Microwave-assisted synthesis of 4,9-linked pyrene-based ladder conjugated polymers

Shen, Xiang; Wu, Yonggang; Bai, Libin; Zhao, Hongchi; Ba, Xinwu

doi:10.1002/pola.28494

Cited by 10 publications

(4 citation statements)

References 38 publications

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“…PLANP also showed an extremely small Stoke shift of <1 nm. These optical properties resembled those observed on previously reported linear conjugated ladder polymers, ,− suggesting that the backbone of PLANP was indeed in a fused-ring ladder-type constitution. Specifically, the coplanarity of the ladder-type backbone of PLANP rendered a more extended π-conjugation and therefore a red-shifted absorption spectrum.…”

Section: Resultssupporting

confidence: 86%

Solution-Processable Porous Nanoparticles of a Conjugated Ladder Polymer Network

et al. 2020

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Conjugated ladder polymers possess multiplestranded bonds which impart rigidity into their backbones. This rigidity can promote π-orbital delocalization for improved electronic and optical properties, or preserve interchain void space to render microporosity. Limited solution processability, however, often impedes their practical applications. To address this challenge, nanoparticulated, cross-linked ladder polymer networks were synthesized through miniemulsion polymerization followed by ring-closing olefin metathesis. The size of the nanoparticles was constrained to ∼200 nm, affording dispersibility in organic solvents and well-defined solution-phase optical properties. The rigid, cross-linked, and conjugated ladder-type network imbued the particles with microporosity while remaining colloidally stable without external stabilization. The nanoparticles were also processed into thin films and into freestanding composites with a polymer matrix as a proof of concept for their future application as functional materials.

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Section: Resultssupporting

confidence: 86%

Solution-Processable Porous Nanoparticles of a Conjugated Ladder Polymer Network

et al. 2020

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“…This strategy was extended to polymeric 2-alkynylbiaryl substrates 167 and 169 , which provided graphene nanoribbons 53 168 (Scheme 43a ) or ladder-conjugated polymers 54 170 (Scheme 43b ), which are potentially suitable for applications in organic light-emitting diodes, solar cells or sensors.…”

Section: Brønsted Acid Catalyzed Alkyne Carbocyclization Involving C(...mentioning

confidence: 99%

Brønsted Acid Catalyzed Carbocyclizations Involving Electrophilic Activation of Alkynes

et al. 2022

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This review focuses on the carbocyclization reactions of alkyne-containing substrates catalyzed by Brønsted acids. The electrophilic activation occurs either by direct protonation of the alkyne or by formation of an intermediate cation that further reacts with the alkyne to give the vinyl cation key intermediate. A specific highlight will be put on the selectivity of the various methodologies described herein and on the mechanistic rationale.

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“…30 The optical spectra of GNRs and other ladder polymers with a two-dimensional π-framework significantly differ from those of typical one-dimensional, cLPs like LPPP. 24,31,32 In this light, the primary goal of this study is the synthesis and characterization of ladder-type poly(dibenz[a,h]anthracene)s (PLDBA) in an electrophilic cyclization reaction. Introduction of five-membered rings between the isolated dibenz[a,h]anthracene (DBA) building blocks should improve the photooxidative stability of the polymer backbones through an increased highest occupied molecular orbital (HOMO)/lowest unoccupied molecular orbital (LUMO) band gap and, thereby, also influence the optical properties.…”

Section: ■ Introductionmentioning

confidence: 99%

Ladder-Type Polymers and Ladder-Type Polyelectrolytes with On-Chain Dibenz[a,h]anthracene Chromophores

2019

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The alternating copolymerization of fluorene and diethynyl benzene building blocks and postpolymerization electrophilic cyclization result in the generation of well-defined ladder poly(dibenz[a,h]anthracene)s (PLDBAs). PLDBAs combine the specific optical properties of the aromatic building blocks with well-resolved, vibronically structured photoluminescence spectra and a small Stokes shift (5 nm), as typical characteristics of ladder polymers, with an excellent solubility in organic solvents. Success of the ladderization step was confirmed by NMR-and IR-spectroscopies. The presence of syn-and anti-isomeric repeat units along the polymer backbone was proven by an investigation of corresponding model compounds. In addition, this concept was used for the synthesis of the corresponding ladder polyelectrolytes, bearing cationic imidazolium groups in their sidechains. The polyelectrolytes show very similar optical and electronical properties if compared to their noncharged counterparts but are now soluble in protic, polar solvents as methanol.

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Microwave-assisted synthesis of 4,9-linked pyrene-based ladder conjugated polymers

Cited by 10 publications

References 38 publications

Solution-Processable Porous Nanoparticles of a Conjugated Ladder Polymer Network

Solution-Processable Porous Nanoparticles of a Conjugated Ladder Polymer Network

Brønsted Acid Catalyzed Carbocyclizations Involving Electrophilic Activation of Alkynes

Ladder-Type Polymers and Ladder-Type Polyelectrolytes with On-Chain Dibenz[a,h]anthracene Chromophores

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