Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization - Sorbonne Université Access content directly
Journal Articles Journal of Polymer Science Part A: Polymer Chemistry Year : 2019

Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization

Haiqin Du
  • Function : Author
Philippe Guégan

Abstract

2,5‐Diketopiperazines (DKPs) are the smallest cyclic dipeptides found in nature with various attractive properties. In this study, we have demonstrated the successful modification of proline‐based DKPs using anionic ring‐opening polymerization (AROP) as a direct approach. Four different proline‐based DKPs with various side chains and increasing steric hindrance were used as initiating species for the polymerization of 1,2‐epoxybutane or ethoxyethyl glycidyl ether in the presence of t‐BuP4 phosphazene base. The addition of a Lewis acid, tri‐isobutyl aluminum, to the reaction mixture strongly decreased the occurrence of side reactions. Impact of the DKP side‐chain functionalities on molar mass control and dispersity was successfully evidenced.

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Polymers
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Dates and versions

hal-02470687 , version 1 (07-02-2020)

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Ozgul Tezgel, Valentin Puchelle, Haiqin Du, Nicolas Illy, Philippe Guégan. Modification of proline‐based 2,5‐diketopiperazines by anionic ring‐opening polymerization. Journal of Polymer Science Part A: Polymer Chemistry, 2019, 57 (9), pp.1008-1016. ⟨10.1002/pola.29356⟩. ⟨hal-02470687⟩
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