CN103627282B - BOPP UV light-cured acrylate polymer coating and preparation method thereof - Google Patents
BOPP UV light-cured acrylate polymer coating and preparation method thereof Download PDFInfo
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- CN103627282B CN103627282B CN201310511523.8A CN201310511523A CN103627282B CN 103627282 B CN103627282 B CN 103627282B CN 201310511523 A CN201310511523 A CN 201310511523A CN 103627282 B CN103627282 B CN 103627282B
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Abstract
The invention belongs to acrylic ester polymer paint field, disclose a kind of BOPP UV light-cured acrylate polymer coating and its preparation method and application.This BOPP UV light-cured acrylate polymer coating comprises (methyl) acrylic ester prepolymer and light trigger, can be applicable in the coating of BOPP film.The present invention is by the kind of adjustment synthon, BOPP UV light-cured acrylate polymer coating can be obtained through reaction, this coating has good cohesive force and sticking power, a large amount of oxyethyl groups is there is in structure, make acrylic ester polymer coating have good snappiness and low-shrinkage, the degradation owing to using the auxiliary agent such as thickening material, tenderizer to cause can be avoided; There is curing reaction in the photoactivatable groups in structure, without the need to adding small molecules auxiliary agent, avoid that the high cohesive force that causes of small molecules shrinking percentage declines, the problem of easy to crack, easy generation line shape space and buckling deformation under uviolizing.
Description
Technical field
The invention belongs to acrylic ester polymer paint field, particularly a kind of BOPP UV light-cured acrylate polymer coating and its preparation method and application.
Background technology
Ultraviolet photocureable material at home and abroad comes into one's own with advantages such as its fast setting, low stain, less energy-consumption, high-level efficiency, is widely used in the aspects such as metal, timber, plastic coating, ink printing, textile printing, fibre coating, sizing agent.Pressure-sensitive sizing agent is called for short pressure sensitive adhesive, has easy to use, opens the rear feature generally not affecting adherend surface, is that a class uses sizing agent very widely.Pressure sensitive adhesive is normally base-material with long chain polymer, adds tackifying resin and tenderizer obtains; Sometimes force of cohesion and can be improved in order to improve liquidity and often add weighting agent, and add protective agent to improve stability and oxidation-resistance.Because long chain acrylate base polymer has good weathering resistance, thermotolerance, erosion resistance, oil-proofness, sticking power is high, and it on skin without impact, therefore it is widely used as pressure sensitive adhesive base-material, as Biaxially oriented polypropylene film (BOPP) (BOPP).But because acrylic ester polymer is generally chain linear structure, performance variation with temperature and larger change occurs, weathering resistance is poor, shrinking percentage is large, and increase the weighting agent normally small molecule monomer of force of cohesion, the volumetric shrinkage in solidification process is larger; If shrink the internal stress produced cannot discharge, the phenomenon of turning white after will causing occurring adhesive curing when using pressure sensitive adhesive, easily makes bonding material falls back.Pressure sensitive adhesive industry production adopts the mode such as thermofixation and hot melt often, big energy-consuming, and efficiency is lower.
Summary of the invention
In order to overcome the shortcoming of above-mentioned prior art with not enough, primary and foremost purpose of the present invention is to provide a kind of BOPP UV light-cured acrylate polymer coating.The present invention introduces oxyethyl group in acrylic ester prepolymer side chain, and acrylic ester prepolymer can be made to have, and shrinking percentage is low, snappiness is good, the excellent feature of dilution property; In the side chain of acrylic ester prepolymer, also introduce the reactive group that can carry out ultraviolet light polymerization simultaneously, make to contain unsaturated carbon-carbon double bond in the coating system obtained to carry out ultraviolet light polymerization, irradiation post-consumer polymer through UV-light occurs crosslinked, can when not adding small molecules auxiliary agent the force of cohesion of effective raising system, increase the service life.
Another object of the present invention is the preparation method providing a kind of above-mentioned BOPP UV light-cured acrylate polymer coating.
Still a further object of the present invention is to provide the application of above-mentioned BOPP UV light-cured acrylate polymer coating in the coating of BOPP film.
Object of the present invention is realized by following proposal:
A kind of BOPP UV light-cured acrylate polymer coating, comprises (methyl) acrylic ester prepolymer and light trigger; Described (methyl) acrylic ester prepolymer has following structure:
Wherein, R is H or CH
3, n=1 ~ 6, x=1 ~ 500, y=50 ~ 500, z=2 ~ 500.
Introduce in above-mentioned (methyl) acrylic ester prepolymer side chain and have oxyethyl group, have the advantages that shrinking percentage is low, snappiness is good, dilution property is excellent; Introduce the unsaturated double-bond reactive group that can carry out ultraviolet light polymerization simultaneously, the coating system obtained is made to carry out ultraviolet light polymerization, irradiation post-consumer polymer through UV-light occurs crosslinked, can when not adding small molecules auxiliary agent the force of cohesion of effective raising system, increase the service life.
Described light trigger refers to α, alpha, alpha-dimethyl oxygen base-α-phenyl acetophenone, α, α-diethoxy acetophenone, 2-hydroxyl-2 methyl isophthalic acids-phenyl-1-acetone, isopropyl phenyl-2-hydroxy-2-methyl acetone, 1-hydroxy-cyciohexyl benzophenone, 2-methyl isophthalic acid-(4-first mercaptophenyl)-2-morpholine-1-acetone, 2-phenyl-2,2-dimethylamino-1-(4-morpholinyl phenyl)-1-butanone, 2, at least one in 4,6-trimethylbenzoyl diethyl phosphonate and benzophenone.
The mass ratio of described (methyl) acrylic ester prepolymer and light trigger is 100:(1 ~ 5).
A preparation method for above-mentioned BOPP UV light-cured acrylate polymer coating, comprises the following steps:
(methyl) glycidyl acrylate, ethoxyethoxyethyl acrylate, (methyl) alkyl acrylate, part initiator are added in solvent and mixes, reacting by heating, then add residue initiator and continue reaction; Add catalyzer, stopper, (methyl) vinylformic acid, temperature reaction, obtain (methyl) acrylic ester prepolymer, add light trigger, obtain BOPP UV light-cured acrylate polymer coating.
Solvent for use, (methyl) glycidyl acrylate, ethoxyethoxyethyl acrylate, (methyl) alkyl acrylate, initiator, catalyzer, stopper and (methyl) acrylic acid mass ratio are (150 ~ 200): (10 ~ 40): (50 ~ 80): (10 ~ 30): (3 ~ 4): (0.5 ~ 1): (0.2 ~ 0.5): (12 ~ 20).
The mass ratio of described (methyl) acrylic ester prepolymer and light trigger is 100:(1 ~ 5).
Described part initiator accounts for 60 ~ 75% of initiator total mass.
Described reacting by heating refers to stirring reaction 0.5 ~ 0.8h at 75 ~ 80 DEG C.
Preferably, described reacting by heating is carried out under the environment of logical nitrogen.
The described continuation reaction times is 10 ~ 15h.
Described temperature reaction refers to be warming up to 102 ~ 110 DEG C of reaction 4 ~ 5h.
Described solvent nail benzene, dimethylbenzene or pimelinketone.
Described (methyl) alkyl acrylate refers at least one in (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, isoamyl acrylate and (methyl) Ethyl acrylate.
Described initiator refers at least one in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), 2,2'-Azobis(2,4-dimethylvaleronitrile) and azo dicyclohexyl formonitrile HCN.
Described catalyzer refers at least one in Tetrabutyl amonium bromide, tetrabutylammonium chloride, 4-butyl ammonium hydrogen sulfate, benzyl triethyl ammonium bromide, bromination tributyl benzylamine, trioctylphosphine brometo de amonio, tri-n-octyl methyl ammonium chloride and 4-butyl ammonium fluoroborate.
Described stopper refers at least one in Resorcinol, para benzoquinone, toluhydroquinone, MEHQ, 2-Tert. Butyl Hydroquinone and 2,5 di tert butyl hydroquinone.
The application of above-mentioned BOPP UV light-cured acrylate polymer coating in the coating of BOPP film, realized by following methods: use coating roller to be evenly coated on BOPP film by BOPP UV light-cured acrylate polymer coating, under being placed in ultraviolet lamp, irradiate solidification.
The wavelength region of described ultraviolet lamp is 200 ~ 400nm.
Preferably, the thickness of described coating is 0.08mm.
Mechanism of the present invention is:
The present invention introduces oxyethyl group in acrylic ester prepolymer side chain, and acrylic ester prepolymer can be made to have, and shrinking percentage is low, snappiness is good, the excellent feature of dilution property; In the side chain of acrylic ester prepolymer, also introduce the reactive group that can carry out ultraviolet light polymerization simultaneously, make to contain unsaturated carbon-carbon double bond in the system obtained to carry out ultraviolet light polymerization, irradiation post-consumer polymer through UV-light occurs crosslinked, can when not adding small molecules auxiliary agent the force of cohesion of effective raising system, increase the service life.
The present invention, relative to prior art, has following advantage and beneficial effect:
(1) the present invention is by the kind of adjustment synthon, can obtain a series of BOPP UV light-cured acrylate polymer coating through reaction.
(2) UV light-cured acrylate polymer coating of the present invention has good cohesive force and sticking power, a large amount of oxyethyl groups is there is in structure, make acrylic ester polymer coating have good snappiness and low-shrinkage, the degradation owing to using the auxiliary agent such as thickening material, tenderizer to cause can be avoided; Meanwhile, there is curing reaction in photoactivatable groups appropriate in structure under uviolizing, and make the solidification of polymkeric substance appropriateness, the small molecules auxiliary agent that need not add increases force of cohesion can improve the force of cohesion of polymkeric substance.Can effectively avoid the high cohesive force that causes of small molecules shrinking percentage to decline, easily cracking, easily produce the problem of line shape space and buckling deformation.
(3) UV light-cured acrylate polymer coating of the present invention takes the mode of ultraviolet light polymerization to solidify, and process is simple rapidly, pollution is few, effectively can improve production rate, energy-conserving and environment-protective.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of the acrylic ester prepolymer S1 that embodiment 1 prepares.
Embodiment
Below in conjunction with embodiment and accompanying drawing, the present invention is described in further detail, but embodiments of the present invention are not limited thereto.
In the following example, each performance perameter is according to following standard test:
The volumetric shrinkage of polymkeric substance: measure by ISO3521;
The shearing resistance of polymkeric substance: measure by GB/T7124;
The annular initial adhesive strength of polymkeric substance: measure by FINATFTM9-2003;
180 ° of stripping strengths of polymkeric substance: measure by GB/2792-1998;
Polymkeric substance hold viscosity: measure by GB/4851-1998.
The embodiment 1:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the toluene getting 150 parts is placed in the reactor with agitator, prolong, and add glycidyl acrylate 40 parts, ethoxyethoxyethyl acrylate 50 parts, methyl acrylate 10 parts, Diisopropyl azodicarboxylate 2 parts successively, be uniformly mixed in the environment of logical nitrogen, be warming up to 75 DEG C, reaction 0.5h, add Diisopropyl azodicarboxylate 1 part again, continue reaction 10h, add the Tetrabutyl amonium bromide of 0.5 part, the hydroquinone of polymerization retarder of 0.2 part, 12 parts, vinylformic acid, be warming up to 102 DEG C of reaction 4h, obtained acrylic ester prepolymer S1;
Fig. 1 is the infrared spectrogram of the acrylic ester prepolymer S1 that step (1) obtains, as can be seen from FIG., at 1621cm
-1having there is double bond absorption peak in place, shows that acrylic acid double bond is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group.
(2) 1 part of α can be added in the acrylic ester prepolymer S1 of UV photocuring at gained, alpha, alpha-dimethyl oxygen base-α-phenyl acetophenone, mixes, and is coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.62%, shearing resistance 4.55 × 10
5pa, annular initial bonding strength 8.38N/25mm, 180 ° of stripping strengths are 8.09N/25mm, hold sticky 3.12h.
The embodiment 2:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the pimelinketone getting 200 parts is placed in agitator, in the reactor of prolong, and add glycidyl acrylate 10 parts successively, ethoxyethoxyethyl acrylate 80 parts, ethyl propenoate 10 parts, initiator 2,2'-Azobis(2,4-dimethylvaleronitrile) 3 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 80 DEG C, reaction 0.6h, add 2,2'-Azobis(2,4-dimethylvaleronitrile) 1 part again, after continuing reaction 15h, add the α of 1 part, α-diethoxy acetophenone, the para benzoquinone of 0.5 part, 20 parts, vinylformic acid, be warming up to 110 DEG C of reaction 5h, obtained acrylic ester prepolymer S2.Infrared test is done to S2, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that acrylic acid double bond is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 5 parts of α can be added in the acrylic ester prepolymer S2 of UV photocuring at gained, α-diethoxy acetophenone, mixes, and is coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 200nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.65%, shearing resistance 3.63 × 10
5pa, annular initial bonding strength 8.28N/25mm, 180 ° of stripping strengths are 8.11N/25mm, hold sticky 3.09h.
The embodiment 3:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the dimethylbenzene getting 180 parts is placed in agitator, in the reactor of prolong, and add glycidyl acrylate 20 parts successively, ethoxyethoxyethyl acrylate 50 parts, propyl acrylate 30 parts, 2,2'-Azobis(2,4-dimethylvaleronitrile) 2.5 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.7h, add 2,2'-Azobis(2,4-dimethylvaleronitrile) 1 part again, after continuing reaction 12h, add the 4-butyl ammonium hydrogen sulfate of 0.6 part, the toluhydroquinone of 0.3 part, 15 parts, vinylformic acid, be warming up to 105 DEG C of reaction 4.5h, obtained acrylic ester prepolymer S3.Infrared test is done to S3, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that acrylic acid double bond is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 4 parts of 2-hydroxyl-2 methyl isophthalic acids-phenyl-1-acetone can be added in the acrylic ester prepolymer S3 of UV photocuring at gained, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.66%, shearing resistance 3.62 × 10
5pa, annular initial bonding strength 8.35N/25mm, 180 ° of stripping strengths are 8.06N/25mm, hold sticky 3.05h.
The embodiment 4:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the pimelinketone getting 170 parts is placed in agitator, in the reactor of prolong, and add glycidyl acrylate 20 parts successively, ethoxyethoxyethyl acrylate 60 parts, butyl acrylate 20 parts, azo dicyclohexyl formonitrile HCN 2.5 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.8h, add azo dicyclohexyl formonitrile HCN 1 part again, after continuing reaction 13h, add the benzyl triethyl ammonium bromide of 0.8 part, the MEHQ of 0.4 part, 16 parts, vinylformic acid, be warming up to 105 DEG C of reaction 4h, obtained acrylic ester prepolymer S4. does infrared test to S4, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that acrylic acid double bond is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group,
(2) 3 parts of isopropyl phenyl-2-hydroxy-2-methyl acetone can be added in the acrylic ester prepolymer S4 of UV photocuring at gained, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 400nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.70%, shearing resistance 3.66 × 10
5pa, annular initial bonding strength 8.34N/25mm, 180 ° of stripping strengths are 8.13N/25mm, hold sticky 3.10h.
The embodiment 5:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the toluene getting 150 parts is placed in agitator, in the reactor of prolong, and add glycidyl methacrylate 40 parts successively, ethoxyethoxyethyl acrylate 50 parts, methyl methacrylate 10 parts, Diisopropyl azodicarboxylate 2 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 75 DEG C, reaction 0.5h, add Diisopropyl azodicarboxylate 1 part again, after continuing reaction 10h, add the bromination tributyl benzylamine of 0.5 part, the 2-Tert. Butyl Hydroquinone of 0.2 part, methacrylic acid 12 parts, be warming up to 106 DEG C of reaction 5h, obtained acrylic ester prepolymer S5.Infrared test is done to S5, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that the double bond of methacrylic acid is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 1 part of 1-hydroxy-cyciohexyl benzophenone can be added in the methacrylate prepolymers S5 of UV photocuring at gained, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.71%, shearing resistance 3.68 × 10
5pa, annular initial bonding strength 8.25N/25mm, 180 ° of stripping strengths are 8.04N/25mm, hold sticky 3.06h.
The embodiment 6:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the pimelinketone getting 200 parts is placed in agitator, in the reactor of prolong, and add glycidyl methacrylate 10 parts successively, ethoxyethoxyethyl acrylate 80 parts, β-dimethyl-aminoethylmethacrylate 10 parts, initiator 3 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 80 DEG C, reaction 0.5h, add 2,2'-Azobis(2,4-dimethylvaleronitrile) 1 part again, after continuing reaction 15h, add the trioctylphosphine brometo de amonio of 1 part, 0.5 part 2, 5-di-tert-butyl hydroquinone, methacrylic acid 20 parts, be warming up to 108 DEG C of reaction 5h, obtained acrylic ester prepolymer S6.Infrared test is done to S6, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that the double bond of methacrylic acid is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 5 parts of 2-methyl isophthalic acid-(4-first mercaptophenyl)-2-morpholine-1-acetone can be added in the methacrylate prepolymers S6 of UV photocuring at gained, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.75%, shearing resistance 3.67 × 10
5pa, annular initial bonding strength 8.29N/25mm, 180 ° of stripping strengths are 7.98N/25mm, hold sticky 3.13h.
The embodiment 7:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the dimethylbenzene getting 180 parts is placed in agitator, in the reactor of prolong, and add glycidyl methacrylate 20 parts successively, ethoxyethoxyethyl acrylate 50 parts, butyl methacrylate 30 parts, 2,2'-Azobis(2,4-dimethylvaleronitrile) 2.5 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.5h, add 2,2'-Azobis(2,4-dimethylvaleronitrile) 1 part again, after continuing reaction 12h, add the 4-butyl ammonium fluoroborate of 0.6 part, the Resorcinol of 0.3 part, methacrylic acid 15 parts, be warming up to 103 DEG C of reaction 4.5h, obtained acrylic ester prepolymer S7.Infrared test is done to S7, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that the double bond of methacrylic acid is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 4 parts of 2-phenyl-2 can be added in the methacrylate prepolymers S7 of UV photocuring at gained, 2-dimethylamino-1-(4-morpholinyl phenyl)-1-butanone, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.70%, shearing resistance 3.69 × 10
5pa, annular initial bonding strength 8.31N/25mm, 180 ° of stripping strengths are 7.97N/25mm, hold sticky 3.11h.
The embodiment 8:BOPP preparation of UV light-cured acrylate polymer coating
(1) by weight, the pimelinketone getting 170 parts is placed in agitator, in the reactor of prolong, and add glycidyl methacrylate 20 parts successively, ethoxyethoxyethyl acrylate 60 parts, N-Hexyl methacrylate 20 parts, azo dicyclohexyl formonitrile HCN 2.5 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.5h, add azo dicyclohexyl formonitrile HCN 1 part again, after continuing reaction 13h, add the tri-n-octyl methyl ammonium chloride of 0.8 part, the 2-Tert. Butyl Hydroquinone of 0.4 part, methacrylic acid 16 parts, be warming up to 104 DEG C of reaction 4h, obtained acrylic ester prepolymer S8.Infrared test is done to S8, from result, at 1621cm
-1having there is double bond absorption peak in place, shows that the double bond of methacrylic acid is successfully linked in binary polymerization objects system, thus introduce ultraviolet curing group;
(2) 3 part of 2,4,6-trimethylbenzoyl diethyl phosphonate can be added in the methacrylate prepolymers S8 of UV photocuring at gained, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.72%, shearing resistance 3.64 × 10
5pa, annular initial bonding strength 8.28N/25mm, 180 ° of stripping strengths are 8.03N/25mm, hold sticky 3.10h.
Comparative example 1: not containing the preparation of the acrylic ester polymer of optical active group
(1) by weight, the pimelinketone getting 170 parts is placed in the reactor with agitator, prolong, and add glycidyl acrylate 20 parts, ethoxyethoxyethyl acrylate 60 parts, butyl acrylate 20 parts, azo dicyclohexyl formonitrile HCN 2.5 parts successively, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.5h, then add azo dicyclohexyl formonitrile HCN 1 part, after continuing reaction 13h, obtained not containing the acrylic ester prepolymer T1 of optical active group;
(2) be not coated with the thick film of 0.08mm containing the acrylic ester prepolymer T1 of optical active group at BOPP film surface by gained, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 1.63%, shearing resistance 2.06 × 10
5pa, annular initial bonding strength 8.25N/25mm, 180 ° of stripping strengths are 8.21N/25mm, hold sticky 1.84h.
Comparative example 2: not containing the preparation of the acrylic ester polymer of ethoxy side chain
(1) by weight, the pimelinketone getting 170 parts is placed in agitator, in the reactor of prolong, and add glycidyl acrylate 20 parts successively, methyl acrylate 60 parts, butyl acrylate 20 parts, azo dicyclohexyl formonitrile HCN 2.5 parts, be uniformly mixed in the environment of logical nitrogen, be warming up to 78 DEG C, reaction 0.5h, add azo dicyclohexyl formonitrile HCN 1 part again, after continuing reaction 13h, add the tri-n-octyl methyl ammonium chloride of 0.8 part, the 2-Tert. Butyl Hydroquinone of 0.4 part, 16 parts, vinylformic acid, being warming up to 105 DEG C of reaction 4h obtains not containing the acrylic ester prepolymer T2 of ethoxy side chain,
(2) gained not containing the acrylic ester prepolymer T2 of ethoxy side chain in add 3 parts of benzophenone, mix, and be coated with the thick film of 0.08mm at BOPP film surface, distance wavelength is the ultraviolet lamp 4cm of 365nm, and it is as follows to irradiate performance after 10 seconds:
Volumetric shrinkage 5.37%, shearing resistance 1.94 × 10
5pa, annular initial bonding strength 7.98N/25mm, 180 ° of stripping strengths are 7.88N/25mm, hold sticky 2.67h.
Above-described embodiment is the present invention's preferably embodiment; but embodiments of the present invention are not restricted to the described embodiments; change, the modification done under other any does not deviate from spirit of the present invention and principle, substitute, combine, simplify; all should be the substitute mode of equivalence, be included within protection scope of the present invention.
Claims (10)
1. a BOPP UV light-cured acrylate polymer coating, is characterized in that comprising (methyl) acrylic ester prepolymer and light trigger; Described (methyl) acrylic ester prepolymer has following structure:
Wherein, R is H or CH
3, n=1 ~ 6, x=1 ~ 500, y=50 ~ 500, z=2 ~ 500.
2. BOPP UV light-cured acrylate polymer coating according to claim 1, it is characterized in that: described light trigger refers to α, alpha, alpha-dimethyl oxygen base-α-phenyl acetophenone, α, α-diethoxy acetophenone, 2-hydroxyl-2 methyl isophthalic acids-phenyl-1-acetone, isopropyl phenyl-2-hydroxy-2-methyl acetone, 1-hydroxy-cyciohexyl benzophenone, 2-methyl isophthalic acid-(4-first mercaptophenyl)-2-morpholine-1-acetone, 2-phenyl-2, 2-dimethylamino-1-(4-morpholinyl phenyl)-1-butanone, 2, 4, at least one in 6-trimethylbenzoyl diethyl phosphonate and benzophenone.
3. BOPP UV light-cured acrylate polymer coating according to claim 1, is characterized in that: the mass ratio of described (methyl) acrylic ester prepolymer and light trigger is 100:(1 ~ 5).
4. the preparation method for UV light-cured acrylate polymer coating of the BOPP according to any one of claims 1 to 3, is characterized in that comprising the following steps:
(methyl) glycidyl acrylate, ethoxyethoxyethyl acrylate, (methyl) alkyl acrylate, part initiator are added in solvent and mixes, reacting by heating, then add residue initiator and continue reaction; Add catalyzer, stopper, (methyl) vinylformic acid, temperature reaction, obtain (methyl) acrylic ester prepolymer, add light trigger, obtain BOPP UV light-cured acrylate polymer coating.
5. the preparation method of BOPP UV light-cured acrylate polymer coating according to claim 4, is characterized in that: solvent for use, (methyl) glycidyl acrylate, ethoxyethoxyethyl acrylate, (methyl) alkyl acrylate, initiator, catalyzer, stopper and (methyl) acrylic acid mass ratio are (150 ~ 200): (10 ~ 40): (50 ~ 80): (10 ~ 30): (3 ~ 4): (0.5 ~ 1): (0.2 ~ 0.5): (12 ~ 20).
6. the preparation method of BOPP UV light-cured acrylate polymer coating according to claim 4, is characterized in that: the mass ratio of described (methyl) acrylic ester prepolymer and light trigger is 100:(1 ~ 5).
7. the preparation method of BOPP UV light-cured acrylate polymer coating according to claim 4, is characterized in that: described part initiator accounts for 60 ~ 75% of initiator total mass; Described reacting by heating refers to stirring reaction 0.5 ~ 0.8h at 75 ~ 80 DEG C; The described continuation reaction times is 10 ~ 15h; Described temperature reaction refers to be warming up to 102 ~ 110 DEG C of reaction 4 ~ 5h.
8. the preparation method of BOPP UV light-cured acrylate polymer coating according to claim 4, is characterized in that: described solvent nail benzene, dimethylbenzene or pimelinketone; Described (methyl) alkyl acrylate refers at least one in (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, isoamyl acrylate and (methyl) Ethyl acrylate; Described initiator refers at least one in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), 2,2'-Azobis(2,4-dimethylvaleronitrile) and azo dicyclohexyl formonitrile HCN; Described catalyzer refers at least one in Tetrabutyl amonium bromide, tetrabutylammonium chloride, 4-butyl ammonium hydrogen sulfate, benzyl triethyl ammonium bromide, bromination tributyl benzylamine, trioctylphosphine brometo de amonio, tri-n-octyl methyl ammonium chloride and 4-butyl ammonium fluoroborate; Described stopper refers at least one in Resorcinol, para benzoquinone, toluhydroquinone, MEHQ, 2-Tert. Butyl Hydroquinone and 2,5 di tert butyl hydroquinone.
9. the application of UV light-cured acrylate polymer coating in the coating of BOPP film of the BOPP according to any one of claims 1 to 3, it is characterized in that being realized by following methods: use coating roller to be evenly coated on BOPP film by BOPP UV light-cured acrylate polymer coating, under being placed in ultraviolet lamp, irradiate solidification.
10. the application of BOPP UV light-cured acrylate polymer coating according to claim 9 in the coating of BOPP film, is characterized in that: the wavelength region of described ultraviolet lamp is 200 ~ 400nm; The thickness of described coating is 0.08mm.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201310511523.8A CN103627282B (en) | 2013-10-25 | 2013-10-25 | BOPP UV light-cured acrylate polymer coating and preparation method thereof |
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| CN201310511523.8A CN103627282B (en) | 2013-10-25 | 2013-10-25 | BOPP UV light-cured acrylate polymer coating and preparation method thereof |
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| CN103627282A CN103627282A (en) | 2014-03-12 |
| CN103627282B true CN103627282B (en) | 2016-01-20 |
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| CN1718567A (en) * | 2004-07-05 | 2006-01-11 | 北京清华紫光英力化工技术有限责任公司 | Acrylate kind oligomer with side chain containing unsaturated functional group, its proparation method and light solidifying paint composition containing same |
| CN103059316A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer modified by organic fluoride and ultraviolet curing coating prepared by polyurethane/polyacrylate copolymer |
| CN103059315A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer and BOPP (Biaxially-oriented Polypropylene) film prepared by same |
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| JP2004059782A (en) * | 2002-07-30 | 2004-02-26 | Kanegafuchi Chem Ind Co Ltd | Curable composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1718567A (en) * | 2004-07-05 | 2006-01-11 | 北京清华紫光英力化工技术有限责任公司 | Acrylate kind oligomer with side chain containing unsaturated functional group, its proparation method and light solidifying paint composition containing same |
| CN103059316A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer modified by organic fluoride and ultraviolet curing coating prepared by polyurethane/polyacrylate copolymer |
| CN103059315A (en) * | 2012-12-31 | 2013-04-24 | 中科院广州化学有限公司 | Polyurethane/polyacrylate copolymer and BOPP (Biaxially-oriented Polypropylene) film prepared by same |
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Address after: 510650 Guangdong city of Guangzhou province Tianhe District Xing Branch Road No. 368 Patentee after: Guangzhou Chemistry Co., Ltd. Chinese Academy of Sciences Address before: 510000 Guangdong city of Guangzhou province Tianhe District Xing Branch Road No. 368 Patentee before: Guangzhou Inst. of Chemistry, Chinese Academy of Sciences |