CN102766428A - Ultraviolet curable resin composition and application thereof - Google Patents
Ultraviolet curable resin composition and application thereof Download PDFInfo
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- CN102766428A CN102766428A CN2012102802417A CN201210280241A CN102766428A CN 102766428 A CN102766428 A CN 102766428A CN 2012102802417 A CN2012102802417 A CN 2012102802417A CN 201210280241 A CN201210280241 A CN 201210280241A CN 102766428 A CN102766428 A CN 102766428A
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Abstract
The invention discloses an ultraviolet curable resin composition, which comprises the following components by weight: 50-90 parts of ultraviolent sensitive prepolymer resin, 10-50 parts of active diluent monomer, 5-20 part of olefin modified resin, 1-20 parts of ultraviolent free radical photoinitiator and 1-2 parts of functional auxiliary agent. The ultraviolet curable resin composition prepared by the invention is better in mobility, more excellent in optical performance and bonding strength, lower in Shore hardness, and small in impedance corrosion for ITO (indium tin oxide), can be widely applied to plane or curved surface bonding of the transparent materials in the optical field, such as a touch screen, and is capable of effectively inhibiting unevenness display of laminated bodies caused by an internal stress and an external stress and stripping of cured resin; and furthermore, the operating process is simpler, reworking is easier and the product yield is high.
Description
Technical field
The present invention relates to a kind of UV-cured resin compsn and show the application in the multilayer body at applying touch-screen optics.
Background technology
Along with the continuous development of science and technology, touch screen technology makes rapid progress, thinner, lighter, image quality brighter more clear be to touch the direction that shows the industry technical development always, at present by resistance screen technology progressively to more highly sensitive capacitance plate technical change.For this has higher requirement to the applying binder layer between the optical material multilayer body.
Mostly past is flaky adhesive sheet with pressure-sensitive character if adopting, be applicable to the optics plastic film such as PMMA, PC of resistance screen or the applying of plate more, is difficult for crushing; But bonding glue-line is thicker usually, influenced the image quality of demonstration and the sensitivity of touch, and this adhesive sheet is powerless especially for application of a surface; And level of ink difference edge, the back bubble of fitting is more; Usually need the deaeration through the vacuum high-pressure still, technology is comparatively complicated, be difficult to do over again and yield lower.
Summary of the invention
The object of the present invention is to provide and a kind ofly have good fluidity and hardness is little than low-stress, the UV-cured resin compsn also lower to ITO corrodibility.
Another object of the present invention is to provide above-mentioned UV-cured resin compsn to show the application in the multilayer body at applying touch-screen optics.
The present invention realizes through following technical scheme:
A kind of UV-cured resin compsn by weight, comprises following component:
50 ~ 90 parts of ultraviolet photosensitive prepolymer copolymer resin
10 ~ 50 parts of activity diluting monomers
5 ~ 20 parts of olefines modified resin
1 ~ 20 part of ultraviolet free radical photo-initiation
1 ~ 2 part of functional agent.
Said ultraviolet photosensitive prepolymer copolymer resin is selected from one or more the mixture in epoxy acrylic ester prepolymer, acrylic ester prepolymer, polyurethane acrylate prepolymer, aliphatic urethane acrylate prepolymer, aromatic urethane acrylic ester prepolymer, the polyester acrylic ester prepolymer.
Said activity diluting monomer is selected from Bing Xisuandingzhi, TEB 3K, IBOA, Rocryl 400, vinylformic acid caprolactone, isodecyl acrylate, polyoxyethylene glycol mono acrylic ester, 2-phenoxy ethyl-methyl propenoate, 1; The 6-glycol diacrylate, the mixture of one or more in propylene glycol diacrylate, ethoxyquin bisphenol a diacrylate, the third oxidation neopentylglycol diacrylate, Tri Ethyleneglycol dimethacrylate, Viscoat 295, the pentaerythritol triacrylate.
Said olefines modified resin is selected from one or more compsns in polybutadiene polymers, TR 301 polymkeric substance, terpene polymer, styrene butadiene polymkeric substance, the butadiene-isoprene polymkeric substance.
Said ultraviolet free radical photo-initiation is selected from 1-hydroxyl-cyclohexyl benzophenone, st-yrax dme, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone, 2; 4; 6-Three methyl Benzene formyl dimethyl-oxidation phosphine, isopropyl thioxanthone, 4-methyldiphenyl ketone, benzyl dimethyl amino ethyl ester, 4-dimethyl ethyl aminobenzoate, 2-one or more the mixture in the benzaminic acid potassium ester of originally increasing the interest
Preferably, said ultraviolet free radical photo-initiation is selected from one or more the mixture in 1-hydroxyl-cyclohexyl benzophenone, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 2-methyl isophthalic acid-(4-methylthio group the phenyl)-2-morpholine-1-acetone.
Said functional agent is selected from one or more the mixture in polyether-modified YSR 3286, polyester modification YSR 3286 or alkyl (aralkyl) modified dimethyl polysiloxane, preferred, polyethers modified dimethyl polysiloxane.
UV-cured resin preparation of compositions method according to the invention is that above-mentioned composition is mixed at the room temperature kneader in proportion, after filtration, deaeration, can get.
The viscosity of UV-cured resin compsn according to the invention in the time of 25 ℃ is 10～10000cps, preferred 1000～5000cps.
The UV-cured resin compsn of the present invention touch-screen optics that can be used for fitting shows multilayer body.
Said touch-screen optics shows that multilayer body can make one or more laminations in polyester film, acrylic board, polycarbonate plate, the glass, can be the plane, also can be curved surface.
The thickness of UV-cured resin compsn cured layer is 10～500 microns between said multilayer body, preferred 25～250 microns.
The present invention compared with prior art has following beneficial effect:
1) the UV-cured resin compsn of the present invention's preparation has good flowability, not only can solve application of a surface; Especially the applying of capacitance plate sheets of glass is difficult for crushing more; And the bonding coat between the optical material multilayer body can control thinlyyer, and the laminating layer specific refractory power is close with glass, makes display frame more thoroughly clear; Meanwhile can control the state of cure of bonding coat through the energy of UV-light; Operating procedure is simpler, and order is done over again and is more prone to, and the product yield is higher;
2) the UV-cured resin compsn of the present invention's preparation has good optical property; Cohesive strength and lower shore hardness; Little to ITO corrosion impedance corrosion; Being widely used in the plane or the application of a surface of optical field transparent material such as touch-screen, can suppressing multilayer body effectively because internal stress causes showing peeling off of inequality and resin cured matter with external stress, is a kind of optics laminated material of environmental protection.
Embodiment
Further specify the present invention through embodiment below, following examples are preferred implementation of the present invention, but embodiment of the present invention does not receive the restriction of following embodiment.
Embodiment and the used starting material of Comparative Examples are done following explanation, but be not limited to these materials at present:
Ultraviolet photosensitive prepolymer copolymer resin: polyurethane acroleic acid prepolymer (self-control)
Activity diluting monomer: (IBOA, U.S. Sartomer chemical company system)
Olefines modified resin: polybutadiene
Functional agent: (polyether-modified YSR 3286, Bi Ke chemistry corporate system)
Ultraviolet free radical photo-initiation: (2-hydroxy-2-methyl-1-phenyl-1-acetone, vapour crust corporate system).
Embodiment 1
With 50 parts of polyurethane acroleic acid prepolymers (self-control); 45 parts of activity diluting monomers; 5 parts of polybutadiene, 1 part of functional agent, 5 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Embodiment 2
With 65 parts of polyurethane acroleic acid prepolymers (self-control); 25 parts of activity diluting monomers; 10 parts of polybutadiene, 1 part of functional agent, 10 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Embodiment 3
With 85 parts of polyurethane acroleic acid prepolymers (self-control); 10 parts of activity diluting monomers; 10 parts of polybutadiene, 2 parts of functional agents, 15 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Embodiment 4
With 50 parts of polyurethane acroleic acid prepolymers (self-control); 30 parts of activity diluting monomers; 20 parts of polybutadiene, 1 part of functional agent, 20 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Embodiment 5
With 90 parts of polyurethane acroleic acid prepolymers (self-control); 50 parts of activity diluting monomers; 5 parts of polybutadiene, 1 part of functional agent, 5 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Comparative Examples 1
With 65 parts of epoxy acrylic prepolymers; 35 parts of activity diluting monomers, 1 part of functional agent, 10 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
Comparative Examples 2
With 40 parts of polyurethane acroleic acid prepolymers (self-control); 30 parts of epoxy acrylic prepolymers; 30 parts of activity diluting monomers, 1 part of functional agent, 10 parts of ultraviolet free radical photo-initiations place that the kneader room temperature is mixing to stir; Then through filter, get final product after the vacuum defoamation the UV curable compositions resin, press its performance of commentary valency method test then.
According to following method estimate the transmittance, mist degree, xanthochromia value b*, elongation at break, cohesive strength, shore hardness, cure shrinkage, specific refractory power of the foregoing description compsn or its applying multilayer body, to the corrosion test of ito glass.
Viscosity
Press GB/T 2794-1995, adopt the viscosity of resin combination under the RION VISCOTESTER VT-04F viscometer determining assigned temperature.
All fronts transmittance and mist degree
According to " GB2410-80 transparent plastics transmittance and mist degree TP "; Be attached to slide glass (trade(brand)name: sailing boat board slide glass; CAT.NO.7101; The prosperous Instr Ltd. in Haimen) goes up the rhythmo structure sample that preparation has slide glass/UV curable compositions (100um)/wave carrier piece, adopt transmittance/mist degree tester (trade(brand)name: WGT-S is produced by the Chinese Shanghai precision instrument factory) to measure the transmittance (%) and the haze value (%) of sample.
Xanthochromia value b*
The b* value is that the method according to international chrominance space CIE records with color difference meter (Xite-368, U.S. Ai Seli system).The preparation of its test specimens, with the UV curable compositions coating thickness be 100um in after uviolizing is solidified, peeling resin combination on the peelable film, color difference meter records then.
Elongation at break
Elongation at break is through following method gained; Applying 100um thickness UV curable compositions on the stripping film after make its curing after the uviolizing; The size (as: 25mm is long, 10mm is wide, 0.1mm thick) that is cut into regulation is made sample; Utilize stretcher (omnipotent tensile test machine, the construction of Dongguan section have the limit corporate system) to measure then.Its stretching condition is: normal temperature, and draw speed is: 10mm/min; Fracture extensibility (%)=L/Lo * 100% calculates gained, and wherein L0 is a datum length, and L is the shift length till the tension fracture.
Cohesive strength
Prepare two glass substrate (sizes: long 60mm * wide 30mm * thick 3mm) that rectangle 3mm is thick; At the central authorities of the glass substrate ultraviolet-curing resin compsn that drips, across the spacer of 100 micron thick with orthogonal mode from another sheet glass substrate of last applying after ultraviolet curing becomes the test appearance of cruciformity.Use the cohesive strength of stretcher (universal tensile testing machine, the construction of Dongguan section have the limit corporate system) tested glass oblique cut grafting cross bar then, stretching condition is: 25 ℃, draw speed is 100mm/min.
Shore hardness
Hardness is that the hard thing of the local opposing of material is pressed into its surperficial ability.The ultra-violet curing thing processed thickness is the block cured article of 10mm after the uviolizing, use Shore durometer (LX-A type hardness tester meter, the preceding continent of Chinese Wuxi City surveying instrument factory system) to record the hardness after purple compsn solidifies then.
Cure shrinkage
For UV curable compositions cure shrinkage (%), use electronics specific gravity hydrometer is measured the compsn liquid of curing front and back and the solid proportion after the curing, and according to two kinds difference in specific gravity, utilizing following formula to calculate can get:
Cure shrinkage (%)=(solidifying the proportion-compsn liquid specific gravity of back thing)/proportion * 100% of thing after solidifying
Corrodibility to ito glass
The thick ultraviolet-curing resin of surface-coated 100um at ito glass plating ITO layer is fitted with slide glass then;, uviolizing forms ito glass/resin solidification laminating layer (100um)/slide configurations test specimens after solidifying; With its variation of placing test impedance after 500 hours under the 60 ℃ * 90%RH condition, press following formula computing impedance velocity of variation:
Impedance rate of change=(R-R
0)/R
0* 100%
Table 1 embodiment and Comparative Examples different components and test performance
| Project | Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | Comparative Examples 1 | Comparative Examples 2 |
| The polyurethane acroleic acid prepolymer | 50 | 65 | 85 | 50 | 90 | 65 | 40 |
| Epoxy acrylic ester prepolymer | —— | —— | —— | —— | —— | —— | 30 |
| Activity diluting monomer | 45 | 25 | 10 | 30 | 50 | 35 | 30 |
| Polybutadiene polymers | 5 | 10 | 10 | 20 | 5 | —— | —— |
| Functional agent | 1 | 1 | 2 | 1 | 1 | 1 | 1 |
| The ultraviolet free radical photo-initiation | 5 | 10 | 15 | 20 | 5 | 10 | 10 |
| Viscosity (25 ℃) | 1000cps | 3000cps | 5000cps | 1600cps | 3500cps | 2500cps | 2000cps |
| The all fronts transmittance | 91.2% | 91.0% | 91.4% | 91.1% | 91.6% | 91.6% | 91.3% |
| Mist degree | 0.23% | 0.25% | 0.28% | 0.24% | 0.27% | 0.21% | 0.29% |
| Xanthochromia b* | 0.46 | 0.52 | 0.42 | 0.47 | 0.40 | 0.57 | 0.98 |
| Elongation at break | 80% | 150% | 210% | 320% | 250% | 50% | 60% |
| Cohesive strength (MPa/mm 2） | 0.61 | 0.53 | 0.43 | 0.47 | 0.41 | 0.51 | 0.8 |
| Shore hardness (A) | 30 | 23 | 17 | 5 | 32 | 26 | 35 |
| Cure shrinkage | 4.5% | 2.8% | 2.4% | 2.1% | 2.7% | 3.1% | 4.2% |
| To ito glass corrodibility | 5% | 3% | 2.5% | 2% | 3.5% | 6% | 8% |
Can find out from table 1; Above embodiment and Comparative Examples all have good optical property and cohesive strength; But embodiment compares with Comparative Examples; Especially the elongation at break of embodiment 3 and embodiment 4 is higher and hardness is lower, and stress is little, also lower to ITO corrodibility, is fit to the applying that hard optics shows multilayer body more.
Claims (10)
1. a UV-cured resin compsn is characterized in that, by weight, comprises following component:
50 ~ 90 parts of ultraviolet photosensitive prepolymer copolymer resin
10 ~ 50 parts of activity diluting monomers
5 ~ 20 parts of olefines modified resin
1 ~ 20 part of ultraviolet free radical photo-initiation
1 ~ 2 part of functional agent.
2. UV-cured resin compsn according to claim 1 is characterized in that: said ultraviolet photosensitive prepolymer copolymer resin is selected from one or more the mixture in epoxy acrylic ester prepolymer, acrylic ester prepolymer, polyurethane acrylate prepolymer, aliphatic urethane acrylate prepolymer, aromatic urethane acrylic ester prepolymer, the polyester acrylic ester prepolymer.
3. UV-cured resin compsn according to claim 1; It is characterized in that: said activity diluting monomer is selected from Bing Xisuandingzhi, TEB 3K, IBOA, Rocryl 400, vinylformic acid caprolactone, isodecyl acrylate, polyoxyethylene glycol mono acrylic ester, 2-phenoxy ethyl-methyl propenoate, 1; The 6-glycol diacrylate, the mixture of one or more in propylene glycol diacrylate, ethoxyquin bisphenol a diacrylate, the third oxidation neopentylglycol diacrylate, Tri Ethyleneglycol dimethacrylate, Viscoat 295, the pentaerythritol triacrylate.
4. UV-cured resin compsn according to claim 1 is characterized in that: said olefines modified resin is selected from one or more compsns in polybutadiene polymers, TR 301 polymkeric substance, terpene polymer, styrene butadiene polymkeric substance, the butadiene-isoprene polymkeric substance.
5. UV-cured resin compsn according to claim 1; It is characterized in that: said ultraviolet free radical photo-initiation is selected from 1-hydroxyl-cyclohexyl benzophenone, st-yrax dme, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone, 2; 4,6-Three methyl Benzene formyl dimethyl-oxidation phosphine, isopropyl thioxanthone, 4-methyldiphenyl ketone, benzyl dimethyl amino ethyl ester, 4-dimethyl ethyl aminobenzoate, 2-one or more the mixture in the benzaminic acid potassium ester of originally increasing the interest.
6. UV-cured resin compsn according to claim 1; It is characterized in that: said functional agent is selected from one or more the mixture in polyether-modified YSR 3286, polyester modification YSR 3286 or alkyl (aralkyl) modified dimethyl polysiloxane, preferred, polyethers modified dimethyl polysiloxane.
7. UV-cured resin compsn according to claim 1 is characterized in that: the viscosity of said UV-cured resin compsn in the time of 25 ℃ is 10～10000cps, preferred 1000～5000cps.
8. each described UV-cured resin compsn of claim 1-7 shows the application in the multilayer body at applying touch-screen optics.
9. UV-cured resin compsn according to claim 8 shows the application in the multilayer body at applying touch-screen optics; It is characterized in that said touch-screen optics shows that multilayer body is selected from one or more laminations in the polyester film of plane or curved surface, acrylic board, polycarbonate plate, the glass.
10. UV-cured resin compsn according to claim 8 shows the application in the multilayer body at applying touch-screen optics; It is characterized in that; The thickness of UV-cured resin compsn cured layer is 10～500 microns between said multilayer body, preferred 25～250 microns.
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