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直接(杂芳基)芳基化合成分子材料:噻吩并[3,4-c]吡咯-4,6-二酮与苝二酰亚胺的偶联,得到用于有机太阳能电池的新型非富勒烯受体。

Direct (Hetero)Arylation for the Synthesis of Molecular Materials: Coupling Thieno[3,4-c]pyrrole-4,6-dione with Perylene Diimide to Yield Novel Non-Fullerene Acceptors for Organic Solar Cells.

机构信息

Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, AB T2N 1N4, Canada.

出版信息

Molecules. 2018 Apr 17;23(4):931. doi: 10.3390/molecules23040931.

DOI:10.3390/molecules23040931
PMID:29673207
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017723/
Abstract

Herein we report on the synthesis of an -annulated perylene diimide (PDI) disubstituted thieno[3,4-c]pyrrole-4,6-dione (TPD) molecular acceptor (PDI-TPD-PDI) by direct heteroarylation (DHA) methods. Three sets of DHA conditions that explore the effects of solvent, temperature, and catalyst were employed to find the optimal conditions for the synthesis of two PDI-TPD-PDI derivatives. We then selected one PDI-TPD-PDI for use as a non-fullerene acceptor in organic solar cell devices with the donor polymer PBDB-T. Active layer bulk-heterojunction blends were modified using several post-deposition treatments, including thermal annealing, solvent vapour annealing, and high boiling solvent additives. It was found that active layers cast from -dichlorobenzene with a 3% diphenylether additive yielded films with adequate phase separation, and subsequently gave the best organic solar cell performance, with power conversion efficiencies greater than 3%.

摘要

在此,我们报告了一种 - 稠合的苝二酰亚胺(PDI)二取代噻吩[3,4-c]吡咯-4,6-二酮(TPD)分子受体(PDI-TPD-PDI)的合成,采用直接杂芳基化(DHA)方法。三组 DHA 条件用于探索溶剂、温度和催化剂的影响,以找到合成两种 PDI-TPD-PDI 衍生物的最佳条件。然后,我们选择了一种 PDI-TPD-PDI 作为给体聚合物 PBDB-T 的非富勒烯受体,用于有机太阳能电池器件。使用几种后沉积处理方法,包括热退火、溶剂蒸汽退火和高沸点溶剂添加剂,对活性层体异质结混合物进行了修饰。结果发现,用 3%二苯醚添加剂从 - 二氯苯中浇铸的活性层得到了具有足够相分离的薄膜,随后给出了最佳的有机太阳能电池性能,功率转换效率大于 3%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/573780c0fe6d/molecules-23-00931-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/cce05b861174/molecules-23-00931-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/236649ab852e/molecules-23-00931-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/c87ce87eca74/molecules-23-00931-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/caa727f10862/molecules-23-00931-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/2a7fc46ecadb/molecules-23-00931-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/573780c0fe6d/molecules-23-00931-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/cce05b861174/molecules-23-00931-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/236649ab852e/molecules-23-00931-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/c87ce87eca74/molecules-23-00931-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/caa727f10862/molecules-23-00931-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/2a7fc46ecadb/molecules-23-00931-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab54/6017723/573780c0fe6d/molecules-23-00931-g008.jpg

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