Pyrolysis of diphenylmethane and fluorene
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This thesis is divided into four main sections. In the 'Introduction' an attempt has been made to give, by a historical approach, a brief account of some of the advances which have been made towards a solution of the general problem of evaluating the energy associated with chemical bonds in the undisturbed molecule and also that required to disrupt the molecule into two fragments. A detailed review of the many experimental methods available for the determination of bond dissociation energies has not been given since there are now good accounts available in the literature, but attention has been focused on those techniques which are of interest in connection with the present investigation. The 'Present Investigation' deals with all the experimental work which has been carried out in the examination of diphenyl-methane, fluorene, diphenyl ethyl bromide, tetraphenylethane and toluene. Discussion in this section has been confined mainly to experimental points. In the third section, the 'Discussion', the results are dealt with, not in the chronological order in which they were obtained, but in a sequence which permits a more satisfactory treatment. AS the Information obtained from the studios on fluorine is required in the discussion of the diphenylmetgane results it is considered first. Then an examination is made of data from other investigations in order to assess what products might have been expected from the pyrolysis of diphenyl methane, and this is followed by a consideration of the results of the present work carried out on this compound. Board dissolution energies have been derived for the methylenic C-H bond in fluorene and in disphenylmethane, also for the central C-C bond in tetraphenylethane. A mechanics is proposed for the decomposition of diphenylmethyl bromide but the limited experimental date does not permit a definite conclusion to be reached. An account of the method of analysis of the ultra-violet absorption curves of the toluene pyrolysis products precedes a brief resume of the limitations of the method of analysis by ultra-violet spectrophotometric examination of the mixtures resulting from hydrocarbon pyrolysis. The section is concluded with a short account concerning the existence of unsaturated diner analogues in the thermal decomposition products of hydrocarbons. In the 'Appendix' details are given of thermochemical and kinetic calculations, the results of which are used in the 'Discussion' section.
Thesis, PhD Doctor of Philosophy
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