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Organic fluorescent material for ultrahigh resolution cell imaging as well as preparation and application of organic fluorescent material

A fluorescent material and cell imaging technology, which can be used in the analysis of materials, luminescent materials, and material analysis by optical means. Good, easy-to-build effect

Active Publication Date: 2019-10-22
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, it is worth noting that there are still few organic fluorescent material systems currently used in the field of STED ultra-high resolution imaging, mainly due to the limited luminescence performance and optical stability of the building materials in the aggregated state.

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  • Organic fluorescent material for ultrahigh resolution cell imaging as well as preparation and application of organic fluorescent material
  • Organic fluorescent material for ultrahigh resolution cell imaging as well as preparation and application of organic fluorescent material
  • Organic fluorescent material for ultrahigh resolution cell imaging as well as preparation and application of organic fluorescent material

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Embodiment 1

[0027] The organic fluorescent material used in this embodiment for ultra-high resolution cell imaging has the following structural formula (I):

[0028]

[0029] The preparation method of the organic fluorescent material of the present embodiment comprises the following steps:

[0030] Step 1: using 5-bromoresorcinol and 1-bromooctane as reaction raw materials, under the action of anhydrous potassium carbonate, acetone reflux reaction for 20 hours to generate terminal alkyl compounds;

[0031] The reaction formula is:

[0032]

[0033] The specific operation is: add 5-bromoresorcinol (5.0g, 26mmol) and 1-bromooctane (15.3g, 80mmol) in a 250ml single-mouth bottle, add anhydrous potassium carbonate (25g) under nitrogen protection, and add Acetone 150mL was dissolved and heated to reflux for 20 hours. Afterwards, the residue of potassium carbonate was removed after filtration, and the crude product was obtained after removing the solvent under reduced pressure. Petroleu...

Embodiment 2

[0043] The organic fluorescent material used for ultra-high resolution cell imaging has the following structural formula (I):

[0044]

[0045] The preparation method based on the above-mentioned organic fluorescent material for ultra-high resolution cell imaging includes the following steps:

[0046] Step 1: using 5-bromoresorcinol and 1-bromooctane as reaction raw materials, under the action of anhydrous potassium carbonate, acetone reflux reaction for 12 hours to generate terminal alkyl compounds;

[0047] The molar ratio of described 5-bromoresorcinol to bromooctane is 1:2, and the molar ratio of anhydrous potassium carbonate to 5-bromoresorcinol is 5:1;

[0048] Step 2: The product obtained in step 1 and 4,7-bis(5-trimethyltinthienyl-2-)-2,1,3-benzothiadiazole are fully dissolved in toluene solution, and tetratriphenyl Phosphine palladium is used as a reaction catalyst, and the target organic fluorescent material is obtained by reacting for 16 hours under the conditio...

Embodiment 3

[0054] The organic fluorescent material used for ultra-high resolution cell imaging has the following structural formula (I):

[0055]

[0056] The preparation method based on the above-mentioned organic fluorescent material for ultra-high resolution cell imaging includes the following steps:

[0057] Step 1: using 5-bromoresorcinol and 1-bromooctane as reaction raw materials, under the action of anhydrous potassium carbonate, acetone reflux reaction for 24 hours to generate terminal alkyl compounds;

[0058] The molar ratio of described 5-bromoresorcinol to bromooctane is 1:6, and the molar ratio of anhydrous potassium carbonate to 5-bromoresorcinol is 15:1;

[0059] Step 2: The product obtained in step 1 and 4,7-bis(5-trimethyltinthienyl-2-)-2,1,3-benzothiadiazole are fully dissolved in toluene solution, and tetratriphenyl Phosphine palladium is used as a reaction catalyst, and the target organic fluorescent material is obtained by reacting for 26 hours under the conditi...

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Abstract

The invention discloses an organic fluorescent material for ultrahigh resolution cell imaging as well as preparation and an application of the organic fluorescent material. The fluorescent material has a structural formula shown in (I). A synthesis method of the fluorescent material comprises steps as follows: (1) an etherification reaction of phenol compounds; (2) a cross coupling reaction of aromatic rings: a synthesized target organic fluorescent material is applied as follows: a target organic fluorescent material (I) and DSPE-PEG 2000 are co-precipitated in a mixed solvent, and organic fluorescent nanoparticles are obtained and used for STED (stimulated emission depletion) ultrahigh resolution imaging. A synthesis process of a luminescent material is simple, and the preparation cost of a nanomaterial is lower; besides, a constructed organic fluorescent material and a nano system thereof have better red-light emission performance, optical performance and dimensional stability performance and can realize deep application research of STED ultrahigh resolution imaging.

Description

technical field [0001] The invention relates to the technical field of organic luminescent small molecules / nanomaterials and imaging research thereof, in particular to the preparation of organic fluorescent materials with high-efficiency red light emission performance and its application research in stimulated emission depletion (STED) ultra-high resolution imaging. Specifically, organic fluorescent materials for ultra-high resolution cell imaging and their preparation and application. Background technique [0002] Compared with the traditional optical microscopy imaging technology, the stimulated emission depletion (STED) super-resolution imaging technology has an additional donut loss laser, so the principle of stimulated emission loss can be used to effectively reduce the target sample. The light-emitting area, so that the microscopic fine structure below 200nm in the sample to be tested can be obtained and it is possible to realize ultra-high resolution imaging monitorin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/14C09K11/06G01N21/64
CPCC07D417/14C09K11/06C09K2211/1051C09K2211/1092G01N21/64G01N2021/6417
Inventor 党东锋胥艳子王直孟令杰
Owner XI AN JIAOTONG UNIV
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