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Biphenol monomer containing anthracene benzophenone substituent as well as preparation method and use thereof

A technology of anthracene benzophenone and substituents, which is applied in the field of polymer materials and its preparation, can solve problems such as complex synthesis methods, swelling or cracking, and easy dissolution, and achieve excellent optical properties, improve heat resistance, and increase rigidity. Effect

Inactive Publication Date: 2010-06-09
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, they also have shortcomings, that is, the synthesis method is relatively complicated, and the high-performance linear polymer prepared by it does not have high enough chemical resistance, does not have good solvent resistance, and is easy to dissolve, swell or rupture in solvents. Excellent optical properties, etc.

Method used

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  • Biphenol monomer containing anthracene benzophenone substituent as well as preparation method and use thereof
  • Biphenol monomer containing anthracene benzophenone substituent as well as preparation method and use thereof
  • Biphenol monomer containing anthracene benzophenone substituent as well as preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Step 1: Add anthracene (17.8g, 0.1mol), p-fluorobenzoyl chloride (15.8g, 0.1mol), and dichloromethane as solvents to the reaction system of the container (three-necked flask), and add anhydrous chlorine under stirring at room temperature Zinc chloride (54.4g, 0.4mol), (the molar ratio of anthracene, p-fluorobenzoyl chloride, and anhydrous zinc chloride is 1:1:4, and the amount ratio of anthracene and solvent dichloromethane is 1mol:2000ml), the system Reflux for 8 hours, evaporate dichloromethane, discharge into water, wash repeatedly with lye, and dry in vacuum. Recrystallized from ethanol to obtain a light yellow solid named 9-(4-fluorobenzoyl)anthracene.

[0033] The second step: mix the above-mentioned Fryner's acylation product (30g, 0.1mol) with 2,6-dimethoxyphenol (15.4g, 0.1mol), anhydrous K 2 CO 3 (14.21g, 0.103mol) and N, N-dimethylformamide (DMF) or N, N-dimethylacetamide (DMAc) (120mL), toluene (30mL) into In the container (three-necked flask) of the wate...

Embodiment 2

[0037] Step 1: Add anthracene (17.8g, 0.1mol), p-fluorobenzoyl chloride (18.96g, 0.12mol), and dichloromethane as solvents into the reaction system of the container (three-necked flask), and slowly add anhydrous Zinc chloride (81.6g, 0.6mol), (the molar ratio of anthracene, p-fluorobenzoyl chloride, anhydrous zinc chloride is 1: 1.2: 6, the consumption ratio of anthracene and solvent dichloromethane is 1mol: 6000ml), The system was refluxed for 12 hours, dichloromethane was distilled off, and the material was discharged into water, washed repeatedly with lye, and dried in vacuum. Recrystallized from ethanol to obtain a light yellow solid, which is simply named 9-(4-fluorobenzoyl)anthracene in English.

[0038] The second step: mix the above-mentioned Fryner's acylation product (30g, 0.1mol) with 2,6-dimethoxyphenol (15.4g, 0.1mol), anhydrous K 2 CO 3 (14.49g, 0.105mol) and N, N dimethylformamide (DMF) (or N, N-dimethylacetamide DMAc) (50mL), toluene (15mL) into In the conta...

Embodiment 3

[0041] 4-(2,6-dihydroxyphenoxyphenyl)carbonyl-9-anthracene (4.06g, 10mmol), 4,4'-difluorodiphenyl ketone (2.18g, 10mmol), anhydrous potassium carbonate (1.422g) and N,N-dimethylacetamide (20ml), toluene (10ml) were added to the container (three-necked flask) equipped with nitrogen vent, mechanical stirring, thermometer, water device and reflux condenser , under the protection of nitrogen, heated to reflux with water for 1.5h. After excluding benzene, heat up to 150°C, react for 6 hours, pour the product into acidic water, pulverize and filter with a pulverizer, boil the solid directly with methanol and filter, repeat 5 times, then boil and filter with distilled water, repeat 5 times, in Dry in an oven to obtain a refined homopolymer with a yield of 92%.

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Abstract

The invention relates to a bisphenol monomer containing anthracene ketone substituent and the preparation method and application, belonging to the technical field of macromolecular materials. The bisphenol monomer containing anthracene ketone substituent is a new compound which is denominated as 4-(2, 6-hydroxyphenoxy phenyl) carbonyl-9-anthracene and of which the preparation method comprises three reaction steps: acylation, preparing semi-finished product containing methoxy group, and attaining bisphenol monomer. The double phenol monomer synthesizes with the double fluorine monomer polymerization to obtain polyetheretherketone resin. The homopolymers and the copolymers are polymers with auto heat cross-bonding property and outstanding optical property, capable of controlling the cross-bonding density through the control of the ratio of mixture of monomers. The the preparation method for the bisphenol monomer containing anthracene ketone substituent has both the proccessibility of thethermoplastic resin and the high thermal stability and corrosion resistance of thermosetting resin.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and preparation methods thereof. In particular, it relates to a 2,6-dihydroxyphenol compound containing anthrabenzophenone substituents, a synthesis method thereof, and an application thereof in synthesizing anthrabenzophenone-containing polyaryletherketone resin materials. Background technique [0002] In recent years, high-temperature-resistant high-performance polymer materials have become a hot and frontier research topic in the polymer field. Many thermoplastic resins such as polyamide, polyethersulfone, polyarylether, and polyaryletherketone have excellent properties such as high thermal stability and good mechanical properties, and have important application prospects in many fields. Polyaryletherketone polymers contain rigid, heat-resistant phenylene and flexible, heat-resistant ether bonds in their molecular structure, exhibiting high heat resistance and high physical and mecha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/84C07C45/46C08G65/40C08G8/02
Inventor 姜振华那莹张云鹤张海博
Owner JILIN UNIV
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