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Gr-egory Lapisardi，F(xiàn)atima Chiker，F(xiàn)ranek Launay，et al.A “one-pot”synthesis of adipic acid from cyclohexene under mild conditions with new bifunctional Ti-AISB Amesostructured catalysts [J] .Catalysis Communications，2004，(5)：277 Kishi A, Higashino T, Sakaguchi S, et al. Wacker-type oxidation of cyclopentene under dioxygen atmosphere catalyzed by Pd(OAc)2/NPMoV on activated carbon［J］.Tetrahedron Letters, 2000,41:99-102. 急求文獻，拜托各位蟲友了啊，拜托拜托  |
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第一篇文章 A “one-pot” synthesis of adipic acid from cyclohexene under mild conditions with new bifunctional Ti-AlSBA mesostructured catalysts Grégory Lapisardi, Fatima Chiker, Franck Launay, Jean-Philippe Nogier and Jean-Luc BonardetCorresponding Author Contact Information, E-mail The Corresponding Author Laboratoire des Systèmes Interfaciaux à L'Echelle Nanométrique (SIEN), Université P. et M. Curie, CNRS UMR 7142, Case Courrier 196, T54, 4 Place Jussieu, F-75252, Paris Cedex 05, France Received 20 January 2004; accepted 11 March 2004. Available online 9 April 2004. Abstract Aluminium incorporation into a mesostructured silica, SBA15, either by direct synthesis or by post-synthesis, followed by titanium grafting, leads to new bifunctional Ti-AlSBA15 catalysts. Materials obtained by co-hydrolysis of aluminium and silicon sources (Ti(16)Al(DS)SBA) are very active in the “one-pot” synthesis of adipic acid. Yields up to 80% are reached under mild conditions (353 K, 24 h) using cyclohexene and tert-butyl hydroperoxide. Cyclohexene oxide and trans-1,2-cyclohexandiol are potential intermediates. Both catalysts precursors can be recycled without any loss of activity. Leaching of active titanium species is negligible as checked by elemental analysis and catalysis tests with the recovered solutions. Author Keywords: Adipic acid; Titanium–aluminium; Cyclohexene; Mesoporous; Bifunctional catalyst Article Outline 1. Introduction 2. Experimental 3. Results and discussions 3.1. Characterization of the catalysts 3.2. Catalyst tests on intermediates of cyclohexene oxidation reaction 3.3. Direct oxidation of cyclohexene in adipic acid 4. Conclusion References 1. Introduction The development of mesostructured silicas (MCM41, MCM48, HMS, SBA15,…) [1, 2 and 3] has opened up a vast field of research both on their structural properties and their many potential applications. However, in the field of catalysis these silicas are of no intrinsic interest, and for this reason many workers have replaced the silicon of the structure or grafted metal ions onto the internal surface of the pores which could give them catalytic activity. The high specific surface area of the initial material (not, vert, similar1000 m2 g−1) associated with a homogeneous and adjustable porosity (2 After the development of a new method for synthesising TiSBA15 materials which prove to be excellent catalysts for the selective and quantitative epoxidation of alkenes [9 and 10], we have worked on bifunctional catalysts for the epoxidation of cyclohexene, and the oxidative opening of the epoxide by tert-butyl hydroperoxide (TBHP). This approach to a more selective synthesis of adipic acid by a heterogeneous route, inspired by the work of Noyori et al. [11] on a two-phase system, has already given rise to studies involving titanium-containing Y zeolites [12] and aluminophosphate sieves TAPO-5 [13]. Our work, the first based on mesostructured titano-aluminosilicates, has the advantage of producing particularly efficient and long-lived catalysts for a “one-pot” synthesis of one of the precursors of Nylon 6,6®. Since the catalysts must have oxidising and acidic sites, we chose to synthesise mixed Ti-AlSBA15 materials. 2. Experimental Two types of Ti-AlSBA15 catalysts were prepared. In the first, the aluminium is incorporated by direct synthesis (Al(DS)SBA15) following the procedure of Yue et al. using Al(Ot-Bu)3 [14]; in the second, the aluminium is grafted by post-synthesis (Al(PS)SBA15) on a parent SBA15 material according to the method of Cheng et al. [15] with AlCl3 as precursor. Before titanium grafting, the aluminated materials are washed in ammonia solution then calcined again at 773 K in order to eliminate hexacoordinated aluminium. In both cases, the titanium is grafted using our post-synthesis method [9]: the aluminated parent material, Al(DS)SBA15 or Al(PS)SBA15, placed in a fixed-bed reactor is first pretreated for 3 h at 673 K in pure dinitrogen flow then brought back to the deposition temperature (573 K). It is then subjected for 16 h to a dinitrogen flow (7.2 L h−1) saturated with TiCl4 by passage through a saturator immersed in a cooling bath at 263 K (0.17% v/v TiCl4). The sample denoted Ti(16)Al(DS or PS)SBA is then purged and hydrolysed at room temperature in moist air, dried at 353 K and finally calcined at 673 K for 3 h. Table 1 gives the textural properties and the molar Si/M ratios (M=Ti or Al) of the two main catalysts (and their precursors) tested in the synthesis of adipic acid. |
5樓2010-10-06 19:56:15
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