應用於有機太陽能電池具開口之碳簇衍生物化學性質探討

Abstract

摘要 太陽能電池與內包分子碳簇化合物因能源應用性上的導引，此方面的研究已經吸引了很多科學家的興趣。本論文以此研究方向為重點，利用二氮苯1c、2b、4c、6、7a–7g進行一系列於富勒烯上開了一個八圓環洞的反應。不過，於合成1c的過程中，我們發現所使用的□喃四氮苯與苯炔反應有選擇性方面的問題。因此，本論文將先對□喃四氮苯做選擇性方面的探討。再者，具有八圓環洞的富勒烯化合物1–5，因其上官能基的不同，而於太陽能電池元件應用上各有不同的光電轉換效率。其中，光電轉換效率以化合物4與P3HT摻混後的1.07 ％為最高；伴隨著予體受體雙纜聚合物於太陽能電池上的應用，我們嘗試將溶解度好產率高的5f進行聚合反應。經由鑑定的結果發現，其確實有聚合物的生成，且可能因富勒烯易於接收電子的能力，使得此反應以一非常快的速率進行。

Abstract Research of novel materials toward solar cell and hydrogen storage applications has been attracted considerable interests from many scientists in recent decades. This thesis presents research of synthetic work on novel fullerene derivatives incorporating chalcogenophenes. We use diazine 1c、2b、4c、6、7a–7g that undergo cycloadditions with fullerenes for the syntheses of a class of eight-membered-ring opening fullerenes. Initially, synthesis of diazene 1c was somewhat problematic due to the presence of dual reactive centers of its precursor with benzynes; hence, we study selectivity of furyl tetrazines with benzynes in chapter 2. In chapter 3, the prepared eight-membered-ring opening fullerenes 1–5 that gave photovoltaic power conversion efficiency ranging from 0.4% to 1.1% while fabricated with conducting polymer P3HT. The best photovoltaic power conversion efficiency is 1.07％, resulted from compound 4 blended with P3HT. Due to the interests for pursuing higher efficiency with donor-acceptor double cable polymers, we polymerized 5f oxidatively in short time that yielded insoluble materials.