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

Biomaterials and Biomass Characterizatio

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

35 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.

Funders	Funder number
BioEnergy Science Center
U.S. Department of Energy Bioenergy Research Center
U.S. Department of Energy
Office of Science
Biological and Environmental Research

Keywords

Biomass contaminants
Lignin
Lignocellulose pretreatment
NMR spectroscopy
Solvent impurities

Access to Document

10.1021/acssuschemeng.7b03602

Cite this

@article{5db1b10983514bafb594ed70ccba980f,

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.",

keywords = "Biomass contaminants, Lignin, Lignocellulose pretreatment, NMR spectroscopy, Solvent impurities",

author = "Mi Li and Yoo, {Chang Geun} and Yunqiao Pu and Ragauskas, {Arthur J.}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2018",

month = jan,

day = "2",

doi = "10.1021/acssuschemeng.7b03602",

language = "English",

volume = "6",

pages = "1265--1270",

journal = "ACS Sustainable Chemistry and Engineering",

issn = "2168-0485",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - 31P NMR Chemical Shifts of Solvents and Products Impurities in Biomass Pretreatments

AU - Li, Mi

AU - Yoo, Chang Geun

AU - Pu, Yunqiao

AU - Ragauskas, Arthur J.

PY - 2018/1/2

Y1 - 2018/1/2

N2 - 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.

AB - 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.

KW - Biomass contaminants

KW - Lignin

KW - Lignocellulose pretreatment

KW - NMR spectroscopy

KW - Solvent impurities

UR - http://www.scopus.com/inward/record.url?scp=85040099743&partnerID=8YFLogxK

U2 - 10.1021/acssuschemeng.7b03602

DO - 10.1021/acssuschemeng.7b03602

M3 - Article

AN - SCOPUS:85040099743

SN - 2168-0485

VL - 6

SP - 1265

EP - 1270

JO - ACS Sustainable Chemistry and Engineering

JF - ACS Sustainable Chemistry and Engineering

IS - 1

ER -