16020-34-1Relevant academic research and scientific papers
On the photodegradation of some 2H-chromene derivatives in fluid solution or in polyurethane matrix
Alberti, Angelo,Campredon, Mylene,Demadrille, Renaud
experimental part, p. 552 - 561 (2011/06/25)
The time profile of the optical density was monitored during the photodegradation of three derivatives of 2,2-diphenyl-2H-naphtho[1,2-b]pyran (1), namely 2,2-bis(4-methoxyphenyl)-5,6-dimethyl-2H-naphtho[1,2-b]pyran (2), 2,2-diphenyl-5-[(ethoxycarbonyl)methoxycarbonyl]-8-methyl-2H-naphtho[1,2-b] pyran (3), and 3,3-bis(4-methoxyphenyl)-6,11-dimethyl-13-hydroxy-13-isopropyl- 3H-indeno[2,1-f ]naphtho[1,2-b]pyran (4) either in toluene solution or in a polyurethane matrix. The photoproducts were identified using HPLC, GC/MS, and direct insertion MS techniques. High molecular weight oxygenated derivatives and new photoproducts deriving from a secondary oxidative pathway were characterized along with expected degradation derivatives. Some of the photoproducts considered responsible for the yellowing of the examined materials were identified. The effect exerted by two additives generally considered to have an inhibiting action toward radical processes was also evaluated.
Synthesis and Autoxidation of 2,3,4-Trimethylnaphthalen-1-ol and Related Naphthalen-1-ols
Greenland, Harry,Pinhey, John T.,Sternhell, Sever
, p. 325 - 331 (2007/10/02)
The oxidation of 2-methylnaphthalene, 1,2-dimethylnaphthalene, 2,3-dimethylnaphthalene, and 1,2,3-trimethylnaphthalene by lead tetraacetate in dichloroacetic acid and chloroform gave fair to low yields of the dichloroacetyl derivatives of 2-methylnaphthalen-1-ol, 3,4-dimethylnaphthalen-1-ol, 2,3-dimethylnaphthalen-1-ol, and 2,3,4-trimethylnaphthalen-1-ol respectively.In the case of 1,3-dimethylnaphthalene, dichloroacetoxylation was not observed, and the only isolated product was the binaphthyl (10). 2,3,4-Trimethylnapthalen-1-ol, obtained on hydrolysis of the dichloroac etyl derivative, was very sensitive to oxygen even in the solid state, and when shaken in chloroform in an oxygen atmosphere gave 4-hydroperoxy-2,3,4-trimethylnaphthalen-1-(4H)-one (14).A study of the autoxidation of the naphthalen-1-ols (7), (19) and (20) led to the conclusion that the oxygen-sensitivity of (11) resulted from a 4,5 peri interaction.
