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2005 Progress Report: Solvent Properties of Ionic Liquids: Enabling the Assessment of Ionic Liquids for Clean, Environmentally Benign Technologies

EPA Grant Number: R831432
Title: Solvent Properties of Ionic Liquids: Enabling the Assessment of Ionic Liquids for Clean, Environmentally Benign Technologies
Investigators: Rogers, Robin D. , Holbrey, John D.
Institution: University of Alabama - Tuscaloosa
EPA Project Officer: Richards, April
Project Period: December 22, 2003 through December 21, 2006
Project Period Covered by this Report: December 22, 2004 through December 21, 2005
Project Amount: $325,000
RFA: Technology for a Sustainable Environment (2003)
Research Category: Pollution Prevention/Sustainable Development

Description:

Objective:

The objective of this research is to develop a fundamental and comparative understanding of classes of ionic liquids (ILs) to enable the viable assessment of their utilization in new, environmentally responsible technologies and thus overcome a major barrier to implementation. Thus, the overall goal of this research is to develop and characterize structure-property relationships and elaborate the classification of ILs as solvents to compare and contrast different ILs, to benchmark performance and to discover new applications and uses of ILs. The tasks being undertaken to achieve the objectives are: (1) development of a screening protocol to rapidly study and evaluate all current, new, and emerging commercial ILs; (2) assessment of solute partitioning in IL-organic two-phase systems using Linear Free Energy Relationship analysis to develop ranking and categorization of ILs by solvent characteristics and utility in specific applications; (3) benchmarking of the performance of different, representative ILs, identified using the screening studies above, to provide a set of representative ILs for evaluation; (4) application of clean syntheses of ILs to expand the range of materials for evaluation; and (5) provision of know-how to teach about ILs and their place within the paradigm of Green Chemistry.

Progress Summary:

The first toxicity studies appeared relating some design criteria for the synthesis of new ILs. Successful application of ILs was demonstrated for the processing of biomolecule and natural and synthetic polymers. Solid state studies revealed clues to IL behavior and a new delivery vehicle for ILs (gels) was studied. Anion and cation substitution or modification continued to be a major focus of the work.

Future Activities:

The basic structure of potential IL salts will be related to specific processes in which they may be utilized as solvents to further characterize their utility in real world application as green solvents. This will be accomplished through solid state characterization of IL salts and directly compared to solvent parameters empirically derived through portioning experiments. The focus will be on the interionic interactions responsible for observed behavior.


Journal Articles on this Report: 7 Displayed | Download in RIS Format

Other project views: All 108 publications 22 publications in selected types All 18 journal articles

Type Citation Project Document Sources
Journal Article Fox PA, Griffin ST, Reichert WM, Salter EA, Smith AB, Tickell MD, Wicker BF, Cioffi EA, Davis JH, Rogers RD, Wierzbicki A. Exploiting isolobal relationships to create new ionic liquids: novel room-temperature ionic liquids based upon (N-alkylimidazole)(amine)BH2+ “boronium” ions. Chemical Communications 2005;(29):3679-3681. R831432 (2005)
R831432 (Final)
  • Abstract from PubMed
  • Journal Article Klingshirn MA, Spear SK, Holbrey JD, Rogers RD. Ionic liquids as solvent and solvent additives for the synthesis of sol–gel materials. Journal of Materials Chemistry 2005;15:5174-5180. R831432 (2005)
    R831432 (Final)
  • Abstract: Royal Society of Chemistry Abstract
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  • Journal Article Klingshirn MA, Rogers RD, Shaughnessy KH. Palladium-catalyzed hydroesterification of styrene derivatives in the presence of ionic liquids. Journal of Organometallic Chemistry 2005;690(15):3620-3626. R831432 (2005)
    R831432 (Final)
  • Abstract: Science Direct Abstract
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  • Journal Article Moulthrop JS, Swatloski RP, Moyna G, Rogers RD. High-resolution 13C NMR studies of cellulose and cellulose oligomers in ionic liquid solutions. Chemical Communications 2005;(12):1557-1559. R831432 (2005)
    R831432 (Final)
  • Abstract from PubMed
  • Journal Article P’Pool SJ, Klingshirn MA, Rogers RD, Shaughnessy KH. Kinetic study of the oxidative addition of methyl iodide to Vaska's complex in ionic liquids. Journal of Organometallic Chemistry 2005;690(15):3522-3528. R831432 (2005)
    R831432 (Final)
  • Abstract: Science Direct Abstract
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  • Journal Article Sliger MD, P’Pool SJ, Traylor RK, McNeill III J, Young SH, Hoffman NW, Klingshirn MA, Rogers RD, Shaughnessy KH. Promoting effect of ionic liquids on ligand substitution reactions. Journal of Organometallic Chemistry 2005;690(15):3540-3545. R831432 (2005)
    R831432 (Final)
  • Abstract: Science Direct Abstract
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  • Journal Article Turner MB, Spear SK, Holbrey JD, Daly DT, Rogers RD. Ionic liquid-reconstituted cellulose composites as solid support matrices for biocatalyst immobilization. Biomacromolecules 2005;6(5):2497-2502. R831432 (2005)
    R831432 (Final)
  • Abstract from PubMed
  • Supplemental Keywords:

    room temperature ionic liquids, physical properties, imidazolium salts, separation science, partitioning, VOC, pollution prevention, alternative solvents, green chemistry, , INTERNATIONAL COOPERATION, Sustainable Industry/Business, Scientific Discipline, RFA, POLLUTION PREVENTION, Technology for Sustainable Environment, Sustainable Environment, waste reduction, Chemicals Management, Environmental Engineering, cleaner production/pollution prevention, Environmental Chemistry, clean technology, cleaner production, toxicity, green chemistry, solvents, pollution prevention for industrial residuals, solvent substitutes, benchmark performance, green process systems, environmentally benign solvents, industrial innovations, industrial process, source reduction, innovative technology, ionic liquids, linear solvent free energy relationships
    Relevant Websites:

    http://bama.ua.edu/~rdrogers exit EPA
    http://bama.ua.edu/~cgm exit EPA

    Progress and Final Reports:
    2004 Progress Report
    Original Abstract
    Final Report

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    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Conclusions drawn by the principal investigators have not been reviewed by the Agency.


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