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Preparation method and application of near-infrared fluorescent compound with photo-thermal conversion capability

A technology of photothermal conversion and compounds, applied in chemical instruments and methods, organic chemistry, luminescent materials, etc.

Pending Publication Date: 2022-04-05
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Currently, the study of near-infrared fluorescent molecules is a challenging work

Method used

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  • Preparation method and application of near-infrared fluorescent compound with photo-thermal conversion capability
  • Preparation method and application of near-infrared fluorescent compound with photo-thermal conversion capability
  • Preparation method and application of near-infrared fluorescent compound with photo-thermal conversion capability

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The synthetic method of above-mentioned compound 1, comprises the following steps:

[0032] Compound 1, the molecular formula is C 72 h 66 N 8 o 2 S 2 , the chemical formula of compound 1 is as shown in formula (I):

[0033]

[0034] Its preparation method, the steps are as follows:

[0035] 1) 2,5-di(4-tert-butylphenyl)amine-1,4-dicarbaldehyde and rhodanic-CN dissolved in 1,4-dioxane;

[0036] 2) Add 0.5ml triethylamine and react at 110°C for 6h;

[0037] 3) After the reaction is cooled, recrystallize with dichloromethane / petroleum ether to obtain the final product.

[0038] The molar ratio of 2,5-bis(4-tert-butylphenyl)amine-1,4-dimethylaldehyde to rhodanic-CN is 0.2mmol:0.4mmol.

Embodiment 2

[0040] The synthetic method of above-mentioned compound 2, comprises the following steps:

[0041] Compound 2, the molecular formula is C 56 h 34 N 8 o 2 S 2 The molecular chemical formula of compound 2 is shown in formula (II):

[0042]

[0043] The synthetic method comprises the following steps:

[0044] 1) 2,5-diamine-1,4-dicarbaldehyde and rhodanic-CN dissolved in 1,4-dioxane;

[0045] 2) Add 0.5ml triethylamine and react at 110°C for 6h;

[0046] 3) After the reaction is cooled, recrystallize with dichloromethane / petroleum ether to obtain the final product. The molar ratio of 2,5-diamine-1,4-dicarbaldehyde to rhodanic-CN is 0.2mmol:0.4mmol.

[0047] Characterization 1. UV-Vis absorption spectrum of fluorescent compounds:

[0048] Dissolve the fluorescent compound in a solution of THF to a final concentration of 5.0 × 10 -5 M, such as figure 1 Shown: the maximum absorption of its ultraviolet-visible absorption spectrum is measured at about 580nm.

[0049] Ch...

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Abstract

The invention discloses a compound integrating solid-state fluorescence emission light and photo-thermal capacity as well as a preparation method and application thereof. The molecular formula of the compound is shown in the specification. The invention discloses a preparation method and application of a solid-state near-infrared fluorescence emission compound containing diphenylamine and rhodanic-CN (rhodanic-CN). The compound provided by the invention has aggregation-induced emission characteristic and photo-thermal conversion ability, the unique chemical structure of the compound enables the compound to emit near-infrared light, the solid-state maximum fluorescence peak position is 820 nm, and the nanoparticles of the compound have excellent and stable thermal conversion ability and photo-bleaching resistance. Therefore, the molecule has a wide application prospect.

Description

technical field [0001] The invention belongs to the technical field of near-infrared fluorescence emission and photothermal conversion, and specifically relates to a compound that integrates near-infrared solid-state fluorescence emission and photothermal conversion capabilities and its preparation method and application. Background technique [0002] At present, the study of near-infrared fluorescent molecules is a challenging work. At the same time, near-infrared (NIR, 700-900nm) fluorescent molecules have potential application value in biological and other fields, so many researchers are interested. Photothermal materials can be applied in fields such as cancer photothermal therapy, but there are few materials with photothermal conversion ability. Therefore, the synthesis of materials with near-infrared luminescence and photothermal conversion capabilities is urgently needed. [0003] In 2001, the team of academician Tang Benzhong proposed the concept of aggregation-ind...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/34C09K11/06C09K3/00B82Y40/00
Inventor 吕宏光赵晓伟刘路琦
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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