Date of Award

8-2015

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Keith S. Kyler, Ph.D.

Second Advisor

Avijita Jain, Ph.D.

Third Advisor

John Ford, Ph.D.

Fourth Advisor

Carl LeBlond, Ph.D.

Abstract

Oxidation of melamine (12) and melem (14) was done using mainly hydrogen peroxide (H2O2) as an oxidant and sodium tungstate (Na2WO4) as a catalyst. 30% and 60% Hydrogen peroxide (H2O2) were used but 30% was enough to achieve some form of oxidation. A reaction of melamine (12), 60% Hydrogen peroxide, Sodium tungstate and 1, 10-phenanthroline in a ratio of 1: 20: 0.2:0.2 at a temperature of 80oC for 3 hours produced a mononitromelamine (MNM) (62). FT-IR and mass data show m/z of 157 for the mononitromelamine (62) and dodecazaphenalene (70), with m/z of 245. This product ignited on a hot plate. Melting point for the pale yellow powder obtained was >2600C and a shock test conducted, found it safe within the limit 20g< X < 50g. Melem (14) was produced by heating melamine (12) on a hot plate at 540oC. 60% yield was obtained and this could be easily optimized. At pH of below 1.0, two main absorptions were prominent, 212nm and 235nm while for the UV at pH 7.0, 206nm and 240nm. UV for the neutral solution was 222nm and 240nm. Our melem (14) have absorptions of 206nm and 240nm in neutral pH. A reaction of melem (14), 60% Hydrogen peroxide, Sodium tungstate and 1, 10-phenanthroline in a ratio of 1: 35: 0.2: 0.1 at a temperature of 80oC for 3 hours, yielded a pale yellow product which could be mononitromelem (63), but melem (14) is practically insoluble in an solvent which makes finding any data to support the partial oxidation of melem (14) very difficult. This product did not ignite on a hot plate and yield was very poor due to the inability of melem (14) to go into solution.

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