DE2159991C2 - Siliciumhaltige Dioxolanderivate - Google Patents
Siliciumhaltige DioxolanderivateInfo
- Publication number
- DE2159991C2 DE2159991C2 DE2159991A DE2159991A DE2159991C2 DE 2159991 C2 DE2159991 C2 DE 2159991C2 DE 2159991 A DE2159991 A DE 2159991A DE 2159991 A DE2159991 A DE 2159991A DE 2159991 C2 DE2159991 C2 DE 2159991C2
- Authority
- DE
- Germany
- Prior art keywords
- esters
- hydrogen
- epoxy
- silane
- silicon
- 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.)
- Expired
Links
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims 4
- 150000004862 dioxolanes Chemical class 0.000 title claims 4
- 229910052710 silicon Inorganic materials 0.000 title claims 4
- 239000010703 silicon Substances 0.000 title claims 4
- 150000001875 compounds Chemical class 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000007858 starting material Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000008030 elimination Effects 0.000 claims description 2
- 238000003379 elimination reaction Methods 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 150000004756 silanes Chemical class 0.000 claims 5
- -1 Organosilane esters Chemical class 0.000 claims 4
- 230000015572 biosynthetic process Effects 0.000 claims 4
- 230000003197 catalytic effect Effects 0.000 claims 3
- 150000002978 peroxides Chemical class 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- 239000004593 Epoxy Substances 0.000 claims 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 239000005046 Chlorosilane Substances 0.000 claims 1
- 241000238558 Eucarida Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 238000005266 casting Methods 0.000 claims 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 claims 1
- 230000002860 competitive effect Effects 0.000 claims 1
- 238000007323 disproportionation reaction Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 claims 1
- 239000005007 epoxy-phenolic resin Substances 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000003365 glass fiber Substances 0.000 claims 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002739 metals Chemical class 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 229920000620 organic polymer Polymers 0.000 claims 1
- 150000001282 organosilanes Chemical class 0.000 claims 1
- 229920001568 phenolic resin Polymers 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 239000002574 poison Substances 0.000 claims 1
- 231100000614 poison Toxicity 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 239000010948 rhodium Substances 0.000 claims 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 239000004576 sand Substances 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- 238000007669 thermal treatment Methods 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- 238000009835 boiling Methods 0.000 description 9
- ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000000292 calcium oxide Substances 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- SHHGHQXPESZCQA-UHFFFAOYSA-N oxiran-2-ylmethylsilicon Chemical compound [Si]CC1CO1 SHHGHQXPESZCQA-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical group C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 229910001038 basic metal oxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- QABJMCUIZVKWCF-UHFFFAOYSA-N methyl-di(propan-2-yloxy)silicon Chemical compound CC(C)O[Si](C)OC(C)C QABJMCUIZVKWCF-UHFFFAOYSA-N 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B22—CASTING; POWDER METALLURGY
- B22C—FOUNDRY MOULDING
- B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
- B22C1/16—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents
- B22C1/20—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents
- B22C1/205—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of organic silicon or metal compounds, other organometallic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2159991A DE2159991C2 (de) | 1971-12-03 | 1971-12-03 | Siliciumhaltige Dioxolanderivate |
| GB5409772A GB1364199A (en) | 1971-12-03 | 1972-11-22 | Silicon containing dioxolane derivatives |
| CH1733872A CH575426A5 (enExample) | 1971-12-03 | 1972-11-28 | |
| US00310495A US3825567A (en) | 1971-12-03 | 1972-11-29 | Siliceous dioxolane derivatives |
| FR7242629A FR2162115B1 (enExample) | 1971-12-03 | 1972-11-30 | |
| JP47121429A JPS5040533A (enExample) | 1971-12-03 | 1972-12-04 | |
| US05/469,937 US3932464A (en) | 1971-12-03 | 1974-05-14 | Siliceous dioxolane derivatives |
| US05/635,533 US4213908A (en) | 1971-12-03 | 1975-11-26 | Siliceous dioxolane derivatives and their application to the manufacture of organosilane esters containing epoxy groups |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2159991A DE2159991C2 (de) | 1971-12-03 | 1971-12-03 | Siliciumhaltige Dioxolanderivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2159991A1 DE2159991A1 (de) | 1973-06-14 |
| DE2159991C2 true DE2159991C2 (de) | 1982-10-21 |
Family
ID=5826895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2159991A Expired DE2159991C2 (de) | 1971-12-03 | 1971-12-03 | Siliciumhaltige Dioxolanderivate |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US3825567A (enExample) |
| JP (1) | JPS5040533A (enExample) |
| CH (1) | CH575426A5 (enExample) |
| DE (1) | DE2159991C2 (enExample) |
| FR (1) | FR2162115B1 (enExample) |
| GB (1) | GB1364199A (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2559259A1 (de) * | 1975-12-31 | 1977-07-14 | Dynamit Nobel Ag | Silane mit verkappten funktionellen gruppen als haftvermittler |
| US4673750A (en) * | 1985-04-04 | 1987-06-16 | Loctite Corporation | Auto-adhering one-component RTV silicone sealant composition utilizing glycidoxyalkyl substituted alkoxy-oxime silane as an adhesion promoter |
| US4954269A (en) * | 1989-07-10 | 1990-09-04 | Dow Corning Corporation | Dioxolane functional silicon compounds and method for their preparation and use |
| DE4423811C1 (de) * | 1994-07-06 | 1996-01-18 | Fraunhofer Ges Forschung | Hydrolysierbare und polymerisierbare Silane, Verfahren zu deren Herstellung und deren Verwendung |
| DE10246139A1 (de) | 2002-10-01 | 2004-04-15 | Basf Ag | Alkylglycidolcarbonate als Co-Tenside |
| DE102007007185A1 (de) | 2007-02-09 | 2008-08-14 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Glycidyloxyalkyltrialkoxysilanen |
| EP3441397B1 (de) | 2017-08-09 | 2019-10-09 | Evonik Degussa GmbH | Verfahren zur herstellung von 3-glycidyloxypropyltrialkoxysilanen |
| EP3473631B1 (de) | 2017-10-19 | 2020-01-08 | Evonik Operations GmbH | Neue epoxy-funktionelle alkoxysilane, verfahren zu deren herstellung und deren verwendung |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1940205U (de) | 1966-04-09 | 1966-06-08 | Wilhelm Merken | Formmaschine fuer giessereien. |
| DE1259888B (de) * | 1967-05-27 | 1968-02-01 | Bayer Ag | Verfahren zur Herstellung von Organosiliciumverbindungen |
| DE1937904C3 (de) * | 1969-07-25 | 1975-05-28 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von Organosiliciumverbindungen durch Addition |
-
1971
- 1971-12-03 DE DE2159991A patent/DE2159991C2/de not_active Expired
-
1972
- 1972-11-22 GB GB5409772A patent/GB1364199A/en not_active Expired
- 1972-11-28 CH CH1733872A patent/CH575426A5/xx not_active IP Right Cessation
- 1972-11-29 US US00310495A patent/US3825567A/en not_active Expired - Lifetime
- 1972-11-30 FR FR7242629A patent/FR2162115B1/fr not_active Expired
- 1972-12-04 JP JP47121429A patent/JPS5040533A/ja active Pending
-
1975
- 1975-11-26 US US05/635,533 patent/US4213908A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US3825567A (en) | 1974-07-23 |
| CH575426A5 (enExample) | 1976-05-14 |
| GB1364199A (en) | 1974-08-21 |
| JPS5040533A (enExample) | 1975-04-14 |
| FR2162115B1 (enExample) | 1976-10-29 |
| DE2159991A1 (de) | 1973-06-14 |
| US4213908A (en) | 1980-07-22 |
| FR2162115A1 (enExample) | 1973-07-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |