• Journal of Adhesion and Interface
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• v.13 no.2
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• pp.53-57
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• 2012

A latent curing system was necessary for the anisotropic conducting film (ACF), and a fast reaction system was also necessary to fast production. In this study, the benzylsulfonium salts were synthesized and were used as latent curing initiators for epoxy resin. These benzylsulfonium compounds exhibited a long shelf life with epoxy resin. The curing behaviors of an epoxy resin with these sulfonium salts were investigated using differential scanning calorimetry (DSC), and the curing times were determined at $150^{\circ}C$ using an indentation method.

• Composites Research
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• v.37 no.5
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• pp.393-401
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• 2024

Epoxy is a thermosetting polymer with excellent properties such as heat and chemical resistance, making them essential in various industrial fields including electronics. The performance of epoxy is highly dependent on the type of curing agent used. Among them, sulfonium-based latent curing agents are notable for their fast curing speed, high curing hardness, and specificity to certain temperatures, making them attractive for manufacturing anisotropic conductive films in electronic materials where single-component epoxy is required. However, sulfonium-based latent curing agents face challenges in industrial application due to issues with low yield and purity. This study optimized the synthesis conditions for benzyl and naphthyl-type sulfonium curing agents (B-Sul⁺SbF6^-, N-Sul⁺NCyF^-, N-Sul⁺NFSI^-). By adjusting reaction time, reaction temperature, and reactant ratios, yield was maximized, significantly reducing both reaction time and temperature. The three optimized curing agents were evaluated for their thermal and mechanical properties to assess curing behavior and storage stability. The results confirmed that stable curing performance was maintained even after mixing. This study aims to expand the industrial applicability of sulfonium curing agents.

• Proceedings of the Korean Fiber Society Conference
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• 1992.06b
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• pp.102-102
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• 1992

• Bulletin of the Korean Chemical Society
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• v.6 no.6
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• pp.375-376
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• 1985

• Journal of the Korean Chemical Society
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• v.22 no.3
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• pp.173-183
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• 1978

Bulk polymerization of propylene sulfide with o-sulfobenzoic anhydride as initiator was carried out and the polymerization proceeded by a zwitterionic mechanism. Chemical and spectroscopic investigation of the purified polymer revealed that the polymer contained two end groups-thiolester of benzoic acid o-sulfonate anions and acyclic tert-sulfonium ions which were formed by termination of episulfonium ions with sulfide groups in the polymer chains. The concentration of sulfonate anions was nearly the same as the concentration of acyclic tert-sulfonium ions, as expected for macrozwitterions. The cocatalysis mechanism by a trace of water was excluded and the other possible mechanisms were discussed on the basis of end group analysis.

• Bulletin of the Korean Chemical Society
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• v.11 no.5
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• pp.415-420
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• 1990

A series of copolymers of poly(1,4-phenylenevinylene-co-2,3,5,6-tetramethyl- 1,4-phenylenevinylene), poly(PV-co-TMPV), were prepared in film forms from the precursor polymer films. The sulfonium salt precursor polymers were synthesized by copolymerization of the mixtures of the respective bis(sulfonium salt) monomers. All of the copolymer films could be doped with $FeCl_3$ to have high electrical conductivities and they showed good air stability. The maximum conductivity of the $FeCl_3$-doped films ranged $10^{-3}\;to\;10^2Scm^{-1}$ depending on the composition of the copolymer films. However, these copolymer films could not be doped with iodine. The coplanarity of PV and TMPV units in the main chain appears to be affected by steric effect of the methyl groups in the TMPV units.

• Bulletin of the Korean Chemical Society
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• v.25 no.11
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• pp.1695-1698
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• 2004

• Biomolecules & Therapeutics
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• v.26 no.3
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• pp.306-312
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• 2018

In a previous study, we have demonstrated that S-methylmethionine sulfonium (SMMS) confers wound-healing and photoprotective effects on the skin, suggesting that SMMS can be used as a cosmetic raw material. However, it has an unpleasant odor. Therefore, in the present study, we synthesized odor-free SMMS derivatives by eliminating dimethyl sulfide, which is the cause of the unpleasant odor and identified two derivatives that exhibited skin-protective effects: one derivative comprised (2S,4S)- and (2R,4S)-2-phenylthiazolidine-4-carboxylic acid and the other comprised (2S,4R)-, (2S,4S)-, (2R,4R)-, and (2R,4S)-2-phenyl-1,3-thiazinane-4-carboxylic acid. We performed in vitro proliferation assays using human dermal fibroblasts (hDFs) and an immortalized human keratinocyte cell line (HaCaT). The two SMMS derivatives were shown to increase hDF and HaCaT cell proliferation as well as improve their survival by protecting against ultraviolet exposure. Moreover, the derivatives regulated the expression of collagen type I and MMP mRNAs against ultraviolet exposure in hDFs, suggesting that these derivatives can be developed as cosmetic raw materials.

• Journal of the Korean Chemical Society
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• v.46 no.4
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• pp.330-336
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• 2002

For the purpose of development of new agrochemical fungicide of ${\alpha},{\beta}-unsaturated$ carboxanilide series a synthesis of 4-acetyl-3-methyl-N-phenyl-1,4-thiazine-2-carboxamide (6) is described. Pummerer reaction of sulfoxide 7 obtained by sulfoxidation of dihydro-1,4-thiazine methyl ester 11 gave ${\alpha}-acetoxy$ dihydro-1,4-thiazine 10a. Under the same reaction conditions, dihydro-1,4-thiazine carboxanilide sulfoxide 14 was converted to acetoxymethyl dihydro-1,4-thiazine 18 through vinylogous Pummerer reaction involving carboxanilide of sulfonium ion through intermediate 15.1,4-Thiazine carboxanilide 6 was synthesized from the treatment of ${\alpha}-acetoxy$ dihydro-1,4-thiazine 10a with acid cat-alyst followed by hydrolysis and then the reaction with aniline.

• Journal of Life Science
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• v.20 no.12
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• pp.1906-1909
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• 2010

Acid and halide ion catalyses for the hydrolysis of benzenesulfinamides were kinetically investigated. The rates of hydrolysis increased with increasing concentration of both acid and halide ions and also showed to speed up as the electron donating ability of the benzenesulfinyl moiety and the electron withdrawing ability in the leaving group increased. The reactivity of halide ions was in the order of $Br^-$ > $Cl^-$. The reaction mechanism may be accommodated by including a hypervalent intermediate and sulfonium cation.