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3 结论 Chemical Processes, 2013, 1(1): 1-15.
[11] AN X H, LIU J H, TANG Y F. Structural identification of alkyl
glycosides obtained from the conversion of canna starch by
通过过量溶剂浸渍法制备了固载型[HBth]HSO 4 immobilized α-amylase from aspergillus oryzae[J]. Starch-Starke,
催化剂([HBth]HSO 4 /HZSM-5)用于催化合成烷基 2016, 69: 3-4.
[12] HOU H, LI Z, YING A, et al. Application of task-specific ionic
糖苷,通过 FTIR、BET、FESEM 以及 XRD 等表征, liquids to knoevenagel condensation[J]. Chinese Journal of Organic
证明了[HBth]HSO 4 成功负载到 HZSM-5 分子筛表面 Chemistry, 2014, 34(7): 1277-1287.
[13] WASSERSCHEID P, KEIM W. Ionic liquids—New "solutions" for
及孔道内。合成辛基糖苷最佳反应条件为:催化剂
transition metal catalysis[J]. Angewandte Chemie International
用量 1.5%,反应温度为 105 ℃,n(正辛醇)∶n(葡萄 Edition, 2000, 39(21): 3772-3789.
糖 )=6∶ 1。 在此条件下 ,辛基糖苷 得率最高达 [14] PLECHKOVA N V, SEDDON K R. Cheminform abstract:
Applications of ionic liquids in the chemical industry[J].
148.86%,催化剂使用 4 次后,糖苷得率仍能达到 Cheminform, 2008, 39(17): 123-150.
142.14%。底物拓展结果表明,该催化剂具有良好的 [15] ZHANG H F (张海飞), LIU D M (刘冬梅), KANG T T (康婷婷),
et al. Synthesis of novel benzothiazolium ionic liquids and research
底物适用性。催化剂稳定性研究表明,活性组分流 on their catalytic esterification for ricinoleic acid[J]. Chinese Journal
失是造成催化剂失活的主要原因。 of Organic Chemistry (有机化学), 2016, 36(5): 1104-1110.
[16] CHRISTIAN P, MEHNER T. Supported ionic liquid catalysis[J].
在反应温度 85~115 ℃范围内建立了辛基糖苷合 Chemistry—A European Journal, 2004, 11(1): 50-56.
成反应的动力学模型,确定该过程为拟一级可逆反应, [17] SHI X J (史晓杰), XING K (邢侃), FAN H C (樊红超), et al.
+
得到了反应的正逆表观活化能 E a =28.101 kJ/mol 和 Advances in synthesis and modification of HZSM-5 zeolite[J].
Inorganic Chemicals Industry (无机酸工业), 2016, 48(2): 6-8.
–
E a =30.012 kJ/mol;正逆反应指前因子分别为 k 0 = [18] SHAO G Y (邵光印), ZHANG Y L (张玉龙), ZHANG Z P (张征
–1
2
2
–1
8.54×10 min 和 k′ 0 =3.11×10 min 。 湃), et al. CO 2 hydrogenation over Fe catalysts supported on
HZSM-5 zeolite with different ratios of Si/Al[J]. CIESC Journal (化
本实验所采用的固载型[HBth]HSO 4 催化剂较 工学报), 2017, 68(2): 670-678.
传统催化剂缩短了反应时间,并且实现了催化剂的 [19] CHEN L D, WANG X S, GUO X W, et al. In situ nanocrystalline
HZSM-5 zeolites encaged heteropoly acid H 3PMo 12O 40 and Ni
循环,对实现烷基糖苷生产的绿色化和低成本具有 catalyst for hydroconversion of n-octane[J]. Chem Eng Sci, 2007,
重要意义,为糖苷类新型表面活性剂的发展进步提 62(16): 4469-4478.
[20] JIN R (金瑞), LIU J W (刘建文). Method for preparing alkyl
供了技术支撑。 glycoside: CN109369737A[P]. 2019-02-22.
[21] PENG C H (彭长宏). YU F (余芳). CHENG X S (程晓苏). Ionic
参考文献: liquid supported in artificial zeolite[J]. Environmental Science &
Technology(环境科学与技术), 2011, 34(9): 114-118.
[1] ZOU X Y (邹新源), LUO W L (罗文利), ZHOU X Y (周新宇).
Synthesis and application development of alkyl glucoside derivatives [22] ZHANG Q (张倩). One-step synthesis of green surfactant of APG[J].
[J]. Applied Chemical Industry (应用化工), 2015, 44(10): 1916-1920. Fine and Specialty Chemicals (精细与专用化学品), 2020, 20(4):
29-32.
[2] WANG Z N (王仲妮), WANG Y (王燕), LI G Z (李干佐), et al. [23] SONG X R (宋晓锐), CUI Y D (崔英德), GUO J W (郭建维).
Progress in physico-chemistry properties for alkyl polyglycosides[J].
China Surfactant Detergent & Cosmetics (日用化学工业), 2002, Synthesis of alkyl glycoside by trams-glycosylation[J]. Modern
Chemical Industry (现代化工), 1999, 19(9): 30-31.
32(3): 47-50.
[3] BHOYRUL B, SOLMAN L, KIRK S, et al. Patch testing with alkyl [24] LAN R H (蓝仁华), OUYANG X P (欧阳新平), YANG Z R (杨卓
如), et al. Influence of average degree of polymerization on properties
glucosides: Concomitant reactions are common but not ubiquitous[J]. of dodecyl polyglycosides[J]. Journal of Chemical Engineering of
Contact Dermatitis, 2019, 80(5): 286-290. Chinese Universities (高校化学工程学报), 2000, 14(5): 52-54.
[4] BOUXIN F, SINISA M, BRAS J L, et al. Direct conversion of xylan [25] DENG J L (邓加林), SHANG X Q (尚小琴), LIU R F (刘汝锋),
into alkyl pentosides[J]. Carbohydrate Research, 2010, 345(17): et al. Preparation and surface properties of cassava starch-based
2469-2473. dodecylycoside[J]. Chemical Industry and Engineering Progress(化
[5] XU L P (许丽萍). Production technology overview and application 工进展), 2014, 33(7): 1880-1883.
development of alkyl polyglucoside [J]. Shanghai Chemical Industry [26] ZHANG P (章平), YUAN H (袁浩), CHEN T X (陈天祥), et al,
(上海化工), 2016, 41(9): 48-51. Synthesis of potato starch-based alkyl polyglycoside[J]. Chemical
[6] XU G M, SHI T J. Synthesis of alkyl polyglycoside and its Industry and Engineering Progress ( 化工进展 ), 2006, 25(7):
application in the glyphosate[J]. Applied Mechanics and Materials, 807-810.
2015, 716/717: 126-129. [27] China National Light Industry Council. Alkylpolyglycosides: GB/T
[7] LIU X G (刘晓庚), SUN M (孙明), PENG D M (彭冬梅). Synthesis 19464—2004[S]. Beijing: China Standard Press (中国标准出版社),
and physicochemical property of starch-based alkyl polyglycoside[J]. 2004: 3-15.
Journal of the Chinese Cereals and Oils Association, 2011, 26(12): [28] WANG J X (王筠翔). Study on the green synthesis technics of
55-59. dicarboxylic acid esters of ethylene glycol butyl ether[D]. Nanjing:
[8] LIU X (刘祥), LEI Z G (雷自刚), MENG Z C(孟祖超), et al. Nanjing Forestry University (南京林业大学), 2013.
Catalytic synthesis of C 12-14 alkyl glycoside by solid acid and its [29] BEKKUM H V, JANSEN J C, FLANIGEN E M. Introduction to
performance determination[J]. Technology & Development of zeolite science and practice[M]. Amsterdam: Elsevier, 1991.
Chemical Industry (化工技术与开发), 2019, 48(10): 23-25, 67. [30] YANG Y L, YUAN K. Determination of the Lewis acidity of ionic
[9] YU B C (于兵川), WU H T (吴洪特). One stage synthetic method of liquids by means of an IR spectroscopic probe[J]. Chemical
2–
alkyl polyglucosides on complex solid superacid catalyst SO 4 /ZrO 2- Communications, 2004, 10(2): 226-227.
TiO 2[J]. Chemical World (化学世界), 2005, (10): 608-610, 613. [31] WU Q (吴芹), CHEN H (陈和), HAN M H (韩明汉), et al.
[10] RATHER M Y, MISHRA S. β-Glycosidases: An alternative enzyme Preparation of biodiesel oil from cottonseed oil catalyzed by ionic
based method for synthesis of alkyl-glycosides[J]. Sustainable liquids[J]. Petrochemical Technology (石油化工), 2006, 35(6):