KR101413460B1 - UV curable resin composition and adhesive comprising the same - Google Patents

UV curable resin composition and adhesive comprising the same Download PDF

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KR101413460B1
KR101413460B1 KR1020120021506A KR20120021506A KR101413460B1 KR 101413460 B1 KR101413460 B1 KR 101413460B1 KR 1020120021506 A KR1020120021506 A KR 1020120021506A KR 20120021506 A KR20120021506 A KR 20120021506A KR 101413460 B1 KR101413460 B1 KR 101413460B1
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acrylate
curable resin
resin composition
group
weight
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KR20130101675A (en
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조완형
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주식회사 프레코
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Abstract

The present invention relates to a UV curable resin composition and an adhesive containing the UV curable resin composition. More specifically, the present invention relates to a hybrid oligomer based on carbodiimide and urethane acrylate; Tetrahydrofurfuryl acrylate; Isobornyl acrylate; 2-hydroxyethyl acrylate; And a UV curable resin composition including the additive, which is capable of improving light transmittance and improving impact resistance and weatherability by suppressing bubble generation and improving yellowing phenomenon, and being very excellent for bonding a glass substrate ≪ / RTI >

Description

[0001] The present invention relates to a UV-curable resin composition and an adhesive comprising the UV-

The present invention relates to a UV curable resin composition and an adhesive comprising the same. More particularly, the present invention relates to a hybrid oligomer based on carbodiimide and urethane acrylate; Tetrahydrofurfuryl acrylate; Isobornyl acrylate; 2-hydroxyethyl acrylate; And UV curable resin compositions containing the additives and adhesives containing the same.

Recently, the use of flat panel displays such as LCDs, PDPs, and AM-OLEDs has become very common, and the display and use of such flat panel displays has increased in the outdoors. As a result, the flat panel displays have been exposed to a physical shock or a harsh environment . Particularly, when the temperature of the flat panel display is lowered due to the use environment at a low temperature, defects may occur on the display screen, and it is required to manufacture a flat panel display having excellent impact resistance and weather resistance.

Attempts have been made to solve the above problems by bonding protective glass such as tempered glass or heat-generating glass to each other and attaching the protective glass to the display surface of the flat panel display. At this time, an ultraviolet (UV) curable resin is used for bonding the two different glasses, but bubbles are easily generated in the bonding process, and the bubbles generated thereby hinder the translucency of the flat panel display, There has been a problem of degrading the performance of the apparatus.

In addition, when a conventional UV curable resin is exposed to UV for a long period of time, the yellow color causes a yellowing phenomenon which changes in yellow, and this yellowing phenomenon not only hinders the transparency of the flat panel display but also deteriorates the appearance of the flat panel display.

Korean Patent Publication No. 10-2009-0025516

One embodiment of the present invention provides a UV curable resin composition capable of inhibiting foaming and improving yellowing.

Another embodiment of the present invention provides an adhesive having improved light transmittance, including the UV curable resin composition.

An embodiment of the present invention is characterized by comprising 10 to 50% by weight of a hybrid oligomer based on carbodiimide and urethane acrylate; 10 to 50% by weight of tetrahydrofurfuryl acrylate; 10 to 50% by weight of isobornyl acrylate; 3 to 30% by weight of 2-hydroxyethyl acrylate; And 0.1 to 1% by weight of an additive.

The carbodiimide-based and urethane acrylic acid-based hybrid oligomers are prepared by reacting 1 equivalent of hydroxyl group-containing acrylate (equivalent amount of a reference functional group: hydroxyl group) and 0.95 to 1.05 equivalents of a first diisocyanate compound A compound containing an acrylate group and an isocyanate group in the presence of a carbodiimidation catalyst, and a compound containing an acrylate group and an isocyanate group in the presence of a carbodiimidization catalyst; Polyols; And a second diisocyanate compound may be used. In this case, the carbodiimidation catalyst may be 3-methyl-1-phenyl-2-phospholene-1-oxide, 3-methyl-1-phenyl-1-phosphor-3-cyclopentene-1-oxide, 2,5-dihydro- -Methyl-1-phenylphosphol-1-oxide, 3-phosphorphene, and mixtures thereof.

The carbodiimide-based and urethane acrylate-based hybrid oligomers may have a number average molecular weight of 400 to 10000 g / mol, and those having 1 to 10 carbodiimide groups in the molecule may be used.

Wherein the UV curable resin composition is selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 2-hydroxyethyl acrylate in a weight ratio of 2: 2: 1. Also, the UV curable resin composition may be selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 0.1 to 50 parts by weight of a monofunctional acrylate monomer based on 100 parts by weight of 2-hydroxyethyl acrylate. Also, the UV curable resin composition may have a viscosity (25 캜) ranging from 100 to 1,000 cps.

Another embodiment of the present invention provides an adhesive comprising the UV curable resin composition according to one embodiment of the present invention.

The UV curable resin composition according to one embodiment of the present invention has improved light transmittance, improved impact resistance and weather resistance by suppressing bubble generation and improving yellowing phenomenon, and can be used for bonding a glass substrate It is effective.

Further, another embodiment of the present invention can provide an adhesive comprising the UV curable resin composition.

Fig. 1 shows the apparent transparency evaluation results of the UV curable resin composition obtained in Example 1 and Comparative Examples 1 and 4. Fig.

Hereinafter, embodiments of the present invention will be described in detail. However, it should be understood that the present invention is not limited thereto, and the present invention is only defined by the scope of the following claims.

An embodiment of the present invention is characterized by comprising 10 to 50% by weight of a hybrid oligomer based on carbodiimide and urethane acrylate; 10 to 50% by weight of tetrahydrofurfuryl acrylate; 10 to 50% by weight of isobornyl acrylate; 3 to 30% by weight of 2-hydroxyethyl acrylate; And 0.1 to 1% by weight of an additive.

The UV curable resin composition according to one embodiment of the present invention is a hybrid oligomer based on carbodiimide and urethane acrylate; Tetrahydrofurfuryl acrylate; Isobornyl acrylate; 2-hydroxyethyl acrylate; And an additive within the above-mentioned content range, thereby suppressing the occurrence of bubbles and improving the yellowing phenomenon.

The carbodiimide-based and urethane acrylate-based hybrid oligomers are obtained by reacting 1 equivalent of a hydroxyl group-containing acrylate (equivalent amount of a reference functional group: hydroxyl group) and 0.95 to 1.05 equivalents of a first diisocyanate compound Cyanate) to synthesize a compound containing an acrylate group and an isocyanate group, and in the presence of a carbodiimidization catalyst, a compound containing the acrylate group and the isocyanate group; Polyols; And the second diisocyanate compound to improve weatherability and impact resistance.

At this time, the reaction for synthesizing the compound containing an acrylate group and an isocyanate group may be performed at a temperature ranging from 20 to 35 ° C. If the temperature is too low, the reaction rate is too slow to complete the reaction completion time. If the temperature is too high, it may be difficult to control the reaction rate because the reaction is an exothermic reaction.

In this case, the carbodiimidation catalyst may be 3-methyl-1-phenyl-2-phospholene-1-oxide, 3-methyl-1-phenyl-1-phosphor-3-cyclopentene-1-oxide, 2,5-dihydro- -Methyl-1-phenylphosphol-1-oxide, 3-phosphorphene, and mixtures thereof.

The hydroxy group-containing acrylate may be at least one selected from the group consisting of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, 2-hydroxy-3-phenoxypropyl acrylate, And mixtures thereof.

The first diisocyanate compound and the second diisocyanate may be aliphatic diisocyanate compounds. More specifically, it is preferable to use 1,6-hexamethylene diisocyanate (HDI), 4,4-dicyclohexylmethanediisocyanate (H12MDI), 3-isocyanatomethyl 3-isocyanatomethyl-3,5,5-trimethyl cyclohexylisocyanate (IPDI), 1,4-cyclohexyl diisocyanate (CHDI) and 2,2-diisocyanatocyclohexyl isocyanate , 2,2,4-trimethylhexamethylene diisocyanate (TMDI), and mixtures thereof may be used.

The polyol is generally used in the art, and the kind thereof is not particularly limited, but a polyol may more preferably be a monomolecular diol. Examples of the solvent include ethylene glycol, propylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 1,4- A polyol having at least one mono-molecular diol selected from the group consisting of bisphenol F, reduced bisphenol A, reduced bisphenol F, dicyclopentadiol, tricyclodecanediol, and mixtures thereof may be used. The polyols of such monomolecular diols may be selected from the group consisting of polyester glycol, polyether glycol, polycarbonate glycol, polyethylene glycol, polypropylene glycol, amine terminated polyether, polytrimethylene ether glycol, Ethylene glycol, trimethylene-co-ethylene ether glycol, polytetramethylene ether glycol, and mixtures thereof.

The carbodiimide-based and urethane acrylate-based hybrid oligomers may have a number average molecular weight of 400 to 10000 g / mol, and those having 1 to 10 carbodiimide groups in the molecule can be used to produce impact resistance and weather resistance Can be improved. In this case, the number of the carbodiimide groups in the presence of the carbodiimidization catalyst is the compound containing the acrylate group and the isocyanate group; Polyols; And the second diisocyanate compound. More specifically, for one equivalent of the compound containing an acrylate group and an isocyanate group (an equivalent of a reference functional group: an isocyanate group); 0.1 to 0.5 equivalent parts of polyol (equivalent amount of a reference functional group: hydroxyl group); And 0.5 to 2 equivalents of a second diisocyanate compound (equivalent amount of a reference functional group: isocyanate group) may be reacted to control the number of carbodiimide groups.

Wherein the UV curable resin composition is selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 2-hydroxyethyl acrylate in a weight ratio of 2: 2: 1 to improve the transparency of the adhesive comprising the same.

Also, the UV curable resin composition may be selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 0.1 to 50 parts by weight of a monofunctional acrylate monomer based on 100 parts by weight of 2-hydroxyethyl acrylate, thereby improving the adhesiveness of the adhesive comprising the UV curable resin composition.

The monofunctional acrylate monomers may be selected from the group consisting of diethylaminoethyl acrylate, dimethylaminoethyl acrylate, t-octyl acrylate, N, N-dimethyl acrylamide, N-vinyl caprolactam, N- But are not limited to, methacrylic acid, methacrylic acid, methacrylic acid, methacrylic acid, isophthalic acid, isophthalic acid, isophthalic acid, isophthalic acid, isophthalic acid, isophthalic acid, , Methoxypolyethylene glycol acrylate, ethoxyethoxyethyl acrylate, methoxyethylene glycol acrylate, polypropylene glycol monoacrylate, polyethylene glycol monoacrylate, phenoxyethyl acrylate, cyclohexyl acrylate, benzyl acrylate , Epoxy diethylene glycol acrylate Butyl acrylate, butyl acrylate, butyl acrylate, propyl acrylate, butyl acrylate, butyl acrylate, propyl acrylate, butyl acrylate, butyl acrylate, Acrylate, isobutyl acrylate, isobutyl acrylate, isobutyl acrylate, hexyl acrylate, isoamyl acrylate, pentyl acrylate, t-butyl acrylate, isobutyl acrylate, amyl acrylate Ethyl acrylate, methyl acrylate, 2-hydroxybutyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxyethyl acrylate, 7-amino- 3,7-dimethyloctyl acrylate, N, N-diethylacrylamide, N, N'-dimethyl- It may be at least one selected from acrylate and mixtures thereof. More preferably, monofunctional aliphatic acrylate monomers can be used to suppress yellowing and to improve translucency.

The additive is generally used in the art, and the kind thereof is not particularly limited. For example, a photoinitiator, a photosensitizer, an adhesion sensitizer, and the like can be used.

More specifically, the photoinitiator may be selected from the group consisting of 2,2-dimethoxy-2-phenyl-acetophenone, xanthone, 1-hydroxycyclohexyl phenyl ketone, benzaldehyde, anthraquinone, 3- Isopropyl-phenol) -2-hydroxy-2-methylpropan-1-one, thioxanthone, 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, At least one selected from the group consisting of phosphorus ethyl ether, benzoin ethyl ether, and mixtures thereof. Commercial photoinitiators were Irgacure 127, 184, 250, 369, 379, 651, 500, 754, 784, 819, 819DW, 907, 1300, 1700 of Ciba Geigy (Klybecstrasse 141, Basle, Baslestadt, 4002, Switzerland) , 1800, 2022, 2100, and 2959, and one or more of these may be used in combination.

Diethylamine may be used as the photosensitizer.

As the adhesion promoter, silane may be used. In particular, vinyl chloride, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4 epoxylrohexyl) -ethyl Trimethoxysilane, 3-glyoxylpropyltrimethoxysilane, 3-glyoxylpropylmethyldiethoxysilane, 3-glyoxylpropyltriethylsilane, p-styryltrimethoxysilane, 3-methacryloxypropylmethyl Methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, N-2 (Aminoethyl) 3-aminopuryl triethoxysilane, N-2 (aminoethyl) 3-aminopropyl trimethoxysilane, N- Aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N- (1,3-dimethyl- 3-aminopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, bis (tri Ethoxysilylpropyl) tetrasulfide, 3-isocyanatopropyltriethoxysilane, and mixtures thereof may be used.

The UV curable resin composition according to an embodiment of the present invention may further include a thermal polymerization inhibitor, a wetting agent, a defoaming agent, and the like. The thermal polymerization inhibitor is used to prevent the reaction during the storage due to the generation of radicals due to heat and gelation, and methoxyethylhydroxyquinone, hydroquinone and the like can be used. The wetting agent is added to improve the spreadability by lowering the surface tension of the adhesive when the surface tension is low on the adherend surface. The antifoaming agent is added for removal of bubbles generated by the vortex that may occur during the application of the adhesive agent, and modified silicon acrylate and the like can be used.

The UV curable resin composition is controlled to have a viscosity (25 ° C) in the range of 100 to 1,000 cps, thereby suppressing the generation of bubbles and improving workability.

Thus, the UV curable resin composition according to one embodiment of the present invention can suppress bubble generation and improve yellowing phenomenon, thereby improving light transmittance, improving impact resistance and weather resistance, and being excellent in adhesion to a glass substrate There is an effect that can be.

Another embodiment of the present invention provides an adhesive comprising the UV curable resin composition according to one embodiment of the present invention.

Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only illustrative of the present invention and are not intended to limit the scope of the present invention.

Manufacturing example  One: Carbodiimide system  And urethane acrylate-based hybrid Oligomeric  synthesis

Under an argon atmosphere, about 1 equivalent of 1,6-hexamethylene diisocyanate (HDI) was added to a five-neck reactor equipped with a mechanical stirrer, a stirring rod, a thermometer and a temperature controller, and the temperature inside the reactor was slowly raised to about 30 ° C. When the temperature stabilized, about 1 equivalent of hydroxypropyl acrylate (HPA) was slowly added using a dropping funnel. At this time, since the exothermic reaction occurred, the HPA was dropped slowly while taking care not to let the temperature inside the reactor exceed about 35 ° C. HPA was added thereto, and the mixture was stirred at room temperature for about 2 hours to obtain an HDI-HPA precursor, which is an acrylate group and an isocyanate group-containing compound.

Under an argon atmosphere, about 1 equivalent of the HDI-HPA precursor and 0.2 equivalent of polyether polyol were added to a five-necked reactor equipped with a mechanical stirrer, a stirrer, a thermometer and a temperature controller, and the temperature inside the reactor was slowly raised to about 45 ° C. When the temperature is stabilized, about 2 equivalents of 1,4-cyclohexyl diisocyanate (CHDI) and about 0.3 g of 3-methyl-1-phenyl-2-phosphorene- And stirred for 30 minutes. Then, the temperature was raised to about 75 캜, and the reaction was maintained for about 24 hours to obtain a carbodiimide-based and urethane-acrylic acid-based hybrid oligomer having a number of carbodiimide groups of about 5.

Manufacturing example  2: Carbodiimide system  And urethane acrylate-based hybrid Oligomeric  synthesis

In a five-necked reactor equipped with a mechanical stirrer, a stirrer, a thermometer and a temperature controller under argon atmosphere, about 1 equivalent of the HDI-HPA precursor formed in the same manner as in Preparation Example 1 and about 0.1 equivalent of polyether glycol were placed, The temperature was slowly raised to 45 占 폚. When the temperature is stabilized, about 1 equivalent of 2,2,4-trimethylhexamethylene diisocyanate (TMDI) and about 1 equivalent of the catalyst (3-methyl-1-phenyl-2-phosphorene- ) Were added and stirred for 30 minutes. The temperature was raised to 75 DEG C and the reaction was maintained for about 24 hours to obtain a carbodiimide-based and urethane-acrylic acid-based hybrid oligomer having about 7 carbodiimide groups.

Manufacturing example  3: Carbodiimide system  And urethane acrylate-based hybrid Oligomeric  synthesis

In a five-necked reactor equipped with a mechanical stirrer, a stirrer, a thermometer and a temperature controller under argon atmosphere, about 1 equivalent of the HDI-HPA precursor formed in the same manner as in Production Example 1 and about 0.1 equivalent of polycarbonate glycol were placed, The temperature was slowly raised to 45 占 폚. When the temperature is stabilized, about 1 equivalent of 2,2,4-trimethylhexamethylene diisocyanate (TMDI) and about 1 equivalent of the catalyst (3-methyl-1-phenyl-2-phosphorene- ) Were added and stirred for 30 minutes. The temperature was raised to 75 DEG C and the reaction was maintained for about 24 hours to obtain a carbodiimide-based and urethane-acrylic acid-based hybrid oligomer having about 7 carbodiimide groups.

Example  One: UV  Curable resin composition

24 g of the carbodiimide-based and urethane-acrylic acid hybrid oligomer synthesized in Preparation Example 1 was added to a stirrer-mixer, and 30 g of tetrahydrofurfuryl acrylate, 30 g of isobornyl acrylate, 2 g of 2-hydroxyethyl 15 g of acrylate, 0.25 g of photosensitizer, 0.25 g of adhesion promoter, and 0.5 g of photoinitiator were added, and the total weight was 100 g, and the mixture was stirred at 300 rpm for 30 minutes at room temperature. After stirring, the mixture was filtered using a 200-mesh filter. A UV curable resin composition having a viscosity of 700 cps at 25 캜 was obtained.

Example  2: UV  Curable resin composition

25 g of the carbodiimide-based and urethane acrylate-based hybrid oligomer of Preparation Example 2 was added to a stirrer-mixer, and 25 g of tetrahydrofurfuryl acrylate, 25 g of isobornyl acrylate, 2 g of 2-hydroxyethyl acrylate 24 g, a photosensitizer 0.25 g, an adhesion promoter 0.25 g, and a photoinitiator 0.5 g were added.

Example  3: UV  Curable resin composition

49 g of the carbodiimide-based and urethane acrylic acid-based hybrid oligomer of Preparation Example 2 was added to a stirrer-mixer, and 20 g of tetrahydrofurfuryl acrylate, 20 g of isobornyl acrylate, 2 g of 2-hydroxyethyl acrylate , 0.25 g of a photosensitizer, 0.25 g of a photosensitizer, 0.25 g of a photosensitizer, 0.25 g of a photosensitizer, and 0.25 g of a photoinitiator.

Example  4: UV  Curable resin composition

25 g of the carbodiimide-based and urethane acrylate-based hybrid oligomer of Preparation Example 3 was added to a stirrer-mixer, and 25 g of tetrahydrofurfuryl acrylate, 25 g of isobornyl acrylate, 2 g of 2-hydroxyethyl acrylate 24 g, a photosensitizer 0.25 g, an adhesion promoter 0.25 g, and a photoinitiator 0.5 g were added.

Comparative Example  One: UV  Curable resin composition

70 g of a polyurethane oligomer was added to a stirrer, 12 g of tetrahydrofurfuryl acrylate, 12 g of isobornyl acrylate, 5 g of 2-hydroxyethyl acrylate, 0.25 g of photosensitizer, 0.25 g of adhesion promoter , And 0.5 g of a photoinitiator were added, to obtain a UV curable resin composition.

Comparative Example  2: UV  Curable resin composition

50 g of the carbodiimide-based urethane acrylate-based hybrid oligomer of Preparation Example 1 was added to a stirrer-mixer, and 49 g of tetrahydrofurfuryl acrylate, 0.25 g of photosensitizer, 0.25 g of adhesion promoter, 0.5 g of photoinitiator A UV curable resin composition was obtained in the same manner as in Example 1 above.

Comparative Example  3: UV  Curable resin composition

50 g of the carbodiimide-based and urethane-acrylic acid hybrid oligomer of Preparation Example 2 was added to a stirrer-mixer, and 49 g of isobornyl acrylate, 0.25 g of a photosensitizer, 0.25 g of an adhesion promoter and 0.5 g of a photoinitiator A UV curable resin composition was obtained in the same manner as in Example 1 above.

Comparative Example  4: UV  Curable resin composition

Except that 50 g of the polyurethane oligomer was added to a stirrer-type blending machine and 49 g of 2-hydroxyethyl acrylate, 0.25 g of photosensitizer, 0.25 g of adhesion promoter and 0.5 g of photoinitiator were added. A UV curable resin composition was obtained in the same manner.

Test Example

Each of the UV curable resin compositions prepared according to Examples 1 to 4 and Comparative Examples 1 to 4 was coated on a polycarbonate (PC) film using an applicator to form a coating film having a thickness of 10 m, and UV (1000 mJ / cm < 2 >).

Appearance evaluation result

In order to evaluate the appearance, the appearance of the coated film was evaluated as being good without bubbles, no curing and yellowing, and evaluated in four stages (⊚: very good, ◯: good, △: some problems, ).

Appearance evaluation result Example 1 No yellowing Example 2 No yellowing Example 3 No yellowing Example 4 No yellowing Comparative Example 1 No yellowing Comparative Example 2 No yellowing Comparative Example 3 No yellowing Comparative Example 4 × Yellowing

According to the appearance evaluation results of Table 1, the UV curable resin compositions of Examples 1 to 4 according to one embodiment of the present invention are free from bubbling and uncured, as compared with the UV curable resin compositions of Comparative Examples 1 to 4, And it was confirmed that it shows a clean surface.

Transparency

The UV-curable resin compositions obtained in Example 1 and Comparative Examples 1 and 4 were placed in a 0.5 L container to evaluate the apparent transparency and are shown in Fig.

According to the evaluation results shown in Fig. 1, it was confirmed that the UV curable resin composition of Example 1 according to one embodiment of the present invention had excellent transparency as compared with the UV curable resin compositions of Comparative Examples 1 and 4.

Claims (9)

10 to 50% by weight of a hybrid oligomer of carbodiimide type and urethane acrylate type;
10 to 50% by weight of tetrahydrofurfuryl acrylate;
10 to 50% by weight of isobornyl acrylate;
3 to 30% by weight of 2-hydroxyethyl acrylate; And
0.1 to 1% by weight of an additive;
The carbodiimide-based and urethane acrylate-based hybrid oligomer
A compound containing an acrylate group and an isocyanate group by reacting 1 equivalent of a hydroxyl group-containing acrylate (equivalent of a reference functional group: hydroxyl group) with 0.95 to 1.05 equivalents of a first diisocyanate compound (equivalent of a reference functional group: isocyanate group) Lt; / RTI >
In the presence of a carbodiimidization catalyst, 1 equivalent of the compound containing the acrylate group and the isocyanate group (equivalent of the reference functional group: isocyanate group); 0.1 to 0.5 equivalent parts of polyol (equivalent amount of a reference functional group: hydroxyl group); And 0.5 to 2 equivalents of a second diisocyanate compound (equivalent amount of a basic functional group: isocyanate group) are reacted with each other to prepare a UV curable resin composition.
delete The method according to claim 1,
The carbodiimidization catalyst may be selected from the group consisting of 3-methyl-1-phenyl-2-phospholene-1-oxide, Methyl-1-phenyl-1-phospho-3-cyclopentene-1-oxide, 2,5-dihydro- 1-oxide, 1-phenylphosphol-1-oxide, 3-phospholene, and mixtures thereof.
The method according to claim 1,
The carbodiimide-based and urethane acrylate-based hybrid oligomer
Wherein the number average molecular weight is 400 to 10,000 g / mol.
The method according to claim 1,
The carbodiimide-based and urethane acrylate-based hybrid oligomer
A UV curable resin composition comprising 1 to 10 carbodiimide groups in a molecule.
The method according to claim 1,
Wherein the UV curable resin composition is selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 2-hydroxyethyl acrylate in a weight ratio of 2: 2: 1.
The method according to claim 1,
Wherein the UV curable resin composition is selected from the group consisting of tetrahydrofurfuryl acrylate; Isobornyl acrylate; And 100 parts by weight of 2-hydroxyethyl acrylate,
Wherein the UV curable resin composition further comprises 0.1 to 50 parts by weight of a monofunctional acrylate monomer.
The method according to claim 1,
Wherein the UV curable resin composition has a viscosity (25 캜) of 100 to 1,000 cps.
9. The adhesive according to any one of claims 1 to 8, wherein the UV-curable resin composition comprises the UV curable resin composition according to any one of claims 1 to 8.
KR1020120021506A 2012-02-29 2012-02-29 UV curable resin composition and adhesive comprising the same KR101413460B1 (en)

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Citations (4)

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Publication number Priority date Publication date Assignee Title
KR100942311B1 (en) * 2009-10-14 2010-02-16 (주)신광화학산업 Ultraviolet hardening type adhesive, making method thereof, and flat panel display front adhesion method using it
KR20100073809A (en) * 2008-12-23 2010-07-01 주식회사 포스코 Ultraviolet-curable composition for transparent color coated steel sheet and steel sheet using the same
KR20110085073A (en) * 2010-01-19 2011-07-27 (주)노루케미칼 Ultraviolet violet curable carbodiimide oligomer and method of manufacturing thereof
KR20110104761A (en) * 2010-03-17 2011-09-23 에스에스씨피 주식회사 Uv curable adhesive composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20100073809A (en) * 2008-12-23 2010-07-01 주식회사 포스코 Ultraviolet-curable composition for transparent color coated steel sheet and steel sheet using the same
KR100942311B1 (en) * 2009-10-14 2010-02-16 (주)신광화학산업 Ultraviolet hardening type adhesive, making method thereof, and flat panel display front adhesion method using it
KR20110085073A (en) * 2010-01-19 2011-07-27 (주)노루케미칼 Ultraviolet violet curable carbodiimide oligomer and method of manufacturing thereof
KR20110104761A (en) * 2010-03-17 2011-09-23 에스에스씨피 주식회사 Uv curable adhesive composition

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