Novel C₆₀‐Anchored Two‐Armed Poly(tert‐butyl acrylate): Synthesis and Characterization

Abstract

Summary: A multistep synthetic procedure for preparing novel C60‐anchored two‐armed poly(tert‐butyl acrylate) was developed. First, two‐armed poly(tert‐butyl acrylate) bearing a malonate ester core with well‐controlled molecular weight was synthesized through atom transfer radical polymerization. The effective Bingel reaction between C60 and the well‐defined polymer was then carried out to yield C60‐anchored polymer. GPC, 1H NMR, and UV‐vis spectroscopy indicated that the C60‐anchored polymer was a monosubstituted and ‘closed’ 6,6‐ring‐bridged methanofullerene derivative.Schematic of a novel C60‐anchored two‐armed polymer.magnified imageSchematic of a novel C60‐anchored two‐armed polymer.

New Concepts and Applications in the Macromolecular Chemistry of Fullerenes

“…Recently, a series of C 60 ‐anchored multi‐armed polyacrylic acids (PAA) has been synthesized by hydrolysis of the parent poly( tert ‐butyl acrylates) 15. These polymers are able to interact with cationic porphyrins by mean of electrostatic interactions 15.…”

“…Recently, a series of C 60 ‐anchored multi‐armed polyacrylic acids (PAA) has been synthesized by hydrolysis of the parent poly( tert ‐butyl acrylates) 15. These polymers are able to interact with cationic porphyrins by mean of electrostatic interactions 15. In this way, such donor‐acceptor supramolecular complexes show strong interactions between fullerenes and porphyrin moieties both in the ground and in the excited states.…”

Modification of carboxyl‐functionalized single‐walled carbon nanotubes with biocompatible, water‐soluble phosphorylcholine and sugar‐based polymers: Bioinspired nanorods

“…Atom transfer radical polymerization (ATRP)10, 11 is a well‐studied technique for surface‐initiated polymerization and has been applied successfully for the covalent attachment of both water‐soluble and organosoluble polymeric chains onto fullerenes and carbon nanotubes 12–22. We are particularly interested in exploiting surface ATRP to graft water‐soluble and biocompatible carbohydrate‐based and phosphorylcholine‐based polymers onto SWNTs to produce water‐soluble carbon nanotubes.…”

Synthesis of Buckminsterfullerene C60 functionalised core cross-linked star polymers

“…A less sterically constrained 1,4-disubstitued derivative was assumed based on previous studies [7,8] involving ATRA of living polymers with C 60 ; however, a 1,2-type derivative cannot be excluded. C 60 moieties rather than the PMMA arms or EGDMA core contribute to the absorption profile of the polymers P1a and P3 [29]. The absorption coefficient of pristine C 60 and the star polymer P3 in dichloromethane at l ¼ 330 nm were determined to be 31 020 and 27 370 dm 2 mol À1 , respectively.…”