CN101700705A - Thermosetting resin glass fiber laminating composite material and preparation method thereof - Google Patents
Thermosetting resin glass fiber laminating composite material and preparation method thereof Download PDFInfo
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Abstract
The invention belongs to polymeric material fields, in particular to thermosetting resin glass fiber laminating composite material and preparation method thereof. Technical problem solved by the invention is to provide a kind of thermosetting resin glass fibrous layer pressure composite material of energy electromagnetic wave absorption, it is that double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, filler as shown in Formulas I, low boiling-point and polarity solvent and glass fabric mixing compacting obtain; The filler is micron-sized carbonyl iron dust or multi-walled carbon nanotube. Thermosetting resin glass fibrous layer pressure composite material of the invention has the characteristics that mechanical structure performance and electromagnetic wave absorption performance are integrated, when applied in electromagnetic wave absorbent material, for comparing carbon fiber, using glass fibre of the invention as reinforcing material, it is low in cost, it is easier to produce and process.
Description
Technical field
The invention belongs to polymeric material field, particularly a kind of thermosetting resin glass fiber laminating composite material and preparation method thereof.
Background technology
Electromagnetic wave absorbent material claims stealth material again, the electromagnetic wave energy that incides material surface can be absorbed by various physics or chemism, thereby makes the class material that the reflection echo energy greatly reduces.Since the sixties in last century, each developed country is all strengthening the research of stealth material, and because of its stealth and counterreconnaissance to military target is even more important, the research of absorbing material mostly is in confidential state.
Traditional electromagnetic wave absorbent material is various ferrite metal-powder application type materials mostly, it is narrow that ubiquity absorbs frequency range, than great, constructional difficulties, shortcomings such as the not high and corrosion-resistant of intensity, Chinese patent " a kind of wide band electromagnetic wave-shielded polyethylene compound film that contains carbonyl iron dust and preparation method thereof " provides the polyethylene composite film that contains carbonyl iron dust material, and the strength of materials can not satisfy application requirements, is of limited application.The design philosophy of all absorbing materials transfers the mechanical structure performance of logging material and electromagnetic wave absorption function to, promptly so-called structural wave-absorbing material.Carbon fiber is as the application of structural wave-absorbing material report to some extent, but because carbon fiber itself costs an arm and a leg, and needs restrictive condition such as surface treatment to restrict its further application.
Summary of the invention
First technical problem to be solved by this invention provides the high thermosetting resin glass fibrage of a kind of strength of materials and presses composite, and it is to mix compacting by the double end group ortho-benzene dimethyl nitrile-benzo oxazine resin shown in the formula I, filler, low boiling-point and polarity solvent and glass fabric to obtain; Described filler is micron-sized carbonyl iron dust or multi-walled carbon nano-tubes.
Formula I
Wherein Ar is:
Further, the consumption of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, low boiling-point and polarity solvent, filler and glass fabric is respectively 90～100 weight portions, 120 weight portions, 0.3～50 weight portion and 85～90 weight portions.
The effect of described low boiling-point and polarity solvent is abundant dissolving resin and is easy to evaporation, can not be retained in after the heating in the laminated material, before the compacting low boiling-point and polarity solvent on the glass fabric is evaporated; The low boiling-point and polarity solvent is preferably acetone.Described pressing conditions is 200～300 ℃ of compactings 13～17 hours, and pressure is 13～17Mpa; Preferably, described pressing conditions is to heighten one time temperature in per 3 hours; Optimum, described press temperature is 200 ℃/3h, 230 ℃/3h, 260 ℃/3h, 280 ℃/3h, 300 ℃/3h, pressure is 15MPa.
Thermosetting resin glass fibrage of the present invention presses composite to have higher heat endurance, mechanical strength and lower water imbibition, solvent resistance.The bending strength of thermosetting resin of the present invention, glass fibre laminated composite is 528～651MPa, and bending modulus is 21.69～34.69GPa, and the temperature of decomposition 5% is 481.5～500.5 ℃ in the nitrogen, and 800 ℃ of carbon residue rates are 76.5～86.06%.It is 5.66～7.83 ‰ that distilled water soaked the back water absorption rate in 15 days, and soaking after 15 days in the hydrochloric acid solution of 10% concentration increases by 10.6～12.3 ‰.
Thermosetting resin glass fibrage of the present invention presses composite to have mechanical structure performance and the incorporate characteristics of electro-magnetic wave absorption performance, when composite is applied in the electromagnetic wave absorbent material, compare carbon fiber, adopt glass fibre of the present invention as reinforcing material, with low cost, easier production and processing.
Second problem solved by the invention provides the preparation method that above-mentioned thermosetting resin glass fibrage is pressed composite, specifically may further comprise the steps:
A, double end group ortho-benzene dimethyl nitrile-benzo oxazine resin are dissolved in the low boiling-point and polarity solvent and form resin solution, add the filler mixing again and make mixed solution; Described filler is micron-sized carbonyl iron dust or multi-walled carbon nano-tubes;
B, glass fabric is immersed in the mixed solution of steps A, evaporate the low boiling-point and polarity solvent and obtain prepreg;
C, with after the prepreg compacting promptly.
The consumption of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, low boiling-point and polarity solvent, filler and glass fabric is respectively 90～100 weight portions, 120 weight portions, 0.3～50 weight portion and 85～90 weight portions; Described low boiling-point and polarity solvent is an acetone; Described pressing conditions is 200～300 ℃ of compactings 13～17 hours, and pressure is 13～17Mpa; Be preferably per 3 hours and heighten temperature one time; Optimum is 200 ℃/3h, and 230 ℃/3h, 260 ℃/3h, 280 ℃/3h, 300 ℃/3h, pressure is 15MPa.
The 3rd problem solved by the invention provides the purposes of the double end group ortho-benzene dimethyl nitrile-benzo oxazine resin shown in the formula I in the preparation electromagnetic wave absorbent material.
The purposes of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin shown in the above-mentioned formula I as the glass fibre laminated composite of preparation resin cured matter especially is provided.
Description of drawings
Fig. 1 is a composite material laminated board processing scheme schematic diagram of the present invention, and 1 is temperature variation curve, and 2 is pressure history.
The specific embodiment
The preparation method of 4-amino-benzene oxygen-phthalonitrile monomer is:
With 4-nitrophthalonitrile, para-aminophenol, catalyst, solvent mixing, the feeding nitrogen replacement goes out air wherein, be warming up to 80～90 ℃ of reactions 4～8 hours, with precipitating in the reaction mixture impouring 0.1M NaOH aqueous solution, filter, be drying to obtain 4-amino-benzene oxygen-phthalonitrile monomer.
The preparation method of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin is:
With 4-amino-benzene oxygen-phthalonitrile monomer, bisphenol-A, the solvent mixing of drying, the feeding nitrogen replacement goes out air wherein, and gradation adds paraformaldehyde, and temperature is controlled at about 60 ℃ when reinforced, is warmed up to 70～120 ℃ after adding and continues reaction 3～5 hours; Reaction mixture adds hot wash and obtains double end group ortho-benzene dimethyl nitrile-benzo oxazine resin in 85～110 ℃ of vacuum dehydrations.
Thermosetting resin glass fibrage presses the preparation method of composite to be:
The raw material consumption is (by a mass fraction):
90～100 parts of double end group ortho-benzene dimethyl nitrile-benzo oxazine resins
85～90 parts of glass fabrics
0.3～50 part of filler
Double end group ortho-benzene dimethyl nitrile-benzo oxazine resin is dissolved in forms resin solution in the acetone, add filler then, violent mechanical agitation makes it be dispersed into mixed solution.Then glass fabric be impregnated in the mixed solution.Naturally be positioned over after drying and evaporate unnecessary solvent in the baking oven, obtain prepreg.The prepreg compacting is obtained thermosetting resin glass fibrage press composite.
Described filler is micron-sized carbonyl iron dust or multi-walled carbon nano-tubes.
Described glass fabric is control of two-dimensional braided, plain weave, alkali-free glass fiber cloth, and fibre diameter is 0.5mm.
Described pressing conditions is 200～300 ℃ of compactings 13～17 hours, and pressure is 13～17Mpa; Be preferably per 3 hours and heighten temperature one time; Optimum is 200 ℃/3h, and 230 ℃/3h, 260 ℃/3h, 280 ℃/3h, 300 ℃/3h, pressure is 15MPa.
The invention will be further elaborated below in conjunction with example.Embodiment only is used to illustrate the present invention, rather than limits the present invention by any way.
The preparation of embodiment 1 double end group ortho-benzene dimethyl nitrile-benzo oxazine resin
(1) 4-amino-benzene oxygen-phthalonitrile is synthetic: the composition of raw materials component is (counting by molar):
4-nitrophthalonitrile 1
Para-aminophenol 1
Anhydrous potassium carbonate 1.1
Methyl-sulfoxide 15
(2) double end group ortho-benzene dimethyl nitrile-benzo oxazine resin is synthetic:
Wherein, Ar is:
The composition of raw materials component is (counting by molar):
4-amino-benzene oxygen-phthalonitrile 2
Bisphenol-A 1
Paraformaldehyde 4
1,4-dioxane/toluene (mol ratio 3: 1) 15
4-nitrophthalonitrile, para-aminophenol, Anhydrous potassium carbonate, methyl-sulfoxide are added in the four-necked bottle, the feeding nitrogen replacement goes out air wherein, the rising temperature, stopped reaction in 5 hours 80～90 ℃ of reactions, to precipitate in the reaction mixture impouring 0.1MNaOH aqueous solution, filter, wash with water five times, drying is 24 hours in 80 ℃ of vacuum drying ovens, obtains 4-amino-benzene oxygen-phthalonitrile monomer.Its productive rate 97%, fusing point (DSC method): 130.89 ℃, 238.30 ℃ of autoreaction summit temperatures.
4-amino-benzene oxygen-phthalonitrile monomer, bisphenol-A, the dioxane/toluene (3/1) of drying are added in the four-necked bottle, the feeding nitrogen replacement goes out air wherein, gradation adds paraformaldehyde, temperature is controlled at 60 ℃, after adding, slowly be warmed up to 70～120 ℃ and continue reaction and stopped in 3 hours, add hot wash 3 times, obtain brown double end group ortho-benzene dimethyl nitrile-benzo oxazine resin through acetone solution, ether sedimentation 85～110 ℃ of vacuum dehydrations.120 ℃ of its melt temperatures, gelation time 12 minutes, it is the dual cure peak that DSC solidifies summit temperature, is respectively 235 ℃ and 277 ℃.FTIR spectrogram at 220 ℃ shows 945cm
-1Benzoxazine ring feature, 2225cm
-1The characteristic absorption that itrile group is arranged.
The raw material consumption is (by a mass fraction):
100 parts of double end group ortho-benzene dimethyl nitrile-benzo oxazine resins
85 parts of glass fabrics
30 parts of micron order carbonyl iron dusts
100 parts in acetone
The thermosetting resin that will contain the benzoxazine ring is dissolved in the acetone, adds the micron order carbonyl iron dust, and violent mechanical agitation is disperseed half an hour.Then glass fabric is cut into the size of 20cm * 20cm and stacks neatly, fully impregnated in the mixed solution after the dispersion, dry naturally, be positioned over after the dried overnight in the high temperature oven in 160 ℃ and evaporate unnecessary solvent, obtain prepreg after cooling off naturally.The prepreg lay is suppressed in 15 t hydraulic press in metal die, has just begun to apply 1/3 pressure and has got rid of interlayer air for several times, actual temp, pressure condition is seen shown in Figure 1,1 is temperature variation curve, and 2 is pressure history, finally obtains thermosetting resin glass fibrage and presses composite.
The bending strength of gained composite is 528.47MPa, and bending modulus is 24.84GPa, and it is 495 ℃ that nitrogen environment decomposes 5% temperature down, 800 ℃ of carbon residue rates are 76.2%, X-band reflection loss average out to-8.2dB, the peak absorbance frequency is 10.2G, absorption maximum is-8.9dB.Illustrate that the product that present embodiment obtains has mechanical structure performance and electro-magnetic wave absorption performance preferably, can use as electromagnetic wave absorbent material.
Embodiment 3 thermosetting resin glass fibrages are pressed the preparation of composite
The raw material consumption is (by a mass fraction):
100 parts of double end group ortho-benzene dimethyl nitrile-benzo oxazine resins
85 parts of glass fabrics
0.3 part of multi-walled carbon nano-tubes (Chengdu is organic to be bought)
100 parts in acetone
The thermosetting resin that will contain the benzoxazine ring is dissolved in the acetone, adds multi-walled carbon nano-tubes, and violent mechanical agitation is disperseed after half an hour ultrasonic again dispersion half an hour.Then glass fabric fully be impregnated in the mixed solution after the dispersion.Naturally dry, be positioned over after the dried overnight in the high temperature oven in 160 ℃ and evaporate unnecessary solvent, obtain prepreg after the cooling naturally.The prepreg lay obtains thermosetting resin glass fibrage according to the compaction procedure of embodiment 2 and presses composite in 15 t hydraulic press in metal die.
Gained composite bending strength is 617MPa, bending modulus is 32.81GPa, hot strength is 330MPa, it is 500.6 ℃ that nitrogen environment decomposes 5% temperature down, 800 ℃ of carbon residue rates are 88.25%, X-band reflection loss average out to-7.4dB, the peak absorbance frequency is 8.5G, absorption maximum is-7.9dB.Illustrate that the product that present embodiment obtains has mechanical structure performance and electro-magnetic wave absorption performance preferably, can use as electromagnetic wave absorbent material.
Embodiment 4 thermosetting resin glass fibrages are pressed the preparation of composite
The preparation method is identical with embodiment 3, and just the initiation material consumption is (by a mass fraction):
100 parts of double end group ortho-benzene dimethyl nitrile-benzo oxazine resins
88 parts of glass fabrics
50 parts of micron order carbonyl iron dusts
100 parts in acetone
Gained composite bending strength is 499.42MPa, bending modulus is 21.69GPa, it is 486 ℃ that nitrogen environment decomposes 5% temperature down, 800 ℃ of carbon residue rates are 72.4%, X-band reflection loss average out to-19.2dB, and have two loss peaks, the peak absorbance frequency is respectively 9.1G and 11.8G, absorption maximum is respectively-18.2dB and-22.4dB.Illustrate that the product that present embodiment obtains has mechanical structure performance and electro-magnetic wave absorption performance preferably, can use as electromagnetic wave absorbent material.
The preparation method is identical with embodiment 4, and just the initiation material consumption is adjusted into (by mass fraction):
100 parts of double end group ortho-benzene dimethyl nitrile-benzo oxazine resins
85 parts of glass fabrics
0.7 part of multi-walled carbon nano-tubes
100 parts in acetone
Gained composite bending strength is 651.5MPa, and bending modulus is 34.69GPa, and hot strength is 281.4MPa.It is 481.8 ℃ that nitrogen environment down decomposes 5% temperature, and 800 ℃ of carbon residue rates are 87.52%, X-band reflection loss average out to-13.2dB, and exist two loss peaks, peak absorbance frequency be respectively-7.2G and-9.8G, absorption maximum is respectively-14.1dB and-12.5dB.Illustrate that the product that present embodiment obtains has mechanical structure performance and electro-magnetic wave absorption performance preferably, can use as electromagnetic wave absorbent material.
Claims (10)
1. thermosetting resin glass fibrage is pressed composite, it is characterized in that: it is to mix compacting by the double end group ortho-benzene dimethyl nitrile-benzo oxazine resin shown in the formula I, filler, low boiling-point and polarity solvent and glass fabric to obtain; Described filler is micron-sized carbonyl iron dust or multi-walled carbon nano-tubes;
Formula I
Wherein Ar is:
2. thermosetting resin glass fibrage according to claim 1 is pressed composite, and it is characterized in that: the consumption of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, low boiling-point and polarity solvent, filler and glass fabric is respectively 90～100 weight portions, 120 weight portions, 0.3～50 weight portion and 85～90 weight portions.
3. thermosetting resin glass fibrage according to claim 1 is pressed composite, it is characterized in that: described pressing conditions is 200～300 ℃ of compactings 13～17 hours, and pressure is 13～17MPa.
4. thermosetting resin glass fibrage according to claim 3 is pressed composite, it is characterized in that: described pressing conditions is to heighten one time temperature in per 3 hours.
5. thermosetting resin glass fibrage according to claim 4 is pressed composite, and it is characterized in that: described press temperature is 200 ℃/3h, and 230 ℃/3h, 260 ℃/3h, 280 ℃/3h, 300 ℃/3h, pressure is 15MPa.
6. press composite according to each described thermosetting resin glass fibrage of claim 1～5, it is characterized in that: before the compacting low boiling-point and polarity solvent on the glass fabric is evaporated.
7. press composite according to each described thermosetting resin glass fibrage of claim 1～5, it is characterized in that: described low boiling-point and polarity solvent is an acetone.
8. one kind prepares the method that thermosetting resin glass fibrage is pressed composite, it is characterized in that: may further comprise the steps:
A, double end group ortho-benzene dimethyl nitrile-benzo oxazine resin are dissolved in the low boiling-point and polarity solvent and form resin solution, add the filler mixing again and make mixed solution; Described filler is micron-sized carbonyl iron dust or multi-walled carbon nano-tubes;
B, glass fabric is immersed in the mixed solution of steps A, evaporate the low boiling-point and polarity solvent and obtain prepreg;
C, with after the prepreg compacting promptly.
9. preparation method according to claim 8 is characterized in that: the consumption of double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, low boiling-point and polarity solvent, filler and glass fabric is respectively 90～100 weight portions, 120 weight portions, 0.3～50 weight portion and 85～90 weight portions; Described low boiling-point and polarity solvent is an acetone; Described pressing conditions is 200～300 ℃ of compactings 13～17 hours, and pressure is 13～17MPa.
10. the double end group ortho-benzene dimethyl nitrile-benzo oxazine resin shown in the formula I is pressed the purposes of composite at preparation thermosetting resin glass fibrage.
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