Work

Oxidation of Cyclohexanone with Peracids—A Straight Path to the Synthesis of ε-Caprolactone Oligomers

Year: 2022

Type: article

Abstract: During Baeyer–Villiger (BV) oxidation of cyclohexanone with peracids, oligo(ε-caprolactone) (OCL) may be formed. In this work, a two-step one-pot method for the synthesis of OCL involving the BV oxidation of cyclohexanone with peracids and then oligomerization of the resulting ε-caprolactone has been developed. The process was carried out in two solvents: toluene and cyclohexane. Based on the studies, it was determined that the increased temperature (45–55 °C) and the longer reaction time (4 h) favor the formation of OCls. Among the tested peracids (perC8-C12), perC10 turned out to be the most effective oxidant. Moreover, the obtained oligomers were characterized by means of NMR, MS MALDI TOF, and TGA analyses, which made it possible to determine the structure of oligomers (length and terminal groups of the chains). Additionally, the oligomers obtained after the distillation of the reaction mixture were analyzed.

Source: Materials

DOI: 10.3390/ma15196608

Authors: Jakub Bińczak, Anna Szelwicka, Agnieszka Siewniak, Krzysztof Dziuba, Anna Chrobok

Institutions: Silesian University of Technology, Grupa Azoty (Poland)

Language: English

Topic: biodegradable polymer synthesis and properties

Subfield: Biomaterials

Field: Materials Science

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $2,408

Funder: Silesian University of Technology