Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts
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Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts
Chinese Journal of Chemical EngineeringVol. 53, Issue 1, Pages: 310-316(2023)
Affiliations:
1. Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology,Tianjin,China,300130
2. School of Energy and Environmental Engineering, Hebei University of Technology,Tianjin,China,300130
Author bio:
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Published:2023
Accepted:
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Xuan Gao, Zhihui Li, Dongsheng Zhang, Xinqiang Zhao, Yanji Wang. Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts[J]. Chinese Journal of Chemical Engineering, 2023, 53(1): 310-316.
DOI:
Xuan Gao, Zhihui Li, Dongsheng Zhang, Xinqiang Zhao, Yanji Wang. Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts[J]. Chinese Journal of Chemical Engineering, 2023, 53(1): 310-316.DOI:
Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts
5-Dicyanofuran (DCF) is an important biomass-derived platform compound primarily used to prepare bio-based adiponitrile
which is the key precursor for the synthesis of nylon 66 and 1
6-hexanediisocyanate (HDI). In this study
one-pot
green and safe synthesis of DCF from 2
5-diformylfuran (DFF) and hydroxylamine ionic liquid salts was proposed. Eco-friendly hydroxylamine ionic liquid salts were used as the nitrogen source. Ionic liquid exhibited three-fold function of cosolvent
catalysis and phase separation. The conversion of DFF and yield of DCF reached 100% under the following optimum reaction conditions: temperature of 120 ℃ for 70 min
volume ratio of paraxylene: [HSO
3
-b-Py
]
·HSO
4
of 2:1
and molar ratio of DFF:(NH
2
OH)
2
·[HSO
3
-b-Py
]
·HSO
4
of 1:1.5. The reaction mechanism for the synthesis of DCF was proposed
and the kinetic model was established. The reaction order with respect to DFF and intermediate product 2
5-diformylfuran dioxime (DFFD) was 1.06 and 0.16
and the reaction activation energy was 64.07 kJ·mol
-1
and 59.37 kJ·mol
-1
respectively. After the reaction
the ionic liquid was easy to separate
recover and recycle.
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