- Library Home /
- Search Collections /
- Open Collections /
- Browse Collections /
- UBC Theses and Dissertations /
- The photochemical decomposition of polynitrates
Open Collections
UBC Theses and Dissertations
UBC Theses and Dissertations
The photochemical decomposition of polynitrates Kitchen, Richard Allen
Abstract
The photolysis of nitrate esters in solution or in thin solid films occurred readily in the 2650 to 3340 A spectral region. In the presence of diphenylamine, phloroglucinol or hydroquinone, the photoreaction yielded colored products that gave a measure of the extent of the reaction. The most effective wavelength for formation of yellow products from diphenylamine was at 2890 A. Irradiation of ethanol or benzene solutions 0.02 M in diphenylamine and l,4;3,6-dianhydro-D-glucitol-2,5-dinitrate (isosorbide dinitrate), followed by chromatographic separation, gave six organic compounds, two of which were isolated in pure form by adsorption chromatography and identified as 2- and 4-nitrodiphenylamine. Two other colored products were tentatively identified as N-nitroso- and p-nitrosodiphenyl-amine; no trace of the unreacted nitrate ester could be detected. Photolysis of isosorbide dinitrate alone in ethanol solution caused a weight loss of 17.7% in 21 hours and the formation of an unidentified hydrophilic, colorless sirup. A similar product was obtained on irradiation of an anhydrous benzene solution of the dinitrate. Possible mechanisms of the photolysis are discussed.
Item Metadata
Title |
The photochemical decomposition of polynitrates
|
Creator | |
Publisher |
University of British Columbia
|
Date Issued |
1960
|
Description |
The photolysis of nitrate esters in solution or in thin solid films occurred readily in the 2650 to 3340 A spectral region. In the presence of diphenylamine, phloroglucinol or hydroquinone, the photoreaction yielded colored products that gave a measure of the extent of the reaction. The most effective wavelength for formation of yellow products from diphenylamine was at 2890 A. Irradiation of ethanol or benzene solutions 0.02 M in diphenylamine and l,4;3,6-dianhydro-D-glucitol-2,5-dinitrate (isosorbide dinitrate), followed by chromatographic separation, gave six organic compounds, two of which were isolated in pure form by adsorption chromatography and identified as 2- and 4-nitrodiphenylamine. Two other colored products were tentatively identified as N-nitroso- and p-nitrosodiphenyl-amine; no trace of the unreacted nitrate ester could be detected.
Photolysis of isosorbide dinitrate alone in ethanol solution caused a weight loss of 17.7% in 21 hours and the formation of an unidentified hydrophilic, colorless sirup. A similar product was obtained on irradiation of an anhydrous benzene solution of the dinitrate. Possible mechanisms of the photolysis are discussed.
|
Genre | |
Type | |
Language |
eng
|
Date Available |
2012-01-10
|
Provider |
Vancouver : University of British Columbia Library
|
Rights |
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.
|
DOI |
10.14288/1.0062121
|
URI | |
Degree | |
Program | |
Affiliation | |
Degree Grantor |
University of British Columbia
|
Campus | |
Scholarly Level |
Graduate
|
Aggregated Source Repository |
DSpace
|
Item Media
Item Citations and Data
Rights
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.