全部 标题 作者
关键词 摘要

OALib Journal期刊
ISSN: 2333-9721
费用:99美元

查看量下载量

相关文章

更多...
化工学报  2015 

负载碱催化剂在Prins反应中的应用

DOI: 10.11949/j.issn.0438-1157.20150187, PP. 3911-3918

Keywords: 催化剂,固体碱,Prins反应,3-甲基-3-丁烯-1-醇,机理

Full-Text   Cite this paper   Add to My Lib

Abstract:

分别采用浸渍法和共沉淀法制备了负载金属氧化物的固体碱催化剂MnO/Al2O3(M=Na,K,Cs,Mg,Ca,Sr;n=1,2)和C-Cs2O/Al2O3,测定了催化剂的碱量和pKa值,分别采用CO2-TPD、X射线衍射、N2物理吸附表征了催化剂的物理化学性质。以异丁烯与多聚甲醛经Prins反应制备3-甲基-3-丁烯-1-醇(MBO)为体系考察催化剂活性。结果表明,催化剂的碱性和结构直接影响其催化活性,采用共沉淀法制备的Cs2O/Al2O3催化剂具有更强的碱性,表现出了优越的反应活性,甲醛的转化率和产物MBO的选择性分别为100.0%和86.0%。探讨了固体碱催化反应的机理,发现碱性位可以活化异丁烯的a-H,促进Prins反应。

References

[1]  Pillai U R, Sahle-Demessie E. Mesoporous iron phosphate as an active, selective and recyclable catalyst for the synthesis of nopol by Prins condensation [J]. Chem. Commun., 2004, (7): 826-827.
[2]  Villa A L, Correa L F, Alarcón E A. Kinetics of the nopol synthesis by the Prins reaction over tin impregnated MCM-41 catalyst [J]. Chem. Eng. J., 2013, 215/216: 500-507.
[3]  Costa V V, Bayahia H, Kozhevnikova E F, Gusevskaya E V, Kozhevnikov I V. Highly active and recyclable metal oxide catalysts for the Prins condensation of biorenewable feedstocks [J]. Chemcatchem., 2014, 6(7): 2134-2139.
[4]  Walter M, Schinzer D. Prins cyclization using magnesium halides: mild access to 4-halogenated polysubstituted tetrahydropyrans with a special feature [J]. Syn. lett., 2014, 25(6): 817-820.
[5]  Wang X Y, Wang T, Hua W M, Yue Y H, Gao Z. Synthesis of zirconia porous phosphate heterostructures (Zr-PPH) for Prins condensation [J]. Catal. Commun., 2014, 43: 97-101.
[6]  Sushkevich V L, Ordomsky V V, Ivanova I I. Synthesis of isoprene from formaldehyde and isobutene over phosphate catalysts [J]. Appl. Catal. A-Gen., 2012, 441: 21-29.
[7]  Hattori H. Heterogeneous basic catalysis [J]. Chem. Rev., 1995, 95(3): 537-558.
[8]  Yan S, DiMaggio C, Mohan S, Kim M, Salley S O. Advancements in heterogeneous catalysis for biodiesel synthesis [J]. Top. Catal., 2010, 53(11/12): 721-736.
[9]  Busca G. Bases and basic materials in industrial and environmental chemistry: a review of commercial processes [J]. Ind. Eng. Chem. Res., 2009, 48: 6486-6511.
[10]  Kouzu M, Hidaka J. Transesterification of vegetable oil into biodiesel catalyzed by CaO: a review [J]. Fuel, 2012, 93: 1-12.
[11]  Xie W, Peng H, Chen L. Transesterification of soybean oil catalyzed by potassium loaded on alumina as a solid-base catalyst [J]. Appl. Catal. A-Gen., 2006, 300(1): 67-74.
[12]  Kim M, DiMaggio C, Yan S, Salley S O, Ng K Y S. The effect of support material on the transesterification activity of CaO-La2O3 and CaO-CeO2 supported catalysts [J]. Green Chem., 2011, 13(2): 334-339.
[13]  Zhou Jinghong (周静红), Wang Xuefeng(王雪峰), Liu Guocai(刘国才), Sui Zhijun(隋志军), Zhou Xinggui(周兴贵), Yuan Weikang(袁渭康). Solid base supported Ru catalysts for sorbitol hydrogenolysis [J]. CIESC Journal(化工学报), 2014, 65: 2761-2769.
[14]  Li Weimin(李伟民), Zheng Xiaolin(郑晓林), Xu Chunming(徐春明), Xu Ge(徐鸽), Wu Guoying(邬国英). Preparation and its properties of biodiesel by using solid base catalyst [J]. Journal of Chemical Industry and Engineering(China)(化工学报), 2004, 56: 711-716.
[15]  Nesterenko N S, Ponomoreva O A, Yuschenko V V, Ivanova I I, Testa F, Di Renzo F, Fajula F. Dehydrogenation of ethylbenzene and isobutane over Ga-and Fe-containing mesoporous silicas [J]. Appl. Catal. A-Gen., 2003, 254(2): 261-272.
[16]  Kantam M L, Yadav J, Laha S, Sreedhar B, Bhargava S. Nanocrystalline magnesium oxide-stabilized molybdenum: an efficient heterogeneous catalyst for the aerobic oxidation of alcohols to carbonyl compounds [J]. Adv. Synth. Catal., 2008, 350(16): 2575-2582.
[17]  Boumaza A, Favaro L, Lédion J, Sattonnay G, Brubach J B, Berthet P, Huntz A M, Roy P, Tetot R. Transition alumina phases induced by heat treatment of boehmite: an X-ray diffraction and infrared spectroscopy study [J]. J. Solid State Chem., 2009, 182: 1171-1176.
[18]  Hattori H. Solid base catalysts: generation of basic sites and application to organic synthesis [J]. Appl. Catal. A-Gen., 2001, 222 (1/2): 247-259.
[19]  Yuan Q, Yin A X, Luo C, Sun L D, Zhang Y W, Duan W T, Liu H C, Yan C H. Facile synthesis for ordered mesoporous g-aluminas with high thermal stability [J]. J. Am. Chem. Soc., 2008, 130: 3465-3472.
[20]  Sun L B, Yang J, Kou J H, Gu F N, Chun Y, Wang Y, Zhu J H, Zou Z G. One-pot synthesis of potassium-functionalized mesoporous gamma-alumina: a solid superbase [J]. Angew. Chem. Int. Ed., 2008, 47(18): 3418-3421.
[21]  Spivey J J. Catalysis[M]. Cambridge: The Royal Society of Chemistry, 2000: 221.
[22]  Liu Jiquan(刘季铨), Li Liandi(李连地), Wen Xia(闻霞), Peng Weicai(彭伟才), Xiao Fukui(肖福魁), Wei Wei(魏伟), Sun Yuhan(孙予罕). Synthesis of 3-methyl-3-buten-1-ol via thermal formaldehyde-isobutene condensation [J]. Fine Chemicals(精细化工), 2011, 28(3) : 293-296.
[23]  Geng Zhang, Hideshi Hattoriand Kozo Tanabe. Aldol addition of acetone, catalyzed by solid base catalysts: magnesium oxide, calcium oxide, strontium oxide, barium oxide, lanthanum (Ⅲ) oxide and zirconium oxide [J]. Appl. Catal., 1988, 36: 189-197.
[24]  Guisnet M. Heterogeneous Catalysis and Fine Chemicals Ⅱ[M]. New York: Elsevier, 1993:35.
[25]  Meng X H, Wang Z X, Zhang R, Xu C M, Liu Z C, Wang Y D, Guo Q. Catalytic conversion of C4 fraction for the production of light olefins and aromatics [J]. Fuel Process. Technol., 2013, 116: 217-221.
[26]  Pandolfi L, Cafarelli P, Kaciulis S, Tomlinson A A. XPS analysis of several zeolitic and clay-based nanoporous materials for C4 hydrocarbon conversions [J]. Microporous. Mesoporous. Mater., 2008, 110(1): 64-71.
[27]  Wang W J, Shao L L, Cheng W P, Yang J G, He M Y. Br?nsted acidic ionic liquids as novel catalysts for Prins reaction [J]. Catal. Commun., 2008, 9: 337-341.
[28]  Ji M, Li X F, Wang J, Zhu J, Zhou L. Grafting SnCl4 catalyst as a novel solid acid for the synthesis of 3-methylbut-3-en-1-ol [J]. Catal. Today, 2011, 173(1): 28-31.
[29]  Arundale E, Mikeska L. The olefin-aldehyde condensation. The Prins reaction [J]. Chem. Rev., 1952, 51(3): 505-555.
[30]  Jyothi T M, Kaliya M L, Landau M V. A Lewis acid catalyst anchored on silica grafted with quaternary alkylammonium chloride moieties [J]. Chem. Commun., 2001, 40: 2881-2884.
[31]  Ghosh A K, Keyes C, Veitschegger A M. FeCl3-catalyzed tandem Prins and Friedel-Crafts cyclization: a highly diastereoselective route to polycyclic ring structures [J]. Tetrahedron. Lett., 2014, 55(30): 4251-4254.
[32]  Dumitriu E, Trong On D, Kaliaguine S. Isoprene by Prins condensation over acidic molecular sieves [J]. J. Catal., 1997, 170(1): 150-160.
[33]  Dumitriu E, Hulea V, Fechete I, Catrinescu C, Auroux A, Lacaze J F, Guimon C. Prins condensation of isobutylene and formaldehyde over Fe-silicates of MFI structure [J]. Appl. Catal. A-Gel., 1999, 181(1): 15-28.
[34]  Yashima T, Katoh Y, Komatsu T. Synthesis of 3-methyl-3-butene-1-ol from isobutene and formaldehyde on FeMCM-22 zeolites [J]. Stud. Surf. Sci. Catal., 1999, 125: 507-514.

Full-Text

Contact Us

service@oalib.com

QQ:3279437679

WhatsApp +8615387084133