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Regioselective ring opening reaction of epichlorohydrin with acetic acid to 3-chloro-2-hydroxypropyl acetate over cesium modified heteropolyacid on clay support

Paper ID Volume ID Publish Year Pages File Format Full-Text
40243 45848 2013 8 PDF Available
Title
Regioselective ring opening reaction of epichlorohydrin with acetic acid to 3-chloro-2-hydroxypropyl acetate over cesium modified heteropolyacid on clay support
Abstract

•Regioselective ring opening reaction of epichlorohydrin (E) with acetic acid (A).•100% conversion of epichlorohydrin in 50 min at 90 °C.•Regioselectivity: 98% of 3-chloro-2-hydroxypropyl acetate at 1:15 (E:A) mol ratio.•20% (w/w) Cs2.5H0.5PW12O40/K-10 as robust catalyst and kinetic modeling.•Catalyst characterization of fresh and reused catalysts.

3-Chloro-2-hydroxypropyl acetate has wide applications in production of various epoxy resins, reactive polymers used for coating metal, leather, paper and wood. Regioselective ring opening reaction of epichlorohydrin with acetic acid to synthesize 3-chloro-2-hydroxypropyl acetate was studied using various solid acid catalysts such as 20% dodecatungstophosphoric acid (DTP)/K-10 clay, 20% (w/w) Cs2.5H0.5PW12O40/K-10, sulphated zirconia (SO4/ZrO2) and tungstated zirconia (WO3/ZrO2). Among the various screened catalysts, Cs2.5H0.5PW12O40 (Cs-DTP) supported on K-10 clay was found to be highly active and selective for regioselective ring opening of epichlorohydrin. The selectivity was >98%. The incorporation of Cs-DTP salt on K10 clay was found to increase acidity of catalyst as well showed change in structural properties which ultimately increased the selectivity of catalyst toward 3-chloro-2-hydroxypropyl acetate. Various parameters affecting the conversion and initial rates of reaction were optimized and a kinetic model was developed. The proposed kinetic model matches the experimental data very well.

Graphical abstractCatalysis by clay supported heteropoly acid Cs2.5H0.5PW12O40: regioselective ring opening reaction of epichlorohydrin with acetic acid to 3-chloro-2-hydroxypropyl acetate.Figure optionsDownload full-size imageDownload high-quality image (130 K)Download as PowerPoint slide

Keywords
Acetolysis; Regioselectivity; Epichlorohydrin; Heteropolyacid; 3-Chloro-2-hydroxypropyl acetate
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Regioselective ring opening reaction of epichlorohydrin with acetic acid to 3-chloro-2-hydroxypropyl acetate over cesium modified heteropolyacid on clay support
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 468, 5 November 2013, Pages 112–119
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us