JP5876835B2 - 変性ポリオレフィン - Google Patents
変性ポリオレフィン Download PDFInfo
- Publication number
- JP5876835B2 JP5876835B2 JP2012547479A JP2012547479A JP5876835B2 JP 5876835 B2 JP5876835 B2 JP 5876835B2 JP 2012547479 A JP2012547479 A JP 2012547479A JP 2012547479 A JP2012547479 A JP 2012547479A JP 5876835 B2 JP5876835 B2 JP 5876835B2
- Authority
- JP
- Japan
- Prior art keywords
- bond
- group
- unsaturated monomer
- polyolefin
- olefin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 229920000098 polyolefin Polymers 0.000 title claims description 121
- 239000000178 monomer Substances 0.000 claims description 103
- -1 polydimethylsiloxane Polymers 0.000 claims description 80
- 125000000524 functional group Chemical group 0.000 claims description 56
- 239000000203 mixture Substances 0.000 claims description 50
- 150000003961 organosilicon compounds Chemical class 0.000 claims description 49
- 239000004743 Polypropylene Substances 0.000 claims description 39
- 150000003254 radicals Chemical class 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 36
- 229920001155 polypropylene Polymers 0.000 claims description 34
- 229910000077 silane Inorganic materials 0.000 claims description 33
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 31
- 125000003118 aryl group Chemical group 0.000 claims description 30
- 229920001296 polysiloxane Chemical group 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 150000004756 silanes Chemical class 0.000 claims description 15
- 229920002050 silicone resin Polymers 0.000 claims description 15
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 13
- BATOPAZDIZEVQF-MQQKCMAXSA-N (E,E)-2,4-hexadienal Chemical compound C\C=C\C=C\C=O BATOPAZDIZEVQF-MQQKCMAXSA-N 0.000 claims description 12
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 12
- BATOPAZDIZEVQF-UHFFFAOYSA-N sorbic aldehyde Natural products CC=CC=CC=O BATOPAZDIZEVQF-UHFFFAOYSA-N 0.000 claims description 12
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 11
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 11
- 150000003377 silicon compounds Chemical class 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 10
- 239000012530 fluid Substances 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 239000004711 α-olefin Substances 0.000 claims description 8
- LBSXSAXOLABXMF-UHFFFAOYSA-N 4-Vinylaniline Chemical compound NC1=CC=C(C=C)C=C1 LBSXSAXOLABXMF-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- YOMSJEATGXXYPX-UHFFFAOYSA-N 2-methoxy-4-vinylphenol Chemical compound COC1=CC(C=C)=CC=C1O YOMSJEATGXXYPX-UHFFFAOYSA-N 0.000 claims description 5
- AVNANMSIFNUHNY-MQQKCMAXSA-N oxiran-2-ylmethyl (2e,4e)-hexa-2,4-dienoate Chemical compound C\C=C\C=C\C(=O)OCC1CO1 AVNANMSIFNUHNY-MQQKCMAXSA-N 0.000 claims description 5
- 229910021419 crystalline silicon Inorganic materials 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 3
- 238000012667 polymer degradation Methods 0.000 claims description 2
- 150000002924 oxiranes Chemical group 0.000 claims 3
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 37
- 239000003054 catalyst Substances 0.000 description 34
- 150000001875 compounds Chemical class 0.000 description 22
- 229920000578 graft copolymer Polymers 0.000 description 22
- 238000009833 condensation Methods 0.000 description 21
- 230000005494 condensation Effects 0.000 description 21
- 238000004132 cross linking Methods 0.000 description 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- 150000002978 peroxides Chemical class 0.000 description 13
- 239000004698 Polyethylene Substances 0.000 description 12
- 229920000573 polyethylene Polymers 0.000 description 12
- 239000000835 fiber Substances 0.000 description 11
- 239000000945 filler Substances 0.000 description 11
- 229920001112 grafted polyolefin Polymers 0.000 description 11
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 11
- 230000008569 process Effects 0.000 description 10
- 239000007795 chemical reaction product Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 8
- 230000015556 catabolic process Effects 0.000 description 8
- 238000006731 degradation reaction Methods 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 7
- 238000003776 cleavage reaction Methods 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 238000010894 electron beam technology Methods 0.000 description 7
- 150000002118 epoxides Chemical group 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 150000005846 sugar alcohols Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 150000001451 organic peroxides Chemical class 0.000 description 5
- 230000007017 scission Effects 0.000 description 5
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 4
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 101000801643 Homo sapiens Retinal-specific phospholipid-transporting ATPase ABCA4 Proteins 0.000 description 3
- 239000002841 Lewis acid Substances 0.000 description 3
- 238000006845 Michael addition reaction Methods 0.000 description 3
- 102100033617 Retinal-specific phospholipid-transporting ATPase ABCA4 Human genes 0.000 description 3
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- 150000007517 lewis acids Chemical class 0.000 description 3
- 239000004611 light stabiliser Substances 0.000 description 3
- 229920001684 low density polyethylene Polymers 0.000 description 3
- 239000004702 low-density polyethylene Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000002184 metal Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 2
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- FANGQVKSFHFPBY-UHFFFAOYSA-N 2-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound OC(=O)C(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FANGQVKSFHFPBY-UHFFFAOYSA-N 0.000 description 2
- CARSMBZECAABMO-UHFFFAOYSA-N 3-chloro-2,6-dimethylbenzoic acid Chemical compound CC1=CC=C(Cl)C(C)=C1C(O)=O CARSMBZECAABMO-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
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- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000011954 Ziegler–Natta catalyst Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- ZIARBBANFUPWMJ-LMHGLJKWSA-N [3-[(2e,4e)-hexa-2,4-dienoyl]oxy-2,2-bis[[(2e,4e)-hexa-2,4-dienoyl]oxymethyl]propyl] (2e,4e)-hexa-2,4-dienoate Chemical compound C\C=C\C=C\C(=O)OCC(COC(=O)\C=C\C=C\C)(COC(=O)\C=C\C=C\C)COC(=O)\C=C\C=C\C ZIARBBANFUPWMJ-LMHGLJKWSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
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- 239000000654 additive Substances 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 239000002956 ash Substances 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
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- 229910052796 boron Inorganic materials 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
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- 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 2
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- 239000000047 product Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
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- 235000013772 propylene glycol Nutrition 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 2
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- 239000000126 substance Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
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- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
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- LSZKGNJKKQYFLR-UHFFFAOYSA-J tri(butanoyloxy)stannyl butanoate Chemical compound [Sn+4].CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O LSZKGNJKKQYFLR-UHFFFAOYSA-J 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- CPRPKIMXLHBUGA-UHFFFAOYSA-N triethyltin Chemical compound CC[Sn](CC)CC CPRPKIMXLHBUGA-UHFFFAOYSA-N 0.000 description 1
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- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/42—Introducing metal atoms or metal-containing groups
-
- 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
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
-
- 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
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- 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
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- 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
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
- C08F230/085—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
-
- 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
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
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- Graft Or Block Polymers (AREA)
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Description
・−(CH2)3NH2,−(CH2)4NH2,
・−(CH2)3NH(CH2)2NH2,
・−CH2CH(CH3)CH2NH(CH2)2NH2,
・−(CH2)3NHCH2CH2NH(CH2)2NH2,
・−CH2CH(CH3)CH2NH(CH2)3NH2,
・−(CH2)3NH(CH2)4NH2、及び
・−(CH2)3O(CH2)2NH2
のような、アミノアルキル基、3−グリシドキシプロピル等のエポキシアルキル基、又は、3−イソシアネートプロピル等のイソシアネートアルキル基である。
有機ケイ素化合物(B)は、例えば、任意に、M及び/又はD単位と組み合わせて、T及び/又はQ単位を含んだ分岐シリコーン樹脂であってもよい。分岐シリコーン樹脂は、例えば、アルコキシシラン等の加水分解性シランの加水分解及び縮合によって調製されてもよい。アルキルトリアルコキシシラン等のトリアルコキシシランは、一般的には、シリコーン樹脂中のT単位をもたらし、テトラアルコキシシランは、一般的には、Q単位をもたらす。反応基Yを含むT単位を含んだ分岐シリコーン樹脂は、アミノアルキル、エポキシアルキル又はイソシアネートアルキル基を含むトリアルコキシシラン、例えば、上述のトリアルコキシシランの加水分解及び縮合によって形成されてもよい。分岐シリコーン樹脂は、例えば、主に又は大部分は、T単位を含んでいてもよく、この場合、存在する0.1〜100モル%のシロキサンT単位が、反応基Yを含んでいてもよい。また、分岐シリコーン樹脂は、分岐シリコーン樹脂中に存在するシロキサン単位の大部分がQ単位及びM単位から選択されるMQ樹脂であってもよい。反応基Yは、アミノアルキル、エポキシアルキル又はイソシアネートアルキル基を含むトリアルコキシシランと、トリメチルメトキシシラン等のモノアルコキシシラン及びテトラアルコキシシラン等のテトラアルコキシシランとを反応させて、反応基Yを含んだいくつかのT単位をMQ樹脂に導入することによって、導入することができる。
・本発明は、好ましくは、ポリオレフィンが、ポリオレフィンにフリーラジカルを発生させることのできる手段の存在下、不飽和モノマー(A)及び有機ケイ素化合物(B)と同時に反応することを特徴とする方法を包含する。
・好ましくは、ポリオレフィンは、3〜10個の炭素原子を有するアルファ−オレフィン単位を少なくとも50重量%含む。
・好ましくは、ポリオレフィンは、ポリプロピレンである。
・好ましくは、不飽和モノマー(A)は、4−ビニルアニリンであり、ケイ素化合物(B)は、エポキシド又はイソシアネート基を含む。
・好ましくは、不飽和モノマー(A)は、2−メトキシ−4−ビニルフェノールであり、ケイ素化合物(B)は、イソシアネート基を含む。
・好ましくは、不飽和モノマー(A)は、オレフィン−C=C−又はアセチレン−C≡C−結合に対する電子求引性部分を含んでいる。
・好ましくは、不飽和モノマー(A)は、ソルブアルデヒドであり、有機ケイ素化合物(B)は、アミノアルキル基を含む。
・好ましくは、不飽和モノマー(A)は、グリシジルソルベートであり、有機ケイ素化合物(B)は、アミノアルキル基を含む。
・好ましくは、不飽和モノマー(A)は、ポリオレフィンに基づき0.5〜20.0重量%存在する。
・好ましくは、有機ケイ素化合物(B)は、官能基Y及び加水分解性基を含んだシランである。
・好ましくは、加水分解性基は、式:−SiRaR’(3−a)[式中、各々のRは、1〜4個の炭素原子を有するアルコキシ基を表し;R’は、1〜6個の炭素原子を有するヒドロカルビル基を表し;aは、包括的に1〜3の範囲の値を有する]である。
・好ましくは、不飽和シランは部分的に加水分解され、オリゴマーに縮合している。
・好ましくは、有機ケイ素化合物(B)は、下記式のT単位を含んだ分岐シリコーン樹脂である:
Y−Z−SiO3/2
[式中、Zは、分岐シリコーン樹脂に、C−Si結合を介して結合した2価の有機的結合である]。
・好ましくは、分岐シリコーン樹脂は、加水分解性Si−OR基を含み、Rは、1〜4個の炭素原子を有するアルキル基を表す。
・好ましくは、有機ケイ素化合物(B)は、主に、下記式のうちの少なくとも1つの基を含んだ直鎖オルガノポリシロキサン流体である:
Y−Z’−
[式中、Z’は、オルガノポリシロキサン流体に結合した2価の有機的結合である]。
・好ましくは、オルガノポリシロキサン流体は、下記式のうちの少なくとも1つの末端基を有するポリジメチルシロキサンである:
Y−Z’−
[式中、Z’は、オルガノポリシロキサン流体に結合した2価の有機的結合である]。
・好ましくは、2価の有機的結合Z’は、C−Si結合を介してオルガノポリシロキサン流体と結合している。
・好ましくは、ポリオレフィンにフリーラジカル部位を発生させることのできる有機ペルオキシド化合物は、不飽和モノマー(A)との反応の間、ポリオレフィンの0.01〜2重量%存在する。
・好ましくは、ポリオレフィンは、ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、不飽和モノマー(A)と反応し、反応生成物は、有機ケイ素化合物(B)と反応する。
・好ましくは、不飽和モノマー(A)は、有機ケイ素化合物(B)と反応し、反応生成物は、ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、ポリオレフィンと反応する。
・好ましくは、ポリオレフィンは、ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、不飽和モノマー(A’)及び有機ケイ素化合物(B)と同時に反応する。
・好ましくは、ポリオレフィンは、ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、不飽和モノマー(A’)と反応し、反応生成物は、有機ケイ素化合物(B)と反応する。
・好ましくは、不飽和モノマー(A’)は、有機ケイ素化合物(B)と反応し、反応生成物は、ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、ポリオレフィンと反応する。
・好ましくは、ポリオレフィンは、3〜10個の炭素原子を有するアルファ−オレフィン単位を少なくとも50重量%含む。
・より好ましくは、ポリオレフィンはポリプロピレンである。
使用したポリマーは以下の通りである:
・PP=ボレアリス(Borealis)(登録商標)HB 205 TFとして提供されるアイソタクチックポリプロピレンホモポリマー(ISO 1133に従って測定した230℃/2.16kgでのメルトフローインデックスMFR 1g/10分);
・多孔質PPは、微孔質ポリプロピレンであり、アキュレル(Accurel)(登録商標)XP100としてMembrana社から提供された。この微孔質ポリマーは、液体成分の吸収のために使用された。アキュレル(登録商標)XP100の特性は、MFR(2.16kg/230℃)2.1g/10分(方法ISO1133)であり、融点(DSC)156℃であった。
・DHBPは、2,5−ジメチル−2,5−ジ−(tert−ブチルペルオキシ)ヘキサンペルオキシドであり、アーケマ ルパロックス(Arkema Luperox)(登録商標)101 ペルオキシドとして提供された;
・Z−6011は、ダウコーニング(登録商標)Z6011としての≧99%純度のアミノプロピル−トリエトキシシランであった。
・Z−6040は、ダウコーニング(登録商標)Z6040としての≧99%純度の3−グリシドキシプロピルトリメトキシシランであった。
・3−イソシアネートプロピルトリエトキシシランは、≧95%純度であり、ABCR GmbH&Co.KGによって提供された(AB111201を参照);
・3−イソシアネートプロピルトリメトキシシランは、≧95%純度であり、ABCR GmbH&Co.KGによって提供された(AB143694を参照)。
・4−ビニルアニリンは、97%純度であり、シグマ−アルドリッチリエージェントプラス(登録商標)により提供された(536180を参照)。
・2−メトキシ−4−ビニルフェノールは、≧98%純度であり、シグマ−アルドリッチリエージェントプラス(登録商標)により提供された(W267511を参照)。
・ソルブアルデヒド(トランス,トランス−2,4−ヘキサジエナール)は、≧95%純度であり、シグマ−アルドリッチリエージェントプラス(登録商標)により提供された(W342904を参照)。
・3−グリシジルソルベートは、カナダ特許第526630号明細書に記載される方法によって調製した。
・成形又は射出した標本を水中で硬化させるため、1%酢酸を水に希釈した;
・複合材料を作製するため、ABCR(登録商標)によって提供されるジオクチルスズジラウレート(DOTDL)(AB106609を参照)を、ニナス(Nynas)社により販売される、粘度104cSt(40℃、方法ASTM D445)及び比重0.892g/cm3(方法ASTM D4052)を有するナフテン加工オイル、ニフレックス(Nyflex)(登録商標)222Bに希釈した。
・イルガフォス168は、トリス−(2,4−ジ−tert−ブチルフェニル)ホスファイト酸化防止剤であり、チバ(Chiba)からイルガフォス(登録商標)168として提供された。
・イルガノックス(登録商標)1010は、テトラキス[メチレン−3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル−プロピオネート)]メタンフェノール系酸化防止剤であり、チバからイルガノックス(登録商標)1010として提供された。
液体試薬がポリプロピレンに吸収されてシランマスターバッチを形成するまで、多孔質PPペレット10重量部を、アミノプロピル−トリエトキシシラン3.36重量部、ソルブアルデヒド1.46重量部及びDHBP0.2重量部と共に混転した。
ソルブアルデヒドを等モル量の4−ビニルアニリンに置き換え、アミノプロピル−トリエトキシシランを等量の3−グリシドキシプロピルトリメトキシシランに置き換えて、実施例1を繰り返した。
ソルブアルデヒドを等モル量の2−メトキシ−4−ビニルフェノールに置き換え、アミノプロピル−トリエトキシシランを等量の3−イソシアネートプロピルトリエトキシシランに置き換えて、実施例1を繰り返した。
3−グリシドキシプロピルトリメトキシシランを、表1に示す、等量の3−イソシアネートプロピルトリエトキシシラン又は3−イソシアネートプロピルトリメトキシシランに置き換えて、実施例2を繰り返した。
ソルブアルデヒドを等モル量のグリシジルソルベートに置き換えて、実施例1を繰り返した。
比較例C1では、ソルブアルデヒド及びZ−6011を省略して実施例1を繰り返した。比較例C2では、ソルブアルデヒド、Z−6011及びペルオキシドを省略した。
Claims (15)
- シラン又はシリコーン官能基をポリオレフィンにグラフトする方法であって、
ポリオレフィンを、前記ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、オレフィン−C=C−結合又はアセチレン−C≡C−結合及び反応性官能基Xを含んだ不飽和モノマー(A)および前記不飽和モノマー(A)の前記官能基Xと反応し得る官能基Yを有する有機ケイ素化合物(B)と反応させる工程
を具え、
前記不飽和モノマー(A)が、芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和を含み、
前記芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和が、前記不飽和モノマー(A)の前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と共役しており、
前記官能基Yが、アミノ基、メルカプト基、エポキシド基、イソシアネート基、アミノアルキル基、エポキシアルキル基、またはイソシアネートアルキル基であることを特徴とする方法。 - ポリオレフィンと、オレフィン−C=C−結合又はアセチレン−C≡C−結合及び反応性官能基Xを含んだ不飽和モノマー(A)とを含む組成物であって、
前記不飽和モノマー(A)が、芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和を含み、
前記芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和が、前記不飽和モノマー(A)の前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と共役しており、
前記不飽和モノマー(A)の前記官能基Xと反応し得る官能基Yを有する有機ケイ素化合物(B)を含み、
前記官能基Yが、アミノ基、メルカプト基、エポキシド基、イソシアネート基、アミノアルキル基、エポキシアルキル基、またはイソシアネートアルキル基であることを特徴とする組成物。 - 前記ポリオレフィンが、3〜10個の炭素原子を有するアルファ−オレフィン単位を少なくとも50重量%含むことを特徴とする、請求項2に記載の組成物。
- 前記不飽和モノマー(A)が、4−ビニルアニリンであり、
前記有機ケイ素化合物(B)が、エポキシド又はイソシアネート基を含むか、或いは、
前記不飽和モノマー(A)が、2−メトキシ−4−ビニルフェノールであり、
前記有機ケイ素化合物(B)が、イソシアネ−ト基を含むことを特徴とする、請求項2又は3に記載の組成物。 - 前記不飽和モノマー(A)が、前記オレフィン−C=C−結合又はアセチレン−C≡C−結合に対する電子求引性部分を含むことを特徴とする、請求項2又は3に記載の組成物。
- 前記不飽和モノマー(A)が、ソルブアルデヒドであり、
前記有機ケイ素化合物(B)が、アミノアルキル基を含むか、或いは、
前記不飽和モノマー(A)が、グリシジルソルベートであり、
前記有機ケイ素化合物(B)が、アミノアルキル基を含むことを特徴とする、請求項5に記載の組成物。 - 前記有機ケイ素化合物(B)が、前記官能基Y及び加水分解性基を含んだシランであり、
前記加水分解性基が、式−SiRaR’(3−a)[式中、各々のRは、1〜4個の炭素原子を有するアルコキシ基を表し;R’は、1〜6個の炭素原子を有するヒドロカルビル基を表し;aは、包括的に1〜3の範囲の値を有する]であることを特徴とする、請求項2〜6のいずれか1項に記載の組成物。 - 前記有機ケイ素化合物(B)が、下記式のT単位を含んだ分岐シリコーン樹脂であり、
Y−Z−SiO3/2
[式中、Zは、C−Si結合を介して前記分岐シリコーン樹脂に結合した2価の有機的結合である]
前記分岐シリコーン樹脂が、加水分解性Si−OR基[式中、Rは、1〜4個の炭素原子を有するアルキル基を表す]を含むことを特徴とする、請求項2〜7のいずれか1項に記載の組成物。 - 前記有機ケイ素化合物(B)が、下記式のうちの少なくとも1つの基を含んだ直鎖オルガノポリシロキサン流体を含み、
Y−Z’−
[式中、Z’は、前記オルガノポリシロキサン流体に結合した2価の有機的結合である]
前記オルガノポリシロキサン流体が、下記式のうちの少なくとも1つの末端基を有するポリジメチルシロキサンである
Y−Z’−
[式中、Z’は、前記オルガノポリシロキサン流体に結合した2価の有機的結合である]ことを特徴とする、請求項2〜7のいずれか1項に記載の組成物。 - 前記2価の有機的結合Z’が、C−Si結合を介して、前記オルガノポリシロキサン流体に結合していることを特徴とする、請求項9に記載の組成物。
- シラン又はシリコーン官能基をポリオレフィンにグラフトする方法であって、
ポリオレフィンを、前記ポリオレフィンにフリーラジカル部位を発生させることのできる手段の存在下、オレフィン−C=C−結合又はアセチレン−C≡C−結合を含んだ不飽和モノマー(A’)および前記不飽和モノマー(A’)と反応し得る官能基Yを有する有機ケイ素化合物(B)と反応させる工程
を具え、
前記不飽和モノマー(A’)が、前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と、前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と共役した芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和とを含んだ基を少なくとも2つ含み、
前記有機ケイ素化合物(B)の前記官能基Yが、前記不飽和モノマー(A’)中に存在する前記オレフィン結合又はアセチレン結合と反応することができることを特徴とする方法。 - ポリオレフィンと、オレフィン−C=C−結合又はアセチレン−C≡C−結合を含んだ不飽和モノマー(A’)とを含んだ組成物であって、
前記不飽和モノマー(A’)が、前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と、前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と共役した芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和とを含んだ基を少なくとも2つ含み、
前記不飽和モノマー(A’)中に存在する前記オレフィン結合又はアセチレン結合と反応することのできる官能基Yを有する有機ケイ素化合物(B)を含むことを特徴とする組成物。 - 前記ポリオレフィンが、3〜10個の炭素原子を有するアルファ−オレフィン単位を、少なくとも50重量%含むことを特徴とする、請求項12に記載の組成物。
- 前記ポリオレフィンが、ポリプロピレンであることを特徴とする、請求項13に記載の組成物。
- シラン又はシリコーン官能基のポリオレフィンへのグラフトにおける、オレフィン−C=C−結合又はアセチレン−C≡C−結合、芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和、並びに、反応性官能基Xを含んだ不飽和モノマー(A)と、該不飽和モノマー(A)の官能基Xと反応し得る官能基Yを有する有機ケイ素化合物(B)との併用であって、
前記芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和が、前記不飽和モノマー(A)の前記オレフィン−C=C−結合又はアセチレン−C≡C−結合と共役しており、
芳香環又は更なるオレフィン二重結合若しくはアセチレン不飽和を含まない不飽和シランとのグラフトと比較して、改善したグラフト及び/又はより少ないポリマーの分解をもたらす併用。
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-
2010
- 2010-01-06 GB GBGB1000121.2A patent/GB201000121D0/en not_active Ceased
- 2010-12-22 CA CA2785124A patent/CA2785124A1/en not_active Abandoned
- 2010-12-22 WO PCT/EP2010/070482 patent/WO2011083045A1/en active Application Filing
- 2010-12-22 MX MX2012007201A patent/MX2012007201A/es not_active Application Discontinuation
- 2010-12-22 EP EP10796059.3A patent/EP2521740B1/en active Active
- 2010-12-22 CN CN201080060791.7A patent/CN102695726B/zh active Active
- 2010-12-22 US US13/520,859 patent/US9181379B2/en active Active
- 2010-12-22 JP JP2012547479A patent/JP5876835B2/ja active Active
- 2010-12-22 KR KR1020127020541A patent/KR101783351B1/ko active IP Right Grant
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CN102695726B (zh) | 2014-08-13 |
EP2521740A1 (en) | 2012-11-14 |
CA2785124A1 (en) | 2011-07-14 |
WO2011083045A1 (en) | 2011-07-14 |
MX2012007201A (es) | 2012-10-03 |
GB201000121D0 (en) | 2010-02-17 |
KR20130010506A (ko) | 2013-01-28 |
US9181379B2 (en) | 2015-11-10 |
CN102695726A (zh) | 2012-09-26 |
JP2013527255A (ja) | 2013-06-27 |
US20120283346A1 (en) | 2012-11-08 |
KR101783351B1 (ko) | 2017-09-29 |
EP2521740B1 (en) | 2018-05-09 |
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