dbu/co supporting information 2/dmso solvent …supporting information synthesis of water soluble...

10
Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica lactone in the DBU/CO 2 /DMSO solvent system Min Pei, a Xinwen Peng, b Yuqing Shen, a Yunlong Yang, a Yuanlong Guo, a Qiang Zheng, a Haibo Xie,* a,c Hui Sun d a Department of Polymer Materials and Engineering, College of Materials and Metullurgy, Guizhou University, Guiyang, 550025, China; b South China Univ Technol, State Key Lab Pulp & Paper Engn, Guangzhou 510641, Guangdong, Peoples R China c Sichuan University, State Key Laboratory of Polymer Materials Engineering, Chengdu 610065, Sichuan, Peoples R China d Beijing Technol & Business Univ, Sch Mat Sci & Mech Engn Figure S1 . 1 H NMR spectrum levulinyl-esterification of cellulose with CLE-1 (DS L =1.2, DS PL =0.13) in DMSO d6 . 1 Electronic Supplementary Material (ESI) for Green Chemistry. This journal is © The Royal Society of Chemistry 2019

Upload: others

Post on 19-Aug-2020

3 views

Category:

Documents


0 download

TRANSCRIPT

Page 1: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Supporting information

Synthesis of water soluble full biobased cellulose levulinate ester

through the reaction of cellulose and alpha-Angelica lactone in the

DBU/CO2/DMSO solvent system Min Pei,a Xinwen Peng,b Yuqing Shen,a Yunlong Yang,a Yuanlong Guo,a Qiang Zheng,a Haibo

Xie,*a,c Hui Sund

aDepartment of Polymer Materials and Engineering, College of Materials and Metullurgy, Guizhou

University, Guiyang, 550025, China; bSouth China Univ Technol, State Key Lab Pulp & Paper Engn, Guangzhou 510641, Guangdong,

Peoples R ChinacSichuan University, State Key Laboratory of Polymer Materials Engineering, Chengdu 610065,

Sichuan, Peoples R ChinadBeijing Technol & Business Univ, Sch Mat Sci & Mech Engn

Figure S1 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-1 (DSL=1.2, DSPL=0.13) in DMSOd6.

1

Electronic Supplementary Material (ESI) for Green Chemistry.This journal is © The Royal Society of Chemistry 2019

Page 2: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S2 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-3 (DSL=0.89, DSPL=0.28) in DMSOd6.

Figure S3 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-4 (DSL=0.59, DSPL=0.13 ) in DMSOd。

2

Page 3: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S4 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-5 (DSL=0.40, DSPL=0.27 ) in DMSOd。

Figure S5 .13C NMR spectrum levulinyl-esterification of cellulose with CLE-5 (DSL=0.40, DSPL=0.27) in DMSOd6.

3

Page 4: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S6 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-7(DSL=2.04, DSPL=0.29 ) in DMSOd6.

Figure S7 .13C NMR spectrum levulinyl-esterification of cellulose with CLE-7(DSL=2.04, DSPL=0.29 ) in DMSOd6.

4

Page 5: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S8.1H NMR spectrum levulinyl-esterification of cellulose with CLE-8(DSL=1.94, DSPL=0.17) in DMSOd6.

Figure S9.13C NMR spectrum levulinyl-esterification of cellulose with CLE-8(DSL=1.94, DSPL=0.17) in DMSOd6.

5

Page 6: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S10.1H NMR spectrum levulinyl-esterification of cellulose with CLE-9(DSL=0.93, DSP=0.13 ) in DMSOd6

Figure S11 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-11(DSL=1.36, DSPL=0.25 ) in DMSOd6.

6

Page 7: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S12 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-12(DSL=0.48, DSPL=0.05 ) in DMSOd6.

Figure S13 .1H NMR spectrum levulinyl-esterification of cellulose with CLE-13(DSL=0.47, DSPL=0.04 ) in DMSOd6.

7

Page 8: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S14.1H NMR spectrum levulinyl-esterification of cellulose of CLE-14 (DSL=1.72, DSPL=0.27 ) in DMSOd6.

Figure S15 HSQC spectrum levulinyl-esterification of cellulose with CLE-2 (DSL=1.38 ) in DMSOd6.

8

Page 9: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S16 .HSQC spectrum levulinyl-esterification of cellulose with CLE-7 (DSL=2.04, DSPL=0.29 ) in DMSOd6.

Fig. S17 The comparative WXRD analysis of cellulose and selected CLEs

9

Page 10: DBU/CO Supporting information 2/DMSO solvent …Supporting information Synthesis of water soluble full biobased cellulose levulinate ester through the reaction of cellulose and alpha-Angelica

Figure S18. GPC curve of levulinyl-esterification of cellulose. (CLE-2:Mn=54000, Mw=114000, Poly: DPI=2.1)

10