Alcoholysis kinetics and mechanism studies of ethyl levulinate production from ball milled corn stover

被引：11

作者：

Liu, Huan ^{[1
]}

Meng, Haibo ^{[1
]}

Cong, Hongbin ^{[1
]}

Shen, Xiuli ^{[1
]}

Chen, Xueli ^{[2
]}

Xing, Haohan ^{[1
]}

Dai, Jinhang ^{[3
]}

机构：

[1] Minist Agr & Rural Affairs, Acad Agr Planning & Engn, Key Lab Energy Resource Utilizat Agr Residue, Beijing 100125, Peoples R China

[2] Purdue Univ, Dept Agr & Biol Engn, W Lafayette, IN 47907 USA

[3] Chongqing Technol & Business Univ, Coll Environm & Resources, Chongqing 400067, Peoples R China

来源：

RSC ADVANCES | 2022年 / 12卷 / 53期

关键词：

METHYL LEVULINATE; BRONSTED ACID; IONIC LIQUID; CONVERSION; CELLULOSE; LEVOGLUCOSENONE; HYDROLYSIS; BIOMASS;

D O I：

10.1039/d2ra05644e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alcoholysis of ball-milled biomass over catalysts with Bronsted and Lewis acid sites provides an efficient and sustainable scheme to produce versatile biobased chemicals under mild conditions; however, optimizing the process parameters is challenged by the complexity of reaction pathways and the multiplicity of ball milling and combination catalyst gains. To address these challenges, we present kinetic analysis of ethyl levulinate (EL) production from ball-milled corn stover catalyzed by Bronsted (B) acidic ionic liquid [Bmim-SO3H][HSO4] (SO3H-IL) and Lewis (L) acidic Al-2(SO4)(3). Product analysis shows that cellulosic substrates can form EL either through the intermediate ethyl-d-glycopyranoside (EDGP) or levoglucosenone (LGO), with the former leading the alcoholysis reaction. Kinetics results reveal that ball milling accelerates the reaction rate by promoting the formation of EDGP and LGO from cellulose. Pure SO3H-IL gives high selectivity towards EDGP from ball-milled corn stover and promotes the LGO production, whereas addition of Al-2(SO4)(3) substantially facilitates their further conversion to EL. Our findings contribute to the rational design of efficient catalytic strategies for sustainable and profitable biorefinery.

引用

页码：34145 / 34153

页数：9

共 43 条

[31] Extremely low sulfuric acid catalyst system for synthesis of methyl levulinate from glucose [J].

Peng, Lincai ;

Lin, Lu ;

Li, Hui .

INDUSTRIAL CROPS AND PRODUCTS, 2012, 40 :136-144

[32] Conversion of carbohydrates biomass into levulinate esters using heterogeneous catalysts [J].

Peng, Lincai ;

Lin, Lu ;

Li, Hui ;

Yang, Qiulin .

APPLIED ENERGY, 2011, 88 (12) :4590-4596

[33] Conversion of Mono- and Disaccharides to Ethyl Levulinate and Ethyl Pyranoside with Sulfonic Acid-Functionalized Ionic Liquids [J].

Saravanamurugan, Shunmugavel ;

Van Buu, Olivier Nguyen ;

Riisager, Anders .

CHEMSUSCHEM, 2011, 4 (06) :723-726

[34] An efficient microwave-assisted green transformation of cellulose into levoglucosenone.: Advantages of the use of an experimental design approach [J].

Sarotti, Ariel M. ;

Spanevello, Rolando A. ;

Suarez, Alejandra G. .

GREEN CHEMISTRY, 2007, 9 (10) :1137-1140

[35] Effects of grinding processes on enzymatic degradation of wheat straw [J].

Silva, Gabriela Ghizzi D. ;

Couturier, Marie ;

Berrin, Jean-Guy ;

Buleon, Alain ;

Rouau, Xavier .

BIORESOURCE TECHNOLOGY, 2012, 103 (01) :192-200

[36]

Sluiter A., 2008, Lab. Anal. Proc., V1617, P1

[37] Al-modified heteropolyacid facilitates alkyl levulinate production from cellulose and lignocellulosic biomass: Kinetics and mechanism studies [J].

Tao, Chaonan ;

Peng, Lincai ;

Zhang, Junhua ;

He, Liang .

FUEL PROCESSING TECHNOLOGY, 2021, 213

[38] Mixed-acid systems for the catalytic synthesis of methyl levulinate from cellulose [J].

Tominaga, Ken-ichi ;

Mori, Atsushi ;

Fukushima, Yuriko ;

Shimada, Shigeru ;

Sato, Kazuhiko .

GREEN CHEMISTRY, 2011, 13 (04) :810-812

[39] A comprehensive mechanistic kinetic model for dilute acid hydrolysis of switchgrass cellulose to glucose, 5-HMF and levulinic acid [J].

Yan, Lishi ;

Greenwood, Ava A. ;

Hossain, Akram ;

Yang, Bin .

RSC ADVANCES, 2014, 4 (45) :23492-23504

[40] Catalyzing Cascade Production of Methyl Levulinate from Polysaccharides Using Heteropolyacids HnPW11MO39 with Bronsted/Lewis Acidic Sites [J].

Zhang, Xueyan ;

Li, Yue ;

Xue, Lifang ;

Wang, Shengtian ;

Wang, Xiaohong ;

Jiang, Zijiang .

ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (01) :165-176

← 1 2 3 4 5 →