Issue 5, 2013

Advanced chemical recycling of poly(ethylene terephthalate) through organocatalytic aminolysis

Abstract

We report the effective organocatalysis of the aminolytic depolymerization of waste poly(ethylene terephthalate) (PET) using 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) producing a broad range of crystalline terephthalamides. This diverse set of monomers possesses great potential as building blocks for high performance materials with desirable thermal and mechanical properties deriving from the terephthalic moiety and amide hydrogen bonding. Further, a computational study established mechanistic insight into self-catalyzed and organocatalyzed aminolysis of terephthalic esters, suggesting that the bifunctionality of TBD particularly concerning activation of the carbonyl group differentiates TBD from other organic bases.

Graphical abstract: Advanced chemical recycling of poly(ethylene terephthalate) through organocatalytic aminolysis

Supplementary files

Article information

Article type
Paper
Submitted
25 Sep 2012
Accepted
20 Nov 2012
First published
19 Dec 2012

Polym. Chem., 2013,4, 1610-1616

Advanced chemical recycling of poly(ethylene terephthalate) through organocatalytic aminolysis

K. Fukushima, J. M. Lecuyer, D. S. Wei, H. W. Horn, G. O. Jones, H. A. Al-Megren, A. M. Alabdulrahman, F. D. Alsewailem, M. A. McNeil, J. E. Rice and J. L. Hedrick, Polym. Chem., 2013, 4, 1610 DOI: 10.1039/C2PY20793A

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