Chitosan-catalyzed n-butyraldehyde self-condensation reaction mechanism and kinetics
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Chitosan-catalyzed n-butyraldehyde self-condensation reaction mechanism and kinetics
Chinese Journal of Chemical EngineeringVol. 27, Issue 10, Pages: 2447-2454(2019)
Affiliations:
Hebei Provincial Key Lab of Green Chemical Technology and Efficient Energy Saving, School of Chemical Engineering and Technology, Hebei University of Technology,Tianjin,China,300130
The chitosan was found to possess an excellent catalytic performance in
n
-butyraldehyde selfcondensation to 2E2H. Under suitable conditions
the conversion of
n
-butyraldehyde
the yield and selectivity of 2E2H separately attained 96.0%
86.0% and 89.6%. The chitosan catalyst could be recovered and used for 5 times without a significant deactivation after being treated with ammonium hydroxide. In order to elucidate the reaction mechanism
the adsorption and desorption of
n
-butyraldehyde on the surface of chitosan were studied using
in situ
FT-IR spectroscopy analysis. The result showed that
n
-butyraldehyde interacts with-NH
2
group of chitosan to form an intermediate species with an enamine structure. Then the reaction process of
n
-butyraldehyde self-condensation was monitored by React-IR technique and it was found that
n
-butyraldehyde self-condensation to 2-ethyl-3-hydroxyhexanal followed by a dehydration reaction to 2-ethyl-2-hexenal. On this basis
chitosan-catalyzed
n
-butyraldehyde self-condensation reaction mechanism was speculated and its reaction kinetics was investigated. The self-condensation reaction follows auto-catalytic reaction characteristics and then the corresponding kinetic model was established.
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