High-contrast mechanochromic fluorescence from a highly solid-state emissive 2-(dimesitylboryl)phenyl-substituted [2.2]paracyclophane,Journal of Materials Chemistry C

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High-contrast mechanochromic fluorescence from a highly solid-state emissive 2-(dimesitylboryl)phenyl-substituted [2.2]paracyclophane
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2020-12-22 , DOI: 10.1039/d0tc05307d
Meng-Yuan Zhang _{1,

2,

3,

4} , Qian Peng _{4,

5,

6,

7} , Cui-Hua Zhao _{1,

2,

3,

4}

Affiliation

It is still very challenging to obtain mechanochromic luminescence (MCL) systems that combine high-contrast photoluminescence colour change together with high quantum yields in any morphological state. In this paper, we have disclosed the reversible and high-contrast MCL properties from a triarylborane-based [2.2]paracyclophane, g-BPhNMe₂-Cp, which contains 2-(dimesityboryl)phenyl and dimethylamino groups at pseudo-gem positions. With mechanical grinding, this compound exhibits a remarkable fluorescence change from blue fluorescence of the crystalline pristine powder to the green fluorescence of the amorphous ground powder with high fluorescence quantum yields of 0.58 and 0.73, respectively. In addition, the blue fluorescence can be reversibly restored upon fuming the ground powder with solvents. The structural analyses revealed that this compound is featured by a rigid and congested structure, which is helpful to suppress the intermolecular interactions, such as π–π stacking, aggregation, and excimer formation, and consequently enables the intense fluorescence in both morphological phases. The theoretical calculations suggested the remarkable two-colour fluorescence switching of g-BPhNMe₂-Cp arising from the alternating excited state conformations formed in the crystalline and amorphous phases due to the different degrees of structural relaxation in the excited state.

中文翻译：

高度固态的2-（二甲磺基）苯基取代的[2.2]对环环糊精的高对比度机械变色荧光

获得在任何形态状态下将高对比度光致发光颜色变化与高量子产率结合在一起的机械致变色发光（MCL）系统仍然非常具有挑战性。在本文中，我们已经公开了基于三芳基硼烷的[2.2]对环环烷g -BPhNMe ₂ -Cp的可逆性和高对比度MCL性质，其中在伪宝石上含有2-（dimesityboryl）苯基和二甲基氨基职位。通过机械研磨，该化合物显示出显着的荧光变化，从结晶原始粉末的蓝色荧光到无定形研磨粉末的绿色荧光，其荧光量子产率分别为0.58和0.73。此外，在用溶剂将研磨粉发烟后，蓝色荧光可以可逆地恢复。结构分析表明，该化合物具有刚性和拥挤的结构，有助于抑制分子间的相互作用，例如π-π堆积，聚集和受激准分子的形成，因此可以在两个形态相中产生强烈的荧光。理论计算表明，g -BPhNMe ₂ -Cp具有显着的双色荧光转换由于在激发态中结构弛豫的程度不同，在结晶相和非晶相中形成的交替激发态构象产生了α。

更新日期：2021-01-13

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