High-contrast mechanofluorochromism and acidochromism of D-pi-A type quinoline derivatives
High-contrast mechanofluorochromism and acidochromism of D-pi-A type quinoline derivatives
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D-pi-A型喹啉衍生物的高对比度机械荧光变色和酸变色
DOI：
10.1016/j.dyepig.2018.11.044
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发表时间：
2019
影响因子：
4.5
通讯作者：
Lu Ran
中科院分区：
文献类型：
--
作者：
Shen Yanbing;Xue Pengchong;Liu Jiaxi;Ding Jipeng;Sun Jingbo;Lu Ran
通过Knoevenagel缩合反应合成了新的D-π-A型喹啉衍生物（CbzVQ和TPAVQ）。他们表现出可逆的高对比度的机械荧光（MFC）的行为下研磨/发烟处理。以CbzVQ为例，通过将合成的样品研磨成粉末，其荧光可以从蓝色转变为灰绿色，并且荧光发射从449 nm（在475 nm和520 nm处有肩峰）红移到578 nm（在约500 nm处有肩峰）。450 nm和500 nm）。在MFC过程中，最大发射峰的如此大的位移是罕见的报道。此外，CbzVQ和TPAVQ的铸膜分别发射蓝光和绿色光，其在TFA（三氟乙酸）蒸气的诱导下迅速变为红光。TPAVQ对TFA蒸气的检测性能优于CbzVQ，这是由于三苯胺较咔唑具有较强的给电子能力。TPAVQ对三氟乙酸蒸气的检测限为163 ppb，衰减时间为0.22s。显然，D-π-A型喹啉衍生物是多刺激响应荧光材料的候选者。
New D-π-A type quinoline derivatives (CbzVQandTPAVQ) were synthesized via Knoevenagel condensation reactions. They exhibited reversible high-contrast mechanofluorochromic (MFC) behavior under grinding/fuming treatment. TakingCbzVQas an example, its fluorescence could be switched from blue to greyish green by grinding the as-synthesized sample into ground powders, and the fluorescence emission was red-shifted from 449 nm (with shoulders at 475 nm and 520 nm) to 578 nm (with shoulders at ca. 450 nm and 500 nm). Such large shift of the maximal emission peak during MFC processes was rare reported. In addition, the casting films ofCbzVQandTPAVQemitted blue and green light, respectively, which was turned to red rapidly induced by TFA (trifluoroacetic acid) vapor. Moreover, the emission could be recovered stimulated by TEA (triethylamine) vapor, so the quinoline derivatives exhibited reversible fluorescent sensory properties.TPAVQshowed better performance in the detection of TFA vapor thanCbzVQdue to the strong electron-donating ability of triphenylamine compared with carbazole. The detection limit and the decay time ofTPAVQtowards TFA vapor were 163 ppb and 0.22 s, respectively. Apparently, the D-π-A type quinoline derivatives are candidates as multi-stimuli responsive fluorescent materials.