- Guaiacol demethoxylation catalyzed by Re2O7 in ethanol
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Re2O7 is used to convert guaiacol in alcohols at 280–320 °C. In ethanol, guaiacol is deoxygenated and alkylated, and the major products are phenol and alkylphenols (including ethylphenol, diethylphenol, diisopropylphenol, di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol), accounting for 97 mol% of all products after 6 hour reaction at 320 °C. Both catechol and phenol are the intermediates of guaiacol demethoxylation. Among the substituents, ethyl is directly provided by ethanol while isopropyl and tert-butyl are formed by the addition of methyl to ethyl step by step. In addition, Re2O7 has negligible activity for the saturation of benzene ring so it does not cause considerable over-consumption of reductant. The actual catalyst for guaiacol demethoxylation is likely a ReIV?VI species.
- Yan, Fei,Sang, Yushuai,Bai, Yunfei,Wu, Kai,Cui, Kai,Wen, Zhe,Mai, Fuhang,Ma, Zewei,Yu, Linhao,Chen, Hong,Li, Yongdan
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p. 231 - 237
(2019/08/12)
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- One-pot production of hydrocarbon oil from poly(3-hydroxybutyrate)
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Poly(3-hydroxybutyrate) (PHB) is an energy storage material of many microbial species, and has been found to be an effective feedstock for production of renewable hydrocarbon oils. A high oil yield (up to 38.2 wt%) was obtained in a phosphoric acid (H3PO4) solution at mild temperatures (165-240 °C). PHB and crotonic acid (C4H 6O2), a dominant thermal degradation product of PHB, were deoxygenated mainly via decarboxylation, generating similar liquid and gaseous products. Carbon dioxide and propylene were the major products in gas phase with little CO formation. The hydrocarbon oil (C4-C16) is a mixture of alkanes, alkenes, benzenes and naphthalenes. Aromatics (C10-C15) were the major hydrocarbons in a 100 wt% H3PO4 solution, while alkenes and alkanes (C4-C9) were favored in diluted solutions (50 wt% to 85 wt% H 3PO4). The concentration of H3PO4 was a key factor that affected the oil composition and yield. A highly efficient decarboxylation of crotonic acid at 220 °C for 3 hours resulted in 70.8 wt% of oxygen being removed as CO2 and 57.0 wt% of carbon being recovered as hydrocarbon oil. The H3PO4 solution can be repeatedly used for high yield oil production. This work shows that a type of new biological feedstock can be used to produce renewable hydrocarbon oil in an efficient one-pot reaction. This journal is the Partner Organisations 2014.
- Kang, Shimin,Yu, Jian
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p. 14320 - 14327
(2014/04/17)
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