Study of Red‐Emission Piezochromic Materials Based on Triphenylamine

Qi, Chunxuan; Ma, Hengchang; Fan, Hongting; Yang, Zeng‐Ming; Cao, Haiying; Wei, Qiaojuan; Lei, Ziqiang

doi:10.1002/cplu.201600104

Cited by 20 publications

(5 citation statements)

References 73 publications

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“…The intense luminescence coming from supramolecular aggregates triggered the research in the field of mechanochromic and piezochromic fluorescent materials, since the color of the emission could possibly change by external compression or mechanical grinding. Recently, many reports have been published on the effective mechanism of piezochromic fluorescence based on the molecular aggregation state of AIE luminogens [61,62,63,67,68,69,70,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86].…”

Section: Aie and Mechanochromismmentioning

confidence: 99%

Mechanochromic Fluorescent Polymers with Aggregation-Induced Emission Features

Pucci

2019

Sensors

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Mechanochromic polymers are defined as materials that are able to detect a mechanical stress through an optical output. This feature has evoked a growing interest in the last decades, thanks to the progress of chromogenic molecules whose optical characteristics and chemical functionalities allow their effective insertion in many thermoplastic and thermoset matrices. Among the different types of fluorogenic probes able to detect mechanical solicitations, those with aggregation-induced emission (i.e., AIEgens) have attracted tremendous interest since their discovery in 2001. In the present review, the main principles behind the AIEgens working behavior are introduced along with the current state of knowledge concerning the design and preparation of the derived mechanochromic fluorescent polymers. Examples are provided concerning the most ingenious solution for the preparation of chromogenic materials, starting from different types of commodity plastics or synthetic polymers and combined with the latest AIE technology to provide the most sensitive response to mechanical stress.

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Section: Aie and Mechanochromismmentioning

confidence: 99%

Mechanochromic Fluorescent Polymers with Aggregation-Induced Emission Features

Pucci

2019

Sensors

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“…The band at 340 nm appears due to the delocalized π–π* transition of triphenylamine. The presence of an additional low intensity absorption band at 460 nm can be connected with the intramolecular charge transfer due to the transfer of electrons from the electron‐donating N,N ‐diphenylamino group to the electron‐withdrawing pyridine fragment [50–52] . The nature of the electronic transitions indicates that the electron density is localized at HOMO and LUMO.…”

Section: Resultsmentioning

confidence: 99%

Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Slobodinyuk,

Slobodinyuk

2023

ChemistrySelect

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The chromophores based on a pyridine central acceptor and one/two/three peripheral substituents of different electronic and spatial nature have been designed and synthesized. The structure‐property relationship was studied using differential scanning calorimetry, cyclic voltammetry, UV‐Vis and emission spectroscopy. A study of the thermal properties of the synthesized compounds showed that the presence of a 3,6‐bis(tert‐butyl)carbazole fragment leads to a significant increase in the glass transition temperature of the compounds. Photophysical studies have revealed that N,N‐diphenylamine‐containing pyridines are characterized by a high fluorescence quantum yield. In this regard, the expediency of the simultaneous presence in the structure of chromophores of electron‐donating groups of different natures has been proven, since this approach makes it possible to obtain compounds with high fluorescence quantum yield and molar absorption coefficient, as well as a narrow band gap and a deep level of the highest occupied molecular orbital.

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“…Elucidating these mechanisms is crucial for tailoring AIE‐active molecules to specific applications and understanding the subtleties of AIE behaviour. Among others, triphenylamine [18] and/or thiophene [19] are those structures that have attracted main attention due to their easy synthesis with high yields [20,21] . These types of molecules have been used as chemical sensors, [22–24] cell imaging [25,26] and devices [27–29] .…”

Section: Introductionmentioning

confidence: 99%

“…Among others, triphenylamine [18] and/or thiophene [19] are those structures that have attracted main attention due to their easy synthesis with high yields. [20,21] These types of molecules have been used as chemical sensors, [22][23][24] cell imaging [25,26] and devices. [27][28][29] Thus, the main objective of this work is to determine and compare the differences in the mechanism of deactivation of two AIE luminogens based in triphenylamineÀ thiophene in solution and Poly(methyl methacrylate) (PMMA).…”

Section: Introductionmentioning

confidence: 99%

Photophysical Analysis of Aggregation‐Induced Emission (AIE) Luminogens Based on Triphenylamine and Thiophene: Insights into Emission Behavior in Solution and PMMA Films

Segura,

Ormazabal‐Toledo,

García‐Beltrán

et al. 2023

Chemistry A European J

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Aggregation‐Induced Emission (AIE) luminogens have garnered significant interest due to their distinctive applications in different applications. Among the diverse molecular architectures, those based on triphenylamine and thiophene hold prominence. However, a comprehensive understanding of the deactivation mechanism both in solution and films remains lacking. In this study, we synthesized and characterized spectroscopically two AIE luminogens: 5‐(4‐(bis(4‐methoxyphenyl)amino)phenyl)thiophene‐2‐carbaldehyde (TTY) and 5′‐(4‐(bis(4‐methoxyphenyl)amino)phenyl)‐[2,2′‐bithiophene]‐5‐carbaldehyde (TTO). Photophysical and theoretical analyses were conducted in both solution and PMMA films to understand the deactivation mechanism of TTY and TTO. In diluted solutions, the emission behavior of TTY and TTO is influenced by the solvent, and the deactivation of the excited state can occur via locally excited (LE) or twisted intramolecular charge transfer (TICT) state. In PMMA films, rotational and translational movements are constrained, necessitating emission solely from the LE state. Nevertheless, in the PMMA film, excimers‐like structures form, resulting in the emergence of a longer wavelength band and a reduction in emission intensity. The zenith of emission intensity occurs when molecules are dispersed at higher concentrations within PMMA, effectively diminishing the likelihood of excimer‐like formations. Luminescent Solar Concentrators (LSC) were fabricated to validate these findings, and the optical efficiency was studied at varying concentrations of luminogen and PMMA.

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Study of Red‐Emission Piezochromic Materials Based on Triphenylamine

Cited by 20 publications

References 73 publications

Mechanochromic Fluorescent Polymers with Aggregation-Induced Emission Features

Mechanochromic Fluorescent Polymers with Aggregation-Induced Emission Features

Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Photophysical Analysis of Aggregation‐Induced Emission (AIE) Luminogens Based on Triphenylamine and Thiophene: Insights into Emission Behavior in Solution and PMMA Films

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