Aromatic ring-shaped polyether-ketone oligomer and preparation method thereof

An oligomer and polyether ketone technology, which is applied in the field of high-performance polymer precursors, can solve problems such as polymer performance degradation, and achieve the effects of low cost, high yield and mild reaction conditions

Inactive Publication Date: 2009-09-02
WUHAN INSTITUTE OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patents 02123917.7 and 03105019.0 disclose a new method for the preparation of aromatic polyketone cyclic oligomers by electrophilic reaction, using phthaloyl chloride or isophthaloyl chloride whose structure is conducive to ring formation as the starting material, and prepared in high yield Cyclic polyketone oligomer, but its ring-opening polymerization product contains ortho- or meta-substituted benzene rings, resulting in reduced polymer properties

Method used

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  • Aromatic ring-shaped polyether-ketone oligomer and preparation method thereof
  • Aromatic ring-shaped polyether-ketone oligomer and preparation method thereof

Examples

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Effect test

Embodiment 1

[0023] Example 1 Preparation of Polyetherketone Cyclic Oligomer

[0024] Put 6.68g (0.05mol) of anhydrous aluminum trichloride and 500mL of carbon disulfide into a 1L three-neck flask with a spherical condenser connected to a calcium chloride drying tube and a gas absorption device at the top. Dissolve 3.0812g (0.02mol) of carbon tetrachloride and 7.3258g (0.02mol) of 4,4'-phenoxybenzophenone in 100mL of carbon disulfide, and drop the solution slowly and uniformly within 8 hours under room temperature and vigorous stirring Add it into a three-necked flask, after the dropwise addition, continue to stir for 2 hours; add 80 mL of 0.1M dilute hydrochloric acid to terminate the reaction, and continue to stir for 2 hours. After the organic phase was obtained by liquid separation, it was washed three times with 100 mL of distilled water to remove the catalyst. Concentrate and add dropwise to methanol to precipitate to obtain a cyclic oligomer as a light yellow powder with a yield of...

Embodiment 2

[0025] Example 2 Preparation of Polyetheretherketone Cyclic Oligomer

[0026] The reaction monomer 5.2442g (0.02mol) triphenyl ether was replaced by 4,4'-phenoxybenzophenone, and other monomer feed ratios, reaction conditions and processing steps were the same as in Example 1. The product is a light yellow powder with a yield of 74%. The main signal peaks of the laser mass spectrogram of the product are located at: m / z=577.4, 865.5, 1153.5, 1441.4, 1729.9, 2018.1, corresponding to the protonated molecular ions of the dimer to the heptamer of the cyclic oligomer peaks, indicating that the product is composed of a series of cyclic oligomers with different degrees of polymerization.

Embodiment 3

[0027] Example 3 Preparation of Polyetheretherketone Cyclic Oligomer

[0028] Replace 4,4'-phenoxybenzophenone with 5.2442g (0.02mol) triphenyl ether as the reaction monomer, replace carbon disulfide with nitromethane as the solvent, and other monomer feed ratios, reaction conditions and processing steps are the same as in Example 1 . The product was a light yellow solid with a yield of 78%. The main signal peaks of the laser mass spectrogram of the product are located at: m / z=577.6, 865.4, 1154.0, 1441.7, 1729.8, 2018.0, 2306.1, corresponding to the protonation of the dimer to the octamer of the cyclic oligomer Molecular ion peaks, indicating that the product is composed of a series of cyclic oligomers with different degrees of polymerization.

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Abstract

The invention relates to an aromatic ring-shaped polyether-ketone oligomer and a preparation method thereof. Under 'pseudo-high dilution' condition, Friedel-Crafts-Karrer electrophilic reaction is utilized to open up a new route of taking carbon tetrachloride and substituted aromatic hydrocarbon monomers as basic raw materials to synthesize commercial, helicrystalline macrocylic oligomers of high-performance PEEK and PEK, namely the aromatic ring-shaped polyether-ketone oligomer with high yield. The aromatic ring-shaped oligomer can be melted and subjected to ring opening polymerization under the initiation of an anion initiator to obtain high-performance linear polyaryletherketone by using a cyclic structure and low melt viscosity peculiar to the aromatic ring-shaped oligomer. By the combination of low cost and high performance, the aromatic ring-shaped polyether-ketone oligomer and the synthetic route thereof has important application in the field of preparation of high-performance composite materials.

Description

Technical field: [0001] The invention belongs to the precursor of high-performance polymer—aromatic ring polyetherketone oligomer and its preparation method. Background technique: [0002] Aromatic polyether ketone (sulfone) is a class of high-performance polymer materials with excellent properties. It has the advantages of high mechanical strength, high temperature resistance, and solvent resistance. It is widely used in the defense industry and other high-tech fields. Due to the high softening temperature of such polymers, especially the high melt viscosity, their application in micro-manufacturing, fiber-reinforced composite materials and other fields is greatly restricted. One solution is to first synthesize the corresponding aromatic cyclic oligomers, and use the unique ring structure and low melt viscosity of the cyclic oligomers to rapidly carry out ring-opening polymerization under the trigger of an initiator to prepare polyaryletherketone. (sulfone). Therefore, si...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D323/00C07D327/00C08G61/12
Inventor 郭庆中肖颖吴江渝李亮鄢国平喻湘华程志毓杜飞鹏
Owner WUHAN INSTITUTE OF TECHNOLOGY
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