Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of method utilizing palladium-catalyzed homogeneous allyl substitution reaction to synthesize polysulfone

An allyl-substituted, palladium-catalyzed technology, applied in the field of synthesis of polysulfone, can solve the problems of poor thermal stability of alkyl polysulfone, etc., and achieve the effects of high yield, simple operation and mild conditions

Active Publication Date: 2021-04-27
NANJING TECH UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Alkyl polysulfones can be prepared by using alkenyl compounds containing sulfone groups as comonomers, undergoing addition polycondensation under the action of alkali, or using sulfur dioxide and olefins for free radical copolymerization; but the obtained alkyl polysulfones Relatively poor thermal stability etc.
Regarding the synthesis of polymers using palladium-catalyzed allyl substitution reactions, N.Nomura et al. found that zero-valent palladium can be used to achieve allyl-substituted alkylation polymerization reactions, and the number-average Propyl Substitution Reaction for Polysulfone Compounds Related Reports

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
  • A kind of method utilizing palladium-catalyzed homogeneous allyl substitution reaction to synthesize polysulfone
  • A kind of method utilizing palladium-catalyzed homogeneous allyl substitution reaction to synthesize polysulfone
  • A kind of method utilizing palladium-catalyzed homogeneous allyl substitution reaction to synthesize polysulfone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] Embodiment 1: Synthesis of 1-4 diethyl benzene diacrylate 3a

[0013]

[0014] Weigh 2.4g of sodium hydride directly into a 500mL dry round-bottomed flask, use a large stirring magnet, pump the argon for 15min under the protection of argon, add 200mL of anhydrous tetrahydrofuran under argon, stir for ten minutes, and then put the reaction Place the bottle in an ice-water bath, under argon, slowly add 10 mL of triethyl phosphoroacetate, stir for 15 minutes, return the reaction to room temperature and stir for two hours, slowly add 2.68 g of terephthalaldehyde several times in small amounts In the reaction bottle, monitor the reaction by thin layer chromatography (TLC) until the raw materials disappear. After the reaction is completed, the reaction bottle is placed in an ice-water bath, and saturated ammonium chloride solution is slowly added until no bubbles are produced. After three extractions, the organic phases were combined, washed with saturated brine, dried ove...

Embodiment 2

[0015] Embodiment 2: Synthesis of 1-3 diethyl benzene diacrylate 3b

[0016]

[0017] Weigh 2.4g of sodium hydride directly into a 500mL dry round-bottomed flask, use a large stirring magnet, pump the argon for 15min under the protection of argon, add 200mL of anhydrous tetrahydrofuran under argon, stir for ten minutes, and then put the reaction Place the bottle in an ice-water bath, under argon, slowly add 10 mL of triethyl phosphoroacetate, stir for 15 minutes, return the reaction to room temperature and stir for two hours, slowly add 2.68 g of terephthalaldehyde several times in small amounts In the reaction bottle, the reaction is monitored by thin layer chromatography (TLC) until the raw materials disappear. After the reaction is completed, the reaction bottle is placed in an ice-water bath, and saturated ammonium chloride solution is slowly added until no bubbles are generated, and extracted three times with ethyl acetate. Finally, the organic phases were combined, wa...

Embodiment 3

[0018] Example 3: Synthesis of 4,4-oxydiphenyl diacrylate 3c

[0019]

[0020] Weigh 2.4g of sodium hydride directly into a 500mL dry round-bottomed flask, use a large stirring magnet, pump the argon for 15min under the protection of argon, add 200mL of anhydrous tetrahydrofuran under argon, stir for ten minutes, and then put the reaction Place the bottle in an ice-water bath, under argon, slowly add 10 mL of triethyl phosphoroacetate, stir for 15 minutes, return the reaction to room temperature and stir for two hours, add 4.52 g of p-diphenyl ether diformaldehyde in a small amount several times Slowly add in the reaction flask, monitor the reaction by thin layer chromatography (TLC) until the raw materials disappear, place the reaction flask in an ice-water bath after the reaction, slowly add saturated ammonium chloride solution until no bubbles are produced, and use ethyl acetate After three extractions, the organic phases were combined, washed with saturated brine, dried...

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

No PUM Login to View More

Abstract

The invention discloses a method for synthesizing polysulfone by palladium-catalyzed homogeneous allyl substitution reaction, belonging to the technical field of polymer materials. Using sodium diphenyl ether disulfinate and (2E, 2'E)-1,4-phenylene bis(prop-2-ene-3,1-diyl) diacetate as substrate, catalyst four The amount of triphenylphosphine palladium is 1mol%, add the additive tetramethylammonium chloride (10mol%), react in the solvent at 70°C for 48h, after the reaction is completed, slowly drop the reaction solution into about 200mL of methanol to precipitate the target The product was centrifuged, filtered, dried and weighed, and the molecular weight and dispersion coefficient of the polymer were determined by gel permeation chromatography (GPC). The method of the invention has the advantages of simple operation, mild conditions and high yield, and is a novel synthetic method.

Description

technical field [0001] The invention belongs to a method for synthesizing polysulfone by using palladium-catalyzed homogeneous allyl substitution reaction, in particular to a method for synthesizing polysulfone by using bifunctional monomers through series reactions. Background technique [0002] Polyarylsulfone, which is commonly used in industry, contains aryl and sulfone groups in its main chain, and is mainly prepared by the continuous Friedel-Crafts reaction of aryl compounds and arylsulfonyl chlorides. It is a special engineering material with high temperature resistance and corrosion resistance. . Alkyl polysulfones can be prepared by using alkenyl compounds containing sulfone groups as comonomers, undergoing addition polycondensation under the action of alkali, or using sulfur dioxide and olefins for free radical copolymerization; but the obtained alkyl polysulfones Thermal stability etc. are relatively poor. Regarding the synthesis of polymers using palladium-cata...

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 Patents(China)
IPC IPC(8): C08G75/20
CPCC08G75/20
Inventor 曲剑萍随国慧牛艺洁李亚薇
Owner NANJING TECH UNIV