Ring-Opening Metathesis Polymerization of Tertiary Amide Monomers Derived from a Biobased Oxanorbornene

TY - JOUR

T1 - Ring-Opening Metathesis Polymerization of Tertiary Amide Monomers Derived from a Biobased Oxanorbornene

AU - Lawrenson, Stefan B.

AU - Hart, Sam

AU - Ingram, Ian D.V.

AU - North, Michael

AU - Parker, Rachel R.

AU - Whitwood, Adrian C.

N1 - © 2018 American Chemical Society. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

PY - 2018/8/6

Y1 - 2018/8/6

N2 - Ring-opening metathesis polymerization (ROMP) of biobased oxanorbornene amides by Grubbs second generation catalyst was used to prepare a range of well-defined homo- and copolymers. A series of 11 amide monomers, featuring a variety of functionalities including amino acids and peptides, have been synthesized from a biobased oxanorbornene acid, prepared through the 100% atom economical tandem Diels-Alder lactonization between itaconic anhydride and furfuryl alcohol. The polymerization has been shown to be well-controlled, with the prepared homo- and copolymers possessing controlled molecular weights with narrow polydispersities.

AB - Ring-opening metathesis polymerization (ROMP) of biobased oxanorbornene amides by Grubbs second generation catalyst was used to prepare a range of well-defined homo- and copolymers. A series of 11 amide monomers, featuring a variety of functionalities including amino acids and peptides, have been synthesized from a biobased oxanorbornene acid, prepared through the 100% atom economical tandem Diels-Alder lactonization between itaconic anhydride and furfuryl alcohol. The polymerization has been shown to be well-controlled, with the prepared homo- and copolymers possessing controlled molecular weights with narrow polydispersities.

KW - Diels-Alder

KW - Furfuryl alcohol

KW - Itaconic anhydride

KW - Lactonization

KW - Platform molecules

KW - Ring-opening metathesis polymerization

UR - http://www.scopus.com/inward/record.url?scp=85048574676&partnerID=8YFLogxK

U2 - 10.1021/acssuschemeng.8b00779

DO - 10.1021/acssuschemeng.8b00779

M3 - Article

AN - SCOPUS:85048574676

SN - 2168-0485

VL - 6

SP - 9744

EP - 9752

JO - ACS Sustainable Chemistry and Engineering

JF - ACS Sustainable Chemistry and Engineering

IS - 8

ER -