Issue 5, 2019

Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid

Abstract

Camphoric acid, an inexpensive and biorenewable diacid derived from the terpene (+)-camphor, was copolymerized with a variety of diols to afford polyesters with glass transition temperatures (Tg) ranging from −16 °C to 125 °C. Polyethylene camphorate (PEC, 51 °C), polyerythritan camphorate (100 °C), and polyisosorbide camphorate (125 °C) exhibited Tg values matching or excelling those of important commercial polymers. Agitation of PEC in deionized water for 14 days dramatically degraded the polymer from Mn = 20 200 to Mn < 600. Incremental replacement of terephthalic acid with camphoric acid led to a series of polyethylene (camphorate/terephthalate) analogues with increased biobased content and Tg values (71 to 41 °C) that were diminished, but still competitive with that of polylactic acid (PLA).

Graphical abstract: Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid

Supplementary files

Article information

Article type
Communication
Submitted
20 Dec 2018
Accepted
08 Feb 2019
First published
14 Feb 2019

Green Chem., 2019,21, 973-978

Author version available

Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid

O. Nsengiyumva and S. A. Miller, Green Chem., 2019, 21, 973 DOI: 10.1039/C8GC03990A

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