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제124회 대한화학회 학술발표회, 총회 및 기기전시회 안내 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
POLY.P-13 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 18일 (금요일) 11:00~12:30
Polymer Chemistry
저자 및
Jong Wook Lim, Young Tae Park1,*
Keimyung University, Korea
1Department 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, ZnCl2, and N-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 1H, 13C, and 29Si 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).