DataVXAdvanced Optical MaterialsPaper
journal article·2019-11Open access

Crossed 2D versus Slipped 1D π‐Stacking in Polymorphs of Crystalline Organic Thin Films: Impact on the Electronic and Optical Response

María José Aliaga‐Gosalvez, Nicola Demitri, Michael Dohr, Juan Carlos Roldao, Sang Kyu Park, Sangyoon Oh, Shinto Varghese, Soo Young Park, Yoann Olivier, Begoña Milián‐Medina, Roland Resel, Johannes Gierschner

Advanced Optical Materials· Volume 7· Issue 21
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Source abstract

Abstract

Abstract Polymorphs of organic semiconductors are of great interest as they shed light to structure‐property relationships. The full X‐ray thin film structure analysis of two polymorphs (B, G) of an important n‐type semiconducting dicyano‐distyrylbenzene based small molecule (CN‐TFPA) is reported. Drastically different structures of the monotropic phases are revealed, that is an uncommon 2D crossed π‐stacked arrangement for the B‐phase versus a 1D slipped π‐stack for G. Both phases exhibit a layered structure in the (100) plane with high structural integrity, driven by the hydrophobic contacts of the terminal CF3 groups; as (100) coincides with the film surface, this allows for exfoliation by scotch tape. An in‐depth time‐dependent density functional theory (TD‐DFT) based quantum mechanics/molecular mechanics (QM/MM) study reveals all subsequent significantly differing optical and electronic responses which result from the different arrangements: the B film shows little excitonic interaction with strong blue fluorescence, amplified spontaneous emission (ASE), and good 2D n‐type transport. The G film forms H‐aggregates with strong green fluorescence, no ASE, and 1D n‐type charge transport. The established structure‐property relationships are seen as a crucial step for computer‐aided device analysis.
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Research context

Electronic materials

OpenAlex topics: Luminescence and Fluorescent Materials · Organic Electronics and Photovoltaics · Organic and Molecular Conductors Research

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department for Physical Chemistry Faculty of Chemistry University of Valencia Avenida Dr. Moliner 50 46100 Burjassot Valencia Spain

Elettra‐Sincrotrone Trieste S.S. 14 Km 163.5 in Area Science Park Basovizza 34149 Trieste Italy

Institute of Solid State Physics Graz University of Technology Graz 8010 Austria

Madrid Institute for Advanced Studies IMDEA Nanoscience Calle Fararday 9, Campus Cantoblanco 28049 Madrid Spain

Center for Supramolecular Optoelectronic Materials Department of Materials Science and Engineering Seoul National University Seoul 08826 Korea

Technical Research Centre School of Applied and Interdisciplinary Sciences Indian Association for the Cultivation of Science Kolkata 700032 West Bengal India

Laboratory for Chemistry of Novel Materials Université de Mons Place du Parc 20 7000 Mons Belgium

Theoretical and Structural Physical Chemistry Unit Namur Institute of Structured Matter University of Namur Rue de Bruxelles, 61 5000 Namur Belgium

Funding

Ministerio de Economía y Competitividad · National Research Foundation of Korea · Ministry of Science, ICT and Future Planning · Fédération Wallonie-Bruxelles

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