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Thermal decomposition mechanism of O-acetyl-4-O-methylglucurono-xylan

  • Jie Wu
  • Chao LiuEmail author
  • Qinbin Li
Original Paper
  • 32 Downloads

Abstract

O-acetyl-4-O-methylglucurono-xylan is selected as a model compound because of its abundant O-acetyl and 4-O-methylglucuronic acid groups as side chains of hemicellulose. The detailed decomposition pathways of O-acetyl-4-O-methylglucurono-xylan are investigated by using density functional theory (DFT) and transition state theory. In addition, the possible pyrolysis pathways of 4-O-methylglucuronic acid, based on the Mayer bond order values, are predicted. The results indicate that the most energetically favored initial reaction of O-acetyl-4-O-methylglucurono-xylan is the cleavage of the 4-O-methylglucuronic acid unit. Furfural can be obtained through the ring-opening of 4-O-methylglucuronic acid in three different pathways. The O-methyl group is predominantly responsible for the generation of CH3OH. In addition, the formation pathways of a special furan-derived product 2-hydroxymethylene-tetrahydrofuran-3-one are first validated by DFT calculation. The rate-determining steps to form 2-hydroxymethylene-tetrahydrofuran-3-one are the cyclization reaction and enol–keto tautomerization. Anhydroxylopyranose and dianhydroxylopyranose can be produced through intramolecular dehydration and glycosidic bond cleavage reactions.

Graphical abstract

The main pyrolysis products distribution of O-acetyl-4-O-methylglucurono-xylan

Keywords

Hemicellulose O-acetyl-4-O-methylglucurono-xylan DFT Mayer bond order 

Notes

Acknowledgments

This work is supported by National Natural Science Foundation of China (No. 51576019) and the Graduate Research and Innovation Foundation of Chongqing, China (No. CYS18040).

Supplementary material

894_2019_4117_MOESM1_ESM.docx (6.9 mb)
ESM 1 (DOCX 7096 kb)

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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Key Laboratory of Low-grade Energy Utilization Technologies and Systems, Ministry of Education, School of Energy and Power EngineeringChongqing UniversityChongqingChina

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