Studies on ruthenium-tin boride catalysts II. Hydrogenation of fatty acid esters to fatty alcohols

Deshpande, V. M.; Ramnarayan, K.; Narasimhan, C. S.

doi:10.1016/0021-9517(90)90227-b

Cited by 110 publications

(29 citation statements)

References 9 publications

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“…In previously published studies, several bimetallic alloy transition metal catalysts (e.g. Pd-M (M = Cu, Co, Ni) [10], Pd-Nb2O5 [11], RuSn [12] Rh-Sn [13], and Ru-Ge-B [14] have shown superior performance for the selective hydrogenation of fatty acids compared with their single metal counterpart. Huang et al [10] reported the catalytic performances of supported bimetallic Pd-M (M = Cu, Co, Ni) catalysts in hydrogenation of methyl palmitic in nheptane solvent at 270 o C, H2 55 bar within 7 h. Among these bimetallic catalysts, PdCu/diatomite with loading amount of 1 % (Pd/Cu = 3) displayed the highest catalytic performances in hydrogenation of palmitic acid (99 % conversion) giving 1-hexadecanol (83 % yield) [10].…”

Section: Introductionmentioning

confidence: 99%

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Selective Hydrogenation of Dodecanoic Acid to Dodecane-1-ol Catalyzed by Supported Bimetallic Ni-Sn Alloy

Rodiansono

Pratama

Astuti

et al. 2018

Bull. Chem. React. Eng. Catal.

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Selective hydrogenation of dodecanoic acid over supported bimetallic Ni-Sn alloy catalysts into dodecane-1-ol is demonstrated. Bimetallic nickel-tin supported on titanium oxide (Ni-Sn(1.5)/TiO2) and gamma-alumina (Ni-Sn(1.5)/-Al2O3); 1.5 = Ni/Sn molar ratio) were synthesized via hydrothermal method in a sealed-Teflon autoclave reactor at 150 o C for 24 h, then followed by reducing with hydrogen gas at 400 o C for 1.5 h. The synthesized catalysts were characterized by means of XRD, IC-AES, N2-adsorption (BET method), H2-chemisorption, and NH3-TPD. Bimetallic Ni-Sn(1.5)/TiO2 catalyst was found to be effective for hydrogenation of dodecanoic acid (>99 % conversion) to dodecane-1-ol (93% yield) at 160 o C, 30 bar H2, and 20 h and the highest dodecane-1-ol (97 % yield) was obtained at initial pressure of H2, 50 bar. An increase of reaction temperature slightly enhanced the degree of hydrodeoxygenation of dodecanoic acid to produce dodecane over both Ni-Sn(1.5)/TiO2 and Ni-Sn(1.5)/-Al2O3 catalysts.

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Section: Introductionmentioning

confidence: 99%

“…On the other hand, Ru-Ge-B/Al2O3 catalyst gave only 20 % of oleyl alcohol with conversion of methyl oleic, ca. 80 % [14].…”

Section: Introductionmentioning

confidence: 99%

Selective Hydrogenation of Dodecanoic Acid to Dodecane-1-ol Catalyzed by Supported Bimetallic Ni-Sn Alloy

Rodiansono

Pratama

Astuti

et al. 2018

Bull. Chem. React. Eng. Catal.

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“…Up to 2010, many researchers focused on Sn-modified Ru catalysts as bimetallic heterogeneous catalysts because the Sn modification clearly improved the selectivity to the target alcohols, particularly in hydrogenation of unsaturated carboxylic acids to unsaturated alcohols, although the activity was decreased by addition of Sn. [77][78][79][80][81][82] In addition, the stability of the RuÀ Sn catalysts is very high. [83] The reactions were conducted at high temperature more than 500 K and high H 2 pressure more than 5 MPa, and the effective molar ratio of Sn to Ru was around 2, although the real active species of RuÀ Sn catalysts are not clarified.…”

Section: Ru-based Bimetallic Catalystsmentioning

confidence: 99%

“…J.-S. Chang reported that ZnO-supported RuÀ Sn bimetallic catalyst (Sn/Ru = 2) was effective for hydrogenation of butyric acid to 1-butanol with high selectivity (98.6%) and high conversion (99.9%), and the activity and selectivity were improved compared to Ru/ZnO catalyst (Table 3, entry 3). [65] Considering that the hydrogenation activity of Ru metal is generally decreased by modification with Sn species, [77][78][79][80][81][82] the behavior may be interesting. The active species seems to be RuÀ Sn alloy, particularly, mainly Ru 3 Sn 7 , which was proposed to be the active sites by Dumesic and co-workers in hydrogenation of levulinic acid to γ-valerolactone, [86] and the high stability of the catalyst was observed.…”

Section: Ru-based Bimetallic Catalystsmentioning

confidence: 99%

Recent Developments of Heterogeneous Catalysts for Hydrogenation of Carboxylic Acids to their Corresponding Alcohols

2020

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Hydrogenation of carboxylic acids is an important organic reaction for the synthesis of alcohols, aldehydes, alkanes, and so on. Selective hydrogenation of carboxylic acids to alcohols is particularly important because alcohols are useful and valuable chemicals. However, the hydrogenation of carboxylic acids is difficult due to the low reactivity of the carboxy group and the acidic property, which require rational design of catalysts. Up to now, various effective homogeneous and heterogeneous catalysts have been intensively developed, and remarkable advances have been made in heterogeneous catalysts. In this minireview, recent progress (2010 and after) on the development of heterogeneous catalysts for hydrogenation of carboxylic acids to alcohols, particularly for monocarboxylic acids to mono primary alcohols, is reviewed. The reported literatures were categorized in terms of catalyst systems, such as monometallic catalysts and bimetallic catalysts. The characteristics, particularly the structure of active sites, reaction mechanism and stability, were introduced.

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“…Copper chromite catalysts in various forms have been used to produce alcohols from vegetable and other crop oils [7,8]. Because of the limitations of low surface area, low activity, and water stripping inherent in the use of copper chromite catalysts, studies turned to the use of noble metals [9] and multi-component metallic catalysts, especially Ru based catalysts [10][11][12]. We know of no other studies using Ni/ Co/Mo catalysts for the conversion of octadecanoic acid to 1-octadecanol.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Production of 1‐Octadecanol from Octadecanoic Acid by Hydrotreating in a Plug Flow Reactor

Potts

Durant

Hestekin

et al. 2014

J Americ Oil Chem Soc

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1-Octadecanol (stearic alcohol) has uses ranging from lubricants to perfumes. The production of 1-octadecanol from octadecanoic acid (stearic acid) was investigated in a liquid-phase trickle-bed reactor by hydrogenating octadecanoic acid using a Ni/Co/Mo sulfide catalyst. The primary reactions occurring in the reactor were the desired conversion of octadecanoic acid to 1-octadecanol and the subsequent undesired conversion of 1-octadecanol to octadecane. A model was developed to predict these two reactions. The model found to be most useful for this system was a series-parallel reaction first order in octadecanoic acid and 1-octadecanol and pseudozero order in hydrogen for both reactions. The activation energies of the first and second reactions were 63.7.8 and 45.6 kJ/mol, respectively. From these values, the conversion of octadecanoic acid and the selectivity to the desired product as functions of temperature, space velocity, and inlet octadecanoic acid concentration were estimated. The model predicts the maximum productivity of 1-octadecanol occurs at higher temperatures with short residence times. Parametric plots show productivity to be C0.48 g 1-octadecanol/g octadecanoic acid at 566°F and a 0.1 h residence time.

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Studies on ruthenium-tin boride catalysts II. Hydrogenation of fatty acid esters to fatty alcohols

Cited by 110 publications

References 9 publications

Selective Hydrogenation of Dodecanoic Acid to Dodecane-1-ol Catalyzed by Supported Bimetallic Ni-Sn Alloy

Selective Hydrogenation of Dodecanoic Acid to Dodecane-1-ol Catalyzed by Supported Bimetallic Ni-Sn Alloy

Recent Developments of Heterogeneous Catalysts for Hydrogenation of Carboxylic Acids to their Corresponding Alcohols

Catalytic Production of 1‐Octadecanol from Octadecanoic Acid by Hydrotreating in a Plug Flow Reactor

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