JP3659109B2 - エチレングリコールと炭酸エステルの併産方法 - Google Patents
エチレングリコールと炭酸エステルの併産方法 Download PDFInfo
- Publication number
- JP3659109B2 JP3659109B2 JP2000009865A JP2000009865A JP3659109B2 JP 3659109 B2 JP3659109 B2 JP 3659109B2 JP 2000009865 A JP2000009865 A JP 2000009865A JP 2000009865 A JP2000009865 A JP 2000009865A JP 3659109 B2 JP3659109 B2 JP 3659109B2
- Authority
- JP
- Japan
- Prior art keywords
- carbonate
- ethylene
- ethylene glycol
- production
- reaction
- 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 - Lifetime
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims description 194
- 238000004519 manufacturing process Methods 0.000 title claims description 37
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 title claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 66
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 63
- 238000006243 chemical reaction Methods 0.000 claims description 48
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 40
- 238000004821 distillation Methods 0.000 claims description 27
- 239000007788 liquid Substances 0.000 claims description 27
- 239000000243 solution Substances 0.000 claims description 24
- 239000001569 carbon dioxide Substances 0.000 claims description 21
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 21
- 238000006460 hydrolysis reaction Methods 0.000 claims description 21
- 238000000746 purification Methods 0.000 claims description 21
- 230000007062 hydrolysis Effects 0.000 claims description 20
- 238000005809 transesterification reaction Methods 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- -1 carbonate ester Chemical class 0.000 claims description 17
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical group COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 16
- 238000000926 separation method Methods 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 10
- 239000005977 Ethylene Substances 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 150000004651 carbonic acid esters Chemical class 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 238000007670 refining Methods 0.000 claims description 2
- 229940117927 ethylene oxide Drugs 0.000 claims 3
- 239000003054 catalyst Substances 0.000 description 20
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 15
- 238000011084 recovery Methods 0.000 description 12
- 239000002994 raw material Substances 0.000 description 9
- 239000012295 chemical reaction liquid Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 229910052915 alkaline earth metal silicate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- VQVNCTNULYBZGL-UHFFFAOYSA-N cobalt yttrium Chemical compound [Co].[Y] VQVNCTNULYBZGL-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910021473 hassium Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003476 thallium compounds Chemical class 0.000 description 1
- RLZMYANQLOCZOB-UHFFFAOYSA-M tributyl(methyl)phosphanium;iodide Chemical compound [I-].CCCC[P+](C)(CCCC)CCCC RLZMYANQLOCZOB-UHFFFAOYSA-M 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/06—Preparation of esters of carbonic or haloformic acids from organic carbonates
- C07C68/065—Preparation of esters of carbonic or haloformic acids from organic carbonates from alkylene carbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/128—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by alcoholysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000009865A JP3659109B2 (ja) | 2000-01-19 | 2000-01-19 | エチレングリコールと炭酸エステルの併産方法 |
| DE60110947T DE60110947T2 (de) | 2000-01-19 | 2001-01-17 | Verfahren zur gleichzeitigen Herstellung von Ethylenglykol und Carbonatester |
| EP01100972A EP1125915B1 (en) | 2000-01-19 | 2001-01-17 | Process for simultaneous production of ethylene glycol and carbonate ester |
| US09/760,785 US6380419B2 (en) | 2000-01-19 | 2001-01-17 | Process for simultaneous production of ethylene glycol and carbonate ester |
| CNB011030399A CN1138736C (zh) | 2000-01-19 | 2001-01-19 | 同时制备乙二醇和碳酸酯的方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000009865A JP3659109B2 (ja) | 2000-01-19 | 2000-01-19 | エチレングリコールと炭酸エステルの併産方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2001199913A JP2001199913A (ja) | 2001-07-24 |
| JP2001199913A5 JP2001199913A5 (enExample) | 2004-07-29 |
| JP3659109B2 true JP3659109B2 (ja) | 2005-06-15 |
Family
ID=18537957
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000009865A Expired - Lifetime JP3659109B2 (ja) | 2000-01-19 | 2000-01-19 | エチレングリコールと炭酸エステルの併産方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6380419B2 (enExample) |
| EP (1) | EP1125915B1 (enExample) |
| JP (1) | JP3659109B2 (enExample) |
| CN (1) | CN1138736C (enExample) |
| DE (1) | DE60110947T2 (enExample) |
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|---|---|---|---|---|
| US6774256B2 (en) | 2001-06-22 | 2004-08-10 | Exxonmobil Chemical Patents Inc. | Low corrosive integrated process for preparing dialkyl carbonates |
| US7084292B2 (en) | 2001-06-22 | 2006-08-01 | Exxonmobil Chemical Patents Inc. | Integrated process for preparing dialkyl carbonates with a circulating catalyst |
| WO2003006418A1 (en) * | 2001-07-10 | 2003-01-23 | Mitsubishi Chemical Corporation | Method for producing dialkylcarbonate |
| US20040220433A1 (en) * | 2003-03-28 | 2004-11-04 | Evert Van Der Heide | Process for the preparation of propylene glycol |
| EP1622857B1 (en) * | 2003-04-09 | 2011-10-05 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of alkanediol |
| CN1946660B (zh) * | 2004-06-17 | 2012-11-14 | 旭化成化学株式会社 | 生产碳酸二烷基酯和二醇的方法 |
| CN100354244C (zh) * | 2004-07-28 | 2007-12-12 | 华东理工大学 | C2~c3的二元醇的制备方法 |
| CN100364956C (zh) * | 2004-08-09 | 2008-01-30 | 华东理工大学 | 反应精馏酯交换联产碳酸二甲酯和二元醇的方法 |
| BRPI0618334B1 (pt) * | 2005-11-25 | 2016-01-05 | Asahi Kasei Chemicals Corp | processo para a produção industrial de um carbonato de dialquila e de um diol, e, coluna de destilação contínua de estágios múltiplos |
| US20070197801A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitables for such a process |
| US7750170B2 (en) * | 2005-12-22 | 2010-07-06 | Shell Oil Company | Process for mixing an oxidant having explosive potential with a hydrocarbon |
| US20070203350A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203352A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| BE1017793A3 (fr) * | 2005-12-22 | 2009-07-07 | Shell Int Research | Procede de preparation d'un oxyde d'olefine ou d'un produit chimique pouvant provenir d'un oxyde d'olefine. |
| US20070154377A1 (en) * | 2005-12-22 | 2007-07-05 | Rekers Dominicus M | Process for the removal of combustible volatile contaminant materials from a process stream |
| US20070213545A1 (en) * | 2005-12-22 | 2007-09-13 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US7459589B2 (en) * | 2005-12-22 | 2008-12-02 | Shell Oil Company | Process for the preparation of an alkylene glycol |
| US20070197808A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070151451A1 (en) * | 2005-12-22 | 2007-07-05 | Rekers Dominicus M | Process for the cooling, concentration or purification of ethylene oxide |
| TW200740749A (en) * | 2006-02-22 | 2007-11-01 | Shell Int Research | Process for the preparation of an alkanediol and a dialkyl carbonate |
| TWI378087B (en) * | 2006-02-22 | 2012-12-01 | Shell Int Research | Process for the preparation of an alkanediol and a dialkyl carbonate |
| TWI383976B (zh) * | 2006-02-22 | 2013-02-01 | Shell Int Research | 製備碳酸二烷酯及烷二醇的方法 |
| TWI382979B (zh) * | 2006-02-22 | 2013-01-21 | Shell Int Research | 碳酸伸烷酯之生產方法及由此生產的碳酸伸烷酯於烷二醇及碳酸二烷酯之製造中的用途 |
| TW200740731A (en) * | 2006-02-22 | 2007-11-01 | Shell Int Research | Process for the preparation of alkanediol |
| TWI387584B (zh) * | 2006-03-13 | 2013-03-01 | Shell Int Research | 碳酸伸烷酯之生產方法及由此生產之碳酸伸烷酯於烷二醇及碳酸二烷酯之製造中之用途 |
| US20080154051A1 (en) * | 2006-12-20 | 2008-06-26 | Jeroen Willem Bolk | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitable for such a process |
| US20080154052A1 (en) * | 2006-12-20 | 2008-06-26 | Jeroen Willem Bolk | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitable for such a process |
| TW200906774A (en) * | 2007-04-23 | 2009-02-16 | Shell Int Research | Process for the preparation of an 1,2-alkylene diol and a dialkylcarbonate |
| EP2493850B1 (de) * | 2009-10-27 | 2014-07-16 | Basf Se | Verfahren zur koppelproduktion von di- und/oder polyisocyanaten und glykolen |
| BR112012012895B1 (pt) * | 2009-11-30 | 2018-01-02 | Mitsubishi Chemical Corporation | Método para produzir o carbonato de etileno e etileno glicol. |
| JP5511979B2 (ja) | 2010-06-07 | 2014-06-04 | 中国科学院過程工程研究所 | イオン液体触媒によるエチレングリコールの製造方法 |
| WO2012052363A1 (en) * | 2010-10-19 | 2012-04-26 | Shell Internationale Research Maatschappij B.V. | Process for the production of alkylene glycol |
| US8802900B2 (en) * | 2010-11-29 | 2014-08-12 | Shell Oil Company | Process for the preparation of ethylene glycol |
| US8829206B2 (en) | 2011-06-24 | 2014-09-09 | Eastman Chemical Company | Production of cyclic acetals or ketals using solid acid catalysts |
| US9388105B2 (en) | 2011-06-24 | 2016-07-12 | Eastman Chemical Company | Production of hydroxy ether hydrocarbons by liquid phase hydrogenolysis of cyclic acetals or cyclic ketals |
| US9000229B2 (en) | 2011-06-24 | 2015-04-07 | Eastman Chemical Company | Production of hydroxy ether hydrocarbons by vapor phase hydrogenolysis of cyclic acetals and ketals |
| US8969598B2 (en) | 2011-06-24 | 2015-03-03 | Eastman Chemical Company | Production of cyclic acetals or ketals using liquid-phase acid catalysts |
| US8785697B2 (en) | 2011-06-24 | 2014-07-22 | Eastman Chemical Company | Nickel modified catalyst for the production of hydroxy ether hydrocarbons by vapor phase hydrogenolysis of cyclic acetals and ketals |
| US9056313B2 (en) | 2011-06-24 | 2015-06-16 | Eastman Chemical Company | Catalysts for the production of hydroxy ether hydrocarbons by vapor phase hydrogenolysis of cyclic acetals and ketals |
| US8829207B2 (en) | 2011-06-24 | 2014-09-09 | Eastman Chemical Company | Production of cyclic acetals by reactive distillation |
| US8809569B2 (en) | 2012-02-28 | 2014-08-19 | Saudi Basic Industries Corporation | Process for preparing dialkyl carbonate and diol products |
| US8735608B2 (en) | 2012-02-28 | 2014-05-27 | Saudi Basic Industries Corporation | Process for preparing carbonate and diol products |
| CN102603477A (zh) * | 2012-02-29 | 2012-07-25 | 南京工业大学 | 一种碳酸乙烯酯法制备乙二醇的方法 |
| EP2650278A1 (de) | 2012-04-11 | 2013-10-16 | Bayer MaterialScience AG | Verfahren zur Herstellung von Diarylcarbonaten aus Dialkylcarbonaten |
| US10131620B2 (en) | 2015-10-20 | 2018-11-20 | Chang Chun Plastics Co., Ltd. | Process for producing dimethyl carbonate |
| US9656943B2 (en) | 2015-10-20 | 2017-05-23 | Chang Chun Plastics Co. Ltd. | Process for producing dimethyl carbonate |
| BR112021009797B1 (pt) | 2018-12-10 | 2024-03-12 | Shell Internationale Research Maatschappij B.V | Processo para a preparação de etilenoglicol a partir de etileno |
| CA3150254C (en) * | 2019-09-17 | 2024-01-02 | Hao HONG | Method for addition reaction of acetylene and ketone compound |
| CN114539025A (zh) * | 2022-03-11 | 2022-05-27 | 广西科技大学 | 一种通过酯交换反应分离二元醇的方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4661609A (en) * | 1986-07-31 | 1987-04-28 | Texaco Inc. | Process for cosynthesis of ethylene glycol and dimethyl carbonate |
| US4734518A (en) * | 1987-01-12 | 1988-03-29 | Texaco Inc. | Process for cosynthesis of ethylene glycol and dimethyl carbonate |
| US5214182A (en) | 1987-01-12 | 1993-05-25 | Texaco Chemical Company | Process for cogeneration of ethylene glycol and dimethyl carbonate |
| DE69620470T2 (de) * | 1995-12-22 | 2002-11-21 | Asahi Kasei Kabushiki Kaisha, Osaka | Verfahren zur kontinuierlichen herstellung von dialkylcarbonaten und diolen |
| US6080897A (en) | 1998-03-19 | 2000-06-27 | Mitsubishi Chemical Corporation | Method for producing monoethylene glycol |
| JP3788019B2 (ja) * | 1998-03-19 | 2006-06-21 | 三菱化学株式会社 | モノエチレングリコールの製造方法 |
| US6346638B1 (en) * | 1998-06-10 | 2002-02-12 | Asahi Kasel Kabushiki Kaisha | Process for continuous production of dialkyl carbonate and diol |
| SG77264A1 (en) | 1998-08-10 | 2000-12-19 | Mitsubishi Chem Corp | Process for producing an alkylene glycol |
| US6207850B1 (en) * | 1999-11-03 | 2001-03-27 | Mobil Oil Corporation | Process for co-production of dialkyl carbonate and alkanediol |
| US6162940A (en) * | 1999-12-14 | 2000-12-19 | Mobil Oil Corporation | Process for co-production of dialkyl carbonate and alkanediol |
| US6166240A (en) * | 2000-02-22 | 2000-12-26 | Mobil Oil Corporation | Process for co-production of dialkyl carbonate and alkanediol |
-
2000
- 2000-01-19 JP JP2000009865A patent/JP3659109B2/ja not_active Expired - Lifetime
-
2001
- 2001-01-17 US US09/760,785 patent/US6380419B2/en not_active Expired - Fee Related
- 2001-01-17 DE DE60110947T patent/DE60110947T2/de not_active Expired - Fee Related
- 2001-01-17 EP EP01100972A patent/EP1125915B1/en not_active Expired - Lifetime
- 2001-01-19 CN CNB011030399A patent/CN1138736C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE60110947D1 (de) | 2005-06-30 |
| US6380419B2 (en) | 2002-04-30 |
| DE60110947T2 (de) | 2006-04-27 |
| JP2001199913A (ja) | 2001-07-24 |
| EP1125915B1 (en) | 2005-05-25 |
| CN1308046A (zh) | 2001-08-15 |
| US20010020102A1 (en) | 2001-09-06 |
| EP1125915A1 (en) | 2001-08-22 |
| CN1138736C (zh) | 2004-02-18 |
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