CN109735210A - A kind of ultraviolet-curing paint containing modified carbon nano-tube - Google Patents
A kind of ultraviolet-curing paint containing modified carbon nano-tube Download PDFInfo
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- CN109735210A CN109735210A CN201811445964.1A CN201811445964A CN109735210A CN 109735210 A CN109735210 A CN 109735210A CN 201811445964 A CN201811445964 A CN 201811445964A CN 109735210 A CN109735210 A CN 109735210A
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Abstract
The invention discloses a kind of ultraviolet-curing paints containing modified carbon nano-tube, its raw material includes: epoxy acrylic ester prepolymer, reactive diluent, polyimides, modified carbon nano-tube montmorillonite, attapulgite, TiO 2 sol, mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-diethyl -1,5,7,11- tetra- oxa- loop coil [5,5] hendecanes, auxiliary agent;Modified carbon nano-tube is prepared by following technique: photoinitiator D2959 and succinic anhydride being added in methylene chloride, 4- methylamino pyridine is added after stirring, 8-15h is reacted at 60-65 DEG C, washing, rotates to obtain material A at drying;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;Epoxy carbon nano tube, material A and dimethylbenzene are mixed, triphenyl phosphorus is added after stirring, 6-8h, revolving, drying are reacted at 85-95 DEG C.
Description
Technical field
The present invention relates to technical field of coatings more particularly to a kind of ultraviolet-curing paints containing modified carbon nano-tube.
Background technique
Ultraviolet-curing paint is a kind of new coating kind, uses natural drying or heat curing process not with traditional coating
Together, which is that photochemical reaction occurs after ultraviolet light, makes coating rapid polymerization and crosslinking, to reach film-forming
Purpose, have the characteristics that coating is convenient, curing rate is fast and pollution is few, therefore, be widely used in timber, modeling at present
The fields such as material, metal, electronics.But in existing ultraviolet-curing paint, adhesive force is poor when for fields such as aluminum products, firmly
Degree also tends to not high, limits its application.
Summary of the invention
Technical problems based on background technology, the ultraviolet light solidification containing modified carbon nano-tube that the invention proposes a kind of
Coating, hardness is high, and adhesive force is strong, thermal stability and good impact resistance.
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
45-60 parts of oxypropylene acid esters prepolymer, 20-38 parts of reactive diluent, 3-8.5 parts of polyimides, 1-3 parts of modified carbon nano-tube,
0.5-3.5 parts of montmorillonite, 1-2.7 parts of attapulgite, 2-4 parts of TiO 2 sol, 0.5-2 parts of mercaptosilane coupling agents, 3,9-
Dihydroxymethyl -3 ', 9 '-diethyl -1,5,7,11- tetra- hendecane 3-7 parts of oxa- loop coils [5,5], 0.1-1.5 parts of auxiliary agent;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 25-40min, 4- methylamino pyridine is then added, 8-15h is reacted at 60-65 DEG C, reaction terminates
Material A is obtained by washing, drying, rotary evaporation;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxidation carbon
Nanotube, material A are uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 30-60min, reacts 6-8h at 85-95 DEG C,
After reaction rotary evaporation, be dried to obtain the modified carbon nano-tube.
Preferably, the reactive diluent is tripropylene glycol diacrylate, three propylene of ethoxylated trimethylolpropane
The mixture of acid esters, bisphenol-A dimethyl allene acid glycidyl ester, and tripropylene glycol diacrylate, three hydroxyl first of ethoxylation
Base propane triacrylate, the weight ratio of bisphenol-A dimethyl allene acid glycidyl ester are 3-9:1-5:5-11.
Preferably, the bisphenol-A dimethyl allene acid glycidyl ester passes through methacrylic acid acid anhydrides and butylphenol, double
Phenol A epoxy reaction obtains.
Preferably, the polyimides is photo curable polyimides.
Preferably, the mercaptosilane coupling agents are 3- mercaptopropyl trimethoxysilane, 3- mercaptopropyltriethoxysilane
One of or two kinds of mixture.
Preferably, the TiO 2 sol is using butyl titanate as presoma, is to be modified with Silane coupling reagent KH-570
Agent, using made from sol-gel method.
Preferably, in the preparation process of modified carbon nano-tube, photoinitiator D2959, succinic anhydride molar ratio be 1:
1;The weight of 4- methylamino pyridine is the 2.5-4wt% of succinic anhydride weight;Epoxy carbon nano tube, material A weight ratio be
1:0.5-0.75;The weight of triphenyl phosphorus is the 2-4wt% of material A weight.
Ultraviolet-curing paint of the present invention containing modified carbon nano-tube can be according to conventional ultraviolet-curing paint
Preparation process mixes each raw material.
Ultraviolet-curing paint of the present invention containing modified carbon nano-tube in raw material, has been specifically chosen propylene oxide
Acid esters prepolymer is oligomer, while joined polyimides and cooperating with it, makes the good thermal stability of coating, with a variety of matrixes
Adhesive force improve, hardness increase;In the preparation process of modified carbon nano-tube, first with photoinitiator D2959 and succinic acid
Acid anhydride is raw material, controls the condition of reaction, reacts photoinitiator D2959 and succinic anhydride, has obtained containing carboxyl
Material A makes the carboxyl and epoxidation carbon nano tube surface in material A then using material A and epoxy carbon nano tube as raw material
Ring-opening reaction has occurred in epoxy group, so that the two is combined as a whole, has obtained modified carbon nano-tube, has been added into system,
With space charge force, the solidification crosslinking for causing epoxy acrylic ester prepolymer can be generated free radicals under the irradiation of ultraviolet light,
The crosslinking curing for participating in paint film, improves the crosslink density of paint film, keeps gained paint film finer and close, improves carbon nanotube and have
The binding force of machine cross-linked network, with montmorillonite, attapulgite, TiO 2 sol cooperate, improve apply film strength, hardness and
Water resistance, while improving the thermal stability and impact strength of film;In mercaptosilane coupling agents addition system, body is improved
The compatibility of system, while the solidification of coating can be participated in, the double bond conversion rate of photocureable coating is improved, photoinitiator is reduced
Dosage has been formed simultaneously mercapto ether structure, in cross-linked structure rotate barrier potential it is lower so that product have good toughness,
Caking property, heat resistance and low water imbibition;3,9- dihydroxymethyls -3 ', 9 '-diethyl -1,5,7,11- tetra- oxa- loop coils [5,5]
In hendecane addition system, it is decreased obviously the functional group densities of system, and benzene ring structure keeps rigidity to be not susceptible to deformation, because
And lesser volume contraction is shown during photocuring reaction, reduce the cure shrinkage of coating;Reactive diluent tool
Body has selected tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, the contracting of bisphenol-A dimethacrylate
The mixture of water glyceride, and the ratio of three is controlled, so that coating is in suitable viscosity, elongation at break reaches after solidification
Maximum, the adhesive ability of cured film also reach best.
Specific embodiment
In the following, technical solution of the present invention is described in detail by specific embodiment.
Embodiment 1
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
60 parts of oxypropylene acid esters prepolymer, 20 parts of reactive diluent, 8.5 parts of polyimides, 1 part of modified carbon nano-tube, montmorillonite 3.5
Part, 1 part of attapulgite, 4 parts of TiO 2 sol, 0.5 part of mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-diethyl -
1,5,7,11- tetra- 7 parts, 0.1 part of auxiliary agent of oxa- loop coil [5,5] hendecane;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 25min, 4- methylamino pyridine is then added, reacts 8h at 65 DEG C, washed after reaction,
Dry, rotary evaporation obtains material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxy carbon nano tube, object
Material A is uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 60min, 8h is reacted at 85 DEG C, and rotation is steamed after reaction
It sends out, be dried to obtain the modified carbon nano-tube.
Embodiment 2
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
45 parts of oxypropylene acid esters prepolymer, 38 parts of reactive diluent, 3 parts of polyimides, 3 parts of modified carbon nano-tube, 0.5 part of montmorillonite,
2.7 parts of attapulgite, 2 parts of TiO 2 sol, 2 parts of mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-diethyl -1,
5,7,11- tetra- 3 parts, 1.5 parts of auxiliary agent of oxa- loop coil [5,5] hendecanes;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 40min, 4- methylamino pyridine is then added, reacts 15h at 60 DEG C, washed after reaction,
Dry, rotary evaporation obtains material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxy carbon nano tube, object
Material A is uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 30min, 6h is reacted at 95 DEG C, and rotation is steamed after reaction
It sends out, be dried to obtain the modified carbon nano-tube.
Embodiment 3
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
56 parts of oxypropylene acid esters prepolymer, 22 parts of reactive diluent, 8 parts of polyimides, 1.8 parts of modified carbon nano-tube, 3 parts of montmorillonite,
1.3 parts of attapulgite, 3.6 parts of TiO 2 sol, 1 part of mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-diethyl -
1,5,7,11- tetra- 6 parts, 0.3 part of auxiliary agent of oxa- loop coil [5,5] hendecane;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 28min, 4- methylamino pyridine is then added, reacts 9h at 64 DEG C, washed after reaction,
Dry, rotary evaporation obtains material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxy carbon nano tube, object
Material A is uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 56min, 7.2h is reacted at 88 DEG C, and rotation is steamed after reaction
It sends out, be dried to obtain the modified carbon nano-tube;
The reactive diluent is tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, double
The mixture of phenol A dimethyl allene acid glycidyl ester, and tripropylene glycol diacrylate, ethoxylated trimethylolpropane three
Acrylate, bisphenol-A dimethyl allene acid glycidyl ester weight ratio be 3:5:5;
The bisphenol-A dimethyl allene acid glycidyl ester passes through methacrylic acid acid anhydrides and butylphenol, bisphenol-A epoxy
Reaction obtains;
The polyimides is photo curable polyimides;
The mercaptosilane coupling agents are 3- mercaptopropyl trimethoxysilane;
The TiO 2 sol, using Silane coupling reagent KH-570 as modifying agent, is used using butyl titanate as presoma
Made from sol-gel method;
In the preparation process of modified carbon nano-tube, photoinitiator D2959, succinic anhydride molar ratio be 1:1;4- first ammonia
The weight of yl pyridines is the 2.5wt% of succinic anhydride weight;Epoxy carbon nano tube, material A weight ratio be 1:0.75;Triphen
The weight of base phosphorus is the 2wt% of material A weight.
Embodiment 4
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
48 parts of oxypropylene acid esters prepolymer, 35 parts of reactive diluent, 4 parts of polyimides, 2.6 parts of modified carbon nano-tube, 1 part of montmorillonite,
2.5 parts of attapulgite, 2.8 parts of TiO 2 sol, 1.7 parts of mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-diethyls
Base -1,5,7,11- tetra- 4 parts, 1.2 parts of auxiliary agent of oxa- loop coil [5,5] hendecanes;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 36min, 4- methylamino pyridine is then added, reacts 13h at 62 DEG C, washed after reaction,
Dry, rotary evaporation obtains material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxy carbon nano tube, object
Material A is uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 38min, 6.8h is reacted at 92 DEG C, and rotation is steamed after reaction
It sends out, be dried to obtain the modified carbon nano-tube;
The reactive diluent is tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, double
The mixture of phenol A dimethyl allene acid glycidyl ester, and tripropylene glycol diacrylate, ethoxylated trimethylolpropane three
Acrylate, bisphenol-A dimethyl allene acid glycidyl ester weight ratio be 9:1:11;
The bisphenol-A dimethyl allene acid glycidyl ester passes through methacrylic acid acid anhydrides and butylphenol, bisphenol-A epoxy
Reaction obtains;
The polyimides is photo curable polyimides;
The mercaptosilane coupling agents are 3- mercaptopropyltriethoxysilane;
The TiO 2 sol, using Silane coupling reagent KH-570 as modifying agent, is used using butyl titanate as presoma
Made from sol-gel method;
In the preparation process of modified carbon nano-tube, photoinitiator D2959, succinic anhydride molar ratio be 1:1;4- first ammonia
The weight of yl pyridines is the 4wt% of succinic anhydride weight;Epoxy carbon nano tube, material A weight ratio be 1:0.5;Triphenyl
The weight of phosphorus is the 4wt% of material A weight.
Embodiment 5
A kind of ultraviolet-curing paint containing modified carbon nano-tube proposed by the present invention, raw material includes: ring by weight
52 parts of oxypropylene acid esters prepolymer, 29 parts of reactive diluent, 6.3 parts of polyimides, 2 parts of modified carbon nano-tube, montmorillonite 2.5
Part, 2.1 parts of attapulgite, 2.9 parts of TiO 2 sol, 1.6 parts of mercaptosilane coupling agents, 3,9- dihydroxymethyl -3 ', 9 '-two
Ethyl -1,5,7,11- tetra- 5.3 parts, 0.9 part of auxiliary agent of oxa- loop coil [5,5] hendecanes;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added
Enter in methylene chloride, stir 38min, 4- methylamino pyridine is then added, reacts 11h at 63 DEG C, washed after reaction,
Dry, rotary evaporation obtains material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxy carbon nano tube, object
Material A is uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 50min, 7h is reacted at 90 DEG C, and rotation is steamed after reaction
It sends out, be dried to obtain the modified carbon nano-tube;
The reactive diluent is tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, double
The mixture of phenol A dimethyl allene acid glycidyl ester, and tripropylene glycol diacrylate, ethoxylated trimethylolpropane three
Acrylate, bisphenol-A dimethyl allene acid glycidyl ester weight ratio be 7:3:8;
The bisphenol-A dimethyl allene acid glycidyl ester passes through methacrylic acid acid anhydrides and butylphenol, bisphenol-A epoxy
Reaction obtains;
The polyimides is photo curable polyimides;
The mercaptosilane coupling agents are the mixing of 3- mercaptopropyl trimethoxysilane, 3- mercaptopropyltriethoxysilane
Object;
The TiO 2 sol, using Silane coupling reagent KH-570 as modifying agent, is used using butyl titanate as presoma
Made from sol-gel method;
In the preparation process of modified carbon nano-tube, photoinitiator D2959, succinic anhydride molar ratio be 1:1;4- first ammonia
The weight of yl pyridines is the 3.5wt% of succinic anhydride weight;Epoxy carbon nano tube, material A weight ratio be 1:0.6;Triphen
The weight of base phosphorus is the 3wt% of material A weight.
Comparative example 1
With embodiment 5 only difference is that, do not contain modified carbon nano-tube.
Comparative example 2
With embodiment 5 only difference is that, the modified carbon nano-tube in embodiment 5 is replaced with into carbon nanotube.
Comparative example 3
With embodiment 5 only difference is that, the modified carbon nano-tube in embodiment 5 is replaced with silane coupler modified
Carbon nanotube.
The flexibility of cured film is measured according to GB/T 1731-93, coating film flexibility is 1 grade in embodiment 1-5;
The hardness of cured film is measured according to GB/T 6739-1996;The pencil hardness of coating film reaches in embodiment 1-5
To 5H or more;Wherein, the hardness of film is 7H in embodiment 5, and the hardness of film is 2H in comparative example 1, film in comparative example 2
Hardness is 4H, and the hardness of film is 4H in comparative example 3;
The tensile mechanical properties of cured film are measured according to GB/T 1039-199;The stretching of coating film is strong in embodiment 1-5
Degree reaches 4.86MPa or more;The tensile strength of film is 5.23MPa in embodiment 5, and the tensile strength of 1 film of comparative example is
2.73MPa, the tensile strength of 2 film of comparative example are 3.52MPa;The tensile strength of 3 film of comparative example is 4.02MPa;
The shock resistance of cured film is measured according to GB/T 1732-93;The shock resistance of coating film is strong in embodiment 1-5
Degree reaches 32kg.cm or more;The impact strength of film is 34kg.cm in embodiment 5;The shock resistance of film in comparative example 1
Intensity is 15.6kg.cm;The impact strength of film is 20.3kg.cm in comparative example 2;The shock resistance of film is strong in comparative example 3
Degree is 25kg.cm.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (7)
1. a kind of ultraviolet-curing paint containing modified carbon nano-tube, which is characterized in that its raw material includes: epoxy third by weight
45-60 parts of olefin(e) acid ester prepolymer, 20-38 parts of reactive diluent, 3-8.5 parts of polyimides, 1-3 parts of modified carbon nano-tube, illiteracy are de-
0.5-3.5 parts native, 1-2.7 parts of attapulgite, 2-4 parts of TiO 2 sol, 0.5-2 parts of mercaptosilane coupling agents, 3,9- dihydroxy
Methyl -3 ', 9 '-diethyl -1,5,7,11- tetra- hendecane 3-7 parts of oxa- loop coils [5,5], 0.1-1.5 parts of auxiliary agent;
Wherein, the modified carbon nano-tube is prepared according to following technique: photoinitiator D2959 and succinic anhydride are added two
In chloromethanes, 25-40min is stirred, 4- methylamino pyridine is then added, 8-15h is reacted at 60-65 DEG C, is passed through after reaction
Washing, dry, rotary evaporation obtain material A;Carbon nanotube epoxidation is obtained into epoxy carbon nano tube;By epoxidation carbon nanometer
Pipe, material A are uniformly mixed with dimethylbenzene, and triphenyl phosphorus is added after stirring 30-60min, 6-8h is reacted at 85-95 DEG C, are reacted
After rotary evaporation, be dried to obtain the modified carbon nano-tube.
2. according to claim 1 containing the ultraviolet-curing paint of modified carbon nano-tube, which is characterized in that the activity dilution
It is sweet that agent is tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, bisphenol-A dimethacrylate shrink
The mixture of grease, and tripropylene glycol diacrylate, ethoxylated trimethylolpropane triacrylate, bisphenol-A dimethyl
The weight ratio of glycidyl acrylate is 3-9:1-5:5-11.
3. according to claim 2 containing the ultraviolet-curing paint of modified carbon nano-tube, which is characterized in that the bisphenol-A two
Glycidyl methacrylate reacts acquisition with butylphenol, bisphenol-A epoxy by methacrylic acid acid anhydrides.
4. according to claim 1 containing the ultraviolet-curing paint of modified carbon nano-tube described in any one of -3, which is characterized in that institute
Stating polyimides is photo curable polyimides.
5. according to claim 1 containing the ultraviolet-curing paint of modified carbon nano-tube described in any one of -4, which is characterized in that institute
Stating mercaptosilane coupling agents is one of 3- mercaptopropyl trimethoxysilane, 3- mercaptopropyltriethoxysilane or two kinds
Mixture.
6. according to claim 1 containing the ultraviolet-curing paint of modified carbon nano-tube described in any one of -5, which is characterized in that institute
Stating TiO 2 sol is using butyl titanate as presoma, using Silane coupling reagent KH-570 as modifying agent, using sol-gel method
It is obtained.
7. according to claim 1 containing the ultraviolet-curing paint of modified carbon nano-tube described in any one of -6, which is characterized in that
In the preparation process of modified carbon nano-tube, photoinitiator D2959, succinic anhydride molar ratio be 1:1;The weight of 4- methylamino pyridine
Amount is the 2.5-4wt% of succinic anhydride weight;Epoxy carbon nano tube, material A weight ratio be 1:0.5-0.75;Triphenyl phosphorus
Weight be material A weight 2-4wt%.
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CN114539876A (en) * | 2022-03-01 | 2022-05-27 | 高尧 | Corrosion-resistant heat-dissipation protective coating and preparation method thereof |
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