CN106243983A - Ultraviolet light curing anti fogging coating composite and preparation method thereof - Google Patents

Ultraviolet light curing anti fogging coating composite and preparation method thereof Download PDF

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Publication number
CN106243983A
CN106243983A CN201610607799.XA CN201610607799A CN106243983A CN 106243983 A CN106243983 A CN 106243983A CN 201610607799 A CN201610607799 A CN 201610607799A CN 106243983 A CN106243983 A CN 106243983A
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hydrophilic
light
coating composite
coating
fogging coating
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Inventor
虞明东
王艳梅
李桐
王晨
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Shanghai Weikai Optoelectronic New Materials Co Ltd
Shanghai Chengying New Material Co Ltd
Jiangsu Chengying New Material Co Ltd
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Shanghai Weikai Optoelectronic New Materials Co Ltd
Shanghai Chengying New Material Co Ltd
Jiangsu Chengying New Material Co Ltd
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Priority to CN201610607799.XA priority Critical patent/CN106243983A/en
Publication of CN106243983A publication Critical patent/CN106243983A/en
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4833Polyethers containing oxyethylene units
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/671Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C08L2205/025Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)

Abstract

The invention provides a kind of ultraviolet light curing anti fogging coating composite and preparation method thereof, this coating composition includes following component: hydrophilic light-cured resin, hydrophobicity light-cured resin, hydrophilic photo-curing monomer, light trigger, solvent, auxiliary agent.The present invention has a following beneficial effect: the present invention, because using the excellent hyperbranched type light-cured resin of hydrophilic and polymerisable surfactant, coordinates the hydrophobicity light-cured resin of high-ranking official, forms hydrophilic and the network structure of hydrophobic parts crosslinking after photocuring.Wherein hydrophilic segment has the hydrophilicity of excellence, causes water droplet easily to sprawl formation moisture film in coating without hazing.Hydrophobic part plays the effect of anchor point in the coating, and crosslink density increases, it is ensured that coating will not be dissolved because of swelling when running into substantial amounts of water, not only can guarantee that lasting anti-fog performance but also can improve anti-wear performance.

Description

Ultraviolet light curing anti fogging coating composite and preparation method thereof
Technical field
The present invention relates to a kind of ultraviolet light curing anti fogging coating composite and preparation method thereof, belong to photocureable coating technology Field.
Background technology
Steam in air, when temperature is less than dew point, will condense into small drop and mist formation.This bad Impact frequently occurs in window, bathroom mirror, glasses, swimming and Lunettes, windshield, optical instrument camera lens, car light, refers to These are lived on the transparent material being closely related with us to show lamp, agricultural film etc..The result of transparent material surface water droplet atomization, not only Light transmittance declines affects vision, produces harm sometimes, such as, condenses in such as rigorous analysiss such as infrared optics microscopes when droplet Time on the lens surface of instrument, its accuracy analyzed can reduce.And when droplet condenses on solaode light-passing board, cause Make solar absorption efficiency reduce, thus be unfavorable for that solar cell device gives full play to due effect.
In order to solve these problems, typically material surface can be carried out hydrophobic or hydrophilic treated.Hydrophobic conventional perfluorinated resin Class, on the one hand price is higher, and on the other hand this resinoid is the softest, wears no resistance, and its hydrophobic property also causes its table simultaneously Face easily adsorbs greasy dirt and dust, does not reaches the effect of requirement on the contrary.And the price of organic hydrophilic coating own is inexpensively, it is possible to Its wearability is improved by some modifications.Use organic hydrophilic coating compared to hydrophobic coating processing method not only construction party Just, and cheap.
It is concentrated mainly on super hydrophilic research both at home and abroad now, as coating surface introducing can form the group such as carboxylic of hydrogen bond Base, amino, sulfydryl, hydroxyl, or some ionic groups: carboxylate radical, sulfonate radical, ammonium root, phosphate radical etc., when introducing these groups Or during ion, the surface of coating reaches super hydrophilic state, sprawls at substrate surface height after moisture condensation, form one layer all Even moisture film, eliminates the purpose that tiny drops of water reaches antifog to the diffuse-reflectance of light.Prepare super hydrophilic approach master at present If by physical blending, Chemical modification, chemical bond connection.Antifogging coating in the market continues anti-fog performance with resistance to Mill performance cannot balance, and after using a period of time, anti-fog performance just declines substantially.
Domestic patent CN 102795791A discloses a kind of wear-resisting super hydrophilic antireflecting coating, and this coating is by repeatedly depositing Diallyl dimethyl ammoniumchloride and kayexalate prepare the double-decker of 5~20 layers, more poly-by deposition repeatedly Diallyldimethylammonium chloride and containing particle diameter be 10~40nm SiO2The suspension of nano spherical particle prepares 3~8 layers Double-decker, then by the hydrothermal treatment consists of 100~140 DEG C and the 100~300s systems that quench in the Muffle furnace of 600~800 DEG C Coating needed for.Although the coating that the method prepares can reach the high rigidity of 5H and water contact angle is the least, but step is complicated, The most anti-fog properties typically energy consumption is big, simply has the user of special high request suitable to performance.
Domestic patent CN102086348A discloses the preparation side of a kind of urethane cures acrylate anti-fog coating Method, this coating is by hydrophilic acrylic resin, enclosed type polyethers isocyanate curing agent and catalyst dibutyltin dilaurylate Composition.This coating hardness is more than 2H, and anti-wear performance is good, but it is general to continue anti-fog performance, and solidification process requires time for longer, and needs Stage curing (50~120 DEG C), technique is complex.
Summary of the invention
For overcoming tradition anti-fog coating on the market to continue anti-fog performance and the contradiction of anti-wear performance, the present invention is open a kind of purple Outer photocuring hydrophilic antifogging coating.Gained coating after this coating photocuring, hydrophilic is splendid and continues anti-fog performance remarkably, simultaneously Anti-wear performance will not be lost, therefore overcome some drawbacks of anti-fog coating on the market, be especially suitable for doing car light, windshield, Bathroom mirror, optical lens material etc. have the field of antifog requirement.
The present invention is achieved by the following technical solutions:
The present invention provides a kind of ultraviolet light curing anti fogging coating composite, and it includes the following component counted by weight:
Preferably, aforementioned ultraviolet light curing anti fogging coating composite also includes that solvent, the weight of described solvent are Hydrophilic light-cured resin, hydrophobicity light-cured resin, hydrophilic photo-curing monomer, light trigger and the 2 of auxiliary agent gross weight~4 Times.Preferably, described solvent is the mixture of ethyl acetate, butyl acetate and isopropanol.
If hydrophilic light-cured resin is higher than 80 parts, when hydrophobicity light-cured resin is less than 15 parts, hydrophilic photocuring list Height is in 15 parts time, and after the final photocuring of gained, gained film hydrophilic is very good, final water-resistance property of coating can be caused poor, persistently prevent Mist is poor.If hydrophilic light-cured resin is less than 35 parts, hydrophobicity light-cured resin is higher than 50 parts, and hydrophilic photo-curing monomer is low In 5 parts time, final film hydrophilic can be caused the poorest, initial water contact is relatively big, the most anti-fog properties.
If light trigger is higher than 5 parts, a large amount of free radical can be produced under UV illumination, cause the final three-dimensional network of gained to be polymerized Thing molecular weight is low, causes film more crisp, and adhesive force can be deteriorated, and the most also can improve coating cost.If light trigger is less than 1 part, Can produce free radical under UV illumination insufficient, causing remaining does not has the resin of photopolymerization and content of monomer more, causes final painting Film surface drying is bad, tacky, can not use at all.If auxiliary agent, the present invention refers to polymerization inhibitor, during less than 0.01 part, and the storage of coating Poor stability;During higher than 0.05 part, need to improve UV light intensity and coating just can be made to be fully achieved photocuring, normal light intensity, Existence can not completely crued danger.
When the amount of solvent is higher than monomer and total resin weight 4 times, coating is the dilutest, and coating thickness is the lowest, causes final film Hardness the lowest, wear-resisting variation.If the amount of solvent is less than monomer and total resin weight 2 times, dope viscosity is too big, is easily caused Film levelling is bad, and coating thickness is the thickest, also brings along the incomplete problem of solidification.
Preferably, described hydrophilic light-cured resin be Polyethylene Glycol with diisocyanate, 2-(Acryloyloxy)ethanol, The hydrophilic ultra-branched polyurethane acrylate of hyper-branched polyester polyol reaction synthesis.
Preferably, the molecular weight of described Polyethylene Glycol is 600~3000, preferably 800~2500, the most excellent Selecting 1000~2500, most preferably 2000, described diisocyanate is toluene di-isocyanate(TDI) (TDI), hexa-methylene two isocyanide One in acid esters (HDI), 4,4-dicyclohexyl methyl hydride diisocyanate (HMDI), isoflurane chalcone diisocyanate (IPDI). It is preferably the one in HMDI and IPDI.
Preferably, the preparation method of described hydrophilic ultra-branched polyurethane acrylate comprises the steps:
Polyethylene Glycol and diisocyanate are reacted at 75~80 DEG C, obtains the polyurethane of both-end NCO Resin;
The polyurethane resin of described both-end NCO is reacted at 75~80 DEG C with 2-(Acryloyloxy)ethanol, Polyurethane resin to single-ended NCO;
The polyurethane resin of described single-ended NCO and hyperbranched poly ester polyol are carried out instead at 75~80 DEG C Should, obtain hydrophilic ultra-branched polyurethane acrylate;
Wherein, hydroxyl in described Polyethylene Glycol, diisocyanate, 2-(Acryloyloxy)ethanol, hyperbranched poly ester polyol Mole ratio is 1:(1.1~1.8): (0.1~0.8): (0.1~0.8).
Preferably, described hydrophobicity light-cured resin is higher than urethane acrylate, the sense of 6 selected from degree of functionality Spend the epoxy acrylate more than or equal to 2, degree of functionality higher than at least one in the polyester acrylate of 4.
Described hydrophilic photo-curing monomer is polymerizable surfactants.
Preferably, described hydrophilic photo-curing monomer is selected from 3-propyl sulfonic acid methacrylic acid potassium, metering system Acid trimethyl ammonium chloride, allyloxy NPE, the one of allyloxy NPE ammonium sulfate Or it is several.
Preferably, described light trigger is 2-hydroxy-2-methyl-1-phenyl-1-propyl group ketone, 1-[4-(2-hydroxyl second Epoxide)-phenylene]-2-hydroxyl-2 ', 2 '-dimethyl ethyl ketone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl isophthalic acid-(4-methyl mercapto Phenyl) one or more compositions of-2-morpholine-1-acetone.
Preferably, described solvent be ethyl acetate, butyl acetate, isopropanol, n-butyl alcohol, butyl glycol ether, third One or more in glycol methyl ether, propylene glycol methyl ether acetate;It is highly preferred that described solvent is ethyl acetate, butyl acetate And isopropanol, three's weight ratio is 2:3:1.
Described auxiliary agent be levelling agent, polymerization inhibitor one or more.
Compared with prior art, the present invention has a following beneficial effect:
If anti-fog coating protracted hydrophilicity on the market can be excellent, anti-wear performance just cannot be ensured;Contrary wear-resisting in hardness While excellence, the most anti-fog effect is general.And the present invention is because using the excellent hyperbranched type light-cured resin of hydrophilic and can Polymeric surfactant, coordinates the hydrophobicity light-cured resin of high-ranking official, forms hydrophilic and hydrophobic parts crosslinking after photocuring Network structure.Wherein hydrophilic segment have excellence hydrophilicity, cause water droplet in coating easily sprawl formation moisture film and not Can haze.Hydrophobic part plays the effect of anchor point in the coating, and crosslink density increases, it is ensured that coating is when running into substantial amounts of water Will not dissolve because of swelling, not only can guarantee that lasting anti-fog performance but also anti-wear performance can be improved.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is described in detail.Following example will assist in the technology of this area Personnel are further appreciated by the present invention, but limit the present invention the most in any form.It should be pointed out that, the ordinary skill to this area For personnel, without departing from the inventive concept of the premise, it is also possible to make some deformation and improvement.These broadly fall into the present invention Protection domain.
The formula of each embodiment and comparative example is as shown in table 1, and the over-expense urethane acrylate of hydrophilic described in table 1 is logical Crossing following methods to prepare, wherein amount of solid content is 50%:
With Polyethylene Glycol and diisocyanate as raw material, react 2~3 hours in ethyl acetate at 75~80 DEG C, obtain The polyurethane resin of both-end NCO;It is subsequently adding 2-(Acryloyloxy)ethanol, reacts 1~2 hour at 75~80 DEG C, obtain The polyurethane resin of single-ended NCO;It is eventually adding the hyperbranched poly ester polyol (Boltorn of Bai Situo company of Sweden P500, molecular weight is 1800, containing 18 hydroxyls), react 2~3 hours at 75~80 DEG C, obtain corresponding hydrophilic hyperbranched Urethane acrylate.
The wherein mole ratio of hydroxyl in Polyethylene Glycol, diisocyanate, 2-(Acryloyloxy)ethanol, hyperbranched poly ester polyol For 1:1.2:0.2:0.2.
The compound method of each embodiment and comparative example coating composition is as follows:
Accurately weigh described hydrophilic ultra-branched polyurethane acrylate, hydrophobicity light-cured resin, hydrophilic photocuring Monomer and solvent, mix 30 minutes;Add light trigger and auxiliary agent, mix 10 minutes the most prepared, keep in Dark Place.Described solvent For ethyl acetate, butyl acetate and isopropanol, three's weight ratio is 2:3:1.In embodiment and comparative example, the weight of solvent is it 3 times of his component weight, other scope being omitted here in 2~4 times.
Using PET as base material, by coating (30% contains admittedly) by No. 10 line rod coating on its surface, put into 60 DEG C of baking ovens 1min, solidifies through UV afterwards, and energy is 500mJ/cm2
Performance detects
Respectively to embodiment 1~5 and the coating for preparing of comparative example 1~5 carry out performance detection, measure the attachment of coating Power, pencil hardness, wearability, initial stage water contact angle and sustained water contact angle performance.Concrete outcome is shown in Table 1.
The method of specific performance detection project and correspondence is as follows:
One, adhesive force
Use hundred lattice methods, with 3M Pressure sensitive adhesive tape, specimen page adhesive force is tested.
Appraisal procedure: 5B-scribing edge is smooth, line edge and intersection all without peeling paint;
4B-has the peeling paint of small pieces in the intersection rule, and the gross area that comes off is less than 5%;
3B-has a peeling paint of small pieces at the edge of line and intersection, and come off the gross area 5~15% it Between;
2B-has a sheet of peeling paint at the edge of line and intersection, and come off the gross area 15~35% it Between;
1B-has a sheet of peeling paint at the edge of line and intersection, and come off the gross area 35~65% it Between;
0B-has sheet of peeling paint at the edge of line and intersection, and the gross area that comes off is more than 65%.
Two, pencil hardness
With reference to standard GB/T/T6739 " hardness of paint film pencil algoscopy ".
Three, anti-wear performance
Using 0000# steel wool, 300g power, one is designated as once back and forth, and the number of times scratched occurs in recording surface.
Appraisal procedure: after the friction of certain number of times, observes whether coating has scratch, is resistant to when record is without scratch Most Rubbing number.
Four, initial stage hydrophilic angle
Drip 4 μ L deionized waters at the specimen surface being cured, measure with contact angle tester in the range of 20~25 DEG C.
Five, hydrophilic angle is continued
The sample being cured is put into immersion 48h in deionized water, measures with contact angle measurement after drying.
By embodiment 1~5 and the test result of comparative example 1~5, including attachment, pencil hardness, wear-resisting, initial stage hydrophilic angle The most hydrophilic angle.
Six: anti-fog properties: the test board that surface temperature is 25 DEG C is horizontally placed at above the water surface of 80 DEG C at 10cm, observe sample The time that plate hazes.
X:1 hazes in the second,
Δ: haze after 10 seconds,
Haze after zero: 30 second,
◎: do not haze.
As can be seen from Table 1, embodiment 1~6 has preferable anti-fog performance.Initial water contact is below 10 °, and 48 is little Time soak after water contact angle be below 35 °, anti-fog performance is excellent.Comparative example 1 compared with Example 3, owing to adding sense The degree hydrophobicity light-cured resin less than 6, although initial stage water contact angle is within 10 degree, but owing to final coating network will not Close, when causing its Long contact time steam and water soaking, hydrophilic segment network departs from from substrate surface, and makes hydrophilic drop Low, so anti-fog performance is poor, protracted hydrophilicity is poor.Comparative example 2 compared with Example 3, have employed nonionic photocuring parent Aqueous monomer, owing to its hydrophilic is less than ionic comonomer, therefore its initial water contact is higher, does not possess anti-fog performance.Contrast Compared with Example 2, the diisocyanate divided because of employing when hydrophilic resin synthesizes is aromatic series two isocyanide that rigidity is stronger to example 3 Acid esters, the hydrophilic of gained resin is the most very poor, is therefore made into coating photocuring gained coating initial water contact the highest, root This is the most anti-fog properties.Comparative example 4 is compared with comparative example 2, owing to using than HMDI rigidity weak a lot of aliphatic HDI, although just Beginning water contact angle is relatively low, but owing to the hydrophilic of resin used is very good, also causes final coating due to water-swellable and make hydrophilic portion Subnetwork departs from from substrate surface, and in final coating, hydrophobic part is in the great majority, and makes hydrophilic be substantially reduced.And comparative example 5 In, the most do not possess anti-fog performance, because the molecular weight of raw material Polyethylene Glycol is relatively low, therefore gained resin hydrophilic is poor.Right In ratio 6, owing to the molecular weight of raw material Polyethylene Glycol is higher, itself being i.e. water miscible, therefore the final resin of gained is hydrophilic Property preferable, initial water contact is relatively low, so having a little anti-fog properties.But after its 48 hours soak, hydrophilic is greatly reduced.This The hydrophilic being because resin used is very good, cause final coating due to water-swellable and make hydrophilic segment network from substrate surface take off From, cause hydrophobic part in coating to be in the great majority, and make hydrophilic be substantially reduced.
Above the specific embodiment of the present invention is described.It is to be appreciated that the invention is not limited in above-mentioned Particular implementation, those skilled in the art can make various deformation or amendment within the scope of the claims, this not shadow Ring the flesh and blood of the present invention.
Table 1
Remarks: raw material replaces its specific name, if PEG2000/HMDI/HEA/P500 is to use PEG2000, HMDI, HEA and P500 is that raw material synthesizes.

Claims (10)

1. a ultraviolet light curing anti fogging coating composite, it is characterised in that include the following component counted by weight:
2. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that also include solvent, described molten The weight of agent is that hydrophilic light-cured resin, hydrophobicity light-cured resin, hydrophilic photo-curing monomer, light trigger and auxiliary agent are total 2~4 times of weight.
3. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that described hydrophilic photocuring tree Fat is that Polyethylene Glycol is hyperbranched with the hydrophilic that diisocyanate, 2-(Acryloyloxy)ethanol, hyper-branched polyester polyol reaction synthesize Urethane acrylate.
4. ultraviolet light curing anti fogging coating composite as claimed in claim 3, it is characterised in that described hydrophilic hyperbranched poly The preparation method of urethane acrylate comprises the steps:
Polyethylene Glycol and diisocyanate are reacted at 75~80 DEG C, obtains the polyurethane tree of both-end NCO Fat;
The polyurethane resin of described both-end NCO is reacted with 2-(Acryloyloxy)ethanol at 75~80 DEG C, obtains list The polyurethane resin of terminal isocyanate group;
The polyurethane resin of described single-ended NCO is reacted at 75~80 DEG C with hyperbranched poly ester polyol, To hydrophilic ultra-branched polyurethane acrylate;
Wherein, the hydroxyl in described Polyethylene Glycol, diisocyanate, 2-(Acryloyloxy)ethanol, hyperbranched poly ester polyol mole Number ratio is 1:(1.1~1.8): (0.1~0.8): (0.1~0.8).
5. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that described hydrophobicity light-cured resin Selected from poly-higher than 4 of epoxy acrylate more than or equal to 2 of the degree of functionality urethane acrylate higher than 6, degree of functionality, degree of functionality At least one in ester acrylate.
6. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that described hydrophilic photo-curing monomer For polymerizable surfactants.
7. ultraviolet light curing anti fogging coating composite as claimed in claim 6, it is characterised in that described hydrophilic photo-curing monomer Selected from 3-propyl sulfonic acid methacrylic acid potassium, methacrylic acid trimethyl ammonium chloride, allyloxy NPE, alkene One or more of propoxyl group NPE ammonium sulfate.
8. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that described light trigger is 2-hydroxyl Base-2-methyl isophthalic acid-phenyl-1-propyl group ketone, 1-[4-(2-hydroxy ethoxy)-phenylene]-2-hydroxyl-2 ', 2 '-dimethyl ethyl ketone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl isophthalic acid-(4-methyl mercapto phenyl)-2-morpholine-1-acetone one or more Compositions.
9. ultraviolet light curing anti fogging coating composite as claimed in claim 1, it is characterised in that described solvent is acetic acid second One or several in ester, butyl acetate, isopropanol, n-butyl alcohol, butyl glycol ether, propylene glycol monomethyl ether, propylene glycol methyl ether acetate Kind;Described auxiliary agent be levelling agent, polymerization inhibitor one or more.
10. the preparation method of a UV photocuring anti fogging coating composite according to claim 1, it is characterised in that institute The method of stating comprises the following steps:
After hydrophilic light-cured resin, hydrophobicity light-cured resin, hydrophilic photo-curing monomer and solvent being mixed, add light Initiator and auxiliary agent, mix homogeneously, i.e. make described UV photocuring anti fogging coating composite.
CN201610607799.XA 2016-07-28 2016-07-28 Ultraviolet light curing anti fogging coating composite and preparation method thereof Pending CN106243983A (en)

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CN109251716A (en) * 2018-06-29 2019-01-22 张家港康得新光电材料有限公司 Ultraviolet light curing anti fogging glue and preparation method thereof
CN110903754A (en) * 2019-11-08 2020-03-24 上海翰飞新材料科技有限公司 Anti-fog polyurethane acrylate coating and preparation and use methods thereof
WO2020133616A1 (en) * 2018-12-25 2020-07-02 湖南松井新材料股份有限公司 Waterborne antifogging resin and waterborne antifogging coating composition and preparation method therefor
CN112409915A (en) * 2020-12-21 2021-02-26 广州市奈森化工有限公司 Hydrophilic oleophobic antifogging photocureable coating and preparation method thereof
CN112898891A (en) * 2019-12-03 2021-06-04 常州乐丽得新材料有限公司 Water-based LED photocuring strong-corrosion-resistant metal coating and preparation method thereof
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CN113416338A (en) * 2021-07-05 2021-09-21 海南赛诺实业有限公司 Antifogging easy-to-tear coating film and preparation method thereof
CN113440013A (en) * 2020-03-25 2021-09-28 佛山市顺德区美的电热电器制造有限公司 Drip-proof structure, upper cover subassembly and cooking utensil
CN113603850A (en) * 2021-08-31 2021-11-05 武汉中科先进技术研究院有限公司 High-wear-resistance hydrophilic resin, high-wear-resistance solvent-free antifogging coating, and preparation method and application thereof
CN115315494A (en) * 2020-03-24 2022-11-08 日东电工株式会社 Composition for forming coating film and coating film
CN115975508A (en) * 2022-12-22 2023-04-18 惠州市日大实业有限公司 Photocuring antifogging wear-resistant layer material, photocuring antifogging antireflection coating and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1845141A1 (en) * 2006-03-13 2007-10-17 Mitsubishi Gas Chemical Company, Inc. Antifogging coating composition
CN101602913A (en) * 2009-06-26 2009-12-16 广州慧谷化学有限公司 A kind of ultraviolet light curing anti fogging coating composite and compound method thereof
CN105482067A (en) * 2015-12-03 2016-04-13 佛山佛塑科技集团股份有限公司 Fluorine-containing surface active oligomer, and preparation method and ultraviolet light cured anti-fogging coating thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1845141A1 (en) * 2006-03-13 2007-10-17 Mitsubishi Gas Chemical Company, Inc. Antifogging coating composition
CN101602913A (en) * 2009-06-26 2009-12-16 广州慧谷化学有限公司 A kind of ultraviolet light curing anti fogging coating composite and compound method thereof
CN105482067A (en) * 2015-12-03 2016-04-13 佛山佛塑科技集团股份有限公司 Fluorine-containing surface active oligomer, and preparation method and ultraviolet light cured anti-fogging coating thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
刘益军: "《聚氨酯树脂及其应用》", 31 January 2012, 化学工业出版社 *
江国华: "《超支化聚合物的合成与应用》", 30 June 2012, 东北师范大学出版社 *

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CN107629679A (en) * 2017-10-10 2018-01-26 雷笑天 A kind of preparation method of nasal endoscopes antifogging coating material
CN109251716A (en) * 2018-06-29 2019-01-22 张家港康得新光电材料有限公司 Ultraviolet light curing anti fogging glue and preparation method thereof
CN109206649A (en) * 2018-08-22 2019-01-15 张家港康得新光电材料有限公司 Anti-fog coating and the high optical transmittance antiradar reflectivity antifog film of hydrophilic
WO2020133616A1 (en) * 2018-12-25 2020-07-02 湖南松井新材料股份有限公司 Waterborne antifogging resin and waterborne antifogging coating composition and preparation method therefor
CN110903754A (en) * 2019-11-08 2020-03-24 上海翰飞新材料科技有限公司 Anti-fog polyurethane acrylate coating and preparation and use methods thereof
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CN115315494A (en) * 2020-03-24 2022-11-08 日东电工株式会社 Composition for forming coating film and coating film
CN113440013B (en) * 2020-03-25 2022-06-10 佛山市顺德区美的电热电器制造有限公司 Drip-proof structure, upper cover subassembly and cooking utensil
CN113440013A (en) * 2020-03-25 2021-09-28 佛山市顺德区美的电热电器制造有限公司 Drip-proof structure, upper cover subassembly and cooking utensil
CN112409915A (en) * 2020-12-21 2021-02-26 广州市奈森化工有限公司 Hydrophilic oleophobic antifogging photocureable coating and preparation method thereof
CN113185909B (en) * 2021-04-15 2022-06-07 佳化化学(抚顺)新材料有限公司 Photocureable coating and preparation method and application thereof
CN113185909A (en) * 2021-04-15 2021-07-30 佳化化学(抚顺)新材料有限公司 Photocureable coating and preparation method and application thereof
CN113416338A (en) * 2021-07-05 2021-09-21 海南赛诺实业有限公司 Antifogging easy-to-tear coating film and preparation method thereof
CN113416338B (en) * 2021-07-05 2022-07-26 海南赛诺实业有限公司 Anti-fog easy-uncovering coating film and preparation method thereof
CN113603850A (en) * 2021-08-31 2021-11-05 武汉中科先进技术研究院有限公司 High-wear-resistance hydrophilic resin, high-wear-resistance solvent-free antifogging coating, and preparation method and application thereof
CN115975508A (en) * 2022-12-22 2023-04-18 惠州市日大实业有限公司 Photocuring antifogging wear-resistant layer material, photocuring antifogging antireflection coating and preparation method thereof
CN115975508B (en) * 2022-12-22 2023-09-22 惠州市日大实业有限公司 Photo-cured anti-fog wear-resistant layer material, photo-cured anti-fog anti-reflection coating and preparation methods thereof

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