Fully sp²-Carbon-Linked Crystalline Two-Dimensional Conjugated Polymers: Insight into 2D Poly(Phenylenecyanovinylene) Formation and their Optoelectronic Properties

Research output: Contribution to journalResearch articleContributedpeer-review



Cyano-substituted polyphenylene vinylenes (PPVs) have been the focus of research for several decades owing to their interesting optoelectronic properties and potential applications in organic electronics. With the advent of organic two-dimensional (2D) crystals, the question arose as to how the chemical and optoelectronic advantages of PPVs evolve in 2D compared with their linear counterparts. In this work, we present the efficient 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) calculations. A quantifiable energy diagram of a “quasi-reversible reaction” is proposed, which allows the identification of further suitable C−C bond formation reactions for 2D polymerizations. Moreover, the narrowing of the HOMO–LUMO gap is delineated by expanding the conjugation into two dimensions. To enable environmentally benign processing, the post-modification of 2D PPVs is further performed, which renders stable dispersions in the aqueous phase.


Original languageEnglish
Pages (from-to)6562-6568
JournalChemistry - A European Journal
Issue number26
Publication statusPublished - 7 May 2019

External IDs

researchoutputwizard legacy.publication#84029
WOS 000471036800015
Scopus 85064598780


Research priority areas of TU Dresden


  • 2D conjugated polymers, density functional calculations, optoelectronics, polyphenylene vinylene, post-synthetic modification