Ionic liquids for separation of olefin-paraffin mixtures

Dai, Sheng; Luo, Huimin; Huang, Jing-Fang

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Title: Ionic liquids for separation of olefin-paraffin mixtures

Abstract

The invention is directed to an ionic liquid comprising (i) a cationic portion containing a complex of a silver (I) ion and one or more neutral ligands selected from organoamides, organoamines, olefins, and organonitriles, and (ii) an anionic portion having the chemical formula ##STR00001## wherein m and n are independently 0 or an integer of 1 or above, and p is 0 or 1, provided that when p is 0, the group --N--SO.sub.2--(CF.sub.2).sub.nCF.sub.3 subtended by p is replaced with an oxide atom connected to the shown sulfur atom. The invention is also directed to a method for separating an olefin from an olefin-paraffin mixture by passing the mixture through a layer of the ionic liquid described above.

Inventors:: Dai, Sheng; Luo, Huimin; Huang, Jing-Fang

Issue Date:: 2013-09-17

Research Org.:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1093550

Patent Number(s):: 8535560

Application Number:: 12/502,695

Assignee:: UT-Battelle, LLC (Oak Ridge, TN)

Patent Classifications (CPCs):: B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01D - SEPARATION

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS

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B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01D - SEPARATION
B01D71/06 - Organic material

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C7/144 - using membranes, e.g. selective permeation
C07C7/20 - Use of additives, e.g. for stabilisation
C07C9/00 - Aliphatic saturated hydrocarbons

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
C07F1/10 - Silver compounds

C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS
C10G31/09 - by filtration

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DOE Contract Number:: AC05-00OR22725

Resource Type:: Patent

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats


                    Dai, Sheng, Luo, Huimin, and Huang, Jing-Fang. Ionic liquids for separation of olefin-paraffin mixtures.  United States: N. p., 2013. 
        Web.

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                    Dai, Sheng, Luo, Huimin, & Huang, Jing-Fang. Ionic liquids for separation of olefin-paraffin mixtures.  United States.

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                    Dai, Sheng, Luo, Huimin, and Huang, Jing-Fang. Tue .  
        "Ionic liquids for separation of olefin-paraffin mixtures".  United States.  https://www.osti.gov/servlets/purl/1093550.

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@article{osti_1093550,

  title        = {Ionic liquids for separation of olefin-paraffin mixtures},

  author       = {Dai, Sheng and Luo, Huimin and Huang, Jing-Fang},

  abstractNote = {The invention is directed to an ionic liquid comprising (i) a cationic portion containing a complex of a silver (I) ion and one or more neutral ligands selected from organoamides, organoamines, olefins, and organonitriles, and (ii) an anionic portion having the chemical formula ##STR00001## wherein m and n are independently 0 or an integer of 1 or above, and p is 0 or 1, provided that when p is 0, the group --N--SO.sub.2--(CF.sub.2).sub.nCF.sub.3 subtended by p is replaced with an oxide atom connected to the shown sulfur atom. The invention is also directed to a method for separating an olefin from an olefin-paraffin mixture by passing the mixture through a layer of the ionic liquid described above.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {2013},

  month        = {9}

}

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Works referenced in this record:

Advanced Liquid Membranes Based on Novel Ionic Liquids for Selective Separation of Olefin/Paraffin via Olefin-Facilitated Transport
journal, February 2008

Huang, Jing-Fang; Luo, Huimin; Liang, Chengdu
Industrial & Engineering Chemistry Research, Vol. 47, Issue 3
https://doi.org/10.1021/ie0707523

Novel perfluorinated ionomers and ionenes
journal, June 1995

DesMarteau, Darryl D.
Journal of Fluorine Chemistry, Vol. 72, Issue 2, p. 203-208
https://doi.org/10.1016/0022-1139(94)00408-8

Polynuclear Metal Complexes Obtained from the Task-Specific Ionic Liquid Betainium Bistriflimide
journal, April 2008

Nockemann, Peter; Thijs, Ben; Hecke, Kristof Van
Crystal Growth & Design, Vol. 8, Issue 4
https://doi.org/10.1021/cg701187t

Perfectly Staggered and Twisted Difluoromethylene Groups in Perfluoroalkyl Chains: Structure of M[C₄F₉SO₂NSO₂C₄F₉](M= Na, K)
journal, July 1997

Xue, Lixin; DesMarteau, Darryl D.; Pennington, William T.
Angewandte Chemie International Edition in English, Vol. 36, Issue 12, p. 1331-1333
https://doi.org/10.1002/anie.199713311

Process for the separation of olefins and paraffins
patent-application, July 2005

Jong, Feike De; With, Jan De
US Patent Application 11/017491; 20050154247
URL: https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20050154247

Defining the challenges for C₃H₆/C₃H₈ separation using polymeric membranes
journal, January 2003

Burns, Ryan L.; Koros, William J.
Journal of Membrane Science, Vol. 211, Issue 2, p. 299-309
https://doi.org/10.1016/S0376-7388(02)00430-1

Lubricants of Lubricant Additives Composed of Ionic Liquid Containing Ammonium Cations
patent-application, March 2008

Qu, Jun; Truhan, John J.; Dai, Sheng
US Patent Application 11/533098; 20080070817
URL: https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20080070817

A taste of the future
journal, June 2003

Seddon, Kenneth R.
Nature Materials, Vol. 2, Issue 6
https://doi.org/10.1038/nmat907

Synthesis of ionic liquids
patent, September 2008

Dai, Sheng; Luo, Huimin
US Patent Document 7,423,164
URL: https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7423164

The use of ionic liquids as efficient extraction medium in the reactive separation of cycloolefins from cyclohexane
journal, November 2009

Gorri, Daniel; Ruiz, Alicia; Ortiz, Alfredo
Chemical Engineering Journal, Vol. 154, Issue 1-3, p. 241-245
https://doi.org/10.1016/j.cej.2009.01.049

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Similar Records

Title: Ionic liquids for separation of olefin-paraffin mixtures

Abstract

Citation Formats

Advanced Liquid Membranes Based on Novel Ionic Liquids for Selective Separation of Olefin/Paraffin via Olefin-Facilitated Transport journal, February 2008

Novel perfluorinated ionomers and ionenes journal, June 1995

Polynuclear Metal Complexes Obtained from the Task-Specific Ionic Liquid Betainium Bistriflimide journal, April 2008

Perfectly Staggered and Twisted Difluoromethylene Groups in Perfluoroalkyl Chains: Structure of M[C4F9SO2NSO2C4F9](M= Na, K) journal, July 1997

Process for the separation of olefins and paraffins patent-application, July 2005

Defining the challenges for C3H6/C3H8 separation using polymeric membranes journal, January 2003

Lubricants of Lubricant Additives Composed of Ionic Liquid Containing Ammonium Cations patent-application, March 2008

A taste of the future journal, June 2003

Synthesis of ionic liquids patent, September 2008

The use of ionic liquids as efficient extraction medium in the reactive separation of cycloolefins from cyclohexane journal, November 2009

Advanced Liquid Membranes Based on Novel Ionic Liquids for Selective Separation of Olefin/Paraffin via Olefin-Facilitated Transport
journal, February 2008

Novel perfluorinated ionomers and ionenes
journal, June 1995

Polynuclear Metal Complexes Obtained from the Task-Specific Ionic Liquid Betainium Bistriflimide
journal, April 2008

Perfectly Staggered and Twisted Difluoromethylene Groups in Perfluoroalkyl Chains: Structure of M[C₄F₉SO₂NSO₂C₄F₉](M= Na, K)
journal, July 1997

Process for the separation of olefins and paraffins
patent-application, July 2005

Defining the challenges for C₃H₆/C₃H₈ separation using polymeric membranes
journal, January 2003

Lubricants of Lubricant Additives Composed of Ionic Liquid Containing Ammonium Cations
patent-application, March 2008

A taste of the future
journal, June 2003

Synthesis of ionic liquids
patent, September 2008

The use of ionic liquids as efficient extraction medium in the reactive separation of cycloolefins from cyclohexane
journal, November 2009