IE37389B1 - An improved catalyst for producing oxirane compounds by epoxidizing olefins with hydroperoxides - Google Patents
An improved catalyst for producing oxirane compounds by epoxidizing olefins with hydroperoxidesInfo
- Publication number
- IE37389B1 IE37389B1 IE388/73A IE38873A IE37389B1 IE 37389 B1 IE37389 B1 IE 37389B1 IE 388/73 A IE388/73 A IE 388/73A IE 38873 A IE38873 A IE 38873A IE 37389 B1 IE37389 B1 IE 37389B1
- Authority
- IE
- Ireland
- Prior art keywords
- hydroperoxide
- reaction
- hydroperoxides
- march
- carbon atoms
- Prior art date
Links
- 150000001336 alkenes Chemical class 0.000 title abstract 3
- 150000002432 hydroperoxides Chemical class 0.000 title abstract 2
- 150000002924 oxiranes Chemical class 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 abstract 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- LVBXEMGDVWVTGY-VOTSOKGWSA-N (E)-oct-2-enal Chemical compound CCCCC\C=C\C=O LVBXEMGDVWVTGY-VOTSOKGWSA-N 0.000 abstract 1
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 abstract 1
- -1 2-phenylpropyl Chemical group 0.000 abstract 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 abstract 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002927 oxygen compounds Chemical class 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000011949 solid catalyst Substances 0.000 abstract 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical group CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- B01J35/617—
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- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/063—Titanium; Oxides or hydroxides thereof
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- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/066—Zirconium or hafnium; Oxides or hydroxides thereof
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- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0254—Nitrogen containing compounds on mineral substrates
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- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255
- B01J31/0274—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255 containing silicon
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- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
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- B01J35/613—
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- B01J35/615—
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- 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
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- 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
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0203—Impregnation the impregnation liquid containing organic compounds
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- 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
- B01J37/08—Heat treatment
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- 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
- B01J37/08—Heat treatment
- B01J37/082—Decomposition and pyrolysis
- B01J37/086—Decomposition of an organometallic compound, a metal complex or a metal salt of a carboxylic acid
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- 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
- B01J37/08—Heat treatment
- B01J37/10—Heat treatment in the presence of water, e.g. steam
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- 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
- B01J37/12—Oxidising
- B01J37/14—Oxidising with gases containing free oxygen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
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- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/32—Reaction with silicon compounds, e.g. TEOS, siliconfluoride
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- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/72—Epoxidation
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Abstract
1424284 Epoxidizing olefins SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ BV 9 March 1973 [13 March 1972] 11456/73 Addition to 1339309 Heading C2C [Also in Division B1] Oxiranes are produced by the reaction of one or more olefinic compounds with one or more hydroperoxides in the presence of solid catalyst comprising an inorganic oxygen compound of silicon and an oxide or hydroxide of Ti, Mo, V, Zr or B which has been contacted with an organodisilazane at elevated temperature. The olefinic compound suitably contains 2 to 60 carbon atoms and may be a C 3 to C 40 alkene which may be substituted with a hydroxyl group or halogen atom, e.g. propylene, allyl alcohol or allyl chloride. The hydroperoxide may contain 3 to 20 carbon atoms, e.g. tertbutyl- or tert-pentyl-hydroperoxide or aralkylhydroperoxides in which the hydroperoxy group is linked to that carbon atom of an alkyl side chain which is attached directly to an aromatic ring such as 1-phenylethyl-1-hydroperoxide (ethyl benzene hydroperoxide) and 2-phenylpropyl - 2 - hydroperoxide (cumene hydroperoxide). The reaction may be carried out at 0-200‹ C. The example describes the reaction of octene-1 and ethyl benzene hydroperoxide.
[GB1424284A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00234301A US3829392A (en) | 1970-10-01 | 1972-03-13 | Heterogeneous catalysts for olefin epoxidation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE37389L IE37389L (en) | 1973-09-13 |
| IE37389B1 true IE37389B1 (en) | 1977-07-06 |
Family
ID=22880798
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE388/73A IE37389B1 (en) | 1972-03-13 | 1973-03-09 | An improved catalyst for producing oxirane compounds by epoxidizing olefins with hydroperoxides |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5635941B2 (en) |
| AR (1) | AR196234A1 (en) |
| BE (1) | BE796437R (en) |
| BR (1) | BR7301701D0 (en) |
| CA (1) | CA1015761A (en) |
| CH (1) | CH582021A5 (en) |
| DE (1) | DE2311822C2 (en) |
| DK (1) | DK150593C (en) |
| ES (2) | ES412496A2 (en) |
| FR (1) | FR2175844B2 (en) |
| GB (1) | GB1424284A (en) |
| IE (1) | IE37389B1 (en) |
| IT (1) | IT1053715B (en) |
| NL (1) | NL168835C (en) |
| NO (1) | NO143520C (en) |
| SE (2) | SE409034B (en) |
| ZA (1) | ZA731655B (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5253678A (en) * | 1975-10-29 | 1977-04-30 | Hitachi Ltd | Semiconductor integrated circuit and productin of the same |
| JPS63120437A (en) * | 1986-11-10 | 1988-05-24 | Agency Of Ind Science & Technol | Structure of semiconductor integrated circuit |
| DE3734138A1 (en) * | 1987-10-09 | 1989-04-20 | Scharmer Klaus Dr Ing | ACID CATALYST AND METHOD FOR PRODUCING THE CATALYST |
| DE19545042A1 (en) * | 1995-12-02 | 1997-06-05 | Studiengesellschaft Kohle Mbh | Amorphous microporous mixed oxide catalysts with controlled surface polarity for selective heterogeneous catalysis adsorption and material separation |
| JP5049793B2 (en) * | 2005-02-17 | 2012-10-17 | ビーピー エクスプロレーション オペレーティング カンパニー リミテッド | Use of said catalysts for reforming catalysts and synthesis gas to hydrocarbon conversion |
| JP2007031449A (en) * | 2006-10-19 | 2007-02-08 | Repsol Quimica Sa | Method for epoxidization of olefinic compound with hydrogen peroxide in the presence of solvent |
| CN101801525A (en) * | 2007-09-10 | 2010-08-11 | 国际壳牌研究有限公司 | Process for stabilising a fischer tropsch catalyst |
| TWI628146B (en) * | 2016-11-28 | 2018-07-01 | 東聯化學股份有限公司 | Preparation method and application of titanium-containing cerium oxide material with high thermal stability |
| CN113636991A (en) * | 2021-08-13 | 2021-11-12 | 中国天辰工程有限公司 | Synthesis method of epoxy cyclohexane |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3391214A (en) * | 1967-06-12 | 1968-07-02 | Shell Oil Co | Isoprene production from isopentane via hydroperoxide |
| JPS5440526A (en) * | 1977-09-07 | 1979-03-30 | Toshiba Corp | Integrated drawing processor |
-
1973
- 1973-02-13 CA CA163,568A patent/CA1015761A/en not_active Expired
- 1973-03-08 BE BE1004871A patent/BE796437R/en active
- 1973-03-09 IE IE388/73A patent/IE37389B1/en unknown
- 1973-03-09 ES ES412496A patent/ES412496A2/en not_active Expired
- 1973-03-09 BR BR731701A patent/BR7301701D0/en unknown
- 1973-03-09 NO NO953/73A patent/NO143520C/en unknown
- 1973-03-09 JP JP2721573A patent/JPS5635941B2/ja not_active Expired
- 1973-03-09 DE DE2311822A patent/DE2311822C2/en not_active Expired
- 1973-03-09 ZA ZA731655A patent/ZA731655B/en unknown
- 1973-03-09 IT IT21417/73A patent/IT1053715B/en active
- 1973-03-09 FR FR7308484A patent/FR2175844B2/fr not_active Expired
- 1973-03-09 CH CH352473A patent/CH582021A5/xx not_active IP Right Cessation
- 1973-03-09 SE SE7303377A patent/SE409034B/en unknown
- 1973-03-09 DK DK131673A patent/DK150593C/en not_active IP Right Cessation
- 1973-03-09 AR AR246987A patent/AR196234A1/en active
- 1973-03-09 GB GB1145673A patent/GB1424284A/en not_active Expired
- 1973-03-12 NL NLAANVRAGE7303415,A patent/NL168835C/en active
-
1974
- 1974-02-09 ES ES423071A patent/ES423071A1/en not_active Expired
-
1976
- 1976-02-25 SE SE7602414A patent/SE415146B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES423071A1 (en) | 1976-06-16 |
| ES412496A2 (en) | 1976-03-01 |
| SE7602414L (en) | 1976-02-25 |
| DE2311822A1 (en) | 1973-09-27 |
| NL168835C (en) | 1982-05-17 |
| JPS492795A (en) | 1974-01-11 |
| NL7303415A (en) | 1973-09-17 |
| ZA731655B (en) | 1974-01-30 |
| DK150593C (en) | 1987-11-23 |
| FR2175844B2 (en) | 1976-09-10 |
| NO143520B (en) | 1980-11-24 |
| CA1015761A (en) | 1977-08-16 |
| SE409034B (en) | 1979-07-23 |
| DE2311822C2 (en) | 1982-11-04 |
| BE796437R (en) | 1973-09-10 |
| AR196234A1 (en) | 1973-12-10 |
| IT1053715B (en) | 1981-10-10 |
| JPS5635941B2 (en) | 1981-08-20 |
| CH582021A5 (en) | 1976-11-30 |
| AU5316473A (en) | 1974-09-12 |
| NO143520C (en) | 1981-03-04 |
| NL168835B (en) | 1981-12-16 |
| SE415146B (en) | 1980-09-15 |
| GB1424284A (en) | 1976-02-11 |
| FR2175844A2 (en) | 1973-10-26 |
| DK150593B (en) | 1987-04-06 |
| BR7301701D0 (en) | 1974-07-11 |
| IE37389L (en) | 1973-09-13 |
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