標題: Alternating and Diblock Donor-Acceptor Conjugated Polymers Based on Diindeno[1,2-b:2 ',1 '-d]thiophene Structure: Synthesis, Characterization, and Photovoltaic Applications
作者: Chen, Chiu-Hsiang
Cheng, Yen-Ju
Dubosc, Martin
Hsieh, Chao-Hsiang
Chu, Cheng-Che
Hsu, Chain-Shu
應用化學系
Department of Applied Chemistry
關鍵字: copolymerization;donor-acceptor systems;photovoltaics;polymers;solar cells
公開日期: 2010
摘要: Pentacyclic diindeno[1,2':2',1'-d]thiophene (DIDT) unit is a rigid and coplanar conjugated molecule. To the best of our knowledge, this attractive molecule has never been incorporated into a polymer and thus its application in polymer solar cells has never been explored. For the first time, we report the detailed synthesis of the tetra-alkylated DIDT molecule leading to its dibromo-and diboronic ester derivatives, which are the key monomers for preparation of DIDT-based polymers. Two donor-acceptor alternating polymers, poly(diindenothiophene-alt-benzothiadiazole) PDIDTBT and poly-(diindenothiophene-alt-dithienylbenzothiadiazole) PDIDTDTBT, were synthesized by using Suzuki polymerization. Copolymer PTDIDTTBT was also prepared by using Stille polymerization. Although PTDIDTTBT is prepared through a manner of random polymerization, we found that the different reactivities of the dibromo-monomers lead to the resulting polymer having a block copolymer arrangement. With the higher structural regularity, PTDIDTTBT, symbolized as (thiophene-alt-DIDT)(0.5)-block-(thiophene-alt-BT)(0.5), shows the higher degree of crystallization, stronger pi-pi stacking, and broader absorption spectrum in the solid state, as compared to its alternating PDIDTDTBT analogue. Bulk heterojunction photovoltaic cells based on ITO/PEDOT:PSS/polymer:PC(71)BM/Ca/Al configuration were fabricated and characterized. PDIDTDTBT/PC(71)BM and PTDIDTTBT/PC(71)BM systems exhibited promising power-conversion efficiencies (PCEs) of 1.65% and 2.00%, respectively. Owing to the complementary absorption spectra, as well as the compatible structures of PDIDTDTBT and PTDIDTTBT, the PCE of the device based on the ternary blend PDIDTDTBT/PTDIDTTBT/PC(71)BM was further improved to 2.40%.
URI: http://hdl.handle.net/11536/6019
http://dx.doi.org/10.1002/asia.201000506
ISSN: 1861-4728
DOI: 10.1002/asia.201000506
期刊: CHEMISTRY-AN ASIAN JOURNAL
Volume: 5
Issue: 12
起始頁: 2483
結束頁: 2492
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