A Chemically Doped Naphthalenediimide‐Bithiazole Polymer for n‐Type Organic Thermoelectrics

AbstractThe synthesis of a novel naphthalenediimide (NDI)‐bithiazole (Tz2)‐based polymer [P(NDI2OD‐Tz2)] is reported, and structural, thin‐film morphological, as well as charge transport and thermoelectric properties are compared to the parent and widely investigated NDI‐bithiophene (T2) polymer [P(NDI2OD‐T2)]. Since the steric repulsions in Tz2 are far lower than in T2, P(NDI2OD‐Tz2) exhibits a more planar and rigid backbone, enhancing π–π chain stacking and intermolecular interactions. In addition, the electron‐deficient nature of Tz2 enhances the polymer electron affinity, thus reducing the polymer donor–acceptor character. When n‐doped with amines, P(NDI2OD‐Tz2) achieves electrical conductivity (≈0.1 S cm−1) and a power factor (1.5 µW m−1 K−2) far greater than those of P(NDI2OD‐T2) (0.003 S cm−1 and 0.012 µW m−1 K−2, respectively). These results demonstrate that planarized NDI‐based polymers with reduced donor–acceptor character can achieve substantial electrical conductivity and thermoelectric response.

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Published: Jun 21, 2018
Vol/Issue: 30(31)
License: View

Authors

S

Suhao Wang

Laboratory of Organic Electronics Department of Science and Technology Linköping University SE‐601 74 Norrköping Sweden

H

Hengda Sun

Laboratory of Organic Electronics Department of Science and Technology Linköping University SE‐601 74 Norrköping Sweden

T

Tim Erdmann

Technische Universität Dresden Center for Advancing Electronics Dresden D‐01062 Dresden Germany; Leibniz‐Institut für Polymerforschung Dresden e.V. D‐010 69 Dresden Germany; Flexterra Corporation 8025 Lamon Avenue Skokie IL 60077 USA

G

Gang Wang

Department of Chemistry and the Materials Research Center Northwestern University 2145 Sheridan Road Evanston IL 60208 USA

D

Daniele Fazzi

Max‐Planck‐Institut für Kohlenforschung Kaiser‐Wilhelm‐Platz 1 D‐45470 Mülheim an der Ruhr Germany

U

Uwe Lappan

Leibniz‐Institut für Polymerforschung Dresden e.V. D‐010 69 Dresden Germany

Y

Yuttapoom Puttisong

Department of Physics Chemistry and Biology Linköping University SE‐581 83 Linköping Sweden

Z

Zhihua Chen

Flexterra Corporation 8025 Lamon Avenue Skokie IL 60077 USA

M

Magnus Berggren

Laboratory of Organic Electronics Department of Science and Technology Linköping University SE‐601 74 Norrköping Sweden

X

Xavier Crispin

Laboratory of Organic Electronics Department of Science and Technology Linköping University SE‐601 74 Norrköping Sweden

A

Anton Kiriy

Technische Universität Dresden Center for Advancing Electronics Dresden D‐01062 Dresden Germany; Leibniz‐Institut für Polymerforschung Dresden e.V. D‐010 69 Dresden Germany

B

Brigitte Voit

Technische Universität Dresden Center for Advancing Electronics Dresden D‐01062 Dresden Germany; Leibniz‐Institut für Polymerforschung Dresden e.V. D‐010 69 Dresden Germany

T

Tobin J. Marks

Department of Chemistry and the Materials Research Center Northwestern University 2145 Sheridan Road Evanston IL 60208 USA

S

Simone Fabiano

Laboratory of Organic Electronics Department of Science and Technology Linköping University SE‐601 74 Norrköping Sweden; Flexterra Corporation 8025 Lamon Avenue Skokie IL 60077 USA; Department of Chemistry and the Materials Research Center Northwestern University 2145 Sheridan Road Evanston IL 60208 USA

A

Antonio Facchetti

Flexterra Corporation 8025 Lamon Avenue Skokie IL 60077 USA; Department of Chemistry and the Materials Research Center Northwestern University 2145 Sheridan Road Evanston IL 60208 USA

Funding

Vetenskapsrådet Award: 2016‐03979

Deutsche Forschungsgemeinschaft Award: KI‐1094/9

VINNOVA Award: 2015‐04859

Cite This Article

Suhao Wang, Hengda Sun, Tim Erdmann, et al. (2018). A Chemically Doped Naphthalenediimide‐Bithiazole Polymer for n‐Type Organic Thermoelectrics. Advanced Materials, 30(31). https://doi.org/10.1002/adma.201801898

A Chemically Doped Naphthalenediimide‐Bithiazole Polymer for n‐Type Organic Thermoelectrics

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