CN119390967A

CN119390967A - A polyaryletherketone resin containing imide side groups and preparation method thereof

Info

Publication number: CN119390967A
Application number: CN202411516988.7A
Authority: CN
Inventors: 李军; 陶正旺; 谭宗尚
Original assignee: Jiangsu Junhua Special Polymer Materials Co ltd; Shandong Junhao High Performance Polymer Co ltd
Current assignee: Jiangsu Junhua Special Polymer Materials Co ltd; Shandong Junhao High Performance Polymer Co ltd
Priority date: 2024-10-29
Filing date: 2024-10-29
Publication date: 2025-02-07

Abstract

The present invention relates to the technical field of polymer synthesis, and in particular to a polyaryletherketone resin containing imide side groups and a preparation method thereof. The present invention introduces an imide structure into an amino-containing aromatic diphenol to design and synthesize a variety of polyaryletherketone resins containing imide side groups, which are used to meet various application requirements, such as high-performance materials, electronic materials, and optical materials; at the same time, the performance of the polyaryletherketone material is improved, making it more suitable for various application environments.

Description

Polyaryletherketone resin containing imide lateral group and preparation method thereof

Technical Field

The invention relates to the technical field of polymer synthesis, in particular to a polyaryletherketone resin containing imide side groups and a preparation method thereof.

Background

The polyarylether is a heat-resistant polymer material with excellent comprehensive performance, and comprises polyaryletherketone and polyarylethersulfone, and has the advantages of high heat resistance, high mechanical property and chemical stability, excellent film forming property, low dielectric constant and the like. Especially, the polyaryletherketone resin can still keep good electrical insulation property and small dielectric constant and dielectric loss under a wider range of temperature and high frequency, and is an ideal insulation material. Polyimide (PI) is an aromatic heterocyclic polymer containing imide rings on a molecular chain segment, and the molecular chain not only has a stable imide heterocyclic structure, but also contains a stable aromatic ring structure, so that the Polyimide (PI) is a semi-trapezoid ring chain high polymer and shows a plurality of special performances. Polyimide is used as a special engineering plastic and has been widely used in the fields of aerospace, microelectronics, nanometer, liquid crystal, separation membrane, laser, etc. How to combine the two materials to obtain a new material with better performance is the technical problem to be solved by the invention.

Disclosure of Invention

In order to solve the technical problems, the polyaryletherketone resin containing the imide lateral group and the preparation method thereof are provided. The invention designs and synthesizes a plurality of polyaryletherketone materials containing imide side groups by introducing imide structures into diphenol monomers containing amino groups, which are used for meeting various application requirements such as high-performance materials, electronic materials, optical materials and the like, and simultaneously improves the performance of the polyaryletherketone materials, so that the polyaryletherketone materials are more suitable for various application environments.

In order to achieve the above purpose, the invention is realized by the following technical scheme:

a polyaryletherketone resin containing imide side groups, having the chemical structure of formula I or formula II:

x=1 or 2 in formula I or formula II, and Wherein no X group (namely a biphenyl structure) exists, or the X group is one of the following groups:

Wherein the method comprises the steps of Representing a linkage connecting the left and right benzene rings with imide side groups.

Further, n represents the degree of polymerization, the number average molecular weight of the polyaryletherketone resin containing imide side groups is 1 to 3 ten thousand g/mol, the weight average molecular weight is 3 to 6 ten thousand g/mol, and PDI is in the range of 1-3.

The preparation method of the polyaryletherketone resin containing the imide lateral group comprises the following steps:

Under the protection atmosphere and stirring, an aryl bisphenol monomer containing imide, a difluoro aryl ketone monomer, a salifying agent and an entrainer are dissolved in a reaction solvent, salt forming reaction is carried out firstly, azeotrope is removed after azeotropy, then polycondensation reaction is carried out after heating, and poor solvent precipitation is carried out to separate out a polymer, thus obtaining the polyaryletherketone resin containing imide side groups;

Wherein the chemical structure of the aryl bisphenol monomer containing imide is one of the following:

wherein no X group is present or X is one of the following groups:

Further, the difluoro aryl ketone monomer is selected from one or more of 4,4 '-difluoro diphenyl ketone and 4,4' -difluoro triphenyl dione, the salifying agent is anhydrous sodium carbonate and/or anhydrous potassium carbonate, the reaction solvent is selected from one of N, N-Dimethylformamide (DMF), N-dimethylacetamide (DMAc), dimethyl sulfoxide (DMSO) and N-methylpyrrolidone (NMP), and the entrainer is one of benzene, toluene and xylene.

Further, the molar number of the difluoro aryl ketone monomer is 0.98 times to 1.02 times that of the aryl bisphenol monomer containing imide;

The salt forming agent is used in an amount of 1.02 to 1.3 times the molar number of the aryl bisphenol monomer containing the imide;

the dosage of the reaction solvent is such that the mass fraction of the total material in the whole reaction system is 20% -35%.

Further, after the addition of the aryl bisphenol monomer containing imide, the difluoro aryl ketone monomer, the salifying agent, the entrainer and the reaction solvent is finished, heating to 60-80 ℃ and stirring until the solid material is dissolved, and then heating to perform subsequent reaction;

The temperature of the salifying reaction is 120-140 ℃ and the reaction time is 1-2h, water in the system is removed by azeotropy, and the temperature of the polycondensation reaction is 160-180 ℃ and the reaction time is 4-12h;

The poor solvent adopted for precipitation is water and/or alcohol solvent, and the precipitated product is repeatedly washed and dried.

Further, the aryl bisphenol monomer containing imide is obtained by the following method:

Under the protection atmosphere and stirring, adding the aryl diphenol and monoanhydride compound containing amino into an organic solvent, pre-reacting at normal temperature after the aryl diphenol and monoanhydride compound are uniformly dissolved, then adding acetic anhydride to continuously react at normal temperature, then adding triethylamine or pyridine to continuously react, separating out precipitate in a poor solvent after the reaction is finished, repeatedly washing, and recrystallizing to obtain the aryl bisphenol monomer containing imide.

Further, the amino group-containing aryl diphenol has the following structure:

wherein no X group is present or X is one of the following groups:

Preferably, the amino-containing aryl diphenol is selected from one of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane (CAS number: 83558-87-6), bis (3-amino-4-hydroxyphenyl) sulfone (CAS number: 7545-50-8), 2-bis (3-amino-4-hydroxyphenyl) propane (CAS number: 1220-78-6), 3' -dihydroxybenzidine (CAS number: 2373-98-0), 9-bis (3-amino-4-hydroxyphenyl) fluorene (CAS number: 20638-07-7);

The monoanhydride compound is selected from one of phthalic anhydride (CAS number: 85-44-9) and 1, 8-naphthalene dicarboxylic anhydride (CAS number: 81-84-5);

The organic solvent is selected from one of N, N-Dimethylformamide (DMF), N-dimethylacetamide (DMAc), dimethyl sulfoxide (DMSO), N-methylpyrrolidone (NMP) or m-cresol (m-Cresol).

Further, the mole number of the monoanhydride compound is 2.1 to 2.5 times that of the aryl diphenol containing amino, and the organic solvent is used in an amount such that the solid content of the system material accounts for 20 to 35 weight percent;

The dosage ratio of the acetic anhydride to the monoanhydride compound is 7-8mL:0.1mol;

The dosage ratio of the triethylamine or the pyridine to the monoanhydride compound is 7-8mL:0.1mol.

Further, the pre-reaction time is 4-8h, the reaction time after adding the acetic anhydride is 0.5-1h, the triethylamine is added and then the reaction is continued for 0.5-1h at normal temperature, or the pyridine is added and then the temperature is raised to 80-120 ℃ and then the reaction is continued for 0.5-1h;

the precipitate dried after washing was recrystallized from a mixture of ethyl acetate and toluene.

The beneficial technical effects are as follows:

The polymer has the characteristic structures of polyarylether and imide simultaneously by introducing the side chain of the imide ring into the polyarylether ketone, so that the polyarylether ketone material with the imide side group has better performance, the improved polyarylether ketone material with the imide side group has excellent heat resistance, the free volume of the polymer is increased by introducing the side chain with larger volume, and the polymer is further functionalized, so that the polymer can be applied to composite materials and new energy materials for meeting various application requirements, such as high-performance materials, electronic materials, optical materials and the like, and meanwhile, the performance of the polyarylether ketone material is improved, so that the polyarylether ketone material is more suitable for various application environments.

Drawings

FIG. 1 is a graph showing stress-strain curves of the polyaryletherketone resins containing imide pendant groups of different chemical structures prepared in examples 1 to 4.

Detailed Description

The following description of the embodiments of the present invention will be made clearly and fully with reference to the accompanying drawings, in which it is evident that the embodiments described are only some, but not all embodiments of the invention. The following description of at least one exemplary embodiment is merely exemplary in nature and is in no way intended to limit the invention, its application, or uses. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.

The numerical values set forth in these examples do not limit the scope of the present invention unless specifically stated otherwise. Techniques, methods known to those of ordinary skill in the relevant art may not be discussed in detail, but should be considered part of the specification where appropriate. In all examples shown and discussed herein, any specific values should be construed as merely illustrative, and not a limitation. Thus, other examples of the exemplary embodiments may have different values.

The experimental methods without specific conditions noted in the examples below are generally determined according to national standards, and if there is no corresponding national standard, they are performed according to general standard requirements or general methods.

Note that the diphenol monomers and bisphenol monomers are the same meaning, i.e. both have two hydroxyl groups.

Example 1

The preparation method of the polyaryletherketone resin containing the imide side group comprises the following steps:

(1) Synthesis of bisphenol AF containing imide

Into a 1000mL three-necked flask equipped with a reflux condenser, a nitrogen inlet and outlet, and an electric stirrer were successively charged 322g of DMF,73.25g (0.2 mol) of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, and 65.17g (0.44 mol) of phthalic anhydride. The mixture was dissolved by stirring at room temperature, and reacted for 6 hours. 31mL of acetic anhydride was then added and stirring was continued for 1h. 31mL of triethylamine was then added and stirring continued for 1h. After the reaction mixture is cooled to room temperature, the reaction mixture is poured into a poor solvent such as pure water, and the obtained precipitate is repeatedly washed with pure water. The product was dried and recrystallized from ethyl acetate/toluene mixture. And filtering and drying the crystallized product to obtain the aryl bisphenol monomer a containing the imide, namely bisphenol AF containing the imide. The yield thereof was found to be 73%.

Bisphenol AF containing imide ¹H NMR:δH(DMSO-d₆,400MHz)10.45(s,2H,OH),7.85-7.95(m,8H,Ar-H),7.40(s,2H,Ar-H),7.20-7.25(d,2H,Ar-H),7.05-7.10(d,2H,Ar-H).

FTIR (cm ^-1):3390(-OH),1785(imide,C＝O),1716(imide,C＝O),1387(C-N),1253(CF₃) of bisphenol AF with imide.

The DSC of bisphenol AF containing imide has Tm of 192-194 ℃.

(2) Synthesis of bisphenol AF type polyaryletherketone containing imide side group

To a 1000mL three-necked flask equipped with a mechanical stirrer, nitrogen inlet/outlet, water separator and reflux condenser were added 62.65g (0.1 mol) of bisphenol monomer a (bisphenol AF containing imide of step 1), 21.82g (0.1 mol) of 4,4' -difluorobenzophenone, 18.0g (0.13 mol) of anhydrous K ₂CO₃, 235g of DMF and 25mL of toluene. Under N ₂ atmosphere, stirring at 60 ℃ until the solid material is completely dissolved. After stirring and heating reflux reaction for 2h at 140 ℃, the generated water is azeotroped with toluene, and the azeotrope is removed by a water separator. Then stirring continuously for polymerization reaction for 7h at 160 ℃ to obtain a viscous mixed solution, pouring the viscous mixed solution into 600mL of mixed solution of ethanol and water (volume ratio of 1:1) to precipitate a polymer, soaking the polymer in hot ethanol water solution (volume ratio of ethanol to water of 1:2 and temperature of 80 ℃) for 30min, repeating the steps for three times, and filtering and drying to obtain bisphenol AF-type polyaryletherketone containing imide side groups.

Example 2

(1) Synthesis of imide-containing biphenol

A1000 mL three-necked flask equipped with a reflux condenser, a nitrogen inlet/outlet, and an electric stirrer was charged with 335g of NMP,64.87g (0.3 mol) of 3,3' -dihydroxybenzidine, and 97.76g (0.66 mol) of phthalic anhydride in this order. The mixture was dissolved by stirring at room temperature, and reacted for 8 hours. 48mL of acetic anhydride was then added and stirring was continued for 1h. 48mL of triethylamine was then added and stirring continued for 1h. After the reaction mixture is cooled to room temperature, the reaction mixture is poured into a poor solvent such as pure water, and the obtained precipitate is repeatedly washed with pure water. The product was dried and recrystallized from ethyl acetate/toluene mixture. And filtering and drying the crystallized product to obtain the aryl bisphenol monomer b containing the imide, namely the biphenol containing the imide. The yield thereof was found to be 73%.

Bisbiphenol containing imides ¹H NMR:δH(DMSO-d₆,400MHz)10.10(s,2H,OH),7.90-8.0(m,8H,Ar-H),7.35(d,2H,Ar-H),7.20(s,2H,Ar-H),7.15(d,2H,Ar-H).

FTIR (cm ^-1) of the imide-containing biphenol 3318 (-OH), 1779,1760 (imide, C=O), 1715,1703 (imide, C=O), 1382 (C-N).

The DSC of the imide-containing biphenol has a Tm of 340 ℃.

(2) Synthesis of biphenyl type polyaryletherketone containing imide side group

Into a 1000mL three-necked flask equipped with a mechanical stirrer, nitrogen inlet/outlet, water separator and reflux condenser, 71.47g (0.15 mol) of bisphenol monomer b (the imide-containing biphenol of step 1), 32.73g (0.15 mol) of 4,4' -difluorobenzophenone, 26.95g (0.2 mol) of anhydrous K ₂CO₃, 245gDMAc and 25mL of toluene were charged. Under N ₂ atmosphere, stirring at 60 ℃ until the solid material is completely dissolved. After stirring and heating reflux reaction for 2h at 140 ℃, the generated water is azeotroped with toluene, and the azeotrope is removed by a water separator. Then stirring continuously for polymerization reaction for 6h at 170 ℃ to obtain a viscous mixed solution, pouring the viscous mixed solution into 600mL of mixed solution of ethanol and water (volume ratio of 1:1) to precipitate a polymer, soaking for 30min by using hot ethanol water solution (volume ratio of ethanol to water of 1:1 and temperature of 80 ℃) for three times, filtering and drying to obtain biphenyl type polyaryletherketone containing imide side groups.

Example 3

(1) Synthesis of bisphenol sulfones containing imides

A1000 mL three-necked flask equipped with a reflux condenser, a nitrogen inlet and outlet, and an electric stirrer was charged with 335g of DMAc,84.09g (0.3 mol) of bis (3-amino-4-hydroxyphenyl) sulfone, and 97.76g (0.66 mol) of phthalic anhydride. The mixture was dissolved by stirring at room temperature, and reacted for 6 hours. 50mL of acetic anhydride was then added and stirring was continued for 1h. 50mL of triethylamine was then added and stirring continued for 1h. After the reaction mixture is cooled to room temperature, the reaction mixture is poured into a poor solvent such as pure water, and the obtained precipitate is repeatedly washed with pure water. The product was dried and recrystallized from ethyl acetate/toluene mixture. And filtering and drying the crystallized product to obtain the aryl bisphenol monomer c containing the imide, namely bisphenol sulfone containing the imide. The yield was 70%.

Bisphenol sulfones containing imides ¹H NMR:δH(DMSO-d₆,400MHz)10.65(s,2H,OH),8.0-8.10(m,8H,Ar-H),7.45(d,2H,Ar-H),7.30(s,2H,Ar-H),7.35(d,2H,Ar-H).

DSC of bisphenol sulfone containing imide, tm is 320 ℃.

(2) Synthesis of polyaryletherketone sulfone containing imide side group

To a 1000mL three-necked flask equipped with a mechanical stirrer, nitrogen inlet/outlet, water separator and reflux condenser were added 81.08g (0.15 mol) of bisphenol monomer c (bisphenol sulfone containing imide of step 1), 32.73g (0.15 mol) of 4,4' -difluorobenzophenone, 26.95g (0.2 mol) of anhydrous K ₂CO₃, 320g of NMP and 25mL of toluene. Under N ₂ atmosphere, stirring at 60 ℃ until the solid material is completely dissolved. After stirring and heating reflux reaction for 2h at 140 ℃, the generated water is azeotroped with toluene, and the azeotrope is removed by a water separator. Then stirring continuously for polymerization reaction for 6h at 180 ℃ to obtain a viscous mixed solution, pouring the viscous mixed solution into 600mL of mixed solution of ethanol and water (volume ratio of 1:1) to precipitate a polymer, soaking for 30min by using hot ethanol water solution (volume ratio of ethanol to water of 1:1 and temperature of 80 ℃) for three times, filtering and drying to obtain the polyaryletherketone sulfone containing imide side groups.

Example 4

(1) Synthesis of bisphenol fluorene containing imide

To a 1000mL three-necked flask equipped with a reflux condenser, a nitrogen inlet/outlet and an electric stirrer were successively added 345g of NMP,95.11g (0.25 mol) of 9, 9-bis (3-amino-4-hydroxyphenyl) fluorene and 109.00g (0.55 mol) of 1, 8-naphthalene dicarboxylic anhydride. The mixture was dissolved by stirring at room temperature, and reacted for 6 hours. 40mL of acetic anhydride was then added and stirring was continued for 1h. 40mL of pyridine was then added and stirring continued for 1h. After the reaction mixture is cooled to room temperature, the reaction mixture is poured into a poor solvent such as pure water, and the obtained precipitate is repeatedly washed with pure water. The product was dried and recrystallized from ethyl acetate/toluene mixture. And filtering and drying the crystallized product to obtain the aryl bisphenol monomer d containing the imide, namely bisphenol fluorene containing the imide. The yield was 70%.

Bisphenol fluorene containing imide ¹H NMR:δH(DMSO-d₆,400MHz)10.15(s,2H,OH),7.8-7.9(m,8H,Ar-H),7.15(d,2H,Ar-H),7.05(s,2H,Ar-H),7.10(d,2H,Ar-H),7.10(m,2H,Ar-H),7.35(m,2H,Ar-H),7.55(d,2H,Ar-H),7.85(d,2H,Ar-H).

The DSC of bisphenol fluorene containing imide has Tm of 353 ℃.

(2) Synthesis of polyaryletherketone fluorene containing imide side group

To a 1000mL three-necked flask equipped with a mechanical stirrer, nitrogen inlet/outlet, water separator and reflux condenser were added 74.08g (0.10 mol) of bisphenol fluorene monomer d (imide-containing bisphenol fluorene of step 1), 21.82g (0.10 mol) of 4,4' -difluorobenzophenone, 17.97g (0.13 mol) of anhydrous K ₂CO₃, 225g of NMP and 25mL of toluene. Under N ₂ atmosphere, stirring at 60 ℃ until the solid material is completely dissolved. After stirring and heating reflux reaction for 2h at 140 ℃, the generated water is azeotroped with toluene, and the azeotrope is removed by a water separator. Then stirring continuously for polymerization reaction for 7h at 180 ℃ to obtain a viscous mixed solution, pouring the viscous mixed solution into 600mL of mixed solution of ethanol and water (volume ratio of 1:1) to precipitate a polymer, soaking for 30min by using hot ethanol water solution (volume ratio of ethanol to water of 1:1 and temperature of 80 ℃) for three times, filtering and drying to obtain the polyaryletherketone fluorene containing imide side groups.

Test case

1. Nuclear magnetic test the structure of the compound was measured by AVANCE III M nuclear magnetic resonance spectrometer (Bruker, germany), 4mg of the compound was dissolved in deuterated dimethyl sulfoxide (DMSO-d 6), and the test was carried out at room temperature. The resin test results were as above for each case.

2. GPC measurement the molecular weight of the polymers was determined by Gel Permeation Chromatography (GPC). The calibration was performed using polystyrene standards using a Waters515HPLC pump in combination with two Styragel columns (Waters HR4E and HR 5E) and a Waters 2414 refractive index detector, eluting with DMF at a flow rate of 1.0mL min ^-1. A polymer sample (25 mg) was dissolved in DMF (4 mL) and filtered through a 0.45 μm polytetrafluoroethylene syringe filter, and the copolymer was tested for molecular weight and molecular weight distribution at room temperature. The results of the resin test for each case are shown in Table 1.

3. Solubility test: A sample of 0.1g of the polymer was taken into 1mL of organic solvent (10 wt%), "++" indicated solubility at room temperature, "++" indicated solubility under heating, and "-" indicated insolubility at room temperature and/or heating to 60 ℃. The results of the resin test for each case are shown in Table 2.

4. TGA test the temperature was raised from 50℃to 800℃at a rate of 20℃Cmin ^-1 in a nitrogen or air atmosphere using a thermal gravimetric differential scanning calorimeter of the type TG 209F3 produced by Netzsch, germany. The polymer was dried in a vacuum oven at 100 ℃ for 6 hours prior to testing. The results of the resin test for each case are shown in Table 3.

5. DSC test, namely taking 8-16 mg of powder sample, measuring by a differential scanning thermal analyzer, setting the temperature rise rate to be 20 ℃ per minute, testing the temperature to be 40-400 ℃, and taking a2 nd temperature rise curve after circulating the temperature rise program twice. The results of the resin test for each case are shown in Table 3.

TABLE 1 molecular weight and distribution of polymers

Resin sample	M_n×10⁴(g/mol)	M_w×10⁴(g/mol)	PDI
				Example 1	2.58	5.70	2.21
Example 2	2.73	5.95	2.18
				Example 3	1.92	4.49	2.34
Example 4	1.59	3.90	2.45

TABLE 2 solubility properties of polymers

Resin sample

DMF

DMAc

NMP

DMSO

CHCl₃

THF

Ethanol

Example 1

++

+++

-

Example 2

++

+++

-

Example 3

++

+++

-

Example 4

++

+++

-

TABLE 3 thermal Properties of the polymers

TABLE 4 mechanical Properties of the polymers

As can be seen from tables 1 to 4, the series of polyaryletherketone resins containing imide side groups have better mechanical properties, better solvent solubility and excellent heat resistance.

The foregoing is only a preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art, who is within the scope of the present invention, should make equivalent substitutions or modifications according to the technical scheme of the present invention and the inventive concept thereof, and should be covered by the scope of the present invention.

Claims

1. A polyaryletherketone resin containing imide lateral group is characterized in that,

Has the chemical structure of the following formula I or formula II:

x=1 or 2 in formula I or formula II, and Wherein no X group is present or X is one of the following groups:

2. The polyaryletherketone resin comprising imide side groups of claim 1, wherein n represents the degree of polymerization, the polyaryletherketone resin comprising imide side groups has a number average molecular weight of 1 to 3 tens of thousands of g/mol, a weight average molecular weight of 3 to 6 tens of thousands of g/mol, and a PDI in the range of 1-3.

3. The method for preparing the polyaryletherketone resin containing the imide side group according to claim 1 or 2, comprising the following steps:

wherein no X group is present or X is one of the following groups:

4. A method of preparing a polyaryletherketone resin having pendant imide groups as claimed in claim 3, wherein the difluoroaryl ketone monomer is selected from one or more of 4,4 '-difluorobenzophenone, 4' -difluorotriphenyl dione;

The salifying agent is anhydrous sodium carbonate and/or anhydrous potassium carbonate;

The reaction solvent is selected from one of N, N-dimethylformamide, N-dimethylacetamide, dimethyl sulfoxide and N-methylpyrrolidone;

The entrainer is one of benzene, toluene and xylene.

5. The method for preparing a polyaryletherketone resin comprising imide side groups according to claim 3, wherein the number of moles of difluoro aryl ketone monomer is 0.98 to 1.02 times the number of moles of aryl bisphenol monomer comprising imide;

6. The method for preparing the polyaryletherketone resin containing the imide side group according to claim 3, wherein after the addition of the aryl bisphenol monomer containing the imide, the difluoro aryl ketone monomer, the salifying agent, the entrainer and the reaction solvent is finished, the temperature is firstly increased to 60-80 ℃ and stirred until the solid material is dissolved, and then the subsequent reaction is carried out by heating;

the temperature of the salification reaction is 120-140 ℃ and the reaction time is 1-2h, and water in the system is removed by azeotropy;

the temperature of the polycondensation reaction is 160-180 ℃ and the reaction time is 4-12 hours;

7. The method for preparing the polyaryletherketone resin containing the imide side group according to any one of claims 3 to 6, wherein the aryl bisphenol monomer containing the imide is obtained by the following method:

Under the protection atmosphere and stirring, adding an amino-containing aryl diphenol and a monoanhydride compound into an organic solvent, pre-reacting at normal temperature after the amino-containing aryl diphenol and monoanhydride compound are uniformly dissolved, then adding acetic anhydride to continuously react at normal temperature, then adding triethylamine or pyridine to continuously react, separating out a precipitate in a poor solvent after the reaction is finished, repeatedly washing, and recrystallizing to obtain an aryl bisphenol monomer containing imide;

the amino group-containing aryl diphenol has the following structure:

wherein no X group is present or X is one of the following groups:

8. The method for preparing the polyaryletherketone resin containing imide side groups according to claim 7, wherein the amino group-containing aryl diphenol is selected from one of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, bis (3-amino-4-hydroxyphenyl) sulfone, 2-bis (3-amino-4-hydroxyphenyl) propane, 3' -dihydroxybenzidine, 9-bis (3-amino-4-hydroxyphenyl) fluorene;

The monoanhydride compound is selected from one of phthalic anhydride and 1, 8-naphthalene dicarboxylic anhydride;

the organic solvent is selected from one of N, N-dimethylformamide, N-dimethylacetamide, dimethyl sulfoxide, N-methylpyrrolidone and m-cresol.

9. The method for producing a polyaryletherketone resin having imide side groups according to claim 7, wherein the number of moles of the monoanhydride compound is 2.1 to 2.5 times the number of moles of the amino group-containing aryl diphenol;

The dosage of the organic solvent is such that the solid content of the system material is 20-35 wt%;

10. The method for preparing the polyaryletherketone resin containing the imide side group according to claim 7, wherein the pre-reaction time is 4-8 hours;

the reaction time after the acetic anhydride is added is 0.5 to 1 hour;

Adding triethylamine and then continuously reacting for 0.5-1h at normal temperature, or adding pyridine and then heating to 80-120 ℃ and continuously reacting for 0.5-1h;