One-step synthesis of solid sulfonic acid catalyst and its application in the acetalization of glycerol: crystal structure of cis-5-hydroxy-2-phenyl-1,3-dioxane trimer

Adam, F; Batagarawa, MS; Hello, KM; Al-Juaid, SS

HERO ID

1791510

Reference Type

Journal Article

Year

2012

HERO ID 1791510
In Press No
Year 2012
Title One-step synthesis of solid sulfonic acid catalyst and its application in the acetalization of glycerol: crystal structure of cis-5-hydroxy-2-phenyl-1,3-dioxane trimer
Authors Adam, F; Batagarawa, MS; Hello, KM; Al-Juaid, SS
Journal Chemical Papers / Chem Zvesti
Volume 66
Issue 11
Page Numbers 1048-1058
Abstract A one-pot method was employed to immobilize sulfonic acid onto silica obtained from rice husk ash using 3-(mercaptopropyl)trimethoxysilane to form a solid catalyst denoted as RHASO(3)H. BET measurements of the catalyst showed the surface area to be 340 m(2) g(-1) with the average pore volume of 0.24 mL g(-1) and the pore diameter of 2.9 nm. Acidity test of cation exchange capacity and pyridine adsorption studies revealed the presence of Bronsted acid sites on the catalyst surface. The catalyst was used in the acetalization reaction of glycerol with benzaldehyde. Under optimized conditions, the reaction showed the maximum conversion of 78 % after 8 h with 67 % selectivity towards the five membered ring isomer. Variation in the glycerol concentration had a significant effect on the reactants conversion. A single crystal X-ray study of one of the products proved the existence of a unique trimer formed by hydrogen bonding by the six-membered cis-isomer. The catalyst was several times recycled without any loss of its catalytic activity.
Doi 10.2478/s11696-012-0203-x
Wosid WOS:000307246300008
Url https://www.degruyter.com/document/doi/10.2478/s11696-012-0203-x/html
Is Certified Translation No
Dupe Override No
Comments Source: Web of Science WOS:000307246300008
Is Public Yes
Keyword surface modification; sol-gel; sulfonic acid; glycerol; acetalization; cis-5-hydroxy-2-phenyl-1,3-dioxane