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

被引：3

作者：

Binczak, Jakub ^{[1
,2
]}

Szelwicka, Anna ^{[3
]}

Siewniak, Agnieszka ^{[3
]}

Dziuba, Krzysztof ^{[1
]}

Chrobok, Anna ^{[3
]}

机构：

[1] Pulawy SA, Grp Azoty Zaklady Azotowe, Al Tysiaclecia Panstwa Polskiego 13, PL-24110 Pulawy, Poland

[2] Silesian Tech Univ, PhD Sch, Dept Chem Organ Technol & Petrochem, Akad 2A, PL-44100 Gliwice, Poland

[3] Silesian Tech Univ, Fac Chem, Dept Chem Organ Technol & Petrochem, Krzywoustego 4, PL-44100 Gliwice, Poland

来源：

MATERIALS | 2022年 / 15卷 / 19期

关键词：

Baeyer-Villiger oxidation; oligomerization; cyclohexanone; oligo(epsilon-caprolactone); peracid; POLYMERIZATION; CATALYSIS; ACID;

D O I：

10.3390/ma15196608

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

During Baeyer-Villiger (BV) oxidation of cyclohexanone with peracids, oligo(epsilon-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 epsilon-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 degrees C) and the longer reaction time (4 h) favor the formation of OCls. Among the tested peracids (perC(8)-C-12), perC(10) 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.

引用

页数：16

共 21 条

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