The interest in two-dimensional conjugated polymers (2D CPs) has increased significantly in recent years. In particular, vinylene-linked 2D CPs with fully in-plane sp2-carbon-conjugated structures, high thermal and chemical stability, have become the focus of attention. Although the Horner-Wadsworth-Emmons (HWE) reaction has been recently demonstrated in synthesizing vinylene-linked 2D CPs, it remains largely unexplored due to the challenge in synthesis. In this work, we reveal the control of crystallinity of 2D CPs during the solvothermal synthesis of 2D-poly(phenylene-quinoxaline-vinylene)s (2D-PPQVs) and 2D-poly(phenylene-vinylene)s through the HWE polycondensation. The employment of fluorinated phosphonates and rigid aldehyde building blocks is demonstrated as crucial factors in enhancing the crystallinity of the obtained 2D CPs. Density functional theory (DFT) calculations reveal the critical role of the fluorinated phosphonate in enhancing the reversibility of the (semi)reversible C−C single bond formation.
| Identifer | oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:91613 |
| Date | 04 June 2024 |
| Creators | Pastoetter, Dominik L., Liu, Yannan, Addicoat, Matthew A., Paasch, Silvia, Dianat, Arezoo, Bodesheim, David, Waentig, Albrecht L., Xu, Shunqi, Borrelli, Mino, Croy, Alexander, Richter, Marcus, Brunner, Eike, Cuniberti, Gianaurelio, Feng, Xinliang |
| Publisher | Wiley-VCH |
| Source Sets | Hochschulschriftenserver (HSSS) der SLUB Dresden |
| Language | English |
| Detected Language | English |
| Type | info:eu-repo/semantics/publishedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text |
| Rights | info:eu-repo/semantics/openAccess |
| Relation | 1521-3765, e202104502, 10.1002/chem.202104502, info:eu-repo/grantAgreement/European Commission/H2020 | SGA-RIA/881603//Graphene Flagship Core 3/GrapheneCore3, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/SFB 1415: Chemie der synthetischen zweidimensionalen Materialien/417590517//Collaborative Research Centre/CRC, info:eu-repo/grantAgreement/Europäische Union/H2020 | MSCA-ITN-ETN/813036//Bottom-Up generation of atomicalLy precise syntheTIc 2D MATerials for high performance in energy and Electronic applications – A multi-site innovative training action/ULTIMATE, info:eu-repo/grantAgreement/European Commission/H2020 | ERC | ERC-COG/819698//Development of Thiophene Based Conjugated Polymers in Two Dimensions/T2DCP, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/SPP 1928: Koordinationsnetzwerke als Bausteine für Funktionssysteme/SPP 1928//Building Blocks for Functional Systems /COORNET |
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