KR102304491B1 - Curable compound with high refractive index, adhesive composition for optical member comprising the same and composition for optical sheet comprising the same - Google Patents

Abstract

Provided are a compound of Formula 1, a pressure-sensitive adhesive composition for an optical member comprising the same, and a composition for an optical sheet comprising the same.

Description

CURABLE COMPOUND WITH HIGH REFRACTIVE INDEX, ADHESIVE COMPOSITION FOR OPTICAL MEMBER COMPRISING THE SAME AND COMPOSITION FOR OPTICAL SHEET COMPRISING THE SAME

The present invention relates to a high refractive index curable compound, a pressure-sensitive adhesive composition for an optical member comprising the same, and a composition for an optical sheet comprising the same.

The composition for an optical sheet and the pressure-sensitive adhesive composition for an optical member should each have a high refractive index. An optical sheet made of a composition for an optical sheet having a low refractive index may have low luminance when used in an optical display device. A pressure-sensitive adhesive film made of a pressure-sensitive adhesive composition having a low refractive index may not be suitable for an optical member due to low light transmittance.

In order to increase the refractive index of the composition for an optical sheet or the pressure-sensitive adhesive composition for an optical member, a monomer having an aromatic group is used. However, the conventionally known monomer having an aromatic group has a limit in increasing the refractive index of the composition for an optical sheet or the pressure-sensitive adhesive composition for an optical member. In addition, when the composition for an optical sheet or the pressure-sensitive adhesive composition for an optical member containing a monomer having a high refractive index has a high viscosity, it may be difficult to use due to a problem in coating properties. Therefore, the high refractive index monomer should be able to prevent a decrease in the coating properties of the composition for an optical sheet or the pressure-sensitive adhesive composition for an optical member because the viscosity is low.

Background art of the present invention is disclosed in Korean Patent Publication No. 2013-0074115 and the like.

The problem to be solved by the present invention is to provide a compound having a high refractive index and being curable.

Another problem to be solved by the present invention is to provide a compound capable of increasing coating properties due to low viscosity.

Another problem to be solved by the present invention is to provide a pressure-sensitive adhesive composition for an optical member or a composition for an optical sheet, including the compound.

The high refractive index curable compound of the present invention may be represented by the following formula (1):

<Formula 1>

(In Formula 1, Ar ¹ , Ar ² , R ¹ , R ² , R ³ , R ⁴ , n, m, x and y are as defined in the detailed description below).

The pressure-sensitive adhesive composition for an optical member of the present invention may include at least one of the compound of Formula 1, an oligomer thereof, and a polymer thereof.

The composition for an optical sheet of the present invention may include at least one of the compound of Formula 1, an oligomer thereof, and a polymer thereof.

The present invention provides a high refractive index and curable compound.

The present invention provides a compound capable of increasing coating properties due to low viscosity.

The present invention provides a pressure-sensitive adhesive composition for an optical member or a composition for an optical sheet comprising the compound.

Hereinafter, embodiments of the present application will be described in more detail. However, the technology disclosed in the present application is not limited to the embodiments described herein and may be embodied in other forms. However, the embodiments introduced herein are provided so that the disclosed content may be thorough and complete, and the spirit of the present application may be sufficiently conveyed to those skilled in the art.

In this specification, "refractive index" is a value measured using a refractometer (model name: 3T, ATAGO ABBE, Japan) under a D-ray sodium lamp having a wavelength of 589.3 nm.

As used herein, “(meth)acryl” means acrylic and/or methacrylic.

As used herein, "halogen" means fluorine, chlorine, bromine or iodine.

As used herein, "hetero" means nitrogen, oxygen, sulfur, or phosphorus.

As used herein, "heteroaryl" is pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, acridinyl, quinazolinyl, cinnorinyl, phthalazinyl, thiazolyl, benzothiazolyl, isoxazolyl, benzisoxazolyl, oxazolyl, benzoxazolyl, pyrazolyl, indazolyl, imidazolyl, benzimidazolyl, purinyl, thiophenyl, benzothiophenyl , furanyl, benzofuranyl or isobenzopranyl.

In the present specification, "substituted" in "substituted or unsubstituted" means that at least one hydrogen atom in the functional group is a C1 to C10 alkyl group, a C6 to C20 aryl group, a C3 to C20 cycloalkyl group, a C7 to C20 arylalkyl group, a hydroxyl group, It means substituted with a halogen, an amino group or a cyano group.

As used herein, "oligomer" means a compound composed of a plurality of (eg, 10 or less) diradicals, and "polymer" is a compound composed of a larger number (eg, more than 10) of diradicals compared to an oligomer. means

Hereinafter, a high refractive index curable compound according to an embodiment of the present invention will be described.

The high refractive index curable compound according to an embodiment of the present invention may be represented by the following Chemical Formula 1:

<Formula 1>

(In Formula 1, Ar ¹ and Ar ² are each independently a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C7 to C30 arylalkylene group,

R ¹ and R ² are independently of each other, halogen, hydroxyl group, nitro group, cyano group, *-NR'R" (* is a connecting site of an element, R' and R" are independently of each other, hydrogen or substituted or unsubstituted C1 to C10 alkyl group), a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C2 to C10 alkenyl group, a substituted or unsubstituted C2 to C10 alkynyl group, a substituted or unsubstituted C3 to a C10 cycloalkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C7 to C20 arylalkyl group,

n and m are independently of each other an integer from 0 to 5,

R ³ is the following formula (2),

<Formula 2>

(In Formula 2, * is a connection site of an element,

Ar ³ is a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C7 to C30 arylalkylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a substituted or unsubstituted C3 to C30 is a heteroarylalkylene group of

(*는 원소의 연결 부위, Ar⁴는 치환 또는 비치환된 C6 내지 C10의 아릴기), 또는 *-Ra-(O-Rb)z-*(*는 원소의 연결 부위, Ra 및 Rb는 각각 독립적으로, 치환 또는 비치환된 C1 내지 C10의 알킬렌기, z는 0 내지 10의 정수))이고,R ⁵ is a single bond, or **-OR-* (** is ^{a connection site to Ar 3} in Formula 2, * is a connection site to -O- in Formula 2, R is a substituted or unsubstituted C1 to C20 of an alkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C7 to C20 arylalkylene group,

(* is a connecting site of an element, Ar ⁴ is a substituted or unsubstituted C6 to C10 aryl group), or *-Ra-(O-Rb)z-*(* is a connecting site of an element, Ra and Rb are each Independently, a substituted or unsubstituted C1 to C10 alkylene group, z is an integer from 0 to 10)),

R ⁶ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)

x is an integer greater than or equal to 1,

R ⁴ is the following formula 3,

<Formula 3>

(In Formula 3, * is a connection site of an element, R ⁷ is a single bond, a substituted or unsubstituted C1 to C10 alkylene group, or **-S-Rc-* (** is -CH _{2 in Formula 3)} a connection site to -, * is a connection site to -O- in Formula 3, Rc is a substituted or unsubstituted C1 to C10 alkylene group);

R ⁸ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)

y is an integer from 0 to 5).

In Formula 1, that R ⁵ represents a single bond means that -Ar ³ - and -O- in Formula 2 are directly connected. The 'directly connected' refers to a state in which no element is interposed between ^{-Ar 3 - and -O- (-Ar 3} -O-).

In Formula 1, that R ⁷ is a single bond means that -CH ₂ - and -O- in Formula 3 are directly connected. The 'directly connected' refers to a state in which no element is interposed between _{-CH 2 - and -O- (-CH 2} -O-).

In the compound of Formula 1, at least one *-CH ₂ -S-Ar ³ -O- is connected to ^{Ar 1 of *-Ar 1} -S-Ar ² -*. Accordingly, the compound of Formula 1 exhibits a high refractive index, and may be included in the pressure-sensitive adhesive composition or the composition for an optical sheet to increase the refractive index of each composition. Specifically, the compound of Formula 1 may have a refractive index of 1.60 or more, and more specifically, the compound of Formula 1 may have a refractive index of 1.62 to 1.66. Within the above range, the refractive index of the pressure-sensitive adhesive composition or the composition for an optical sheet may be increased.

The compound of Formula 1 may have a viscosity of 500 cps to 1,500 cps at 25°C. In the above range, even if it is included in the composition for the optical sheet or the pressure-sensitive adhesive composition, it is possible to increase the coating property by not increasing the viscosity or by lowering the viscosity thereof.

를 함유함으로써 경화성을 갖는다. 따라서, 화학식 1의 화합물은 점착제 조성물 또는 광학시트용 조성물에 포함되는 임의의 하나 이상의 경화 성분들과 경화 반응할 수 있다. 구체적으로, 화학식 1의 화합물은 열경화, 광경화 또는 이들의 조합에 의해 경화될 수 있다.The compound of Formula 1 is in Formula 1

It has curability by containing it. Accordingly, the compound of Formula 1 may be cured and reacted with any one or more curing components included in the pressure-sensitive adhesive composition or the composition for an optical sheet. Specifically, the compound of Formula 1 may be cured by heat curing, photo curing, or a combination thereof.

Since the compound of Formula 1 has high refractive index and curability, it may be included in the pressure-sensitive adhesive composition to increase the refractive index of the pressure-sensitive adhesive composition and may be cured with any other components of the pressure-sensitive adhesive composition to form a high refractive index pressure-sensitive adhesive film. Accordingly, the adhesive film may have high light transmittance. In addition, since the compound of Formula 1 has a high refractive index, curability, and increased elasticity, it is included in the composition for an optical sheet to increase the refractive index of the composition for an optical sheet and is cured with any other components of the pressure-sensitive adhesive composition to form an optical sheet of high refractive index can do. Accordingly, the optical sheet may have high luminance and high elasticity.

Specifically, in Formula 1, Ar ¹ and Ar ² may be each independently a phenylene group or a naphthalenyl group.

Specifically, in Formula 1, x may be an integer of 1 to 5, more specifically, an integer of 1 to 3.

Specifically, in Formula 1, Ar ³ may be a phenylene group or a naphthalenyl group.

Specifically, in Formula 1, R ⁶ and R ⁸ may each independently be hydrogen or a methyl group.

(*는 원소의 연결 부위, Ph는 페닐기), 또는 *-Ra-(O-Rb)z-*(*는 연결 부위, Ra 및 Rb는 각각 독립적으로, 치환 또는 비치환된 C1 내지 C5의 알킬렌기, z는 0 내지 10의 정수))가 될 수 있다.Specifically, in Formula 1, R ⁵ is a single bond, or **-OR-* (* is ^{a connection site to Ar 3} in Formula 2, * is a connection site to -O- in Formula 2, R is substituted or unsubstituted A substituted C1 to C10 alkylene group, a substituted or unsubstituted C6 to C10 arylene group, a substituted or unsubstituted C7 to C10 arylalkylene group,

(* is a connecting site of an element, Ph is a phenyl group), or *-Ra-(O-Rb)z-*(* is a connecting site, Ra and Rb are each independently, substituted or unsubstituted C1 to C5 alkyl rengi, z is an integer from 0 to 10)).

Specifically, in Formula 1, R ⁷ is a single bond or **-SC ₂ H ₄ -* (** is _{a connection site to -CH 2} - in Formula 3, * is a connection site to -O- in Formula 3) can be

Specifically, Chemical Formula 2 may be represented by any one of Chemical Formulas 2-1 to 2-11 below.

<Formula 2-1>

(In Formula 2-1, k is an integer of 1 to 20)

<Formula 2-2>

(In Formula 2-2, k is an integer of 0 to 10)

<Formula 2-3>

<Formula 2-4>

<Formula 2-5>

<Formula 2-6>

<Formula 2-7>

(In Formula 2-7, Ph is a phenyl group)

<Formula 2-8>

<Formula 2-9>

<Formula 2-10>

<Formula 2-11>

Specifically, Chemical Formula 3 may be represented by the following Chemical Formula 3-1 or the following Chemical Formula 3-2:

<Formula 3-1>

<Formula 3-2>

Specifically, the compound of Formula 1 may include the compound of Table 1 below:

Ar ¹ Ar ² R ¹ R ² n m x Ar ³ R ⁵ R ⁶ y R ⁷ R ⁸ One phenylene phenylene - - 0 0 One phenylene single bond Hydrogen 0 - - 2 phenylene phenylene - - 0 0 One phenylene -OC ₂ H ₄ - Hydrogen 0 - - 3 phenylene phenylene - - 0 0 One phenylene -OC ₂ H ₄ -(OC ₂ H ₄ ) ₂ - Hydrogen 0 - - 4 phenylene phenylene - - 0 0 One phenylene -O-CH ₂ -C ₆ H ₄ -CH ₂ - Hydrogen 0 - - 5 phenylene phenylene - - 0 0 One phenylene -OC ₆ H ₄ -CH ₂ - Hydrogen 0 - - 6 phenylene phenylene - - 0 0 One phenylene -O-CH ₂ -CH(CH ₃ )- Hydrogen 0 - - 7 phenylene phenylene - - 0 0 One phenylene -O-P(=S)Ph- Hydrogen 0 - - 8 phenylene phenylene - - 0 0 One phenylene -OC ₆ H ₄ -CH(CH ₃ )- Hydrogen 0 - - 9 phenylene phenylene - - 0 0 One phenylene -OC ₆ H ₄ - Hydrogen 0 - - 10 phenylene phenylene - - 0 0 One phenylene -O-CH ₂ -C(CH ₃ ) ₂ -CH ₂ - Hydrogen 0 - - 11 phenylene phenylene - - 0 0 One phenylene single bond Hydrogen One single bond Hydrogen 12 phenylene phenylene - - 0 0 One phenylene single bond Hydrogen One -SC ₂ H ₄ - Hydrogen

In one embodiment, the compound of Formula 1 may be represented by any one of Formulas 1-1 to 1-2 below:

<Formula 1-1>

<Formula 1-2>

One or more compounds of Formula 1 may be included in the following pressure-sensitive adhesive composition or composition for an optical sheet. Specifically, the compound of Formula 1 may be included as a mixture of a compound in which y is 0 in Formula 1 and a compound in which y is an integer of 1 to 5 in Formula 1. At this time, in 100 parts by weight of the mixture, 10 parts by weight to 90 parts by weight of a compound in which y is 0 in Formula 1, more specifically 40 parts by weight to 60 parts by weight, 10 parts by weight to 10 parts by weight of a compound in which y in Formula 1 is an integer of 1 to 5 90 parts by weight, more specifically 40 parts by weight to 60 parts by weight may be a mixture.

Hereinafter, a method for preparing the compound of Formula 1 will be described.

The compound of Formula 1 may be prepared by a conventional method known to those skilled in the art.

The compound of Formula 1 may be prepared by reacting a compound of Formula 4 with a compound of Formula 5 or a mixture of a compound of Formula 5 with a compound of Formula 6 below:

<Formula 4>

(In Formula 4, Ar ¹ , Ar ² , R ¹ , R ² , Ar ³ , R ⁵ , R ⁷ , n, m, x and y are the same as defined in Formula 1 above).

<Formula 5>

(In Formula 5, R ⁶ is as defined in Formula 1, and X is halogen).

<Formula 6>

(In Formula 6, R ⁸ is as defined in Formula 1, and X is halogen).

Each of the compound of Formula 4, the compound of Formula 5, and the compound of Formula 6 may be included alone or in a mixture of two or more. The compound of Formula 4 may be included as a mixture of one or more isomers of ortho, meta, and para, depending on the position of the substituents of ^{Ar 1} and Ar ^{2 , respectively.}

Compound of Formula 4: The reaction mole ratio of the compound of Formula 5 or a mixture of the compound of Formula 5 and the compound of Formula 6 may vary depending on x and y in Formula 4; Specifically, the compound of Formula 4: The compound of Formula 5 or a mixture of the compound of Formula 5 and the compound of Formula 6 may be reacted in a molar ratio of 1:1 to 1:8. Within the above range, the compound of Formula 1 can be prepared in high yield. The reaction of the compound of Formula 4 and the compound of Formula 5 or the mixture of the compound of Formula 5 and the compound of Formula 6 may be carried out in a solvent at -10°C to +100°C for 0.5 hour to 10 hours. In the above range, the compound of Formula 1 can be prepared in high yield. The solvent is methylene chloride, tetrahydrofuran, acetone, dichloromethane, dichloroethane, chloroform, N-methylpyrrolidone, methylsulfoxide, N,N-dimethylacetamide, benzene, acetonitrile, dimethoxyethane, toluene, ethanol , dimethyl sulfoxide, and water. Compound of Formula 4: In order to increase the reaction rate of the compound of Formula 5 or the mixture of the compound of Formula 5 and the compound of Formula 6, a basic catalyst may be further used. The basic catalyst may include at least one of triethylamine, diisopropylamine, tetramethylethylenediamine, pyridine, sodium hydroxide, potassium hydroxide, potassium carbonate, and an amine complex. The basic catalyst may be used in an amount of 1.0 to 8.0 moles based on 1 mole of the compound of Formula 4. In the above range, the compound of Formula 1 can be prepared in high yield.

The compound of Formula 5 and the compound of Formula 6 may include conventional compounds. The compound of Formula 5 and the compound of Formula 6 may be the same. Specifically, the compound of Formula 5 and the compound of Formula 6 may each be (meth)acryloyl chloride or a mixture including the same.

The compound of Formula 4 is prepared by chloromethylation of a compound of Formula 7 to prepare a compound of Formula 8 (first reaction), and then a compound of Formula 9 or Formula 9 below to a compound of Formula 8 It can be prepared by reacting (secondary reaction) a mixture of a compound of Formula 10 with a compound of Formula 10:

<Formula 7>

(In Formula 7, Ar ¹ , Ar ² , R ¹ , R ² , n, and m are as defined in Formula 1 above).

<Formula 8>

(In Formula 8, Ar ¹ , Ar ² , R ¹ , R ² , n, m, x and y are as defined in Formula 1 above).

<Formula 9>

(In Formula 9, Ar ³ and R ⁵ are as defined in Formula 1 above).

<Formula 10>

(In Formula 10, R ⁷ is a single bond, a substituted or unsubstituted C1 to C10 alkylene group, or **-S-Rc-* (** is a connection site to H- in Formula 10, * is - The linking site to OH, Rc is a substituted or unsubstituted C1 to C10 alkylene group)).

<primary reaction>

Chloromethylation may include a reaction between the compound of Formula 7 and paraformaldehyde in the presence of an aqueous HCl solution. Compound of Formula 7: Paraformaldehyde may be reacted in a mole ratio of 1:1 to 1:10. Within the above range, the compound of Formula 4 can be prepared in high yield. Chloromethylation may be performed in a solvent at -10°C to +100°C for 0.5 to 10 hours. In the above range, the compound of Formula 4 can be prepared in high yield. Chloromethylation may further include an acid such as acetic acid or sulfuric acid. The compound of Formula 6 may include, but is not limited to, diphenyl sulfide.

In the first reaction, a compound of Formula 8 in which y is 0 alone or a mixture of a compound of Formula 8 in which y is 0 and a compound of Formula 8 in which y is an integer of 1 to 5 may be prepared. In the first reaction, a mixture of at least one of ortho, meta, and para isomers of Formula 8 may be prepared according to the position of the substituents of ^{Ar 1} and Ar ^{2 , respectively.}

<Secondary reaction>

The secondary reaction may be performed by changing the reaction mole ratio of the compound of Formula 8 and the compound of Formula 9 or the mixture of the compound of Formula 9 and the compound of Formula 10 according to x and y in Formula 8. Specifically, the compound of Formula 8: The compound of Formula 9 or a mixture of the compound of Formula 9 and the compound of Formula 10 may be reacted in a molar ratio of 1:1 to 4:1. Within the above range, the compound of Formula 4 can be prepared in high yield. The secondary reaction may be performed in a solvent at -10°C to +100°C for 0.5 to 10 hours. In the above range, the compound of Formula 4 can be prepared in high yield. The solvent is methylene chloride, tetrahydrofuran, acetone, dichloromethane, dichloroethane, chloroform, N-methylpyrrolidone, methylsulfoxide, N,N-dimethylacetamide, benzene, acetonitrile, dimethoxyethane, toluene, ethanol , dimethyl sulfoxide, and water. The secondary reaction may further use a basic catalyst to increase the reaction rate. The basic catalyst may include at least one of triethylamine, diisopropylamine, tetramethylethylenediamine, pyridine, sodium hydroxide, potassium hydroxide, potassium carbonate, and an amine complex. The basic catalyst may be used in an amount of 1.0 to 8.0 moles based on 1 mole of the compound of Formula 8. In the above range, the compound of Formula 4 can be prepared in high yield.

Hereinafter, an adhesive composition for an optical member according to an embodiment of the present invention will be described.

The pressure-sensitive adhesive composition for an optical member according to an embodiment of the present invention may include the compound of Formula 1, an oligomer thereof, a polymer thereof, or a mixture thereof. One or more compounds of Formula 1, oligomers thereof, and polymers thereof may be included in the pressure-sensitive adhesive composition. The pressure-sensitive adhesive composition for an optical member may have a high refractive index by including the compound of Formula 1 above. Specifically, the pressure-sensitive adhesive composition may have a refractive index of 1.50 to 1.70.

The "optical member" may include various optical elements included in a liquid crystal display device or an organic light emitting display device. Specifically, the optical member may include, but is not limited to, a polarizer, a protective film, a polarizing plate, a transparent conductive layer, a liquid crystal panel of a liquid crystal display device, an organic light emitting diode, a window film, and the like.

Hereinafter, a composition for an optical sheet according to an embodiment of the present invention will be described.

The composition for an optical sheet according to an embodiment of the present invention may include the compound of Formula 1, an oligomer thereof, a polymer thereof, or a mixture thereof. One or more of the compound of Formula 1, an oligomer thereof, and a polymer thereof may be included in the composition for an optical sheet. The composition for an optical sheet may have a high refractive index by including the compound of Formula 1, an oligomer thereof, or a polymer thereof. Specifically, the composition for an optical sheet may have a refractive index of 1.58 to 1.70.

Hereinafter, the configuration and operation of the present invention will be described in more detail through embodiments of the present invention. However, the following examples are provided to help the understanding of the present invention, and the scope of the present invention is not limited thereto.

Example One

1) Diphenylsulfide (10 g, 53.7 mmol), acetic acid 25 g, and 9.51 g of 36% HCl aqueous solution were placed in a round bottom flask, and sulfuric acid 15.8 g was added dropwise. Then, paraformaldehyde (3.7 g, 93.9 mmol) was added to the round bottom flask, and the mixture was stirred at 60° C. for 4 hours. The organic layer was extracted from the obtained mixture using methylene chloride. The obtained organic layer was washed with water and 10% NaOH aqueous solution, and the organic layer was recovered. By removing the organic solvent from the organic layer, 12.2 g of a mixture of the following formulas i) and ii) (white solid, formula i: formula ii contained 92 wt%: 8 wt%) was synthesized.

Formulas i and ii were prepared as orth, metha, and para mixtures, respectively.

Formula i) 7.52-7.13 (m, 9H), 4.56-4.54 (m, 2H); Formula ii) 7.52-7.13 (m, 8H), 4.79-4.78 (m, 4H).

Formula i)

Formula ii)

2) A mixture of Formula i) and Formula ii) (30 g, 118.0 mmol), ethanol 90 g, 4-hydroxybenzenethiol (16.68 g, 132.2 mmol), 2-mercaptoethanol (2-mercaptoethanol) ) (2.58 g, 33.1 mmol) and KOH (9.27 g, 165.3 mmol) were placed in a round bottom flask and stirred at room temperature for 1 hour. Then, the organic layer was extracted using methylene chloride. The obtained organic layer was washed with water and 10% NaOH aqueous solution, and the organic layer was recovered. By removing the organic solvent from the organic layer, 32.4 g of a mixture of the following Chemical Formulas iii) and iv) (yellow solid, Chemical Formula iii: Chemical Formula iv contains 86% by weight: 14% by weight) was synthesized.

Formula iii) 7.35-7.04(m, 11H), 6.72-6.68(d, 2H), 3.93(s, 2H); Formula iv) 7.35-7.04(m, 10H), 6.69-6.68(d, 2H), 4.17-4.13(m, 2H), 3.93(s, 2H), 3.91 (s, 2H), 3.75-3.62(m, 2H).

Formula iii)

Formula iv)

3) A mixture of Formulas iii and iv (32.4 g, 88.7 mmol), methylene chloride 90 g, and triethylamine (9.0 g, 88.7 mmol) were placed in a round bottom flask. A solution of acryloyl chloride (8.0 g, 88.7 mmol) and 90 g of methylene chloride was added dropwise to the round bottom flask. The resulting mixture was stirred at 0° C. for 30 minutes, and extracted using methylene chloride. The obtained organic layer was washed with water and 10% HCl aqueous solution and concentrated to obtain a mixture of the following Chemical Formulas 1-1-1 and 1-2-1 (refractive index: 1.642, viscosity 960cps at 25°C).

Formula 1-1-1) 7.31-7.10(m, 11H), 7.05-7.02(d, 2H), 6.63-6.57(d, 1H), 6.35-6.26(m,1H), 6.03-5.99(d, 1H) ), 4.05(s, 2H);

Formula 1-2-1) 7.31-7.10(m, 10H), 7.05-7.02(d, 2H), 6.63-6.57(d, 1H), 6.45-6.39(d, 1H), 6.35-6.26(m,1H) ), 6.17-6.07(m, 1H), 6.03-5.99(d, 1H), 5.87-5.83(d, 1H), 4.30-4.25(m, 2H), 4.03(s, 2H), 3.93(s, 1H) ), 3.73-3.71 (m, 2H).

<Formula 1-1-1>

<Formula 1-2-1>

Simple modifications or changes of the present invention can be easily carried out by those of ordinary skill in the art, and all such modifications or changes can be considered to be included in the scope of the present invention.

Claims (8)

a compound in which y is 0 in Formula 1; And in Formula 1, y is an integer of 1 to 5, which comprises a mixture of a compound, the pressure-sensitive adhesive composition for an optical member:
<Formula 1>

(In Formula 1,
Ar ¹ and Ar ² are each independently, a substituted or unsubstituted C6 to C30 arylene group,
R ³ is the following formula (2),
<Formula 2>

(In Formula 2,
* is the connection site of the element,
Ar ³ is a substituted or unsubstituted C6 to C30 arylene group,
R ⁵ is a single bond or **-OR-* (** is ^{a connection site to Ar 3} in Formula 2, * is a connection site to -O- in Formula 2, R is a substituted or unsubstituted C1 to C20 group An alkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C7 to C20 arylalkylene group,

(* is a connecting site of an element, Ar ⁴ is a substituted or unsubstituted C6 to C10 aryl group), or *-Ra-(O-Rb)z-*(* is a connecting site of an element, Ra and Rb are each Independently, a substituted or unsubstituted C1 to C10 alkylene group, z is an integer from 0 to 10)),
R ⁶ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)
x is 1,
R ⁴ is the following formula 3,
<Formula 3>

(In Formula 3,
* is the connection site of the element,
R ⁷ is **-S-Rc-* (** is _{a connection site to -CH 2} - in Formula 3, * is a connection site to -O- in Formula 3, Rc is a substituted or unsubstituted C1 to C10 of an alkylene group),
R ⁸ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)
y is an integer from 0 to 5). a compound in which y is 0 in Formula 1; and a mixture of a compound in which y in Formula 1 is an integer of 1 to 5, the composition for an optical sheet:
<Formula 1>

(In Formula 1,
Ar ¹ and Ar ² are each independently, a substituted or unsubstituted C6 to C30 arylene group,
R ³ is the following formula (2),
<Formula 2>

(In Formula 2,
* is the connection site of the element,
Ar ³ is a substituted or unsubstituted C6 to C30 arylene group,
R ⁵ is a single bond or **-OR-* (** is ^{a connection site to Ar 3} in Formula 2, * is a connection site to -O- in Formula 2, R is a substituted or unsubstituted C1 to C20 group An alkylene group, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C7 to C20 arylalkylene group,

(* is a connecting site of an element, Ar ⁴ is a substituted or unsubstituted C6 to C10 aryl group), or *-Ra-(O-Rb)z-*(* is a connecting site of an element, Ra and Rb are each Independently, a substituted or unsubstituted C1 to C10 alkylene group, z is an integer from 0 to 10)),
R ⁶ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)
x is 1,
R ⁴ is the following formula 3,
<Formula 3>

(In Formula 3,
* is the connection site of the element,
R ⁷ is **-S-Rc-* (** is _{a connection site to -CH 2} - in Formula 3, * is a connection site to -O- in Formula 3, Rc is a substituted or unsubstituted C1 to C10 of an alkylene group),
R ⁸ is hydrogen or a substituted or unsubstituted C1 to C5 alkyl group)
y is an integer from 0 to 5). The pressure-sensitive adhesive composition for an optical member according to claim 1, wherein Ar ¹ and Ar ² are each independently a phenylene group or a naphthalene group. The composition for an optical sheet according to claim 2, wherein Ar ¹ and Ar ² are each independently a phenylene group or a naphthalene group. The pressure-sensitive adhesive composition for an optical member according to claim 1, wherein the composition comprises the following Chemical Formula 1-1 and the following Chemical Formula 1-2:
<Formula 1-1>

<Formula 1-2>

. The composition for an optical sheet according to claim 2, wherein the composition comprises the following Chemical Formula 1-1 and the following Chemical Formula 1-2:
<Formula 1-1>

<Formula 1-2>

. The composition according to claim 1, wherein, in 100 parts by weight of the mixture, 10 parts by weight to 90 parts by weight of a compound in which y is 0 in Formula 1, and 10 parts by weight to 90 parts by weight of a compound in which y is an integer of 1 to 5 in Formula 1 A pressure-sensitive adhesive composition for an optical member, comprising parts by weight. The composition according to claim 2, wherein, in 100 parts by weight of the mixture, 10 parts by weight to 90 parts by weight of a compound in which y is 0 in Formula 1, and 10 parts by weight to 90 parts by weight of a compound in which y is an integer of 1 to 5 in Formula 1 The composition for an optical sheet, comprising parts by weight.