TW297022B - - Google Patents
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- Publication number
- TW297022B TW297022B TW084104092A TW84104092A TW297022B TW 297022 B TW297022 B TW 297022B TW 084104092 A TW084104092 A TW 084104092A TW 84104092 A TW84104092 A TW 84104092A TW 297022 B TW297022 B TW 297022B
- Authority
- TW
- Taiwan
- Prior art keywords
- distillation column
- ethanol
- patent application
- water
- mixture
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 192
- 239000000203 mixture Substances 0.000 claims description 93
- 238000004821 distillation Methods 0.000 claims description 82
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 77
- 238000000034 method Methods 0.000 claims description 76
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 61
- 229930195733 hydrocarbon Natural products 0.000 claims description 34
- 150000002430 hydrocarbons Chemical class 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 30
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 23
- 238000011049 filling Methods 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 13
- 230000003197 catalytic effect Effects 0.000 claims description 12
- 150000002170 ethers Chemical class 0.000 claims description 10
- 239000012535 impurity Substances 0.000 claims description 10
- 238000000605 extraction Methods 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- -1 ethyl tertiary butyl Chemical group 0.000 claims description 8
- 238000010025 steaming Methods 0.000 claims description 8
- 238000000066 reactive distillation Methods 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 230000002194 synthesizing effect Effects 0.000 claims description 6
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- VSCUCHUDCLERMY-UHFFFAOYSA-N 2-ethoxybutane Chemical compound CCOC(C)CC VSCUCHUDCLERMY-UHFFFAOYSA-N 0.000 claims description 3
- 238000002309 gasification Methods 0.000 claims description 3
- 238000003786 synthesis reaction Methods 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000006266 etherification reaction Methods 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 230000002079 cooperative effect Effects 0.000 claims 1
- 230000000875 corresponding effect Effects 0.000 claims 1
- 230000020477 pH reduction Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 230000009257 reactivity Effects 0.000 claims 1
- 238000003303 reheating Methods 0.000 claims 1
- 238000001256 steam distillation Methods 0.000 claims 1
- 229910052714 tellurium Inorganic materials 0.000 claims 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 claims 1
- NUMQCACRALPSHD-UHFFFAOYSA-N tert-butyl ethyl ether Chemical compound CCOC(C)(C)C NUMQCACRALPSHD-UHFFFAOYSA-N 0.000 description 79
- 239000001273 butane Substances 0.000 description 44
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 44
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 43
- 239000007791 liquid phase Substances 0.000 description 11
- 238000010992 reflux Methods 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000012071 phase Substances 0.000 description 7
- 238000010533 azeotropic distillation Methods 0.000 description 6
- 238000000746 purification Methods 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 238000001308 synthesis method Methods 0.000 description 6
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
- 238000007259 addition reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 102000017930 EDNRB Human genes 0.000 description 2
- 101150001833 EDNRB gene Proteins 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229940035429 isobutyl alcohol Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000004230 steam cracking Methods 0.000 description 2
- KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical group CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 description 1
- HNFSPSWQNZVCTB-UHFFFAOYSA-N 2-methyl-2-propan-2-yloxypropane Chemical compound CC(C)OC(C)(C)C HNFSPSWQNZVCTB-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- CBNITUIRJZXCIN-UHFFFAOYSA-N butane copper Chemical compound [Cu].CCCC CBNITUIRJZXCIN-UHFFFAOYSA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003254 gasoline additive Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000779 smoke Substances 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
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/40—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
- C07C41/42—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/05—Preparation of ethers by addition of compounds to unsaturated compounds
- C07C41/06—Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only
-
- 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
- Y02P20/10—Process efficiency
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9405657A FR2719581B1 (fr) | 1994-05-05 | 1994-05-05 | Procéde de purification d'éther comprenant deux étapes de distillation. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW297022B true TW297022B (en, 2012) | 1997-02-01 |
Family
ID=9463014
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW084104092A TW297022B (en, 2012) | 1994-05-05 | 1995-04-25 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5679872A (en, 2012) |
| EP (1) | EP0680944B1 (en, 2012) |
| JP (1) | JPH07304703A (en, 2012) |
| KR (1) | KR950032047A (en, 2012) |
| CN (1) | CN1062548C (en, 2012) |
| DE (1) | DE69501640T2 (en, 2012) |
| ES (1) | ES2117363T3 (en, 2012) |
| FR (1) | FR2719581B1 (en, 2012) |
| MY (1) | MY118478A (en, 2012) |
| TW (1) | TW297022B (en, 2012) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI101220B (fi) * | 1995-12-22 | 1998-05-15 | Neste Oy | Menetelmä alkyylieetterien ja niiden seosten valmistamiseksi |
| WO2003004444A1 (en) | 2001-07-02 | 2003-01-16 | Exxonmobil Chemical Patents Inc. | Inhibiting catalyst coke formation in the manufacture of an olefin |
| DE102005062722A1 (de) * | 2005-12-28 | 2007-07-12 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Ethyl-tert.-Butylether aus technischen Mischungen von C4-Kohlenwasserstoffen |
| US7982086B2 (en) * | 2009-02-03 | 2011-07-19 | Catalytic Distillation Technologies | Deisobutenizer |
| CN101747161B (zh) * | 2009-12-16 | 2012-06-13 | 华东理工大学 | 一种蒸馏-萃取耦合分离纯化制备乙基叔烷基醚的方法及装置 |
| CN101955418B (zh) | 2009-12-16 | 2013-10-16 | 华东理工大学 | 一种耦合分离纯化制备etbe的方法 |
| CN102211982B (zh) * | 2010-04-02 | 2015-08-05 | 华东理工大学 | 一种耦合集成分离联产制备etbe和乙醇的方法及装置 |
| US8466302B1 (en) | 2011-12-21 | 2013-06-18 | Cpc Corporation, Taiwan | Process for producing propylene oxide |
| WO2018105724A1 (ja) | 2016-12-09 | 2018-06-14 | 三菱ケミカル株式会社 | Ｎ－（α－アルコキシエチル）ホルムアミドの精製方法、高純度Ｎ－（α－アルコキシエチル）ホルムアミドの製造方法およびＮ－（α－アルコキシエチル）ホルムアミドの精製装置 |
| CN109574804A (zh) * | 2017-09-29 | 2019-04-05 | 中国石油化工股份有限公司 | 一种分离乙醇-水的方法 |
| FI130918B1 (en) * | 2022-08-26 | 2024-05-28 | Neste Oyj | A method and a system for producing ether |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2672048B1 (fr) * | 1991-01-30 | 1993-05-28 | Inst Francais Du Petrole | Procede de separation d'ethyl tertiobutyl ether a partir de melanges. |
| FR2673624B1 (fr) * | 1991-03-07 | 1993-06-11 | Inst Francais Du Petrole | Procede de separation d'ethyl tertiobutyl ether a partir de melanges avec l'ethanol. |
| FR2683523B1 (fr) * | 1991-11-12 | 1994-02-11 | Institut Francais Petrole | Procede de separation d'ethyl tertiobutyl ether et d'ethanol. |
-
1994
- 1994-05-05 FR FR9405657A patent/FR2719581B1/fr not_active Expired - Fee Related
-
1995
- 1995-04-20 DE DE69501640T patent/DE69501640T2/de not_active Expired - Lifetime
- 1995-04-20 ES ES95400885T patent/ES2117363T3/es not_active Expired - Lifetime
- 1995-04-20 EP EP95400885A patent/EP0680944B1/fr not_active Expired - Lifetime
- 1995-04-25 TW TW084104092A patent/TW297022B/zh active
- 1995-05-02 JP JP7108373A patent/JPH07304703A/ja not_active Withdrawn
- 1995-05-03 MY MYPI95001156A patent/MY118478A/en unknown
- 1995-05-04 US US08/433,765 patent/US5679872A/en not_active Expired - Fee Related
- 1995-05-04 CN CN95105404A patent/CN1062548C/zh not_active Expired - Fee Related
- 1995-05-04 KR KR1019950010972A patent/KR950032047A/ko not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US5679872A (en) | 1997-10-21 |
| KR950032047A (ko) | 1995-12-20 |
| JPH07304703A (ja) | 1995-11-21 |
| ES2117363T3 (es) | 1998-08-01 |
| EP0680944B1 (fr) | 1998-02-25 |
| CN1062548C (zh) | 2001-02-28 |
| DE69501640T2 (de) | 1998-07-09 |
| CN1127243A (zh) | 1996-07-24 |
| DE69501640D1 (de) | 1998-04-02 |
| FR2719581B1 (fr) | 1996-06-21 |
| EP0680944A1 (fr) | 1995-11-08 |
| MY118478A (en) | 2004-11-30 |
| FR2719581A1 (fr) | 1995-11-10 |
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