CN104073036B - Active energy ray curable adhensive compositions and the component with hardened coating film - Google Patents
Active energy ray curable adhensive compositions and the component with hardened coating film Download PDFInfo
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- CN104073036B CN104073036B CN201410114247.6A CN201410114247A CN104073036B CN 104073036 B CN104073036 B CN 104073036B CN 201410114247 A CN201410114247 A CN 201410114247A CN 104073036 B CN104073036 B CN 104073036B
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- coating film
- hardened coating
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- methyl
- energy ray
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- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
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- 239000013530 defoamer Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 229920005994 diacetyl cellulose Polymers 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 1
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- 230000005611 electricity Effects 0.000 description 1
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- 229940093499 ethyl acetate Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
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- 238000007756 gravure coating Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
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- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
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- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
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- 229940017219 methyl propionate Drugs 0.000 description 1
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- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
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- 125000005574 norbornylene group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
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- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
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- Chemical Kinetics & Catalysis (AREA)
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- Health & Medical Sciences (AREA)
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Abstract
The invention provides a kind of formed the transparency excellent and easily slide, not the active energy ray curable adhensive compositions of the hardened coating film of easy damaged and the component with hardened coating film.Active energy ray curable adhensive compositions of the present invention is as follows: relative to active energy ray hardening composition (B) 100 mass parts, is more than 320 and less than 1000 and for the paraffin of the specified molecular weight of liquid or polyolefine (A) at 25 DEG C with the scope more than 0.01 mass parts, below 3 mass parts containing number average molecular weight.
Description
Technical field
The present invention relates to a kind of active energy ray curable adhensive compositions and possess the component of hardened coating film using said composition.
Background technology
Compared with heat embrittlement type film, the sclerosis of curable with actinic energy ray film is fast and productivity is good, and high rigidity and scuff resistance are also excellent, therefore popularize rapidly.
Such as disclosed following technology: by being more than 125 DEG C containing fusing point and particle diameter is wax (wax) composition of less than 0.1 μm, and for form scoring resistance or traumatic resistance excellent and be difficult to the film (patent documentation 1) that slides.
In addition, although technical field is different from curable with actinic energy ray film, Patent Document 2 discloses the technology containing specific paraffin (paraffin) in aftermentioned means of dealing with problems.In more detail, can carry out in atmosphere hardening and in the required performance of biaxiality film such as front phase differential is the fully large polymerizable liquid crystal compound that is problem (the 6th section) to provide, about an example of the preferred compound (polyethylene, polypropylene, polyisobutene, paraffin, mobility paraffin, Chlorinated Polypropylene III, clorafin, imported the compound of fluorine atom) contained to obtain rapidly good planar orientation (planarorientation) when being coated with, describe paraffin, mobility paraffin (the 90th section, the 92nd section).
[prior art document]
[patent documentation]
[patent documentation 1] Japanese Patent Laid-Open 2002-121247 publication
No. 2010/095680th, [patent documentation 2] International Publication
In recent years, as the various indicating meters in smart mobile phone (smartphone), portable terminal, PC (personalcomputer), household appliances etc., touch-screen (touchscreenpanel) starts to popularize rapidly.Therefore, for the most surface of touch-screen, require transparency excellence and there is the scuff resistance of height or high hardness, and requiring the characteristic that finger sliding is good further.
But although former curable with actinic energy ray film has the scuff resistance of height or high hardness, the frictional coefficient on hardening thing surface is high, has the problem of being obstructed when making finger sliding.
The object of the invention is to the problem solving described prior art, there is provided a kind of active energy ray curable adhensive compositions, described active energy ray curable adhensive compositions can form that the transparency is excellent and finger sliding (making the characteristic that resistance during finger sliding is low) excellent and the hardened coating film of not easy damaged.
Summary of the invention
The present invention relates to a kind of active energy ray curable adhensive compositions, relative to active energy ray hardening compound (B) 100 mass parts, with the scope more than 0.01 mass parts, below 3 mass parts containing paraffin or polyolefine (A), the number average molecular weight of described paraffin or polyolefine (A) is more than 320 and less than 1000, and is liquid at 25 DEG C.
The present invention relates to a kind of component with hardened coating film, it is being selected from going up at least partially of at least one component in glass, plastics, metal, Wood member and paper, arranges the hardened coating film formed by described active energy ray curable adhensive compositions of the present invention and form.
[effect of invention]
Active energy ray curable adhensive compositions of the present invention can form transparency excellence and the hardened coating film that easy damaged and then finger sliding (making low resistance during finger sliding) are unexcellent yet.
Embodiment
Number average molecular weight used in the present invention is more than 320 and less than 1000 and for the paraffin of liquid or polyolefine (A) are illustrated at 25 DEG C.This paraffin or polyolefine (A) play function, therefore sometimes also referred to as sliding imparting agent (A) as composition, i.e. the sliding imparting agent of hardened coating film being given to good sliding.Number average molecular weight preferably 320 ~ 1000 (the comprising higher limit, lower value (following identical)) of sliding imparting agent (A), more preferably 350 ~ 1000, and then preferably 400 ~ 1000.
Sliding imparting agent (A) is liquid at 25 DEG C, and number average molecular weight is in described scope, can form transparency excellence, not easy damaged thus and the hardened coating film of finger sliding excellence.
If sliding imparting agent (A) is solid at 25 DEG C, then there is the tendency that the finger sliding of hardened coating film reduces.
If the number average molecular weight of sliding imparting agent (A) is less than 320, then there is following tendency:, sliding imparting agent (A) too good with the consistency of aftermentioned active energy ray hardening compound (B) does not float up on the surface of hardened coating film, and finger sliding reduces.On the other hand, if the number average molecular weight of sliding imparting agent (A) is more than 1000, then may reduce with the consistency of aftermentioned active energy ray hardening compound (B), occur be separated and uniform masking liquid cannot be obtained, or sliding imparting agent (A) floats to hardened coating film on the surface with " drop " shape.
This sliding imparting agent (A) possesses set molecular weight and structure and state, as long as can form excellent and not easy damaged and then the finger sliding excellence hardened coating film of the transparency, is then not particularly limited.
Number average molecular weight is more than 320 and less than 1000 and for the paraffin of liquid or polyolefine (A) such as can illustrate following material at 25 DEG C.
This paraffin can be enumerated: Song Cunbai (Moresco-White) P-80 (Song Cun (MORESCO) company manufactures: number average molecular weight is 400), Song Cunbai (Moresco-White) P-120 (Song Cun (MORESCO) company manufactures: number average molecular weight is 470), Song Cunbai (Moresco-White) P-260 (Song Cun (MORESCO) company manufactures: number average molecular weight is 550) etc.And then also can illustrate the hydrogenation iso-butylenes (isobutene) such as Pa Limu 6 (Parleam6) (You company manufactures: number average molecular weight is 350).
Polyolefine can be enumerated as poly Vaasa not Lip river (Versaflow) LV (Shamrock (Shamrock) company manufacture: number average molecular weight is 890) etc.
Sliding imparting agent (A) particularly preferably polyvinyl compound.
Sliding imparting agent (A) can be used alone also can be used in combination two or more, also can by paraffin and polyolefine used in combination.
In addition, about the number average molecular weight described in the present invention, use gel permeation chromatograph (gelpermeationchromatography, GPC) (HLC-8220GPC: Dong Cao company manufactures), 3 endowels (TSK-gelSuperHM-H: Dong Cao company manufactures), by tetrahydrofuran (THF) (Tetrahydrofuran, THF) as developing solvent, 40 degree Celsius, under flow is the condition of 0.6mL/min, measures, calculate the molecular weight that polystyrene standard converts.
Curable adhensive compositions of the present invention contains at least one sliding be selected from paraffin or polyolefine gives Liu (A) and active energy ray hardening compound (B) (being also denoted as simply below " hardening compound (B) ").Below, hardening compound (B) is illustrated.
Hardening compound (B) is preferably main uses so-called polyfunctional compound, so that traumatic resistance (scuff resistance), excellent solvent resistance and tough hardened coating film can be formed, described polyfunctional compound has the ethene unsaturated double-bond contributing to hardening of more than 2, particularly preferably is the ethene unsaturated double-bond with more than 3.In this case, the compound using simple function can also be assisted.The preferred acryl of ethene unsaturated double-bond, methacryloyl, particularly preferably acryl.Following illustrative compound multiple combination also can use by hardening compound (B).Below, active energy ray hardening compound (B) is illustrated.
In hardening compound (B), polyfunctional concrete example can be enumerated: dihydroxymethyl tristane diacrylate, (ethoxylation) bisphenol a diacrylate, (propoxylation) bisphenol a diacrylate, cyclohexane dimethanol diacrylate, (gathering) glycol diacrylate, (ethoxylation) 1,6 hexanediol diacrylate, (propoxylation) 1,6 hexanediol diacrylate, (ethoxylation) neopentylglycol diacrylate, (propoxylation) neopentylglycol diacrylate, 3-hydroxypivalic acid neopentylglycol diacrylate, tetramethylolmethane three (methyl) acrylate, tetramethylolmethane four (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, oxyethane upgrading trimethylolpropane tris (methyl) acrylate, propylene oxide upgrading trimethylolpropane tris (methyl) acrylate, three (acryloyl-oxyethyl) isocyanuric acid ester, caprolactone upgrading three (acryloyl-oxyethyl) isocyanuric acid ester, trimethylolethane trimethacrylate (methyl) acrylate, Dipentaerythritol four (methyl) acrylate, Dipentaerythritol five (methyl) acrylate, Dipentaerythritol six (methyl) acrylate, alkyl upgrading Dipentaerythritol three (methyl) acrylate, alkyl upgrading Dipentaerythritol four (methyl) acrylate, alkyl upgrading Dipentaerythritol five (methyl) acrylate, caprolactone upgrading Dipentaerythritol six (methyl) acrylate, the polyvalent alcohols such as 1,2,3-hexanaphthene four (methyl) acrylate and (methyl) acrylic acid ester cpds,
Polyurethane(s) gathers (methyl) acrylate, polyester gathers (methyl) acrylate, polyethers gathers (methyl) acrylate, polyacrylic acid gathers (methyl) acrylate, poly-(methyl) acrylate of polyalcohols acid, polycyclic oxygen gathers (methyl) acrylate, poly-(methyl) acrylate of poly-spiral shell acetal, polyhutadiene gathers (methyl) acrylate, polythiol polyenoid gathers (methyl) acrylate, polyfunctional poly-(methyl) acrylic compound such as poly-(methyl) acrylate of polysilicon,
By the ester cpds synthesized by polyvalent alcohol and polyprotonic acid and (methyl) vinylformic acid, such as, ester cpds etc. synthesized by trimethylolethane/succsinic acid/vinylformic acid=2/1/4 (mol ratio).
In hardening compound (B); from the viewpoint of obdurability, scuff resistance; suitably can use poly-(methyl) esters of acrylic acid such as poly-(methyl) acrylate of the polyurethane(s) of the functional group with more than 6, poly-(methyl) acrylate of polycyclic oxygen, and there is in molecule the polyfunctional acrylic ester class of acryl of more than 4.
Poly-(methyl) acrylate of described polycyclic oxygen is such as make the epoxy reaction of (methyl) acrylic acid carboxyl and epoxy resin and import (methyl) acryl and form, and can enumerate (methyl) acrylic acid adduct etc. of phenolic resin varnish type epoxy resin.
Poly-(methyl) acrylate of described polyurethane(s) such as has: (i) makes polymeric polyisocyanate and (methyl) esters of acrylic acid with hydroxyl react poly-(methyl) acrylate of polyurethane(s) of gained; And (ii) makes polyvalent alcohol and polymeric polyisocyanate react under the condition of isocyanato surplus, form the urethane polymer of isocyanato group containing, the urethane polymer of (methyl) esters of acrylic acid and described isocyanato group containing with hydroxyl is reacted and the polyurethane(s) that obtains gathers (methyl) acrylate.In addition, (iii) polyvalent alcohol and polymeric polyisocyanate also can be made to react under the condition of hydroxyl surplus and form the urethane polymer of hydroxyl, the urethane polymer of (methyl) esters of acrylic acid and described hydroxyl with isocyanato reacted and obtains poly-(methyl) acrylate of polyurethane(s).
Described polyvalent alcohol can be enumerated: ethylene glycol, propylene glycol, Diethylene Glycol, dipropylene glycol, butyleneglycol, 1,6-hexylene glycol, 3-methyl isophthalic acid, the polycondensate etc. of 5-pentanediol, neopentyl glycol, hexanetriol, TriMethylolPropane(TMP), polytetramethylene glycol, hexanodioic acid and ethylene glycol.
Described polymeric polyisocyanate can be enumerated: tolylene diisocyanate, Xylene Diisocyanate, hydrogenated xylene diisocyanate, ditan-4,4 '-vulcabond, hydrogenated diphenyl methane-4,4 '-vulcabond, norbornane-vulcabond, isophorone diisocyanate, hexamethylene diisocyanate etc.In addition, also can use the trimethylolpropane adduct of described diisocyanate cpd, react biuret (biuret) body of gained with water, there is the trimer etc. of isocyanuric acid ester ring.
Described (methyl) esters of acrylic acid with hydroxyl can be enumerated: 2-Hydroxy ethyl acrylate, 2-hydroxypropyl acrylate, vinylformic acid-4-hydroxybutyl, pentaerythritol triacrylate, Dipentaerythritol Pentaacrylate, two-trimethylolpropane tetra-acrylate etc.
Described (methyl) esters of acrylic acid with isocyanato can be enumerated: (methyl) acryloyloxyethyl isocyanate, (methyl) acryloxypropyl isocyanic ester, (methyl) propenoyl isocyanate etc.
Curable adhensive compositions of the present invention is as follows: relative to hardening compound (B) 100 mass parts, with the scope of 0.01 mass parts ~ 3 mass parts containing sliding imparting agent (A), be preferably containing 0.02 mass parts ~ 1.5 mass parts, be more preferably containing 0.1 mass parts ~ 0.5 mass parts.If be less than 0.01 mass parts, then the effect of possibility finger sliding is not enough, if more than 3 mass parts, then can be detrimental to the fundamental property such as traumatic resistance, the transparency, adhesion as hardened coating film.
Curable adhensive compositions of the present invention is by irradiation ultraviolet radiation, electron beam isoreactivity energy line and hardening.When being hardened by uviolizing, curable adhensive compositions contains photopolymerization initiator.
Photopolymerization initiator is not particularly limited, such as, can enumerate: acetophenones, st-yrax class, benzophenone, phosphine oxide class, ketal class, Anthraquinones, thioxanthones etc.Specifically can enumerate: benzoin methyl ether, Benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, diethoxy acetophenone, benzil dimethyl ketal, 2-hydroxy-2-methyl Propiophenone (2-hydroxy-2-methylpropiophenone), 1-hydroxycyclohexylphenylketone, benzophenone, 2; 4; 6-trimethylbenzoyldiphenyl oxide compound, meter Qi Le ketone, N; N-dimethylaminobenzoic acid isopentyl ester, 2-chlorothiaxanthenone, 2,4-diethyl thioxanthones etc.Photopolymerization initiator can be used alone also can be used together two or more.
From the viewpoint guaranteeing suitable cross-linking density and hard painting property, in the total amount 100 quality % of described sliding imparting agent (A), active energy ray hardening compound (B) and photopolymerization initiator, be preferably the described photopolymerization initiator containing 0.1 quality % ~ 20 quality %, be more preferably 1 quality % ~ 15 quality %.
In view of the convenience of coating, curable adhensive compositions of the present invention can contain solvent.Namely, solvent be viscosity in order to adjust curable adhensive compositions (also referred to as masking liquid or coating composition) or Surface flat (leveling) or coating time drying property and use, as long as optionally allocate in right amount according to the coating process etc. of curable adhensive compositions.Therefore, the solids component of curable adhensive compositions is not particularly limited, such as, can be set as 20 quality % ~ 100 quality %.
The kind of solvent is not particularly limited, and can illustrate following solvent.Solvent can be used alone or combinationally use multiple.
Ether series solvent can be enumerated: dibutyl ether, glycol dimethyl ether, diethoxyethane, propylene oxide, Isosorbide-5-Nitrae-dioxan, 1,3-dioxolane, 1,3,5-trioxane, tetrahydrofuran (THF), methyl-phenoxide, phenyl ethyl ether etc.
Ketone series solvent can be enumerated: acetone, methyl ethyl ketone, metacetone, butyrone, diisobutyl ketone, methyl iso-butyl ketone (MIBK), methyln-hexyl ketone, 2 pentanone, methyl-n-butyl ketone, cyclopentanone, pimelinketone, methylcyclohexanone, methyl ethyl diketone, 1,2-diacetoxy acetone etc.
Ester series solvent can be enumerated: ethyl formate, propyl formate, pentyl formate, methyl acetate, ethyl acetate, propyl acetate, methyl propionate, ethyl propionate, gamma-butyrolactone, 2-methoxy menthyl acetate, 2-ethoxy acetate, 2-ethoxy ethyl acetate, 2-ethoxyl ethyl propionate, isobutyl acetate, methyl acetoacetate, methyl aceto acetate etc.
Alcohol series solvent can be enumerated: methyl alcohol, ethanol, n-propyl alcohol, Virahol, propyl carbinol, isopropylcarbinol, hexalin, 2-methyl cellosolve, 2-allyloxyethanol, butoxy ethanol, diacetone alcohol etc.
Stable hydrocarbon series solvent can be enumerated: hexane, heptane, octane, hexanaphthene, methylcyclohexane, ethylcyclohexane etc.
Aromatic series series solvent can be enumerated: benzene,toluene,xylene etc.
Glycol series solvent can be enumerated: ethylene glycol ethyl ether, glycol isopropyl ether, butyl glycol ether, propylene glycol monomethyl ether, ethyl carbitol, diethylene glycol monobutyl ether etc.
In curable adhensive compositions of the present invention, optionally in the scope not hindering effect of the present invention, can suitably add more than one of light sensitizer, photostabilizer, UV light absorber, catalyzer, tinting material, leveling agent, defoamer, polymerization promotor, antioxidant, fire retardant, infrared absorbent, interfacial agent, surface modifier, thixotropic agent etc. further.
Curable adhensive compositions of the present invention is applied on various component, when containing after carrying out drying when organic solvent, irradiates active energy ray, can hardened coating film be formed thus.
From guaranteeing pencil hardness and wearability, avoid in addition reducing with the adhesion of component or in hardened coating film, producing the viewpoint in crack, the thickness of hardened coating film preferably 3 μm ~ 20 μm, more preferably 4 μm ~ 15 μm, and then preferably 4 μm ~ 10 μm.
The component being used for arranging hardened coating film is not particularly limited, such as, suitably can select from the cohort be made up of glass, plastics, metal, Wood member, paper and pottery, carbon fiber.And then, also can select the composite component be made up of multiple component.These components can be film, paper shape smooth like that, also can be three-dimensional shape.
The film that plastic film is preferably transparent.
The starting material of described plastics such as can be enumerated: the transparent polymers such as Polyester polymkeric substance, cellulose-based polymkeric substance, polycarbonate based polymer, acrylic acid polymer.
Described Polyester polymkeric substance can enumerate polyethylene terephthalate (Polyethyleneterephthalate, PET), Polyethylene Naphthalate etc.Cellulose-based polymkeric substance can enumerate diacetyl cellulose, triacetyl cellulose (Triacetylcellulose, TAC) etc.Acrylic acid polymer can enumerate polymethylmethacrylate etc.
The starting material of described plastics also can be enumerated: the transparent polymers such as styrenic, olefin polymer, vinyl chloride-based polymer and acid amides based polymer.
Described styrenic can enumerate polystyrene, acrylonitritrile-styrene resin etc.Olefin polymer can be enumerated: polyethylene, polypropylene, the polyolefine with ring-type or norbornylene structure, ethylene-propylene copolymer etc.Acid amides based polymer can enumerate nylon or aromatic polyamide etc.
And then the starting material of described plastics also can be enumerated: the transparent polymer etc. such as adulterant of imide series polymkeric substance, sulfone based polymer, polyethersulfone based polymer, polyetherketone based polymer, polyphenylene sulfide (polyphenylsulfide) based polymer, vinyl alcohol system polymer, vinylidene chloride based polymer, polyvinyl butyral based polymer, aromatic ester based polymer, polyoxymethylene (polyoxymethylene) based polymer and epoxy polymkeric substance and described polymkeric substance.The polymkeric substance that especially can suitably use double refraction few.
When using plastic film as component, also the film of so-called easily adhesion type can be used, namely, on the face forming hardened coating film, be provided with the film of the resin layer in the cohort being selected from acrylic resin, polyester copolymerization system resin, polyurethane(s) system resin, styrene-maleic acid grafted polyester resin and acrylic graft vibrin etc.
In component, the thickness of the component of even shape can suitably determine, when plastic film, usually from the viewpoint of the workability, thin layer etc. of intensity or operation etc., and preferably 10 μm ~ about 500 μm.Particularly preferably 20 μm ~ 300 μm, more preferably 30 μm ~ 200 μm.When component is three-dimensional shape, thickness indefinite.
As long as the coating of curable adhensive compositions utilizes usual method to carry out, as long as such as utilize stick coating method (barcoatmethod), cutter painting method (knifecoatmethod), rolling method (rollcoatmethod), scraper for coating method (bladecoatmethod), mould painting method (diecoatmethod), gravure coating process (gravurecoatmethod) to carry out being coated with.When containing solvent, preferably after coating curable adhensive compositions, make film dry under 50 DEG C ~ about 150 DEG C.
As mentioned above, the sclerosis of the curable adhensive compositions after coating can be undertaken by irradiating active energy ray.Active energy ray can enumerate ultraviolet, electron beam etc.In the ultraviolet situation of use, use the light sources such as high pressure mercury vapour lamp, electrodeless lamp, xenon lamp, ultraviolet irradiation amount is preferred 100mJ/cm such as
2~ 2000mJ/cm
2left and right.The finger sliding of the hardened coating film of gained is excellent.
According to active energy ray curable adhensive compositions of the present invention, the hardened coating film having finger sliding (making low resistance during finger sliding) and scuff resistance and high rigidity concurrently can be provided.
[embodiment ］
Below, by embodiment, the present invention is illustrated.In addition, in embodiment, " part ", " % " refer to " mass parts ", " quality % " respectively.
(embodiment 1)
Relative to the pentaerythritol triacrylate (trade(brand)name: " sub-Luo Nisi (Aronix) M305 " as hardening compound (B), East Asia Synesis Company manufactures) 100 parts, mix as the number average molecular weight of paraffin be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures) 0.5 part, as the Yi Luka (Irgacure) 184 (manufacture of Ciba (CibaSpecialtyChemicals) company) 5 parts of photopolymerization initiator, and as the ethyl acetate 101.5 parts of solvent, obtain the curable adhensive compositions (also referred to as coating composition or masking liquid) that nonvolatile component is 50%.
Bar coater is used said composition to be coated on the polyethylene terephthalate film (trade(brand)name: " Coase is (Cosmoshine) A4100 not still " of the easy bonding process through surface that thickness is about 100 μm, Japan spin company manufacture) easy to be bonding treated side on, utilize hot-air oven by after removal of solvents, use output to be 80W/cm
2high pressure mercury vapour lamp with 400mJ/cm
2irradiation ultraviolet radiation, makes painting membrane fussion harden, and obtains and has the component with hardened coating film that dry film thickness is the coating of about 6 μm.
(embodiment 2 ~ embodiment 3)
Be hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures) use 1.5 parts of (embodiment 2), 3 parts (embodiments 3) of 350 by the number average molecular weight of use 0.5 part in embodiment 1, in addition, obtain curable adhensive compositions similarly to Example 1, similarly obtain the component with hardened coating film.
(embodiment 4 ~ embodiment 6)
Be used as polyolefinic number average molecular weight be 890 polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not ", Shamrock (Shamrock) company manufactures) 0.02 part of (embodiment 4), 0.1 part (embodiment 5), 0.2 part (embodiment 6) replace number average molecular weight be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures), in addition, the component with hardened coating film is obtained similarly to Example 1.
(embodiment 7 ~ embodiment 8)
Usage quantity molecular-weight average is the paraffin (trade(brand)name: " Song Cunbai (Moresco-White) P-80 " of 400, Song Cun (MORESCO) company manufactures) 0.02 part (embodiment 7), 0.3 part (embodiment 8) replace number average molecular weight be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures), in addition, obtain curable adhensive compositions similarly to Example 1, similarly obtain the component with hardened coating film.
(embodiment 9 ~ embodiment 10)
Usage quantity molecular-weight average is the paraffin (trade(brand)name: " Song Cunbai (Moresco-White) P-260 " of 550, Song Cun (MORESCO) company manufactures) 0.02 part (embodiment 9), 0.3 part (embodiment 10) replace number average molecular weight be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures), in addition, obtain curable adhensive compositions similarly to Example 1, similarly obtain the component with hardened coating film.
(comparative example 1)
Except not using paraffin used in embodiment 1, obtain the component with hardened coating film similarly to Example 1.
(comparative example 2)
By number average molecular weight be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufacture) change to the hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 4 ": You company manufactures) that number average molecular weight is 280, in addition, the component with hardened coating film is obtained similarly to Example 2.
(comparative example 3)
By number average molecular weight be 350 hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufacture) change to the hydrogenation iso-butylene (trade(brand)name " Pa Limu (Parleam) 18 ": You company manufactures) that number average molecular weight is 1200, in addition, the component with hardened coating film is obtained similarly to Example 2.
(comparative example 4)
Usage quantity molecular-weight average is the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) EV not " of 2150, Shamrock (Shamrock) company manufactures) 0.1 part replace number average molecular weight used in embodiment 5 to be the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not " of 890, Shamrock (Shamrock) company manufactures), in addition, obtain curable adhensive compositions similarly to Example 5, similarly obtain the component with hardened coating film.
(comparative example 5)
Usage quantity molecular-weight average is the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) HV not " of 3200, Shamrock (Shamrock) company manufactures) 0.1 part replace number average molecular weight used in embodiment 5 to be the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not " of 890, Shamrock (Shamrock) company manufactures), in addition, obtain curable adhensive compositions similarly to Example 3, similarly obtain the component with hardened coating film.
(comparative example 6)
For the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) BASE not " that usage quantity molecular-weight average is 2500, Shamrock (Shamrock) company manufactures) 0.1 part replace number average molecular weight used in embodiment 5 to be the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not " of 890, Shamrock (Shamrock) company manufactures) obtain coating agent, but do not form uniform solution, the component with hardened coating film cannot be obtained.
(comparative example 7)
Solid polyethylene compound (the trade(brand)name: " polymer wax (Hi-wax) 100PHP10A " that usage quantity molecular-weight average is 900, fusing point is 118 DEG C, Mitsui Chemicals, Inc. manufactures) 0.1 part replace number average molecular weight used in embodiment 5 to be the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not " of 890, Shamrock (Shamrock) company manufactures), in addition, obtain curable adhensive compositions similarly to Example 5, similarly obtain the component with hardened coating film.
(comparative example 8)
Except number average molecular weight used in use embodiment 1 is the hydrogenation iso-butylene of 350 (trade(brand)name " Pa Limu (Parleam) 6 ": You company manufactures) 5 parts, obtain curable adhensive compositions similarly to Example 1, similarly obtain the component with hardened coating film.
(comparative example 9)
Except number average molecular weight used in use embodiment 2 is the polyethylene (trade(brand)name: " Vaasa is Lip river (Versaflow) LV not " of 890, Shamrock (Shamrock) company manufactures) beyond 5 parts, obtain curable adhensive compositions similarly to Example 2, similarly obtain the component with hardened coating film.
Following evaluation of physical property is carried out to the component with hardened coating film of embodiment 1 ~ embodiment 10 and comparative example 1 ~ comparative example 10, will the results are summarized in table 1.
(pencil hardness)
To the hardened coating film face of the component with hardened coating film, use Ke Limensi (Klemens) formula scratch hardness test machine (pattern: HA-301, machines industry (TesterSangyo) company manufactures) measure with load 750g according to Japanese Industrial Standards (JapaneseIndustrialStandards, JIS) K5400.
(scuff resistance)
The square pad (pad) of 1 square centimeter of the Steel Wool installing #0000 (steelwool) is placed on the hardened coating film face with the component of hardened coating film, after coming and going 10 times with load 500g, visual assessment outward appearance, measures the number of scar.
(haze value, full light transmittance)
Haze meter (HazeMeter) (pattern: NDH2000, Japanese electricity Se company manufactures) is used to measure the haze value (Hz) of the component with hardened coating film and full light transmittance (T.t.).
(mensuration of kinetic friction coefficient)
For the hardened coating film face of the component with hardened coating film, load be 200g, draw speed is 500mm/min, minute is 60 seconds, measure under temperature is 25 degree, to measure number of times be the condition of 5 times, measure the kinetic friction coefficient in plane pressure head and hardened coating film face, obtain the simple mean value of 5 measured values.
(sliding of finger)
Forefinger to be put down gently on the hardened coating film face of the component with hardened coating film and double rubs 10 times, evaluate sliding.
Zero: few to the resistance of finger, can easily slide.
×: there is resistance to finger, be difficult to slide.
Shown by the result of table 1, for use embodiment 1 ~ embodiment 10 curable adhensive compositions with hardened coating film component for, the excellent and balance such as the transparency, scuff resistance, pencil hardness, sliding is well.Therefore, these components with hardened coating film can suitably need in the purposes of painting property, the transparency and sliding firmly for indicating meter, touch-screen, building materials etc.
In contrast, do not containing in the comparative example 1 of sliding imparting agent (A), although painting property is good firmly for the scuff resistance of hardened coating film, pencil hardness etc., frictional coefficient is high, and the sliding of finger is not enough.
Be in the comparative example 2 of the Parleam of 280 containing number average molecular weight, although painting property is good firmly for the scuff resistance of hardened coating film, pencil hardness etc., frictional coefficient is high, and the sliding of finger is not enough.
Be in the comparative example 3 of the Parleam of 1200 containing number average molecular weight, the surface of the component with hardened coating film confirm drop, cannot evaluate.
Respectively containing number average molecular weight be 2100,2500 poly comparative example 4, comparative example 5 also identical with comparative example 3, the surface of the component with hardened coating film confirms drop, cannot evaluate.
When containing number average molecular weight being 3200 poly comparative example 6, curable adhensive compositions is separated, and cannot make the component with hardened coating film.
Be in the comparative example 7 of the solid polyethylene compound of 900 containing number average molecular weight, although painting property is good firmly for the scuff resistance of hardened coating film, pencil hardness etc., haze value is high and opaque, and frictional coefficient is high, and the sliding of finger is also not enough.
Comparative example 8 containing 5 parts of Parleams, containing in 5 parts of poly comparative examples 9, all on the surface of the component with hardened coating film, confirm drop in the same manner as comparative example 3, cannot evaluate.
Namely learn, by meeting as the paraffin of sliding imparting agent (A) and alkene the condition that (i) is liquid at 25 DEG C, and satisfied (ii) is set as specific mass range relative to active energy ray hardening compound (B) 100 mass parts, and then number average molecular weight is set as all conditions of specific scope by (iii), the transparency can be provided excellent and not easy damaged and then have the hardened coating film of excellent finger sliding concurrently.
［ utilizability in industry ］
Active energy ray curable adhensive compositions of the present invention may be used for all purposes for giving sliding.Such as, can suitably for giving sliding to blooming component.In addition, may be used for the camera lens in the most surface portion to various plastic molded article, photographic camera, the eyeglass of glasses, the window glass of buildings or vehicle etc. and various print surface separately and give identical function.And then, also may be used for giving sliding to Wood member surface.
Claims (2)
1. an active energy ray curable adhensive compositions, relative to active energy ray hardening compound (B) 100 mass parts, with the scope more than 0.01 mass parts, below 3 mass parts containing paraffin or polyolefine (A), the number average molecular weight of described paraffin or polyolefine (A) is more than 320 and less than 1000, and is liquid at 25 DEG C.
2. the component with hardened coating film, it is being selected from going up at least partially of at least one component in glass, plastics, metal, Wood member and paper, arranges the hardened coating film formed by active energy ray curable adhensive compositions as claimed in claim 1 and form.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013071124A JP5374761B1 (en) | 2013-03-29 | 2013-03-29 | Active energy ray-curable composition |
| JP2013-071124 | 2013-03-29 |
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| Publication Number | Publication Date |
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| CN104073036A CN104073036A (en) | 2014-10-01 |
| CN104073036B true CN104073036B (en) | 2016-01-20 |
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| Country | Link |
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| JP (1) | JP5374761B1 (en) |
| KR (1) | KR101437093B1 (en) |
| CN (1) | CN104073036B (en) |
| TW (1) | TWI470045B (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| TWI602866B (en) * | 2013-04-09 | 2017-10-21 | Toagosei Co Ltd | Active energy ray-curable resin composition |
| JP6674736B2 (en) * | 2014-12-01 | 2020-04-01 | Ｄｉｃグラフィックス株式会社 | Active energy ray-curable composition |
| CN108481856A (en) * | 2015-03-18 | 2018-09-04 | 理研科技株式会社 | Hard conating laminate film and its production method |
| CN107428141B (en) | 2015-03-18 | 2019-12-03 | 理研科技株式会社 | Hard conating stacked film |
| EP3272527B1 (en) | 2015-03-18 | 2022-05-11 | Riken Technos Corporation | Anti-glare hard coat laminated film |
| KR102516912B1 (en) | 2015-03-18 | 2023-03-31 | 리껭테크노스 가부시키가이샤 | Adhesive film |
| US11433651B2 (en) | 2015-03-18 | 2022-09-06 | Riken Technos Corporation | Hard coat laminated film |
| KR102551428B1 (en) | 2015-03-18 | 2023-07-04 | 리껭테크노스 가부시키가이샤 | Multilayer hard coating film |
| CN107405859B (en) | 2015-03-18 | 2020-04-17 | 理研科技株式会社 | Shaped body |
| US11774166B2 (en) | 2015-11-25 | 2023-10-03 | Riken Technos Corporation | Door body |
| TWI745316B (en) | 2015-11-25 | 2021-11-11 | 日商理研科技股份有限公司 | Door |
| JP6644534B2 (en) | 2015-12-08 | 2020-02-12 | リケンテクノス株式会社 | Hard coat laminated film |
| EP3808800B1 (en) | 2016-09-14 | 2022-01-05 | Riken Technos Corporation | Hard coat laminated film |
| JP7064313B2 (en) | 2016-11-25 | 2022-05-10 | リケンテクノス株式会社 | Hardcourt laminated film |
| JP6676870B1 (en) * | 2019-12-24 | 2020-04-08 | 東洋インキＳｃホールディングス株式会社 | Active energy ray-curable ink composition and printed matter |
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| CN1649734A (en) * | 2002-05-02 | 2005-08-03 | 帝人杜邦菲林日本株式会社 | Laminated film for optical use |
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| JP3539678B2 (en) * | 2000-06-16 | 2004-07-07 | 株式会社日本触媒 | Method for producing spherical particles |
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| JP2008007595A (en) * | 2006-06-28 | 2008-01-17 | Mitsubishi Rayon Co Ltd | Curable resin composition and coating material |
| TWI544062B (en) * | 2009-02-20 | 2016-08-01 | Dainippon Ink & Chemicals | Polymeric liquid crystal composition |
| JP2010229287A (en) | 2009-03-27 | 2010-10-14 | Aica Kogyo Co Ltd | Curable resin composition and film |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1649734A (en) * | 2002-05-02 | 2005-08-03 | 帝人杜邦菲林日本株式会社 | Laminated film for optical use |
| CN102206439A (en) * | 2010-03-24 | 2011-10-05 | Dic株式会社 | Inorganic particle dispersoid, energy ray-curable resin composition and film |
| JP2012062364A (en) * | 2010-09-14 | 2012-03-29 | Toppan Printing Co Ltd | Hardcoat film and touch panel using the same |
| JP2013014729A (en) * | 2011-07-06 | 2013-01-24 | Daicel Corp | Transparent film, method for manufacturing the same and method of using the same |
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| TWI470045B (en) | 2015-01-21 |
| KR101437093B1 (en) | 2014-09-03 |
| CN104073036A (en) | 2014-10-01 |
| JP5374761B1 (en) | 2013-12-25 |
| TW201437304A (en) | 2014-10-01 |
| JP2014193978A (en) | 2014-10-09 |
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