CN114773920B - Photo-thermal dual-curing vacuum coating paint for polypropylene plastic and preparation method thereof - Google Patents
Photo-thermal dual-curing vacuum coating paint for polypropylene plastic and preparation method thereof Download PDFInfo
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Abstract
The invention discloses a photo-thermal dual-curing vacuum coating paint for polypropylene plastics and a preparation method thereof, wherein the photo-thermal dual-curing vacuum coating paint for polypropylene plastics comprises the following components in parts by weight: 30-60 parts of photo-thermal dual-curing modified chlorinated polypropylene resin, 5-20 parts of polyurethane acrylate, 10-30 parts of trimethylolpropane triacrylate, 1-10 parts of monofunctional reactive diluent monomer, 1-5 parts of photoinitiator 184, 1-10 parts of hydrogen abstraction type photoinitiator, 1-10 parts of co-initiator, 0.01-0.5 part of flatting agent and 5-30 parts of cosolvent. The photo-thermal dual-curing vacuum coating paint for the polypropylene plastic has the advantages of high curing speed, high hardness, good plating property and good adhesive force to the polypropylene (PP) plastic, does not need to carry out pretreatment on the PP plastic, can be directly applied to surface coating of polypropylene plastic products, and has wide market application prospect.
Description
Technical Field
The invention belongs to the technical field of ultraviolet curing coatings, and particularly relates to a photo-thermal dual-curing vacuum coating for polypropylene plastics and a preparation method thereof.
Background
In the twenty-first century, the photocureable coating is developed rapidly with the characteristics of high efficiency and energy conservation, and the photocureable vacuum coating is a special photocureable coating which is developed rapidly. With the improvement of the economic and living standards, people have higher requirements on the decoration effect and the function of the surface of the product. By using vacuum coating technology, a thin metal layer can be coated on the surface of plastic, metal and nonmetal products to give metallic luster to the base material. Before vacuum coating, the surface of a product substrate must be coated with a vacuum coating paint to ensure that a coating layer is flat, bright and not easy to fall off, so that the quality of the vacuum coating depends on the quality of the vacuum coating paint to a great extent.
Polypropylene (PP) plastic is one of the most commonly used thermoplastic plastics, has high impact resistance and good mechanical properties, and is widely applied to many aspects such as automobile parts, household appliances, small goods, high-grade toys and the like. However, polypropylene (PP) plastics have low surface energy and low polarity, and the conventional photocurable vacuum coating paint has very poor adhesion to PP plastics, and needs special surface pretreatment before coating. Such as: flame method, corona, corrosion and other methods, but the methods are complicated and complicated, and are limited in practical use due to expensive equipment, difficulty in bearing by middle and small enterprises and inconvenience in operation. In order to reduce the number of steps, it is currently practiced to spray the PP treatment onto the PP substrate, followed by brushing or spraying other paints. However, the PP part constructed by the method needs to be dried indoors or sprayed with paint after being baked, so that the construction efficiency is low. In addition, the photo-curing coating has a disadvantage that the photo-curing coating is often cured badly in places where profile shapes or ultraviolet light is not easy to irradiate, so that the performance of the coating cannot meet the requirement, the application range of the photo-curing coating is influenced, the problems can be effectively solved by utilizing a photo-thermal dual-curing technology, but the research on the photo-thermal dual-curing resin suitable for polypropylene plastics and the application of the photo-thermal dual-curing resin are not reported at present.
Disclosure of Invention
The invention aims to solve the technical problem of providing the photo-thermal dual-curing vacuum coating paint for the polypropylene plastic, which is directly coated on the surface of a polypropylene plastic product, does not need the surface pretreatment of the polypropylene plastic product, effectively combines two curing modes of light and heat, is suitable for coating the horizontal surface of the polypropylene plastic product, and can achieve good curing effect on the surface of a product which is not easy to irradiate by profile materials or ultraviolet light. The photo-thermal dual-curing vacuum coating paint for the polypropylene plastic improves the coating efficiency, reduces the production cost, and has high curing speed and excellent performance.
The invention also aims to provide a preparation method of the photo-thermal dual-curing vacuum coating paint for polypropylene plastics.
The invention aims to be realized by the following technical scheme:
the photo-thermal dual-curing vacuum coating for polypropylene plastics comprises the following components in parts by weight:
the invention selects photo-thermal dual-curing modified chlorinated polypropylene resin as main resin, and the resin contains photo-curing group acryloxy and thermosetting group epoxy. The photo-thermal dual-curing modified chlorinated polypropylene resin has excellent adhesive force to polypropylene plastics, and can realize two curing modes of light and heat; the polyurethane acrylate has good plating property and plumpness, the hardness is moderate and adjustable, the photo-thermal dual-curing modified chlorinated polypropylene resin and the polyurethane acrylate are selected, the adhesive force is excellent, the plating property is good, the photo-thermal dual-curing can be realized, and the best curing effect can be achieved on the surfaces of profiled bars, large horizontal inclination and insufficient light irradiation.
In addition, the reaction principle in this application is: after absorbing light energy, the hydrogen abstraction photoinitiator in the coating generates bimolecular action with an auxiliary initiator (hydrogen donor) to generate active free radicals to initiate polymerization and crosslinking of resin and active monomer; the initiator aid is a tertiary amine compound and can perform ring-opening reaction with an epoxy group under the photo-curing heat and the paint baking heat.
The present application provides the following preferred ways to obtain the above raw materials based on the selected photo-thermal dual-curing modified chlorinated polypropylene resin, but the photo-thermal dual-curing modified chlorinated polypropylene resin and the preparation method thereof protected by the present invention are not limited thereto.
The photo-thermal dual-curing modified polypropylene resin comprises the following components in parts by weight:
the catalyst A is an epoxy ring-opening reaction catalyst; the catalyst B is a catalyst for urethane reaction.
Preferably, the chlorine content of the chlorinated polypropylene is 20-60%.
Preferably, the initiator employs one or more of the following: cyclohexanone peroxide, dibenzoyl peroxide, tert-butyl hydroperoxide, azobisisobutyronitrile, azobisisoheptonitrile.
Preferably, the catalyst A adopts one or more of the following components: tetramethylammonium chloride, triphenyl phosphine, and triethylamine.
Preferably, the unsaturated carboxyl monomer is one or more of the following: acrylic acid, methacrylic acid, cinnamic acid, crotonic acid, fumaric acid, sorbic acid, maleic acid.
Preferably, the polymerization inhibitor adopts one or more of the following: p-methoxyphenol, t-butylhydroquinone, p-methoxyphenol, 2,2,6,6-tetramethylpiperidine-1-nitroxide free radical.
Preferably, the solvent is one or more of the following: toluene, xylene.
Preferably, the diisocyanate is one or more of the following: isophorone diisocyanate, toluene diisocyanate.
Preferably, the acrylic acid hydroxyl ester monomer adopts one or more of the following: hydroxyethyl methacrylate, hydroxyethyl acrylate, pentaerythritol triacrylate.
Preferably, the catalyst B adopts one or more of the following components: dibutyltin dilaurate and organic bismuth catalyst. Wherein, the organic bismuth catalyst can be one or more of bismuth isooctanoate, bismuth laurate and bismuth neodecanoate.
The invention also provides a preparation method of the photo-thermal dual-curing modified polypropylene resin, which comprises the following steps:
s1, mixing a catalyst B, a polymerization inhibitor and diisocyanate according to a component ratio, slowly heating to 40-60 ℃, then dropwise adding a hydroxyl acrylate monomer, reacting for 2-4 hours after dropwise adding is finished, determining the NCO content by a di-n-butylamine method, and obtaining a polyurethane acrylate prepolymer with an end NCO-containing end group when the isocyanate group content reaches a theory;
s2, adding chlorinated polypropylene and a solvent according to the component ratio, heating to 80-130 ℃, dropwise adding a mixed solution of glycidyl (meth) acrylate and an initiator, reacting for 3-5 hours after dropwise adding is finished, slowly adding a mixed solution of an unsaturated carboxyl monomer, a polymerization inhibitor and a catalyst A when the double bond content is less than 0.1wt%, preserving heat for 2-4 hours after dropwise adding is finished, cooling to 50-70 ℃ when the acid value is less than 5mgKOH/g, adding the polyurethane acrylate prepolymer of which the end group contains the end NCO in the step S1, reacting for 2-4 hours, and stopping the reaction when the NCO content is less than 0.2wt% to obtain the photo-thermal dual-curing modified polypropylene resin.
Preferably, the monofunctional monomer is one or more of hydroxyethyl methacrylate, hydroxypropyl methacrylate and isobornyl methacrylate.
Preferably, the hydrogen abstraction photoinitiator is one or more of Benzophenone (BP) and derivatives thereof, thioxanthone and derivatives thereof, anthraquinone and derivatives thereof.
Preferably, the co-initiator is one or more of aliphatic tertiary amine, ethanolamine tertiary amine, tertiary amine benzoate and tertiary amine acrylate.
Preferably, the leveling agent is one or more of a polyether modified organic siloxane solution, an alkyl modified organic siloxane solution, an acrylate copolymer solution and a silicone glycol copolymer solution.
Preferably, the cosolvent is one or more of toluene, xylene, ethyl acetate and butyl acetate.
Compared with the prior art, the invention has the following beneficial effects:
the invention solves the problem of poor adhesive force of the traditional photocuring vacuum coating paint to polypropylene (PP) plastics, and simultaneously solves the problem of poor curing of the traditional photocuring vacuum coating paint to profiled bars and material products with insufficient light irradiation, improves the production efficiency of the paint, and reduces the energy consumption and the production cost; the coating prepared by the invention has good adhesion to polypropylene plastics, excellent plating property, low price and wide market prospect.
Detailed Description
The present invention is further described with reference to the following specific examples, which are not intended to limit the invention in any way, but the technical solutions obtained by using equivalent alternatives or equivalent variations are all included in the scope of the present invention as claimed in the claims. The starting reagents employed in the examples of the present invention are, unless otherwise specified, conventional commercially available starting reagents.
The parts described in the following examples are all parts by mass, and are specifically in grams.
The photo-thermal dual-curing modified chlorinated polypropylene resin is self-made by Guangdong deep exhibition industry Co., ltd and comprises the following components in parts by weight: 30-50 parts of chlorinated polypropylene; 20-40 parts of glycidyl (meth) acrylate; 0.5-2 parts of an initiator; 0.5-2 parts of a catalyst A; 5-15 parts of unsaturated carboxyl monomer; 0.01-0.2 part of polymerization inhibitor; 30-50 parts of a solvent; 10-30 parts of diisocyanate; 10-50 parts of acrylic hydroxy ester monomer; 0.02-0.1 part of catalyst B; the catalyst A is an epoxy ring-opening reaction catalyst; the catalyst B is a catalyst for urethane reaction.
The preparation process comprises the following steps:
s1, mixing a catalyst B, a polymerization inhibitor and diisocyanate, slowly heating to 40-60 ℃, then dropwise adding a hydroxyl acrylate monomer, reacting for 2-4 hours after dropwise adding is finished, determining the NCO content by a di-n-butylamine method, and obtaining PUA-NCO when the isocyanate group content reaches the theory;
s2, mixing chlorinated polypropylene and a solvent, heating to 80-130 ℃, dropwise adding a mixed solution of glycidyl (meth) acrylate and an initiator, reacting for 3-5 hours after dropwise adding is completed, slowly adding a mixed solution of an unsaturated carboxyl monomer, a polymerization inhibitor and a catalyst A when the double bond content is less than 0.1wt%, keeping the temperature for 2-4 hours after dropwise adding is completed, cooling to 50-70 ℃ when the acid value is less than 5mgKOH/g, adding the PUA-NCO obtained in the step S1, reacting for 2-4 hours, and stopping the reaction when the NCO content is less than 0.2wt% to obtain the photo-thermal dual-curing modified polypropylene resin.
The photo-thermal dual-curing modified chlorinated polypropylene resin used in the following examples comprises: in the step S1, 0.04 part of dibutyltin dilaurate, 0.05 part of p-methoxyphenol, 22.5 parts of isophorone diisocyanate and 13.5 parts of hydroxyethyl methacrylate are adopted; in step S2, 30 parts of chlorinated polypropylene, 30 parts of toluene, 30 parts of glycidyl (meth) acrylate, 1 part of dibenzoyl peroxide, 7.5 parts of acrylic acid and 0.5 part of triphenylphosphine are used.
Examples 1 to 6
The preparation method of the photo-thermal dual-curing vacuum coating paint for polypropylene plastics comprises the following steps:
s1, adding photo-thermal dual-curing modified chlorinated polypropylene resin, urethane acrylate, trimethylolpropane triacrylate and a monofunctional monomer into a stirring kettle according to the proportion shown in Table 1, stirring for 2-4 hours, and uniformly dispersing;
s2, adding a hydrogen abstraction type photoinitiator, an auxiliary initiator, a flatting agent and a cosolvent, and stirring for 1-2 hours to obtain the photo-thermal dual-curing vacuum coating for polypropylene plastics.
Comparative example 1
The main difference between the formula of the photocuring vacuum coating paint and the formula of the coating paint in example 1 is that epoxy acrylate is used for replacing photo-thermal dual-curing modified chlorinated polypropylene resin.
Comparative example 2
The photocuring vacuum coating paint is different from that in the embodiment 1 in that no auxiliary initiator is added into the photoinitiator.
Table 1 examples 1-8 formulations
The coatings prepared in the examples and the comparative examples are tested for comprehensive performance, and the test results are shown in Table 2.
TABLE 2 examination results of examples 1 to 8 and comparative examples 1 to 2
Profile material: the surface of the product is provided with grooves, holes or inclined planes which exceed 90 degrees, and the like.
Plating property: the appearance is flat, fat and bright, and the plating property is excellent when the plating layer does not fall off according to the check method, otherwise, the plating property is general.
According to the test results of the embodiment, the photo-thermal dual-curing vacuum coating for the polypropylene plastic can be cured by adopting a photo-thermal dual-curing mode, and can achieve a good curing effect on the surface of the profiled bar and the surface which is not easy to irradiate by light. According to the comparison between the comparative example 1 and the example 1, the modified chlorinated polypropylene resin has a similar resin molecular structure to that of PP plastic molecules, and can generate excellent adhesive force to PP plastic, while the adhesive force to PP plastic of the conventional light-cured resin such as epoxy acrylate is very poor, and meanwhile, the modified chlorinated polypropylene resin contains acrylate branched chains and a large number of polar groups such as epoxy groups and acryloxy groups, and has good compatibility with light-cured resin such as urethane acrylate, so that the photo-thermal dual-cured modified chlorinated polypropylene resin is selected as the matrix resin of the coating; according to the comparison between the comparative example 1 and the example 1, the photo-thermal dual-curing modified chlorinated polypropylene resin contains a photo-curing group, namely, acryloxy and a thermosetting group, namely, epoxy, can be photo-cured and also thermally cured, and can achieve good curing effect on profiled bars. According to the comparison between the comparative example 2 and the example 1, the hydrogen abstraction type photoinitiator and the auxiliary initiator are matched to have a certain function of resisting oxygen and inhibiting polymerization, and the surface curing effect is good, and more importantly, the auxiliary initiator tertiary amine compound not only can be the auxiliary initiator of the hydrogen abstraction type photoinitiator to initiate free radical polymerization, but also can be used as an epoxy group thermal curing agent to participate in crosslinking curing, so that the crosslinking density is improved, and the coating hardness is also improved.
The above-mentioned embodiments of the present invention are merely examples for clearly illustrating the technical solutions of the present invention, and are not intended to limit the specific embodiments of the present invention. Any modification, equivalent replacement, and improvement made within the spirit and principle of the present invention claims should be included in the protection scope of the present invention claims.
Claims (10)
1. The photo-thermal dual-curing vacuum coating paint for the polypropylene plastic is characterized by comprising the following components in parts by weight:
30-60 parts of photo-thermal dual-curing modified chlorinated polypropylene resin;
5-20 parts of urethane acrylate;
10-30 parts of trimethylolpropane triacrylate;
1-10 parts of monofunctional monomer;
1-5 parts of a photoinitiator 184;
1-10 parts of hydrogen abstraction type photoinitiator;
1-10 parts of an initiator aid;
0.01-0.5 part of flatting agent;
5-30 parts of cosolvent;
the photo-thermal dual-curing modified chlorinated polypropylene resin simultaneously contains a photo-curing group acryloxy group and a thermosetting group epoxy group; the co-initiator is a tertiary amine compound co-initiator.
2. The photothermal dual-curing vacuum plating coating for polypropylene plastic as claimed in claim 1, wherein the photothermal dual-curing modified polypropylene resin comprises the following components in parts by weight:
30-50 parts of chlorinated polypropylene;
20-40 parts of glycidyl (meth) acrylate;
0.5-2 parts of an initiator;
0.5-2 parts of a catalyst A;
5-15 parts of unsaturated carboxyl monomer;
0.01-0.2 part of polymerization inhibitor;
30-50 parts of a solvent;
10-30 parts of diisocyanate;
10-50 parts of acrylic hydroxyl ester monomer;
0.02-0.1 part of catalyst B;
the catalyst A is an epoxy ring-opening reaction catalyst; the catalyst B is a catalyst for urethane reaction.
3. The photo-thermal dual-curing vacuum coating paint for the polypropylene plastic as claimed in claim 2, wherein the unsaturated carboxyl monomer is one or more of the following monomers: acrylic acid, methacrylic acid, cinnamic acid, crotonic acid, fumaric acid, sorbic acid, maleic acid; the diisocyanate adopts one or more of the following components: isophorone diisocyanate, toluene diisocyanate; the acrylic hydroxyl ester monomer adopts one or more of the following monomers: hydroxyethyl methacrylate, hydroxyethyl acrylate, pentaerythritol triacrylate.
4. The photo-thermal dual-curing vacuum coating paint for the polypropylene plastic as claimed in claim 2, wherein the catalyst A is one or more of the following: tetramethylammonium chloride, triphenylphosphine and triethylamine; the catalyst B adopts one or more of the following components: dibutyltin dilaurate and an organic bismuth catalyst; wherein the organic bismuth catalyst is one or more of bismuth isooctanoate, bismuth laurate and bismuth neodecanoate.
5. The photothermal dual-curing vacuum coating paint for polypropylene plastic according to claim 1, wherein the monofunctional monomer is one or more of hydroxyethyl methacrylate, hydroxypropyl methacrylate and isobornyl methacrylate.
6. The photothermal dual-curing vacuum coating paint for polypropylene plastics as claimed in claim 1, wherein the hydrogen abstraction type photoinitiator is one or more of benzophenone and derivatives thereof, thioxanthone and derivatives thereof, anthraquinone and derivatives thereof.
7. The photothermal dual-curing vacuum coating paint for polypropylene plastics as claimed in claim 1, wherein the co-initiator is one or more of aliphatic tertiary amine, ethanolamine tertiary amine, tertiary amine benzoate, and tertiary amine acrylate.
8. The photothermal dual curing vacuum plating coating for polypropylene plastic according to claim 1, wherein the leveling agent is one or more of polyether modified organosiloxane solution, alkyl modified organosiloxane solution, acrylate copolymer solution, and silicone glycol copolymer solution.
9. The photothermal dual curing vacuum plating coating for polypropylene plastic according to claim 1, wherein the cosolvent is one or more of toluene, xylene, ethyl acetate and butyl acetate.
10. The preparation method of the photothermal dual-curing vacuum coating paint for polypropylene plastics, which is claimed in claim 1, is characterized by comprising the following steps:
s1, mixing photo-thermal dual-curing modified chlorinated polypropylene resin, urethane acrylate, trimethylolpropane triacrylate and a monofunctional monomer according to a ratio, stirring for 2-4 hours, and uniformly dispersing;
and S2, adding a hydrogen abstraction type photoinitiator, an auxiliary initiator, a flatting agent and a cosolvent, and stirring for 1-2 hours to obtain the photo-thermal dual-curing vacuum coating for polypropylene plastics.
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| CN1817987A (en) * | 2006-02-13 | 2006-08-16 | 汕头市长崎制漆有限公司 | Special polypropylene coating resin, paint and their production |
| CN104610873A (en) * | 2015-02-13 | 2015-05-13 | 徐州佑季化工材料有限公司 | Single-component light-curing colored paint as well as preparation method and using method thereof |
| CN105199515B (en) * | 2015-10-27 | 2017-11-14 | 惠州圣源恒工艺品有限公司 | A kind of imitation porcelain coating and its spraying method |
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