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A kind of carbazole-based poss monomer and preparation method thereof

A technology of carbazole-based monomers, which is applied in the field of carbazole-based POSS monomers and their preparation, can solve the problems that fluorescent POSS monomers are rarely reported, and achieve improved fluorescence intensity and thermal stability, great application value, The effect of improving the adsorption capacity

Active Publication Date: 2020-03-24
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, mixed carbazole-based fluorescent POSS monomers are rarely reported. It is a material with broad application prospects, so it is very necessary to study it.
The thermal stability and fluorescence intensity of the materials disclosed in the above patent documents need to be further improved

Method used

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  • A kind of carbazole-based poss monomer and preparation method thereof
  • A kind of carbazole-based poss monomer and preparation method thereof
  • A kind of carbazole-based poss monomer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042]The 1-bromo-4(N-carbazolyl)benzene (Br-CZ) described in the examples can be prepared by referring to the literature: J.Phys.Chem.C 2009,113, 19686-19693, and the preparation steps are as follows:

[0043] (1) Under nitrogen atmosphere, 0.85g carbazole, 2.36g 1,4-dibromobenzene, 0.64g CuSO 4 and 1.38gK 2 CO 3 Add it into the reaction kettle and stir evenly, put the reaction kettle into the reaction furnace, heat to 210°C, and react for 8h.

[0044] (2) After the reaction is completed, cool to room temperature, dissolve the product in dichloromethane, filter at normal pressure, extract, dry over anhydrous magnesium sulfate, filter, rotary evaporate, use petroleum ether as eluent, separate by column chromatography, vacuum Drying afforded an off-white powdery solid.

[0045] The synthetic route is as follows:

[0046]

Embodiment 2

[0048] A kind of preparation method of carbazolyl POSS monomer, with 1-bromo-4 (N-carbazolyl) benzene (Br-CZ) and octavinyl silsesquioxane OVS as starting material, carry out Heck coupling The reaction is prepared;

[0049] The preparation steps are as follows:

[0050] (1) Under nitrogen atmosphere, add 1.8g 1-bromo-4(N-carbazolyl)benzene, 0.36g OVS, 0.05g palladium acetate, 0.14g tri-o-methylphenylphosphine, 30ml DMF, 10ml triethyl Amine, after aeration for 0.5h, heated to 100°C, reacted for 48h.

[0051] (2) After the reaction is completed, cool to room temperature, filter, wash, rotary evaporate, settle in methanol, use dichloromethane and petroleum ether (1:4) as eluent, separate by column chromatography, and dry in vacuo to obtain a light yellow powder solid , the vacuum drying temperature is 70°C, and the vacuum drying time is 24h, that is, the carbazole-based POSS monomer with fluorescence.

[0052] The structure of the carbazole-based POSS monomer prepared above wa...

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Abstract

The invention relates to a carbazolyl POSS (Polyhedral Oligomeric Silsesquioxane) monomer and a preparation method thereof. A specific structure of the carbazolyl POSS monomer is shown as a formula (I). The carbazolyl POSS monomer is prepared by taking 1-bromo-4-(N-carbazolyl)benzene and octavinyl silsesquioxane OVS as starting raw materials, and carrying out Heck coupling reaction in a solvent under the action of an acid absorbent, a catalyst and a ligand. According to the carbazolyl POSS monomer provided by the invention, a carbazole derivative is introduced into a POSS structure and the POSS monomer has strong fluorescent characteristics and good thermal stability. The formula (I) is shown in the description.

Description

technical field [0001] The invention relates to a carbazole-based POSS monomer and a preparation method thereof, belonging to the field of polymer materials. Background technique [0002] In recent years, carbazole has been widely used in the field of optoelectronic new materials. As a very important nitrogen-containing heterocyclic compound, carbazole is resistant to heat, acid and alkali. Due to its special structure: rigid main chain and conjugated electron-rich system, it has good applications in the field of forming porous materials and adsorption. Its structural advantages can enhance the interaction between the adsorbent and the adsorbate, and its nitrogen-containing structure can improve the adsorption capacity of carbon dioxide gas. In recent years, carbazole-containing organic porous materials have attracted much attention, and the commonly used preparation method is Friedel-Crafts reaction (see RSC Adv. ) and oxidative coupling polymerization (see Polym.Chem.201...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G77/38
CPCC08G77/388
Inventor 刘鸿志刘环环江春东
Owner SHANDONG UNIV
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