Page 153 - 《精细化工》2020年第6期

第 6 期 缪艳丽，等: SnO 2 负载硅钨酸催化制备月桂酸单甘酯 ·1219·

Keggin heteropolyacids[J]. Reaction Kinetics, Mechanisms and
化能越低，越有利于反应的进行。所以，20HSiW/SnO 2
Catalysis, 2014, 111(1): 15-27.
是一种高效的合成 GML 的催化剂，以其为催化剂
[12] RAFIEE E, JOSHAGHANI M, TORK F, et al. Esterification of
催化合成 GML 的动力学方程为： mandelic acid catalyzed by heteropoly acid[J]. Journal of Molecular
dC  33.02  Catalysis A: Chemical, 2008, 283(1/2): 1-4.
r  A  26.98 exp  C C （9） [13] LI W Y, LIU Y Y, ZHENG H Y, et al. Molecular structure and

A 
B
d  Rt T  application of heteropolyacid (salt) catalysts for organic synthesis[J].
Chemical Industry and Engineering Progress, 2010, 29(2): 243-249.
3 结论 [14] SHU Q, LIU B, SONG S H, et al. Optimization of the tungsten/
molybdenum mixed heteropoly acid salt-catalyzed esterification
reaction conditions[J]. Nonferrous Metals Science and Engineering,
利用浸渍法制备金属氧化物负载硅钨酸催化剂，
2014, 5(6): 21-27.
其在催化甘油和月桂酸酯化反应中显示较好的催化 [15] HAN X X, CHEN K K, DU H, et al. Novel Keggin-type
活性。其中，20HSiW/SnO 2 催化剂具有最好的催化 H 4PVMo 11O 40-based ionic liquid catalysts for n-caprylic acid
esterification[J]. Journal of Taiwan Institute of Chemical Engineers,
活性和 GML 产率。强的 Brønsted 酸性以及硅钨酸 2016, 58: 203-209.
（Brønsted）与载体（Lewis）间的酸性协同效应是 [16] LENG Y, WANG J, ZHU D R, et al. Sulfonated organic heteropolyacid
salts: Recyclable green solid catalysts for esterifications[J]. Journal
其具有较好催化性能的原因。在反应温度 423 K、甘
of Molecular Catalysis A Chemical, 2009, 313(1/2): 1-6.
油/月桂酸物质的量比 5∶1、催化剂用量为月桂酸质 [17] XIE W L, WAN F. Biodiesel production from acidic oils using
量的 7%、反应时间 3 h 条件下，GML 产率为 78.9%。 polyoxometalate-based sulfonated ionic liquids functionalized
metal-organic frameworks[J]. Catalysis Letters, 2019: 1-14.
20HSiW/SnO 2 催化剂在催化制备 GML 过程中具有 [18] HAN X X, CHEN K K, YAN W, et al. Amino acid-functionalized
较好的稳定性，循环使用 5 次后仍显示较好的催化 heteropolyacids as efficient and recyclable catalysts for esterification
of palmitic acid to biodiesel[J]. Fuel, 2016, 165: 115-122.
性能，且该酯化反应表观活化能为 33.02 kJ/mol。 [19] ZHU S H, GAO X Q, DONG F, et al. Design of a highly active

SnO 2 负载硅钨酸型催化剂良好的催化性能可 silver-exchanged phosphotungstic acid catalyst for glycerol
esterification with acetic acid[J]. Journal of Catalysis, 2013, 306
为 GML 的规模化生产以及其他酯类的制备提供一
(10):155-163.
定的理论基础。 [20] PESARESI L, BROWN D R, LEE A F, et al. Cs-doped H 4SiW 12O 40
catalysts for biodiesel applications[J]. Applied Catalysis A: General,
参考文献： 2009, 360(1): 50-58.
[21] ZHU S H, ZHU Y L, GAO X Q, et al. Production of bioadditives
[1] GU Y (顾怡), HONG M (洪梅), ZHOU L (周路), et al. Advances in from glycerol esterification over zirconia supported heteropolyacids[J].
catalysts for synthesis of monoglyceride by esterification[J]. Chemical Bioresource Technology, 2013, 130(1): 45-51.
Industry Times (化工时刊), 2013, 27(6): 24-26. [22] KUMAR C R, PRASAD P S S, LINGAIAH N. Heteropoly tungstate
[2] WANG F, MARANGONI A G. Advances in the application of food supported on tin oxide catalysts for liquid phase benzylation of
emulsifier α-gel phases: Saturated monoglycerides, polyglycerol fatty anisole with benzyl alcohol[J]. Applied Catalysis A: General, 2010,
acid esters, and their derivatives[J]. Journal of Colloid & Interface 384(1/2): 101-106.
Science, 2016, 483: 394-403. [23] OLIVEIRA C F, DEZANETI L M, GARCIA F A C, et al.
[3] ZHU G Q (朱广琪). Synthesis, characterization and application of Esterification of oleic acid with ethanol by 12-tungstophosphoric
solid acid catalyst in preparation of monoglyceride laurate[D]. acid supported on zirconia[J]. Applied of Catalysis A General, 2010,
Hangzhou: Zhejiang Gongshang University (浙江工商大学), 2019. 372(2): 153-161.
[4] LIANG Z C (梁准成). Synthesis and properties of monoglyceride [24] ALCANIZ-MONGE J, EL BAKKALI B, TRAUTWEIN G, et al.
laurate derivatives [D]. Guangzhou: South China University of Zirconia-supported tungstophosphoric heteropolyacid as heterogeneous
Technology (华南理工大学), 2015. acid catalyst for biodiesel production[J]. Applied Catalysis B:
[5] GAO Y H (高永辉), CAO B F (曹伯锋), HUO M B (霍铭波). Environmental, 2018, 224: 194-203.
Synthesis of glycerol monolaurate by boric acid-protected hydroxyl [25] TALEBIAN-KIAKALAIEH A, AMIN N A S. Supported silicotungstic
group[J]. Synthetic Chemistry (合成化学), 2000, 8(2): 104-106. acid on zirconia catalyst for gas phase dehydration of glycerol to
[6] WANG J (王军), ZHOU X W (周晓微). Study on synthesis of acrolein[J]. Catalysis Today, 2015, 256: 315-324.
glycidyl laurate by catalysis[J]. Journal of Shanxi University of [26] LADERA R M, FIERRO J L G, OJEDA M, et al. TiO 2-supported
Science and Technology (陕西科技大学学报), 2007, 25(3): 24-27. heteropoly acids for low-temperature synthesis of dimethyl ether
[7] ABDULLAH A Z, GHOLAMI Z, AYOUB M, et al. Selective from methanol[J]. Journal of Catalysis, 2014, 312: 195-203.
monolaurin synthesis through esterification of glycerol using slfated [27] RAVEENDRA G, SRINIVAS M, PASHA N, et al. Heteropoly
zirconia-loaded SBA-15 catalyst[J]. Chemical Engineering tungstate supported on tantalum oxide: A highly active acid catalyst
Communications, 2016, 203(4): 496-504. for the selective conversion of fructose to 5-hydroxy methyl furfural[J].
[8] DENG Y Y (邓颖颖), YANG N (杨娜), XU X M (徐学明). Reaction Kinetics, Mechanisms and Catalysis, 2015, 115(2): 663-678.
Synthesis of monolaurate glyceride by aspergillus Niger lipase[J]. [28] HAN X X, KUANG Y Y, XIONG C H, et al. Heteropoly tungstate
Food Industry Technology (食品工业科技), 2012, 33(9): 209-211. supported on metal oxide catalysts for liquid phase oxidation of
[9] YANG L B ( 样良 保 ). Synthesis and characterization of 12- benzyl alcohol with hydrogen peroxide[J]. Journal of the Brazilian
silicotungstic acid based on Keggin structure[D]. Hefei: Anhui Chemical Society, 2018, 29(1): 88-98.
University (安徽大学), 2007. [29] LI F H, LI C J, CHEN J Y, et al. A green and sustainable approach
[10] LIANG J J (梁娟娟), Supported acidic ionic liquid catalyzed the for acetalization of benzaldehyde using tungstophosphoric acid
synthesis of ethyl laurate[D]. Hangzhou: Zhejiang Gongshang loaded on metal oxide catalysts[J]. Journal of the Chemical Society
University (浙江工商大学), 2018. of Pakistan, 2019, 41(5): 805-819.
[11] LU X F, YIN H B, SHEN L Q, et al. Reaction kinetics of the
esterification reaction between ethanol and acetic acid catalyzed by （下转第 1232 页）