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Polymers 2017, 9(5), 166;

Synthesis and Functionalization of Periodic Copolymers

Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, Berlin 12489, Germany
Author to whom correspondence should be addressed.
Academic Editor: Helmut Schlaad
Received: 31 March 2017 / Revised: 28 April 2017 / Accepted: 2 May 2017 / Published: 6 May 2017
(This article belongs to the Special Issue Bio-inspired and Bio-based Polymers)
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For the copolymerization of non-conjugated olefins and maleimides, it is known that under certain conditions periodic ABA monomer sequences are formed. In this work, such a copolymerization is used to create polymers which have defined (periodic) monomer sequences and can be functionalized after polymerization. The copolymerization of pentafluorophenol (PFP) active esters of 4-pentenoic acid and perillic acid with N-phenyl maleimide (PhMI) was studied in 1,2-dichloroethane (DCE) and 1,1,1,3,3,3-hexafluoro-2-phenyl-2-propanol (HFPP). In DCE and for the copolymerization of the PFP ester of 4-pentenoic acid and PhMI in HFPP, polymers were formed where the active esters were separated by at least one PhMI unit. The average number of separating PhMI units can be controlled by varying the feed ratio of the monomers. For the copolymerization of the PFP ester of perillic acid in HFPP, a preference for the formation of periodic copolymers was observed, where active esters were preferably separated from each other by a maximum of two PhMI moieties. Therefore, the copolymerization of said active ester containing monomers with PhMI provides a platform to create polymers in which reactive moieties are distributed along the polymer chain in different fashions. The active esters in the non-conjugated vinyl monomers could be used in a post-polymerization functionalization step to create functionalized polymers with defined monomer sequences in a modular way. View Full-Text
Keywords: alternating copolymer; periodic copolymer; sequence control; post-polymerization functionalization alternating copolymer; periodic copolymer; sequence control; post-polymerization functionalization

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Kubatzki, F.; Al-Shok, L.; ten Brummelhuis, N. Synthesis and Functionalization of Periodic Copolymers. Polymers 2017, 9, 166.

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