Ring Opening of Decalin Over Zeolite-Supported Iridium Catalysts

Kubička, David; Kangas, Matias; Kumar, Narendra; Karinen, Reetta; Lindblad, Marina; Murzin, Dmitry Yu.

doi:10.1007/s11244-010-9604-7

Cited by 37 publications

(27 citation statements)

References 21 publications

(36 reference statements)

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“…By contrast, extremely scant information is available concerning the formation or not of open‐chain decanes. In a few reports the occurrence of decane isomers was qualitatively mentioned 104. 106, 107 In just one paper quantitative yields of open‐chain decanes formed in the hydroconversion of decalin on a Pt,Ir/H‐Y zeolite were given: their maximum yield was reported to be 4 % 108.…”

Section: Selective Ring Opening Of Multi‐ring Naphthenes Derived Fmentioning

confidence: 99%

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

2012

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Hydrocracking of saturated hydrocarbons can proceed by means of four distinctly different mechanisms. On bifunctional catalysts comprising hydrogenation/dehydrogenation and Brønsted acid sites alkenes and carbocations occur as intermediates. The current mechanistic views of bifunctional hydrocracking of long‐chain n‐alkanes are discussed in detail with emphasis on the now widely accepted concept of ideal hydrocracking. Other mechanisms are hydrogenolysis and Haag–Dessau hydrocracking which proceed, respectively, on monofunctional metallic and acidic catalysts. Even without a catalyst, thermal hydrocracking occurs in chain reactions via radicals. The chemistry of hydrocracking naphthenes on bifunctional catalysts resembles that of alkanes. A peculiarity, however, is the pronounced reluctance of cyclic carbenium ions to undergo endocyclic β‐scissions. The effect manifests itself in the so‐called paring reaction, which, in turn, forms the basis for measuring the Spaciousness Index for characterizing the effective pore width of zeolitic catalysts. Hydrocracking on bifunctional catalysts is among the very important processes in modern petroleum refining. It is primarily used for converting heavy oils into diesel and jet fuel. Besides, hydrocracking is appreciated for its pronounced versatility: numerous process variants exist which help to meet specific requirements in refineries or petrochemical plants. Two recent developments are briefly discussed in this review, viz. the conversion of surplus aromatics, e.g., in pyrolysis gasoline, into a synthetic feedstock for steam crackers, and quality enhancement of diesel fuel by selective ring opening of polynuclear aromatics.

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Section: Selective Ring Opening Of Multi‐ring Naphthenes Derived Fmentioning

confidence: 99%

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

2012

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“…In previouss tudies, most of the supported metal catalysts, such as supported Pt, Pd, Ru,R h, Fe, and Ni catalysts, suffer from high selectivity to decarbonylation or decarboxylation products rather than hydrodeoxygenation products even under H 2 . [6][7][8][9][10][11][12][13][14] Few catalysts,i ncluding Niloaded Hb zeolite, [16] Pt-Re/ZSM-5, [17] Pt/Nb 2 O 5 , [18] Pd/Nb 2 O 5 / SiO 2 , [19] tungsten-or molybdenum-based catalysts, [20][21][22][23] Ni-Mo/ Al 2 O 3 , [24] and hydrodesulfurization catalysts [25] (sulfided NiMo oxides), catalyze the selective hydrodeoxygenation of fatty acids under pressurized H 2 .H owever,m ost of these systems have some drawbacks such as decarbonylation and cracking as side reactions and the necessity of high catalyst loading or,i n other words, low turnover numbers (TONs). In our previous study, [18] we reported that Pt/Nb 2 O 5 showed a6 0times higher TON for hydrodeoxygenation of af atty acid than Ni-loaded Hb zeolite [16] and tungsten-or molybdenum-based catalysts.…”

Section: Introductionmentioning

confidence: 99%

Hydrodeoxygenation of Fatty Acids, Triglycerides, and Ketones to Liquid Alkanes by a Pt–MoO_x/TiO₂ Catalyst

et al. 2017

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Various supported metal catalysts are screened for hydrogenation of lauric acid and 2‐octanone as model reactions for the transformation of biomass‐derived oxygenates to liquid alkanes (biofuels) in a batch reactor under solvent‐free conditions. Among the catalysts tested, Pt and MoOx co‐loaded on TiO2 (Pt–MoOx/TiO2) shows the highest yields of n‐alkanes for both of the reactions. Pt–MoOx/TiO2 selectively catalyzes the hydrodeoxygenation of various fatty acids and triglycerides to n‐alkanes without C−C bond cleavage under 50 bar H2 and shows higher turnover numbers than the catalysts in the literature. Pt–MoOx/TiO2 is effective also for the hydrodeoxygenation of various ketones to the corresponding alkanes. In situ IR study of the reaction of adsorbed acetone under H2 suggests that the high activity of Pt–MoOx/TiO2 is attributed to the cooperation between Pt and Lewis acid sites of the MoOx/TiO2 support.

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“…The metal sites would be responsible for producing the C-C bond cleavage, while the acid function is needed to produce the preliminary ring contraction (RC) from 6 to 5 carbons, the latter being easier to open. However, very strong acid sites can lead to excessive cracking [2][3][4][5][6][7][8][9][10]. The activity and selectivity of the RO in bifunctional catalysts is strongly dependent on the properties of the metal and the support as well as on the reaction conditions.…”

Section: Introductionmentioning

confidence: 99%

Influence of Support Material on the Activity and Selectivity of Pt–Ir Catalysts for Ring Opening Reactions

et al. 2014

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The influence of the supports (Al 2 O 3 , TiO 2 and SiO 2 ) on the activity and selectivity of Pt-Ir catalysts for the ring opening (RO) of decalin was studied. It was found that the properties of the supports strongly influence the distribution, size and Pt-Ir interaction of the metal particles. They therefore also influence the catalytic activity for reactions like dehydrogenation and hydrogenolysis, but also specifically the activity for RO reactions of naphthenes. Via their acid sites the supports influence RO reactions although the effect is not very marked on conversion because the acidity differences are not very significant among them. The results show that the highest decalin conversion for three different supports, alumina, silica and titania, is obtained with the catalysts of highest metal loading. The best selectivity to RO products is obtained with Pt-Ir(1.0)/Al 2 O 3 catalyst. Moreover this catalyst shows the highest performance for MCP RO.

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Ring Opening of Decalin Over Zeolite-Supported Iridium Catalysts

Cited by 37 publications

References 21 publications

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

Hydrodeoxygenation of Fatty Acids, Triglycerides, and Ketones to Liquid Alkanes by a Pt–MoO_x/TiO₂ Catalyst

Influence of Support Material on the Activity and Selectivity of Pt–Ir Catalysts for Ring Opening Reactions

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Ring Opening of Decalin Over Zeolite-Supported Iridium Catalysts

Cited by 37 publications

References 21 publications

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

Catalytic Hydrocracking—Mechanisms and Versatility of the Process

Hydrodeoxygenation of Fatty Acids, Triglycerides, and Ketones to Liquid Alkanes by a Pt–MoOx/TiO2 Catalyst

Influence of Support Material on the Activity and Selectivity of Pt–Ir Catalysts for Ring Opening Reactions

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Hydrodeoxygenation of Fatty Acids, Triglycerides, and Ketones to Liquid Alkanes by a Pt–MoO_x/TiO₂ Catalyst