CN115305020B - Glue for ultraviolet light-curable packaging film and application method thereof - Google Patents

Glue for ultraviolet light-curable packaging film and application method thereof Download PDF

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CN115305020B
CN115305020B CN202211132066.7A CN202211132066A CN115305020B CN 115305020 B CN115305020 B CN 115305020B CN 202211132066 A CN202211132066 A CN 202211132066A CN 115305020 B CN115305020 B CN 115305020B
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curable
glue
parts
monomer
monofunctional
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CN115305020A (en
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毋妍妍
何鑫
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Xi'an Smovy New Materials Co ltd
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Xi'an Smovy New Materials Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16

Abstract

The application discloses glue for an ultraviolet light-curable packaging film and a use method thereof, wherein the glue comprises the following raw materials in parts by mass: 20-50 parts of monofunctional photo-curable monomer, 40-60 parts of difunctional photo-curable monomer, 10-20 parts of polyfunctional photo-curable monomer and 1-10 parts of photoinitiator; wherein the addition amount of the polyfunctional monomer is 2-10% of the total mass of the glue, and the monofunctional monomer is a mixture of specific alicyclic group-containing and aromatic group-containing in a certain proportion. The glue can improve indexes such as curing rate, curing shrinkage, light transmittance, tensile property and strength, and the like, and the cured film formed by the glue has higher light curing rate and lower curing shrinkage, not only meets the optical and curing requirements of a packaging structure, but also has more proper viscosity, surface tension and mechanical property, and is more suitable for packaging by inkjet printing which is mainstream at present, and higher packaging effect is maintained.

Description

Glue for ultraviolet light-curable packaging film and application method thereof
Technical Field
The application belongs to the technical field of organic film packaging, and particularly relates to glue for an ultraviolet light-curable packaging film and a use method thereof.
Background
In the conventional flexible OLED (Organic Light Emitting Diodes, abbreviated as OLED), in order to have certain flexibility and water-oxygen barrier property, a thin film packaging structure of alternately laminating inorganic layers/organic layers/inorganic layers is often adopted. The organic layer is usually a cured adhesive film prepared from ultraviolet-curable monomers, the ultraviolet-curable packaging film is coated on an inorganic film layer of an OLED product by using glue in an inkjet printing mode, and the monomers in the glue are subjected to polymerization reaction to form a film by irradiation of an ultraviolet light source. The inorganic layer is prepared by a method of generating plasma by sputtering or vapor deposition, etc.
The OLED packaging aims to isolate the light-emitting device from the environment, prevent invasion of bad substances such as moisture and oxygen, prevent external force from damaging and stabilize various parameters of the device, and further improve the service life of the OLED. In order to realize efficient encapsulation of the OLED, the glue for the ultraviolet-curable encapsulation film needs to have higher curing rate and lower curing shrinkage, and meanwhile, the cured adhesive film prepared by photocuring the glue for the ultraviolet-curable encapsulation film needs to have higher light transmittance, excellent tensile property and strength.
Currently, the prior art cannot achieve the simultaneous improvement of curing rate, curing shrinkage, light transmittance, tensile property and strength, for example, chinese patent publication No. CN113248653a discloses a composition for encapsulating an organic light emitting device and an organic light emitting device display apparatus, and the composition prepared by using the synergistic effect of acrylic esters of cycloalkanes and non-aromatic photo-curing monomers reduces plasma etching rate and dielectric constant after curing, and has excellent photo-curing rate and hardness, so that the organic light emitting device can be effectively encapsulated. However, it is difficult for the composition for encapsulating an organic light emitting device to simultaneously satisfy performance indexes such as high light transmittance, high flexibility (deformation and cracking are not easily generated under the action of external force) and the like required for increasing thin film encapsulation.
In view of the above, the present inventors have provided a glue for an ultraviolet curable packaging film and a method for using the same, so as to overcome the defects of the prior art.
Disclosure of Invention
The application aims to overcome the defects of the prior art, and provides glue for an ultraviolet light-curable packaging film and a using method thereof, which are used for solving the problem that the curing rate, the curing shrinkage, the light transmittance, the tensile property and the hardness are difficult to improve simultaneously in the prior art.
The aim of the application is realized by the following technical scheme:
the glue for the ultraviolet light-curable packaging film comprises the following raw materials in parts by mass: 20-50 parts of monofunctional photo-curable monomer, 40-60 parts of difunctional photo-curable monomer, 10-20 parts of polyfunctional photo-curable monomer and 1-10 parts of photoinitiator;
wherein the addition amount of the polyfunctional photo-curable monomer is 2-10% of the total mass of the glue for the ultraviolet-curable packaging film. The ultraviolet light-curable glue for packaging films is used for balancing the curing rate, hardness, tensile strength and other properties of the glue for packaging films, so that the glue for ultraviolet light-curable packaging films has excellent inkjet printing properties.
In the present application, a "monofunctional" monomer refers to a monomer containing one photocurable functional group; "difunctional" monomer refers to a monomer containing two photocurable functional groups and "polyfunctional" monomer refers to a monomer containing three or more photocurable functional groups.
Further, the monofunctional photocurable monomer is a mixture of an alicyclic group-containing monofunctional photocurable monomer and an aromatic group-containing monofunctional photocurable monomer, and the mass part ratio of the alicyclic group-containing monofunctional photocurable monomer to the aromatic group-containing monofunctional photocurable monomer is (5-15): (20-40);
preferably, the cycloaliphatic group-containing monofunctional photocurable monomer has a glass transition temperature of 50 ℃ to 150 ℃.
The glass transition temperature (Tg) is an important reference index for designing a formulation of the glue for encapsulation, and is low, molecules of the glue for encapsulation are soft and are easy to infiltrate into a substrate, but the Tg is too low, a cured adhesive film is too soft to be used normally, and if the Tg is too high, the heat resistance of the glue for encapsulation can be improved, but the cured adhesive film is often poor in flexibility and cannot meet the encapsulation of a flexible OLED. Therefore, the application selects the monofunctional photo-curable monomer containing alicyclic groups with Tg of 50-150 ℃ and simultaneously cooperates with the monofunctional photo-curable monomer containing aromatic groups to effectively improve the mechanical property and the thermal stability of the glue for encapsulation, and simultaneously reduce the curing shrinkage rate and improve the transmittance of the cured glue film.
Further, the monofunctional photo-curable monomer containing alicyclic groups is one or more of 4-tert-butylcyclohexyl acrylate, dicyclopentenyl acrylate, 3, 5-trimethylcyclohexyl acrylate, dicyclopentenyl ethoxylated methacrylate, cyclohexyl methacrylate and isobornyl acrylate.
Further, the aromatic group-containing monofunctional photocurable monomer is polyethylene glycol o-phenyl ether acrylate, 7-phenoxyheptyl (meth) acrylic acid, 8-phenoxyoctyl acrylate, 8-phenoxyoctyl (meth) acrylate, 9-phenoxynonyl (meth) acrylate, 1- (biphenyl-2-yloxy) ethyl (meth) acrylate, 2- (2- (2- ([ 1,1' -biphenyl ] -2-oxo-ethoxy) acrylate, 2-phenoxyethyl acrylate, 2- ([ 1,1':4', 1' -terphenyl ] -2' -oxy) acrylate, ethyl 2- (p-tolyloxy) acrylate, ethyl 2- (m-tolyloxy) acrylate, ethyl 2- (3-methoxyphenoxy) acrylate, ethyl 2-phenoxyethyl acrylate, 2-phenoxyethyl (meth) acrylate, 3-phenoxypropyl (meth) acrylate, 4-phenoxybutyl (meth) acrylate, 5-phenoxypentyl (meth) acrylate, 6-phenoxyhexyl (meth) acrylate, 7-phenoxyheptyl acrylate, 10-phenoxydecyl (meth) acrylate, 2- ([ 1,1 '-biphenyl ] -4-yloxy) ethyl acrylate, 2- (4-propylphenyl) ethyl (meth) acrylate, 2- (3-methylphenyl) ethyl (meth) acrylate, 2- (4- (1-methylethyl) phenyl) ethyl (meth) acrylate, 2- (4-methoxyphenyl) ethyl (meth) acrylate, 2- (4-cyclohexylphenyl) ethyl (meth) acrylate, 2- ([ 1,1' -biphenyl ] -4-yloxy) ethyl (meth) acrylate, 3- ([ 1,1 '-biphenyl ] -4-yloxy) propyl acrylate, 2- (3-phenylphenyl) ethyl (meth) acrylate, 4- (biphenyl-2-yloxy) butyl (meth) acrylate, 3- ([ 1,1' -biphenyl ] -4-yloxy) propyl (meth) acrylate, 4- ([ 1,1' -biphenyl ] -4-yloxy) butyl acrylate, 4-phenylbutyl (meth) acrylate, 2- (2-methylphenyl) ethyl (meth) acrylate, 2- (2-chlorophenyl) ethyl (meth) acrylate, 2- (3-chlorophenyl) ethyl (meth) acrylate, 4- (biphenyl-2-yloxy) ethyl (meth) acrylate, 3- (biphenyl-2-yloxy) ethyl (meth) acrylate, 2- (4-chlorophenyl) ethyl (meth) acrylate, 2- (4-bromophenyl) ethyl (meth) acrylate, 2- (biphenyl-2-yloxy) butyl (meth) acrylate, 1- (biphenyl-2-yloxy) butyl (meth) acrylate, 4- (biphenyl-2-yloxy) propyl (meth) acrylate, 3- (biphenyl-2-yloxy) propyl (meth) acrylate, 2- (biphenyl-2-yloxy) propyl (meth) acrylate, 1- (biphenyl-2-yloxy) propyl (meth) acrylate, any one of 2- (biphenyl-2-yloxy) ethyl (meth) acrylate and 2- ([ 1,1' -biphenyl ] -2-yl) acrylate.
Preferably, the aromatic group-containing monofunctional photocurable monomer used in the present application contains at least 2 benzene rings in order to provide excellent tensile strength and hardness to the cured adhesive film, while the aromatic group-containing monofunctional photocurable monomer used has a relative molecular weight of 200 to 400g/mol in order to improve the crosslinking density of the glue and toughness of the cured adhesive film.
Specifically, the monofunctional photocurable monomer containing an aromatic group used in the application is any one of 2- ([ 1,1' -biphenyl ] -2-oxy) ethyl 2- ([ 1,1' -biphenyl ] -4-yloxy) ethyl acrylate, 3- ([ 1,1' -biphenyl ] -4-yloxy) propyl (methyl) acrylate, 4- (biphenyl-2-yloxy) butyl (methyl) acrylate, 2- (2- (2- ([ 1,1' -biphenyl ] -2-oxo) ethoxy) acrylate, 2- ([ 1,1' -biphenyl ] -2-yl) acrylate and 2- ([ 1,1':4', 1' -terphenyl ] -2' -oxy) acrylate.
Further, the carbon chain of the difunctional photo-curable monomer connected with the photo-curable group has the number of carbon atoms of more than or equal to 10.
Specifically, the difunctional photo-curable monomer used in the application is one or more of decanediol dimethacrylate, undecanediol dimethacrylate, dodecanediol dimethacrylate, tridecanediol dimethacrylate, tetradecanediol dimethacrylate and pentadecanediol dimethacrylate.
Further, the polyfunctional photocurable monomer is one or more of trimethylolpropane triacrylate, pentaerythritol triacrylate, ethoxylated trimethylolpropane triacrylate, propoxylated glycerol triacrylate, trimethylolpropane trimethacrylate, ditrimethylolpropane tetraacrylate, polydipentaerythritol pentaacrylate, sorbitol pentaacrylate, dipentaerythritol hexaacrylate.
Preferably, the multifunctional photocurable monomer used in the present application is a monomer having 4 or more photocurable functional groups. In particular to one or more of poly-dipentaerythritol pentaacrylate, sorbitol pentaacrylate and dipentaerythritol hexaacrylate.
The multi-functional photo-curable monomer adopted by the application contains more than 4 photo-curable functional group monomers, has higher reactivity, improves the cohesive force in a cured adhesive film, and simultaneously has the viscosity of 3000-8000 cps and the viscosity of the multi-functional photo-curable monomer at 25 ℃ effectively adjusts the viscosity and the surface tension of the glue for encapsulation, so that the viscosity of the glue for encapsulation is 10-30 mPa.S at 25 ℃ and the surface tension is 20-50 mN/m, thereby improving the inkjet printing performance of the glue for encapsulation.
Further, the photoinitiator component is a free radical initiator. Wherein the free radical initiator is at least one of triazine-based, acetophenone-based, benzophenone-based, thioxanthone-based, benzoin-based, phosphorus-based, and oxime-based photoinitiators.
Preferably, the photoinitiator used in the present application is a phosphorus-based photoinitiator, in particular one or more of diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide, benzyl (diphenyl) phosphine oxide, bis (2, 6-dimethoxybenzoyl) (2, 4-trimethylpentyl) phosphine oxide.
The phosphor-based photoinitiator can show better initiation performance under long-wavelength UV light in the glue for the ultraviolet-curable packaging film.
Furthermore, a certain amount of auxiliary agents can be added according to actual needs, and any one or more of polymerization inhibitors, surfactants, antioxidants, defoamers and leveling agents are adopted as the auxiliary agents.
On the other hand, the application provides a using method of glue for an ultraviolet light-curable packaging film, which comprises the following steps:
firstly, uniformly mixing 20-50 parts by mass of monofunctional photocurable monomer, 40-60 parts by mass of difunctional photocurable monomer, 10-20 parts by mass of polyfunctional photocurable monomer, 1-10 parts by mass of photoinitiator and 0-5 parts by mass of auxiliary agent according to the proportion of the glue components for the ultraviolet curable packaging film at 25-40 ℃;
uniformly attaching the ultraviolet light-curable packaging film on the surface of a device to be packaged by using glue through any one of flash evaporation, ink-jet printing, deposition, screen printing, spin coating or doctor blade coating;
and thirdly, finally, irradiating the glue for the ultraviolet-curable packaging film through an ultraviolet lamp with the wavelength of 250-400 nm to promote the formation of a cured glue film with the wavelength of 5-20 mu m.
Preferably, the second step adopts an inkjet printing (inkjet printing) mode.
Compared with the prior art, the technical scheme provided by the application has the following beneficial effects:
1. the application relates to glue for an ultraviolet light-curable packaging film, which mainly comprises single-functionality and double-functionality light-curable monomers and more than 4 multi-functionality light-curable monomers in a certain proportion; wherein the monofunctional photocurable monomer is a mixture of alicyclic group-containing and aromatic group-containing in a specific ratio, providing lower cure shrinkage and higher light transmittance as well as excellent thermal stability. However, as the curing speed of the mixture containing alicyclic groups and aromatic groups is too slow, the application adds the monomer containing more than 4 photo-curable functional groups, thereby effectively improving the curing speed, and simultaneously having better hardness and wear resistance after film formation, so that the prepared cured adhesive film is flatter, thereby being beneficial to the deposition of inorganic particles of an inorganic layer; in addition, in order to balance physical properties such as hardness, the file of the application selects the difunctional photo-curable monomer containing long chains, thereby improving the flexibility of the cured adhesive film. In addition, the addition of the polyfunctional photo-curable monomer also effectively adjusts the viscosity and the surface tension in the system, so that the glue for the ultraviolet-curable packaging film has excellent inkjet printing performance.
2. According to the glue for the ultraviolet light-curable packaging film, the monofunctional light-curable monomer containing the alicyclic group with the Tg of 50-150 ℃ is selected, and the monofunctional light-curable monomer containing the aromatic group is matched, so that the mechanical property and the thermal stability of the glue for packaging are effectively improved, the curing shrinkage rate is reduced, the transmittance of a curing glue film is improved, and the transmittance of the glue film can reach more than 99%.
3. The cured film formed by the glue for the ultraviolet light curing packaging film has higher light curing rate and lower curing shrinkage rate, thereby not only meeting the optical requirement and curing speed requirement of a packaging structure, but also having more proper viscosity, surface tension and mechanical property, being more in line with the current mainstream ink jet printing mode for packaging, and further maintaining higher packaging effect.
4. The cured adhesive film prepared by the application has higher hardness and good toughness, and can very well solve the problems that the cured adhesive film is easy to deform and crack under the action of external force.
Detailed Description
Exemplary embodiments will be described in detail herein. The implementations described in the following exemplary examples do not represent all implementations consistent with the application. Rather, they are merely examples of certain aspects of the application that are consistent with the details of the claims below.
The present application will be described in further detail with reference to examples for better understanding of the technical aspects of the present application by those skilled in the art.
On one hand, the application provides glue for an ultraviolet light-curable packaging film, which comprises the following raw materials in parts by mass: 20-50 parts of monofunctional photo-curable monomer, 40-60 parts of difunctional photo-curable monomer, 10-20 parts of polyfunctional photo-curable monomer, 1-10 parts of photoinitiator and 0-5 parts of auxiliary agent; wherein the addition amount of the polyfunctional photo-curable monomer is 2-10% of the total mass of the glue for the ultraviolet-curable packaging film.
Specifically, the monofunctional photocurable monomer is a mixture of a monofunctional photocurable monomer containing an alicyclic group and a monofunctional photocurable monomer containing an aromatic group, and the mass ratio of the monofunctional photocurable monomer containing an alicyclic group to the monofunctional photocurable monomer containing an aromatic group is (5-15): (20-40); wherein the glass transition temperature of the monofunctional photocurable monomer containing alicyclic group is 50-150 ℃.
Preferably, the alicyclic group-containing monofunctional photocurable monomer used in the present application is one or more of 4-tert-butylcyclohexyl acrylate, dicyclopentenyl acrylate, 3, 5-trimethylcyclohexyl acrylate, dicyclopentenyl ethoxylated methacrylate, cyclohexyl methacrylate and isobornyl acrylate.
The monofunctional photocurable monomer containing an aromatic group contains at least 2 benzene rings and has a relative molecular weight of 200-400 g/mol, such as any one of 2- ([ 1,1 '-biphenyl ] -2-oxy) ethyl 2-acrylate, 2- ([ 1,1' -biphenyl ] -4-yloxy) ethyl acrylate, 3- ([ 1,1 '-biphenyl ] -4-yloxy) propyl (meth) acrylate, 4- (biphenyl-2-yloxy) butyl (meth) acrylate, 2- (2- ([ 1,1' -biphenyl ] -2-oxo) ethoxy) acrylate, 2- ([ 1,1 '-biphenyl ] -2-yl) acrylate, and 2- ([ 1,1':4',1 "-terphenyl ] -2' -oxy) acrylate.
The carbon chain of the difunctional photo-curable monomer connected with the photo-curable group is more than or equal to 10 carbon atoms. Specifically, the catalyst is one or more of decanediol dimethacrylate, undecanediol dimethacrylate, dodecanediol dimethacrylate, tridecanediol dimethacrylate, tetradecanediol dimethacrylate and pentadecanediol dimethacrylate.
The multifunctional photocurable monomer adopted by the application is a monomer containing more than 4 photocurable functional groups. In particular to one or more of poly-dipentaerythritol pentaacrylate, sorbitol pentaacrylate and dipentaerythritol hexaacrylate.
On the other hand, the application also provides a using method of the glue for the ultraviolet light-curable packaging film, which specifically comprises the following steps:
firstly, uniformly mixing 20-50 parts by mass of monofunctional photo-curable monomer, 40-60 parts by mass of difunctional photo-curable monomer, 10-20 parts by mass of polyfunctional photo-curable monomer and 1-10 parts by mass of photoinitiator according to the glue component ratio for the ultraviolet light-curable packaging film at 25-40 ℃;
uniformly attaching the ultraviolet light-curable packaging film on the surface of a device to be packaged by using glue through any one of flash evaporation, ink-jet printing, deposition, screen printing, spin coating or doctor blade coating;
and thirdly, finally, irradiating the glue for the ultraviolet-curable packaging film through an ultraviolet lamp with the wavelength of 250-400 nm to promote the formation of a cured glue film with the wavelength of 5-20 mu m.
In order to illustrate the efficacy of the glue for the ultraviolet-curable packaging film, the inventor performs the following specific 4 examples and 5 comparative examples for verification:
example 1
The glue for the ultraviolet light-curable packaging film comprises the following raw materials in parts by mass: 50 parts of monofunctional photocurable monomer, 60 parts of difunctional photocurable monomer, 10 parts of polyfunctional photocurable monomer and 7 parts of photoinitiator.
Specifically, the monofunctional photocurable monomer used in this embodiment is a mixture of a monofunctional photocurable monomer containing an alicyclic group and a monofunctional photocurable monomer containing an aromatic group, and the mass ratio of the monofunctional photocurable monomer containing an alicyclic group to the monofunctional photocurable monomer containing an aromatic group is 15:40. wherein the selected monofunctional photo-curable monomer containing alicyclic groups is dicyclopentenyl acrylic ester (Tg=120℃), and the monofunctional photo-curable monomer containing aromatic groups is 2-acrylic acid 2- ([ 1, 1-biphenyl ] -2-oxo) ethyl ester (molecular weight is 268.31).
The difunctional photocurable monomer is dodecanediol dimethacrylate.
Polyfunctional photocurable monomer polydipentaerythritol pentaacrylate (4000 cps,25 ℃).
The photoinitiator is diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide.
Example 2
The glue for the ultraviolet light-curable packaging film comprises the following raw materials in parts by mass: 20 parts of monofunctional photocurable monomer, 40 parts of difunctional photocurable monomer, 2 parts of polyfunctional photocurable monomer and 2 parts of photoinitiator.
Specifically, the monofunctional photocurable monomer used in this embodiment is a mixture of a monofunctional photocurable monomer containing an alicyclic group and a monofunctional photocurable monomer containing an aromatic group, and the mass ratio of the monofunctional photocurable monomer containing an alicyclic group to the monofunctional photocurable monomer containing an aromatic group is 10:30. the monofunctional photocurable monomer containing an alicyclic group selected in this example was 4-tert-butylcyclohexyl acrylate (tg=65℃), and the monofunctional photocurable monomer containing an aromatic group was m-phenoxybenzyl methacrylate (molecular weight 254).
The difunctional photocurable monomer is dodecanediol dimethacrylate.
Polyfunctional photocurable monomer dipentaerythritol hexaacrylate (6000 cps,25 ℃).
The photoinitiator is diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide.
Example 3
The glue for the ultraviolet light-curable packaging film comprises the following raw materials in parts by mass: 40 parts of monofunctional photocurable monomer, 50 parts of difunctional photocurable monomer, 5 parts of polyfunctional photocurable monomer and 5 parts of photoinitiator.
Specifically, the monofunctional photocurable monomer used in this embodiment is a mixture of a monofunctional photocurable monomer containing an alicyclic group and a monofunctional photocurable monomer containing an aromatic group, and the mass ratio of the monofunctional photocurable monomer containing an alicyclic group to the monofunctional photocurable monomer containing an aromatic group is 5:20. the monofunctional photocurable monomer containing an alicyclic group selected in this example is isobornyl acrylate (tg=72℃), and the monofunctional photocurable monomer containing an aromatic group is 2-acrylic acid 2- ([ 1, 1-biphenyl ] -2-oxy) ethyl ester (molecular weight is 268.31).
The difunctional photocurable monomer is dodecanediol dimethacrylate.
Polyfunctional photocurable monomer polydipentaerythritol pentaacrylate (4000 cps,25 ℃).
The photoinitiator is diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide.
Example 4
The glue for the ultraviolet light-curable packaging film comprises the following raw materials in parts by mass: 40 parts of monofunctional photocurable monomer, 50 parts of difunctional photocurable monomer, 5 parts of polyfunctional photocurable monomer and 5 parts of photoinitiator.
Specifically, the monofunctional photocurable monomer used in this embodiment is a mixture of a monofunctional photocurable monomer containing an alicyclic group and a monofunctional photocurable monomer containing an aromatic group, and the mass ratio of the monofunctional photocurable monomer containing an alicyclic group to the monofunctional photocurable monomer containing an aromatic group is 10:30. wherein, the selected monofunctional photo-curable monomer containing alicyclic group is cyclohexyl methacrylate (Tg=105℃), and the monofunctional photo-curable monomer containing aromatic group is 2-acrylic acid 2- ([ 1, 1-biphenyl ] -2-oxy) ethyl ester (molecular weight is 268.31).
The difunctional photocurable monomer is tetradecanediol dimethacrylate.
Polyfunctional photocurable monomer dipentaerythritol hexaacrylate (6000 cps,25 ℃).
The photoinitiator is diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide.
Comparative example 1
The embodiment of comparative example 1 is different from example 3 only in that the monofunctional photocurable monomer of comparative example 1 is not a mixture, but is a monofunctional photocurable monomer having an alicyclic group, and the monofunctional photocurable monomer having an alicyclic group is isobornyl acrylate (tg=72℃), and the amount thereof is 40 parts, and the remaining components and the amounts thereof are exactly the same as in example 3.
Comparative example 2
The embodiment of comparative example 2 is different from example 3 only in that the monofunctional photocurable monomer of comparative example 2 is not a mixture, but is an aromatic group-containing monofunctional photocurable monomer, and the specific aromatic group-containing monofunctional photocurable monomer is 2-acrylic 2- ([ 1, 1-biphenyl ] -2-oxy) ethyl ester (molecular weight: 268.31) in an amount of 40 parts, and the remaining components and the addition amounts are exactly the same as in example 3.
Comparative example 3
The embodiment of comparative example 3 is different from that of example 3 only in that the polyfunctional photocurable monomer is not added in comparative example 3, and the remaining components and the addition amounts are exactly the same as those of example 3.
Comparative example 4
The embodiment of comparative example 4 is different from example 3 only in that the polyfunctional photocurable monomer of comparative example 4 is pentaerythritol tetraacrylate (500 cps,25 ℃) in an amount of 5 parts, and the remaining components and the addition amounts are exactly the same as example 3.
Comparative example 5
The embodiment of comparative example 5 is different from example 3 only in that the monofunctional photocurable monomer mixture composition in comparative example 5 is different, the alicyclic group-containing monofunctional photocurable monomer in comparative example 5 is dicyclopentenyl ethoxylated acrylate (tg=13℃), the aromatic group-containing monofunctional photocurable monomer is 2-propenoic acid 2- ([ 1, 1-biphenyl ] -2-oxo) ethyl ester (molecular weight is 268.31) as in example, and the mass ratio of the two is 5:20, and the other components and the amounts added were exactly the same as in example 3.
Further, the inventors conducted performance tests on the glue for ultraviolet curable packaging films of the above examples 1 to 4 and comparative examples 1 to 5, specifically comprising the following aspects:
(1) CuringShrinkage ratio: printing an ultraviolet curable encapsulation film with glue on a glass substrate and at 30mW/cm 2 It was subjected to UV curing by UV irradiation to produce a cured adhesive film having dimensions of 5mm×3cm×1mm (width×length×thickness).
Cure shrinkage η= (Vb-Va)/vb×100%;
where Vb is the volume before curing and Va is the volume after curing.
(2) Transmittance: printing an ultraviolet curable encapsulation film with glue on a glass substrate and at 30mW/cm 2 The cured film was subjected to UV curing by UV irradiation to produce a cured film having a size of 3cm×7.5cm×18 μm (width×length×thickness), and then the transmittance of the cured film in the visible light range of 400nm to 700nm was measured by an ultraviolet spectrophotometer.
(3) Pencil hardness: printing an ultraviolet curable encapsulation film with glue on a glass substrate and at 30mW/cm 2 The resulting film was subjected to UV curing by UV irradiation to produce a cured film having dimensions of 120 mm. Times.50 mm. Times.0.3 mm (width. Times.length. Times.thickness), and pencil hardness measurements were carried out using an electric pencil hardness tester (CT-PC 2) of Mitsubishi (Mitsubishi) and a 6B-9H pencil. The pencil load on the sample was 500 grams, the pencil stretch angle was 45 °, and the pencil stretch speed was 48 mm/min. When scratches were generated one or more times after the evaluation five times, the measurement was performed using a pencil having the next lower pencil hardness, and the maximum pencil hardness value was obtained when there was no scratch in all the five evaluations.
(4) Tensile strength: printing an ultraviolet curable encapsulation film with glue on a glass substrate and at 30mW/cm 2 The cured film was then subjected to UV curing by UV irradiation to prepare a cured film, which was measured according to GB/T1040-92 general test method for mechanical Properties of plastics (stretching). Instrument: WDW-5A microcomputer controlled electronic universal tester; test conditions: the stretching speed was 1mm/min, at least 5 samples per group, and the test results were averaged.
The results of the properties of the compositions tested in each of the examples and comparative examples are shown in Table 1 below:
TABLE 1
From the data in table 1 and the test experiments described above, it is known that the prepared glue can simultaneously improve the curing rate, curing shrinkage, light transmittance, and various performance indexes of tensile property and hardness only when the glue for uv-curable packaging film contains a specific proportion of monofunctional photocurable monomer, difunctional photocurable monomer, polyfunctional photocurable monomer and photoinitiator, and the monofunctional photocurable monomer is a mixture of alicyclic group-containing monofunctional photocurable monomer and aromatic group-containing monofunctional photocurable monomer in a specific proportion.
The foregoing is only a specific embodiment of the application to enable those skilled in the art to understand or practice the application. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the application.
It will be understood that the application is not limited to what has been described above and that various modifications and changes may be made without departing from the scope thereof. The scope of the application is limited only by the appended claims.

Claims (6)

1. The glue for the ultraviolet light-curable packaging film is characterized by comprising the following raw materials in parts by mass: 20-50 parts of monofunctional photo-curable monomer, 40-60 parts of difunctional photo-curable monomer, 10-20 parts of polyfunctional photo-curable monomer and 1-10 parts of photoinitiator;
the monofunctional photo-curable monomer is a mixture of a monofunctional photo-curable monomer containing an alicyclic group and a monofunctional photo-curable monomer containing an aromatic group, and the mass ratio of the monofunctional photo-curable monomer containing an alicyclic group to the monofunctional photo-curable monomer containing an aromatic group is (5-15): (20-40), wherein the glass transition temperature of the monofunctional photocurable monomer containing alicyclic groups is 50-150 ℃, the monofunctional photocurable monomer containing aromatic groups contains at least 2 benzene rings, and the relative molecular weight is 200-400 g/mol;
the multi-functionality photocurable monomer is a monomer having greater than 4 photocurable functional groups.
2. The glue for ultraviolet light-curable packaging films according to claim 1, wherein the carbon chain of the difunctional light-curable monomer connected with the light-curable functional group has a carbon number of 10 or more.
3. The glue for ultraviolet light-curable packaging film according to claim 2, wherein the difunctional light-curable monomer is one or more of decanediol dimethacrylate, undecanediol dimethacrylate, dodecanediol dimethacrylate, tridecanediol dimethacrylate, tetradecanediol dimethacrylate and pentadecanediol dimethacrylate.
4. The glue for ultraviolet light curable packaging film according to claim 3, wherein the polyfunctional photocurable monomer is one or more of polydipentaerythritol pentaacrylate, sorbitol pentaacrylate, dipentaerythritol hexaacrylate.
5. The glue for ultraviolet light curable packaging film according to claim 1, wherein the photoinitiator is a radical initiator.
6. A method for using the glue for the ultraviolet light-curable packaging film according to any one of claims 1 to 5, which is characterized by comprising the following steps:
firstly, uniformly mixing 20-50 parts by mass of monofunctional photo-curable monomer, 40-60 parts by mass of difunctional photo-curable monomer, 10-20 parts by mass of polyfunctional photo-curable monomer and 1-10 parts by mass of photoinitiator according to the glue component ratio for the ultraviolet light-curable packaging film at 25-40 ℃;
uniformly attaching the ultraviolet light-curable packaging film on the surface of a device to be packaged by using glue through any one of flash evaporation, ink-jet printing, deposition, screen printing, spin coating or doctor blade coating;
and thirdly, finally, irradiating the glue for the ultraviolet-curable packaging film through an ultraviolet lamp with the wavelength of 250-400 nm to promote the formation of a cured glue film with the wavelength of 5-20 mu m.
CN202211132066.7A 2022-09-16 2022-09-16 Glue for ultraviolet light-curable packaging film and application method thereof Active CN115305020B (en)

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CN115895377B (en) * 2023-01-06 2023-11-24 西安思摩威新材料有限公司 Solvent type high refractive index composition and application thereof in OLED display device

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017219619A1 (en) * 2016-06-23 2017-12-28 唐天 Visible light curable glue and preparation method therefor
CN108641550A (en) * 2018-05-25 2018-10-12 广州惠利电子材料有限公司 A kind of curing insulation protection glue and its preparation method and application
CN113004808A (en) * 2021-03-12 2021-06-22 西安思摩威新材料有限公司 Low-dielectric-coefficient ultraviolet curing adhesive and use method and application thereof
CN113088239A (en) * 2021-05-24 2021-07-09 烟台大学 Ultraviolet light chain initiated self-reaction low-viscosity high-thickness full-curing glue

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017219619A1 (en) * 2016-06-23 2017-12-28 唐天 Visible light curable glue and preparation method therefor
CN108641550A (en) * 2018-05-25 2018-10-12 广州惠利电子材料有限公司 A kind of curing insulation protection glue and its preparation method and application
CN113004808A (en) * 2021-03-12 2021-06-22 西安思摩威新材料有限公司 Low-dielectric-coefficient ultraviolet curing adhesive and use method and application thereof
CN113088239A (en) * 2021-05-24 2021-07-09 烟台大学 Ultraviolet light chain initiated self-reaction low-viscosity high-thickness full-curing glue

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