Photochemical study of substituted s-triazines

• Published in: Journal of photochemistry and photobiology. A, Chemistry. Vol. 96; no. 1; pp. 71 - 78
• Main Authors: Douarre, L., Arnaud, R., Lemaire, J., Deflandre, A., Richard, H.
• Format: Journal Article
• Language: English
• Published: Lausanne Elsevier B.V 31.05.1996; Elsevier Science
• Subjects: Chemistry; Exact sciences and technology; General and physical chemistry; Irradiation; Photochemistry; Photoreactivity; Physical chemistry of induced reactions (with radiations, particles and ultrasonics); Substituted s-triazines; Irradiation; Substituted s-triazines; Photoreactivity; Camphor; Triazine derivatives; HPLC chromatography; Carboxamide; Kinetics; Photochemical reaction; Quantum yield; Ultraviolet photolysis; Scission
• ISSN: 1010-6030; 1873-2666
• DOI: 10.1016/1010-6030(95)04271-7

A study of the photochemical behaviour of three substituted s-triazines with low photoreactivity has been carried out. The photoproducts formed via irradiation at λ > 300 nm of solutions of s-triazines substituted by 4-amino benzylidene camphor (TABC), 4-amino diisobutyl benzal malonate (TBMA) or 4-amino-2-ethyl hexyl benzoate (TPAB) in methanol under aerated conditions have been identified. In methanol the direct irreversible phototransformation quantum yields are very low (10 −4–10 −6). The irradiation of the compound TABC leads to an aldehyde function attached to a position para to the aromatic ring by oxidative scission of the conjugated ethylenic bond. In the case of the compound TPAB the scission of an NH-Φ bond gives a photoproduct with a primary amino group attached to the s-triazine. The irradiation of the compound TBMA provokes the scission of the conjugated ethylenic bond, leading to an aldehyde function. In this case a tautomeric form of the initial molecule has also been proposed.