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Product distribution in hydrogenation of styrene oxide over Pd/chitosan catalyst

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Abstract

Palladium-decorated chitosan catalyst was synthesized by an impregnation method by varying the Pd loading in the range of 1–6 %, and was evaluated for the regioselective hydrogenation of styrene oxide. In order to correlate the chemical and textural properties with the catalytic activity, all the prepared catalysts were characterized by techniques such as Fourier transform infrared spectroscopy, X-ray diffraction, scanning electron microscopy, transmission electron spectroscopy, thermo-gravimetric analysis, temperature-programmed desorption of NH3, and CO2 and N2 physisorption. The synthesized catalysts were utilized for the efficient and regioselective ring opening of styrene oxide by hydrogenation under different conditions. The complete conversion of styrene oxide with 65 % selectivity for 2-phenyl ethanol and 33 % for 1-phenyl ethanol were obtained using 4 % Pd/CS catalyst at 70 °C temperature and 3 MPa pressure. The mechanism for the regio selective ring opening of styrene oxide to 1- and 2-phenyl ethanol was also proposed on the basis of properties of the catalyst support, catalytic activity and selectivity. These results indicated that the catalytic activity and selectivity of the catalysts were affected by the nature of support. Further, the basic properties of the support play an important role in the selectivity of the styrene oxide hydrogenation reaction.

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Abbreviations

SO:

Styrene oxide

1-PEA:

1-Phenyl ethyl alcohol

2-PEA:

2-Phenyl ethyl alcohol

APH:

Acetophenone

PHA:

Phenyl acetaldehyde

EB:

Ethyl benzene

CS:

Chitosan

SAED:

Selected area electron diffraction

TPD:

Temperature-programmed desorption

FTIR:

Fourier transform infrared spectroscopy

XRD:

X-ray diffraction

SEM:

Scanning electron microscopy

TEM:

Transmission electron spectroscopy

TGA:

Thermo-gravimetric analysis

NaBH4 :

Sodium borohydride

Pd:

Palladium

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Acknowledgment

VDA acknowledges the Council of Scientific and Industrial Research (CSIR), New Delhi, for the financial support.

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Correspondence to Chandrashekhar Rode.

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Viswanadhan, M., Potdar, A., Divakaran, A. et al. Product distribution in hydrogenation of styrene oxide over Pd/chitosan catalyst. Res Chem Intermed 42, 7581–7595 (2016). https://doi.org/10.1007/s11164-016-2554-3

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  • DOI: https://doi.org/10.1007/s11164-016-2554-3

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