• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2286-2290
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• 2013

Ring opening reactions of epoxides with oxygen nucleophiles catalyzed by a variety of quaternary onium salt, such as ammonium or phosphonium salt were explored. The results showed that tetrabutylphosphonium bromide (TBPB) among salts serves as the most efficient catalyst for this process and that expoxide ring opening reactions with a variety of oxygen nucleophiles including carboxyic acid and phenol, promoted using this salt, lead to generate readily purifiable products in excellent yields.

• Korean Journal of Materials Research
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• v.5 no.6
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• pp.715-722
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• 1995

Vinylbenzyl triphenyl phosphonium chloride (VTPC) was prepared for the humid membrane. The humidity sensitive memo)lane was composed of copolymers, which have differnet content of VTPC and styrene (VTPC : ST=1 : 0.7 : 3, 5 : 5, 3 : 7). The changes in electrical properties of copolymers with relative humidity were measured. It was found that the impedance decreased with an increase of the content of VTPC in the humid membrane, and the Impedance also decreased with an increase of thickness of humid membrane. The copolymer derived from same equip of VTPC and ST showed 12M$\Omega$-100M$\Omega$ at 70%RH-90%RH, which was required for the current humidity sensor operating at high humidity or dew point. The temperature dependence coefficient at a temperature range 15$^{\circ}C$∼35$^{\circ}C$ was found to be -0.5%RH/$^{\circ}C$ and the hysterisis fabled within the range ${\pm}$2%RH. The response time was found to be 40seconds for varing relative humidity from 75% RH to 95%RH and vice versa.

• Clean Technology
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• v.17 no.4
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• pp.325-328
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• 2011

Atom-efficient preparation of 9, 9'-bis[4-(2'-hydroxy-3'-acryloyloxypropoxy) phenyl]fluorene (3), the extensively used building block for fluorene-containing acrylic epoxy polymers has been described. The epoxide ring opening esterification of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid was catalyzed by some onium salts such as quaternary ammonium and phosphonium salts. While the coupling reactions depend greatly on the kind of the onium salts, the reaction of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid proceed most efficiently in the presence of a catalytic amount of tetrabutylphosphonium bromide at $110^{\circ}C$ with 90% yield. This reaction is a cleaner reaction that minimizes the use of reactants and the production of chemical wastes.

• Clean Technology
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• v.16 no.4
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• pp.239-244
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• 2010

The carboxylation of the fluorenyl epoxide with a spiro framework, 9,9'-Bis(4-oxiranylmethoxyphenyl) fluorine (2) was catalyzed by some onium salts such as quaternary ammonium and phosphonium salts to produce the corresponding five-membered cyclic carbonate (3) in an efficient and environmentally benign fashion. The coupling reactions depend greatly on the kind of the halide anions and alkyl chain length of the onium salts. While the reaction was sensitive to the reaction temperature, the reaction trends suggest that the catalytic efficiency of the quaternary ammonium halides may correlate strongly with the melting points of the halides. The reactions using a catalytic amount (2 mol %) of quaternary ammonium bromide with an n-butyl chain at 75.9 bar of $CO_2$ and 393 K give the highest yield of the cyclic carbonate (92%).

• Nuclear Medicine and Molecular Imaging
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• v.41 no.6
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• pp.561-565
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• 2007

Purpose: Lipophilic cations including tetraphenylphosphonium (TPP) salts penetrate the hydrophobic barriers of the plasma and mitochondrial membranes, resulting in accumulation in mitochondria in response to the negative inner transmembrane potentials. The development of radiolabeled phosphonium cations as a noninvasive imaging agent may serve as a new molecular "voltage sensor" probe to investigate the role of mitochondria in the pathophysiology and diagnosis of cancer. Materials and Methods: We have synthesized a reference compound (4-fluorophenyl)triphenylphosphonium (TPP) and a labeled compound $[^{18}F]$TPP via two step nucleophilic substitution of no-carrier-added $[^{18}F]$fluoride with the precursor, 4-iodophenyltrimethylammonium iodide, in the presence of Kryptofix-2.2.2 and $K_2CO_3$. Result: The reference compound (4-fluorophenyl)triphenylphosphonium (TPP) was synthesized in 60% yield. The radiolabeled compound $[^{18}F]$TPP was synthesized in $10\sim15%$ yield. The radiochemical purity of the $[^{18}F]$TPP was $95.57{\pm}0.51%$ (n=11). Conclusion: $[^{18}F]$TPP was successfully synthesized that might have a potential to be utilized as a novel myocardial or cancer imaging agent for PET. However, it is required to improve the radiochemical yield to apply $[^{18}F]$TPP in preclinical or clinical researches.

• Journal of the Korean Electrochemical Society
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• v.14 no.1
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• pp.1-8
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• 2011

Ionic liquids are room-temperature molten salts, composed of organic mostly of organic ions that may undergo almost unlimited structural variation. We approach the new aspects of ionic liquids in applications where the semiconductor nanoparticles used as sensitizers of solar cells. We studied the effects of ionic liquids as capping ligand and/or solvent, on the morphology and phase of the CdSe/ZnS nanoparticles. Colloidal CdSe/ZnS nanoparticles were synthesized using a series of imidazolium ionic liquids; 1-R-3-methylimidazolium bis(trifluoromethylsulfonyl) imide ([RMIM][TFSI]), where R = ethyl ([EMIM]), butyl ([BMIM]), hexyl ([HMIM]), octyl ([OMIM]). The average size of nanoparticles was 8~9 nm, and both zinc-blende and wurtzite phase was produced. We also synthesized the nanoparticles using a mixture of trihexyltetradecylphosphonium bis(trifluoromethylsulfonyl)imide ([$P_{6,6,6,14}$][TFSI]) and octadecene (ODE). The CdSe/ZnS nanoparticles have a smaller size (5.5 nm) than that synthesized using imidazolium, and with a controlled phase from zinc-blende to wurtzite by increasing the volume ratio of [$P_{6,6,6,14}$][TFSI]. For the first time, the phase and size control of the CdSe/ZnS nanoparticles was successfully demonstrated using those ionic liquids.