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Controlling solid-state optical properties of stimuli responsive dimethylamino-substituted dibenzoylmethane materials†
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2017-05-11 00:00:00 , DOI: 10.1039/c7qm00157f Tristan Butler 1, 2, 3, 4 , Fang Wang 1, 2, 3, 4 , Michal Sabat 2, 3, 4, 5 , Cassandra L. Fraser 1, 2, 3, 4
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2017-05-11 00:00:00 , DOI: 10.1039/c7qm00157f Tristan Butler 1, 2, 3, 4 , Fang Wang 1, 2, 3, 4 , Michal Sabat 2, 3, 4, 5 , Cassandra L. Fraser 1, 2, 3, 4
Affiliation
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The mechanochromic luminescent (ML) properties of boron coordinated β-diketones (BF2bdks) have been widely studied, however the stimuli responsive properties of uncoordinated β-diketones (bdks) are less known. While bdk dyes show promising properties, including high contrast ML, rapid room temperature self-erasure, solvatochromism, and aggregation induced emission (AIE), previously reported dyes exhibit emission over a narrow range of wavelengths (∼420–500 nm). To tune luminescence over a broader color range, dimethylamino (DMA) substituted β-diketones were synthesized with a series of electron donating and withdrawing substituents. Solvatochromism, aggregation induced emission (AIE), ML, and thermochromism were investigated. Most dyes showed positive solvatochromic shifts and were responsive to mechanical and thermal stimuli. The solid-state emission wavelengths correlated with the electron withdrawing strength of the para substituent and ranged from blue to orange (488–578 nm). Structural and thermal characterization was performed by powder X-ray diffraction (XRD) and differential scanning calorimetry (DSC) respectively. These data indicate that stimuli responsive properties are the result of a crystalline to amorphous phase transition. Additionally, the aggregation induced emission (AIE) properties of iodo and cyano substituted dyes were measured in THF/H2O solutions. Both showed intense emission resulting from aggregation. The sensitivity of these dyes toward matrix polarity was further investigated by fabricating polystyrene films with increasing concentrations of dye and camphoric anhydride, a non-emissive polar dopant. A red-shift in emission was observed in these films which demonstrated that matrix effects can be used to tune the emission of DMA-substituted diketones.
中文翻译：
控制刺激响应性二甲基氨基取代的二苯甲酰甲烷材料的固态光学特性†
硼配位β-二酮（BF 2）的机械变色发光（ML）性质bdks）已被广泛研究，但是未配位的β-二酮（bdks）的刺激响应特性却鲜为人知。尽管bdk染料显示出令人鼓舞的特性，包括高对比度ML，快速的室温自擦除，溶剂致变色和聚集诱导发射（AIE），但先前报道的染料在窄波长范围内（约420-500 nm）显示出发射。为了在更宽的颜色范围内调节发光，合成了带有一系列给电子和吸电子取代基的二甲基氨基（DMA）取代的β-二酮。研究了溶剂变色，聚集诱导发射（AIE），ML和热变色。大多数染料表现出正的溶剂化变色，并对机械和热刺激有反应。固态发射波长与电子的吸电子强度相关对位取代基，范围从蓝色到橙色（488–578 nm）。结构和热表征分别通过粉末X射线衍射（XRD）和差示扫描量热法（DSC）进行。这些数据表明，刺激响应特性是晶体到非晶相变的结果。另外，在THF / H 2中测量了碘和氰基取代染料的聚集诱导发射（AIE）特性。O解决方案。两者均显示出由于聚集而产生的强烈发射。通过制造具有增加浓度的染料和樟脑酐（一种非发射性极性掺杂剂）的聚苯乙烯薄膜，进一步研究了这些染料对基质极性的敏感性。在这些薄膜中观察到发射红移，这表明基质效应可用于调节DMA取代的二酮的发射。
更新日期：2017-05-11
中文翻译：
控制刺激响应性二甲基氨基取代的二苯甲酰甲烷材料的固态光学特性†
硼配位β-二酮（BF 2）的机械变色发光（ML）性质bdks）已被广泛研究，但是未配位的β-二酮（bdks）的刺激响应特性却鲜为人知。尽管bdk染料显示出令人鼓舞的特性，包括高对比度ML，快速的室温自擦除，溶剂致变色和聚集诱导发射（AIE），但先前报道的染料在窄波长范围内（约420-500 nm）显示出发射。为了在更宽的颜色范围内调节发光，合成了带有一系列给电子和吸电子取代基的二甲基氨基（DMA）取代的β-二酮。研究了溶剂变色，聚集诱导发射（AIE），ML和热变色。大多数染料表现出正的溶剂化变色，并对机械和热刺激有反应。固态发射波长与电子的吸电子强度相关对位取代基，范围从蓝色到橙色（488–578 nm）。结构和热表征分别通过粉末X射线衍射（XRD）和差示扫描量热法（DSC）进行。这些数据表明，刺激响应特性是晶体到非晶相变的结果。另外，在THF / H 2中测量了碘和氰基取代染料的聚集诱导发射（AIE）特性。O解决方案。两者均显示出由于聚集而产生的强烈发射。通过制造具有增加浓度的染料和樟脑酐（一种非发射性极性掺杂剂）的聚苯乙烯薄膜，进一步研究了这些染料对基质极性的敏感性。在这些薄膜中观察到发射红移，这表明基质效应可用于调节DMA取代的二酮的发射。
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