KR20150007076A - Uv curable liquid phase adhesive composition with high refractive - Google Patents

Uv curable liquid phase adhesive composition with high refractive Download PDF

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Publication number
KR20150007076A
KR20150007076A KR1020130081003A KR20130081003A KR20150007076A KR 20150007076 A KR20150007076 A KR 20150007076A KR 1020130081003 A KR1020130081003 A KR 1020130081003A KR 20130081003 A KR20130081003 A KR 20130081003A KR 20150007076 A KR20150007076 A KR 20150007076A
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South Korea
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acrylate
weight
diisocyanate
adhesive composition
high refractive
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KR1020130081003A
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Korean (ko)
Inventor
김동열
엄명용
이동우
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주식회사 코아컴
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Publication of KR20150007076A publication Critical patent/KR20150007076A/en

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/04Non-macromolecular additives inorganic
    • 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
    • C09J133/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/14Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • 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
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • 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
    • C09J9/00Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks

Abstract

The present invention relates to an ultraviolet curable high refractive liquid adhesive composition, and more particularly, to an adhesive composition used for bonding a cover glass and a plastic, and more particularly, to an adhesive composition used for bonding a cover glass and a plastic, The present invention relates to an ultraviolet curable high refractive index liquid adhesive composition capable of obtaining an adhesive having a high refractive index by using a polymer to improve low refractive index problems of existing resins.

Description

FIELD OF THE INVENTION [0001] The present invention relates to a UV curable high refractive liquid adhesive composition,

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an ultraviolet curable high refractive liquid adhesive composition, and more particularly, to an ultraviolet curable high refractive liquid adhesive composition used in a liquid type transparent adhesive used for bonding a touch panel to a glass and a plastic film.

In general, demand for touch panels is rapidly increasing as smartphones and tablet PCs are growing. It is expected that demand will explode with the growth of the mobile device market in the future. In particular, touch panels are being applied to more than 90% of smart phones due to popularization of smart phones.

There are a few requirements for adhesives used in such touch panels, one of which is that they should not impair visibility in relation to optical properties. This decrease in visibility is mainly caused by reflection and refraction of light. In addition, optical properties such as optical uniformity and transparency are required for the adhesive in order to improve the visibility. It is required to be optically uniform throughout the display on the front side to maintain the image quality of the display and also to have a high transmittance so as not to reduce the brightness characteristic of the display.

On the other hand, in terms of mechanical properties, the adhesive should be able to improve the stability of the device by bonding the touch panel and the LCD. If there is a defect in the adhesive layer when bonding with an adhesive, the film is peeled off and causes defects on the screen. Further, it is difficult to change the size of the adhesive in the driving environment, so that shrinkage and deformation of the adhesive film should not occur.

In the past, optically clear adhesive tapes and optically clear liquid adhesives have been developed as a method for satisfying the above-mentioned demanded properties of the adhesive.

Of these, optically transparent adhesive tapes have been widely used as adhesives for touch panels, and generally have a merit that they can be made very thin because they act as adhesives as their own materials without a base film or the like. Acrylic materials have been used for these materials, which have a high transmittance. The advantage of transparent adhesive tape is that it is excellent in adhesiveness to glass, metal, and plastic, so that it can be applied to various materials and is excellent in resistance to moisture and heat. In addition, it has characteristics that it can be easily handled in the process because it has the shape of tape and does not require curing process to induce additional curing reaction. In addition, since it is an adhesive itself, it has a feature that it does not flow out from the adhesive portion, and since it does not need a curing process, it has an advantage that it can be bonded regardless of the presence of opaque patterns.

Generally, the transparent adhesive tape is cut and supplied to a portion to be bonded at an appropriate size, rather than being formed in a sheet form, so that the problem of flow before curing of the adhesive generated in the liquid resin type adhesive does not occur.

However, since the transparent adhesive tape has the above-mentioned advantages, it is made of a tape, so that there is a problem that if there is a surface uneven structure, a defect occurs. In the case of a glass substrate, there is no problem because it is flat. However, since layers having different thicknesses are printed on the edge of a mobile device or the like, surface irregularities exist, and a transparent adhesive tape as a gel adhesive does not completely fill these irregularities A defect is generated. Another problem with transparent adhesive tapes is that they are expensive. It has a problem that it is applied in different form to each product because it is cut and used suitably for each product, and accordingly, the unit price is increased.

The transparent adhesive tape is generally applied to a cover glass using a lamination process, and the tape is applied using a drum. The tape is fixed on the drum, the protective film is removed from the tape, and a pressure is sequentially applied from one end of the tape so as to uniformly compress the tape without causing defects.

On the other hand, the ultraviolet ray curable liquid transparent adhesive has excellent characteristics of adhesion to glass, metal and plastic, and is excellent in resistance to moisture and excellent in thermal stability. In particular, since the adhesives can be suppressed due to the occurrence of defects at uneven portions, which is the biggest disadvantage occurring when using a transparent adhesive tape, it is inevitable to develop a liquid transparent adhesive that has better performance than the present.

DISCLOSURE OF THE INVENTION The present invention has been made in order to solve the above-mentioned problems, and an object of the present invention is to provide an adhesive composition for use in bonding a cover glass and a plastic, and particularly to an adhesive composition having a thiol end as a unit capable of increasing a refractive index by an ultraviolet curing method Refractive-index liquid adhesive composition which is capable of obtaining an adhesive having a high refractive index by improving the low refractive index problem of conventional resins using a sulfide-based polymer.

These and other objects and advantages of the present invention will become more apparent from the following description of a preferred embodiment thereof.

The object is achieved by an ultraviolet curable high refractive liquid adhesive comprising a polyurethane acrylate prepared from a polybutadiene polyol, a polyether polyol, a sulfide compound, an isocyanate compound, a chain extender and an acrylate monomer, a photoinitiator and an ultraviolet ray- ≪ / RTI >

The polyurethane acrylate may be prepared by mixing 30 to 50 parts by weight of the polyether polyol, 20 to 45 parts by weight of the sulfide compound, 70 to 120 parts by weight of the isocyanate compound, To 10 parts by weight of the acrylate monomer and 10 to 20 parts by weight of the acrylate monomer.

Preferably, it comprises 20 to 90% by weight of the polyurethane acrylate, 0.1 to 10% by weight of the photoinitiator, and 5 to 70% by weight of the UV-reactive monomer.

Preferably, the polybutadiene polyol includes a polybutadiene having a hydroxyl group having a weight average molecular weight of 1,000 to 5,000.

Preferably, the polyether polyol is a polypropylene glycol having a weight average molecular weight of 500 to 5,000 or a polytetrahydrofuran glycol having a molecular weight of 500 to 5,000.

Preferably, the sulfide compound is selected from the group consisting of 2,2'-thiodiphenol, 2,2'-thiodiethanethiol, 2,2'-oxydietanethiol, 2,5-bis (sulfanylmethyl) Dithiane, 1,2-ethanedithiol, 1,4-dithiane-2,5-di (methanethiol), 2,3-bis ((2-mercaptoethyl) thio) , 4,4'-thiodibenzenethiol and 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol.

Preferably, the isocyanate compound is selected from the group consisting of isophorone diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, hexamethylene diisocyanate, methylenediphenyl diisocyanate, toluene Diisocyanate, toluene-2,6-diisocyanate, 1,4-tetramethylene diisocyanate, 1,10-decamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 1,5-naphthalene di Isocyanate and 4-methoxy-1,3-phenylene diisocyanate.

Preferably, the chain extender is at least one selected from the group consisting of ethylene glycol, 1,4-butylene glycol, 1,2-propylene glycol, 1,3-butanediol, 1,4-butylene glycol, neopentyl glycol, diethylene glycol, Methyl-1,5-pentanediol, 1,6-hexanediol and trimethylol propane.

Preferably, the acrylate monomer is at least one of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate and hydroxy caprolactone acrylate .

Preferably, the photoinitiator is selected from the group consisting of 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, benzoin ethyl ether, benzoin propyl ether, 4,4'-diaminobenzophenone, 2,2'-dimethoxy Hydroxy-2-methylpropane-1-carboxylate, 1-hydroxy-2-methylpropane-1-hydroxyacetophenone, 1-hydroxycyclohexyl phenyl ketone, benzaldehyde, anthraquinone, 3- -One and 2,4,6-trimethylbenzoyldiphenylphosphine.

Preferably, the UV reactive monomer is selected from the group consisting of lauryl acrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, benzyl acrylate, isobornyl acrylate, acryloyl morpholine, Is at least one of furyl acrylate, hexadimethylene diacrylate, tripropylene glycol diacrylate and trimethylolpropane triacrylate.

According to the present invention, it is possible to improve the low refractive index problem of conventional resins by using a sulfide-based polymer having a thiol terminal as a unit capable of increasing the refractive index by a UV curing method, And an adhesive having a high refractive index can be obtained.

Hereinafter, the present invention will be described in detail with reference to examples of the present invention. It will be apparent to those skilled in the art that these embodiments are provided by way of illustration only for the purpose of more particularly illustrating the present invention and that the scope of the present invention is not limited by these embodiments .

The ultraviolet curable high refractive liquid adhesive composition according to the present invention is characterized by including a polyurethane acrylate, a photoinitiator and an ultraviolet reactive monomer, which are made of a polybutadiene polyol, a polyether polyol, a sulfide compound, an isocyanate compound, a chain extender and an acrylate monomer .

The ultraviolet reactive monomer can be used as a dilute monomer for viscosity control, and in this case, there is an advantage that a solvent is not used.

Also, the polyurethane acrylate may contain 30 to 50 parts by weight of a polyether polyol, 20 to 45 parts by weight of a sulfide compound, 70 to 120 parts by weight of an isocyanate compound, 1 to 10 parts by weight of a chain extender, It is preferably produced from 10 to 20 parts by weight of the monomer.

When the amount of the polyether polyol is less than 30 parts by weight, the elongation is lowered. When the amount exceeds 50 parts by weight, the tensile strength is lowered. Therefore, the content of the polyether polyol is preferably within the above range.

Further, since the sulfide compound directly affects the refractive index, when the amount is less than 20 parts by weight, the refractive index required by the present invention can not be obtained. On the other hand, when the amount exceeds 45 parts by weight, the color becomes yellowish, The above sulfide compound is preferably in the above range.

The ultraviolet curable high refractive liquid adhesive composition according to the present invention may further comprise 20 to 90% by weight of a polyurethane acrylate, 0.1 to 10% by weight of a photoinitiator and 5 to 70% by weight of an ultraviolet reactive monomer.

Wherein the polybutadiene polyol constituting the polyurethane acrylate comprises a polybutadiene having a hydroxyl group having a weight average molecular weight of 1,000 to 5,000 and the polyether polyol is a polypropylene glycol having a weight average molecular weight of 500 to 5,000 or a polypropylene glycol having a molecular weight of 500 to 5,000 At least one of polytetrahydrofuran glycol may be used. That is, all of them can be used.

Also, the sulfide compound constituting the polyurethane acrylate may be at least one selected from the group consisting of 2,2'-thiodiphenol, 2,2'-thiodiethanethiol, 2,2'-oxydietanethiol, 2,5-bis (sulfanylmethyl) Dithiane, 1,2-ethanedithiol, 1,4-dithiane-2,5-di (methanethiol), 2,3-bis ((2-mercaptoethyl) -Propanethiol, 4,4'-thiodibenzenethiol, and 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol.

Also, the isocyanate compound constituting the polyurethane acrylate is at least one selected from the group consisting of isophorone diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, hexamethylene diisocyanate, Isocyanate, toluene-2,4-diisocyanate, toluene-2,6-diisocyanate, 1,4-tetramethylene diisocyanate, 1,10-decamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 1,5 -Naphthalene diisocyanate and 4-methoxy-1,3-phenylene diisocyanate.

Also, the chain extender constituting the polyurethane acrylate may be at least one selected from the group consisting of ethylene glycol, 1,4-butylene glycol, 1,2-propylene glycol, 1,3-butanediol, 1,4-butylene glycol, neopentyl glycol, Glycol, 3-methyl-1,5-pentanediol, 1,6-hexanediol and trimethylol propane.

The acrylate monomer constituting the polyurethane acrylate is an acrylate monomer having a hydroxy group. Examples of the acrylate monomer include hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate And hydroxy caprolactone acrylate.

Also, the photoinitiator constituting the ultraviolet curable high refractive index liquid adhesive composition according to the present invention may be 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, benzoin ethyl ether, benzoin propyl ether, 4,4'-diaminobenzo (4-isopropylphenol) -2- (4-isopropylphenoxy) -2-phenyl-acetophenone, 1-hydroxycyclohexyl phenyl ketone, benzaldehyde, anthraquinone, Hydroxy-2-methylpropan-1-one and 2,4,6-trimethylbenzoyldiphenylphosphine.

The ultraviolet reactive monomer constituting the ultraviolet curable high refractive liquid adhesive composition according to the present invention may be at least one selected from the group consisting of lauryl acrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, benzyl acrylate, isobornyl acrylate, At least one of acryloylmorpholine, tetrahydroperfuryl acrylate, hexadimethylene diacrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate. Examples of the monofunctional monomer in the ultraviolet reactive monomer include diethylaminoethyl acrylate, dimethylaminoethyl acrylate, t-octyl acrylate, N, N-dimethylacrylamide, N-vinylcaprolactam, N- (Meth) acrylate, isobutoxy methyl acrylamide, diacetone acrylamide, vinyl (meth) acrylate, isobonyl (meth) acrylate, tricycloctecanyl acrylate, Methoxypolypropylene glycol acrylate, methoxypolyethylene glycol acrylate, ethoxyethoxyethyl acrylate, methoxyethylene glycol acrylate, polypropylene glycol monoacrylate, polyethylene glycol monoacrylate, polyethylene glycol monoacrylate, Phenoxyethyl acrylate, cyclohexyl acrylate , Epoxy diethylene glycol acrylate, (meth) acrylic acid, butoxy ethyl acrylate, stearyl acrylate, octadecyl acrylate, lauryl (meth) acrylate, undecyl acrylate, isodecyl acrylate, (Meth) acrylate, isooctyl acrylate, octyl acrylate, heptyl acrylate, hexyl acrylate, isoamyl acrylate, pentyl acrylate, t-butyl acrylate, isobutyl (Meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxypropyl 2-hydroxyethyl (meth) acrylate, 7-amino-3,7-dimethyloctyl acrylate (Meth) acrylate, benzyl acrylate, acryloyl morpholine, tetrahydrofuryl (meth) acrylate, polyfunctional monomers such as hexadimethylene diacrylate, tripropylene glycol di Acrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, ethylene glycol diacrylate, 1,6-hexane diol diacrylate, tripropylene glycol diacrylate, trimethylolpropane trioxyethyl acrylate, tri It is preferable to use one or more of cyclodecane dimethanol diacrylate, tris (2-hydroxyethyl) isocyanurate diacrylate.

Hereinafter, the structure and effect of the present invention will be described in more detail with reference to examples and comparative examples. However, the present invention is intended to further illustrate the present invention, and the scope of the present invention is not limited to these embodiments.

[Example]

280 g of polybutadiene polyol (Mw: 2,800), 101 g of polypropylene glycol (Mw: 1,000) and 109 g of thiodiphenol were charged into a 1-liter round bottom flask, and the temperature was raised to 70 ° C. I removed the moisture. Next, 0.008 g of dibutyltin dilaurate, which is a condensation catalyst, was added and the mixture was heated to 90 DEG C while stirring, and 264.8 g of isophorone diisocyanate was slowly added thereto for 30 minutes. Next, after stirring for 2 hours, 13.92 g of 1,4-butylene glycol was slowly added thereto over 30 minutes, followed by stirring for 1 hour. After cooling to 75 DEG C, 0.3 g of methylhydroquinone and 0.006 g of dibutyltin dilaurate as a condensation catalyst were added, and 43.4 g of hydroxypropyl methacrylate was slowly added thereto for 1 hour and then maintained for 2 hours .

The reaction was completed by confirming disappearance of the isocyanate group peak at 2,270 cm -1 by infrared spectroscopy (FTIR).

10 g of acryloylmorpholine, 15 g of lauryl acrylate, 10 g of benzyl acrylate, 3.5 g of isobornyl acrylate, 0.5 g of Micure TPO as a photoinitiator, and 20 g of Micure CP -4, and the mixture was stirred at room temperature for 60 minutes using a stirrer at 350 rpm to prepare an ultraviolet curable high refractive liquid adhesive composition.

[Comparative Example 1]

Except for the polybutadiene polyol (Mw: 2,800), the synthesis was carried out with 201 g of polypropylene glycol (Mw: 1,000).

[Comparative Example 2]

(Mw: 1,000) instead of polypropylene glycol (Mw: 1,000) was prepared in the same manner as in Comparative Example 1, and the synthesis was carried out with 101 g of polytetrahydrofuran glycol (Mw: 1,000).

[Comparative Example 3]

Synthesis was carried out in the same manner as in the above Example except that 151 g of polypropylene glycol (Mw: 1,000) except thiodiphenol was used.

[Comparative Example 4]

Synthesis was carried out in the same manner as in the above Example except that 65.1 g of hydroxypropyl methacrylate was used.

[Comparative Example 5]

Synthesis was carried out in the same manner as in the above Example except that 86.8 g of hydroxypropyl methacrylate was used.

The properties of the ultraviolet curable high refractive index liquid adhesive composition according to the above Examples and Comparative Examples 1 to 5 were measured through the following experimental examples, and the results are shown in Table 1 below. The following experimental examples are based on methods generally used in the technical field related to the present invention.

[Experimental Example]

1. Adhesive strength measurement 1

Specimens were glass and PMMA, and specimens were manufactured and evaluated according to ASTM D1002.

2. Adhesive strength measurement 2

The adhesive force measurement 1 was carried out in the same manner as described above. However, glass specimens were used instead of PMMA specimens.

3. Measurement of refractive index

Refractive index of the ultraviolet curable high refractive index liquid adhesive composition was measured using a refractometer.

4. Shrinkage measurement

The liquid specific gravity and solid state specific gravity of the ultraviolet curable high refractive index liquid transparent adhesive were measured according to Korean Industrial Standard KSM-0004 and KSM-0602, and the volume shrinkage was measured using the difference between the two values by the following Equation 1.

(1)

Figure pat00001

5. Elongation measurement

The elongation was measured according to ASTM D1000 with the size of the sample being 1 * 6 cm. The elongation is calculated from the following equation (2).

(2)

Elongation (%) = {(L-L0) / L0} * 100

(L: length after test, L0: length before test)

6. Measurement of permeability

The transmittance of all the samples was measured using a haze meter (NDH-300A) and calculated according to the following equation (3).

(3)

Transmittance (%) = I / I0 * 100

(I: intensity of transmitted light, I0: intensity of incident light)

division
Example
Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5
Refractive index (25 캜) 1.52 1.48 1.51 1.48 1.51 1.50 Adhesive strength 1 (kgf) 5 6 4 4 5 5 Adhesive strength 2 (kgf) 7 8 6 6 8 7 Shrinkage (%) 3 or less 3 or less 3 or less 4 or less 3 or less 3 or less Elongation (%) 1,800 1,700 1,400 1,500 1,000 400 Permeability (%) 97 or higher 97 or higher 97 or higher 97 or higher 95 or higher 95 or higher

As can be seen from the above Table 1, the ultraviolet curable high refractive liquid adhesive composition according to the present invention has a higher refractive index than Comparative Examples 1 to 3 in which polybutadiene polyol or thiodiphenol is excluded, As shown in Example 4 and Comparative Example 5, as the amount of the acrylate monomer is increased, the elongation is greatly lowered and the permeability is also lowered.

It is to be understood that the present invention is not limited to the above embodiments and various changes and modifications may be made by those skilled in the art without departing from the spirit and scope of the invention.

Claims (11)

A high refractive index liquid adhesive composition comprising a polyurethane acrylate prepared from a polybutadiene polyol, a polyether polyol, a sulfide compound, an isocyanate compound, a chain extender and an acrylate monomer, a photoinitiator and an ultraviolet ray-reactive monomer. The method according to claim 1,
Wherein the polyurethane acrylate comprises 30 to 50 parts by weight of the polyether polyol, 20 to 45 parts by weight of the sulfide compound, 70 to 120 parts by weight of the isocyanate compound, 100 to 100 parts by weight of the chain extension 1 to 10 parts by weight of the polybutadiene polyol, And 10 to 20 parts by weight of the acrylate monomer, based on 100 parts by weight of the ultraviolet curing type liquid adhesive composition.
The method according to claim 1,
Wherein the UV curable high refractive index liquid adhesive composition comprises 20 to 90% by weight of the polyurethane acrylate, 0.1 to 10% by weight of the photoinitiator, and 5 to 70% by weight of the UV reactive monomer.
The method according to claim 1,
Wherein the polybutadiene polyol comprises a polybutadiene having a hydroxyl group having a weight average molecular weight of 1,000 to 5,000.
The method according to claim 1,
Wherein the polyether polyol is a polypropylene glycol having a weight average molecular weight of 500 to 5,000 or a polytetrahydrofuran glycol having a molecular weight of 500 to 5,000.
The method according to claim 1,
The sulfide compound may be selected from the group consisting of 2,2'-thiodiphenol, 2,2'-thiodiethanethiol, 2,2'-oxydietanethiol, 2,5-bis (sulfanylmethyl) , 1,2-ethanedithiol, 1,4-dithiane-2,5-di (methanethiol), 2,3-bis ((2-mercaptoethyl) thio) -Thiodibenzenethiol, and 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol. 2. The ultraviolet curable high refractive liquid adhesive composition according to claim 1,
The method according to claim 1,
The isocyanate compound is selected from the group consisting of isophorone diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, hexamethylene diisocyanate, methylenediphenyl diisocyanate, Diisocyanate, toluene-2,6-diisocyanate, 1,4-tetramethylene diisocyanate, 1,10-decamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 1,5-naphthalene diisocyanate and 4- Methoxy-1, < / RTI > 3-phenylene diisocyanate. ≪ / RTI >
The method according to claim 1,
Wherein the chain extender is selected from the group consisting of ethylene glycol, 1,4-butylene glycol, 1,2-propylene glycol, 1,3-butanediol, neopentyl glycol, diethylene glycol, 6-hexanediol, and trimethylol propane, wherein the ultraviolet curable high refractive index liquid adhesive composition is at least one of 6-hexanediol and trimethylol propane.
The method according to claim 1,
Wherein the acrylate monomer is at least one of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate and hydroxycaprolactone acrylate A high refractive index liquid adhesive composition.
The method according to claim 1,
The photoinitiator may be 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, benzoin ethyl ether, benzoin propyl ether, 4,4'-diaminobenzophenone, 2,2'-dimethoxy-2- 1-hydroxycyclohexyl phenyl ketone, benzaldehyde, anthraquinone, 3-methylacetophenone, 1- (4-isopropylphenol) -2-hydroxy- , And 4,6-trimethylbenzoyldiphenylphosphine, wherein the ultraviolet curable high refractive index liquid adhesive composition is at least one of the following.
11. The method according to any one of claims 1 to 10,
The ultraviolet light reactive monomer may be selected from the group consisting of lauryl acrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, benzyl acrylate, isobornyl acrylate, acryloylmorpholine, tetrahydroperfuryl acrylate, Wherein the ultraviolet curable liquid adhesive composition is at least one of hexamethylene diacrylate, hexadimethylene diacrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate.
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JP2020503419A (en) * 2016-12-29 2020-01-30 ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェンHenkel AG & Co. KGaA Photocurable adhesive compositions, cured products and uses thereof
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CN107163901A (en) * 2017-06-21 2017-09-15 广州日高新材料科技有限公司 Ultraviolet light solidification black adhesive and preparation method thereof
CN107163901B (en) * 2017-06-21 2020-06-19 广州日高新材料科技有限公司 Ultraviolet light curing black adhesive and preparation method thereof
CN111944433A (en) * 2019-05-14 2020-11-17 汉能移动能源控股集团有限公司 Adhesive composition and adhesive prepared from same
CN116948128A (en) * 2023-09-20 2023-10-27 宁德时代新能源科技股份有限公司 Graft polymer, preparation method, positive electrode plate, secondary battery and electricity utilization device
CN116948128B (en) * 2023-09-20 2024-02-23 宁德时代新能源科技股份有限公司 Graft polymer, preparation method, positive electrode plate, secondary battery and electricity utilization device

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