TWI426066B - 經共蒸餾用於二氯丙醇回收之方法與裝置 - Google Patents
經共蒸餾用於二氯丙醇回收之方法與裝置 Download PDFInfo
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- TWI426066B TWI426066B TW097113157A TW97113157A TWI426066B TW I426066 B TWI426066 B TW I426066B TW 097113157 A TW097113157 A TW 097113157A TW 97113157 A TW97113157 A TW 97113157A TW I426066 B TWI426066 B TW I426066B
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- mixture
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- ester
- catalyst
- distillation
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- XDODWINGEHBYRT-UHFFFAOYSA-N [2-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCCCC1CO XDODWINGEHBYRT-UHFFFAOYSA-N 0.000 description 1
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- 239000012346 acetyl chloride Substances 0.000 description 1
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- 125000003277 amino group Chemical group 0.000 description 1
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 210000001367 artery Anatomy 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 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
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
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- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 239000012018 catalyst precursor Substances 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
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- 239000000919 ceramic Substances 0.000 description 1
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- 238000005094 computer simulation Methods 0.000 description 1
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- 239000013078 crystal Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
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- 238000005516 engineering process Methods 0.000 description 1
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- 238000000605 extraction Methods 0.000 description 1
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- 238000004508 fractional distillation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
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- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 150000002843 nonmetals Chemical class 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 150000003008 phosphonic acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
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- 230000004044 response Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
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- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- 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
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
-
- 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
-
- 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
- B01D3/146—Multiple effect distillation
-
- 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
- B01D3/36—Azeotropic distillation
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B61/00—Other general methods
-
- 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
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
- C07C29/82—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation by azeotropic distillation
-
- 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
- C07C31/34—Halogenated alcohols
- C07C31/36—Halogenated alcohols the halogen not being fluorine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92310207P | 2007-04-12 | 2007-04-12 |
Publications (2)
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|---|---|
| TW200906778A TW200906778A (en) | 2009-02-16 |
| TWI426066B true TWI426066B (zh) | 2014-02-11 |
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| TW097113157A TWI426066B (zh) | 2007-04-12 | 2008-04-11 | 經共蒸餾用於二氯丙醇回收之方法與裝置 |
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| US (2) | US8420870B2 (enExample) |
| EP (1) | EP2137123A1 (enExample) |
| JP (1) | JP2010523701A (enExample) |
| KR (1) | KR20100016455A (enExample) |
| CN (1) | CN101657404B (enExample) |
| TW (1) | TWI426066B (enExample) |
| WO (1) | WO2008128010A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090130123A (ko) * | 2007-04-12 | 2009-12-17 | 다우 글로벌 테크놀로지스 인크. | 다이클로로하이드린의 공비 회수를 위한 방법 및 장치 |
| WO2008128004A1 (en) * | 2007-04-12 | 2008-10-23 | Dow Global Technologies Inc. | Multi-stage process and apparatus for recovering dichlorohydrins |
| EP2268597A1 (en) * | 2008-04-09 | 2011-01-05 | Dow Global Technologies Inc. | Process and apparatus for efficient recovery of dichlorohydrins |
| CN102471196A (zh) | 2009-07-03 | 2012-05-23 | 阿克佐诺贝尔化学国际公司 | 制备二氯丙醇的方法 |
| FR2964096A1 (fr) * | 2010-08-27 | 2012-03-02 | Solvay | Procede d'epuration d'une saumure |
| US9180384B2 (en) | 2010-12-10 | 2015-11-10 | Dow Global Technologies Llc | Apparatus and process for using olefin as an azeotropic entrainer for isolating 1,3-DICHLORO-2-propanol from a 2,2′-oxybis (1-chloropropane) waste stream |
| JP7220597B2 (ja) * | 2019-03-14 | 2023-02-10 | オルガノ株式会社 | 有機溶剤の蒸留精製装置及び蒸留精製方法 |
| CN116948690B (zh) * | 2022-04-20 | 2025-04-01 | 中国石油化工股份有限公司 | 劣质柴油多产高芳石脑油及btx的加氢处理方法及装置 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200533638A (en) * | 2003-11-20 | 2005-10-16 | Solvay | Process for producing an organic compound |
| TW200642999A (en) * | 2005-05-20 | 2006-12-16 | Solvay | Process for preparing a chlorohydrin |
| TW200904786A (en) * | 2007-04-12 | 2009-02-01 | Dow Global Technologies Inc | Multi-stage process and apparatus for recovering dichlorohydrins |
| TW200906779A (en) * | 2007-04-12 | 2009-02-16 | Dow Global Technologies Inc | Process and apparatus for azeotropic recovery of dichlorohydrins |
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| JPS60258171A (ja) * | 1984-06-04 | 1985-12-20 | Showa Denko Kk | エピクロルヒドリンの製造方法 |
| CZ20032346A3 (cs) | 2003-09-01 | 2005-04-13 | Spolek Pro Chemickou A Hutní Výrobu,A.S. | Způsob přípravy dichlorpropanolů z glycerinu |
| EA200800129A1 (ru) * | 2003-11-20 | 2008-04-28 | Солвей (Сосьете Аноним) | Псевдоазеотропная композиция, содержащая дихлорпропанол, и способ ее получения |
| US7906690B2 (en) * | 2004-07-21 | 2011-03-15 | Dow Global Technologies Inc. | Batch, semi-continuous or continuous hydrochlorination of glycerin with reduced volatile chlorinated hydrocarbon by-products and chloracetone levels |
| CN102516205B (zh) | 2004-07-21 | 2016-05-04 | 兰科知识产权有限责任公司 | 多羟基化脂族烃或其酯向氯醇的转化 |
| EP1762556A1 (en) * | 2005-05-20 | 2007-03-14 | SOLVAY (Société Anonyme) | Process for producing dichloropropanol from glycerol |
| CN100509726C (zh) | 2007-01-26 | 2009-07-08 | 江苏工业学院 | 一种从甘油制备二氯丙醇的方法 |
-
2008
- 2008-04-11 WO PCT/US2008/059976 patent/WO2008128010A1/en not_active Ceased
- 2008-04-11 CN CN2008800117408A patent/CN101657404B/zh not_active Expired - Fee Related
- 2008-04-11 KR KR1020097023552A patent/KR20100016455A/ko not_active Ceased
- 2008-04-11 EP EP08745562A patent/EP2137123A1/en not_active Withdrawn
- 2008-04-11 TW TW097113157A patent/TWI426066B/zh not_active IP Right Cessation
- 2008-04-11 US US12/595,500 patent/US8420870B2/en not_active Expired - Fee Related
- 2008-04-11 JP JP2010503222A patent/JP2010523701A/ja active Pending
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2013
- 2013-03-15 US US13/835,184 patent/US8926916B2/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200533638A (en) * | 2003-11-20 | 2005-10-16 | Solvay | Process for producing an organic compound |
| TW200642999A (en) * | 2005-05-20 | 2006-12-16 | Solvay | Process for preparing a chlorohydrin |
| TW200904786A (en) * | 2007-04-12 | 2009-02-01 | Dow Global Technologies Inc | Multi-stage process and apparatus for recovering dichlorohydrins |
| TW200906779A (en) * | 2007-04-12 | 2009-02-16 | Dow Global Technologies Inc | Process and apparatus for azeotropic recovery of dichlorohydrins |
Also Published As
| Publication number | Publication date |
|---|---|
| US20100137653A1 (en) | 2010-06-03 |
| US8926916B2 (en) | 2015-01-06 |
| US20130202497A1 (en) | 2013-08-08 |
| US8420870B2 (en) | 2013-04-16 |
| KR20100016455A (ko) | 2010-02-12 |
| EP2137123A1 (en) | 2009-12-30 |
| CN101657404A (zh) | 2010-02-24 |
| CN101657404B (zh) | 2013-11-06 |
| JP2010523701A (ja) | 2010-07-15 |
| WO2008128010A1 (en) | 2008-10-23 |
| TW200906778A (en) | 2009-02-16 |
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