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    請使用永久網址來引用或連結此文件: http://ir.lib.ncu.edu.tw/handle/987654321/6168


    題名: 雙二噻吩環戊烷衍生物的合成與性質探討
    作者: 謝崇偉;Chong-Wei Sie
    貢獻者: 化學研究所
    關鍵詞: 二噻吩環戊烷;低能隙;cyclopentadithiophene;low band-gap
    日期: 2005-06-28
    上傳時間: 2009-09-22 10:14:36 (UTC+8)
    出版者: 國立中央大學圖書館
    摘要: 摘要 導電高分子由於具有低成本,可低溫製成及可溶劑加工等優點,故在應用上備受矚目。近年來以噻吩(thiophene)為主的低能隙高分子更是主要的研究對象之一。本實驗目的是在Δ4,4&acute;-dicyclopenta[2,1-b: 3,4-b&acute;]dithiophene(DCPDT;DCP)單體上,於不同位置上修飾長碳鏈取代基提供高分子溶解度,主要合成出四種單體: 2,6-dioctyl- Δ4,4&acute;-dicyclopenta[2,1-b:3,4-b&acute;]dithiophene (DODCP)、2,2&acute;-di- octyl-Δ4,4&acute;-di-cyclopenta[2,1-b:3,4-b&acute;]di-thiophene(cis- DODCP)、2,6&acute;-dioctyl-Δ4,4&acute;-dicyclopenta[2,1-b:3,4-b&acute;]dithio -phene(trans-DODCP)、及2,2&acute;-ditetradecyl-Δ4,4&acute;-dicyclo- penta[2,1-b:3,4-b&acute;] dithiophene (cis-DTDDCP),探討取代基位置不同對聚合所得高分子之能隙的影響。實驗發現化學聚合所得高分子不溶於一般有機溶劑,故無法做成薄膜做以探討不同結構對能隙的影響,但由IR證實確有合成出高分子。而由電化學聚合高分子膜的UV圖發現,三種高分子膜的能隙皆小於1.5 eV,其中PDODCP能隙小於1.3 eV。可知影響高分子能隙的原因除了取代基位置的立體障礙效應(steric effect),主鏈結構的不同也是影響因素之一。 Abstract Low band-gap conjugated polymers have attracted a great attention recently due to their high intrinsic conductivity as well as the optical transparent in the visible light in the doped state. The structure of lots of low band-gap polymer is based on polythiophenes because of their high environmental stability, superior conductivity, processability, and easy for structure modification.Δ4,4&acute;-dicyclopenta[2,1-b:3,4-b&acute;] dithiophene (DCPDT) is one of the monomers for low band-gap polymers. By adding the alkyl substitute groups at different positions to increase the solubility, four derivatives: 2,6-dioctyl-Δ4,4&acute;-dicyclopenta- [2,1-b:3,4-b&acute;] dithiophene (DODCP), cis-2,2&acute;- dioctyl-Δ4,4&acute;-dicyclopenta[2,1-b:3,4-b&acute;] dithiophene (cis-DODCP), trans-2,6&acute;-dioctyl-Δ4,4&acute;-dicyclopenta [2,1-b: 3,4-b&acute;]dithiophene (trans-DODCP), and 2,2&acute;-ditetradecyl-Δ4,4&acute; -dicyclo -penta[2,1-b:3,4-b&acute;]-dithiophene (cis-DTDDCP) were synthesized. The corresponding polymers prepared by chemical polymerization in FeCl3/CHCl3 were not soluble in organic solvents. Therefore, polymer films were obtained from electrochemical polymerization using LiClO4/CH3CN as electrolyte solution in a typical three-electrode cell. The optical data of the polymer films showed that PDODCP has the lowest band gap (< Eg=1.3 eV) for all polymer films prepared in this study. It is found that band-gap of polymer is affected by the steric effect of substitute groups and main-chain configurations of the polymers.
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