Design for a Solid-State Luminescent Sensor Through Photo-Induced Electron Transfer Based on Pyrene-Modified o-Carborane

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-11-08 DOI:10.1002/ajoc.202400513
Shunsuke Nishiyama, Junki Ochi, Kazuo Tanaka
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Abstract

Aryl-tethered o-carboranes have attracted attention as a platform for obtaining functional solid-state luminescent materials with stimuli-responsiveness. To extend the versatility and applicability for advanced sensing technologies, it is essential to establish new mechanisms for regulating solid-state luminescent properties. In this study, we demonstrate the regulation of solid-state luminescent properties of the modified o-carborane through photo-induced electron transfer. We synthesized the triad based on o-carborane modified with pyrene as a luminophore from intermolecular charge transfer and diethylaniline as a quencher. In the pristine solid state, significant emission was hardly observed due to emission quenching through photo-induced electron transfer, while intense emission was recovered by acid vapor fuming for protonation at the diethylaniline moiety. Moreover, we confirmed that reversible changes underwent by amine vapor fuming. These results mean that solid-state luminescent properties of o-carborane can be controlled by the commodity photochemical process according to the molecular design.

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基于芘改性邻碳硼烷的光致电子转移固态发光传感器设计
芳基系链邻碳硼烷作为一种具有刺激响应性的功能固态发光材料受到了广泛的关注。为了扩大先进传感技术的通用性和适用性,必须建立新的调节固态发光特性的机制。在本研究中,我们证明了改性的邻碳硼烷通过光诱导电子转移对固态发光性能的调节。我们利用分子间电荷转移和二乙基苯胺作为猝灭剂,合成了以芘修饰的邻碳硼烷为发光团的三联体。在原始固体状态下,由于光致电子转移导致的发射猝灭,几乎观察不到明显的发射,而在二乙基苯胺部分通过酸蒸汽发烟进行质子化可以恢复强烈的发射。此外,我们证实了胺蒸汽发烟所发生的可逆变化。这些结果表明,邻碳硼烷的固态发光性能可以根据分子设计通过商品光化学过程来控制。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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