journal article·2020-06Open access

Oligothiophene‐Based Phosphonates for Surface Modification of Ultraflat Transparent Conductive Oxides

Melanie Timpel, Marco V. Nardi, Berthold Wegner, Giovanni Ligorio, Luca Pasquali, Jana Hildebrandt, Michael Pätzel, Stefan Hecht, Hiromichi Ohta, Norbert Koch

Advanced Materials Interfaces· Volume 7· Issue 12

Abstract

Abstract The self‐assembly of electroactive organic molecules on transparent conductive oxides is a versatile strategy to engineer the interfacial energy‐level alignment and to enhance charge carrier injection in optoelectronic devices. Via chemical grafting of an aromatic oligothiophene molecule by changing the position of the phosphonic acid anchoring group with respect to the organic moiety (terminal and internal), the direction of the main molecular dipole is changed, i.e., from parallel to perpendicular to the substrate, to study the molecular arrangement and electronic properties at the organic–inorganic interface. It is found that the observed work function increase cannot solely be predicted based on the calculated molecular dipole moment of the oligothiophene‐based phosphonates. In addition, charge transfer from the substrate to the molecule has to be taken into account. Molecular assembly and induced electronic changes are analogous for both indium‐tin oxide (ITO) and zinc oxide (ZnO), demonstrating the generality of the approach and highlighting the direct correlation between molecular coverage and electronic effects.
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Research context

OpenAlex topics: Molecular Junctions and Nanostructures · Organic Electronics and Photovoltaics · Quantum Dots Synthesis And Properties

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

Affiliations

Institut für Physik & IRIS Adlershof Humboldt‐Universität zu Berlin Brook‐Taylor‐Str. 6 Berlin 12489 Germany

Istituto dei Materiali per l'Elettronica ed il Magnetismo IMEM‐CNR Sezione di Trento Via alla Cascata 56/C (Povo) Trento 38123 Italy

IOM‐CNR Institute Area Science Park SS 14 Km, 163.5, Basovizza Trieste 34149 Italy

Engineering Department “E. Ferrari” University of Modena e Reggio Emilia Via Vivarelli 10 Modena 41125 Italy

Department of Physics University of Johannesburg PO Box 524 Auckland Park 2006 South Africa

Institut für Chemie Humboldt‐Universität zu Berlin Brook‐Taylor‐Str. 2 Berlin 12489 Germany

DWI – Leibniz Institut für Interaktive Materialien e.V. RWTH Aachen University Forckenbeckstraße 50 Aachen 52056 Germany

Institut für Technische und Makromolekulare Chemie RWTH Aachen University Worringerweg 2 Aachen 52074 Germany

Research Institute for Electronic Science Hokkaido University N20W10 Sapporo 001‐0020 Japan

Helmholtz‐Zentrum Berlin für Materialien und Energie GmbH Albert‐Einstein‐Str. 16 Berlin 12489 Germany

Jiangsu Key Laboratory for Carbon Based Functional Materials and Devices and Institute of Functional Nano and Soft Materials (FUNSOM) Soochow University 199 Ren‐Ai Road Suzhou 215123 China

Funding

Deutsche Forschungsgemeinschaft · European Commission · Japan Society for the Promotion of Science

References (41)

Show source-provided references
1. 10.1002/1521-3773(20010716)40:14<2591::AID-ANIE2591>3.0.CO;2-010.1002/1521-3773(20010716)40:14<2591::AID-ANIE2591>3.0.CO;2-0 ↗
2. 10.1557/JMR.2004.025110.1557/JMR.2004.0251 ↗
3. 10.1021/acs.chemrev.6b0006110.1021/acs.chemrev.6b00061 ↗
4. 10.1039/c0jm02829k10.1039/c0jm02829k ↗
5. 10.1021/cm502171m10.1021/cm502171m ↗
6. 10.1021/ja050481s10.1021/ja050481s ↗
7. 10.1016/j.cplett.2006.05.12910.1016/j.cplett.2006.05.129 ↗
8. 10.1002/adfm.20080003310.1002/adfm.200800033 ↗
9. 10.1021/jz402152510.1021/jz4021525 ↗
10. 10.1021/nl903675210.1021/nl9036752 ↗
11. 10.1002/adfm.20140149310.1002/adfm.201401493 ↗
12. 10.1002/adma.20160065110.1002/adma.201600651 ↗
13. 10.1021/ma102449410.1021/ma1024494 ↗
14. 10.1021/la204117u10.1021/la204117u ↗
15. 10.1021/am405627610.1021/am4056276 ↗
16. 10.1021/jp307546v10.1021/jp307546v ↗
17. 10.1021/acsami.5b0166910.1021/acsami.5b01669 ↗
18. 10.1063/1.144887310.1063/1.1448873 ↗
19. 10.1002/adma.20030504110.1002/adma.200305041 ↗
20. 10.1021/jp305072510.1021/jp3050725 ↗
21. 10.1021/ed039p33310.1021/ed039p333 ↗
22. 10.1007/978-3-662-02853-710.1007/978-3-662-02853-7 ↗
23. 10.1021/jp905176910.1021/jp9051769 ↗
24. 10.1103/PhysRevLett.96.19680610.1103/PhysRevLett.96.196806 ↗
25. 10.1063/1.33753410.1063/1.337534 ↗
26. 10.1103/PhysRevB.52.R1431610.1103/PhysRevB.52.R14316 ↗
27. 10.1063/1.36737510.1063/1.367375 ↗
28. 10.1016/0009-2614(94)01368-610.1016/0009-2614(94)01368-6 ↗
29. 10.1016/S0009-2614(00)00882-410.1016/S0009-2614(00)00882-4 ↗
30. 10.1103/PhysRevB.77.04511310.1103/PhysRevB.77.045113 ↗
31. 10.1002/admi.20190058110.1002/admi.201900581 ↗
32. 10.1002/admi.20170032410.1002/admi.201700324 ↗
33. 10.1039/c004944c10.1039/c004944c ↗
34. 10.1021/jz502657z10.1021/jz502657z ↗
35. 10.1021/ol034398q10.1021/ol034398q ↗
36. Kakiuchi N. · EP 1 882 694 A1 · 2008
37. 10.1063/1.175800110.1063/1.1758001 ↗
38. 10.1063/1.175783110.1063/1.1757831 ↗
39. K.Hermann L. G. M.Pettersson M. E.Casida C.Daul A.Goursot A.Koester E.Proynov A.St‐Amant D. R.Salahub StoBe‐deMon version 3.02007.
40. 10.1021/j100022a03110.1021/j100022a031 ↗
41. 10.1002/adma.20110300910.1002/adma.201103009 ↗