Journal
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
Volume 57, Issue 9, Pages 1008-1016Publisher
WILEY
DOI: 10.1002/pola.29356
Keywords
anionic polymerization; peptides; polyethers; ring-opening polymerization
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Funding
- Sorbonne Universites Emergence 2016 program part of French state funds [ANR-11-IDEX-0004-02]
- French National Funding Agency [ANR-17-CE18-0015-01 - VINP]
- Agence Nationale de la Recherche (ANR) [ANR-17-CE18-0015] Funding Source: Agence Nationale de la Recherche (ANR)
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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. (c) 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1008-1016
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