TWI453186B - 用於回收二氯醇之多階方法及裝置 - Google Patents
用於回收二氯醇之多階方法及裝置 Download PDFInfo
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- TWI453186B TWI453186B TW098111648A TW98111648A TWI453186B TW I453186 B TWI453186 B TW I453186B TW 098111648 A TW098111648 A TW 098111648A TW 98111648 A TW98111648 A TW 98111648A TW I453186 B TWI453186 B TW I453186B
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- Prior art keywords
- liquid
- reactor
- separation
- distillation
- ester
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- 235000011941 Tilia x europaea Nutrition 0.000 description 1
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- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
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- 150000001342 alkaline earth metals Chemical class 0.000 description 1
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- 238000005804 alkylation reaction Methods 0.000 description 1
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-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
- 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 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
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000010523 cascade reaction Methods 0.000 description 1
- 239000012018 catalyst precursor Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 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
- 238000011161 development Methods 0.000 description 1
- 150000005690 diesters Chemical class 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
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940090046 jet injector Drugs 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 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
- 239000001788 mono and diglycerides of fatty acids Substances 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
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 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
- 239000002243 precursor Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- CSIGAEASXSGNKS-UHFFFAOYSA-N propane-1,1,3-triol Chemical compound OCCC(O)O CSIGAEASXSGNKS-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 238000005086 pumping Methods 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
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
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- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007787 solid 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
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- 238000005507 spraying Methods 0.000 description 1
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- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
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- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000004246 zinc acetate Substances 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
- C07C29/80—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
-
- 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
- B01D3/34—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
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)
- Epoxy Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4359008P | 2008-04-09 | 2008-04-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200946488A TW200946488A (en) | 2009-11-16 |
| TWI453186B true TWI453186B (zh) | 2014-09-21 |
Family
ID=40973560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW098111648A TWI453186B (zh) | 2008-04-09 | 2009-04-08 | 用於回收二氯醇之多階方法及裝置 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8586802B2 (enExample) |
| EP (1) | EP2268598A1 (enExample) |
| JP (1) | JP2011516553A (enExample) |
| KR (1) | KR20100126603A (enExample) |
| CN (1) | CN101998944B (enExample) |
| AR (1) | AR074139A1 (enExample) |
| BR (1) | BRPI0906904A2 (enExample) |
| TW (1) | TWI453186B (enExample) |
| WO (1) | WO2009126415A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012078728A1 (en) | 2010-12-10 | 2012-06-14 | 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 |
| TWI592392B (zh) * | 2016-05-31 | 2017-07-21 | 國立清華大學 | 改善二氯丙醇的產率的製造裝置及其製造方法 |
| TWI585072B (zh) * | 2016-05-31 | 2017-06-01 | 國立清華大學 | 二氯丙醇的製造裝置及其製造方法 |
| WO2022155780A1 (zh) * | 2021-01-19 | 2022-07-28 | 汇智工程科技股份有限公司 | 环氧氯丙烷生产中1，3-二氯-2-丙醇的精制系统及工艺 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0018040A1 (en) * | 1979-04-19 | 1980-10-29 | Shell Internationale Researchmaatschappij B.V. | Process for the preparation of polyglycidyl ethers of polyhydric phenols and polyglycidyl ethers so prepared |
| CN1845888A (zh) * | 2003-09-01 | 2006-10-11 | 化学和冶金生产联合体股份公司 | 从甘油中制备二氯丙醇的方法 |
| CN101003614A (zh) * | 2003-11-20 | 2007-07-25 | 索尔维公司 | 用于生产环氧树脂的方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE197308C (enExample) | ||||
| US6092308A (en) * | 1998-11-23 | 2000-07-25 | Reflections Shoe Corp. | Unitary shoe bottom |
| CN100999443B (zh) * | 2003-11-20 | 2011-03-16 | 索尔维公司 | 用于生产二氯丙醇的方法 |
| EP2181979B1 (en) | 2004-07-21 | 2015-04-22 | Dow Global Technologies LLC | Conversion of a multihydroxylated aliphatic hydrocarbon or ester thereof to a chlorohydrin |
| EP1762556A1 (en) | 2005-05-20 | 2007-03-14 | SOLVAY (Société Anonyme) | Process for producing dichloropropanol from glycerol |
| US20090306020A1 (en) * | 2005-05-27 | 2009-12-10 | Bayer Healthcare Ag | Combination therapy comprising diaryl ureas for treating diseases |
| TW200740735A (en) * | 2006-01-31 | 2007-11-01 | Asahi Kasei Chemicals Corp | Industrial process for production of high-purity diol |
| JP5094148B2 (ja) * | 2006-02-02 | 2012-12-12 | 昭和電工株式会社 | アリルアルコールの製造方法 |
| 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 |
| US8664453B2 (en) * | 2007-04-12 | 2014-03-04 | Dow Global Technologies Inc. | Multi-stage process and apparatus for recovering dichlorohydrins |
-
2009
- 2009-03-18 US US12/935,303 patent/US8586802B2/en not_active Expired - Fee Related
- 2009-03-18 EP EP09730672A patent/EP2268598A1/en not_active Withdrawn
- 2009-03-18 CN CN200980112653.6A patent/CN101998944B/zh not_active Expired - Fee Related
- 2009-03-18 WO PCT/US2009/037487 patent/WO2009126415A1/en not_active Ceased
- 2009-03-18 JP JP2011504042A patent/JP2011516553A/ja active Pending
- 2009-03-18 BR BRPI0906904-6A patent/BRPI0906904A2/pt not_active IP Right Cessation
- 2009-03-18 KR KR1020107025108A patent/KR20100126603A/ko not_active Withdrawn
- 2009-04-08 AR ARP090101267A patent/AR074139A1/es unknown
- 2009-04-08 TW TW098111648A patent/TWI453186B/zh not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0018040A1 (en) * | 1979-04-19 | 1980-10-29 | Shell Internationale Researchmaatschappij B.V. | Process for the preparation of polyglycidyl ethers of polyhydric phenols and polyglycidyl ethers so prepared |
| CN1845888A (zh) * | 2003-09-01 | 2006-10-11 | 化学和冶金生产联合体股份公司 | 从甘油中制备二氯丙醇的方法 |
| CN101003614A (zh) * | 2003-11-20 | 2007-07-25 | 索尔维公司 | 用于生产环氧树脂的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20110098516A1 (en) | 2011-04-28 |
| CN101998944B (zh) | 2014-09-03 |
| US8586802B2 (en) | 2013-11-19 |
| JP2011516553A (ja) | 2011-05-26 |
| KR20100126603A (ko) | 2010-12-01 |
| BRPI0906904A2 (pt) | 2015-07-21 |
| AR074139A1 (es) | 2010-12-29 |
| CN101998944A (zh) | 2011-03-30 |
| WO2009126415A1 (en) | 2009-10-15 |
| TW200946488A (en) | 2009-11-16 |
| EP2268598A1 (en) | 2011-01-05 |
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| MM4A | Annulment or lapse of patent due to non-payment of fees |