具有良好溶解性和量子产率吡咯并吡咯二酮衍生物的合成与性能

Synthesis and Properties of Diketopyrrolopyrrole Derivatives with Good Solubility and Well Quantum Yield

通过简单的碱催化取代反应,在噻吩取代吡咯并吡咯二酮(T-DPP)底物上修饰以烷基取代的叔丁基咔唑单元。长烷基链和叔丁基单元的存在极大的改善了材料的溶解性;同时外围大体积咔唑单元起到屏蔽保护作用,有效缓解了T-DPP分子间强烈的相互作用和强烈聚集诱导效应的问题;同时,其溶液和固态的量子产率分别由修饰前的54.2%和0.05%提升至修饰后67.5和10.5%。所得化合物HOMO/LUMO能级分别为-5.75、-3.59 eV,此外,测试了材料的紫外吸收和荧光发射性能。

In this article, with the aim of improving the solubility and quantum yield of thiophene based pyrrole and pyrrole diketone(T-DPP), the T-DPP was modified by alkylation of tert-butyl carbazole units through simple alkali catalytic substitution. As a result, the aggregation induced concentration quenching(ACQ) effect of T-DPP caused by strong intermolecular interactions was alleviated greatly, the obtained compound shows much better solubility than the un-substituted ones. The solution and solid quantum yield of T-DPP were improved from 54.2% and 0.05% to 67.5 and 10.5% respectively. The obtained compound with the HOMO/LUMO level of-5.75 e V,-3.59 e V. In addition, the absorption and emission properties of the material were tested.