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Becker, D., Biswal, B.P., Kaleńczuk, P., Chandrasekhar, N., Giebeler, L., Addicoat, M. 
ORCID: 0000-0002-5406-7927, Paasch, S., Brunner, E., Leo, K., Dianat, A., Cuniberti, G., Berger, R. and Feng, X.,
2019.
Fully sp²‐carbon‐linked crystalline two‐dimensional conjugated polymers: insight into 2D poly(phenylenecyanovinylene) formation and their optoelectronic properties.
Chemistry – A European Journal, 25 (26), pp. 6562-6568.
ISSN 0947-6539
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Abstract
Cyano‐substituted polyphenylene vinylenes (PPVs) have been in the focus of research for several decades due to their interesting optoelectronic properties and potential applications in organic electronics. With the advent of organic two‐dimensional (2D) crystals, the question arose how the chemical and optoelectronic advantages of PPVs evolve in 2D compared to their linear counterparts. In this work, we present the efficent synthesis of two novel 2D fully sp²‐carbon‐linked crystalline PPVs and investigate the essentiality of inorganic bases for their catalytic formation. Notably, among all bases screened, cesium carbonate (Cs₂CO₃) plays a crucial role and enables reversibility in the first step with subsequent structure locking by formation of a C=C double bond to maintain crystallinity, which is supported by density functional theory (DFT) calculation. We propose a quantifiable energy diagram of a “quasi‐reversible reaction” which allows to identify further suitable C‐C bond formation reactions for 2D polymerizations. Moreover, we delineate the narrowing of the HOMO‐LUMO gap by expanding conjugation into two dimensions. To enable environmentally benign processing, we further perform the post‐modification of 2D PPVs, which renders stable dispersions in the aqueous phase.
| Item Type: | Journal article | ||||||
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| Publication Title: | Chemistry – A European Journal | ||||||
| Creators: | Becker, D., Biswal, B.P., Kaleńczuk, P., Chandrasekhar, N., Giebeler, L., Addicoat, M., Paasch, S., Brunner, E., Leo, K., Dianat, A., Cuniberti, G., Berger, R. and Feng, X. | ||||||
| Publisher: | Wiley | ||||||
| Date: | 7 May 2019 | ||||||
| Volume: | 25 | ||||||
| Number: | 26 | ||||||
| ISSN: | 0947-6539 | ||||||
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| Divisions: | Schools > School of Science and Technology | ||||||
| Record created by: | Jonathan Gallacher | ||||||
| Date Added: | 02 Apr 2019 07:58 | ||||||
| Last Modified: | 25 Jun 2021 13:44 | ||||||
| URI: | https://irep.ntu.ac.uk/id/eprint/36164 |
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