BE1011851A3 - Procede de fabrication d'un oxiranne. - Google Patents
Procede de fabrication d'un oxiranne. Download PDFInfo
- Publication number
- BE1011851A3 BE1011851A3 BE9800231A BE9800231A BE1011851A3 BE 1011851 A3 BE1011851 A3 BE 1011851A3 BE 9800231 A BE9800231 A BE 9800231A BE 9800231 A BE9800231 A BE 9800231A BE 1011851 A3 BE1011851 A3 BE 1011851A3
- Authority
- BE
- Belgium
- Prior art keywords
- process according
- oxirane
- compound
- reaction medium
- olefin
- Prior art date
Links
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 28
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- 239000012429 reaction media Substances 0.000 claims abstract description 15
- 150000001336 alkenes Chemical class 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 239000010457 zeolite Substances 0.000 claims abstract description 11
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 9
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- -1 peroxide compound Chemical class 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical group [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- 239000001632 sodium acetate Substances 0.000 claims description 3
- 235000017281 sodium acetate Nutrition 0.000 claims description 3
- 239000010936 titanium Substances 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 239000002585 base Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000006735 epoxidation reaction Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910017974 NH40H Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052808 lithium carbonate Inorganic materials 0.000 description 1
- 229910000032 lithium hydrogen carbonate Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/89—Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9800231A BE1011851A3 (fr) | 1998-03-24 | 1998-03-24 | Procede de fabrication d'un oxiranne. |
| TW088104345A TW539673B (en) | 1998-03-24 | 1999-03-19 | Process for manufacturing an epoxide |
| IDW20002161A ID27494A (id) | 1998-03-24 | 1999-03-20 | Proses pembuatan epoksida |
| ES99911811T ES2229689T3 (es) | 1998-03-24 | 1999-03-20 | Procedimiento de fabricacion de un oxirano. |
| CNB998043648A CN1330642C (zh) | 1998-03-24 | 1999-03-20 | 一种环氧化物的制造方法 |
| AU30359/99A AU3035999A (en) | 1998-03-24 | 1999-03-20 | Method for making an oxirane |
| PL343067A PL197387B1 (pl) | 1998-03-24 | 1999-03-20 | Sposób wytwarzania 1,2-epoksypropanu |
| EP99911811A EP1066274B1 (fr) | 1998-03-24 | 1999-03-20 | Procede de fabrication d'un oxiranne |
| CA002323005A CA2323005C (fr) | 1998-03-24 | 1999-03-20 | Procede de fabrication d'un oxiranne |
| AT99911811T ATE277028T1 (de) | 1998-03-24 | 1999-03-20 | Verfahren zur herstellung eines oxirans |
| SK1423-2000A SK14232000A3 (sk) | 1998-03-24 | 1999-03-20 | Spôsob výroby oxiránu |
| PCT/EP1999/001955 WO1999048882A1 (fr) | 1998-03-24 | 1999-03-20 | Procede de fabrication d'un oxiranne |
| HU0102062A HUP0102062A2 (hu) | 1998-03-24 | 1999-03-20 | Eljárás epoxid előállítására |
| DE69920420T DE69920420T2 (de) | 1998-03-24 | 1999-03-20 | Verfahren zur herstellung eines oxirans |
| BR9909047-3A BR9909047A (pt) | 1998-03-24 | 1999-03-20 | Processo de fabricação de um oxirano |
| KR1020007010443A KR100572805B1 (ko) | 1998-03-24 | 1999-03-20 | 에폭시드 제조방법 |
| JP2000537865A JP2002507607A (ja) | 1998-03-24 | 1999-03-20 | オキシランの製造方法 |
| ARP990101287A AR018802A1 (es) | 1998-03-24 | 1999-03-23 | Procedimiento de preparacion de un oxirano |
| SA99191303A SA99191303B1 (ar) | 1998-03-24 | 1999-04-14 | طريقة لصنع اوكسيرين |
| US09/646,788 US6429322B1 (en) | 1998-03-24 | 1999-09-20 | Method for making an oxirane |
| ZA200004995A ZA200004995B (en) | 1998-03-24 | 2000-09-19 | Method for making an oxirane. |
| NO20004739A NO20004739L (no) | 1998-03-24 | 2000-09-22 | FremgangsmÕte for fremstilling av et oksiran |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9800231A BE1011851A3 (fr) | 1998-03-24 | 1998-03-24 | Procede de fabrication d'un oxiranne. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE1011851A3 true BE1011851A3 (fr) | 2000-02-01 |
Family
ID=3891170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE9800231A BE1011851A3 (fr) | 1998-03-24 | 1998-03-24 | Procede de fabrication d'un oxiranne. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6429322B1 (https=) |
| EP (1) | EP1066274B1 (https=) |
| JP (1) | JP2002507607A (https=) |
| KR (1) | KR100572805B1 (https=) |
| CN (1) | CN1330642C (https=) |
| AR (1) | AR018802A1 (https=) |
| AT (1) | ATE277028T1 (https=) |
| AU (1) | AU3035999A (https=) |
| BE (1) | BE1011851A3 (https=) |
| BR (1) | BR9909047A (https=) |
| CA (1) | CA2323005C (https=) |
| DE (1) | DE69920420T2 (https=) |
| ES (1) | ES2229689T3 (https=) |
| HU (1) | HUP0102062A2 (https=) |
| ID (1) | ID27494A (https=) |
| NO (1) | NO20004739L (https=) |
| PL (1) | PL197387B1 (https=) |
| SA (1) | SA99191303B1 (https=) |
| SK (1) | SK14232000A3 (https=) |
| TW (1) | TW539673B (https=) |
| WO (1) | WO1999048882A1 (https=) |
| ZA (1) | ZA200004995B (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1313572B1 (it) | 1999-07-27 | 2002-09-09 | Enichem Spa | Procedimento per la preparazione di epossidi. |
| DE19944839A1 (de) * | 1999-09-18 | 2001-03-22 | Degussa | Verfahren zur Herstellung von Epoxiden aus Olefinen |
| FR2810980B1 (fr) | 2000-06-28 | 2004-05-21 | Solvay | Procede de fabrication d'oxiranne en presence d'un catalyseur sous forme de particules |
| FR2810983B1 (fr) | 2000-06-28 | 2004-05-21 | Solvay | Procede de fabrication d'oxiranne au moyen d'un compose peroxyde |
| FR2810982B1 (fr) | 2000-06-28 | 2002-09-27 | Solvay | Procede de fabrication d'oxiranne comprenant la separation de l'oxiranne du milieu reactionnel |
| FR2824558B1 (fr) * | 2001-05-14 | 2005-05-06 | Solvay | Procede de fabrication d'un oxiranne |
| EP1403259A1 (en) * | 2002-09-30 | 2004-03-31 | Degussa AG | Process for the epoxidation of olefins |
| US7722847B2 (en) * | 2002-09-30 | 2010-05-25 | Evonik Degussa Gmbh | Aqueous hydrogen peroxide solutions and method of making same |
| US6838572B2 (en) * | 2002-09-30 | 2005-01-04 | Degussa Ag | Process for the epoxidation of olefins |
| FR2846965B1 (fr) * | 2002-11-12 | 2006-10-13 | Procede de fabrication de 1,2-epoxy-3-chloropropane | |
| US7169945B2 (en) * | 2002-11-26 | 2007-01-30 | Degussa Ag | Process for the epoxidation of olefins |
| CN101687639B (zh) | 2007-04-05 | 2015-04-29 | 索尔维公司 | 水性过氧化氢溶液、它的制备方法及其用途 |
| US8524926B2 (en) | 2009-11-19 | 2013-09-03 | Dow Global Technologies Llc | Epoxidation of an olefin |
| KR101924659B1 (ko) | 2010-12-07 | 2019-02-20 | 바스프 에스이 | 프로필렌 옥사이드의 제조 방법 |
| US8785670B2 (en) | 2010-12-07 | 2014-07-22 | Basf Se | Process for the production of propylene oxide |
| WO2012101176A1 (en) | 2011-01-27 | 2012-08-02 | Solvay Sa | Process for the manufacture of 1,2-epoxy-3-chloropropane |
| EA201391090A1 (ru) | 2011-01-27 | 2013-12-30 | Солвей Са | Способ получения 1,2-эпокси-3-хлорпропана |
| CN103172597B (zh) * | 2013-04-03 | 2017-12-22 | 北京石油化工学院 | 钛硅分子筛催化合成环氧脂肪酸甲酯的方法 |
| CN107325072A (zh) * | 2017-07-05 | 2017-11-07 | 中国石油化工股份有限公司 | 一种合成环碳酸辛烯酯的方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0230949A2 (en) * | 1986-01-28 | 1987-08-05 | ENIRICERCHE S.p.A. | A process for the epoxydation of olefinic compounds |
| EP0712852A1 (en) * | 1994-11-16 | 1996-05-22 | ARCO Chemical Technology, L.P. | Improved process for titanium silicalite-catalyzed epoxidation |
| EP0757043A1 (de) * | 1995-08-01 | 1997-02-05 | Degussa Aktiengesellschaft | Verfahren zur Herstellung von Epoxiden aus Olefinen |
| EP0795537A1 (en) * | 1996-03-12 | 1997-09-17 | ENICHEM S.p.A. | Process for the synthesis of 2-butene -1,4-diesters |
-
1998
- 1998-03-24 BE BE9800231A patent/BE1011851A3/fr not_active IP Right Cessation
-
1999
- 1999-03-19 TW TW088104345A patent/TW539673B/zh not_active IP Right Cessation
- 1999-03-20 ES ES99911811T patent/ES2229689T3/es not_active Expired - Lifetime
- 1999-03-20 BR BR9909047-3A patent/BR9909047A/pt not_active Application Discontinuation
- 1999-03-20 AU AU30359/99A patent/AU3035999A/en not_active Abandoned
- 1999-03-20 CN CNB998043648A patent/CN1330642C/zh not_active Expired - Lifetime
- 1999-03-20 CA CA002323005A patent/CA2323005C/fr not_active Expired - Lifetime
- 1999-03-20 HU HU0102062A patent/HUP0102062A2/hu unknown
- 1999-03-20 PL PL343067A patent/PL197387B1/pl unknown
- 1999-03-20 ID IDW20002161A patent/ID27494A/id unknown
- 1999-03-20 EP EP99911811A patent/EP1066274B1/fr not_active Revoked
- 1999-03-20 WO PCT/EP1999/001955 patent/WO1999048882A1/fr not_active Ceased
- 1999-03-20 KR KR1020007010443A patent/KR100572805B1/ko not_active Expired - Lifetime
- 1999-03-20 AT AT99911811T patent/ATE277028T1/de not_active IP Right Cessation
- 1999-03-20 JP JP2000537865A patent/JP2002507607A/ja active Pending
- 1999-03-20 SK SK1423-2000A patent/SK14232000A3/sk unknown
- 1999-03-20 DE DE69920420T patent/DE69920420T2/de not_active Expired - Lifetime
- 1999-03-23 AR ARP990101287A patent/AR018802A1/es unknown
- 1999-04-14 SA SA99191303A patent/SA99191303B1/ar unknown
- 1999-09-20 US US09/646,788 patent/US6429322B1/en not_active Expired - Lifetime
-
2000
- 2000-09-19 ZA ZA200004995A patent/ZA200004995B/en unknown
- 2000-09-22 NO NO20004739A patent/NO20004739L/no unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0230949A2 (en) * | 1986-01-28 | 1987-08-05 | ENIRICERCHE S.p.A. | A process for the epoxydation of olefinic compounds |
| EP0712852A1 (en) * | 1994-11-16 | 1996-05-22 | ARCO Chemical Technology, L.P. | Improved process for titanium silicalite-catalyzed epoxidation |
| EP0757043A1 (de) * | 1995-08-01 | 1997-02-05 | Degussa Aktiengesellschaft | Verfahren zur Herstellung von Epoxiden aus Olefinen |
| EP0795537A1 (en) * | 1996-03-12 | 1997-09-17 | ENICHEM S.p.A. | Process for the synthesis of 2-butene -1,4-diesters |
Non-Patent Citations (1)
| Title |
|---|
| CLERICI M G ET AL: "Epoxidation of lower olefins with hydrogen peroxide and titanium silicalite", JOURNAL OF CATALYSIS, vol. 140, no. 1, 1 March 1993 (1993-03-01), pages 71 - 83, XP000562771 * |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2229689T3 (es) | 2005-04-16 |
| PL343067A1 (en) | 2001-07-30 |
| EP1066274B1 (fr) | 2004-09-22 |
| WO1999048882A1 (fr) | 1999-09-30 |
| TW539673B (en) | 2003-07-01 |
| AR018802A1 (es) | 2001-12-12 |
| ZA200004995B (en) | 2002-07-05 |
| NO20004739L (no) | 2000-10-03 |
| SA99191303B1 (ar) | 2006-08-14 |
| HUP0102062A2 (hu) | 2001-09-28 |
| SK14232000A3 (sk) | 2002-01-07 |
| BR9909047A (pt) | 2000-12-05 |
| CN1330642C (zh) | 2007-08-08 |
| CA2323005A1 (fr) | 1999-09-30 |
| NO20004739D0 (no) | 2000-09-22 |
| EP1066274A1 (fr) | 2001-01-10 |
| DE69920420T2 (de) | 2005-11-17 |
| CA2323005C (fr) | 2009-02-24 |
| CN1294586A (zh) | 2001-05-09 |
| AU3035999A (en) | 1999-10-18 |
| KR20010042087A (ko) | 2001-05-25 |
| PL197387B1 (pl) | 2008-03-31 |
| US6429322B1 (en) | 2002-08-06 |
| JP2002507607A (ja) | 2002-03-12 |
| ID27494A (id) | 2001-04-12 |
| ATE277028T1 (de) | 2004-10-15 |
| KR100572805B1 (ko) | 2006-04-25 |
| DE69920420D1 (de) | 2004-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK | Patent expired because of reaching the maximum lifetime of a patent |
Effective date: 20180324 |