JP5548347B2 - 機能性パネル - Google Patents
機能性パネル Download PDFInfo
- Publication number
- JP5548347B2 JP5548347B2 JP2008193412A JP2008193412A JP5548347B2 JP 5548347 B2 JP5548347 B2 JP 5548347B2 JP 2008193412 A JP2008193412 A JP 2008193412A JP 2008193412 A JP2008193412 A JP 2008193412A JP 5548347 B2 JP5548347 B2 JP 5548347B2
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- meth
- monomer
- functional panel
- photopolymerizable
- 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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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 130
- 239000000178 monomer Substances 0.000 claims description 73
- 239000000463 material Substances 0.000 claims description 29
- 239000011247 coating layer Substances 0.000 claims description 27
- 239000010410 layer Substances 0.000 claims description 27
- 230000009477 glass transition Effects 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 8
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 8
- 239000004917 carbon fiber Substances 0.000 claims description 8
- 239000003365 glass fiber Substances 0.000 claims description 8
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 7
- 239000000945 filler Substances 0.000 claims description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 6
- 229920006337 unsaturated polyester resin Polymers 0.000 claims description 6
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 claims description 3
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- STZXUSSPDVUIMK-UHFFFAOYSA-N nonane-1,9-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCCCCCCCCCO STZXUSSPDVUIMK-UHFFFAOYSA-N 0.000 claims 1
- 239000011342 resin composition Substances 0.000 description 31
- -1 etc. Substances 0.000 description 26
- 239000000126 substance Substances 0.000 description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- 239000002585 base Substances 0.000 description 20
- 238000004043 dyeing Methods 0.000 description 19
- 229920002430 Fibre-reinforced plastic Polymers 0.000 description 15
- 239000011151 fibre-reinforced plastic Substances 0.000 description 15
- 229920005862 polyol Polymers 0.000 description 11
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 238000001723 curing Methods 0.000 description 10
- 239000000975 dye Substances 0.000 description 10
- 150000003077 polyols Chemical class 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 230000006866 deterioration Effects 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 8
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000003599 detergent Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 238000010186 staining Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000037308 hair color Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920005906 polyester polyol Polymers 0.000 description 5
- 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 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 230000004075 alteration Effects 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000003504 photosensitizing agent Substances 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 239000003677 Sheet moulding compound Substances 0.000 description 3
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 239000012459 cleaning agent Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 230000001678 irradiating effect Effects 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000012779 reinforcing material Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 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
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 238000012644 addition polymerization Methods 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 150000002611 lead compounds Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- OZDCBKYPNBVRSA-UHFFFAOYSA-N (4,4-dimethoxycyclohexa-1,5-dien-1-yl)-phenylmethanone Chemical compound C1=CC(OC)(OC)CC=C1C(=O)C1=CC=CC=C1 OZDCBKYPNBVRSA-UHFFFAOYSA-N 0.000 description 1
- KFJJYOKMAAQFHC-UHFFFAOYSA-N (4-methoxy-5,5-dimethylcyclohexa-1,3-dien-1-yl)-phenylmethanone Chemical compound C1C(C)(C)C(OC)=CC=C1C(=O)C1=CC=CC=C1 KFJJYOKMAAQFHC-UHFFFAOYSA-N 0.000 description 1
- BWZAUXRKSMJLMH-UHFFFAOYSA-N 1,1-diethoxyethylbenzene Chemical compound CCOC(C)(OCC)C1=CC=CC=C1 BWZAUXRKSMJLMH-UHFFFAOYSA-N 0.000 description 1
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- SDXHBDVTZNMBEW-UHFFFAOYSA-N 1-ethoxy-2-(2-hydroxyethoxy)ethanol Chemical compound CCOC(O)COCCO SDXHBDVTZNMBEW-UHFFFAOYSA-N 0.000 description 1
- CSCSROFYRUZJJH-UHFFFAOYSA-N 1-methoxyethane-1,2-diol Chemical compound COC(O)CO CSCSROFYRUZJJH-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
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- YXAOOTNFFAQIPZ-UHFFFAOYSA-N 1-nitrosonaphthalen-2-ol Chemical compound C1=CC=CC2=C(N=O)C(O)=CC=C21 YXAOOTNFFAQIPZ-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- QFSYADJLNBHAKO-UHFFFAOYSA-N 2,5-dihydroxy-1,4-benzoquinone Chemical compound OC1=CC(=O)C(O)=CC1=O QFSYADJLNBHAKO-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- VYZKQGGPNIFCLD-UHFFFAOYSA-N 3,3-dimethylhexane-2,2-diol Chemical compound CCCC(C)(C)C(C)(O)O VYZKQGGPNIFCLD-UHFFFAOYSA-N 0.000 description 1
- DOFIAZGYBIBEGI-UHFFFAOYSA-N 3-sulfanylphenol Chemical compound OC1=CC=CC(S)=C1 DOFIAZGYBIBEGI-UHFFFAOYSA-N 0.000 description 1
- YDIYEOMDOWUDTJ-UHFFFAOYSA-N 4-(dimethylamino)benzoic acid Chemical compound CN(C)C1=CC=C(C(O)=O)C=C1 YDIYEOMDOWUDTJ-UHFFFAOYSA-N 0.000 description 1
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- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium(IV) ethoxide Substances [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/12—Chemical modification
- C08J7/16—Chemical modification with polymerisable compounds
- C08J7/18—Chemical modification with polymerisable compounds using wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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Description
(CH 2 =CR 1 COO) n R 2 ・・・・・(1)
(式(1)中、R 1 は水素原子またはメチル基を示し、R 2 は炭素数5〜20のn価の炭化水素基を示し、nは1〜4の整数を示す)で表されるモノマーであることを特徴とする。
さらに、前記基材層は、不飽和ポリエステル樹脂、充填剤およびガラス繊維もしくは炭素繊維を含む材質からなるのが好ましい。
本発明の機能性パネルは、溶解パラメーター(SP値)が17.0(J/cm 3 ) 0.5 以上で且つ20.0(J/cm3)0.5以下である光重合性モノマーと光重合性オリゴマーとから得られる光硬化性樹脂組成物を硬化させてなる、ガラス転移温度が50℃以上である塗布層、および基材層を含み、前記光重合性モノマーが、上記式(1)で表されるモノマーであることを特徴としている。
上記光硬化性樹脂組成物に用いる光重合性モノマーは、溶解パラメーター(SP値)が17.0(J/cm 3 ) 0.5 以上で且つ20.0(J/cm3)0.5以下であることを特徴としている。このSP値(δ)とは、一般に液体のモル蒸発エネルギー(ΔEv)およびモル体積(V)より、次式によって定義される。
SP値(δ)=(δEv/V)0.5
さらに、SP値はFedors法によれば化学構造のみから推算することができる(「溶解パラメーター値(Solubility Parameter Values)」、ポリマーハンドブック(Polymer Handbook)、第4版(J,Brandrup他編集)参照)。なお、本明細書においてSP値とは、Fedors法よって算出される値を意味し、該値が低いほど光重合性モノマーが低極性であることを示す。上記光重合性モノマーのSP値は、好ましくは19.6(J/cm3)0.5以下、より好ましくは19.4(J/cm3)0.5以下である。
これら光重合性モノマーは1種単独で用いてもよく、2種以上組み合わせて用いてもよい。
光重合性モノマーのSP値=(19.0×3/4)+(21.0×1/4)=19.5・・・(X)
上記式(1)中、R2は炭素数5〜20のn価の炭化水素基を示し、ヘテロ原子を含まず、鎖状であっても環状であってもよい。また、基中の−CH2−は、−CH=CH−で置き換えられてもよい。nは1〜4の整数を示す。
上記光硬化性樹脂組成物に用いる光重合性オリゴマーとしては、具体的には、たとえば、ウレタン系(メタ)アクリレートオリゴマー、エポキシ系(メタ)アクリレートオリゴマー、エーテル系(メタ)アクリレートオリゴマー、エステル系(メタ)アクリレートオリゴマー、ポリカーボネート系(メタ)アクリレートオリゴマー、フッ素系(メタ)アクリレートオリゴマー、シリコーン系(メタ)アクリレートオリゴマー等が挙げられる。これら光重合性オリゴマーは、ポリエチレングリコール、ポリオキシプロピレングリコール、ポリテトラメチレンエーテルグリコール、ビスフェノールA型エポキシ樹脂、フェノールノボラック型エポキシ樹脂、多価アルコールとε-カプロラクトンの付加物等と、(メタ)アクリル酸との反応により、あるいはポリイソシアネート化合物及び水酸基を有する(メタ)アクリレート化合物をウレタン化することにより合成することができる。
本発明の機能性パネルに用いられる光硬化性樹脂組成物は、上記光重合性オリゴマーと上記光重合性モノマーとを含有している。これら光重合性オリゴマーと光重合性モノマーとの配合量は、質量比で、通常70:30〜30:70、好ましくは40:60〜60:40の量である。モノマーの配合量が少なすぎると、得られる光硬化性樹脂組成物の粘度が上昇して塗布性が悪化するおそれがあるとともに、耐薬品性および耐染色性を充分に発揮できない可能性がある。また、モノマーの配合量が多すぎると、塗膜の柔軟性が低下して脆性が高くなるおそれがある。したがって、光重合性オリゴマーと光重合性モノマーとの配合量が上記範囲内であると、光重合性モノマーが有する低極性を充分に発揮させることができるとともに、光硬化性樹脂組成物を硬化させた後の塗布層のガラス転移温度を好適な値に保持させることができる。これにより、これらSP値およびガラス転移温度の数値に起因する、機能性パネルの耐薬品性および耐染色性を向上させることが可能となる。さらに、光重合性モノマーが光重合性オリゴマーに対して有効な希釈剤として作用することも可能となり、光硬化性樹脂組成物が適度な粘度を呈しやすく、良好な塗布性をも付与することができる。
上記光硬化性組成物を基材上に塗布し、次いで光硬化させることによって、基材層上に塗布層を形成する。形成された塗布層のガラス転移温度は、50℃以上であり、70℃以上であるのが好ましく、80℃以上であるのがより好ましい。ガラス転移温度の上限値は特に制限されないが、原料入手の容易性等の観点からすれば、通常200℃以下であるのが望ましい。塗布層のガラス転移温度が上記範囲内であると、上述した光重合性モノマーが有するSP値に起因する効果と相まって、機能性パネルの耐薬品性および耐染色性をより向上させることが可能となる。特に耐染色性において顕著な効果を発揮する。
本発明の機能性パネルに用いられる基材層の材質としては、スレート、コンクリート、金属、珪酸カルシウム、炭酸カルシウム、ガラス等の無機質材;木質材のほか、ポリプロピレン、ポリスチレン、ポリカーボネート、不飽和ポリエステル樹脂等の有機質材;およびこれらの複合材が挙げられる。なかでも、有機質剤にガラス繊維や炭素繊維などの繊維を加えた材質、いわゆるFRP(繊維強化プラスチック)であるのが好ましい。FRPとしては、不飽和ポリエステル樹脂、充填剤およびガラス繊維もしくは炭素繊維を含むシート状のシートモールディングコンパウンド(SMC)、SMCと同様の複合材であって短繊維を含む塊状のBMCなどが挙げられる。一般に、FRPは、熱硬化性樹脂、有機過酸化物(硬化剤)、充填剤、低収縮剤、内部離型剤、強化材、架橋剤、および増粘剤などを配合したものであって、所定の温度に設定した金型内に入れて加圧し、建材として配置する場所に応じた形状に成形して用いられるものである。なかでも、熱可塑性樹脂として不飽和ポリエステル、充填剤、および強化材としてガラス繊維もしくは炭素繊維を含むFRPであると、得られる機能性パネル全体の強度および耐久性等をより向上させることができる。
本発明の機能性パネルは、上記塗布層と基材層を含み、該塗布層は該基材層上に形成されてなる。機能性パネル全体の厚さは、通常、2.5mm以上であるのが好ましい。機能性パネル全体の厚さの上限は特に制限されず、上記塗布層を基材層上の表面および裏面の双方に形成してもよく、必要に応じてこれら基材層および塗布層に加え、これらの層間に種々の材質からなる中間層を形成した多層構造としてもよい。この際、上記塗布層は上述のとおり優れた耐薬品性および耐染色性を奏するため、該塗布層を機能性パネルの最表面層として形成するのが望ましい。中間層としては、たとえば、基材層と塗布層との接着性を向上させるためのアンダーコート層、機能性パネルの意匠性を向上させるための模様や色彩を付与した化粧層等が挙げられる。
表1に示す内容に従い、攪拌装置に光重合性オリゴマー60質量部および光重合性モノマー40質量部を投入して混合し、次いで光重合開始剤(IRGACURE 184、チバ・スペシャルティ・ケミカルズ(株)製)1質量部を加えて2分間攪拌し、脱泡処理を施して光硬化性樹脂組成物(C1〜C11)を得た。
FRP(デックマット(登録商標)2415、DIC化工(株)製)からなる基材の上面に、上記調製した光硬化性樹脂組成物C1を厚さ20μmになるように塗布した。次いで、UV照射(1000mW/cm2、4000mJ/cm2)して光硬化性樹脂組成物C1を硬化させ、機能性パネルを得た。
各々上記調製した光硬化性樹脂組成物C2〜C6を用いた以外は、実施例1にしたがって機能性パネルを得た。
各々上記調製した光硬化性樹脂組成物C7〜C11を用いた以外は、実施例1にしたがって機能性パネルを得た。
ガラス転移温度(Tg)の測定は、動的粘弾性装置(DMS6100、セイコーインスツル(株)製)を用いて、測定周波数:1.0Hz、昇温速度:3.0℃/minの条件下で行った。
実施例1で得られた機能性パネルを用い、下記に示す薬品を各条件下で浸漬し、機能性パネルの変化を観察し、その変化の度合いを色差計(SpectroEye、サカタインクスエンジニアリング(株)製)を用いて下記式(A)に基づき、浸漬部位と未浸漬部位とのLab色差(ΔE)を求めた。
ΔE=(Δa2+Δb2+ΔL2)1/2 ・・・(A)
該数値は、小さいほど薬品に対して良好な耐性を有することを意味し、3.0以下であるのが好ましくは、1.0以下であるのがより好ましい。1.0以下の場合には、ほぼ変化がないものとみなすことができる。
HCl・・・3質量%濃度のHCl水溶液に1時間浸漬した。
NaOH・・5質量%濃度のNaOH水溶液に1時間浸漬した。
BM・・・・市販洗剤(パワースプレー\バスマジックリン(登録商標)、花王株式会社製)に24時間浸漬した。
これらの結果を表2に示す。
ガラス基板上に、厚さ1.0mmになるよう上記光硬化性樹脂組成物(C1〜C11)を塗布した。窒素雰囲気下、UV照射(1000mW/cm2、4000mJ/cm2)して光硬化性樹脂組成物(C1〜C11)を硬化させ、各サンプルを得た。
Claims (4)
- 溶解パラメーター(SP値)が17.0(J/cm 3 ) 0.5 以上で且つ20.0(J/cm3)0.5以下である光重合性モノマーと光重合性オリゴマーとから得られる光硬化性樹脂組成物を硬化させてなる、ガラス転移温度が50℃以上である塗布層、および基材層を含み、
前記光重合性モノマーが、下記式(1):
(CH 2 =CR 1 COO) n R 2 ・・・・・(1)
(式(1)中、R 1 は水素原子またはメチル基を示し、R 2 は炭素数5〜20のn価の炭化水素基を示し、nは1〜4の整数を示す)で表されるモノマーである
ことを特徴とする機能性パネル。 - 前記光重合性モノマーが、イソボルニル(メタ)アクリレート、1,6−ヘキサンジオールジ(メタ)アクリレート、ジメチロールトリシクロデカンジ(メタ)アクリレート、イソアミル(メタ)アクリレート、ラウリル(メタ)アクリレート、トリデシル(メタ)アクリレート、イソミリスチル(メタ)アクリレート、ステアリル(メタ)アクリレート、3−メチル−1,5−ペンタンジオールジ(メタ)アクリレート、ネオペンチルグリコールジ(メタ)アクリレート、シクロヘキサンジメタノールジ(メタ)アクリレート、1,9−ノナンジオールジ(メタ)アクリレート、トリメチロールプロパントリ(メタ)アクリレート、ペンタエリスリトールテトラ(メタ)アクリレートからなる群より選ばれる少なくとも1種のモノマーであることを特徴とする請求項1に記載の機能性パネル。
- 前記光重合性モノマーと前記光重合性オリゴマーとの配合量が、質量比で70:30〜30:70の量であることを特徴とする請求項1又は2に記載の機能性パネル。
- 前記基材層が、不飽和ポリエステル樹脂、充填剤およびガラス繊維もしくは炭素繊維を含む材質からなることを特徴とする請求項1〜3のいずれかに記載の機能性パネル。
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TW201026497A (en) | 2010-07-16 |
CN102112306A (zh) | 2011-06-29 |
CN102112306B (zh) | 2013-12-18 |
WO2010013627A1 (ja) | 2010-02-04 |
TWI417191B (zh) | 2013-12-01 |
KR101196625B1 (ko) | 2012-11-02 |
KR20110038076A (ko) | 2011-04-13 |
JP2010030100A (ja) | 2010-02-12 |
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