Synthesis and Optoelectronic Properties of Block and Random Copolymers Containing Pendant Carbazole and (Di)phenylanthracene

Abstract

Synthesis of novel block and random copolymers, containing a carbazole unit and (di)phenylanthracene moiety in the side chains, has been described in this paper. Block and random copolymers composed of 4-bromophenyl vinyl sulfide (BPVS) and N -vinylcarbazole (NVC) were initially prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization. Then, anthracene-based groups were introduced on the bromophenyl unit in the carbazole-containing copolymers by Pd-catalyzed coupling to yield functional copolymers with additional (di)phenylanthracene units. The resulting copolymers, having two distinct electronic functionalities, exhibited characteristic fluorescence resonance energy transfer, as confirmed by UV-vis and fluorescence spectra.

Polymers from S-vinyl monomers: reactivities and properties

“…With the development of new controlled polymerization techniques, the possibility of synthesizing narrowly distributed polyvinyl sulfides has also been investigated starting in 2013. Reversible-addition-fragmentation chain-transfer polymerization (RAFT) [65][66][67][68][69][70] has been shown to be suitable for generating a variety of homopolymers and copolymers from vinyl sulfide monomers. However, the different types of chain transfer agents (CTAs) have a tremendous effect on the polymerization behavior of vinyl sulfide monomers, as shown by , by performing the copolymerization of phenyl vinyl sulfide and electron-accepting monomers with three different kind of CTAs: xanthate-type, dithiocarbamate-type and trithiocarbonate-type.…”

Influence of Sidechain Elongation on Photovoltaic Response of Sidechain-Based Statistical Anthracene-Containing Copolymer

“…Moreover, anthracene-containing poly(arylene ethynylene)-alt-poly(phenylene vinylene)s (AnE-PVs) [14][15][16][17][18][19] in particular have been proven to be an attractive model to investigate in detail the effect of side chain engineering with regard to OPV performance. So far, a peaking efficiency of 3.8 % [20] (power conversion efficiency, PCE) in an inverted bulk-heterojunction solar cell configuration has been achieved using AnE-PVstat (in here referred as P1), a polymer obtained by polycondensating equimolar amounts of comonomers with branched (ethylhexyloxy) and linear (octyloxy) side chains (Scheme 1).…”

S-Vinyl Sulfide-Derived Pendant-Type Sulfone/Phenoxazine-Based Polymers Exhibiting Thermally Activated Delayed Fluorescence: Synthesis and Photophysical Property Characterization

“…Additionally, the structural diversity of the latter polymers (sulfide, sulfoxide, and sulfone) allows one to manipulate the polarity and electrochemical properties of pendant units and design molecular structures with suitable spacers between donor and acceptor units in the TADF side chain. Previously, we synthesized a series of sulfide-containing polymers with pendant donor/acceptor units, low dispersities, and as-designed chain structures by reversible addition–fragmentation chain transfer polymerization of S -vinyl sulfide derivatives having the thioether group, which was covalently linked to the vinyl group. − The resulting block, alternating, and random copolymers with different optoelectronic moieties were employed to manipulate through-space charge transfer between pendant donor and acceptor units. Herein, we chose phenylphenoxazine (PhPXZ) as a pendant electron donor and sulfone (phenyl vinyl sulfone; PVSO2) as an electron acceptor covalently linked to the nonconjugated carbon–carbon main chain.…”