Cellulose

, Volume 25, Issue 1, pp 205–216 | Cite as

Synthesis of cellulose acetate propionate and cellulose acetate butyrate in a CO2/DBU/DMSO system

  • Qinqin Xu
  • Longchu Song
  • Lihua Zhang
  • Gang Hu
  • Qin Chen
  • Enhui Liu
  • Yu Liu
  • Qiang Zheng
  • Haibo Xie
  • Nanwen Li
Original Paper
  • 137 Downloads

Abstract

The reversible reaction of the hydroxyl groups in cellulose with CO2 in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) results in a rapid and effective derivative dissolution of cellulose in DMSO, by which a series of cellulose acetate propionate (CAP) and cellulose acetate butyrate (CAB) with various degrees of substitution (DS) were synthesized controllably without adding external catalysts. Wherein DBU not only achieves the dissolution of cellulose, but also acts as an efficient organocatalyst for the subsequent cellulose derivatization. The DS of CAB and CAP can be tuned by changing the feed molar ratio of propionic (butyric) anhydride/acetic anhydride and the reaction temperature. The structural and thermal properties of the products were characterized by several analytical techniques including NMR, FT-IR, and TGA. The CO2/DBU/DMSO dissolution system provides a new platform for controllable synthesis of mixed cellulose esters with high efficiency under mild conditions.

Keywords

Cellulose dissolution Cellulose mixed esters Controllable synthesis Organocatalysis 

Abbreviations

DBU

1,8-Diazabicyclo[5.4.0]undec-7-ene

CAP

Cellulose acetate propionate

CAB

Cellulose acetate butyrate

DS

Degrees of substitution

CA

Cellulose acetate

CP

Cellulose propionate

AGU

Anhydroglucose unit

TGA

Thermo gravimetric analysis

DSC

Differential scanning calorimetry

FTIR

Fourier transform infrared spectrometer

AmimCl

1-Allyl-3-methylimidazolium chloride

BmimCl

1-Buty-3-methylimidazolium chloride

DMAP

4-Dimethylaminopyridine

Notes

Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Grant No. 31270637 and 21574030); Science and Technology Department of Guizhou Province (Grant No. Natural Science Key Fund [2016]1402) (Grant No. Platform and Talents [2016]5652); Open research fund of Key Laboratory of Pulp and Paper Science and Technology of Ministry of Education of China (08031339); Foundation of State Key Laboratory of Coal Conversion (Grant No. J17-18-907); Excellent Scientific Innovative Talent Programme from Education Department of Guizhou Province (Grant No. KY[2015]479).

Supplementary material

10570_2017_1539_MOESM1_ESM.docx (223 kb)
Supplementary material 1 (DOCX 222 kb)

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Copyright information

© Springer Science+Business Media B.V. 2017

Authors and Affiliations

  • Qinqin Xu
    • 1
  • Longchu Song
    • 1
    • 2
  • Lihua Zhang
    • 1
  • Gang Hu
    • 1
  • Qin Chen
    • 1
  • Enhui Liu
    • 2
  • Yu Liu
    • 3
  • Qiang Zheng
    • 1
  • Haibo Xie
    • 1
  • Nanwen Li
    • 4
  1. 1.Department of Polymer Materials and Engineering, College of Materials and MetullurgyGuizhou UniversityGuiyangChina
  2. 2.Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of ChemistryXiangtan UniversityXiangtanChina
  3. 3.Key Laboratory of Pulp and Paper Science and Technology of Ministry of Education of ChinaQilu University of TechnologyJinanChina
  4. 4.State Key Laboratory of Coal Conversion, Institute of Coal ChemistryChinese Academy of SciencesTaiyuanChina

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