标题:Multifunctional alkoxysilanes prepared by thiol-yne \"click\" chemistry: their luminescence properties and modification on a silicon surface
作者:Zuo, Yujing;Wang, Dengxu;Zhang, Jie;Feng, Shengyu
作者机构:[Zuo, Y] Key Laboratory of Special Functional Aggregated Materials, Shandong University, Ministry of Education, Jinan Shandong Province, 250100, China 更多
通讯作者:Feng, Shengyu
通讯作者地址:[Feng, SY]Shandong Univ, Key Lab Special Funct Aggregated Mat, Minist Educ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China.
来源:RSC Advances
出版年:2014
卷:4
期:108
页码:62827-62834
DOI:10.1039/c4ra13620a
摘要:The photoinitiated radical-based thiol-yne click reaction provides a simple and efficient method for the formulation of diverse alkoxysilanes. Seven alkoxysilanes, namely, 1,2-bis[3-(trimethoxysilyl)propylthio]hexane (T1), 1,2-bis[3-(trimethoxysilyl)propylthio]-3-chloropropane (T2), 1,2-bis[3-(trimethoxysilyl)propylthio]-3-bromopropane (T3), trimethoxy[3-(styrylthio)propyl]silane (T4), 1,2-bis{3-[dimethoxy(methyl)silyl]propylthio} hexane (D1), 1,2-bis{3-[dimethoxy(methyl)silyl]propylthio}-3-chloropropane (D2), and 1,2-bis{3-[dimethoxy(methyl)silyl]propylthio}-3-bromopropane (D3), were synthesized by reacting alkynes with 3-mercaptopropylalkoxysilane in the presence of a photoinitiator. The thiol-yne reactions ran neatly in standard glassware under 100 W UV irradiation. The functionalized trialkoxysilanes were obtained in quantitative to near-quantitative yields with high purity. Results showed that the reaction of synthesized T4 only occurred in the first cycle, and vinyl sulfide adduct was formed with two configurations of Z and E. Moreover, the isomerization of T4 from Z to E configurations was induced under UV irradiation. T1 and D1 showed excellent photoluminescence properties. Molecular calculations were also performed to confirm the experimental results. Computational results revealed that all compounds exhibited relatively large HOMO-LUMO band gaps, making them promising candidates as host materials for emitters and hole-electron blocking materials in OLED displays. In addition, T1, T2, and T3 were selected to modify the surface properties of Si (1, 0, 0), which can then be used for further functionalization or the immobilization of polymers or biomolecules.
收录类别:EI;SCOPUS;SCIE
WOS核心被引频次:12
Scopus被引频次:11
资源类型:期刊论文
原文链接:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84914133006&doi=10.1039%2fc4ra13620a&partnerID=40&md5=3261910d2a719d8073a352b9468e5b75
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