Two-photon dye contained metal organic frame material for detecting physiological temperature and preparation method of two-photon dye contained metal organic frame material

A metal-organic framework, physiological temperature technology, applied in the direction of physical/chemical changes in thermometers, thermometers, measuring devices, etc., to achieve the effect of improving luminous efficiency, avoiding fluorescence quenching, and expanding the scope of application

Active Publication Date: 2017-12-22
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Two-photon fluorescent materials, whose excitation light is near-infrared light, make the detection process cause little damage to biological tissue, penetrate deeply into biological tissue, and have no interference from biological tissue autofluorescence. They have unique advantages in the field of physiological temperature detection, but currently reported The past two-photon temperature detection materials are all excited light in the second biological window, that is to say, there is no metal-organic framework material containing two-photon dyes that can fall on the biological window for both excitation and emission, so further research is very important. significance

Method used

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  • Two-photon dye contained metal organic frame material for detecting physiological temperature and preparation method of two-photon dye contained metal organic frame material
  • Two-photon dye contained metal organic frame material for detecting physiological temperature and preparation method of two-photon dye contained metal organic frame material
  • Two-photon dye contained metal organic frame material for detecting physiological temperature and preparation method of two-photon dye contained metal organic frame material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Using indium nitrate and 1,3,5-tris(4-carboxyphenyl)benzene to synthesize metal organic framework materials by solvothermal method, the specific synthesis route is as follows:

[0034] Dissolve 2.4 mmol of indium nitrate and 1.2 mmol of 1,3,5-tris(4-carboxyphenyl)benzene in 36 mL of DMF, 24 mL of 1,4-dioxane and 4 mL of H 2 O mixed solvent, then add 0.25mL concentrated HNO 3 (mass fraction 62%). The solution was packaged in a 100mL polytetrafluoroethylene reactor and placed in an oven at 120°C for 24 hours. After cooling to room temperature and washing with DMF three times, a colorless needle-like metal-organic framework material [In 3 (L) 4 (Me 2 NH 2 ) 3 ]·12DMF·22H 2 O. Put 100mg of this crystal into 0.05mol L-1 DMF solution of the cationic dye 4-(4-(diphenylamino)styryl)-1-alkylpyridine. Put the mixture into a 15mL glass bottle and place it in an oven at 60°C for 7 days, take it out, remove the dye solution by filtration, wash with DMF for 3 times, wash wit...

Embodiment 2

[0042] Using indium nitrate and 1,3,5-tris(4-carboxyphenyl)benzene to synthesize metal organic framework materials by solvothermal method, the specific synthesis route is as follows:

[0043] Dissolve 2.4 mmol of indium nitrate and 1.2 mmol of 1,3,5-tris(4-carboxyphenyl)benzene in 36 mL of DMF, 24 mL of 1,4-dioxane and 4 mL of H 2 O mixed solvent, then add 0.25mL concentrated HNO 3 (62%). The solution was packaged in a 100mL polytetrafluoroethylene reactor and placed in an oven at 120°C for 24 hours. After cooling to room temperature and washing with DMF three times, a colorless needle-like metal-organic framework material [In 3 (L) 4 (Me 2 NH 2 ) 3 ]·12DMF·22H 2 O. Put 100mg crystals into 0.05mol L -1 DMF solution of the cationic dye 4-(4-(dimethylamino)styryl)-1-ethylpyridine. Put the mixture into a 15mL glass bottle and place it in an oven at 60°C for 5 days, take it out, filter to remove the dye solution, wash with DMF for 3 times, wash with ethanol for 3 times, ...

Embodiment 3

[0049] Using zinc nitrate and 4,4',4"-(benzene 1,3,5-tri(oxy))tribenzoic acid to synthesize metal-organic framework materials by solvothermal method, the specific synthesis route is as follows:

[0050] Dissolve 2.4 mmol of zinc nitrate and 1.2 mmol of 4,4',4"-(benzene 1,3,5-tri(oxy))tribenzoic acid in 36 mL of DMF, 24 mL of 1,4-dioxane and 4 mL of h 2 O mixed solvent, then add 0.25mL concentrated HNO 3 (62%). The solution was packaged in a 100mL polytetrafluoroethylene reactor and placed in an oven at 120°C for 24 hours. Cooled to room temperature, washed 3 times with DMF to obtain metal organic framework material [Zn(L) 2 ]·15DMF·20H 2 O. Put 100mg crystals into 0.05mol L -1 DMF solution of the cationic dye 4-(4-(diethylamino)styryl)-1-ethylpyridine. Put the mixture into a 15mL glass bottle and place it in an oven at 60°C for 7 days, take it out, filter to remove the dye solution, wash with DMF for 3 times, wash with ethanol for 3 times, and dry at 60°C.

[0051] Und...

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Abstract

The invention discloses a two-photon dye contained metal organic frame material for detecting physiological temperature. The metal organic frame material can realize fluorescence temperature detection of all-brand biological transparent windows and has the chemical formula of [M(L)x(G)y].(R)n, wherein M is a metal ion, L is a triangular symmetrical organic ligand containing a tricarboxylate group, G is a solvent molecule, and R represents a dye molecule in a pore. The material is prepared with a solvothermal method and emits visible light in a range of 650-700 nm under excitation of laser being 1000-1064 nm. The two wavelength ranges are located in a second biological window and a first biological window, and the problem of absorption by water can be effectively solved; the material is luminous, sensitive to temperature, good in cycling performance and capable of effectively detecting the physiological temperature. Quantum efficiency and thermal stability of dye after being loaded are obviously improved, stability in water and a PBS (physiological buffer solution) is high, and biocompatibility is good. The material is expected to be applied in the fields of biomedicine and the like.

Description

technical field [0001] The invention relates to a metal organic framework material containing a two-photon dye and a preparation method thereof. The material emits visible light of 650-700 nm under excitation of 1000-1064 nm, that is, both excitation and emission are in the biological transparent window, and can be used for Perform physiological temperature detection. Background technique [0002] In the fields of chemistry, physics and biology, temperature is a very important basic physical parameter. Especially in the regulation of organisms, small changes in temperature can affect multiple processes in cellular biological tissues, from gene expression to protein-protein interactions. The temperature of some diseased cells and tissues in biological tissues is usually higher than that of normal cells and tissues. Therefore, the difference in cell temperature can be used to classify healthy tissue cells and diseased tissue cells. In addition, regulating cell processes by ch...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00G01K11/20
CPCC08G83/008G01K11/20
Inventor 崔元靖万雅婷钱国栋杨雨
Owner ZHEJIANG UNIV
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