DE1493733A1 - 2,2,5,5,-Tetramethyl-2,5-disila-1,3-dioxolan und Verfahren zu seiner Herstellung - Google Patents
2,2,5,5,-Tetramethyl-2,5-disila-1,3-dioxolan und Verfahren zu seiner HerstellungInfo
- Publication number
- DE1493733A1 DE1493733A1 DE19651493733 DE1493733A DE1493733A1 DE 1493733 A1 DE1493733 A1 DE 1493733A1 DE 19651493733 DE19651493733 DE 19651493733 DE 1493733 A DE1493733 A DE 1493733A DE 1493733 A1 DE1493733 A1 DE 1493733A1
- Authority
- DE
- Germany
- Prior art keywords
- tetramethyl
- disila
- dioxolane
- distilled
- toluenesulfonic acid
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 3
- PGBKOXQSNCIJSE-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3,2,4-dioxadisilolane Chemical compound C[Si]1(C)CO[Si](C)(C)O1 PGBKOXQSNCIJSE-UHFFFAOYSA-N 0.000 title description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 18
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- SVZSOVXXWFZQHH-UHFFFAOYSA-N [[hydroxymethyl(dimethyl)silyl]oxy-dimethylsilyl]methanol Chemical compound OC[Si](C)(C)O[Si](C)(C)CO SVZSOVXXWFZQHH-UHFFFAOYSA-N 0.000 claims description 2
- ZBVZYBWFESOWPG-UHFFFAOYSA-N [acetyloxy(dimethyl)silyl]methyl acetate Chemical compound CC(=O)OC[Si](C)(C)OC(C)=O ZBVZYBWFESOWPG-UHFFFAOYSA-N 0.000 claims description 2
- 125000005997 bromomethyl group Chemical group 0.000 claims description 2
- 230000008021 deposition Effects 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- ACXIAEKDVUJRSK-UHFFFAOYSA-N methyl(silyloxy)silane Chemical compound C[SiH2]O[SiH3] ACXIAEKDVUJRSK-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 229910021419 crystalline silicon Inorganic materials 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 229910003849 O-Si Inorganic materials 0.000 description 1
- 229910003872 O—Si Inorganic materials 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- UPKHMNVQWIFQBW-UHFFFAOYSA-N bromomethyl-[bromomethyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound BrC[Si](C)(C)O[Si](C)(C)CBr UPKHMNVQWIFQBW-UHFFFAOYSA-N 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 150000001722 carbon compounds Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- -1 dimethyl- (acetoxymethyl) Chemical group 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- GRVPDGGTLNKOBZ-UHFFFAOYSA-M triethyl(methyl)azanium;bromide Chemical compound [Br-].CC[N+](C)(CC)CC GRVPDGGTLNKOBZ-UHFFFAOYSA-M 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF0046845 | 1965-08-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1493733A1 true DE1493733A1 (de) | 1969-11-20 |
Family
ID=7101277
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19651493733 Pending DE1493733A1 (de) | 1965-08-07 | 1965-08-07 | 2,2,5,5,-Tetramethyl-2,5-disila-1,3-dioxolan und Verfahren zu seiner Herstellung |
Country Status (4)
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009046254A1 (de) * | 2009-10-30 | 2011-05-19 | Wacker Chemie Ag | Verfahren zur Herstellung von (Hydroxymethyl)polysiloxanen |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2983744A (en) * | 1955-11-17 | 1961-05-09 | Du Pont | Heterocycles |
US3256308A (en) * | 1962-03-05 | 1966-06-14 | Dow Chemical Co | 2-methyl-1, 3-dioxa-2-sila-cyclohept-5-ene |
US3328340A (en) * | 1963-09-09 | 1967-06-27 | Gen Electric | Organopolysiloxane composition of reduced structure |
-
1965
- 1965-08-07 DE DE19651493733 patent/DE1493733A1/de active Pending
-
1966
- 1966-07-06 US US563065A patent/US3444228A/en not_active Expired - Lifetime
- 1966-07-12 GB GB31283/66A patent/GB1080397A/en not_active Expired
- 1966-08-04 BE BE685083D patent/BE685083A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3444228A (en) | 1969-05-13 |
GB1080397A (en) | 1967-08-23 |
BE685083A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-01-16 |
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