Polystyrene‐Based C₆₀ Acceptor Copolymers through Azide–Alkyne Click Chemistry Approaches

Abstract

Poly(styrene-r -propargyloxy styrene) with varying molecular weights is prepared by means of a nitroxide-mediated radical polymerization and a malonate is "clicked" to it. Fullerene C 60 is reacted under Bingel conditions with the polymer and can be covalently bound to its side chains. These polymers show good solubility in common organic solvents and intense studies are performed to determine the degree of substitution with fullerenes. A loading of around 15 to 20 wt% is detected by thermogravimetric analyses (TGA). These materials might be promising as the acceptor component for donor-acceptor block copolymers. Furthermore, new bromine-and organo-azide-functionalized methano fullerenes are prepared and characterized.

Effective Use of Electrically Insulating Units in Organic Semiconductor Thin Films for High‐Performance Organic Transistors

“…[137,[142][143][144] Huettner et al synthesized a diblock copolymer consisting of poly(perylene bisimide acrylate) and PS. Compared with the p-type block copolymers, relatively few results are available for n-type block copolymers, possibly due to the difficulty of the synthetic method based on n-type conjugated backbones.…”

“…Compared with the p‐type block copolymers, relatively few results are available for n‐type block copolymers, possibly due to the difficulty of the synthetic method based on n‐type conjugated backbones. Instead, grafting n‐type OSCs, such as fullerene and perylene diimide (PDI), onto insulating polymer backbones have been studied . Huettner et al synthesized a diblock copolymer consisting of poly(perylene bisimide acrylate) and PS .…”

Side-chain fullerene polyesters: a new class of high refractive index polymers

“…This is due to the difference in hydrodynamic volume of the monomer compared to linear polystyrene standards, and the interaction of fullerenes with the phenyl groups of PS stationary phase, which leads to the increase of elution time with the corresponding decrease of the molecular weights. 11,[33][34][35][36] Nevertheless, the apparent number-average molecular weights obtained by GPC for P1-P3 are between 3000 g mol À1 and 4000 g mol À1 , suggesting the successful synthesis of the polymers. The polydispersity index (M w /M n ) values (1.2-1.4) are smaller than traditional condensation polymerization.…”

Nucleophilic cyclopropanation of [60]fullerene by the addition–elimination mechanism

“…Yet another example of polymer analogous cycloaddition is reported in ref. 83 It is suggested to bind the fullerene frame located in the side chain to the main chain through a 1,2,3-triazole derivative. Preliminarily, radical polymerization is used to obtain a block copolymer of styrene and propargyloxy styrene with a malonate group in the side chain, namely, 3-azidopropyl octadecylmalonate.…”