FI20116091A - Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution - Google Patents

Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution Download PDF

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Publication number
FI20116091A
FI20116091A FI20116091A FI20116091A FI20116091A FI 20116091 A FI20116091 A FI 20116091A FI 20116091 A FI20116091 A FI 20116091A FI 20116091 A FI20116091 A FI 20116091A FI 20116091 A FI20116091 A FI 20116091A
Authority
FI
Finland
Prior art keywords
furfural
carboxylic acid
dilute aqueous
separating
aqueous solution
Prior art date
Application number
FI20116091A
Other languages
Finnish (fi)
Swedish (sv)
Other versions
FI126351B (en
Inventor
Esko Tirronen
Antero Laitinen
Jukka Hietala
Original Assignee
Kemira Oyj
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 Kemira Oyj filed Critical Kemira Oyj
Priority to FI20116091A priority Critical patent/FI126351B/en
Priority to CN201280056899.8A priority patent/CN103987432B/en
Priority to PCT/FI2012/051072 priority patent/WO2013064751A1/en
Priority to DK12795015.2T priority patent/DK2773437T3/en
Priority to US14/355,629 priority patent/US9073847B2/en
Priority to CA2854114A priority patent/CA2854114C/en
Priority to EP12795015.2A priority patent/EP2773437B1/en
Publication of FI20116091A publication Critical patent/FI20116091A/en
Application granted granted Critical
Publication of FI126351B publication Critical patent/FI126351B/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/43Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C07C51/44Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
    • C07C51/46Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by azeotropic distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/04Solvent extraction of solutions which are liquid
    • B01D11/0426Counter-current multistage extraction towers in a vertical or sloping position
    • B01D11/0434Counter-current multistage extraction towers in a vertical or sloping position comprising rotating mechanisms, e.g. mixers, rotational oscillating motion, mixing pumps
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/04Solvent extraction of solutions which are liquid
    • B01D11/0492Applications, solvents used
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/43Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C07C51/44Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/48Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/46Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48Furfural
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/46Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48Furfural
    • C07D307/50Preparation from natural products

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)

Abstract

The present invention relates to a method and an arrangement for separation and recovery of at least one carboxylic acid and furfural from a dilute aqueous mixture thereof. In the method of the present invention a dilute aqueous mixture comprising at least one carboxylic acid and furfural is extracted with methyltetrahydrofurane, and at least one carboxylic acid and furfural are recovered. The arrangement of the present invention comprises an extraction unit 302 for carrying out extraction of at least one carboxylic acid and furfural from dilute aqueous mixture with methyltetrahydrofuran, connected to distillation unit 307 for carrying out distillation of the extract 305 from the extraction unit 302, and connected to acids distillation unit 320 for carrying out distillation of the bottom stream 308 from the distillation unit 307 to separate at least one carboxylic acid and furfural.
FI20116091A 2011-11-04 2011-11-04 Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution FI126351B (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
FI20116091A FI126351B (en) 2011-11-04 2011-11-04 Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution
CN201280056899.8A CN103987432B (en) 2011-11-04 2012-11-02 The method and apparatus separating at least one carboxylic acid and furfural in the aqueous mixture dilute from it
PCT/FI2012/051072 WO2013064751A1 (en) 2011-11-04 2012-11-02 A method and an arrangement for separating at least one carboxylic acid and furfural from a dilute aqueous mixture thereof
DK12795015.2T DK2773437T3 (en) 2011-11-04 2012-11-02 A method and arrangement for separating at least one carboxylic acid, and furfural from dilute aqueous mixture thereof
US14/355,629 US9073847B2 (en) 2011-11-04 2012-11-02 Method and an arrangement for separating at least one carboxylic acid and furfural from a dilute aqueous mixture thereof
CA2854114A CA2854114C (en) 2011-11-04 2012-11-02 A method and an arrangement for separating at least one carboxylic acid and furfural from a dilute aqueous mixture thereof
EP12795015.2A EP2773437B1 (en) 2011-11-04 2012-11-02 A method and an arrangement for separating at least one carboxylic acid and furfural from a dilute aqueous mixture thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FI20116091A FI126351B (en) 2011-11-04 2011-11-04 Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution

Publications (2)

Publication Number Publication Date
FI20116091A true FI20116091A (en) 2013-05-05
FI126351B FI126351B (en) 2016-10-14

Family

ID=47278880

Family Applications (1)

Application Number Title Priority Date Filing Date
FI20116091A FI126351B (en) 2011-11-04 2011-11-04 Method and apparatus for separating at least one carboxylic acid and furfural from a dilute aqueous solution

Country Status (7)

Country Link
US (1) US9073847B2 (en)
EP (1) EP2773437B1 (en)
CN (1) CN103987432B (en)
CA (1) CA2854114C (en)
DK (1) DK2773437T3 (en)
FI (1) FI126351B (en)
WO (1) WO2013064751A1 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014184281A1 (en) * 2013-05-16 2014-11-20 Dsm Ip Assets B.V. Process for the separation of formic acid from methyltetrahydrofuran
US20150014148A1 (en) * 2013-07-11 2015-01-15 Celanese Acetate Llc Process for Energy Recovery in Manufacturing Cellulose Esters
CA2918150C (en) * 2013-07-17 2021-03-09 Dsm Ip Assets B.V. Process for the isolation of levulinic acid
CN106397183B (en) * 2015-07-28 2021-03-16 易高环保能源研究院有限公司 Method for separating levulinic acid, formic acid and furfural from biological hyaluronic acid catalytic hydrolysate
WO2018011741A1 (en) 2016-07-15 2018-01-18 Sabic Global Technologies B.V. Synthesis of ketals and levulinates
US10501430B2 (en) * 2016-11-01 2019-12-10 Shell Oil Company Process for the recovery of furfural
WO2018229342A1 (en) 2017-06-15 2018-12-20 Aalto University Foundation Sr Extraction of furfural and optionally (an) organic acid(s) from their aqueous solution
FI20205420A1 (en) * 2020-04-27 2021-10-28 Chempolis Oy Heteroazeotropic extractive distillation method and apparatus
EP4104913A1 (en) * 2021-06-18 2022-12-21 Lenzing Aktiengesellschaft Method for purifying an extraction liquid
CN114031478B (en) * 2021-10-31 2024-02-20 中国科学院过程工程研究所 Method for extracting, rectifying and separating benzene and cyclohexene by adopting eutectic solvent

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2437519A (en) * 1943-01-13 1948-03-09 Usines De Mellc Sa Saint Leger Manufacture of anhydrous aliphatic acids from aqueous solutions thereof
FR942094A (en) * 1943-01-13 1949-01-28 Melle Usines Sa Improvements in the manufacture of anhydrous aliphatic acids from their aqueous solutions
GB749696A (en) * 1952-06-27 1956-05-30 Lambiotte & Cie Soc De Personn Improvements in or relating to the dehydration of carboxylic acids by distillation
AT356509B (en) * 1978-07-04 1980-05-12 Helmut Dr Dr Kanzler METHOD FOR RECOVERY OF CHEMICALS FROM WASTEWATER FROM CELLULAR FACTORIES
AT379581B (en) * 1982-12-17 1986-01-27 Rolf Dipl Ing Dr Techn Marr METHOD FOR OBTAINING FURFURAL AND MONOCARBONIC ACIDS FROM AQUEOUS SOLUTIONS
FI121541B (en) 2008-04-21 2010-12-31 Kemira Oyj Process for the recovery of formic acid
US8263792B2 (en) 2009-09-24 2012-09-11 Board Of Regents, The University Of Texas System Biomass refining by selective chemical reactions
WO2011063500A1 (en) 2009-11-24 2011-06-03 National Research Council Of Canada Process for preparing furfural from xylose
US20130232854A1 (en) 2010-06-22 2013-09-12 Johannes Pieter Haan Process for separating furfural from a liquid aqueous phase comprising furfural and one or more organic acids

Also Published As

Publication number Publication date
CA2854114A1 (en) 2013-05-10
EP2773437B1 (en) 2015-12-30
CN103987432A (en) 2014-08-13
US20140275581A1 (en) 2014-09-18
WO2013064751A1 (en) 2013-05-10
CN103987432B (en) 2016-09-07
FI126351B (en) 2016-10-14
EP2773437A1 (en) 2014-09-10
DK2773437T3 (en) 2016-03-29
CA2854114C (en) 2018-12-04
US9073847B2 (en) 2015-07-07

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