Controlled Polymerization of a Cyclic Diene Prepared from the Ring-Closing Metathesis of a Naturally Occurring Monoterpene

The functionalization and polymerization of biobased monocyclic terpenes and their derivatives for the synthesis of sustainable polymers is described, especially in view of the synthetic routes and properties of the obtained macromolecular architectures. Comparison of these procedures and the obtained materials with "classical" oil-based approaches, and also with alternative biobased routes, gives interesting insights into the potential of these small terpene building-block structures for modern polymer science and technology.

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“…They can also be polymerizedi nf ree-radical processes with av ariety of catalysts and initiators, [52,53] and with different co-monomers.…”

mentioning

confidence: 99%

Recent Progress in Sustainable Polymers Obtained from Cyclic Terpenes: Synthesis, Properties, and Application Potential

2015

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“…Kobayashi et al 71 prepared high-molecular weight poly(3-methylenecyclopentene) (46) by using a combination of Grubbs metathesis and cationic polymerisation (Scheme 10).…”

Section: Myrcenementioning

confidence: 99%

Progress in the synthesis of sustainable polymers from terpenes and terpenoids

et al. 2016

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The imminent depletion of resources derived from fossil fuels is a major concern for today's society. 300 Mt of polymers are used every year in the form of plastics, most commonly derived from fossil fuels, hence the necessity to find new materials based on renewable resources. This review explores the utilisation of monoterpenes and terpenoids -a family of abundant and inexpensive natural products -as promising renewable monomers. Terpenes can be directly used in polymerisations or converted into bespoke monomers through organic transformations. The use of terpenes for the production of renewable plastics has been a prevalent topic of research for the past few decades. Early research focused on cationic polymerisation of terpenes by way of their alkene moieties; however, more recently terpenes are being functionalised to incorporate handles for a larger range of polymerisation techniques. Herein an assessment of the future prospects for the use of these small functional molecules to synthesise novel and valuable renewable materials is presented.

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“…For myrcene, an isomer of pinene obtainable by pyrolysis, it was shown that ring closing metathesis can produce monomeric 3-methylenecyclopentene, which can undergo radical, anionic, and cationic polymerization [138]. The study showed that although feasible, free radical polymerization was not optimal.…”

Section: Polymerization Of Non-pinene Terpenesmentioning

confidence: 99%