Controlled/Living Polymerization of Naturally Occurring Terpenes

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  • SATOH Kotaro
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University Precursory Research for Embryonic Science and Technology (PRESTO), Japan Science and Technology Agency
  • KAMIGAITO Masami
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University

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Other Title
  • 植物由来テルペンの精密重合系の開発
  • ショクブツ ユライ テルペン ノ セイミツ ジュウゴウケイ ノ カイハツ

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Abstract

While in recent years a large number of living/controlled polymerization systems for petrochemical-derived vinyl monomers have been described, bio-based polymer materials from renewable resources become attractive from a viewpoint of environmentally benign and sustainable chemistry. In this study, we examined controlled/living (co)polymerization of a series of naturally-occurring alicyclic terpenes, such as β-pinene and d-limonene, as alternatives for those from traditional petrochemical products. For example, the living cationic polymerization of β-pinene was achieved using the HCl/EtAlCl2/Lewis base system to produce relatively high molecular weight polymers with Mw > 105, which was subsequently hydrogenated into a bio-based cycloolefin polymer. Also, the radical copolymerization of β-pinene and d-limonene with maleimide derivatives proceeded in unprecedented 1:2 alternating fashion when polymerized in fluorinated alcohol solvents, of which the combination with RAFT polymerization resulted in end-to-end sequence-regular copolymers.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 72 (7), 421-432, 2015

    The Society of Polymer Science, Japan

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