Shi Linqi, Sun Zipei, Tian Jiajie, Huang Yaodong, Meng Jiben
Key Laboratory of Systems Bioengineering (Ministry of Education), School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, People's Republic of China.
College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
Acta Crystallogr C Struct Chem. 2021 Jul 1;77(Pt 7):365-373. doi: 10.1107/S2053229621005969. Epub 2021 Jun 16.
Four naphthopyran derivatives, namely, 3,3-bis(naphthalen-1-yl)-3H-naphtho[2,1-b]pyran, CHO, NP1, 3,3-bis([1,1'-biphenyl]-4-yl)-3H-naphtho[2,1-b]pyran, CHO, NP2, 3,3-bis(4-phenoxyphenyl)-3H-naphtho[2,1-b]pyran, CHO, NP3, and 3,3-bis(4-methoxy-2-methylphenyl)-3H-naphtho[2,1-b]pyran, CHO, NP4, were synthesized and their photochromic properties investigated. NP1-NP4 exhibited good photochromism in different solutions and in poly(methyl methacrylate) (PMMA) film under UV light irradiation. Solvatochromism and the electronic and steric effects of the substituent group on photochromism were analyzed and decolouration curves were found to fit a monoexponential kinetic decay in most cases. Single-crystal X-ray analysis of NP1 and NP2 revealed the structure-property relationships. Good fatigue resistance of NP1, both in solution and in the PMMA film, endows it with potential value for applications.
合成了四种萘并吡喃衍生物，即3,3-双（萘-1-基）-3H-萘并[2,1-b]吡喃，CHO，NP1；3,3-双（[1,1'-联苯]-4-基）-3H-萘并[2,1-b]吡喃，CHO，NP2；3,3-双（4-苯氧基苯基）-3H-萘并[2,1-b]吡喃，CHO，NP3；以及3,3-双（4-甲氧基-2-甲基苯基）-3H-萘并[2,1-b]吡喃，CHO，NP4，并对它们的光致变色性能进行了研究。NP1-NP4在紫外光照射下于不同溶液和聚甲基丙烯酸甲酯（PMMA）薄膜中表现出良好的光致变色性能。分析了溶剂化显色以及取代基的电子和空间效应对光致变色的影响，发现大多数情况下褪色曲线符合单指数动力学衰减。对NP1和NP2进行的单晶X射线分析揭示了结构-性能关系。NP1在溶液和PMMA薄膜中均具有良好的抗疲劳性，使其具有潜在的应用价值。
