JP4656845B2 - ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 - Google Patents
ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 Download PDFInfo
- Publication number
- JP4656845B2 JP4656845B2 JP2004019023A JP2004019023A JP4656845B2 JP 4656845 B2 JP4656845 B2 JP 4656845B2 JP 2004019023 A JP2004019023 A JP 2004019023A JP 2004019023 A JP2004019023 A JP 2004019023A JP 4656845 B2 JP4656845 B2 JP 4656845B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- polysilsesquioxane
- meth
- sensitive adhesive
- acrylate
- 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.)
- Expired - Lifetime
Links
- 229920000734 polysilsesquioxane polymer Polymers 0.000 title claims description 62
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims description 48
- 229920000578 graft copolymer Polymers 0.000 title claims description 40
- 238000000034 method Methods 0.000 title description 10
- -1 oxan compound Chemical class 0.000 claims description 99
- 150000001875 compounds Chemical class 0.000 claims description 32
- 229910000077 silane Inorganic materials 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 239000010410 layer Substances 0.000 claims description 10
- 239000007870 radical polymerization initiator Substances 0.000 claims description 10
- 150000002430 hydrocarbons Chemical group 0.000 claims description 7
- 238000002411 thermogravimetry Methods 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 238000005259 measurement Methods 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 229920005604 random copolymer Polymers 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 230000004580 weight loss Effects 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 68
- 230000001070 adhesive effect Effects 0.000 description 25
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 24
- 239000000853 adhesive Substances 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 21
- 125000001424 substituent group Chemical group 0.000 description 20
- 239000002904 solvent Substances 0.000 description 13
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000000123 paper Substances 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 6
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000000732 arylene group Chemical group 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000001542 size-exclusion chromatography Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 125000005647 linker group Chemical group 0.000 description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 description 4
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-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
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 229940093499 ethyl acetate Drugs 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 229940017219 methyl propionate Drugs 0.000 description 3
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229940059574 pentaerithrityl Drugs 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920006290 polyethylene naphthalate film Polymers 0.000 description 3
- 229940090181 propyl acetate Drugs 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 3
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 2
- 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 2
- HMFFOEBLYHLRQN-UHFFFAOYSA-N 4-trichlorosilylbutanenitrile Chemical compound Cl[Si](Cl)(Cl)CCCC#N HMFFOEBLYHLRQN-UHFFFAOYSA-N 0.000 description 2
- PAGFRNNRVSYNJA-UHFFFAOYSA-N 4-triethoxysilylbenzenethiol Chemical compound SC1=CC=C(C=C1)[Si](OCC)(OCC)OCC PAGFRNNRVSYNJA-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- HSOYYCLJBUIKMI-UHFFFAOYSA-N C[SiH2]OC(Cl)Cl Chemical compound C[SiH2]OC(Cl)Cl HSOYYCLJBUIKMI-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 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 2
- 238000009835 boiling Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229940043232 butyl acetate Drugs 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- PGGYWYZJYRRNPJ-UHFFFAOYSA-N cyclohexanone;n,n-dimethylformamide Chemical compound CN(C)C=O.O=C1CCCCC1 PGGYWYZJYRRNPJ-UHFFFAOYSA-N 0.000 description 2
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 2
- 239000004914 cyclooctane Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000011086 glassine Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000003136 n-heptyl 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])* 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 2
- 239000005054 phenyltrichlorosilane Substances 0.000 description 2
- 229920001707 polybutylene terephthalate Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 2
- 150000003462 sulfoxides Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 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
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 2
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 2
- 229920001567 vinyl ester resin Chemical class 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 1
- SZCWBURCISJFEZ-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 3-hydroxy-2,2-dimethylpropanoate Chemical compound OCC(C)(C)COC(=O)C(C)(C)CO SZCWBURCISJFEZ-UHFFFAOYSA-N 0.000 description 1
- SWYZNMNIUXTWTF-UHFFFAOYSA-N (4-chlorophenyl)-trimethoxysilane Chemical compound CO[Si](OC)(OC)C1=CC=C(Cl)C=C1 SWYZNMNIUXTWTF-UHFFFAOYSA-N 0.000 description 1
- MJYFYGVCLHNRKB-UHFFFAOYSA-N 1,1,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(F)(F)CF MJYFYGVCLHNRKB-UHFFFAOYSA-N 0.000 description 1
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 description 1
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 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
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- QGOFMXMUUBUTLC-UHFFFAOYSA-N 1-[chloro(diethoxy)silyl]ethanethiol Chemical compound SC(C)[Si](OCC)(OCC)Cl QGOFMXMUUBUTLC-UHFFFAOYSA-N 0.000 description 1
- DQXDVKWZUDXAFB-UHFFFAOYSA-N 1-[chloro(dimethoxy)silyl]ethanethiol Chemical compound SC(C)[Si](OC)(OC)Cl DQXDVKWZUDXAFB-UHFFFAOYSA-N 0.000 description 1
- BOVQCIDBZXNFEJ-UHFFFAOYSA-N 1-chloro-3-ethenylbenzene Chemical compound ClC1=CC=CC(C=C)=C1 BOVQCIDBZXNFEJ-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- GRFNSWBVXHLTCI-UHFFFAOYSA-N 1-ethenyl-4-[(2-methylpropan-2-yl)oxy]benzene Chemical compound CC(C)(C)OC1=CC=C(C=C)C=C1 GRFNSWBVXHLTCI-UHFFFAOYSA-N 0.000 description 1
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-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
- WUIJTQZXUURFQU-UHFFFAOYSA-N 1-methylsulfonylethene Chemical compound CS(=O)(=O)C=C WUIJTQZXUURFQU-UHFFFAOYSA-N 0.000 description 1
- KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- AVUJJYWHWAPJMY-UHFFFAOYSA-N 1-tribromosilylethanethiol Chemical compound SC(C)[Si](Br)(Br)Br AVUJJYWHWAPJMY-UHFFFAOYSA-N 0.000 description 1
- HCRQBPCGDYXWRP-UHFFFAOYSA-N 1-tributoxysilylethanethiol Chemical compound CCCCO[Si](OCCCC)(OCCCC)C(C)S HCRQBPCGDYXWRP-UHFFFAOYSA-N 0.000 description 1
- IAHCFJNSGWBAMR-UHFFFAOYSA-N 1-trichlorosilylethanethiol Chemical compound CC(S)[Si](Cl)(Cl)Cl IAHCFJNSGWBAMR-UHFFFAOYSA-N 0.000 description 1
- IWMLEYMGJALFPO-UHFFFAOYSA-N 1-triethoxysilylethanethiol Chemical compound CCO[Si](OCC)(OCC)C(C)S IWMLEYMGJALFPO-UHFFFAOYSA-N 0.000 description 1
- IKZUQISIMLMOQI-UHFFFAOYSA-N 1-trimethoxysilylethanethiol Chemical compound CO[Si](OC)(OC)C(C)S IKZUQISIMLMOQI-UHFFFAOYSA-N 0.000 description 1
- MTUMTSXOETWCAM-UHFFFAOYSA-N 1-tripropoxysilylethanethiol Chemical compound CCCO[Si](OCCC)(OCCC)C(C)S MTUMTSXOETWCAM-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- GVMDRKJGCCILMK-UHFFFAOYSA-N 2-(2-propylphenoxy)ethanol Chemical compound CCCC1=CC=CC=C1OCCO GVMDRKJGCCILMK-UHFFFAOYSA-N 0.000 description 1
- TWFDUASEWSCMRO-UHFFFAOYSA-N 2-[(2-propylphenoxy)methyl]oxirane Chemical compound CCCC1=CC=CC=C1OCC1OC1 TWFDUASEWSCMRO-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WSTHFJDMVSCOHN-UHFFFAOYSA-N 2-[chloro(diethoxy)silyl]ethanethiol Chemical compound SCC[Si](OCC)(OCC)Cl WSTHFJDMVSCOHN-UHFFFAOYSA-N 0.000 description 1
- WXMOOUVVULRKOQ-UHFFFAOYSA-N 2-[diethoxy(phenyl)silyl]oxyethanethiol Chemical compound SCCO[Si](OCC)(OCC)C1=CC=CC=C1 WXMOOUVVULRKOQ-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- VMLFQRLSBOKJAR-UHFFFAOYSA-N 2-tribromosilylacetonitrile Chemical compound C(#N)C[Si](Br)(Br)Br VMLFQRLSBOKJAR-UHFFFAOYSA-N 0.000 description 1
- DJAYAIOEWZOCPG-UHFFFAOYSA-N 2-tribromosilylethanethiol Chemical compound SCC[Si](Br)(Br)Br DJAYAIOEWZOCPG-UHFFFAOYSA-N 0.000 description 1
- XBHIHVZAFGFKNP-UHFFFAOYSA-N 2-tributoxysilylethanethiol Chemical compound CCCCO[Si](CCS)(OCCCC)OCCCC XBHIHVZAFGFKNP-UHFFFAOYSA-N 0.000 description 1
- UHNXNDNFEHZPTF-UHFFFAOYSA-N 2-trichlorosilylethanethiol Chemical compound SCC[Si](Cl)(Cl)Cl UHNXNDNFEHZPTF-UHFFFAOYSA-N 0.000 description 1
- OBHKQIOOIQZAAW-UHFFFAOYSA-N 2-triethoxysilylacetonitrile Chemical compound CCO[Si](CC#N)(OCC)OCC OBHKQIOOIQZAAW-UHFFFAOYSA-N 0.000 description 1
- DVNPFNZTPMWRAX-UHFFFAOYSA-N 2-triethoxysilylethanethiol Chemical compound CCO[Si](CCS)(OCC)OCC DVNPFNZTPMWRAX-UHFFFAOYSA-N 0.000 description 1
- CYRCOEQNWVOXOR-UHFFFAOYSA-N 2-trimethoxysilylacetonitrile Chemical compound CO[Si](OC)(OC)CC#N CYRCOEQNWVOXOR-UHFFFAOYSA-N 0.000 description 1
- LOSLJXKHQKRRFN-UHFFFAOYSA-N 2-trimethoxysilylethanethiol Chemical compound CO[Si](OC)(OC)CCS LOSLJXKHQKRRFN-UHFFFAOYSA-N 0.000 description 1
- UZEBPNPRXOYGRA-UHFFFAOYSA-N 2-tripropoxysilylethanethiol Chemical compound CCCO[Si](CCS)(OCCC)OCCC UZEBPNPRXOYGRA-UHFFFAOYSA-N 0.000 description 1
- QISZCVLALJOROC-UHFFFAOYSA-N 3-(2-hydroxyethyl)-4-(2-prop-2-enoyloxyethyl)phthalic acid Chemical compound OCCC1=C(CCOC(=O)C=C)C=CC(C(O)=O)=C1C(O)=O QISZCVLALJOROC-UHFFFAOYSA-N 0.000 description 1
- QSTYYIYHMFRSLL-UHFFFAOYSA-N 3-(dichloromethoxysilyl)propane-1-thiol Chemical compound SCCC[SiH2]OC(Cl)Cl QSTYYIYHMFRSLL-UHFFFAOYSA-N 0.000 description 1
- JXQGJUXTBRBCAI-UHFFFAOYSA-N 3-[chloro(diethoxy)silyl]propane-1-thiol Chemical compound CCO[Si](Cl)(OCC)CCCS JXQGJUXTBRBCAI-UHFFFAOYSA-N 0.000 description 1
- DAPUTXWYDFLPNQ-UHFFFAOYSA-N 3-[chloro(dimethoxy)silyl]propane-1-thiol Chemical compound CO[Si](Cl)(OC)CCCS DAPUTXWYDFLPNQ-UHFFFAOYSA-N 0.000 description 1
- DTWXEVMLNIDHJB-UHFFFAOYSA-N 3-[dichloro(ethoxy)silyl]propane-1-thiol Chemical compound CCO[Si](Cl)(Cl)CCCS DTWXEVMLNIDHJB-UHFFFAOYSA-N 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
- YOZBCNGGSXQSDX-UHFFFAOYSA-N 3-tribromosilylpropane-1-thiol Chemical compound SCCC[Si](Br)(Br)Br YOZBCNGGSXQSDX-UHFFFAOYSA-N 0.000 description 1
- IIPJJIFHCHZWNM-UHFFFAOYSA-N 3-tribromosilylpropanenitrile Chemical compound Br[Si](Br)(Br)CCC#N IIPJJIFHCHZWNM-UHFFFAOYSA-N 0.000 description 1
- FALAGWLWVIAIDR-UHFFFAOYSA-N 3-tribromosilylpropyl acetate Chemical compound CC(=O)OCCC[Si](Br)(Br)Br FALAGWLWVIAIDR-UHFFFAOYSA-N 0.000 description 1
- ICHAUYNXFWOLPC-UHFFFAOYSA-N 3-tributoxysilylpropane-1-thiol Chemical compound CCCCO[Si](CCCS)(OCCCC)OCCCC ICHAUYNXFWOLPC-UHFFFAOYSA-N 0.000 description 1
- LFISKRQSAQVHQP-UHFFFAOYSA-N 3-trichlorosilylpropane-1-thiol Chemical compound SCCC[Si](Cl)(Cl)Cl LFISKRQSAQVHQP-UHFFFAOYSA-N 0.000 description 1
- OLBGECWYBGXCNV-UHFFFAOYSA-N 3-trichlorosilylpropanenitrile Chemical compound Cl[Si](Cl)(Cl)CCC#N OLBGECWYBGXCNV-UHFFFAOYSA-N 0.000 description 1
- VAZGKQJHXXBSSK-UHFFFAOYSA-N 3-trichlorosilylpropyl acetate Chemical compound CC(=O)OCCC[Si](Cl)(Cl)Cl VAZGKQJHXXBSSK-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- GBQYMXVQHATSCC-UHFFFAOYSA-N 3-triethoxysilylpropanenitrile Chemical compound CCO[Si](OCC)(OCC)CCC#N GBQYMXVQHATSCC-UHFFFAOYSA-N 0.000 description 1
- ADBORBCPXCNQOI-UHFFFAOYSA-N 3-triethoxysilylpropyl acetate Chemical compound CCO[Si](OCC)(OCC)CCCOC(C)=O ADBORBCPXCNQOI-UHFFFAOYSA-N 0.000 description 1
- KVUMYOWDFZAGPN-UHFFFAOYSA-N 3-trimethoxysilylpropanenitrile Chemical compound CO[Si](OC)(OC)CCC#N KVUMYOWDFZAGPN-UHFFFAOYSA-N 0.000 description 1
- FZTPAOAMKBXNSH-UHFFFAOYSA-N 3-trimethoxysilylpropyl acetate Chemical compound CO[Si](OC)(OC)CCCOC(C)=O FZTPAOAMKBXNSH-UHFFFAOYSA-N 0.000 description 1
- DECHJJJXDGPZHY-UHFFFAOYSA-N 3-tripropoxysilylpropane-1-thiol Chemical compound CCCO[Si](CCCS)(OCCC)OCCC DECHJJJXDGPZHY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- WPSWDCBWMRJJED-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;oxirane Chemical compound C1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 WPSWDCBWMRJJED-UHFFFAOYSA-N 0.000 description 1
- CEHDWNALKVMLEP-UHFFFAOYSA-N 4-[chloro(diethoxy)silyl]butane-1-thiol Chemical compound SCCCC[Si](OCC)(OCC)Cl CEHDWNALKVMLEP-UHFFFAOYSA-N 0.000 description 1
- XMPQPJPUAQRTMY-UHFFFAOYSA-N 4-[chloro(dimethoxy)silyl]butane-1-thiol Chemical compound SCCCC[Si](OC)(OC)Cl XMPQPJPUAQRTMY-UHFFFAOYSA-N 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- IYKAOQZYVGRWRK-UHFFFAOYSA-N 4-tribromosilylbenzenethiol Chemical compound SC1=CC=C(C=C1)[Si](Br)(Br)Br IYKAOQZYVGRWRK-UHFFFAOYSA-N 0.000 description 1
- NASMETMJSXNBRG-UHFFFAOYSA-N 4-tribromosilylbutanenitrile Chemical compound Br[Si](Br)(Br)CCCC#N NASMETMJSXNBRG-UHFFFAOYSA-N 0.000 description 1
- PLQNKYJNWSWPTJ-UHFFFAOYSA-N 4-tributoxysilylbenzenethiol Chemical compound CCCCO[Si](OCCCC)(OCCCC)C1=CC=C(S)C=C1 PLQNKYJNWSWPTJ-UHFFFAOYSA-N 0.000 description 1
- SXZJHSWOKPTUJJ-UHFFFAOYSA-N 4-tributoxysilylbutane-1-thiol Chemical compound SCCCC[Si](OCCCC)(OCCCC)OCCCC SXZJHSWOKPTUJJ-UHFFFAOYSA-N 0.000 description 1
- QDNOZUYBOJUIFN-UHFFFAOYSA-N 4-trichlorosilylbenzenethiol Chemical compound SC1=CC=C(C=C1)[Si](Cl)(Cl)Cl QDNOZUYBOJUIFN-UHFFFAOYSA-N 0.000 description 1
- RVAVYOJYNISEQK-UHFFFAOYSA-N 4-triethoxysilylbutane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCCS RVAVYOJYNISEQK-UHFFFAOYSA-N 0.000 description 1
- VGIURMCNTDVGJM-UHFFFAOYSA-N 4-triethoxysilylbutanenitrile Chemical compound CCO[Si](OCC)(OCC)CCCC#N VGIURMCNTDVGJM-UHFFFAOYSA-N 0.000 description 1
- YOGGEQGJKPNWKJ-UHFFFAOYSA-N 4-trimethoxysilylbenzenethiol Chemical compound CO[Si](OC)(OC)C1=CC=C(S)C=C1 YOGGEQGJKPNWKJ-UHFFFAOYSA-N 0.000 description 1
- LMAFAQBMCIYHQS-UHFFFAOYSA-N 4-trimethoxysilylbutane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCS LMAFAQBMCIYHQS-UHFFFAOYSA-N 0.000 description 1
- FPJPAIQDDFIEKJ-UHFFFAOYSA-N 4-trimethoxysilylbutanenitrile Chemical compound CO[Si](OC)(OC)CCCC#N FPJPAIQDDFIEKJ-UHFFFAOYSA-N 0.000 description 1
- YZNFYPUQOCCFRU-UHFFFAOYSA-N 4-tripropoxysilylbenzenethiol Chemical compound SC1=CC=C(C=C1)[Si](OCCC)(OCCC)OCCC YZNFYPUQOCCFRU-UHFFFAOYSA-N 0.000 description 1
- JRYUZCLLNMIMQM-UHFFFAOYSA-N 4-tripropoxysilylbutane-1-thiol Chemical compound CCCO[Si](OCCC)(OCCC)CCCCS JRYUZCLLNMIMQM-UHFFFAOYSA-N 0.000 description 1
- GGZIIWYVWLILDG-UHFFFAOYSA-N 5-[chloro(diethoxy)silyl]pentane-1-thiol Chemical compound SCCCCC[Si](OCC)(OCC)Cl GGZIIWYVWLILDG-UHFFFAOYSA-N 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- RVDLHGSZWAELAU-UHFFFAOYSA-N 5-tert-butylthiophene-2-carbonyl chloride Chemical compound CC(C)(C)C1=CC=C(C(Cl)=O)S1 RVDLHGSZWAELAU-UHFFFAOYSA-N 0.000 description 1
- VVOILSGGKBRESH-UHFFFAOYSA-N 5-tribromosilylpentane-1-thiol Chemical compound SCCCCC[Si](Br)(Br)Br VVOILSGGKBRESH-UHFFFAOYSA-N 0.000 description 1
- RYUYVYBMPZFDKZ-UHFFFAOYSA-N 5-triethoxysilylpentane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCCCS RYUYVYBMPZFDKZ-UHFFFAOYSA-N 0.000 description 1
- HDSQGILQHJLCFA-UHFFFAOYSA-N 5-trimethoxysilylpentane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCCS HDSQGILQHJLCFA-UHFFFAOYSA-N 0.000 description 1
- PNRYBLONOYAKQG-UHFFFAOYSA-N 5-trimethoxysilylpentanenitrile Chemical compound CO[Si](OC)(OC)CCCCC#N PNRYBLONOYAKQG-UHFFFAOYSA-N 0.000 description 1
- INMOMMXOYQOYNH-UHFFFAOYSA-N 5-tripropoxysilylpentane-1-thiol Chemical compound SCCCCC[Si](OCCC)(OCCC)OCCC INMOMMXOYQOYNH-UHFFFAOYSA-N 0.000 description 1
- PPISUJHKYIZSRI-UHFFFAOYSA-N 6-trimethoxysilylhexane-1-thiol Chemical compound CO[Si](OC)(OC)CCCCCCS PPISUJHKYIZSRI-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical group CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004697 Polyetherimide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- WCYHKGNYLTVAOE-UHFFFAOYSA-N SC(C)[SiH2]OC(Cl)Cl Chemical compound SC(C)[SiH2]OC(Cl)Cl WCYHKGNYLTVAOE-UHFFFAOYSA-N 0.000 description 1
- XQOASFNGCAWCIX-UHFFFAOYSA-N SC1=CC=C(C=C1)[SiH2]OC(Cl)Cl Chemical compound SC1=CC=C(C=C1)[SiH2]OC(Cl)Cl XQOASFNGCAWCIX-UHFFFAOYSA-N 0.000 description 1
- OJWIKUMYJQMTPA-UHFFFAOYSA-N SCCCCC[SiH2]OC(Cl)Cl.SCCCCC[Si](OC)(OC)Cl Chemical compound SCCCCC[SiH2]OC(Cl)Cl.SCCCCC[Si](OC)(OC)Cl OJWIKUMYJQMTPA-UHFFFAOYSA-N 0.000 description 1
- NTHHZUOBTQNIIO-UHFFFAOYSA-N SCCCCC[SiH2]OCC(Cl)Cl Chemical compound SCCCCC[SiH2]OCC(Cl)Cl NTHHZUOBTQNIIO-UHFFFAOYSA-N 0.000 description 1
- OUUFQLFRJGSOJR-UHFFFAOYSA-N SCCCCC[Si](Cl)(Cl)Cl Chemical compound SCCCCC[Si](Cl)(Cl)Cl OUUFQLFRJGSOJR-UHFFFAOYSA-N 0.000 description 1
- NWTXVMZIEXZYBE-UHFFFAOYSA-N SCCCC[SiH2]OC(Cl)Cl Chemical compound SCCCC[SiH2]OC(Cl)Cl NWTXVMZIEXZYBE-UHFFFAOYSA-N 0.000 description 1
- RLLYTRIVWCHYAU-UHFFFAOYSA-N SCCCC[Si](Br)(Br)Br.SCCCC[SiH2]OCC(Cl)Cl Chemical compound SCCCC[Si](Br)(Br)Br.SCCCC[SiH2]OCC(Cl)Cl RLLYTRIVWCHYAU-UHFFFAOYSA-N 0.000 description 1
- SHWWUJOWAWDTQN-UHFFFAOYSA-N SCCCC[Si](Cl)(Cl)Cl Chemical compound SCCCC[Si](Cl)(Cl)Cl SHWWUJOWAWDTQN-UHFFFAOYSA-N 0.000 description 1
- UACHNDGMBFIMIL-UHFFFAOYSA-N SCC[SiH2]OC(Cl)Cl.SCC[Si](OC)(OC)Cl Chemical compound SCC[SiH2]OC(Cl)Cl.SCC[Si](OC)(OC)Cl UACHNDGMBFIMIL-UHFFFAOYSA-N 0.000 description 1
- UQTPGHXBWNIIIA-UHFFFAOYSA-N SCC[SiH2]OCC(Cl)Cl Chemical compound SCC[SiH2]OCC(Cl)Cl UQTPGHXBWNIIIA-UHFFFAOYSA-N 0.000 description 1
- TVOHYIJPUAAJOC-UHFFFAOYSA-N SC[SiH2]OC(Cl)Cl Chemical compound SC[SiH2]OC(Cl)Cl TVOHYIJPUAAJOC-UHFFFAOYSA-N 0.000 description 1
- CZBBKUJHCCNBCV-UHFFFAOYSA-N SC[SiH2]OCC(Cl)Cl Chemical compound SC[SiH2]OCC(Cl)Cl CZBBKUJHCCNBCV-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- BDHRJYMFFOJGRF-UHFFFAOYSA-N [chloro(diethoxy)silyl]methanethiol Chemical compound SC[Si](OCC)(OCC)Cl BDHRJYMFFOJGRF-UHFFFAOYSA-N 0.000 description 1
- GXGUCNAOKZENBF-UHFFFAOYSA-N [chloro(dimethoxy)silyl]methanethiol Chemical compound SC[Si](OC)(OC)Cl GXGUCNAOKZENBF-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000005569 butenylene group Chemical group 0.000 description 1
- RHZIVIGKRFVETQ-UHFFFAOYSA-N butyl 2-methylpropaneperoxoate Chemical compound CCCCOOC(=O)C(C)C RHZIVIGKRFVETQ-UHFFFAOYSA-N 0.000 description 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YSNGQKQKGVZLJO-UHFFFAOYSA-N chloro(dimethoxy)silane Chemical compound CO[SiH](Cl)OC YSNGQKQKGVZLJO-UHFFFAOYSA-N 0.000 description 1
- PELBZXLLQLEQAU-UHFFFAOYSA-N chloro-diethoxy-methylsilane Chemical compound CCO[Si](C)(Cl)OCC PELBZXLLQLEQAU-UHFFFAOYSA-N 0.000 description 1
- GYQKYMDXABOCBE-UHFFFAOYSA-N chloro-dimethoxy-methylsilane Chemical compound CO[Si](C)(Cl)OC GYQKYMDXABOCBE-UHFFFAOYSA-N 0.000 description 1
- XTUSCGHJFRPEFH-UHFFFAOYSA-N chloro-dimethoxy-phenylsilane Chemical compound CO[Si](Cl)(OC)C1=CC=CC=C1 XTUSCGHJFRPEFH-UHFFFAOYSA-N 0.000 description 1
- LFJMRJHKLLWKAN-UHFFFAOYSA-N chloro-dimethoxy-propylsilane Chemical compound CCC[Si](Cl)(OC)OC LFJMRJHKLLWKAN-UHFFFAOYSA-N 0.000 description 1
- XZOKYDWIQYKBFQ-UHFFFAOYSA-N chloro-ethyl-dimethoxysilane Chemical compound CC[Si](Cl)(OC)OC XZOKYDWIQYKBFQ-UHFFFAOYSA-N 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 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 1
- 125000002704 decyl 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])* 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- RFWWLWUYPZEUCO-UHFFFAOYSA-N dichloromethoxy(ethyl)silane Chemical compound C(C)[SiH2]OC(Cl)Cl RFWWLWUYPZEUCO-UHFFFAOYSA-N 0.000 description 1
- HBEBJBYFDYUTPH-UHFFFAOYSA-N dichloromethoxy(phenyl)silane Chemical compound C1(=CC=CC=C1)[SiH2]OC(Cl)Cl HBEBJBYFDYUTPH-UHFFFAOYSA-N 0.000 description 1
- GSKJMEQNVZJJIL-UHFFFAOYSA-N dichloromethoxy(propyl)silane Chemical compound C(CC)[SiH2]OC(Cl)Cl GSKJMEQNVZJJIL-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical class C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000010559 graft polymerization reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001601 polyetherimide Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006264 polyurethane film Polymers 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 125000006410 propenylene group Chemical group 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- KVENDAGPVNAYLY-UHFFFAOYSA-N tribromo(ethyl)silane Chemical compound CC[Si](Br)(Br)Br KVENDAGPVNAYLY-UHFFFAOYSA-N 0.000 description 1
- KBSUPJLTDMARAI-UHFFFAOYSA-N tribromo(methyl)silane Chemical compound C[Si](Br)(Br)Br KBSUPJLTDMARAI-UHFFFAOYSA-N 0.000 description 1
- HPTIEXHGTPSFDC-UHFFFAOYSA-N tribromo(phenyl)silane Chemical compound Br[Si](Br)(Br)C1=CC=CC=C1 HPTIEXHGTPSFDC-UHFFFAOYSA-N 0.000 description 1
- MQMDUGXOQKTZQV-UHFFFAOYSA-N tribromosilylmethanethiol Chemical compound SC[Si](Br)(Br)Br MQMDUGXOQKTZQV-UHFFFAOYSA-N 0.000 description 1
- REPXDYPIECLVJZ-UHFFFAOYSA-N tribromosilylmethyl acetate Chemical compound C(C)(=O)OC[Si](Br)(Br)Br REPXDYPIECLVJZ-UHFFFAOYSA-N 0.000 description 1
- SNXFCXCGMCBLBI-UHFFFAOYSA-N tributoxysilylmethanethiol Chemical compound CCCCO[Si](CS)(OCCCC)OCCCC SNXFCXCGMCBLBI-UHFFFAOYSA-N 0.000 description 1
- ZOYFEXPFPVDYIS-UHFFFAOYSA-N trichloro(ethyl)silane Chemical compound CC[Si](Cl)(Cl)Cl ZOYFEXPFPVDYIS-UHFFFAOYSA-N 0.000 description 1
- DOEHJNBEOVLHGL-UHFFFAOYSA-N trichloro(propyl)silane Chemical compound CCC[Si](Cl)(Cl)Cl DOEHJNBEOVLHGL-UHFFFAOYSA-N 0.000 description 1
- YTWFIHFZPSAMFV-UHFFFAOYSA-N trichloro-(2-methoxyphenyl)silane Chemical compound COC1=CC=CC=C1[Si](Cl)(Cl)Cl YTWFIHFZPSAMFV-UHFFFAOYSA-N 0.000 description 1
- ABADVTXFGWCNBV-UHFFFAOYSA-N trichloro-(4-chlorophenyl)silane Chemical compound ClC1=CC=C([Si](Cl)(Cl)Cl)C=C1 ABADVTXFGWCNBV-UHFFFAOYSA-N 0.000 description 1
- QNUNGEBLKJZTRW-UHFFFAOYSA-N trichlorosilylmethanethiol Chemical compound SC[Si](Cl)(Cl)Cl QNUNGEBLKJZTRW-UHFFFAOYSA-N 0.000 description 1
- XOBRSBXYEQBPHB-UHFFFAOYSA-N trichlorosilylmethyl acetate Chemical compound CC(=O)OC[Si](Cl)(Cl)Cl XOBRSBXYEQBPHB-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- NNNBKZHPEASMSV-UHFFFAOYSA-N triethoxy-(2-methoxyphenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1OC NNNBKZHPEASMSV-UHFFFAOYSA-N 0.000 description 1
- XSIGLRIVXRKQRA-UHFFFAOYSA-N triethoxysilylmethanethiol Chemical compound CCO[Si](CS)(OCC)OCC XSIGLRIVXRKQRA-UHFFFAOYSA-N 0.000 description 1
- CSDVDSUBFYNSMC-UHFFFAOYSA-N triethoxysilylmethyl acetate Chemical compound CCO[Si](OCC)(OCC)COC(C)=O CSDVDSUBFYNSMC-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 1
- IJQHYEFNLXHUGV-UHFFFAOYSA-N trimethoxysilylmethyl acetate Chemical compound CO[Si](OC)(OC)COC(C)=O IJQHYEFNLXHUGV-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- NDBGOFIMYAOZJI-UHFFFAOYSA-N tripropoxysilylmethanethiol Chemical compound CCCO[Si](CS)(OCCC)OCCC NDBGOFIMYAOZJI-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Landscapes
- Adhesive Tapes (AREA)
- Graft Or Block Polymers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Silicon Polymers (AREA)
Description
この粘着シートは、押圧するだけで直ぐに貼り付けることができるという利便性から、印刷ラベル用、包装貼付用等として多くの産業分野で広く利用されている。例えば、自動車や電気・電子製品の生産ラインにおける生産管理においては、部品にバーコード印字された粘着シート(ラベル)を貼付することが行われている。
本発明の第2によれば、分子内に、式(2)
本発明の第4によれば、基材シートと、該基材シート上に本発明の粘着剤から形成されてなる粘着剤層を有することを特徴とする粘着シートが提供される。
本発明のポリシルセスキオキサングラフト重合体は、分子内に、前記式(1)で表される繰り返し単位を有することを特徴とする。
連結基としては、中心金属であるケイ素原子とメルカプト基とを連結する役割を果すものであれば特に制限されず、例えば、置換基を有していてもよい飽和又は不飽和のアルキレン基、置換基を有していてもよいアリーレン基等が挙げられる。
R1の炭化水素基としては、メチル基、エチル基、n−プロピル基、イソプロピル基、n−ブチル基、sec−ブチル基、イソブチル基、t−ブチル基、n−ペンチル基、n−ヘキシル基、n−ヘプチル基、n−オクチル基、n−ノニル基、n−デシル基等のアルキル基;ビニル基、1−プロペニル基、2−プロペニル基、イソプロペニル基、3−ブテニル基、4−ペンテニル基、5−ヘキセニル基等のアルケニル基;エチニル基、プロパルギル基、ブチニル基等のアルキニル基;フェニル基、1−ナフチル基、2−ナフチル基等のアリール基;等が挙げられる。
極性基としては、カルボキシル基;メトキシカルボニル基、エトキシカルボニル基、プロポキシカルボニル基、イソプロポキシカルボニル基、ブトキシカルボニル基、t−ブトキシカルボニル基等のアルコキシカルボニル基;アセチル基、プロピオニル基、ベンゾイル基等のアシル基;シアノ基;メトキシ基、エトキシ基等のアルコキシ基;メチルスルホニル基、エチルスルホニル基等のアルキルスルホニル基;フェニルスルホニル基、p−メチルフェニルスルホニル基等のアリールスルホニル基;等が挙げられる。
k1、k2及びk3は、それぞれ独立して任意の自然数を表し、k1、k2及びk3がそれぞれ2以上のとき、式:−CH2−C(R2)(R3)−で表される基は同一であっても、相異なっていてもよい。
本発明に用いるポリシルセスキオキサングラフト重合体の分子量分布(Mw/Mn)は特に制限されないが、通常1.0〜5.0、好ましくは1.5〜3.0の範囲である。
本発明のポリシルセスキオキサングラフト重合体の製造方法は、分子内に、前記式(2)で表される繰り返し単位を有するポリシルセスキオキサン化合物(以下、「ポリシルセスキオキサン化合物(2)」と略記する。)を、ラジカル重合開始剤の存在下、式(3):CH2=C(R2)−R3(R2、R3は前記と同じ意味を表す。)で表されるビニル化合物(以下、「ビニル化合物(3)」と略記する。)と反応させることを特徴とする。
反応時間は、通常数分から数十時間、好ましくは1時間〜20時間である。
反応終了後は、反応液を大量の不溶性溶媒に注加して、沈殿した固体を濾取することにより、目的とする重合体を単離することができる。
R4及びR5は、それぞれ独立してメチル基、エチル基、n−プロピル基、イソプロピル基,n−ブチル基などの炭素数1〜6のアルキル基を表し、メチル基又はエチル基がそれぞれ好ましい。
X1およびX2は、それぞれ独立して塩素原子、臭素原子などのハロゲン原子を表し、塩素原子がそれぞれ好ましい。
また、p及びqは0〜3の整数を表す。
反応温度は、通常0℃から用いられる溶媒の沸点までの温度範囲、好ましくは40℃〜130℃の範囲である。反応温度があまりに低いと縮合反応の進行が不十分となる場合がある。一方、反応温度が高くなりすぎるとゲル化抑制が困難となる。反応は、通常数分から数時間で完結する。
本発明に用いるポリシルセスキオキサン化合物(2)は、分子内に、少なくとも(a)及び/又は(b)の繰り返し単位を有していれば特に制限されない。本発明に用いるポリシルセスキオキサン化合物(2)が、上記に示す(a)及び(b)、(a)及び(c)、(b)及び(c)、又は(a),(b)及び(c)の繰り返し単位を有する共重合体の場合、この共重合体は、ランダム共重合体、部分ブロック共重合体、完全ブロック共重合体等、どのような共重縮合物であってもよい。
また、ポリシルセスキオキサン化合物(2)の分子量分布(Mw/Mn)は、特に制限されないが、通常1.0〜3.0.好ましくは1.1〜2.0の範囲である。
本発明の粘着剤は、本発明のポリシルセスキオキサングラフト重合体を含有することを特徴とする。
本発明の粘着剤は、本発明のポリシルセスキオキサングラフト重合体の1種又は2種以上を適当な溶剤に溶解することにより製造することができる。
本発明の粘着シートは、基材シートと、該基材シート上に本発明の粘着剤から形成されてなる粘着剤層を有することを特徴とする。
用いる基材シートとしては、グラシン紙、コート紙、キャスト紙等の紙基材;ポリエチレンテレフタレートフィルム、ポリブチレンテレフタレートフィルム、ポリエチレンナフタレートフィルム等のポリエステルフィルム;ポリプロピレンフィルム、ポリエチレンフィルム等のポリオレフィンフィルム;ポリ塩化ビニルフィルム;ポリウレタンフィルム;合成紙、セルロース系シートやフィルム、種々の材料からなる不織布、織布、編布等が挙げられる。また、これらの基材シートは、所望により表面に適当な文字や図柄等の印刷を施しておくこともできる。
なお、数平均分子量(Mn)及び分子量分布(Mw/Mn)は、得られた重合体を、テトラヒドロフラン(THF)を展開溶媒とするサイズ・エクスクルージョン・クロマトグラフィー(SEC)により測定し、ポリスチレン換算値として求めた。
1)ポリシルセスキオキサン化合物(PPhMeSQ)の合成
ナスフラスコに、溶媒としてトルエン/水混合溶液(体積比=2/1、15mL)、3−メルカプトプロピルトリメトキシシラン(2.00g、10.18mmol)及びフェニルトリメトキシシラン(2.00g、10.18mmol)、濃度6mol/リットルの塩酸0.3mlを仕込み、80℃で6時間撹拌した。反応終了後、反応液を大量のn−ヘキサンに滴下し、沈殿した固体を濾別・乾燥し、目的とするポリシルセスキオキサン化合物(PPhMeSQ)を得た(収率:71%)。
得られた重合体の構造は、1H−NMR及び13C−NMRを測定することにより確認した。また、得られたポリシルセスキオキサン化合物(PPhMeSQ)の数平均分子量(Mn)は1,100、分子量分布(Mw/Mn)は1.3であった。
2)グラフト重合体の合成
窒素雰囲気下、ラジカル重合開始剤としてアゾビスイソブチロニトリル(AIBN)を用い、PPhMeSQ及び(メタ)アクリル酸エステル及び酢酸エチルをガラス管に仕込み、70℃で7時間撹拌した。
また、(メタ)アクリル酸エステルとして次のものを使用した。
実施例1:メチルメタクリレート(MMA)
実施例2:n−ブチルメタクリレート(BMA)
実施例3:n−ドデシルメタクリレート(DMA)
実施例4:n−ブチルアクリレート(BA)
なお、第1表中、MMA、BMA、DMA及びBAは上記と同じ意味を表す。
比較例1
窒素雰囲気下、ラジカル重合開始剤としてAIBNを用い、対応するモノマー(MMA、BMA、DMA、BA)及び酢酸エチルをガラス管に仕込み、75℃で15時間撹拌した。反応終了後、大量のn−ヘキサンに滴下し、沈殿した固体を濾別・乾燥して重合体を得た。反応仕込み量は、AIBN0.2g、酢酸エチル100g、(メタ)アクリル酸エステル100gである。
なお、数平均分子量(Mn)及び分子量分布(Mw/Mn)は、実施例と同様にSECにより測定し、ポリスチレン換算値として求めた。
上記実施例3及び比較例3で得た重合体の固形分50重量部に対して、酢酸エチル100mlを加えて十分に混合することにより、実施例及び比較例の粘着剤をそれぞれ調製した。
上記で得た各粘着剤を、厚さ50μmの透明なポリエチレンテレフタレートフィルム(PETフィルム)に、乾燥被膜の厚さが20μmとなるように塗布し、100℃で2分間加熱して塗膜を乾燥させた。次いで、粘着剤層の表面に、剥離シートとして、シリコーン樹脂で剥離処理が施されたPETフィルムを貼り付けた。
熱重量分析装置(島津製作所(株)製)を用い、熱重量分析(TGA)測定を行った。測定は重合体を10mg精秤し、空気気流(100ml/分)下、10℃/分で昇温することにより測定した。測定結果を第2表に示す。第2表中、WL300は300℃における重量損失率を示す。
上記で得られた粘着シートについて、JIS Z0237に準拠して、保持力、プローブタック及び粘着力の測定を行った。測定結果を第2表に示す。
Claims (6)
- 分子内に、式(a’)、(b’)、(c)
(a’)及び(b’)、(a’)及び(c)、(b’)及び(c)、又は(a’)、(b’)及び(c)の繰り返し単位を有するランダム共重合体であって、数平均分子量が50,000〜1,000,000であるポリシルセスキオキサングラフト共重合体。 - 熱重量分析(TGA)測定において、300℃まで加熱したときの重量損失率(WL 300 )が10%以下であることを特徴とする請求項1に記載のポリシルセスキオキサングラフト共重合体。
- 式(4):(ASH)Si(OR4)p(X1)3−p(式中、Aは前記と同じ意味を表し、R4は炭素数1〜6のアルキル基を表し、X1はハロゲン原子を表し、pは0〜3の整数を表す。)で表されるシラン化合物、及び前記式(4)で表されるシラン化合物1重量部に対し、0〜100倍量の式(5):R1Si(OR5)q(X2)3−q(式中、R1は前記と同じ意味を表し、R5は炭素数1〜6のアルキル基を表し、X2はハロゲン原子を表し、qは0〜3の整数を表す。)で表されるシラン化合物を、酸触媒又は塩基触媒の存在下に縮合させることにより、分子内に、前記式(a)及び(b)、(a)及び(c)、(b)及び(c)、又は(a)、(b)及び(c)の繰り返し単位を有するランダム共重合体であるポリシルセスキオキサン化合物を得る工程と、
得られたポリシルセスキオキサン化合物を、ラジカル重合開始剤の存在下、前記式(3)で表されるビニル化合物と反応させる工程を有することを特徴とする請求項3に記載のポリシルセスキオキサングラフト共重合体の製造方法。 - 請求項1又は2に記載のポリシルセスキオキサングラフト共重合体を含有することを特徴とする粘着剤。
- 基材シートと、該基材シート上に請求項5に記載の粘着剤から形成されてなる粘着剤層を有することを特徴とする粘着シート。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2004019023A JP4656845B2 (ja) | 2003-08-27 | 2004-01-27 | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003302653 | 2003-08-27 | ||
JP2003315783 | 2003-09-08 | ||
JP2004019023A JP4656845B2 (ja) | 2003-08-27 | 2004-01-27 | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2005105246A JP2005105246A (ja) | 2005-04-21 |
JP4656845B2 true JP4656845B2 (ja) | 2011-03-23 |
Family
ID=34556987
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2004019023A Expired - Lifetime JP4656845B2 (ja) | 2003-08-27 | 2004-01-27 | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP4656845B2 (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5489389B2 (ja) * | 2005-07-28 | 2014-05-14 | 地方独立行政法人 大阪市立工業研究所 | 紫外線硬化性樹脂組成物、当該硬化物、およびこれらから誘導される各種物品 |
MY171368A (en) | 2011-09-12 | 2019-10-10 | Toray Industries | Polyimide resin, and resin composition and laminated film that use same |
KR101950260B1 (ko) | 2012-09-25 | 2019-02-21 | 도레이 카부시키가이샤 | 수지 조성물, 경화막, 적층 필름, 및 반도체 장치의 제조 방법 |
EP3938425B1 (en) | 2019-03-14 | 2023-06-28 | Dow Silicones Corporation | Polyorganosiloxane having poly(meth)acrylate groups and methods for the preparation and use thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0388815A (ja) * | 1989-08-14 | 1991-04-15 | Minnesota Mining & Mfg Co <3M> | シリコーン−ビニル共重合体 |
JPH04296311A (ja) * | 1991-03-26 | 1992-10-20 | Takemoto Oil & Fat Co Ltd | 複合微粒子の水性コロイド懸濁液の製造方法及び該製造方法によって得られる複合微粒子の水性コロイド懸濁液 |
JPH08199143A (ja) * | 1995-01-24 | 1996-08-06 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着剤組成物 |
JPH09216922A (ja) * | 1996-02-08 | 1997-08-19 | Showa Denko Kk | 耐水性付与剤 |
JPH09324054A (ja) * | 1996-06-06 | 1997-12-16 | Showa Denko Kk | ポリオルガノシロキサン変性重合体及びその製造方法 |
JP2000007740A (ja) * | 1998-06-22 | 2000-01-11 | Ge Toshiba Silicones Co Ltd | 変性ポリオルガノシロキサン系エマルジョンおよびその製造方法 |
-
2004
- 2004-01-27 JP JP2004019023A patent/JP4656845B2/ja not_active Expired - Lifetime
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0388815A (ja) * | 1989-08-14 | 1991-04-15 | Minnesota Mining & Mfg Co <3M> | シリコーン−ビニル共重合体 |
JPH04296311A (ja) * | 1991-03-26 | 1992-10-20 | Takemoto Oil & Fat Co Ltd | 複合微粒子の水性コロイド懸濁液の製造方法及び該製造方法によって得られる複合微粒子の水性コロイド懸濁液 |
JPH08199143A (ja) * | 1995-01-24 | 1996-08-06 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着剤組成物 |
JPH09216922A (ja) * | 1996-02-08 | 1997-08-19 | Showa Denko Kk | 耐水性付与剤 |
JPH09324054A (ja) * | 1996-06-06 | 1997-12-16 | Showa Denko Kk | ポリオルガノシロキサン変性重合体及びその製造方法 |
JP2000007740A (ja) * | 1998-06-22 | 2000-01-11 | Ge Toshiba Silicones Co Ltd | 変性ポリオルガノシロキサン系エマルジョンおよびその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JP2005105246A (ja) | 2005-04-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP4963781B2 (ja) | ポリシルセスキオキサングラフト共重合体の製造方法、粘着剤および粘着シート | |
JP2939309B2 (ja) | シリコーン−ビニル共重合体 | |
EP2954022B1 (en) | Clustered functional polyorganosiloxanes, processes for forming same and methods for their use | |
EP2499185B1 (en) | Process for preparing clustered functional polyorganosiloxanes, and methods for their use | |
CN111378165A (zh) | 一种组合杂化交联动态聚合物及其应用 | |
CN1102414A (zh) | 通过乙酰乙酸酯的烯胺使聚合物官能化 | |
JP5671500B2 (ja) | 樹脂組成物、粘着剤および重合体の製造方法 | |
JP2009512683A (ja) | 新規な有機シラン化合物 | |
JP5315829B2 (ja) | 硬化型ハードコート剤組成物 | |
JPH03128937A (ja) | 硬化性シリコーン組成物およびその製造方法 | |
EP1362901B1 (en) | Thermoset adhesive films | |
JP6496091B2 (ja) | 親水性樹脂組成物、及び積層シート | |
JP4656845B2 (ja) | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 | |
JP2006193691A (ja) | 感光性ポリアミド酸及びこれを含有する感光性組成物 | |
JP7043120B2 (ja) | 粘着剤組成物 | |
KR20150088733A (ko) | 실란 커플링제 및 그의 제조 방법, 프라이머 조성물 및 도료 조성물 | |
WO2006033147A1 (ja) | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 | |
JP7062888B2 (ja) | 硬化性樹脂組成物、コーティング剤、及び物品。 | |
JP2016084446A (ja) | ポリシロキサン基含有重合体及び熱硬化被膜 | |
JP4566577B2 (ja) | ポリシルセスキオキサングラフト重合体、その製造方法及び粘着剤 | |
WO2016199715A1 (ja) | 架橋性粒子を含有する硬化性樹脂組成物 | |
JP6325417B2 (ja) | ポリシロキサン基含有重合体、反応性ポリシロキサン化合物の製造方法及び熱硬化被膜 | |
JP2023521567A (ja) | ポリオルガノシロキサンハイブリッド感圧接着剤並びにそれを調製及び使用するための方法 | |
JP5873292B2 (ja) | ポリシルセスキオキサングラフト共重合体、その製造方法、粘着剤および粘着シート | |
JP4878411B2 (ja) | 分子末端に重合性不飽和基を有するアクリル系重合体 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20070125 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20090203 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100202 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100405 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100622 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100823 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20101221 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20101221 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20140107 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4656845 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |