JP2008239981A - オレフィン−ジエン共重合体およびその製造方法 - Google Patents
オレフィン−ジエン共重合体およびその製造方法 Download PDFInfo
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- JP2008239981A JP2008239981A JP2008047963A JP2008047963A JP2008239981A JP 2008239981 A JP2008239981 A JP 2008239981A JP 2008047963 A JP2008047963 A JP 2008047963A JP 2008047963 A JP2008047963 A JP 2008047963A JP 2008239981 A JP2008239981 A JP 2008239981A
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- Prior art keywords
- group
- tert
- methyl
- titanium dichloride
- phenoxy
- Prior art date
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 202
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 65
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 60
- 125000005843 halogen group Chemical group 0.000 claims abstract description 52
- 125000003118 aryl group Chemical group 0.000 claims abstract description 49
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 38
- 125000004104 aryloxy group Chemical group 0.000 claims abstract description 33
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims abstract description 32
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 31
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims abstract description 31
- 150000001336 alkenes Chemical group 0.000 claims abstract description 18
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims abstract description 7
- 125000005110 aryl thio group Chemical group 0.000 claims abstract description 7
- 125000002252 acyl group Chemical group 0.000 claims abstract description 6
- 150000007970 thio esters Chemical class 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 53
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 41
- 150000003623 transition metal compounds Chemical class 0.000 claims description 40
- 239000004215 Carbon black (E152) Substances 0.000 claims description 38
- 229930195733 hydrocarbon Natural products 0.000 claims description 38
- 125000003277 amino group Chemical group 0.000 claims description 29
- 125000003368 amide group Chemical group 0.000 claims description 26
- 125000005462 imide group Chemical group 0.000 claims description 26
- 150000001639 boron compounds Chemical class 0.000 claims description 20
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 17
- 238000007334 copolymerization reaction Methods 0.000 claims description 16
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 15
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 claims description 15
- 239000002685 polymerization catalyst Substances 0.000 claims description 11
- 150000003624 transition metals Chemical group 0.000 claims description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- 230000000737 periodic effect Effects 0.000 claims description 8
- 125000003172 aldehyde group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000002560 nitrile group Chemical group 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 150000003949 imides Chemical class 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 150000003573 thiols Chemical class 0.000 abstract 1
- -1 diene compound Chemical class 0.000 description 1191
- 229910052757 nitrogen Inorganic materials 0.000 description 526
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 292
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 247
- 229910052763 palladium Inorganic materials 0.000 description 149
- INIOZDBICVTGEO-UHFFFAOYSA-L palladium(ii) bromide Chemical compound Br[Pd]Br INIOZDBICVTGEO-UHFFFAOYSA-L 0.000 description 101
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 60
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 52
- 125000001309 chloro group Chemical group Cl* 0.000 description 47
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 35
- 229910052719 titanium Inorganic materials 0.000 description 31
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 30
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 28
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 28
- 239000010936 titanium Substances 0.000 description 27
- JZZIHCLFHIXETF-UHFFFAOYSA-N dimethylsilicon Chemical group C[Si]C JZZIHCLFHIXETF-UHFFFAOYSA-N 0.000 description 26
- 125000003003 spiro group Chemical group 0.000 description 24
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 23
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 23
- 125000001424 substituent group Chemical group 0.000 description 22
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 22
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 20
- 239000005977 Ethylene Substances 0.000 description 20
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 20
- 150000002430 hydrocarbons Chemical class 0.000 description 19
- 239000000126 substance Substances 0.000 description 19
- 238000000034 method Methods 0.000 description 18
- DNTVKOMHCDKATN-UHFFFAOYSA-N pyrazolidine-3,5-dione Chemical class O=C1CC(=O)NN1 DNTVKOMHCDKATN-UHFFFAOYSA-N 0.000 description 18
- 239000002904 solvent Substances 0.000 description 18
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 17
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 16
- WRIRWRKPLXCTFD-UHFFFAOYSA-N malonamide Chemical compound NC(=O)CC(N)=O WRIRWRKPLXCTFD-UHFFFAOYSA-N 0.000 description 16
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 16
- 238000009826 distribution Methods 0.000 description 14
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 14
- 229910052742 iron Inorganic materials 0.000 description 14
- UHKAJLSKXBADFT-UHFFFAOYSA-N 1,3-indandione Chemical group C1=CC=C2C(=O)CC(=O)C2=C1 UHKAJLSKXBADFT-UHFFFAOYSA-N 0.000 description 13
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 13
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical group O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 13
- 239000000178 monomer Substances 0.000 description 13
- 150000007656 barbituric acids Chemical class 0.000 description 12
- 125000004093 cyano group Chemical group *C#N 0.000 description 12
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 12
- ZEIWWVGGEOHESL-UHFFFAOYSA-N methanol;titanium Chemical compound [Ti].OC.OC.OC.OC ZEIWWVGGEOHESL-UHFFFAOYSA-N 0.000 description 12
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 12
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 11
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 11
- FDQGNLOWMMVRQL-UHFFFAOYSA-N Allobarbital Chemical class C=CCC1(CC=C)C(=O)NC(=O)NC1=O FDQGNLOWMMVRQL-UHFFFAOYSA-N 0.000 description 10
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical group O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 description 10
- CYIHFQGZMRVBPF-UHFFFAOYSA-N 9,9-bis(prop-2-enyl)fluorene Chemical compound C1=CC=C2C(CC=C)(CC=C)C3=CC=CC=C3C2=C1 CYIHFQGZMRVBPF-UHFFFAOYSA-N 0.000 description 9
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 125000001153 fluoro group Chemical group F* 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 9
- ZZZMLJZTGBZLFB-UHFFFAOYSA-N propanediamide Chemical class NC(=O)CC(N)=O.NC(=O)CC(N)=O ZZZMLJZTGBZLFB-UHFFFAOYSA-N 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 8
- 125000004414 alkyl thio group Chemical group 0.000 description 8
- 150000001721 carbon Chemical group 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 125000004122 cyclic group Chemical group 0.000 description 8
- 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 8
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 8
- 230000009477 glass transition Effects 0.000 description 8
- 125000005842 heteroatom Chemical group 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 7
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 7
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 7
- 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 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 7
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 7
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 7
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- 150000002815 nickel Chemical group 0.000 description 7
- 229910052759 nickel Inorganic materials 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- 125000000037 tert-butyldiphenylsilyl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1[Si]([H])([*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 7
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 7
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 6
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- 125000003282 alkyl amino group Chemical group 0.000 description 6
- 125000006165 cyclic alkyl group Chemical group 0.000 description 6
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 6
- WFKAJVHLWXSISD-UHFFFAOYSA-N isobutyramide Chemical group CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 description 6
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 5
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- HFKJQIJFRMRSKM-UHFFFAOYSA-N [3,5-bis(trifluoromethyl)phenoxy]boronic acid Chemical compound OB(O)OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 HFKJQIJFRMRSKM-UHFFFAOYSA-N 0.000 description 5
- 150000001450 anions Chemical group 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 229910052740 iodine Inorganic materials 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 125000001624 naphthyl group Chemical group 0.000 description 5
- QTYUSOHYEPOHLV-UHFFFAOYSA-N octa-1,3-diene Chemical compound CCCCC=CC=C QTYUSOHYEPOHLV-UHFFFAOYSA-N 0.000 description 5
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 5
- PMJHHCWVYXUKFD-UHFFFAOYSA-N penta-1,3-diene Chemical compound CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 5
- 125000004437 phosphorous atom Chemical group 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 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 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical group [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 4
- 235000002597 Solanum melongena Nutrition 0.000 description 4
- 238000012644 addition polymerization Methods 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 125000006606 n-butoxy group Chemical group 0.000 description 4
- 125000005484 neopentoxy group Chemical group 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- XMGMFRIEKMMMSU-UHFFFAOYSA-N phenylmethylbenzene Chemical group C=1C=CC=CC=1[C]C1=CC=CC=C1 XMGMFRIEKMMMSU-UHFFFAOYSA-N 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229910052703 rhodium Inorganic materials 0.000 description 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical group [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 4
- 229910052707 ruthenium Inorganic materials 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 4
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- VMLUVDHAXSZZSR-UHFFFAOYSA-L hexylaluminum(2+);dichloride Chemical compound CCCCCC[Al](Cl)Cl VMLUVDHAXSZZSR-UHFFFAOYSA-L 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical group O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- GVONPBONFIJAHJ-UHFFFAOYSA-N imidazolidin-4-one Chemical group O=C1CNCN1 GVONPBONFIJAHJ-UHFFFAOYSA-N 0.000 description 1
- UMJJFEIKYGFCAT-UHFFFAOYSA-N indan-2-one Chemical group C1=CC=C2CC(=O)CC2=C1 UMJJFEIKYGFCAT-UHFFFAOYSA-N 0.000 description 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 description 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910001411 inorganic cation Inorganic materials 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- HEBMCVBCEDMUOF-UHFFFAOYSA-N isochromane Chemical group C1=CC=C2COCCC2=C1 HEBMCVBCEDMUOF-UHFFFAOYSA-N 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 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
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- JZBZLRKFJWQZHU-UHFFFAOYSA-N n,n,2,4,6-pentamethylaniline Chemical compound CN(C)C1=C(C)C=C(C)C=C1C JZBZLRKFJWQZHU-UHFFFAOYSA-N 0.000 description 1
- AYZUGWLUMADCBZ-UHFFFAOYSA-L n-(2-tert-butylphenyl)-1-[6-[n-(2-tert-butylphenyl)-c-methylcarbonimidoyl]pyridin-2-yl]ethanimine;dichloroiron Chemical compound Cl[Fe]Cl.C=1C=CC(C(C)=NC=2C(=CC=CC=2)C(C)(C)C)=NC=1C(C)=NC1=CC=CC=C1C(C)(C)C AYZUGWLUMADCBZ-UHFFFAOYSA-L 0.000 description 1
- CCQQQSKAQCBWND-UHFFFAOYSA-N n-cyclooctylacetamide Chemical group CC(=O)NC1CCCCCCC1 CCQQQSKAQCBWND-UHFFFAOYSA-N 0.000 description 1
- 125000005029 naphthylthio group Chemical group C1(=CC=CC2=CC=CC=C12)S* 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical group [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical group C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
- LTHCSWBWNVGEFE-UHFFFAOYSA-N octanamide Chemical group CCCCCCCC(N)=O LTHCSWBWNVGEFE-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000003566 oxetanyl group Chemical group 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 150000002941 palladium compounds Chemical class 0.000 description 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 1
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical group C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 description 1
- SFLGSKRGOWRGBR-UHFFFAOYSA-N phthalane Chemical group C1=CC=C2COCC2=C1 SFLGSKRGOWRGBR-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical group O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 description 1
- BXRNXXXXHLBUKK-UHFFFAOYSA-N piperazine-2,5-dione Chemical group O=C1CNC(=O)CN1 BXRNXXXXHLBUKK-UHFFFAOYSA-N 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 235000013849 propane Nutrition 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- NDGRWYRVNANFNB-UHFFFAOYSA-N pyrazolidin-3-one Chemical group O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 description 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 description 1
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical group OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 229910052705 radium Inorganic materials 0.000 description 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229940054334 silver cation Drugs 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 125000005156 substituted alkylene group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical group [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000005309 thioalkoxy group Chemical group 0.000 description 1
- 125000005296 thioaryloxy group Chemical group 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- URYYVOIYTNXXBN-OWOJBTEDSA-N trans-cyclooctene Chemical compound C1CCC\C=C\CC1 URYYVOIYTNXXBN-OWOJBTEDSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 1
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical group O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-O triphenylphosphanium Chemical compound C1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-O 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- BMKAZNZYKFHZCV-UHFFFAOYSA-N tris(2,3,4-trifluorophenyl)borane Chemical compound FC1=C(F)C(F)=CC=C1B(C=1C(=C(F)C(F)=CC=1)F)C1=CC=C(F)C(F)=C1F BMKAZNZYKFHZCV-UHFFFAOYSA-N 0.000 description 1
- GZQXROYFQLBBPK-UHFFFAOYSA-N tris(2,3,5,6-tetrafluorophenyl)borane Chemical compound FC1=CC(F)=C(F)C(B(C=2C(=C(F)C=C(F)C=2F)F)C=2C(=C(F)C=C(F)C=2F)F)=C1F GZQXROYFQLBBPK-UHFFFAOYSA-N 0.000 description 1
- GIIXTFIYICRGMZ-UHFFFAOYSA-N tris(2,3-dimethylphenyl)phosphane Chemical group CC1=CC=CC(P(C=2C(=C(C)C=CC=2)C)C=2C(=C(C)C=CC=2)C)=C1C GIIXTFIYICRGMZ-UHFFFAOYSA-N 0.000 description 1
- COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
- LKNHGIFPRLUGEG-UHFFFAOYSA-N tris(3,4,5-trifluorophenyl)borane Chemical compound FC1=C(F)C(F)=CC(B(C=2C=C(F)C(F)=C(F)C=2)C=2C=C(F)C(F)=C(F)C=2)=C1 LKNHGIFPRLUGEG-UHFFFAOYSA-N 0.000 description 1
- JBIQAPKSNFTACH-UHFFFAOYSA-K vanadium oxytrichloride Chemical compound Cl[V](Cl)(Cl)=O JBIQAPKSNFTACH-UHFFFAOYSA-K 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical group O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/20—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds unconjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
式中、Y1およびY2はそれぞれ独立に、水素原子、ハロゲン原子、ヒドロキシ基、ニトリル基、アルデヒド基、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アシル基、アミノ基、アミド基、イミド基、チオール基、炭化水素チオ基、アラルキルチオ基、アリールチオ基、またはチオエステル基を表し、Y1とY2とは互いに結合して環を形成していてもよい;A1、A2、A3、A4、A5、A6、A7、A8、A9およびA10はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し、A3とA4とは、またはA5とA6とは、互いに結合して環を形成していてもよい;mは0または1を表し;nは1〜20の整数を表す。
−フェニル−5−アリル−5−((2E)−2−ブテニル)バルビツール酸のようなN−アリール置換バルビツール酸誘導体;N,N’−ジフェニル−5,5−ジアリルバルビツール酸、およびN,N’−ジフェニル−5−アリル−5−((2E)−2−ブテニル)バルビツール酸のようなN,N’−ジアリール置換バルビツール酸誘導体;N−ベンジル−5,5−ジアリルバルビツール酸、およびN−ベンジル−5−アリル−5−((2E)−2−ブテニル)バルビツール酸のようなN−アラルキル置換バルビツール酸誘導体;N,N’−ジベンジル−5,5−ジアリルバルビツール酸、およびN,N’−ジベンジル−5−アリル−5−((2E)−2−ブテニル)バルビツール酸のようなN,N’−ジアラルキル置換バルビツール酸誘導体;4,4−ジアリルピラゾリジン−3,5−ジオン、および4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオンのようなピラゾリジン−3,5−ジオン誘導体;N−メチル−4,4−ジアリルピラゾリジン−3,5−ジオン、およびN−メチル−4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオンのようなN−アルキル置換ピラゾリジン−3,5−ジオン誘導体;N,N’−ジメチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジエチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジ−n−プロピル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジイソプロピル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジ−n−ブチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジイソブチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジ−tert−ブチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジネオペンチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジシクロペンチル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジ−n−ヘキシル−4,4−ジアリルピラゾリジン−3,5−ジオン、およびN,N’−ジシクロヘキシル−4,4−ジアリルピラゾリジン−3,5−ジオンのようなN,N’−ジアルキル置換ピラゾリジン−3,5−ジオン誘導体;N−フェニル−4,4−ジアリルピラゾリジン−3,5−ジオン、N−フェニル−4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオン、N−(2−ナフチル)−4,4−ジアリルピラゾリジン−3,5−ジオン、およびN−(2−アントラセニル)−4,4−ジアリルピラゾリジン−3,5−ジオンのようなN−アリール置換ピラゾリジン−3,5−ジオン誘導体;N,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ペンテニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−へキセニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ヘプテニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−オクテニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ノネニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−デセニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ウンデセニル)ピラゾリジン−3,5−ジオン、N,N’−ジフェニル−4−アリル−4−((2E)−2−ドデセニル)ピラゾリジン−3,5−ジオン、N,N’−ビス(2−ナフチル)−4,4−ジアリルピラゾリジン−3,5−ジオン、およびN,N’−ジ(2−アントラセニル)−4,4−ジアリルピラゾリジン−3,5−ジオンのようなN,N’−ジアリール置換ピラゾリジン−3,5−ジオン誘導体;N−ベンジル−4,4−ジアリルピラゾリジン−3,5−ジオン、N−ベンジル−4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオン、およびN−(9−フルオレニルメチル)−4,4−ジアリルピラゾリジン−3,5−ジオンのようなN−アラルキル置換ピラゾリジン−3,5−ジオン誘導体;ならびにN,N’−ジベンジル−4,4−ジアリルピラゾリジン−3,5−ジオン、N,N’−ジベンジル−4−アリル−4−((2E)−2−ブテニル)ピラゾリジン−3,5−ジオン、およびN,N’−ビス(9−フルオレニルメチル)−4,4−ジアリルピラゾリジン−3,5−ジオンのようなN,N’−ジアラルキル置換ピラゾリジン−3,5−ジオン誘導体;ならびに9,9−ジアリルフルオレン、2,7−ジ−tert−ブチル−9,9−ジアリルフルオレン、2,7−ジフルオロ−9,9−ジアリルフルオレン、2,7−ジクロロ−9,9−ジアリルフルオレン、2,7−ジブロモ−9,9−ジアリルフルオレン、2,7−ジヨード−9,9−ジアリルフルオレン、2−ヨード−7−ブロモ−9,9−ジアリルフルオレン、2−(N,N−ジフェニルアミノ)−7−ブロモ−9,9−ジアリルフルオレン、3,6−ジ−tert−ブチル−9,9−ジアリルフルオレン、3,6−ジフルオロ−9,9−ジアリルフルオレン、3,6−ジクロロ−9,9−ジアリルフルオレン、3,6−ジブロモ−9,9−ジアリルフルオレン、3,6−ジヨード−9,9−ジアリルフルオレン、3−ヨード−6−ブロモ−9,9−ジアリルフルオレン、3−(N,N−ジフェニルアミノ)−6−ブロモ−9,9−ジアリルフルオレン、9,9−ジアリル−10,10−ジメチル−9,10−ジヒドロアントラセン、9−アリル−9−((2E)−2−ブテニル)−フルオレン、9−アリル−9−((2E)−2−ペンテニル)−フルオレン、9−アリル−9−((2E)−2−へキセニル)−フルオレン、9−アリル−9−((2E)−2−オクテニル)−フルオレン、9−アリル−9−((2E)−2−ノネニル)−フルオレン、9−アリル−9−((2E)−2−デセニル)−フルオレン、9−アリル−9−((2E)−2−ウンデセニル)−フルオレン、9−アリル−9−((2E)−2−ドデセニル)−フルオレン、および9−アリル−9−((2E)−2−トリデセニル)−フルオレンのようなフルオレン誘導体を例示することができる。
LaM1X1 b (4)
式中、M1は元素の周期表(IUPAC1985年)第4〜10族の遷移金属原子またはランタノイド系列の遷移金属原子を表し;Lはシクロペンタジエン形アニオン骨格を有する基、またはヘテロ原子を含有する基を表し、複数のLが存在する場合、それらは相互に、直接連結されているか、または、炭素原子、ケイ素原子、窒素原子、酸素原子、硫黄原子もしくはリン原子を含有する残基を介して連結されている;X1はハロゲン原子または炭素原子数1〜20の炭化水素基を表し;aは0<a≦8を満たす数を表し;bは0<b≦8を満たす数を表す。
ル−5−メトキシ−2−フェノキシ)チタンジクロライド、ジメチルシリレン(フルオレニル)(3−tert−ブチル−5−クロロ−2−フェノキシ)チタンジクロライド、ジメチルシリレン(フルオレニル)(3,5−ジアミル−2−フェノキシ)チタンジクロライド、および、ジメチルシリレン(テトラメチルシクロペンタジエニル))(1−ナフトキシ−2−イル)チタンジクロライド、これらの化合物の(2−フェノキシ)を(3−フェニル−2−フェノキシ)、(3−トリメチルシリル−2−フェノキシ)、または(3−tert−ブチルジメチルシリル−2−フェノキシ)に置き換えた化合物、これらの化合物のジメチルシリレンをジエチルシリレン、ジフェニルシリレン、またはジメトキシシリレンに置き換えた化合物、ならびに、これらの化合物のジクロライドをジフルオライド、ジブロマイド、ジアイオダイドジメチル、ジエチル、ジイソプロピル、ビス(ジメチルアミド)、ビス(ジエチルアミド)、ジメトキシド、ジエトキシド、ジ−n−ブトキシド、ジイソプロポキシドに置き換えた化合物を例示することができる。
上記の遷移金属化合物は、二種以上を組合せてもよい。
式中、M2は元素の周期表第10族の遷移金属原子を表し;R3およびR4はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、またはアリールオキシ基を表し;R5およびR6はそれぞれ独立に、炭素原子数1〜30の炭化水素基を表し;R7およびR8はそれぞれ独立に、水素原子または炭素原子数1〜20の炭化水素基を表し、R7とR8とは互いに結合して環を形成していてもよい。
式中、M2、R3、R4、R7およびR8は式[I]のそれらと同義であり;R9およびR10はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し;R11およびR12はそれぞれ独立に、炭素原子数7〜20のアリール基を表し;R13およびR14はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表す。
式中、M2、R3、R4、R7およびR8は式[I]のそれらと同義であり;R15、R16、R17およびR18はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し;R19およびR20はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表す。
式中、M3は元素の周期表第8〜11族の遷移金属原子を表し;R3およびR4は式[I]のそれらと同義であり;R21〜R27はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し、R21〜R27の中のいずれか2つ以上は互いに結合して環を形成していてもよい。
R21〜R27の基は、ハロゲン原子、アルキルオキシ基、アリールオキシ基、アラルキルオキシ基、ニトロ基、アミノ基、アミド基、イミド基、シリル基、シロキシ基、スルホニル基、および炭化水素チオ基のような置換基を有していてもよい。
(1)式E1 dAlX2 3-dで表される有機アルミニウム化合物;
(2)式{−Al(E2)−O−}eで表される環状のアルミノキサン;および
(3)式E3{−Al(E3)−O−}fAlE3 2で表される線状のアルミノキサン;
式中、E1、E2およびE3はそれぞれ炭化水素基を表し、複数のE1、複数のE2または複数のE3が存在する場合、それらは互いに同じか異なる;X2は水素原子またはハロゲン原子を表し、X2が複数ある場合、それらは同じか異なる;dは0<d≦3を満たす数を表し;eは2以上の整数であり、好ましくは2〜40の整数であり;fは1以上の整数であり、好ましくは1〜40の整数である。
(1)式BQ1Q2Q3で表されるホウ素化合物;
(2)式G+(BQ1Q2Q3Q4)-で表されるホウ素化合物;および
(3)式(J−H)+(BQ1Q2Q3Q4)-で表されるホウ素化合物;
式中、Bは3価の原子価状態のホウ素原子を表し、Q1〜Q4はそれぞれ独立に、ハロゲン原子、炭化水素基、ハロゲン化炭化水素基、シリル基、シロキシ基、アルコキシ基、アミノ基、アミド基、またはイミド基を表し;G+は無機または有機のカチオンを表し;Jは中性ルイス塩基を表し;(J−H)+はブレンステッド酸を表す。
式(3)で表される5,5−ジアリル−2,2−ジメチル−1,3−ジオキサンの合成
(1)4,4−ビス(ヒドロキシメチル)−1,6−ヘプタジエン合成
ジエチルジアリルマロネート(東京化成工業社製)25gおよび脱水エ−テル(関東化学社製)150mLの入った500mLナスフラスコに、水素化リチウムアルミニウム(関東化学社製)9.47gおよび脱水エーテル140mLを加え、窒素下、0℃で30分攪拌した後、室温で30分攪拌し、さらに12時間還流させた。その後、反応混合系を0℃に冷却し、飽和塩化アンモニウム水溶液9mL、さらに5%水酸化ナトリウム水溶液18mLをゆっくり加え、室温で30分攪拌した後、14時間還流させた。反応混合系をろ過して白色沈殿を除き、エーテル各50mLで5回抽出し、無水硫酸マグネシウム(ナカライテスク社製)で乾燥した。溶媒を留去し、減圧蒸留により89℃、0.1mmHgの留分を分離することにより、4,4−ビス(ヒドロキシメチル)−1,6−ヘプタジエン12.4gを無色オイルとして得た。
(2)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン合成
4,4−ビス(ヒドロキシメチル)−1,6−ヘプタジエン15.2g、オルトギ酸トリメチル(東京化成工業社製)42.5mL、および脱水アセトン(関東化学社製)97mLの入った200mLナスフラスコに、数滴の濃硫酸をゆっくり加え、4時間還流させた。その後、エーテルで抽出し、飽和重曹水および飽和食塩水で洗浄し、無水硫酸マグネシウム(ナカライテスク社製)で乾燥した。溶媒を留去し、減圧蒸留により45℃、4mmHgの留分を分離することにより、5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン16.2gを無色オイルとして得た。
式(3)で表される2,2−ジアリル−1,3−シクロヘキサンジオン合成
1,3−シクロペンタンジオン(東京化成工業社製)1.1gおよび無水テトラヒドロフラン(関東化学社製)20mLの入った100mLナスフラスコに、酢酸アリル(東京化成工業社製)3.3mL、1,8−ジアザビシクロ[5.4.0]ウンデク−7−エン(東京化成工業社製)3.3mL、酢酸パラジウム(エヌ・イー・ケムキャット社製)(N.E. Chemcat Corporation)10.55mg、およびトリフェニルホスフィン(関東化学社製)49.31mgを加え、窒素下、室温で23時間攪拌した。その後、エーテル20mLを加え、飽和塩化アンモニウム水溶液各20mLで二回洗浄し、さらに水20mLおよび飽和食塩水20mLで洗浄した後、硫酸マグネシウムで乾燥した。溶媒を留去し、減圧蒸留により55℃、4mmHgの留分を分離することにより、2,2−ジアリル−1,3−シクロヘキサンジオン1.85gを無色オイルとして得た。
式(3)で表される2,2−ジアリルインダン−1,3−ジオン合成
インダン−1,3−ジオン(東京化成工業社製)2.06gおよび無水テトラヒドロフラン(関東化学社製)30mLの入った100mLナスフラスコに、酢酸アリル(東京化成工業社製)4.6mL、1,8−ジアザビシクロ[5.4.0]ウンデク−7−エン(東京化成工業社製)5mLおよびテトラキス(トリフェニルホスフィン)パラジウム76mg(「ザ・ジャーナル・オブ・オーガニック・ケミストリー(The Journal of Organic Chemistry)」、第121巻、1999年、8728ページのサポーティング・インフォメーション(Supporting Information)を参考に合成した)を加え、窒素下、室温で36時間攪拌した。その後、エーテル30mLを加え、飽和塩化アンモニウム水溶液各30mLで二回洗浄し、さらに水30mLおよび飽和食塩水30mLで洗浄した後、硫酸マグネシウムで乾燥した。溶媒を留去し、減圧蒸留により130℃、4mmHgの留分を分離することにより、2,2−ジアリルインダン−1,3−ジオン3.17gを赤色がかった結晶として得た。
式(3)で表されるN,N’−ジメチル−5,5−ジアリルバルビツール酸合成
N,N’−ジメチルバルビツール酸(東京化成工業社製)1.5gおよび脱水塩化メチレン(関東化学社製)100mLの入った200mLナスフラスコに、炭酸カリウム(和光純薬工業社製)7.97gおよび塩化ベンジルトリエチルアンモニウム(東京化成工業社製)5.48gを加え、0℃で臭化アリル(関東化学社製)2.9mLを一時間かけて滴下した。室温で24時間攪拌した後、水100mLを加え、有機相をクロロホルム各200mLで2回抽出し、水および飽和食塩水で洗浄し、さらに無水硫酸マグネシウム(ナカライテスク社製)で乾燥した。溶媒を留去することで、N,N’−ジメチル−5,5−ジアリルバルビツール酸2.27gを赤色がかった粉末として得た。
式(3)で表されるN,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオン合成
1,2−ジフェニル−3,5−ピラゾリジンジオン(和光純薬工業社製)0.5gおよび脱水塩化メチレン(関東化学社製)25mLの入った50mLナスフラスコに、炭酸カリウム(和光純薬工業社製)1.66gおよび塩化ベンジルトリエチルアンモニウム(東京化成工業社製)1.1gを加え、0℃で臭化アリル(関東化学社製)0.6mLを一時間かけて滴下した。室温で36時間攪拌した後、水20mLを加え、有機相をクロロホルム各80mLで2回抽出し、水および飽和食塩水で洗浄し、さらに無水硫酸マグネシウム(ナカライテスク社製)で乾燥した。溶媒を留去することで、N,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオン0.6gを赤色結晶として得た。
式(3)で表される9,9−ジアリルフルオレン合成
フルオレン(和光純薬工業社製)10gおよびtert−ブトキシカリウム(アルドリッチ社製)10.1gの入った200mLナスフラスコに、脱水N,N−ジメチルホルムアミド(和光純薬工業社製)120mLを加え、窒素下50℃で攪拌しながら塩化アリル(関東化学社製)5.86mLを二時間かけて滴下した。50℃で8時間攪拌した後、tert−ブトキシカリウム(アルドリッチ社製)10.1gを追加し、さらに塩化アリル(関東化学社製)5.86mLを二時間かけて滴下した。50℃で終夜攪拌した後、反応混合系を水900mLに加え、さらにヘキサン300mLを加えた。有機相をエーテルで3回抽出し、水で4回洗浄し、さらに希塩酸および水で洗浄した後、無水硫酸マグネシウム(ナカライテスク社製)で乾燥した。溶媒を留去し、減圧蒸留により90℃、4mmHgの留分を分離することにより、9,9−ジアリルフルオレン12.8gを黄色オイルとして得た。
三方コックの付いた25mlシュレンク管に、参考例1で合成した5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を加え、凍結脱気した後、エチレンで置換した。一方、クロロ(メチル)[N,N’−(1,2−ジヒドロアセナフチレン−1,2−ジイリデン)ビス(2,6−ジイソプロピルアニリン−κN)]パラジウム9.86mg(0.015mmol;「レクエ・デ・トラボ・チミク・ドゥ・ペイバ(Recueil des Travaux Chimiques de Pays−Bas)」、第113巻、1994年、88ページを参考に合成した)およびナトリウムテトラキス{3,5−ビス(トリフルオロメチル)フェニル}ボレート15.95mg(0.018mmol;「オルガノメタリクス(Organometallics)」第11巻、1992年、3920ページを参考に合成した)の入った25mLシュレンク管に脱水塩化メチレン0.75mL(関東化学社製)を加え、5分間撹拌した。このようにして調製したカチオン性パラジウムの塩化メチレン溶液0.5mL(パラジウム錯体が0.01mol)をシリンジで5,5−ジアリル−2,2−ジメチル−1,3−ジオキサンの入った25mLシュレンク管に移し、エチレンのバルーンを三方コックに付け、エチレン圧1MPaとして室温で30分撹拌して共重合した。反応後、反応混合系をメタノール約100mLに注ぐことによって共重合体を単離し、回収した。5,5−ジアリル−2,2−ジメチル−1,3−ジオキサンとエチレンとの共重合体0.169gが得られ、共重合体中の5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン単位含有量は73重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−73重量%=27重量%)、数平均分子量(Mn)は12800であり、分子量分布(Mw/Mn)は1.7であり、A7とA8とがトランス形のものが87モル%であった。得られた共重合体は室温では固体であり、DSCでは35℃にガラス転移点が観測された。得られた結果を表1に示す。
測定機 :JASCO社製(デガッサー:DG−980−50、ポンプ:PU−980、オートサンプラー:AS−950、カラムオーブン:CO−966、RI検出器:RI−930、UV検出器:UV−975)
カラム :昭和電工(株)製のShodex−806L×2本
測定温度:40℃
溶媒 :クロロホルム
サンプル濃度:1mg/1ml
昇温:25℃から135℃(10℃/分) 5分間保持
冷却:135℃から−60℃(20℃/分) 5分間保持
測定:−60℃から150℃(10℃/分で昇温)
測定溶媒:クロロホルム−d1
測定温度:室温
試料濃度:50mg/0.5ml
基準物質:クロロホルム−d1(77ppm)
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、参考例2で合成した2,2−ジアリル−1,3−シクロヘキサンジオン0.135g(0.7mmol)に変更したこと、(2)クロロ(メチル)[N,N’−(1,2−ジヒドロアセナフチレン−1,2−ジイリデン)ビス(2,6−ジイソプロピルアニリン−κN)]パラジウム9.86mg(0.015mmol)を、クロロ(メチル)[N,N’−(1,2−ジヒドロアセナフチレン−1,2−ジイリデン)ビス(2,4,6−トリメチルアニリン−κN)]パラジウム8.84mg(0.015mmol)に変更したこと、および(3)共重合の時間30分を20分に変更したこと以外は実施例1と同様に行い、2,2−ジアリル−1,3−シクロヘキサンジオンとエチレンとの共重合体0.142gを得た。共重合体中の2,2−ジアリル−1,3−シクロヘキサンジオン単位含有量は51重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−51重量%=49重量%)、数平均分子量(Mn)は3100であり、分子量分布(Mw/Mn)は1.8であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温ではオイルであった。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、参考例3で合成した2,2−ジアリルインダン−1,3−ジオン0.135g(0.7mmol)に変更したこと、および(2)共重合の時間30分を6時間に変更したこと以外は実施例1と同様に行い、2,2−ジアリルインダン−1,3−ジオンとエチレンとの共重合体0.198gを得た。共重合体中の2,2−ジアリルインダン−1,3−ジオン単位含有量は61重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−61重量%=39重量%)、数平均分子量(Mn)は12800であり、分子量分布(Mw/Mn)は2.1であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であった。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、東京化成工業社製の5,5−ジアリルバルビツール酸0.146g(0.7mmol)に変更したこと、および(2)共重合の時間30分を2時間に変更したこと以外は実施例1と同様に行い、5,5−ジアリルバルビツール酸とエチレンとの共重合体0.324gを得た。共重合体中の5,5−ジアリルバルビツール酸単位含有量は13重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−13重量%=87重量%)、数平均分子量(Mn)は10200であり、分子量分布(Mw/Mn)は2.2であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であった。0℃〜200℃の範囲にガラス転移点は検出されなかった。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、東京化成工業社製の5,5−ジアリルバルビツール酸0.146g(0.7mmol)に変更したこと、および(2)共重合の時間30分を10時間に変更したこと以外は実施例1と同様に行い、5,5−ジアリルバルビツール酸とエチレンとの共重合体0.384gを得た。共重合体中の5,5−ジアリルバルビツール酸単位含有量は13重量%であり(該共重合体中の全てのモノマー単位の合計を100モル%とする。したがって、エチレン単位含有量=100重量%−13重量%=87重量%)、数平均分子量(Mn)は11600であり、分子量分布(Mw/Mn)は1.8であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であった。0℃〜200℃の範囲にガラス転移点は検出されなかった。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、参考例4で合成したN,N’−ジメチル−5,5−ジアリルバルビツール酸0.165g(0.7mmol)に変更したこと、および(2)共重合の時間30分を4時間に変更したこと以外は実施例1と同様に行い、N,N’−ジメチル−5,5−ジアリルバルビツール酸とエチレンとの共重合体0.324gを得た。共重合体中のN,N’−ジメチル−5,5−ジアリルバルビツール酸単位含有量は31重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−31重量%=69重量%)、数平均分子量(Mn)は8200であり、分子量分布(Mw/Mn)は1.5であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温ではオイルであった。0℃〜200℃の範囲にガラス転移点は検出されなかった。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、参考例5で合成したN,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオン0.167g(0.7mmol)に変更したこと、および(2)共重合の時間30分を6時間に変更したこと以外は実施例1と同様に行い、N,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオンとエチレンとの共重合体0.087gを得た。共重合体中のN,N’−ジフェニル−4,4−ジアリルピラゾリジン−3,5−ジオン単位含有量は54重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−54重量%=46重量%)、数平均分子量(Mn)は7400であり、分子量分布(Mw/Mn)は1.4であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温ではオイルであった。0℃〜200℃の範囲にガラス転移点は検出されず、123℃で分解した。得られた結果を表1に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、参考例6で合成した9,9−ジアリルフルオレン0.172g(0.7mmol)に変更したこと、および(2)共重合の時間30分を10分に変更したこと以外は実施例1と同様に行い、9,9−ジアリルフルオレンとエチレンとの共重合体0.087gを得た。共重合体中の9,9−ジアリルフルオレン単位含有量は47重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、エチレン単位含有量=100重量%−47重量%=53重量%)、数平均分子量(Mn)は9900であり、分子量分布(Mw/Mn)は2.4であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であり、DSCでは121℃にガラス転移点が観測された。得られた結果を表1に示す。
実施例1において、エチレンをプロピレンに変更したこと以外は実施例1と同様に行い、5,5−ジアリル−2,2−ジメチル−1,3−ジオキサンとプロピレンとの共重合体0.157gを得た。共重合体中の5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン単位含有量は79重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、プロピレン単位含有量=100重量%−79重量%=21重量%)、数平均分子量(Mn)は4100であり、分子量分布(Mw/Mn)は1.9であった。得られた共重合体は室温では固体であった。得られた結果を表2に示す。
クロロ(メチル)[N,N’−(1,2−ジヒドロアセナフチレン−1,2−ジイリデン)ビス(2,6−ジイソプロピルアニリン−κN)]パラジウム9.86mg(0.015mmol;「レクエ・デ・トラボ・チミク・ドゥ・ペイバ(Recueil des Travaux Chimiques de Pays−Bas)」、第113巻、1994年、88ページを参考に合成した)およびナトリウムテトラキス{3,5−ビス(トリフルオロメチル)フェニル}ボレート15.95mg(0.018mmol;「オルガノメタリクス(Organometallics)」第11巻、1992年、3920ページを参考に合成した)の入った25mLシュレンク管に脱水塩化メチレン0.75mL(関東化学社製)を加え、5分間撹拌した。このようにして調製したカチオン性パラジウムの塩化メチレン溶液0.5mL(パラジウム錯体が0.01mol)をシリンジで、参考例1で合成した5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)および1−ヘキセン0.059g(0.7mmol)の入った25mLシュレンク管に移し、室温で30分撹拌して共重合した。反応後、反応混合系をメタノール約100mLに注ぐことによって共重合体を単離し、回収した。5,5−ジアリル−2,2−ジメチル−1,3−ジオキサンと1−ヘキセンとの共重合体0.196gが得られ、共重合体中の5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン単位含有量は76重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、1−ヘキセン単位含有量=100重量%−76重量%=24重量%)、数平均分子量(Mn)は16000であり、分子量分布(Mw/Mn)は1.5であった。得られた共重合体は室温では固体であった。得られた結果を表2に示す。
実施例1において、(1)5,5−ジアリル−2,2−ジメチル−1,3−ジオキサン0.137g(0.7mmol)を、東京化成工業社製の5,5−ジアリルバルビツール酸0.146g(0.7mmol)に変更したこと、(2)エチレンをプロピレンに変更したこと、および(3)共重合の時間30分を2時間に変更したこと以外は実施例1と同様に行い、5,5−ジアリルバルビツール酸とプロピレンとの共重合体0.153gを得た。共重合体中の5,5−ジアリルバルビツール酸単位含有量は9重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、プロピレン単位含有量=100重量%−9重量%=91重量%)、数平均分子量(Mn)は4600であり、分子量分布(Mw/Mn)は1.8であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であった。得られた結果を表2に示す。
クロロ(メチル)[N,N’−(1,2−ジヒドロアセナフチレン−1,2−ジイリデン)ビス(2,6−ジイソプロピルアニリン−κN)]パラジウム9.86mg(0.015mmol;「レクエ・デ・トラボ・チミク・ドゥ・ペイバ(Recueil des Travaux Chimiques de Pays−Bas)」、第113巻、1994年、88ページを参考に合成した)およびナトリウムテトラキス{3,5−ビス(トリフルオロメチル)フェニル}ボレート15.95mg(0.018mmol;「オルガノメタリクス(Organometallics)」第11巻、1992年、3920ページを参考に合成した)の入った25mLシュレンク管に脱水塩化メチレン0.75mL(関東化学社製)を加え、5分間撹拌した。このようにして調製したカチオン性パラジウムの塩化メチレン溶液0.5mL(パラジウム錯体が0.01mol)をシリンジで9,9−ジアリルフルオレン0.172g(0.7mmol)およびシクロペンテン0.048g(0.7mmol)の入った25mLシュレンク管に移し、室温で5分撹拌して共重合した。反応後、反応混合系をメタノール約100mLに注ぐことによって共重合体を単離し、回収した。9,9−ジアリルフルオレンとシクロペンテンとの共重合体0.128gが得られ、共重合体中の9,9−ジアリルフルオレン単位含有量は82重量%であり(該共重合体中の全てのモノマー単位の合計を100重量%とする。したがって、シクロペンテン単位含有量=100重量%−82重量%=18重量%)、数平均分子量(Mn)は12200であり、分子量分布(Mw/Mn)は2.1であり、A7とA8とがトランス形のものが100モル%であった。得られた共重合体は室温では固体であった。得られた結果を表2に示す。
Claims (8)
- 下式(1)で表される単位とオレフィン単位とを含む共重合体:
式中、Y1およびY2はそれぞれ独立に、水素原子、ハロゲン原子、ヒドロキシ基、ニトリル基、アルデヒド基、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アシル基、アミノ基、アミド基、イミド基、チオール基、炭化水素チオ基、アラルキルチオ基、アリールチオ基、またはチオエステル基を表し、Y1とY2とは互いに結合して環を形成していてもよい;A1、A2、A3、A4、A5、A6、A7、A8、A9およびA10はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し、A3とA4とは、またはA5とA6とは、互いに結合して環を形成していてもよい;mは0または1を表し;nは1〜20の整数を表す。 - 少なくとも下式(3)で表される化合物とオレフィンとを共重合させる工程を含む、下式(1)で表される単位とオレフィン単位とを含む共重合体の製造方法:
式中、Y1およびY2はそれぞれ独立に、水素原子、ハロゲン原子、ヒドロキシ基、ニトリル基、アルデヒド基、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アシル基、アミノ基、アミド基、イミド基、チオール基、炭化水素チオ基、アラルキルチオ基、アリールチオ基、またはチオエステル基を表し、Y1とY2とは互いに結合して環を形成していてもよい;A1、A2、A3、A4、A5、A6、A7、A8、A9およびA10はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し;Zは−(CH2)n-1−(CA9A10)mHを表し;mは0または1を表し;nは1〜20の整数を表す。 - 共重合が、遷移金属化合物と、有機アルミニウム化合物および/またはホウ素化合物との接触によって生成される重合触媒の存在下に行われる請求項3記載の共重合体の製造方法。
- 遷移金属化合物が、下式[II]で表される化合物である請求項4記載の共重合体の製造方法:
上中、M2は元素の周期表第10族の遷移金属原子を表し、R3およびR4はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基またはアリールオキシ基を表し;R7およびR8はそれぞれ独立に、水素原子または炭素原子数1〜20の炭化水素基を表し、R7とR8とは互いに結合して環を形成していてもよい;R9およびR10はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アミノ基、アミド基、イミド基または炭化水素チオ基を表し;R11およびR12はそれぞれ独立に、炭素原子数7〜20のアリール基を表し;R13およびR14はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基または炭化水素チオ基を表す。 - 遷移金属化合物が、下式[III]で表される化合物である請求項4記載の共重合体の製造方法:
式中、M2は元素の周期表第10族の遷移金属原子を表し;R3およびR4はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基またはアリールオキシ基を表し;R7およびR8はそれぞれ独立に、水素原子または炭素原子数1〜20の炭化水素基を表し、R7とR8とは互いに結合して環を形成していてもよい;R15、R16、R17およびR18はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、炭素原子数6のアリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基または炭化水素チオ基を表し;R19およびR20はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基または炭化水素チオ基を表す。 - 遷移金属化合物が、下式[IV]で表される化合物である請求項4記載の共重合体の製造方法:
式中、M3は元素の周期表第8〜11族の遷移金属原子を表し;R3およびR4はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基またはアリールオキシ基を表し、それぞれ互いに結合して環を形成してもよい;R21〜R27はそれぞれ独立に、水素原子、ハロゲン原子、アルキル基、アラルキル基、アリール基、シリル基、シロキシ基、アルコキシ基、アラルキルオキシ基、アリールオキシ基、アミノ基、アミド基、イミド基、または炭化水素チオ基を表し、R21〜R27の中のいずれか2つ以上は互いに結合して環を形成していてもよい。
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008239978A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239977A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239980A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239975A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239979A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2009091570A (ja) * | 2007-09-18 | 2009-04-30 | Tokyo Institute Of Technology | ブロック共重合体およびその製造方法 |
WO2010104037A1 (ja) * | 2009-03-11 | 2010-09-16 | 住友化学株式会社 | 重合体、この重合体を用いた有機薄膜及びこれを備える有機薄膜素子 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE112006002249T5 (de) | 2005-08-26 | 2008-07-03 | Sumitomo Chemical Co. Ltd. | Homopolymer und Copolymer und Herstellungsverfahren dafür |
US20080221288A1 (en) * | 2007-02-28 | 2008-09-11 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
US20080214756A1 (en) * | 2007-02-28 | 2008-09-04 | Sumitomo Chemical Company, Limited | Cyclic olefin-diene copolymer and process for producing the same |
TW200951150A (en) * | 2008-02-29 | 2009-12-16 | Sumitomo Chemical Co | Diene polymer and production process thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09302020A (ja) * | 1996-03-14 | 1997-11-25 | Mitsui Petrochem Ind Ltd | オレフィン重合体の製造方法 |
JPH1060052A (ja) * | 1996-07-02 | 1998-03-03 | Montell Technol Co Bv | 弾性エチレンコポリマーのスラリ製造法 |
JP2001055410A (ja) * | 1999-06-08 | 2001-02-27 | Denki Kagaku Kogyo Kk | 重合用遷移金属触媒成分、それを用いた芳香族ビニル化合物−オレフィン共重合体及びその製造方法 |
WO2003031487A1 (fr) * | 2001-10-03 | 2003-04-17 | Daikin Industries, Ltd. | Nouveau fluoropolymere, compositions de reserve contenant celui-ci et nouveaux fluoromonomeres |
JP2007084791A (ja) * | 2005-08-26 | 2007-04-05 | Sumitomo Chemical Co Ltd | エチレンとの閉環共重合 |
WO2007142244A1 (ja) * | 2006-06-07 | 2007-12-13 | Asahi Glass Company, Limited | 新規なポリフルオロジエン、その製造方法、および新規な含フッ素重合体 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5571850A (en) | 1993-07-30 | 1996-11-05 | E. I. Du Pont De Nemours And Company | Aqueous dispersions containing cyclopolymer dispersants |
CA2211108C (en) | 1995-01-24 | 2001-05-29 | E.I. Du Pont De Nemours And Company | .alpha.-olefins and olefin polymers and processes therefor |
JP3526956B2 (ja) | 1995-03-13 | 2004-05-17 | 高砂香料工業株式会社 | 光学活性ポリケトンの製造方法 |
WO1999005189A1 (en) | 1997-07-23 | 1999-02-04 | E.I. Du Pont De Nemours And Company | Polymerization of olefins |
US6175047B1 (en) | 1997-12-26 | 2001-01-16 | Takasago International Corporation | Ruthenium metathesis catalyst and method for producing olefin reaction product by metathesis reaction using the same |
JP2001029794A (ja) | 1999-07-19 | 2001-02-06 | Takasago Internatl Corp | ルテニウムメタセシス触媒およびそれを用いたメタセシス反応によるオレフィン反応生成物を製造する方法 |
JP2002363263A (ja) | 2001-06-08 | 2002-12-18 | Nippon Zeon Co Ltd | 開環共重合体、開環共重合体水素化物、それらの製造方法および組成物 |
US6992130B2 (en) | 2002-07-23 | 2006-01-31 | Kuraray Co., Ltd. | Polyvinyl acetal and its use |
JP2006193708A (ja) | 2004-12-15 | 2006-07-27 | Kaneka Corp | フルオレン骨格含有(メタ)アクリル系重合体およびその製造方法 |
DE112006002249T5 (de) | 2005-08-26 | 2008-07-03 | Sumitomo Chemical Co. Ltd. | Homopolymer und Copolymer und Herstellungsverfahren dafür |
US20080214756A1 (en) | 2007-02-28 | 2008-09-04 | Sumitomo Chemical Company, Limited | Cyclic olefin-diene copolymer and process for producing the same |
US20080221287A1 (en) | 2007-02-28 | 2008-09-11 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
US20080221288A1 (en) | 2007-02-28 | 2008-09-11 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
US20080214754A1 (en) | 2007-02-28 | 2008-09-04 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
US7943715B2 (en) | 2007-02-28 | 2011-05-17 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
US7956145B2 (en) | 2007-02-28 | 2011-06-07 | Sumitomo Chemical Company, Limited | Diene polymer and process for producing the same |
-
2008
- 2008-02-23 US US12/036,231 patent/US7964691B2/en not_active Expired - Fee Related
- 2008-02-26 CN CNA2008100815079A patent/CN101255221A/zh active Pending
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09302020A (ja) * | 1996-03-14 | 1997-11-25 | Mitsui Petrochem Ind Ltd | オレフィン重合体の製造方法 |
JPH1060052A (ja) * | 1996-07-02 | 1998-03-03 | Montell Technol Co Bv | 弾性エチレンコポリマーのスラリ製造法 |
JP2001055410A (ja) * | 1999-06-08 | 2001-02-27 | Denki Kagaku Kogyo Kk | 重合用遷移金属触媒成分、それを用いた芳香族ビニル化合物−オレフィン共重合体及びその製造方法 |
WO2003031487A1 (fr) * | 2001-10-03 | 2003-04-17 | Daikin Industries, Ltd. | Nouveau fluoropolymere, compositions de reserve contenant celui-ci et nouveaux fluoromonomeres |
JP2007084791A (ja) * | 2005-08-26 | 2007-04-05 | Sumitomo Chemical Co Ltd | エチレンとの閉環共重合 |
WO2007142244A1 (ja) * | 2006-06-07 | 2007-12-13 | Asahi Glass Company, Limited | 新規なポリフルオロジエン、その製造方法、および新規な含フッ素重合体 |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008239978A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239977A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239980A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239975A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2008239979A (ja) * | 2007-02-28 | 2008-10-09 | Tokyo Institute Of Technology | ジエン重合体およびその製造方法 |
JP2009091570A (ja) * | 2007-09-18 | 2009-04-30 | Tokyo Institute Of Technology | ブロック共重合体およびその製造方法 |
WO2010104037A1 (ja) * | 2009-03-11 | 2010-09-16 | 住友化学株式会社 | 重合体、この重合体を用いた有機薄膜及びこれを備える有機薄膜素子 |
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