Charge transfer NIR dyes for improved photoacoustic effect

Xu, Anping; Han, Huihui; Lu, Jichang; Yang, Peipei; Gao, Yujuan; An, Hong‐Wei; Zhanng, Di; Li, Lizhong; Zhang, Jingping; Wang, Dong; Wang, Lei; Wang, Hao

doi:10.1016/j.dyepig.2015.11.003

Cited by 19 publications

(15 citation statements)

References 24 publications

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“…, the influence of the F 4 ‐TCNQ electron‐acceptor on the PA and photothermal properties of simpler diphenylacetylene click‐derived dyes was reported (Fig. 100 – 103 ) . Using a secondary amine electron donor to introduce a strong donor‐ π ‐acceptor charge‐transfer electronic transition the four dyes presented impressively strong NIR absorption ( ε ~ 10 4 m −1 cm −1 ) in the range of 790–831 nm.…”

Section: Molecular Photoacoustic Contrast Agentsmentioning

confidence: 98%

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Molecular Photoacoustic Contrast Agents: Design Principles & Applications

Borg

Rochford

2018

Photochem & Photobiology

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Photoacoustic imaging (PAI) is a rapidly growing field which offers high spatial resolution and high contrast for deep-tissue imaging in vivo. PAI is nonionizing and noninvasive and combines the optical resolution of fluorescence imaging with the spatial resolution of ultrasound imaging. In particular, the development of exogenous PA contrast agents has gained significant momentum of late with a vastly expanding complexity of dye materials under investigation ranging from small molecules to macromolecular proteins, polymeric and inorganic nanoparticles. The goal of this review is to survey the current state of the art in molecular photoacoustic contrast agents (MPACs) for applications in biomedical imaging. The fundamental design principles of MPACs are presented and a review of prior reports spanning from early-to-current literature is put forth.

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Section: Molecular Photoacoustic Contrast Agentsmentioning

confidence: 98%

“…Structures of the diphenylacetylene click‐derived dyes used in tandem with the F 4 ‐ TCNQ electron‐acceptor by Li et al . to tune PA and photothermal properties .…”

Section: Molecular Photoacoustic Contrast Agentsmentioning

confidence: 99%

Molecular Photoacoustic Contrast Agents: Design Principles & Applications

Borg

Rochford

2018

Photochem & Photobiology

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“…Therefore, developments of such dyes are particularly in the focus of research [32][33][34][35]. Here, several probe development strategies have been explored, ranging from inorganic plasmonic nanoparticles [36] to semi-conducting organic nanoparticles [33] to organic dyes based on the different cores like polymethines [37][38][39] and black hole quencher dyes [40] as well as many others [41][42][43][44][45][46]. Gold and other noble metals have been studied for very long time; however, due to toxicological or pharmacological concerns as well as costs, it is very difficult to develop them as contrast agents for clinical use.…”

Section: Basics Of Pa Probes: the Known Design Strategiesmentioning

confidence: 99%

Photoacoustic Imaging Probes Based on Tetrapyrroles and Related Compounds

Merkes

Zhu

Bahukhandi

et al. 2020

IJMS

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Photoacoustic imaging (PAI) is a rapidly evolving field in molecular imaging that enables imaging in the depths of ultrasound and with the sensitivity of optical modalities. PAI bases on the photoexcitation of a chromophore, which converts the absorbed light into thermal energy, causing an acoustic pressure wave that can be captured with ultrasound transducers, in generating an image. For in vivo imaging, chromophores strongly absorbing in the near-infrared range (NIR; > 680 nm) are required. As tetrapyrroles have a long history in biomedical applications, novel tetrapyrroles and inspired mimics have been pursued as potentially suitable contrast agents for PAI. The goal of this review is to summarize the current state of the art in PAI applications using tetrapyrroles and related macrocycles inspired by it, highlighting those compounds exhibiting strong NIR-absorption. Furthermore, we discuss the current developments of other absorbers for in vivo photoacoustic (PA) applications.

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“…In order to solve this problem, other click-type reactions have simultaneously been developed [28][29][30][31][32][33]. For introducing strong electron-withdrawing groups for NLO application, the typically thermal [2 + 2] cycloadditions, followed by retro-electrocyclization of tetracyanoethylene (TCNE) and 7,7,8,, were linked to "electronically confused" alkynes [34][35][36][37][38][39][40]. By using this reaction, the polymer energy levels and thermal stability were significantly controlled.…”

Section: Introductionmentioning

confidence: 99%