Preparation of Conjugated Amine Based Vinyl Monomers and Their Use in the Preparation of Stereoregular Fluorescent Polymers：Stereoregularity and Chain Transfer Efficiency Controls

• Main Authors: Meng-Tse Li, 李孟澤
• Other Authors: Jing-Cherng Tsai
• Format: Others
• Language: zh-TW
• Published: 2015
• Online Access: http://ndltd.ncl.edu.tw/handle/56e56j

碩士 === 國立中正大學 === 化學暨生物化學研究所 === 103 === Development of organic photovoltaic materials is one of the important project in the past two decades of chemical research as photovoltaic Materials can be used in material applications solar cell materials and conducting polymers. In general, conjugated polymers can be divided into two categories, including main-chain and side chain conjugated polymers. This study aims to synthesized novel side-chain conjugated polymers, which have the unique structure of maintaining a syndiospecific stereoregularity in their corresponding poly-1-(4-vinylphenyl)-indole conjugated side-chain. Accordingly, the homopolymer and block copolymers of syndiotactic poly-1-(4-vinylphenyl)-indole can be prepared and their corresponding photoluminescence properties can be examined in the due course. Three synthetic steps were used for the successful syntheses of syndiotactic poly-1-(4-vinylphenyl)-indole: (Ⅰ) 1-(4-vinylphenyl) –indole (monomer) was prepared by coupling 4-bromostyrene with indole via the palladium-catalyst-mediated Buchwald-Hartwig reaction. (Ⅱ) End-functionalized syndiotactic poly-1- (4-vinylphenylindole) (OH-capped-sP4VPIn) was synthesized by conducting the syndiospecific polymerization of 1-(4-vinylphenyl) –indole in the presence of vinylsialne (chain transfer agent) using syndiospecific metallocene complexes as catalysts. (Ⅲ) sP4VPIn-b-PCL was prepared by conducting the controlled-living ring opening polymerization of ε-caprolacton using the OH-capped-sP4VPIn as the macroinitiator. The resulting stereoregular diblock copolymers were found to possess precise chemical architectures (define chemical structures with narrow ranges of molecular weight distribution) and can be self-organized into consistent nanostructures as evidenced by Small Angle X-ray Scattering and Transmission Electron Microscopy studies.