WO2005030359A1 - 溶液から目的物質を回収する方法 - Google Patents
溶液から目的物質を回収する方法 Download PDFInfo
- Publication number
- WO2005030359A1 WO2005030359A1 PCT/JP2004/013991 JP2004013991W WO2005030359A1 WO 2005030359 A1 WO2005030359 A1 WO 2005030359A1 JP 2004013991 W JP2004013991 W JP 2004013991W WO 2005030359 A1 WO2005030359 A1 WO 2005030359A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- target substance
- solvent
- emulsion
- solution
- recovering
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
- C07C407/003—Separation; Purification; Stabilisation; Use of additives
-
- 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
Definitions
- the present invention relates to a method for recovering a target substance contained in a solution.
- a distillation method utilizing a boiling point difference of a compound and a crystallization method utilizing a solubility difference are generally used.
- the target component or other components must be selectively evaporated or precipitated from the mixed solution containing the target compound, and the target compound may be deteriorated by heating. Furthermore, heating or cooling often requires a lot of energy, which is unsatisfactory in terms of energy saving.
- a liquid membrane separation method is known (see Chemical Engineering Handbook, Revised Sixth Edition, page 660).
- this separation method is a method utilizing the difference in the liquid passing speed between the target compound and the other components in the raw material liquid phase. See No. 69.) In this method, the once-formed emulsion is further dispersed in another phase to form a double emulsion, and non-equilibrium separation is performed in which back extraction is performed simultaneously with extraction. I am not satisfied with the need for operating conditions. Disclosure of the invention
- An object of the present invention is a method for recovering a target substance from a solution containing the target substance to be recovered, which can recover the target substance from the solution without necessarily heating the solution as in distillation. Therefore, it is an object of the present invention to provide a method for recovering a target substance, which can recover a heat-unstable target substance without deteriorating the property and which is excellent from the viewpoint of energy saving.
- the present invention provides a method comprising adding a second solvent to a solution comprising a target substance to be recovered and a first solvent, mixing the solution, and dissolving the target in a second solvent in a state where the second solvent is not uniformly dissolved in the second solvent.
- the present invention relates to a method for recovering a target substance from a solution including a step of forming an emulsion containing a substance, and a step of separating the obtained emulsion from a solution.
- the target substance to be recovered includes a substance having two or more different lyophilic parts, for example, a compound having a lipophilic part and a hydrophilic part.
- the lipophilic portion is a portion mainly composed of hydrocarbons
- the hydrophilic 'f product is a portion in which hydrogen and oxygen are mainly bonded.
- the target substance include alkylbenzene hydroperoxides such as ethylbenzene hydroperoxide, cumene diperoxide, isobutylbenzene hydroperoxide, and t-butylbenzene hydroperoxide.
- Organic hydroperoxides such as alkyl hydroperoxides such as side and t-butylhydroxide peroxides can be mentioned.
- the organic hydroperoxide is obtained by oxidizing an organic compound, and in particular, an alkyl benzene oxyperoxide obtained by oxidizing an alkyl benzene is preferable.
- the first solvent may be any solvent that dissolves the target substance to be recovered and does not mix uniformly with the second solvent.
- an organic solvent can be used.
- organic solvents include ketones (methylethyl ketone, methyl isobutyl ketone, etc.), ethers (ethyl ether, n-butyl ether, etc.), polyester ester (ethyl acetate, etc.), aliphatic hydrocarbons (ethyl acetate, etc.).
- Aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, cumene, t_butylbenzene, etc.), but aliphatic or aromatic Group hydrocarbon solvents are preferred.
- the solution means a liquid in which the target substance is substantially uniformly dissolved in the first solvent.
- recovering the target substance means recovering at least a part of the target substance.
- the second solvent does not uniformly dissolve the target substance, does not mix uniformly with the first solvent, and is mixed with the solution containing the target substance to form an emulsion.
- lyophilicity For example, water is preferred.
- the ratio of the target substance to the first solvent in the formed emulsion becomes extremely higher than the ratio of the target substance to the first solvent in the solution, that is, the target substance in the first solvent is It has been found that it can be concentrated efficiently.
- the mixture of the solution and the second solvent is separated into a solution phase mainly containing the first solvent and the target substance which has not been recovered and a phase composed of an emulsion.
- a method using ultrasonic irradiation or mechanical stirring can be mentioned. That is, the mixture of the solution and the second solvent is irradiated with ultrasonic waves, and Z or the mixture of the solution and the second solvent is mechanically stirred to form an emulsion. After the formation of the marsion, the mixture is allowed to stand to separate into two phases as described above.
- the solution phase mainly composed of the first solvent and the unrecovered target substance and the emulsion phase are separated at the interface of both phases. do it.
- a step of recovering the target substance from the emulsion obtained after the separation step can be provided.
- Examples of the method of recovering the target substance include a method of centrifuging the emulsion and a method of extracting and recovering the target substance from the emulsion using an extractant.
- extracting use an extractant having a lower boiling point than both the target substance and the second solvent as an extractant, and then subject the obtained extract mixture to distillation to separate and recover the target substance. It is preferable to use a step of
- the method of the present invention comprises an oxidizing step of obtaining an organic hydroperoxide by oxidizing an organic compound, a condensing step of concentrating the peroxide at the organic hydrid, Propylene oxide production method including an epoxidation step of obtaining propylene oxide by reacting hydroperoxide with propylene (see, for example, JP-A-2003-327576). It can be suitably applied at least as a part.
- the target substance to be recovered is cumene hydroperoxide (CMHP)
- the first solvent is an organic solvent mainly containing cumene
- the second solvent is mainly water. Solvents can be mentioned.
- a solution containing 24.7% by weight of cumene hydride peroxide (CMHP) as the target substance in an organic solvent mainly containing cumene as the first solvent was mixed with water as the second solvent at room temperature and normal pressure.
- the aqueous phase was mixed until the aqueous phase became cloudy.
- the resulting mixture was allowed to stand until it separated into an oil phase and an aqueous phase containing a cloudy emulsion, and then the aqueous phase containing a cloudy emulsion was separated.
- the cloudy aqueous phase was centrifuged for 1 hour to obtain a transparent aqueous phase and an oil phase.
- CMHP which was present at a ratio of 24.7% by weight in the solution, was concentrated to 66.3% by weight and selectively recovered.
- a method for recovering a target substance from a solution comprising the target substance to be recovered and a first solvent, the method comprising recovering the target substance from a solution without indispensably heating the solution as in distillation. It is possible to provide a method for recovering a target substance from a solution which can recover a substance which is unstable to heat without deteriorating the substance, and which is excellent also in terms of energy saving.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Extraction Or Liquid Replacement (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/572,877 US7763756B2 (en) | 2003-09-25 | 2004-09-16 | Method for collecting object material from solution |
EP04788138A EP1679107A4 (en) | 2003-09-25 | 2004-09-16 | METHOD FOR COLLECTING SOLID MATERIAL IN SOLUTION |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003-333159 | 2003-09-25 | ||
JP2003333159 | 2003-09-25 | ||
JP2004-067149 | 2004-03-10 | ||
JP2004067149A JP4438458B2 (ja) | 2003-09-25 | 2004-03-10 | 溶液からの目的物質の回収方法 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2005030359A1 true WO2005030359A1 (ja) | 2005-04-07 |
Family
ID=34395586
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2004/013991 WO2005030359A1 (ja) | 2003-09-25 | 2004-09-16 | 溶液から目的物質を回収する方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US7763756B2 (ja) |
EP (1) | EP1679107A4 (ja) |
JP (1) | JP4438458B2 (ja) |
KR (1) | KR20060096058A (ja) |
WO (1) | WO2005030359A1 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101116749B1 (ko) * | 2008-10-17 | 2012-02-22 | 금호석유화학 주식회사 | 합성고무 생산 공정에서 중합된 폴리머 용액으로부터 최적화 용매 회수 공정 |
FR3091281B1 (fr) * | 2018-12-26 | 2021-06-18 | Arkema France | Procédé de purification de l’hydroperoxyde d’alkyle par extraction à l’eau et séparation de la phase aqueuse |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59169505A (ja) * | 1983-03-15 | 1984-09-25 | Gunma Daigaku | 超音波乳化による液−液抽出分離装置 |
JPH04225802A (ja) * | 1990-04-23 | 1992-08-14 | Bp America Inc | 抽出可能有機物質及び固体を含む水中油エマルションを含む組成物から抽出可能有機物質を分離する方法 |
JP2003183248A (ja) * | 2001-12-19 | 2003-07-03 | Sumitomo Chem Co Ltd | 酸化反応液の精製方法 |
JP2003261552A (ja) * | 2002-03-07 | 2003-09-19 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4036890A (en) * | 1964-05-13 | 1977-07-19 | Veba-Chemie Ag | Preparation of organic hydroperoxides |
US6063281A (en) * | 1997-04-01 | 2000-05-16 | Forschungszentrum Julich Gmbh | Extraction of organic compounds from surfactants-containing aqueous solutions |
DE19846508C1 (de) * | 1998-10-09 | 2000-03-23 | Domo Caproleuna Gmbh | Verfahren zur Rückgewinnung von Cumenhydroperoxid aus hydroperoxidhaltigem Wasser |
-
2004
- 2004-03-10 JP JP2004067149A patent/JP4438458B2/ja not_active Expired - Fee Related
- 2004-09-16 KR KR1020067007858A patent/KR20060096058A/ko not_active Application Discontinuation
- 2004-09-16 EP EP04788138A patent/EP1679107A4/en not_active Withdrawn
- 2004-09-16 US US10/572,877 patent/US7763756B2/en not_active Expired - Fee Related
- 2004-09-16 WO PCT/JP2004/013991 patent/WO2005030359A1/ja active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59169505A (ja) * | 1983-03-15 | 1984-09-25 | Gunma Daigaku | 超音波乳化による液−液抽出分離装置 |
JPH04225802A (ja) * | 1990-04-23 | 1992-08-14 | Bp America Inc | 抽出可能有機物質及び固体を含む水中油エマルションを含む組成物から抽出可能有機物質を分離する方法 |
JP2003183248A (ja) * | 2001-12-19 | 2003-07-03 | Sumitomo Chem Co Ltd | 酸化反応液の精製方法 |
JP2003261552A (ja) * | 2002-03-07 | 2003-09-19 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
Also Published As
Publication number | Publication date |
---|---|
EP1679107A4 (en) | 2008-07-23 |
EP1679107A1 (en) | 2006-07-12 |
JP4438458B2 (ja) | 2010-03-24 |
KR20060096058A (ko) | 2006-09-05 |
US20070123721A1 (en) | 2007-05-31 |
US7763756B2 (en) | 2010-07-27 |
JP2005118768A (ja) | 2005-05-12 |
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