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Title: Synthesis of 2,6-dimethylnaphthalene and analogues over solid catalysts
Author: Mort, C. J.
Awarding Body: University of Wales Swansea
Current Institution: Swansea University
Date of Award: 2006
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The first part of Chapter 1 highlights the advantages and uses of heterogeneous inorganic solids as catalysts. A brief review of various microporous and mesoporous solids that have been employed as catalysts is given. Chapter 2 describes the attempted three stage synthesis of 2,6-dimethylnaphthalene from p-xylene and crotonic acid using zeolite catalysis. It was found that the zeolite catalysts were not sufficiently active to facilitate the reaction. Chapter 3 describes the alkoxyalkylation of naphthalene over zeolite catalysts to obtain an intermediate for use in the production of polyethylenenaphthalate. The main body of work focuses on the optimisation of the methoxymethylation of naphthalene. When HM zeolite was employed under optimised conditions, a 45% yield of mono(methoxymethyl)naphthalene with a 2/1 of 3.0 and a 45% yield of bis(methoxymethyl)naphthalene with a 2,6/2,7-ratio of 17.0 were observed. The major isomer was found to 2,6-bis(MM)N. Chapter 4 describes the methoxymethylation of naphthalene over HM zeolite. Under optimised conditions, a 57% yield of bis(MM)N with a 2,6/2,7-ratio of 9.7 were observed. 2,6-bis(MM)N was the major isomer observed. Part 1 of Chapter 5 focuses on the ethoxymethylation of naphthalene over HM zeolite. Under optimised conditions, (ethoxymethyl)naphthalene was observed in a 19% yield with a 2/1 ratio of 9.9. In Part 2, the ethoxymethylation of 2-(ethoxymethyl)naphthalene is discussed. A 26% yield of bis(EM)N was observed under optimised conditions. Only one bis(EM)N isomer, which was thought to be the desired 2,6-isomer, was observed.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available