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含三氟甲基的近红外吸收阴离子型七甲川花菁染料的合成。

Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups.

机构信息

Department of Chemistry and Biomolecular Science, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan.

Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan.

出版信息

Molecules. 2023 Jun 8;28(12):4650. doi: 10.3390/molecules28124650.

DOI:10.3390/molecules28124650
PMID:37375210
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10303145/
Abstract

A novel anionic heptamethine cyanine (HMC) dye with two trifluoromethyl groups that selectively absorb near-infrared light is synthesized. When contrasted with previously studied anionic HMC dyes with substituents such as methyl, phenyl, and pentafluorophenyl groups, the trifluoromethylated dye displays a red-shifted maximum absorption wavelength (for instance, 948 nm in CHCl) along with enhanced photostability. Furthermore, HMC dyes with broad absorption in the near-infrared region are synthesized by combining a trifluoromethylated anionic HMC dye with a cationic HMC dye as a counterion.

摘要

合成了一种新型的阴离子七甲川菁(HMC)染料,带有两个三氟甲基基团,可选择性吸收近红外光。与之前研究的带有甲基、苯基和五氟苯基等取代基的阴离子 HMC 染料相比,三氟甲基化染料的最大吸收波长发生红移(例如,在 CHCl 中为 948nm),同时光稳定性增强。此外,通过将三氟甲基化的阴离子 HMC 染料与阳离子 HMC 染料作为抗衡离子结合,合成了在近红外区域具有宽吸收的 HMC 染料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/f8c1982cc00b/molecules-28-04650-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/07772b5557e9/molecules-28-04650-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/386091bd35af/molecules-28-04650-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/4a0056fd028e/molecules-28-04650-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/30f6a8ac2cde/molecules-28-04650-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/8aa2b8f04d91/molecules-28-04650-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/f8c1982cc00b/molecules-28-04650-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/07772b5557e9/molecules-28-04650-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/386091bd35af/molecules-28-04650-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/4a0056fd028e/molecules-28-04650-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/30f6a8ac2cde/molecules-28-04650-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/8aa2b8f04d91/molecules-28-04650-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7ff3/10303145/f8c1982cc00b/molecules-28-04650-g003.jpg

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J-aggregation strategy of organic dyes for near-infrared bioimaging and fluorescent image-guided phototherapy.
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