WO2006093101A1 - Procédé de récupération d’alcool fluoré - Google Patents

Procédé de récupération d’alcool fluoré Download PDF

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Publication number
WO2006093101A1
WO2006093101A1 PCT/JP2006/303640 JP2006303640W WO2006093101A1 WO 2006093101 A1 WO2006093101 A1 WO 2006093101A1 JP 2006303640 W JP2006303640 W JP 2006303640W WO 2006093101 A1 WO2006093101 A1 WO 2006093101A1
Authority
WO
WIPO (PCT)
Prior art keywords
fluorinated alcohol
water
recovering
fluorine
inorganic salt
Prior art date
Application number
PCT/JP2006/303640
Other languages
English (en)
Japanese (ja)
Inventor
Shigeru Aida
Akio Ogawa
Satoshi Hikima
Original Assignee
Asahi Glass Company, Limited
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Asahi Glass Company, Limited filed Critical Asahi Glass Company, Limited
Priority to CN2006800061920A priority Critical patent/CN101128410B/zh
Priority to JP2007505929A priority patent/JP4905349B2/ja
Publication of WO2006093101A1 publication Critical patent/WO2006093101A1/fr

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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

Definitions

  • the present invention relates to a technique for recovering a fluorinated alcohol from a mixed liquid containing a fluorinated alcohol and water.
  • Fluorine-containing alcohol is used as a solvent for dyes for recording layers when manufacturing information recording media such as CD-R and DVD-R, and is indispensable for manufacturing large-capacity recording media. Is.
  • a mixed liquid of a fluorinated alcohol and water may have an azeotropic composition, it is very difficult to remove water by distillation.
  • the azeotropic composition of a mixture of 2, 2, 3, 3-tetrafluoropropanol (hereinafter referred to as TFPO), which is a type of fluorine-containing alcohol, and water is TFPO 73% by mass and water 27% by mass. is there.
  • Patent Document 1 discloses a method of separating water by a pervaporation method when recovering TFPO, a mixed liquid force of TFPO and water. However, a simpler and more efficient method is desired. It was.
  • Patent Document 1 Japanese Patent Laid-Open No. 2001-187756 (Claim 5)
  • the present invention provides a method for easily recovering a fluorinated alcohol by separating water from a mixed solution containing a fluorinated alcohol and water, which is generated in a production process of CD-R or DVD-R. With the goal.
  • the present invention is a method for recovering a fluorinated alcohol, comprising a step of separating a mixed solution containing a fluorinated alcohol and water into two layers.
  • the present invention has a gist characterized by the following.
  • a method for recovering a fluorinated alcohol comprising a step of adding an inorganic salt to a mixed solution containing a fluorinated alcohol and water and separating the mixture into two layers.
  • Fluorine-containing alcohol power Formula 1 (where R f is a fluorine atom or a fluoroalkyl group having 1 to 4 carbon atoms, R 2 is independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and n is an integer of 1 to 4.
  • R f is a fluorine atom or a fluoroalkyl group having 1 to 4 carbon atoms
  • R 2 is independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • n is an integer of 1 to 4.
  • the inorganic salt is added in an amount such that the total amount of inorganic ions generated (the inorganic salt is considered to be 100% dissociated) with respect to the water in the mixed solution is not less than 0.10 in terms of molar ratio.
  • the recovery method according to any one of (3) to (3).
  • the upper layer mainly containing water and the lower layer mainly containing a fluorinated alcohol can be separated in a short time.
  • the content of the fluorinated alcohol in the lower layer can be set to a high concentration of 80% by mass or more, particularly 85% by mass or more, and further 90% by mass or more. Therefore, if this lower layer is further purified by distillation or the like, a highly pure fluorine-containing alcohol can be obtained simply and efficiently.
  • Preferred fluorinated alcohols in the present invention are perfluoro-tert-butanol and 2,2,3,3,3-pentafunolelov.
  • compounds represented by the following formula 1 are perfluoro-tert-butanol and 2,2,3,3,3-pentafunolelov.
  • R f is a fluorine atom or a fluoroalkyl group having 1 to 4 carbon atoms
  • R 1 R 2 is independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • n is an integer of 1 to 4.
  • the content of water in the mixed solution containing the fluorinated alcohol and water to be treated in the present invention is preferably 50% by mass or less, particularly preferably 25% by mass or less. If the water content is too large, it will be necessary to add more inorganic salt, and more time will be required in the distillation process after the two-layer separation. It is preferable to remove some water by doing so.
  • an inorganic salt used in the present invention dissociation is preferable among alkali metal salts.
  • strong acid salts such as hydrochloride and sulfate are preferred.
  • inorganic salts include sodium chloride sodium, sodium sulfate, sodium carbonate, sodium hydrogen carbonate, sodium fluoride, potassium sulfate and the like.
  • sodium chloride or sodium sulfate is preferred because it dissolves in a mixed solution of fluorine-containing alcohol and water and is immediately inexpensive, and sodium chloride is particularly preferred.
  • the total amount of inorganic ions produced (the inorganic salt is considered to be 100% dissociated) with respect to the water in the mixed solution containing the fluorinated alcohol and water.
  • the inorganic salt is preferably added in such an amount that the molar ratio is 0.10 or more, and in particular, an inorganic salt in an amount of 0.13 or more is preferably added.
  • the molar ratio is less than 0.10, the water content in the lower layer increases and the layers are separated.
  • the inorganic ion refers to both a cation and an anion generated by dissociation of an inorganic salt.
  • the total amount of inorganic ions is 3 mol.
  • the amount of inorganic salt added is the minimum amount at which two-layer separation occurs and the content of the fluorinated alcohol in the lower layer becomes more than a certain level. Is preferable.
  • the addition of the inorganic salt to the mixed solution containing the fluorinated alcohol and water should be carried out at normal pressure and normal temperature, and usually does not require temperature control. Mix with a stirring blade etc. so that the added inorganic salt mixes uniformly with the above mixture.
  • the standing time may be about 3 to 12 hours, although it depends on the thickness of each layer and the area of the interface.
  • the content ratio of the fluorinated alcohol in the lower layer obtained in the two-layer separation step in the present invention is preferably 80% by mass or more, particularly 85% by mass or more, and more preferably 90% by mass or more.
  • the larger the content ratio of the fluorinated alcohol the smaller the load when performing distillation in the next step.
  • the upper layer obtained in the two-layer separation step in the present invention usually contains about 5 to 10% by mass of fluorinated alcohol.
  • the obtained upper layer is It can be effectively recovered by repeatedly using it as part of the inorganic salt used in the two-layer separation process of the next batch.
  • the present invention it is preferable to have a distillation step of further distilling the lower layer obtained in the step of separating the two layers. As a result, the water in the lower layer can be further removed to obtain a fluorinated alcohol having a low moisture concentration.
  • Distillation conditions are not particularly limited, and water can be removed by ordinary multistage distillation. Since the lower layer obtained by the two-layer separation process in the present invention has a small water content, the time required for this distillation process is short.
  • the distillation step it is preferable to obtain a fluorinated alcohol having a water concentration of lOOOppm or less by distilling the lower layer.
  • the moisture concentration is preferably low.
  • the water concentration is particularly preferably 500 ppm or less, more preferably 200 ppm or less.
  • a step of removing water in the fluorinated alcohol may be provided after the distillation step using sardine, zeolite or the like.
  • TFPO 2,2,3,3-tetrafluoropropanol
  • Sample tube outer diameter 5 mm.
  • the TFPO concentration in the upper layer was 5.5% by mass, and the TFPO concentration in the lower layer was 90.0% by mass. .
  • the method for recovering a fluorinated alcohol of the present invention is useful as a process for recovering and reusing waste liquid fluorinated alcohol generated in the production process of CD-R and DVD-R. It should be noted that the entire contents of the specification, claims, drawings and abstract of the Japanese Patent Application No. 2005-53596 filed on February 28, 2005 are cited here as disclosure of the specification of the present invention. Incorporate.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne un procédé pour la récupération d’alcool fluoré qui comprend une étape d’ajout d’un sel inorganique à une solution mixte comprenant de l'alcool fluoré et de l'eau pour provoquer une séparation en deux phases. Ce procédé peut récupérer un alcool fluoré par séparation de l'eau d'une solution mixte d'alcool fluoré et d'eau qui est produite durant un procédé de fabrication de CD-R ou de DVD-R.
PCT/JP2006/303640 2005-02-28 2006-02-27 Procédé de récupération d’alcool fluoré WO2006093101A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN2006800061920A CN101128410B (zh) 2005-02-28 2006-02-27 含氟醇的回收方法
JP2007505929A JP4905349B2 (ja) 2005-02-28 2006-02-27 含フッ素アルコールの回収方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2005053596 2005-02-28
JP2005-053596 2005-02-28

Publications (1)

Publication Number Publication Date
WO2006093101A1 true WO2006093101A1 (fr) 2006-09-08

Family

ID=36941130

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2006/303640 WO2006093101A1 (fr) 2005-02-28 2006-02-27 Procédé de récupération d’alcool fluoré

Country Status (4)

Country Link
JP (1) JP4905349B2 (fr)
CN (1) CN101128410B (fr)
TW (1) TW200702327A (fr)
WO (1) WO2006093101A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015146553A1 (fr) * 2014-03-26 2015-10-01 セントラル硝子株式会社 Procédé de production de 1,1,1,3,3,3-hexafluoro-tert-butanol
CN113979838A (zh) * 2021-08-04 2022-01-28 浙江巨圣氟化学有限公司 一种精制四氟丙醇的方法

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102924235B (zh) * 2012-11-26 2016-04-20 山东科技大学 一种八氟戊醇的提纯方法
CN102976897A (zh) * 2012-12-18 2013-03-20 山东科技大学 一种四氟丙醇的提纯方法
US10811610B2 (en) * 2017-01-27 2020-10-20 Sumitomo Chemical Company, Limited Composition and light emitting device obtained by using the composition

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6296437A (ja) * 1985-10-22 1987-05-02 Showa Denko Kk アリルアルコ−ルの精製法
JP2001187756A (ja) * 1999-04-07 2001-07-10 Daikin Ind Ltd フッ素系アルコールの回収方法
JP2001233810A (ja) * 2000-02-25 2001-08-28 Daikin Ind Ltd ２，２，３，４，４，４−ヘキサフルオロ−１−ブタノールの製造プロセス及びその用途

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6296437A (ja) * 1985-10-22 1987-05-02 Showa Denko Kk アリルアルコ−ルの精製法
JP2001187756A (ja) * 1999-04-07 2001-07-10 Daikin Ind Ltd フッ素系アルコールの回収方法
JP2001233810A (ja) * 2000-02-25 2001-08-28 Daikin Ind Ltd ２，２，３，４，４，４−ヘキサフルオロ−１−ブタノールの製造プロセス及びその用途

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015146553A1 (fr) * 2014-03-26 2015-10-01 セントラル硝子株式会社 Procédé de production de 1,1,1,3,3,3-hexafluoro-tert-butanol
CN113979838A (zh) * 2021-08-04 2022-01-28 浙江巨圣氟化学有限公司 一种精制四氟丙醇的方法
CN113979838B (zh) * 2021-08-04 2023-09-29 浙江巨圣氟化学有限公司 一种精制四氟丙醇的方法

Also Published As

Publication number Publication date
TW200702327A (en) 2007-01-16
JP4905349B2 (ja) 2012-03-28
CN101128410B (zh) 2011-04-06
JPWO2006093101A1 (ja) 2008-08-07
CN101128410A (zh) 2008-02-20
TWI346100B (fr) 2011-08-01

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