CN102796374A - Carbon nanotube/benzoxazine/bimaleimide composite material and preparation method thereof - Google Patents
Carbon nanotube/benzoxazine/bimaleimide composite material and preparation method thereof Download PDFInfo
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- CN102796374A CN102796374A CN2012102829176A CN201210282917A CN102796374A CN 102796374 A CN102796374 A CN 102796374A CN 2012102829176 A CN2012102829176 A CN 2012102829176A CN 201210282917 A CN201210282917 A CN 201210282917A CN 102796374 A CN102796374 A CN 102796374A
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Abstract
The invention relates to a carbon nanotube/ benzoxazine/ bimaleimide composite material and a preparation method thereof. By using carbon nanotube modified by hyper-branched polysiloxane as a reinforcing material and using benzoxazine modified by bimaleimide performed polymer as a matrix, a high temperature-resisting super wear-resisting self-lubricating composite material is prepared by cast molding. For raising the dispersibility of carbon nanotube in resin and the interface bonding intensity of carbon nanotube with resin, the hyper-branched polysiloxane is adopted for modifying carbon nanotube, and an active function group epoxide group which can be chemically reacted with resin is introduced into the surface. The benzoxazine modified by bimaleimide performed polymer used herein contains bisphenol A diallyl ether as an active diluent, has low viscosity, and is beneficial for dispersing graphene. Accordingly, the prepared composite material has good mechanical properties and excellent friction performance, and can be used as a slide plate of a compressor or a dynamic seal coating of an engine, etc.
Description
Technical field
The invention belongs to advanced compound materials science domain, be specifically related to a kind of carbon nanotube/benzoxazine/Bismaleimide composites and preparation method thereof.
Background technology
Carbon nanotube is the self-composed monomolecular system as a kind of novel nano material, and its theoretical Young's modulus is 1.8TPa; Flexural strength is 14.2GPa; Tensile strength is 100 times of steel, and density is merely 1/6 of steel, therefore is considered to prepare superpower matrix material ideal limit strongthener.Simultaneously, the structure of carbon nanotube is the hollow circular cylinder that concentric graphite face surrounds, and has excellent self-lubricating property, and as the additive of the enhancing body of matrix material and lubricated, antifriction, high-abrasive material, carbon nanotube has great application prospect.Yet it be prone to twine in resin matrix, bad dispersibility, and with the interface bond strength of resin not high disadvantages affect the performance of performance, need carry out modification to its surface.
Benzoxazine colophony is a kind of performance resins with big application potential as a kind of novel resol.This resin has not only kept the advantage of traditional resol, like good mechanical performance, heat-proof combustion-resistant performance and dielectric properties, and the cheap prices of raw and semifnished materials and processing charges.And overcome the shortcoming of traditional resol, and have shock strength and tensile strength preferably, and its curing reaction is ring-opening reaction, there is not small molecule by-product to produce, can not produce defective, cured article is evenly fine and close more.But benzoxazine colophony is the same with other thermosetting resin, and the same crisp defective of existence needs it is carried out toughening modifying.Bimaleimide resin has obtained using widely with its excellent thermotolerance, electrical insulating property, good mechanical performance.Research shows, uses bi-maleimide modified benzoxazine can improve the mechanical property and the resistance toheat of benzoxazine colophony.
Summary of the invention
The technical problem that solves
Weak point for fear of prior art; The present invention proposes a kind of carbon nanotube/benzoxazine/Bismaleimide composites and preparation method thereof; Have except having the good mechanical performance, also have the characteristics of little, high temperature resistant, ultra wear-resisting, the self-lubricating of volumetric shrinkage.
Technical scheme
A kind of carbon nanotube/benzoxazine/Bismaleimide composites is characterized in that the massfraction of material component is: 0.1 ~ 10 part of carbon nanotube, the modification of 5 ~ 50 parts of bismaleimides performed polymers and 100 parts of benzoxazine colophony that hyperbranched polyorganosiloxane is modified; The chemical substance structure formula of the carbon nanotube that said hyperbranched polyorganosiloxane is modified:
The chemical substance structure formula of said benzoxazine colophony:
Said bimaleimide resin performed polymer is that massfraction is the reactive thinner bisphenol a diallyl ether of 100 parts of ditane type bismaleimidess and 10-100 part;
The chemical substance structure formula of said ditane type bimaleimide resin:
The chemical substance structure formula of said bisphenol a diallyl ether:
The hyperbranched polyorganosiloxane of the carbon nanotube that said hyperbranched polyorganosiloxane is modified is 10 ~ 40% at the percentage of grafting of carbon nano tube surface.
A kind of method for preparing carbon nanotube/benzoxazine/Bismaleimide composites is characterized in that step is following:
Step 1: 0.1 ~ 10 part carbon nanotube is joined in the tetrahydrofuran solution of 1 ~ 100 part of KH-560; Dripping 1 ~ 50mL concentration behind the ultra-sonic dispersion 0.5h is the HCl aqueous solution of 1mol/L; Behind 50 ~ 80 ℃ of stirring 4 ~ 7h, it is carbon nano-tube modified to obtain hyperbranched polyorganosiloxane then;
The reactive thinner bisphenol a diallyl ether of 100 parts of ditane type bismaleimidess and 10-100 part is obtained the bimaleimide resin performed polymer at 80 ~ 160 ℃ of heating and melting pre-polymerization 0.5～3h;
Step 2: 100 parts of benzoxazine colophonies and 5 ~ 50 parts of bimaleimide resin performed polymers are mixed 120-160 ℃ of complete fusion down;
Step 3: add the carbon nanotube of 0.1 ~ 10 part hyperbranched polyorganosiloxane modification then, pre-polymerization 15 ~ 60min pours in the mould of preheating;
Step 4: put into 150 ℃ vacuum chamber again, vacuumize and remove bubble, take out mould; Put into air dry oven and carry out stage intensification curing, curing process is 150 ℃/2h, 170 ℃/2h; 180 ℃/4h; Naturally cooling after the demoulding, obtains carbon nanotube/benzoxazine/Bismaleimide composites again behind 200 ℃ of following aftertreatment 2h then.
Beneficial effect
A kind of carbon nanotube/benzoxazine/Bismaleimide composites that the present invention proposes and preparation method thereof; The benzoxazine colophony that uses a kind of bismaleimides performed polymer (BE-BMI) modification that contains the reactive thinner bisphenol a diallyl ether is as matrix, and the carbon nanotube of modifying with hyperbranched polyorganosiloxane is a filler.Like this, make the prepared composite material except having the good mechanical performance, also have excellent frictional behaviour, can be used as the slide plate of unlubricated water pump or the dynamic seal coating of mover etc.
The present invention is with respect to prior art, and its advantage is:
The present invention is a matrix with the benzoxazine colophony of bismaleimides performed polymer modification; Not only combine the characteristics of bimaleimide resin excellent friction performance and benzoxazine colophony zero-shrinkage; And wherein contain the reactive thinner bisphenol a diallyl ether, at high temperature Claisen rearrangement can take place, form 2; 2 '-diallyl bisphenol, can with ditane type bismaleimides polymerization reaction take place; And in awide temperature range, have lower viscosity, help the dispersion of carbon nanotube.Its viscosity is very low, helps the dispersion of carbon nanotube.In addition, a large amount of active function groups epoxy group(ing) is contained on the surface of carbon nanotube, and it is dispersed in resin not only can to improve carbon nanotube, also can strengthen the interface bond strength of itself and resin, helps improving the mechanical property and the frictional behaviour of matrix material.
Embodiment
Combine embodiment that the present invention is further described at present:
Because it is not the bad dispersibility of carbon nanotube in resin, and high with the bonding strength of resin.Therefore, improve the dispersiveness of carbon nanotube in resin, key is to carry out modification to carbon nanotube.The present invention utilizes the LV of hyperbranched polyorganosiloxane, the characteristics of high reaction activity that carbon nanotube is carried out modification.Then that the hyperbranched poly that makes is hydride modified carbon nanotube and benzoxazine and bismaleimides obtain matrix material according to certain mixed.Wherein, the dispersiveness of carbon nanotube in resin reaches and the interface bond strength of resin in order to improve, and adopts hyperbranched polyorganosiloxane that carbon nanotube is modified, and can carry out Activity of Chemical Reaction functional group epoxy group(ing) with resin in its surperficial introducing.And contain the reactive thinner bisphenol a diallyl ether in the benzoxazine colophony of employed bismaleimides performed polymer modification.Because this reactive thinner bisphenol a diallyl ether, Claisen rearrangement can take place high temperature under, formation 2,2 '-diallyl bisphenol, can with ditane type bismaleimides polymerization reaction take place; And in awide temperature range, have lower viscosity, help the dispersion of carbon nanotube.Like this, make this matrix material for preparing have excellent mechanical property and tribological property.
Concrete grammar is following:
0.1 ~ 10 part carbon nanotube is joined in the tetrahydrofuran solution of 1 ~ 100 part of KH-560; Dripping 1 ~ 50mL concentration behind the ultra-sonic dispersion 0.5h is the HCl aqueous solution of 1mol/L; Behind 50 ~ 80 ℃ of stirring 4 ~ 7h, it is carbon nano-tube modified to obtain hyperbranched polyorganosiloxane then;
Above-mentioned carbon nano tube surface contains a large amount of active function groups epoxy group(ing); Be the hyperbranched polyorganosiloxane grafted product that hydroxyl carbon nanotube and γ-glycidyl ether oxygen propyl trimethoxy silicane (KH-560) form through hydrolytie polycondensation, its percentage of grafting is 10 ~ 40%.
100 parts of benzoxazine colophonies and 5 ~ 50 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube of 0.1 ~ 10 part hyperbranched polyorganosiloxane modification; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 1:
(1) 0.1 ~ 10 part carbon nanotube is joined in the tetrahydrofuran solution of 1 ~ 100 part of KH-560; Dripping 1 ~ 50mL concentration behind the ultra-sonic dispersion 0.5h is the HCl aqueous solution of 1mol/L; Behind 50 ~ 80 ℃ of stirring 4 ~ 7h, it is carbon nano-tube modified to obtain hyperbranched polyorganosiloxane then;
(2) 100 parts of benzoxazine colophonies and 5 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube of 0.1 part hyperbranched polyorganosiloxane modification; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 2:
(1) the carbon nano-tube modified preparation method of hyperbranched polyorganosiloxane is with embodiment 1;
(2) 100 parts of benzoxazine colophonies and 10 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube that 1 part of hyperbranched polyorganosiloxane is modified; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 3:
(1) the carbon nano-tube modified preparation method of hyperbranched polyorganosiloxane is with embodiment 1;
(2) 100 parts of benzoxazine colophonies and 15 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube that 2 parts of hyperbranched polyorganosiloxanes are modified; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 4:
(1) the carbon nano-tube modified preparation method of hyperbranched polyorganosiloxane is with embodiment 1;
(2) 100 parts of benzoxazine colophonies and 20 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube that 3 parts of hyperbranched polyorganosiloxanes are modified; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 5:
(1) the carbon nano-tube modified preparation method of hyperbranched polyorganosiloxane is with embodiment 1;
(2) 100 parts of benzoxazine colophonies and 30 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube that 4 parts of hyperbranched polyorganosiloxanes are modified; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Embodiment 6:
(1) the carbon nano-tube modified preparation method of hyperbranched polyorganosiloxane is with embodiment 1;
(2) 100 parts of benzoxazine colophonies and 40 parts of bimaleimide resin performed polymers are mixed, after the 120-160 ℃ of following complete fusion, add the carbon nanotube that 5 parts of hyperbranched polyorganosiloxanes are modified; Pre-polymerization 15 ~ 60min pours in the mould of preheating then, puts into 150 ℃ vacuum chamber; Vacuumize and remove bubble, take out mould, put into air dry oven and carry out stage intensification curing; Curing process is 150 ℃/2h, 170 ℃/2h, and 180 ℃/4h; Naturally cooling after the demoulding, promptly gets carbon nanotube/benzoxazine/Bismaleimide composites at 200 ℃ of following aftertreatment 2h more then.
Claims (4)
1. carbon nanotube/benzoxazine/Bismaleimide composites is characterized in that the massfraction of material component is: 0.1 ~ 10 part of carbon nanotube, the modification of 5 ~ 50 parts of bismaleimides performed polymers and 100 parts of benzoxazine colophony that hyperbranched polyorganosiloxane is modified; The chemical substance structure formula of the carbon nanotube that said hyperbranched polyorganosiloxane is modified:
The chemical substance structure formula of said benzoxazine colophony:
2. carbon nanotube/benzoxazine according to claim 1/Bismaleimide composites is characterized in that:
Said bimaleimide resin performed polymer is that massfraction is the reactive thinner bisphenol a diallyl ether of 100 parts of ditane type bismaleimidess and 10-100 part;
The chemical substance structure formula of said ditane type bimaleimide resin:
The chemical substance structure formula of said bisphenol a diallyl ether:
3. carbon nanotube/benzoxazine according to claim 1/Bismaleimide composites is characterized in that:
The hyperbranched polyorganosiloxane of the carbon nanotube that said hyperbranched polyorganosiloxane is modified is 10 ~ 40% at the percentage of grafting of carbon nano tube surface.
4. method for preparing said each the carbon nanotube/benzoxazine of claim 1 ~ 3/Bismaleimide composites is characterized in that step is following:
Step 1: 0.1 ~ 10 part carbon nanotube is joined in the tetrahydrofuran solution of 1 ~ 100 part of KH-560; Dripping 1 ~ 50mL concentration behind the ultra-sonic dispersion 0.5h is the HCl aqueous solution of 1mol/L; Behind 50 ~ 80 ℃ of stirring 4 ~ 7h, it is carbon nano-tube modified to obtain hyperbranched polyorganosiloxane then;
The reactive thinner bisphenol a diallyl ether of 100 parts of ditane type bismaleimidess and 10-100 part is obtained the bimaleimide resin performed polymer at 80 ~ 160 ℃ of heating and melting pre-polymerization 0.5～3h;
Step 2: 100 parts of benzoxazine colophonies and 5 ~ 50 parts of bimaleimide resin performed polymers are mixed 120-160 ℃ of complete fusion down;
Step 3: add the carbon nanotube of 0.1 ~ 10 part hyperbranched polyorganosiloxane modification then, pre-polymerization 15 ~ 60min pours in the mould of preheating;
Step 4: put into 150 ℃ vacuum chamber again, vacuumize and remove bubble, take out mould; Put into air dry oven and carry out stage intensification curing, curing process is 150 ℃/2h, 170 ℃/2h; 180 ℃/4h; Naturally cooling after the demoulding, obtains carbon nanotube/benzoxazine/Bismaleimide composites again behind 200 ℃ of following aftertreatment 2h then.
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| CN103698925A (en) * | 2013-12-25 | 2014-04-02 | 京东方科技集团股份有限公司 | Colored film substrate, manufacture method of colored film substrate, liquid crystal display panel, and display device |
| CN103881379A (en) * | 2014-03-20 | 2014-06-25 | 西北工业大学 | Hydroxyl silicate/phosphorus-containing benzoxazine/bismaleimide resin composite material and preparation method thereof |
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| WO2015155735A1 (en) * | 2014-04-09 | 2015-10-15 | Universidade Federal De Minas Gerais - Ufmg | Method for producing a structural polymer resin modified by carbon nanostructures, product and use |
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| CN113150493A (en) * | 2021-01-06 | 2021-07-23 | 成都科宜高分子科技有限公司 | High-conductivity and high-toughness benzoxazine composite material and preparation method thereof |
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| CN106279204A (en) * | 2016-09-19 | 2017-01-04 | 陕西国防工业职业技术学院 | Graphene oxide that a kind of spiral shell piperazine photochromic group is modified and preparation method thereof |
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