2825-83-4Relevant articles and documents
Probing the synergistic effect of Mo on Ni-based catalyst in the hydrogenation of dicyclopentadiene
Fang, Zhuqing,Shi, Daxin,Lin, Na,Li, Airu,Wu, Qin,Wang, Qiqi,Zhao, Yun,Feng, Caihong,Jiao, Qingze,Li, Hansheng
, p. 60 - 70 (2019)
Mo promoted Ni/γ-Al2O3 catalysts were synthesized by an incipient wetness co-impregnation method. The micro-structure, surface composition and adsorption characteristics of these catalysts were investigated by N2 adsorption-desorption isotherms, XRD, HRTEM, XPS, TPR and dicyclopentadiene-TPD. The hydrogenation of dicyclopentadiene (DCPD) to endo-tetrahydrodicyclopentadiene (endo-THDCPD) was selected to evaluate the catalytic performance. The results showed Mo species improved dispersity of nickel oxide on the support surface and inhibit formation of spinel NiAl2O4. The nickel oxide could be reduced to Ni nanoparticles at relatively lower temperature because of its excellent dispersity and weakened interaction with the support. Meanwhile, the aggregation of metallic Ni on catalysts were markedly inhibited with the increasing of Mo content. Mo species also changed the adsorption mode of DCPD on Ni-based catalysts, and hence improved DCPD adsorption strength and capacity on catalysts and further changed hydrogenation mechanism of DCPD. The catalytic properties of NiMoX/γ-Al2O3 catalysts showed that the hydrogenation activity was increased by adding Mo to Ni-based catalyst within limits. When the ratio of Mo to Ni was 0.2, the NiMo0.2/γ-Al2O3 catalyst displayed the highest activity (TOF = 134.2 h?1) and the best selectivity (99.7%). Compared with Ni/γ-Al2O3 catalyst, the hydrogenation time reduced from 6 h to 3 h and the amount of by-product C5 fraction significantly decreased from 2.4% to 0.3%.
A NEW APPROACH TO THE BICYCLO ( 5.2.1 ) DECANE SYSTEM.
Klimko, Yu. E.,Isaev, S. D.,Yurchenko, A. G.
, p. 3259 - 3260 (1983)
A simple route to the bicyclo ( 5.2.1 ) decane system by oxidation of trimethylenenorbornane is demonstrated.
Features of dicyclopentene formation during hydrogenation of dicyclopentadiene
Vereshchagina,Antonova,Il'In,Chirkova, Zh. V.
, p. 38 - 43 (2016)
General trends and specific features of the reaction of dicyclopentadiene (tricyclo[5.2.1.02.6]decadiene-3,8) hydrogenation to dicyclopentene (tricycle[5.2.1.02.6]decene-3) with hydrogen in the liquid phase under mild conditions at atmospheric pressure over a finely divided 1% Pd/C catalyst have been studied. The kinetic parameters that characterize the effect of the solvent nature, catalyst concentration, and temperature on the rate of hydrogen uptake in the hydrogenation process have been determined. To substantiate the conclusion of the sequence of saturation of the dicyclopentadiene double bonds in terms of the mechanism of heterogeneous catalysis, their reactivity has been compared. It has been shown that in the presence of a number of functionalized aromatic compounds as a stabilizing additive, the yield of desired dicyclopentene increases to 98.5-99 mol % with the complete conversion of dicyclopentadiene. The structure of dicyclopentadiene and its hydrogenation product dicyclopentene has been confirmed using spectroscopic methods.
Single-step catalytic liquid-phase hydroconversion of DCPD into high energy density fuel exo-THDCPD
Sibi,Singh, Bhawan,Kumar,Pendem,Sinha
, p. 976 - 983 (2012)
Hydroconversion of dicyclopentadiene (DCPD) into high energy density jet propellant JP-10 has been successfully achieved with a greener single-step route over supported gold catalyst. The physicochemical properties of the catalysts were studied with XRD, SEM, TEM, N2-adsorption, NH3-TPD. The influence of reaction conditions like temperature, pressure, time etc. were studied in detail. The studies reveal that pressure and temperature play crucial roles in the reaction. Moderate acid sites in the catalysts are chiefly involved in isomerization and gold catalyzes hydrogenation of the intermediates. Analysis of the product stream at different intervals indicates a dissociation-recombination mechanism for the reaction. Reusability of the catalyst was tested by conducting five runs with the same catalyst. Even after the fifth run, the catalyst retains relatively high conversion and selectivity to exo-tetrahydrodicyclopentadiene (exo-THDCPD).
Low-temperature heat capacity and thermodynamic properties of endo-Tricyclo[5.2.1.02,6]decane
Kong, Li-Guo,Tan, Zhi-Cheng,Xu, Jie,Meng, Shuang-He,Bao, Xin-He
, p. 1897 - 1904 (2003)
Endo-Tricyclo[5.2.1.02,6]decane (CAS 6004-38-2) is an important intermediate compound for synthesizing diamantane. The lack of data on the thermodynamic properties of the compound limits its development and application. In this study, endo-Tricyclo[5.2.1.02,6]decane was synthesized and the low temperature heat capacities were measured with a high-precision adiabatic calorimeter in the temperature range from (80 to 360) K. Two phase transitions were observed: the solid-solid phase transition in the temperature range from (198.79 to 210.27) K, with peak temperature 204.33 K; the solid-liquid phase transition in the temperature range from 333.76 K to 350.97 K, with peak temperature 345.28 K. The molar enthalpy increments, ΔH m, and entropy increments, ΔSm, of these phase transitions are ΔHm, = 2.57 kJ · mol-1 and ΔSm = 12.57 J · K-1 · mol -1 for the solid-solid phase transition at 204.33 K, and, ΔfusHm = 3.07 kJ · mol-1 and ΔfusSm = 8.89 J · K-1 · mol-1 for the solid-liquid phase transition at 345.28 K. The thermal stability of the compound was investigated by thermogravimetric analysis. TG result shows that endo-Tricyclo[5.2.1.02,6]decane starts to sublime at 300 K and completely changes into vapor when the temperature reaches 423 K, reaching the maximal rate of weight loss at 408 K.
Isomerization of endo-tetrahydrodicyclopentadiene over clay-supported chloroaluminate ionic liquid catalysts
Huang, Ming-Yu,Wu, Jung-Chung,Shieu, Fuh-Sheng,Lin, Jiang-Jen
, p. 69 - 75 (2010)
Various halide salts with different alkyl lengths were allowed to intercalate into the layer structure of sodium montmorillonite clay through an ion exchange reaction. Intercalation of 1-hexadecyl-3-methylimidazolium chloride, hexadecyltrimethylammonium bromide, dihexadecyldimethylammonium bromide, and tributylhexadecylphosphonium bromide could expand the spacing of the silicate layers from 12 to 37-41 ? (measured by X-ray diffraction). The modified clays were pretreated with the pyridine hydrochloride/AlCl3 mixture and used for suitably supporting a chloroaluminate ionic liquid catalyst for the isomerization of endo-tetrahydrodicyclopentadiene into the corresponding exo-isomer. Nearly quantitative conversion to the desired product and nearly quantitative selectivity were observed for the newly developed clay-supported ionic liquid catalysts, which were proven to be recyclable.
Hydrogenation of Dicyclopentadiene in the Presence of a Nickel Catalyst Supported onto a Cation Exchanger in a Flow-Type Reactor
Popov, Yu. V.,Mokhov,Nebykov,Latyshova,Shcherbakova,Panov
, p. 444 - 449 (2018)
The process of dicyclopentadiene hydrogenation in the gas–liquid–solid catalyst system with a catalyst of nickel nanoparticles supported onto a Purolite CT-175 cation exchange resin was studied. The surface structure of the catalyst and the kinetics of the dicyclopentadiene hydrogenation process were examined. Optimum conditions were found for the production of endo-tetrahydrodicyclopentadiene and the simultaneous production of endo-tetrahydrodicyclopentadiene and 5,6-dihydrodicyclopentadiene at atmospheric pressure.
Nickel nanocatalyst supported single-step hydroconversion of dicyclopentadiene (DCPD) into high energy-density fuel, exo-tetrahydrodicyclopentadiene (Exo-THDCPD)
Khan, Nizamuddin,Abhyankar,Nandi, Tandra,Eswara Prasad
, p. 7982 - 7992 (2019)
There are several chemical methods for the synthesis of high energy-density fuel, exo-tetrahydrodicyclopentadiene (exo-THDCPD), however, still there is a challenge to synthesize exo-THDCPD conveniently. In present work, the exo-THDCPD from dicyclopentadiene (DCPD) has successfully synthesized through simplest and greener single step hydroconversion reaction over mesoporous supported nickel nanocatalyst (Ni/MCM-41). The reaction performed in autoclave under a hydrogen pressure ranging from 300–400 (Psi), temperature range 130–150° C and progress has been dissociation-recombination sure structural and monitored nanocatalyst analysis by of gas exo-THDCPD IP: have chromatography 203.56.241.128 Copyright: of been DCPD. experimentally is Delivered carried The American which major On: out reveals Fri, by by examined reaction Scientific Ingenta 1 12 H that NMR Jul parameters for the 2019 Publishers and the reaction FTIR 03:16:04 yield such techniques (85%) mechanism as of temperature, the and goes product. the through physic- pres-The ochemical properties have also been evaluated. Good quality nanocatalyst Ni/MCM-41 has been synthesized by impregnation incipient wetness method and characterized by XRD, EDAX, TEM, and BET techniques. The nanocatalyst is highly reactive due to its mesoporous structure having appropriate size and shape which gives free diffusion of the molecules. Repeatability of the nanocatalyst shows good reactivity up to the four runs.
19. 1,7-Trimethylenenorborane. A Novel Member of the 'Adamantaneland'
Jaggi, Franz Joseph,Ganter, Camille
, p. 214 - 216 (1980)
A synthesis of the novel C10H16 hydrocarbon 1,7-trimethylenenorborane (13), one of the 19 members of the adamantane family, is described.
Synthesis of adamantane by ionic liquid-promoted isomerization of tricyclo[5.2.1.02,6]decane and H2SO4-mediated hydroisomerization of pentacyclo[4.4.0.02,4.03,7.08,10]decane
Aminov,Ramazanov,Khusnutdinov
, p. 102 - 106 (2022/02/17)
Adamantane was synthesized by skeletal isomerization of endo- and exo-tricyclo[5.2.1.02,6]-decanes in the presence of ionic liquid [Et3NH]+[Al2Cl7]?—CuSO4. A new method to synthesize adamantane in 75% yield by H2SO4-mediated hydroisomerization of its new precursor, pentacyclo[4.4.0.02,4.03,7.08,10]decane, was developed.
