WO2021085482A1 - Compound and method for producing same - Google Patents
Compound and method for producing same Download PDFInfo
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- WO2021085482A1 WO2021085482A1 PCT/JP2020/040461 JP2020040461W WO2021085482A1 WO 2021085482 A1 WO2021085482 A1 WO 2021085482A1 JP 2020040461 W JP2020040461 W JP 2020040461W WO 2021085482 A1 WO2021085482 A1 WO 2021085482A1
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- compound
- carbon atoms
- general formula
- alkyl group
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 282
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 26
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 161
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 159
- 125000003118 aryl group Chemical group 0.000 claims abstract description 129
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 65
- 125000001424 substituent group Chemical group 0.000 claims abstract description 45
- 125000004432 carbon atom Chemical group C* 0.000 claims description 169
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 description 29
- -1 siloxane compounds Chemical class 0.000 description 23
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 22
- 238000006243 chemical reaction Methods 0.000 description 21
- 125000006165 cyclic alkyl group Chemical group 0.000 description 20
- 239000002904 solvent Substances 0.000 description 18
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 15
- 125000004430 oxygen atom Chemical group O* 0.000 description 14
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 13
- 229910052710 silicon Inorganic materials 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 7
- 239000013078 crystal Substances 0.000 description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 125000002950 monocyclic group Chemical group 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 125000003367 polycyclic group Chemical group 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002210 silicon-based material Substances 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003302 alkenyloxy group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- NBBQQQJUOYRZCA-UHFFFAOYSA-N diethoxymethylsilane Chemical compound CCOC([SiH3])OCC NBBQQQJUOYRZCA-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- CBFCDTFDPHXCNY-UHFFFAOYSA-N icosane Chemical compound CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 238000011403 purification operation Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000001226 reprecipitation Methods 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000004338 2,2,3-trimethylbutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000003562 2,2-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000003660 2,3-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000003764 2,4-dimethylpentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000004336 3,3-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000004337 3-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003469 3-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001162 cycloheptenyl group Chemical group C1(=CCCCCC1)* 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000006547 cyclononyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000000522 cyclooctenyl group Chemical group C1(=CCCCCCC1)* 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000001354 dialkyl silanes Chemical class 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000005369 trialkoxysilyl group Chemical group 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- 125000005106 triarylsilyl group Chemical group 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
Definitions
- the present invention relates to a compound and a method for producing the same.
- the present application claims priority based on Japanese Patent Application No. 2019-199334 filed in Japan on October 31, 2019, the contents of which are incorporated herein by reference.
- a group of siloxane compounds having a cage-shaped skeleton which can be regarded as a condensate of orthosilicic acid or a derivative thereof, are promising in various fields as functional silicon materials. Has been done.
- a compound represented by the following formula (91) is used as a raw material by a synthetic route shown below, and a compound represented by the following formula (91) (in the present specification). Has been obtained (sometimes referred to as "Compound (91)”) (see Non-Patent Document 1).
- Non-Patent Document 1 discloses compound (91) as a novel cage-type siloxane compound and a method for producing the compound (91), but at present, it cannot be said that the search for a cage-type siloxane compound has been sufficiently performed. , A new cage-type siloxane compound and a method for producing the same have been desired.
- An object of the present invention is to provide a novel cage-type siloxane compound and a method for producing the same.
- the present invention has the following general formula (2):
- n is an integer of 1 to 4; R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and n is 2 or more.
- N R 4s may be the same or different from each other, provided that at least one R 4 is the alkyl group, alkenyl group or aryl group and three or more R 4s are said alkyl groups.
- R 5 when an alkenyl group or an aryl group, these groups, except at least one mutual coupling to the may form a ring; R 5 also have a hydrogen atom, or a substituent When it is a good alkyl group, alkenyl group or aryl group and n is 2 or less, the 4-n R 5s may be the same or different from each other, and two or more R 5s are the alkyl group, the alkenyl group. When it is a group or an aryl group, these groups may be bonded to each other to form a ring.)
- Z 4 is a hydrogen atom or a general formula "-Si (OR 4) n-1 (R 5) 4-n " is a group represented by, (2p 1 +6) number of Z 4 are mutually It may be the same or different, provided that one or more Z 4 is a group represented by the general formula "-Si (oR 4) n-1 (R 5) 4-n "; n, p 1 , R 4 and R 5 are the same as above, and when n is 3 or more, n-1 R 4s may be the same or different from each other, and 2 or more R 4s.
- alkyl group, an alkenyl group or an aryl group these groups may form a ring with each other, when n is 2 or less, the 4-n-number of R 5, identical to each other But it may be different, two or more R 5 is the alkyl group, alkenyl group or if an aryl group, these groups may form a ring with each other.)
- a method for producing a compound for obtaining the compound represented by is a method for producing a compound for obtaining the compound represented by.
- Z 40 is a hydrogen atom or a group represented by the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m". (2p 1 + 6) Z 40s may be the same or different from each other, except that one or more Z 40s are the above general formula "-Si (OR 40 ) m-1 (R 50 ) 4". It is a group represented by "-m "; m is an integer of 2 to 4; R 40 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent.
- the m-1 R 40s may be the same or different from each other, and when two or more R 40s are the alkyl group, alkenyl group or aryl group, these groups are mutual. It may be bonded to to form a ring;
- R 50 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and when m is 2, two of them are used.
- R 50s may be the same or different from each other, and when two R 50s are the alkyl group, alkenyl group or aryl group, these groups may be bonded to each other to form a ring.
- the R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms.
- the R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms
- m is 2
- the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
- the R 40 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms.
- the R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms
- m is 2
- the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
- the present invention has the following general formula (4021):
- Z 41 is a hydrogen atom or a group represented by the general formula "-Si (OR 41 ) m-1 (R 51 ) 4-m ", and the eight Z 41s are the same or different from each other.
- one or more Z 41s are groups represented by the general formula "-Si (OR 41 ) m-1 (R 51 ) 4-m "; m is 2
- R 41 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, and m is 3 or more.
- M-1 R 41s may be the same or different from each other, and when two or more R 41s are the alkyl group, alkenyl group or aryl group, these groups are bonded to each other to form a ring.
- R 51 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and when m is 2, 2
- the R 51s may be the same or different from each other, and when the two R 51s are the alkyl group, alkenyl group or aryl group, these groups may be bonded to each other to form a ring.
- a novel cage-type siloxane compound and a method for producing the same are provided.
- n is an integer of 1 to 4; R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and n is 2 or more.
- N R 4s may be the same or different from each other, provided that at least one R 4 is the alkyl group, alkenyl group or aryl group and three or more R 4s are said alkyl groups.
- R 5 when an alkenyl group or an aryl group, these groups, except at least one mutual coupling to the may form a ring; R 5 also have a hydrogen atom, or a substituent When it is a good alkyl group, alkenyl group or aryl group and n is 2 or less, the 4-n R 5s may be the same or different from each other, and two or more R 5s are the alkyl group, the alkenyl group. When it is a group or an aryl group, these groups may be bonded to each other to form a ring.)
- compound (5) By reacting with a compound represented by (in the present specification, it may be referred to as "compound (5)"), the following general formula (4):
- Z 4 is a hydrogen atom or a general formula "-Si (OR 4) n-1 (R 5) 4-n " is a group represented by, (2p 1 +6) number of Z 4 are mutually It may be the same or different, provided that one or more Z 4 is a group represented by the general formula "-Si (oR 4) n-1 (R 5) 4-n "; n, p 1 , R 4 and R 5 are the same as above, and when n is 3 or more, n-1 R 4s may be the same or different from each other, and 2 or more R 4s.
- a cage-type siloxane compound can be produced.
- the target compound (4) will be described.
- Compound (4) is represented by the general formula (4).
- p 1 is to define the size of the cage of the compound (4) is 0, 1 or 2. That is, the compound (4) when p 1 is 0 is represented by the following general formula (41) (in the present specification, this compound may be referred to as “compound (41)”), and p 1 Compound (4) when is 1 is represented by the following general formula (42) (in the present specification, this compound may be referred to as “compound (42)”), and p 1 is 2.
- the compound (4) in the case is represented by the following general formula (43) (in the present specification, this compound may be referred to as "compound (43)").
- Z 4 is a hydrogen atom (-H) or a group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n".
- R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent.
- the alkyl group for R 4 may be any of linear, branched and cyclic.
- carbon atoms in straight chain or branched chain of the alkyl group is not particularly limited, is preferably 1 to 20.
- Examples of such a linear or branched alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group.
- n-pentyl group isopentyl group, neopentyl group, tert-pentyl group, 1-methylbutyl group, n-hexyl group, 2-methylpentyl group, 3-methylpentyl group, 2,2-dimethylbutyl group, 2,3- Dimethylbutyl group, n-heptyl group, 2-methylhexyl group, 3-methylhexyl group, 2,2-dimethylpentyl group, 2,3-dimethylpentyl group, 2,4-dimethylpentyl group, 3,3-dimethyl Pentyl group, 3-ethylpentyl group, 2,2,3-trimethylbutyl group, n-octyl group, isooctyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadec
- the alkyl group of cyclic may be either monocyclic or polycyclic.
- the number of carbon atoms of the cyclic alkyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
- Examples of the cyclic alkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a norbornyl group, an isobornyl group, a 1-adamantyl group and a 2-.
- the cyclic alkyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
- the alkyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, it is mixed.
- Examples of the alkyl group in which such a chain structure and a cyclic structure are mixed include the above-mentioned linear or branched chain such as a cyclopentylmethyl group, a 1-cyclopentylethyl group, a cyclohexylmethyl group, and a 1-cyclohexylethyl group.
- Examples thereof include a group having a structure in which one or more hydrogen atoms in the above-mentioned cyclic alkyl group are substituted with the above-mentioned linear or branched alkyl group.
- the number of carbon atoms of the alkyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
- the alkenyl group for R 4 may be any of linear, branched and cyclic.
- the position of the double bond between carbon atoms is not particularly limited.
- carbon atoms in straight chain or branched chain of the alkenyl group is not particularly limited, is preferably 2-20.
- Examples of such a linear or branched alkenyl group include a vinyl group (ethenyl group), an allyl group (2-propenyl group, allyl group), a 3-butenyl group, a 2-butenyl group, and a pentenyl group. Examples thereof include a hexenyl group, a heptenyl group, and an octenyl group.
- the linear or branched alkenyl group preferably has 2 to 10 carbon atoms, and may be, for example, any of 2 to 6 and 2 to 3.
- the alkenyl group of cyclic may be either monocyclic or polycyclic.
- the number of carbon atoms of the cyclic alkenyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
- Examples of the cyclic alkenyl group include a cyclopropenel group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a cyclooctenyl group and the like.
- the cyclic alkenyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
- the alkenyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, are mixed.
- the carbon number of the alkenyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
- R 4 aryl group may be either monocyclic and polycyclic.
- the aryl group preferably has 6 to 20 carbon atoms, and examples of the aryl group include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, an o-tolyl group, an m-tolyl group, and p-. tolyl group, xylyl group (dimethylphenyl group) can be mentioned, further, one or more hydrogen atoms of these aryl groups, the aryl group, or a structure substituted with an alkyl group in R 4 A group having is also mentioned.
- the aryl group having these substituents preferably has 6 to 20 carbon atoms.
- the aryl group preferably has 6 to 12 carbon atoms.
- the alkyl group, alkenyl group and aryl group may have a substituent.
- an alkyl group, an alkenyl group and an aryl group has a substituent, unless otherwise stated, one or more constitute these groups It means that the hydrogen atom of is substituted with a group other than the hydrogen atom.
- the term "group" includes not only an atomic group formed by bonding a plurality of atoms but also one atom, unless otherwise specified.
- methylene group, an oxygen atom, an alkyl group having a structure substituted with a carbonyl group, or an oxycarbonyl group alkyl group in, for example, those similar to the aforementioned alkyl group in R 4.
- substitution of a methylene group with a substituent in the above-mentioned "alkyl group having a structure in which the methylene group is substituted with an oxygen atom, a carbonyloxy group, or an oxycarbonyl group".
- the position is not particularly limited, and the number of substituents may be 1 or 2 or more. Further, when the number of substituents is 2 or more, these substituents may be the same as each other or may be different from each other.
- R 5 is a hydrogen atom, or an optionally substituted alkyl group, an alkenyl group or an aryl group.
- the alkyl group, alkenyl group and aryl group in R 5 are the same as the alkyl group, alkenyl group and aryl group in R 4 described above. However, the alkyl group, alkenyl group and aryl group in R 4 and the alkyl group, alkenyl group and aryl group in R 5 are set independently.
- n is an integer of 1 to 4 (1, 2, 3 or 4).
- R 4 of formula "-Si (OR 4) n-1 (R 5) 4-n " (n-1) in (2 or 3) can be the same or different from each other You may be. That, n-1 pieces of R 4 may all be the same, may be different, all may be the same part only.
- n 2 or more, of the general formula "-Si (OR 4) n-1 (R 5) 4-n " (n-1) R 4 in which at least one (one, two or 3) may be an alkyl group, an alkenyl group or an aryl group which may have a substituent.
- n 3 or more and is represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ", two or more (two or three) R 4s are the alkyl.
- R 4s are the alkyl.
- these groups alkyl group, alkenyl group or aryl group
- O oxygen atom
- a ring may be formed together with the silicon atom (Si).
- the bonding position of R 4 is not particularly limited.
- the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom.
- the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
- the number of binding sites of R 4 when forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
- R 5 is of the general formula 4-n-number of "-Si (OR 4) n-1 (R 5) 4-n " in (2 or 3), are identical to or different from each other You may be. That, 4-n-number of R 5 may all be the same, may be different, all may be the same part only.
- n 2 or less and is represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ", two or more (two or three) R 5s are the alkyl.
- R 5s are the alkyl.
- these groups alkyl group, alkenyl group or aryl group
- Si silicon atom
- the bonding position of R 5 is not particularly limited.
- the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom.
- the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
- the number of binding sites in the case of, R 5 forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
- R 4 is a hydrogen atom, (linear or branched alkyl group having 1 to 20 carbon atoms, cyclic alkyl group having 3 to 20 carbon atoms) alkyl groups having 1 to 20 carbon atoms, 20 (A linear or branched alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms is preferable, and n is 3 In the case of the above (3 or 4), n-1 (2 or 3) R 4 in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" is , They may be the same or different from each other. In such R 4, the alkyl, alkenyl or aryl group may have a substituent.
- R 4 is a hydrogen atom, (linear or branched alkyl group having 1 to 6 carbon atoms, cyclic alkyl group having 3 to 6 carbon atoms) alkyl group having 1 to 6 carbon atoms, 2 to 6 carbon atoms (A linear or branched alkenyl group having 2 to 6 carbon atoms, a cyclic alkenyl group having 3 to 6 carbon atoms) or an aryl group having 6 to 12 carbon atoms is more preferable.
- n-1 (2 or 3) Rs in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" 4 may be the same as or different from each other.
- the alkyl, alkenyl or aryl group may have a substituent.
- R 5 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, a cyclic alkyl group having 3 to 20 carbon atoms), and 2 to 20 carbon atoms.
- a linear or branched alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms is preferable, and n is 2.
- R 5 in the general formula "-Si (oR 4) n-1 (R 5) 4-n " 4-n-number in (two or three) of , They may be the same or different from each other.
- R 5 the alkyl group, alkenyl group or aryl group may have a substituent.
- R 5 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms), and an alkyl group having 2 to 6 carbon atoms.
- a linear or branched alkenyl group having 2 to 6 carbon atoms, a cyclic alkenyl group having 3 to 6 carbon atoms) or an aryl group having 6 to 12 carbon atoms is more preferable. If it is 2 or less (1 or 2), R 5 in the general formula "-Si (oR 4) n-1 (R 5) 4-n " 4-n-number in the (2 or 3) May be the same or different from each other. In such R 5, the alkyl group, alkenyl group or aryl group may have a substituent.
- R 4 and R 5 are the above-mentioned preferable ones.
- R 4 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms.
- R 4 of (or 3) may be the same as or different from each other, and R 5 is a hydrogen atom and an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms).
- Cyclic alkyl group having 3 to 20 carbon atoms Alkyl group having 2 to 20 carbon atoms (Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms)
- n is 2 or less (1 or 2)
- R 5 of the 4-n-number may be the same or different, it can be listed.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 4 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms. When it is an aryl group and n is 3 or more (3 or 4), n-1 (2) in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ".
- number of R 4 may be the same or different from each other, it is R 5, a hydrogen atom, a linear or branched alkyl of 1-6 alkyl group (having a carbon number of 1 to 6 carbon atoms Group, cyclic alkyl group having 3 to 6 carbon atoms), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) ) Or an aryl group having 6 to 12 carbon atoms, and n is 2 or less (1 or 2), in the above general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". the R 5 of the 4-n-number (two or three) of, or be the same or different, can be listed.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- (2p 1 + 6) that is, 6 when p 1 is 0, 8 when p 1 is 1, and 10 when p 1 is 2).
- Z 4s may be the same or different from each other. That, (2p 1 +6) number of Z 4 may all be the same, may be different, all may be the same part only.
- Compound (2) is represented by the general formula (2).
- P 1 of the general formula (2) in is the same as p 1 in the general formula (4).
- Compound (2) can be produced, for example, by the method described in International Publication No. 2018/193732.
- a compound that does not contain hydrated water can be prepared by appropriately selecting the operation (for example, washing conditions, removal conditions, purification conditions, etc.) at the time of its production.
- the operation for example, washing conditions, removal conditions, purification conditions, etc.
- Compound (2) may not contain a molecule of a solvent component, or may contain a molecule of a solvent component other than water.
- the solvent component include N, N-dimethylacetamide (DMAc) and the like.
- DMAc N, N-dimethylacetamide
- the compound (2) containing a molecule of DMAc is an example of a preferable compound (2) which is easy to produce and does not contain hydrated water.
- the number of molecules of the solvent component contained in one molecule of the compound (2) can be adjusted according to the operating conditions at the time of producing the compound (2).
- the number of molecules of DMAc contained in one molecule of the compound (2) may be, for example, any one of 1 to 20, but this is an example.
- Compound (5) is represented by the general formula (5).
- Monovalent group having a compound (5) a group represented by silicon atoms single formula bound to the "R 4 O-'in is removed structure, Z 4 in the compound (4) It is the same as the group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in.
- R 4 and R 5 are n in the general formula (4), and R 4 and R 5 the same.
- n pieces R 4 of may be the same or different from each other. Ie, n pieces of R 4 may all be the same, may be different, all may be the same part only. However, in the general formula (5), at least one (1, 2, 3, or 4) R 4 is the alkyl group, alkenyl group, or aryl group.
- R 4 is the alkyl group, when the alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is at least one Except for (1 or 2), they are bonded to each other to form a ring together with the oxygen atom (O) to which these groups are bonded and the silicon atom (Si) to which the oxygen atom is bonded. May be.
- the three R 4 is the alkyl group, if an alkenyl group or an aryl group, two of these groups may be bonded to each other to form the ring
- four R 4 is the When it is an alkyl group, an alkenyl group or an aryl group, two or three of these groups may be bonded to each other to form the ring.
- the general formula in the compound (4) in a "-Si (OR 4) n-1 (R 5) 4-n " group represented by two or more R 4 are bonded to each other It is the same as the ring which may be formed.
- the silicon atom in the group represented by the above-mentioned general formula “-Si (OR 4 ) n-1 (R 5 ) 4-n ” is an alkoxy group or an alkenyloxy group.
- a compound having a structure bonded to an aryloxy group can be mentioned.
- Compound (4) is obtained by reacting compound (2) with compound (5).
- the compound (5) to be subjected to the reaction may be only one kind or two or more kinds, and may be appropriately selected depending on the structure of the target compound (4). When two or more compounds (5) are used, their combinations and ratios can be appropriately adjusted according to the intended purpose.
- the amount of compound (5) used can be appropriately adjusted according to the structure of the target compound (4) and the like.
- the amount of the compound (5) used is the number of groups represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in the target compound (4). It can be adjusted accordingly.
- the amount of the compound (5) is, when the relative amount of the compound (2) is 1 to 2 times molar quantity, the formula in one molecule " A compound (4) having 1 to 2 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n” is preferably obtained.
- the amount of the compound (5) is, relative to the amount of the compound (2), when it is 3-4 times the molar amount, the formula in one molecule " A compound (4) having 3 to 4 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n” is preferably obtained.
- the amount of the compound (5) is, relative to the amount of the compound (2), when it is 5 to 6 times molar amount, the formula in one molecule " A compound (4) having 5 to 6 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
- the general formula "-" in one molecule Compound (4) having 6 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n” can be obtained in a higher yield.
- the amount of the compound (5) used so far is an example for efficiently obtaining the target compound (4) in a good yield, and the amount of the compound (5) used is the compound ( It can be adjusted as appropriate in consideration of the overall manufacturing conditions of 4). Further, the amount of the compound (5) used so far means the total amount of all kinds of the compound (5) to be used when two or more kinds of the compound (5) are used.
- the reaction between the compound (2) and the compound (5) may be carried out without using a solvent, but it is preferably carried out using a solvent.
- the solvent By using the solvent, the fluidity of the reaction solution is improved, the reaction between the compound (2) and the compound (5) proceeds more smoothly, and the amount of by-products produced can be reduced.
- the solvent is preferably one that does not have reactivity with the components used in the reaction, such as compound (2) and compound (5).
- the solvent include ethers (compounds having an ether bond) such as tetrahydrofuran (THF), 1,4-dioxane, tetrahydropyran, dibutyl ether, 1,2-dimethoxyethane; N, N-dimethylformamide (DMF).
- N, N-Dimethylacetamide (DMAc) and other amides Ethyl acetate, butyl acetate and other esters; 1,2-Dichloroethane, methylene chloride, chlorobenzene and other halogenated hydrocarbons (hydrocarbons having a halogen atom as a substituent) Nitriles such as propionitrile and acetonitrile (compounds having a cyano group); hydrocarbons such as toluene, n-hexane and methylcyclohexane can be mentioned.
- DMAc N, N-Dimethylacetamide
- Ethyl acetate, butyl acetate and other esters 1,2-Dichloroethane, methylene chloride, chlorobenzene and other halogenated hydrocarbons (hydrocarbons having a halogen atom as a substituent)
- Nitriles such as propionitrile and acetonitrile (compounds having
- one type of the solvent may be used alone, two or more types may be used in combination, and when two or more types are used in combination, the combination and ratio thereof may be appropriately adjusted according to the purpose. Can be adjusted.
- the amount of the solvent used is not particularly limited, but for example, it is preferably 0 to 100 ml with respect to 1 mmol of the amount of the compound (2) used. When the amount of the solvent used is 100 ml or less, the excessive use of the solvent is suppressed.
- one type of the other component may be used alone, two or more types may be used in combination, and when two or more types are used in combination, the combination and ratio thereof shall be determined. It can be adjusted as appropriate according to the purpose.
- the amount of the other component used is not particularly limited and can be arbitrarily selected according to the type of the other component.
- the reaction temperature at the time of the reaction between the compound (2) and the compound (5) may be appropriately adjusted and is not particularly limited.
- the reaction temperature may be, for example, any of ⁇ 35 to 70 ° C. and ⁇ 35 to 40 ° C.
- the reaction time during the reaction between the compound (2) and the compound (5) may be appropriately adjusted according to other conditions such as the reaction temperature so that the amount of the compound (4) produced is increased, and is not particularly limited. ..
- the reaction time is, for example, preferably 1 to 168 hours, more preferably 1 to 100 hours.
- post-treatment is carried out by a known method, and then compound (4) can be taken out by a known method.
- post-treatment operations such as filtration, washing, extraction, pH adjustment, dehydration, and concentration are performed individually or in combination of two or more, as needed, and then concentration, crystallization, and so on.
- Compound (4) can be extracted by reprecipitation, column chromatography, or the like. Further, the extracted compound (4) can be further subjected to operations such as crystallization, reprecipitation, column chromatography, extraction, and stirring and washing of crystals with a solvent, either alone or in combination of two or more, if necessary.
- the desired compound (4) can be obtained. Even if a plurality of types of the compound (4) are produced, its characteristics can be inferred from the structure of the compound (4). Therefore, by selecting a post-treatment operation or a purification operation suitable for the characteristics, the target compound ( The yield of 4) can be improved. Further, the yield of the compound (4) can be improved by improving the production rate of the target compound (4) by adjusting the amount of the compound (5) used, other reaction conditions and the like. ..
- the structure of compound (4) is, for example, nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), infrared spectroscopy (IR), ultraviolet / visible spectroscopy (UV-VIS absorption spectrum), elemental analysis. It can be confirmed by a known method such as.
- Z 40 is a hydrogen atom or a group represented by the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m". (2p 1 + 6) Z 40s may be the same or different from each other, except that one or more Z 40s are the above general formula "-Si (OR 40 ) m-1 (R 50 ) 4". It is a group represented by "-m "; m is an integer of 2 to 4; R 40 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent.
- the m-1 R 40s may be the same or different from each other, and when two or more R 40s are the alkyl group, alkenyl group or aryl group, these groups are mutual. It may be bonded to to form a ring;
- R 50 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and when m is 2, two of them are used.
- R 50s may be the same or different from each other, and when two R 50s are the alkyl group, alkenyl group or aryl group, these groups may be bonded to each other to form a ring.
- compound (40) can be used as a functional silicon material and is highly useful.
- p 1 is to define the size of the cage of the compound (40), is 0, 1 or 2.
- the p 1 in the general formula (40) is the same as the p 1 in the general formula (4) described above.
- Compound (40) has a compound (40) in which p 1 is 1 and all eight Z 40s are groups represented by the formula “-Si (OCH 2 CH 3 ) 3 ”, and p 1 is 1 and 8
- 2 CH 3 ) (CH 3 ) The compound described above (CH 3) except that it does not contain the compound represented by 2 ”and always has a group represented by the general formula“ ⁇ OR 40 ”. Same as 4).
- the compound (40) when p 1 is 0 is represented by the following general formula (401), and the compound (40) when p 1 is 1 is represented by the following general formula (402).
- the compound (40) when p 1 is 2 is represented by the following general formula (403).
- Z 40 in the general formula (40) is "when p 1 is 1, all eight Z 40s are not groups represented by the formula" -Si (OCH 2 CH 3 ) 3 "", "When p 1 is 1, all eight Z 40s are not groups represented by the formula” -Si (OCH 2 CH 3 ) 2 CH 3 "” and "when p 1 is 1. In addition, all eight Z 40s are not the groups represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2 ", and the groups represented by the general formula "-OR 40 " must be used. It is the same as Z 4 in the general formula (4) described above, except that it satisfies all the conditions of "having".
- Z 40s may be the same or different from each other, except that one or two or more Z 40s are described in the general formula "-Si (OR 40)”. ) M-1 (R 50 ) 4-m ”.
- R 40 in the general formula (40) is the same as R 4 in the general formula (4) described above.
- R 40s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups.
- a ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
- R 50 in the general formula (40) is the same as R 5 in the general formula (4) described above.
- the two R 50 are the alkyl groups, when an alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is bonded to each other, the silicon atom to which they group is attached ( A ring may be formed together with Si).
- R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and a cyclic group having 3 to 20 carbon atoms.
- Alkyl group alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or aryl having 6 to 20 carbon atoms.
- R 40 of the compound (40) When it is a group and m is 3 or more (3 or 4), m-1 (2 or) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m "
- the R 40s (3) may be the same or different from each other.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 40 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms.
- R 40 When it is an aryl group and m is 3 or more (3 or 4), m-1 (2) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " Or 3) R 40s may be the same or different from each other.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 50 is a hydrogen atom, a linear or branched alkyl group of the alkyl group (having 1 to 20 carbon atoms having 1 to 20 carbon atoms, 3 to 20 carbon atoms (Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or 6 to 20 carbon atoms.
- the aryl group if m is 2, the formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in the mutually the same or different May be mentioned.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 50 is a hydrogen atom, a linear or branched alkyl group of the alkyl group (1-6 carbon atoms having 1 to 6 carbon atoms, having a carbon number of 3 to 6 cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or 6 to 6 carbon atoms a 12 aryl group, when m is 2, the formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in the mutually the same or different There are things that may be.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 40 and R 50 are the above-mentioned preferable ones.
- R 40 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms.
- R 40s may be the same or different from each other, and R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms).
- Cyclic alkyl group having 3 to 20 carbon atoms Cyclic alkyl group having 3 to 20 carbon atoms
- Alkyl group having 2 to 20 carbon atoms Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms
- an aryl group having 6 to 20 carbon atoms when m is 2, the formula "-Si (oR 40) m-1 (R 50) 4-m " two R 50 in the , which may be the same or different from each other.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- R 40 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms.
- R 40s may be the same or different from each other, and R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl having 1 to 6 carbon atoms).
- alkyl group having 3 to 6 carbon atoms cyclic alkyl group having 3 to 6 carbon atoms
- alkenyl group having 2 to 6 carbon atoms linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms)
- aryl group having 6 to 12 carbon atoms when m is 2, the formula "-Si (oR 40) m-1 (R 50) 4-m " two R 50 in Can be the same or different from each other.
- the alkyl group, alkenyl group or aryl group may have a substituent.
- Z 41 is a hydrogen atom or a group represented by the general formula "-Si (OR 41 ) m-1 (R 51 ) 4-m ", and the six Z 41s are the same or different from each other.
- one or more Z 41s are groups represented by the general formula "-Si (OR 41 ) m-1 (R 51 ) 4-m "; m is 2
- R 41 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms, and m is 3 or more.
- M-1 R 41s may be the same or different from each other, and when two or more R 41s are the alkyl group, alkenyl group or aryl group, these groups are bonded to each other to form a ring.
- R 51 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and when m is 2, 2
- the R 51s may be the same or different from each other, and when the two R 51s are the alkyl group, alkenyl group or aryl group, these groups may be bonded to each other to form a ring. .) Examples thereof include compounds represented by.
- R 41 in the general formula (4011) is the general described above except that the alkyl group, the alkenyl group and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 4 in the formula (4).
- R 41s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups.
- a ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
- R 51 in the general formula (4011) is the general described above, except that the alkyl group, the alkenyl group, and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 5 in the formula (4).
- R 51s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to each other and the silicon atom to which these groups are bonded ( A ring may be formed together with Si).
- Z 41 in the general formula (4011) is the general described above except that the alkyl group, the alkenyl group and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as Z 4 in the formula (4).
- Z 41 is the same as above, and eight Z 41s may be the same or different from each other, except that one or more Z 41s are the above general formula "-Si (OR). 41 ) It is a group represented by " m-1 (R 51 ) 4-m”.) Compounds represented by (however, all eight Z 41s have the formula "-Si (OCH 2 CH 3 ) 3 ", the formula “-Si (OCH 2 CH 3 ) 2 CH 3 ", or the formula "-Si (OCH 2 CH 3)". 2 CH 3 ) (excluding the compound which is the group represented by CH 3 ) 2 ”).
- Z 41 is the same as above, and 10 Z 41 may be the same or different from each other, except that one or two or more Z 41 are the above general formula "-Si (OR). 41 ) It is a group represented by " m-1 (R 51 ) 4-m".) Examples thereof include compounds represented by.
- Examples of the preferred compound (40) include the same as the preferred compound (4) listed above.
- Compound (40) can be produced by the method for producing a compound according to an embodiment of the present invention, which has been described above. However, as the compound (5), a compound in which n is an integer of 2 to 4 is used.
- Compound (4021) -1 (composition formula: Si 16 O 36 C 32 H 88 , "Si 8 O 12 [OSI (OEt) 2 H] 8 ") is produced from various NMR spectra of this colorless and transparent solution. It was confirmed. By concentrating this colorless transparent solution until its volume was reduced to about half (weight 1 g), an excess amount of the raw material was removed to obtain a DMF solution of compound (4021) -1 containing DMAc (yield 69%). ). The NMR data of the obtained compound (4021) -1 is shown below.
- Example 2 Compound (22) -5, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -2 was produced as compound (4). More specifically, it is as follows. Compound (22) -5 (0.01 mmol, 16.6 mg) was dissolved in DMF (0.3 ml) at room temperature. Tetramethoxysilane (152 mg, 1.00 mmol) was added dropwise to the DMF solution of compound (22) -5 obtained above at room temperature, and then the mixture was stirred as it was at room temperature.
- FIG. 1 shows NMR data at the stage of stirring time of 6 hours, 1 day, 2 days, 3 days and 4 days.
- Example 3 Compound (22) -4, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -3 was produced as compound (4). More specifically, it is as follows. Compound (22) -4 (0.025 mmol, 37.6 mg) was dissolved in DMF (1 ml) and the resulting solution was cooled at ⁇ 30 ° C. for 90 minutes. A solution in which diethoxymethylsilane (269 mg, 2.00 mmol) was dissolved in DMF (1 ml) was prepared, and the DMF solution of this diethoxymethylsilane was used as the cooling compound (22) -1 obtained above. A colorless transparent solution was obtained by adding dropwise to the DMF solution at room temperature and then stirring for 2 hours.
- Example 4 Compound (22) -6, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -4 was produced as compound (4). More specifically, it is as follows. Compound (22) -6 (1.00 mmol, 1.73 g) was dissolved in DMF (10 ml) at room temperature. Vinyl trimethoxysilane (4.86 g, 32.8 mmol) was added dropwise to the DMF solution of compound (22) -6 obtained above at room temperature, and the mixture was stirred at 60 ° C. for 6 hours to be colorless and transparent. A solution was obtained.
- the present invention can be used as a functional silicon material or an intermediate thereof, and further as a method for producing these.
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Abstract
A compound production method, wherein a compound represented by general formula (2) (where p1 is 0, 1 or 2) is reacted with a compound represented by general formula (5) (where: n is an integer of 1-4; R4 is either a hydrogen atom, or an alkyl group, an alkenyl group or an aryl group which each may have a substituent, provided that at least one R4 is the alkyl group, the alkenyl group or the aryl group; and R5 is either a hydrogen atom, or an alkyl group, an alkenyl group or an aryl group which each may have a substituent) so as to obtain a compound represented by general formula (4) (where: Z4 is a hydrogen atom or a group represented by the general formula "-Si(OR4)n-1(R5)4-n", provided that one or more of Z4 is a group represented by the general formula "-Si(OR4)n-1(R5)4-n"; and n, p1, R4 and R5 are as defined above).
Description
本発明は、化合物及びその製造方法に関する。
本願は、２０１９年１０月３１日に日本に出願された特願２０１９－１９９３３４号に基づき優先権を主張し、その内容をここに援用する。 The present invention relates to a compound and a method for producing the same.
The present application claims priority based on Japanese Patent Application No. 2019-199334 filed in Japan on October 31, 2019, the contents of which are incorporated herein by reference.
本願は、２０１９年１０月３１日に日本に出願された特願２０１９－１９９３３４号に基づき優先権を主張し、その内容をここに援用する。 The present invention relates to a compound and a method for producing the same.
The present application claims priority based on Japanese Patent Application No. 2019-199334 filed in Japan on October 31, 2019, the contents of which are incorporated herein by reference.
オルトケイ酸の縮合物又はその誘導体と見做せる、かご型の骨格を有する一群のシロキサン化合物は、機能性ケイ素材料として種々の分野で有望であり、新規化合物の探索と、その製造方法が種々検討されている。
A group of siloxane compounds having a cage-shaped skeleton, which can be regarded as a condensate of orthosilicic acid or a derivative thereof, are promising in various fields as functional silicon materials. Has been done.
例えば、このようなかご型シロキサン化合物の１種として、以下に示す合成ルートによって、下記式（９０）で表される化合物を原料として、下記式（９１）で表される化合物（本明細書においては、「化合物（９１）」と称することがある）を得たことが開示されている（非特許文献１参照）。
For example, as one of such cage-type siloxane compounds, a compound represented by the following formula (91) is used as a raw material by a synthetic route shown below, and a compound represented by the following formula (91) (in the present specification). Has been obtained (sometimes referred to as "Compound (91)") (see Non-Patent Document 1).
非特許文献１には、新規のかご型シロキサン化合物として、化合物（９１）と、その製造方法が開示されているが、現状、かご型シロキサン化合物の探索は十分に為されているとは言えず、新規のかご型シロキサン化合物と、その製造方法の開発が望まれていた。
Non-Patent Document 1 discloses compound (91) as a novel cage-type siloxane compound and a method for producing the compound (91), but at present, it cannot be said that the search for a cage-type siloxane compound has been sufficiently performed. , A new cage-type siloxane compound and a method for producing the same have been desired.
本発明は、新規のかご型シロキサン化合物と、その製造方法を提供することを課題とする。
An object of the present invention is to provide a novel cage-type siloxane compound and a method for producing the same.
本発明は、下記一般式（２）：
The present invention has the following general formula (2):
で表される化合物と、下記一般式（５）：
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎは、１～４の整数であり；Ｒ４は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以上である場合、ｎ個のＲ４は、互いに同一でも異なっていてもよく、ただし、少なくとも１個のＲ４は、前記アルキル基、アルケニル基又はアリール基であり、３個以上のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、これら基は、少なくとも１個を除いて、相互に結合して環を形成していてもよく；Ｒ５は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以下である場合、４－ｎ個のＲ５は、互いに同一でも異なっていてもよく、２個以上のＲ５が前記アルキル基、アルケニル基又はアリール基である場合、これら基は相互に結合して環を形成していてもよい。）
で表される化合物と、を反応させることにより、下記一般式（４）：
The compound represented by and the following general formula (5):
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n is an integer of 1 to 4; R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and n is 2 or more. , N R 4s may be the same or different from each other, provided that at least one R 4 is the alkyl group, alkenyl group or aryl group and three or more R 4s are said alkyl groups. when an alkenyl group or an aryl group, these groups, except at least one mutual coupling to the may form a ring; R 5 also have a hydrogen atom, or a substituent When it is a good alkyl group, alkenyl group or aryl group and n is 2 or less, the 4-n R 5s may be the same or different from each other, and two or more R 5s are the alkyl group, the alkenyl group. When it is a group or an aryl group, these groups may be bonded to each other to form a ring.)
By reacting with the compound represented by, the following general formula (4):
で表される化合物を得る、化合物の製造方法を提供する。
Provided is a method for producing a compound for obtaining the compound represented by.
また、本発明は、下記一般式（４０）：
Further, the present invention has the following general formula (40):
で表される化合物（ただし、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）を提供する。
Compounds represented by (where p 1 is 1 and all eight Z 40s are of the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", Alternatively, the compound represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2" is excluded).
本発明の一般式（４０）で表される化合物は、前記Ｒ４０が、水素原子、炭素数１～２０のアルキル基、炭素数２～２０のアルケニル基又は炭素数６～２０のアリール基であり、ｍが３以上である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個のＲ４０は、互いに同一でも異なっていてもよく、前記Ｒ５０が、水素原子、炭素数１～２０のアルキル基、炭素数２～２０のアルケニル基又は炭素数６～２０のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、化合物であってもよい。
本発明の一般式（４０）で表される化合物は、前記Ｒ４０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが３以上である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個のＲ４０は、互いに同一でも異なっていてもよく、前記Ｒ５０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、化合物であってもよい。
また、本発明は、下記一般式（４０２１）： In the compound represented by the general formula (40) of the present invention, the R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms. There, if m is 3 or more, the formula "-Si (oR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in the be the same or different from each other Also, when the R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms, and m is 2, the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
In the compound represented by the general formula (40) of the present invention, the R 40 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms. There, if m is 3 or more, the formula "-Si (oR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in the be the same or different from each other Also, when the R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and m is 2, the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
Further, the present invention has the following general formula (4021):
本発明の一般式（４０）で表される化合物は、前記Ｒ４０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが３以上である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個のＲ４０は、互いに同一でも異なっていてもよく、前記Ｒ５０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、化合物であってもよい。
また、本発明は、下記一般式（４０２１）： In the compound represented by the general formula (40) of the present invention, the R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, or an aryl group having 6 to 20 carbon atoms. There, if m is 3 or more, the formula "-Si (oR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in the be the same or different from each other Also, when the R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms, and m is 2, the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
In the compound represented by the general formula (40) of the present invention, the R 40 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an aryl group having 6 to 12 carbon atoms. There, if m is 3 or more, the formula "-Si (oR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in the be the same or different from each other Also, when the R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and m is 2, the above-mentioned formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in may be the same or different, may be a compound.
Further, the present invention has the following general formula (4021):
で表される化合物（ただし、８個のＺ４１がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）を提供する。
Compounds represented by (however, all eight Z 41s are of the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", or the formula "-Si (OCH 3)". 2 CH 3 ) (excluding the compound which is the group represented by CH 3 ) 2 ”).
本発明によれば、新規のかご型シロキサン化合物と、その製造方法が提供される。
According to the present invention, a novel cage-type siloxane compound and a method for producing the same are provided.
＜＜化合物の製造方法＞＞
本発明の一実施形態に係る化合物の製造方法は、下記一般式（２）： << Compound manufacturing method >>
A method for producing a compound according to an embodiment of the present invention is described in the following general formula (2):
本発明の一実施形態に係る化合物の製造方法は、下記一般式（２）： << Compound manufacturing method >>
A method for producing a compound according to an embodiment of the present invention is described in the following general formula (2):
で表される化合物（本明細書においては、「化合物（２）」と称することがある）と、下記一般式（５）：
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎは、１～４の整数であり；Ｒ４は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以上である場合、ｎ個のＲ４は、互いに同一でも異なっていてもよく、ただし、少なくとも１個のＲ４は、前記アルキル基、アルケニル基又はアリール基であり、３個以上のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、これら基は、少なくとも１個を除いて、相互に結合して環を形成していてもよく；Ｒ５は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以下である場合、４－ｎ個のＲ５は、互いに同一でも異なっていてもよく、２個以上のＲ５が前記アルキル基、アルケニル基又はアリール基である場合、これら基は相互に結合して環を形成していてもよい。）
で表される化合物（本明細書においては、「化合物（５）」と称することがある）と、を反応させることにより、下記一般式（４）：
(In the present specification, it may be referred to as "Compound (2)") and the following general formula (5):
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n is an integer of 1 to 4; R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and n is 2 or more. , N R 4s may be the same or different from each other, provided that at least one R 4 is the alkyl group, alkenyl group or aryl group and three or more R 4s are said alkyl groups. when an alkenyl group or an aryl group, these groups, except at least one mutual coupling to the may form a ring; R 5 also have a hydrogen atom, or a substituent When it is a good alkyl group, alkenyl group or aryl group and n is 2 or less, the 4-n R 5s may be the same or different from each other, and two or more R 5s are the alkyl group, the alkenyl group. When it is a group or an aryl group, these groups may be bonded to each other to form a ring.)
By reacting with a compound represented by (in the present specification, it may be referred to as "compound (5)"), the following general formula (4):
で表される化合物（本明細書においては、「化合物（４）」と称することがある）を得る、化合物（４）の製造方法である。
This is a method for producing a compound (4), which obtains a compound represented by (in the present specification, may be referred to as "compound (4)").
本実施形態の製造方法によれば、かご型シロキサン化合物を製造できる。
以下、まず、目的物である化合物（４）について説明する。 According to the production method of the present embodiment, a cage-type siloxane compound can be produced.
Hereinafter, first, the target compound (4) will be described.
以下、まず、目的物である化合物（４）について説明する。 According to the production method of the present embodiment, a cage-type siloxane compound can be produced.
Hereinafter, first, the target compound (4) will be described.
＜化合物（４）＞
化合物（４）は、前記一般式（４）で表される。
一般式（４）中、ｐ１は、化合物（４）のかごのサイズを規定しており、０、１又は２である。
すなわち、ｐ１が０である場合の化合物（４）は、下記一般式（４１）で表され（本明細書においては、この化合物を「化合物（４１）」と称することがある）、ｐ１が１である場合の化合物（４）は、下記一般式（４２）で表され（本明細書においては、この化合物を「化合物（４２）」と称することがある）、ｐ１が２である場合の化合物（４）は、下記一般式（４３）で表される（本明細書においては、この化合物を「化合物（４３）」と称することがある）。 <Compound (4)>
Compound (4) is represented by the general formula (4).
In the general formula (4), p 1 is to define the size of the cage of the compound (4) is 0, 1 or 2.
That is, the compound (4) when p 1 is 0 is represented by the following general formula (41) (in the present specification, this compound may be referred to as “compound (41)”), and p 1 Compound (4) when is 1 is represented by the following general formula (42) (in the present specification, this compound may be referred to as “compound (42)”), and p 1 is 2. The compound (4) in the case is represented by the following general formula (43) (in the present specification, this compound may be referred to as "compound (43)").
化合物（４）は、前記一般式（４）で表される。
一般式（４）中、ｐ１は、化合物（４）のかごのサイズを規定しており、０、１又は２である。
すなわち、ｐ１が０である場合の化合物（４）は、下記一般式（４１）で表され（本明細書においては、この化合物を「化合物（４１）」と称することがある）、ｐ１が１である場合の化合物（４）は、下記一般式（４２）で表され（本明細書においては、この化合物を「化合物（４２）」と称することがある）、ｐ１が２である場合の化合物（４）は、下記一般式（４３）で表される（本明細書においては、この化合物を「化合物（４３）」と称することがある）。 <Compound (4)>
Compound (4) is represented by the general formula (4).
In the general formula (4), p 1 is to define the size of the cage of the compound (4) is 0, 1 or 2.
That is, the compound (4) when p 1 is 0 is represented by the following general formula (41) (in the present specification, this compound may be referred to as “compound (41)”), and p 1 Compound (4) when is 1 is represented by the following general formula (42) (in the present specification, this compound may be referred to as “compound (42)”), and p 1 is 2. The compound (4) in the case is represented by the following general formula (43) (in the present specification, this compound may be referred to as "compound (43)").
すなわち、ｐ１が０である場合の化合物（４）（化合物（４１））の製造方法は、下記式（２１）：
That is, the method for producing the compound (4) (compound (41)) when p 1 is 0 is described in the following formula (21):
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎ、Ｒ４及びＲ５は、上記と同じである。）
で表される化合物（化合物（５））と、を反応させることにより、下記一般式（４１）：
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n, R 4 and R 5 are the same as above.)
By reacting with the compound represented by (Compound (5)), the following general formula (41):
で表される化合物（化合物（４１））を得る、化合物（４１）の製造方法である。
This is a method for producing the compound (41), which obtains the compound represented by (compound (41)).
また、ｐ１が１である場合の化合物（４）（化合物（４２））の製造方法は、下記式（２２）：
Further, the method for producing the compound (4) (compound (42)) when p 1 is 1 is described in the following formula (22):
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎ、Ｒ４及びＲ５は、上記と同じである。）
で表される化合物（化合物（５））と、を反応させることにより、下記一般式（４２）：
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n, R 4 and R 5 are the same as above.)
By reacting with the compound represented by (Compound (5)), the following general formula (42):
で表される化合物（化合物（４２））を得る、化合物（４２）の製造方法である。
This is a method for producing the compound (42), which obtains the compound represented by (compound (42)).
また、ｐ１が２である場合の化合物（４）（化合物（４３））の製造方法は、下記式（２３）：
Further, the method for producing the compound (4) (compound (43)) when p 1 is 2 is described in the following formula (23):
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎ、Ｒ４及びＲ５は、上記と同じである。）
で表される化合物（化合物（５））と、を反応させることにより、下記一般式（４３）：
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n, R 4 and R 5 are the same as above.)
By reacting with the compound represented by (Compound (5)), the following general formula (43):
で表される化合物（化合物（４３））を得る、化合物（４３）の製造方法である。
This is a method for producing the compound (43), which obtains the compound represented by (compound (43)).
一般式（４）中、Ｚ４は、水素原子（－Ｈ）又は一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基である。
そして、Ｒ４は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基である。 In the general formula (4), Z 4 is a hydrogen atom (-H) or a group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n".
And R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent.
そして、Ｒ４は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基である。 In the general formula (4), Z 4 is a hydrogen atom (-H) or a group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n".
And R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent.
Ｒ４における前記アルキル基は、直鎖状、分岐鎖状及び環状のいずれであってもよい。
The alkyl group for R 4 may be any of linear, branched and cyclic.
Ｒ４における、直鎖状又は分岐鎖状の前記アルキル基の炭素数は、特に限定されないが、１～２０であることが好ましい。
このような直鎖状又は分岐鎖状のアルキル基としては、例えば、メチル基、エチル基、ｎ－プロピル基、イソプロピル基、ｎ－ブチル基、イソブチル基、ｓｅｃ－ブチル基、ｔｅｒｔ－ブチル基、ｎ－ペンチル基、イソペンチル基、ネオペンチル基、ｔｅｒｔ－ペンチル基、１－メチルブチル基、ｎ－ヘキシル基、２－メチルペンチル基、３－メチルペンチル基、２，２－ジメチルブチル基、２，３－ジメチルブチル基、ｎ－ヘプチル基、２－メチルヘキシル基、３－メチルヘキシル基、２，２－ジメチルペンチル基、２，３－ジメチルペンチル基、２，４－ジメチルペンチル基、３，３－ジメチルペンチル基、３－エチルペンチル基、２，２，３－トリメチルブチル基、ｎ－オクチル基、イソオクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、ヘプタデシル基、オクタデシル基、ノナデシル基、イコシル基等が挙げられる。
直鎖状又は分岐鎖状のアルキル基の炭素数は、１～１０であることがより好ましく、例えば、１～６、及び１～３のいずれかであってもよい。 In R 4, carbon atoms in straight chain or branched chain of the alkyl group is not particularly limited, is preferably 1 to 20.
Examples of such a linear or branched alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group, 1-methylbutyl group, n-hexyl group, 2-methylpentyl group, 3-methylpentyl group, 2,2-dimethylbutyl group, 2,3- Dimethylbutyl group, n-heptyl group, 2-methylhexyl group, 3-methylhexyl group, 2,2-dimethylpentyl group, 2,3-dimethylpentyl group, 2,4-dimethylpentyl group, 3,3-dimethyl Pentyl group, 3-ethylpentyl group, 2,2,3-trimethylbutyl group, n-octyl group, isooctyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group , Heptadecyl group, octadecyl group, nonadecil group, icosyl group and the like.
The linear or branched alkyl group preferably has 1 to 10 carbon atoms, and may be, for example, any of 1 to 6 and 1 to 3.
このような直鎖状又は分岐鎖状のアルキル基としては、例えば、メチル基、エチル基、ｎ－プロピル基、イソプロピル基、ｎ－ブチル基、イソブチル基、ｓｅｃ－ブチル基、ｔｅｒｔ－ブチル基、ｎ－ペンチル基、イソペンチル基、ネオペンチル基、ｔｅｒｔ－ペンチル基、１－メチルブチル基、ｎ－ヘキシル基、２－メチルペンチル基、３－メチルペンチル基、２，２－ジメチルブチル基、２，３－ジメチルブチル基、ｎ－ヘプチル基、２－メチルヘキシル基、３－メチルヘキシル基、２，２－ジメチルペンチル基、２，３－ジメチルペンチル基、２，４－ジメチルペンチル基、３，３－ジメチルペンチル基、３－エチルペンチル基、２，２，３－トリメチルブチル基、ｎ－オクチル基、イソオクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、ヘプタデシル基、オクタデシル基、ノナデシル基、イコシル基等が挙げられる。
直鎖状又は分岐鎖状のアルキル基の炭素数は、１～１０であることがより好ましく、例えば、１～６、及び１～３のいずれかであってもよい。 In R 4, carbon atoms in straight chain or branched chain of the alkyl group is not particularly limited, is preferably 1 to 20.
Examples of such a linear or branched alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group, 1-methylbutyl group, n-hexyl group, 2-methylpentyl group, 3-methylpentyl group, 2,2-dimethylbutyl group, 2,3- Dimethylbutyl group, n-heptyl group, 2-methylhexyl group, 3-methylhexyl group, 2,2-dimethylpentyl group, 2,3-dimethylpentyl group, 2,4-dimethylpentyl group, 3,3-dimethyl Pentyl group, 3-ethylpentyl group, 2,2,3-trimethylbutyl group, n-octyl group, isooctyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group , Heptadecyl group, octadecyl group, nonadecil group, icosyl group and the like.
The linear or branched alkyl group preferably has 1 to 10 carbon atoms, and may be, for example, any of 1 to 6 and 1 to 3.
Ｒ４における、環状の前記アルキル基は、単環状及び多環状のいずれであってもよい。
環状の前記アルキル基の炭素数は、３以上であれば特に限定されないが、３～２０であることが好ましい。
環状の前記アルキル基としては、例えば、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、シクロヘプチル基、シクロオクチル基、シクロノニル基、シクロデシル基、ノルボルニル基、イソボルニル基、１－アダマンチル基、２－アダマンチル基、トリシクロデシル基等が挙げられる。
環状のアルキル基の炭素数は、３～１５であることがより好ましく、例えば、３～１０、及び３～６のいずれかであってもよいし、５～１５及び５～１０のいずれかであってもよい。 In R 4, the alkyl group of cyclic, may be either monocyclic or polycyclic.
The number of carbon atoms of the cyclic alkyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
Examples of the cyclic alkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a norbornyl group, an isobornyl group, a 1-adamantyl group and a 2-. Examples thereof include an adamantyl group and a tricyclodecyl group.
The cyclic alkyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
環状の前記アルキル基の炭素数は、３以上であれば特に限定されないが、３～２０であることが好ましい。
環状の前記アルキル基としては、例えば、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、シクロヘプチル基、シクロオクチル基、シクロノニル基、シクロデシル基、ノルボルニル基、イソボルニル基、１－アダマンチル基、２－アダマンチル基、トリシクロデシル基等が挙げられる。
環状のアルキル基の炭素数は、３～１５であることがより好ましく、例えば、３～１０、及び３～６のいずれかであってもよいし、５～１５及び５～１０のいずれかであってもよい。 In R 4, the alkyl group of cyclic, may be either monocyclic or polycyclic.
The number of carbon atoms of the cyclic alkyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
Examples of the cyclic alkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a norbornyl group, an isobornyl group, a 1-adamantyl group and a 2-. Examples thereof include an adamantyl group and a tricyclodecyl group.
The cyclic alkyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
Ｒ４における前記アルキル基は、直鎖状又は分岐鎖状の鎖状構造と、環状構造と、が混在したものであってもよい。
このような鎖状構造と環状構造が混在した前記アルキル基としては、例えば、シクロペンチルメチル基、１－シクロペンチルエチル基、シクロヘキシルメチル基、１－シクロヘキシルエチル基等の、上述の直鎖状又は分岐鎖状のアルキル基における１個又は２個以上の水素原子が、上述の環状のアルキル基で置換された構造を有する基；メチルシクロペンチル基、エチルシクロペンチル基、メチルシクロヘキシル基、エチルシクロヘキシル基、ジメチルシクロヘキシル基等の、上述の環状のアルキル基における１個又は２個以上の水素原子が、上述の直鎖状又は分岐鎖状のアルキル基で置換された構造を有する基等が挙げられる。
鎖状構造と環状構造が混在した前記アルキル基の炭素数は、４以上であれば特に限定されないが、４～２５であることが好ましく、例えば、６～１５であってもよい。 The alkyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, it is mixed.
Examples of the alkyl group in which such a chain structure and a cyclic structure are mixed include the above-mentioned linear or branched chain such as a cyclopentylmethyl group, a 1-cyclopentylethyl group, a cyclohexylmethyl group, and a 1-cyclohexylethyl group. A group having a structure in which one or more hydrogen atoms in the alkyl group in the form are substituted with the above-mentioned cyclic alkyl group; methylcyclopentyl group, ethylcyclopentyl group, methylcyclohexyl group, ethylcyclohexyl group, dimethylcyclohexyl group. Examples thereof include a group having a structure in which one or more hydrogen atoms in the above-mentioned cyclic alkyl group are substituted with the above-mentioned linear or branched alkyl group.
The number of carbon atoms of the alkyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
このような鎖状構造と環状構造が混在した前記アルキル基としては、例えば、シクロペンチルメチル基、１－シクロペンチルエチル基、シクロヘキシルメチル基、１－シクロヘキシルエチル基等の、上述の直鎖状又は分岐鎖状のアルキル基における１個又は２個以上の水素原子が、上述の環状のアルキル基で置換された構造を有する基；メチルシクロペンチル基、エチルシクロペンチル基、メチルシクロヘキシル基、エチルシクロヘキシル基、ジメチルシクロヘキシル基等の、上述の環状のアルキル基における１個又は２個以上の水素原子が、上述の直鎖状又は分岐鎖状のアルキル基で置換された構造を有する基等が挙げられる。
鎖状構造と環状構造が混在した前記アルキル基の炭素数は、４以上であれば特に限定されないが、４～２５であることが好ましく、例えば、６～１５であってもよい。 The alkyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, it is mixed.
Examples of the alkyl group in which such a chain structure and a cyclic structure are mixed include the above-mentioned linear or branched chain such as a cyclopentylmethyl group, a 1-cyclopentylethyl group, a cyclohexylmethyl group, and a 1-cyclohexylethyl group. A group having a structure in which one or more hydrogen atoms in the alkyl group in the form are substituted with the above-mentioned cyclic alkyl group; methylcyclopentyl group, ethylcyclopentyl group, methylcyclohexyl group, ethylcyclohexyl group, dimethylcyclohexyl group. Examples thereof include a group having a structure in which one or more hydrogen atoms in the above-mentioned cyclic alkyl group are substituted with the above-mentioned linear or branched alkyl group.
The number of carbon atoms of the alkyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
Ｒ４における前記アルケニル基は、直鎖状、分岐鎖状及び環状のいずれであってもよい。
前記アルケニル基としては、例えば、上述の炭素数２以上のアルキル基において、炭素原子間の１個の単結合（Ｃ－Ｃ）が二重結合（Ｃ＝Ｃ）で置換された構造を有する基が挙げられる。
前記アルケニル基において、炭素原子間の二重結合の位置は、特に限定されない。 The alkenyl group for R 4 may be any of linear, branched and cyclic.
The alkenyl group is, for example, a group having a structure in which one single bond (CC) between carbon atoms is substituted with a double bond (C = C) in the above-mentioned alkyl group having 2 or more carbon atoms. Can be mentioned.
In the alkenyl group, the position of the double bond between carbon atoms is not particularly limited.
前記アルケニル基としては、例えば、上述の炭素数２以上のアルキル基において、炭素原子間の１個の単結合（Ｃ－Ｃ）が二重結合（Ｃ＝Ｃ）で置換された構造を有する基が挙げられる。
前記アルケニル基において、炭素原子間の二重結合の位置は、特に限定されない。 The alkenyl group for R 4 may be any of linear, branched and cyclic.
The alkenyl group is, for example, a group having a structure in which one single bond (CC) between carbon atoms is substituted with a double bond (C = C) in the above-mentioned alkyl group having 2 or more carbon atoms. Can be mentioned.
In the alkenyl group, the position of the double bond between carbon atoms is not particularly limited.
Ｒ４における、直鎖状又は分岐鎖状の前記アルケニル基の炭素数は、特に限定されないが、２～２０であることが好ましい。
このような直鎖状又は分岐鎖状のアルケニル基としては、例えば、ビニル基（エテニル基）、アリル基（２－プロペニル基、ａｌｌｙｌ ｇｒｏｕｐ）、３－ブテニル基、２－ブテニル基、ペンテニル基、ヘキセニル基、ヘプテニル基、オクテニル基等が挙げられる。
直鎖状又は分岐鎖状のアルケニル基の炭素数は、２～１０であることがより好ましく、例えば、２～６、及び２～３のいずれかであってもよい。 In R 4, carbon atoms in straight chain or branched chain of the alkenyl group is not particularly limited, is preferably 2-20.
Examples of such a linear or branched alkenyl group include a vinyl group (ethenyl group), an allyl group (2-propenyl group, allyl group), a 3-butenyl group, a 2-butenyl group, and a pentenyl group. Examples thereof include a hexenyl group, a heptenyl group, and an octenyl group.
The linear or branched alkenyl group preferably has 2 to 10 carbon atoms, and may be, for example, any of 2 to 6 and 2 to 3.
このような直鎖状又は分岐鎖状のアルケニル基としては、例えば、ビニル基（エテニル基）、アリル基（２－プロペニル基、ａｌｌｙｌ ｇｒｏｕｐ）、３－ブテニル基、２－ブテニル基、ペンテニル基、ヘキセニル基、ヘプテニル基、オクテニル基等が挙げられる。
直鎖状又は分岐鎖状のアルケニル基の炭素数は、２～１０であることがより好ましく、例えば、２～６、及び２～３のいずれかであってもよい。 In R 4, carbon atoms in straight chain or branched chain of the alkenyl group is not particularly limited, is preferably 2-20.
Examples of such a linear or branched alkenyl group include a vinyl group (ethenyl group), an allyl group (2-propenyl group, allyl group), a 3-butenyl group, a 2-butenyl group, and a pentenyl group. Examples thereof include a hexenyl group, a heptenyl group, and an octenyl group.
The linear or branched alkenyl group preferably has 2 to 10 carbon atoms, and may be, for example, any of 2 to 6 and 2 to 3.
Ｒ４における、環状の前記アルケニル基は、単環状及び多環状のいずれであってもよい。
環状の前記アルケニル基の炭素数は、３以上であれば特に限定されないが、３～２０であることが好ましい。
環状の前記アルケニル基としては、例えば、シクロプロぺニル基、シクロブテニル基、シクロペンテニル基、シクロヘキセニル基、シクロヘプテニル基、シクロオクテニル基等が挙げられる。
環状のアルケニル基の炭素数は、３～１５であることがより好ましく、例えば、３～１０、及び３～６のいずれかであってもよいし、５～１５及び５～１０のいずれかであってもよい。 In R 4, the alkenyl group of cyclic, may be either monocyclic or polycyclic.
The number of carbon atoms of the cyclic alkenyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
Examples of the cyclic alkenyl group include a cyclopropenel group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a cyclooctenyl group and the like.
The cyclic alkenyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
環状の前記アルケニル基の炭素数は、３以上であれば特に限定されないが、３～２０であることが好ましい。
環状の前記アルケニル基としては、例えば、シクロプロぺニル基、シクロブテニル基、シクロペンテニル基、シクロヘキセニル基、シクロヘプテニル基、シクロオクテニル基等が挙げられる。
環状のアルケニル基の炭素数は、３～１５であることがより好ましく、例えば、３～１０、及び３～６のいずれかであってもよいし、５～１５及び５～１０のいずれかであってもよい。 In R 4, the alkenyl group of cyclic, may be either monocyclic or polycyclic.
The number of carbon atoms of the cyclic alkenyl group is not particularly limited as long as it is 3 or more, but it is preferably 3 to 20.
Examples of the cyclic alkenyl group include a cyclopropenel group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a cyclooctenyl group and the like.
The cyclic alkenyl group preferably has 3 to 15 carbon atoms, and may be, for example, any of 3 to 10 and 3 to 6, or 5 to 15 and 5 to 10. There may be.
Ｒ４における前記アルケニル基は、直鎖状又は分岐鎖状の鎖状構造と、環状構造と、が混在したものであってもよい。
鎖状構造と環状構造が混在した前記アルケニル基の炭素数は、４以上であれば特に限定されないが、４～２５であることが好ましく、例えば、６～１５であってもよい。 The alkenyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, are mixed.
The carbon number of the alkenyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
鎖状構造と環状構造が混在した前記アルケニル基の炭素数は、４以上であれば特に限定されないが、４～２５であることが好ましく、例えば、６～１５であってもよい。 The alkenyl group for R 4 is a linear or branched chain structure, or may be a cyclic structure, are mixed.
The carbon number of the alkenyl group in which the chain structure and the cyclic structure are mixed is not particularly limited as long as it is 4 or more, but is preferably 4 to 25, and may be, for example, 6 to 15.
Ｒ４における前記アリール基（ａｒｙｌ ｇｒｏｕｐ）は、単環状及び多環状のいずれであってもよい。
Wherein the R 4 aryl group (aryl group) may be either monocyclic and polycyclic.
前記アリール基の炭素数は、６～２０であることが好ましく、前記アリール基としては、例えば、フェニル基、１－ナフチル基、２－ナフチル基、ｏ－トリル基、ｍ－トリル基、ｐ－トリル基、キシリル基（ジメチルフェニル基）等が挙げられ、さらに、これらアリール基の１個又は２個以上の水素原子が、前記アリール基、又は、Ｒ４における前記アルキル基で置換された構造を有する基も挙げられる。これら置換基を有するアリール基の炭素数は、６～２０であることが好ましい。
アリール基の炭素数は、６～１２であることがより好ましい。 The aryl group preferably has 6 to 20 carbon atoms, and examples of the aryl group include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, an o-tolyl group, an m-tolyl group, and p-. tolyl group, xylyl group (dimethylphenyl group) can be mentioned, further, one or more hydrogen atoms of these aryl groups, the aryl group, or a structure substituted with an alkyl group in R 4 A group having is also mentioned. The aryl group having these substituents preferably has 6 to 20 carbon atoms.
The aryl group preferably has 6 to 12 carbon atoms.
アリール基の炭素数は、６～１２であることがより好ましい。 The aryl group preferably has 6 to 20 carbon atoms, and examples of the aryl group include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, an o-tolyl group, an m-tolyl group, and p-. tolyl group, xylyl group (dimethylphenyl group) can be mentioned, further, one or more hydrogen atoms of these aryl groups, the aryl group, or a structure substituted with an alkyl group in R 4 A group having is also mentioned. The aryl group having these substituents preferably has 6 to 20 carbon atoms.
The aryl group preferably has 6 to 12 carbon atoms.
Ｒ４における、前記アルキル基、アルケニル基及びアリール基は、置換基を有していてもよい。
本明細書においては、Ｒ４の場合に限らず、アルキル基、アルケニル基及びアリール基が置換基を有するとは、特に断りのない限り、これらの基を構成している１個又は２個以上の水素原子が、水素原子以外の基で置換されていることを意味する。そして、本明細書において、「基」とは、特に断りのない限り、複数個の原子が結合してなる原子団だけでなく、１個の原子も包含するものとする。 In R 4, the alkyl group, alkenyl group and aryl group may have a substituent.
In the present specification, not only in the case of R 4, an alkyl group, an alkenyl group and an aryl group has a substituent, unless otherwise stated, one or more constitute these groups It means that the hydrogen atom of is substituted with a group other than the hydrogen atom. In the present specification, the term "group" includes not only an atomic group formed by bonding a plurality of atoms but also one atom, unless otherwise specified.
本明細書においては、Ｒ４の場合に限らず、アルキル基、アルケニル基及びアリール基が置換基を有するとは、特に断りのない限り、これらの基を構成している１個又は２個以上の水素原子が、水素原子以外の基で置換されていることを意味する。そして、本明細書において、「基」とは、特に断りのない限り、複数個の原子が結合してなる原子団だけでなく、１個の原子も包含するものとする。 In R 4, the alkyl group, alkenyl group and aryl group may have a substituent.
In the present specification, not only in the case of R 4, an alkyl group, an alkenyl group and an aryl group has a substituent, unless otherwise stated, one or more constitute these groups It means that the hydrogen atom of is substituted with a group other than the hydrogen atom. In the present specification, the term "group" includes not only an atomic group formed by bonding a plurality of atoms but also one atom, unless otherwise specified.
Ｒ４における前記置換基としては、例えば、塩素原子、臭素原子、ヨウ素原子等のハロゲン原子；水酸基；カルボキシ基；１個のメチレン基（－ＣＨ２－）、又は２個以上の互いに隣接していないメチレン基が、酸素原子（－Ｏ－）、カルボニルオキシ基（－Ｃ（＝Ｏ）－Ｏ－）、又はオキシカルボニル基（－Ｏ－Ｃ（＝Ｏ）－）で置換された構造を有するアルキル基及びアリール基等が挙げられる。
Examples of the substituent in R 4, for example, a chlorine atom, a bromine atom, a halogen atom such as iodine atom, a hydroxyl group, a carboxyl group, one methylene group (-CH 2 -), or two or more not adjacent to each other It has a structure in which no methylene group is replaced with an oxygen atom (-O-), a carbonyloxy group (-C (= O) -O-), or an oxycarbonyl group (-OC (= O)-). Examples thereof include an alkyl group and an aryl group.
上述の「メチレン基が、酸素原子、カルボニルオキシ基、又はオキシカルボニル基で置換された構造を有するアルキル基」におけるアルキル基としては、例えば、Ｒ４における前記アルキル基と同様のものが挙げられる。
Above "methylene group, an oxygen atom, an alkyl group having a structure substituted with a carbonyl group, or an oxycarbonyl group" alkyl group in, for example, those similar to the aforementioned alkyl group in R 4.
上述の「メチレン基が、酸素原子、カルボニルオキシ基、又はオキシカルボニル基で置換された構造を有するアルキル基」において、置換基（酸素原子、カルボニルオキシ基、又はオキシカルボニル基）によるメチレン基の置換位置は、特に限定されず、置換基の数は、１であってもよいし、２以上であってもよい。また、置換基の数が２以上である場合、これら置換基は、互いに同一であってもよいし、異なっていてもよい。
Substitution of a methylene group with a substituent (oxygen atom, carbonyloxy group, or oxycarbonyl group) in the above-mentioned "alkyl group having a structure in which the methylene group is substituted with an oxygen atom, a carbonyloxy group, or an oxycarbonyl group". The position is not particularly limited, and the number of substituents may be 1 or 2 or more. Further, when the number of substituents is 2 or more, these substituents may be the same as each other or may be different from each other.
一般式（４）中、Ｒ５は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基である。
Ｒ５における前記アルキル基、アルケニル基及びアリール基は、上述のＲ４におけるアルキル基、アルケニル基及びアリール基と同じである。ただし、Ｒ４におけるアルキル基、アルケニル基及びアリール基と、Ｒ５におけるアルキル基、アルケニル基及びアリール基は、それぞれ独立に設定される。 In the general formula (4), R 5 is a hydrogen atom, or an optionally substituted alkyl group, an alkenyl group or an aryl group.
The alkyl group, alkenyl group and aryl group in R 5 are the same as the alkyl group, alkenyl group and aryl group in R 4 described above. However, the alkyl group, alkenyl group and aryl group in R 4 and the alkyl group, alkenyl group and aryl group in R 5 are set independently.
Ｒ５における前記アルキル基、アルケニル基及びアリール基は、上述のＲ４におけるアルキル基、アルケニル基及びアリール基と同じである。ただし、Ｒ４におけるアルキル基、アルケニル基及びアリール基と、Ｒ５におけるアルキル基、アルケニル基及びアリール基は、それぞれ独立に設定される。 In the general formula (4), R 5 is a hydrogen atom, or an optionally substituted alkyl group, an alkenyl group or an aryl group.
The alkyl group, alkenyl group and aryl group in R 5 are the same as the alkyl group, alkenyl group and aryl group in R 4 described above. However, the alkyl group, alkenyl group and aryl group in R 4 and the alkyl group, alkenyl group and aryl group in R 5 are set independently.
一般式（４）中、ｎは、１～４の整数（１、２、３又は４）である。
ｎが３以上である場合、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）のＲ４は、互いに同一でも異なっていてもよい。すなわち、ｎ－１個のＲ４は、すべて同一であってもよいし、すべて異なっていてもよいし、一部のみ同一であってもよい。 In the general formula (4), n is an integer of 1 to 4 (1, 2, 3 or 4).
when n is 3 or more, R 4 of formula "-Si (OR 4) n-1 (R 5) 4-n " (n-1) in (2 or 3) can be the same or different from each other You may be. That, n-1 pieces of R 4 may all be the same, may be different, all may be the same part only.
ｎが３以上である場合、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）のＲ４は、互いに同一でも異なっていてもよい。すなわち、ｎ－１個のＲ４は、すべて同一であってもよいし、すべて異なっていてもよいし、一部のみ同一であってもよい。 In the general formula (4), n is an integer of 1 to 4 (1, 2, 3 or 4).
when n is 3 or more, R 4 of formula "-Si (OR 4) n-1 (R 5) 4-n " (n-1) in (2 or 3) can be the same or different from each other You may be. That, n-1 pieces of R 4 may all be the same, may be different, all may be the same part only.
ｎが２以上である場合、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個のＲ４のうち、少なくとも１個（１個、２個又は３個）は、置換基を有していてもよいアルキル基、アルケニル基又はアリール基であってもよい。
When n is 2 or more, of the general formula "-Si (OR 4) n-1 (R 5) 4-n " (n-1) R 4 in which at least one (one, two or 3) may be an alkyl group, an alkenyl group or an aryl group which may have a substituent.
ｎが３以上であり、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基において、２個以上（２個又は３個）のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。
In a group in which n is 3 or more and is represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ", two or more (two or three) R 4s are the alkyl. In the case of a group, an alkenyl group or an aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to each other, and the oxygen atom (O) to which these groups are bonded and the oxygen atom are bonded to each other. A ring may be formed together with the silicon atom (Si).
２個以上のＲ４が相互に結合して形成している前記環は、環骨格を形成している原子として酸素原子及びケイ素原子を含む、脂肪族環又は芳香族環である。
前記環を形成している場合の、Ｒ４の結合位置は、特に限定されない。例えば、Ｒ４が鎖状構造を有する場合には、前記結合位置は、前記鎖状構造の末端の炭素原子であってもよいし、非末端の炭素原子であってもよい。ただし、前記アルキル基、アルケニル基又はアリール基が前記置換基を有する場合には、前記置換基は、環を形成する場合の前記結合位置とはならない。
前記環を形成している場合の、Ｒ４の結合部位の数は、１であってもよいし、２以上であってもよい。すなわち、前記環は、単環状及び多環状のいずれであってもよい。 It said ring in which two or more R 4 is formed by bonding to each other, an oxygen atom and a silicon atom as atoms forming the ring backbone, aliphatic or aromatic ring.
When forming the ring, the bonding position of R 4 is not particularly limited. For example, when R 4 has a chain structure, the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom. However, when the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
The number of binding sites of R 4 when forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
前記環を形成している場合の、Ｒ４の結合位置は、特に限定されない。例えば、Ｒ４が鎖状構造を有する場合には、前記結合位置は、前記鎖状構造の末端の炭素原子であってもよいし、非末端の炭素原子であってもよい。ただし、前記アルキル基、アルケニル基又はアリール基が前記置換基を有する場合には、前記置換基は、環を形成する場合の前記結合位置とはならない。
前記環を形成している場合の、Ｒ４の結合部位の数は、１であってもよいし、２以上であってもよい。すなわち、前記環は、単環状及び多環状のいずれであってもよい。 It said ring in which two or more R 4 is formed by bonding to each other, an oxygen atom and a silicon atom as atoms forming the ring backbone, aliphatic or aromatic ring.
When forming the ring, the bonding position of R 4 is not particularly limited. For example, when R 4 has a chain structure, the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom. However, when the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
The number of binding sites of R 4 when forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
ｎが２以下である場合、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい。すなわち、４－ｎ個のＲ５は、すべて同一であってもよいし、すべて異なっていてもよいし、一部のみ同一であってもよい。
When n is 2 or less, R 5 is of the general formula 4-n-number of "-Si (OR 4) n-1 (R 5) 4-n " in (2 or 3), are identical to or different from each other You may be. That, 4-n-number of R 5 may all be the same, may be different, all may be the same part only.
ｎが２以下であり、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基において、２個以上（２個又は３個）のＲ５が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。
In a group in which n is 2 or less and is represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ", two or more (two or three) R 5s are the alkyl. In the case of a group, an alkenyl group or an aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to each other to form a ring together with the silicon atom (Si) to which these groups are bonded. May be good.
２個以上のＲ５が相互に結合して形成している前記環は、環骨格を形成している原子としてケイ素原子を含む、含ケイ素脂肪族環又は含ケイ素芳香族環である。
前記環を形成している場合の、Ｒ５の結合位置は、特に限定されない。例えば、Ｒ５が鎖状構造を有する場合には、前記結合位置は、前記鎖状構造の末端の炭素原子であってもよいし、非末端の炭素原子であってもよい。ただし、前記アルキル基、アルケニル基又はアリール基が前記置換基を有する場合には、前記置換基は、環を形成する場合の前記結合位置とはならない。
前記環を形成している場合の、Ｒ５の結合部位の数は、１であってもよいし、２以上であってもよい。すなわち、前記環は、単環状及び多環状のいずれであってもよい。 It said ring in which two or more R 5 are formed by bonding to each other, containing a silicon atom as atoms forming the ring backbone is a silicon-containing aliphatic ring or a silicon-containing aromatic ring.
When forming the ring, the bonding position of R 5 is not particularly limited. For example, when R 5 has a chain structure, the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom. However, when the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
The number of binding sites in the case of, R 5 forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
前記環を形成している場合の、Ｒ５の結合位置は、特に限定されない。例えば、Ｒ５が鎖状構造を有する場合には、前記結合位置は、前記鎖状構造の末端の炭素原子であってもよいし、非末端の炭素原子であってもよい。ただし、前記アルキル基、アルケニル基又はアリール基が前記置換基を有する場合には、前記置換基は、環を形成する場合の前記結合位置とはならない。
前記環を形成している場合の、Ｒ５の結合部位の数は、１であってもよいし、２以上であってもよい。すなわち、前記環は、単環状及び多環状のいずれであってもよい。 It said ring in which two or more R 5 are formed by bonding to each other, containing a silicon atom as atoms forming the ring backbone is a silicon-containing aliphatic ring or a silicon-containing aromatic ring.
When forming the ring, the bonding position of R 5 is not particularly limited. For example, when R 5 has a chain structure, the bond position may be a carbon atom at the end of the chain structure or a non-terminal carbon atom. However, when the alkyl group, alkenyl group or aryl group has the substituent, the substituent does not serve as the bond position when forming a ring.
The number of binding sites in the case of, R 5 forming the ring may be a 1, it may be two or more. That is, the ring may be either monocyclic or polycyclic.
Ｒ４は、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であることが好ましく、ｎが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）のＲ４は、互いに同一でも異なっていてもよい。このようなＲ４においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
R 4 is a hydrogen atom, (linear or branched alkyl group having 1 to 20 carbon atoms, cyclic alkyl group having 3 to 20 carbon atoms) alkyl groups having 1 to 20 carbon atoms, 20 (A linear or branched alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms is preferable, and n is 3 In the case of the above (3 or 4), n-1 (2 or 3) R 4 in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" is , They may be the same or different from each other. In such R 4, the alkyl, alkenyl or aryl group may have a substituent.
Ｒ４は、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であることがより好ましく、ｎが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）個のＲ４は、互いに同一でも異なっていてもよい。このようなＲ４においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
R 4 is a hydrogen atom, (linear or branched alkyl group having 1 to 6 carbon atoms, cyclic alkyl group having 3 to 6 carbon atoms) alkyl group having 1 to 6 carbon atoms, 2 to 6 carbon atoms (A linear or branched alkenyl group having 2 to 6 carbon atoms, a cyclic alkenyl group having 3 to 6 carbon atoms) or an aryl group having 6 to 12 carbon atoms is more preferable. When it is 3 or more (3 or 4), n-1 (2 or 3) Rs in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" 4 may be the same as or different from each other. In such R 4, the alkyl, alkenyl or aryl group may have a substituent.
Ｒ５は、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であることが好ましく、ｎが２以下（１又は２）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい。このようなＲ５においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
R 5 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, a cyclic alkyl group having 3 to 20 carbon atoms), and 2 to 20 carbon atoms. (A linear or branched alkenyl group having 2 to 20 carbon atoms, a cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms is preferable, and n is 2. hereinafter in the case of (1 or 2), R 5 in the general formula "-Si (oR 4) n-1 (R 5) 4-n " 4-n-number in (two or three) of , They may be the same or different from each other. In such R 5, the alkyl group, alkenyl group or aryl group may have a substituent.
Ｒ５は、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であることがより好ましく、ｎが２以下（１又は２）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい。このようなＲ５においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
R 5 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms), and an alkyl group having 2 to 6 carbon atoms. (A linear or branched alkenyl group having 2 to 6 carbon atoms, a cyclic alkenyl group having 3 to 6 carbon atoms) or an aryl group having 6 to 12 carbon atoms is more preferable. If it is 2 or less (1 or 2), R 5 in the general formula "-Si (oR 4) n-1 (R 5) 4-n " 4-n-number in the (2 or 3) May be the same or different from each other. In such R 5, the alkyl group, alkenyl group or aryl group may have a substituent.
Ｒ４及びＲ５は、いずれも上述の好ましいものであることがさらに好ましい。
さらに好ましい化合物（４）の一例としては、Ｒ４が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｎが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）のＲ４は、互いに同一でも異なっていてもよく、Ｒ５が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｎが２以下（１又は２）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４）のＲ４及びＲ５においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。 It is more preferable that both R 4 and R 5 are the above-mentioned preferable ones.
As an example of a more preferable compound (4), R 4 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms. When it is an aryl group and n is 3 or more (3 or 4), n-1 (2) in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". R 4 of (or 3) may be the same as or different from each other, and R 5 is a hydrogen atom and an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms). , Cyclic alkyl group having 3 to 20 carbon atoms), Alkyl group having 2 to 20 carbon atoms (Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms) Alternatively, when it is an aryl group having 6 to 20 carbon atoms and n is 2 or less (1 or 2), it is included in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". R 5 of the 4-n-number (two or three) may be the same or different, it can be listed. In R 4 and R 5 of such compound (4), the alkyl group, alkenyl group or aryl group may have a substituent.
さらに好ましい化合物（４）の一例としては、Ｒ４が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｎが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）のＲ４は、互いに同一でも異なっていてもよく、Ｒ５が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｎが２以下（１又は２）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４）のＲ４及びＲ５においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。 It is more preferable that both R 4 and R 5 are the above-mentioned preferable ones.
As an example of a more preferable compound (4), R 4 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms. When it is an aryl group and n is 3 or more (3 or 4), n-1 (2) in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". R 4 of (or 3) may be the same as or different from each other, and R 5 is a hydrogen atom and an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms). , Cyclic alkyl group having 3 to 20 carbon atoms), Alkyl group having 2 to 20 carbon atoms (Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms) Alternatively, when it is an aryl group having 6 to 20 carbon atoms and n is 2 or less (1 or 2), it is included in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". R 5 of the 4-n-number (two or three) may be the same or different, it can be listed. In R 4 and R 5 of such compound (4), the alkyl group, alkenyl group or aryl group may have a substituent.
特に好ましい化合物（４）の一例としては、Ｒ４が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｎが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中のｎ－１個（２個又は３個）個のＲ４は、互いに同一でも異なっていてもよく、Ｒ５が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｎが２以下（１又は２）である場合には、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」中の４－ｎ個（２個又は３個）のＲ５は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４及びＲ５においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
As an example of a particularly preferable compound (4), R 4 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms. When it is an aryl group and n is 3 or more (3 or 4), n-1 (2) in the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". or 3) number of R 4 may be the same or different from each other, it is R 5, a hydrogen atom, a linear or branched alkyl of 1-6 alkyl group (having a carbon number of 1 to 6 carbon atoms Group, cyclic alkyl group having 3 to 6 carbon atoms), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) ) Or an aryl group having 6 to 12 carbon atoms, and n is 2 or less (1 or 2), in the above general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ". the R 5 of the 4-n-number (two or three) of, or be the same or different, can be listed. In R 4 and R 5 of such compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
一般式（４）中、（２ｐ１＋６）個（すなわち、ｐ１が０の場合には６個、ｐ１が１の場合には８個、ｐ１が２の場合には１０個）のＺ４は、互いに同一でも異なっていてもよい。すなわち、（２ｐ１＋６）個のＺ４は、すべて同一であってもよいし、すべて異なっていてもよいし、一部のみ同一であってもよい。
In the general formula (4), (2p 1 + 6) (that is, 6 when p 1 is 0, 8 when p 1 is 1, and 10 when p 1 is 2). Z 4s may be the same or different from each other. That, (2p 1 +6) number of Z 4 may all be the same, may be different, all may be the same part only.
ただし、一般式（４）中、すべてのＺ４が水素原子であることはなく、１個又は２個以上のＺ４は、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基であり、（２ｐ１＋６）個のＺ４がすべて、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基であってもよい。
However, in the general formula (4) is not that all of Z 4 is a hydrogen atom, one or two or more Z 4, the formula "-Si (OR 4) n-1 (R 5) 4-n "in a group represented, (2p 1 +6) number of Z 4 are all the general formula" -Si (OR 4) n-1 (R 5) 4-n "group represented by It may be.
一般式（４）中、１個又は２個以上のＺ４が水素原子である場合（すなわち、化合物（４）が、すべてのＺ４が前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基であるもの、ではない場合）、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の結合位置は、特に限定されない。
In the general formula (4), if one or more Z 4 is a hydrogen atom (i.e., Compound (4), all of Z 4 is the formula "-Si (OR 4) n-1 ( R 5 ) If it is not a group represented by " 4-n "), the bonding position of the group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" Is not particularly limited.
一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基として、より具体的には、例えば、
トリアルコキシシリル基、ジアルコキシシリル基、モノアルコキシシリル基、トリアルケニルオキシシリル基、ジアルケニルオキシシリル基、モノアルケニルオキシシリル基、トリアリールオキシシリル基、ジアリールオキシシリル基、モノアリールオキシシリル基、
ジアルコキシモノアルケニルオキシシリル基、モノアルコキシジアルケニルオキシシリル基、ジアルコキシモノアリールオキシシリル基、モノアルコキシジアリールオキシシリル基、ジアルケニルオキシモノアリールオキシシリル基、モノアルケニルオキシジアリールオキシシリル基、
モノアルコキシモノアルケニルオキシシリル基、モノアルコキシモノアリールオキシシリル基、モノアルケニルオキシモノアリールオキシシリル基、
ジアルコキシモノアルキルシリル基、モノアルコキシジアルキルシリル基、モノアルコキシモノアルキルシリル基、ジアルケニルオキシモノアルキルシリル基、モノアルケニルオキシジアルキルシリル基、モノアルケニルオキシモノアルキルシリル基、ジアリールオキシモノアルキルシリル基、モノアリールオキシジアルキルシリル基、モノアリールオキシモノアルキルシリル基、
ジアルコキシモノアルケニルシリル基、モノアルコキシジアルケニルシリル基、モノアルコキシモノアルケニルシリル基、ジアルケニルオキシモノアルケニルシリル基、モノアルケニルオキシジアルケニルシリル基、モノアルケニルオキシモノアルケニルシリル基、ジアリールオキシモノアルケニルシリル基、モノアリールオキシジアルケニルシリル基、モノアリールオキシモノアルケニルシリル基、
ジアルコキシモノアリールシリル基、モノアルコキシジアリールシリル基、モノアルコキシモノアリールシリル基、ジアルケニルオキシモノアリールシリル基、モノアルケニルオキシジアリールシリル基、モノアルケニルオキシモノアリールシリル基、ジアリールオキシモノアリールシリル基、モノアリールオキシジアリールシリル基、モノアリールオキシモノアリールシリル基、
モノアルコキシモノアルケニルオキシモノアリールオキシシリル基、
トリアルキルシリル基、ジアルキルシリル基、モノアルキルシリル基、トリアルケニルシリル基、ジアルケニルシリル基、モノアルケニルシリル基、トリアリールシリル基、ジアリールシリル基、モノアリールシリル基、
ジアルキルモノアルケニルシリル基、モノアルキルジアルケニルシリル基、ジアルキルモノアリールシリル基、モノアルキルジアリールシリル基、ジアルケニルモノアリールシリル基、モノアルケニルジアリールシリル基、
モノアルキルモノアルケニルシリル基、モノアルキルモノアリールシリル基、モノアルケニルモノアリールシリル基、
モノアルキルモノアルケニルモノアリールシリル基、
シリル基（－ＳｉＨ３）等が挙げられる。 More specifically, for example, as a group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n", for example.
Trialkoxysilyl group, dialkoxysilyl group, monoalkoxysilyl group, trialkoxyoxysilyl group, dialkoxyoxysilyl group, monoalkoxyoxysilyl group, triaryloxysilyl group, diaryloxysilyl group, monoaryloxysilyl group,
Dialkoxy monoalkoxyoxysilyl group, monoalkoxydialkoxyoxysilyl group, dialkoxymonoaryloxysilyl group, monoalkoxydiaryloxysilyl group, dialkoxyoxymonoaryloxysilyl group, monoalkoxyoxydiaryloxysilyl group,
Monoalkoxy monoalkenyloxysilyl group, monoalkoxy monoaryloxysilyl group, monoalkoxyoxymonoaryloxysilyl group,
Dialkoxy monoalkylsilyl group, monoalkoxydialkylsilyl group, monoalkoxy monoalkylsilyl group, dialkoxyoxymonoalkylsilyl group, monoalkoxyoxydialkylsilyl group, monoalkoxyoxymonoalkylsilyl group, diaryloxymonoalkylsilyl group, Monoaryloxydialkylsilyl group, monoaryloxymonoalkylsilyl group,
Dialkoxy monoalkenylsilyl group, monoalkoxydialkenylsilyl group, monoalkoxymonoalkenylsilyl group, dialkoxyoxymonoalkenylsilyl group, monoalkoxyoxydialkenylsilyl group, monoalkoxyoxymonoalkenylsilyl group, diaryloxymonoalkenylsilyl group Group, monoaryloxydialkoxysilyl group, monoaryloxymonoalkoxysilyl group,
Dialkoxy monoarylsilyl group, monoalkoxydiarylsilyl group, monoalkoxy monoarylsilyl group, dialkoxyoxymonoarylsilyl group, monoalkoxyoxydiarylsilyl group, monoalkoxyoxymonoarylsilyl group, diaryloxymonoarylsilyl group, Monoaryloxydiarylsilyl group, monoaryloxymonoarylsilyl group,
Monoalkoxy Monoalkenyloxymonoaryloxysilyl group,
Trialkylsilyl group, dialkylsilyl group, monoalkylsilyl group, trialkenylsilyl group, dialkenylsilyl group, monoalkenylsilyl group, triarylsilyl group, diarylsilyl group, monoarylsilyl group,
Dialkyl monoalkenylsilyl group, monoalkyldialkenylsilyl group, dialkylmonoarylsilyl group, monoalkyldiarylsilyl group, dialkenyl monoarylsilyl group, monoalkenyldiarylsilyl group,
Monoalkyl monoalkenylsilyl group, monoalkylmonoarylsilyl group, monoalkenyl monoarylsilyl group,
Monoalkyl monoalkenyl monoarylsilyl group,
Examples thereof include a silyl group (-SiH 3).
トリアルコキシシリル基、ジアルコキシシリル基、モノアルコキシシリル基、トリアルケニルオキシシリル基、ジアルケニルオキシシリル基、モノアルケニルオキシシリル基、トリアリールオキシシリル基、ジアリールオキシシリル基、モノアリールオキシシリル基、
ジアルコキシモノアルケニルオキシシリル基、モノアルコキシジアルケニルオキシシリル基、ジアルコキシモノアリールオキシシリル基、モノアルコキシジアリールオキシシリル基、ジアルケニルオキシモノアリールオキシシリル基、モノアルケニルオキシジアリールオキシシリル基、
モノアルコキシモノアルケニルオキシシリル基、モノアルコキシモノアリールオキシシリル基、モノアルケニルオキシモノアリールオキシシリル基、
ジアルコキシモノアルキルシリル基、モノアルコキシジアルキルシリル基、モノアルコキシモノアルキルシリル基、ジアルケニルオキシモノアルキルシリル基、モノアルケニルオキシジアルキルシリル基、モノアルケニルオキシモノアルキルシリル基、ジアリールオキシモノアルキルシリル基、モノアリールオキシジアルキルシリル基、モノアリールオキシモノアルキルシリル基、
ジアルコキシモノアルケニルシリル基、モノアルコキシジアルケニルシリル基、モノアルコキシモノアルケニルシリル基、ジアルケニルオキシモノアルケニルシリル基、モノアルケニルオキシジアルケニルシリル基、モノアルケニルオキシモノアルケニルシリル基、ジアリールオキシモノアルケニルシリル基、モノアリールオキシジアルケニルシリル基、モノアリールオキシモノアルケニルシリル基、
ジアルコキシモノアリールシリル基、モノアルコキシジアリールシリル基、モノアルコキシモノアリールシリル基、ジアルケニルオキシモノアリールシリル基、モノアルケニルオキシジアリールシリル基、モノアルケニルオキシモノアリールシリル基、ジアリールオキシモノアリールシリル基、モノアリールオキシジアリールシリル基、モノアリールオキシモノアリールシリル基、
モノアルコキシモノアルケニルオキシモノアリールオキシシリル基、
トリアルキルシリル基、ジアルキルシリル基、モノアルキルシリル基、トリアルケニルシリル基、ジアルケニルシリル基、モノアルケニルシリル基、トリアリールシリル基、ジアリールシリル基、モノアリールシリル基、
ジアルキルモノアルケニルシリル基、モノアルキルジアルケニルシリル基、ジアルキルモノアリールシリル基、モノアルキルジアリールシリル基、ジアルケニルモノアリールシリル基、モノアルケニルジアリールシリル基、
モノアルキルモノアルケニルシリル基、モノアルキルモノアリールシリル基、モノアルケニルモノアリールシリル基、
モノアルキルモノアルケニルモノアリールシリル基、
シリル基（－ＳｉＨ３）等が挙げられる。 More specifically, for example, as a group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n", for example.
Trialkoxysilyl group, dialkoxysilyl group, monoalkoxysilyl group, trialkoxyoxysilyl group, dialkoxyoxysilyl group, monoalkoxyoxysilyl group, triaryloxysilyl group, diaryloxysilyl group, monoaryloxysilyl group,
Dialkoxy monoalkoxyoxysilyl group, monoalkoxydialkoxyoxysilyl group, dialkoxymonoaryloxysilyl group, monoalkoxydiaryloxysilyl group, dialkoxyoxymonoaryloxysilyl group, monoalkoxyoxydiaryloxysilyl group,
Monoalkoxy monoalkenyloxysilyl group, monoalkoxy monoaryloxysilyl group, monoalkoxyoxymonoaryloxysilyl group,
Dialkoxy monoalkylsilyl group, monoalkoxydialkylsilyl group, monoalkoxy monoalkylsilyl group, dialkoxyoxymonoalkylsilyl group, monoalkoxyoxydialkylsilyl group, monoalkoxyoxymonoalkylsilyl group, diaryloxymonoalkylsilyl group, Monoaryloxydialkylsilyl group, monoaryloxymonoalkylsilyl group,
Dialkoxy monoalkenylsilyl group, monoalkoxydialkenylsilyl group, monoalkoxymonoalkenylsilyl group, dialkoxyoxymonoalkenylsilyl group, monoalkoxyoxydialkenylsilyl group, monoalkoxyoxymonoalkenylsilyl group, diaryloxymonoalkenylsilyl group Group, monoaryloxydialkoxysilyl group, monoaryloxymonoalkoxysilyl group,
Dialkoxy monoarylsilyl group, monoalkoxydiarylsilyl group, monoalkoxy monoarylsilyl group, dialkoxyoxymonoarylsilyl group, monoalkoxyoxydiarylsilyl group, monoalkoxyoxymonoarylsilyl group, diaryloxymonoarylsilyl group, Monoaryloxydiarylsilyl group, monoaryloxymonoarylsilyl group,
Monoalkoxy Monoalkenyloxymonoaryloxysilyl group,
Trialkylsilyl group, dialkylsilyl group, monoalkylsilyl group, trialkenylsilyl group, dialkenylsilyl group, monoalkenylsilyl group, triarylsilyl group, diarylsilyl group, monoarylsilyl group,
Dialkyl monoalkenylsilyl group, monoalkyldialkenylsilyl group, dialkylmonoarylsilyl group, monoalkyldiarylsilyl group, dialkenyl monoarylsilyl group, monoalkenyldiarylsilyl group,
Monoalkyl monoalkenylsilyl group, monoalkylmonoarylsilyl group, monoalkenyl monoarylsilyl group,
Monoalkyl monoalkenyl monoarylsilyl group,
Examples thereof include a silyl group (-SiH 3).
好ましい化合物（４）の例を以下に列挙する。ただし、化合物（４）はこれらに限定されない。
Examples of the preferred compound (4) are listed below. However, compound (4) is not limited to these.
好ましい化合物（４）の他の例としては、ここまでに列挙した化合物（４）中のアルキル基、アルケニル基又はアリール基において、１個又は２個以上の水素原子が先に説明した置換基で置換されているものも挙げられる。
As another example of the preferred compound (4), in the alkyl group, alkenyl group or aryl group in the compound (4) listed above, one or more hydrogen atoms are the substituents described above. Some have been replaced.
次に、原料である化合物（２）及び化合物（５）について、順次説明する。
Next, the raw materials, compound (2) and compound (5), will be described in order.
＜化合物（２）＞
化合物（２）は、前記一般式（２）で表される。
一般式（２）中のｐ１は、一般式（４）中のｐ１と同じである。 <Compound (2)>
Compound (2) is represented by the general formula (2).
P 1 of the general formula (2) in is the same as p 1 in the general formula (4).
化合物（２）は、前記一般式（２）で表される。
一般式（２）中のｐ１は、一般式（４）中のｐ１と同じである。 <Compound (2)>
Compound (2) is represented by the general formula (2).
P 1 of the general formula (2) in is the same as p 1 in the general formula (4).
化合物（２）は、例えば、国際公開第２０１８／１９３７３２号に記載の方法で製造できる。
Compound (2) can be produced, for example, by the method described in International Publication No. 2018/193732.
化合物（２）としては、その製造時における操作（例えば、洗浄条件、取り出し条件、精製条件等）を適宜選択することで、水和水を含まないものを調製できる。このような、水和水を含まない化合物（２）（例えば結晶）を用いることで、化合物（４）の収率の向上が可能な場合がある。
As the compound (2), a compound that does not contain hydrated water can be prepared by appropriately selecting the operation (for example, washing conditions, removal conditions, purification conditions, etc.) at the time of its production. By using such a compound (2) (for example, a crystal) that does not contain hydrated water, it may be possible to improve the yield of the compound (4).
化合物（２）は、溶媒成分の分子を含まないものであってもよいし、水以外の溶媒成分の分子を含むものであってもよい。前記溶媒成分としては、例えば、Ｎ，Ｎ－ジメチルアセトアミド（ＤＭＡｃ）等が挙げられる。ＤＭＡｃの分子を含む化合物（２）は、製造が容易で、かつ水和水を含まない化合物（２）として、好ましいものの一例である。
Compound (2) may not contain a molecule of a solvent component, or may contain a molecule of a solvent component other than water. Examples of the solvent component include N, N-dimethylacetamide (DMAc) and the like. The compound (2) containing a molecule of DMAc is an example of a preferable compound (2) which is easy to produce and does not contain hydrated water.
１分子の化合物（２）が含む溶媒成分の分子数は、化合物（２）の製造時における操作条件によって、調節できる。
例えば、ＤＭＡｃの分子を含む化合物（２）において、１分子の化合物（２）が含むＤＭＡｃの分子数は、例えば、１～２０のいずれかであってもよいが、これは一例である。 The number of molecules of the solvent component contained in one molecule of the compound (2) can be adjusted according to the operating conditions at the time of producing the compound (2).
For example, in the compound (2) containing a molecule of DMAc, the number of molecules of DMAc contained in one molecule of the compound (2) may be, for example, any one of 1 to 20, but this is an example.
例えば、ＤＭＡｃの分子を含む化合物（２）において、１分子の化合物（２）が含むＤＭＡｃの分子数は、例えば、１～２０のいずれかであってもよいが、これは一例である。 The number of molecules of the solvent component contained in one molecule of the compound (2) can be adjusted according to the operating conditions at the time of producing the compound (2).
For example, in the compound (2) containing a molecule of DMAc, the number of molecules of DMAc contained in one molecule of the compound (2) may be, for example, any one of 1 to 20, but this is an example.
＜化合物（５）＞
化合物（５）は、前記一般式（５）で表される。
化合物（５）中のケイ素原子に結合している１個の一般式「Ｒ４Ｏ－」で表される基が取り除かれた構造を有する１価の基は、化合物（４）中のＺ４における、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基と同じである。 <Compound (5)>
Compound (5) is represented by the general formula (5).
Monovalent group having a compound (5) a group represented by silicon atoms single formula bound to the "R 4 O-'in is removed structure, Z 4 in the compound (4) It is the same as the group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in.
化合物（５）は、前記一般式（５）で表される。
化合物（５）中のケイ素原子に結合している１個の一般式「Ｒ４Ｏ－」で表される基が取り除かれた構造を有する１価の基は、化合物（４）中のＺ４における、一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基と同じである。 <Compound (5)>
Compound (5) is represented by the general formula (5).
Monovalent group having a compound (5) a group represented by silicon atoms single formula bound to the "R 4 O-'in is removed structure, Z 4 in the compound (4) It is the same as the group represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in.
一般式（５）中のｎ、Ｒ４及びＲ５は、一般式（４）中のｎ、Ｒ４及びＲ５と同じである。
N in the general formula (5), R 4 and R 5 are n in the general formula (4), and R 4 and R 5 the same.
一般式（５）中、ｎが２以上である場合、ｎ個（２個、３個又は４個）のＲ４は、互いに同一でも異なっていてもよい。すなわち、ｎ個のＲ４は、すべて同一であってもよいし、すべて異なっていてもよいし、一部のみ同一であってもよい。
ただし、一般式（５）中、少なくとも１個（１個、２個、３個又は４個）のＲ４は、前記アルキル基、アルケニル基又はアリール基である。 In the general formula (5), when n is 2 or greater, n pieces R 4 of (two, three or four) may be the same or different from each other. Ie, n pieces of R 4 may all be the same, may be different, all may be the same part only.
However, in the general formula (5), at least one (1, 2, 3, or 4) R 4 is the alkyl group, alkenyl group, or aryl group.
ただし、一般式（５）中、少なくとも１個（１個、２個、３個又は４個）のＲ４は、前記アルキル基、アルケニル基又はアリール基である。 In the general formula (5), when n is 2 or greater, n pieces R 4 of (two, three or four) may be the same or different from each other. Ie, n pieces of R 4 may all be the same, may be different, all may be the same part only.
However, in the general formula (5), at least one (1, 2, 3, or 4) R 4 is the alkyl group, alkenyl group, or aryl group.
化合物（５）において、３個以上（３個又は４個）のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は、少なくとも１個（１個又は２個）を除いて、相互に結合して、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。
すなわち、３個のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、２個のこれら基は、相互に結合して前記環を形成していてもよく、４個のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、２個又は３個のこれら基は、相互に結合して前記環を形成していてもよい。
このときの環は、化合物（４）中の一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基において、２個以上のＲ４が相互に結合して形成していてもよい前記環と同じである。 In the compound (5), three or more (three or four) R 4 is the alkyl group, when the alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is at least one Except for (1 or 2), they are bonded to each other to form a ring together with the oxygen atom (O) to which these groups are bonded and the silicon atom (Si) to which the oxygen atom is bonded. May be.
That is, the three R 4 is the alkyl group, if an alkenyl group or an aryl group, two of these groups may be bonded to each other to form the ring, four R 4 is the When it is an alkyl group, an alkenyl group or an aryl group, two or three of these groups may be bonded to each other to form the ring.
Ring of this time, the general formula in the compound (4) in a "-Si (OR 4) n-1 (R 5) 4-n " group represented by two or more R 4 are bonded to each other It is the same as the ring which may be formed.
すなわち、３個のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、２個のこれら基は、相互に結合して前記環を形成していてもよく、４個のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、２個又は３個のこれら基は、相互に結合して前記環を形成していてもよい。
このときの環は、化合物（４）中の一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基において、２個以上のＲ４が相互に結合して形成していてもよい前記環と同じである。 In the compound (5), three or more (three or four) R 4 is the alkyl group, when the alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is at least one Except for (1 or 2), they are bonded to each other to form a ring together with the oxygen atom (O) to which these groups are bonded and the silicon atom (Si) to which the oxygen atom is bonded. May be.
That is, the three R 4 is the alkyl group, if an alkenyl group or an aryl group, two of these groups may be bonded to each other to form the ring, four R 4 is the When it is an alkyl group, an alkenyl group or an aryl group, two or three of these groups may be bonded to each other to form the ring.
Ring of this time, the general formula in the compound (4) in a "-Si (OR 4) n-1 (R 5) 4-n " group represented by two or more R 4 are bonded to each other It is the same as the ring which may be formed.
一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」の場合と同様に、化合物（５）においては、ｎが２以下である場合、４－ｎ個のＲ５は、互いに同一でも異なっていてもよく、２個以上のＲ５が前記アルキル基、アルケニル基又はアリール基である場合、これら基は相互に結合して環を形成していてもよい。
Similar to the case of the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n ", in the compound (5), when n is 2 or less, 4-n R 5s are it may be the same or different, two or more R 5 is the alkyl group, if an alkenyl group or an aryl group, these groups may form a ring with each other.
化合物（５）としては、例えば、先に挙げた一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基中のケイ素原子が、アルコキシ基、アルケニルオキシ基又はアリールオキシ基に結合した構造を有する化合物が挙げられる。前記アルコキシ基、アルケニルオキシ基及びアリールオキシ基はそれぞれ、Ｒ４における前記アルキル基、アルケニル基及びアリール基が酸素原子に結合した構造を有する１価の基である。
As the compound (5), for example, the silicon atom in the group represented by the above-mentioned general formula “-Si (OR 4 ) n-1 (R 5 ) 4-n ” is an alkoxy group or an alkenyloxy group. Alternatively, a compound having a structure bonded to an aryloxy group can be mentioned. The alkoxy group, each of alkenyloxy groups and aryloxy groups, a monovalent group having a structure wherein the R 4 alkyl group, an alkenyl group and an aryl group linked to an oxygen atom.
化合物（５）として、より具体的には、例えば、
テトラアルコキシシラン、トリアルコキシシラン、ジアルコキシシラン、モノアルコキシシラン、トリアルコキシモノアルキルシラン、ジアルコキシモノアルキルシラン、モノアルコキシモノアルキルシラン、ジアルコキシジアルキルシラン、モノアルコキシジアルキルシラン、モノアルコキシトリアルキルシラン、トリアルコキシモノアルケニルシラン、ジアルコキシモノアルケニルシラン、モノアルコキシモノアルケニルシラン、ジアルコキシジアルケニルシラン、モノアルコキシジアルケニルシラン、モノアルコキシトリアルケニルシラン、トリアルコキシモノアリールシラン、ジアルコキシモノアリールシラン、モノアルコキシモノアリールシラン、ジアルコキシジアリールシラン、モノアルコキシジアリールシラン、モノアルコキシトリアリールシラン、
テトラアルケニルオキシシラン、トリアルケニルオキシシラン、ジアルケニルオキシシラン、モノアルケニルオキシシラン、トリアルケニルオキシモノアルキルシラン、ジアルケニルオキシモノアルキルシラン、モノアルケニルオキシモノアルキルシラン、ジアルケニルオキシジアルキルシラン、モノアルケニルオキシジアルキルシラン、モノアルケニルオキシトリアルキルシラン、トリアルケニルオキシモノアルケニルシラン、ジアルケニルオキシモノアルケニルシラン、モノアルケニルオキシモノアルケニルシラン、ジアルケニルオキシジアルケニルシラン、モノアルケニルオキシジアルケニルシラン、モノアルケニルオキシトリアルケニルシラン、トリアルケニルオキシモノアリールシラン、ジアルケニルオキシモノアリールシラン、モノアルケニルオキシモノアリールシラン、ジアルケニルオキシジアリールシラン、モノアルケニルオキシジアリールシラン、
モノアルケニルオキシトリアリールシラン、
テトラアリールオキシシラン、トリアリールオキシシラン、ジアリールオキシシラン、モノアリールオキシシラン、トリアリールオキシモノアルキルシラン、ジアリールオキシモノアルキルシラン、モノアリールオキシモノアルキルシラン、ジアリールオキシジアルキルシラン、モノアリールオキシジアルキルシラン、
モノアリールオキシトリアルキルシラン、トリアリールオキシモノアルケニルシラン、ジアリールオキシモノアルケニルシラン、モノアリールオキシモノアルケニルシラン、ジアリールオキシジアルケニルシラン、モノアリールオキシジアルケニルシラン、モノアリールオキシトリアルケニルシラン、トリアリールオキシモノアリールシラン、ジアリールオキシモノアリールシラン、モノアリールオキシモノアリールシラン、ジアリールオキシジアリールシラン、モノアリールオキシジアリールシラン、モノアリールオキシトリアリールシラン、
トリアルコキシモノアルケニルオキシシラン、ジアルコキシモノアルケニルオキシシラン、モノアルコキシモノアルケニルオキシシラン、ジアルコキシジアルケニルオキシシラン、モノアルコキシトリアルケニルオキシシラン、ジアルコキシモノアルケニルオキシモノアルキルシラン、モノアルコキシモノアルケニルオキシモノアルキルシラン、モノアルコキシジアルケニルオキシモノアルキルシラン、モノアルコキシモノアルケニルオキシジアルキルシラン、ジアルコキシモノアルケニルオキシモノアルケニルシラン、モノアルコキシモノアルケニルオキシモノアルケニルシラン、モノアルコキシジアルケニルオキシモノアルケニルシラン、モノアルコキシモノアルケニルオキシジアルケニルシラン、ジアルコキシモノアルケニルオキシモノアリールシラン、モノアルコキシモノアルケニルオキシモノアリールシラン、モノアルコキシジアルケニルオキシモノアリールシラン、モノアルコキシモノアルケニルオキシジアリールシラン
トリアルコキシモノアリールオキシシラン、ジアルコキシモノアリールオキシシラン、モノアルコキシモノアリールオキシシラン、ジアルコキシジアリールオキシシラン、モノアルコキシトリアリールオキシシラン、ジアルコキシモノアリールオキシモノアルキルシラン、モノアルコキシモノアリールオキシモノアルキルシラン、モノアルコキシジアリールオキシモノアルキルシラン、モノアルコキシモノアリールオキシジアルキルシラン、ジアルコキシモノアリールオキシモノアルケニルシラン、モノアルコキシモノアリールオキシモノアルケニルシラン、モノアルコキシジアリールオキシモノアルケニルシラン、モノアルコキシモノアリールオキシジアルケニルシラン、ジアルコキシモノアリールオキシモノアリールシラン、モノアルコキシモノアリールオキシモノアリールシラン、モノアルコキシジアリールオキシモノアリールシラン、モノアルコキシモノアリールオキシジアリールシラン
トリアルケニルオキシモノアリールオキシシラン、ジアルケニルオキシモノアリールオキシシラン、モノアルケニルオキシモノアリールオキシシラン、ジアルケニルオキシジアリールオキシシラン、モノアルケニルオキシトリアリールオキシシラン、ジアルケニルオキシモノアリールオキシモノアルキルシラン、モノアルケニルオキシモノアリールオキシモノアルキルシラン、モノアルケニルオキシジアリールオキシモノアルキルシラン、モノアルケニルオキシモノアリールオキシジアルキルシラン、ジアルケニルオキシモノアリールオキシモノアルケニルシラン、モノアルケニルオキシモノアリールオキシモノアルケニルシラン、モノアルケニルオキシジアリールオキシモノアルケニルシラン、モノアルケニルオキシモノアリールオキシジアルケニルシラン、ジアルケニルオキシモノアリールオキシモノアリールシラン、モノアルケニルオキシモノアリールオキシモノアリールシラン、モノアルケニルオキシジアリールオキシモノアリールシラン、モノアルケニルオキシモノアリールオキシジアリールシラン
等が挙げられる。 More specifically, as compound (5), for example,
Tetraalkoxysilane, trialkoxysilane, dialkoxysilane, monoalkoxysilane, trialkoxymonoalkylsilane, dialkoxymonoalkylsilane, monoalkoxymonoalkylsilane, dialkoxydialkylsilane, monoalkoxydialkylsilane, monoalkoxytrialkylsilane, Trialkoxy monoalkoxysilane, dialkoxy monoalkoxysilane, monoalkoxy monoalkoxysilane, dialkoxydialkoxysilane, monoalkoxydialkoxysilane, monoalkoxytrialkoxysilane, trialkoxymonoarylsilane, dialkoxymonoarylsilane, monoalkoxy Monoarylsilane, Dialkoxydiarylsilane, Monoalkoxydiarylsilane, Monoalkoxytriarylsilane,
Tetraalkenyloxysilane, trialkenyloxysilane, dialkenyloxysilane, monoalkenyloxysilane, trialkenyloxymonoalkylsilane, dialkenyloxymonoalkylsilane, monoalkenyloxymonoalkylsilane, dialkenyloxydialkylsilane, monoalkenyloxy Dialkylsilane, monoalkenyloxytrialkylsilane, trialkenyloxymonoalkenylsilane, dialkenyloxymonoalkenylsilane, monoalkenyloxymonoalkenylsilane, dialkenyloxydialkenylsilane, monoalkenyloxydialkenylsilane, monoalkenyloxytrialkenyl Silane, trialkenyloxymonoarylsilane, dialkenyloxymonoarylsilane, monoalkenyloxymonoarylsilane, dialkenyloxydiarylsilane, monoalkenyloxydiarylsilane,
Monoalkenyloxytriarylsilane,
Tetraaryloxysilane, triaryloxysilane, diaryloxysilane, monoaryloxysilane, triaryloxymonoalkylsilane, diaryloxymonoalkylsilane, monoaryloxymonoalkylsilane, diaryloxydialkylsilane, monoaryloxydialkylsilane,
Monoaryloxytrialkylsilane, triaryloxymonoalkenylsilane, diaryloxymonoalkenylsilane, monoaryloxymonoalkenylsilane, diaryloxydialkenylsilane, monoaryloxydialkenylsilane, monoaryloxytrialkenylsilane, triaryloxy Monoarylsilane, Diaryloxymonoarylsilane, Monoaryloxymonoarylsilane, Diaryloxydiarylsilane, Monoaryloxydiarylsilane, Monoaryloxytriarylsilane,
Trialkoxy Monoalkoxyoxysilane, Dialkoxy Monoalkoxyoxysilane, Monoalkoxy Monoalkoxyoxysilane, Dialkoxy Dialkoxyoxysilane, Monoalkoxy Trialkoxyoxysilane, Dialkoxy Monoalkoxyoxymonoalkylsilane, Monoalkoxy Monoalkoxyoxymono Alkoxysilane, monoalkoxydialkoxydialkoxyoxymonoalkylsilane, monoalkoxy monoalkoxyoxydialkylsilane, dialkoxy monoalkoxymonoalkoxymonoalkoxysilane, monoalkoxymonoalkoxymonoalkoxymonoalkoxysilane, monoalkoxydialkoxyoxymonoalkoxysilane, monoalkoxymono Alkoxyoxydialkenylsilane, dialkoxymonoalkoxyoxymonoarylsilane, monoalkoxymonoalkoxyoxymonoarylsilane, monoalkoxydialkoxyoxymonoarylsilane, monoalkoxymonoalkoxyoxydiarylsilane trialkoxymonoaryloxysilane, dialkoxymono Alkoxyoxysilane, monoalkoxy monoaryloxysilane, dialkoxydiaryloxysilane, monoalkoxytriaryloxysilane, dialkoxy monoaryloxymonoalkylsilane, monoalkoxy monoaryloxymonoalkylsilane, monoalkoxydiaryloxymonoalkylsilane, Monoalkoxy monoaryloxydialkylsilane, dialkoxy monoaryloxymonoalkenylsilane, monoalkoxy monoaryloxymonoalkoxysilane, monoalkoxydiaryloxymonoalkenylsilane, monoalkoxy monoaryloxydialkenylsilane, dialkoxy monoaryloxymonoaryl Silane, monoalkoxy monoaryloxy monoarylsilane, monoalkoxydiaryloxymonoarylsilane, monoalkoxy monoaryloxydiarylsilane trialkoxyoxymonoaryloxysilane, dialkoxyoxymonoaryloxysilane, monoalkoxyoxymonoaryloxysilane, Dialkoxyoxydiaryloxysilane, monoalkoxyoxytriaryloxysilane, dialkoxyoxymonoaryloxymonoalkylsilane, monoalkoxyoxymonoaryloxymonoalkylsilane, monoalkoxy Luoxydiaryloxymonoalkylsilane, monoalkenyloxymonoaryloxydialkylsilane, dialkenyloxymonoaryloxymonoalkenylsilane, monoalkenyloxymonoaryloxymonoalkenylsilane, monoalkenyloxydiaryloxymonoalkenylsilane, monoalkenyloxymono Examples thereof include aryloxydialkenylsilane, dialkenyloxymonoaryloxymonoarylsilane, monoalkenyloxymonoaryloxymonoarylsilane, monoalkenyloxydiaryloxymonoarylsilane, and monoalkenyloxymonoaryloxydiarylsilane.
テトラアルコキシシラン、トリアルコキシシラン、ジアルコキシシラン、モノアルコキシシラン、トリアルコキシモノアルキルシラン、ジアルコキシモノアルキルシラン、モノアルコキシモノアルキルシラン、ジアルコキシジアルキルシラン、モノアルコキシジアルキルシラン、モノアルコキシトリアルキルシラン、トリアルコキシモノアルケニルシラン、ジアルコキシモノアルケニルシラン、モノアルコキシモノアルケニルシラン、ジアルコキシジアルケニルシラン、モノアルコキシジアルケニルシラン、モノアルコキシトリアルケニルシラン、トリアルコキシモノアリールシラン、ジアルコキシモノアリールシラン、モノアルコキシモノアリールシラン、ジアルコキシジアリールシラン、モノアルコキシジアリールシラン、モノアルコキシトリアリールシラン、
テトラアルケニルオキシシラン、トリアルケニルオキシシラン、ジアルケニルオキシシラン、モノアルケニルオキシシラン、トリアルケニルオキシモノアルキルシラン、ジアルケニルオキシモノアルキルシラン、モノアルケニルオキシモノアルキルシラン、ジアルケニルオキシジアルキルシラン、モノアルケニルオキシジアルキルシラン、モノアルケニルオキシトリアルキルシラン、トリアルケニルオキシモノアルケニルシラン、ジアルケニルオキシモノアルケニルシラン、モノアルケニルオキシモノアルケニルシラン、ジアルケニルオキシジアルケニルシラン、モノアルケニルオキシジアルケニルシラン、モノアルケニルオキシトリアルケニルシラン、トリアルケニルオキシモノアリールシラン、ジアルケニルオキシモノアリールシラン、モノアルケニルオキシモノアリールシラン、ジアルケニルオキシジアリールシラン、モノアルケニルオキシジアリールシラン、
モノアルケニルオキシトリアリールシラン、
テトラアリールオキシシラン、トリアリールオキシシラン、ジアリールオキシシラン、モノアリールオキシシラン、トリアリールオキシモノアルキルシラン、ジアリールオキシモノアルキルシラン、モノアリールオキシモノアルキルシラン、ジアリールオキシジアルキルシラン、モノアリールオキシジアルキルシラン、
モノアリールオキシトリアルキルシラン、トリアリールオキシモノアルケニルシラン、ジアリールオキシモノアルケニルシラン、モノアリールオキシモノアルケニルシラン、ジアリールオキシジアルケニルシラン、モノアリールオキシジアルケニルシラン、モノアリールオキシトリアルケニルシラン、トリアリールオキシモノアリールシラン、ジアリールオキシモノアリールシラン、モノアリールオキシモノアリールシラン、ジアリールオキシジアリールシラン、モノアリールオキシジアリールシラン、モノアリールオキシトリアリールシラン、
トリアルコキシモノアルケニルオキシシラン、ジアルコキシモノアルケニルオキシシラン、モノアルコキシモノアルケニルオキシシラン、ジアルコキシジアルケニルオキシシラン、モノアルコキシトリアルケニルオキシシラン、ジアルコキシモノアルケニルオキシモノアルキルシラン、モノアルコキシモノアルケニルオキシモノアルキルシラン、モノアルコキシジアルケニルオキシモノアルキルシラン、モノアルコキシモノアルケニルオキシジアルキルシラン、ジアルコキシモノアルケニルオキシモノアルケニルシラン、モノアルコキシモノアルケニルオキシモノアルケニルシラン、モノアルコキシジアルケニルオキシモノアルケニルシラン、モノアルコキシモノアルケニルオキシジアルケニルシラン、ジアルコキシモノアルケニルオキシモノアリールシラン、モノアルコキシモノアルケニルオキシモノアリールシラン、モノアルコキシジアルケニルオキシモノアリールシラン、モノアルコキシモノアルケニルオキシジアリールシラン
トリアルコキシモノアリールオキシシラン、ジアルコキシモノアリールオキシシラン、モノアルコキシモノアリールオキシシラン、ジアルコキシジアリールオキシシラン、モノアルコキシトリアリールオキシシラン、ジアルコキシモノアリールオキシモノアルキルシラン、モノアルコキシモノアリールオキシモノアルキルシラン、モノアルコキシジアリールオキシモノアルキルシラン、モノアルコキシモノアリールオキシジアルキルシラン、ジアルコキシモノアリールオキシモノアルケニルシラン、モノアルコキシモノアリールオキシモノアルケニルシラン、モノアルコキシジアリールオキシモノアルケニルシラン、モノアルコキシモノアリールオキシジアルケニルシラン、ジアルコキシモノアリールオキシモノアリールシラン、モノアルコキシモノアリールオキシモノアリールシラン、モノアルコキシジアリールオキシモノアリールシラン、モノアルコキシモノアリールオキシジアリールシラン
トリアルケニルオキシモノアリールオキシシラン、ジアルケニルオキシモノアリールオキシシラン、モノアルケニルオキシモノアリールオキシシラン、ジアルケニルオキシジアリールオキシシラン、モノアルケニルオキシトリアリールオキシシラン、ジアルケニルオキシモノアリールオキシモノアルキルシラン、モノアルケニルオキシモノアリールオキシモノアルキルシラン、モノアルケニルオキシジアリールオキシモノアルキルシラン、モノアルケニルオキシモノアリールオキシジアルキルシラン、ジアルケニルオキシモノアリールオキシモノアルケニルシラン、モノアルケニルオキシモノアリールオキシモノアルケニルシラン、モノアルケニルオキシジアリールオキシモノアルケニルシラン、モノアルケニルオキシモノアリールオキシジアルケニルシラン、ジアルケニルオキシモノアリールオキシモノアリールシラン、モノアルケニルオキシモノアリールオキシモノアリールシラン、モノアルケニルオキシジアリールオキシモノアリールシラン、モノアルケニルオキシモノアリールオキシジアリールシラン
等が挙げられる。 More specifically, as compound (5), for example,
Tetraalkoxysilane, trialkoxysilane, dialkoxysilane, monoalkoxysilane, trialkoxymonoalkylsilane, dialkoxymonoalkylsilane, monoalkoxymonoalkylsilane, dialkoxydialkylsilane, monoalkoxydialkylsilane, monoalkoxytrialkylsilane, Trialkoxy monoalkoxysilane, dialkoxy monoalkoxysilane, monoalkoxy monoalkoxysilane, dialkoxydialkoxysilane, monoalkoxydialkoxysilane, monoalkoxytrialkoxysilane, trialkoxymonoarylsilane, dialkoxymonoarylsilane, monoalkoxy Monoarylsilane, Dialkoxydiarylsilane, Monoalkoxydiarylsilane, Monoalkoxytriarylsilane,
Tetraalkenyloxysilane, trialkenyloxysilane, dialkenyloxysilane, monoalkenyloxysilane, trialkenyloxymonoalkylsilane, dialkenyloxymonoalkylsilane, monoalkenyloxymonoalkylsilane, dialkenyloxydialkylsilane, monoalkenyloxy Dialkylsilane, monoalkenyloxytrialkylsilane, trialkenyloxymonoalkenylsilane, dialkenyloxymonoalkenylsilane, monoalkenyloxymonoalkenylsilane, dialkenyloxydialkenylsilane, monoalkenyloxydialkenylsilane, monoalkenyloxytrialkenyl Silane, trialkenyloxymonoarylsilane, dialkenyloxymonoarylsilane, monoalkenyloxymonoarylsilane, dialkenyloxydiarylsilane, monoalkenyloxydiarylsilane,
Monoalkenyloxytriarylsilane,
Tetraaryloxysilane, triaryloxysilane, diaryloxysilane, monoaryloxysilane, triaryloxymonoalkylsilane, diaryloxymonoalkylsilane, monoaryloxymonoalkylsilane, diaryloxydialkylsilane, monoaryloxydialkylsilane,
Monoaryloxytrialkylsilane, triaryloxymonoalkenylsilane, diaryloxymonoalkenylsilane, monoaryloxymonoalkenylsilane, diaryloxydialkenylsilane, monoaryloxydialkenylsilane, monoaryloxytrialkenylsilane, triaryloxy Monoarylsilane, Diaryloxymonoarylsilane, Monoaryloxymonoarylsilane, Diaryloxydiarylsilane, Monoaryloxydiarylsilane, Monoaryloxytriarylsilane,
Trialkoxy Monoalkoxyoxysilane, Dialkoxy Monoalkoxyoxysilane, Monoalkoxy Monoalkoxyoxysilane, Dialkoxy Dialkoxyoxysilane, Monoalkoxy Trialkoxyoxysilane, Dialkoxy Monoalkoxyoxymonoalkylsilane, Monoalkoxy Monoalkoxyoxymono Alkoxysilane, monoalkoxydialkoxydialkoxyoxymonoalkylsilane, monoalkoxy monoalkoxyoxydialkylsilane, dialkoxy monoalkoxymonoalkoxymonoalkoxysilane, monoalkoxymonoalkoxymonoalkoxymonoalkoxysilane, monoalkoxydialkoxyoxymonoalkoxysilane, monoalkoxymono Alkoxyoxydialkenylsilane, dialkoxymonoalkoxyoxymonoarylsilane, monoalkoxymonoalkoxyoxymonoarylsilane, monoalkoxydialkoxyoxymonoarylsilane, monoalkoxymonoalkoxyoxydiarylsilane trialkoxymonoaryloxysilane, dialkoxymono Alkoxyoxysilane, monoalkoxy monoaryloxysilane, dialkoxydiaryloxysilane, monoalkoxytriaryloxysilane, dialkoxy monoaryloxymonoalkylsilane, monoalkoxy monoaryloxymonoalkylsilane, monoalkoxydiaryloxymonoalkylsilane, Monoalkoxy monoaryloxydialkylsilane, dialkoxy monoaryloxymonoalkenylsilane, monoalkoxy monoaryloxymonoalkoxysilane, monoalkoxydiaryloxymonoalkenylsilane, monoalkoxy monoaryloxydialkenylsilane, dialkoxy monoaryloxymonoaryl Silane, monoalkoxy monoaryloxy monoarylsilane, monoalkoxydiaryloxymonoarylsilane, monoalkoxy monoaryloxydiarylsilane trialkoxyoxymonoaryloxysilane, dialkoxyoxymonoaryloxysilane, monoalkoxyoxymonoaryloxysilane, Dialkoxyoxydiaryloxysilane, monoalkoxyoxytriaryloxysilane, dialkoxyoxymonoaryloxymonoalkylsilane, monoalkoxyoxymonoaryloxymonoalkylsilane, monoalkoxy Luoxydiaryloxymonoalkylsilane, monoalkenyloxymonoaryloxydialkylsilane, dialkenyloxymonoaryloxymonoalkenylsilane, monoalkenyloxymonoaryloxymonoalkenylsilane, monoalkenyloxydiaryloxymonoalkenylsilane, monoalkenyloxymono Examples thereof include aryloxydialkenylsilane, dialkenyloxymonoaryloxymonoarylsilane, monoalkenyloxymonoaryloxymonoarylsilane, monoalkenyloxydiaryloxymonoarylsilane, and monoalkenyloxymonoaryloxydiarylsilane.
次に、化合物（２）と化合物（５）とを反応させる方法全般について、説明する。
Next, the general method for reacting compound (2) with compound (5) will be described.
＜化合物（２）と化合物（５）との反応条件＞
化合物（４）は、化合物（２）と化合物（５）とを反応させることにより得られる。
反応に供する化合物（５）は、１種のみであってもよいし、２種以上であってもよく、目的とする化合物（４）の構造に応じて、適宜選択すればよい。
化合物（５）を２種以上用いる場合には、それらの組み合わせ及び比率は、目的に応じて適宜調節できる。 <Reaction conditions between compound (2) and compound (5)>
Compound (4) is obtained by reacting compound (2) with compound (5).
The compound (5) to be subjected to the reaction may be only one kind or two or more kinds, and may be appropriately selected depending on the structure of the target compound (4).
When two or more compounds (5) are used, their combinations and ratios can be appropriately adjusted according to the intended purpose.
化合物（４）は、化合物（２）と化合物（５）とを反応させることにより得られる。
反応に供する化合物（５）は、１種のみであってもよいし、２種以上であってもよく、目的とする化合物（４）の構造に応じて、適宜選択すればよい。
化合物（５）を２種以上用いる場合には、それらの組み合わせ及び比率は、目的に応じて適宜調節できる。 <Reaction conditions between compound (2) and compound (5)>
Compound (4) is obtained by reacting compound (2) with compound (5).
The compound (5) to be subjected to the reaction may be only one kind or two or more kinds, and may be appropriately selected depending on the structure of the target compound (4).
When two or more compounds (5) are used, their combinations and ratios can be appropriately adjusted according to the intended purpose.
なお、本明細書においては、化合物（４）、（２）及び（５）の種類数に関する記載では、特に断りのない限り、立体異性体を考慮していない。
In this specification, the description of the number of types of compounds (4), (2) and (5) does not consider the stereoisomers unless otherwise specified.
化合物（５）の使用量は、目的とする化合物（４）の構造等に応じて、適宜調節できる。
例えば、化合物（５）の使用量は、目的とする化合物（４）中の、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数に応じて、調節できる。 The amount of compound (5) used can be appropriately adjusted according to the structure of the target compound (4) and the like.
For example, the amount of the compound (5) used is the number of groups represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in the target compound (4). It can be adjusted accordingly.
例えば、化合物（５）の使用量は、目的とする化合物（４）中の、前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数に応じて、調節できる。 The amount of compound (5) used can be appropriately adjusted according to the structure of the target compound (4) and the like.
For example, the amount of the compound (5) used is the number of groups represented by the general formula "-Si (OR 4 ) n-1 (R 5 ) 4-n" in the target compound (4). It can be adjusted accordingly.
例えば、ｐ１の値によらず、化合物（５）の使用量が、化合物（２）の使用量に対して、１～２倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が１～２個である化合物（４）が好適に得られる。
例えば、ｐ１の値によらず、化合物（５）の使用量が、化合物（２）の使用量に対して、３～４倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が３～４個である化合物（４）が好適に得られる。
例えば、ｐ１の値によらず、化合物（５）の使用量が、化合物（２）の使用量に対して、５～６倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が５～６個である化合物（４）が好適に得られる。
例えば、ｐ１が０である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、６倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が６個である化合物（４）が、より高収率で得られる。
例えば、ｐ１が１又は２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、６～８倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が６～８個である化合物（４）が好適に得られる。
例えば、ｐ１が１である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、８倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が８個である化合物（４）が、より高収率で得られる。
例えば、ｐ１が２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、８～１０倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が８～１０個である化合物（４）が好適に得られる。
例えば、ｐ１が２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、１０倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が１０個である化合物（４）が、より高収率で得られる。 For example, regardless of the value of p 1, the amount of the compound (5) is, when the relative amount of the compound (2) is 1 to 2 times molar quantity, the formula in one molecule " A compound (4) having 1 to 2 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, regardless of the value of p 1, the amount of the compound (5) is, relative to the amount of the compound (2), when it is 3-4 times the molar amount, the formula in one molecule " A compound (4) having 3 to 4 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, regardless of the value of p 1, the amount of the compound (5) is, relative to the amount of the compound (2), when it is 5 to 6 times molar amount, the formula in one molecule " A compound (4) having 5 to 6 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, when p 1 is 0 and the amount of compound (5) used is 6 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule Compound (4) having 6 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
For example, when p 1 is 1 or 2, and the amount of compound (5) used is 6 to 8 times the molar amount of compound (2) used, the general amount in one molecule. Compound (4) having 6 to 8 groups represented by the formula “−Si (OR 4 ) n-1 (R 5 ) 4-n” is preferably obtained.
For example, when p 1 is 1, and the amount of compound (5) used is 8 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule. The compound (4) having 8 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
For example, when p 1 is 2, and the amount of compound (5) used is 8 to 10 times the molar amount of compound (2) used, the above general formula "in one molecule" A compound (4) having 8 to 10 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, when p 1 is 2, and the amount of compound (5) used is 10 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule. Compound (4) having 10 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
例えば、ｐ１の値によらず、化合物（５）の使用量が、化合物（２）の使用量に対して、３～４倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が３～４個である化合物（４）が好適に得られる。
例えば、ｐ１の値によらず、化合物（５）の使用量が、化合物（２）の使用量に対して、５～６倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が５～６個である化合物（４）が好適に得られる。
例えば、ｐ１が０である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、６倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が６個である化合物（４）が、より高収率で得られる。
例えば、ｐ１が１又は２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、６～８倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が６～８個である化合物（４）が好適に得られる。
例えば、ｐ１が１である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、８倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が８個である化合物（４）が、より高収率で得られる。
例えば、ｐ１が２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、８～１０倍モル量である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が８～１０個である化合物（４）が好適に得られる。
例えば、ｐ１が２である場合、化合物（５）の使用量が、化合物（２）の使用量に対して、１０倍モル量以上である場合には、１分子中の前記一般式「－Ｓｉ（ＯＲ４）ｎ－１（Ｒ５）４－ｎ」で表される基の数が１０個である化合物（４）が、より高収率で得られる。 For example, regardless of the value of p 1, the amount of the compound (5) is, when the relative amount of the compound (2) is 1 to 2 times molar quantity, the formula in one molecule " A compound (4) having 1 to 2 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, regardless of the value of p 1, the amount of the compound (5) is, relative to the amount of the compound (2), when it is 3-4 times the molar amount, the formula in one molecule " A compound (4) having 3 to 4 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, regardless of the value of p 1, the amount of the compound (5) is, relative to the amount of the compound (2), when it is 5 to 6 times molar amount, the formula in one molecule " A compound (4) having 5 to 6 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, when p 1 is 0 and the amount of compound (5) used is 6 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule Compound (4) having 6 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
For example, when p 1 is 1 or 2, and the amount of compound (5) used is 6 to 8 times the molar amount of compound (2) used, the general amount in one molecule. Compound (4) having 6 to 8 groups represented by the formula “−Si (OR 4 ) n-1 (R 5 ) 4-n” is preferably obtained.
For example, when p 1 is 1, and the amount of compound (5) used is 8 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule. The compound (4) having 8 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
For example, when p 1 is 2, and the amount of compound (5) used is 8 to 10 times the molar amount of compound (2) used, the above general formula "in one molecule" A compound (4) having 8 to 10 groups represented by "-Si (OR 4 ) n-1 (R 5 ) 4-n" is preferably obtained.
For example, when p 1 is 2, and the amount of compound (5) used is 10 times the molar amount or more of the amount of compound (2) used, the general formula "-" in one molecule. Compound (4) having 10 groups represented by "Si (OR 4 ) n-1 (R 5 ) 4-n" can be obtained in a higher yield.
なお、ここまでで説明した化合物（５）の使用量は、目的とする化合物（４）を効率よく、良好な収率で得るための一例であり、化合物（５）の使用量は、化合物（４）の製造条件全般を考慮して、適宜調節できる。
また、ここまでで説明した化合物（５）の使用量は、２種以上の化合物（５）を用いる場合には、用いる化合物（５）の全種類の合計使用量を意味する。 The amount of the compound (5) used so far is an example for efficiently obtaining the target compound (4) in a good yield, and the amount of the compound (5) used is the compound ( It can be adjusted as appropriate in consideration of the overall manufacturing conditions of 4).
Further, the amount of the compound (5) used so far means the total amount of all kinds of the compound (5) to be used when two or more kinds of the compound (5) are used.
また、ここまでで説明した化合物（５）の使用量は、２種以上の化合物（５）を用いる場合には、用いる化合物（５）の全種類の合計使用量を意味する。 The amount of the compound (5) used so far is an example for efficiently obtaining the target compound (4) in a good yield, and the amount of the compound (5) used is the compound ( It can be adjusted as appropriate in consideration of the overall manufacturing conditions of 4).
Further, the amount of the compound (5) used so far means the total amount of all kinds of the compound (5) to be used when two or more kinds of the compound (5) are used.
［溶媒］
化合物（２）と化合物（５）との反応は、溶媒を用いずに行ってもよいが、溶媒を用いて行うことが好ましい。溶媒を用いることにより、反応液の流動性が向上し、化合物（２）と化合物（５）との反応がより円滑に進行し、副生成物の生成量も低減できる。 [solvent]
The reaction between the compound (2) and the compound (5) may be carried out without using a solvent, but it is preferably carried out using a solvent. By using the solvent, the fluidity of the reaction solution is improved, the reaction between the compound (2) and the compound (5) proceeds more smoothly, and the amount of by-products produced can be reduced.
化合物（２）と化合物（５）との反応は、溶媒を用いずに行ってもよいが、溶媒を用いて行うことが好ましい。溶媒を用いることにより、反応液の流動性が向上し、化合物（２）と化合物（５）との反応がより円滑に進行し、副生成物の生成量も低減できる。 [solvent]
The reaction between the compound (2) and the compound (5) may be carried out without using a solvent, but it is preferably carried out using a solvent. By using the solvent, the fluidity of the reaction solution is improved, the reaction between the compound (2) and the compound (5) proceeds more smoothly, and the amount of by-products produced can be reduced.
前記溶媒は、化合物（２）、化合物（５）等の、反応に用いる成分との反応性を有しないものが好ましい。
前記溶媒としては、例えば、テトラヒドロフラン（ＴＨＦ）、１，４－ジオキサン、テトラヒドロピラン、ジブチルエーテル、１，２－ジメトキシエタン等のエーテル（エーテル結合を有する化合物）；Ｎ，Ｎ－ジメチルホルムアミド（ＤＭＦ）、Ｎ，Ｎ－ジメチルアセトアミド（ＤＭＡｃ）等のアミド；酢酸エチル、酢酸ブチル等のエステル；１，２－ジクロロエタン、塩化メチレン、クロロベンゼン等のハロゲン化炭化水素（置換基としてハロゲン原子を有する炭化水素）；プロピオニトリル、アセトニトリル等のニトリル（シアノ基を有する化合物）；トルエン、ｎ－ヘキサン、メチルシクロヘキサン等の炭化水素等が挙げられる。 The solvent is preferably one that does not have reactivity with the components used in the reaction, such as compound (2) and compound (5).
Examples of the solvent include ethers (compounds having an ether bond) such as tetrahydrofuran (THF), 1,4-dioxane, tetrahydropyran, dibutyl ether, 1,2-dimethoxyethane; N, N-dimethylformamide (DMF). , N, N-Dimethylacetamide (DMAc) and other amides; Ethyl acetate, butyl acetate and other esters; 1,2-Dichloroethane, methylene chloride, chlorobenzene and other halogenated hydrocarbons (hydrocarbons having a halogen atom as a substituent) Nitriles such as propionitrile and acetonitrile (compounds having a cyano group); hydrocarbons such as toluene, n-hexane and methylcyclohexane can be mentioned.
前記溶媒としては、例えば、テトラヒドロフラン（ＴＨＦ）、１，４－ジオキサン、テトラヒドロピラン、ジブチルエーテル、１，２－ジメトキシエタン等のエーテル（エーテル結合を有する化合物）；Ｎ，Ｎ－ジメチルホルムアミド（ＤＭＦ）、Ｎ，Ｎ－ジメチルアセトアミド（ＤＭＡｃ）等のアミド；酢酸エチル、酢酸ブチル等のエステル；１，２－ジクロロエタン、塩化メチレン、クロロベンゼン等のハロゲン化炭化水素（置換基としてハロゲン原子を有する炭化水素）；プロピオニトリル、アセトニトリル等のニトリル（シアノ基を有する化合物）；トルエン、ｎ－ヘキサン、メチルシクロヘキサン等の炭化水素等が挙げられる。 The solvent is preferably one that does not have reactivity with the components used in the reaction, such as compound (2) and compound (5).
Examples of the solvent include ethers (compounds having an ether bond) such as tetrahydrofuran (THF), 1,4-dioxane, tetrahydropyran, dibutyl ether, 1,2-dimethoxyethane; N, N-dimethylformamide (DMF). , N, N-Dimethylacetamide (DMAc) and other amides; Ethyl acetate, butyl acetate and other esters; 1,2-Dichloroethane, methylene chloride, chlorobenzene and other halogenated hydrocarbons (hydrocarbons having a halogen atom as a substituent) Nitriles such as propionitrile and acetonitrile (compounds having a cyano group); hydrocarbons such as toluene, n-hexane and methylcyclohexane can be mentioned.
溶媒を用いる場合、前記溶媒は、１種を単独で用いてもよいし、２種以上を併用してもよく、２種以上を併用する場合、それらの組み合わせ及び比率は、目的に応じて適宜調節できる。
When a solvent is used, one type of the solvent may be used alone, two or more types may be used in combination, and when two or more types are used in combination, the combination and ratio thereof may be appropriately adjusted according to the purpose. Can be adjusted.
溶媒の使用量は、特に限定されないが、例えば、化合物（２）の使用量１ｍｍｏｌに対して、０～１００ｍｌであることが好ましい。溶媒の前記使用量が１００ｍｌ以下であることで、溶媒の過剰使用が抑制される。
The amount of the solvent used is not particularly limited, but for example, it is preferably 0 to 100 ml with respect to 1 mmol of the amount of the compound (2) used. When the amount of the solvent used is 100 ml or less, the excessive use of the solvent is suppressed.
［他の成分］
化合物（２）と化合物（５）との反応時には、本発明の効果を損なわない範囲内において、化合物（２）と、化合物（５）と、前記溶媒と、のいずれにも該当しない他の成分を用いてもよい。
前記他の成分の種類は、特に限定されず、目的に応じて任意に選択できる。 [Other ingredients]
At the time of reaction between the compound (2) and the compound (5), other components which do not correspond to any of the compound (2), the compound (5) and the solvent as long as the effects of the present invention are not impaired. May be used.
The type of the other component is not particularly limited and can be arbitrarily selected depending on the intended purpose.
化合物（２）と化合物（５）との反応時には、本発明の効果を損なわない範囲内において、化合物（２）と、化合物（５）と、前記溶媒と、のいずれにも該当しない他の成分を用いてもよい。
前記他の成分の種類は、特に限定されず、目的に応じて任意に選択できる。 [Other ingredients]
At the time of reaction between the compound (2) and the compound (5), other components which do not correspond to any of the compound (2), the compound (5) and the solvent as long as the effects of the present invention are not impaired. May be used.
The type of the other component is not particularly limited and can be arbitrarily selected depending on the intended purpose.
前記他の成分を用いる場合、前記他の成分は、１種を単独で用いてもよいし、２種以上を併用してもよく、２種以上を併用する場合、それらの組み合わせ及び比率は、目的に応じて適宜調節できる。
When the other component is used, one type of the other component may be used alone, two or more types may be used in combination, and when two or more types are used in combination, the combination and ratio thereof shall be determined. It can be adjusted as appropriate according to the purpose.
前記他の成分を用いる場合、前記他の成分の使用量は、特に限定されず、前記他の成分の種類に応じて、任意に選択できる。
When the other component is used, the amount of the other component used is not particularly limited and can be arbitrarily selected according to the type of the other component.
［他の反応条件］
化合物（２）と化合物（５）との反応時における反応温度は、適宜調節すればよく、特に限定されない。
反応温度は、例えば、－３５～７０℃、及び－３５～４０℃のいずれかであってもよい。 [Other reaction conditions]
The reaction temperature at the time of the reaction between the compound (2) and the compound (5) may be appropriately adjusted and is not particularly limited.
The reaction temperature may be, for example, any of −35 to 70 ° C. and −35 to 40 ° C.
化合物（２）と化合物（５）との反応時における反応温度は、適宜調節すればよく、特に限定されない。
反応温度は、例えば、－３５～７０℃、及び－３５～４０℃のいずれかであってもよい。 [Other reaction conditions]
The reaction temperature at the time of the reaction between the compound (2) and the compound (5) may be appropriately adjusted and is not particularly limited.
The reaction temperature may be, for example, any of −35 to 70 ° C. and −35 to 40 ° C.
化合物（２）と化合物（５）との反応時における反応時間は、化合物（４）の生成量が増大するように、反応温度等、他の条件に応じて適宜調節すればよく、特に限定されない。
反応時間は、例えば、１～１６８時間であることが好ましく、１～１００時間であることがより好ましい。 The reaction time during the reaction between the compound (2) and the compound (5) may be appropriately adjusted according to other conditions such as the reaction temperature so that the amount of the compound (4) produced is increased, and is not particularly limited. ..
The reaction time is, for example, preferably 1 to 168 hours, more preferably 1 to 100 hours.
反応時間は、例えば、１～１６８時間であることが好ましく、１～１００時間であることがより好ましい。 The reaction time during the reaction between the compound (2) and the compound (5) may be appropriately adjusted according to other conditions such as the reaction temperature so that the amount of the compound (4) produced is increased, and is not particularly limited. ..
The reaction time is, for example, preferably 1 to 168 hours, more preferably 1 to 100 hours.
本実施形態においては、反応終了後、必要に応じて公知の手法によって後処理を行った後、公知の手法によって化合物（４）を取り出すことができる。
例えば、反応終了後、適宜必要に応じて、ろ過、洗浄、抽出、ｐＨ調整、脱水、濃縮等の後処理操作をいずれか単独で、又は２種以上組み合わせて行い、次いで、濃縮、結晶化、再沈殿、カラムクロマトグラフィー等により、化合物（４）を取り出すことができる。また、取り出した化合物（４）は、さらに必要に応じて、結晶化、再沈殿、カラムクロマトグラフィー、抽出、溶媒による結晶の撹拌洗浄等の操作をいずれか単独で、又は２種以上組み合わせて、１回又は２回以上行うことによって、精製してもよい。
反応終了後に、化合物（４）を用いる他の工程を引き続き行う場合には、反応終了後に、必要に応じて公知の手法によって後処理を行った後、化合物（４）を取り出すことなく、引き続き前記他の工程を行ってもよい。 In the present embodiment, after completion of the reaction, if necessary, post-treatment is carried out by a known method, and then compound (4) can be taken out by a known method.
For example, after completion of the reaction, post-treatment operations such as filtration, washing, extraction, pH adjustment, dehydration, and concentration are performed individually or in combination of two or more, as needed, and then concentration, crystallization, and so on. Compound (4) can be extracted by reprecipitation, column chromatography, or the like. Further, the extracted compound (4) can be further subjected to operations such as crystallization, reprecipitation, column chromatography, extraction, and stirring and washing of crystals with a solvent, either alone or in combination of two or more, if necessary. It may be purified by performing it once or twice or more.
When another step using compound (4) is to be continued after the reaction is completed, after the reaction is completed, post-treatment is carried out by a known method as necessary, and then the compound (4) is not taken out. Other steps may be performed.
例えば、反応終了後、適宜必要に応じて、ろ過、洗浄、抽出、ｐＨ調整、脱水、濃縮等の後処理操作をいずれか単独で、又は２種以上組み合わせて行い、次いで、濃縮、結晶化、再沈殿、カラムクロマトグラフィー等により、化合物（４）を取り出すことができる。また、取り出した化合物（４）は、さらに必要に応じて、結晶化、再沈殿、カラムクロマトグラフィー、抽出、溶媒による結晶の撹拌洗浄等の操作をいずれか単独で、又は２種以上組み合わせて、１回又は２回以上行うことによって、精製してもよい。
反応終了後に、化合物（４）を用いる他の工程を引き続き行う場合には、反応終了後に、必要に応じて公知の手法によって後処理を行った後、化合物（４）を取り出すことなく、引き続き前記他の工程を行ってもよい。 In the present embodiment, after completion of the reaction, if necessary, post-treatment is carried out by a known method, and then compound (4) can be taken out by a known method.
For example, after completion of the reaction, post-treatment operations such as filtration, washing, extraction, pH adjustment, dehydration, and concentration are performed individually or in combination of two or more, as needed, and then concentration, crystallization, and so on. Compound (4) can be extracted by reprecipitation, column chromatography, or the like. Further, the extracted compound (4) can be further subjected to operations such as crystallization, reprecipitation, column chromatography, extraction, and stirring and washing of crystals with a solvent, either alone or in combination of two or more, if necessary. It may be purified by performing it once or twice or more.
When another step using compound (4) is to be continued after the reaction is completed, after the reaction is completed, post-treatment is carried out by a known method as necessary, and then the compound (4) is not taken out. Other steps may be performed.
化合物（２）と化合物（５）との反応によって、複数種の化合物（４）が生成している場合、上述の後処理操作及び精製操作のいずれか一方又は両方を、適宜選択して行うことにより、目的とする化合物（４）を得られる。複数種の化合物（４）が生成していても、化合物（４）の構造からその特性を推測できるため、その特性に適した後処理操作又は精製操作を選択することにより、目的とする化合物（４）の収率を向上させることができる。
また、化合物（５）の使用量、その他の反応条件等を調節することで、目的とする化合物（４）の生成率を向上させることによって、化合物（４）の収率を向上させることができる。 When a plurality of types of the compound (4) are produced by the reaction of the compound (2) and the compound (5), one or both of the above-mentioned post-treatment operation and purification operation should be appropriately selected and performed. The desired compound (4) can be obtained. Even if a plurality of types of the compound (4) are produced, its characteristics can be inferred from the structure of the compound (4). Therefore, by selecting a post-treatment operation or a purification operation suitable for the characteristics, the target compound ( The yield of 4) can be improved.
Further, the yield of the compound (4) can be improved by improving the production rate of the target compound (4) by adjusting the amount of the compound (5) used, other reaction conditions and the like. ..
また、化合物（５）の使用量、その他の反応条件等を調節することで、目的とする化合物（４）の生成率を向上させることによって、化合物（４）の収率を向上させることができる。 When a plurality of types of the compound (4) are produced by the reaction of the compound (2) and the compound (5), one or both of the above-mentioned post-treatment operation and purification operation should be appropriately selected and performed. The desired compound (4) can be obtained. Even if a plurality of types of the compound (4) are produced, its characteristics can be inferred from the structure of the compound (4). Therefore, by selecting a post-treatment operation or a purification operation suitable for the characteristics, the target compound ( The yield of 4) can be improved.
Further, the yield of the compound (4) can be improved by improving the production rate of the target compound (4) by adjusting the amount of the compound (5) used, other reaction conditions and the like. ..
化合物（４）の構造は、例えば、核磁気共鳴（ＮＭＲ）分光法、質量分析法（ＭＳ）、赤外分光法（ＩＲ）、紫外・可視分光法（ＵＶ－ＶＩＳ吸収スペクトル）、元素分析法等の公知の手法によって、確認できる。
The structure of compound (4) is, for example, nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), infrared spectroscopy (IR), ultraviolet / visible spectroscopy (UV-VIS absorption spectrum), elemental analysis. It can be confirmed by a known method such as.
＜＜化合物＞＞
本発明の一実施形態に係る化合物は、下記一般式（４０）： << Compound >>
The compound according to one embodiment of the present invention has the following general formula (40):
本発明の一実施形態に係る化合物は、下記一般式（４０）： << Compound >>
The compound according to one embodiment of the present invention has the following general formula (40):
で表される化合物（ただし、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）。
Compounds represented by (where p 1 is 1 and all eight Z 40s are of the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", Or, excluding the compound which is the group represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2").
本実施形態の化合物（本明細書においては、「化合物（４０）」と称することがある）は、機能性ケイ素材料として利用可能であり、有用性が高い。
The compound of the present embodiment (in this specification, may be referred to as "compound (40)") can be used as a functional silicon material and is highly useful.
一般式（４０）中、ｐ１は、化合物（４０）のかごのサイズを規定しており、０、１又は２である。
一般式（４０）中のｐ１は、先に説明した一般式（４）中のｐ１と同じである。 In the general formula (40), p 1 is to define the size of the cage of the compound (40), is 0, 1 or 2.
The p 1 in the general formula (40) is the same as the p 1 in the general formula (4) described above.
一般式（４０）中のｐ１は、先に説明した一般式（４）中のｐ１と同じである。 In the general formula (40), p 1 is to define the size of the cage of the compound (40), is 0, 1 or 2.
The p 1 in the general formula (40) is the same as the p 1 in the general formula (4) described above.
化合物（４０）は、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」で表される基である化合物と、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」で表される基である化合物と、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物と、を含まず、一般式「－ＯＲ４０」で表される基を必ず有する点を除けば、先に説明した化合物（４）と同じである。
すなわち、ｐ１が０である場合の化合物（４０）は、下記一般式（４０１）で表され、ｐ１が１である場合の化合物（４０）は、下記一般式（４０２）で表され、ｐ１が２である場合の化合物（４０）は、下記一般式（４０３）で表される。 Compound (40) has a compound (40) in which p 1 is 1 and all eight Z 40s are groups represented by the formula “-Si (OCH 2 CH 3 ) 3 ”, and p 1 is 1 and 8 A compound in which all Z 40s are groups represented by the formula "-Si (OCH 2 CH 3 ) 2 CH 3 " and p 1 is 1, and all eight Z 40s are all represented by the formula "-Si (OCH 3) 2 CH 3". 2 CH 3 ) (CH 3 ) The compound described above (CH 3) except that it does not contain the compound represented by 2 ”and always has a group represented by the general formula“ −OR 40 ”. Same as 4).
That is, the compound (40) when p 1 is 0 is represented by the following general formula (401), and the compound (40) when p 1 is 1 is represented by the following general formula (402). The compound (40) when p 1 is 2 is represented by the following general formula (403).
すなわち、ｐ１が０である場合の化合物（４０）は、下記一般式（４０１）で表され、ｐ１が１である場合の化合物（４０）は、下記一般式（４０２）で表され、ｐ１が２である場合の化合物（４０）は、下記一般式（４０３）で表される。 Compound (40) has a compound (40) in which p 1 is 1 and all eight Z 40s are groups represented by the formula “-Si (OCH 2 CH 3 ) 3 ”, and p 1 is 1 and 8 A compound in which all Z 40s are groups represented by the formula "-Si (OCH 2 CH 3 ) 2 CH 3 " and p 1 is 1, and all eight Z 40s are all represented by the formula "-Si (OCH 3) 2 CH 3". 2 CH 3 ) (CH 3 ) The compound described above (CH 3) except that it does not contain the compound represented by 2 ”and always has a group represented by the general formula“ −OR 40 ”. Same as 4).
That is, the compound (40) when p 1 is 0 is represented by the following general formula (401), and the compound (40) when p 1 is 1 is represented by the following general formula (402). The compound (40) when p 1 is 2 is represented by the following general formula (403).
一般式（４０）中のＺ４０は、「ｐ１が１である場合に、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」で表される基とはならない」、「ｐ１が１である場合に、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」で表される基とはならない」、及び「ｐ１が１である場合に、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基とはならない」、「一般式「－ＯＲ４０」で表される基を必ず有する」というすべての条件を満たす点を除けば、先に説明した一般式（４）中のＺ４と同じである。
例えば、一般式（４０）中、（２ｐ１＋６）個のＺ４０は互いに同一でも異なっていてもよく、ただし、１個又は２個以上のＺ４０は、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」で表される基である。 Z 40 in the general formula (40) is "when p 1 is 1, all eight Z 40s are not groups represented by the formula" -Si (OCH 2 CH 3 ) 3 "", "When p 1 is 1, all eight Z 40s are not groups represented by the formula" -Si (OCH 2 CH 3 ) 2 CH 3 "" and "when p 1 is 1. In addition, all eight Z 40s are not the groups represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2 ", and the groups represented by the general formula "-OR 40 " must be used. It is the same as Z 4 in the general formula (4) described above, except that it satisfies all the conditions of "having".
For example, in the general formula (40), (2p 1 + 6) Z 40s may be the same or different from each other, except that one or two or more Z 40s are described in the general formula "-Si (OR 40)". ) M-1 (R 50 ) 4-m ”.
例えば、一般式（４０）中、（２ｐ１＋６）個のＺ４０は互いに同一でも異なっていてもよく、ただし、１個又は２個以上のＺ４０は、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」で表される基である。 Z 40 in the general formula (40) is "when p 1 is 1, all eight Z 40s are not groups represented by the formula" -Si (OCH 2 CH 3 ) 3 "", "When p 1 is 1, all eight Z 40s are not groups represented by the formula" -Si (OCH 2 CH 3 ) 2 CH 3 "" and "when p 1 is 1. In addition, all eight Z 40s are not the groups represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2 ", and the groups represented by the general formula "-OR 40 " must be used. It is the same as Z 4 in the general formula (4) described above, except that it satisfies all the conditions of "having".
For example, in the general formula (40), (2p 1 + 6) Z 40s may be the same or different from each other, except that one or two or more Z 40s are described in the general formula "-Si (OR 40)". ) M-1 (R 50 ) 4-m ”.
一般式（４０）中のＲ４０は、先に説明した一般式（４）中のＲ４と同じである。
例えば、２個以上（２個又は３個）のＲ４０が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 40 in the general formula (40) is the same as R 4 in the general formula (4) described above.
For example, when two or more (two or three) R 40s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups. A ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
例えば、２個以上（２個又は３個）のＲ４０が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 40 in the general formula (40) is the same as R 4 in the general formula (4) described above.
For example, when two or more (two or three) R 40s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups. A ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
一般式（４０）中のＲ５０は、先に説明した一般式（４）中のＲ５と同じである。
例えば、２個のＲ５０が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 50 in the general formula (40) is the same as R 5 in the general formula (4) described above.
For example, the two R 50 are the alkyl groups, when an alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is bonded to each other, the silicon atom to which they group is attached ( A ring may be formed together with Si).
例えば、２個のＲ５０が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 50 in the general formula (40) is the same as R 5 in the general formula (4) described above.
For example, the two R 50 are the alkyl groups, when an alkenyl group or an aryl group, these groups (alkyl group, an alkenyl group or an aryl group) is bonded to each other, the silicon atom to which they group is attached ( A ring may be formed together with Si).
好ましい化合物（４０）の一例としては、Ｒ４０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個（２個又は３個）のＲ４０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
As an example of the preferred compound (40), R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and a cyclic group having 3 to 20 carbon atoms. Alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or aryl having 6 to 20 carbon atoms. When it is a group and m is 3 or more (3 or 4), m-1 (2 or) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " The R 40s (3) may be the same or different from each other. In R 40 of the compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
より好ましい化合物（４０）の一例としては、Ｒ４０が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｍが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個（２個又は３個）個のＲ４０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
As an example of the more preferable compound (40), R 40 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms. When it is an aryl group and m is 3 or more (3 or 4), m-1 (2) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " Or 3) R 40s may be the same or different from each other. In R 40 of the compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
また、好ましい化合物（４０）の一例としては、Ｒ５０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ５０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
Further, examples of the preferred compound (40), R 50 is a hydrogen atom, a linear or branched alkyl group of the alkyl group (having 1 to 20 carbon atoms having 1 to 20 carbon atoms, 3 to 20 carbon atoms (Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or 6 to 20 carbon atoms. the aryl group, if m is 2, the formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in the mutually the same or different May be mentioned. In R 50 of the compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
また、より好ましい化合物（４０）の一例としては、Ｒ５０が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ５０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
Further, as a more preferable example of compound (40), R 50 is a hydrogen atom, a linear or branched alkyl group of the alkyl group (1-6 carbon atoms having 1 to 6 carbon atoms, having a carbon number of 3 to 6 cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or 6 to 6 carbon atoms a 12 aryl group, when m is 2, the formula "-Si (OR 40) m-1 (R 50) 4-m " two R 50 in the mutually the same or different There are things that may be. In R 50 of the compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
Ｒ４０及びＲ５０は、いずれも上述の好ましいものであることがさらに好ましい。
さらに好ましい化合物（４０）の一例としては、Ｒ４０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個（２個又は３個）のＲ４０は、互いに同一でも異なっていてもよく、Ｒ５０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４０及びＲ５０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。 It is more preferable that both R 40 and R 50 are the above-mentioned preferable ones.
As an example of a more preferable compound (40), R 40 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms. When it is an aryl group and m is 3 or more (3 or 4), m-1 (2) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " Or 3) R 40s may be the same or different from each other, and R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms). , Cyclic alkyl group having 3 to 20 carbon atoms), Alkyl group having 2 to 20 carbon atoms (Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms, when m is 2, the formula "-Si (oR 40) m-1 (R 50) 4-m " two R 50 in the , Which may be the same or different from each other. In R 40 and R 50 of such compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
さらに好ましい化合物（４０）の一例としては、Ｒ４０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個（２個又は３個）のＲ４０は、互いに同一でも異なっていてもよく、Ｒ５０が、水素原子、炭素数１～２０のアルキル基（炭素数１～２０の直鎖状又は分岐鎖状のアルキル基、炭素数３～２０の環状のアルキル基）、炭素数２～２０のアルケニル基（炭素数２～２０の直鎖状又は分岐鎖状のアルケニル基、炭素数３～２０の環状のアルケニル基）又は炭素数６～２０のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４０及びＲ５０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。 It is more preferable that both R 40 and R 50 are the above-mentioned preferable ones.
As an example of a more preferable compound (40), R 40 has a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms, and an alkyl group having 3 to 20 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 20 carbon atoms (linear or branched alkenyl group having 2 to 20 carbon atoms, cyclic alkenyl group having 3 to 20 carbon atoms) or alkenyl group having 6 to 20 carbon atoms. When it is an aryl group and m is 3 or more (3 or 4), m-1 (2) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " Or 3) R 40s may be the same or different from each other, and R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (a linear or branched alkyl group having 1 to 20 carbon atoms). , Cyclic alkyl group having 3 to 20 carbon atoms), Alkyl group having 2 to 20 carbon atoms (Linear or branched alkenyl group having 2 to 20 carbon atoms, Cyclic alkenyl group having 3 to 20 carbon atoms) or an aryl group having 6 to 20 carbon atoms, when m is 2, the formula "-Si (oR 40) m-1 (R 50) 4-m " two R 50 in the , Which may be the same or different from each other. In R 40 and R 50 of such compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
特に好ましい化合物（４０）の一例としては、Ｒ４０が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｍが３以上（３又は４）である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個（２個又は３個）個のＲ４０は、互いに同一でも異なっていてもよく、Ｒ５０が、水素原子、炭素数１～６のアルキル基（炭素数１～６の直鎖状又は分岐鎖状のアルキル基、炭素数３～６の環状のアルキル基）、炭素数２～６のアルケニル基（炭素数２～６の直鎖状又は分岐鎖状のアルケニル基、炭素数３～６の環状のアルケニル基）又は炭素数６～１２のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、ものが挙げられる。このような化合物（４０）のＲ４０及びＲ５０においては、前記アルキル基、アルケニル基又はアリール基が置換基を有していてもよい。
As an example of a particularly preferable compound (40), R 40 has a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl group having 3 to 6 carbon atoms). Cyclic alkyl group), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) or alkenyl group having 6 to 12 carbon atoms. When it is an aryl group and m is 3 or more (3 or 4), m-1 (2) in the general formula "-Si (OR 40 ) m-1 (R 50 ) 4-m " Or 3) R 40s may be the same or different from each other, and R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms (a linear or branched alkyl having 1 to 6 carbon atoms). Group, cyclic alkyl group having 3 to 6 carbon atoms), alkenyl group having 2 to 6 carbon atoms (linear or branched alkenyl group having 2 to 6 carbon atoms, cyclic alkenyl group having 3 to 6 carbon atoms) ) or an aryl group having 6 to 12 carbon atoms, when m is 2, the formula "-Si (oR 40) m-1 (R 50) 4-m " two R 50 in Can be the same or different from each other. In R 40 and R 50 of such compound (40), the alkyl group, alkenyl group or aryl group may have a substituent.
特に好ましい化合物（４０）の一例としては、ｐ１が０である場合の、下記一般式（４０１１）：
As an example of a particularly preferable compound (40), the following general formula (4011): When p 1 is 0:
で表される化合物が挙げられる。
Examples thereof include compounds represented by.
一般式（４０１１）中のＲ４１は、アルキル基、アルケニル基及びアリール基において、それぞれ炭素数が限定されている点と、それぞれ置換基を有しない点と、を除けば、先に説明した一般式（４）中のＲ４と同じである。
例えば、２個以上（２個又は３個）のＲ４１が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 41 in the general formula (4011) is the general described above except that the alkyl group, the alkenyl group and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 4 in the formula (4).
For example, when two or more (two or three) R 41s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups. A ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
例えば、２個以上（２個又は３個）のＲ４１が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は、これら基が結合している酸素原子（Ｏ）と、前記酸素原子が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 41 in the general formula (4011) is the general described above except that the alkyl group, the alkenyl group and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 4 in the formula (4).
For example, when two or more (two or three) R 41s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to these groups. A ring may be formed together with the oxygen atom (O) and the silicon atom (Si) to which the oxygen atom is bonded.
一般式（４０１１）中のＲ５１は、アルキル基、アルケニル基及びアリール基において、それぞれ炭素数が限定されている点と、それぞれ置換基を有しない点と、を除けば、先に説明した一般式（４）中のＲ５と同じである。
例えば、２個のＲ５１が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 51 in the general formula (4011) is the general described above, except that the alkyl group, the alkenyl group, and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 5 in the formula (4).
For example, when two R 51s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to each other and the silicon atom to which these groups are bonded ( A ring may be formed together with Si).
例えば、２個のＲ５１が前記アルキル基、アルケニル基又はアリール基である場合、これら基（アルキル基、アルケニル基又はアリール基）は相互に結合して、これら基が結合しているケイ素原子（Ｓｉ）とともに、環を形成していてもよい。 R 51 in the general formula (4011) is the general described above, except that the alkyl group, the alkenyl group, and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as R 5 in the formula (4).
For example, when two R 51s are the alkyl group, alkenyl group or aryl group, these groups (alkyl group, alkenyl group or aryl group) are bonded to each other and the silicon atom to which these groups are bonded ( A ring may be formed together with Si).
一般式（４０１１）中のＺ４１は、アルキル基、アルケニル基及びアリール基において、それぞれ炭素数が限定されている点と、それぞれ置換基を有しない点と、を除けば、先に説明した一般式（４）中のＺ４と同じである。
Z 41 in the general formula (4011) is the general described above except that the alkyl group, the alkenyl group and the aryl group each have a limited number of carbon atoms and each has no substituent. It is the same as Z 4 in the formula (4).
また、特に好ましい化合物（４０）の他の例としては、ｐ１が１である場合の、下記一般式（４０２１）：
Further, as another example of the particularly preferable compound (40), when p 1 is 1, the following general formula (4021):
で表される化合物（ただし、８個のＺ４１がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）が挙げられる。
Compounds represented by (however, all eight Z 41s have the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", or the formula "-Si (
また、特に好ましい化合物（４０）の他の例としては、ｐ１が２である場合の、下記一般式（４０３１）：
Further, as another example of the particularly preferable compound (40), when p 1 is 2, the following general formula (4031):
で表される化合物が挙げられる。
Examples thereof include compounds represented by.
好ましい化合物（４０）の例としては、先に列挙した好ましい化合物（４）と同じものが挙げられる。
Examples of the preferred compound (40) include the same as the preferred compound (4) listed above.
化合物（４０）は、先に説明した、本発明の一実施形態に係る化合物の製造方法によって製造できる。ただし、化合物（５）としては、ｎが２～４の整数であるものを用いる。
Compound (40) can be produced by the method for producing a compound according to an embodiment of the present invention, which has been described above. However, as the compound (5), a compound in which n is an integer of 2 to 4 is used.
以下、具体的実施例により、本発明についてより詳細に説明する。ただし、本発明は、以下に示す実施例に、何ら限定されるものではない。
Hereinafter, the present invention will be described in more detail with reference to specific examples. However, the present invention is not limited to the examples shown below.
本実施例で用いている略称の意味を以下に示す。
ＤＭＡｃ：Ｎ，Ｎ－ジメチルアセトアミド
ＤＭＦ：Ｎ，Ｎ－ジメチルホルムアミド
Ｍｅ：メチル基
Ｅｔ：エチル基 The meanings of the abbreviations used in this example are shown below.
DMAc: N, N-dimethylacetamide DMF: N, N-dimethylformamide Me: Methyl group Et: Ethyl group
ＤＭＡｃ：Ｎ，Ｎ－ジメチルアセトアミド
ＤＭＦ：Ｎ，Ｎ－ジメチルホルムアミド
Ｍｅ：メチル基
Ｅｔ：エチル基 The meanings of the abbreviations used in this example are shown below.
DMAc: N, N-dimethylacetamide DMF: N, N-dimethylformamide Me: Methyl group Et: Ethyl group
以下に示す化合物（４）の収率は、化合物（２）を基準としている。
以下において、「ｍｍｏｌ」は「１０－３モル」を示す。
以下においては、化合物（４）、化合物（２）の個々の化合物の名称を、これら化合物を表す式に付した符号を用いて決定している。例えば、後述する「式（４０２１）－１で表される化合物」は、「化合物（４０２１）－１」と称する。 The yield of compound (4) shown below is based on compound (2).
In the following, "mmol" represents " 10-3 mol".
In the following, the names of the individual compounds of the compound (4) and the compound (2) are determined by using the reference numerals given to the formulas representing these compounds. For example, the "compound represented by the formula (4021) -1" described later is referred to as "compound (4021) -1".
以下において、「ｍｍｏｌ」は「１０－３モル」を示す。
以下においては、化合物（４）、化合物（２）の個々の化合物の名称を、これら化合物を表す式に付した符号を用いて決定している。例えば、後述する「式（４０２１）－１で表される化合物」は、「化合物（４０２１）－１」と称する。 The yield of compound (4) shown below is based on compound (2).
In the following, "mmol" represents " 10-3 mol".
In the following, the names of the individual compounds of the compound (4) and the compound (2) are determined by using the reference numerals given to the formulas representing these compounds. For example, the "compound represented by the formula (4021) -1" described later is referred to as "compound (4021) -1".
＜＜化合物（４）の製造＞＞
［実施例１］
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－４を用い、化合物（４）として化合物（４０２１）－１を製造した。より具体的には、以下のとおりである。
化合物（２２）－４（０．０２５ｍｍｏｌ、３７．６ｍｇ）をＤＭＦ（１ｍｌ）に溶解させ、得られた溶液を－３０℃で９０分冷却した。
トリエトキシシラン（３２９ｍｇ、２．００ｍｍｏｌ）をＤＭＦ（１ｍｌ）に溶解させた溶液を調製し、このトリエトキシシランのＤＭＦ溶液を、上記で得られた冷却後の化合物（２２）－４のＤＭＦ溶液中に、室温下で滴下した後、２時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－１（組成式：Ｓｉ１６Ｏ３６Ｃ３２Ｈ８８、「Ｓｉ８Ｏ１２［ＯＳｉ（ＯＥｔ）２Ｈ］８」）が生成していることを確認した。
この無色透明溶液を、その体積が約半分（重量１ｇ）となるまで濃縮することで、過剰量の原料を除き、ＤＭＡｃを含む化合物（４０２１）－１のＤＭＦ溶液を得た（収率６９％）。
得られた化合物（４０２１）－１のＮＭＲデータを以下に示す。 << Production of compound (4) >>
[Example 1]
Compound (22) -4, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -1 was produced as compound (4). More specifically, it is as follows.
Compound (22) -4 (0.025 mmol, 37.6 mg) was dissolved in DMF (1 ml) and the resulting solution was cooled at −30 ° C. for 90 minutes.
A solution in which triethoxysilane (329 mg, 2.00 mmol) was dissolved in DMF (1 ml) was prepared, and the DMF solution of this triethoxysilane was used as a DMF solution of the cooled compound (22) -4 obtained above. A colorless and transparent solution was obtained by dropping the solution at room temperature and then stirring for 2 hours. Compound (4021) -1 (composition formula: Si 16 O 36 C 32 H 88 , "Si 8 O 12 [OSI (OEt) 2 H] 8 ") is produced from various NMR spectra of this colorless and transparent solution. It was confirmed.
By concentrating this colorless transparent solution until its volume was reduced to about half (weight 1 g), an excess amount of the raw material was removed to obtain a DMF solution of compound (4021) -1 containing DMAc (yield 69%). ).
The NMR data of the obtained compound (4021) -1 is shown below.
［実施例１］
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－４を用い、化合物（４）として化合物（４０２１）－１を製造した。より具体的には、以下のとおりである。
化合物（２２）－４（０．０２５ｍｍｏｌ、３７．６ｍｇ）をＤＭＦ（１ｍｌ）に溶解させ、得られた溶液を－３０℃で９０分冷却した。
トリエトキシシラン（３２９ｍｇ、２．００ｍｍｏｌ）をＤＭＦ（１ｍｌ）に溶解させた溶液を調製し、このトリエトキシシランのＤＭＦ溶液を、上記で得られた冷却後の化合物（２２）－４のＤＭＦ溶液中に、室温下で滴下した後、２時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－１（組成式：Ｓｉ１６Ｏ３６Ｃ３２Ｈ８８、「Ｓｉ８Ｏ１２［ＯＳｉ（ＯＥｔ）２Ｈ］８」）が生成していることを確認した。
この無色透明溶液を、その体積が約半分（重量１ｇ）となるまで濃縮することで、過剰量の原料を除き、ＤＭＡｃを含む化合物（４０２１）－１のＤＭＦ溶液を得た（収率６９％）。
得られた化合物（４０２１）－１のＮＭＲデータを以下に示す。 << Production of compound (4) >>
[Example 1]
Compound (22) -4, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -1 was produced as compound (4). More specifically, it is as follows.
Compound (22) -4 (0.025 mmol, 37.6 mg) was dissolved in DMF (1 ml) and the resulting solution was cooled at −30 ° C. for 90 minutes.
A solution in which triethoxysilane (329 mg, 2.00 mmol) was dissolved in DMF (1 ml) was prepared, and the DMF solution of this triethoxysilane was used as a DMF solution of the cooled compound (22) -4 obtained above. A colorless and transparent solution was obtained by dropping the solution at room temperature and then stirring for 2 hours. Compound (4021) -1 (composition formula: Si 16 O 36 C 32 H 88 , "Si 8 O 12 [OSI (OEt) 2 H] 8 ") is produced from various NMR spectra of this colorless and transparent solution. It was confirmed.
By concentrating this colorless transparent solution until its volume was reduced to about half (weight 1 g), an excess amount of the raw material was removed to obtain a DMF solution of compound (4021) -1 containing DMAc (yield 69%). ).
The NMR data of the obtained compound (4021) -1 is shown below.
１Ｈ－ＮＭＲ（ＤＭＦ－ｄ７）：１．４２ｐｐｍ、４．０７ｐｐｍ、４．４６ｐｐｍ．
１３Ｃ－ＮＭＲ（ＤＭＦ－ｄ７）：２１．８ｐｐｍ、５９．１ｐｐｍ．
２９Ｓｉ－ＮＭＲ（ＤＭＦ－ｄ７）：－６７．９ｐｐｍ、－１１０．２ｐｐｍ． 1 1 H-NMR (DMF-d 7 ): 1.42 ppm, 4.07 ppm, 4.46 ppm.
13 C-NMR (DMF-d 7 ): 21.8 ppm, 59.1 ppm.
29 Si-NMR (DMF-d 7 ): -67.9 ppm, -110.2 ppm.
１３Ｃ－ＮＭＲ（ＤＭＦ－ｄ７）：２１．８ｐｐｍ、５９．１ｐｐｍ．
２９Ｓｉ－ＮＭＲ（ＤＭＦ－ｄ７）：－６７．９ｐｐｍ、－１１０．２ｐｐｍ． 1 1 H-NMR (DMF-d 7 ): 1.42 ppm, 4.07 ppm, 4.46 ppm.
13 C-NMR (DMF-d 7 ): 21.8 ppm, 59.1 ppm.
29 Si-NMR (DMF-d 7 ): -67.9 ppm, -110.2 ppm.
［実施例２］
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－５を用い、化合物（４）として化合物（４０２１）－２を製造した。より具体的には、以下のとおりである。
化合物（２２）－５（０．０１ｍｍｏｌ、１６．６ｍｇ）をＤＭＦ（０．３ｍｌ）に室温下で溶解させた。
テトラメトキシシラン（１５２ｍｇ、１．００ｍｍｏｌ）を、上記で得られた化合物（２２）－５のＤＭＦ溶液中に、室温下で滴下した後、そのまま室温下で撹拌した。この後、反応液の各種ＮＭＲスペクトルを、撹拌時間ごとに測定し、その測定データから、最終的に４日間撹拌した段階で、化合物（４０２１）－２（Ｓｉ８Ｏ１２［ＯＳｉ（ＯＭｅ）３］８）の生成反応が完結していることを確認した（ＮＭＲ収率：９４％）。このとき得られた化合物（４０２１）－２の２９Ｓｉ－ＮＭＲデータを図１に示す。図１には、撹拌時間が６時間、１日、２日、３日及び４日の段階でのＮＭＲデータを示している。 [Example 2]
Compound (22) -5, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -2 was produced as compound (4). More specifically, it is as follows.
Compound (22) -5 (0.01 mmol, 16.6 mg) was dissolved in DMF (0.3 ml) at room temperature.
Tetramethoxysilane (152 mg, 1.00 mmol) was added dropwise to the DMF solution of compound (22) -5 obtained above at room temperature, and then the mixture was stirred as it was at room temperature. After that, various NMR spectra of the reaction solution were measured for each stirring time, and from the measurement data, the compound (4021) -2 (Si 8 O 12 [OSI (OMe) 3) was finally stirred for 4 days. ] It was confirmed that the production reaction of 8 ) was completed (NMR yield: 94%). The 29 Si-NMR data of the compound (4021) -2 obtained at this time is shown in FIG. FIG. 1 shows NMR data at the stage of stirring time of 6 hours, 1 day, 2 days, 3 days and 4 days.
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－５を用い、化合物（４）として化合物（４０２１）－２を製造した。より具体的には、以下のとおりである。
化合物（２２）－５（０．０１ｍｍｏｌ、１６．６ｍｇ）をＤＭＦ（０．３ｍｌ）に室温下で溶解させた。
テトラメトキシシラン（１５２ｍｇ、１．００ｍｍｏｌ）を、上記で得られた化合物（２２）－５のＤＭＦ溶液中に、室温下で滴下した後、そのまま室温下で撹拌した。この後、反応液の各種ＮＭＲスペクトルを、撹拌時間ごとに測定し、その測定データから、最終的に４日間撹拌した段階で、化合物（４０２１）－２（Ｓｉ８Ｏ１２［ＯＳｉ（ＯＭｅ）３］８）の生成反応が完結していることを確認した（ＮＭＲ収率：９４％）。このとき得られた化合物（４０２１）－２の２９Ｓｉ－ＮＭＲデータを図１に示す。図１には、撹拌時間が６時間、１日、２日、３日及び４日の段階でのＮＭＲデータを示している。 [Example 2]
Compound (22) -5, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -2 was produced as compound (4). More specifically, it is as follows.
Compound (22) -5 (0.01 mmol, 16.6 mg) was dissolved in DMF (0.3 ml) at room temperature.
Tetramethoxysilane (152 mg, 1.00 mmol) was added dropwise to the DMF solution of compound (22) -5 obtained above at room temperature, and then the mixture was stirred as it was at room temperature. After that, various NMR spectra of the reaction solution were measured for each stirring time, and from the measurement data, the compound (4021) -2 (Si 8 O 12 [OSI (OMe) 3) was finally stirred for 4 days. ] It was confirmed that the production reaction of 8 ) was completed (NMR yield: 94%). The 29 Si-NMR data of the compound (4021) -2 obtained at this time is shown in FIG. FIG. 1 shows NMR data at the stage of stirring time of 6 hours, 1 day, 2 days, 3 days and 4 days.
［実施例３］
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－４を用い、化合物（４）として化合物（４０２１）－３を製造した。より具体的には、以下のとおりである。
化合物（２２）－４（０．０２５ｍｍｏｌ、３７．６ｍｇ）をＤＭＦ（１ｍｌ）に溶解させ、得られた溶液を－３０℃で９０分冷却した。
ジエトキシメチルシラン（２６９ｍｇ、２．００ｍｍｏｌ）をＤＭＦ（１ｍｌ）に溶解させた溶液を調製し、このジエトキシメチルシランのＤＭＦ溶液を、上記で得られた冷却後の化合物（２２）－１のＤＭＦ溶液中に、室温下で滴下した後、２時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－３（Ｓｉ８Ｏ１２［ＯＳｉ（ＯＥｔ）２ＭｅＨ］８）が生成していることを確認した。
得られた無色透明溶液に対して、これ以上の単離操作は行わず、ＤＭＡｃを含む化合物（４０２１）－３のＤＭＦ溶液を得た（収率８５％）。
得られた化合物（４０２１）－３のＮＭＲデータを図２～図３に示す。化合物（４０２１）－３は、式「Ｑ８［ＳｉＨＭｅ（ＯＥｔ）］８」と表すことができ、図３中の「Ｑ骨格」とは、この式中のＱを意味する。 [Example 3]
Compound (22) -4, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -3 was produced as compound (4). More specifically, it is as follows.
Compound (22) -4 (0.025 mmol, 37.6 mg) was dissolved in DMF (1 ml) and the resulting solution was cooled at −30 ° C. for 90 minutes.
A solution in which diethoxymethylsilane (269 mg, 2.00 mmol) was dissolved in DMF (1 ml) was prepared, and the DMF solution of this diethoxymethylsilane was used as the cooling compound (22) -1 obtained above. A colorless transparent solution was obtained by adding dropwise to the DMF solution at room temperature and then stirring for 2 hours. From various NMR spectra of this colorless and transparent solution, it was confirmed that compound (4021) -3 (Si 8 O 12 [OSI (OEt) 2 MeH] 8) was produced.
No further isolation operation was performed on the obtained colorless and transparent solution to obtain a DMF solution of compound (4021) -3 containing DMAc (yield 85%).
The NMR data of the obtained compound (4021) -3 is shown in FIGS. 2 to 3. Compound (4021) -3 can be represented by the formula “Q 8 [SiHMe (OEt)] 8 ”, and the “Q skeleton” in FIG. 3 means Q in this formula.
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－４を用い、化合物（４）として化合物（４０２１）－３を製造した。より具体的には、以下のとおりである。
化合物（２２）－４（０．０２５ｍｍｏｌ、３７．６ｍｇ）をＤＭＦ（１ｍｌ）に溶解させ、得られた溶液を－３０℃で９０分冷却した。
ジエトキシメチルシラン（２６９ｍｇ、２．００ｍｍｏｌ）をＤＭＦ（１ｍｌ）に溶解させた溶液を調製し、このジエトキシメチルシランのＤＭＦ溶液を、上記で得られた冷却後の化合物（２２）－１のＤＭＦ溶液中に、室温下で滴下した後、２時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－３（Ｓｉ８Ｏ１２［ＯＳｉ（ＯＥｔ）２ＭｅＨ］８）が生成していることを確認した。
得られた無色透明溶液に対して、これ以上の単離操作は行わず、ＤＭＡｃを含む化合物（４０２１）－３のＤＭＦ溶液を得た（収率８５％）。
得られた化合物（４０２１）－３のＮＭＲデータを図２～図３に示す。化合物（４０２１）－３は、式「Ｑ８［ＳｉＨＭｅ（ＯＥｔ）］８」と表すことができ、図３中の「Ｑ骨格」とは、この式中のＱを意味する。 [Example 3]
Compound (22) -4, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -3 was produced as compound (4). More specifically, it is as follows.
Compound (22) -4 (0.025 mmol, 37.6 mg) was dissolved in DMF (1 ml) and the resulting solution was cooled at −30 ° C. for 90 minutes.
A solution in which diethoxymethylsilane (269 mg, 2.00 mmol) was dissolved in DMF (1 ml) was prepared, and the DMF solution of this diethoxymethylsilane was used as the cooling compound (22) -1 obtained above. A colorless transparent solution was obtained by adding dropwise to the DMF solution at room temperature and then stirring for 2 hours. From various NMR spectra of this colorless and transparent solution, it was confirmed that compound (4021) -3 (Si 8 O 12 [OSI (OEt) 2 MeH] 8) was produced.
No further isolation operation was performed on the obtained colorless and transparent solution to obtain a DMF solution of compound (4021) -3 containing DMAc (yield 85%).
The NMR data of the obtained compound (4021) -3 is shown in FIGS. 2 to 3. Compound (4021) -3 can be represented by the formula “Q 8 [SiHMe (OEt)] 8 ”, and the “Q skeleton” in FIG. 3 means Q in this formula.
［実施例４］
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－６を用い、化合物（４）として化合物（４０２１）－４を製造した。より具体的には、以下のとおりである。
化合物（２２）－６（１．００ｍｍｏｌ、１．７３ｇ）をＤＭＦ（１０ｍｌ）に室温で溶解させた。
ビニルトリメトキシシラン（４．８６ｇ、３２．８ｍｍｏｌ）を上記で得られた化合物（２２）－６のＤＭＦ溶液中に、室温下で滴下した後、６０℃で６時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－４（Ｓｉ８Ｏ１２［ＯＳｉ（ＣＨ＝ＣＨ２）（ＯＭｅ）２］８）が生成していることを確認した。
上記で得られた無色透明溶液から、過剰量の原料と溶媒を留去することで、白色粉末を得た。
さらに、この白色粉末をヘキサンで洗浄することで精製し、化合物（４０２１）－４の白色粉末を得た（収量８３６ｍｇ、収率５６％）。
得られた化合物（４０２１）－４のＮＭＲデータを以下に示す。 [Example 4]
Compound (22) -6, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -4 was produced as compound (4). More specifically, it is as follows.
Compound (22) -6 (1.00 mmol, 1.73 g) was dissolved in DMF (10 ml) at room temperature.
Vinyl trimethoxysilane (4.86 g, 32.8 mmol) was added dropwise to the DMF solution of compound (22) -6 obtained above at room temperature, and the mixture was stirred at 60 ° C. for 6 hours to be colorless and transparent. A solution was obtained. From various NMR spectra of this colorless and transparent solution, it was confirmed that compound (4021) -4 (Si 8 O 12 [OSI (CH = CH2) (OMe) 2 ] 8) was produced.
A white powder was obtained by distilling off an excess amount of the raw material and the solvent from the colorless and transparent solution obtained above.
Further, this white powder was purified by washing with hexane to obtain a white powder of compound (4021) -4 (yield 836 mg, yield 56%).
The NMR data of the obtained compound (4021) -4 is shown below.
化合物（２）として、ＤＭＡｃを含む混合結晶である化合物（２２）－６を用い、化合物（４）として化合物（４０２１）－４を製造した。より具体的には、以下のとおりである。
化合物（２２）－６（１．００ｍｍｏｌ、１．７３ｇ）をＤＭＦ（１０ｍｌ）に室温で溶解させた。
ビニルトリメトキシシラン（４．８６ｇ、３２．８ｍｍｏｌ）を上記で得られた化合物（２２）－６のＤＭＦ溶液中に、室温下で滴下した後、６０℃で６時間撹拌することで、無色透明溶液を得た。この無色透明溶液の各種ＮＭＲスペクトルから、化合物（４０２１）－４（Ｓｉ８Ｏ１２［ＯＳｉ（ＣＨ＝ＣＨ２）（ＯＭｅ）２］８）が生成していることを確認した。
上記で得られた無色透明溶液から、過剰量の原料と溶媒を留去することで、白色粉末を得た。
さらに、この白色粉末をヘキサンで洗浄することで精製し、化合物（４０２１）－４の白色粉末を得た（収量８３６ｍｇ、収率５６％）。
得られた化合物（４０２１）－４のＮＭＲデータを以下に示す。 [Example 4]
Compound (22) -6, which is a mixed crystal containing DMAc, was used as compound (2), and compound (4021) -4 was produced as compound (4). More specifically, it is as follows.
Compound (22) -6 (1.00 mmol, 1.73 g) was dissolved in DMF (10 ml) at room temperature.
Vinyl trimethoxysilane (4.86 g, 32.8 mmol) was added dropwise to the DMF solution of compound (22) -6 obtained above at room temperature, and the mixture was stirred at 60 ° C. for 6 hours to be colorless and transparent. A solution was obtained. From various NMR spectra of this colorless and transparent solution, it was confirmed that compound (4021) -4 (Si 8 O 12 [OSI (CH = CH2) (OMe) 2 ] 8) was produced.
A white powder was obtained by distilling off an excess amount of the raw material and the solvent from the colorless and transparent solution obtained above.
Further, this white powder was purified by washing with hexane to obtain a white powder of compound (4021) -4 (yield 836 mg, yield 56%).
The NMR data of the obtained compound (4021) -4 is shown below.
１Ｈ－ＮＭＲ（ＣＤ３ＣＮ）：３．５２ｐｐｍ、５．８８ｐｐｍ、６．０１ｐｐｍ、６．１５ｐｐｍ．
１３Ｃ－ＮＭＲ（ＣＤ３ＣＮ）：５１．０ｐｐｍ、１２８．９ｐｐｍ、１３８．６ｐｐｍ．
２９Ｓｉ－ＮＭＲ（ＣＤ３ＣＮ）：－６３．１ｐｐｍ、－１１０．２ｐｐｍ． 1 1 H-NMR (CD 3 CN): 3.52 ppm, 5.88 ppm, 6.01 ppm, 6.15 ppm.
13 C-NMR (CD 3 CN): 51.0 ppm, 128.9 ppm, 138.6 ppm.
29 Si-NMR (CD 3 CN): -63.1 ppm, -110.2 ppm.
１３Ｃ－ＮＭＲ（ＣＤ３ＣＮ）：５１．０ｐｐｍ、１２８．９ｐｐｍ、１３８．６ｐｐｍ．
２９Ｓｉ－ＮＭＲ（ＣＤ３ＣＮ）：－６３．１ｐｐｍ、－１１０．２ｐｐｍ． 1 1 H-NMR (CD 3 CN): 3.52 ppm, 5.88 ppm, 6.01 ppm, 6.15 ppm.
13 C-NMR (CD 3 CN): 51.0 ppm, 128.9 ppm, 138.6 ppm.
29 Si-NMR (CD 3 CN): -63.1 ppm, -110.2 ppm.
本発明は、機能性ケイ素材料又はその中間体として、さらに、これらの製造方法として、利用可能である。
The present invention can be used as a functional silicon material or an intermediate thereof, and further as a method for producing these.
Claims (5)
- 下記一般式（２）：
で表される化合物と、下記一般式（５）：
（Ｒ４Ｏ）ｎＳｉ（Ｒ５）４－ｎ （５）
（式中、ｎは、１～４の整数であり；Ｒ４は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以上である場合、ｎ個のＲ４は、互いに同一でも異なっていてもよく、ただし、少なくとも１個のＲ４は、前記アルキル基、アルケニル基又はアリール基であり、３個以上のＲ４が前記アルキル基、アルケニル基又はアリール基である場合、これら基は、少なくとも１個を除いて、相互に結合して環を形成していてもよく；Ｒ５は、水素原子、又は置換基を有していてもよいアルキル基、アルケニル基若しくはアリール基であり、ｎが２以下である場合、４－ｎ個のＲ５は、互いに同一でも異なっていてもよく、２個以上のＲ５が前記アルキル基、アルケニル基又はアリール基である場合、これら基は相互に結合して環を形成していてもよい。）
で表される化合物と、を反応させることにより、下記一般式（４）：
で表される化合物を得る、化合物の製造方法。 The following general formula (2):
The compound represented by and the following general formula (5):
(R 4 O) n Si (R 5 ) 4-n (5)
(In the formula, n is an integer of 1 to 4; R 4 is an alkyl group, an alkenyl group or an aryl group which may have a hydrogen atom or a substituent, and n is 2 or more. , N R 4s may be the same or different from each other, provided that at least one R 4 is the alkyl group, alkenyl group or aryl group and three or more R 4s are said alkyl groups. when an alkenyl group or an aryl group, these groups, except at least one mutual coupling to the may form a ring; R 5 also have a hydrogen atom, or a substituent When it is a good alkyl group, alkenyl group or aryl group and n is 2 or less, the 4-n R 5s may be the same or different from each other, and two or more R 5s are the alkyl group, the alkenyl group. When it is a group or an aryl group, these groups may be bonded to each other to form a ring.)
By reacting with the compound represented by, the following general formula (4):
A method for producing a compound, which comprises obtaining the compound represented by. - 下記一般式（４０）：
で表される化合物（ただし、ｐ１が１であり、８個のＺ４０がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）。 The following general formula (40):
Compounds represented by (where p 1 is 1 and all eight Z 40s are of the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", Or, excluding the compound which is the group represented by the formula "-Si (OCH 2 CH 3 ) (CH 3 ) 2"). - 前記Ｒ４０が、水素原子、炭素数１～２０のアルキル基、炭素数２～２０のアルケニル基又は炭素数６～２０のアリール基であり、ｍが３以上である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個のＲ４０は、互いに同一でも異なっていてもよく、
前記Ｒ５０が、水素原子、炭素数１～２０のアルキル基、炭素数２～２０のアルケニル基又は炭素数６～２０のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、請求項２に記載の化合物。 When the R 40 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms, and m is 3 or more, the general formula is described. "-Si (OR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in may be the same or different from each other,
When the R 50 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms, and m is 2, the general formula " The compound according to claim 2, wherein the two R 50s in "-Si (OR 40 ) m-1 (R 50 ) 4-m " may be the same or different from each other. - 前記Ｒ４０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが３以上である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中のｍ－１個のＲ４０は、互いに同一でも異なっていてもよく、
前記Ｒ５０が、水素原子、炭素数１～６のアルキル基、炭素数２～６のアルケニル基又は炭素数６～１２のアリール基であり、ｍが２である場合には、前記一般式「－Ｓｉ（ＯＲ４０）ｍ－１（Ｒ５０）４－ｍ」中の２個のＲ５０は、互いに同一でも異なっていてもよい、請求項２又は３に記載の化合物。 When the R 40 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and m is 3 or more, the general formula is described. "-Si (OR 40) m-1 (R 50) 4-m " m-1 pieces of R 40 in may be the same or different from each other,
When the R 50 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an aryl group having 6 to 12 carbon atoms, and m is 2, the general formula " The compound according to claim 2 or 3, wherein the two R 50s in "-Si (OR 40 ) m-1 (R 50 ) 4-m" may be the same or different from each other. - 下記一般式（４０２１）：
で表される化合物（ただし、８個のＺ４１がすべて式「－Ｓｉ（ＯＣＨ２ＣＨ３）３」、式「－Ｓｉ（ＯＣＨ２ＣＨ３）２ＣＨ３」、又は式「－Ｓｉ（ＯＣＨ２ＣＨ３）（ＣＨ３）２」で表される基である化合物を除く）。 The following general formula (4021):
Compounds represented by (however, all eight Z 41s have the formula "-Si (OCH 2 CH 3 ) 3 ", the formula "-Si (OCH 2 CH 3 ) 2 CH 3 ", or the formula "-Si (OCH 2 CH 3)". 2 CH 3 ) (CH 3 ) Excluding the compound that is the group represented by 2 ”).
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