嘧啶双腙的多刺激响应性:AIE、可调谐发光、白光发射、力致变色、酸致变色及其防伪应用
Dyes and Pigments
(
IF
4.2
)
Pub Date : 2023-01-12
, DOI:
10.1016/j.dyepig.2023.111091
Ottoor Anitha
,
Moorthy Mathivanan
,
Balamurugan Tharmalingam
,
Thangaraj Thiruppathiraja
,
Sandipan Ghorai
,
Ramalingam Natarajan
,
Viruthachalam Thiagarajan
,
Senthilkumar Lakshmipathi
,
Balasubramanian Murugesapandian
最近几天,与单分子相关的多功能特性的开发成为材料科学研究领域关注的焦点。具有各种刺激响应性(如机械致色性和酸致变色性)以及分子内的白光发射行为的聚集诱导发光(AIE)分子将在不久的将来产生巨大的应用。从单一组分系统制造白光发光材料的简单策略有利于平板显示器和其他光电设备领域的应用。在此,我们设计了一种基于 DAD 三联体的 AIE 活性有机分子HYPY-DESAL ,通过4,6-二肼嘧啶 (HYPY ) 和 4-( N,N -二乙氨基) 水杨醛 ( DESAL ) 含有 ESIPT 以及 ICT 特性。这种 AIE 活性分子除了在其聚集状态下具有可调发射特性外,还具有白光发射 ( fw ≈ 49%) 特性,可用于各种发光二极管应用。该化合物显示出特殊的固态刺激响应性,例如机械荧光变色和酸变色。HYPY-DESAL表现出酸性变色特征,在固态下发射波长大于 150 nm 时具有显着的红移。添加 TFA 后质子化的特定位点通过 1确认H NMR 滴定以及 TD-DFT 实验。该化合物在暴露于 TFA/TEA 时具有有趣的可逆转换特性,已成功用于纸条和基于 PMMA 的薄膜中的多种编码解码、信息存储和防伪应用。综上所述,新设计且易于获得的分子的组合特征具有多种刺激响应特征,例如 AIE、可调发光、白光发射、机械致色、酸致变色、使用纸条和薄膜的气相传感适用性是独一无二的,如果不是史无前例的话。
"点击查看英文标题和摘要"
Multi-stimuli responsiveness of pyrimidine bishydrazone: AIE, tuneable luminescence, white light emission, mechanochromism, acidochromism and its anticounterfeiting applications
The development of multifunctional properties associated with a single molecule being a centre of attention in the material science research area has been more focused in recent days. An aggregation-induced emissive (AIE) molecule having various aspects of stimuli-responsiveness such as mechanochromism, and acidochromism, along with white-light emitting behavior within a molecule will give rise to enormous applications in near future. A simple strategy to fabricate white-light emitting material from a single component system is beneficial for applications in the field of flat-panel displays and other optoelectronic devices. Herein, we have designed a D-A-D triad-based AIE active organic molecule HYPY-DESAL via a facile one-step Schiff-base condensation reaction between 4,6-dihydrazinopyrimidine (HYPY) and 4-(N,N-diethylamino)salicylaldehyde (DESAL) containing ESIPT as well as ICT properties. This AIE-active molecule exhibits white light emission (fw ≈ 49%) feature in addition to the tunable emission characteristics in its aggregated states which can be utilized for various light emitting diode applications. The compound revealed exceptional solid-state stimuli responsiveness such as mechanofluorochromism and acidochromism. HYPY-DESAL exhibited acidochromic features with a remarkable red shift in emission wavelength greater than 150 nm in the solid state. The specific site of protonation upon TFA addition was confirmed via 1H NMR titration as well as TD-DFT experiments. The interesting reversible switching characteristics of the compound upon exposure to TFA/TEA are successfully utilized for several coding-decoding, information storage, and anti-counterfeiting applications in paper strips as well as PMMA-based thin films. Taken together, the combined features of the newly designed and readily accessible molecule exhibiting multi-stimuli responsive features such as AIE, tuneable luminescence, white light emission, mechanochromism, acidochromism, vapor phase sensing applicability using paper strips as well as thin films is unique, if not unprecedented.
更新日期:2023-01-12