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2,6-dimethyl-4-(tri(3,5-dimethyl-phenyl)methyl)phenol, preparation and end-functional polyarylether

A technology of dimethylphenyl and dimethylbromobenzene, which is applied in the field of terminal-functionalized polyarylethers, can solve the problem of few types of polyarylethers, and achieve excellent heat resistance and good application prospects

Active Publication Date: 2018-08-24
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are fewer types of commercialized polyarylethers

Method used

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  • 2,6-dimethyl-4-(tri(3,5-dimethyl-phenyl)methyl)phenol, preparation and end-functional polyarylether
  • 2,6-dimethyl-4-(tri(3,5-dimethyl-phenyl)methyl)phenol, preparation and end-functional polyarylether
  • 2,6-dimethyl-4-(tri(3,5-dimethyl-phenyl)methyl)phenol, preparation and end-functional polyarylether

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Example 1: Synthesis of 2,6-dimethyl-4-(tri(3,5-dimethylphenyl)methyl)phenol

[0035] The first step reaction: in a strictly anhydrous, oxygen-free and argon protective atmosphere, add 15.40mL 3,5-dimethylbromobenzene and 300mL refined tetrahydrofuran to a 1000mL round bottom flask equipped with magnetic stirring, and use liquid nitrogen- Acetone bath lowered the temperature of the system to -78°C. After the temperature stabilized, slowly add 49.90 mL of n-hexane solution with a concentration of 2.5 mol / L n-butyl lithium dropwise, and stirred for half an hour. During this period, liquid nitrogen was continuously added to keep the temperature stable. Then add 4.36mL of diethyl carbonate, wait for the system to cool down naturally, and continue to stir for 10 hours. After the reaction is complete, pour it into 500mL of ionized water, and extract it with dichloromethane for 3 times. g, that is, tris(3,5-dimethylphenyl)methanol.

[0036] The second step reaction: add 3.45g...

Embodiment 2

[0038] Example 2: Synthesis of end-capped polyethersulfone with tetrakis(3,5-dimethylphenyl)methane structure

[0039] 0.0852 g (0.19 mmol) of 2,6-dimethyl-4-(tris(3,5-dimethylphenyl)methyl)phenol, 4,4'- Dihydroxydiphenylsulfone 2.5027g (10mmol), 4,4'-difluorodiphenylsulfone 2.666g (10.095mmol), potassium carbonate 1.6585g (0.012mol), solvent sulfolane 16.71mL, toluene 10mL as azeotropic dehydrating agent. The reaction was carried out under the protection of argon, and the toluene was distilled off after 4 hours with water at 155°C, and the temperature was raised to 210°C for 8 hours, and the material was discharged in deionized water to obtain a strip-shaped solid, which was washed 5 times with deionized water and ethanol. Vacuum-dried at 80°C to obtain a polyarylether having a tetrakis(3,5-dimethylphenyl)methane structure at the end group as shown in the following structural formula.

[0040]

Embodiment 3

[0041] Example 3: Preparation of polyethersulfone with bromomethylphenyl end groups

[0042] Under the protection of an inert atmosphere, put 1g of end-capped polyethersulfone and 20mL of 1,1,2,2-tetrachloroethane into a 50mL three-necked flask equipped with mechanical stirring, and raise the temperature to 80°C until the solid is completely dissolved , cool down to room temperature, put in 0.2134g N-bromosuccinimide and 0.0508g dibenzoyl peroxide, raise the temperature to 80°C, the reaction time is 8 hours, cool down the reaction vessel to room temperature; pour the solution into 100mL without in water and methanol, filtered, washed 5 times with ethanol, and dried to obtain a polyethersulfone polymer containing bromomethyl phenyl groups with the following structural formula.

[0043]

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Abstract

The invention provides a novel 2,6-dimethyl-4-(tri(3,5-dimethyl-phenyl)methyl)phenol end capped monomer of a tetra(3,5-dimethyl-phenyl)methane structure, a preparation method and end-functional polyarylether, and belongs to the technical field of a high polymer material and preparation thereof. The end capping is performed on polyether sulfone materials through the end capping monomers with octamethyl triphenylmethyl-phenol; the obtained end capped polymer material can realize further end group functionalization; the polymethyl structure of the end capped monomers obtains certain anion conduction capability after quaternization; in addition, the end group stability of the polyarylether material can be improved by tetraphenyl monomers contained in end groups; the material processing stability is improved. The end capped polyarylether material can be widely applied to fields of anion conduction films, water treatment and the like; good application prospects are realized.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, in particular to a novel 2,6-dimethyl-4-(tris(3,5-dimethylphenyl)methane structure with tetrakis(3,5-dimethylphenyl)methane Base phenyl) methyl) phenol capped monomer, preparation method and terminal functionalized polyarylether prepared from the capped monomer. Background technique [0002] Polyarylene ether polymers have excellent properties such as high heat resistance, good mechanical properties, good dimensional stability, excellent electrical properties, flame retardancy and easy molding and processing. They are widely used in precision electronic devices, aerospace, national defense, etc. , industry and other fields of special engineering plastics. However, there are fewer commercialized polyarylethers at present. In order to expand the types of polyarylethers and endow them with new functions, it is very important to modify polyarylethers. At present, physical modification an...

Claims

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Application Information

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IPC IPC(8): C08G65/40C08G75/23
CPCC08G65/4006C08G75/23
Inventor 姜振华孙一榕庞金辉张建瑞陈峥
Owner JILIN UNIV