Control of the Organization of 4,4′-bis(carbazole)-1,1′-biphenyl (CBP) Molecular Materials through Siloxane Functionalization

Author:

Shaya Janah123,Ribierre Jean-Charles4ORCID,Correia Gabriel1ORCID,Dappe Yannick J.4,Mathevet Fabrice56,Mager Loïc1,Heinrich Benoît1ORCID,Méry Stéphane1ORCID

Affiliation:

1. Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), CNRS, Strasbourg University, UMR 7504, 23 rue du Loess, 67034 Strasbourg, France

2. Department of Chemistry, College of Arts and Sciences, Khalifa University, Abu Dhabi P.O. Box 127788, United Arab Emirates

3. College of Medicine and Health Sciences, Khalifa University, Abu Dhabi P.O. Box 127788, United Arab Emirates

4. Service de Physique de l’État Condensé, CEA CNRS UMR 3680, Université Paris Saclay, 91191 Gif-sur-Yvette, France

5. Institut Parisien de Chimie Moléculaire (IPCM), CNRS, Sorbonne University, 4 Place Jussieu, 75005 Paris, France

6. Center for Organic Photonics and Electronics Research (OPERA), Department of Applied Chemistry, Kyushu Universty, 744 Motooka, Nishi, Fukuoka 819-0395, Japan

Abstract

We show that through the introduction of short dimethylsiloxane chains, it was possible to suppress the crystalline state of CBP in favor of various types of organization, transitioning from a soft crystal to a fluid liquid crystal mesophase, then to a liquid state. Characterized by X-ray scattering, all organizations reveal a similar layered configuration in which layers of edge-on lying CBP cores alternate with siloxane. The difference between all CBP organizations essentially lay on the regularity of the molecular packing that modulates the interactions of neighboring conjugated cores. As a result, the materials show quite different thin film absorption and emission properties, which could be correlated to the features of the chemical architectures and the molecular organizations.

Funder

French National Research Agency

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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