CA1101877A - Process for recovery of ethylene oxide containing low levels of aldehydic impurities - Google Patents
Process for recovery of ethylene oxide containing low levels of aldehydic impuritiesInfo
- Publication number
- CA1101877A CA1101877A CA321,884A CA321884A CA1101877A CA 1101877 A CA1101877 A CA 1101877A CA 321884 A CA321884 A CA 321884A CA 1101877 A CA1101877 A CA 1101877A
- Authority
- CA
- Canada
- Prior art keywords
- distillation zone
- vapor
- liquid
- ethylene oxide
- fractionation
- 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
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 title claims abstract description 143
- 238000000034 method Methods 0.000 title claims abstract description 87
- 239000012535 impurity Substances 0.000 title claims abstract description 50
- 238000011084 recovery Methods 0.000 title abstract description 7
- 238000004821 distillation Methods 0.000 claims abstract description 162
- 239000007788 liquid Substances 0.000 claims description 223
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 141
- 238000005194 fractionation Methods 0.000 claims description 109
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 84
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 83
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 45
- 239000001569 carbon dioxide Substances 0.000 claims description 36
- 238000010992 reflux Methods 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 239000000243 solution Substances 0.000 claims description 24
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 23
- 230000001174 ascending effect Effects 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 238000004064 recycling Methods 0.000 claims description 5
- 230000008016 vaporization Effects 0.000 claims 2
- 238000000926 separation method Methods 0.000 abstract description 3
- 229940117927 ethylene oxide Drugs 0.000 description 116
- 229960004279 formaldehyde Drugs 0.000 description 38
- 235000019256 formaldehyde Nutrition 0.000 description 38
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 24
- 239000005977 Ethylene Substances 0.000 description 23
- 229940093470 ethylene Drugs 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- 239000007789 gas Substances 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 9
- 239000012530 fluid Substances 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 6
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 5
- 230000009102 absorption Effects 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 238000007670 refining Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 230000009103 reabsorption Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241000534000 Berula erecta Species 0.000 description 1
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 102000018361 Contactin Human genes 0.000 description 1
- 108060003955 Contactin Proteins 0.000 description 1
- 108010014172 Factor V Proteins 0.000 description 1
- 241001527806 Iti Species 0.000 description 1
- 101100305983 Mus musculus Rom1 gene Proteins 0.000 description 1
- 241000827875 Nanger Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/38—Steam distillation
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/20—Power plant
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US879,544 | 1978-02-21 | ||
| US05/879,544 US4134797A (en) | 1978-02-21 | 1978-02-21 | Process for recovery of ethylene oxide containing low levels of aldehydic impurities |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1101877A true CA1101877A (en) | 1981-05-26 |
Family
ID=25374362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA321,884A Expired CA1101877A (en) | 1978-02-21 | 1979-02-20 | Process for recovery of ethylene oxide containing low levels of aldehydic impurities |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4134797A (en]) |
| JP (1) | JPS54132510A (en]) |
| KR (1) | KR840002431B1 (en]) |
| AR (1) | AR230992A1 (en]) |
| AU (1) | AU523074B2 (en]) |
| BE (1) | BE874308A (en]) |
| BR (1) | BR7901039A (en]) |
| CA (1) | CA1101877A (en]) |
| DE (1) | DE2906698C3 (en]) |
| ES (1) | ES477942A1 (en]) |
| FR (1) | FR2417509A1 (en]) |
| GB (1) | GB2015514B (en]) |
| IT (1) | IT1117212B (en]) |
| MX (1) | MX151397A (en]) |
| NL (1) | NL176456C (en]) |
| NO (1) | NO155008C (en]) |
| SE (1) | SE448299B (en]) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2453166A1 (fr) * | 1979-04-06 | 1980-10-31 | Propylox Sa | Procede pour l'epuration d'oxydes d'olefines |
| DE3038497C2 (de) * | 1980-10-11 | 1983-11-10 | Bayer Ag, 5090 Leverkusen | Verfahren und Vorrichtung zur Trennung von ein Azeotrop bildenden Gemischen |
| US4437938A (en) | 1981-07-17 | 1984-03-20 | The Halcon Sd Group, Inc. | Process for recovering ethylene oxide from aqueous solutions |
| FR2553771B1 (fr) * | 1983-10-19 | 1986-01-17 | Atochem | Procede et dispositif pour concentrer des solutions aqueuses d'oxyde d'ethylene |
| FR2558069B1 (fr) * | 1984-01-17 | 1986-04-25 | Atochem | Procede d'elimination de gaz dissous dans une solution aqueuse d'oxyde d'ethylene |
| EP0207490B1 (en) * | 1985-07-03 | 1991-04-24 | Nippon Shokubai Kagaku Kogyo Co., Ltd | Method for purification of ethylene oxide |
| JPS642549U (en]) * | 1987-06-22 | 1989-01-09 | ||
| FR2624859B1 (fr) * | 1987-12-22 | 1991-03-22 | Atochem | Procede pour separer l'oxyde d'ethylene d'impuretes aldehydiques |
| DE3811524A1 (de) * | 1988-04-06 | 1989-10-19 | Solvay Werke Gmbh | Verfahren und vorrichtung zur herstellung von reinst-epichlorhydrin |
| US5529667A (en) * | 1994-12-01 | 1996-06-25 | Hoechst Celanese Corporation | Process for recovering ethylene oxide |
| DE19542829A1 (de) * | 1995-11-17 | 1997-05-22 | Basf Ag | Verfahren zur Destillation von Ethylenoxid |
| DE19703627A1 (de) | 1997-01-31 | 1998-08-06 | Basf Ag | Verfahren zur Ehtylenoxid-Reindestillation |
| US6306263B1 (en) * | 1999-03-31 | 2001-10-23 | Arco Chemical Technology, L.P. | Impurities separation by distillation |
| FR2833951A1 (fr) * | 2001-12-21 | 2003-06-27 | Bp Chemicals Snc | Procede de fabrication et de recuperation d'oxyde d'ethylene |
| US7695594B2 (en) * | 2003-09-30 | 2010-04-13 | Clark Arthur F | Method for separating volatile components by dilutive distillation |
| US7404834B2 (en) * | 2005-02-11 | 2008-07-29 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Lenbachplatz 6 | Ethylene oxide plant operation |
| PE20070158A1 (es) * | 2005-05-10 | 2007-03-02 | Shell Int Research | Proceso y dispositivo para recuperar oxido de etileno de un absorbente graso |
| JP5054765B2 (ja) * | 2007-04-17 | 2012-10-24 | アークレイ株式会社 | 基質濃度測定方法および基質濃度測定装置 |
| WO2009094103A1 (en) | 2008-01-25 | 2009-07-30 | Dow Technology Investments Llc | Reflux condenser |
| US7569710B1 (en) | 2008-02-23 | 2009-08-04 | Brian Ozero | Ethylene oxide recovery process |
| US8053586B2 (en) | 2008-07-31 | 2011-11-08 | Dow Technology Investments Llc | Alkylene oxide recovery systems |
| KR102332304B1 (ko) * | 2013-12-06 | 2021-11-29 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | 프로필렌 옥시드 정제와 관련된 개선 |
| WO2016050741A1 (en) | 2014-10-01 | 2016-04-07 | Shell Internationale Research Maatschappij B.V. | Improvements relating to ethylene oxide recovery |
| US11932615B2 (en) | 2018-06-04 | 2024-03-19 | Brian Ozero | Method for recovery of ethylene oxide |
| EP4031516B1 (en) | 2019-09-16 | 2023-11-08 | Petron Scientech, Inc. | Ethylene oxide purification |
| KR20230156729A (ko) * | 2021-03-11 | 2023-11-14 | 사이언티픽 디자인 컴파니 인코포레이티드 | 순환수 흡수를 증가시킨 에폭시화 공정 |
| CN116573997B (zh) * | 2023-03-28 | 2025-03-28 | 黄冈市楚雄化工股份有限公司 | 环氧乙烷在抑制乙醛聚合中的应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2615901A (en) * | 1949-05-11 | 1952-10-28 | Jefferson Chem Co Inc | Process of producing ethylene oxide substantially free of acetaldehyde |
| US3398062A (en) * | 1965-02-10 | 1968-08-20 | Lummus Co | Olefin oxide purification by fractional distillation followed by side stream stripping |
| US3418338A (en) * | 1966-02-28 | 1968-12-24 | Halcon International Inc | Water extractive distillation of an ethylene oxide stream containing formaldehyde |
| US3531376A (en) * | 1968-12-23 | 1970-09-29 | Mitsubishi Chem Ind | Purification of acetone by extractive distillation and rectification with simultaneous alkali-containing acetone solution contact and halogen impurity side stream removal |
| US4008131A (en) * | 1975-12-11 | 1977-02-15 | Monsanto Company | Purification of acetic acid |
-
1978
- 1978-02-21 US US05/879,544 patent/US4134797A/en not_active Expired - Lifetime
-
1979
- 1979-02-12 NL NLAANVRAGE7901073,A patent/NL176456C/xx not_active IP Right Cessation
- 1979-02-15 AU AU44254/79A patent/AU523074B2/en not_active Ceased
- 1979-02-19 BR BR7901039A patent/BR7901039A/pt unknown
- 1979-02-20 BE BE0/193577A patent/BE874308A/xx not_active IP Right Cessation
- 1979-02-20 CA CA321,884A patent/CA1101877A/en not_active Expired
- 1979-02-20 FR FR7904273A patent/FR2417509A1/fr active Granted
- 1979-02-20 NO NO790572A patent/NO155008C/no unknown
- 1979-02-20 KR KR7900518A patent/KR840002431B1/ko not_active Expired
- 1979-02-21 AR AR275569A patent/AR230992A1/es active
- 1979-02-21 MX MX176684A patent/MX151397A/es unknown
- 1979-02-21 DE DE2906698A patent/DE2906698C3/de not_active Expired
- 1979-02-21 SE SE7901564A patent/SE448299B/sv not_active IP Right Cessation
- 1979-02-21 ES ES477942A patent/ES477942A1/es not_active Expired
- 1979-02-21 JP JP1854679A patent/JPS54132510A/ja active Granted
- 1979-02-21 IT IT48072/79A patent/IT1117212B/it active
- 1979-02-21 GB GB7906061A patent/GB2015514B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2015514A (en) | 1979-09-12 |
| DE2906698C3 (de) | 1982-03-18 |
| NO155008B (no) | 1986-10-20 |
| MX151397A (es) | 1984-11-14 |
| JPS54132510A (en) | 1979-10-15 |
| DE2906698A1 (de) | 1979-08-23 |
| NO790572L (no) | 1979-08-22 |
| FR2417509A1 (fr) | 1979-09-14 |
| SE448299B (sv) | 1987-02-09 |
| NL7901073A (nl) | 1979-08-23 |
| GB2015514B (en) | 1982-08-04 |
| IT7948072A0 (it) | 1979-02-21 |
| AR230992A1 (es) | 1984-08-31 |
| JPS6251958B2 (en]) | 1987-11-02 |
| SE7901564L (sv) | 1980-08-22 |
| AU523074B2 (en) | 1982-07-08 |
| NL176456C (nl) | 1985-04-16 |
| KR840002431B1 (ko) | 1984-12-27 |
| BR7901039A (pt) | 1979-10-02 |
| NO155008C (no) | 1987-01-28 |
| ES477942A1 (es) | 1980-04-01 |
| FR2417509B1 (en]) | 1982-10-22 |
| DE2906698B2 (de) | 1981-02-19 |
| IT1117212B (it) | 1986-02-17 |
| KR830000537A (ko) | 1983-04-16 |
| US4134797A (en) | 1979-01-16 |
| AU4425479A (en) | 1980-08-28 |
| BE874308A (fr) | 1979-08-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |