• Title/Summary/Keyword: sulfone

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Preparation of Amine-Containing Poly(amide-sulfone)s Using Vinylsulfone Reactive Monomers and Their Properties

  • Jeon, Young-Min;Lim, Tai-Ho;Kim, Soo-Han;Kim, Jong-Gyu;Gong, Myoung-Seon
    • Macromolecular Research
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    • v.15 no.1
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    • pp.17-21
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    • 2007
  • A series of new, vinyl sulfone-containing monomers was prepared by p-aminophenyl vinyl sulfone (1) with various acid chlorides such as adipoly chloride, terephthaloyl chloride and isophthaloyl chloride. Finally, tertiary amine-containing poly(amide-sulfone)s were prepared by the Michael-type addition polymerization using N,N-dimethylethylenediamine (DMEDA), p-phenylenediamine and piperazin. To evaluate the relevant properties for permselective membranes and enzyme substrate, various physical properties such as molecular weight, solubility, quaternization behavior and thermal properties were examined.

Conformational Analysis of Some Antibacterial Agent 4-Aminodiphenyl Sulfones

  • Lee, Sung-Hee;Chung, Uoo-Tae;Kang, Young-Kee
    • Archives of Pharmacal Research
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    • v.13 no.1
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    • pp.43-50
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    • 1990
  • Conformational free energy calculations using an empirical potential function (ECEPP/2) and hydration shell model were carried out on the four-4-aminodiphenyl sulfone analogues of 4, 4'-diamino-2' methyldiphenyl sulfone, 4, 2', 4-triaminodiphenyl sulfone, 4, 4'-diaminodiphenyl sulfone, and 4-aminodiphenyl sulfone as antibacterial agents on Mycobacterium lufu. The conformational energy was minimized from starting conformations which included possible combinations of torsion angles in the molecule. The conformational entropy change of each conformation was computed using a harmonic approximation. To understand the hydration effect on the conformation of the molecule in aqueous solution, the contributions of water-accessible volume and the hydration free energy of each group or atom in the lowest-free-energy conformation was calculated and compared each other. From comparison of the computed lowest-free-energy conformations of four analogues with their antibacterial activities, it is known that the conformation and the hydrophobicity of sulfonyl group and its adjacent carbon atom in each compound are the essential factors to show the strong antibacterial activity.

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Decomposition of Dibenzothiophene Sulfone over KF/MgO Catalysts (KF/MgO 촉매를 이용한 Dibenzothiophene Sulfone 분해반응)

  • Kim, Hyeon-Joo;Jeong, Kwang-Eun;Jeong, Soon-Yong;Park, Young-Kwon;Jeon, Jong-Ki
    • Clean Technology
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    • v.16 no.1
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    • pp.12-18
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    • 2010
  • The object of the present study is to apply KF/MgO catalysts to remove sulfur dioxide from dibenzothiophene sulfone, a by-product of oxidative desulfurization. Potassium fluoride was deposited via an impregnation method on MgO. The effects KF loading and calcination on the characteristics of the KF/MgO catalysts were investigated through the BET surface area, XRF, XRD, and temperature-programmed desorption of $CO_2$. The catalytic performances of the samples were investigated during the decomposition of dibenzothiophene sulfone to biphenyl and sulfur dioxide gas. KF loaded on MgO prepared by the impregnation method showed high catalytic activities for the decomposition of dibenzothiophene sulfone. The higher activity of KF/MgO just dried at 373 K, avoiding the usual activation at high temperature, than that over the calcined catalyst is ascribed to increase of the amount of basic sites. The high basicity probably may be due to the coordinately unsaturated $F^-$. The simply dried 10 % KF/MgO catalyst, without the usual activation at high temperature, showed the optimal catalytic properties.

Role of Sulfone Additive in Improving 4.6V High-Voltage Cycling Performance of Layered Oxide Battery Cathode (층상계 산화물 양극의 4.6V 고전압 특성 향상에서의 Sulfone 첨가제의 역할)

  • Kang, Joonsup;Nam, Kyung-Mo;Hwang, Eui-Hyeong;Kwon, Young-Gil;Song, Seung-Wan
    • Journal of the Korean Electrochemical Society
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    • v.19 no.1
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    • pp.1-8
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    • 2016
  • Capacity of layered lithium nickel-cobalt-manganese oxide ($LiNi_{1-x-y}Co_xMn_yO_2$) cathode material can increase by raising the charge cut-off voltage above 4.3 V vs. $Li/Li^+$, but it is limited due to anodic instability of conventional electrolyte. We have been screening and evaluating various sulfone-based compounds of dimethyl sulfone (DMS), diethyl sulfone (DES), ethyl methyl sulfone (EMS) as electrolyte additives for high-voltage applications. Here we report improved cycling performance of $LiNi_{0.5}Co_{0.2}Mn_{0.3}O_2$ cathode by the use of dimethyl sulfone (DMS) additive under an aggressive charge condition of 4.6 V, compared to that in conventional electrolyte, and cathode-electrolyte interfacial reaction behavior. The cathode with DMS delivered discharge capacities of $198-173mAhg^{-1}$ over 50 cycles and capacity retention of 84%. Surface analysis results indicate that DMS induces to form a surface protective film at the cathode and inhibit metal-dissolution, which is correlated to improved high-voltage cycling performance.

Preparation of Poly(imide-aramid-sulfone)s and their Thermal Properties (폴리(이미드-아라미드-설폰)의 합성과 그들의 열적성질)

  • Park, Hyung-Seok;Gong, Myoung-Seon
    • Polymer(Korea)
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    • v.36 no.4
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    • pp.427-433
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    • 2012
  • A series of poly(imide-aramid-sulfone)s with alternatingly introduced imide/aramid groups were prepared by reacting divinyl sulfone (DVS) and $N^1,N^4$-bis(4-(vinylsulfonyl)phenyl)terephthalamide (2) with pyromellitic diimide. Three model compounds, N-[2-(p-aminophnenylsulfonyl)ethyl]phthalimide (3), 2,2'-(2,2'-sulfonylbis(ethane-2,1-diyl))diisoindoline-1,3-dione (4), and N,N-bis(4-(2-(1,3-dioxoisoindolin-2-yl)ethylsulfonyl)phenyl)terephthalamide (5), resembling polymers were prepared with good yields by reacting p-aminophenyl vinyl sulfone, DVS, and 2 with phthalimide. Condensation polymerization was carried out by Michael-type addition reaction of the difunctional phthalimide group with the DVS group in the presence of tetrabutylammonium hydroxide (TBAH), resulting in poly(imide-aramid-sulfone)s 6-12 with moderate molecular weights and good yields. They were highly soluble in polar solvents such as N,N-dimethylformamide, dimethylsulfoxide, N-methylpyrrolidinone and tetrahydrofuran. The ratios of DVS/2 were 1/0, 3/1, 2/1, 1/1, 1/2, 1/3, and 0/1. Molecular weight and physical properties such as solubility, viscosity, and thermal properties of the polymers were examined.

The Synthesis of Poly(ether ether sulfone) and Optimum Condition of Sulfonation (Poly(ether ether sulfone)의 합성과 술폰화의 최적조건)

  • Son, Won-Keun;Park, Soo-Gil
    • Applied Chemistry for Engineering
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    • v.9 no.2
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    • pp.249-254
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    • 1998
  • To synthesize cation exchange resin which has thermal stability, the sulfonated poly(ether ether sulfone) (SPEES) was obtained by sulfonation after synthesis of poly(ether ether sulfone) (PEES). It was prepared from hydroquinone and dichlorophenyl sulfone. From FT-IR results, the sulfonation was confirmed by the bands of asymmetric O=S=O stretching of $SO_3Na$ Na group at $1140cm^{-1}$ and S-C stretching at $621cm^{-1}$. The optimum condition of the sulfonation of PEES, based on IR absorbance, was 3 hr of reaction time, $30^{\circ}C$ of reaction temperature, and chlorosulfonic acid of 150 mol%. Ion exchange capacities calculated by the IR absorbance of PEES sulfonated in optimum condition was 6.2 meq/g, which was nearly similar to the ion exchange capacity calculated by titration. When the metal ion was adsorved, small brain, lump, hulled millet shape and compact surface, were observed in the morphology of SPEES.

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Preparation and Characterization of Crosslinked Copolymer Membrane Containing Sulfonated Poly(ether sulfone) and p-Phenylene Terephthalamide Segments (Sulfonated Poly(ether sulfone)과 p-Phenylene Terephthalamide 세그먼트를 포함하는 가교 공중합체 멤브레인의 제조 및 특성 연구)

  • Kim, Jung-Min;Hwang, Seung-Sik;Cho, Chang-Gi
    • Polymer(Korea)
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    • v.35 no.2
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    • pp.106-112
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    • 2011
  • Aromatic copolyamides were prepared and their applicability to proton exchange membrane was studied. The copolymers contain two segments; thermally stable and mechanically strong poly (p-phenylene terephthalamide) (PPTA), and easily processable and good film-forming polysulfone. For the copolymers, different ratios of amine-terminated sulfonated ether sulfone monomer, terephthaloyl chloride, and p-phenylene diamine were sequentially reacted. The obtained copolymers were mixed with trimethylolpropane triglycidyl ether (TMPTGE), thermally cured, and converted into proton exchange membranes for fuel cell application. The reactions at each step and the molecular characteristics of precursor copolymers were confirmed by $^1H$ NMR, FTIR, and titration. The performance of the membranes was measured in terms of water uptake and proton conductivity. The water uptake, ion exchange capacity (IEC), and proton conductivity of the membranes increased with the increase of sulfonated ether sulfone segment content. Membrane containing 60 mol% sulfonic acid sulfone segment showed 1.88 meq/g IEC value. Water uptake was limited less than 110 wt% and the highest proton conductivity was up to $7.4{\times}10^{-2}$ S/cm ($25^{\circ}C$, RH=100%).

Synthesis and Characteristics of Aminated Poly(arylene ether sulfone) as Thermostable Anion Exchanger (내열성 음이온교환수지로서 Aminated Poly(arylene ether sulfone)의 합성과 물성)

  • 손원근;유현지;황택성;김동철;김상헌;송해영
    • Polymer(Korea)
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    • v.26 no.1
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    • pp.1-8
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    • 2002
  • In this study, poly(arylene ether sulfone) (PAES) having thermal stability and excellent mechanical properties was synthesized to be useful for the matrix of anion exchange resin. $1^{\circ}$-Aminated poly(arylene ether sulfone) ($1^{\circ}$-APAES) was prepared by reduction reaction after lithiation of PAES. Then $3^{\circ}$-APAES was Prepared by alkylation of the amino group of $1^{\circ}$-APAES. The structures of PAES and APAESs were confirmed with FT-IR and $^1H-NMR$ spectroscopy. Also, thermal properties of the resins were characterized by DSC and TG analysis. The introduction of amine groups in PAES resulted in the increase of glass transition temperature and decrease of initial thermal degradation temperature. The ion exchange capacities of $1^{\circ}$-APAES and $1^{\circ}$-APAES were 1.19 and 1.45 meq/g, respectively.

Synthesis of Crosslinkable m-Aramid Ionomer Containing Sulfonated Ether Sulfone and Their Characterization for PEMFC Membrane (Sulfonated Ether Sulfone을 포함한 Crosslinkable m-Aramid계 Ionomer의 합성과 연료전지 막으로의 이용)

  • Jung, Hyun-Jin;Kim, Jung-Min;Cho, Chang-Gi
    • Polymer(Korea)
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    • v.34 no.3
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    • pp.202-209
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    • 2010
  • Aromatic copolyamides were prepared and their applicability to proton exchange membrane wasstudied. The copolymer contains thermally stable and mechanically strong poly(m-phenylene isophthalamide) segments, and easily processable and good film forming polysulfone segments. For the copolymer, amineterminated sulfonated ether sulfone monomer, m-phenylene diamine, and isophthaloyl chloride were reacted, and the obtained copolymer was transformed into crosslinkable prepolymer by the reaction with acryloyl chloride. The prepolymer was thermally cured and converted into proton exchange membranes for fuel cell application. Each reaction step and the molecular characteristics of precursor copolymers were monitored and confirmed by $^1H$ NMR, FTIR, and titration. The performance of the membranes was measured in terms of water uptake, proton conductivity, and thermal stability. The water uptake, ion exchange capacity (IEC), and proton conductivity of the membranes increased with the increase of sulfonated ether sulfone segment content. Membrane containing 30 mol% sulfonic acid sulfone segment showed 1.57 meq/g IEC value. Water uptake was limited less than 44 wt% and the highest proton conductivity up to $3.93{\times}10^{-2}S/cm$ ($25^{\circ}C$, RH= 100%) was observed.