Synthesis and characterisation of dimeric triphenylmethane water-soluble dyes for high-speed inkjet printing

Jang, Seong Hyun; Lee, Geonho; Han, Young Joon; Lee, Sang Yoon; Lee, Hyun Kyu; Yoo, Eui Sang; Cho, Kwan Hyun; Jung, Jae Woong; Choi, Jun

doi:10.1016/j.dyepig.2021.109737

Cited by 5 publications

(2 citation statements)

References 18 publications

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“…Triphenylmethane dyes are cationic organic dyes used in various fields, such as the textile industry, food coloring, print industry, 30 and biological imaging. 31 These adopt a twisted conformation due to the steric hindrance of three benzenes.…”

Section: ■ Introductionmentioning

confidence: 99%

Development of Triphenylmethane Dyes for In Vivo Fluorescence Imaging of Aβ Oligomers

Nagashima,

Watanabe,

Akasaka

et al. 2024

ACS Chem. Neurosci.

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Detection of amyloid β (Aβ) oligomers, regarded as the most toxic aggregated forms of Aβ, can contribute to the diagnosis and treatment of Alzheimer's disease (AD). Thus, the development of imaging probes for in vivo visualization of Aβ oligomers is crucial. However, the structural uncertainty regarding Aβ oligomers makes it difficult to design imaging probes with high sensitivity to Aβ oligomers against highly aggregated Aβ fibrils. In this study, we developed Aβ oligomer-selective fluorescent probes based on triphenylmethane dyes through screening of commercially available compounds followed by structure−activity relationship (SAR) studies on cyclic or acyclic 4-dialkylamino groups. We synthesized 11 triarylmethane-based Aβ oligomer probe (TAM-AOP) derivatives. In vitro evaluation of fluorescence properties, TAMAOP-9, which had bulky 4-diisobutylamino groups introduced into three benzenes of a twisted triphenylmethane backbone, showed marked fluorescence enhancement in the presence of Aβ oligomers and demonstrated high selectivity for Aβ oligomers against Aβ fibrils. In docking studies using the Aβ trimer model, TAMAOP-9 bound to the hydrophobic surface and interacted with the side chain of Phe 20 . In vitro section staining revealed that TAMAOP-9 could visualize Aβ oligomers in the brains of AD model mice. An in vivo fluorescence imaging study using TAMAOP-9 showed significantly higher fluorescence signals from the brains of AD model mice than those of age-matched wild-type mice, confirmed by ex vivo section observation. These results suggest that TAMAOP-9 is a promising Aβ oligomer-targeting fluorescent probe applicable to in vivo imaging.

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Section: ■ Introductionmentioning

confidence: 99%

Development of Triphenylmethane Dyes for In Vivo Fluorescence Imaging of Aβ Oligomers

Nagashima,

Watanabe,

Akasaka

et al. 2024

ACS Chem. Neurosci.

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“…The dynamics of droplet impact play an important role in numerous natural processes [ 1 , 2 , 3 ] and practical applications such as industry [ 4 , 5 , 6 , 7 , 8 , 9 ], agriculture [ 10 , 11 , 12 ], and medicine [ 13 , 14 , 15 ]. The possible outcomes of a droplet impact on a solid surface include spreading, splashing, bouncing off, and sticking [ 16 , 17 , 18 ].…”

Section: Introductionmentioning

confidence: 99%

Comparative Study on the Spreading Behavior of Oil Droplets over Teflon Substrates in Different Media Environments

Wang

Cao

2022

Polymers

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This paper comparatively investigated the spreading process of an oil droplet on the surface of highly hydrophobic solid (Teflon) in air and water media using a high-speed imaging technology, and analyzed their differences in spreading behavior from the perspective of empirical relations and energy conservation. Furthermore, the classical HD and MKT wetting models were applied to describe the oil droplet spreading dynamics to reveal the spreading mechanism of oil droplets on the Teflon in different media environments. Results showed that the entire spreading process of oil droplets on Teflon in air could be separated into three stages: the early linear fast spreading stage following θ(t)=θ0+kt , the intermediate exponential slow spreading stage obeying θ(t)=bt−3α, and the late spreading stage described by θ(t)=θeq+a×exp(−t/T). However, the dynamics behavior of dynamic contact angle during the oil droplet spreading on Teflon in water could be well described by these expressions, θ(t)=θ0+kt and θ(t)=θeq+a×exp(−t/T). Clearly, a significant difference in the oil droplet spreading behavior in air and water media was found, and the absence of the intermediate exponential spreading stage in the oil–water–Teflon system could be attributed to the difference in the dissipated energy of the system because the dissipation energy in the oil–water–solid system included not only the viscous dissipation energy of the boundary layer of oil droplet, but also that of the surrounding water which was not included in the dissipation energy of the oil–air–solid system. Moreover, the quantitative analysis of wetting models suggested that the MKT model could reasonably describe the late spreading dynamics of oil droplets (low TPCL velocities), while the HD model may be more suitable for describing the oil droplet spreading dynamics at the early and intermediate spreading stages (high TPCL velocities).

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Experimental and molecular dynamics simulation study on wetting interaction between water droplets and kaolinite surface

Wang

Xing

Gui

et al. 2022

Chemical Physics Letters

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Synthesis and characterisation of dimeric triphenylmethane water-soluble dyes for high-speed inkjet printing

Cited by 5 publications

References 18 publications

Development of Triphenylmethane Dyes for In Vivo Fluorescence Imaging of Aβ Oligomers

Development of Triphenylmethane Dyes for In Vivo Fluorescence Imaging of Aβ Oligomers

Comparative Study on the Spreading Behavior of Oil Droplets over Teflon Substrates in Different Media Environments

Experimental and molecular dynamics simulation study on wetting interaction between water droplets and kaolinite surface

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