Gas phase amination of octan-1-ol over a cu-cr catalyst

Tlusty, Tomas; Pašek, J.; Voňka, Petr

doi:10.1007/s11144-006-0074-7

Cited by 7 publications

(6 citation statements)

References 5 publications

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“…Current amination catalysts usually suffer from several drawbacks such as limited scope, use of high temperatures (>150 °C), high NH 3 and H 2 pressures, undesired side reactions, including the disproportionation of primary amines toward more substituted amines, aldehyde condensation, and formation of nitriles. 27,28 As a result, poor selectivity of primary amines is often obtained (<50%). The selectivity to primary amines sharply drops at higher alcohol conversion.…”

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confidence: 99%

“…The metal catalysts for the direct alcohol amination reactions operate via the so-called “Hydrogen Borrowing” mechanism relying on concomitant dehydrogenation and hydrogenation reactions. − With the assistance of dehydrogenation–hydrogenation catalysts, mostly based on Ni, − Co, , and Ru , supported over alkaline or amphoteric metal oxides, alcohols can react directly with NH 3 to yield primary amines. Current amination catalysts usually suffer from several drawbacks such as limited scope, use of high temperatures (>150 °C), high NH 3 and H 2 pressures, undesired side reactions, including the disproportionation of primary amines toward more substituted amines, aldehyde condensation, and formation of nitriles. , As a result, poor selectivity of primary amines is often obtained (<50%). The selectivity to primary amines sharply drops at higher alcohol conversion.…”

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confidence: 99%

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Catalyst Deactivation for Enhancement of Selectivity in Alcohols Amination to Primary Amines

et al. 2019

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Selective synthesis of valuable primary amines is an important target in modern industry. Amination of alcohols with ammonia is an economically efficient and environmentally friendly process for primary amine synthesis. This consecutive reaction yields a mixture of primary, secondary, and tertiary amines. High selectivity to primary amines is an important challenge of alcohol amination. Carbon deposition on the catalyst surface is conventionally considered an undesirable process, which leads to poor catalytic performance. In this paper, carbon deposition produced by catalyst pretreatment with alcohols under the optimized conditions has been employed for major enhancement of the selectivity of alcohol amination to primary amines (from 30 to 50 to 80–90%). This extremely positive effect of carbon deposition on the amination selectivity arises from steric hindrance in hydrogenation of bulky secondary imines as intermediate products over partially carbon-decorated cobalt nanoparticles.

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confidence: 99%

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Catalyst Deactivation for Enhancement of Selectivity in Alcohols Amination to Primary Amines

et al. 2019

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“…This fact indicates a marked decrease in concentration of 2-APOL to as low as 30 %, whereas almost one third of the reaction mixture was 1,2-PDOL. It is generally known that the excess of ammonia has a positive effect on selectivity of amination reactions to primary amines 5,[23][24][25][26] . This method markedly suppressed formation of undesirable secondary and tertiary amines during the reductive amination of acetol.…”

Section: F I G 3 -Concentration Of 2-apol (Full Points) 12-pdol (mentioning

confidence: 99%

Reductive Amination of 1-Hydroxy-2-propanone Over Nickel and Copper Catalysts

Trégner¹

2018

Chem.Biochem.Eng.Q.

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The one-step reductive amination of 1-hydroxy-2-propanone (acetol) with ammonia to 2-aminopropanol (2-APOL) over commercial nickel and copper catalysts has been studied in the continuous fixed-bed reactor at the temperature from 130 to 220 °C and different molar ratios of reactants. It was found that the optimal molar ratios of H 2 /acetol and H 2 /NH 3 regarding the selectivity of 2-APOL were 25 and 1, respectively. The highest selectivity of approx. 45 % to desired 2-APOL at total conversion of acetol was achieved in the presence of the nickel catalyst. Major by-products of amination were cis and trans isomers of 2,5-and 2,6-dimethylpiperazines. Mechanism of the formation of these and other detected and/or potential by-products is discussed. So far, unpublished mass spectra of identified by-products, such as N-substituted dimethylpiperazines or various aminoalcohols, are reported in this paper.

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“…If amines are adsorbed more strongly on the catalyst surface, then the ammonia concentration on the surface should be low [14,16,17]. …”

Section: Reaction Mechanismmentioning

confidence: 99%

“…It has long been believed in general that Cu/Nibased catalysts with Cu-rich compositions for the effective amination of fatty alcohols with Me 2 NH are also effective for the amination of fatty alcohols with MeNH 2 and NH 3 , and those catalysts with Ni-rich compositions are not applicable to the synthesis of R 2 NMe [8] and R 3 N [2]. Up to now, very few articles were reported about catalysts for the synthesis of tri-alkyl tertiary amines [2,14]. Tri-alkyl tertiary amines contain a bulky group (three long alkylchains) with a steric-hindrance.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Amination of Octanol for Synthesis of Trioctylamine and Catalyst Characterization

Liu

et al. 2011

Catal Lett

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Synthesis of trioctylamine by the amination of octanol and ammonia under atmospheric pressure over an excellent Ni-Cu catalyst supported on diatomite is studied in this article. The key factor for the synthesis is the preparation of catalyst with a high activity and selectivity. The activity and selectivity can be adjusted by varying the Ni to Cu ratios. The optimum molar ratio of Ni to Cu was 1.25:1. For the catalyst with a Ni/Cu ratio of 1.25:1, the conversion of octanol and the selectivity of trioctylamine reached 100 and 97.3%, respectively, at 5 h. The reaction of dioctylamine with octanol was the rate-determining step for the formation of trioctylamine. The Physical properties of catalysts, such as particle size, Brunauer-Emmett-Teller (BET) surface area, valence state of catalyst elements, morphology and reduction properties of catalysts were investigated by using X-ray diffraction, nitrogen adsorption-desorption isotherms (BET), X-ray photoelectron spectroscopy, Transmission electron microscopy, and temperature programmed reduction, respectively. The reaction scheme of catalytic amination of octanol with ammonia was discussed.

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Gas phase amination of octan-1-ol over a cu-cr catalyst

Cited by 7 publications

References 5 publications

Catalyst Deactivation for Enhancement of Selectivity in Alcohols Amination to Primary Amines

Catalyst Deactivation for Enhancement of Selectivity in Alcohols Amination to Primary Amines

Reductive Amination of 1-Hydroxy-2-propanone Over Nickel and Copper Catalysts

Catalytic Amination of Octanol for Synthesis of Trioctylamine and Catalyst Characterization

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