SnO2-Pt/γ-Al2O3催化葡萄糖制备乳酸甲酯的研究

doi:10.3969/j.issn.0253-2417.2019.03.007

Abstract

Abstract:

SnO₂-Pt/γ-Al₂O₃ catalysts were prepared by impregnation method using γ-Al₂O₃ as supporter. The effects of reaction parameters, including reaction temperature, reaction time and amount of catalyst, on the catalytic conversion of glucose to methyl lactate(MLA) were investigated. The reusability of the catalysts and the scale-up experiments were also explored. SnO₂-Pt/γ-Al₂O₃ catalysts were characterized by scanning electron microscopy(SEM), X-ray photoelectron spectroscopy(XPS), X-ray diffraction(XRD), nitrogen adsorption-desorption, temperature programmed desorption(NH₃-TPD). The results showed that the metal Pt and SnO₂ were uniformly dispersed on the γ-Al₂O₃ supporter. The catalyst system had the distribution of B and L acid sites at the same time. The surface area was 117.08 m²/g, the pore volume was 0.23 cm³/g, and the average pore diameter was 6.54 nm. SnO₂-Pt/γ-Al₂O₃ exhibited high catalytic activity with the conversion of 92.63% for glucose and the selectivity of 20.08% for glucose 1 g, methyl lactate when the catalyst dosage 10%, the ratio of glucose to methanol 1:10(g:mL), the reaction temperature 220℃ and the reaction time 10 h. The catalyst exhibited good reusability and amplification stability. The conversion of glucose and selectivity of methyl lactate were 88.43% and 19.27% after reusing for three times, 86.27% and 18.71% respectively when the dosage of materials increased 10 times.

Key words: methyl lactate, SnO₂-Pt/γ-Al₂O₃, support, glucose, methanol

CLC Number:

TQ35

Zhen WANG,Yuanbo HUANG,Yunwu ZHENG,Jida WANG,Zhifeng ZHENG. Preparation of Methyl Lactate from Glucose Using SnO₂-Pt/γ-Al₂O₃ Catalyst[J]. Chemistry and Industry of Forest Products, 2019, 39(3): 49-56.

Figures/Tables 7

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References 25

1	CORMA A , IBORRA S , VELTY A . Chemical routes for the transformation of biomass into chemicals[J]. Chemical Reviews, 2007, 107 (6): 2411- 2502. doi: 10.1021/cr050989d
2	DATTA R , TSAI S P , BONSIGNORE P , et al. Technological and economic potential of poly(lactic acid) and lactic acid derivatives[J]. FEMS Microbiology Reviews, 1995, 16 (2/3): 221- 231.
3	DATTA R , HENRY M P . Lactic acid:Recent advances in products, processes and technologies. A review[J]. Journal of Chemical Technology and Biotechnology, 2006, 81 (7): 1119- 1129. doi: 10.1002/(ISSN)1097-4660
4	CHANG J . Vertec biosolvents on verge of breaking out with new replacement applications[J]. Chemical Market Reporter, 2002, 267 (4): 255- 256.
5	SHEN X L , XIA L M . Simultaneously saccharification and lactic acid fermentation for using cellulosic material as raw material in a coupling bioreactor[J]. Journal of Chemical Engineering of Chinese Universities, 2005, 19 (3): 356- 361.
6	沈介发, 张跃, 严生虎, 等. 乳酸甲酯的合成研究[J]. 精细化工中间体, 2007, 37 (4): 22- 23.
	SHEN J F , ZHANG Y , YAN S H , et al. Study on synthesis of methyl lactade[J]. Fine Chemical Intermediates, 2007, 37 (4): 22- 23.
7	AIDA T M , TAJIMA K , WATANABE M , et al. Reactions of d-fructose in water at temperatures up to 400℃ and pressures up to 100 MPa[J]. Journal of Supercritical Fluids, 2007, 42 (1): 110- 119. doi: 10.1016/j.supflu.2006.12.017
8	常翠荣, 王华, 韩金玉. 固体酸表面B酸和L酸与果糖转化制乳酸甲酯产物分布[J]. 化工学报, 2015, 66 (9): 3428- 3436.
	CHANG C R , WANG H , HAN J Y . Relationship between Brφnsted and Lewis acid sites on solid acid surface and product distribution from transformation of fructose to methyl lactate[J]. CIESC Journal, 2015, 66 (9): 3428- 3436.
9	刘模, 姜绍通, 郑志, 等. 阳离子交换树脂床催化乳酸与甲醇酯化工艺的优化[J]. 精细化工, 2009, 26 (4): 264- 369.
	LIU M , JIANG S T , ZHENG Z , et al. Optimization of technology for methyl lactate esterification in fixed bed with cation exchange resin as catalyst[J]. Fine Chemicals, 2009, 26 (4): 364- 369.
10	魏荣宝, 梁娅, 吕金魁, 等. 改性HZSM-5分子筛催化合成乳酸酯的研究[J]. 化学工业与工程, 1995, 12 (1): 21- 26.
	WEI R B , LIANG Y , LÜ J K , et al. The synthesis of lactates by using modified HZSM-5 as catalyst[J]. Chemical Industry and Engineering, 1995, 12 (1): 21- 26.
11	刘镇, 冯刚, 潘春燕, 等. Sn-MCM-41与SnO₂/SiO₂催化转化生物质基碳水化合物制乳酸甲酯[J]. 催化学报, 2012, 33 (10): 1696- 1705.
	LIU Z , FENG G , PAN C Y , et al. Conversion of biomass-derived carbohydrates to methyl lactate using Sn-MCM-41 and SnO₂/SiO₂[J]. Chinese Journal of Catalysis, 2012, 33 (10): 1696- 1705.
12	LIU Z , LI W , PAN C Y , et al. Conversion of biomass-derived carbohydrates to methyl lactate using solid base catalysts[J]. Catalysis Communications, 2011, 15 (1): 82- 87.
13	胡金飞.金属有机框架: SnCl₄/高分子复合物的制备及其催化糖转化的性能研究[D].武汉:华中农业大学, 2016.
	HU J F. Metal organic framework: Preparation of SnCl₄ and polymer complex and its catalytic conversion of sugar of performance research[D]. Wuhan: Huazhong Agricultural University, 2016.
14	NEMOTO K , HIRANO Y , HIRATA K , et al. Cooperative In-Sn catalyst system for efficient methyl lactate synthesis from biomass-derived sugars[J]. Applied Catalysis B:Environmental, 2016, 183, 8- 17. doi: 10.1016/j.apcatb.2015.10.015
15	ZHOU L P , WU L , LI H J , et al. A facile and efficient method to improve the selectivity of methyl lactate in the chemocatalytic conversion of glucose catalyzed by homogeneous Lewis acid[J]. Journal of Molecular Catalysis A:Chemical, 2014, 388/389 (1): 74- 80.
16	HOLM M S , SARAVANAMURUGAN S , TAARNING E . Conversion of sugars to lactic acid derivatives using heterogeneous zeotype catalysts[J]. Science, 2010, 328 (5978): 602- 605. doi: 10.1126/science.1183990
17	LI L , STROOBANTS C , LIN K F , et al. Selective conversion of trioses to lactates over Lewis acid heterogeneous catalysts[J]. Green Chemistry, 2011, 13 (5): 1175- 1181. doi: 10.1039/c0gc00923g
18	王立新, 吕喜蕾, 阮厚航, 等. 近临界甲醇中NiO催化生物质糖转化制备乳酸甲酯的研究[J]. 高校化学工程学报, 2017, 31 (4): 841- 847.
	WANG L X , LÜ X L , RUAN H H , et al. A study on catalytic conversion of biomass-derived carbohydrates to methyl lactate by NiO in near-critical methanol[J]. Journal of Chemical Engineering of Chinese Universities, 2017, 31 (4): 841- 847.
19	陈谦, 黄嘉若, 银董红, 等. 微晶纤维素在SnO_x/γ-Al₂O₃催化剂上的催化醇解反应研究[J]. 精细化工中间体, 2014, 44 (1): 51- 56.
	CHEN Q , HUANG J R , YIN D H , et al. The studies on catalytic alcoholysis of microcrystalline cellulose over the catalysts of SnO_x/γ-Al₂O₃[J]. Fine Chemical Intermediates, 2014, 44 (1): 51- 56.
20	岳孝阳, 李林峰, 李吉凡, 等. 有机碱协同SnCl₂·2H₂O催化葡萄糖转化制备乳酸甲酯[J]. 工业催化, 2017, 25 (11): 65- 68.
	YUE X Y , LI L F , LI J F , et al. Preparation of methyl lactate from glucose catalyzed by organic alkali promoted SnCl₂ catalyst[J]. Industrial Catalysis, 2017, 25 (11): 65- 68.
21	YANG H , COUTANCEAU C , LÉGER J M , et al. Methanol tolerant oxygen reduction on carbon-supported Pt-Ni alloy nanoparticles[J]. Journal of Electroanalytical Chemistry, 2005, 576 (2): 305- 313. doi: 10.1016/j.jelechem.2004.10.026
22	DE C F , DUSSELIER M , VAN R R , et al. Fast and selective sugar conversion to alkyl lactate and lactic acid with bifunctional carbon-silica catalysts[J]. Journal of the American Chemical Society, 2012, 134 (24): 10089- 10101. doi: 10.1021/ja301678w
23	KWOKA M , LYSON-SYPIEN B , KULIS A , et al. Surface properties of SnO₂ nanowires deposited on Si substrate covered by Au catalyst studies by XPS, TDS and SEM[J]. Nanomaterials, 2018, 8 (9): 738. doi: 10.3390/nano8090738
24	LEE E H , JEON M J , JEON J K , et al. In situ catalytic pyrolysis of miscanthus over modified SBA-15 catalysts using Py-GC/MS[J]. Journal of Nanoscience & Nanotechnology, 2014, 14 (3): 2343- 2351.
25	ANSARI K B , ARORA J S , CHEW J W , et al. Effect of temperature and transport on the yield and composition of pyrolysis-derived bio-oil from glucose[J]. Energy & Fuels, 2018, 32 (5): 6008- 6021.

使用次数/次 using time	葡萄糖转化率/% conversion of glucose	乳酸甲酯选择性/% selectivity of MLA
1	92.63	20.08
2	89.71	19.64
3	88.43	19.27

[1]	CAO Dan, MING Wei, QI Liyan, ZHAO Yinping, GAO Qinwei. Preparation and Properties of Poly(Lactic Acid) Stereocomplex Containing Glucose Groups [J]. Chemistry and Industry of Forest Products, 2018, 38(5): 17-22.
[2]	YE Jiewang, JIANG Jianchun, JIN Zhenfu, ZHANG Weigang, ZHANG Xiaochun. Depolymerization of Lignin Catalyzed by Complex Metal Oxide in Supercritical Methanol [J]. Chemistry and Industry of Forest Products, 2018, 38(4): 52-60.
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[4]	ZHOU Shuai, MIAO Qingxian, HUANG Liulian, CHEN Lihui. Research Progress in Hemicellulose-based Functional Materials [J]. Chemistry and Industry of Forest Products, 2017, 37(6): 10-18.
[5]	PAN Qingqing, ZHANG Jun, WU Zhen, LI Xun, ZHANG Yu, WANG Fei. Liquefaction of Corncob with Solid Acid as Catalyst in Near-critical Methanol-cyclohexane [J]. Chemistry and Industry of Forest Products, 2017, 37(6): 73-80.
[6]	LI Zengyong, LIU Ying, WU Shubin. Preparation and Application of Carbonized Sugarcane Bagasse Supported Ruthenium Catalysts [J]. Chemistry and Industry of Forest Products, 2017, 37(5): 61-67.
[7]	HU Bin, LU Qiang, JIANG Xiaoyan, ZHANG Zhenxi, DONG Changqing. Pyrolytic Dehydration Reactions of β-D-Glucopyranose Catalyzed by Phosphoric Acid Using Density Functional Theory [J]. Chemistry and Industry of Forest Products, 2017, 37(1): 43-53.
[8]	LIN Yan, FANG Gui-gan. Preparation and Swelling Property of pH-Sensitive Glucose-based Hydrogels [J]. Chemistry and Industry of Forest Products, 2016, 36(4): 73-78.
[9]	LIANG Long, FANG Gui-gan, CUI Hong-hui, WU Ting, ZHANG Xin-min, ZHAO Zhen-yi. Fast Identification of Wood Species by Near Infrared Spectroscopy Coupling with Support Vector Machine [J]. Chemistry and Industry of Forest Products, 2016, 36(1): 55-60.
[10]	CHANG Jun-li, BAI Jing, CHANG Chun, ZHAO Shi-qiang, LI Hong-liang, FANG Shu-qi. Products Distribution of Glucose through Ethanolysis Reaction Catalyzed by Extremely Low Acid under High Temperature [J]. Chemistry and Industry of Forest Products, 2015, 35(6): 8-14.
[11]	XIA Hai-an;WANG Xiu-cong;XU Ran-ran;WU Pin;WU Yi-zhu;YANG Li;ZUO Song-lin. Influence of Brönsted and Lewis Acid Sites on Pyrolytic Behaviors of Cellulose over Zeolite-based Catalysts [J]. , 2013, 33(6): 29-36.
[12]	LIU Di;LIN Lu;ZENG Shan-shan;PENG Lin-cai. Conversion of Glucose into Butyl Levulinate over Solid Acid SO₄^2-/SnO₂ Catalyst [J]. , 2013, 33(2): 66-70.
[13]	OUYANG Jia;LI Xin;CHEN Mu;LIAN Zhi-na. Enhancement Effect of Exogenous Additives on Enzymatic Conversion of Moderate Temperature Alkali-treated Corn Stover Residue [J]. , 2012, 32(4): 5-9.
[14]	JIA Yu-jie;JIANG Jian-chun;SUN Kang. Preparation of Cathodic Catalyst in Direct Formic Acid Fuel Cell Using Activated Carbon Supported by Au-Ru Alloy [J]. , 2012, 32(3): 19-22.
[15]	QIN Qing;XU Hao;WANG Jin-qiao;DU Yun-ping;CHEN Wen-wen;ZHANG Zong-he;HUANG Jia-ling. Extract of Tara Tannin by Methanol [J]. , 2012, 32(2): 75-78.

Preparation of Methyl Lactate from Glucose Using SnO₂-Pt/γ-Al₂O₃ Catalyst

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Preparation of Methyl Lactate from Glucose Using SnO2-Pt/γ-Al2O3 Catalyst

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Preparation of Methyl Lactate from Glucose Using SnO₂-Pt/γ-Al₂O₃ Catalyst