Chemicals製のCGX UVA 006(X=OCH2CH(CH2CH3)C4H9の式Iを有するビフェニル置換トリアジン)から成る紫外線保護同時押出層を有する同時押出フィルム。
スピード150rpmの二軸押出機(ZSK 32/3)上で紫外線吸収剤CGX UVA 006 750g(5wt.%に対応)を100℃において3時間予備乾燥されたPlexiglas 8H 14.25kg中に計量添加した。溶融温度は260℃であり、得られるグラニュールはクリアかつ透明であった。
片側同時押出フィルムの製造に関して、ベース材料Makrolon 3108を予備乾燥(120℃において4時間)した後、主押出機に溶融した(スピード65.7rpm、溶融温度296℃かつ溶融圧99bar)。反対側から100℃において3時間予備乾燥された紫外線保護コンパウンド(上記参照)から成る同時押出材料を同時押出機を通じて供給し(スピード10rpm、溶融温度286℃かつ溶融圧54bar)、ベース材料と共にシートノズルを通してロールミルに移した。このようにして得られる同時押出フィルムは、ベース材料厚約400μmおよび紫外線同時押出保護層厚約10μmを有した。
Plexiglas HW55(1H−NMRにより決定されるメチルメタクリレート83wt.%とスチレン17wt.%から成るコポリマー;PSにおいてGPC較正により決定されるMw=146.8kg/mol)から成る紫外線同時押出層に関して本発明よらないマトリックスを使用すること以外実施例7に類似する比較例。
Claims (10)
- 第一の層(A)および第二の層(B)を備える多層製品であって、該第一の層(A)が式(I)
の紫外線安定剤0.01〜20重量パーセント((A)に対して)を含むフィルム厚1μm〜2mmを有するポリアルキル(メタ)アクリレートから成る紫外線保護層であり、かつ第二の層がポリカーボネートを含む、多層製品。 - 層(A)がフィルム厚1〜100μmを有する硬化ペイント塗料であり、式(I)を有する紫外線吸収剤の割合が層(A)に対して0.5〜20wt.%である、請求項1に記載の多層製品。
- 層(A)がフィルム厚1〜500μmを有する同時押出層であり、式(I)を有する紫外線吸収剤の割合が層(A)に対して0.05〜20wt.%である、請求項1に記載の多層製品。
- 層(A)がフィルム厚2μm〜2mmを有するフィルムであり、式(I)を有する紫外線吸収剤の割合が層(A)に対して0.01〜20wt.%である、請求項1に記載の多層製品。
- 式(I)
の紫外線安定剤0.01〜20重量パーセント((A)に対して)を含むフィルム厚1μm〜2mmを有するポリアルキル(メタ)アクリレートから成る紫外線保護層である別の層(C)を示し、層の順序が(A)−(B)−(C)であることを特徴とする、請求項1〜6の一項に記載の多層製品。 - 層(A)(および任意に層(C)または層(B))上にポリシロキサンペイント、シリケートコーティングまたはナノ粒子含有塗料に基づく別の耐引掻き性または耐摩耗性ペイントコートを示すことを特徴とする、請求項1〜7の一項に記載の多層製品。
- シート、フィルムおよび三次元成形品を含有する群から選択される、請求項1〜8の一項に記載の多層製品。
- 視覚的印象に関して永続する高い要求を有する屋外適用用の、特にグレージング適用用の、請求項1〜9の一項に記載の多層製品の使用。
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WO2011105382A1 (ja) | 2010-02-23 | 2011-09-01 | 旭硝子株式会社 | ハードコート層を有する樹脂基板 |
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JPWO2020203957A1 (ja) * | 2019-03-29 | 2021-12-02 | 大日本印刷株式会社 | 化粧シート及びこれを用いた化粧材、並びに表面保護層用樹脂組成物 |
US11958994B2 (en) | 2019-03-29 | 2024-04-16 | Dai Nippon Printing Co., Ltd. | Sheet, ornamental material, and resin composition |
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Also Published As
Publication number | Publication date |
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ES2367656T3 (es) | 2011-11-07 |
IL186584A (en) | 2013-03-24 |
TWI387532B (zh) | 2013-03-01 |
ATE516324T1 (de) | 2011-07-15 |
CN101198649A (zh) | 2008-06-11 |
US7442430B2 (en) | 2008-10-28 |
PL1874856T3 (pl) | 2011-12-30 |
RU2007141516A (ru) | 2009-05-20 |
DE102005017023A1 (de) | 2006-10-19 |
JP5530629B2 (ja) | 2014-06-25 |
MX2007012566A (es) | 2007-11-16 |
CN101198649B (zh) | 2011-11-09 |
TW200708397A (en) | 2007-03-01 |
EP1874856A1 (de) | 2008-01-09 |
IL186584A0 (en) | 2008-01-20 |
KR20080004595A (ko) | 2008-01-09 |
WO2006108520A1 (de) | 2006-10-19 |
CA2605230A1 (en) | 2006-10-19 |
AU2006233568A1 (en) | 2006-10-19 |
RU2420408C2 (ru) | 2011-06-10 |
RU2420408C9 (ru) | 2012-06-10 |
US20060234061A1 (en) | 2006-10-19 |
EP1874856B1 (de) | 2011-07-13 |
KR101256251B1 (ko) | 2013-04-18 |
BRPI0608912A2 (pt) | 2010-02-17 |
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