WO2023032817A1 - 表面処理剤 - Google Patents
表面処理剤 Download PDFInfo
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- WO2023032817A1 WO2023032817A1 PCT/JP2022/032109 JP2022032109W WO2023032817A1 WO 2023032817 A1 WO2023032817 A1 WO 2023032817A1 JP 2022032109 W JP2022032109 W JP 2022032109W WO 2023032817 A1 WO2023032817 A1 WO 2023032817A1
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- 239000012756 surface treatment agent Substances 0.000 title claims abstract description 99
- -1 silane compound Chemical class 0.000 claims abstract description 52
- 229910000077 silane Inorganic materials 0.000 claims abstract description 36
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 27
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 12
- 125000000962 organic group Chemical group 0.000 claims description 151
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 77
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 63
- 125000002947 alkylene group Chemical group 0.000 claims description 49
- 125000001153 fluoro group Chemical group F* 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 38
- 229910052731 fluorine Inorganic materials 0.000 claims description 36
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 32
- 239000000758 substrate Substances 0.000 claims description 31
- 125000004429 atom Chemical group 0.000 claims description 26
- 239000003921 oil Substances 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 17
- 239000011737 fluorine Substances 0.000 claims description 17
- 230000003287 optical effect Effects 0.000 claims description 16
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 16
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 15
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- 150000001875 compounds Chemical class 0.000 description 43
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 42
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- IDBYQQQHBYGLEQ-UHFFFAOYSA-N 1,1,2,2,3,3,4-heptafluorocyclopentane Chemical compound FC1CC(F)(F)C(F)(F)C1(F)F IDBYQQQHBYGLEQ-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- JXMGZLBGSDLPKN-UHFFFAOYSA-N 1,1-dichloro-1,2,2,3,3-pentafluoropropane Chemical compound FC(F)C(F)(F)C(F)(Cl)Cl JXMGZLBGSDLPKN-UHFFFAOYSA-N 0.000 description 1
- XXZOEDQFGXTEAD-UHFFFAOYSA-N 1,2-bis(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1C(F)(F)F XXZOEDQFGXTEAD-UHFFFAOYSA-N 0.000 description 1
- 150000000183 1,3-benzoxazoles Chemical class 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- FUWDFGKRNIDKAE-UHFFFAOYSA-N 1-butoxypropan-2-yl acetate Chemical compound CCCCOCC(C)OC(C)=O FUWDFGKRNIDKAE-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- LIPRQQHINVWJCH-UHFFFAOYSA-N 1-ethoxypropan-2-yl acetate Chemical compound CCOCC(C)OC(C)=O LIPRQQHINVWJCH-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 description 1
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 1
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-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
- HQQTZCPKNZVLFF-UHFFFAOYSA-N 4h-1,2-benzoxazin-3-one Chemical class C1=CC=C2ONC(=O)CC2=C1 HQQTZCPKNZVLFF-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- XXRCUYVCPSWGCC-UHFFFAOYSA-N Ethyl pyruvate Chemical compound CCOC(=O)C(C)=O XXRCUYVCPSWGCC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- XYVQFUJDGOBPQI-UHFFFAOYSA-N Methyl-2-hydoxyisobutyric acid Chemical compound COC(=O)C(C)(C)O XYVQFUJDGOBPQI-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 229910006404 SnO 2 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 229910009973 Ti2O3 Inorganic materials 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229940072049 amyl acetate Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 125000005566 carbazolylene group Chemical group 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 238000005229 chemical vapour deposition Methods 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- WYACBZDAHNBPPB-UHFFFAOYSA-N diethyl oxalate Chemical compound CCOC(=O)C(=O)OCC WYACBZDAHNBPPB-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- GFUIDHWFLMPAGY-UHFFFAOYSA-N ethyl 2-hydroxy-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)O GFUIDHWFLMPAGY-UHFFFAOYSA-N 0.000 description 1
- KWWOQRSLYPHAMK-UHFFFAOYSA-N ethyl 2-hydroxybutanoate Chemical compound CCOC(=O)C(O)CC KWWOQRSLYPHAMK-UHFFFAOYSA-N 0.000 description 1
- IJUHLFUALMUWOM-UHFFFAOYSA-N ethyl 3-methoxypropanoate Chemical compound CCOC(=O)CCOC IJUHLFUALMUWOM-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 229940093858 ethyl acetoacetate Drugs 0.000 description 1
- 229940116333 ethyl lactate Drugs 0.000 description 1
- 229940117360 ethyl pyruvate Drugs 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000005355 lead glass Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 description 1
- BDJSOPWXYLFTNW-UHFFFAOYSA-N methyl 3-methoxypropanoate Chemical compound COCCC(=O)OC BDJSOPWXYLFTNW-UHFFFAOYSA-N 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- GVOISEJVFFIGQE-YCZSINBZSA-N n-[(1r,2s,5r)-5-[methyl(propan-2-yl)amino]-2-[(3s)-2-oxo-3-[[6-(trifluoromethyl)quinazolin-4-yl]amino]pyrrolidin-1-yl]cyclohexyl]acetamide Chemical compound CC(=O)N[C@@H]1C[C@H](N(C)C(C)C)CC[C@@H]1N1C(=O)[C@@H](NC=2C3=CC(=CC=C3N=CN=2)C(F)(F)F)CC1 GVOISEJVFFIGQE-YCZSINBZSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 239000005304 optical glass Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- LOQGSOTUHASIHI-UHFFFAOYSA-N perfluoro-1,3-dimethylcyclohexane Chemical compound FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C1(F)F LOQGSOTUHASIHI-UHFFFAOYSA-N 0.000 description 1
- 239000010702 perfluoropolyether Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 238000005268 plasma chemical vapour deposition Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000005211 surface analysis Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- PBCFLUZVCVVTBY-UHFFFAOYSA-N tantalum pentoxide Inorganic materials O=[Ta](=O)O[Ta](=O)=O PBCFLUZVCVVTBY-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002230 thermal chemical vapour deposition Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- GQUJEMVIKWQAEH-UHFFFAOYSA-N titanium(III) oxide Chemical compound O=[Ti]O[Ti]=O GQUJEMVIKWQAEH-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- 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
- C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
Definitions
- the present disclosure relates to surface treatment agents.
- a layer obtained from a surface treatment agent containing a fluoropolyether group-containing silane compound is a so-called functional thin film, for example, glass, plastic, fiber, sanitary goods, building materials, etc. (Patent Document 1).
- the fluoropolyether group-containing silane compound described in Patent Document 1 can provide a surface treatment layer having excellent functions, but there is a demand for a surface treatment layer with higher abrasion resistance.
- An object of the present disclosure is to provide a surface treatment agent that can provide a surface treatment layer with higher abrasion resistance.
- a surface treatment agent containing a fluoropolyether group-containing silane compound having a fluoropolyether group and a silyl group, wherein the Si bonding group contained in the surface treatment agent and bonded to the Si atom of the silyl group is A surface treatment agent comprising at least two groups selected from hydrolyzable groups.
- the fluoropolyether group-containing silane compound has the following formula (1) or (2): [In the formula: R F1 is independently at each occurrence Rf 1 -R F -O q -; R F2 is -Rf 2 p -R F -O q -; Rf 1 is independently at each occurrence a C 1-16 alkyl group optionally substituted by one or more fluorine atoms; Rf 2 is a C 1-6 alkylene group optionally substituted by one or more fluorine atoms; R F is independently at each occurrence a divalent fluoropolyether group; p is 0 or 1; q is independently 0 or 1 at each occurrence; R Si is independently at each occurrence a monovalent group comprising a Si atom bonded with a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group; at least one R Si is a monovalent group comprising a Si atom to which a hydroxyl group
- Rf 1 is independently at each occurrence a C 1-16 perfluoroalkyl group
- Rf 2 is independently at each occurrence a C 1-6 perfluoroalkylene group
- R F is independently at each occurrence of the formula: - (OC 6 F 12 ) a - (OC 5 F 10 ) b - (OC 4 F 8 ) c - (OC 3 R Fa 6 ) d - (OC 2 F 4 ) e - (OCF 2 ) f - [wherein R Fa is independently at each occurrence a hydrogen atom, a fluorine atom, or a chlorine atom; a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more; The order of existence of each repeating unit bracketed with c, d, e or f is arbitrary in the formula, provided that when all RFa are hydrogen atoms or chlorine atoms, a, b, At least one of c, e and f is 1 or more.
- R F is independently at each occurrence represented by the following formulas (f1), (f2), (f3), (f4), (f5) or (f6): -(OC 3 F 6 ) d -(OC 2 F 4 ) e - (f1) [Wherein, d is an integer of 1 to 200, and e is 0 or 1.
- c and d are each independently an integer of 0 or more and 30 or less, e and f are each independently an integer of 1 or more and 200 or less, the sum of c, d, e and f is greater than or equal to 2;
- the order of existence of each repeating unit bracketed with subscript c, d, e or f is arbitrary in the formula.
- R 6 is OCF 2 or OC 2 F 4 ;
- R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups or a combination of three groups, g is an integer from 2 to 100;
- R 6 is OCF 2 or OC 2 F 4 ;
- R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups or a combination of three groups
- R 6' is OCF 2 or OC 2 F 4 ;
- R 7′ is a group selected from OC 2 F 4 , OC 3 F 6 , OC
- f is an integer of 1 or more and 200 or less
- a, b, c, d and e are each independently an integer of 0 or more and 200 or less
- a, b, c, d, e or The order of existence of each repeating unit enclosed in parentheses with f is arbitrary in the formula.
- R Si each independently represents the following formula (S1), (S2), (S3), (S4) or (S5):
- R 11 is independently at each occurrence a hydroxyl group or a hydrolyzable group
- R 12 is independently at each occurrence a hydrogen atom or a monovalent organic group
- n1 is an integer of 0 to 3 independently for each (SiR 11 n1 R 12 3-n1 ) unit
- X 11 is independently at each occurrence a single bond or a divalent organic group
- R 13 is independently at each occurrence a hydrogen atom or a monovalent organic group
- t is independently at each occurrence an integer greater than or equal to 2
- R 14 is independently at each occurrence a hydrogen atom, a halogen atom or —X 11 —SiR 11 n1 R 12 3-n1
- each occurrence of R 15 is independently a single bond, an oxygen atom, an
- the group represented by the formula (S1) is represented by the following formula (S1-b): [Wherein, R 11 , R 12 , R 13 , X 11 , n1 and t have the same meanings as described in formula (S1) above]
- the surface treatment agent according to the above [8] or [9] which is a group represented by [11] Any one of the above [1] to [10], which contains a fluoropolyether group-containing silane compound having two or more Si-bonded groups selected from hydrolyzable groups in one molecule.
- the surface according to any one of [1] to [11] above, comprising two or more fluoropolyether group-containing silane compounds each having a different Si-bonded group selected from hydrolyzable groups. Processing agent.
- the content of each Si-bonded group in the surface treatment agent is 10 to 90 mol% with respect to all Si-bonded groups, according to any one of [1] to [15] above. Surface treatment agent.
- monovalent organic group means a monovalent group containing carbon.
- the monovalent organic group is not particularly limited, it may be a hydrocarbon group or a derivative thereof.
- a derivative of a hydrocarbon group is a group having one or more of N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end of the hydrocarbon group or in the molecular chain.
- organic group when it shows simply as an "organic group”, it means a monovalent organic group.
- the “divalent to decavalent organic group” means a divalent to decavalent group containing carbon.
- Such a divalent to decavalent organic group is not particularly limited, but includes a divalent to decavalent group in which 1 to 9 hydrogen atoms are further eliminated from an organic group.
- the divalent organic group is not particularly limited, but includes a divalent group in which one hydrogen atom is further eliminated from the organic group.
- hydrocarbon group means a group containing carbon and hydrogen from which one hydrogen atom has been removed from a hydrocarbon.
- Such hydrocarbon groups include, but are not limited to, C 1-20 hydrocarbon groups optionally substituted by one or more substituents, such as aliphatic hydrocarbon groups, aromatic A hydrocarbon group etc. are mentioned.
- the above “aliphatic hydrocarbon group” may be linear, branched or cyclic, and may be saturated or unsaturated. Hydrocarbon groups may also contain one or more ring structures.
- the substituent of the "hydrocarbon group” is not particularly limited, but for example, a halogen atom, C 1-6 alkyl optionally substituted by one or more halogen atoms group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-10 cycloalkyl group, C 3-10 unsaturated cycloalkyl group, 5-10 membered heterocyclyl group, 5-10 membered unsaturated heterocyclyl groups, C 6-10 aryl groups and 5-10 membered heteroaryl groups.
- the surface treatment agent of the present disclosure is a surface treatment agent containing a fluoropolyether group-containing silane compound having a fluoropolyether group and a silyl group, wherein at least two hydrolyzable groups selected from hydrolyzable groups are contained in the surface treatment agent. containing Si-bonded groups of the species.
- the surface treatment agent of the present disclosure can form a surface treatment layer having high friction durability by containing two or more types of Si bonding groups.
- the surface treatment agent of the present disclosure may further contain hydroxyl groups as Si-bonded groups.
- the fluoropolyether group-containing silane compound has a fluoropolyether group and a silyl group.
- the silyl group may have a Si-bonded group selected from hydrolyzable groups. Si-bonded groups selected from such hydrolyzable groups provide reactive sites with the substrate.
- the fluoropolyether group-containing silane compound has the following formula (1) or (2): [In the formula: R F1 is independently at each occurrence Rf 1 -R F -O q -; R F2 is -Rf 2 p -R F -O q -; Rf 1 is independently at each occurrence a C 1-16 alkyl group optionally substituted by one or more fluorine atoms; Rf 2 is a C 1-6 alkylene group optionally substituted by one or more fluorine atoms; R F is independently at each occurrence a divalent fluoropolyether group; p is 0 or 1; q is independently 0 or 1 at each occurrence; R Si is independently at each occurrence a monovalent group comprising a Si atom bonded with a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group; at least one R Si is a monovalent group comprising a Si atom to which a hydroxyl
- each occurrence of R F1 is independently Rf 1 —R F —O q —.
- R F2 is -Rf 2 p -R F -O q -.
- Rf 1 at each occurrence is independently a C 1-16 alkyl group optionally substituted by one or more fluorine atoms.
- the "C 1-16 alkyl group" in the C 1-16 alkyl group optionally substituted by one or more fluorine atoms may be linear or branched, preferably is a straight or branched C 1-6 alkyl group, especially a C 1-3 alkyl group, more preferably a straight chain C 1-6 alkyl group, especially a C 1-3 alkyl group.
- Rf 1 above is preferably a C 1-16 alkyl group substituted with one or more fluorine atoms, more preferably a CF 2 H—C 1-15 perfluoroalkylene group, still more preferably is a C 1-16 perfluoroalkyl group.
- the C 1-16 perfluoroalkyl group may be linear or branched, preferably a linear or branched C 1-6 perfluoroalkyl group, especially C 1- 3 perfluoroalkyl group, more preferably a linear C 1-6 perfluoroalkyl group, particularly a C 1-3 perfluoroalkyl group, specifically -CF 3 , -CF 2 CF 3 , or -CF 2 CF 2 CF 3 .
- Rf 2 is a C 1-6 alkylene group optionally substituted by one or more fluorine atoms.
- C 1-6 alkylene group in the C 1-6 alkylene group optionally substituted by one or more fluorine atoms may be linear or branched, preferably is a linear or branched C 1-3 alkylene group, more preferably a linear C 1-3 alkylene group.
- Rf 2 above is preferably a C 1-6 alkylene group substituted with one or more fluorine atoms, more preferably a C 1-6 perfluoroalkylene group, still more preferably C 1- 3 is a perfluoroalkylene group.
- the C 1-6 perfluoroalkylene group may be linear or branched, preferably a linear or branched C 1-3 perfluoroalkylene group, more preferably is a linear C 1-3 perfluoroalkyl group, specifically -CF 2 -, -CF 2 CF 2 -, or -CF 2 CF 2 CF 2 -.
- p is 0 or 1. In one aspect, p is zero. In another aspect, p is 1.
- q is 0 or 1 independently at each occurrence. In one aspect, q is zero. In another aspect q is 1.
- each occurrence of RF is independently a divalent fluoropolyether group.
- R F is preferably: - (OC h1 R Fa 2h1 ) h3 - (OC h2 R Fa 2h2-2 ) h4 -
- R Fa is independently at each occurrence a hydrogen atom, a fluorine atom, or a chlorine atom
- h1 is an integer from 1 to 6
- h2 is an integer from 4 to 8
- h3 is an integer of 0 or more
- h4 is an integer of 0 or more
- the composition of h3 and h4 is 1 or more, preferably 2 or more, more preferably 5 or more, and the order of existence of each repeating unit bracketed with h3 and h4 is Optional.
- It may contain a group represented by
- R F can be linear or branched.
- R F preferably has the formula: - (OC 6 F 12 ) a - (OC 5 F 10 ) b - (OC 4 F 8 ) c - (OC 3 R Fa 6 ) d - (OC 2 F 4 ) e - (OCF 2 ) f - [In the formula: R Fa is independently at each occurrence a hydrogen atom, a fluorine atom, or a chlorine atom; a, b, c, d, e and f are each independently integers from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more.
- each repeating unit bracketed with a, b, c, d, e or f is arbitrary in the formula. However, when all RFa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more. ] is a group represented by
- RFa is preferably a hydrogen atom or a fluorine atom, more preferably a fluorine atom. However, when all RFa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e and f is 1 or more.
- a, b, c, d, e and f may preferably each independently be an integer from 0 to 100.
- the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more.
- the sum of a, b, c, d, e and f is preferably 200 or less, more preferably 100 or less, still more preferably 60 or less, and may be, for example, 50 or less or 30 or less.
- repeating units may be linear or branched.
- -( OC6F12 ) - is -( OCF2CF2CF2CF2CF2 ) - , -( OCF ( CF3 ) CF2CF2CF2 ) -, - ( OCF 2 CF (CF 3 ) CF 2 CF 2 CF 2 )-, - (OCF 2 CF 2 CF (CF 3 ) CF 2 CF 2 )-, - (OCF 2 CF 2 CF 2 CF (CF 3 ) CF 2 )-, -(OCF 2 CF 2 CF 2 CF(CF 3 ))- and the like.
- -( OC5F10 )- is -( OCF2CF2CF2CF2 ) - , -( OCF ( CF3 ) CF2CF2CF2 )-, - ( OCF2CF ( CF3 ) CF 2 CF 2 )-, -(OCF 2 CF 2 CF(CF 3 )CF 2 )-, -(OCF 2 CF 2 CF 2 CF(CF 3 ))- and the like.
- -( OC4F8 )- is -( OCF2CF2CF2CF2 ) - , -( OCF ( CF3 ) CF2CF2 )- , -( OCF2CF ( CF3 ) CF2 ) - , -( OCF2CF2CF ( CF3 ))-, - ( OC( CF3 ) 2CF2 )-, -( OCF2C ( CF3 ) 2 ) - , -(OCF( CF3 )CF( CF 3 ))-, -(OCF(C 2 F 5 )CF 2 )- and -(OCF 2 CF(C 2 F 5 ))-.
- -(OC 3 F 6 )- (that is, in the above formula, R 3 Fa is a fluorine atom) is represented by -(OCF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 )- and -( OCF 2 CF(CF 3 ))—.
- -(OC 2 F 4 )- may be either -(OCF 2 CF 2 )- or -(OCF(CF 3 ))-.
- the repeating unit is linear. By making the repeating unit linear, the surface lubricity, abrasion resistance, etc. of the surface-treated layer can be improved.
- the repeating unit is branched. By branching the repeating unit, the dynamic friction coefficient of the surface treatment layer can be increased.
- R F can include a ring structure.
- the ring structure may be the following three-membered ring, four-membered ring, five-membered ring, or six-membered ring. [In the formula, * indicates a binding position. ]
- the ring structure is preferably a four-, five- or six-membered ring, more preferably a four- or six-membered ring.
- the repeating unit having a ring structure can preferably be the following units. [In the formula, * indicates a binding position. ]
- R F is independently at each occurrence of formulas (f1) to (f6): -(OC 3 F 6 ) d -(OC 2 F 4 ) e - (f1) [Wherein, d is an integer of 1 to 200, and e is 0 or 1.
- R 6 is OCF 2 or OC 2 F 4 ;
- R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups or a combination of three groups, g is an integer from 2 to 100; ];
- R 6 is OCF 2 or OC 2 F 4 ;
- R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or 2 independently selected from these groups or a combination of three groups,
- R 6' is OCF 2 or OC 2 F 4 ;
- R 7′ is a group selected from OC 2 F 4 , OC 3 F 6 ,
- f is an integer of 1 or more and 200 or less
- a, b, c, d and e are each independently an integer of 0 or more and 200 or less
- a, b, c, d , e or f in parentheses may be present in any order in the formula.
- f is a group represented by any one of
- d is preferably an integer of 5-200, more preferably 10-100, still more preferably 15-50, for example 25-35.
- e is one.
- e is zero.
- -(OC 3 F 6 ) d - is preferably a group represented by -(OCF 2 CF 2 CF 2 ) d - or -(OCF(CF 3 )CF 2 ) d - and more preferably -(OCF 2 CF 2 CF 2 ) d -.
- e and f are each independently an integer of preferably 5-200, more preferably 10-200. Also, the sum of c, d, e and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more.
- the above formula (f2) is preferably -(OCF 2 CF 2 CF 2 CF 2 ) c -(OCF 2 CF 2 CF 2 ) d -(OCF 2 CF 2 ) e -(OCF 2 ) It is a group represented by f- .
- formula (f2) may be a group represented by -(OC 2 F 4 ) e -(OCF 2 ) f -.
- R 6 is preferably OC 2 F 4 .
- R 7 is preferably a group selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 , or 2 independently selected from these groups, or A combination of three groups, more preferably a group selected from OC 3 F 6 and OC 4 F 8 .
- the combination of two or three groups independently selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 is not particularly limited, but for example -OC 2 F 4 OC 3 F 6 -, -OC 2F4OC4F8- , -OC3F6OC2F4- , -OC3F6OC3F6- , -OC3F6OC4F8- , -OC4F8OC4F _ _ _ _ _ _ _ _ 8- , -OC4F8OC3F6- , -OC4F8OC2F4- , -OC2F4OC2F4OC3F6- , -OC2F4OC2F4OC3F6- , -OC2F4OC2F4OC3F6- , -OC2F4OC2F4OC3F6- , -OC2F4OC2F4OC _ , -OC2F4OC2F4OC _
- g is an integer of preferably 3 or more, more preferably 5 or more. Said g is preferably an integer of 50 or less.
- OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 may be linear or branched, preferably linear. is a chain.
- the above formula (f3) is preferably -(OC 2 F 4 -OC 3 F 6 ) g - or -(OC 2 F 4 -OC 4 F 8 ) g -.
- R 6 , R 7 and g have the same meanings as in formula (f3) above, and have the same aspects.
- R 6′ , R 7′ and g′ have the same meanings as R 6 , R 7 and g in formula (f3) above, respectively, and have the same aspects.
- R r is preferably [In the formula, * indicates a binding position. ] and more preferably [In the formula, * indicates a binding position. ] is.
- e is preferably an integer of 1 or more and 100 or less, more preferably 5 or more and 100 or less.
- the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example 10 or more and 100 or less.
- f is preferably an integer of 1 or more and 100 or less, more preferably 5 or more and 100 or less.
- the sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example 10 or more and 100 or less.
- R F is a group represented by the formula (f1).
- R F is a group represented by the formula (f2).
- R F is a group represented by the formula (f3) or (f4).
- R F is a group represented by the formula (f3).
- R F is a group represented by the formula (f4).
- R F is a group represented by the formula (f5).
- R F is a group represented by the formula (f6).
- the ratio of e to f (hereinafter referred to as “e/f ratio”) is 0.1 to 10, preferably 0.2 to 5, more preferably 0.2 to 2. Yes, more preferably 0.2 to 1.5, still more preferably 0.2 to 0.85.
- e/f ratio the slipperiness, wear resistance and chemical resistance (for example, durability against artificial perspiration) of the surface treatment layer obtained from this compound are further improved.
- the smaller the e/f ratio the more improved the sliding property and abrasion resistance of the surface treatment layer.
- the stability of the compound can be further enhanced. The higher the e/f ratio, the more stable the compound.
- the e/f ratio is preferably 0.2 to 0.95, more preferably 0.2 to 0.9.
- the e/f ratio is preferably 1.0 or more, more preferably 1.0 to 2.0.
- the number average molecular weights of the R 1 F1 and R 2 F2 moieties are not particularly limited, but are for example 500 to 30,000, preferably 1,500 to 30,000, more preferably 1,500 to 30,000. is between 2,000 and 10,000. In this specification, the number average molecular weights of R F1 and R F2 are values measured by 19 F-NMR.
- the R F1 and R F2 moieties have a number average molecular weight of 500 to 30,000, preferably 1,000 to 20,000, more preferably 2,000 to 15,000, even more preferably 2,000. 000 to 10,000, such as 3,000 to 6,000.
- the number average molecular weight of the R F1 and R F2 moieties can be from 4,000 to 30,000, preferably from 5,000 to 10,000, more preferably from 6,000 to 10,000.
- each occurrence of R Si is independently a monovalent group containing a Si atom to which a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group is bonded. and at least one R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is attached.
- R 3 Si is a monovalent group containing a Si atom to which a Si-bonding group selected from hydroxyl groups and hydrolyzable groups is bonded.
- R Si is represented by the following formula (S1), (S2), (S3), (S4), or (S5): [In the formula: R 11 is independently at each occurrence a hydroxyl group or a hydrolyzable group; R 12 is independently at each occurrence a hydrogen atom or a monovalent organic group; n1 is an integer of 0 to 3 independently for each (SiR 11 n1 R 12 3-n1 ) unit; X 11 is independently at each occurrence a single bond or a divalent organic group; R 13 is independently at each occurrence a hydrogen atom or a monovalent organic group; R 14 is independently at each occurrence a hydrogen atom, a halogen atom or —X 11 —SiR 11 n1 R 12 3-n1 ; each occurrence of R 15 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkyleneoxy group having 1 to 6 carbon atoms; t is independently at each occurrence an
- R 11 is a Si-bonded group, each independently at each occurrence a hydroxyl group or a hydrolyzable group.
- the above hydrolyzable group means a group that can undergo a hydrolysis reaction, that is, a group that can be eliminated from the main skeleton of a compound by a hydrolysis reaction.
- R 11 is preferably independently at each occurrence a hydrolyzable group.
- R j is a substituted or unsubstituted C 1-10 alkyl group (preferably C 1-4 alkyl group)
- R k is a substituted or unsubstituted C 1-10 alkylene group (preferably C 1 -4 alkylene group).
- R j examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group and isobutyl group; and substituted alkyl groups such as chloromethyl group.
- an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
- R j is a methyl group, and in another aspect R j is an ethyl group.
- R k include unsubstituted alkylene groups such as —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —.
- each occurrence of R 12 is independently a hydrogen atom or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, even more preferably a methyl group.
- n1 is an integer of 0 to 3 independently for each (SiR 11 n1 R 12 3-n1 ) unit.
- R Si is a group represented by formula (S1) or (S2)
- the terminal R Si portion of formula (1) and formula (2) hereinafter simply formula (1) and formula (2) (also referred to as the “terminal portion” of)
- n1 is preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3, independently for each (SiR 11 n1 R 12 3-n1 ) unit.
- X 11 at each occurrence is independently a single bond or a divalent organic group.
- divalent organic groups are preferably —R 28 —O x —R 29 —, wherein R 28 and R 29 are each independently at each occurrence a single bond or a C 1-20 alkylene group. , x is 0 or 1.).
- Such C 1-20 alkylene groups may be straight chain or branched, but are preferably straight chain.
- Such C 1-20 alkylene groups are preferably C 1-10 alkylene groups, more preferably C 1-6 alkylene groups, still more preferably C 1-3 alkylene groups.
- X 11 is independently at each occurrence -C 1-6 alkylene-O-C 1-6 alkylene- or -O-C 1-6 alkylene-.
- each occurrence of X 11 is independently a single bond or a straight-chain C 1-6 alkylene group, preferably a single bond or a straight-chain C 1-3 alkylene group, more preferably a single It is a bond or straight chain C 1-2 alkylene group, more preferably a straight chain C 1-2 alkylene group.
- each occurrence of R 13 is independently a hydrogen atom or a monovalent organic group.
- Such monovalent organic groups are preferably C 1-20 alkyl groups.
- Such C 1-20 alkyl groups may be straight chain or branched, but are preferably straight chain.
- R 13 is independently at each occurrence a hydrogen atom or a linear C 1-6 alkyl group, preferably a hydrogen atom or a linear C 1-3 alkyl group, preferably a hydrogen atom or a methyl group.
- t is an integer of 2 or more independently at each occurrence.
- t is independently an integer of 2-10, preferably an integer of 2-6 at each occurrence.
- each occurrence of R 14 is independently a hydrogen atom, a halogen atom, or —X 11 —SiR 11 n1 R 12 3-n1 .
- a halogen atom is preferably an iodine atom, a chlorine atom or a fluorine atom, more preferably a fluorine atom.
- R 14 is a hydrogen atom.
- each occurrence of R 15 is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkyleneoxy group having 1 to 6 carbon atoms.
- each occurrence of R 15 is independently an oxygen atom, a C 1-6 alkylene group, or a C 1-6 alkyleneoxy group.
- R 15 is a single bond.
- formula (S1) is the following formula (S1-a).
- R 11 , R 12 , R 13 , X 11 , and n1 have the same meanings as described in formula (S1) above;
- t1 and t2 are each independently at each occurrence an integer of 1 or greater, preferably an integer of 1 to 10, more preferably an integer of 2 to 10, such as an integer of 1 to 5 or an integer of 2 to 5;
- the order of existence of each repeating unit bracketed with t1 and t2 is arbitrary in the formula.
- formula (S1) is the following formula (S1-b). [Wherein, R 11 , R 12 , R 13 , X 11 , n1 and t have the same meanings as described in formula (S1) above]
- each occurrence of R a1 is independently —Z 1 —SiR 21 p1 R 22 q1 R 23 r1 .
- Z 1 is independently an oxygen atom or a divalent organic group.
- the right side is bound to (SiR 21 p1 R 22 q1 R 23 r1 ).
- Z 1 is a divalent organic group.
- Z 1 does not include those that form a siloxane bond with the Si atom to which Z 1 is bonded.
- (Si—Z 1 —Si) in formula (S3) does not contain a siloxane bond.
- the above Z 1 is preferably a C 1-6 alkylene group, —(CH 2 ) z1 —O—(CH 2 ) z2 — (wherein z1 is an integer of 0 to 6, for example an integer of 1 to 6 and z2 is an integer of 0 to 6, such as an integer of 1 to 6) or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 -, wherein z3 is an integer of 0 to 6, For example, it is an integer from 1 to 6, and z4 is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 1 is a C 1-6 alkylene group or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 -, preferably -phenylene-(CH 2 ) z4 -.
- Z 1 is such a group, higher light resistance, especially UV resistance, can be obtained.
- Z 1 above is a C 1-3 alkylene group.
- Z 1 can be -CH 2 CH 2 CH 2 -.
- Z 1 can be -CH 2 CH 2 -.
- R 21 above is independently at each occurrence —Z 1′ —SiR 21′ p1′ R 22′ q1′ R 23′ r1′ .
- Z 1′ is independently an oxygen atom or a divalent organic group.
- the right side is bound to (SiR 21′ p1′ R 22′ q1′ R 23′ r1′ ).
- Z 1' is a divalent organic group.
- Z 1' does not include those that form a siloxane bond with the Si atom to which Z 1' is bonded.
- (Si—Z 1′ —Si) in formula (S3) does not contain a siloxane bond.
- the above Z 1′ is preferably a C 1-6 alkylene group, —(CH 2 ) z1′ —O—(CH 2 ) z2′ — (wherein z1′ is an integer of 0 to 6, for example 1 to is an integer of 6 and z2' is an integer of 0 to 6, such as an integer of 1 to 6) or -(CH 2 ) z3' -phenylene-(CH 2 ) z4' - (wherein z3' is an integer from 0 to 6, such as an integer from 1 to 6, and z4' is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 1' is a C 1-6 alkylene group or -(CH 2 ) z3' -phenylene-(CH 2 ) z4' -, preferably -phenylene-(CH 2 ) z4' -.
- Z 1′ is such a group, it can have higher light resistance, especially UV resistance.
- Z 1′ above is a C 1-3 alkylene group.
- Z 1' can be -CH 2 CH 2 CH 2 -.
- Z 1' can be -CH 2 CH 2 -.
- R 21′ above is independently at each occurrence —Z 1′′ —SiR 22′′ q1′′ R 23′′ r1′′ .
- Each occurrence of Z 1′′ above is independently an oxygen atom or a divalent organic group . ).
- Z 1′′ is a divalent organic group.
- Z 1′′ does not include those that form a siloxane bond with the Si atom to which Z 1′′ is bonded.
- Si—Z 1′′ —Si does not contain a siloxane bond.
- Z 1′′ is preferably a C 1-6 alkylene group, —(CH 2 ) z1′′ —O—(CH 2 ) z2′′ — (wherein z1′′ is an integer of 0 to 6, for example 1 to is an integer of 6, and z2′′ is an integer of 0 to 6, such as an integer of 1 to 6) or —(CH 2 ) z3′′ —phenylene-(CH 2 ) z4′′ —, wherein z3′′ is an integer from 0 to 6, such as an integer from 1 to 6, and z4′′ is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups are linear or branched, but preferably straight-chain, these groups are, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2- It may be substituted with one or more substituents selected from 6 alkynyl groups, but is preferably unsubstituted.
- Z 1′′ is a C 1-6 alkylene group or -(CH 2 ) z3′′ -phenylene-(CH 2 ) z4′′ -, preferably -phenylene-(CH 2 ) z4′′ -.
- Z 1′′ is such a group, it can be more light-resistant, especially UV-resistant.
- Z 1′′ is a C 1-3 alkylene group. In one aspect, Z 1′′ can be —CH 2 CH 2 CH 2 —. In another aspect, Z 1′′ can be —CH 2 CH 2 —.
- R 22 ′′ above is a Si-bonded group and independently at each occurrence is a hydroxyl group or a hydrolyzable group.
- R 22 ′′ above is preferably independently at each occurrence a hydrolyzable group.
- R j is a methyl group
- R j is a
- Each occurrence of R 23 ′′ above is independently a hydrogen atom or a monovalent organic group.
- Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.
- q1′′ is independently at each occurrence an integer from 0 to 3
- the at least one r1′′ is independently at each occurrence an integer from 0 to 3.
- the sum of q1′′ and r1′′ is 3 in units of (SiR 22′′ q1′′ R 23′′ r1′′ ).
- q1′′ is an integer of preferably 1 to 3, more preferably 2 to 3, still more preferably 3, independently for each (SiR 22′′ q1′′ R 23′′ r1′′ ) unit.
- R 22′ is independently a hydroxyl group or a hydrolyzable group.
- R 22' is preferably independently at each occurrence a hydrolyzable group.
- R j examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group and isobutyl group; and substituted alkyl groups such as chloromethyl group.
- an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
- R j is a methyl group, and in another aspect R j is an ethyl group.
- R k include unsubstituted alkylene groups such as —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —.
- Each occurrence of R 23′ above is independently a hydrogen atom or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, even more preferably a methyl group.
- p1' is independently an integer of 0 to 3 at each occurrence
- q1' is independently an integer from 0 to 3 at each occurrence
- r1' is independently at each occurrence.
- the sum of p', q1' and r1' is 3 in the unit of (SiR 21' p1' R 22' q1' R 23' r1' ).
- p1' is 0.
- p1' is an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each (SiR 21' p1' R 22' q1' R 23' r1' ) unit. may In a preferred embodiment, p1' is 3.
- q1′ is an integer of 1 to 3, preferably an integer of 2 to 3, each independently for each (SiR 21′ p1′ R 22′ q1′ R 23′ r1′ ) unit, 3 is more preferable.
- p1' is 0 and q1' is an integer of 1 to 3 independently for each (SiR 21' p1' R 22' q1' R 23' r1' ) unit, preferably is an integer of 2-3, more preferably 3.
- R 22 above is independently a hydroxyl group or a hydrolyzable group.
- R 22 is preferably independently at each occurrence a hydrolyzable group.
- R j examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group and isobutyl group; and substituted alkyl groups such as chloromethyl group.
- an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
- R j is a methyl group, and in another aspect R j is an ethyl group.
- R k include unsubstituted alkylene groups such as —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —.
- Each occurrence of R 23 above is independently a hydrogen atom or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, even more preferably a methyl group.
- p1 above independently at each occurrence is an integer of 0 to 3
- q1 is independently at each occurrence an integer from 0 to 3
- r1 is independently at each occurrence, An integer from 0 to 3.
- the sum of p1, q1 and r1 is 3 in units of (SiR 21 p1 R 22 q1 R 23 r1 ).
- p1 is 0.
- p1 may be an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit. In a preferred embodiment, p1 is 3.
- q1 is an integer of 1 to 3, preferably an integer of 2 to 3, more preferably 3, independently for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit.
- p1 is 0 and q1 is independently an integer of 1 to 3, preferably an integer of 2 to 3, for each (SiR 21 p1 R 22 q1 R 23 r1 ) unit. 3 is preferred.
- each occurrence of R b1 is independently a hydroxyl group or a hydrolyzable group.
- R b1 above is preferably independently at each occurrence a hydrolyzable group.
- R j examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group and isobutyl group; and substituted alkyl groups such as chloromethyl group.
- an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
- R j is a methyl group, and in another aspect R j is an ethyl group.
- R k include unsubstituted alkylene groups such as —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —.
- each occurrence of R c1 is independently a hydrogen atom or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group.
- k1 above independently at each occurrence is an integer of 0 to 3
- l1 is independently at each occurrence an integer from 0 to 3
- m1 is independently at each occurrence, An integer from 0 to 3.
- the sum of k1, l1 and m1 is 3 in units of (SiR a1 k1 R b1 l1 R c1 m1 ).
- k1 is independently an integer of 1 to 3, preferably 2 or 3, more preferably 3 for each (SiR a1 k1 R b1 l1 R c1 m1 ) unit. In a preferred embodiment, k1 is 3.
- R Si is a group represented by formula (S3), preferably at the terminal portion of formulas (1) and (2), a hydroxyl group or a hydrolyzable group There are at least two Si atoms to which are bonded.
- the group represented by formula (S3) is —Z 1 —SiR 22 q1 R 23 r1 (wherein q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3 and r1 is an integer of 0 to 2.), —Z 1′ —SiR 22′ q1′ R 23′ r1′ (wherein q1′ is an integer of 1 to 3, preferably 2 or 3, more preferably 3, and r1′ is an integer of 0 to 2), or —Z 1′′ —SiR 22′′ q1′′ R 23′′ r1′′ (wherein q1′′ is 1 to is an integer of 3, preferably 2 or 3, more preferably 3, and r1′′ is an integer of 0 to 2.) Z 1 , Z 1′ , Z 1′′ , R 22 , R 23 , R 22′ , R 23′ , R 22′′ , and R 23′′ are as defined above.
- R 21′ if R 21′ is present, at least one, preferably all R 21′ , q1′′ is an integer from 1 to 3, preferably 2 or 3, or more 3 is preferred.
- R 21 if R 21 is present, at least one, preferably all R 21 , p1′ is 0 and q1′ is an integer of 1 to 3, preferably is 2 or 3, more preferably 3.
- R a1 if R a1 is present, at least one, preferably all R a1 , p1 is 0, q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3.
- k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3, in formula (S3).
- R d1 is independently at each occurrence -Z 2 -CR 31 p2 R 32 q2 R 33 r2 .
- Z 2 is independently at each occurrence a single bond, an oxygen atom, or a divalent organic group.
- the right side is bound to (CR 31 p2 R 32 q2 R 33 r2 ).
- Z 2 is a divalent organic group.
- the above Z 2 is preferably a C 1-6 alkylene group, —(CH 2 ) z5 —O—(CH 2 ) z6 — (wherein z5 is an integer of 0 to 6, for example an integer of 1 to 6 and z6 is an integer of 0 to 6, such as an integer of 1 to 6) or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 -, wherein z7 is an integer of 0 to 6, For example, an integer from 1 to 6, and z8 is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 2 is a C 1-6 alkylene group or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 -, preferably -phenylene-(CH 2 ) z8 -.
- Z2 is such a group, it can be more light-resistant, especially UV-resistant.
- Z 2 above is a C 1-3 alkylene group.
- Z 2 can be -CH 2 CH 2 CH 2 -.
- Z 2 can be -CH 2 CH 2 -.
- R 31 is independently at each occurrence -Z 2' -CR 32' q2' R 33' r2' .
- Z 2' at each occurrence is independently a single bond, an oxygen atom or a divalent organic group.
- the right side is bound to (CR 32′ q2′ R 33′ r2′ ).
- the above Z 2′ is preferably a C 1-6 alkylene group, —(CH 2 ) z5′ —O—(CH 2 ) z6′ — (wherein z5′ is an integer of 0 to 6, for example 1 to is an integer of 6 and z6' is an integer of 0 to 6, such as an integer of 1 to 6) or -(CH 2 ) z7' -phenylene-(CH 2 ) z8' - (wherein z7' is an integer from 0 to 6, such as an integer from 1 to 6, and z8' is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 2' is a C 1-6 alkylene group or -(CH 2 ) z7' -phenylene-(CH 2 ) z8' -, preferably -phenylene-(CH 2 ) z8' -.
- Z 2′ is such a group, it can be more light-resistant, especially UV-resistant.
- Z 2′ above is a C 1-3 alkylene group.
- Z 2' can be -CH 2 CH 2 CH 2 -.
- Z 2' can be -CH 2 CH 2 -.
- R 32′ is independently —Z 3 —SiR 34 n2 R 35 3-n2 .
- Z 3 is independently a single bond, an oxygen atom, or a divalent organic group.
- the right side is bound to (SiR 34 n2 R 35 3-n2 ).
- Z3 is an oxygen atom.
- Z 3 is a divalent organic group.
- the above Z 3 is preferably a C 1-6 alkylene group, —(CH 2 ) z5′′ —O—(CH 2 ) z6′′ — (wherein z5′′ is an integer of 0 to 6, such as 1 to 6 and z6′′ is an integer of 0 to 6, such as an integer of 1 to 6) or —(CH 2 ) z7′′ —phenylene-(CH 2 ) z8′′ — (wherein z7′′ is , an integer from 0 to 6, such as an integer from 1 to 6, and z8′′ is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 3 is a C 1-6 alkylene group or —(CH 2 ) z7′′ -phenylene-(CH 2 ) z8′′ -, preferably -phenylene-(CH 2 ) z8′′ - .
- Z 3 is a C 1-6 alkylene group or —(CH 2 ) z7′′ -phenylene-(CH 2 ) z8′′ -, preferably -phenylene-(CH 2 ) z8′′ - .
- Z 3 above is a C 1-3 alkylene group.
- Z 3 can be -CH 2 CH 2 CH 2 -.
- Z 3 can be -CH 2 CH 2 -.
- R 34 above is independently a hydroxyl group or a hydrolyzable group.
- R 34 is preferably independently at each occurrence a hydrolyzable group.
- R j examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group and isobutyl group; and substituted alkyl groups such as chloromethyl group.
- an alkyl group, particularly an unsubstituted alkyl group is preferable, and a methyl group or an ethyl group is more preferable.
- R j is a methyl group, and in another aspect R j is an ethyl group.
- R k include unsubstituted alkylene groups such as —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —CH 2 CH 2 CH 2 CH 2 —.
- Each occurrence of R 35 above is independently a hydrogen atom or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group.
- n2 is an integer of 0 to 3 independently for each (SiR 34 n2 R 35 3-n2 ) unit.
- R Si is a group represented by formula (S4)
- n2 is preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3, independently for each (SiR 34 n2 R 35 3-n2 ) unit.
- Each occurrence of R 33′ above is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group or —(C s H 2s ) t1 —(O—C s H 2s ) t2 (wherein s is 1 to 6 , preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6 ), more preferably a C 1-20 alkyl group, still more preferably a C 1-6 alkyl group, and particularly preferably a methyl group.
- R 33' is a hydroxyl group.
- R 33' is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
- Each occurrence of q2' is independently an integer from 0 to 3, and each occurrence of r2' is independently an integer from 0 to 3.
- the sum of q2' and r2' is 3 in the unit of (CR 32' q2' R 33' r2' ).
- q2' is preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3, independently for each (CR 32' q2' R 33' r2' ) unit.
- R 32 is independently at each occurrence -Z 3 -SiR 34 n2 R 35 3-n2 .
- Such —Z 3 —SiR 34 n2 R 35 3-n2 has the same meaning as described for R 32′ above.
- Each occurrence of R 33 above is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group or —(C s H 2s ) t1 —(O—C s H 2s ) t2 (wherein s is 1 to 6 an integer, preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6 ), more preferably a C 1-20 alkyl group, still more preferably a C 1-6 alkyl group, and particularly preferably a methyl group.
- R 33 is a hydroxyl group.
- R 33 is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
- p2 above independently at each occurrence is an integer of 0 to 3
- q2 is independently at each occurrence an integer from 0 to 3
- r2 is independently at each occurrence, An integer from 0 to 3.
- the sum of p2, q2 and r2 is 3 in the unit of (CR 31 p2 R 32 q2 R 33 r2 ).
- p2 is 0.
- p2 may be an integer of 1 to 3, an integer of 2 to 3, or 3 independently for each (CR 31 p2 R 32 q2 R 33 r2 ) unit. In preferred embodiments, p2 is three.
- q2 is an integer of 1 to 3, preferably an integer of 2 to 3, more preferably 3 for each (CR 31 p2 R 32 q2 R 33 r2 ) unit.
- p2 is 0 and q2 is independently an integer of 1 to 3, preferably an integer of 2 to 3, for each (CR 31 p2 R 32 q2 R 33 r2 ) unit. 3 is preferred.
- R e1 above is independently —Z 3 —SiR 34 n2 R 35 3-n2 .
- Such —Z 3 —SiR 34 n2 R 35 3-n2 has the same meaning as described for R 32′ above.
- Each occurrence of R f1 above is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group.
- a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
- the monovalent organic group is preferably a C 1-20 alkyl group or —(C s H 2s ) t1 —(O—C s H 2s ) t2 (wherein s is 1 to 6 an integer, preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6 ), more preferably a C 1-20 alkyl group, still more preferably a C 1-6 alkyl group, and particularly preferably a methyl group.
- R f1 is a hydroxyl group.
- R f1 is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.
- k2 above independently at each occurrence is an integer of 0 to 3
- l2 is independently at each occurrence an integer from 0 to 3
- m2 is independently at each occurrence, An integer from 0 to 3.
- the sum of k2, l2 and m2 is 3 in units of (CR d1 k2 R e1 l2 R f1 m2 ).
- R Si is a group represented by formula (S4), preferably at the terminal portion of formulas (1) and (2), a hydroxyl group or a hydrolyzable group There are at least two Si atoms to which are bonded.
- n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2 ) units is 2 or more, for example 2 to 27, preferably 2 to 9, more preferably 2 to 6, still more preferably 2 to 3, at each terminal portion of formula (1) and formula (2), Especially preferably, there are three.
- n2 is an integer from 1 to 3, preferably 2 or 3, more preferably is 3.
- n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3 is.
- R e1 if R e1 is present, at least one, preferably all R a1 , n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3 is.
- the sum of l2, q2 and q2' in formula (S4) is 2 or more.
- k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3, in formula (S4).
- R g1 and R h1 are each independently at each occurrence -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 .
- R 11 , R 12 , R a1 , R b2 , R c1 , R d1 , R e1 , R f1 , n1, k1, l1, m1, k2, l2, and m2 have the same meanings as above.
- R g1 and R h1 are each independently —Z 4 —SiR 11 n1 R 12 3-n1 .
- Z 4 is independently a single bond, an oxygen atom, or a divalent organic group.
- the right side is bound to (SiR 11 n1 R 12 3-n1 ).
- Z 4 is an oxygen atom.
- Z 4 is a divalent organic group.
- the above Z 4 is preferably a C 1-6 alkylene group, —(CH 2 ) z5′′ —O—(CH 2 ) z6′′ — (wherein z5′′ is an integer of 0 to 6, such as 1 to 6 and z6′′ is an integer of 0 to 6, such as an integer of 1 to 6) or —(CH 2 ) z7′′ —phenylene-(CH 2 ) z8′′ — (wherein z7′′ is , an integer from 0 to 6, such as an integer from 1 to 6, and z8′′ is an integer from 0 to 6, such as an integer from 1 to 6).
- Such C 1-6 alkylene groups may be linear or branched, but are preferably linear.
- These groups may be substituted with one or more substituents selected from, for example, fluorine atoms, C 1-6 alkyl groups, C 2-6 alkenyl groups, and C 2-6 alkynyl groups. is preferably unsubstituted.
- Z 4 is a C 1-6 alkylene group or —(CH 2 ) z7′′ -phenylene-(CH 2 ) z8′′ -, preferably -phenylene-(CH 2 ) z8′′ -.
- Z 3 When is such a group, higher light resistance, especially UV resistance, can be obtained.
- Z 4 above is a C 1-3 alkylene group.
- Z 4 can be -CH 2 CH 2 CH 2 -.
- Z 4 can be -CH 2 CH 2 -.
- R Si is a group represented by formula (S2), (S3), (S4) or (S5). These compounds can form a surface treatment layer having high surface lubricity.
- R Si is a group represented by formula (S1), (S3), (S4) or (S5). Since these compounds have a plurality of hydrolyzable groups at one end, they can form a surface treatment layer that strongly adheres to a substrate and has high abrasion resistance.
- R Si is a group represented by formula (S1), (S3) or (S4). Since these compounds have a plurality of hydrolyzable groups at one end, they can form a surface treatment layer that strongly adheres to a substrate and has high abrasion resistance.
- R Si is a group represented by formula (S3) or (S4). Since these compounds can have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end, they can form a surface treatment layer with even higher abrasion resistance.
- R Si is a group represented by formula (S1).
- R Si is a group represented by formula (S2).
- R Si is a group represented by formula (S3).
- R Si is a group represented by formula (S4).
- R Si is a group represented by formula (S5).
- X A is the fluoropolyether portion (R F1 and R F2 ) that mainly provides water repellency, surface slipperiness, etc., and the portion that provides bonding ability with the substrate ( R Si ) and the linker. Therefore, XA may be a single bond or any group as long as the compounds represented by formulas (1) and (2) can exist stably.
- ⁇ is an integer of 1-9
- ⁇ is an integer of 1-9.
- ⁇ and ⁇ can vary depending on the valence of XA .
- the sum of ⁇ and ⁇ is the same as the valence of XA .
- X A is a decavalent organic group
- the sum of ⁇ and ⁇ is 10, such as ⁇ being 9 and ⁇ being 1, ⁇ being 5 and ⁇ being 5, or ⁇ being 1 and ⁇ being 9. obtain.
- ⁇ and ⁇ are 1 when X A is a divalent organic group.
- ⁇ is an integer of 1-9. ⁇ can vary depending on the valence of X A. That is, ⁇ is the value obtained by subtracting 1 from the valence of XA .
- each X A is independently a single bond or a divalent to decavalent organic group
- the divalent to decavalent organic group in X A above is preferably a divalent to octavalent organic group.
- a divalent to decavalent organic group is preferably a divalent to tetravalent organic group, more preferably a divalent organic group.
- such divalent to decavalent organic groups are preferably trivalent to octavalent organic groups, more preferably trivalent to hexavalent organic groups.
- X A is a single bond or a divalent organic group, ⁇ is 1 and ⁇ is 1.
- X A is a single bond or a divalent organic group and ⁇ is one.
- X A is a tri- to hexavalent organic group, ⁇ is 1 and ⁇ is 2-5.
- X A is a 3-6 valent organic group and ⁇ is 2-5.
- X A is a trivalent organic group, ⁇ is 1 and ⁇ is 2.
- X A is a trivalent organic group and ⁇ is two.
- formulas (1) and (2) are represented by formulas (1') and (2') below.
- X A is a single bond.
- X A is a divalent organic group.
- X A is, for example, a single bond or the following formula: -(R 51 ) p5 -(X 51 ) q5 -
- R 51 represents a single bond, —(CH 2 ) s5 — or an o-, m- or p-phenylene group, preferably —(CH 2 ) s5 —, s5 is an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3, even more preferably 1 or 2;
- X 51 represents -(X 52 ) l5 -, X 52 is independently at each occurrence -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 53 ) 2 -, -( a group selected from the group consisting of Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -, -CONR 54 -
- X A (typically the hydrogen atom of X A ) is substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group and a C 1-3 fluoroalkyl group. may be In preferred embodiments, X A is not substituted by these groups.
- each X A above is independently -(R 51 ) p5 -(X 51 ) q5 -R 52 -.
- R 52 represents a single bond, -(CH 2 ) t5 - or an o-, m- or p-phenylene group, preferably -(CH 2 ) t5 -.
- t5 is an integer of 1-20, preferably an integer of 2-6, more preferably an integer of 2-3.
- R 52 (typically the hydrogen atom of R 52 ) is substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group and a C 1-3 fluoroalkyl group; may be In preferred embodiments, R 56 is unsubstituted by these groups.
- X A are each independently single bond, a C 1-20 alkylene group, —R 51 —X 53 —R 52 —, or —X 54 —R 5 —
- R 51 and R 52 have the same meanings as above, X53 is -O-, -S-, -C(O)O-, -CONR 54- , -O-CONR 54- , —Si(R 53 ) 2 —, —(Si(R 53 ) 2 O) m5 —Si(R 53 ) 2 —, —O—(CH 2 ) u5 —(Si(R 53 ) 2 O) m5 —Si(R 53 ) 2 —, —O—(CH 2 ) u5 —Si(R 53 ) 2 —O—Si(R 53 ) 2 —CH 2 CH 2 —Si(R 53 ) 2 —O—Si(R 53 ) 2 —CH 2 CH 2 —
- X54 is -S-, -C(O)O-, -CONR 54- , -O-CONR 54- , —CONR 54 —(CH 2 ) u5 —(Si(R 54 ) 2 O) m5 —Si(R 54 ) 2 —, -CONR 54 -(CH 2 ) u5 -N(R 54 )-, or -CONR 54 -(o-, m- or p-phenylene)-Si(R 54 ) 2 - (In the formula, each symbol has the same meaning as above.) represents ] can be
- the above X A are each independently single bond, a C 1-20 alkylene group, —(CH 2 ) s5 —X 53 —, —(CH 2 ) s5 —X 53 —(CH 2 ) t5 — -X 54 -, or -X 54 -(CH 2 ) t5 - [In the formula, X 53 , X 54 , s5 and t5 have the same meanings as above. ] is.
- X A are each independently single bond, a C 1-20 alkylene group, —(CH 2 ) s5 —X 53 —(CH 2 ) t5 —, or —X 54 —(CH 2 ) t5 — [In the formula, each symbol has the same meaning as described above. ] can be
- each of the above X A is independently a single bond C 1-20 alkylene group, —(CH 2 ) s5 —X 53 —, or —(CH 2 ) s5 —X 53 —(CH 2 ) t5 —
- X 53 is -O-, -CONR 54 -, or -O-CONR 54 -;
- s5 is an integer from 1 to 20, t5 is an integer from 1 to 20;
- t5 is an integer from 1 to 20;
- each of the above X A is independently —(CH 2 ) s5 —O—(CH 2 ) t5 — -CONR54- ( CH2 ) t5-
- R 54 at each occurrence independently represents a hydrogen atom, a phenyl group or a C 1-6 alkyl group; s5 is an integer from 1 to 20, t5 is an integer from 1 to 20; ] can be
- each of the X A is independently single bond, a C 1-20 alkylene group, —(CH 2 ) s5 —O—(CH 2 ) t5 —, —(CH 2 ) s5 —(Si(R 53 ) 2 O) m5 —Si(R 53 ) 2 —(CH 2 ) t5 —, —(CH 2 ) s5 —O—(CH 2 ) u5 —(Si(R 53 ) 2 O) m5 —Si(R 53 ) 2 —(CH 2 ) t5 — or —(CH 2 ) s5 —O— (CH 2 ) t5 —Si(R 53 ) 2 —(CH 2 ) u5 —Si(R 53 ) 2 —(C v H 2v )— [In the formula, R 53 , m5, s5, t5 and u5 have the same meanings as above, and
- -(C v H 2v )- may be linear or branched, for example -CH 2 CH 2 -, -CH 2 CH 2 CH 2 -, -CH (CH 3 )—, —CH(CH 3 )CH 2 —.
- X A is each independently one or more selected from a fluorine atom, a C 1-3 alkyl group and a C 1-3 fluoroalkyl group (preferably a C 1-3 perfluoroalkyl group). It may be substituted by a substituent. In one aspect, X A is unsubstituted.
- X A is bonded to R F1 or R F2 on the left side of each formula, and is bonded to R Si on the right side.
- each X A can independently be other than a —O—C 1-6 alkylene group.
- X A includes, for example, the following groups: [wherein each R 41 is independently a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or a C 1-6 alkoxy group, preferably a methyl group; D is —CH 2 O(CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 —, —CF 2 O(CH 2 ) 3 —, -(CH 2 ) 2 -, -(CH 2 ) 3 -, -(CH 2 ) 4 -, —CONH—(CH 2 ) 3 —, -CON(CH 3 )-(CH 2 ) 3 -, -CON(Ph)-(CH 2 ) 3 -, where Ph means phenyl, and (In the formula, each R 42 independently represents a hydrogen atom, a C 1-6 alkyl group or a C 1-6 alkoxy group, preferably a methyl group or a methoxy
- X A above include: single bond, —CH 2 OCH 2 —, —CH 2 O(CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 —, —CH 2 O(CH 2 ) 4 —, —CH 2 O(CH 2 ) 5 —, —CH 2 O(CH 2 ) 6 —, —CH 2 O(CH 2 ) 3 Si(CH 3 ) 2 OSi(CH 3 ) 2 (CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 Si(CH 3 ) 2 OSi(CH 3 ) 2 OSi(CH 3 ) 2 (CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 Si(CH 3 ) 2 O(Si(CH 3 ) 2 O) 2 Si(CH 3 ) 2 (CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 Si(CH 3 ) 2 O(Si(CH 3 ) 2 O) 2 Si(CH 3 ) 2 (CH
- each X A is independently a group of the formula: -(R 16 ) x1 -(CFR 17 ) y1 -(CH 2 ) z1 -.
- x1, y1 and z1 are each independently an integer of 0 to 10, the sum of x1, y1 and z1 is 1 or more, and the order of existence of each parenthesized repeating unit is is optional in
- each occurrence of R 16 is independently an oxygen atom, phenylene, carbazolylene, —NR 18 — (wherein R 18 represents a hydrogen atom or an organic group) or a divalent organic group.
- R 18 is an oxygen atom or a divalent polar group.
- the "lower alkyl group” is, for example, an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, which may be substituted with one or more fluorine atoms.
- each occurrence of R 17 is independently a hydrogen atom, a fluorine atom or a lower fluoroalkyl group, preferably a fluorine atom.
- the "lower fluoroalkyl group” is, for example, a fluoroalkyl group having 1 to 6 carbon atoms, preferably a fluoroalkyl group having 1 to 3 carbon atoms, preferably a perfluoroalkyl group having 1 to 3 carbon atoms, more preferably a trifluoromethyl group, It is a pentafluoroethyl group, more preferably a trifluoromethyl group.
- examples of X A include the groups: [In the formula, each R 41 is independently a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or a C 1-6 alkoxy group, preferably a methyl group; In each X A group any one of the T's are attached to R F1 or R F2 of the molecular backbone: —CH 2 O(CH 2 ) 2 —, —CH 2 O(CH 2 ) 3 —, —CF 2 O(CH 2 ) 3 —, -(CH 2 ) 2 -, -(CH 2 ) 3 -, -(CH 2 ) 4 -, —CONH—(CH 2 ) 3 —, -CON(CH 3 )-(CH 2 ) 3 -, -CON(Ph)-(CH 2 ) 3 - (where Ph means phenyl), or [In the formula, each R 42 independently represents a hydrogen atom, a C
- T's are attached to R Si of the molecular backbone and, if present, the remaining T's are each independently a methyl group, a phenyl group, a C 1-6 alkoxy group or a radical scavenging group group or UV-absorbing group.
- the radical scavenging group is not particularly limited as long as it can scavenge radicals generated by light irradiation. , hindered amines, hindered phenols, or triazines.
- the ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet rays. Examples include residues of oxanilides, benzoxazinones, and benzoxazoles.
- preferred radical-scavenging groups or UV-absorbing groups include: is mentioned.
- each X A can independently be a trivalent to decavalent organic group.
- examples of X A include the groups: [wherein R 25 , R 26 and R 27 are each independently a divalent to hexavalent organic group, R 25 is bound to at least one R 2 F1 and R 26 and R 27 are each bound to at least one R 2 Si . ]
- R 25 above is a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, a C 5-20 arylene group, -R 57 -X 58 -R 59 -, -X 58 - R 59 -, or -R 57 -X 58 -.
- R 57 and R 59 above are each independently a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, or a C 5-20 arylene group.
- X 58 above is -O-, -S-, -CO-, -O-CO- or -COO-.
- R 26 and R 27 are each independently a hydrocarbon or a group having at least one atom selected from N, O and S in the end or main chain of the hydrocarbon, Preferred are C 1-6 alkyl group, —R 36 —R 37 —R 36 —, —R 36 —CHR 38 2 — and the like.
- each R 36 is independently a single bond or an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms.
- R 37 is N, O or S, preferably N or O.
- R 38 is -R 45 -R 46 -R 45 -, -R 46 -R 45 - or -R 45 -R 46 -.
- each R 45 is independently an alkyl group having 1 to 6 carbon atoms.
- R 46 is N, O or S, preferably O.
- each X A can independently be a trivalent to decavalent organic group.
- the fluoropolyether group-containing silane compound represented by the formula (1) or (2) is not particularly limited, but may have an average molecular weight of 5 ⁇ 10 2 to 1 ⁇ 10 5 . Among these ranges, from the viewpoint of abrasion resistance, it is preferable to have an average molecular weight of 2,000 to 32,000, more preferably 2,500 to 12,000.
- the "average molecular weight” refers to the number average molecular weight, and the "average molecular weight” is a value measured by 19 F-NMR.
- the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is a compound represented by Formula (1).
- the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is a compound represented by formula (2).
- the fluoropolyether group-containing silane compound in the surface treatment agent of the present disclosure is the compound represented by Formula (1) and the compound represented by Formula (2).
- the compound represented by formula (2) is preferably 0.1 with respect to the total of the compound represented by formula (1) and the compound represented by formula (2) It is mol % or more and 35 mol % or less.
- the lower limit of the content of the compound represented by formula (2) with respect to the total of the compound represented by formula (1) and the compound represented by formula (2) is preferably 0.1 mol%, more preferably It can be 0.2 mol %, more preferably 0.5 mol %, even more preferably 1 mol %, particularly preferably 2 mol %, especially 5 mol %.
- the upper limit of the content of the compound represented by formula (2) with respect to the total of the compound represented by formula (1) and the compound represented by formula (2) is preferably 35 mol%, more preferably 30 mol %, more preferably 20 mol %, even more preferably 15 mol % or 10 mol %.
- the compound represented by formula (2) with respect to the total of the compound represented by formula (1) and the compound represented by formula (2) is preferably 0.1 mol% or more and 30 mol% or less, more preferably 0.1 mol% or more and 20 mol% or less, more preferably 0.2 mol% or more and 10 mol% or less, even more preferably 0.5 mol% or more and 10 mol% or less, particularly preferably 1 mol% or more and 10 mol% or less Hereinafter, for example, it is 2 mol % or more and 10 mol % or less, or 5 mol % or more and 10 mol % or less.
- the compound represented by formula (1) or (2) above can be obtained, for example, by the method described in Patent Document 1 above.
- the content of the compound represented by the above formula (1) or (2) is preferably 0.1 to 50.0% by mass, more preferably 1.0 to 30.0% by mass, based on the total surface treatment agent. % by weight, more preferably 5.0 to 25.0% by weight, particularly preferably 10.0 to 20.0% by weight.
- the surface treatment agent of the present disclosure contains a fluoropolyether group-containing silane compound having two or more Si-bonded groups selected from hydrolyzable groups in one molecule.
- the various hydrolyzable groups may be bonded to the same Si atom. , may be bonded to another Si atom.
- the fluoropolyether group-containing silane compound contains two —SiR 11 3 as silyl groups having hydrolyzable groups, two or more R 11 in —SiR 11 3 may be present, or each All three R 11 in —SiR 11 3 are the same group, and R 11 may be different between the two silyl groups.
- the various hydrolyzable groups are attached to the same Si atom.
- the fluoropolyether group-containing silane compound is preferably —SiR 61 R 62 2 (R 61 is a hydrolyzable group, R 62 is a hydrolyzable group different from R 61 ).
- the surface treatment agent of the present disclosure comprises two or more fluoropolyether group-containing silane compounds each having a different Si-bonded group selected from hydrolyzable groups. That is, the surface treatment agent of the present disclosure includes a fluoropolyether group-containing silane compound having a hydrolyzable Si-bonded group and a fluoropolyether group-containing silane compound having another hydrolyzable Si-bonded group. compounds.
- the number of hydrolyzable groups present in one fluoropolyether group-containing compound may be one, or two or more. In a preferred embodiment, only one hydrolyzable group is present in one fluoropolyether group-containing compound.
- the fluoropolyether group-containing silane compounds preferably have —SiR 61 3 (R 61 are the same hydrolyzable group) independently in each compound.
- the hydrolyzable group is a group that does not release a conjugate base.
- R j is a substituted or unsubstituted C 1-10 alkyl group and R k is a substituted or unsubstituted C 1-10 alkylene group.
- the C 1-10 alkyl group is unsubstituted.
- the C 1-10 alkyl group may be linear or branched, but is preferably linear.
- the C 1-10 alkyl group is preferably a C 1-6 alkyl group, more preferably a C 1-4 alkyl group.
- the C 1-10 alkyl group is preferably methyl group, ethyl group, propyl group, isopropyl group, n-butyl group or isobutyl group, more preferably methyl group or ethyl group.
- the C 1-10 alkylene group is unsubstituted.
- the C 1-10 alkylene group may be linear or branched, but is preferably linear.
- the C 1-10 alkylene group is preferably a C 1-6 alkylene group, more preferably a C 1-4 alkylene group.
- the C 1-10 alkyl group is preferably -CH 2 -, -CH 2 CH 2 -, -CH 2 CH 2 CH 2 -, or -CH 2 CH 2 CH 2 CH 2 -.
- two types of hydrolyzable groups are present in the surface treatment agent of the present disclosure.
- the two hydrolyzable groups are -OR j and -OR k -OR j .
- the two hydrolyzable groups are present in one fluoropolyether group-containing silane compound. In one aspect, the two hydrolyzable groups are present in one silyl group.
- the two hydrolyzable groups are present in separate fluoropolyether group-containing silane compounds.
- each Si bonding group in the surface treatment agent of the present disclosure is preferably 1 to 99 mol%, more preferably 2 to 98 mol%, based on all Si bonding groups.
- the content of each hydrolyzable group in the surface treatment agent of the present disclosure is preferably 1 to 99 mol%, more preferably 2 to 98 mol%, based on all Si-bonded groups.
- the content of one of the hydrolyzable groups in the surface treatment agent of the present disclosure is preferably 0.1 to 50 mol%, more preferably 0.1 to 50 mol%, based on all Si-bonded groups. is 1 to 30 mol %, more preferably 2 to 20 mol %.
- the content of -OR k -OR j in the surface treatment agent of the present disclosure is preferably 0.00 to 0.000 relative to all Si-bonded groups. It is 1 to 50 mol %, more preferably 1 to 30 mol %, more preferably 2 to 20 mol %.
- the surface treatment agent of the present disclosure is a solvent, a (non-reactive) fluoropolyether compound, preferably a perfluoro(poly)ether compound, which can be understood as a solvent, a fluorine-containing oil (hereinafter collectively referred to as "fluorine-containing oil”).
- a (non-reactive) silicone compound that can be understood as silicone oil hereinafter referred to as "silicone oil”
- silicone oil hereinafter referred to as "silicone oil”
- solvent examples include aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, and mineral spirits; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, and solvent naphtha.
- aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, and mineral spirits
- aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, and solvent naphtha.
- fluorine-containing oil examples include, but are not limited to, compounds represented by the following general formula (3) (perfluoro(poly)ether compounds).
- Rf 5 represents a C 1-16 alkyl group (preferably a C 1-16 perfluoroalkyl group) optionally substituted with one or more fluorine atoms
- Rf 6 is represents a C 1-16 alkyl group optionally substituted with one or more fluorine atoms (preferably a C 1-16 perfluoroalkyl group), a fluorine atom or a hydrogen atom
- Rf 5 and Rf 6 more preferably each independently a C 1-3 perfluoroalkyl group.
- a', b', c' and d' each represent the number of four types of repeating units of perfluoro(poly)ether constituting the main skeleton of the polymer, and are independently integers of 0 or more and 300 or less, , a′, b′, c′ and d′ are at least 1, preferably 1-300, more preferably 20-300.
- the order of existence of each repeating unit enclosed in parentheses with subscript a', b', c' or d' is arbitrary in the formula.
- -(OC 4 F 8 )- is -(OCF 2 CF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 CF 2 )-, -(OCF 2 CF(CF 3 ) CF 2 )-,-(OCF 2 CF 2 CF(CF 3 ))-,-(OC(CF 3 ) 2 CF 2 )-,-(OCF 2 C(CF 3 ) 2 )-,-(OCF (CF 3 )CF(CF 3 ))-, -(OCF(C 2 F 5 )CF 2 )- and (OCF 2 CF(C 2 F 5 ))-, preferably - (OCF 2 CF 2 CF 2 CF 2 )-.
- -(OC 3 F 6 )- may be any of -(OCF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 )- and (OCF 2 CF(CF 3 ))- , preferably -(OCF 2 CF 2 CF 2 )-.
- -(OC 2 F 4 )- may be either -(OCF 2 CF 2 )- or (OCF(CF 3 ))-, but is preferably -(OCF 2 CF 2 )-.
- perfluoro(poly)ether compounds represented by the general formula (3) include compounds represented by any of the following general formulas (3a) and (3b) (one or a mixture of two or more) may be used).
- Rf 5 -(OCF 2 CF 2 CF 2 ) b′′ -Rf 6 (3a) Rf5- ( OCF2CF2CF2 ) a" -( OCF2CF2CF2 ) b" - ( OCF2CF2 ) c " -( OCF2 ) d" -Rf6 ...
- Rf 5 and Rf 6 are as described above; in formula (3a), b′′ is an integer of 1 or more and 100 or less; is an integer of 0 or more and 30 or less, and c" and d" are each independently an integer of 1 or more and 300 or less.
- the order of existence of each repeating unit is arbitrary in the formula.
- the fluorine-containing oil may be a compound represented by the general formula Rf 3 —F (wherein Rf 3 is a C 5-16 perfluoroalkyl group). It may also be a chlorotrifluoroethylene oligomer.
- the fluorine-containing oil may have an average molecular weight of 500-10,000.
- the molecular weight of the fluorine-containing oil can be measured using GPC.
- the fluorine-containing oil may be contained in an amount of, for example, 0 to 50% by mass, preferably 0 to 30% by mass, more preferably 0 to 5% by mass, relative to the surface treatment agent of the present disclosure.
- the surface treatment agent of the present disclosure is substantially free of fluorine-containing oil. “Substantially free of fluorine-containing oil” means that it does not contain fluorine-containing oil at all, or may contain a very small amount of fluorine-containing oil.
- the average molecular weight of the fluorine-containing oil may be larger than the average molecular weight of the fluoropolyether group-containing silane compound. With such an average molecular weight, particularly when the surface treatment layer is formed by a vacuum deposition method, it is possible to obtain more excellent abrasion resistance and surface lubricity.
- the average molecular weight of the fluorine-containing oil may be smaller than the average molecular weight of the fluoropolyether group-containing silane compound. With such an average molecular weight, it is possible to form a cured product having high abrasion resistance and high surface slipperiness while suppressing deterioration of the transparency of the surface treatment layer obtained from such a compound.
- the fluorine-containing oil contributes to improving the surface lubricity of the layer formed by the surface treatment agent of the present disclosure.
- silicone oil for example, linear or cyclic silicone oil having 2,000 or less siloxane bonds can be used.
- Linear silicone oils may be so-called straight silicone oils and modified silicone oils.
- straight silicone oils include dimethylsilicone oil, methylphenylsilicone oil, and methylhydrogensilicone oil.
- Modified silicone oils include those obtained by modifying straight silicone oils with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol and the like.
- Cyclic silicone oil includes, for example, cyclic dimethylsiloxane oil.
- such a silicone oil is added to a total of 100 parts by mass of the fluoropolyether group-containing silane compound of the present disclosure (the sum of these when two or more types, the same applies hereinafter), for example It can be contained in an amount of 0 to 300 parts by weight, preferably 50 to 200 parts by weight.
- Silicone oil contributes to improving the surface lubricity of the surface treatment layer.
- the alcohols include alcohols having 1 to 10 carbon atoms which may be substituted with one or more fluorine atoms, such as methanol, ethanol, iso-propanol, tert-butanol, methyl cellosolve, cellosolve, and isopropyl.
- Ether alcohols such as cellosolve, butyl cellosolve, diethylene glycol monomethyl ether, CF 3 CH 2 OH, CF 3 CF 2 CH 2 OH and (CF 3 ) 2 CHOH. These alcohols may be used alone or in combination of two or more. In one embodiment, the alcohols can be 2 or more, such as 2-5.
- the compatibility between the perfluoropolyether group-containing silane compound and the solvent is improved.
- the types of Si-bonded groups in the surface treatment agent can be increased.
- 2,2,2-trifluoroethanol, 2,2,3,3,3-pentafluoro-1-propanol or 2,2,3,3,4,4,5,5- fluorine-substituted alcohols such as octafluoro-1-pentanol, preferably fluorine-substituted alcohols having CF 2 H at the terminal, fluorine-substituted aryls such as 1,3-bis(trifluoromethyl)benzene, preferably fluorine-substituted benzene, and the like; mentioned.
- the catalyst examples include acids (eg, acetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid, etc.), bases (eg, sodium hydroxide, potassium hydroxide, ammonia, triethylamine, diethylamine etc.)), transition metals (such as Ti, Ni, Sn, etc.), and the like.
- acids eg, acetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid, etc.
- bases eg, sodium hydroxide, potassium hydroxide, ammonia, triethylamine, diethylamine etc.
- transition metals such as Ti, Ni, Sn, etc.
- the catalyst promotes hydrolysis and dehydration condensation of the fluoropolyether group-containing silane compound of the present disclosure and promotes formation of a layer formed by the surface treatment agent of the present disclosure.
- Other components include, in addition to the above, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, methyltriacetoxysilane, and the like.
- the surface treatment agent of the present disclosure can be made into pellets by impregnating a porous material, such as a porous ceramic material, metal fiber, such as steel wool, into a flocculated material.
- a porous material such as a porous ceramic material, metal fiber, such as steel wool
- the pellet can be used, for example, for vacuum deposition.
- the surface treatment agent of the present disclosure contains trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and silane condensates. obtain.
- the article of the present disclosure includes a base material and a layer (surface treatment layer) formed on the surface of the base material from the surface treatment agent of the present disclosure.
- Substrates that can be used in the present disclosure include, for example, glass, resins (natural or synthetic resins, such as common plastic materials), metals, ceramics, semiconductors (silicon, germanium, etc.), fibers (woven fabrics, non-woven fabrics etc.), fur, leather, wood, ceramics, stone, etc., construction members, etc., sanitary products, and any suitable material.
- resins natural or synthetic resins, such as common plastic materials
- metals such as common plastic materials
- ceramics such as common plastic materials
- semiconductors silicon, germanium, etc.
- fibers woven fabrics, non-woven fabrics etc.
- fur leather, wood, ceramics, stone, etc., construction members, etc., sanitary products, and any suitable material.
- the material forming the surface of the substrate may be a material for optical members, such as glass or transparent plastic.
- some layer (or film) such as a hard coat layer or an antireflection layer may be formed on the surface (outermost layer) of the substrate.
- the antireflection layer may be either a single antireflection layer or a multi-layer antireflection layer. Examples of inorganic materials that can be used for the antireflection layer include SiO2 , SiO, ZrO2 , TiO2 , TiO , Ti2O3 , Ti2O5 , Al2O3 , Ta2O5 , Ta3O5 .
- the article to be manufactured is an optical glass component for a touch panel, a thin film using a transparent electrode such as indium tin oxide (ITO) or indium zinc oxide is provided on part of the surface of the substrate (glass).
- a transparent electrode such as indium tin oxide (ITO) or indium zinc oxide is provided on part of the surface of the substrate (glass).
- the substrate may be an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomized film layer, a hard coating film layer, a polarizing film, a phase retardation film, and a liquid crystal display module.
- I-CON decorative frame layer
- the shape of the base material is not particularly limited, and may be, for example, plate-like, film, or other forms.
- the surface region of the base material on which the surface treatment layer is to be formed may be at least part of the surface of the base material, and can be appropriately determined according to the application and specific specifications of the article to be manufactured.
- At least the surface portion of such a substrate may consist of a material that originally has hydroxyl groups.
- materials include glass, metals (particularly base metals), ceramics, and semiconductors on which a natural oxide film or thermal oxide film is formed.
- hydroxyl groups are introduced onto the surface of the base material by subjecting the base material to some pretreatment. can be increased or increased.
- pretreatment include plasma treatment (eg, corona discharge) and ion beam irradiation. Plasma treatment can introduce or increase hydroxyl groups on the substrate surface, and can also be suitably used to clean the substrate surface (remove foreign matter and the like).
- an interfacial adsorbent having a carbon-carbon unsaturated bond group is preliminarily formed on the substrate surface by a monomolecular film by the LB method (Langmuir-Blodgett method), a chemical adsorption method, or the like.
- LB method Liuir-Blodgett method
- a chemical adsorption method or the like.
- such a substrate may comprise, at least a portion of its surface, another reactive group, such as a silicone compound having one or more Si—H groups, or a material comprising an alkoxysilane. .
- the substrate is glass.
- glass sapphire glass, soda lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, and quartz glass are preferable, and chemically strengthened soda lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glasses are particularly preferred.
- the article of the present disclosure is produced by forming a layer of the surface treatment agent of the present disclosure on the surface of the substrate, and post-treating this layer as necessary, thereby forming a layer from the surface treatment agent of the present disclosure. It can be manufactured by forming.
- the layer formation of the surface treatment agent of the present disclosure can be carried out by applying the surface treatment agent to the surface of the substrate so as to coat the surface.
- a coating method is not particularly limited. For example, wet coating methods and dry coating methods can be used.
- wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating and similar methods.
- Examples of dry coating methods include vapor deposition (usually vacuum deposition), sputtering, CVD and similar methods.
- vapor deposition methods usually vacuum vapor deposition methods
- Specific examples of vapor deposition methods include resistance heating, electron beams, high-frequency heating using microwaves, ion beams, and similar methods.
- Examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.
- the surface treatment agents of the present disclosure may be diluted with a solvent prior to application to the substrate surface.
- the following solvents are preferably used: perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms (for example, perfluorohexane, perfluoromethylcyclohexane and perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (eg, bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (eg, C 6 F 13 CH 2 CH 3 (eg, Asahi Glass Asahiklin (registered trademark) AC-6000 manufactured by Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, Zeorora (registered trademark) H manufactured by Nippon Zeon Co., Ltd.); Hydrofluoroethers (HFE)
- perfluoropropyl methyl ether C3F7OCH3
- perfluorobutyl methyl ether C4F9OCH3
- Novec (trademark) 7100 manufactured by Sumitomo 3M perfluorobutyl ethyl ether
- perfluorobutyl ethyl ether C4F9OC2H5
- Novec (trademark) 7200 manufactured by Sumitomo 3M), perfluoro Alkyl perfluoroalkyl ethers ( perfluoroalkyl groups and alkyl groups are directly may be chain or branched), or CF 3 CH 2 OCF 2 CHF 2 (eg Asahiklin (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.), etc.
- solvents may be used alone or , can be used as a mixture of two or more, among which hydrofluoroethers are preferred, and perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) and/or perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ) is particularly preferred.
- the surface treatment agent of the present disclosure may be subjected to the dry coating method as it is, or may be subjected to the dry coating method after being diluted with the solvent described above.
- the layer formation of the surface treatment agent is preferably carried out so that the surface treatment agent of the present disclosure is present in the layer together with the catalyst for hydrolysis and dehydration condensation.
- the catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure after the surface treatment agent of the present disclosure has been diluted with a solvent, just prior to application to the substrate surface.
- the surface treatment agent of the present disclosure to which the catalyst has been added is vapor-deposited (usually, vacuum deposition) as it is, or the surface treatment agent of the present disclosure to which the catalyst is added is applied to a metal porous body such as iron or copper.
- a vapor deposition (usually vacuum vapor deposition) process may be performed using a pellet-shaped material impregnated with .
- Any suitable acid or base can be used as the catalyst.
- acid catalysts that can be used include acetic acid, formic acid, and trifluoroacetic acid.
- a basic catalyst for example, ammonia, organic amines, and the like can be used.
- the surface treatment layer included in the article of the present disclosure has both high abrasion resistance.
- the surface treatment layer has water repellency, oil repellency, and antifouling properties (for example, it prevents the adhesion of stains such as fingerprints), depending on the composition of the surface treatment agent used.
- Waterproofness prevents water from penetrating into electronic parts, etc.
- surface slipperiness or lubricity, such as wiping off of fingerprints and other stains, excellent touch feeling on fingers
- chemical resistance etc. It can be suitably used as a functional thin film.
- the present disclosure also relates to an optical material having the surface treatment layer as the outermost layer.
- optical materials in addition to optical materials related to displays and the like as exemplified later, a wide variety of optical materials are preferably exemplified: for example, cathode ray tubes (CRT; e.g., personal computer monitors), liquid crystal displays, plasma displays, organic EL. Displays such as displays, inorganic thin film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFD), field emission displays (FED; Field Emission Display), protective plates for these displays, or antireflection films on their surfaces processed.
- CTR cathode ray tubes
- LCD liquid crystal displays
- plasma displays organic EL.
- Displays such as displays, inorganic thin film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFD), field emission displays (FED; Field Emission Display), protective plates for these displays, or antireflection films on their surfaces processed.
- VFD fluorescent display tubes
- FED Field Emission Display
- optical members include the following: lenses for eyeglasses; front protective plates, antireflection plates, polarizing plates, anti-glare plates for displays such as PDP and LCD; touch panel sheets; disc surfaces of optical discs such as Blu-ray (registered trademark) discs, DVD discs, CD-Rs, and MOs; optical fibers;
- the articles of the present disclosure may be medical devices or medical materials.
- the thickness of the layer is not particularly limited. In the case of optical members, the thickness of the layer is preferably in the range of 1 to 50 nm, 1 to 30 nm, preferably 1 to 15 nm, from the viewpoint of optical performance, abrasion resistance and antifouling properties.
- Example 2 The fluoropolyether group-containing silane compounds (compounds 3a and 3d) obtained in Synthesis Examples 2 and 5 were each diluted with Novec 7200 to a concentration of 20% by mass, and diluted to a 1:1 (mass ratio). After mixing, the mixture was further diluted with Novec 7200 so that the concentration of the fluoropolyether group-containing silane compound in the whole was 0.06% by mass.
- the surface treatment agent prepared above was applied using a spray coating device onto a chemically strengthened glass (Gorilla 3 manufactured by Corning Incorporated) whose surface was treated with atmospheric pressure plasma. The coating amount was 60 g/m 2 of the surface treatment agent. Subsequently, the substrate coated with the surface treatment agent was heat-treated at 150° C. for 30 minutes under atmospheric pressure.
- a fully automatic contact angle meter DropMaster 700 (manufactured by Kyowa Interface Science Co., Ltd.) was used to measure the static contact angle. Specifically, a base material having a surface treatment layer to be measured is placed horizontally, 2 ⁇ L of water is dropped from a microsyringe on the surface, and a still image is taken with a video microscope 1 second after dropping. Static contact angles were measured. The static contact angle of water was measured at five different points on the surface treatment layer of the base material, and a value obtained by calculating the average value was used.
- the surface composition of the surface treatment layer of the above-treated glass substrate was determined using an X-ray photoelectron spectroscopic analyzer (XPS, PHI5000VersaProbe II manufactured by ULVAC-Phi, Inc.). The measurement conditions for the XPS analysis were as follows.
- X-ray source monochromatic AlK ⁇ rays (25 W)
- Photoelectron detection area 1400 ⁇ m ⁇ 300 ⁇ m
- Photoelectron detection angle 45 degrees
- Pass energy 23.5 eV
- the peak areas of C1s, O1s, Si2p and F1s were observed by the above XPS, and the peak area ratio was calculated to determine the composition of the treated surface including the surface treatment antifouling layer. asked.
- Table 2 shows the ratio of fluorine atom concentration to the total amount of carbon atom concentration, oxygen atom concentration, and fluorine atom concentration on the sample surface.
- the article of the present disclosure can be suitably used in various applications, for example, as an optical member such as a touch panel.
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Abstract
Description
[1] フルオロポリエーテル基及びシリル基を有するフルオロポリエーテル基含有シラン化合物を含む表面処理剤であって、該表面処理剤中に含まれる、シリル基のSi原子に結合するSi結合基は、加水分解性基から選択される少なくとも2種の基を含む、表面処理剤。
[2] 前記Si結合基は、前記加水分解性基に加え、さらに水酸基を含む、上記[1]に記載の表面処理剤。
[3] 前記フルオロポリエーテル基含有シラン化合物は、下記式(1)又は(2):
RF1は、各出現においてそれぞれ独立して、Rf1-RF-Oq-であり;
RF2は、-Rf2 p-RF-Oq-であり;
Rf1は、各出現においてそれぞれ独立して、1個又はそれ以上のフッ素原子により置換されていてもよいC1-16アルキル基であり;
Rf2は、1個又はそれ以上のフッ素原子により置換されていてもよいC1-6アルキレン基であり;
RFは、各出現においてそれぞれ独立して、2価のフルオロポリエーテル基であり;
pは、0又は1であり;
qは、各出現においてそれぞれ独立して、0又は1であり;
RSiは、各出現においてそれぞれ独立して、水酸基、加水分解性基、水素原子又は1価の有機基が結合したSi原子を含む1価の基であり;
少なくとも1つのRSiは、水酸基又は加水分解性基が結合したSi原子を含む1価の基であり;
XAは、それぞれ独立して、単結合又は2~10価の有機基であり;
αは、1~9の整数であり;
βは、1~9の整数であり;
γは、それぞれ独立して、1~9の整数である。]
で表される少なくとも1種のフルオロポリエーテル基含有シラン化合物である、上記[1]又は[2]に記載の表面処理剤。
[4] Rf1は、各出現においてそれぞれ独立して、C1-16パーフルオロアルキル基であり、
Rf2は、各出現においてそれぞれ独立して、C1-6パーフルオロアルキレン基である、
上記[3]に記載の表面処理剤。
[5] RFは、各出現においてそれぞれ独立して、式:
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3RFa 6)d-(OC2F4)e-(OCF2)f-
[式中、RFaは、各出現においてそれぞれ独立して、水素原子、フッ素原子又は塩素原子であり、
a、b、c、d、e及びfは、それぞれ独立して、0~200の整数であって、a、b、c、d、e及びfの和は1以上であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意であり、ただし、すべてのRFaが水素原子又は塩素原子である場合、a、b、c、e及びfの少なくとも1つは、1以上である。]
で表される基である、上記[3]又は[4]に記載の表面処理剤。
[6] RFaは、フッ素原子である、上記[5]に記載の表面処理剤。
[7] RFは、各出現においてそれぞれ独立して、下記式(f1)、(f2)、(f3)、(f4)、(f5)又は(f6):
-(OC3F6)d-(OC2F4)e- (f1)
[式中、dは、1~200の整数であり、eは、0又は1である。]
-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f2)
[式中、c及びdは、それぞれ独立して0以上30以下の整数であり、e及びfは、それぞれ独立して1以上200以下の整数であり、
c、d、e及びfの和は2以上であり、
添字c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。]
-(R6-R7)g- (f3)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数である。]
-(R6-R7)g-Rr-(R7’-R6’)g’- (f4)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
R6’は、OCF2又はOC2F4であり、
R7’は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数であり、
g’は、2~100の整数であり、
Rrは、
である。];
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f5)
[式中、eは、1以上200以下の整数であり、a、b、c、d及びfは、それぞれ独立して0以上200以下の整数であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f6)
[式中、fは、1以上200以下の整数であり、a、b、c、d及びeは、それぞれ独立して0以上200以下の整数であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
で表される基である、上記[3]又は[4]に記載の表面処理剤。
[8] RSiは、それぞれ独立して、下記式(S1)、(S2)、(S3)、(S4)又は(S5):
R11は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R12は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n1は、(SiR11 n1R12 3-n1)単位毎にそれぞれ独立して、0~3の整数であり;
X11は、各出現においてそれぞれ独立して、単結合又は2価の有機基であり;
R13は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
tは、各出現においてそれぞれ独立して、2以上の整数であり;
R14は、各出現においてそれぞれ独立して、水素原子、ハロゲン原子又は-X11-SiR11 n1R12 3-n1であり;
R15は、各出現においてそれぞれ独立して、単結合、酸素原子、炭素数1~6のアルキレン基又は炭素数1~6のアルキレンオキシ基であり;
Ra1は、各出現においてそれぞれ独立して、-Z1-SiR21 p1R22 q1R23 r1であり;
Z1は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R21は、各出現においてそれぞれ独立して、-Z1’-SiR21’ p1’R22’ q1’R23’ r1’であり;
R22は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1は、各出現においてそれぞれ独立して、0~3の整数であり;
q1は、各出現においてそれぞれ独立して、0~3の整数であり;
r1は、各出現においてそれぞれ独立して、0~3の整数であり;
p1、q1、及びr1の合計は、SiR21 p1R22 q1R23 r1単位において、3であり;
Z1’は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R21’は、各出現においてそれぞれ独立して、-Z1”-SiR22” q1”R23” r1”であり;
R22’は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23’は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1’は、各出現においてそれぞれ独立して、0~3の整数であり;
q1’は、各出現においてそれぞれ独立して、0~3の整数であり;
r1’は、各出現においてそれぞれ独立して、0~3の整数であり;
p1’、q1’、及びr1’の合計は、SiR21’ p1’R22’ q1’R23’ r1’単位において、3であり;
Z1”は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R22”は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23”は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
q1”は、各出現においてそれぞれ独立して、0~3の整数であり;
r1”は、各出現においてそれぞれ独立して、0~3の整数であり;
q1”及びr1”の合計は、SiR22” q1”R23” r1”単位において、3であり;
Rb1は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
Rc1は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
k1は、各出現においてそれぞれ独立して、1~3の整数であり;
l1は、各出現においてそれぞれ独立して、0~3の整数であり;
m1は、各出現においてそれぞれ独立して、0~3の整数であり;
k1、l1及びm1の合計は、SiRa1 k1Rb1 l1Rc1 m1単位において、3であり;
Rd1は、各出現においてそれぞれ独立して、-Z2-CR31 p2R32 q2R33 r2であり;
Z2は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R31は、各出現においてそれぞれ独立して、-Z2’-CR32’ q2’R33’ r2’であり;
R32は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
p2は、各出現においてそれぞれ独立して、0~3の整数であり;
q2は、各出現においてそれぞれ独立して、0~3の整数であり;
r2は、各出現においてそれぞれ独立して、0~3の整数であり;
p2、q2、及びr2の合計は、SiR31 p2R32 q2R33 r2単位において、3であり;
Z2’は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R32’は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33’は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
q2’は、各出現においてそれぞれ独立して、0~3の整数であり;
r2’は、各出現においてそれぞれ独立して、0~3の整数であり;
q2’、及びr2’の合計は、SiR32’ q2’R33’ r2’単位において、3であり;
Z3は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R34は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R35は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n2は、各出現においてそれぞれ独立して、0~3の整数であり;
Re1は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
Rf1は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
k2は、各出現においてそれぞれ独立して、0~3の整数であり;
l2は、各出現においてそれぞれ独立して、0~3の整数であり;
m2は、各出現においてそれぞれ独立して、0~3の整数であり;
k2、l2及びm2の合計は、CRd1 k2Re1 l2Rf1 m2単位において、3であり;
Rg1及びRh1は、各出現においてそれぞれ独立して、-Z4-SiR11 n1R12 3-n1、-Z4-SiRa1 k1Rb1 l1Rc1 m1、又は-Z4-CRd1 k2Re1 l2Rf1 m2であり;
Z4は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
ただし、式(S1)、(S2)、(S3)、(S4)及び(S5)中、水酸基又は加水分解性基が結合したSi原子が少なくとも1つ存在する。]
で表される基である、上記[3]~[7]のいずれか1項に記載の表面処理剤。
[9] α、β、及びγは、1である、上記[3]~[8]のいずれか1項に記載の表面処理剤。
[10] 前記式(S1)で表される基は、下記式(S1-b):
で表される基である、上記[8]又は[9]に記載の表面処理剤。
[11] 一分子中に、加水分解性基から選択される2種以上のSi結合基を有するフルオロポリエーテル基含有シラン化合物を含む、上記[1]~[10]のいずれか1項に記載の表面処理剤。
[12] 加水分解性基から選択されるそれぞれ異なるSi結合基を有する、2種以上のフルオロポリエーテル基含有シラン化合物を含む、上記[1]~[11]のいずれか1項に記載の表面処理剤。
[13] 前記加水分解性基は、それぞれ独立して、-ORj、-ORk-ORj、-OCORj、-O-N=CRj 2、-NRj 2、-NHRj、-NCO、及びハロゲン(式中、Rjは、置換又は非置換のC1-10アルキル基であり、Rkは、置換又は非置換のC1-10アルキレン基である。)からなる群から選択される、上記[1]~[12]のいずれか1項に記載の表面処理剤。
[14] 前記表面処理剤中に存在する加水分解性基は、2種である、上記[1]~[13]のいずれか1項に記載の表面処理剤。
[15] 前記加水分解性基は、-ORj及び-ORk-ORjである、上記[1]~[14]のいずれか1項に記載の表面処理剤。
[16] 前記表面処理剤中の各Si結合基の含有量は、全Si結合基に対して、10~90モル%である、上記[1]~[15]のいずれか1項に記載の表面処理剤。
[17] 含フッ素オイル、シリコーンオイル、及び触媒から選択される1種又はそれ以上の他の成分をさらに含有する、上記[1]~[16]のいずれか1項に記載の表面処理剤。
[18] さらに溶媒を含む、上記[1]~[17]のいずれか1項に記載の表面処理剤。
[19] 防汚性コーティング剤又は防水性コーティング剤として使用される、上記[1]~[18]のいずれか1項に記載の表面処理剤。
[20] 上記[1]~[19]のいずれか1項に記載の表面処理剤を含有するペレット。
[21] 基材と、該基材上に、上記[1]~[19]のいずれか1項に記載の表面処理剤より形成された層とを含む物品。
[22] 前記基材は、ガラス基材である、上記[21]に記載の物品。
[23] 光学部材である、上記[21]又は[22]に記載の物品。
上記フルオロポリエーテル基含有シラン化合物は、フルオロポリエーテル基及びシリル基を有する。
RF1は、各出現においてそれぞれ独立して、Rf1-RF-Oq-であり;
RF2は、-Rf2 p-RF-Oq-であり;
Rf1は、各出現においてそれぞれ独立して、1個又はそれ以上のフッ素原子により置換されていてもよいC1-16アルキル基であり;
Rf2は、1個又はそれ以上のフッ素原子により置換されていてもよいC1-6アルキレン基であり;
RFは、各出現においてそれぞれ独立して、2価のフルオロポリエーテル基であり;
pは、0又は1であり;
qは、各出現においてそれぞれ独立して、0又は1であり;
RSiは、各出現においてそれぞれ独立して、水酸基、加水分解性基、水素原子又は1価の有機基が結合したSi原子を含む1価の基であり;
少なくとも1つのRSiは、水酸基又は加水分解性基が結合したSi原子を含む1価の基であり;
XAは、それぞれ独立して、単結合又は2~10価の有機基であり;
αは、1~9の整数であり;
βは、1~9の整数であり;
γは、それぞれ独立して、1~9の整数である。]
で表される少なくとも1種のフルオロポリエーテル基含有シラン化合物である。
-(OCh1RFa 2h1)h3-(OCh2RFa 2h2-2)h4-
[式中:
RFaは、各出現においてそれぞれ独立して、水素原子、フッ素原子又は塩素原子であり、
h1は、1~6の整数であり、
h2は、4~8の整数であり、
h3は、0以上の整数であり、
h4は、0以上の整数であり、
だたし、h3とh4の合成は、1以上、好ましくは2以上、より好ましくは5以上であり、h3及びh4を付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。]
で表される基を含み得る。
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3RFa 6)d-(OC2F4)e-(OCF2)f-
[式中:
RFaは、各出現においてそれぞれ独立して、水素原子、フッ素原子又は塩素原子であり、
a、b、c、d、e及びfは、それぞれ独立して、0~200の整数であって、a、b、c、d、e及びfの和は1以上である。a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。ただし、すべてのRFaが水素原子又は塩素原子である場合、a、b、c、e及びfの少なくとも1つは、1以上である。]
で表される基である。
-(OC3F6)d-(OC2F4)e- (f1)
[式中、dは、1~200の整数であり、eは0又は1である。];
-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f2)
[式中、c及びdは、それぞれ独立して0以上30以下の整数であり、e及びfは、それぞれ独立して1以上200以下の整数であり、
c、d、e及びfの和は2以上であり、
添字c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。];
-(R6-R7)g- (f3)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数である。];
-(R6-R7)g-Rr-(R7’-R6’)g’- (f4)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
R6’は、OCF2又はOC2F4であり、
R7’は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数であり、
g’は、2~100の整数であり、
Rrは、
である。];
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f5)
[式中、eは、1以上200以下の整数であり、a、b、c、d及びfは、それぞれ独立して0以上200以下の整数であって、また、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f6)
[式中、fは、1以上200以下の整数であり、a、b、c、d及びeは、それぞれ独立して0以上200以下の整数であって、また、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
のいずれかで表される基である。
であり、より好ましくは
である。
R11は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R12は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n1は、(SiR11 n1R12 3-n1)単位毎にそれぞれ独立して、0~3の整数であり;
X11は、各出現においてそれぞれ独立して、単結合又は二価の有機基であり;
R13は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
R14は、各出現においてそれぞれ独立して、水素原子、ハロゲン原子又は-X11-SiR11 n1R12 3-n1であり;
R15は、各出現においてそれぞれ独立して、単結合、酸素原子、炭素数1~6のアルキレン基又は炭素数1~6のアルキレンオキシ基であり;
tは、各出現においてそれぞれ独立して、2以上の整数であり;
Ra1は、各出現においてそれぞれ独立して、-Z1-SiR21 p1R22 q1R23 r1であり;
Z1は、各出現においてそれぞれ独立して、酸素原子又は二価の有機基であり;
R21は、各出現においてそれぞれ独立して、-Z1’-SiR21’ p1’R22’ q1’R23’ r1’であり;
R22は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1は、各出現においてそれぞれ独立して、0~3の整数であり;
q1は、各出現においてそれぞれ独立して、0~3の整数であり;
r1は、各出現においてそれぞれ独立して、0~3の整数であり;
Z1’は、各出現においてそれぞれ独立して、酸素原子又は二価の有機基であり;
R21’は、各出現においてそれぞれ独立して、-Z1”-SiR22” q1”R23” r1”であり;
R22’は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23’は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1’は、各出現においてそれぞれ独立して、0~3の整数であり;
q1’は、各出現においてそれぞれ独立して、0~3の整数であり;
r1’は、各出現においてそれぞれ独立して、0~3の整数であり;
Z1”は、各出現においてそれぞれ独立して、酸素原子又は二価の有機基であり;
R22”は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23”は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
q1”は、各出現においてそれぞれ独立して、0~3の整数であり;
r1”は、各出現においてそれぞれ独立して、0~3の整数であり;
Rb1は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
Rc1は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
k1は、各出現においてそれぞれ独立して、0~3の整数であり;
l1は、各出現においてそれぞれ独立して、0~3の整数であり;
m1は、各出現においてそれぞれ独立して、0~3の整数であり;
Rd1は、各出現においてそれぞれ独立して、-Z2-CR31 p2R32 q2R33 r2であり;
Z2は、各出現においてそれぞれ独立して、単結合、酸素原子又は二価の有機基であり;
R31は、各出現においてそれぞれ独立して、-Z2’-CR32’ q2’R33’ r2’であり;
R32は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
p2は、各出現においてそれぞれ独立して、0~3の整数であり;
q2は、各出現においてそれぞれ独立して、0~3の整数であり;
r2は、各出現においてそれぞれ独立して、0~3の整数であり;
Z2’は、各出現においてそれぞれ独立して、単結合、酸素原子又は二価の有機基であり;
R32’は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33’は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
q2’は、各出現においてそれぞれ独立して、0~3の整数であり;
r2’は、各出現においてそれぞれ独立して、0~3の整数であり;
Z3は、各出現においてそれぞれ独立して、単結合、酸素原子又は二価の有機基であり;
R34は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R35は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n2は、各出現においてそれぞれ独立して、0~3の整数であり;
Re1は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
Rf1は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
k2は、各出現においてそれぞれ独立して、0~3の整数であり;
l2は、各出現においてそれぞれ独立して、0~3の整数であり;
m2は、各出現においてそれぞれ独立して、0~3の整数であり;
Rg1及びRh1は、各出現においてそれぞれ独立して、-Z4-SiR11 n1R12 3-n1、-Z4-SiRa1 k1Rb1 l1Rc1 m1、又は-Z4-CRd1 k2Re1 l2Rf1 m2であり;
Z4は、各出現においてそれぞれ独立して、単結合、酸素原子又は二価の有機基であり;
ただし、式(S1)、(S2)、(S3)、(S4)及び(S5)中、水酸基又は加水分解性基が結合したSi原子が少なくとも1つ存在する。]
で表される基である。
R11、R12、R13、X11、及びn1は、上記式(S1)の記載と同意義であり;
t1及びt2は、各出現においてそれぞれ独立して、1以上の整数、好ましくは1~10の整数、より好ましくは2~10の整数、例えば1~5の整数又は2~5の整数であり;
t1及びt2を付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
-(R51)p5-(X51)q5-
[式中:
R51は、単結合、-(CH2)s5-又はo-、m-もしくはp-フェニレン基を表し、好ましくは-(CH2)s5-であり、
s5は、1~20の整数、好ましくは1~6の整数、より好ましくは1~3の整数、さらにより好ましくは1又は2であり、
X51は、-(X52)l5-を表し、
X52は、各出現においてそれぞれ独立して、-O-、-S-、o-、m-もしくはp-フェニレン基、-C(O)O-、-Si(R53)2-、-(Si(R53)2O)m5-Si(R53)2-、-CONR54-、-O-CONR54-、-NR54-及び-(CH2)n5-からなる群から選択される基を表し、
R53は、各出現においてそれぞれ独立して、フェニル基、C1-6アルキル基又はC1-6アルコキシ基を表し、好ましくはフェニル基又はC1-6アルキル基であり、より好ましくはメチル基であり、
R54は、各出現においてそれぞれ独立して、水素原子、フェニル基又はC1-6アルキル基(好ましくはメチル基)を表し、
m5は、各出現において、それぞれ独立して、1~100の整数、好ましくは1~20の整数であり、
n5は、各出現において、それぞれ独立して、1~20の整数、好ましくは1~6の整数、より好ましくは1~3の整数であり、
l5は、1~10の整数、好ましくは1~5の整数、より好ましくは1~3の整数であり、
p5は、0又は1であり、
q5は、0又は1であり、
ここに、p5及びq5の少なくとも一方は1であり、p5又はq5を付して括弧でくくられた各繰り返し単位の存在順序は任意である]
で表される2価の有機基が挙げられる。ここに、XA(典型的にはXAの水素原子)は、フッ素原子、C1-3アルキル基及びC1-3フルオロアルキル基から選択される1個又はそれ以上の置換基により置換されていてもよい。好ましい態様において、XAは、これらの基により置換されていない。
単結合、
C1-20アルキレン基、
-R51-X53-R52-、又は
-X54-R5-
[式中、R51及びR52は、上記と同意義であり、
X53は、
-O-、
-S-、
-C(O)O-、
-CONR54-、
-O-CONR54-、
-Si(R53)2-、
-(Si(R53)2O)m5-Si(R53)2-、
-O-(CH2)u5-(Si(R53)2O)m5-Si(R53)2-、
-O-(CH2)u5-Si(R53)2-O-Si(R53)2-CH2CH2-Si(R53)2-O-Si(R53)2-、
-O-(CH2)u5-Si(OCH3)2OSi(OCH3)2-、
-CONR54-(CH2)u5-(Si(R53)2O)m5-Si(R53)2-、
-CONR54-(CH2)u5-N(R54)-、又は
-CONR54-(o-、m-又はp-フェニレン)-Si(R53)2-
(式中、R53、R54及びm5は、上記と同意義であり、
u5は1~20の整数、好ましくは2~6の整数、より好ましくは2~3の整数である。)を表し、
X54は、
-S-、
-C(O)O-、
-CONR54-、
-O-CONR54-、
-CONR54-(CH2)u5-(Si(R54)2O)m5-Si(R54)2-、
-CONR54-(CH2)u5-N(R54)-、又は
-CONR54-(o-、m-又はp-フェニレン)-Si(R54)2-
(式中、各記号は、上記と同意義である。)
を表す。]
であり得る。
単結合、
C1-20アルキレン基、
-(CH2)s5-X53-、
-(CH2)s5-X53-(CH2)t5-
-X54-、又は
-X54-(CH2)t5-
[式中、X53、X54、s5及びt5は、上記と同意義である。]
である。
単結合、
C1-20アルキレン基、
-(CH2)s5-X53-(CH2)t5-、又は
-X54-(CH2)t5-
[式中、各記号は、上記と同意義である。]
であり得る。
単結合
C1-20アルキレン基、
-(CH2)s5-X53-、又は
-(CH2)s5-X53-(CH2)t5-
[式中、
X53は、-O-、-CONR54-、又は-O-CONR54-であり、
R54は、各出現においてそれぞれ独立して、水素原子、フェニル基又はC1-6アルキル基を表し、
s5は、1~20の整数であり、
t5は、1~20の整数である。]
であり得る。
-(CH2)s5-O-(CH2)t5-
-CONR54-(CH2)t5-
[式中、
R54は、各出現においてそれぞれ独立して、水素原子、フェニル基又はC1-6アルキル基を表し、
s5は、1~20の整数であり、
t5は、1~20の整数である。]
であり得る。
単結合、
C1-20アルキレン基、
-(CH2)s5-O-(CH2)t5-、
-(CH2)s5-(Si(R53)2O)m5-Si(R53)2-(CH2)t5-、
-(CH2)s5-O-(CH2)u5-(Si(R53)2O)m5-Si(R53)2-(CH2)t5-、又は
-(CH2)s5-O-(CH2)t5-Si(R53)2-(CH2)u5-Si(R53)2-(CvH2v)-
[式中、R53、m5、s5、t5及びu5は、上記と同意義であり、v5は1~20の整数、好ましくは2~6の整数、より好ましくは2~3の整数である。]
である。
Dは、
-CH2O(CH2)2-、
-CH2O(CH2)3-、
-CF2O(CH2)3-、
-(CH2)2-、
-(CH2)3-、
-(CH2)4-、
-CONH-(CH2)3-、
-CON(CH3)-(CH2)3-、
-CON(Ph)-(CH2)3-(式中、Phはフェニルを意味する)、及び
から選択される基であり、
Eは、-(CH2)n-(nは2~6の整数)であり、
Dは、分子主鎖のRF1又はRF2に結合し、Eは、RSiに結合する。]
単結合、
-CH2OCH2-、
-CH2O(CH2)2-、
-CH2O(CH2)3-、
-CH2O(CH2)4-、
-CH2O(CH2)5-、
-CH2O(CH2)6-、
-CH2O(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-、
-CH2O(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-、
-CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-、
-CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-、
-CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)10Si(CH3)2(CH2)2-、
-CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)20Si(CH3)2(CH2)2-、
-CH2OCF2CHFOCF2-、
-CH2OCF2CHFOCF2CF2-、
-CH2OCF2CHFOCF2CF2CF2-、
-CH2OCH2CF2CF2OCF2-、
-CH2OCH2CF2CF2OCF2CF2-、
-CH2OCH2CF2CF2OCF2CF2CF2-、
-CH2OCH2CF2CF2OCF(CF3)CF2OCF2-、
-CH2OCH2CF2CF2OCF(CF3)CF2OCF2CF2-、
-CH2OCH2CF2CF2OCF(CF3)CF2OCF2CF2CF2-、
-CH2OCH2CHFCF2OCF2-、
-CH2OCH2CHFCF2OCF2CF2-、
-CH2OCH2CHFCF2OCF2CF2CF2-、
-CH2OCH2CHFCF2OCF(CF3)CF2OCF2-、
-CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2-、
-CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2CF2-、
-CH2OCF2CHFOCF2CF2CF2-C(O)NH-CH2-、
-CH2OCH2(CH2)7CH2Si(OCH3)2OSi(OCH3)2(CH2)2Si(OCH3)2OSi(OCH3)2(CH2)2-、
-CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)3-、
-CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)3-、
-CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)2-、
-CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)2-、
-(CH2)2-Si(CH3)2-(CH2)2-、
-CH2-、
-(CH2)2-、
-(CH2)3-、
-(CH2)4-、
-(CH2)5-、
-(CH2)6-、
-CO-、
-CONH-、
-CONH-CH2-、
-CONH-(CH2)2-、
-CONH-(CH2)3-、
-CONH-(CH2)4-、
-CONH-(CH2)5-、
-CONH-(CH2)6-、
-CON(CH3)-CH2-、
-CON(CH3)-(CH2)2-、
-CON(CH3)-(CH2)3-、
-CON(CH3)-(CH2)4-、
-CON(CH3)-(CH2)5-、
-CON(CH3)-(CH2)6-、
-CON(Ph)-CH2-(式中、Phはフェニルを意味する)、
-CON(Ph)-(CH2)2-(式中、Phはフェニルを意味する)、
-CON(Ph)-(CH2)3-(式中、Phはフェニルを意味する)、
-CON(Ph)-(CH2)4-(式中、Phはフェニルを意味する)、
-CON(Ph)-(CH2)5-(式中、Phはフェニルを意味する)、
-CON(Ph)-(CH2)6-(式中、Phはフェニルを意味する)、
-CONH-(CH2)2NH(CH2)3-、
-CONH-(CH2)6NH(CH2)3-、
-CH2O-CONH-(CH2)3-、
-CH2O-CONH-(CH2)6-、
-S-(CH2)3-、
-(CH2)2S(CH2)3-、
-CONH-(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-、
-CONH-(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-、
-CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-、
-CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-、
-CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)10Si(CH3)2(CH2)2-、
-CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)20Si(CH3)2(CH2)2-、
-C(O)O-(CH2)3-、
-C(O)O-(CH2)6-、
-CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)2-、
-CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-、
-CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)3-、
-CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-CH2-、
-OCH2-、
-O(CH2)3-、
-OCFHCF2-、
などが挙げられる。
R41は、それぞれ独立して、水素原子、フェニル基、炭素数1~6のアルキル基、又はC1-6アルコキシ基好ましくはメチル基であり;
各XA基において、Tのうち任意のいくつかは、分子主鎖のRF1又はRF2に結合する以下の基:
-CH2O(CH2)2-、
-CH2O(CH2)3-、
-CF2O(CH2)3-、
-(CH2)2-、
-(CH2)3-、
-(CH2)4-、
-CONH-(CH2)3-、
-CON(CH3)-(CH2)3-、
-CON(Ph)-(CH2)3-(式中、Phはフェニルを意味する)、又は
であり、別のTのいくつかは、分子主鎖のRSiに結合し、存在する場合、残りのTは、それぞれ独立して、メチル基、フェニル基、C1-6アルコキシ基又はラジカル捕捉基又は紫外線吸収基である。
R25は、少なくとも1つのRF1に結合し、R26及びR27は、それぞれ、少なくとも1つのRSiに結合する。]
Rf5-(OC4F8)a’-(OC3F6)b’-(OC2F4)c’-(OCF2)d’-Rf6 ・・・(3)
式中、Rf5は、1個又はそれ以上のフッ素原子により置換されていてもよい炭素数1~16アルキル基(好ましくは、C1―16のパーフルオロアルキル基)を表し、Rf6は、1個又はそれ以上のフッ素原子により置換されていてもよい炭素数1~16アルキル基(好ましくは、C1-16パーフルオロアルキル基)、フッ素原子又は水素原子を表し、Rf5及びRf6は、より好ましくは、それぞれ独立して、C1-3パーフルオロアルキル基である。
a’、b’、c’及びd’は、ポリマーの主骨格を構成するパーフルオロ(ポリ)エーテルの4種の繰り返し単位数をそれぞれ表し、互いに独立して0以上300以下の整数であって、a’、b’、c’及びd’の和は少なくとも1、好ましくは1~300、より好ましくは20~300である。添字a’、b’、c’又はd’を付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。これら繰り返し単位のうち、-(OC4F8)-は、-(OCF2CF2CF2CF2)-、-(OCF(CF3)CF2CF2)-、-(OCF2CF(CF3)CF2)-、-(OCF2CF2CF(CF3))-、-(OC(CF3)2CF2)-、-(OCF2C(CF3)2)-、-(OCF(CF3)CF(CF3))-、-(OCF(C2F5)CF2)-及び(OCF2CF(C2F5))-のいずれであってもよいが、好ましくは-(OCF2CF2CF2CF2)-である。-(OC3F6)-は、-(OCF2CF2CF2)-、-(OCF(CF3)CF2)-及び(OCF2CF(CF3))-のいずれであってもよく、好ましくは-(OCF2CF2CF2)-である。-(OC2F4)-は、-(OCF2CF2)-及び(OCF(CF3))-のいずれであってもよいが、好ましくは-(OCF2CF2)-である。
Rf5-(OCF2CF2CF2)b”-Rf6 ・・・(3a)
Rf5-(OCF2CF2CF2CF2)a”-(OCF2CF2CF2)b”-(OCF2CF2)c”-(OCF2)d”-Rf6 ・・・(3b)
これら式中、Rf5及びRf6は上記の通りであり;式(3a)において、b”は1以上100以下の整数であり;式(3b)において、a”及びb”は、それぞれ独立して0以上30以下の整数であり、c”及びd”はそれぞれ独立して1以上300以下の整数である。添字a”、b”、c”、d”を付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。
1H NMR (mXHF, 400 MHz) δ[ppm]:2.34 (d, 6H), 3.59-3.62 (m, 2H),5.40-5.45 (m, 6H), 6.13-6.24 (m, 3H), 6.92 (broad,1H).
19F NMR (mXHF, 376 MHz) δ[ppm]:-129.5, -125.8, -90.5, -88.9, -85.6, -85.1, -83.7, -83.4, -80.0, -78.3, -57.7, -56.0 , -55.2, -53.5, -51.9.
1H NMR (mXHF, 400 MHz) δ[ppm]: 0.95-0.99 (m, 6H), 1. 56-1.77 (m, 12H), 3.56-3.61 (m, 2H),3.89-4.10 (m, 27H)
19F NMR (mXHF, 376 MHz) δ[ppm]:-129.5, -125.8, -90.5, -88.9, -85.6, -85.1, -83.7, -83.4, -80.0, -78.3, -57.7, -56.0 , -55.2, -53.5, -51.9.
1H NMR (mXHF, 400 MHz) δ[ppm]: 0.95-1.04 (m, 6H), 1.56-1.84 (m, 12H), 3.41-3.53 (m, 29H), 3.60-3.80 (m, 18H), 4.12-4.35 (m, 18H)
19F NMR (mXHF, 376 MHz) δ[ppm]:-129.5, -125.8, -90.5, -88.8, -85.9, -85.3, -85.1, -83.7, -83.4, -79.8, -79.5, -57.7, -56.0 , -55.2, -53.5, -51.9.
1H NMR (mXHF, 400 MHz) δ[ppm]: 0.77-0.84(m, 6H), 1. 39-1.70 (m, 12H), 3.4-3.42 (m, 2H),3.5 (s, 0.6H), 3.66-3.7 (m, 0.4H), 3.89-4.10 (m, 26.4H), 4.13-4.14 (m, 0.4H),
p+p’+p”=8.79
1H NMR (mXHF, 400 MHz) δ[ppm]: 0.77-0.84(m, 6H), 1.40-1.67 (m, 12H), 3.4-3.43 (m, 2H),3.5 (s, 7.2H), 3.67-3.70 (m, 4.8H), 3.89-4.10 (m, 19.8H), 4.13-4.22 (m, 4.8H),
q+q’+q”=6.6
比較例1~2、及び実施例1
合成例2~4で得られたフルオロポリエーテル基含有シラン化合物(化合物3a、3b、3c)を、濃度0.06質量%となるようにNovec 7200(3M社製、エチルパーフルオロブチルエーテル)で希釈し、それぞれ表面処理剤を調製した。その後、表面を大気圧プラズマで処理した化学強化ガラス(コーニング社製 Gorilla 3)上にスプレー塗布装置を用いて上記で調製した表面処理剤を塗布した。塗布量は表面処理剤60g/m2とした。続いて、表面処理剤が塗布された基材を大気圧下、150℃で30分間加熱処理した。
合成例2及び5で得られたフルオロポリエーテル基含有シラン化合物(化合物3a、3d)を、それぞれ濃度20質量%となるようにNovec7200で希釈し、それらを1対1(質量比)となるよう混合したのち、全体に占めるフルオロポリエーテル基含有シラン化合物が濃度0.06質量%となるようにさらにNovec7200で希釈した。その後、表面を大気圧プラズマで処理した化学強化ガラス(コーニング社製 Gorilla 3)上にスプレー塗布装置を用いて上記で調製した表面処理剤を塗布した。塗布量は表面処理剤60g/m2とした。続いて、表面処理剤が塗布された基材を大気圧下、150℃で30分間加熱処理した。
静的接触角の測定は、全自動接触角計DropMaster700(協和界面科学社製)を用いた。具体的には、測定対象の表面処理層を有する基材を水平に静置し、その表面にマイクロシリンジから水を2μL滴下し、滴下1秒後の静止画をビデオマイクロスコープで撮影することにより静的接触角を測定した。水の静的接触角は、基材の表面処理層の異なる5点において測定し、その平均値を算出した値を用いた。
(初期評価)
初期評価(消しゴム摩擦回数0回)として、表面処理層の形成後、表面上の余剰分を拭き上げたのちに、水の静的接触角を測定した。結果を表1に示す。
消しゴム:Raber Eraser(Minoan社製)
接地面積:6mmφ
移動距離(片道):40mm
移動速度:3,600mm/分
荷重:1kg/6mmφ
上記の処理されたガラス基体の表面処理層の表面組成を、X線光電子分光分析装置(XPS,アルバック・ファイ社製 PHI5000VersaProbeII)を用いて行った。XPS分析の測定条件は、下記の通りとした。
X線源:単色化AlKα線(25W)
光電子検出面積:1400μm×300μm
光電子検出角:45度
パスエネルギー:23.5eV
Claims (23)
- フルオロポリエーテル基及びシリル基を有するフルオロポリエーテル基含有シラン化合物を含む表面処理剤であって、該表面処理剤中に含まれる、シリル基のSi原子に結合するSi結合基は、加水分解性基から選択される少なくとも2種の基を含む、表面処理剤。
- 前記Si結合基は、前記加水分解性基に加え、さらに水酸基を含む、請求項1に記載の表面処理剤。
- 前記フルオロポリエーテル基含有シラン化合物は、下記式(1)又は(2):
RF1は、各出現においてそれぞれ独立して、Rf1-RF-Oq-であり;
RF2は、-Rf2 p-RF-Oq-であり;
Rf1は、各出現においてそれぞれ独立して、1個又はそれ以上のフッ素原子により置換されていてもよいC1-16アルキル基であり;
Rf2は、1個又はそれ以上のフッ素原子により置換されていてもよいC1-6アルキレン基であり;
RFは、各出現においてそれぞれ独立して、2価のフルオロポリエーテル基であり;
pは、0又は1であり;
qは、各出現においてそれぞれ独立して、0又は1であり;
RSiは、各出現においてそれぞれ独立して、水酸基、加水分解性基、水素原子又は1価の有機基が結合したSi原子を含む1価の基であり;
少なくとも1つのRSiは、水酸基又は加水分解性基が結合したSi原子を含む1価の基であり;
XAは、それぞれ独立して、単結合又は2~10価の有機基であり;
αは、1~9の整数であり;
βは、1~9の整数であり;
γは、それぞれ独立して、1~9の整数である。]
で表される少なくとも1種のフルオロポリエーテル基含有シラン化合物である、請求項1~3のいずれか1項に記載の表面処理剤。 - Rf1は、各出現においてそれぞれ独立して、C1-16パーフルオロアルキル基であり、
Rf2は、各出現においてそれぞれ独立して、C1-6パーフルオロアルキレン基である、
請求項3に記載の表面処理剤。 - RFは、各出現においてそれぞれ独立して、式:
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3RFa 6)d-(OC2F4)e-(OCF2)f-
[式中、RFaは、各出現においてそれぞれ独立して、水素原子、フッ素原子又は塩素原子であり、
a、b、c、d、e及びfは、それぞれ独立して、0~200の整数であって、a、b、c、d、e及びfの和は1以上であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意であり、ただし、すべてのRFaが水素原子又は塩素原子である場合、a、b、c、e及びfの少なくとも1つは、1以上である。]
で表される基である、請求項3又は4に記載の表面処理剤。 - RFaは、フッ素原子である、請求項5に記載の表面処理剤。
- RFは、各出現においてそれぞれ独立して、下記式(f1)、(f2)、(f3)、(f4)、(f5)又は(f6):
-(OC3F6)d-(OC2F4)e- (f1)
[式中、dは、1~200の整数であり、eは、0又は1である。]
-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f2)
[式中、c及びdは、それぞれ独立して0以上30以下の整数であり、e及びfは、それぞれ独立して1以上200以下の整数であり、
c、d、e及びfの和は2以上であり、
添字c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は、式中において任意である。]
-(R6-R7)g- (f3)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数である。]
-(R6-R7)g-Rr-(R7’-R6’)g’- (f4)
[式中、R6は、OCF2又はOC2F4であり、
R7は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
R6’は、OCF2又はOC2F4であり、
R7’は、OC2F4、OC3F6、OC4F8、OC5F10及びOC6F12から選択される基であるか、あるいは、これらの基から独立して選択される2又は3つの基の組み合わせであり、
gは、2~100の整数であり、
g’は、2~100の整数であり、
Rrは、
である。];
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f5)
[式中、eは、1以上200以下の整数であり、a、b、c、d及びfは、それぞれ独立して0以上200以下の整数であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
-(OC6F12)a-(OC5F10)b-(OC4F8)c-(OC3F6)d-(OC2F4)e-(OCF2)f- (f6)
[式中、fは、1以上200以下の整数であり、a、b、c、d及びeは、それぞれ独立して0以上200以下の整数であり、a、b、c、d、e又はfを付して括弧でくくられた各繰り返し単位の存在順序は式中において任意である。]
で表される基である、請求項3又は4に記載の表面処理剤。 - RSiは、それぞれ独立して、下記式(S1)、(S2)、(S3)、(S4)又は(S5):
R11は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R12は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n1は、(SiR11 n1R12 3-n1)単位毎にそれぞれ独立して、0~3の整数であり;
X11は、各出現においてそれぞれ独立して、単結合又は2価の有機基であり;
R13は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
tは、各出現においてそれぞれ独立して、2以上の整数であり;
R14は、各出現においてそれぞれ独立して、水素原子、ハロゲン原子又は-X11-SiR11 n1R12 3-n1であり;
R15は、各出現においてそれぞれ独立して、単結合、酸素原子、炭素数1~6のアルキレン基又は炭素数1~6のアルキレンオキシ基であり;
Ra1は、各出現においてそれぞれ独立して、-Z1-SiR21 p1R22 q1R23 r1であり;
Z1は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R21は、各出現においてそれぞれ独立して、-Z1’-SiR21’ p1’R22’ q1’R23’ r1’であり;
R22は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1は、各出現においてそれぞれ独立して、0~3の整数であり;
q1は、各出現においてそれぞれ独立して、0~3の整数であり;
r1は、各出現においてそれぞれ独立して、0~3の整数であり;
p1、q1、及びr1の合計は、SiR21 p1R22 q1R23 r1単位において、3であり;
Z1’は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R21’は、各出現においてそれぞれ独立して、-Z1”-SiR22” q1”R23” r1”であり;
R22’は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23’は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
p1’は、各出現においてそれぞれ独立して、0~3の整数であり;
q1’は、各出現においてそれぞれ独立して、0~3の整数であり;
r1’は、各出現においてそれぞれ独立して、0~3の整数であり;
p1’、q1’、及びr1’の合計は、SiR21’ p1’R22’ q1’R23’ r1’単位において、3であり;
Z1”は、各出現においてそれぞれ独立して、酸素原子又は2価の有機基であり;
R22”は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R23”は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
q1”は、各出現においてそれぞれ独立して、0~3の整数であり;
r1”は、各出現においてそれぞれ独立して、0~3の整数であり;
q1”及びr1”の合計は、SiR22” q1”R23” r1”単位において、3であり;
Rb1は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
Rc1は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
k1は、各出現においてそれぞれ独立して、1~3の整数であり;
l1は、各出現においてそれぞれ独立して、0~3の整数であり;
m1は、各出現においてそれぞれ独立して、0~3の整数であり;
k1、l1及びm1の合計は、SiRa1 k1Rb1 l1Rc1 m1単位において、3であり;
Rd1は、各出現においてそれぞれ独立して、-Z2-CR31 p2R32 q2R33 r2であり;
Z2は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R31は、各出現においてそれぞれ独立して、-Z2’-CR32’ q2’R33’ r2’であり;
R32は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
p2は、各出現においてそれぞれ独立して、0~3の整数であり;
q2は、各出現においてそれぞれ独立して、0~3の整数であり;
r2は、各出現においてそれぞれ独立して、0~3の整数であり;
p2、q2、及びr2の合計は、SiR31 p2R32 q2R33 r2単位において、3であり;
Z2’は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R32’は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
R33’は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
q2’は、各出現においてそれぞれ独立して、0~3の整数であり;
r2’は、各出現においてそれぞれ独立して、0~3の整数であり;
q2’、及びr2’の合計は、SiR32’ q2’R33’ r2’単位において、3であり;
Z3は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
R34は、各出現においてそれぞれ独立して、水酸基又は加水分解性基であり;
R35は、各出現においてそれぞれ独立して、水素原子又は1価の有機基であり;
n2は、各出現においてそれぞれ独立して、0~3の整数であり;
Re1は、各出現においてそれぞれ独立して、-Z3-SiR34 n2R35 3-n2であり;
Rf1は、各出現においてそれぞれ独立して、水素原子、水酸基又は1価の有機基であり;
k2は、各出現においてそれぞれ独立して、0~3の整数であり;
l2は、各出現においてそれぞれ独立して、0~3の整数であり;
m2は、各出現においてそれぞれ独立して、0~3の整数であり;
k2、l2及びm2の合計は、CRd1 k2Re1 l2Rf1 m2単位において、3であり;
Rg1及びRh1は、各出現においてそれぞれ独立して、-Z4-SiR11 n1R12 3-n1、-Z4-SiRa1 k1Rb1 l1Rc1 m1、又は-Z4-CRd1 k2Re1 l2Rf1 m2であり;
Z4は、各出現においてそれぞれ独立して、単結合、酸素原子又は2価の有機基であり;
ただし、式(S1)、(S2)、(S3)、(S4)及び(S5)中、水酸基又は加水分解性基が結合したSi原子が少なくとも1つ存在する。]
で表される基である、請求項3~7のいずれか1項に記載の表面処理剤。 - α、β、及びγは、1である、請求項3~8のいずれか1項に記載の表面処理剤。
- 一分子中に加水分解性基から選択される2種以上のSi結合基を有するフルオロポリエーテル基含有シラン化合物を含む、請求項1~10のいずれか1項に記載の表面処理剤。
- 加水分解性基から選択される異なるSi結合基をそれぞれ有する、2種以上のフルオロポリエーテル基含有シラン化合物を含む、請求項1~11のいずれか1項に記載の表面処理剤。
- 前記加水分解性基は、それぞれ独立して、-ORj、-ORk-ORj、-OCORj、-O-N=CRj 2、-NRj 2、-NHRj、-NCO、及びハロゲン(式中、Rjは、置換又は非置換のC1-10アルキル基であり、Rkは、置換又は非置換のC1-10アルキレン基である。)からなる群から選択される、請求項1~12のいずれか1項に記載の表面処理剤。
- 前記表面処理剤中に存在する加水分解性基は、2種である、請求項1~13のいずれか1項に記載の表面処理剤。
- 前記加水分解性基は、-ORj及び-ORk-ORjである、請求項1~14のいずれか1項項に記載の表面処理剤。
- 前記表面処理剤中の各Si結合基の含有量は、全Si結合基に対して、10~90モル%である、請求項1~15のいずれか1項に記載の表面処理剤。
- 含フッ素オイル、シリコーンオイル、及び触媒から選択される1種又はそれ以上の他の成分をさらに含有する、請求項1~16のいずれか1項に記載の表面処理剤。
- さらに溶媒を含む、請求項1~17のいずれか1項に記載の表面処理剤。
- 防汚性コーティング剤又は防水性コーティング剤として使用される、請求項1~18のいずれか1項に記載の表面処理剤。
- 請求項1~19のいずれか1項に記載の表面処理剤を含有するペレット。
- 基材と、該基材上に、請求項1~19のいずれか1項に記載の表面処理剤より形成された層とを含む物品。
- 前記基材は、ガラス基材である、請求項21に記載の物品。
- 光学部材である、請求項21又は22に記載の物品。
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