64287-80-5Relevant academic research and scientific papers
Method for preparing aromatic azoxycompound based on aromatic amine oxidation
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Paragraph 0033-0043, (2022/04/03)
The invention discloses a method for preparing an aromatic azoic oxide compound based on aromatic amine oxidation, which is characterized in that water is used as a green solvent, hydrogen peroxide is used as an oxidant, a zirconium-based metal organic framework is used as a catalyst, and aromatic amine is selectively catalytically oxidized into the corresponding aromatic azoic oxide compound. The method is simple in reaction, easy and convenient to operate, good in selectivity and high in yield, is a green synthesis method of the azobenzene oxide compound, provides a new synthesis route for preparation of the compound, and has good scientific research value and industrialization potential.
Efficient and Selective Oxidation of Aromatic Amines to Azoxy Derivatives over Aluminium and Gallium Oxide Catalysts with Nanorod Morphology
Singh, Bhawan,Mandelli, Dalmo,Pescarmona, Paolo P.
, p. 593 - 601 (2019/11/13)
Aluminium oxide and gallium oxide nanorods were identified as highly efficient heterogeneous catalysts for the selective oxidation of aromatic amines to azoxy compounds using hydrogen peroxide as environmentally friendly oxidant. This is the first report of the selective oxidation of aromatic amines to their azoxy derivatives without using transition metal catalysts. Among the tested transition-metal-free oxides, gallium oxide nanorods with small dimensions (9–52 nm length and 3–5 nm width) and fully accessible, high surface area (225 m2 g?1) displayed the best catalytic performance in terms of substrate versatility, activity and azoxybenzene selectivity. Furthermore, the catalyst loading, hydrogen peroxide type (aqueous or anhydrous), and the amount of solvent were tuned to optimise the catalytic performance, which allowed reaching almost full selectivity (98 %) towards azoxybenzene at high aniline conversion (94 %). Reusability tests showed that the gallium oxide nanorod catalyst can be recycled in consecutive runs with complete retention of the original activity and selectivity.
Niobium oxide prepared through a novel supercritical-CO2-assisted method as a highly active heterogeneous catalyst for the synthesis of azoxybenzene from aniline
Tao, Yehan,Singh, Bhawan,Jindal, Vanshika,Tang, Zhenchen,Pescarmona, Paolo P.
, p. 5852 - 5864 (2019/11/11)
High-surface area Nb2O5 nanoparticles were synthesised by a novel supercritical-CO2-assisted method (Nb2O5-scCO2) and were applied for the first time as a heterogeneous catalyst in the oxidative coupling of aniline to azoxybenzene using the environmentally friendly H2O2 as the oxidant. The application of scCO2 in the synthesis of Nb2O5-scCO2 catalyst resulted in a significantly enhanced catalytic activity compared to a reference catalyst prepared without scCO2 (Nb2O5-Ref) or to commercial Nb2O5. Importantly, the Nb2O5-scCO2 catalyst achieved an aniline conversion of 86% (stoichiometric maximum of 93% with the employed aniline-to-H2O2 ratio of 1?:?1.4) with an azoxybenzene selectivity of 92% and with 95% efficiency in H2O2 utilisation in 45 min without requiring external heating (the reaction is exothermic) and with an extremely low catalyst loading (weight ratio between the catalyst and substrate, Rc/s = 0.005). This performance largely surpasses that of any other heterogeneous catalyst previously reported for this reaction. Additionally, the Nb2O5 catalyst displayed high activity also for substituted anilines (e.g. methyl or ethyl-anilines and para-anisidine) and was reused in consecutive runs without any loss of activity. Characterisation by means of N2-physisorption, XRD, FTIR and TEM allowed the correlation of the remarkable catalytic performance of Nb2O5-scCO2 to its higher surface area and discrete nanoparticle morphology compared to the aggregated larger particles constituting the material prepared without scCO2. A catalytic test in the presence of a radical scavenger proved that the reaction follows a radical pathway.
Room temperature selective oxidation of aniline to azoxybenzene over a silver supported tungsten oxide nanostructured catalyst
Ghosh, Shilpi,Acharyya, Shankha S.,Sasaki, Takehiko,Bal, Rajaram
, p. 1867 - 1876 (2015/03/18)
Heterogeneous catalysts comprising silver nanoparticles supported on nanostructured tungsten oxide were applied for room temperature oxidative coupling of aniline to azoxybenzene, an important chemical intermediate and a chemical of industrial interest. The catalytic protocol features high activity and selectivity to the target product azoxybenzene with a turnover number of ~368. The catalyst was characterized by XRD, XPS, ICP-AES, FT-IR, TGA, EXAFS, SEM and TEM. The silver-tungsten nanomaterial acts as an excellent catalyst for selective oxidation of aniline to azoxybenzene using H2O2 as an oxidant. An aniline conversion of 87% with 91% selectivity of azoxybenzene was achieved without the use of any external additives. Moreover, a high stability and recyclability of the catalyst is also observed under the investigated conditions. This journal is
POLYMER SUPPORTED REAGENTS AND METHODS OR REDUCING AROMATIC NITRO COMPOUNDS BY USING THE SAME
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Paragraph 0117, (2013/10/07)
The present invention relates to a polymer supported reagent comprising a novel crosslinked mesoporous polymer, enabling a simple and easy production of an azoxy compound or an azo compound from an aromatic nitro compound, and a method of selectively reducing an aromatic nitro compound by using the same. The polymer supported reagent comprises a certain acrylamide mesoporous crosslinked polymer.
A new non-metal heterogeneous catalyst for the activation of hydrogen peroxide: A perfluorinated ketone attached to silica for oxidation of aromatic amines and alkenes
Neimann,Neumann
, p. 487 - 488 (2007/10/03)
A silane functionalized by octafluoroacetophenone was polymerized by the sol-gel method to form an insoluble silicate with perfluoroketone pendants; the silicate was used as a heterogeneous catalyst for the activation of aqueous hydrogen peroxide and the oxidation of aromatic amines and alkenes.
