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Valorization of polycaprolactone for the production of nylon-6 monomers.

Authors :
Zhang, Hui
Zhao, Yanfei
Wang, Yusi
Li, Rongxiang
Tang, Minhao
Zeng, Wei
Wang, Ying
Chang, Xiaoqian
Han, Buxing
Liu, Zhimin
Source :
Green Chemistry; 3/21/2024, Vol. 26 Issue 6, p3159-3164, 6p
Publication Year :
2024

Abstract

Upcycling biodegradable polyester waste into value-added chemicals can not only avoid CO<subscript>2</subscript> emissions but also achieve sustainable carbon recycling. Herein, we report a one-pot catalytic process to deconstruct polycaprolactone into 6-aminocaproic acid (EACA) and caprolactam (CPL), two monomers of nylon-6, using aqueous ammonia and Ru catalysts. No additional hydrogen is required, and the total yield of EACA and CPL could reach 90.2% using a ternary catalyst, Ru/CeO<subscript>2</subscript>/RGO, at 140 °C. It is verified that 6-hydroxyhexanoic acid and 6-hydroxyhexanoamide are the initial intermediates resulting from polycaprolactone decomposition, which undergo dehydrogenation, amination and re-hydrogenation to transform into EACA and 6-aminohexanoamide over the Ru catalyst. The hydrolysis of 6-aminohexanoamide produces EACA, and the reverse reaction between dehydration of EACA and hydrolysis of CPL results in their coexistence. The protocol demonstrated here provides a novel route to recycle polycaprolactone to valuable chemicals. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14639262
Volume :
26
Issue :
6
Database :
Complementary Index
Journal :
Green Chemistry
Publication Type :
Academic Journal
Accession number :
176105543
Full Text :
https://doi.org/10.1039/d3gc05118h