Photodegradation of oligomeric polyesters containing anthraquinone and 1,2-diamine units. Single electron transfer induced cation radical bond cleavage in the solid state
- Univ. of Rochester, NY (United States)
Oligomeric polyesters containing light-absorbing anthraquinone electron acceptor chromophores and fragmentable 1,2-diamine donors have been synthesized. Irradiation with [lambda] [ge] 340 nm in solution or as solid films results in photooxidative C-C bond cleavage of the 1,2-diamine units yielding essentially the same products in either case. The solid state photodegradation reaction was monitored using size exclusion chromatography and was found to be substantially less efficient than the corresponding solution reaction. This is attributed to an inefficient forward electron transfer step and the possibility of an induced reversibility of the fragmentation. The efficiency of photodegradation is suggested to be dependent on the donor/acceptor orientations in the solid state. 49 refs., 11 figs., 1 tab.
- DOE Contract Number:
- FG02-86ER13504
- OSTI ID:
- 6767797
- Journal Information:
- Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 117:8; ISSN JACSAT; ISSN 0002-7863
- Country of Publication:
- United States
- Language:
- English
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360600* -- Other Materials
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400500 -- Photochemistry
AMINES
ANTHRAQUINONES
AROMATICS
CHEMICAL BONDS
CHEMICAL REACTIONS
CLEAVAGE
DECOMPOSITION
ELECTROMAGNETIC RADIATION
ELECTRON TRANSFER
ESTERS
MICROSTRUCTURE
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC POLYMERS
PHOTOCHEMICAL REACTIONS
PHOTOLYSIS
POLYESTERS
POLYMERS
QUINONES
RADIATIONS
ULTRAVIOLET RADIATION