Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization

Benjamin F. Strick; Massimiliano Delferro; Franz M. Geiger; Regan J. Thomson

doi:10.1021/acssuschemeng.5b00255

Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization

Benjamin F. Strick, Massimiliano Delferro, Franz M. Geiger, Regan J. Thomson^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

The ring-opening metathesis polymerization (ROMP) of apopinene is reported. We find that apopinene reacts with Ru-based metathesis catalysts to provide an all trans-polymer with a polydispersity index (PDI) as low as 1.6 and molecular weights in the 1100 to 15 600 g·mol^-1 range (9-127 monomer units). Because apopinene is readily prepared in one-step from myrtenal or two-steps from α-pinene, both of which are commercially available and naturally abundant, these studies indicate that apopinene might find future use as a new biorenewable precursor for the sustainable production of ROMP-based materials. (Figure Presented).

Original language	English (US)
Pages (from-to)	1278-1281
Number of pages	4
Journal	ACS Sustainable Chemistry and Engineering
Volume	3
Issue number	7
DOIs	https://doi.org/10.1021/acssuschemeng.5b00255
State	Published - Jul 6 2015

Keywords

Biomass
Catalysis
Metathesis
Polymerization
Terpenes

ASJC Scopus subject areas

Chemistry(all)
Environmental Chemistry
Chemical Engineering(all)
Renewable Energy, Sustainability and the Environment

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/acssuschemeng.5b00255

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title = "Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization",

abstract = "The ring-opening metathesis polymerization (ROMP) of apopinene is reported. We find that apopinene reacts with Ru-based metathesis catalysts to provide an all trans-polymer with a polydispersity index (PDI) as low as 1.6 and molecular weights in the 1100 to 15 600 g·mol-1 range (9-127 monomer units). Because apopinene is readily prepared in one-step from myrtenal or two-steps from α-pinene, both of which are commercially available and naturally abundant, these studies indicate that apopinene might find future use as a new biorenewable precursor for the sustainable production of ROMP-based materials. (Figure Presented).",

keywords = "Biomass, Catalysis, Metathesis, Polymerization, Terpenes",

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doi = "10.1021/acssuschemeng.5b00255",

language = "English (US)",

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T1 - Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization

AU - Strick, Benjamin F.

AU - Delferro, Massimiliano

AU - Geiger, Franz M.

AU - Thomson, Regan J.

PY - 2015/7/6

Y1 - 2015/7/6

N2 - The ring-opening metathesis polymerization (ROMP) of apopinene is reported. We find that apopinene reacts with Ru-based metathesis catalysts to provide an all trans-polymer with a polydispersity index (PDI) as low as 1.6 and molecular weights in the 1100 to 15 600 g·mol-1 range (9-127 monomer units). Because apopinene is readily prepared in one-step from myrtenal or two-steps from α-pinene, both of which are commercially available and naturally abundant, these studies indicate that apopinene might find future use as a new biorenewable precursor for the sustainable production of ROMP-based materials. (Figure Presented).

AB - The ring-opening metathesis polymerization (ROMP) of apopinene is reported. We find that apopinene reacts with Ru-based metathesis catalysts to provide an all trans-polymer with a polydispersity index (PDI) as low as 1.6 and molecular weights in the 1100 to 15 600 g·mol-1 range (9-127 monomer units). Because apopinene is readily prepared in one-step from myrtenal or two-steps from α-pinene, both of which are commercially available and naturally abundant, these studies indicate that apopinene might find future use as a new biorenewable precursor for the sustainable production of ROMP-based materials. (Figure Presented).

KW - Biomass

KW - Catalysis

KW - Metathesis

KW - Polymerization

KW - Terpenes

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Investigations into Apopinene as a Biorenewable Monomer for Ring-Opening Metathesis Polymerization

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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