Dyes and Pigments ( IF 4.1 ) Pub Date : 2023-06-17 , DOI: 10.1016/j.dyepig.2023.111475
Yutong Xiong , Weiren Zhong , Xuedan Zhang , Yuting Lin , Zhenguo Tang , Shouji Li , Xu-Min Cai
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The petrochemical-based multi-stimuli responsive materials have been widely explored as advanced functional materials in the past several decades, but they inevitably face problems like complicated synthesis, non-renewability, and non-sustainability. On this basis, the bio-based materials used to construct multi-stimuli responsive due to the unique natural structures have come to the fore. In this work, three novel triphenylamine-based salicylideneanilines have been simply designed with aggregation-induced emission (AIE) properties. Among all, DAMB-TPAOH and DAMB-TPA possessing the natural structure of dehydroabietic acid from rosin are bioproduct-inspired AIE luminogens (BioAIEgens). Derived from the excited-state intramolecular proton transfer and restriction of intramolecular motion dual-mechanism caused by the hydroxyl group and rigidification of alicyclic moiety, respectively, the solid-state DAMB-TPAOH exhibits red-shifted (compared to DAMB-TPA) and stronger (compared to BA-TPAOH) emission, endowing this BioAIEgen with the best fluorescence behavior. Further, the introduction of the natural skeleton, propeller TPA, and imine group results in the high-contrast mechanochromic and acidichromic properties of DAMB-TPAOH. The multi-stimuli responsive properties endow DAMB-TPAOH with potential utilization in the manufacture of rewritable paper and multi-color ink. The current work contributes greatly to the development of BioAIEgens with both mechanochromism and acidichromism.
中文翻译:

脱氢松香酸和三苯胺将 BioAIEgens 与亚胺连接体和 RIM 结合:机械变色和酸变色
基于石化的多刺激响应材料作为先进功能材料在过去几十年中得到了广泛的探索,但它们不可避免地面临合成复杂、不可再生和不可持续等问题。在此基础上,由于独特的自然结构,用于构建多刺激响应的生物基材料应运而生。在这项工作中,简单设计了三种新型的基于三苯胺的水杨基苯胺,具有聚集诱导发射(AIE)特性。其中,DAMB-TPAOH和DAMB-TPA受生物产品启发的 AIE 发光剂 (BioAIEgens) 具有松香脱氢松香酸的天然结构。固态DAMB-TPAOH分别源自羟基和脂环基团刚性化引起的激发态分子内质子转移和分子内运动限制双重机制,表现出红移(与DAMB-TPA相比)和更强的红移。 (与BA-TPAOH相比)发射,赋予该 BioAIEgen 最佳的荧光行为。此外,天然骨架、螺旋桨TPA和亚胺基团的引入导致DAMB-TPAOH具有高对比度的机械变色和酸变色特性。DAMB-TPAOH具有多重刺激响应特性在制造可重写纸和多色墨水方面具有潜在的用途。目前的工作对具有机械变色性和酸性变色性的 BioAIEgens 的开发做出了巨大贡献。