13524-79-3Relevant articles and documents
Novel generation of an o-quinone methide from 2-(2′-cyclohexenyl)phenol by excited state intramolecular proton transfer and subsequent C-C fragmentation
Delgado, Julio,Espinos, Amparo,Jimenez, M. Consuelo,Miranda, Miguel A.
, p. 2636 - 2637 (2002)
Formation of an o-quinone methide via C-C fragmentation of a zwitterion formed by intramolecular excited state proton transfer from an o-allylphenol derivative is reported for the first time.
Supported Pt-Ni bimetallic nanoparticles catalyzed hydrodeoxygenation of dibenzofuran with high selectivity to bicyclohexane
Cai, Chun,Wu, Pengyu
supporting information, (2021/07/10)
Catalytic hydrodeoxygenation (HDO) is one of the most effective methods to upgrade the oxygen-containing compounds derived from coal tar to valuable hydrocarbons. Herein, an efficient bimetallic catalyst Pt1Ni4/MgO was prepared and applied in the HDO of dibenzofuran (DBF). High yield (95%) of the desired product bicyclohexane (BCH) was achieved at 240 °C and 1.2 MPa of H2. Superior catalytic performance could be ascribed to the “relay catalysis” of Pt sites and Ni sites, and the reaction pathway is proposed as well. Scale-up experiment and recyclability test were also performed, which demonstrated the recyclability and promising potential application of Pt1Ni4/MgO.
Promising Ni/Al-SBA-15 catalysts for hydrodeoxygenation of dibenzofuran into fuel grade hydrocarbons: Synergetic effect of Ni and Al-SBA-15 support
Gbadamasi, Sharafadeen,Ali, Tammar Hussein,Voon, Lee Hwei,Atta, Abdulazeez Yusuf,Sudarsanam, Putla,Bhargava, Suresh K.,Abd Hamid, Sharifah Bee
, p. 25992 - 26002 (2016/03/25)
This work has been undertaken with the aim of designing promising noble-metal-free catalysts for efficient hydrodeoxygenation (HDO) of dibenzofuran (DBF) into fuel grade hydrocarbons. For this, various Ni/Al-SBA-15 catalysts with different Si/Al (50, 60, 70 and 80) mole ratios were synthesized and their catalytic performance was tested for HDO of DBF in a batch reactor. The catalysts were systematically characterized using XRD, N2-adsorption-desorption, Raman, H2-TPR, NH3-TPD, XRF, and FESEM techniques. The activity results showed that the HDO of DBF proceeds via hydrogenation of benzene on the Ni sites followed by cleavage of C-O bonds on the acidic sites of the catalyst to yield unsaturated hydrocarbons. Further hydrogenation of unsaturated hydrocarbons on the Ni sites gives bicyclohexane as the major product. Remarkably, a 100% DBF conversion was found for all the catalysts except for Ni/SBA-15 and Ni/Al-SBA-15(80) (Si/Al mole ratio = 80) catalysts, which showed 97.97 and 99.31%, respectively. A significant observation noticed in this study is that the incorporation of Al into Ni/SBA-15 results in an outstanding improvement in the selectivity of the bicyclohexane product. Among the catalysts tested, the Ni/Al-SBA-15(50) (Si/Al mole ratio = 50) catalyst showed the highest efficiency, with superior selectivity of ～87% for bicyclohexane and ～96% degree of deoxygenation at 10 MPa, 260 °C and 5 h. The obtained structure-activity results reveal the synergetic effect of Ni and support in HDO of DBF reaction: the concentration of acidic sites has a significant effect on the selectivity of the desired products.
Effective hydrodeoxygenation of dibenzofuran by a bimetallic catalyst in water
Dong, Peng,Lu, Guo-Ping,Cai, Chun
, p. 1605 - 1609 (2016/02/19)
Effective hydrodeoxygenation (HDO) of dibenzofuran (DBF) catalyzed by a bimetallic nickel/platinum (Ni/Pt) catalyst in water was demonstrated at 200 °C and 1.2 MPa hydrogen (H2) pressure. The bimetallic catalysts prepared by a wet chemical method exhibit prominent activity that overcomes the limitations of use of a single Ni or Pt metal catalyst. The yield of HDO products can be up to 90%. Reaction results indicate that the conversion of DBF was affected by the reaction temperature and H2 pressure. The deoxygenation selectivity was strongly dependent on reaction temperature. The reaction pathway is also proposed.
Pd-Nb binfunctional catalysts supported on silica and zirconium phosphate heterostructures for O-removal of dibenzofurane
Infantes-Molina,Moretti,Segovia,Lenarda,Rodríguez-Castellón
, p. 143 - 151 (2016/09/28)
Bifunctional PdNb catalysts were studied in the hydrodesoxygenation (HDO) reaction of dibenzofuran (DBF) at 275?°C and 15?bar of H2 pressure. The influence of both the support employed (silica and zirconium phosphate heterostructure (PPH)) and the catalyst preparation procedure were evaluated in the catalytic response in the HDO reaction. The catalysts were prepared by incipient wetness impregnation by using two synthetic routes. The catalysts were characterized by means of X-ray diffraction (XRD), N2 adsorption-desorption, thermoprogrammed desorption of NH3 (TPD-NH3), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM) and elemental analysis. The results show that silica supported catalysts are much more active than those supported on PPH. While the characterization results point to a higher dispersion of the supported catalysts on PPH and better textural and acidic properties, the PdCl2 precursor salt remains on these catalysts even after calcination and catalytic tests, explaining the lower catalytic performance presented by these systems: fewer active centers and more residues of carbon. With respect to the preparation method, regardless the support employed, the catalysts synthesized by incorporating Pd after Nb incorporation and calcination, are more active, most probably due to a better phase dispersion and therefore to a higher amount of active centers.
Nickel and cobalt phosphides as effective catalysts for oxygen removal of dibenzofuran: Role of contact time, hydrogen pressure and hydrogen/feed molar ratio
Infantes-Molina,Gralberg,Cecilia,Finocchio, Elisabetta,Rodríguez-Castellón
, p. 3403 - 3415 (2015/06/08)
The catalytic activity of nickel and cobalt phosphides, with a metal loading of 5 wt.%, supported on silica was investigated in the hydrodeoxygenation reaction (HDO) of dibenzofuran (DBF) as a model oxygenated compound at different contact times, H2 pressures and H2/DBF molar ratios. The aim of the study was to understand the mechanism of the reaction and to study the impact of H2 pressure and H2/DBF molar ratio on the reaction. The catalysts were characterized by N2 adsorption-desorption isotherm measurement at -196°C, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), CO chemisorption, NH3 Temperature-Programmed Desorption (NH3-TPD), IR spectroscopy and H2 Temperature-Programmed Desorption (H2-TPD). The prepared catalysts were tested in the HDO reaction of DBF in a continuous-flow fixed-bed stainless steel catalytic reactor at pressures ranging from 1-30 bar at 275°C. The results obtained indicate that the Ni2P catalyst is more active than the CoP catalyst, converting more than 90% of DBF at the highest contact time into oxygen-free products. The activity of both catalysts increases with increased contact time. At low contact times, the intermediates tetrahydrodibenzofuran (THDBF) and hexahydrodibenzofuran (HHDBF) are observed as products, while an increment in the contact time led to the transformation of THDBF and HHDBF into O-free compounds, mainly bicyclohexane (BCH), indicating that the HDO of DBF follows the path: DBF → HHDBF → THDBF → 2-CHP → BCH. Further, both Ni2P and CoP catalysts are active at medium pressures with HDO degrees similar to those obtained at 30 bar. Ni2P is less affected by the changes in H2/DBF ratio than CoP and the catalysts are more active at high H2/DBF molar ratios.
REACTION OF PHENOL WITH 1,3-CYCLOHEXADIENE IN THE PRESENCE OF ALUMINUM PHENOLATE
Kozlikovskii, Ya. B.,Koshchii, V. A.,Nesterenko, S. A.
, p. 702 - 705 (2007/10/02)
The controlled synthesis of 2- and 2,6-di(2-cyclohexenyl)phenols was realized by the cycloalkenylation of phenol with 1,3-cyclohexadiene in the presence of aluminum phenolate.Alkenylation is accompanied by intramolecular cyclization of the cyclohexenylphe
REACTION OF PHENOL WITH CYCLOHEXANONE IN THE PRESENCE OF ALUMINUM PHENOLATE
Kozlikovskii, Ya. B.,Chernyaev, B. V.
, p. 1970 - 1973 (2007/10/02)
The reaction of phenol with cyclohexanone in the presence of aluminum phenolate leads to a mixture of products of ether and phenolic character and also a mixture of the dimer and trimer of the initial ketone.As a rule 1-(2-hydroxyphenyl)cyclohexene predominates in the mixture.
