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Journal Articles

Novel electron-beam-induced reaction of a sulfonium salt in the solid state

Enomoto, Kazuyuki*; Moon, S.*; Maekawa, Yasunari; Shimoyama, Junji*; Goto, Kazuyuki*; Narita, Tadashi*; Yoshida, Masaru

Journal of Vacuum Science and Technology B, 24(5), p.2337 - 2349, 2006/09

 Times Cited Count:5 Percentile:33.6(Engineering, Electrical & Electronic)

The electron beam (EB)-induced reaction of triphenylsulfonium methanesulfonate (1-Ms) in the solid state afforded the benzene-substituted product, biphenyldiphenylsulfonium methanesulfonate (2-Ms), which has not been observed by either photolysis or EB-induced reaction in a solution. The kinetic data revealed that the biphenyl salt 2-Ms exhibited 3.7 times greater kinetic constants for consumption than that of 1-Ms. The EB-induced reaction of benzene-substituted triphenylsulfonium salts, p-biphenyldiphenylsulfonium methanesulfonate (2p-Ms) and (4-phenylthiophenyl)diphenyl- sulfonium methanesulfonate (7) showed the consumption rates of 3.8 and 5.7 times greater than that of 1-Ms. The sulfonium salts with aromatic counter anions showed somewhat higher reactivity than those with aliphatic counter anions. Accordingly, it is concluded that the triphenylsulfonium salts having aryl groups, which exhibit lower ionization potential (Ip), in both cation and anion moieties should exhibit greater decomposition rates.

Journal Articles

Electron-beam induced reactions of sulfonium salts in a crystalline state

Enomoto, Kazuyuki*; Maekawa, Yasunari; Moon, S.; Shimoyama, Junji*; Goto, Kazuyuki*; Narita, Tadashi*; Yoshida, Masaru

Journal of Photopolymer Science and Technology, 17(1), p.41 - 44, 2004/06

 Times Cited Count:2 Percentile:9.04(Polymer Science)

The Electron beams (EB)-induced reactions of triphenylsulfonium methanesulfonate (1) in the crystalline state gave benzene-substituted product, biphenylsulfonium methanesulfonate (2), which has not been observed by either photolysis. In this paper, the EB-induced reactions of triphenylsulfonium salt derivatives, which possesses aromatic/aliphatic counter anions, have been examined. The anionic moiety of sulfonium salts has practically little effect on the formation of biphenyl salt 2 as well as the other products. The consumption rates of the sulfonium salts containing aromatic counter anions are somewhat smaller in a crystalline state and about two times larger than those of the salts with aliphatic counter anions. The greater decomposition rates of the sulfonium salts with aromatic counter anions than those of aliphatic counter anions in an amorphous state are elucidated by lower ionization potential of the salts with aromatic counter anions such as tosyl and naphthyl groups than those with aliphatic counter anions.

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