CN101602913A - A kind of ultraviolet light curing anti fogging coating composite and compound method thereof - Google Patents
A kind of ultraviolet light curing anti fogging coating composite and compound method thereof Download PDFInfo
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- CN101602913A CN101602913A CNA2009100405859A CN200910040585A CN101602913A CN 101602913 A CN101602913 A CN 101602913A CN A2009100405859 A CNA2009100405859 A CN A2009100405859A CN 200910040585 A CN200910040585 A CN 200910040585A CN 101602913 A CN101602913 A CN 101602913A
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Abstract
The present invention relates to a kind of ultraviolet cured paint composition and compound method thereof with excellent anti-fog effect.This ultraviolet cured paint composition comprises hydrophilic active oligopolymer, hydrophobicity light-cured resin, hydrophilic polymeric monomers, hydrophobic active thinner, light trigger and auxiliary agent composition.Accurately take by weighing described hydrophilic active oligopolymer and hydrophobicity light-cured resin in container, add described hydrophilic polymeric monomers, reactive thinner and auxiliary agent successively, mixed 10 minutes; Add described light trigger again, mix promptly making composition of the present invention in 5 minutes, keep in Dark Place.Ultraviolet cured paint composition provided by the invention can be coated on thermo-sensitivity plastic rubber substrates such as PC, PMMA, PET; Coating has excellent wetting ability and outstanding physicals behind the ultraviolet light polymerization; The antifog fog effect that presses down is good, and coating has fabulous sticking power and water tolerance simultaneously, guarantees the persistence of anti-fog performance.
Description
Technical field
The invention belongs to the ultraviolet-curing paint technical field, particularly a kind of ultraviolet light curing anti fogging coating composite.
Background technology
We need to use some transparent or optics at a lot of occasions in daily life, as glass and the transparent plastic material that uses in window, mirror, lighting, lens, glasses, mask or the protective shield.These materials are being lower than dew point, can hazing when having atmospheric moisture to exist.The little water droplet deposition of superfine has greatly reduced the transparency from the teeth outwards.The phenomenon that hazes has more and more caused people's attention, gently then makes troubles to people life, and is heavy then influence the normal operation of the vehicles, and then brings influence to industrial production, economic life.
Past, simple mirror was antifog, installed electricradiator usually at the mirror back side additional and drove illiteracy mist moisture.It is very few that but wet fogs such as similar glasses, diving mask shroud way; If car light, the wet fog of lightings such as pilot lamp can't effectively be prevented and treated, and will produce very disadvantageous consequence.
In order to prevent the generation of wet fog, people have carried out a large amount of trials.German patent DE 000001928409A has disclosed a kind of anti-fog coating that is made of hydroxyalkyl acrylic or methacrylic acid ester polymer.The hydrophilic layer of Xing Chenging can absorb water thus, does not influence the transparency thereby form one deck water layer on the film surface.But because the deliquescing of coating water absorption and swelling, mechanical property descends.Can improve mechanical property though coating is crosslinked, its anti-fog performance will descend.
Japanese Patent JP H08-176466A (1996) provides a kind of anti fogging coating composite, it comprises a kind of metal oxide microparticle dispersion colloidal sol, a kind ofly contain epoxide group or its partial hydrolysate silicoorganic compound and contain a kind of anion surfactant in sulfonate, sulphonate, phosphoric acid ester or the carbonic ether at least.But it needs precoating layer priming paint to guarantee sticking power.In addition, it is easy to generate crackle in the thermoforming process.
Report such as Zhang Chunxue (" research of the synthetic and performance of acrylate anti-fog coating "; Thermosetting resin; 1999 04 phases), by methyl methacrylate (MMA), butyl methacrylate (BMA), Hydroxyethyl acrylate (HEA) and little amount of crosslinking agent, the coating that the N,N methylene bis acrylamide polymerization constitutes has well anti-fog effect.Li Xuefeng etc. (" development of polyacrylic anti-fog coating "; The Hubei chemical industry; 1993 03 phases) with hydroxyethyl methylacrylate, the methacrylic acid macrogol ester, acrylate copolymer adds little amount of crosslinking agent and tensio-active agent and constitutes anti-fog coating.These methods all have must prevent fog effect, but after the hydrophilic macromolecule suction, not only anti-fog performance descends, and mechanical property also becomes very poor simultaneously.
Japanese Patent JP 2005-239382A provides a kind of antifog composition that has used the ultraviolet light polymerization of special hydrophilic monomer.But because it is mixed with organic solvent, organic solvent can evaporate in the atmosphere in applying film process.In addition, anti-fog performance has the two-layer meaning.A kind of water vapour that is meant can very fast disappearance (anti-fog performance-1) after hazing.Another kind is meant to place in water vapour and does not also have wet fog generation (anti-fog performance-2) for a long time.The ultraviolet light curing anti fogging coating that this Japanese Patent provides can't satisfy anti-fog performance-2, wants high because the ratio of di-functional component has hydrophilic acrylic acid ester monomer component.
European patent EP 1845141 (A1) provides a kind of ultraviolet light curing anti fogging coating composite that is coated on the polycarbonate, and this coating has anti-fog performance preferably behind ultraviolet light polymerization.But this composition only is fit to use on polycarbonate plastic, and needs in the preparation process to be attached to coatingsurface with the PET film, and complex process not quite is suitable for actual production.
In order to address the above problem, press for that a kind of to have excellent anti-fog performance, outstanding mechanical property and antifog persistence good and be easy to antifog material in multiple transparent substrate constructing operation.
Summary of the invention
The objective of the invention is to overcome above-mentioned weak point of the prior art and provide a kind of can multiple transparent substrate polycarbonate (PC), polymethylmethacrylate (PMMA), polyester surface-coated such as (PET), and can quick-setting ultraviolet light curing anti fogging coating.
The present invention solves the problems of the technologies described above and is achieved through the following technical solutions:
A kind of ultraviolet light curing anti fogging coating composite is made up of hydrophilic active oligopolymer, hydrophobicity light-cured resin, hydrophilic polymerization single polymerization monomer, hydrophobic active thinner, light trigger and auxiliary agent, and the content of each component in composition is respectively:
Hydrophilic active oligopolymer: 15～60wt%
Hydrophobicity light-cured resin: 15～60wt%
Hydrophilic polymeric monomers: 10～40wt%
Hydrophobic active thinner: 10～40wt%
Light trigger: 0.5～6wt%
Auxiliary agent: 0.5～2wt%;
Described hydrophilic active oligopolymer is polyoxyethylene glycol (PEG) and vulcabond and terminal hydroxy group acrylate reactions synthetic hydrophilic polyurethane acrylate;
Described hydrophilic polymeric monomers is water-soluble (methyl) esters of acrylic acid polymerisable monomer;
Described hydrophobic active thinner is simple function or polyfunctional oiliness esters of acrylic acid reactive thinner.
To better implement the present invention:
As preferably, described coating composition can form behind ultraviolet light polymerization and has hydrophilic and hydrophobic amphipathic cross-linked network.Hydrophilic segment is wherein provided by hydrophilic active oligopolymer and hydrophilic polymeric monomers; They have excellent hydrophilicity, make water droplet have very little contact angle on coating, and water droplet forms moisture film and can not haze at coatingsurface.Hydrophobic part wherein is made up of hydrophobicity light-cured resin and hydrophobic active thinner; Hydrophobic part plays anchor point in coating, guarantee can not dissolve because of swelling when coating is met water, and physicals such as sticking power and hardness preferably is provided.
As preferably, described hydrophilic active oligopolymer prepares by the following method:
Polyoxyethylene glycol (PEG) reacts the urethane resin that obtained isocyanate terminated base in 2～3 hours with tolylene diisocyanate (TDI) or isoflurane chalcone diisocyanate (IPDI) down at 55～60 ℃, the urethane resin of described isocyanate terminated base and hydroxyethyl (methyl) acrylate reacted 3～4 hours down at 75～80 ℃ then, obtained described hydrophilic active oligopolymer.Wherein, described molecular weight polyethylene glycol is between 500～2000, molecular weight polyethylene glycol was less than 500 o'clock, the anti-fog performance of institute's synthetic hydrophilic active oligopolymer is relatively poor, molecular weight polyethylene glycol was greater than 2000 o'clock, and the physical and mechanical properties of institute's synthetic hydrophilic active oligopolymer can descend, thereby, the molecular weight of polyoxyethylene glycol is preferred 500～2000, and more preferably 1000～1500; The ratio of the amount of substance of described polyoxyethylene glycol (PEG), tolylene diisocyanate (TDI) or isoflurane chalcone diisocyanate (IPDI), hydroxyethyl (methyl) acrylate is: 1: 2: 2.The content of hydrophilic active oligopolymer in coating composition is 15～60%, and when the content of hydrophilic active oligopolymer was lower than 15%, the wetting ability of composition was not enough, and the coating anti-fog performance behind the ultraviolet light polymerization is relatively poor.When the content of hydrophilic active oligopolymer was higher than 60%, composition was too hydrophilic, and the mechanical property and the water tolerance of the coating behind the ultraviolet light polymerization are relatively poor.Thereby the content of hydrophilic active oligopolymer is preferred 15～60%, more preferably 20～50%, most preferably 25～40%.
As preferably, used hydrophobicity light-cured resin can be one or more in epoxy acrylate, urethane acrylate, polyether acrylate, polyester acrylate, amino acrylates and the acroleic acid esterification acrylate.Wherein, urethane acrylate has sticking power, wear resistance and yellowing resistance preferably, thereby the present invention preferably uses urethane acrylate.The content of hydrophobicity light-cured resin in coating composition is 15～60%, and when the content of hydrophobicity light-cured resin was lower than 15%, composition was too hydrophilic, and the mechanical property and the water tolerance of the coating behind the ultraviolet light polymerization are relatively poor.When the content of hydrophobicity light-cured resin was higher than 60%, the wetting ability of composition was not enough, and the coating anti-fog performance behind the ultraviolet light polymerization is relatively poor.Thereby the content of hydrophobicity light-cured resin is preferred 15～60%, more preferably 20～45%, most preferably 25～30%.
As preferably, used hydrophilic polymeric monomers can be for both containing one or more hydrophilic radicals such as hydroxyl, carboxyl, amino or sulfonate, contains in the polymerisable monomer of (methyl) acrylic double bond one or more again.Wherein, not only hydroxyl but also the polymerisable monomer that contains (methyl) acrylate can be hydroxyethyl (methyl) acrylate, hydroxypropyl (methyl) acrylate etc.; The polymerisable monomer that had not only contained carboxyl but also contained (methyl) acrylate can be (methyl) vinylformic acid, propyloic (methyl) acrylate etc.; The polymerisable monomer that had not only contained amino but also contained (methyl) acrylate can be acrylamide, N methacrylamide, N,N-DMAA etc.; The polymerisable monomer that had not only contained sulfonic group but also contained (methyl) acrylate can be acrylamide propane sulfonic acid sodium (ammonium) salt, hydroxyethyl methacrylate propanesulfonic acid sodium etc.The content of hydrophilic polymeric monomers in coating composition is 10～40%, and when the content of hydrophilic polymeric monomers was lower than 10%, the wetting ability of composition was not enough, and the coating anti-fog performance behind the ultraviolet light polymerization is relatively poor.When the content of hydrophilic polymeric monomers was higher than 40%, composition was too hydrophilic, and the mechanical property and the water tolerance of the coating behind the ultraviolet light polymerization are relatively poor.Thereby the content of hydrophilic active oligopolymer is preferred 10～40%, more preferably 15～35%, most preferably 20～30%.
As preferably, used reactive thinner is one or more in ethoxy ethoxy ethyl propylene acid esters, iso-bornyl acrylate, tripropylene glycol diacrylate, Viscoat 295, ethoxyquin Viscoat 295,1,6 hexanediol diacrylate, the third oxidation neopentylglycol diacrylate, pentaerythritol triacrylate, dipentaerythritol acrylate and the Isooctyl acrylate monomer.The content of hydrophobic active thinner in coating composition is 10～40%, and when the content of hydrophobic active thinner was lower than 10%, composition was too hydrophilic, and the mechanical property and the water tolerance of the coating behind the ultraviolet light polymerization are relatively poor.When the content of hydrophobic active thinner was higher than 40%, the wetting ability of composition was not enough, and the coating anti-fog performance behind the ultraviolet light polymerization is relatively poor.Thereby the content of hydrophobicity light-cured resin is preferred 10～40%, more preferably 15～35%, most preferably 20～30%.
As preferably, used light trigger is benzophenones/amines system, benzil two ketals, Benzoin ethyl ether, 2-hydroxy-2-methyl-1-phenyl-acetone, 1-hydroxycyclohexylphenylketone, 2,2-dimethoxy-1,2-phenylbenzene ethyl ketone and two (2,4,6-Three methyl Benzene formyl) one or more in the phenyl phosphine oxide.The content of light trigger in composition is 0.5～6%.
The present invention also provides the compound method of above-mentioned ultraviolet light curing anti fogging coating composite: by prescription, accurately take by weighing described hydrophilic active oligopolymer and hydrophobicity light-cured resin in container, add described hydrophilic polymeric monomers, reactive thinner and auxiliary agent successively, mixed 10 minutes; Add described light trigger again, mix promptly making in 5 minutes, keep in Dark Place.
Relative prior art, the present invention has following beneficial effect:
The ultraviolet cured paint composition production technique of utilizing the present invention to prepare is simple, but under UV-irradiation fast setting, production efficiency height and energy consumption are low; Do not need high bake, applicable to the transparent substrate of various thermo-sensitivitys; Do not contain organic solvent, environmentally friendly; The hydroaropic substance content height of component, good hydrophilic property, anti-fog performance excellence; Form amphipathic cross-linked network behind the ultraviolet light polymerization, good mechanical properties such as sticking power, hardness, scratch resistance, wear resistance, water tolerance can lastingly antifogly press down mist.
Embodiment
Below in conjunction with embodiment the present invention is further described in detail, but is not limited to this.
The prescription of embodiment and Comparative Examples is as shown in table 1, and the hydrophilic active oligopolymer prepares by the following method in the table:
(molecular weight of used PEG is respectively 3000,2000,400,600,1000,1500,1000,1000,1000 and 1000 among the embodiment 1-10 with the PEG of different molecular weight; The molecular weight of PEG is respectively 1000 and 1500 among the comparative example A 3-4) react the urethane resin that obtained isocyanate terminated base in 2～3 hours with tolylene diisocyanate (TDI) or isoflurane chalcone diisocyanate (IPDI) down at 55～60 ℃, the urethane resin of described isocyanate terminated base and hydroxyethyl (methyl) acrylate reacted 3～4 hours down at 75～80 ℃ then, obtained described hydrophilic active oligopolymer.
The compound method of each embodiment and Comparative Examples composition is:
Accurately take by weighing described hydrophilic active oligopolymer and hydrophobicity light-cured resin in container, add described hydrophilic polymeric monomers, reactive thinner and auxiliary agent successively, mixed 10 minutes; Add described light trigger again, mix promptly making in 5 minutes, keep in Dark Place.
Table 1 composite formula
With the foregoing description, ultraviolet light curing anti fogging coating composite roller coat of the present invention that the comparative example A prepared on PC, PMMA, PET plate surface.Make radiation source irradiates 5s with the ultraviolet lamp of 4KW, to the model after solidifying carry out every performance test and evaluation; Be the comparative result quality, simultaneously the antifogging product (Comparative Examples B) of other thermofixations carried out the test and the evaluation of every performance.Experimental result is as shown in table 2:
Performance behind the table 2 composition photocuring
In the table 2, each performance index is:
(1) water contact angle: the contact angle instrument test, different positions is surveyed 3 times, averages
(2) antifog property: is surface temperature that 25 ℃ test panel level places 80 ℃ 10cm place, water surface top, the time that the observation test plate hazes
*: haze in the 1s
△: haze behind the 10s
Zero: haze behind the 30s
◎: do not haze
(3) water tolerance: test panel is placed 25 ℃ water 48 hours, observation test plate surface coating situation
*: in the 50% damaged dissolving water
△: damaged more than 20%
Zero: 5% above damaged
◎: do not have damaged
(4) sticking power: with reference to standard GB/T 9286 " cross cut test of paint and varnish paint film "
(5) pencil hardness: with reference to standard GB/T6739 " hardness of paint film pencil assay method "
As can be seen from Table 2, embodiment 1～10 has better anti-fog performance and water resistance, and wherein, the two is guaranteed embodiment 6～10 in antifog property and water tolerance, has the excellent comprehensive performance.Though the comparative example A has good physicals, wetting ability and antifog property are very poor.From antifogging product of the present invention and existing thermosetting antifogging product more as can be seen, though the antifogging product of heat curing-type also can reach antifog and certain mechanical property, but the solidification value height that the antifogging product of thermosetting is required, set time is long, is not suitable for thermo-sensitivity base materials such as PMMA, PET.
The foregoing description is a preferred implementation of the present invention; but embodiments of the present invention are not restricted to the described embodiments; other any do not deviate from change, the modification done under spirit of the present invention and the principle, substitutes, combination or simplify; all should be the substitute mode of equivalence, be included within protection scope of the present invention.
Claims (9)
1. ultraviolet light curing anti fogging coating composite is characterized in that being made up of the component of following weight proportion:
Hydrophilic active oligopolymer: 15～60wt%
Hydrophobicity light-cured resin: 15～60wt%
Hydrophilic polymeric monomers: 15～40wt%
Hydrophobic active thinner: 10～40wt%
Light trigger: 0.5～6wt%
Auxiliary agent: 0.5～2wt%;
Described hydrophilic active oligopolymer is polyoxyethylene glycol and vulcabond and terminal hydroxy group acrylate reactions synthetic hydrophilic polyurethane acrylate;
Described hydrophilic polymeric monomers is water-soluble (methyl) esters of acrylic acid polymerisable monomer;
Described hydrophobic active thinner is simple function or polyfunctional oiliness esters of acrylic acid reactive thinner.
2. ultraviolet light curing anti fogging coating composite according to claim 1 is characterized in that, described coating composition forms possess hydrophilic property and hydrophobic amphipathic cross-linked network behind ultraviolet light polymerization.
3. ultraviolet light curing anti fogging coating composite according to claim 1 is characterized in that, described hydrophilic active oligopolymer prepares by the following method:
Polyoxyethylene glycol and tolylene diisocyanate or isoflurane chalcone diisocyanate react the urethane resin that obtained isocyanate terminated base in 2～3 hours down at 55～60 ℃, the urethane resin of described isocyanate terminated base and hydroxyethyl (methyl) acrylate reacted 3～4 hours down at 75～80 ℃ then, obtained described hydrophilic active oligopolymer; Wherein, the ratio of the amount of substance of described polyoxyethylene glycol, tolylene diisocyanate or isoflurane chalcone diisocyanate, hydroxyethyl (methyl) acrylate is: 1: 2: 2.
4. ultraviolet light curing anti fogging coating composite according to claim 1, it is characterized in that described hydrophobicity light-cured resin is one or more the composition in epoxy acrylate, urethane acrylate, polyether acrylate, polyester acrylate, amino acrylates and the acroleic acid esterification acrylate.
5. ultraviolet light curing anti fogging coating composite according to claim 1, it is characterized in that, described hydrophilic polymeric monomers had been for both having contained one or more hydrophilic radicals in hydroxyl, carboxyl, amino and the sulfonate groups, contained one or more the composition in the polymerisable monomer of (methyl) acrylic double bond again.
6. ultraviolet light curing anti fogging coating composite according to claim 1, it is characterized in that, described reactive thinner is any one or two kinds of above compositions in ethoxy ethoxy ethyl propylene acid esters, iso-bornyl acrylate, tripropylene glycol diacrylate, Viscoat 295, ethoxyquin Viscoat 295,1,6 hexanediol diacrylate, the third oxidation neopentylglycol diacrylate, pentaerythritol triacrylate, dipentaerythritol acrylate and the Isooctyl acrylate monomer.
7. ultraviolet light curing anti fogging coating composite according to claim 1, it is characterized in that, described light trigger is benzophenones/amines system, benzil two ketals, Benzoin ethyl ether, 2-hydroxy-2-methyl-1-phenyl-acetone, 1-hydroxycyclohexylphenylketone, 2,2-dimethoxy-1,2-phenylbenzene ethyl ketone and two (2,4,6-Three methyl Benzene formyl) any one or two kinds of above compositions in the phenyl phosphine oxide.
8. ultraviolet light curing anti fogging coating composite according to claim 1 is characterized in that, described auxiliary agent is that flow agent is or/and defoamer.
9. the compound method of each described ultraviolet light curing anti fogging coating composite of claim 1-8, it is characterized in that, accurately take by weighing described hydrophilic active oligopolymer and hydrophobicity light-cured resin in container, add described hydrophilic polymeric monomers, reactive thinner and auxiliary agent successively, mixed 10 minutes; Add described light trigger again, mix promptly making in 5 minutes, keep in Dark Place.
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2009
- 2009-06-26 CN CNA2009100405859A patent/CN101602913A/en active Pending
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