JP2014037398A5 - - Google Patents
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- Publication number
- JP2014037398A5 JP2014037398A5 JP2012278847A JP2012278847A JP2014037398A5 JP 2014037398 A5 JP2014037398 A5 JP 2014037398A5 JP 2012278847 A JP2012278847 A JP 2012278847A JP 2012278847 A JP2012278847 A JP 2012278847A JP 2014037398 A5 JP2014037398 A5 JP 2014037398A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- substituted
- aryl
- group
- unsaturated
- 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.)
- Granted
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- 238000000034 method Methods 0.000 claims description 42
- 125000003118 aryl group Chemical group 0.000 claims description 26
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 26
- 125000003107 substituted aryl group Chemical group 0.000 claims description 26
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 22
- 125000005842 heteroatom Chemical group 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 16
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 15
- 239000003054 catalyst Substances 0.000 claims description 13
- 125000000524 functional group Chemical group 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 239000012190 activator Substances 0.000 claims description 6
- 239000012018 catalyst precursor Substances 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 239000002168 alkylating agent Substances 0.000 claims description 3
- 229940100198 alkylating agent Drugs 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical compound [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 claims description 3
- -1 chloro, bromo, iodo Chemical group 0.000 claims 13
- 229920002554 vinyl polymer Polymers 0.000 claims 12
- 150000002170 ethers Chemical class 0.000 claims 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 10
- 150000001336 alkenes Chemical class 0.000 claims 8
- 125000001153 fluoro group Chemical group F* 0.000 claims 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 7
- 238000006884 silylation reaction Methods 0.000 claims 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims 6
- 238000006243 chemical reaction Methods 0.000 claims 6
- 229920000570 polyether Polymers 0.000 claims 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 4
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 3
- 150000008282 halocarbons Chemical class 0.000 claims 3
- 229930195733 hydrocarbon Natural products 0.000 claims 3
- 150000002430 hydrocarbons Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 229920000642 polymer Polymers 0.000 claims 3
- 229920000098 polyolefin Polymers 0.000 claims 3
- 125000006657 (C1-C10) hydrocarbyl group Chemical group 0.000 claims 2
- UWRZIZXBOLBCON-UHFFFAOYSA-N 2-phenylethenamine Chemical compound NC=CC1=CC=CC=C1 UWRZIZXBOLBCON-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 2
- 239000004698 Polyethylene Substances 0.000 claims 2
- 239000004743 Polypropylene Substances 0.000 claims 2
- 239000004793 Polystyrene Substances 0.000 claims 2
- 229910004298 SiO 2 Inorganic materials 0.000 claims 2
- 229910004283 SiO 4 Inorganic materials 0.000 claims 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 2
- 150000001345 alkine derivatives Chemical class 0.000 claims 2
- 125000005336 allyloxy group Chemical group 0.000 claims 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 2
- 150000008378 aryl ethers Chemical class 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 239000011243 crosslinked material Substances 0.000 claims 2
- 150000001925 cycloalkenes Chemical class 0.000 claims 2
- 238000006356 dehydrogenation reaction Methods 0.000 claims 2
- 239000000412 dendrimer Substances 0.000 claims 2
- 229920000736 dendritic polymer Polymers 0.000 claims 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 239000003446 ligand Substances 0.000 claims 2
- 239000012705 liquid precursor Substances 0.000 claims 2
- 125000005394 methallyl group Chemical group 0.000 claims 2
- GBCKRQRXNXQQPW-UHFFFAOYSA-N n,n-dimethylprop-2-en-1-amine Chemical group CN(C)CC=C GBCKRQRXNXQQPW-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims 2
- 229920000573 polyethylene Polymers 0.000 claims 2
- 229920001155 polypropylene Polymers 0.000 claims 2
- 229920001296 polysiloxane Polymers 0.000 claims 2
- 229920002223 polystyrene Polymers 0.000 claims 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 229910000077 silane Inorganic materials 0.000 claims 2
- 150000004756 silanes Chemical class 0.000 claims 2
- 239000000377 silicon dioxide Substances 0.000 claims 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims 2
- 239000004711 α-olefin Substances 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- 101100242814 Caenorhabditis elegans parg-1 gene Proteins 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical group O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 150000001642 boronic acid derivatives Chemical class 0.000 claims 1
- 229910001873 dinitrogen Inorganic materials 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 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 claims 1
- 150000003003 phosphines Chemical class 0.000 claims 1
- 150000003839 salts Chemical group 0.000 claims 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261683882P | 2012-08-16 | 2012-08-16 | |
US61/683,882 | 2012-08-16 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017075009A Division JP6389297B2 (ja) | 2012-08-16 | 2017-04-05 | コバルト触媒を用いる脱水素シリル化および架橋 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2014037398A JP2014037398A (ja) | 2014-02-27 |
JP2014037398A5 true JP2014037398A5 (enrdf_load_stackoverflow) | 2017-01-12 |
JP6125222B2 JP6125222B2 (ja) | 2017-05-10 |
Family
ID=50285833
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012278847A Active JP6125222B2 (ja) | 2012-08-16 | 2012-12-21 | コバルト触媒を用いる脱水素シリル化および架橋 |
JP2017075009A Active JP6389297B2 (ja) | 2012-08-16 | 2017-04-05 | コバルト触媒を用いる脱水素シリル化および架橋 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017075009A Active JP6389297B2 (ja) | 2012-08-16 | 2017-04-05 | コバルト触媒を用いる脱水素シリル化および架橋 |
Country Status (2)
Country | Link |
---|---|
JP (2) | JP6125222B2 (enrdf_load_stackoverflow) |
TW (1) | TWI583690B (enrdf_load_stackoverflow) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106536046A (zh) * | 2014-05-08 | 2017-03-22 | 莫门蒂夫性能材料股份有限公司 | 二烷基钴催化剂及它们用于氢化硅烷化和脱氢硅烷化的用途 |
JP6473392B2 (ja) * | 2015-07-10 | 2019-02-20 | 信越化学工業株式会社 | 化粧料 |
CN108026126B (zh) * | 2015-07-24 | 2021-04-20 | 莫门蒂夫性能材料股份有限公司 | 使用吡啶二亚胺羧酸钴催化剂的脱氢硅烷化、氢化硅烷化和交联 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57109795A (en) * | 1980-12-26 | 1982-07-08 | Mitsubishi Chem Ind Ltd | Preparation of vinylsilane |
US4668812A (en) * | 1985-12-31 | 1987-05-26 | Union Carbide Corporation | Process for the preparation of olefinic silanes and siloxanes |
US7442819B2 (en) * | 2004-07-09 | 2008-10-28 | E. I. Du Pont De Nemours And Company | Catalysts for olefin polymerization or oligomerization |
US8415443B2 (en) * | 2009-07-10 | 2013-04-09 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
US8236915B2 (en) * | 2009-07-10 | 2012-08-07 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
CN103339135B (zh) * | 2010-11-24 | 2016-09-14 | 莫门蒂夫性能材料股份有限公司 | 用作氢化硅烷化催化剂的金属络合物的原位活化 |
-
2012
- 2012-12-21 JP JP2012278847A patent/JP6125222B2/ja active Active
- 2012-12-24 TW TW101149620A patent/TWI583690B/zh active
-
2017
- 2017-04-05 JP JP2017075009A patent/JP6389297B2/ja active Active
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