Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent

King, C Judson; Husson, Scott M

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Title: Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent

Abstract

Carboxylic acids are sorbed from aqueous feedstocks onto a solid adsorbent. The acids are freed from the sorbent phase by treating it with an organic solution of alkylamine thus forming an alkylamine/carboxylic acid complex which is decomposed with improved efficiency to the desired carboxylic acid and the alkylamine. Carbon dioxide addition can be used to improve the adsorption or the carboxylic acids by the solid phase sorbent.

Inventors:

King, C Judson ^[1]; Husson, Scott M ^[2]

Kensington, CA
Berkeley, CA

Issue Date:: Fri Jan 01 00:00:00 EST 1999

Research Org.:: Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States)

OSTI Identifier:: 872581

Patent Number(s):: 5965771

Assignee:: Regents of University of California (Oakland, CA)

Patent Classifications (CPCs):: C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS

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C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C51/47 - by solid-liquid treatment
C07C59/08 - Lactic acid

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DOE Contract Number:: AC03-76SF00098

Resource Type:: Patent

Country of Publication:: United States

Language:: English

Subject:: regeneration; carboxylic; acid-laden; basic; sorbents; leaching; volatile; base; organic; solvent; acids; sorbed; aqueous; feedstocks; solid; adsorbent; freed; sorbent; phase; treating; solution; alkylamine; forming; acid; complex; decomposed; improved; efficiency; desired; carbon; dioxide; addition; improve; adsorption; organic solution; sorbent phase; improved efficiency; organic solvent; carbon dioxide; carboxylic acids; carboxylic acid; solid phase; aqueous feed; aqueous feedstocks; solid adsorbent; desired carboxylic; /999/

Citation Formats


                    King, C Judson, and Husson, Scott M. Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent.  United States: N. p., 1999. 
        Web.

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                    King, C Judson, & Husson, Scott M. Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent.  United States.

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                    King, C Judson, and Husson, Scott M. Fri .  
        "Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent".  United States.  https://www.osti.gov/servlets/purl/872581.

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@article{osti_872581,

  title        = {Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent},

  author       = {King, C Judson and Husson, Scott M},

  abstractNote = {Carboxylic acids are sorbed from aqueous feedstocks onto a solid adsorbent. The acids are freed from the sorbent phase by treating it with an organic solution of alkylamine thus forming an alkylamine/carboxylic acid complex which is decomposed with improved efficiency to the desired carboxylic acid and the alkylamine. Carbon dioxide addition can be used to improve the adsorption or the carboxylic acids by the solid phase sorbent.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {Fri Jan 01 00:00:00 EST 1999},

  month        = {Fri Jan 01 00:00:00 EST 1999}

}

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Works referenced in this record:

Fermentative Production of Succinic Acid from n-Paraffin by Candida brumptii IFO 0731
journal, January 1972

Sato, Mikio; Nakahara, Tadaatsu; Yamada, Koichi
Agricultural and Biological Chemistry, Vol. 36, Issue 11
https://doi.org/10.1271/bbb1961.36.1969

Extraction chemistry of fermentation product carboxylic acids
journal, February 1986

Kertes, A. S.; King, C. J.
Biotechnology and Bioengineering, Vol. 28, Issue 2
https://doi.org/10.1002/bit.260280217

ADSORPTION BY ACTIVATED SUGAR CHARCOAL. II ^1,2
journal, May 1923

Bartell, F. E.; Miller, E. J.
Journal of the American Chemical Society, Vol. 45, Issue 5
https://doi.org/10.1021/ja01658a003

Bioreactor System with Solvent Extraction for Organic Acid Production
journal, November 1987

Yabannavar, Vijay M.; Wang, Daniel I. C.
Annals of the New York Academy of Sciences, Vol. 506, Issue 1 Biochemical E
https://doi.org/10.1111/j.1749-6632.1987.tb23847.x

Sorption and extraction of lactic and succinic acids at pH > pKa1. I. Factors governing equilibria
journal, December 1994

Tung, Lisa A.; King, C. Judson
Industrial & Engineering Chemistry Research, Vol. 33, Issue 12
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Extraction of carboxylic acids with amine extractants. 1. Equilibria and law of mass action modeling
journal, July 1990

Tamada, Janet A.; Kertes, A. Steven; King, C. Judson
Industrial & Engineering Chemistry Research, Vol. 29, Issue 7
https://doi.org/10.1021/ie00103a035

Regeneration of carboxylic acid-amine extracts by back-extraction with an aqueous solution of a volatile amine
journal, May 1991

Poole, Loree J.; King, C. Judson
Industrial & Engineering Chemistry Research, Vol. 30, Issue 5
https://doi.org/10.1021/ie00053a015

Basicities of Weak Base Ion Exchange Resins
journal, May 1970

Gustafson, R. L.; Fillius, H. F.; Kunin, Robert
Industrial & Engineering Chemistry Fundamentals, Vol. 9, Issue 2
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The Variation of Partition Ratios in Mixed Solvents
journal, October 1952

Pearson, D. E.; Levine, Max
The Journal of Organic Chemistry, Vol. 17, Issue 10
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Interfacial Energy and the Molecular Structure of Organic Compunds III. The Effect of Organic Structure on Adsorbability
journal, January 1935

Linner, Edward R.; Gortner, Ross Aiken
The Journal of Physical Chemistry, Vol. 39, Issue 1
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Use of Adsorbents for Recovery of Acetic Acid from Aqueous Solutions Part I—Factors Governing Capacity
journal, January 1987

Kuo, Yue; Munson, C. L.; Rixey, W. G.
Separation and Purification Methods, Vol. 16, Issue 1
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Production of Organic Acids by Fermentation
book, January 1979

Lockwood, Lewis B.
Microbial Technology
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Formation of hydrogen from amine oxidation and pyrolysis
journal, August 1972

Jones, P. W.; Gesser, H. D.
Combustion and Flame, Vol. 19, Issue 1
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Novel Regenerated Solvent Extraction Processes for the Recovery of Carboxylic Acids or Ammonia from Aqueous Solutions Part II. Recovery of Ammonia from Sour Waters
report, March 1990

Poole, Loree Joanne
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The gaseous oxidation of tertiary aliphatic amines II. Trimethylamine
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Extraction of carboxylic acids with tertiary and quaternary amines: effect of pH
journal, June 1991

Yang, Shang Tian; White, Scott A.; Hsu, Sheng Tsiung
Industrial & Engineering Chemistry Research, Vol. 30, Issue 6
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Extraction of carboxylic acids with amine extractants. 3. Effect of temperature, water coextraction, and process considerations
journal, July 1990

Tamada, Janet A.; King, C. Judson
Industrial & Engineering Chemistry Research, Vol. 29, Issue 7
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The Business of Biomass
journal, September 1985

Busche, Robert M.
Biotechnology Progress, Vol. 1, Issue 3
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Extractive fermentation for lactic acid production
journal, May 1991

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Biotechnology and Bioengineering, Vol. 37, Issue 11
https://doi.org/10.1002/bit.260371115

The use of basic polymer sorbents for the recovery of acetic acid from dilute aqueous solution
journal, February 1989

Garcia, Antonio A.; King, C. Judson
Industrial & Engineering Chemistry Research, Vol. 28, Issue 2
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The Preparation of Aliphatic Amides
journal, May 1931

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Similar Records in DOE Patents and OSTI.GOV collections:

Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent

Patent King, C J; Husson, S M

Carboxylic acids are sorbed from aqueous feedstocks onto a solid adsorbent. The acids are freed from the sorbent phase by treating it with an organic solution of alkylamine thus forming an alkylamine/carboxylic acid complex which is decomposed with improved efficiency to the desired carboxylic acid and the alkylamine. Carbon dioxide addition can be used to improve the adsorption of the carboxylic acids by the solid phase sorbent.
Regeneration of lactic and succinic acid-laden basic sorbents by leaching with a volatile base in an organic solvent

Journal Article Husson, S M; King, C J [Univ. of California, Berkeley, CA (United States). Dept. of Chemical Engineering]; [Lawrence Berkeley National Lab., CA (United States)] - Industrial and Engineering Chemistry Research

Leaching with an organic solution of a volatile base was explored as a method of regenerating tertiary amine and pyridyl sorbents. Experimental data are presented that show that regeneration efficiency correlated with the nonaqueous basicity of the regenerant as measured by the Gutmann donicity scale. Essentially complete regeneration of lactic acid-laden Dowex MWA-1 was achieved when 8--10 mol of trimethylamine were present for every mole of adsorbed acid; adequate (>70%) regeneration was obtained at a 2:1 molar ratio. The resulting trimethylamine-lactic acid complex can be thermally decomposed fully when trimethylamine is employed in an organic solvent instead of in water.more » « less
DOI: https://doi.org/10.1021/ie970775p
Regeneration of lactic and succinic acid-laden basic Sorbents byLeaching with a Volatile Base in an Organic Solvent

Journal Article Husson, Scott M; King, C Judson - Industrial and Engineering Chemistry Research

Leaching with an organic solution of a volatile base wasexplored as a method of regenerating tertiary amine and pyridyl sorbents.Experimental data are presented that show that regeneration efficiencycorrelates with the nonaqueous basicity of the regenerant as measured bythe Gutmann donicity scale. Essentially complete regeneration of lacticacid-laden Dowex MWA-1 was achieved when 8-10 mol of trimethylamine werepresent for every mole of adsorbed acid; adequate (>70 percentregeneration was obtained at a 2:1 molar ratio. The; resultingtrimethylamine-lactic acid complex can be thermally decomposed fully whentrimethylamine is employed in an organic solvent instead of in water. Alikely cause of the incomplete thermal decomposition ofmore » « less
Sorption of carboxylic acid from carboxylic salt solutions at PHS close to or above the pK.sub.a of the acid, with regeneration with an aqueous solution of ammonia or low-molecular-weight alkylamine

Patent King, C Judson [Kensington, CA]; Tung, Lisa A [El Cerrito, CA]

Carboxylic acids are sorbed from aqueous feedstocks at pHs close to or above the acids' pH.sub.a into a strongly basic organic liquid phase or onto a basic solid adsorbent or moderately basic ion exchange resin. the acids are freed from the sorbent phase by treating it with aqueous alkylamine or ammonia thus forming an alkylammonium or ammonium carobxylate which dewatered and decomposed to the desired carboxylic acid and the alkylamine or ammonia.
Full Text Available
Carboxylic acid sorption regeneration process

Patent King, C Judson [Kensington, CA]; Poole, Loree J [Baton Rouge, LA]

Carboxylic acids are sorbed from aqueous feedstocks into an organic liquid phase or onto a solid adsorbent. The acids are freed from the sorbent phase by treating it with aqueous alkylamine thus forming an alkylammonium carboxylate which is dewatered and decomposed to the desired carboxylic acid and the alkylamine.
Full Text Available

Similar Records

Title: Regeneration of carboxylic acid-laden basic sorbents by leaching with a volatile base in an organic solvent

Abstract

Citation Formats

Fermentative Production of Succinic Acid from n-Paraffin by Candida brumptii IFO 0731 journal, January 1972

Extraction chemistry of fermentation product carboxylic acids journal, February 1986

ADSORPTION BY ACTIVATED SUGAR CHARCOAL. II 1,2 journal, May 1923

Bioreactor System with Solvent Extraction for Organic Acid Production journal, November 1987

Sorption and extraction of lactic and succinic acids at pH > pKa1. I. Factors governing equilibria journal, December 1994

Extraction of carboxylic acids with amine extractants. 1. Equilibria and law of mass action modeling journal, July 1990

Regeneration of carboxylic acid-amine extracts by back-extraction with an aqueous solution of a volatile amine journal, May 1991

Basicities of Weak Base Ion Exchange Resins journal, May 1970

The Variation of Partition Ratios in Mixed Solvents journal, October 1952

Interfacial Energy and the Molecular Structure of Organic Compunds III. The Effect of Organic Structure on Adsorbability journal, January 1935

Use of Adsorbents for Recovery of Acetic Acid from Aqueous Solutions Part I—Factors Governing Capacity journal, January 1987

Production of Organic Acids by Fermentation book, January 1979

Formation of hydrogen from amine oxidation and pyrolysis journal, August 1972

Novel Regenerated Solvent Extraction Processes for the Recovery of Carboxylic Acids or Ammonia from Aqueous Solutions Part II. Recovery of Ammonia from Sour Waters report, March 1990

The gaseous oxidation of tertiary aliphatic amines II. Trimethylamine journal, July 1958

Extraction of carboxylic acids with tertiary and quaternary amines: effect of pH journal, June 1991

Extraction of carboxylic acids with amine extractants. 3. Effect of temperature, water coextraction, and process considerations journal, July 1990

The Business of Biomass journal, September 1985

Extractive fermentation for lactic acid production journal, May 1991

The use of basic polymer sorbents for the recovery of acetic acid from dilute aqueous solution journal, February 1989

The Preparation of Aliphatic Amides journal, May 1931

Fermentative Production of Succinic Acid from n-Paraffin by Candida brumptii IFO 0731
journal, January 1972

Extraction chemistry of fermentation product carboxylic acids
journal, February 1986

ADSORPTION BY ACTIVATED SUGAR CHARCOAL. II ^1,2
journal, May 1923

Bioreactor System with Solvent Extraction for Organic Acid Production
journal, November 1987

Sorption and extraction of lactic and succinic acids at pH > pKa1. I. Factors governing equilibria
journal, December 1994

Extraction of carboxylic acids with amine extractants. 1. Equilibria and law of mass action modeling
journal, July 1990

Regeneration of carboxylic acid-amine extracts by back-extraction with an aqueous solution of a volatile amine
journal, May 1991

Basicities of Weak Base Ion Exchange Resins
journal, May 1970

The Variation of Partition Ratios in Mixed Solvents
journal, October 1952

Interfacial Energy and the Molecular Structure of Organic Compunds III. The Effect of Organic Structure on Adsorbability
journal, January 1935

Use of Adsorbents for Recovery of Acetic Acid from Aqueous Solutions Part I—Factors Governing Capacity
journal, January 1987

Production of Organic Acids by Fermentation
book, January 1979

Formation of hydrogen from amine oxidation and pyrolysis
journal, August 1972

Novel Regenerated Solvent Extraction Processes for the Recovery of Carboxylic Acids or Ammonia from Aqueous Solutions Part II. Recovery of Ammonia from Sour Waters
report, March 1990

The gaseous oxidation of tertiary aliphatic amines II. Trimethylamine
journal, July 1958

Extraction of carboxylic acids with tertiary and quaternary amines: effect of pH
journal, June 1991

Extraction of carboxylic acids with amine extractants. 3. Effect of temperature, water coextraction, and process considerations
journal, July 1990

The Business of Biomass
journal, September 1985

Extractive fermentation for lactic acid production
journal, May 1991

The use of basic polymer sorbents for the recovery of acetic acid from dilute aqueous solution
journal, February 1989

The Preparation of Aliphatic Amides
journal, May 1931