苯选择性加氢制环己烯催化技术研究进展
亢丽娜
阳煤集团 太原化工新材料有限公司,山西 太原 030400
Research progress on catalysts for selective hydrogenation of benzene to cyclohexene
Kang Lina
Taiyuan Chemical Industry New Material Company, Yang Quan Coal Industry (Group) Corporation Ltd.,
Taiyuan 030400, China
摘要 综述了苯选择性加氢制环己烯催化剂,重点阐述了郑州大学开发的系列苯选择性加氢催化剂,提出苯选择加氢催化技术路线环境友好、节约资源,使我国成为世界上第二个实现工业化并拥有自主知识产权的国家,但该催化剂生产应用中会存在流失及调控困难等问题,今后应研发更加成熟的苯选择加氢技术,制备出使用简单、性能更加优异的催化剂。
关键词 :
苯 ,
选择性加氢 ,
环己烯 ,
钌催化剂
Abstract :The catalyst of selective hydrogenation of benzene to cyclohexene was summarized,and It the series of benzene selective hydrogenation catalyst developed by Zhengzhou University were focused on.It is suggested because the technical route of benzene selective hydrogenation catalytic technology is environmentally friendly and because the resource-efficient. China has become the second country in the world to achieve industrialization and own independent intellectual property rights. However, there are some problems in the production and application of this catalyst, such as loss and difficulty in regulation,so in the future, more mature benzene selective hydrogenation technology should be developed, and catalysts with better simple performance should be prepared.
Key words :
benzene
selective hydrogenation
cyclohexene
Ru catalyst
作者简介 : 亢丽娜( 1988— ),女,山西忻州人,硕士。
1 ] 赵立芳,郭进宝. 环己烯合成方法研究[ J ]. 精细石油化工进展,2004,5( 7 ):19 - 23.
[ 2 ] Drinkard W C. Catalysts and catalysts system for selective partial hydrogenation: DE, 2221137A[ P ]. 1972.
[ 3 ] Drinkard W C. A heterogeneous system for selective partial hydro-
genation: NL, 7205832[ P ]. 1972.
[ 4 ] 贾继飞,张 涛,徐竹生,等. 苯选择加氢制环己烯的研究进展[ J ]. 精细石油化工,1997( 3 ):46 - 50.
[ 5 ] Horiuti I, Polanyi M. The Mechanism of Benzene Hydrogenation Trans[ J ]. Faraday Soc, 1934, 30:1 164 - 1 172.
[ 6 ] R Truffault. Catalytic hydrogenation of aromatic hydrocarbons in liquid media in the presence of nickel black and phosphoric anhydride[ J ]. Bull Soc Chem, 1934,5( 1 ):391 - 406.
[ 7 ] Anderson J R. The Catalytic Hydrogenation of Benzene and Toluene over Evaporated Films of Nickel and Tungsten[ J ]. Aust J Chem, 1957, 10:409 - 416.
[ 8 ] Hartog F, Zwietering P. Olefins as Intermediates in the hydrogena-
tion of Aromatic Hydrocarbons[ J ]. J Catal, 1963, 2:79 - 81.
[ 9 ] Johnson M M, Nowack G P. Selective hydrogenation of aromatics:US, 3793383[ P ]. 1974.
[ 10 ] Nowack G P, Johnson M M. Hydrogenation catalysts: US, 4401640[ P ]. 1975.
[ 11 ] Niwa S I, Mizukami F, Isoyama S, et al. Selective Hydrogenation of Benzene to Cyclohexene with ruthenium Catalysts prepared by a chemical Mixing Procedure[ J ]. Preparation and Properties of the Catalysts J Mol Catal, 1986, 34:247 - 249.
[ 12 ] Mallat T, Baiker A. Selectivity Enhancement in Heterogeneous Catalysis Induced by Reaction Modifiers[ J ]. Appl Catal A:Gen,
2000,200:3 - 22.
[ 13 ] Mazzieri V, Figolia N, Pascualb F C, et al. Effect of the Support on the Selective Hydrogenation of Benzene over Ruthenium Catalysts. I.Al2O3 and SiO2 [ J ]. Catal lett, 2005, 102:1 - 2.
[ 14 ] Da-Costa P Z, Landers R, Cobo A J G.Thermal Treatment Effects on the Ru/CeO2 Catalysts Performance for Partial Hydrogenation of Benzene[ J ]. Appl Surf Sci, 2008,254:6 849 - 6 853.
[ 15 ] 王海荣. 苯选择加氢制环己烯新型Ru催化剂的研究[ D ]. 郑州大学,2001.
[ 16 ] 王栋斌. Zn含量对Ru-Zn催化剂性能和寿命的影响[ D ]. 郑州大学,2010.
[ 17 ] 孙海杰. [ Zn(OH)2]3 (ZnSO4) (H2O)x 修饰的Ru催化剂上苯选择加氢制环己烯[ D ]. 郑州大学,2013.
[ 18 ] 张元馨. 苯选择加氢催化剂活性选择性调变方法和调变机理[ D ]. 郑州大学,2015.
[ 19 ] 孙海杰,郭 伟,周小莉,陈志浩,刘仲毅,刘寿长. 非晶态合金Ru基催化剂在苯选择加氢中的应用进展[ J ]. 催化学报,2011( 1 ):33 - 36.
[ 20 ] 袁吴魏,姚志龙. 苯选择性加氢制备环己烯技术进展[ J ]. 化工进展,2010( S2 ):105 - 107.
[ 21 ] 张向京,郭欣欣,赵 莹,等. 微乳体系中苯部分加氢制备环己烯[ J ]. 河北科技大学学报,2010( 1 ):25 - 28.
[ 22 ] 黄振旭,刘寿长. 苯加氢制环己烯Ru-Zn/ZrO2催化剂的制备和表征[ J ]. 河南化工,2009( 6 ):56 - 58.
[ 23 ] 龙 帅,张爱清,刘汉范. 铂纳米簇/聚酰亚胺杂化膜反应器的制备及其在催化苯部分加氢中的应用[ N ]. 催化学报,2009 - 4.
[ 24 ] 宋 颖,金长青,薛 伟,等. Ru-Zn@SiO2催化苯选择加氢制环己烯研究[ N ]. 河北工业大学学报,2009 - 1.
[ 25 ] 余加祐,王明章,张秀玲,等. 固载化离子液体在催化加氢反应中的研究进展[ N ]. 大连工业大学学报,2008 - 2.
[ 26 ] 秦会安,黄振旭,刘寿长. 苯选择加氢制环己烯无负载Ru-Zn-B催化剂的研究[ J ]. 信阳师范学院学报( 自然科学版 ),2007( 3 ):23 - 25.
[ 27 ] 魏作君,黄 勇,刘迎新. 离子液体在非均相催化反应中的应用研究进展[ J ]. 现代化工,2007( 5 ):36.
[ 28 ] Shouchang Liu, Zhongyi Liu, Shuhui Zhao.Study on the Nanosized Amorphous Ru-Fe-B/ZrO2 Alloy Catalyst for Benzene Selective Hydrogenation to Cyclohexene[ J ]. Journal of Natural Gas Chemi-
stry,2006( 4 ):45 - 47.
[1]
代文艳1,胡金环2,郝长青3. 气相色谱法分析甲苯二异氰酸酯方法优化 [J]. 煤炭与化工, 2018, 41(6): 149-150,160.
[2]
李新明. S -( + )- 4 -( 2 -甲基丁基 )联苯酚的定量分析 [J]. 煤炭与化工, 2018, 41(4): 154-156.
[3]
李占圣,许云凤,刘芃岩. 不同溶剂和光源下六溴苯的光降解研究 [J]. 煤炭与化工, 2018, 41(3): 5-8,19.
[4]
刘贵宁. 苯甲酸加氢膜分离精制CCA工艺研究 [J]. 煤炭与化工, 2018, 41(1): 68-72.
[5]
申宏丹,孙开进,项东升,颜淑芹. 活性炭吸附硝基苯乙酮同分异构体的研究 [J]. 煤炭与化工, 2017, 40(7): 19-21,152.
[6]
张晓阳1, 辛纪衡2,刘晓莲1,吕学松1,刘培臻1, 刘 毅1. 常温下合成对乙酰氨基苯酚 [J]. 煤炭与化工, 2017, 40(6): 30-32.
[7]
吕学松1,辛纪衡2,刘晓莲1,徐亚威1,刘培臻1, 张晓阳1, 刘 毅1. 叶酸合成新方法研究 [J]. 煤炭与化工, 2017, 40(5): 69-71.
[8]
夏万东. 4-乙烯基-2,3-二氢苯并呋喃的合成
[J]. 煤炭与化工, 2017, 40(3): 81-82.
[9]
闫 皙. 苯催化加氢制环己烯Ru系催化剂共沉淀法的制备 [J]. 煤炭与化工, 2017, 40(3): 86-90.
[10]
刘 坤. 利用高效液相色谱法测定食品中苯甲酸和山梨酸及糖精钠的含量 [J]. 煤炭与化工, 2017, 40(3): 91-93.
[11]
刘芃岩,孟 坛,路佳良,杨金新,高 兰. 不同溶剂和光源下十溴联苯醚光降解动力学研究 [J]. 煤炭与化工, 2017, 40(2): 16-19,56.
[12]
李 科,杨军锋,贺军利. 头孢曲松钠溶媒釜残中2-巯基苯并噻唑提纯工艺的研究 [J]. 煤炭与化工, 2016, 39(9): 85-87.
[13]
乔 珍. 负压脱苯工艺在焦化厂的应用研究 [J]. 煤炭与化工, 2016, 39(4): 147-149,152.
[14]
方卫东,史雪芳,王 芳,丁克鸿,薛守兆. SnO催化合成偏苯三酸三辛酯 [J]. 煤炭与化工, 2015, 38(7): 83-84,155.
[15]
刘媛媛,马天娇,张琬莹,徐 闯,田 田,薛佳伟,郭立达. 混胺硫酸拆分生产工艺研究 [J]. 煤炭与化工, 2015, 38(7): 77-79.