Enantiopure Dinaphtho[2,3‐b:2,3‐f]thieno[3,2‐b]thiophenes: Reaching High Magnetoresistance Effect in OFETs

Author:

Volpi Martina1ORCID,Jouclas Rémy1,Liu Jie1,Liu Guangfeng1,Catalano Luca1,McIntosh Nemo2,Bardini Marco2,Gatsios Christos34,Modesti Federico5,Turetta Nicholas6,Beljonne David2,Cornil Jérôme2,Kennedy Alan R.7,Koch Norbert34,Erk Peter5,Samorì Paolo6,Schweicher Guillaume1,Geerts Yves H.18

Affiliation:

1. Laboratoire de Chimie des Polymères Faculté des Sciences Université Libre de Bruxelles (ULB) Boulevard du Triomphe, CP 206/01 Bruxelles 1050 Belgium

2. Laboratory for Chemistry of Novel Materials Center for Research in Molecular Electronics and Photonics University of Mons Place du Parc 23 Mons B‐7000 Belgium

3. Helmholtz‐Zentrum Berlin für Materialien und Energie GmbH 12489 Berlin Germany

4. Institut für Physik and IRIS Adlershof Humboldt‐Universitat zu Berlin 12489 Berlin Germany

5. BASF SE RGD – J542S 67056 Ludwigshafen am Rhein Germany

6. CNRS University of Strasbourg ISIS UMR 7006, 8 Alleé Gaspard Monge Strasbourg F‐67000 France

7. Department of Pure and Applied Chemistry University of Strathclyde Cathedral Street 295 Glasgow G1 1XL UK

8. International Solvay Institutes for Physics and Chemistry Université Libre de Bruxelles (ULB) Boulevard du Triomphe, CP 231 Bruxelles 1050 Belgium

Abstract

AbstractChiral molecules are known to behave as spin filters due to the chiral induced spin selectivity (CISS) effect. Chirality can be implemented in molecular semiconductors in order to study the role of the CISS effect in charge transport and to find new materials for spintronic applications. In this study, the design and synthesis of a new class of enantiopure chiral organic semiconductors based on the well‐known dinaphtho[2,3‐b:2,3‐f]thieno[3,2‐b]thiophene (DNTT) core functionalized with chiral alkyl side chains is presented. When introduced in an organic field‐effect transistor (OFET) with magnetic contacts, the two enantiomers, (R)‐DNTT and (S)‐DNTT, show an opposite behavior with respect to the relative direction of the magnetization of the contacts, oriented by an external magnetic field. Each enantiomer displays an unexpectedly high magnetoresistance over one preferred orientation of the spin current injected from the magnetic contacts. The result is the first reported OFET in which the current can be switched on and off upon inversion of the direction of the applied external magnetic field. This work contributes to the general understanding of the CISS effect and opens new avenues for the introduction of organic materials in spintronic devices.

Publisher

Wiley

Subject

General Physics and Astronomy,General Engineering,Biochemistry, Genetics and Molecular Biology (miscellaneous),General Materials Science,General Chemical Engineering,Medicine (miscellaneous)

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