JPS6041627A - エタノ−ルの工業的製造プロセスから生じる水／ｃ↓１〜ｃ↓２アルコ−ル／不純物の混合物を抽出剤によつて精製する方法 - Google Patents
エタノ−ルの工業的製造プロセスから生じる水／ｃ↓１〜ｃ↓２アルコ−ル／不純物の混合物を抽出剤によつて精製する方法Info
- Publication number
- JPS6041627A JPS6041627A JP59116810A JP11681084A JPS6041627A JP S6041627 A JPS6041627 A JP S6041627A JP 59116810 A JP59116810 A JP 59116810A JP 11681084 A JP11681084 A JP 11681084A JP S6041627 A JPS6041627 A JP S6041627A
- Authority
- JP
- Japan
- Prior art keywords
- mixture
- alcohol
- liquid
- water
- impurities
- 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.)
- Granted
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 108
- 239000000203 mixture Substances 0.000 claims description 65
- 239000012535 impurity Substances 0.000 claims description 59
- 239000007788 liquid Substances 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 36
- 239000000284 extract Substances 0.000 claims description 27
- 238000000605 extraction Methods 0.000 claims description 21
- 150000001298 alcohols Chemical class 0.000 claims description 18
- 239000012071 phase Substances 0.000 claims description 17
- 238000000926 separation method Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 6
- 231100000252 nontoxic Toxicity 0.000 claims description 6
- 230000003000 nontoxic effect Effects 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- 239000002341 toxic gas Substances 0.000 claims description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 238000000855 fermentation Methods 0.000 claims description 5
- 230000004151 fermentation Effects 0.000 claims description 5
- 239000008346 aqueous phase Substances 0.000 claims description 4
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 4
- 238000001577 simple distillation Methods 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 57
- 229910002092 carbon dioxide Inorganic materials 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000004821 distillation Methods 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 238000000746 purification Methods 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 230000001105 regulatory effect Effects 0.000 description 5
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
- AQIXEPGDORPWBJ-UHFFFAOYSA-N pentan-3-ol Chemical compound CCC(O)CC AQIXEPGDORPWBJ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- YMHOBZXQZVXHBM-UHFFFAOYSA-N 2,5-dimethoxy-4-bromophenethylamine Chemical compound COC1=CC(CCN)=C(OC)C=C1Br YMHOBZXQZVXHBM-UHFFFAOYSA-N 0.000 description 1
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 1
- -1 C3 -C Chemical class 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 241000951471 Citrus junos Species 0.000 description 1
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
- 240000002834 Paulownia tomentosa Species 0.000 description 1
- 241000545067 Venus Species 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960001948 caffeine Drugs 0.000 description 1
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- AFYPFACVUDMOHA-UHFFFAOYSA-N chlorotrifluoromethane Chemical compound FC(F)(F)Cl AFYPFACVUDMOHA-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 101150096252 ctc-2 gene Proteins 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LJQKCYFTNDAAPC-UHFFFAOYSA-N ethanol;ethyl acetate Chemical compound CCO.CCOC(C)=O LJQKCYFTNDAAPC-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010301 surface-oxidation reaction Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Classifications
-
- 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
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0403—Solvent extraction of solutions which are liquid with a supercritical fluid
- B01D11/0407—Solvent extraction of solutions which are liquid with a supercritical fluid the supercritical fluid acting as solvent for the solute
-
- 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
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR83.09562 | 1983-06-09 | ||
| FR8309562A FR2547298B1 (fr) | 1983-06-09 | 1983-06-09 | Procede de purification d'un melange eau-alcool en c1-c2-impuretes, issu d'un procede de fabrication industriel d'alcool en c1-c2 au moyen d'un agent d'extraction |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6041627A true JPS6041627A (ja) | 1985-03-05 |
| JPS629568B2 JPS629568B2 (en, 2012) | 1987-02-28 |
Family
ID=9289633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59116810A Granted JPS6041627A (ja) | 1983-06-09 | 1984-06-08 | エタノ−ルの工業的製造プロセスから生じる水／ｃ↓１〜ｃ↓２アルコ−ル／不純物の混合物を抽出剤によつて精製する方法 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0129459B1 (en, 2012) |
| JP (1) | JPS6041627A (en, 2012) |
| AT (1) | ATE24475T1 (en, 2012) |
| BR (1) | BR8402801A (en, 2012) |
| DE (1) | DE3461779D1 (en, 2012) |
| FR (1) | FR2547298B1 (en, 2012) |
| IN (1) | IN160952B (en, 2012) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6287537A (ja) * | 1985-10-12 | 1987-04-22 | Seitetsu Kagaku Co Ltd | 直鎖第１級脂肪族高級アルコ−ルの抽出法 |
| JPH0249741A (ja) * | 1988-08-12 | 1990-02-20 | Tsuushiyousangiyoushiyou Kiso Sangiyoukiyokuchiyou | 粗製エタノール水溶液の精製濃縮方法 |
| JPH02229123A (ja) * | 1989-03-01 | 1990-09-11 | Tsuushiyousangiyoushiyou Kiso Sangiyoukiyokuchiyou | エタノール濃縮方法 |
| WO1991016288A1 (en) * | 1990-04-16 | 1991-10-31 | Japan As Represented By Ministry Of International Trade And Industry, Director-General, Basic Industries Bureau | Process for separating impurities from aqueous solution of crude ethanol |
| CN108017516A (zh) * | 2017-12-01 | 2018-05-11 | 宁夏宝塔化工中心实验室(有限公司) | 一种烯烃醚化工艺回收甲醇的方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1238208B (it) * | 1989-10-12 | 1993-07-12 | Enichem Augusta Spa | Procedimento per l'estrazione di una sostanza apolare da una fase liquida mediante un gas supercritico e in un estrattore a piatti forati. |
| JPH0699341B2 (ja) * | 1991-06-07 | 1994-12-07 | 通商産業省基礎産業局長 | 粗製エタノール水溶液の精製方法 |
| EP1759751A1 (en) * | 2005-09-05 | 2007-03-07 | Far East College | Supercritical fractionating apparatus and process |
| KR102594408B1 (ko) * | 2018-11-12 | 2023-10-25 | 주식회사 엘지화학 | 폐 에탄올 정제 방법 |
| KR102588655B1 (ko) * | 2018-11-20 | 2023-10-11 | 주식회사 엘지화학 | 폐 에탄올 정제 방법 |
| CN111377801B (zh) * | 2018-12-28 | 2022-10-11 | 国家能源投资集团有限责任公司 | 精制低碳醇的方法和系统 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2833469C2 (de) * | 1978-07-29 | 1986-10-09 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Aufarbeitung von Reaktionsgemischen, die bei der Hydroformylierung oder der Carbonylierung anfallen |
| US4349415A (en) * | 1979-09-28 | 1982-09-14 | Critical Fluid Systems, Inc. | Process for separating organic liquid solutes from their solvent mixtures |
| FR2505616B1 (fr) * | 1981-05-14 | 1985-06-14 | Rhone Poulenc Sa | Procede d'extraction de l'arome de boissons alcoolisees obtenues a partir de fruits ou de produits assimiles |
-
1983
- 1983-06-09 FR FR8309562A patent/FR2547298B1/fr not_active Expired
-
1984
- 1984-05-09 IN IN344/MAS/84A patent/IN160952B/en unknown
- 1984-05-30 DE DE8484401108T patent/DE3461779D1/de not_active Expired
- 1984-05-30 AT AT84401108T patent/ATE24475T1/de not_active IP Right Cessation
- 1984-05-30 EP EP84401108A patent/EP0129459B1/fr not_active Expired
- 1984-06-08 JP JP59116810A patent/JPS6041627A/ja active Granted
- 1984-06-08 BR BR8402801A patent/BR8402801A/pt unknown
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6287537A (ja) * | 1985-10-12 | 1987-04-22 | Seitetsu Kagaku Co Ltd | 直鎖第１級脂肪族高級アルコ−ルの抽出法 |
| JPH0249741A (ja) * | 1988-08-12 | 1990-02-20 | Tsuushiyousangiyoushiyou Kiso Sangiyoukiyokuchiyou | 粗製エタノール水溶液の精製濃縮方法 |
| JPH02229123A (ja) * | 1989-03-01 | 1990-09-11 | Tsuushiyousangiyoushiyou Kiso Sangiyoukiyokuchiyou | エタノール濃縮方法 |
| WO1991016288A1 (en) * | 1990-04-16 | 1991-10-31 | Japan As Represented By Ministry Of International Trade And Industry, Director-General, Basic Industries Bureau | Process for separating impurities from aqueous solution of crude ethanol |
| JPH041147A (ja) * | 1990-04-16 | 1992-01-06 | Tsusho Sangyosho Kiso Sangyokyokucho | 粗製エタノール水溶液中の不純物の分離方法 |
| US5185481A (en) * | 1990-04-16 | 1993-02-09 | Japan As Represented By Ministry Of International Trade And Industry, Director-General | Method for the separation of impurities from crude ethanol aqueous solution |
| CN108017516A (zh) * | 2017-12-01 | 2018-05-11 | 宁夏宝塔化工中心实验室(有限公司) | 一种烯烃醚化工艺回收甲醇的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| IN160952B (en, 2012) | 1987-08-22 |
| JPS629568B2 (en, 2012) | 1987-02-28 |
| FR2547298B1 (fr) | 1985-08-09 |
| EP0129459B1 (fr) | 1986-12-30 |
| EP0129459A1 (fr) | 1984-12-27 |
| DE3461779D1 (en) | 1987-02-05 |
| ATE24475T1 (de) | 1987-01-15 |
| BR8402801A (pt) | 1985-05-21 |
| FR2547298A1 (fr) | 1984-12-14 |
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