Approaches for Selective Synthesis of Ullazine Donor–Acceptor Systems

Nikita A. Drigo; Sanghyun Paek; Aron J. Huckaba; Pascal A. Schouwink; Nouar Tabet; Mohammad K. Nazeeruddin

doi:10.1002/chem.201704694

Approaches for Selective Synthesis of Ullazine Donor–Acceptor Systems

Nikita A. Drigo, Sanghyun Paek, Aron J. Huckaba, Pascal A. Schouwink, Nouar Tabet, Mohammad K. Nazeeruddin

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

Methods for effective synthesis for the four possible isomeric 3,9-diphenylullazine carboxaldehydes and reactive halogen intermediates are described. Ullazine donor–acceptor (D–A) dyes were studied using UV/Vis, photoluminescence (PL) spectroscopy and cyclic voltammetry. X-ray single crystal diffraction analysis independently confirmed the structures of two key intermediates. A D–A dye based on ullazine with dihexylmalonate acceptor was tested as a dopant-free hole-transporting material (HTM) in a perovskite solar cell, exhibiting promising power conversion efficiency (PCE) reaching 13.07 %.

Original language	English
Pages (from-to)	17209-17212
Number of pages	4
Journal	Chemistry - A European Journal
Volume	23
Issue number	68
DOIs	https://doi.org/10.1002/chem.201704694
State	Published - Dec 6 2017

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Funding

The authors acknowledge the European Commission H2020-ICT-2014-1,SOLEDLIGHT project, grant agreement N1: 643791 and the SwissState Secretariat for Education, Research and Innovation (SERI) and CTI 15864.2 PFNM-NM, Solaronix, Au-bonne.

Funders	Funder number
European Commission H2020-ICT-2014-1	643791
SwissState Secretariat for Education, Research and Innovation
Engineering and Physical Sciences Research Council	EP/K038869/1
Singapore Eye Research Institute	CTI 15864.2 PFNM-NM

Keywords

donor–acceptor systems
heterocycles
perovskites
polycycles
solar cells

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201704694

Cite this

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abstract = "Methods for effective synthesis for the four possible isomeric 3,9-diphenylullazine carboxaldehydes and reactive halogen intermediates are described. Ullazine donor–acceptor (D–A) dyes were studied using UV/Vis, photoluminescence (PL) spectroscopy and cyclic voltammetry. X-ray single crystal diffraction analysis independently confirmed the structures of two key intermediates. A D–A dye based on ullazine with dihexylmalonate acceptor was tested as a dopant-free hole-transporting material (HTM) in a perovskite solar cell, exhibiting promising power conversion efficiency (PCE) reaching 13.07 %.",

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author = "Drigo, {Nikita A.} and Sanghyun Paek and Huckaba, {Aron J.} and Schouwink, {Pascal A.} and Nouar Tabet and Nazeeruddin, {Mohammad K.}",

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doi = "10.1002/chem.201704694",

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AU - Drigo, Nikita A.

AU - Paek, Sanghyun

AU - Huckaba, Aron J.

AU - Schouwink, Pascal A.

AU - Tabet, Nouar

AU - Nazeeruddin, Mohammad K.

PY - 2017/12/6

Y1 - 2017/12/6

N2 - Methods for effective synthesis for the four possible isomeric 3,9-diphenylullazine carboxaldehydes and reactive halogen intermediates are described. Ullazine donor–acceptor (D–A) dyes were studied using UV/Vis, photoluminescence (PL) spectroscopy and cyclic voltammetry. X-ray single crystal diffraction analysis independently confirmed the structures of two key intermediates. A D–A dye based on ullazine with dihexylmalonate acceptor was tested as a dopant-free hole-transporting material (HTM) in a perovskite solar cell, exhibiting promising power conversion efficiency (PCE) reaching 13.07 %.

AB - Methods for effective synthesis for the four possible isomeric 3,9-diphenylullazine carboxaldehydes and reactive halogen intermediates are described. Ullazine donor–acceptor (D–A) dyes were studied using UV/Vis, photoluminescence (PL) spectroscopy and cyclic voltammetry. X-ray single crystal diffraction analysis independently confirmed the structures of two key intermediates. A D–A dye based on ullazine with dihexylmalonate acceptor was tested as a dopant-free hole-transporting material (HTM) in a perovskite solar cell, exhibiting promising power conversion efficiency (PCE) reaching 13.07 %.

KW - donor–acceptor systems

KW - heterocycles

KW - perovskites

KW - polycycles

KW - solar cells

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

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Approaches for Selective Synthesis of Ullazine Donor–Acceptor Systems

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

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