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Difluoro monomer containing tetraphenylethylene groups and application of difluoro monomer for preparing polyaryletherketone polymers

A technology of tetrastyrene and polyaryletherketone is applied in the field of polymer materials and their preparation, and can solve the problem of no fluorescence and the like

Inactive Publication Date: 2015-08-26
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Research and development of fluorescent materials with high efficiency is a very important topic. Many fluorophores, such as carbazole and quinoline, show strong fluorescence in dilute solution, but in concentrated solution or solid state, they are quenched due to aggregation, and only weak Fluorescence or even no fluorescence

Method used

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  • Difluoro monomer containing tetraphenylethylene groups and application of difluoro monomer for preparing polyaryletherketone polymers
  • Difluoro monomer containing tetraphenylethylene groups and application of difluoro monomer for preparing polyaryletherketone polymers
  • Difluoro monomer containing tetraphenylethylene groups and application of difluoro monomer for preparing polyaryletherketone polymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The first step reaction: under the conditions of ice-water bath and argon protection, add 90ml methylene chloride and 14.6g (0.11mol) anhydrous aluminum trichloride to the 250ml three-necked flask equipped with mechanical stirring and constant pressure dropping funnel, pass 17.6g (0.1mol) 2,6-difluorobenzoyl chloride and 15.7g (0.1mol) 3-phenylpropyl bromide were successively dropped into the three-necked flask under stirring through a constant pressure dropping funnel, and the dripping was completed in 30 minutes, and the Water bath reaction for 8 hours. After the reaction system is down to room temperature, the material is discharged in a 10% hydrochloric acid aqueous solution, and the organic phase is washed 4 times successively with a 5% aqueous sodium hydroxide solution and distilled water for liquid separation, and the obtained organic phase is washed with anhydrous Magnesium sulfate was dried, filtered, and then the solvent was distilled off under reduced pressur...

Embodiment 2

[0041] The first step reaction: under the protection condition of ice-water bath argon, add 180ml dichloromethane and 29.2g (0.22mol) anhydrous aluminum trichloride to the 250ml three-neck flask equipped with mechanical stirring and constant pressure dropping funnel, through constant 35.2 g (0.2 mol) of 2,6-difluorobenzoyl chloride and 31.4 g (0.2 mol) of 3-phenylpropyl bromide were sequentially dripped into the three-necked flask under stirring through the pressure dropping funnel, and the dripping was completed in 30 minutes, and the mixture was cooled in an ice-water bath. React for 8 hours. After the reaction system is down to room temperature, the material is discharged in a 10% hydrochloric acid aqueous solution, and the organic phase is washed 4 times successively with a 5% aqueous sodium hydroxide solution and distilled water for liquid separation, and the obtained organic phase is washed with anhydrous Dry over magnesium sulfate, filter, then distill off the solvent u...

Embodiment 3

[0045] (1) The preparation of difluoro monomers containing tetraphenylethylene groups is the same as described in Example 1.

[0046] (2) Add (2,6-difluorophenyl) (4-(3-(4-1, 2,2-triphenylvinyl)phenoxy)propyl)phenyl)methanone 0.24268g (0.4mmol), 2,2'-di(4-hydroxyphenyl)propane 0.93146g (4.08mmol), 0.7855g (3.6mmol) of 4,4'-difluorobenzophenone and 0.6634g (4.8mmol) of anhydrous potassium carbonate were dissolved in sulfolane (8.3ml), water-carrying agent toluene (5ml) was added, and nitrogen gas was introduced for 15 Minutes until all the monomers are dissolved, heat up to 130°C and reflux for 2.5 hours, then release the water-carrying agent toluene and the water generated by the reaction, raise the temperature of the reaction system to 180°C, and complete the copolymerization reaction after 8 hours. The viscous solution was slowly poured into 10% hydrochloric acid ice water solution by mass fraction to obtain flexible polymer thin strips, which were crushed into powder with ...

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Abstract

The invention relates to a difluoro monomer containing tetraphenylethylene groups and application of the difluoro monomer in the respect of preparing polyaryletherketone polymers containing tetraphenylethylene side groups, and belongs to the field of high molecular materials and a preparation technology thereof. The difluoro monomer containing a tetraphenylethylene structure is (2,6-difluorophenyl)(4-(3-(4-1,2,2-triphenyl vinyl) phenoxy) propyl) phenyl) ketone. The application lies in that the difluoro monomer containing the tetraphenylethylene structure, a double-fluorine monomer and a bisphenol monomer perform a co-polymerization reaction, and the feed ratio of a (2,6-difluorophenyl)(4-(3-(4-1,2,2-triphenyl vinyl) phenoxy) propyl) phenyl) ketone monomer is regulated so as to obtain the polyaryletherketone polymers with a series of tetraphenylethylene side groups with different contents. The monomers have the difluoro groups which can be used for polymerization, the monomers can be introduced into the polyaryletherketone, so that the polyaryletherketone materials with excellent heat resistance and excellent chemical stability concurrently have the nature of gathering induced luminescence, and the monomers have both the heat resistance and the chemical stability of the polyaryletherketone materials so as to meet application requirements in some harsh environment.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and their preparation, and in particular relates to a difluoro monomer containing a tetraphenylethylene group and the use of the difluoro monomer in preparing a polyaryletherketone polymer containing a tetraphenylethylene side group. application. Background technique [0002] Research and development of fluorescent materials with high efficiency is a very important topic. Many fluorophores, such as carbazole and quinoline, show strong fluorescence in dilute solution, but in concentrated solution or solid state, they are quenched due to aggregation, and only weak Fluorescence is not even fluorescent. [0003] In 2001, Tang Benzhong's group discovered aggregation-induced emission (AIE) mixtures, which have no fluorescence in solution, but have strong fluorescence in concentrated solution or solid state. Therefore, AIE fluorophore molecules have attracted extensive attention in the fields...

Claims

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Application Information

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IPC IPC(8): C07C49/84C07C45/64C08G65/40
CPCC07C37/20C07C45/46C07C45/64C07C49/84C08G65/4043C07C49/813C07C39/21
Inventor 王贵宾李枫张淑玲栾加双岳喜贵庞金辉
Owner JILIN UNIV
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