Study of naphthopyran derivatives: structure and photochromic properties in solution and in polymer film,Acta Crystallographica Section C

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Study of naphthopyran derivatives: structure and photochromic properties in solution and in polymer film
Acta Crystallographica Section C ( IF 0.7 ) Pub Date : 2021-06-16 , DOI: 10.1107/s2053229621005969
Linqi Shi ₁ , Zipei Sun ₁ , Jiajie Tian ₁ , Yaodong Huang ₁ , Jiben Meng ₂

Affiliation

Four naphthopyran derivatives, namely, 3,3-bis(naphthalen-1-yl)-3H-naphtho[2,1-b]pyran, C₃₃H₂₂O, NP1, 3,3-bis([1,1′-biphenyl]-4-yl)-3H-naphtho[2,1-b]pyran, C₃₇H₂₆O, NP2, 3,3-bis(4-phenoxyphenyl)-3H-naphtho[2,1-b]pyran, C₃₇H₂₆O₂, NP3, and 3,3-bis(4-methoxy-2-methylphenyl)-3H-naphtho[2,1-b]pyran, C₂₉H₂₆O₃, 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.

中文翻译：

萘并吡喃衍生物的研究：溶液和聚合物薄膜中的结构和光致变色性能

四种萘并吡喃衍生物，即3,3-双(萘-1-基)-3 H-萘并[2,1- b ]吡喃、C ₃₃ H ₂₂ O、NP1、3,3-双([1,1 '-联苯]-4-基)-3 H-萘并[2,1 - b ]吡喃, C ₃₇ H ₂₆ O, NP2 , 3,3-双(4-苯氧基苯基)-3 H-萘并[2,1 - b ]吡喃、C ₃₇ H ₂₆ O ₂、NP3和 3,3-双(4-甲氧基-2-甲基苯基)-3 H-萘并[ 2,1- b ]吡喃、C ₂₉ H ₂₆ O ₃，NP4，合成和它们的光致变色特性的影响。NP1 – NP4在不同溶液和聚甲基丙烯酸甲酯 (PMMA) 薄膜中在紫外光照射下表现出良好的光致变色性。分析了溶剂致变色和取代基对光致变色的电子和空间效应，发现在大多数情况下，脱色曲线符合单指数动力学衰减。NP1和NP2的单晶 X 射线分析揭示了结构-性能关系。NP1在溶液中和 PMMA 薄膜中的良好抗疲劳性使其具有潜在的应用价值。

更新日期：2021-07-04

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