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Rare-earth compound olefin monomer and preparation method and application thereof

A technology of olefinic monomers and rare earths, which is applied in the field of rare earth complexes of olefinic monomers, can solve the problems of difficulty in obtaining rare earth polymer light-emitting materials, reduction in the number of "antenna" groups, and reduction in luminous efficiency, and achieve high internal energy Effect of conversion, high luminous efficiency, and high yield

Inactive Publication Date: 2012-12-19
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since acrylic acid basically has no effect on the luminescence of rare earth ions, but occupies the coordination number of rare earth ions, resulting in a decrease in the number of "antenna" groups in the monomer molecule of the complex, and a decrease in luminous efficiency, it is difficult to obtain excellent fluorescent properties. Rare Earth Polymer Luminescent Materials

Method used

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  • Rare-earth compound olefin monomer and preparation method and application thereof
  • Rare-earth compound olefin monomer and preparation method and application thereof
  • Rare-earth compound olefin monomer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthesis of rare earth europium-thiophenoyltrifluoroacetone-5-allyloxymethyl-8-hydroxyquinoline complex ethylenic monomer and its copolymer:

[0046] Take 58.1g (1.0mol) allyl alcohol, add 9.65g (0.05mol) 5-chloromethyl-8-hydroxyquinoline, 2.0g (0.05mol) sodium hydroxide, 0.11g (0.001mol) hydroquinone , temperature controlled at 40°C and stirred, reacted for 48h, added 90g (5mol) of water at the end of the reaction, added dropwise an appropriate amount of dilute ammonia water with a mass concentration of 1% to neutral, obtained a white precipitate, and recrystallized petroleum ether 3 times to obtain 8- Hydroxyquinoline ligand ethylenic monomer 8.2g, yield 76.3%.

[0047] Dissolve 0.4412g (1.337mmol) europium isopropanol in 25ml of toluene, add 0.59g (2.674mmol) thienoyltrifluoroacetone, blow argon, stir and react at room temperature for 2 days, add 0.323g (1.5mmol) containing 8 - the ethylenic monomer of the hydroxyquinoline ligand, stirred and reacted at room temper...

Embodiment 2

[0050] Synthesis of rare earth samarium-thienoyltrifluoroacetone-5-(4-vinylbenzyloxymethyl)-8-hydroxyquinoline complex ethylenic monomer and its copolymer:

[0051] Take 15.2g (0.1mol) p-vinylbenzyl chloride, add 0.875g (5mmol) 5-hydroxymethyl-8-hydroxyquinoline, 0.41g (5mmol) sodium acetate, 0.1g (1.0mmol) benzoquinone, temperature control Stir at 60°C, react for 24 hours, add 72g (4mol) of water after the reaction is completed, add dropwise an appropriate amount of dilute ammonia water with a mass concentration of 5% until neutral, a white precipitate is obtained, and petroleum ether is recrystallized 3 times to obtain 8-hydroxyquinoline Ligand ethylenic monomer was 1.2 g, and the yield was 82.4%.

[0052] Take 0.406g (2.0mmol) samarium hydroxide, 0.888g (4.0mmol) thienoyl trifluoroacetone dispersed in 20ml propanol, argon flow, stirring reaction at room temperature for 3 days, add 0.73g (2.5mmol) containing 8- The ethylenic monomer of the hydroxyquinoline ligand was stirre...

Embodiment 3

[0055] Synthesis of rare earth dysprosium-thienoyltrifluoroacetone-5-acryloyloxyethoxymethyl-8-hydroxyquinoline complex ethylenic monomer and its copolymer:

[0056] Take 20g (0.172mol) hydroxyethyl acrylate, add 4.2g (0.0217mol) 5-chloromethyl-8-hydroxyquinoline, 1.78g (0.0217mol) sodium acetate, 0.02g (0.182mmol) hydroquinone, The temperature was controlled at 90°C and stirred, and reacted for 7 hours. After the reaction, 25g (1.39mol) of water was added, and an appropriate amount of dilute ammonia water with a mass concentration of 3% was added dropwise to neutrality to obtain a white precipitate. Petroleum ether was recrystallized 3 times to obtain 8- Hydroxyquinoline ligand ethylenic monomer 5.1g, yield 86.1%.

[0057] Take 0.538g (2.0mmol) of dysprosium chloride, 0.888g (4.0mmol) of thienoyl trifluoroacetone dissolved in 30ml of isopropanol, 0.092g (4.0mmol) of sodium metal, argon, stirring reaction at room temperature for 2 days, Add 0.546g (2.0mmol) vinyl monomer cont...

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Abstract

The invention discloses a rare-earth compound olefin monomer having the following structural formula (I) and containing polymerized functional group. In the formula (I), Re represents a trivalent rare-earth ion, and R represents an organic group. The rare-earth compound olefin monomer with the polymerized functional group has good solubility, high stability and high luminous efficiency, can be used as a new optical material applied in multiple luminous application fields, and also can be used for preparing a photoluminescence functional composite material by using polymethylmethacrylate as matrix.

Description

(1) Technical field [0001] The invention relates to a rare earth complex ethylenic monomer containing a polymerizable functional group, a preparation method and application thereof. The rare earth complex ethylenic monomer containing polymerizable functional groups of the present invention has high luminous efficiency and good stability, and can not only be used as a new optical material in various fields such as agriculture, biology, electrical engineering and electronics, but also can be used in combination with Polymer luminescent materials with good solubility, high thermal stability and high luminous efficiency can be obtained by copolymerizing ethylenic monomers such as methyl methacrylate. (2) Background technology [0002] Rare earth complexes are widely used in the fields of luminescence and display due to their good fluorescence monochromaticity and high luminous intensity. However, the stability and machinability of rare earth complexes are poor, which limits its...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00C09K11/06C08F220/14C08F230/04
Inventor 徐存进
Owner HANGZHOU NORMAL UNIVERSITY
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