CN107987509A - Graphene poly (arylene ether nitrile) resin composition, the preparation method and applications of said composition - Google Patents
Graphene poly (arylene ether nitrile) resin composition, the preparation method and applications of said composition Download PDFInfo
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- CN107987509A CN107987509A CN201711202247.1A CN201711202247A CN107987509A CN 107987509 A CN107987509 A CN 107987509A CN 201711202247 A CN201711202247 A CN 201711202247A CN 107987509 A CN107987509 A CN 107987509A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/0405—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres
- C08J5/042—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres with carbon fibres
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/0405—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres
- C08J5/043—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres with glass fibres
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2371/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08J2371/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
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- C08J2381/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
- C08J2381/06—Polysulfones; Polyethersulfones
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
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Abstract
The invention discloses a kind of graphene poly (arylene ether nitrile) resin composition, the preparation method and applications of said composition, said composition includes modified graphene, poly (arylene ether nitrile) resin, catalyst, wherein the preparation method of composition is by modified graphene, poly (arylene ether nitrile) resin, catalyst is uniformly mixed by different proportion, the present invention has splendid compatibility using modified graphene and the composition that poly (arylene ether nitrile) resin is mixed to get, it is remarkably improved the fire resistance of product, the product of formation has outstanding mechanical property, processing performance and heat resistance, corrosion resistance, in advanced composite material, insulating materials, high-temperature resistant coating, the fields such as anti-corrosion tool has been widely used.
Description
Technical field
The present invention relates to field of high-polymer material science, is related to a kind of graphene poly (arylene ether nitrile) resin composition, is somebody's turn to do
The preparation method and applications of composition.
Background technology
Poly (arylene ether nitrile) resin is a kind of impalpable structure High performance plastic resin containing nitrile side base, has good add
Work performance, have concurrently heat-resisting quantity, wet-hot aging performance are good, mechanical performance is strong, electrical insulation capability protrude the features such as, defence and military,
The manufacturing industry such as civil engineering and food processing field are widely used.With the development of technology, to high-performance composite materials, insulation
The requirement of material and coating and usage amount are higher and higher, and the standard such as especially corrosion-resistant, fire-retardant requires higher and higher, traditional side
Method mainly improves its anti-flammability by adding the material containing halogen, phosphorus, aluminium hydroxide etc. in poly (arylene ether nitrile) resin, but more than
Additive is all there are certain shortcoming, and halogen and phosphor-included additive are all there are different degrees of toxicity, and aluminium hydroxide is in the presence of scattered
The problem of stability, therefore currently used material can not meet increasingly harsh standard.
Graphene is as one kind by carbon atom with sp2The individual layer sheet two-dimension nano materials that hybridized orbit is formed, no poison ring
Protect, there is excellent mechanical property, transparency, pliability, hydrophobicity and chemical stability, and outstanding pyroconductivity and electricity
Transport factor, its laminated structure can effectively blocking oxygen, water, ion and electronics by having very excellent barrier
Effect, can significantly improve the corrosion resistance and anti-flammability of material.But the poor compatibility of graphene and other materials, easily send out
Generating layer folds the performance that greatly limit its use scope and performance, and therefore, it is necessary to it is modified to expand its use scope.
The content of the invention
The purpose of the present invention is overcome defect existing in the prior art, there is provided one kind is using modified graphene, poly (arylene ether nitrile)
Resin is mixed to get composition with catalyst, has outstanding mechanical property, processing performance and heat resistance concurrently, and be remarkably improved
Its corrosion resistance and the graphene poly (arylene ether nitrile) resin composition of anti-flammability and its application.
Realizing the technical solution of the object of the invention is：A kind of graphene poly (arylene ether nitrile) resin composition, it is characterised in that by
Made of the raw material of following weight parts：
1~50 part of modified graphene
45~99 parts of poly (arylene ether nitrile) ketone
0~5 part of catalyst.
Modified graphene described in above-mentioned technical proposal refers to the graphene containing functional groups in molecule, as following
Shown in general formula：
Substituent R 1 can be hydrogen atom, alkyl, the identical or different fat of C1 to C20 and alkane to R4 and its spread out in formula
Identical or different fragrant hydrocarbons and their derivates, the segment containing ester group or ehter bond of biology, C6 to C12, X are halogen or pseudohalogen,
A, b, c, d represent the integer equal to or more than 0.
Functional groups described in above-mentioned technical proposal are to contain the one or more in carboxyl, hydroxyl, epoxy group, halogen.
Poly (arylene ether nitrile) resin described in above-mentioned technical proposal refers to the poly- of any molecular weight containing itrile group side base in molecule
Aryl ether ketone or polyether sulphone, as shown in following general formula：
In formula substituent R 5 to R9 can be hydrogen atom, halogen atom, nitro, C1 to C20 identical or different fat and alkane
The identical or different fragrant hydrocarbons and their derivates of hydrocarbons and their derivates or C6 to C12, Y are carbonyl or sulfuryl, and e, f, g, which are represented, to be equal to
Or the integer more than 0.
Catalyst described in above-mentioned technical proposal is triphenylphosphine, triethyl phosphine, tetrabutylammonium bromide, triethylamine, three second
Hydramine, dicyclohexylcarbodiimide, n-hydroxysuccinimide, N- hydroxy benzo triazoles, N, N '-diisopropyl carbon two are sub-
Amine, 1- (3- dimethylamino-propyls) -3- ethyl-carbodiimide hydrochlorides, 4-dimethylaminopyridine, imidazoles, 2-methylimidazole, 2,
4- methylimidazoles, 2-ethyl-4-methylimidazole, 2- phenylimidazoles, 2- phenyl -4-methylimidazole, 1- cyanoethyl -2- ethyls -
One or more in 4-methylimidazole, I-hydroxybenzotriazole or acetylacetone,2,4-pentanedione transistion metal compound etc..
A kind of preparation method of graphene poly (arylene ether nitrile) resin composition, it is characterised in that comprise the following steps：
(1) modified graphene, polyarylether resin and catalyst are uniformly mixed by different proportion and are added in organic solvent,
It is sufficiently stirred to obtain stable organic solution, the quality hundred of modified graphene, poly (arylene ether nitrile) resin, catalyst in the organic solvent
Divide than being 1%~85%；
(2) contained organic solvent is evaporated in the solution that will be obtained in step (1)；
(3) composition obtained in step (2) is obtained into product in 20~180 DEG C of curings.
Organic solvent described in above-mentioned technical proposal is halogenated alkane, tetrahydrofuran, N-N- dimethylformamides, N-N- bis-
Methylacetamide, dimethyl sulfoxide, the one or more of n-methyl-2-pyrrolidone or 1,4- dioxane.
A kind of application of graphene poly (arylene ether nitrile) resin composition, by adding inorganic or organic fiber and/or inorganic grain
Son, be sufficiently impregnated, mix after it is dry, then according to the process of conventional thermoset material prepreg, using autoclave,
The routine techniques such as winding, molding, the plastic poly (arylene ether nitrile) resin base for obtaining inorganic particulate and/or fiber content is 5~80%
Composite material.
Inorganic or organic fiber described in above-mentioned technical proposal refers to that carbon fiber, glass fibre, boron fibre, carborundum are fine
Dimension, alumina fibre, two-dimensional silica alumina fibre, aramid fibre, polyester fiber cellulose fibre, and thus
Manufactured fabric or web etc..
Inorganic particulate described in above-mentioned technical proposal is graphite or metal oxide or nonmetal oxide or metal hydrogen-oxygen
Compound or metal salt or ore；The metal salt is metal carbonate, silicate or sulfate etc..
Metal oxide described in above-mentioned technical proposal is alundum (Al2O3), magnesia, titanium dioxide, di-iron trioxide, four
Fe 3 O, silver oxide or zinc oxide；The nonmetal oxide is silica；The metal hydroxides is aluminium hydroxide
Or magnesium hydroxide；The metal salt is calcium carbonate, barium sulfate, calcium sulfate or silver chlorate；The ore is asbestos, talcum, kaolinite
Soil, mica, feldspar or montmorillonite etc..
After adopting the above technical scheme, the present invention has following positive effect：
(1) composition that organic solvent contained by the present invention obtains after being evaporated can make product after 20~180 DEG C cure
While corrosion resistance and anti-flammability significantly improve, its modulus, heat resistance, toughness etc. are all significantly improved, and have more
Add outstanding comprehensive performance, this to expand poly (arylene ether nitrile) resin application range have very big practical value, particularly with it is fire-retardant,
Occasion corrosion-resistant, temperature resistant grade is high, as track traffic be representative Advanced Resin-based Composites field, with conventional method phase
Than graphene poly (arylene ether nitrile) resin composition using the present invention advantageously, not only production method is easy, and toxicity is low, stablizes
Property is good, significantly improves the comprehensive performance of product.
(2) present invention is combined using the graphene of chemical modification with poly (arylene ether nitrile) resin, is had splendid compatibility, can be shown
Write the fire resistance for improving product, the product of formation has outstanding mechanical property, processing performance and heat resistance, corrosion-resistant
Property, in fields such as advanced composite material, insulating materials, high-temperature resistant coating, anti-corrosions, tool has been widely used.
Embodiment
(embodiment 1)
Modified graphene (structural formula is as shown in A-1), poly (arylene ether nitrile) resin (structural formula is as shown in B-1) are dissolved in tetrahydrochysene
In furans, the resin solution of 60% (mass fraction) is made into, wherein modified graphene and polyarylether resin mass ratio are 1：3, add
Enter 0.1% catalyst triphenylphosphine.Cure according to the technological forming of 80 DEG C/2h+130 DEG C/2h+150 DEG C/2h.Resulting product
Oxygen index (OI) is 37, and gained glass transition temperature is 192 DEG C, and thermal weight loss temperature is 433 DEG C.
(embodiment 2)
Modified graphene (structural formula is as shown in A-2), poly (arylene ether nitrile) resin (structural formula is as shown in B-2) are dissolved in diformazan
In sulfoxide, the resin solution of 20% (mass fraction) is made into, wherein modified graphene and polyarylether resin mass ratio are 1：9, add
1- (3- the dimethylamino-propyls) -3- ethyl-carbodiimide hydrochlorides and 2% I-hydroxybenzotriazole for entering 2% are catalyst.
Cure according to the technological forming of 80 DEG C/2h+130 DEG C/2h+150 DEG C/2h, resulting product oxygen index (OI) is 34, gained glass transition
Temperature is 207 DEG C, and thermal weight loss temperature is 442 DEG C.
(comparative example 1)
Poly (arylene ether nitrile) resin (structural formula is as shown in B-1) is dissolved in tetrahydrofuran, is made into 52.94% (mass fraction)
Resin solution, under high speed dispersion add aluminium hydroxide, wherein polyarylether resin and aluminium hydroxide mass ratio be 3：1.According to
The technological forming of 80 DEG C/2h+130 DEG C/2h+150 DEG C/2h cures.Resulting product oxygen index (OI) is 31, gained glass transition temperature
For 176 DEG C, thermal weight loss temperature is 431 DEG C.
(embodiment 3)
Glass fibre is dipped in 40s in the composition in embodiment 1, is then unidirectionally wound, dried；Again with 20 DEG C/h
Speed be warming up to 80 DEG C from 60 DEG C, 80 DEG C keep the temperature 1h, it is possible to obtain prepreg, 150* is made in cooled to room temperature
150mm2Sample, be placed in the mould for scribbling releasing agent, according to certain mould pressing process, just obtain galss fiber reinforced resin
Based composites.
(embodiment 4)
Carbon fiber is dipped in 50s in the composition in embodiment 2, is then unidirectionally wound, dried；Again with 20 DEG C/h's
Speed is warming up to 80 DEG C from 60 DEG C, keeps the temperature 1h at 80 DEG C, it is possible to obtain prepreg, 150* is made in cooled to room temperature
150mm2Sample, be placed in the mould for scribbling releasing agent, according to certain mould pressing process, just obtain carbon fiber enhancement resin base
Composite material.
Particular embodiments described above, has carried out the purpose of the present invention, technical solution and beneficial effect further in detail
Describe in detail it is bright, it should be understood that the foregoing is merely the present invention specific embodiment, be not intended to limit the invention, it is all
Within the spirit and principles in the present invention, any modification, equivalent substitution, improvement and etc. done, should be included in the guarantor of the present invention
Within the scope of shield.
Claims (10)
1. a kind of graphene poly (arylene ether nitrile) resin composition, it is characterised in that made of the raw material of following weight parts：
1~50 part of modified graphene
45~99 parts of poly (arylene ether nitrile) ketone
0~5 part of catalyst.
A kind of 2. graphene poly (arylene ether nitrile) resin composition according to claim 1, it is characterised in that：The modification stone
Black alkene refers to the graphene containing functional groups in molecule, as shown in following general formula：
In formula substituent R 1 to R4 can be hydrogen atom, alkyl, the identical or different fat of C1 to C20 and alkane and its derivative
Identical or different fragrant hydrocarbons and their derivates, the segment containing ester group or ehter bond of thing, C6 to C12, X are halogen or pseudohalogen, a,
B, c, d represent the integer equal to or more than 0.
A kind of 3. graphene poly (arylene ether nitrile) resin composition according to claim 2, it is characterised in that：The feature base
Group is to contain the one or more in carboxyl, hydroxyl, epoxy group, halogen.
A kind of 4. graphene poly (arylene ether nitrile) resin composition according to claim 1, it is characterised in that：The polyarylether
Nitrile ketone refers to the poly(aryl ether ketone) or polyether sulphone of any molecular weight containing itrile group side base in molecule, as shown in following general formula：
Substituent R 5 can be hydrogen atom, halogen atom, nitro, the identical or different fat of C1 to C20 and alkane to R9 and its spread out in formula
The identical or different fragrant hydrocarbons and their derivates of biology or C6 to C12, Y are carbonyl or sulfuryl, and e, f, g, which are represented, is equal to or more than 0
Integer.
A kind of 5. graphene poly (arylene ether nitrile) resin composition according to claim 1, it is characterised in that：The catalyst
For triphenylphosphine, triethyl phosphine, tetrabutylammonium bromide, triethylamine, triethanolamine, dicyclohexylcarbodiimide, N- hydroxysuccinimidyls
Acid imide, N- hydroxy benzo triazoles, N, N '-diisopropylcarbodiimide, 1- (3- dimethylamino-propyls) -3- ethyls carbon two are sub-
Amine hydrochlorate, 4-dimethylaminopyridine, imidazoles, 2-methylimidazole, 2,4- methylimidazoles, 2-ethyl-4-methylimidazole, 2- benzene
Base imidazoles, 2- phenyl -4-methylimidazole, 1- cyanoethyls -2-ethyl-4-methylimidazole, I-hydroxybenzotriazole or acetylacetone,2,4-pentanedione
One or more in transistion metal compound.
A kind of 6. method of the graphene poly (arylene ether nitrile) resin composition prepared described in claim 1, it is characterised in that including with
Lower step：
(1) modified graphene, polyarylether resin and catalyst are uniformly mixed by different proportion and are added in organic solvent, fully
Stirring obtains stable organic solution, the mass percent of modified graphene, poly (arylene ether nitrile) resin, catalyst in the organic solvent
For 1%~85%；
(2) contained organic solvent is evaporated in the solution that will be obtained in step (1)；
(3) composition obtained in step (2) is obtained into product in 20~180 DEG C of curings.
A kind of 7. graphene poly (arylene ether nitrile) resin composition according to claim 6, it is characterised in that：Described is organic molten
Agent is halogenated alkane, tetrahydrofuran, N-N- dimethylformamides, N-N- dimethylacetylamides, dimethyl sulfoxide, N- methyl -2- pyrroles
The one or more of pyrrolidone or 1,4- dioxane.
A kind of 8. application of graphene poly (arylene ether nitrile) resin composition as claimed in claim 1, it is characterised in that：Pass through addition
Inorganic or organic fiber and/or inorganic particulate, be sufficiently impregnated, mix after it is dry, it is then pre- according to conventional thermoset composite material
The process of material is soaked, it is plastic to obtain inorganic particulate and/or fiber content using autoclave, winding, the routine techniques being molded
For 5~80% poly (arylene ether nitrile) resin based composites.
9. the application of graphene poly (arylene ether nitrile) resin composition according to claim 8, it is characterised in that：Described is inorganic
Or organic fiber refers to that carbon fiber, glass fibre, boron fibre, silicon carbide fibre, alumina fibre, two-dimensional silica aluminium oxide are fine
Dimension, aramid fibre, polyester fiber, cellulose fibre, and thus manufactured fabric or web；The inorganic grain
Son is graphite or metal oxide or nonmetal oxide or metal hydroxides or metal salt or ore；The metal salt is gold
Belong to carbonate, silicate or sulfate.
10. the application of graphene poly (arylene ether nitrile) resin composition according to claim 9, it is characterised in that：The metal
Oxide is alundum (Al2O3), magnesia, titanium dioxide, di-iron trioxide, ferroso-ferric oxide, silver oxide or zinc oxide；It is described
Nonmetal oxide is silica；The metal hydroxides is aluminium hydroxide or magnesium hydroxide；The metal salt is carbonic acid
Calcium, barium sulfate, calcium sulfate or silver chlorate；The ore is asbestos, talcum, kaolin, mica, feldspar or montmorillonite.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111471291A (en) * | 2020-05-28 | 2020-07-31 | 中国科学院长春应用化学研究所 | Amorphous polyaryletherketone/sulfone powder for laser sintering 3D printing and preparation method thereof |
| CN114805811A (en) * | 2022-05-31 | 2022-07-29 | 浙江鹏孚隆新材料有限公司 | Polyarylether resin containing carboxyl side group, synthesis method and application of polyarylether resin in coating |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111471291A (en) * | 2020-05-28 | 2020-07-31 | 中国科学院长春应用化学研究所 | Amorphous polyaryletherketone/sulfone powder for laser sintering 3D printing and preparation method thereof |
| CN114805811A (en) * | 2022-05-31 | 2022-07-29 | 浙江鹏孚隆新材料有限公司 | Polyarylether resin containing carboxyl side group, synthesis method and application of polyarylether resin in coating |
| CN114805811B (en) * | 2022-05-31 | 2023-08-25 | 浙江鹏孚隆新材料有限公司 | Polyarylether resin containing carboxyl side group, synthesis method and application thereof in coating aspect |
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