Preview

Ionic Liquids

Powerful Essays
Open Document
Open Document
7533 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Ionic Liquids
Chapter 1: Introduction

Chapter 1: Introduction Ionic liquids (ILs) can be viewed as a new and remarkable class of solvent. They are also a type of materials that have a long and useful history, where the earliest material that meets the current definition of IL was observed in the mid-19th century when a separate liquid phase called the “red oil” was observed in Friedel-Crafts reaction [17]. Over the following years, there has been a rapid growing of interest in ILs due to the realization that these materials may have greater utility as reaction solvent, although they were formerly used for specialized electrochemical applications. Unlike the more volatile organic solvents, ILs are non-volatile, non-flammable and thermally stable. The physiochemical properties of the ILs can be altered by changing the anion and cation combination. These not only offer new opportunities on how to perform known reactions, but the ILs can even be tailored to meet specific synthetic needs. One notable application of IL is the salt ability to act as solvent in many organic reactions is known to accelerate product formation or alter the selectivity of the reaction. For example, in the Diels-Alder reaction, where higher reaction rate and selectivity are obtained in polar solvents compared to non-polar solvents [17]. However, the vast applications of ILs are not without problems, one being that yields, purity and selectivity can vary according to the batch of ionic liquid used and the methods used to synthesis and purify the ILs. Therefore it is of great interest to study methods on how to minimize this problem.

The Objective of Research.

The objective of this research is to synthesize and characterize eight ionic liquids using 1-methylimidazole as the starting material by using the alkylation and metathesis synthesis methods. H1-NMR and Ion Chromatography (IC) analysis will be used to verify the characteristic and presence of impurities to determine the purity of



Bibliography: [1] A. Berthod, M.J. Ruiz-Angel and S. Carda-Broch. (2007). Ionic liquid in separation techniques. Journal of chromatography A , 7-17. [2] A. Konig, M. Stepanski, A. Kuszlik, P. Keil, C. Weller. (2008). Ultra-purification of ionic liquids by melt crystallization . Chemical Engineering Research and Design 86 , 775-780. [3] Aesar, A. (2009). Ionic Liquids. Retrieved June 18, 2009 , from Alfa Aeser: http://www.alfa.com/lang/en/media/pdf/flyers/IonicLiquids.pdf [4] Bruckner, M [4] D. C. Donata, F. Marida, H. Migen. (2004, November). Ionic Liquids: Home Page. Retrieved June 21, 2009, from Laboratory of Molecular Electrochemistry : http://lem.ch.unito.it/didattica/infochimica/Liquidi%20Ionici/index.html#barra [5] Dzyuba, Sergei V [6] Gmehling, P. (2009). Ionic Liquids. Retrieved June 18, 2009, from Organic Chemistry Portal: http://www.organic-chemistry.org/topics/ionic-liquids.shtm [7] Inc., E [8] J. H. Davis, Jr., C. M. Gordon, C. Hilgers and P. Wassercheids. (2002). Synthesis and Purification of Ionic Liquids. In P. W. (Eds.), Ionic Liquids in Synthesis (pp. 7-40). Germany: Wiley-VCH. [9] Johnson, K. E. (2007). What 's an ionic liquid? The Electrochemical Society Interface , 38-41. [10] K. R. Seddon, A. Stark and M-J Torres. (2000). Influence of chloride, water and organic solvents on the physical properties of ionic liquids. Pure Appl. Chem. Vol. 72 No. 12 , 2275-2287. [11] Library4Science. (2008). Ion Chromatography. Retrieved July 18, 2009, from Library4Science: http://www.chromatography-online.org/topics/ion/chromatography.html [12] M [13] Martinez-Palou, R. (2007). Ionic liquid and microwave-assisted organic synthesis: A "green" and synergic couple. J. Mex. Chem. Soc. , 252-264. [14] Morton III, D. S. (2008, August 8). Evaluation of Ionic Liquid for Green Separations. Easton. [15] P. J. Dyson and T. J. Geldbach. (2007). Applications of Ionic Liquids in Synthesis and Catalysis. The Electrochemical Society interface , 50-53. [16] P. Nockemann, K. Binnemans, K. Driesen. (2005). Purification of imidazolium ionic liquids for spectroscopic applications. Chemical Physics Letters 415 , 131-136. [17] Wilkes, J. S. (2002). Introduction. In P. W. (Eds.), Ionic Liquids in Synthesis (pp. 1-6). Germany: Wiley-VCH. [18] Zhao, D; Fei, Z.; R. Scopelliti and P. J. Dyson. (2004). Synthesis and characterization of ionic liquids incorporating the nitrile functionality. Inorganic Chemistry Vol. 43 (6) , 2197-2205. [19] Zhen Yang, Wubin Pan. (2005). Ionic liquids: Green solvents for nonaqueous biocatalysis . Enzyme and Microbial Technology Vol. 37 Issue 1 , 19-28.

You May Also Find These Documents Helpful

  • Satisfactory Essays

    To conduct an experiments to determine solubility of ionic compounds in different solute-solute and solvent solute interactions.…

    • 418 Words
    • 2 Pages
    Satisfactory Essays
  • Better Essays

    Cation and Amnion Lab

    • 773 Words
    • 4 Pages

    The purpose of this week’s lab is to learn to demonstrate a double-replacement reaction of ionic compounds. To accomplish this, two ionic compounds will be mixed together and the product will precipitate out of solution. In this procedure, the product must be precipitated out of the solution and then weighed.…

    • 773 Words
    • 4 Pages
    Better Essays
  • Good Essays

    Ionic substances containing multiply charged ions usually have higher melting and boiling points than ionic compound containing only singly charged ions.…

    • 823 Words
    • 4 Pages
    Good Essays
  • Powerful Essays

    In this laboratory investigation, 8 solutions were combined with each other and an unknown liquid #1 in order to identify the ionic compound in the unknown solution. The students performed an experiment in which the reactions between each substance were compared to the unknown solution #1’s reactions and the color of each solution was compared to help find the unknown #1. The unknown ionic compound was identified to be Zinc Sulfate as the reactions between each solution and color of the solution it formed with the unknown #1 identified with the Zinc Sulfate solution.…

    • 1463 Words
    • 6 Pages
    Powerful Essays
  • Powerful Essays

    Chem 3650

    • 1178 Words
    • 5 Pages

    Marilyn Wooten PhD. marilyn.wooten@gmail.com 01T 7:30–11:20 am T/R Ray Still M.S. Raymond.still@gmail.com 02T 6:30 10:20 pm T/R *If you miss a lab you must email me and your lab instructor ASAP. You will have one week to make up the lab and it must be made up in one of the sections listed above. Prerequisites: Completion of or concurrent enrollment in CHE 3643. Course Outline: Simple and multistep synthesis of organic compounds. Text: There is NO text for this lab. Experimental procedures can be found on Blackboard Learn. https://learn.utsa.edu/ Lab notebooks: Instructor's discretion Grades:  60% lab reports  20% Midterm exam  20% Final exam o Exams will be over lab and lecture material. You may use your lab reports during the midterm and final Format of prelab: 1. Title of experiment 2. Abstract  A short description of the experiment 3. Include reactions (with mechanism) if applicable. 4. Structures of reactants and products. (only organic compounds)  http://www.sigmaaldrich.com  Wikipedia also has information on chemical compounds but it is community maintained, so double check the information. 5. Table of physical constants for all chemicals (this includes products)  Amount to be used, melting point, boiling point, MW, and density. o http://www.sigmaaldrich.com 6. Hazards of all chemical used in lab. (must be complete or you will be sent out)…

    • 1178 Words
    • 5 Pages
    Powerful Essays
  • Good Essays

    Syllabus AP chem

    • 2072 Words
    • 9 Pages

    SYLLABUS – ADVANCED PLACEMENT CHEMISTRY Required Texts 1. Chemistry: The Central Science by Brown, LeMay and Bursten, 10th ed., Pearson Education. Inc., Upper Saddle River, NJ, 2006, ISBN: 0­13­146489­2 Includes: Text book, Laboratory Manual, Student Study Guide, AP Test Prep Series, Solutions to Practice Problems 2. Barrons AP Chemistry, Jespersen, Neil D, 4th ed., Barron’s Educational Series, Inc, 250 Wireless Boulevard, Hauppauge, New York 11788, ISBN: 978­0­7641­9329­3 Topics and Concepts Covered Topics covered are suggested by the College Board.…

    • 2072 Words
    • 9 Pages
    Good Essays
  • Good Essays

    Ionic Reactions Lab

    • 1003 Words
    • 5 Pages

    The purpose of this experiment is to work with aqueous solutions of ionic substances. Aqueous solutions are those solutions in which water is the solvent. When ionic substances are dissolved in water, the ions separate and become surrounded by water molecules. The focus of this experiment is on precipitates. The goal of this experiment is to study the nature of ionic reactions, write balanced equations, and to write net ionic equations for precipitation reactions. A detailed view of the results can be found in the table below.…

    • 1003 Words
    • 5 Pages
    Good Essays
  • Good Essays

    References: “Techniques in Organic Chemistry”, J. R. Mohrig, C. N. Hammond, P. F. Schatz, W.…

    • 721 Words
    • 3 Pages
    Good Essays
  • Good Essays

    Two Types of Solids

    • 1574 Words
    • 7 Pages

    The purpose of this lab is to study some of the physical properties of two types of solids – ionic and molecular. The samples used are sodium chloride (ionic) and camphor (molecular). The physical properties studied are odour, hardness, melting point, solubility in water and solubility in 2-propanol. It is observed that some of the physical properties of sodium chloride are no odours, hard, a high melting point, soluble in water and insoluble in 2-propanol; some of the physical properties of camphor are a strong odour, soft, a low melting point, insoluble in water and soluble in 2-propanol. A few conclusions can be drawn from these observations. The particles in ionic solids are held tightly by the force of attraction between ions with opposite charge, because of this strong force of attraction of positive and negative, ionic solids tend to have no odours, a high melting point and they are hard. The particles in molecular solids are held by the van der Waals force of attraction, because of this relatively weak force of attraction, molecular solids have a strong odour, a low melting point and they are soft. Sodium chloride dissolving in only water (not in 2-propanol) and camphor dissolving in only 2-propanol (not in water) have proved that polar solids are soluble in polar liquids only, and non-polar solids are soluble in non-polar liquids only.…

    • 1574 Words
    • 7 Pages
    Good Essays
  • Satisfactory Essays

    Nothing

    • 1407 Words
    • 6 Pages

    3. Two 50 mL solutions of different ionic compounds are combined in a coffee cup calorimeter. The solutions go from 28.5oC to 21.9oC. Therefore, it can be concluded that the reaction between the two compounds…

    • 1407 Words
    • 6 Pages
    Satisfactory Essays
  • Good Essays

    Conducting Solutions

    • 571 Words
    • 3 Pages

    Aqueous solutions that have free ions have higher conductivity values than solutions with most molecules. The purpose of the experiment was to see if ionic strength of an aqueous solution determines its conductivity. We tested each compound by putting the conductivity probe into its aqueous solution. Then the computer would analyze the data and give us a conductivity value. After each solution was tested, we used deionized water to clean the probe and wiped it dry with a Kimwipe. In the experiment, solutions with more ions possessed higher conductivity values than solutions with just molecules. After comparing the conductivity values, it was concluded that solutions with free ions have higher conductivity than an aqueous solution containing molecules. So the ionic strength of an aqueous solution does determine the conductivity.…

    • 571 Words
    • 3 Pages
    Good Essays
  • Good Essays

    bbsdsdg

    • 1562 Words
    • 7 Pages

    Labs: Refer to the Laboratory Supplement for general information on laboratory work and lab reports.…

    • 1562 Words
    • 7 Pages
    Good Essays
  • Powerful Essays

    This lab report discusses an experiment to study thermodynamics and find ideal ionic compound to be used in hand warmer. Calorimetry experiment was conducted by dissolving three ionic compounds, CaCl2, Na2CO3, and NaCl, in distilled water to measure the enthalpy of solution.…

    • 1103 Words
    • 5 Pages
    Powerful Essays
  • Satisfactory Essays

    The densities, ρ and speeds of sound, u of pure ionic liquids 1-butyl-3-methylimidazolium trifluoromethanesulfonate, [BMIM][CF3SO3], 1-ethyl-3-methyl-imidazolium bis(trifluoro-methylsulfonyl)imide, [EMIM][NTf2], 1-ethyl-3-methylimidazolium ethlsulfate, [EMIM][ES], 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, [EMIM][CF3SO3] and solvents, ethyl acetate, 1-butanol, methanol, dimethyl sulfoxide (DMSO), Acetonitrile (ACN) and of their binary mixtures [BMIM][CF3SO3] + ethyl acetate, [BMIM][CF3SO3] + 1-butanol, [EMIM][NTf2] + ethyl acetate, [EMIM][NTf2] + methanol, [EMIM][ES] + 1-butanol, [EMIM][ES] + methanol, 1-butanol + methanol, [EMIM][CF3SO3] + DMSO, [EMIM][CF3SO3] + ACN, DMSO + ACN and ternary [EMIM][ES] + 1-butanol + methanol and…

    • 125 Words
    • 1 Page
    Satisfactory Essays
  • Good Essays

    Copy and Paste

    • 716 Words
    • 3 Pages

    Chemical character Appearance Ionic character pH-value of a 10 % solution Specific weight at 20 °C Stabilities…

    • 716 Words
    • 3 Pages
    Good Essays

Related Topics