CA2191519A1 - Copper-based catalysts, processes for their production and their use and a process for the production of alkyl halosilanes - Google Patents
Copper-based catalysts, processes for their production and their use and a process for the production of alkyl halosilanesInfo
- Publication number
- CA2191519A1 CA2191519A1 CA002191519A CA2191519A CA2191519A1 CA 2191519 A1 CA2191519 A1 CA 2191519A1 CA 002191519 A CA002191519 A CA 002191519A CA 2191519 A CA2191519 A CA 2191519A CA 2191519 A1 CA2191519 A1 CA 2191519A1
- Authority
- CA
- Canada
- Prior art keywords
- copper
- based catalyst
- catalyst
- catalyst according
- tin
- 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.)
- Abandoned
Links
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 93
- 239000010949 copper Substances 0.000 title claims abstract description 90
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 89
- 239000003054 catalyst Substances 0.000 title claims abstract description 83
- 238000000034 method Methods 0.000 title claims abstract description 37
- 230000008569 process Effects 0.000 title claims abstract description 35
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 9
- 239000002245 particle Substances 0.000 claims description 31
- 230000003647 oxidation Effects 0.000 claims description 23
- 238000007254 oxidation reaction Methods 0.000 claims description 23
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 16
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 15
- 239000011135 tin Substances 0.000 claims description 15
- 229910052718 tin Inorganic materials 0.000 claims description 15
- 229910052710 silicon Inorganic materials 0.000 claims description 14
- 239000010703 silicon Substances 0.000 claims description 14
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 11
- 229910052725 zinc Inorganic materials 0.000 claims description 11
- 239000011701 zinc Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000004411 aluminium Substances 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 229910052742 iron Inorganic materials 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 6
- 229910052787 antimony Inorganic materials 0.000 claims description 6
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 6
- 229910052785 arsenic Inorganic materials 0.000 claims description 6
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims description 5
- 239000011574 phosphorus Substances 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 239000011575 calcium Substances 0.000 claims description 4
- 150000001350 alkyl halides Chemical class 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 13
- 238000000889 atomisation Methods 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- 230000003197 catalytic effect Effects 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 239000000956 alloy Substances 0.000 description 5
- 229910045601 alloy Inorganic materials 0.000 description 5
- 238000000227 grinding Methods 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229910000881 Cu alloy Inorganic materials 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229940050176 methyl chloride Drugs 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001399 aluminium compounds Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229940077746 antacid containing aluminium compound Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000005245 sintering Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 241000125205 Anethum Species 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- HFDWIMBEIXDNQS-UHFFFAOYSA-L copper;diformate Chemical compound [Cu+2].[O-]C=O.[O-]C=O HFDWIMBEIXDNQS-UHFFFAOYSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- 238000004993 emission spectroscopy Methods 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910001338 liquidmetal Inorganic materials 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000004663 powder metallurgy Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910021332 silicide Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000005549 size reduction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0072—Preparation of particles, e.g. dispersion of droplets in an oil bath
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
-
- 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
- C07F7/12—Organo silicon halides
- C07F7/16—Preparation thereof from silicon and halogenated hydrocarbons direct synthesis
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0081—Preparation by melting
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19544748 | 1995-12-01 | ||
| DE19544748.4 | 1995-12-01 | ||
| DE19619161.0 | 1996-05-11 | ||
| DE1996119161 DE19619161A1 (de) | 1996-05-11 | 1996-05-11 | Katalysatoren auf Kupferbasis, Verfahren zu ihrer Herstellung sowie ihre Verwendung und ein Verfahren zur Herstellung von Alkylhalogensilanen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2191519A1 true CA2191519A1 (en) | 1997-06-02 |
Family
ID=26020840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002191519A Abandoned CA2191519A1 (en) | 1995-12-01 | 1996-11-28 | Copper-based catalysts, processes for their production and their use and a process for the production of alkyl halosilanes |
Country Status (8)
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5596119A (en) * | 1995-12-05 | 1997-01-21 | Dow Corning Corporation | Method for controlling the direct process product distribution |
| JP3743482B2 (ja) | 1999-03-11 | 2006-02-08 | 信越化学工業株式会社 | オルガノハロシラン合成用金属銅触媒及びオルガノハロシランの製造方法並びに金属銅触媒の選定方法 |
| JP3743485B2 (ja) * | 1999-04-13 | 2006-02-08 | 信越化学工業株式会社 | オルガノハロシランの製造方法及び金属銅触媒の選定方法 |
| DE19937908C1 (de) * | 1999-08-11 | 2000-05-25 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Organochlorsilanen |
| US20070066480A1 (en) * | 1999-10-25 | 2007-03-22 | Moser William R | Method of preparing compounds using cavitation and compounds formed therefrom |
| US20020009414A1 (en) * | 1999-10-25 | 2002-01-24 | Moser William R. | Method of preparing compounds using cavitation and compounds formed therefrom |
| US6425850B1 (en) * | 2000-04-20 | 2002-07-30 | General Electric Company | Method for determining eta phase copper |
| JP3760984B2 (ja) * | 2001-04-10 | 2006-03-29 | 信越化学工業株式会社 | オルガノハロシラン合成用助触媒及びオルガノハロシランの製造方法 |
| US20030145681A1 (en) * | 2002-02-05 | 2003-08-07 | El-Shall M. Samy | Copper and/or zinc alloy nanopowders made by laser vaporization and condensation |
| AU2003236776A1 (en) * | 2002-04-17 | 2003-10-27 | Dow Corning Corporation | Method for producing halosilanes by impinging microwave energy |
| DE102009037992A1 (de) * | 2009-08-20 | 2011-02-24 | Eckart Gmbh | Verfahren zur Herstellung von Dispersionen mit metalloxidischen Nanopartikeln und Dispersion |
| RU2553656C2 (ru) | 2009-09-29 | 2015-06-20 | ЯНССЕН ПРОДАКТС, Эл.Пи. | Фосфорамидатные производные нуклеозидов |
| CN102671660A (zh) * | 2011-03-18 | 2012-09-19 | 中国科学院过程工程研究所 | 一种用于合成甲基氯硅烷的三元铜CuO-Cu2O-Cu催化剂的制备方法 |
| CN102773099B (zh) * | 2011-05-13 | 2014-12-24 | 中国科学院过程工程研究所 | 一种Cu-Cu2O-CuO三元铜基固溶催化剂及其制备方法 |
| CN102441381A (zh) * | 2011-10-28 | 2012-05-09 | 昆山德泰新材料科技有限公司 | 一种用氧化铜粉生产的催化剂及其制造方法 |
| CN102441382A (zh) * | 2011-10-28 | 2012-05-09 | 昆山德泰新材料科技有限公司 | 一种用水雾化生产的催化剂及其制造方法 |
| CN110270328B (zh) * | 2018-03-16 | 2022-03-15 | 苏州铜宝锐纳米科技有限公司 | 三相铜基催化剂及其制备方法与应用 |
| CN110871071B (zh) * | 2018-09-04 | 2022-02-01 | 中国科学院大连化学物理研究所 | 用于制备乙醇酸甲酯的铜基催化剂及其制备和应用 |
| CN109806866A (zh) * | 2019-02-15 | 2019-05-28 | 安徽旭晶粉体新材料科技有限公司 | 一种有机硅三元铜催化剂的生产工艺 |
| CN111744511A (zh) * | 2020-07-20 | 2020-10-09 | 有研粉末新材料股份有限公司 | 铜基复合催化材料、铜基复合催化材料的制备方法及用途 |
| CN111974392B (zh) * | 2020-09-10 | 2023-05-12 | 安徽德诠新材料科技有限公司 | 一种三元铜催化剂的制备方法 |
| CN113209978B (zh) * | 2021-05-07 | 2023-08-29 | 江苏库博德金属科技有限公司 | 一种有机硅高活性三元铜催化剂及其制作方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2380995A (en) | 1941-09-26 | 1945-08-07 | Gen Electric | Preparation of organosilicon halides |
| US2420540A (en) | 1945-06-29 | 1947-05-13 | Robertson Co H H | Cupreous powder and method of making the same |
| DE2750556A1 (de) * | 1977-11-11 | 1979-05-17 | Bayer Ag | Verfahren zur herstellung von katalyt-kupfer |
| US4487950A (en) | 1982-04-16 | 1984-12-11 | General Electric Company | Method for making methylchlorosilanes |
| US4504597A (en) * | 1983-11-04 | 1985-03-12 | Scm Corporation | Cupreous catalyst and process making same |
| GB2153697B (en) * | 1984-02-13 | 1988-04-27 | Gen Electric | Catalysts for the production of organohalosilanes |
| US4520130A (en) | 1984-05-08 | 1985-05-28 | Scm Corporation | Halosilane catalyst and process for making same |
| US4864044A (en) * | 1985-02-15 | 1989-09-05 | Union Carbide Corporation | Tin containing activated silicon for the direct reaction |
| US4762940A (en) | 1987-12-11 | 1988-08-09 | Dow Corning Corporation | Method for preparation of alkylhalosilanes |
| DE4312494A1 (de) * | 1993-04-16 | 1994-10-20 | Nuenchritz Chemie Gmbh | Verfahren zur Herstellung von Methylchlorsilanen |
-
1996
- 1996-11-20 EP EP96118554A patent/EP0776697A2/de not_active Withdrawn
- 1996-11-20 EP EP00105123A patent/EP1027927A3/de not_active Withdrawn
- 1996-11-20 DE DE59610224T patent/DE59610224D1/de not_active Expired - Lifetime
- 1996-11-20 EP EP98101269A patent/EP0858833B1/de not_active Expired - Lifetime
- 1996-11-22 US US08/755,499 patent/US5817855A/en not_active Expired - Fee Related
- 1996-11-25 AU AU71961/96A patent/AU7196196A/en not_active Abandoned
- 1996-11-28 CA CA002191519A patent/CA2191519A1/en not_active Abandoned
- 1996-11-28 JP JP33139196A patent/JP4030616B2/ja not_active Expired - Fee Related
- 1996-11-29 NO NO965107A patent/NO965107L/no not_active Application Discontinuation
- 1996-11-29 CN CN96118547A patent/CN1156640A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0858833B1 (de) | 2003-03-12 |
| US5817855A (en) | 1998-10-06 |
| EP0776697A3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1997-07-16 |
| CN1156640A (zh) | 1997-08-13 |
| AU7196196A (en) | 1997-06-05 |
| EP1027927A2 (de) | 2000-08-16 |
| DE59610224D1 (de) | 2003-04-17 |
| JPH09173844A (ja) | 1997-07-08 |
| EP0858833A2 (de) | 1998-08-19 |
| EP0858833A3 (de) | 1999-02-10 |
| EP0776697A2 (de) | 1997-06-04 |
| NO965107D0 (no) | 1996-11-29 |
| JP4030616B2 (ja) | 2008-01-09 |
| EP1027927A3 (de) | 2000-09-27 |
| NO965107L (no) | 1997-06-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |