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09월 10일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능
대한화학회 제124회 학술발표회 및 총회
Synthesis of 1,1-Diisopropyl(or dihexyl)-2,5-ethynyl-3,4-diphenyl-siloles and their Glaser Oxidative Coupling Polymerization Reactions
2019년 8월 20일 15시 27분 09초
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10월 18일 (금요일) 11:00~12:30
Jong Wook Lim
, Young Tae Park
Keimyung University, Korea
Department of Chemistry, Keimyung University, Korea
2,5-Dibromo-1,1-diisopropyl(or dihexyl)-3,4-diphenyl-siloles were prepared by reactions of diisopropyl(or dihexyl)-bis(phenylethynyl)silanes with lithium naphthalenide, ZnCl
-bromosuccinimide (NBS). Palladium chloride, copper iodide, and triphenylphosphine as co-catalyst were used to replace two bromine groups of the prepared siloles with trimethylsilylacetylene (TMSA) under the reaction condition of diisopropylamine as solvent, in which were produced 1,1-diisopropyl(or dihexyl)-2,5-bis(trimethylsilylethynyl)-3,4-diphenyl-siloles. Then, detrimethylsilylation reactions were carried out to yield 1,1-diisopropyl(or dihexyl)-2,5-bis(ethynyl)-3,4-diphenyl-siloles using potassium carbonate under the methanol as solvent. The crude products were refined by recrystallization or column chromatography in the solvent of hexane. The product materials were characterized by
Si NMR. We also studied the photoelectronic properties of the materials by UV-vis absorption, excitation and fluorescence emission spectroscopic methods. We will also try Glaser oxidative coupling polymerization reactions of 1,1-diisopropyl(or dihexyl)-2,5-bis(ethynyl)-3,4-diphenyl-siloles in the presence of a catalytic amount of copper(I)chloride and pyridine with bubbling oxygen gas through reaction mixture to yield poly(1,1-diisopropyl(or dihexyl)-2,5-bis(ethynylene-3,4-diphenyl-silole)s. Acknowledgment. This work was supported by the Basic Science Research Program through the Nationaril Research Foundation of Korea (NRF) grant funded by the Ministry of Education of the Republic of Korea (NRF-2017R1D1A3B03028014).
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