Synthesis and photochemical stability of 1‐phenylazo‐2‐naphthol dyes containing insulated singlet oxygen quenching groups
Synthesis and photochemical stability of 1‐phenylazo‐2‐naphthol dyes containing insulated singlet oxygen quenching groups
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含绝缘单线态氧猝灭基团1-苯基偶氮-2-萘酚染料的合成及光化学稳定性
DOI：
10.1002/jctb.5020270410
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发表时间：
1978
期刊：
影响因子：
--
通讯作者：
C. Hawkins
中科院分区：
文献类型：
--
作者：
J. Griffiths;C. Hawkins
尽管 1-芳基偶氮基-2-萘酚在溶液中通过单线态氧机制发生直接且敏化的光化学褪色，但引入单线态氧猝灭取代基（N,N-二烷基氨基甲基-）并不能提供防褪色保护，并且在许多情况下会加速光降解。这归因于二烷基氨基甲基对夺氢的高反应性，从而使得自由基分解模式更有利。在过氧化物自由基清除剂的存在下，后者的反应被抑制，并且二烷基氨基甲基基团随后表现出防止单线态氧褪色的保护作用。
Although 1-arylazo-2-naphthols undergo direct and sensitised photochemical fading in solution by a singlet oxygen mechanism, the introduction of singlet oxygen-quenching substituents (N,N-dialkylaminomethyl-) affords no protection against fading, and in many cases accelerates photodegradation. This has been attributed to the high reactivity of the dialkylaminomethyl-groups towards hydrogen abstraction, thus rendering free radical modes of decomposition more favourable. In the presence of peroxide-radical scavengers the latter reactions are suppressed, and the dialkylaminomethyl-groups then show a protecting effect against fading by singlet oxygen.