Synthesis and Emergent Photophysical Properties of Diketopyrrolopyrrole-Based Supramolecular Self-Assembly.
Synthesis and Emergent Photophysical Properties of Diketopyrrolopyrrole-Based Supramolecular Self-Assembly.
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二酮基吡咯并吡咯超分子自组装体的合成及光物理性质研究。
DOI：
10.1021/acsomega.2c01091
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发表时间：
2022-07-12
期刊：
影响因子：
4.1
通讯作者：
Patil, Satish
中科院分区：
文献类型：
--
作者：
Maity, Nilabja;Majumder, Kanad;Patel, Arun Kumar;Swain, Diptikanta;Suryaprakash, Nagarajarao;Patil, Satish
二酮基吡咯并吡咯（DPP）分子半导体材料具有很好的光学和电荷输运性质。在此，我们合理地设计了一系列电子结构相同但结构不同的基于汉密尔顿受体（HR）的DPP超分子组装体。HR通过氢键赋予超分子组装体增强的结构有序性和激子耦合。通过扩散有序光谱（DOSY）、核磁共振（NMR）和固体红外光谱研究了超分子自组装的机理。我们研究了自组装的形态，物理和电化学性能，并将它们与相同的DPP分子结构，没有HR进行比较。用原子力显微镜研究了薄膜自组装的微观结构。随后，通过单晶X射线衍射研究了固态填充的影响。HR-TDPP-C20的单晶结构显示了两个相邻发色团之间的滑移堆叠排列，其π-π堆叠距离和滑移角分别为3.55 °和35.4°。值得注意的是，噻吩和内酰胺环之间的1°的轻微扭转角和小的π-π堆积距离表明噻吩（D）和内酰胺（A）环之间的显著分子间偶联。两个π-π发色团堆叠之间的这种分子内耦合体现在它们的光学性质中。在这篇手稿中，我们报告了合理的设计和合成的超分子自组装DPP与引人注目的结构和光学性能的集合。
Diketopyrrolopyrrole (DPP)-based molecular semiconductors exhibit intriguing optical and charge transport properties. Herein, we rationally design a series of electronically identical but structurally distinct Hamilton receptor (HR)-based supramolecular assembly of DPP. The HR endows supramolecular assemblies via hydrogen bonding with enhanced structural ordering and excitonic couplings. The mechanism of supramolecular self-assembly was probed by diffusion ordered spectroscopy (DOSY) nuclear magnetic resonance (NMR) and solid-state IR spectroscopy studies. We investigated the morphology of self-assembly, photophysical and electrochemical properties and compared them with the identical DPP molecular structures without HRs. The microstructure of self-assembly was probed with atomic force microscopy in thin films. Subsequently, the influence of solid-state packing was studied by single-crystal X-ray diffraction. The single-crystal structure of HR-TDPP-C20 reveals slipped stack arrangements between the two neighboring chromophores with π–π stacking distance and slip angle of 3.55 Å and 35.4°, respectively. Notably, the slight torsional angle of 1° between thiophene and lactam rings and small π–π stacking distance suggest a significant intermolecular coupling between thiophene (D) and lactam (A) rings. This intramolecular coupling between two π–π chromophore stacks manifests in their optical properties. In this manuscript, we report rational design and synthesis of supramolecular self-assembly of DPP with a collection of compelling structural and optical properties.
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影响因子：
29.4
作者：
Ghosh, Samrat;Cherumukkil, Sandeep;Ajayaghosh, Ayyappanpillai
通讯作者：
Ajayaghosh, Ayyappanpillai
DOI：
10.1073/pnas.1009592107
发表时间：
2010-10-19
影响因子：
11.1
作者：
Besenius, Pol;Portale, Giuseppe;Meijer, E. W.
通讯作者：
Meijer, E. W.
影响因子：
5.5
作者：
Bao WW;Li R;Dai ZC;Tang J;Shi X;Geng JT;Deng ZF;Hua J
通讯作者：
Hua J
影响因子：
3.7
作者：
Herz, LM;Daniel, C;Phillips, RT
通讯作者：
Phillips, RT
影响因子：
56.9
作者：
Albota, M;Beljonne, D;Xu, C
通讯作者：
Xu, C