Check patentability & draft patents in minutes with Patsnap Eureka AI!

Poly-fluorophenyl-substituted aromatic diphenol and synthesis method and application thereof

A polyfluorophenyl and aromatic technology, applied in the field of preparation of aromatic organic compounds, can solve the problems of refractory, inconvenient processing and application, insoluble and other problems, and achieve low moisture absorption rate, good heat resistance and solubility , easy to purify effect

Inactive Publication Date: 2012-05-02
INST OF CHEM CHINESE ACAD OF SCI
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current commercialized polyarylether ketone and polyarylether sulfone are difficult to dissolve and melt due to the regularity and rigidity of the main chain, which brings inconvenience to processing and application.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Poly-fluorophenyl-substituted aromatic diphenol and synthesis method and application thereof
  • Poly-fluorophenyl-substituted aromatic diphenol and synthesis method and application thereof
  • Poly-fluorophenyl-substituted aromatic diphenol and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1、1

[0034] Embodiment 1, the synthesis of 1,1-bis(4'-hydroxyphenyl)-1-(3'-fluorophenyl)-2,2,2-trifluoroethane

[0035]Mix 94 grams of phenol, 48 grams of 4-fluoro-α, α, α-trifluoroacetophenone and 10 ml of trifluoroacetic acid in a 250 ml reaction bottle, heat to 50 ° C and stir for 1 hour to completely dissolve the phenol and form a homogeneous phase Liquid; heated to 120 ° C and stirred, under the catalysis of trifluoroacetic acid, the reaction was carried out for 12 hours. Cool down to room temperature, then repeatedly wash the resulting product with boiling deionized water until its color is white (washing about 3 times), dry, and recrystallize with ethanol / water (volume ratio is 2:1) to obtain solid product 1, 1-bis(4'-hydroxyphenyl)-1-(3'-fluorophenyl)-2,2,2-trifluoroethane (80% yield).

[0036] FT-IR (KBr, cm-1): 3326, 1618, 1559, 1533, 1437, 1239, 1156.

[0037] 1 H NMR (300MHz, CDCl 3 , δ): 6.70 (d, 4H), 6.83 (d, 1H), 7.06-7.12 (m, 6H), 7.38 (m, 1H).

[0038] Mass sp...

Embodiment 2、1

[0040] Example 2, 1,1-bis(4'-hydroxy-3',5'-bis(methyl)phenyl)-1-(2'-fluorophenyl)-2,2,2-trifluoroethane Synthesis of alkanes

[0041] After mixing 122 grams of 2,6-dimethylphenol, 10 ml of trifluoromethanesulfonic acid and 48 grams of 2-fluoro-α, α, α-trifluoroacetophenone in a 250 ml reaction flask, heat to 50°C and stir For 1 hour, the 2,6-dimethylphenol was completely dissolved to form a homogeneous liquid. The temperature was raised to 120° C. with stirring, and the reaction was carried out for 12 hours under the catalysis of trifluoroacetic acid. Cool down to room temperature, then repeatedly wash the obtained product with boiling deionized water until its color is white (about 3 times of washing), then dry it, and recrystallize it with ethanol / water (1:1 by volume) to obtain the solid product 1 , 1-bis(4'-hydroxy-3',5'-bis(methyl)phenyl)-1-(2'-fluorophenyl)-2,2,2-trifluoroethane (yield 70 %).

[0042] FT-IR (KBr, cm -1 ): 3326, 2899, 1618, 1437, 1240, 1143.

[0043...

Embodiment 3、1

[0046] Example 3, 1,1-bis(4'-hydroxy-3'-(methyl)phenyl)-1-(2',4',6'-trifluorophenyl)-2,2,2- Synthesis of trifluoroethane

[0047] 108 grams of 2-methylphenol, 7 ml of nitric acid and 57 grams of 3,4,5-trifluoro-α, α, α-trifluoroacetophenone were mixed in a 250 ml reaction flask, heated to 40° C. and stirred for 1 hour, The 2-methylphenol was completely dissolved to form a homogeneous liquid. The reactant was heated to 100°C and stirred, and the reaction was carried out for 12 hours under the catalysis of trifluoroacetic acid. Cool down to room temperature, then repeatedly wash the resulting product with boiling deionized water until its color is white, then dry it, and recrystallize it with ethanol / water (volume ratio is 3:1) to obtain the solid product 1,1-bis(4 '-Hydroxy-3'-(methyl)phenyl)-1-(2',4',6'-trifluorophenyl)-2,2,2-trifluoroethane (56% yield).

[0048] FT-IR (KBr, cm -1 ): 3326, 2895, 1618, 1559, 1437, 1233, 1146.

[0049] 1 H NMR (300MHz, CDCl 3 , δ): 2.15-2...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
glass transition temperatureaaaaaaaaaa
glass transition temperatureaaaaaaaaaa
glass transition temperatureaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of aromatic organic compounds, and particularly relates to poly-fluorophenyl-substituted aromatic diphenol, a synthesis method thereof and a polyarylether polymer synthesized by using the aromatic diphenol. The synthesis method comprises the following steps of: mixing monophenol, alpha,alpha,alpha-trifluoro-polyfluorinated phenyl ethyl ketone and a Lewis acid catalyst, stirring uniformly till the monophenol is fully dissolved into a homogeneous liquid, and reacting under the catalytic reaction of a catalytic amount of Lewis acid catalyst under the heating condition to obtain a phenol compound; and washing the obtained phenol compound with boiling water, and recrystallizing with a solvent to obtain the poly-fluorophenyl-substituted aromatic diphenol shown as a formula I which can be used for synthesizing a polyarylether polymer. The polyarylether polymer has the advantages of high heat resistance, high solubility, low dielectric constant, low dielectric loss, high visible light transmission, low moisture absorption rate and the like, and has important application value in the fields of micro-electronics, optical communication, space flight and aviation, motor electrical appliance insulation, precision machinery and the like. The formula I is shown in the specifications.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic organic compounds, and in particular relates to a class of polyfluorophenyl substituted aromatic diphenols, a synthesis method thereof, and a polyarylether polymer synthesized from the aromatic diphenols. Background technique [0002] As a high-performance polymer, polyarylether polymer has been widely used in aerospace and electronic equipment, which mainly includes polyarylether ketone, polyarylether sulfone, polyarylether nitrile and so on. The current commercialized polyarylether ketone and polyarylether sulfone are difficult to dissolve and melt due to the regularity and rigidity of the main chain, which brings inconvenience to processing and application. The introduction of fluorine atoms or fluorine-containing groups into polyaryletherketone can improve its solubility and optical properties while maintaining the excellent heat resistance of traditional polyaryletherketone, and reduce ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/367C07C37/20C08G65/40
Inventor 赵晓娟尚呈元万小欢黄伟
Owner INST OF CHEM CHINESE ACAD OF SCI
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com