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Solvent-free acid-catalyzed ring opening of epoxidized oleochemicals using stearates/stearic acid, and its applications.
MedLine Citation:
PMID:  22304525     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Toxic solvent and strong acid-catalysts causing environmental issues have been mainly used for ring opening of the epoxidized oleochemicals. Here, we demonstrated that magnesium stearate (Mg-stearate) was a high efficient catalyst for solvent-free ring opening of epoxidized methyl oleate, a model compound of mid-chain epoxide. Mg-stearate resulted in the highest yield (95%) and conversion rate (99%) toward mid-chain alkoxyesters at the same condition (160˚C, 12 h) superior to other fatty acid derivatives such as a Lewis acid (lithium and sodium stearate) and Brønsted acid (stearic acid). Based on this chemical study, we synthesized biogrease and thermoplastic using epoxidized soybean oil (ESO) and Mg-stearate via one-pot, solvent-free, and purification-free process. Mg-stearate played a significant role as a reactant for epoxide ring-opening and as a thickener when excess loading rate was used; viscosity increased from 1800 to 4500 Pa.s at 25 °C when ESO:Mg-stearate increased from 1:1 equiv to 1:2, then behaved like thermoplastics (Tg= -27 °C, Tm =90 °C) with 1:4.
Authors:
Byung-Jun Kollbe Ahn; Stefan Kraft; Xiuzhi Susan Sun
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-2-3
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  -     ISSN:  1520-5118     ISO Abbreviation:  -     Publication Date:  2012 Feb 
Date Detail:
Created Date:  2012-2-6     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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