31P NMR Chemical Shifts of Solvents and Products Impurities in Biomass Pretreatments

Mi Li; Chang Geun Yoo; Yunqiao Pu; Arthur J. Ragauskas

doi:10.1021/acssuschemeng.7b03602

³¹P NMR Chemical Shifts of Solvents and Products Impurities in Biomass Pretreatments

Mi Li
, Chang Geun Yoo
, Yunqiao Pu
, Arthur J. Ragauskas

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

The identification of chemical impurities is crucial in elucidating the structures of biorefinery products using nuclear magnetic resonance (NMR) spectroscopic analysis. In the current biorefinery platform, contaminants derived from pretreatment solvents and decomposition byproducts may lead to misassignment of the NMR spectra of biorefinery products (e.g, lignin and bio-oils). Therefore, we investigated 54 commonly reported compounds including alcohols, carbohydrates, organic acids, aromatics, aldehydes, and ionic liquids associated with biomass pretreatment using ³¹P NMR. The chemical shifts of these chemicals after derivatizing with 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (TMDP) were provided. The ³¹P NMR signals of these derivatives could serve as valuable and informative spectral data in characterizing lignocellulose-based compounds.

Original language	English
Pages (from-to)	1265-1270
Number of pages	6
Journal	ACS Sustainable Chemistry and Engineering
Volume	6
Issue number	1
DOIs	https://doi.org/10.1021/acssuschemeng.7b03602
State	Published - Jan 2 2018

Funding

*E-mail: [email protected]. Phone: 01-865-576-1512. *E-mail: [email protected]. Phone: 01-865-974-2042. ORCID Arthur J. Ragauskas: 0000-0002-3536-554X Author Contributions Y.P. and A.R. conceived and designed the research. M.L. and C.G.Y. carried out the experiment. M.L. wrote the manuscript. All the authors discussed data and revised the paper. All authors have given approval to the final version of the manuscript. Funding This work was partially supported by the BioEnergy Science Center, a U.S. Department of Energy Bioenergy Research Center supported by the Office of Biological and Environmental Research in the DOE Office of Science. This manuscript has been authored by a contractor of the U.S. Government under contract DE-AC05-00OR22725. Notes The authors declare no competing financial interest. We thank April Dixon, Ronnie Moody, Steve Child, Abhijeet Borole, and Xianzhi Meng for coordinating some chemicals for this study. This manuscript has been authored by UT-Battelle, LLC, under Contract DE-AC05-00OR22725 with the U.S. Department of Energy (DOE). This study was supported and performed as part of the BioEnergy Science Center (BESC). The BESC is a U.S. DOE Bioenergy Research Center supported by the Office of Biological and Environmental Research in the DOE Office of Science.

Keywords

Biomass contaminants
Lignin
Lignocellulose pretreatment
NMR spectroscopy
Solvent impurities

Access to Document

10.1021/acssuschemeng.7b03602

Cite this

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title = "31P NMR Chemical Shifts of Solvents and Products Impurities in Biomass Pretreatments",

abstract = "The identification of chemical impurities is crucial in elucidating the structures of biorefinery products using nuclear magnetic resonance (NMR) spectroscopic analysis. In the current biorefinery platform, contaminants derived from pretreatment solvents and decomposition byproducts may lead to misassignment of the NMR spectra of biorefinery products (e.g, lignin and bio-oils). Therefore, we investigated 54 commonly reported compounds including alcohols, carbohydrates, organic acids, aromatics, aldehydes, and ionic liquids associated with biomass pretreatment using 31P NMR. The chemical shifts of these chemicals after derivatizing with 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (TMDP) were provided. The 31P NMR signals of these derivatives could serve as valuable and informative spectral data in characterizing lignocellulose-based compounds.",

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AU - Li, Mi

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