JP4499411B2 - シランまたはシロキサンの調製方法 - Google Patents
シランまたはシロキサンの調製方法 Download PDFInfo
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- JP4499411B2 JP4499411B2 JP2003519078A JP2003519078A JP4499411B2 JP 4499411 B2 JP4499411 B2 JP 4499411B2 JP 2003519078 A JP2003519078 A JP 2003519078A JP 2003519078 A JP2003519078 A JP 2003519078A JP 4499411 B2 JP4499411 B2 JP 4499411B2
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- Prior art keywords
- siloxane
- silane
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- reaction zone
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- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims description 28
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 title claims description 21
- 229910000077 silane Inorganic materials 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title description 4
- 238000006243 chemical reaction Methods 0.000 claims description 33
- -1 allyl compound Chemical class 0.000 claims description 28
- 239000003054 catalyst Substances 0.000 claims description 20
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 10
- 125000000962 organic group Chemical group 0.000 claims description 10
- 229910000510 noble metal Inorganic materials 0.000 claims description 6
- 230000003068 static effect Effects 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 14
- 239000000376 reactant Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 12
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 10
- 239000012530 fluid Substances 0.000 description 8
- 238000006317 isomerization reaction Methods 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- 229910052697 platinum Inorganic materials 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000003961 organosilicon compounds Chemical class 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 229910052990 silicon hydride Inorganic materials 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical group CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 125000000746 allylic group Chemical group 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003141 primary amines Chemical group 0.000 description 2
- UIDUKLCLJMXFEO-UHFFFAOYSA-N propylsilane Chemical class CCC[SiH3] UIDUKLCLJMXFEO-UHFFFAOYSA-N 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 2
- 239000005052 trichlorosilane Substances 0.000 description 2
- 229960002703 undecylenic acid Drugs 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- GVZIBGFELWPEOC-UHFFFAOYSA-N (2-hydroxy-4-prop-2-enoxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCC=C)=CC=C1C(=O)C1=CC=CC=C1 GVZIBGFELWPEOC-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- ULIKDJVNUXNQHS-UHFFFAOYSA-N 2-Propene-1-thiol Chemical compound SCC=C ULIKDJVNUXNQHS-UHFFFAOYSA-N 0.000 description 1
- GCYHRYNSUGLLMA-UHFFFAOYSA-N 2-prop-2-enoxyethanol Chemical compound OCCOCC=C GCYHRYNSUGLLMA-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004808 allyl alcohols Polymers 0.000 description 1
- HXBPYFMVGFDZFT-UHFFFAOYSA-N allyl isocyanate Chemical compound C=CCN=C=O HXBPYFMVGFDZFT-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- FSIJKGMIQTVTNP-UHFFFAOYSA-N bis(ethenyl)-methyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C=C)C=C FSIJKGMIQTVTNP-UHFFFAOYSA-N 0.000 description 1
- DSVRVHYFPPQFTI-UHFFFAOYSA-N bis(ethenyl)-methyl-trimethylsilyloxysilane;platinum Chemical group [Pt].C[Si](C)(C)O[Si](C)(C=C)C=C DSVRVHYFPPQFTI-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SWGZAKPJNWCPRY-UHFFFAOYSA-N methyl-bis(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)(C)C SWGZAKPJNWCPRY-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0876—Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
- C07F7/0878—Si-C bond
- C07F7/0879—Hydrosilylation reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Silicon Polymers (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
[実施例1]
ヘプタメチルトリシロキサンと1−オクテン(アリル基含有化合物)とを、実施例1に記載する同じ実験設備、すなわち、インライン動的混合機および熱交換反応装置に化学量論的に等量で供給した。この系は混和性の均質系である。ジビニルテトラメチルジシロキサン錯体中の0.6%Pt(金属として)の触媒溶液を17ml/分で反応装置に直接注入した。反応装置内の温度を150℃に維持し、用いた滞留時間はおよそ11秒および全流速は160g/分であった。1,1,1,2,3,3,3−ヘプタメチル−2−オクチルトリシロキサン流体生成物への実質的に完全なワンパス変換が行われ、およそ2.5%のオクテンへの異性化が起きた。
Claims (7)
- 貴金属触媒の存在下で少なくとも1個のSi−H基を含有するシランまたはシロキサン(A)とアリル化合物(B)との間のヒドロシリル化反応により、少なくとも1個の有機基を含有するシランまたはシロキサンを調製する方法において、
前記シランまたはシロキサン(A)とアリル化合物(B)とが、115〜200℃の範囲の温度に維持された反応域を通って連続的に供給され、前記反応域中の(A)および(B)の滞留時間は20分未満であり、前記反応域は、発熱性ヒドロシリル化反応からの熱を散逸させる高熱伝導性材料のブロック中に2mm未満の厚さの狭い流路を備えることを特徴とするシランまたはシロキサンの調製方法。 - 前記(A)および(B)は、それらが前記反応域に入る前に混合されて、分散体を形成することを特徴とする請求項1に記載の方法。
- 前記反応域は、(A)および(B)の混合を促進する静的混合要素を含むことを特徴とする請求項1または2に記載の方法。
- 前記反応域は、130〜160℃の範囲の温度に維持されることを特徴とする請求項1〜3のいずれか一項に記載の方法。
- 前記反応域中の(A)および(B)の滞留時間は、1〜15秒であることを特徴とする請求項1〜4のいずれか一項に記載の方法。
- 前記触媒は、(A)と(B)とが混合される地点の下流で前記反応域に注入されることを特徴とする請求項1〜5のいずれか一項に記載の方法。
- 前記触媒は、前記アリル化合物(B)が前記シランまたはシロキサン(A)と混合される前に、前記アリル化合物(B)と混合されることを特徴とする請求項1〜5のいずれか一項に記載の方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0118858.0A GB0118858D0 (en) | 2001-08-02 | 2001-08-02 | Hydrosilylation process |
PCT/EP2002/008425 WO2003014129A1 (en) | 2001-08-02 | 2002-07-18 | Hydrosilylation process |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2004537600A JP2004537600A (ja) | 2004-12-16 |
JP2004537600A5 JP2004537600A5 (ja) | 2006-01-05 |
JP4499411B2 true JP4499411B2 (ja) | 2010-07-07 |
Family
ID=9919676
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003519078A Expired - Fee Related JP4499411B2 (ja) | 2001-08-02 | 2002-07-18 | シランまたはシロキサンの調製方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US7208619B2 (ja) |
EP (1) | EP1417210B1 (ja) |
JP (1) | JP4499411B2 (ja) |
DE (1) | DE60234699D1 (ja) |
GB (1) | GB0118858D0 (ja) |
WO (1) | WO2003014129A1 (ja) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102004058000A1 (de) | 2004-12-01 | 2006-06-08 | Wacker Chemie Ag | Verfahren zur kontinuierlichen Hydrosilylierung |
CN100366661C (zh) * | 2006-02-17 | 2008-02-06 | 浙江大学 | 一种带有长链聚醚链段硅烷偶联剂的合成方法 |
DE102007023760A1 (de) * | 2006-08-10 | 2008-02-14 | Evonik Degussa Gmbh | Anlage, Reaktor und Verfahren zur kontinuierlichen industriellen Herstellung von 3-Methacryloxypropylalkoxysilanen |
DE102007023762A1 (de) * | 2006-08-10 | 2008-02-14 | Evonik Degussa Gmbh | Anlage und Verfahren zur kontinuierlichen industriellen Herstellung von 3-Glycidyloxypropylalkoxysilanen |
EP2360205A1 (de) * | 2010-02-19 | 2011-08-24 | BYK-Chemie GmbH | Verfahren zur kontinuierlichen Hydrosilylierung |
WO2015087903A1 (ja) * | 2013-12-13 | 2015-06-18 | 旭硝子株式会社 | ケイ素化合物の製造方法 |
EP3336129B1 (en) * | 2016-12-16 | 2021-03-17 | Henkel AG & Co. KGaA | Process for the preparation of hydroxyl-functionalized polysiloxanes |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3000768A1 (de) * | 1980-01-10 | 1981-07-16 | Wacker-Chemie GmbH, 8000 München | Verfahren zum anlagern von si-gebundenem wasserstoff an aliphatische mehrfachbindung |
US4533744A (en) * | 1983-08-29 | 1985-08-06 | General Electric Company | Hydrosilylation method, catalyst and method for making |
US5153293A (en) * | 1991-03-18 | 1992-10-06 | Dow Corning Corporation | Process for the preparation of organopolysiloxane copolymers |
DE69220309T2 (de) * | 1991-09-18 | 1997-10-23 | Dow Corning | Verfahren zur Steuerung der Hydrosilylierung in Reaktionsgemische |
DE19508459A1 (de) * | 1995-03-09 | 1996-09-12 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Alkylsilanen mit sperrigen Alkylresten |
JP2844453B2 (ja) * | 1996-10-02 | 1999-01-06 | 花王株式会社 | 新規シロキサン誘導体 |
EP1162426B1 (en) | 1997-06-03 | 2005-04-06 | CHART HEAT EXCHANGERS Limited Partnership | Heat exchanger and/or fluid mixing means |
DE19805083A1 (de) * | 1998-02-09 | 1999-08-12 | Huels Chemische Werke Ag | Verfahren zur Herstellung von 3-Glycidyloxypropyltrialkoxysilanen |
US5986022A (en) * | 1998-04-01 | 1999-11-16 | Witco Corporation | Continuous manufacture of silicone coploymers |
DE19816921A1 (de) * | 1998-04-16 | 1999-10-21 | Wacker Chemie Gmbh | Verfahren für kontinuierliche polymeranaloge Umsetzungen |
DE19825793C1 (de) * | 1998-06-10 | 2000-01-05 | Degussa | Verfahren zur Herstellung von in 3-Stellung funktionalisierten Organosilanen |
ATE245792T1 (de) * | 1998-06-12 | 2003-08-15 | Chart Heat Exchangers Ltd | Wärmetauscher |
CA2352792A1 (en) | 1998-12-09 | 2000-06-15 | Chart Heat Exchangers Ltd. | Heat exchanger |
DE19859759C1 (de) * | 1998-12-23 | 2000-06-29 | Goldschmidt Ag Th | Verfahren und Vorrichtung zur Durchführung kontinuierlicher Hydrosilylierungsreaktionen |
JP4488582B2 (ja) * | 2000-04-13 | 2010-06-23 | 東レ・ダウコーニング株式会社 | 連続的ヒドロシリル化反応方法、変性された液状有機珪素化合物の連続的製造方法および連続的ヒドロシリル化反応装置 |
US6177585B1 (en) * | 2000-05-19 | 2001-01-23 | Dow Corning Corporation | Bimetallic platinum catalysts for hydrosilations |
-
2001
- 2001-08-02 GB GBGB0118858.0A patent/GB0118858D0/en not_active Ceased
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2002
- 2002-07-18 JP JP2003519078A patent/JP4499411B2/ja not_active Expired - Fee Related
- 2002-07-18 DE DE60234699T patent/DE60234699D1/de not_active Expired - Lifetime
- 2002-07-18 US US10/484,413 patent/US7208619B2/en not_active Expired - Lifetime
- 2002-07-18 EP EP02794525A patent/EP1417210B1/en not_active Expired - Fee Related
- 2002-07-18 WO PCT/EP2002/008425 patent/WO2003014129A1/en active Application Filing
Also Published As
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US20040220420A1 (en) | 2004-11-04 |
EP1417210B1 (en) | 2009-12-09 |
DE60234699D1 (de) | 2010-01-21 |
WO2003014129A1 (en) | 2003-02-20 |
JP2004537600A (ja) | 2004-12-16 |
EP1417210A1 (en) | 2004-05-12 |
US7208619B2 (en) | 2007-04-24 |
GB0118858D0 (en) | 2001-09-26 |
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