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  • 學位論文

以雙噻吩并吡咯為核心之有機小分子染料之設計、合成與其太陽能電池上之應用

Design, Synthesis, and Application of Novel Donors with Dithienopyrrole for Efficient Small Molecule Organic Solar Cells

指導教授 : 汪根欉

摘要


有機太陽能電池 (OPVs) 是目前最被看好、最有前景的再生能源。它具有便宜、可調控性的吸收、可撓曲性等優點。為了提昇有機太陽能電池的效率與耐久度,許多研究投注於發展新的元件架構與合成新的有機材料。 在本論文中詳細地紀錄了含有雙噻吩並吡咯中心結構的小分子有機太陽能電池染料的設計、合成與應用。第一章先簡短介紹有機光伏裝置的基本原理,並介紹本論文的中心化學結構雙噻吩並吡咯。接著介紹以雙噻吩並吡咯為推電子基的六個D-A-A結構的染料,詳述他們的設計理念、基本性質與結構的關係。六個染料皆成功應用在蒸鍍製程的有機太陽能電池,其中,TDPM有5.6%的最佳效率。第二章中,利用改變不同的拉電子基團,我們設計兩組以雙噻吩並吡咯為中心、A-A-D-A-A架構的蒸鍍型染料,除了成功地達到可蒸鍍的要求,這些染料全都具有不尋常的超高非均向性,其中,PyCN染料可以達到4.3%效率。此外,CNBTtDTP除了可以製作成太陽能電池元件外,還可以用於製作近紅外線發光二極體,並達到1.4%的發光效率。在第三章中,我們改變蒸鍍型A-A-D-A-A染料的化學結構中尾端的拉電子基,將原本針對蒸鍍製程設計的染料轉變成具有高溶解度、適合應用於溶劑製程的染料。元件優化後,JW2可以達到1.7%效率。第四章裡面我們將前三章節的中心結構雙噻吩並吡咯向外延伸成indolodithienopyrrole,並且搭配不同拉電子基合成出四個D-A-A架構的染料,並將他們的基本性質與A-A-D-A-A的染料互相比較。第五章與附錄則是提供了實驗細節、NMR光譜與晶體資料。

並列摘要


Organic solar cells or organic photovolatics (OPVs), are emerging as one of promising technologies for renewable energy sources due to their potential low-cost fabrication, color-tunable feature, and mechanical flexibility. Many research activities have endeavored to develop new organic materials and device configurations for improving the efficiency and practical durability of OPVs. This dissertation describes my research efforts in rational design, synthesis and appolication of novel organic dyes based on dithienopyrrole moiety. In chapter 1, a brief introduction of basic principle of organic solar cells and dithienopyrrole is presented. Six D-A-A dyes with dithienopyrrole as electron donating group are synthesized. The relationship between their properties and chemical structures are fully investigated. These six dyes are subject to the vacuum-deposited solar cells, and TDPM has a 5.6% efficiency. In chapter 2, four dyes with A-A-D-A-A structure are delicately designed for vacuum-processed organic photovotiacs. The four dyes can be successfully sublimed and remarkable anisotropicity are observed. The dyes are utilized into vacuum-processed solar cell devices and PyCN have 4.3% efficiency. Furthermore, CNBTtDTP can also be applied into NIR-OLED device, which can delivered 1.4% EQE. In chapter 3, by changing the terminal electron-withdrawing group, the vacuum dyes with A-A-D-A-A structure are converted into more soluble ones and can be readily used for solution-process. After optimization, JW2 has an efficiency up to 1.7%. In chapter 4, the basic electron-donating structure dithienopyrrole is extended to a larger planar core, indolodithineopyrrole. Four D-A-A dyes based on indolodithineopyrrole donor group are synthesized. Their basic properties are detailly examined and compared with A-A-D-A-A dyes. In chapter 5 and appendix are experimental details, NMR spectra and crystal information.

參考文獻


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