改性阳离子交换树脂催化转化葡萄糖制备5-羟甲基糠醛
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摘要
以二甲亚砜做溶剂,用改性的732阳离子交换树脂为催化剂,以葡萄糖为原料,制备了5-羟甲基糠醛(5-HMF)。考察了改性离子种类、催化剂用量、葡萄糖浓度、反应温度、反应时间等因素对葡萄糖转化5-羟甲基糠醛的影响,用高效液相色谱对产物中5-羟甲基糠醛的含量进行分析。结果表明:在相同条件下,Sn2+改性后的阳离子交换树脂的催化活性最高。反应温度为160℃,催化剂、葡萄糖、溶剂的质量比为1∶5∶10,反应时间4 h,5-羟甲基糠醛的收率最高,可达到46.6%。
The preparation of 5-hydromethylfurfural(5-HMF) from glucose catalyzed by modified 732 cation exchange resin was studied with dimethyl sulfoxide as solvent. The effect of the type of cation, catalyst dosage, glucose concentration, reaction temperature and reaction time on the synthesis of 5-HMF by catalytic conversion of glucose was investigated. High-performance liquid chromatography(HPLC) was used to analyze the concentration of 5-HMF in reaction product. It was found that 732 cation exchange resin modified by Sn2+ ions exhibited higher catalytic activity than that modified by other cations. The optimum conditions were determined as followed: the reaction temperature 160 ℃; the mass ratio of catalyst to glucose to solvent 1:5:10; the reaction time 4 h. The yield of 5-HMF was as high as 46.6% under the optimum condition.
The preparation of 5-hydromethylfurfural(5-HMF) from glucose catalyzed by modified 732 cation exchange resin was studied with dimethyl sulfoxide as solvent. The effect of the type of cation, catalyst dosage, glucose concentration, reaction temperature and reaction time on the synthesis of 5-HMF by catalytic conversion of glucose was investigated. High-performance liquid chromatography(HPLC) was used to analyze the concentration of 5-HMF in reaction product. It was found that 732 cation exchange resin modified by Sn2+ ions exhibited higher catalytic activity than that modified by other cations. The optimum conditions were determined as followed: the reaction temperature 160 ℃; the mass ratio of catalyst to glucose to solvent 1:5:10; the reaction time 4 h. The yield of 5-HMF was as high as 46.6% under the optimum condition.
引文
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[14]车淳山,黄清,孔纲,等.用732强酸性阳离子交换树脂去除铬酸盐钝化液中的锌离子[J].电镀与涂饰,2014,33(16):694-697.
[15]邓悦,张瑞娜,周涛,等.732型阳离子交换树脂对渗滤液中Ca2+、Mg2+的去除[J].环境污染与防治,2017,39(2):179-184+190.
[16]黄清.钝化液中的锌对镀锌件铬酸盐钝化的影响及铬酸盐钝化液再生研究[D].广州:华南理工大学,2015.
[17]郭浩.732钠型阳离子交换树脂对Pb2+的去除特性及机理研究[D].武汉:华中科技大学,2013.
[18]周洁,任庆功,潘晶晶,等.Ce4+改性阳离子交换树脂催化环氧化反应的研究[J].离子交换与吸附,2015,31(04):359-369.
[2]Luqman Atanda,Abhijit Shrotri,Swathi Mukundan,et al.Direct Production of 5-Hydroxymethylfurfural via Catalytic Conversion of Simple and Complex Sugars over Phosphated Ti O2[J].ChemSusChem2015,8:2907-2916.
[3]李林,魏海峰,张兰,等.5-羟甲基糠醛类用于制备神经系统用药的用途[P].中国专利:1565438,2005-01-19.
[4]李林,张兰,楚晋,等.5-羟甲基糠醛在制备防治神经退行性疾和认知损害的药品和保健品中的用途[P].中国专利:1504188,2004-06-16.
[5]严永清,朱丹妮,陈婷,等.5-羟甲基-2-糠醛的医药用途[P].中国专利:1182589,1998-05-27.
[6]叶昌伦,杜利成.鞣革剂用5-羟甲基糠醛/双氰胺树脂的制备及应用[J].中国交联剂,2016(12):1-5.
[7]Xinhua Qi,Masaru Watanabe,Taku M.Aida,et al.Catalytical conversion of fructose and glucose into 5-hydroxymethylfurfural in hot compressed water by microwave heating[J].Catalysis Communications,2008,9(13):2244-2249.
[8]Junjie Li,Yubo Ma,Lei Wang,et al.Catalytic Conversion of Glucose into 5-Hydroxymethylfurfural by Hf(OTf)4 Lewis Acid in Water[J].Catalysts,2016,6(1):1.
[9]Gen Yong,Yugen Zhang,Jackie Y.Ying.Efficient Catalytic System for the Selective Production of 5-Hydroxymethylfurfural from Glucose and Fructose[J].Angewandte Chemie,2008,47(48):9485-9488.
[10]Eranda Nikolla,Yuriy Román-Leshkov,Manuel Moliner,et al.“One-Pot”Synthesis of 5-(Hydroxymethyl)furfural from Carbohydrates using Tin-Beta Zeolite[J].ACS Catalysis,2011(1):408-410.
[11]余开荣,庄军平,王兰英,等.固体酸催化果糖合成5-羟甲基糠醛研究进展[J].应用化工,2017,46(9):1792-1796+1800.
[12]邱果,王新承,黄崇品,等.磷钨酸盐催化蔗糖制备5-羟甲基糠醛[J].有机化学,2018,38(4):940-948.
[13]程少鹏.固体酸催化剂催化果糖生成5-羟甲基糠醛的研究[D].郑州:河南工业大学,2018.
[14]车淳山,黄清,孔纲,等.用732强酸性阳离子交换树脂去除铬酸盐钝化液中的锌离子[J].电镀与涂饰,2014,33(16):694-697.
[15]邓悦,张瑞娜,周涛,等.732型阳离子交换树脂对渗滤液中Ca2+、Mg2+的去除[J].环境污染与防治,2017,39(2):179-184+190.
[16]黄清.钝化液中的锌对镀锌件铬酸盐钝化的影响及铬酸盐钝化液再生研究[D].广州:华南理工大学,2015.
[17]郭浩.732钠型阳离子交换树脂对Pb2+的去除特性及机理研究[D].武汉:华中科技大学,2013.
[18]周洁,任庆功,潘晶晶,等.Ce4+改性阳离子交换树脂催化环氧化反应的研究[J].离子交换与吸附,2015,31(04):359-369.