• Title/Summary/Keyword: Ammonium ionic liquids

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Synthesis and Antiwear Properties of Ammonium Dithiocarbamate-based Ionic Liquid (I) (암모니움 디티오카바메이트계 이온성 액체의 합성 및 내마모성능 (I))

  • Baek, Seung-Yeob;Kim, Nam-Kyun;Shin, Jihoon;Chung, Keunwo;Kim, Young-Wun
    • Tribology and Lubricants
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    • v.30 no.6
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    • pp.323-329
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    • 2014
  • The friction-reducing properties of lubricants containing ionic liquids based on ammonium dithiocarbamate are studied. The ionic liquids are produced through the following two steps: the synthesis of sodium alkyl dithiocarbamates via the substitution reaction of dialkylamine and carbon disulfide and their subsequent conversion into ammonium dithiocarbamate-based ionic liquids through an ion-exchange reaction with a quaternary alkyl ammonium halide salt. The structures of the ionic liquids are characterized by NMR spectroscopy and Fourier transform infrared spectroscopy. The isolated yields of the ionic liquids, which are viscous and pale yellow, are approximately 92%. The Brookfield viscosities and pour points of the ionic liquids are determined. Further, their wear resistances are measured through the four-ball wear test and the Schwingung Reibung Ver-schleiss (oscillation, friction, wear) test. The wear scar diameter of the lubricants containing 1 wt of the quaternary alkyl ammonium dithiocarbamate-based ionic liquids (0.475-0.631 mm) is significantly lower than that of the base oil (0.825 mm), proving that the ammonium dithiocarbamate-based ionic liquids have good friction-reducing characteristics. However, these friction-reducing characteristics fade significantly after long-term storage, owing to the degradation of the ionic liquids.

Pd(II) Catalyzed Copolymerization of Styrene and CO in Quaternary Ammonium Ionic Liquids

  • Tian, Jing;Guo, Jin-Tang;Zhu, Cheng-Cai;Zhang, Xin;Xu, Yong-Shen
    • Macromolecular Research
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    • v.17 no.3
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    • pp.144-148
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    • 2009
  • Poly(1-oxo-2-phenyltrimethylene) was synthesized by palladium-catalyzed copolymerization of styrene and carbon monoxide in quaternary ammonium ionic liquids. The $[Pd(bipy)_2][PF_6]_2$ compound had relatively more catalytic activity than $[Pd(bipy)_2][BF_4]_2$ in ionic liquids. The catalytic activity of palladium (II) composite catalyst was superior to the catalyst formed in situ from palladium acetate, 2,2-bipyridyl, and $X^-$ ($X^-=PF_6^-$, $BF_4^-$) in ionic liquids. The effects of the volume of ionic liquids, reaction time and benzoquinone content on the copolymerization were also described.

Synthesis and Characterization of Quaternary Ammonium-based Ionic Liquids Containing an Alkyl Carbonate Group

  • Nguyen, Dinh Quan;Oh, Ji-Hee;Kim, Chang-Soo;Kim, Seung-Wook;Kim, Hong-Gon;Lee, Hyun-Joo;Kim, Hoon-Sik
    • Bulletin of the Korean Chemical Society
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    • v.28 no.12
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    • pp.2299-2302
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    • 2007
  • A series of quaternary ammonium-based ionic liquids (ILs) containing an alkyl carbonate group on the cation was first prepared and their physical and electrochemical properties including density, viscosity, thermal stability, electrochemical stability, and ionic conductivity were reported. These ILs exhibited wide electrochemical windows of at least 5.0 V and relatively high conductivities. In contrast to dialkyl-substituted ionic liquids, the ILs with an alkyl carbonate group on the cation showed much smaller drop in conductivities when mixed with a lithium salt, due to the interaction of lithium ions with carbonate groups. Upon interaction with a Li salt, the carbonyl stretching frequency of the carbonate group shifted to a lower frequency whereas the peak associated with C-O single bond moved to a higher frequency.

Novel Imidazolium Ionic Liquids Containing Quaternary Ammonium Iodide or Secondary Amine for Dye-sensitized Solar Cell

  • Seo, Dong-Wan;Lim, Young-Don;Lee, Soon-Ho;Ur, Soon-Chul;Kim, Whan-Gi
    • Bulletin of the Korean Chemical Society
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    • v.32 no.8
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    • pp.2633-2636
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    • 2011
  • A new type of ionic liquid based on N-(3-aminepropyl)imidazolium iodide, called IIQAI, which consists of imidazolium and quaternary ammonium salt, and APII-(hydroxyethyl, propyl, hexyl) were synthesized and used as ionic liquid in dye-sensitized solar cells. APII-hexyl is solid, whereas IIQAI, APII-(hydroxyethyl, propyl) are viscous liquids. The synthesized ionic liquid showed relative thermal stability compared to the commercial ionic liquid of DMII. Among them, IIQAI was more stable than the other ionic liquid because of the two salt groups. APII-hydroxyethyl, which contains two hydroxyl groups, showed low viscosity with good flow. New types of ionic liquids were examined by $^1H$-NMR spectroscopy, thermo gravimetric analysis (TGA). IIQAI enabled a solar energy conversion efficiency of 6.3%, which is slightly higher than that of the referenced (DMII, 6.2%).

Interaction of Conjugated Conducting Polymer with Ionic Liquids (공액 전도성 고분자와 이온성 액체 간에 상호작용 연구)

  • Kim, Joong-Il;Kim, Do-Young;Kim, In-Tae
    • Journal of the Korean Applied Science and Technology
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    • v.31 no.3
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    • pp.337-344
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    • 2014
  • In this paper, we have examined the interaction of low bandgap polymer {poly(2-heptadecyl-4-vinylthieno[3,4-d]thiazole)(PHVTT)} with ionic liquids. Further, we have studied the temperature dependent interactions between the ionic liquids [tri-butyl methyl ammonium methyl sulfate ([TBMA][$MeSO_4$]), methyl imidazolium chloride ([MIM]Cl) and butyl methyl imidazolium chloride ([BMIM]Cl)] and polymer using UV-vis spectroscopy, FT-IR spectroscopy, photoluminescence (PL) spectroscopy, as a function of temperature at 21, 28, 32, $37^{\circ}C$. These experimental results suggest that interactions of polymer with ionic liquids ([MIM]Cl, [TBMA][$MeSO_4$]) showed weak interactions by increasing temperature but [BMIM]Cl has no significant effect with increase in temperature.

Quaternary Ammonium-Based Room Temperature Ionic Liquids as Components of Carbonate Electrolytes for Li-ion Batteries: Electrochemical Performance and Thermal Properties

  • Chernyshov, Denis V.;Shin, Woo Cheol
    • Journal of Electrochemical Science and Technology
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    • v.5 no.4
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    • pp.95-104
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    • 2014
  • Electrochemical performance of Li-ion cells with $LiMn_2O_4$ cathodes and graphite anodes with carbonates electrolytes containing quaternary ammonium-based room temperature ionic liquids (ILs) is investigated. Eight different ILs based on tetraalkylammonium, pyrrolidinium or piperidinium cations paired with bis(trifluoromethylsulfonyl)imide or tris(pentafluoroethyl)trifluorophosphate anions are examined in combination with dimethyl carbonate as a main solvent and fluoroethylene carbonate as a solid electrolyte interface forming agent. It is shown that cycling properties of the cells are strongly affected by the content of ILs in the electrolyte mixtures and its increase corresponds to lower discharge capacity retention. Since viscosity and conductivity of ILs are of a great importance for the electrolytes formulation, some kind of combined parameter should be used for the assessment of IL applicability and calculated values of Walden products for neat ILs represent one of the possible options. Besides, positive effect of ILs on reduction of flammability and enhancement of thermal stability of electrolytes in contact with charged electrodes have been demonstrated by means of self-extinguishing time test and differential scanning calorimetry respectively.

Physical Properties of Lithium Co-polyelectrolyte Based on Imidazolium and Ammonium-type Ionic Liquids

  • Cha, E.H.;Lim, S.A.;Kim, D.W.;Lee, J.K.;Park, J.H.
    • Journal of the Korean Electrochemical Society
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    • v.13 no.3
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    • pp.198-202
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    • 2010
  • Lithium co-polyelectrolyte-ionic liquid systems, using poly (lithium 2-acrylamido-2-methyl propanesulfonate; PAMPSLi) and polyvinyl formamid (PVF) were prepared and their electrochemical and physical properties were measured. The conductivity of co-polymer systems, PAMPSLi/PVF/N, N-dimethyl-N-propyl-N-butylammonium tricyanomethanide (PAMPSLi/PVF/$N_{1134}$TCM) and PAMPSLi/PVF/N, N-dimethyl-N-propyl-N-butylammonium dicyanamide (PAMPSLi/PVF/$N_{1134}$DCA) exhibited low viscosity ($N_{1134}$TCM:$N_{1134}$DCA 28.6cP, 28.7cP) and higher conductivity ($2.48{\times}10^{-3}Scm^{-1}$, $2.2{\times}10^{-3}Scm^{-1}$) than homopolymer system. The ionic conductivity PAMPSLi/PVF/1-ethyl-3-methyl imidazolium dicyanamide (PAMPSLi/PVF/emImDCA) exhibited $1.54{\times}10^{-3}Scm^{-1}$ and low viscosity (emImDCA: 28.09cP). High flexibility of imidazolium cation and dissociation of lithium cation from the co-polymer chains were affected by high conductivity and low viscosity.

Electrochemical Characterization of Lithium Polyelectrolyte Based on Ionic Liquid

  • Cha, E.-H.;Lim, S.-A.;Kim, D.-W.;Choi, N.-S.
    • Journal of the Korean Electrochemical Society
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    • v.12 no.3
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    • pp.271-275
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    • 2009
  • Five novel lithium polyelectrolyte-ionic liquid systems, using poly (lithium 2-acrylamido-2-methyl propanesulfonate; PAMPSLi) were prepared and their electrochemical properties were measured. The ionic conductivity of the PAMPSLi/1-ethyl-3-methylimidazolium tricyano methanide (emImTCM) system was exhibited high conductivity (1.28 $\times$ $10^{-3}$ $S/cm^{-1}$). The high conductivity and low viscosity of PAMPSLi/emImTCM system is due to the high flexibility of imidazolium cation and dissociation of lithium cation from the polymer chains. The PAMPSLi/N,N-dimethyl-N-propyl-Nbutylammonium tricyanomethanide ($N_{1134}TCM$) and PAMPSLi/N, N-dimethyl-N-propyl-N-butylammonium dicyanamide ($N_{1134}DCA$) systems showed fairly high conductivity (6.3 $\times$ $10^{-4}$ $S/cm^{-1}$, 6.0 $\times$ 10.4 S/cm.1). PAMPSLi/Trihexyl (tetradecyl) phosphonium bis (trifluoromethane sulfonyl) amide ($P_{66614}TFSA$) exhibited low conductivity (2.22 $\times$ $10^{-5}$ $Scm^{-1}$) and thermally stable over 400$^{\circ}C$.

Catalytic Performance of Ionic Liquids for the Cycloaddition of Carbon Dioxide and Butyl Glycidyl Ether (부틸글리시딜에테르와 이산화탄소의 부가반응에 대한 이온성 액체의 촉매 성능 고찰)

  • Park, Dae-Won;Ju, Hye-Young
    • Journal of the Korean Applied Science and Technology
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    • v.25 no.4
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    • pp.469-476
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    • 2008
  • The synthesis of cyclic carbonate from butyl glycidyl ether (BGE) and carbon dioxide was performed in the presence of three different types of ionic liquid : quarternary ammonium salt, alkyl pyridinium salt, and alkylimidazolium salt. Ionic liquids of different alkyl groups ($C_3$, $C_4$, $C_6$ and $C_8$) and anions ($Cl^-$, $Br^-$ and $I^-$) were used for the reaction which was carried out in a batch autoclave reactor at $60{\sim}120^{\circ}C$. The catalytic activity was increased with increasing alkyl chain length in the order of $C_3$ < $C_4$ < $C_6$. But the ionic liquid with longer alkyl chain length ($C_8$) decreased the conversion of BGE because it is too bulky to form an intermediate with BGE. For the counter anion of the ionic liquid catalysts, the BGE conversion decreased in the order $Cl^-$ > $Br^-$ > $I^-$.

Catalytic Performance of Ionic Liquids in the Synthesis of Glycerol Carbonate from Glycerol and Urea (글리세롤과 요소로부터 글리세롤카보네이트 합성에서 이온성액체의 촉매 특성)

  • Kim, Dong-Woo;Park, Kyung-Ah;Kim, Min-Ji;Park, Dae-Won
    • Korean Chemical Engineering Research
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    • v.51 no.3
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    • pp.347-351
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    • 2013
  • The preparation of glycerol carbonate (GC) from urea through carbonylation with renewable glycerol was investigated by using ionic liquid catalysts. It was found that quaternary ammonium salt and imidazolium salt ionic liquids with a shorter alkyl chain length and higher nucleophilic anion showed better catalytic performance. The effects of reaction temperature, reaction time and degree of vacuum on the reactivity of TBAC catalyst ware discussed. Zinc chloride ($ZnCl_2$) was used as co-catalyst with the ionic liquid catalyst. The mixed catalyst showed a synergy effect on the glycerol conversion and GC yield probably due to the acid-base properties of the catalysts.