Synthesis and evaluation of new isoquinoline diimide derivatives as small molecule acceptors for organic solar cells

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-03-25 DOI:10.1016/j.tet.2025.134616

Alberto Insuasty , Serena Carrara , Doan Vu , Joel José Montalvo-Acosta , Alejandro Ortíz , Conor Hogan , Christopher R. McNeill , Steven J. Langford

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Abstract

In this work we explore the use of the method of oxidation and heterocyclization of naphthalene diimides (NDIs) to obtain five novel isoquinoline diimide derivatives (IQDI 3–7) as new small molecule acceptors. These derivatives comprise a main core based on triphenylamine (TPA) as electron-donor linked to an isoquinoline diimide moiety as a new electron-acceptor (IQDI 3). The effect on the electronic properties of a further functionalization on TPA achieving A-D-A architectures with additional electron acceptors moieties such as carbonyl group (IQDI 4), 3-methylrhodanine (IQDI 5), 1,3-indandione (IQDI 6) and malononitrile (IQDI 7) was studied. Their electrochemical and optoelectronic properties as well as their performance in photovoltaic devices using J52 as electron-donor polymer were studied being IQDI 6 the compound that showed the best PCE % value.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.