KR840005062A - 에틸렌글리콜의 제조 방법 - Google Patents

에틸렌글리콜의 제조 방법 Download PDF

Info

Publication number
KR840005062A
KR840005062A KR1019830002621A KR830002621A KR840005062A KR 840005062 A KR840005062 A KR 840005062A KR 1019830002621 A KR1019830002621 A KR 1019830002621A KR 830002621 A KR830002621 A KR 830002621A KR 840005062 A KR840005062 A KR 840005062A
Authority
KR
South Korea
Prior art keywords
carbon dioxide
ethylene oxide
catalyst
ethylene
glycol
Prior art date
Application number
KR1019830002621A
Other languages
English (en)
Other versions
KR870000542B1 (ko
Inventor
에스 비스 비제이
Original Assignee
윌리암 시이 롱
더 핼콘 에스디이 그루우프 인코포레이팃드
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 윌리암 시이 롱, 더 핼콘 에스디이 그루우프 인코포레이팃드 filed Critical 윌리암 시이 롱
Publication of KR840005062A publication Critical patent/KR840005062A/ko
Application granted granted Critical
Publication of KR870000542B1 publication Critical patent/KR870000542B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • 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
    • 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
    • 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
    • C07C29/10—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 ethers, including cyclic ethers, e.g. oxiranes
    • 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
    • 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
    • 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
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음

Description

에틸렌글리콜의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 본 발명의 방법을 나타낸 배치도.
제2도는 본 발명의 바람직한 구체예를 설명한 간이 생산공정도.
* 도면의 주요부분에 대한 부호 설명
10 : 추출탑 17 : 플래시용기
20a : 이산화탄소분리탑 20A, B : 탄산화 반응기
26 : 가수분해 반응기 35, 37, 39 : 증류탑

Claims (10)

  1. 하기 단계(a)∼(f)로 구성된, 에틸렌옥사이드 수용액으로 부터 에틸렌글리콜을 제조하는 방법.
    (a) 상기한 에틸렌옥사이드 수용액을 이산화탄소와 근사-임계 또는 초과-임계조건하에서 접촉시켜 거의 모든 에틸렌옥사이드를 이산화탄소내로 추출하여 소량의 물을 함유하는 에틸렌옥사이드-풍부이산화탄소상과 에틸렌옥사이드-희박 수상을 생성하고 ;
    (b) 상기(a)의 에틸렌옥사이드-이산화탄소상을 탄산화조건하에서 탄산화촉매와 접촉시켜 에틸렌카보네이트 풍부이산화탄소 흐름을 생성하고 ;
    (c) (d)의 촉매함유 에틸렌카보네이트 흐름에 물을 첨가하여 상기 에틸렌카보네이트를 에틸렌글리콜과 이산화탄소로 가수분해하고 ;
    (d) 상기 (c)의 에틸렌글리콜 함유흐름으로부터 가수분해시 생성된 이산화탄소를 플래시제거한 후 이 이산화탄소를 (a)의 (근사)초과-임계추출 단계로 복귀시키고 ;
    (e) (d)의 플래시된 흐름으로 부터 에틸렌글리콜을 분리하고 ;
    (f) (b)에 첨가된 촉매를 회수하여 탄산화반응에 재순환 시킨다.
  2. 제1항에 있어서, 상기 에틸렌옥사이드-회박 수상으로 부터 (a)의 에틸렌옥사이드-이산화탄소상을 분리하고 상기 분리된 이산화탄소상을 저압으로 플래시하여 이 산화탄소소량을 증발시키고 에틸렌옥사이드에 대한 이산화탄소의 비가 낮은 액체상을 분리한 후 이것을 에틸렌옥사이드-풍부이산화탄소로서 탄산화반응(b)로 공급해주는 단계로 구성된 방법.
  3. 제1항에 있어서, 상기 탄산화 단계(b)를 20℃ 이상의 온도, 에틸렌옥사이드에 대한 촉매몰비 약 0.01∼0.15하에서 수행하며 상기 촉매가 유기 4급 암모늄할라이드, 유기 4급 포스포늄할라이드, 유기설포늄할라이드 및 유기안티몬할라이드로 구성된 군중 적어도 하나인 방법.
  4. 제1항에 있어서, 상기(a)의 추출이 약 35∼300kg/cm2게이지의 압력과 약 0∼100℃의 온도하에서 수행되는 방법.
  5. 제1항에 있어서, 상기(c)의 가수분해가 약 90∼200℃의 온도 및 에틸렌카보네이트에 대한 물의 몰비 약 1∼100하에서 수행되는 방법.
  6. 제1항에 있어서, 상기(d)의 플래시된 흐름을 1차 증류탑에서 증류하여 상부 생성물로서 물을 제거하고 글리콜, 무거운 부산물 및 촉매를 기저생성물로서 분리하는 방법.
  7. 제6항에 있어서, 상기 기저 생성물을 제2증류탑 중에서 증류하여 모노에틸렌글리콜을 상부 생성물로서, 디에틸렌글리콜, 무거운 부산물 및 촉매를 기저 생성물로서 분리하는 방법.
  8. 제7항에 있어서, 상기 제2증류탑의 기저생성물을 제3증류탑에서 증류하며 디에틸렌글리콜을 상부생성물로서, 무거운 부산물과 촉매를 기저 생성물로서 분리하는 방법.
  9. 제8항에 있어서, 상기 제3증류탑의 기저생성물을 증발시켜 증기로서 무거운 부산물을 제거하고 상기 촉매를 단계(b)에 재순환시키기 위해 분리하는 방법.
  10. 상기 언급된 방법, 생성물, 장치 또는 그의 조합.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830002621A 1982-06-14 1983-06-13 에틸렌글리콜의 제조방법 KR870000542B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US388395 1982-06-14
US06/388,395 US4400559A (en) 1982-06-14 1982-06-14 Process for preparing ethylene glycol

Publications (2)

Publication Number Publication Date
KR840005062A true KR840005062A (ko) 1984-11-03
KR870000542B1 KR870000542B1 (ko) 1987-03-18

Family

ID=23533945

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019830002621A KR870000542B1 (ko) 1982-06-14 1983-06-13 에틸렌글리콜의 제조방법

Country Status (25)

Country Link
US (1) US4400559A (ko)
JP (1) JPS5921634A (ko)
KR (1) KR870000542B1 (ko)
AR (1) AR241527A1 (ko)
AU (1) AU556132B2 (ko)
BE (1) BE897039A (ko)
BR (1) BR8303125A (ko)
CA (1) CA1219602A (ko)
CH (1) CH656871A5 (ko)
DD (1) DD210026A5 (ko)
DE (1) DE3321448A1 (ko)
EG (1) EG16051A (ko)
ES (1) ES523213A0 (ko)
FR (1) FR2528417B1 (ko)
GB (1) GB2122614B (ko)
IN (1) IN159399B (ko)
IT (1) IT1169063B (ko)
MX (1) MX157512A (ko)
NL (1) NL8302020A (ko)
NO (1) NO159164C (ko)
RO (1) RO88641A (ko)
SE (1) SE459089B (ko)
SU (1) SU1572414A3 (ko)
YU (1) YU44436B (ko)
ZA (1) ZA834364B (ko)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4508927A (en) * 1983-08-02 1985-04-02 The Halcon Sd Group, Inc. Preparation of glycols from ethylene oxide
US4519875A (en) * 1984-05-09 1985-05-28 The Halcon Sd Group, Inc. Purification of ethylene glycol derived from ethylene carbonate
EP0385631A1 (en) * 1989-02-21 1990-09-05 ARCO Chemical Technology, L.P. Oxidation process
US5094741A (en) * 1990-03-02 1992-03-10 Hewlett-Packard Company Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids
US5322626A (en) * 1990-03-02 1994-06-21 Hewlett-Packard Company Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids
US5133859A (en) * 1990-03-02 1992-07-28 Hewlett-Packard Company Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids
US5240603A (en) * 1990-03-02 1993-08-31 Hewlett-Packard Company Decoupled flow and pressure setpoints in an extraction instrument using compressible fluids
GB9005814D0 (en) * 1990-03-15 1990-05-09 Shell Int Research A two-step monoethylene glycol preparation process
JPH04301463A (ja) * 1991-03-29 1992-10-26 Sharp Corp 印字装置
JPH0539952U (ja) * 1991-10-29 1993-05-28 三洋電機株式会社 プリンター装置
US5932101A (en) * 1996-08-29 1999-08-03 Eastman Chemical Company Process for fluid/dense gas extraction under enhanced solubility conditions
AU749910B2 (en) * 1998-03-19 2002-07-04 Mitsubishi Chemical Corporation Method for producing monoethylene glycol
US6372925B1 (en) * 2000-06-09 2002-04-16 Shell Oil Company Process for operating the epoxidation of ethylene
MX256050B (es) * 2002-06-28 2008-04-07 Shell Int Research Metodo para mejorar la selectividad de un catalizador y un proceso de epoxidacion de una olefina.
JP4333153B2 (ja) * 2003-02-07 2009-09-16 三菱化学株式会社 アルキレングリコールの製造方法
WO2004069777A1 (ja) * 2003-02-07 2004-08-19 Mitsubishi Chemical Corporation アルキレン誘導体の製造方法及びアルキレン誘導体製造用触媒の再生方法
US20040220433A1 (en) * 2003-03-28 2004-11-04 Evert Van Der Heide Process for the preparation of propylene glycol
US7348444B2 (en) * 2003-04-07 2008-03-25 Shell Oil Company Process for the production of an olefin oxide
WO2004089866A1 (en) * 2003-04-09 2004-10-21 Shell Internationale Research Maatschappij B.V. Process for the preparation of alkanediol
US8148555B2 (en) * 2003-06-26 2012-04-03 Shell Oil Company Method for improving the selectivity of a catalyst and a process for the epoxidation of an olefin
DE602004010144T2 (de) * 2003-06-30 2008-09-11 Shell Internationale Research Maatschappij B.V. Verfahren zur herstellung von propylencarbonat
US7378540B2 (en) * 2005-10-21 2008-05-27 Catalytic Distillation Technologies Process for producing organic carbonates
CN101410178A (zh) * 2006-02-03 2009-04-15 国际壳牌研究有限公司 催化剂的处理方法，催化剂和催化剂的用途
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
AU2007260016A1 (en) * 2006-06-13 2007-12-21 Shell Internationale Research Maatschappij B.V. Glycol separation and purification
CN100586913C (zh) * 2006-08-10 2010-02-03 中国石化扬子石油化工有限公司 催化水合法制备乙二醇的方法
KR20100017689A (ko) 2007-05-09 2010-02-16 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 에폭시화 촉매, 이 촉매의 제조방법, 및 산화올레핀, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산 방법
JP2010535833A (ja) 2007-08-14 2010-11-25 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー アルキレングリコールの調製方法
EP2291343B1 (en) * 2008-04-09 2015-01-14 Shell Internationale Research Maatschappij B.V. Process for the preparation of alkylene glycol
KR20100135263A (ko) * 2008-04-10 2010-12-24 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 알킬렌 글리콜의 제조방법
EP2297124B1 (en) * 2008-05-07 2013-08-21 Shell Internationale Research Maatschappij B.V. A process for the start-up of an epoxidation process, a process for the production of ethylene oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine
JP5868703B2 (ja) * 2008-05-07 2016-02-24 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー オレフィンオキシド、１，２−ジオール、１，２−ジオールエーテル、１，２−カーボネートまたはアルカノールアミンの製造方法
CA2723988A1 (en) 2008-05-15 2009-11-19 Shell Internationale Research Maatschappij B.V. Process for the preparation of alkylene carbonate and/or alkylene glycol
WO2009140318A1 (en) * 2008-05-15 2009-11-19 Shell Oil Company Process for the preparation of an alkylene carbonate and an alkylene glycol
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
US8802900B2 (en) * 2010-11-29 2014-08-12 Shell Oil Company Process for the preparation of ethylene glycol
EP2714670B2 (en) * 2011-04-29 2022-03-02 Shell Internationale Research Maatschappij B.V. Process for improving the selectivity of an eo catalyst
WO2013028039A2 (ko) * 2011-08-24 2013-02-28 롯데케미칼 주식회사 알킬렌 카보네이트 및/또는 알킬렌 글리콜 합성용 촉매의 재생 방법 및 알킬렌 카보네이트 및/또는 알킬렌 글리콜의 제조 방법
CN107915577B (zh) * 2016-10-08 2020-12-29 中国石油化工股份有限公司 碳酸乙烯酯水解合成乙二醇的方法
US11801493B2 (en) 2016-12-02 2023-10-31 Shell Usa, Inc. Methods for conditioning an ethylene epoxidation catalyst and associated methods for the production of ethylene oxide
KR102613266B1 (ko) * 2017-05-19 2023-12-14 쉘 인터내셔날 리써취 마트샤피지 비.브이. 에틸렌 카르보네이트 및 에틸렌 글리콜의 제조 방법에서의 열 통합
WO2020120305A1 (en) 2018-12-10 2020-06-18 Shell Internationale Research Maatschappij B.V. Process for the preparation of ethylene glycol
US20230032856A1 (en) * 2020-01-09 2023-02-02 Shell Usa, Inc. Process for the preparation of ethylene glycol
WO2024137896A1 (en) * 2022-12-21 2024-06-27 Renewco2 Inc. Liquid electrolyzer for single-conversion-step electrocatalytic reduction of co2 to ethylene glycol

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4117250A (en) * 1977-12-22 1978-09-26 Union Carbide Corporation Continuous process for producing alkylene glycols from alkylene carbonates
US4237324A (en) * 1979-01-22 1980-12-02 The Dow Chemical Company Production of monoglycols from alkylene carbonates
CA1121389A (en) * 1979-05-24 1982-04-06 Hiroshi Odanaka Process for the production of alkylene glycols
US4233221A (en) * 1979-10-24 1980-11-11 The Dow Chemical Company Ethylene carbonate process
US4437939A (en) * 1981-07-17 1984-03-20 The Halcon Sd Group, Inc. Process for separating ethylene oxide from aqueous solutions
AU558415B2 (en) * 1981-12-02 1987-01-29 Scientific Design Company, Inc. Preparation of alkylene carbonates

Also Published As

Publication number Publication date
CA1219602A (en) 1987-03-24
CH656871A5 (fr) 1986-07-31
JPS6327333B2 (ko) 1988-06-02
IT8348494A0 (it) 1983-06-13
ZA834364B (en) 1985-02-27
SE8303324D0 (sv) 1983-06-13
NO159164C (no) 1988-12-07
NO832140L (no) 1983-12-15
AU1564083A (en) 1983-12-22
YU129483A (en) 1986-02-28
YU44436B (en) 1990-08-31
FR2528417B1 (fr) 1986-01-17
IT1169063B (it) 1987-05-27
SU1572414A3 (ru) 1990-06-15
GB2122614A (en) 1984-01-18
RO88641A (ro) 1986-02-28
ES8501357A1 (es) 1984-11-16
AR241527A1 (es) 1992-08-31
BE897039A (fr) 1983-12-13
EG16051A (en) 1990-10-30
GB8316153D0 (en) 1983-07-20
SE459089B (sv) 1989-06-05
BR8303125A (pt) 1984-01-31
FR2528417A1 (fr) 1983-12-16
DD210026A5 (de) 1984-05-30
KR870000542B1 (ko) 1987-03-18
US4400559A (en) 1983-08-23
SE8303324L (sv) 1983-12-15
NL8302020A (nl) 1984-01-02
ES523213A0 (es) 1984-11-16
NO159164B (no) 1988-08-29
DE3321448C2 (ko) 1988-04-21
IN159399B (ko) 1987-05-16
DE3321448A1 (de) 1983-12-15
JPS5921634A (ja) 1984-02-03
AU556132B2 (en) 1986-10-23
MX157512A (es) 1988-11-28
GB2122614B (en) 1986-03-19

Similar Documents

Publication Publication Date Title
KR840005062A (ko) 에틸렌글리콜의 제조 방법
KR850001719A (ko) 에틸렌옥사이드로 부터 글리콜의 제법
US5210354A (en) Propylene oxide-styrene monomer process
US2860146A (en) Manufacture of epihalohydrins
SU436491A3 (ru) Способ выделения окиси этилена
DE3060960D1 (en) Process for the obtention of anhydrous or substantially anhydrous formic acid
JPS5844752B2 (ja) 廃ブラインの精製法
KR970015553A (ko) 아세트산의 정제방법
GB1502591A (en) Process for preparing tetrahydrofuran
US4519875A (en) Purification of ethylene glycol derived from ethylene carbonate
KR910007854A (ko) 모노에폭사이드의 제조방법
KR850001720A (ko) 아크릴산의 제조방법
KR950703505A (ko) 무수아세트산 또는 무수아세트산 및 아세트산의 제조방법(process for producing acetic anhydride alone or both of acetic anhydride and acetic acid)
KR920009770A (ko) 열가소성 폴리에스테르 폐기물로부터 방향족산의 메틸 에스테르 및 글리콜을 회수하는 방법
US3406100A (en) Purification of synthetic methanol by extractive distillation and subsequent distillation with plural side stream purges
KR20080094959A (ko) 알칸디올의 제조방법
TW202024015A (zh) 製備碳酸二烷酯及烷二醇之方法
KR960031412A (ko) 이소프로필 알콜의 제조방법
US3410761A (en) Recovery of epoxy polybutadiene by plural stage flash distillation
US4132739A (en) Method for the preparation of carbonyl products starting from hydrocarbon streams coming from steam-cracking installations
US2350940A (en) Preparation of dioxolanes
JP2886015B2 (ja) オレフィンクロロヒドリンの製造方法
KR910006261A (ko) 락톤의 제조방법
KR0124821B1 (ko) 산성 반응 용액중의 메틸글리콜레이트 분리방법
US4089892A (en) Process for the preparation of percarboxylic acid solutions

Legal Events

Date Code Title Description
A201 Request for examination
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 19891205

Year of fee payment: 5

LAPS Lapse due to unpaid annual fee