TY - JOUR
T1 - Effect of H-Bonding on Brønsted Acid Ionic Liquids Catalyzed in Situ Transesterification of Wet Algae
AU - Ma, Tian
AU - Shen, Zhensheng
AU - Li, Huan
AU - Li, An
AU - Feng, Qian
AU - Sun, Yingqiang
AU - Deng, Shuguang
N1 - Funding Information:
The authors are grateful for financial support from the Anhui Provincial Natural Science Foundation-China (1908085QB70), Anhui University (Talent Startup Fund-China Y040418343), Research Foundation from College of Chemistry and Chemical Engineering of Anhui University, the National Natural Science Foundation of China (51579072, 51208173), the Fundamental Research Funds for the Central Universities (2017B13314).
Publisher Copyright:
© 2020 American Chemical Society.
Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020/3/23
Y1 - 2020/3/23
N2 - Brønsted acid ionic liquids (BAILs) are effective to biodiesel production of in situ transesterification of wet algae due to their dual role as both solvents of cellulose and catalysts of transesterification. The cellulose solubilities of BAILs are depending on H-bonding of BAILs-cellulose in varied solvent conditions, which subsequently affect the biodiesel productions. For this reason, the effects of H-bonding between BAILs including [Bmim][H2PO4], [Bmim]2[HPO4], [Bmim][HSO4], and cellulose under different methanol and water conditions on cellulose extractions are experimentally and theoretically investigated. The cellulose extractions in BAILs are decreasing as [Bmim][H2PO4] > [Bmim]2[HPO4] > [Bmim][HSO4], contrary to the variation of their thermal stabilities and crystallinities caused by varied H-bonding of BAILs-cellulose. Increasing methanol is positive to cellulose extractions in [Bmim][HSO4], while negative to those in [Bmim][H2PO4] and [Bmim]2[HPO4], due to the solvent effect of methanol confirmed by cyclic voltammetry (CV) measurements. The effect of water on H-bonding of BAILs-cellobiose is contrary to the effect of methanol. It is confirmed via the bonding interaction of BAILs-cellobiose through the density functional theory (DFT) computational method. However, the biodiesel yields are varied differently due to the competition of H-bonding of BAILs-cellobiose and deprotonation of BAILs under different methanol and water conditions. This study might pave the way to neutralize the negative effect of water on in situ transesterification via enhancing the cellulose extractions of BAILs.
AB - Brønsted acid ionic liquids (BAILs) are effective to biodiesel production of in situ transesterification of wet algae due to their dual role as both solvents of cellulose and catalysts of transesterification. The cellulose solubilities of BAILs are depending on H-bonding of BAILs-cellulose in varied solvent conditions, which subsequently affect the biodiesel productions. For this reason, the effects of H-bonding between BAILs including [Bmim][H2PO4], [Bmim]2[HPO4], [Bmim][HSO4], and cellulose under different methanol and water conditions on cellulose extractions are experimentally and theoretically investigated. The cellulose extractions in BAILs are decreasing as [Bmim][H2PO4] > [Bmim]2[HPO4] > [Bmim][HSO4], contrary to the variation of their thermal stabilities and crystallinities caused by varied H-bonding of BAILs-cellulose. Increasing methanol is positive to cellulose extractions in [Bmim][HSO4], while negative to those in [Bmim][H2PO4] and [Bmim]2[HPO4], due to the solvent effect of methanol confirmed by cyclic voltammetry (CV) measurements. The effect of water on H-bonding of BAILs-cellobiose is contrary to the effect of methanol. It is confirmed via the bonding interaction of BAILs-cellobiose through the density functional theory (DFT) computational method. However, the biodiesel yields are varied differently due to the competition of H-bonding of BAILs-cellobiose and deprotonation of BAILs under different methanol and water conditions. This study might pave the way to neutralize the negative effect of water on in situ transesterification via enhancing the cellulose extractions of BAILs.
KW - Brønsted acid ionic liquids
KW - H-bonding
KW - in situ transesterification
KW - wet algae
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U2 - 10.1021/acssuschemeng.0c00730
DO - 10.1021/acssuschemeng.0c00730
M3 - Article
AN - SCOPUS:85082749058
SN - 2168-0485
VL - 8
SP - 4647
EP - 4657
JO - ACS Sustainable Chemistry and Engineering
JF - ACS Sustainable Chemistry and Engineering
IS - 11
ER -