Cargando…

Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions

The dialkyl peroxides, which contain a thermally unstable oxygen–oxygen bond, are an important source of radical initiators and cross-linking agents. New efficient and green methods for their synthesis are still being sought. Herein, ultrasound-assisted synthesis of dialkyl peroxides from alkyl hydr...

Descripción completa

Detalles Bibliográficos
Autores principales: Kopeć, Daniel, Baj, Stefan, Siewniak, Agnieszka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982749/
https://www.ncbi.nlm.nih.gov/pubmed/31905595
http://dx.doi.org/10.3390/molecules25010118
_version_ 1783491360380157952
author Kopeć, Daniel
Baj, Stefan
Siewniak, Agnieszka
author_facet Kopeć, Daniel
Baj, Stefan
Siewniak, Agnieszka
author_sort Kopeć, Daniel
collection PubMed
description The dialkyl peroxides, which contain a thermally unstable oxygen–oxygen bond, are an important source of radical initiators and cross-linking agents. New efficient and green methods for their synthesis are still being sought. Herein, ultrasound-assisted synthesis of dialkyl peroxides from alkyl hydroperoxides and alkyl bromides in the presence of an aqueous solution of an inorganic base was systematically studied under phase-transfer catalysis (PTC) conditions. The process run in a tri-liquid system in which polyethylene glycol as a phase-transfer catalyst formed a third liquid phase between the organic and inorganic phases. The use of ultrasound provided high yields of organic peroxides (70–99%) in significantly shorter reaction times (1.5 h) in comparison to reaction with magnetic stirring (5.0 h). In turn, conducting the reaction in the tri-liquid PTC system allowed easy separation of the catalyst and its multiple use without significant loss of activity.
format Online
Article
Text
id pubmed-6982749
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-69827492020-02-28 Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions Kopeć, Daniel Baj, Stefan Siewniak, Agnieszka Molecules Article The dialkyl peroxides, which contain a thermally unstable oxygen–oxygen bond, are an important source of radical initiators and cross-linking agents. New efficient and green methods for their synthesis are still being sought. Herein, ultrasound-assisted synthesis of dialkyl peroxides from alkyl hydroperoxides and alkyl bromides in the presence of an aqueous solution of an inorganic base was systematically studied under phase-transfer catalysis (PTC) conditions. The process run in a tri-liquid system in which polyethylene glycol as a phase-transfer catalyst formed a third liquid phase between the organic and inorganic phases. The use of ultrasound provided high yields of organic peroxides (70–99%) in significantly shorter reaction times (1.5 h) in comparison to reaction with magnetic stirring (5.0 h). In turn, conducting the reaction in the tri-liquid PTC system allowed easy separation of the catalyst and its multiple use without significant loss of activity. MDPI 2019-12-28 /pmc/articles/PMC6982749/ /pubmed/31905595 http://dx.doi.org/10.3390/molecules25010118 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kopeć, Daniel
Baj, Stefan
Siewniak, Agnieszka
Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title_full Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title_fullStr Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title_full_unstemmed Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title_short Ultrasound-Assisted Green Synthesis of Dialkyl Peroxides under Phase-Transfer Catalysis Conditions
title_sort ultrasound-assisted green synthesis of dialkyl peroxides under phase-transfer catalysis conditions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982749/
https://www.ncbi.nlm.nih.gov/pubmed/31905595
http://dx.doi.org/10.3390/molecules25010118
work_keys_str_mv AT kopecdaniel ultrasoundassistedgreensynthesisofdialkylperoxidesunderphasetransfercatalysisconditions
AT bajstefan ultrasoundassistedgreensynthesisofdialkylperoxidesunderphasetransfercatalysisconditions
AT siewniakagnieszka ultrasoundassistedgreensynthesisofdialkylperoxidesunderphasetransfercatalysisconditions