纳米多相催化材料在常温反应中的应用

doi:10.16085/j.issn.1000-6613.2015.10.003

摘要/Abstract

摘要： 近年来,纳米材料在化学反应过程中扮演着越来越重要的角色。纳米材料作为多相催化剂,具有高活性、高选择性、高稳定性而且易于回收利用等优点。将精心设计的纳米材料用于催化一系列反应,使其在常温下进行,可以促进资源的高效利用和节能减排,在化工领域有着广阔的应用前景。本文详细介绍了以下几种类型的纳米材料,即金属纳米粒子材料、固载型金属离子复合物纳米材料、金属氧化物纳米材料和固体酸纳米材料。并阐述了上述纳米材料的结构特点及在催化方面的优势,同时结合实例,着重探讨了上述纳米材料作为多相催化剂在氧化反应、还原反应、偶联反应等多种节能高效反应中的应用。纳米材料因其多方面的优点以及广阔的应用范围,是一种极具发展潜力的多相催化材料。

关键词: 多相催化, 纳米材料, 常温反应

Abstract: Currently, nanomaterials are playing an increasingly important role in chemical reaction processes because the employment of nanomaterials as heterogeneous catalysts could achieve high activity, selectivity, and stability. Reactions proceeded at room temperature employing well-designed nanomaterials as heterogeneous catalysts will promote efficient energy utilization and thus protect environment, which would have a broad applications in chemical engineering. In this review, a variety of nanomaterials are introduced, including metal and metal oxide nanoparticles, grafting metal complexes and solids acid and their structure characteristic and employment in various room-temperature reactions, such as oxidation, hydrogenation, and coupling reactions. Nanomaterials will become promising heterogeneous catalytic materials due to their advantages and wide applications in many aspects.

Key words: heterogeneous catalysis, nanomaterials, room-temperature reactions

中图分类号:

TQ21

周颖, 陈立宇, 李映伟. 纳米多相催化材料在常温反应中的应用[J]. 化工进展, 2015, 34(10): 3530-3539.

ZHOU Ying, CHEN Liyu, LI Yingwei. Nanomaterials as heterogeneous catalysts for room-temperature catalytic transformations[J]. Chemical Industry and Engineering Progree, 2015, 34(10): 3530-3539.

参考文献

[1] Vivek P,Rafael L,et al. Megnetically recoverable nanocatalysts[J]. Chemical Reviews,2011,111(5):3036-3075.

[2] Schlogl R,Abd Hamid S B,Sharifah B. Nanocatalysis:Mature science revisited or something really new?[J]. Angewandte Chemie International Edition,2004,43(13):1628-1637.

[3] Pagliaro M,Pandarus V,Ciriminna R,et al. Heterogeneous versus homogeneous palladium catalysts for cross-coupling reactions[J]. ChemCatChem.,2012,4(4):432-445.

[4] Philippe Serp,Karine Philippot. Nanomaterials in Catalysis[M]. Weinheim,Germany:Wiley-VCH,2012:1-54.

[5] Lam F L Y,Li M C L,Chau R S L,et al. Catalysis at room temperature:Perspectives for future green chemical processes[J]. WIREs Energy Environ.,2015,4(4):316-338.

[6] Zhu X,Hoang T,Lobban L,et al. Low CO content hydrogen production from bio-ethanol using a combined plasma reforming-catalytic water gas shift reactor[J]. Applied Catalysis,B:Environmental,2010,94(3-4):311-317.

[7] 韩丹,张爱文,高官俊,等. 负载型纳米Au催化剂光催化性能的研究进展[J]. 化工进展,2012,31(2):435-440.

[8] White R J,Luque R,Budarin V L. Supported metal nanoparticles on porous materials. Methods and applications[J]. Chemical Society Reviews,2009,38(2):481-494.

[9] Wu B,Zheng N. Surface and interface control of noble metal nanocrystals for catalytic and electrocatalytic applications[J]. Nano Today,2013,8(2):168-197.

[10] Hu J,Chen Z,Li M,et al. Amine-capped Co nanoparticles for highly efficient dehydrogenation of ammonia borane[J]. ACS Applied Materials& Interfaces,2014,6(15):13191-13200.

[11] Yasukawa T,Miyamura H,Kobayashi S. Chiral metal nanoparticle-catalyzed asymmetric C—C bond formation reactions[J]. Chemical Society Reviews,2014,43(5):1450-1461.

[12] Sawai K,Tatumi R,Nakahodo T,et al. Asymmetric Suzuki-Miyaura coupling reactions catalyzed by chiral palladium nanoparticles at room temperature[J]. Angewandte Chemie,International Edition,2008,47(36):6917-6919.

[13] Wigley T M L,Richels R,Edmonds J A. Economic and environmental choices in the stabilization of atmospheric CO₂ concentrations[J]. Nature,1996,379(6562):240-243.

[14] Furukawa H,Cordova K E,O'Keeffe M,et al. The chemistry and applications of metal-organic frameworks[J]. Science,2013,341(6149):1230444.

[15] Férey G,Mellot-Draznieks C,Serre C,et al. A chromium terephthalate-based solid with unusually large pore volumes and surface area[J]. Science,2005,309(5743):2040-2042.

[16] Yuan B,Pan Y,Li Y,et al. A highly active heterogeneous palladium catalyst for the Suzuki-Miyaura and Ullmann coupling reactions of aryl chlorides in aqueous media[J]. Angewandte Chemie,International Edition,2010,49(24):4054-4058.

[17] Liu H,Chen G,Jiang H,et al. From alkyl aromatics to aromatic esters:Efficient and selective C-H activation promoted by a bimetallic heterogeneous catalyst[J]. ChemSusChem,2012,5(10):1892-1896.

[18] Balu A M,Lin C S K,Liu H,et al. Iron oxide functionalized MIL-101 materials in aqueous phase selective oxidations[J]. Applied Catalysis,A:General,2013,455:261-266.

[19] Liu H,Li Y,Jiang H. Significant promoting effects of Lewis acidity on Au-Pd systems in the selective oxidation of aromatic hydrocarbons[J]. Chemical Communications,2012,48(67):8431-8433.

[20] Hwang Y K,Hong D Y,Chang J S,et al. Amine grafting on coordinatively unsaturated metal centers of MOFs:Consequences for catalysis and metal encapsulation[J]. Angewandte Chemie,International Edition,2008,47(22):4144-4148.

[21] Pan Y,Yuan B,Li Y,et al. Multifunctional catalysis by Pd@MIL-101:One-step synthesis of methyl isobutyl ketone over palladium nanoparticles deposited on a metal-organic framework[J]. Chemical Communications,2010,46:2280-2282.

[22] Liu H,Liu Y,Li Y,et al. Metal-organic framework supported gold nanoparticles as a highly active heterogeneous catalyst for aerobic oxidation of alcohols[J]. Journal of Physical Chemistry C,2010,114(31):13362-13369.

[23] Liu H,Li Y,Luque R,et al. A Tuneable bifunctional water-compatible heterogeneous catalyst for the selective aqueous hydrogenation of phenols[J]. Advanced Synthesis & Catalysis,2011,353(17):3107-3113.

[24] Chen L,Chen H,Luque R,et al. Metal-organic framework encapsulated Pd nanoparticles:Towards advanced heterogeneous catalysts.[J]. Chemical Science,2014,5(10):3708-3714.

[25] Proch S,Herrmannsdörfer J,Kempe R,et al. Pt@MOF-177:Synthesis,room-temperature hydrogen storage and oxidation catalysis quick view other sources[J]. Chemistry:A European Journal,2008,14(27):8204-8212.

[26] Chen L,Chen H,Li Y. One-pot synthesis of Pd@MOF composites without the addition of stabilizing agents[J]. Chemical Communications,2014,50(94):14752-14755.

[27] Su D S,Perathoner S,Centi G. Nanocarbons for the development of advanced catalysts[J]. Chemical Reviews,2013,113(8):5782-5716.

[28] Yang Y,Chiang K,Burke N. Porous carbon-supported catalysts for energy and environmental applications:A short review[J]. Catalysis Today,2011,178(1):197-205.

[29] Zhu Q-L,Tsumori N,Xu Q. Sodium hydroxide-assisted growth of uniform Pd nanoparticles on nanoporous carbon MSC-30 for efficient and complete dehydrogenation of formic acid under ambient conditions[J]. Chemical Science,2014,5(1):195-199.

[30] Zhong W,Liu H,Bai C,et al. Base-free oxidation of alcohols to esters at room temperature and atmospheric conditions using nanoscale Co-Based catalysts[J]. ACS Catalysis,2015,5:1850-1856.

[31] Mahyari M,Shaabani A. Nickel nanoparticles immobilized on three-dimensional nitrogen-doped graphene as a superb catalyst for the generation of hydrogen from the hydrolysis of ammonia borane[J]. Journal of Materials Chemistry A:Materials for Energy and Sustainability,2014,2(39):16652-16659.

[32] John J,Gravel E,Hagège A,et al. Catalytic oxidation of silanes by carbon nanotube-gold nanohybrids[J]. Angewandte Chemie International Edition,2011,50(33):7533-7536.

[33] 黄超,杨惠,杨旭,等. 介孔氧化硅负载贵金属催化剂研究进展[J]. 化工进展,2014,33,6:1459-1464.

[34] Ojeda M,Pineda A,Romero A A,et al. Mechanochemical synthesis of maghemite/silica nanocomposites:Advanced materials for aqueous room-temperature catalysis[J]. ChemSusChem,2014,7(7):1876-1880.

[35] Karimia B,Esfahani F K. Gold nanoparticles supported on the periodic mesoporous organosilicas as efficient and reusable catalyst for room temperature aerobic oxidation of alcohols[J]. Advanced Synthesis & Catalysis,2012,354(7):1319-1326.

[36] Zhang S,Gai S,He F,et al. In situ assembly of well-dispersed Ni nanoparticles on silica nanotubes and excellent catalytic activity in 4-nitrophenol reduction[J]. Nanoscale,2014,6(19):11181-11188.

[37] Ma C Y,Mu Z,Li J J,et al. Mesoporous Co₃O₄ and Au/Co₃O₄ catalysts for low-temperature oxidation of trace ethylene[J]. Journal of the American Chemical Society,2010,132(8):2608-2613.

[38] Shekhar M,Wang J,Lee W-S,et al. Size and support effects for the water-gas shift catalysis over gold nanoparticles supported on model Al₂O₃ and TiO₂[J]. Journal of the American Chemical Society,2012,134(10):4700-4708.

[39] Liu J,Zou S,Li S,et al. A general synthesis of mesoporous metal oxides with well-dispersed metal nanoparticles via a versatile sol-gel process[J]. Journal of Materials Chemistry A:Materials for Energy and Sustainability,2013,1(12):4038-4047.

[40] Layek K,Kantam M L,Shirai M,et al. Gold nanoparticles stabilized on nanocrystalline magnesium oxide as an active catalyst for reduction of nitroarenes in aqueous medium at room temperature[J]. Green Chemistry,2012,14(11):3164-3174.

[41] 王喜兵,纪拓,李力成,等. Au/TiO₂-B 催化剂的 CO 低温氧化性能[J]. 化工学报,2014,65(5):1636-1643.

[42] Chen B-B,Shi C,Crocker M. Catalytic removal of formaldehyde at room temperature over supported gold catalysts[J]. Applied Catalysis,B:Environmental,2013,132-133:245-255.

[43] 笪国进,欧阳李科,徐晶,等. 吡啶改性Pd/SiO₂催化剂用于H₂和O₂直接合成H₂O₂[J]. 化工学报,2013,64(2):561-567.

[44] Bronstein L M,Shifrina Z B. Dendrimers as encapsulating,stabilizing,or directing agents for inorganic nanoparticles[J]. Chemical Reviews,2011,111(9):5301-5344.

[45] Dhital R N,Kamonsatikul C,Somsook E,et al. Low-temperature carbon-chlorine bond activation by bimetallic gold/palladium alloy nanoclusters:An application to Ullmann coupling[J]. Journal of the American Chemical Society,2012,134(50):20250-20253.

[46] Miyamura H,Matsubara R,Miyazaki Y,et al. Aerobic oxidation of alcohols at room temperature and atmospheric conditions catalyzed by reusable gold nanoclusters stabilized by the benzene rings of polystyrene derivatives[J]. Angewandte Chemie,International Edition,2007,46(22):4151-4154.

[47] Genna D T,Wong-Foy A G,Matzger A J,et al. Heterogenization of homogeneous catalysts in metal-organic frameworks via cation exchange[J]. Journal of the American Chemical Society,2013,135(29):10586-10589.

[48] Chen L,Rangan S,Li J,et al. A molecular Pd(II)complex incorporated into a MOF as a highly active single-site heterogeneous catalyst for C—Cl bond activation[J]. Green Chemistry,2014,16(8):3978-3985.

[49] Polshettiwar V,Baruwati B,Varma R S. Nanoparticle-supported and magnetically recoverable nickel catalyst:A robust and economic hydrogenation and transfer hydrogenation protocol[J]. Green Chemistry,2009,11(1):127-131.

[50] Kong G-Q,Ou S,Zou C,et al. Assembly and post-modification of a metal-organic nanotube for highly efficient catalysis[J]. Journal of the American Chemical Society,2012,134(48):19851-19857.

[51] Fernández-García M,Martínez-Arias A,Hanson J C,et al. Nanostructured oxides in chemistry:Characterization and properties[J]. Chemical Reviews,2004,104(9):4063-4104.

[52] Knözinger H. Perspective:Surface science:Catalysis on oxide surfaces[J]. Science,2000,287(5457):1407,1409.

[53] 范立群,隋吴彬. 金属氧化物纳米复合催化剂的研究进展[J]. 化工进展,2013,32(8):1832-1861.

[54] Li Y,Ji H,Chen C,et al. Concerted two-electron transfer and high selectivity of TiO₂ in photocatalyzed deoxygenation of epoxides[J]. Angewandte Chemie,International Edition,2013,52(48):12636-12640.

[55] Shiraishi Y,Hirakawa H,TogawaY,et al. Noble-metal-free deoxygenation of epoxides:Titanium dioxide as a photocatalytically regenerable electron-transfer catalyst[J]. ACS Catalysis,2014,4(6):1642-1649.

[56] Xie X,Li Y,Liu Z Q,et al. Low-temperature oxidation of CO catalysed by Co₃O₄ nanorods[J]. Nature,2009,458(7239):746-749.

[57] Cañeque T,Truscott F M,Rodriguez R,et al. Electrophilic activation of allenenes and allenynes:Analogies and differences between Bronsted and Lewis acid activation[J]. Chemical Society Reviews,2014,43(9):2916-2926.

[58] Busca G. Acid catalysts in industrial hydrocarbon chemistry[J]. Chemical Reviews,2007,107(11):5366-5410.

[59] Toshio Okuhara. Water-tolerant solid acid catalysts[J]. Chemical Reviews,2002,102(10):3641-3665.

[60] Climent M J,Corma A,Iborra S. Heterogeneous catalysts for the one-pot synthesis of chemicals and fine chemicals[J]. Chemical Reviews,2011,111(2):1072-1133.

[61] Liu F,Sun J,Zhu L,et al. Sulfated graphene as an efficient solid catalyst for acid-catalyzed liquid reactions[J]. Journal of Materials Chemistry,2012,22(12):5495-5502.

[62] Horike S,Dincǎ M,Tamaki K,et al. Size-selective lewis acid catalysis in a microporous metal-organic framework with exposed Mn²⁺ coordination sites[J]. Journal of the American Chemical Society,2008,130(18):5854-5855.