Synfacts 2012; 8(6): 0681
DOI: 10.1055/s-0031-1291024
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

SBA-15-SO3H-Confined Acidic Ionic Liquid

Contributor(s):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Maki Minakawa
Karimi B, * Vafaeezadeh M. Institute for Advanced Studies in Basic Sciences, Zanjan, Iran
SBA-15-Functionalized Sulfonic Acid Confined Acidic Ionic Liquid: A Powerful and Water-Tolerant Catalyst for Solvent-Free Esterifications.

Chem. Commun. 2012;
48: 3327-3329
Further Information

Publication History

Publication Date:
16 May 2012 (online)

 

Significance

Esterification of carboxylic acids with alcohols using an acidic ionic liquid confined to SBA-15-SO3H (IL@SBA-15-Pr-SO3H) as a catalyst was described. IL@SBA-15-Pr-SO3H consists of ordered mesoporous silica SBA-15-SO3H where an ionic liquid [MOIm]HSO4 (1-methyl-3-octylimidazolium hydrogen sulfate) was charged. The catalyst promoted the esterification of various carboxylic acids and alcohols at room temperature under solvent-free conditions to give the corresponding esters in 87–99% yield.


Comment

IL@SBA-15-Pr-SO3H was recovered and reused three times in the direct esterification of acetic acid with 1-octanol (GC yield: 1st use: 100%, 2nd use: 94%, 3rd use: 90%, 4th use: 89%). Both N2 adsorption–desorption and elemental microanalysis demonstrated that catalyst loss of ≈7% occurred after the 4th run. SBA-15-Pr-SO3H, [MOIm]HSO4 (IL), IL@SBA-15, H2SO4, and SBA-15 showed lower catalytic activity in the esterification of acetic acid with 1-octanol under similar conditions.