Synthesis and characterization of n-type conjugated copolymers bearing perylene diimide moieties

Synthesis and characterization of n-type conjugated copolymers bearing perylene diimide moieties
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苝二酰亚胺n型共轭共聚物的合成与表征

DOI:
10.1007/s00289-011-0471-6
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发表时间:
2011-09-01
期刊:
影响因子:
3.2
通讯作者:
Zhao, Su-Ling
Zhao, Su-Ling
中科院分区:
化学3区
文献类型:
--
作者:
Huo, Er-Fu;Zou, Yong;Zhao, Su-Ling

文献摘要

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基于苝二亚胺(PDI)单元的三种缺电子共轭聚合物,即聚[(N,N'-二十二烷基-3,4,9,10-苝二亚胺-1,7-二基)-alt-(9,9-二己基芴-2,7-二基)](PPDIF),聚{(N,N'-二十二烷基-3,4,9,10-苝二亚胺-1,7-二基)-alt-[N-(2-乙基己基)咔唑-3,通过Suzuki偶联反应合成了6-二基]}(PPDIC)和聚{(N,N'-二十二烷基-3,4,9,10-苝二亚胺-1,7-二基)-co-[N-(2-乙基己基)咔唑-3,6-二基]-co-(9,9-二己基芴-2,7-二基)}(PPDICF),并用H-1 NMR、C-13 NMR和FT-IR对它们的化学结构进行了证实。这些聚合物在250 ~ 700 nm范围内具有较宽的吸收带,其光学带隙约为1.7 eV。循环伏安法结果证实,目标大分子具有3.9 eV左右的高电子亲和力。以聚3-己基噻吩(P3HT)为电子供体,PPDIC为电子受体,制备了具有大体积异质结结构的聚合物太阳能电池(aPSCs),初步结果表明其开路电压(V (oc))为0.86 V,是目前报道的以pdi为电子受体的aPSCs中开路电压最高的电池之一。
Three electron-deficient conjugated polymers based on perylene diimide (PDI) units, namely, poly[(N,N'-didodecyl-3,4,9,10-perylene diimide-1,7-diyl)-alt-(9,9-dihexylfluorene-2,7-diyl)] (PPDIF), poly{(N,N'-didodecyl-3,4,9,10-perylene diimide-1,7-diyl)-alt-[N-(2-ethylhexyl) carbazole-3, 6-diyl]} (PPDIC) and poly{(N,N'-didodecyl-3,4,9,10-perylene diimide-1,7-diyl)-co-[N-(2-ethylhexyl) carbazole-3,6-diyl]-co-(9,9-dihexylfluorene-2,7-diyl)} (PPDICF) have been synthesized via Suzuki coupling reaction, and their chemical structures are confirmed by H-1 NMR, C-13 NMR and FT-IR. All these polymers show broad absorption bands in 250-700 nm, and their optical band gaps are calculated to be similar to 1.7 eV. Cyclic voltammetry results confirm that the objective macromolecules possess high electron affinity of similar to 3.9 eV. By employing poly-3-hexylthiophene (P3HT) as electron donor and PPDIC as electron acceptor, all polymer solar cells (aPSCs) with bulky heterojunction structure have been fabricated, preliminary results indicate they have one of the most highest open-circuit voltage (V (oc)) (0.86 V) reported so far in aPSCs with PDI-based polymers as electron acceptor.