Rare earth complex/graphene oxide fluorescent material as well as preparation method and application thereof

A technology of rare earth complexes and fluorescent materials, which is applied in the field of fluorescent materials, can solve the problems of affecting the use of materials, easy phase separation, poor compatibility, etc., and achieves small steric hindrance, good conjugation and coplanarity, and increased The effect of the number of molecules

Pending Publication Date: 2021-11-26
GUANGZHOU INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Metal complexes / graphene luminescent materials are mainly physical doping methods and chemical reaction methods. Physical doping methods are mainly combined through weaker interactions such as intermolecular forces and hydrogen bonds, so the compatibility is poor. Prone to phase separation, affecting the use of materials, etc.

Method used

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  • Rare earth complex/graphene oxide fluorescent material as well as preparation method and application thereof
  • Rare earth complex/graphene oxide fluorescent material as well as preparation method and application thereof
  • Rare earth complex/graphene oxide fluorescent material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] (1) Preparation of europium complexes

[0042] 5g of sodium ethoxide, 80mL of tetrahydrofuran, 11mL of acetophenone and 15g of cinnamic acid were refluxed for 20 hours under the protection of nitrogen. After the reaction, the organic matter was extracted with ether, and then the ether was evaporated to obtain a viscous light yellow oily liquid. The long conjugated ligands were separated by silica gel column. Add 0.0050mol of long-conjugated ligand and 0.015mol of europium nitrate to 200mL of DMF for heating and stirring to dissolve, then dropwise add 120mL of 5-amino-1,10-phenanthroline solution, and heat to reflux for 0.5 h, after the reaction is finished, the product is separated and purified to obtain the europium complex.

[0043] The yield is 80%, and the melting point is 278-280°C.

[0044] (2) Preparation of silane coupling agent modified graphene oxide

[0045] After 1 g of graphene oxide was ultrasonically treated at 700 W for 15 min, it was dispersed in 50 g ...

Embodiment 2

[0050] (1) Preparation of europium complexes

[0051] 5g of sodium ethoxide, 80mL of tetrahydrofuran, 11mL of acetophenone and 15g of cinnamic acid were refluxed for 20 hours under the protection of nitrogen. After the reaction, the organic matter was extracted with ether, and then the ether was evaporated to obtain a viscous light yellow oily liquid. The long conjugated ligands were separated by silica gel column. Add 0.0200mol of long-conjugated ligand and 0.0050mol of europium nitrate to 200mL of tetrahydrofuran and 200mL of ethanol, heat and stir to dissolve, then add dropwise 30mL of 5-amino-1,10-phenanthroline solution, and heat after the dropwise addition Reflux reaction for 2 hours, after the reaction, separate and purify the product to obtain the europium complex.

[0052] The yield is 80%, and the melting point is 278-280°C.

[0053] (2) Preparation of silane coupling agent modified graphene oxide

[0054] After 1 g of graphene oxide was ultrasonically treated at ...

Embodiment 3

[0059] (1) Preparation of europium complexes

[0060] 5g of sodium ethoxide, 80mL of tetrahydrofuran, 11mL of acetophenone and 15g of cinnamic acid were refluxed for 20 hours under the protection of nitrogen. After the reaction, the organic matter was extracted with ether, and then the ether was evaporated to obtain a viscous light yellow oily liquid. The long conjugated ligands were separated by silica gel column. Add 0.0100mol of long-conjugated ligand and 0.0100mol of europium nitrate to 200mL of ethanol and 100mL of propanol, heat and stir to dissolve, then add 100mL of 5-amino-1,10-phenanthroline solution dropwise, and carry out Heating to reflux for 0.8h, after the reaction, separate and purify the product to obtain the europium complex.

[0061] The yield is 80%, and the melting point is 278-280°C.

[0062] (2) Preparation of silane coupling agent modified graphene oxide

[0063] After 1g of graphene oxide was ultrasonically treated at 700W for 25min, it was disperse...

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Abstract

The invention discloses a rare earth complex / graphene oxide fluorescent material and a preparation method and application thereof. The preparation method comprises the following steps: reacting a compound 1 with a compound 2 to obtain a long conjugated ligand; mixing the long conjugate ligand with rare earth metal salt and amino-containing phenanthroline, and reacting to obtain a rare earth complex; mixing the rare earth complex with epoxy silane coupling agent modified graphene oxide, and reacting to obtain the rare earth complex / graphene oxide fluorescent material. The graphene oxide and the rare earth complex are connected through chemical bonds, and the phase separation phenomenon of the graphene oxide and the europium complex in a doping method is effectively solved. Meanwhile, the ligand of the rare earth complex contains a flexible long conjugated chain segment, has good conjugacy and coplanarity, and is small in steric hindrance, so that the energy required by the excited state of the rare earth complex is lower, and the molecular number of the excited state is greatly increased, thereby improving the fluorescence property of the graphene oxide.

Description

technical field [0001] The invention relates to the technical field of fluorescent materials, in particular to a rare earth complex / graphene oxide fluorescent material and its preparation method and application. Background technique [0002] Graphene oxide (GOs) has a special two-dimensional structure and is widely used in material modification due to its unique optical, electromagnetic, and mechanical properties. Its surface is rich in oxygen-containing functional groups such as hydroxyl, carboxyl, and epoxy groups. Aqueous solutions of graphene oxide have weak fluorescence, but the fluorescence is too weak, which greatly limits its application in biomarkers and cell imaging. [0003] Rare earth complexes, such as europium complexes, have certain luminescent properties, and their emission peaks mainly come from Eu 3+ Located around 617nm 5 D. 0 — 7 f 2 The characteristic emission does not change with the different ligands, its emission spectrum is almost a line spectru...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08C09K11/06G01N21/64
CPCC07F7/0836C09K11/06G01N21/64C09K2211/182C07B2200/11
Inventor 王政芳臧国凤李善吉温华文
Owner GUANGZHOU INST OF TECH
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