569-41-5Relevant articles and documents
Selective synthesis of 2,6-triad dimethylnaphthalene isomers by disproportionation of 2-methylnaphthalene over mesoporous MCM-41
Güle?, Fatih,Niftaliyeva, Aysel,Karaduman, Ali
, p. 7205 - 7218 (2018)
2,6-Dimethylnaphthalene (2,6-DMN) is one of the crucial intermediates for the synthesis of polybutylenenaphthalate and polyethylene naphthalate (PEN). The complex synthesis procedure and the high cost of 2,6-DMN production significantly reduce the commercialisation of PEN even though PEN demonstrates superior properties compared with polyethylene terephthalate. 2,6-DMN can be produced by methylation of 2-methylnaphthalene (2-MN) and/or naphthalene, disproportionation of 2-MN, and/or isomerisation of dimethylnaphthalenes (DMNs). In this study, synthesis of 2,6-triad DMN isomers consisting of 2,6-DMN, 1,6-DMN, and 1,5-DMN have been investigated with the disproportionation of 2-MN over unmodified and Zr-modified mesoporous MCM-41 zeolite catalysts. In contrast to other DMN isomers, both 1,5-DMN and 1,6-DMN can be effectively isomerised to be profitable 2,6-DMN. The disproportionation of 2-MN experiments were carried out in a catalytic fixed-bed reactor in the presence of 1?g of catalyst at a temperature range of 350–500?°C and weight hourly space velocity between 1 to 3?h?1. The results demonstrated that mesoporous MCM-41 zeolite catalyst has a selective pore shape for 2,6-triad DMN isomers, which may allow a decrease in the production cost of 2,6-DMN. Additionally, 2,6-DMN was successfully synthesised by the disproportionation of 2-MN over MCM-41 zeolite catalyst. Furthermore, both the conversion of 2-MN and the selectivity of 2,6-DMN were considerably enhanced by the Zr impregnation on MCM-41.
Photooxidation of methylnaphthalenes
Wasserman, Harry H.,Wiberg, Kenneth B.,Larsen, David L.,Parr, Jonathan
, p. 105 - 109 (2007/10/03)
(Chemical Equation Presented). Studies on the photooxidation of methyl-substituted aromatic hydrocarbons have revealed that whereas electron density is a determinant of endoperoxide formation, steric factors are most important in influencing the stability of the endoperoxide. Additional information on the energetics of the reactions and on the magnitude of the steric interactions was obtained using calculations at the B3LYP/6-311+G* level of theory.
PROCESS FOR PREPARING 2,6-DIALKYLNAPHTALENE
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