KR101466149B1 - Curable polysiloxane composition for optical device and encapsulant and optical device - Google Patents

Abstract

At least one first siloxane compound represented by Chemical Formula 1, at least one second siloxane compound having hydrogen-bonded hydrogen (Si-H) at the terminal, and an alkenyl group (Si-Vi) And at least one third siloxane compound having at least one kind of a siloxane compound having at least one kind of a siloxane group and at least one kind of a siloxane compound.
[Chemical Formula 1]
^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 4 R 5 SiO 2/2) D1 (R 6 R 7 SiO 2/2) D2 (R 8 SiO 2/2 -Y 1 -SiO 2/2 _{^{R 9) D3 (R 10 SiO}} 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO 3/2) T4 (SiO 4 / ₂ ) _Q1
In Formula 1, R ¹ to R ¹² , Y ¹ , Y ² , M ¹ , D ¹ , D ² , D 3, T ¹ , T ² , T 3, T 4 and Q 1 are as defined in the specification.

Description

TECHNICAL FIELD [0001] The present invention relates to a cured polysiloxane composition for optical devices, a sealing material, and an optical device,

A curing type polysiloxane composition for optical devices, an encapsulating material, and an optical device.

Optical devices such as light emitting diodes (LEDs), organic light emitting diode devices (OLED devices), and photoluminescence devices (PL devices) Lighting devices, display devices, and various automation devices.

These optical devices may include a sealing package, such as an encapsulant, to protect the optical element. Such a sealing package may be made from a composition comprising a light-transmitting resin so that light emitted from the optical element can pass through the outside.

On the other hand, in order to improve the process yield, it is important that the products to which the sealing package is applied exist on similar color coordinates. In addition, when color change due to sulfur occurs due to environmental factors in which the sealing package is exposed, the luminance may be sharply lowered.

One embodiment provides a curable polysiloxane composition for optical devices capable of improving color dispersion and water resistance to improve processability and reliability.

Another embodiment provides an encapsulant obtained by curing the curable polysiloxane composition for optical devices.

Another embodiment provides an optical device comprising the encapsulant.

According to one embodiment, there is provided a composition comprising at least one first siloxane compound represented by the following formula (1), at least one second siloxane compound having silicon-bonded hydrogen (Si-H) at the terminal thereof, and a silicon- And at least one third siloxane compound having a silyl group (Si-Vi).

[Chemical Formula 1]

^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 4 R 5 SiO 2/2) D1 (R 6 R 7 SiO 2/2) D2 (R 8 SiO 2/2 -Y 1 -SiO 2/2 _{^{R 9) D3 (R 10 SiO}} 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO 3/2) T4 (SiO 4 / ₂ ) _Q1

In Formula 1,

R ¹ to R ¹² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof, or a group represented by the following formula (1a)

R ¹ to R ¹² At least one of them is a group represented by the following formula (1a)

Y ¹ and Y ² are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, an unsubstituted C1 to C30 heteroalkylene group, a substituted or unsubstituted C6 to C30 arylene groups, substituted or unsubstituted C3 to C30 heteroarylene groups, substituted or combinations thereof,

1, 0? D3 <1, 0? D4 <1, 0? D3 <1, 0? Q1 < 1,

M1 + D1 + D2 + D3 + T1 + T2 + T3 + T4 + Q1 = 1,

[Formula 1a]

-L ¹ - (OL ² ) _x - (OL ³ ) _y -Z

In formula (1a)

L ¹ represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

L ² and L ³ each independently represent a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 arylene group, C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

 Z is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, A substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 heteroalkyl group, C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

200 &lt; / = y &lt; / = 200,

x and y are not simultaneously 0,

* Is a point connected to the silicon (Si) of the formula (1).

The first siloxane compound may be represented by the following general formula (2).

(2)

In Formula 2,

R ^1a , R ^2a , R ^3a , R ^1b , R ^2b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

R ^1a , R ^2a , R ^3a , R ^1b , At least one of R ^2b and R ^3b is Is a group represented by the above formula (1a)

0 ≤ m ₁ is <1000, 0≤m ₂ <1000.

The first siloxane compound may be represented by the following general formula (3).

(3)

In Formula 3,

R ^1a , R ^3a , R ^1b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

L ^1a And L ^1b are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 To C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

L ^2a , L ^2b , L ^3a and L ^3b each independently represents a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, Or an unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

Z ¹ and Z ² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

_{0 ≤ m 1 <1000, 0≤m} 2 <1000 , and

200, 0? X2? 200, 0? Y1? 200 and 0? Y2? 200,

x1 and y1 are not 0 at the same time,

x2 and y2 are not 0 at the same time.

L ^1a , L ^1b , L ^2a , L ^2b , L ^3a and L ^3b may each independently be a substituted or unsubstituted C 1 to C 5 alkylene group.

The L ^2a And L ^3a May be a substituted or unsubstituted ethylene group and the other may be a substituted or unsubstituted propylene group, and either one of L ^2b and L ^3b is a substituted or unsubstituted ethylene group and the other is a substituted or unsubstituted ethylene group, Propylene group.

The first siloxane compound may be represented by the following formula (4-1) or (4-2).

[Formula 4-1]

[Formula 4-2]

In the formula 4-1 or 4-2,

R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ And R ^a to R ^d each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

R ^a or R ^b is a substituted or unsubstituted methyl group,

R ^c or R ^d is a substituted or unsubstituted methyl group,

Z ¹ and Z ² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

And _{0≤m 1 <1000, 0≤m 2 <} 1000,

200, 0? X2? 200, 0? Y1? 200 and 0? Y2? 200,

x1 and y1 are not 0 at the same time,

x2 and y2 are not 0 at the same time.

The R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ Lt; / RTI &gt; may be a methyl group.

The group represented by the formula (1a) may be a group represented by the following formula (1aa).

(1aa)

-L ¹ - (OC ₂ H ₄ ) _x - (OC ₃ H ₆ ) _y -Z

In the above formula (1aa)

L ¹ represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

Z is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, A substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 heteroalkyl group, C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

200 &lt; / = y &lt; / = 200,

x and y are not simultaneously 0,

* Is a point connected to the silicon (Si) of the formula (1).

R ¹ to R ^{12 in the} above formula (1) And Z May contain hydrogen or a substituted or unsubstituted C2 to C30 alkenyl group.

The first siloxane compound may be represented by the following general formula (5).

[Chemical Formula 5]

^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 10 SiO 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO _{3/2) T4}

In Formula 5,

R ¹ to R ³ , R ¹¹ and R ¹² each independently represent hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, Or a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, A substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group,

R ¹⁰ is a group represented by the above formula (1aa)

Y ² represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

1, 0? T1 <1, 0? T2 <1, 0? T3 <1 and 0?

M1 + T1 + T2 + T3 + T4 = 1.

The second siloxane compound may be represented by the following general formula (6).

[Chemical Formula 6]

^{(R 13 R 14 R 15 SiO} 1/2) M2 (R 16 R 17 SiO 2/2) D4 (R 18 SiO 3/2 -Y 3 -SiO 3/2 R 19) D5 (R 20 SiO 3/2 _{) T5 (SiO 3/2 -Y} 4 -SiO 3/2) T6 (SiO 4/2) Q2

In Formula 6,

R ¹³ to R ²⁰ each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkynyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

R ¹³ to R ²⁰ Lt; RTI ID = 0.0 &gt; hydrogen, &lt; / RTI &

Y ³ and Y ⁴ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,

1, 0? D5 <1, 0? T5 <1, 0? T6 <1, 0? Q2 <1,

M2 + D4 + D5 + T5 + T6 + Q2 = 1.

The third siloxane compound may be represented by the following general formula (7).

(7)

^{(R 21 R 22 R 23 SiO} 1/2) M3 (R 24 R 25 SiO 2/2) D6 (R 26 SiO 3/2 -Y 5 -SiO 3/2 R 27) D7 (R 28 SiO 3/2 _{) T7 (SiO 3/2 -Y} 6 -SiO 3/2) T8 (SiO 4/2) Q3

In Formula 7,

R ²¹ to R ²⁸ each independently represent a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl Substituted or unsubstituted C1 to C30 heteroalkyl groups, substituted or unsubstituted C2 to C30 heterocycloalkyl groups, substituted or unsubstituted C3 to C30 heteroaryl groups, substituted or unsubstituted C2 to C30 alkenyl groups, substituted or unsubstituted C1 to C30 heteroalkyl groups, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

At least one of R ²¹ to R ²⁸ includes a substituted or unsubstituted C2 to C30 alkenyl group,

Y ⁵ and Y ⁶ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group or a combination thereof,

1, 0? T7 <1, 0? T8 <1, 0? Q3 <1, 0?

M3 + D6 + D7 + T7 + T8 + Q3 = 1.

The second siloxane compound may include less than about 50 parts by weight based on 100 parts by weight of the total amount of the second siloxane compound and the third siloxane compound and the third siloxane compound may include the second siloxane compound and the third More than about 50 parts by weight based on 100 parts by weight of the total amount of the siloxane compound.

The first siloxane compound may be included in an amount of about 0.01 to 20% by weight based on the total amount of the composition.

According to another embodiment, there is provided an encapsulant obtained by curing the curable polysiloxane composition for optical devices.

According to another embodiment, there is provided an optical device including the encapsulant.

It is possible to improve the color dispersion and the harshness without affecting properties such as refractive index, hardness, transmittance and heat resistance, and to improve the fairness and reliability.

1 is a cross-sectional view schematically illustrating a light emitting diode according to one embodiment.

Hereinafter, exemplary embodiments of the present invention will be described in detail so that those skilled in the art can easily carry out the present invention. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.

Unless otherwise defined herein, "substituted" means that the hydrogen atom in the compound is a halogen atom (F, Br, Cl, or I), a hydroxy group, an alkoxy group, a nitro group, a cyano group, an amino group, A thio group, an ester group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid or a salt thereof, a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkenyl group, a C2 to C20 alkenyl group, A C 1 to C 30 arylalkyl group, a C 7 to C 30 arylalkyl group, a C 1 to C 30 alkoxy group, a C 1 to C 20 heteroalkyl group, a C 3 to C 20 heteroarylalkyl group, a C 3 to C 30 cycloalkyl group, a C 3 to C 15 cycloalkenyl group, C6 to C15 cycloalkynyl groups, C3 to C30 heterocycloalkyl groups, and combinations thereof.

Also, unless otherwise defined herein, "hetero" means containing at least one heteroatom selected from N, O, S and P.

Hereinafter, the curable polysiloxane composition for an optical device according to one embodiment will be described.

The curable polysiloxane composition for an optical device according to one embodiment (hereinafter referred to as a "composition") comprises at least one first siloxane compound represented by the following formula (1), at least a first siloxane compound represented by the following formula A second siloxane compound, and at least one third siloxane compound having a silicon-bonded alkenyl group (Si-Vi) at the terminal.

[Chemical Formula 1]

^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 4 R 5 SiO 2/2) D1 (R 6 R 7 SiO 2/2) D2 (R 8 SiO 2/2 -Y 1 -SiO 2/2 _{^{R 9) D3 (R 10 SiO}} 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO 3/2) T4 (SiO 4 / ₂ ) _Q1

In Formula 1,

R ¹ to R ¹² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof, or a group represented by the following formula (1a)

R ¹ to R ¹² At least one of them is a group represented by the following formula (1a)

Y ¹ and Y ² are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, an unsubstituted C1 to C30 heteroalkylene group, a substituted or unsubstituted C6 to C30 arylene groups, substituted or unsubstituted C3 to C30 heteroarylene groups, substituted or combinations thereof,

1, 0? D3 <1, 0? D4 <1, 0? D3 <1, 0? Q1 < 1,

M1 + D1 + D2 + D3 + T1 + T2 + T3 + T4 + Q1 = 1,

[Formula 1a]

-L ¹ - (OL ² ) _x - (OL ³ ) _y -Z

In formula (1a)

L ¹ represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

L ² and L ³ each independently represent a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 arylene group, C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

 Z is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, A substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 heteroalkyl group, C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

200 &lt; / = y &lt; / = 200,

x and y are not simultaneously 0,

* Is a point connected to the silicon (Si) of the formula (1).

The first siloxane compound may be included as an additive to enhance the surface tension and surface smoothness of the composition to improve the surface coating effect of the cured product. Further, the first siloxane compound has a group represented by the above formula (1a) having hydrophilicity, so that the dispersibility of the phosphor dispersed in the composition can be enhanced. Accordingly, the encapsulating material obtained by curing the composition can effectively prevent penetration of external contaminants such as sulfur, thereby improving the reliability and uniformly distributing the fluorescent material in the encapsulating material, thereby increasing the color dispersion.

Also, the first siloxane compound has a siloxane structure, which results in the structural and structural modification of the second siloxane compound having silicon-bonded hydrogen (Si-H) and the third siloxane compound having silicon-bonded alkenyl group (Si-Vi) It is possible to increase the affinity and prevent the additive from being phase-separated in the composition.

The first siloxane compound may be represented by, for example, the following formula (2).

(2)

In Formula 2,

R ^1a , R ^2a , R ^3a , R ^1b , R ^2b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

R ^1a , R ^2a , R ^3a , R ^1b , At least one of R ^2b and R ^3b is Is a group represented by the above formula (1a)

₁ is 0≤m <1000, 0≤m ₂ <1000.

The first siloxane compound may be represented by, for example, the following formula (3).

(3)

In Formula 3,

R ^1a , R ^3a , R ^1b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,

L ^1a And L ^1b are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 To C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

L ^2a , L ^2b , L ^3a and L ^3b each independently represents a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, Or an unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

Z ¹ and Z ² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

And _{0≤m 1 <1000, 0≤m 2 <} 1000,

200, 0? X2? 200, 0? Y1? 200 and 0? Y2? 200,

x1 and y1 are not 0 at the same time,

x2 and y2 are not 0 at the same time.

For example, in Formula 3, each of L ^1a , L ^1b , L ^2a , L ^2b , L ^3a and L ^3b may independently be a substituted or unsubstituted C 1 to C 5 alkylene group. For example, the L ^1a And L &lt; ^{1b &gt;} may each independently be a substituted or unsubstituted propylene group. For example, the L ^2a And L ^3a May be a substituted or unsubstituted ethylene group and the other may be a substituted or unsubstituted propylene group. For example, either of L ^2b and L ^3b may be a substituted or unsubstituted ethylene group and the other may be a substituted or unsubstituted propylene group.

For example, in Formula 3, Z ¹ and Z ² each independently represent a substituted or unsubstituted C1 to C30 alkoxy group or a hydroxy group.

The first siloxane compound may be represented by, for example, the following formula (4-1) or (4-2).

[Formula 4-1]

[Formula 4-2]

In the formula 4-1 or 4-2,

R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ , Z ¹ , Z ² , m ₁ , m ₂ , x 1, x 2, y 1 and y 2 are as described above,

R ^a to R ^d each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

R ^a or R ^b is a substituted or unsubstituted methyl group,

R ^c or R ^d is a substituted or unsubstituted methyl group.

For example, in Formula 4, Z ¹ and Z ² each independently represent a substituted or unsubstituted C1 to C30 alkoxy group or a hydroxy group.

For example, in Formula 4, R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ May be a methyl group, and at least four of them may be a methyl group.

In Formula 1, the group represented by Formula 1a may be, for example, a group represented by Formula 1aa below.

(1aa)

-L ¹ - (OC ₂ H ₄ ) _x - (OC ₃ H ₆ ) _y -Z

In the above formula (1aa), L ¹ , Z, x and y are as described above.

The group represented by the general formula (1aa) is a group containing ethylene oxide and / or propylene oxide. As described above, the surface tension and the surface smoothness can be improved to improve the surface coating effect of the sealing material, It is possible to effectively prevent penetration of the factors and improve the reliability, and at the same time, the phosphors are uniformly distributed in the encapsulating material due to hydrophilicity, thereby increasing the color dispersion.

For example, in the above formula (1aa), L ¹ may be a substituted or unsubstituted C 1 to C 5 alkylene group, and may be, for example, a substituted or unsubstituted propylene group.

When the first siloxane compound contains a group represented by the above formula (1aa), at least one of the ends of the first siloxane compound, that is, at least one of R ¹ to R ¹² and Z is hydrogen or a substituted or unsubstituted C2 to C30 alkenyl Group. By incorporating hydrogen or a substituted or unsubstituted C2 to C30 alkenyl group at the end of the first siloxane compound, the physical properties of the encapsulant can be improved by participating in the hydrogen silylation reaction together with the second siloxane compound or the third siloxane compound described later can do.

The first siloxane compound may be represented by, for example, the following formula (5).

[Chemical Formula 5]

^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 10 SiO 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO _{3/2) T4}

In Formula 5,

R ¹ to R ³ , R ¹¹ and R ¹² each independently represent hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, Or a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, A substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group,

R ¹⁰ is a group represented by the above formula (1aa)

Y ² represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,

1, 0? T1 <1, 0? T2 <1, 0? T3 <1 and 0?

M1 + T1 + T2 + T3 + T4 = 1.

The first siloxane compound can be obtained, for example, by hydrolyzing and / or condensing a silane monomer.

For example, the first siloxane compound represented by the formula (1) is a monomer represented by R ¹ R ² R ³ SiA ¹ , a monomer represented by R ⁴ R ⁵ SiA ² A ³ , and R ⁶ R ⁷ SiA ⁴ A ⁵ A monomer expressed by A ⁶ A ⁷ R ⁸ Si-Y ¹ -SiR ⁹ A ⁸ A ⁹ , a monomer represented by R ¹⁰ SiA ¹⁰ A ¹¹ A ¹² , a monomer represented by R ¹¹ SiA ¹³ A ¹⁴ A ¹⁵ , Monomers represented by R ¹² SiA ¹⁶ A ¹⁷ A ¹⁸ , monomers represented by A ¹⁹ A ²⁰ A ²¹ Si-Y ² -SiA ²² A ²³ A ²⁴ , and SiA ²⁵ A ²⁶ A ²⁷ A ²⁸ are hydrolyzed and condensed Can be obtained. Here, the definitions of R ¹ to R ¹² , Y ¹ and Y ² are as described above, and A ¹ to A ²⁸ each independently may be a C ¹ to C 6 alkoxy group, a hydroxy group, a halogen group, a carboxyl group or a combination thereof.

The first siloxane compound may be used alone or in combination of two or more.

The first siloxane compound may be included in an amount of about 0.01 to 20% by weight based on the total amount of the composition. By including it in the above-described range, the color dispersion and the sulfur content can be effectively improved without affecting the physical properties of the encapsulant such as refractive index, hardness, transparency and heat resistance. Preferably 0.1 to 10% by weight in the above range, 0.1 to 5% by weight in the above range, and 0.1 to 1% by weight in the above range.

The second siloxane compound may be represented by the following general formula (6).

[Chemical Formula 6]

^{(R 13 R 14 R 15 SiO} 1/2) M2 (R 16 R 17 SiO 2/2) D4 (R 18 SiO 3/2 -Y 3 -SiO 3/2 R 19) D5 (R 20 SiO 3/2 _{) T5 (SiO 3/2 -Y} 4 -SiO 3/2) T6 (SiO 4/2) Q2

In Formula 6,

R ¹³ to R ²⁰ each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkynyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

R ¹³ to R ²⁰ Lt; RTI ID = 0.0 &gt; hydrogen, &lt; / RTI &

Y ³ and Y ⁴ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,

1, 0? D5 <1, 0? T5 <1, 0? T6 <1, 0? Q2 <1,

M2 + D4 + D5 + T5 + T6 + Q2 = 1.

The second siloxane compound is a compound having silicon-bonded hydrogen (Si-H) at the terminal, and may have an average of at least two silicon-bonded hydrogen (Si-H) per molecule. The silicon-bonded hydrogen (Si-H) may react with an alkenyl group located at the end of a third siloxane compound described later. When the terminal of the first siloxane compound contains an alkenyl group, it can also react with an alkenyl group located at the terminal of the first siloxane compound.

R ¹³ to R ^{20 in} Formula 6 May include a substituted or unsubstituted C6 to C30 aryl group. Accordingly, the refractive index can be increased to secure optical characteristics.

The second siloxane compound may be, for example, a monomer represented by R ¹³ R ¹⁴ R ¹⁵ SiA ²⁹ and a monomer represented by R ¹⁶ R ¹⁷ SiA ³⁰ A ³¹ , A ³² A ³³ A ³⁴ R ¹⁸ Si-Y ³ -SiR ¹⁹ A ³⁵ A monomer represented by A ³⁶ A ³⁷ , A monomer represented by R ²⁰ SiA ³⁸ A ³⁹ A ⁴⁰ , a monomer represented by A ⁴¹ A ⁴² A ⁴³ Si-Y ⁴ -SiA ⁴⁴ A ⁴⁵ A ⁴⁶ , and a monomer represented by SiA ⁴⁷ A ⁴⁸ A ⁴⁹ A ⁵⁰ One can be obtained by hydrolysis and condensation polymerization. Here, the definitions of R ¹³ to R ²⁰ are as defined above, and A ²⁹ to A ⁵⁰ each independently may be a C 1 to C 6 alkoxy group, a hydroxy group, a halogen group, a carboxyl group, or a combination thereof.

The second siloxane compound may be used alone or in combination of two or more.

The third siloxane compound may be represented by, for example, the following formula (7).

(7)

^{(R 21 R 22 R 23 SiO} 1/2) M3 (R 24 R 25 SiO 2/2) D6 (R 26 SiO 3/2 -Y 5 -SiO 3/2 R 27) D7 (R 28 SiO 3/2 _{) T7 (SiO 3/2 -Y} 6 -SiO 3/2) T8 (SiO 4/2) Q3

In Formula 7,

R ²¹ to R ²⁸ each independently represent a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl Substituted or unsubstituted C1 to C30 heteroalkyl groups, substituted or unsubstituted C2 to C30 heterocycloalkyl groups, substituted or unsubstituted C3 to C30 heteroaryl groups, substituted or unsubstituted C2 to C30 alkenyl groups, substituted or unsubstituted C1 to C30 heteroalkyl groups, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,

At least one of R ²¹ to R ²⁸ includes a substituted or unsubstituted C2 to C30 alkenyl group,

Y ⁵ and Y ⁶ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group or a combination thereof,

1, 0? T7 <1, 0? T8 <1, 0? Q3 <1, 0?

M3 + D6 + D7 + T7 + T8 + Q3 = 1.

The third siloxane compound is a compound having a silicon-bonded alkenyl group (Si-Vi) at the terminal, and may have an average of at least two silicon-bonded alkenyl groups (Si-Vi) per molecule. The silicon-bonded alkenyl group (Si-Vi) may react with hydrogen located at the terminal of the second siloxane compound. When the end of the first siloxane compound contains hydrogen, it can also react with hydrogen located at the end of the first siloxane compound.

R ²¹ to R ^{28 in the} above formula (7) May include a substituted or unsubstituted C6 to C30 aryl group. Accordingly, the refractive index can be increased to secure optical characteristics.

The third siloxane compound may be, for example, a monomer represented by R ²¹ R ²² R ²³ SiA ⁵¹ and a monomer represented by R ²⁴ R ²⁵ SiA ⁵² A ⁵³ , A ⁵⁴ A ⁵⁵ A ⁵⁶ R ²⁶ Si-Y ⁵ -SiR ²⁷ A ⁵⁷ A ⁵⁸ A ⁵⁹ , R ²⁸ SiA ⁶⁰ A ⁶¹ A ⁶² , a monomer represented by A ⁶³ A ⁶⁴ A ⁶⁵ Si-Y ⁶ -SiA ⁶⁶ A ⁶⁷ A ⁶⁸ And at least one selected from monomers represented by SiA ⁶⁹ A ⁷⁰ A ⁷¹ A ⁷² can be obtained by hydrolysis and condensation polymerization. Wherein R ²¹ to R ²⁸ are as defined above, and A ⁵¹ to A ⁷² each independently may be a C 1 to C 6 alkoxy group, a hydroxy group, a halogen group, a carboxyl group, or a combination thereof.

The third siloxane compound may be used singly or in combination of two or more.

The weight average molecular weights of the second siloxane compound and the third siloxane compound may range from about 100 to 1,000,000, respectively, and may range from about 100 to 100,000 and from about 100 to 50,000, respectively.

The second siloxane compound may be included in an amount of less than about 50 parts by weight, for example, about 1 to 35 parts by weight based on 100 parts by weight of the total amount of the second siloxane compound and the third siloxane compound.

The third siloxane compound may be included in an amount of about 50 parts by weight or more, for example, about 65 to 99 parts by weight based on 100 parts by weight of the total amount of the second siloxane compound and the third siloxane compound.

The composition may further comprise a filler.

The filler may be made of, for example, an inorganic oxide, and may include, for example, zirconia, silica, alumina, titanium oxide, zinc oxide, or combinations thereof.

The composition may further comprise a hydrogen sacylation catalyst. The hydrogen silylation catalyst may promote the hydrogen silylation reaction of the second siloxane compound and the third siloxane compound, and may include, for example, platinum, rhodium, palladium, ruthenium, iridium or a combination thereof. The hydrocyanation catalyst may comprise from about 0.1 ppm to about 1000 ppm based on the total amount of the encapsulant composition.

The composition can be used as an encapsulant by curing by heat treatment at a predetermined temperature. The sealing material can be applied to optical elements such as light emitting diodes and organic light emitting devices.

Hereinafter, a light emitting diode according to one embodiment will be described with reference to FIG. 1 as an example of an optical element to which a sealing material is applied.

1 is a cross-sectional view schematically illustrating a light emitting diode according to one embodiment.

1, the light emitting diode includes a mold 110; A lead frame 120 disposed within the mold 110; A light emitting diode chip 140 mounted on the lead frame 120; A bonding wire 150 connecting the lead frame 120 and the light emitting diode chip 140; And an encapsulant 200 covering the light emitting diode chip 140.

The encapsulant 200 is obtained by curing the above-mentioned composition. The encapsulant 200 is formed from the composition described above to improve the adhesive force with the mold 110, the lead frame 120, and the LED chip 140 to reduce lifting or peeling.

The encapsulant 200 may have the phosphor 190 dispersed therein. The phosphor 190 includes a material that is stimulated by light and emits light of a specific wavelength range by itself, and broadly includes a quantum dot such as a semiconductor nanocrystal. The phosphor 190 may be, for example, a blue phosphor, a green phosphor, or a red phosphor, and may be a mixture of two or more types.

The phosphor 190 may display a color of a predetermined wavelength region by the light supplied from the light emitting diode chip 140 as a light emitting portion. At this time, the light emitting diode chip 140 has a shorter wavelength region Can be displayed. For example, when the phosphor 190 displays a red color, the light emitting diode chip 140 can supply blue or green light having a shorter wavelength region than the red color.

The color emitted from the light emitting diode chip 140 and the color emitted from the phosphor 190 may be combined to display a white color. For example, when the light emitting diode chip 140 supplies blue light and the phosphor 190 includes a red phosphor and a green phosphor, the electronic device may display a white color by combining blue, red, and green.

The phosphor 190 may be omitted.

Hereinafter, embodiments of the present invention will be described in detail with reference to examples. The following examples are for illustrative purposes only and are not intended to limit the scope of the invention.

1st Siloxane  Synthesis of compounds

Synthetic example  One

100 g of DMS-H21 (Gelest) and 35 g of PKA-5005 (NOF) were added to a three-necked flask, and 50 ppm of Pt catalyst was added dropwise while maintaining the temperature at 50 캜 with stirring. After completion of the dropwise addition, addition reaction was carried out while heating for 6 hours. After cooling to room temperature, the Pt catalyst and the low molecular weight were removed through a column to obtain a compound represented by the following formula (8). The molecular weight of the first siloxane compound was measured by gel permeation chromatography (GPC). The molecular weight of the first siloxane compound was 6,000, which was converted to a polystyrene standard sample. The molecular weight of the first siloxane compound was analyzed by H-NMR, Si- Respectively.

[Chemical Formula 8]

_{[(HO (CH 2 CH 2} O) 34 CH 2 CH 2 CH 2) (CH 3) 2 SiO 1/2] 0.03 [(CH 3) 2 SiO 2/2] 0.97

Synthetic example  2

Except that 47 g of PKA-5013 (NOF) was used instead of 35 g of PKA-5005 (NOF), to obtain a compound represented by the following formula (9). The molecular weight in terms of polystyrene was 6,500 and analyzed by 1 H-NMR, Si-NMR and elemental analysis to confirm the structure of the formula.

[Chemical Formula 9]

_{[(HO (CH 3 CHCH 2} O) 26 (CH 2 CH 2 O) 26 CH 2 CH 2 CH 2) (CH 3) 2 SiO 1/2] 0.03 [(CH 3) 2 SiO 2/2] 0.97

Synthetic example  3

Step 1:

1 kg of a mixed solvent obtained by mixing water and toluene in a weight ratio of 5: 5 was introduced into a three-necked flask, and trimethoxysilane and an ethylene oxide / propylene oxide-containing monomer represented by the following formula (A) : 2 molar ratio was added together with the Pt catalyst.

(A)

CH ₂ = CHCH ₂ (CH ₂ CH ₂ O) _x (CH ₃ CHCH ₂ O) _y CH ₃ (the ratio of x and y is 2: 8)

After completion of the addition, the hydrogen silylation reaction was carried out while heating at 60 ° C for 1 hour. After cooling to room temperature, the water layer was removed to prepare a monomolecular solution dissolved in toluene. The catalyst in the resulting monomolecular solution was then removed using a column. Subsequently, the monomolecular solution was distilled under reduced pressure to remove toluene to obtain a compound represented by the following formula (10).

[Chemical formula 10]

_{CH 3 (CH 3 CHCH 2 O} ) y (CH 2 CH 2 O) x CH 2 CH 2 CH 2 SiO 3/2 ( the ratio of x and y is 2: 8 Im)

Step 2:

1 kg of a mixed solvent in which water and toluene were mixed in a weight ratio of 5: 5 was introduced into a three-necked flask, and while maintaining the temperature at 65 ° C, the compound represented by Chemical Formula 10, phenyltrichlorosilane and vinyltrichlorosilane, At a molar ratio of 30:30:40, was added together with the catalyst KOH. After completion of the addition, condensation polymerization was carried out while heating at 75 DEG C for 5 hours. After cooling to room temperature, the water layer was removed to prepare a polymer solution dissolved in toluene. Then, the resulting polymer solution was washed with water to remove the catalyst. Subsequently, the polymer solution was distilled under reduced pressure to remove toluene to obtain a compound represented by the following general formula (11).

(11)

_{(CH 3 (CH 3 CHCH 2} O) y (CH 2 CH 2 O) x CH 2 CH 2 CH 2 SiO 3/2) 0.3 (PhSiO 3/2) 0.3 (ViSiO 3/2) 0.4

(the ratio of x and y is 2: 8, Ph: phenyl group, Vi: vinyl group)

Synthetic example  4

Synthesis was carried out in the same manner as in Synthesis Example 3 except that the compound represented by Formula 10, phenyltrichlorosilane and vinyltrichlorosilane were used in a molar ratio of 40:20:40, to obtain a compound represented by Formula 12 below.

[Chemical Formula 12]

_{(CH 3 (CH 3 CHCH 2} O) y (CH 2 CH 2 O) x CH 2 CH 2 CH 2 SiO 3/2) 0.4 (PhSiO 3/2) 0.2 (ViSiO 3/2) 0.4

 (the ratio of x and y is 2: 8, Ph: phenyl group, Vi: vinyl group)

Synthetic example  5

Was synthesized in the same manner as in Synthesis Example 3 except that the ratio of ethylene oxide / propylene oxide, i.e., the ratio of x and y was 8: 2, to obtain a compound represented by Formula 13 below.

[Chemical Formula 13]

_{(CH 3 (CH 3 CHCH 2} O) y (CH 2 CH 2 O) x CH 2 CH 2 CH 2 SiO 3/2) 0.3 (PhSiO 3/2) 0.3 (ViSiO 3/2) 0.4

 (the ratio of x and y is 8: 2, Ph: phenyl group, Vi: vinyl group)

Synthetic example  6

A compound represented by Formula 10, phenyltrichlorosilane and vinyl trichlorosilane was used at a molar ratio of 40:20:40 using a monomer having a ratio of ethylene oxide / propylene oxide, that is, a ratio of x and y of 8: 2. Was synthesized in the same manner as in Synthesis Example 3 to obtain a compound represented by the following formula (14).

[Chemical Formula 14]

_{(CH 3 (CH 3 CHCH 2} O) y (CH 2 CH 2 O) x CH 2 CH 2 CH 2 SiO 3/2) 0.4 (PhSiO 3/2) 0.2 (ViSiO 3/2) 0.4

(the ratio of x and y is 8: 2, Ph: phenyl group, Vi: vinyl group)

Second Siloxane  Synthesis of compounds

Synthetic example  7

1 kg of a mixed solvent prepared by mixing water and toluene in a weight ratio of 5: 5 was introduced into a three-necked flask, and dimethylchlorosilane and diphenyldichlorosilane were mixed at a molar ratio of 10:90 while maintaining the temperature at 23 ° C. The mixture was added dropwise over 2 hours. After completion of the dropwise addition, condensation polymerization was carried out while heating at 90 DEG C for 3 hours. After cooling to room temperature, the water layer was removed to prepare a siloxane solution dissolved in toluene. Subsequently, the obtained siloxane solution was washed with water to remove hydrochloric acid as a reactant. Subsequently, the neutral siloxane solution was distilled under reduced pressure to remove toluene to obtain an H-terminal siloxane compound represented by the following formula 6a.

[Chemical Formula 6a]

_{(Me 2 HSiO 1/2)} 0.1 (Ph 2 SiO 2/2) 0.9

(Me: methyl group, H: hydrogen, Ph: phenyl group)

Third Siloxane  Synthesis of compounds

Synthetic example  8

1 kg of a mixed solvent prepared by mixing water and toluene in a weight ratio of 5: 5 was introduced into a three-necked flask, and vinyldimethylchlorosilane and phenyltrichlorosilane were mixed at a molar ratio of 10:90 Was added dropwise over 2 hours. After completion of the dropwise addition, condensation polymerization was carried out while heating at 90 DEG C for 3 hours. After cooling to room temperature, the water layer was removed to prepare a siloxane solution dissolved in toluene. The resulting siloxane solution was then washed with water to remove the by-product chlorine. Subsequently, the neutral siloxane solution was distilled under reduced pressure to remove toluene to obtain a Vi- terminal siloxane compound represented by the following formula (7a).

[Formula 7a]

_{(Me 2 ViSiO 1/2)} 0.1 (PhSiO 3/2) 0.9

(Me: methyl group, Vi: vinyl group, Ph: phenyl group)

Preparation of composition

Example  One

0.1% by weight of the first siloxane compound obtained in Synthesis Example 1, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.9% by weight of the third siloxane compound obtained in Synthetic Example 8, and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  2

0.5% by weight of the first siloxane compound obtained in Synthesis Example 1, 25% by weight of the second siloxane compound obtained in Synthesis Example 7, and 74.5% by weight of the third siloxane compound 74.5 By weight and a hydrogen silylation catalyst Pt-CS 2.0 (Umicore) (added so that the Pt content was 5 ppm) were mixed and defoamed in vacuo to prepare a cured polysiloxane composition for optical equipment.

Example  3

1.0% by weight of the first siloxane compound obtained in Synthesis Example 1, 25% by weight of the second siloxane compound obtained in Synthesis Example 7, and the third siloxane compound 74.0 By weight and a hydrogen silylation catalyst Pt-CS 2.0 (Umicore) (added so that the Pt content was 5 ppm) were mixed and defoamed in vacuo to prepare a cured polysiloxane composition for optical equipment.

Example  4

0.1% by weight of the first siloxane compound obtained in Synthetic Example 2, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.9% by weight of the third siloxane compound obtained in Synthetic Example 8 and the hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  5

0.5% by weight of the first siloxane compound obtained in Synthesis Example 2, 25% by weight of the second siloxane compound obtained in Synthesis Example 7, and the third siloxane compound 74.5 By weight and a hydrogen silylation catalyst Pt-CS 2.0 (Umicore) (added so that the Pt content was 5 ppm) were mixed and defoamed in vacuo to prepare a cured polysiloxane composition for optical equipment.

Example  6

1.0% by weight of the first siloxane compound obtained in Synthesis Example 2, 25% by weight of the second siloxane compound obtained in Synthesis Example 7, and the third siloxane compound 74.0 By weight and a hydrogen silylation catalyst Pt-CS 2.0 (Umicore) (added so that the Pt content was 5 ppm) were mixed and defoamed in vacuo to prepare a cured polysiloxane composition for optical equipment.

Example  7

1.0% by weight of the first siloxane compound obtained in Synthetic Example 3, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.0% by weight of the third siloxane compound obtained in Synthetic Example 8, and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  8

1.0% by weight of the first siloxane compound obtained in Synthetic Example 4, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.0% by weight of the third siloxane compound obtained in Synthetic Example 8, and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  9

1.0% by weight of the first siloxane compound obtained in Synthetic Example 5, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.0% by weight of the third siloxane compound obtained in Synthetic Example 8, and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  10

1.0% by weight of the first siloxane compound obtained in Synthetic Example 6, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 74.0% by weight of the third siloxane compound obtained in Synthetic Example 8 and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  11

3.0% by weight of the first siloxane compound obtained in Synthetic Example 3, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 72.0% by weight of the third siloxane compound obtained in Synthetic Example 8, and hydrogen hydrogenation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  12

3.0% by weight of the first siloxane compound obtained in Synthetic Example 4, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 72.0% by weight of the third siloxane compound obtained in Synthetic Example 8 and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  13

3.0% by weight of the first siloxane compound obtained in Synthetic Example 5, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 72.0% by weight of the third siloxane compound obtained in Synthetic Example 8, and hydrogen hydrogenation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Example  14

3.0% by weight of the first siloxane compound obtained in Synthetic Example 6, 25% by weight of the second siloxane compound obtained in Synthetic Example 7, 72.0% by weight of the third siloxane compound obtained in Synthetic Example 8 and a hydrogen silylation catalyst Pt-CS 2.0 ) (Added so that the Pt content was 5 ppm) were mixed and then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

Comparative Example  One

25% by weight of the second siloxane compound obtained in Synthetic Example 7, 75% by weight of the third siloxane compound obtained in Synthetic Example 8, and a hydrogen silylation catalyst Pt-CS 2.0 (Umicore Co.) (added so that the Pt content was 5 ppm) And then defoamed in vacuo to prepare a curable polysiloxane composition for optical equipment.

evaluation

The refractive index, hardness, color dispersion, and yellowing resistance of the curable polysiloxane compositions for optical devices according to Examples 1 to 14 and Comparative Example 1 were evaluated.

The refractive indexes of the compositions according to Examples 1 to 14 and Comparative Example 1 were measured under the D-line (589 nm) wavelength using an Abbe refractive index meter.

The hardness was measured by placing the composition according to Examples 1 to 14 and Comparative Example 1 in a mold (2 cm (width) x 5 cm (length) x 0.6 cm (thickness)) coated with Teflon and heating at 80 ° C for 1 hour, 120 ° C for 1 hour And at 160 DEG C for 1 hour in succession, the obtained cured product was cooled to room temperature, and the hardness was measured using a Shore A hardness tester.

The color dispersion was obtained by injecting the composition according to Examples 1 to 14 and Comparative Example 1 using a Dispensing equipment (Musashi, ML-808FXcom) in an LED package and heating at 80 DEG C for 1 hour, 120 DEG C for 1 hour, and 160 DEG C for 1 hour , And the obtained package samples were measured for color dispersion using an integrating sphere (Instrument Systems, CAS 140 CT). The color dispersion was evaluated on the basis of the composition according to Comparative Example 1 (100%), and the color dispersion of the composition according to Examples 1 to 14 was evaluated.

The sulfur content was determined by injecting the compositions according to Examples 1 to 14 and Comparative Example 1 into a LED package using a Dispensing equipment (Musashi, ML-808FXcom) and heating at 80 DEG C for 1 hour, 120 DEG C for 1 hour and 160 DEG C for 1 hour , And the resulting package samples were measured for initial brightness using an integrating sphere (Instrument Systems, CAS 140 CT). Subsequently, 0.2 g of sulfur powder was placed in a 250 ml glass bottle, the package sample was placed on the top, and left in an oven at 75 ° C for 8 hours. Then, the package sample was taken out and the luminance was measured and evaluated from the difference from the initial luminance.

The results are shown in Table 1.

Refractive index Hardness (Shore A) Color Scattering (%) Sulfur content (%) Example 1 1.530-1.540 90 90 -21 Example 2 1.530-1.540 90 81 -17 Example 3 1.530-1.540 90 67 -11 Example 4 1.530-1.540 90 87 -18 Example 5 1.530-1.540 90 75 -13 Example 6 1.530-1.540 90 59 -9 Example 7 1.530-1.540 90 55 -13 Example 8 1.530-1.540 90 53 -12 Example 9 1.530-1.540 90 64 -15 Example 10 1.530-1.540 90 60 -14 Example 11 1.530-1.540 90 45 -7 Example 12 1.530-1.540 90 43 -6 Example 13 1.530-1.540 90 54 -12 Example 14 1.530-1.540 90 52 -11 Comparative Example 1 1.530-1.540 90 100 -24

Referring to Table 1, it can be seen that the color dispersion and the yellowing resistance are improved when the composition according to Examples 1 to 14 is used, showing a similar degree of refractive index and hardness as compared with the composition using the composition according to Comparative Example 1.

While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be understood that the invention is not limited to the disclosed exemplary embodiments, And falls within the scope of the invention.

110: mold 120: frame
140: light emitting diode chip 150: bonding wire
200: sealing material

Claims (16)

At least one first siloxane compound represented by the following general formula (1)
At least one second siloxane compound having silicon-bonded hydrogen (Si-H) at its end, and
At least one third siloxane compound having an alkenyl group (Si-Vi)
Curable polysiloxane composition for optical equipment comprising:
[Chemical Formula 1]
^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 4 R 5 SiO 2/2) D1 (R 6 R 7 SiO 2/2) D2 (R 8 SiO 2/2 -Y 1 -SiO 2/2 _{^{R 9) D3 (R 10 SiO}} 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO 3/2) T4 (SiO 4 / ₂ ) _Q1
In Formula 1,
R ¹ to R ¹² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof, or a group represented by the following formula (1a)
R ¹ to R ¹² At least one of them is a group represented by the following formula (1a)
Y ¹ and Y ² are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, an unsubstituted C1 to C30 heteroalkylene group, a substituted or unsubstituted C6 to C30 arylene groups, substituted or unsubstituted C3 to C30 heteroarylene groups, substituted or combinations thereof,
1, 0? D3 <1, 0? D4 <1, 0? D3 <1, 0? Q1 < 1,
M1 + D1 + D2 + D3 + T1 + T2 + T3 + T4 + Q1 = 1,
[Formula 1a]
-L ¹ - (OL ² ) _x - (OL ³ ) _y -Z
In formula (1a)
L ¹ represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
L ² and L ³ each independently represent a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 arylene group, C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
Z is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, A substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 heteroalkyl group, C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,
200 < / = y < / = 200,
x and y are not simultaneously 0,
* Is a point connected to the silicon (Si) of the formula (1).
The method of claim 1,
Wherein the first siloxane compound is represented by the following formula (2): < EMI ID =
(2)

In Formula 2,
R ^1a , R ^2a , R ^3a , R ^1b , R ^2b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,
R ^1a , R ^2a , R ^3a , R ^1b , At least one of R ^2b and R ^3b is Is a group represented by the above formula (1a)
₁ is 0≤m <1000, 0≤m ₂ <1000.
The method of claim 1,
Wherein the first siloxane compound is represented by the following Formula 3:
(3)

In Formula 3,
R ^1a , R ^3a , R ^1b , R ^3b And R ⁴ to R ⁷ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,
L ^1a And L ^1b are each independently a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 To C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
L ^2a , L ^2b , L ^3a and L ^3b each independently represents a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, Or an unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
Z ¹ and Z ² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,
And _{0≤m 1 <1000, 0≤m 2 <} 1000,
200, 0? X2? 200, 0? Y1? 200 and 0? Y2? 200,
x1 and y1 are not 0 at the same time,
x2 and y2 are not 0 at the same time.
4. The method of claim 3,
L ^1a , L ^1b , L ^2a , L ^2b , L ^3a and L ^3b are each independently a substituted or unsubstituted C1 to C5 alkylene group.
5. The method of claim 4,
L ^2a And L ^3a Is a substituted or unsubstituted ethylene group and the other is a substituted or unsubstituted propylene group,
^Wherein one of L ^2b and L ^3b is a substituted or unsubstituted ethylene group and the other is a substituted or unsubstituted propylene group.
4. The method of claim 3,
Wherein the first siloxane compound is represented by the following Chemical Formula 4-1 or Chemical Formula 4-2:
[Formula 4-1]

[Formula 4-2]

In the formula 4-1 or 4-2,
R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ And R ^a to R ^d each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 A substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group , A substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,
R ^a or R ^b is a substituted or unsubstituted methyl group,
R ^c or R ^d is a substituted or unsubstituted methyl group,
Z ¹ and Z ² are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,
And _{0≤m 1 <1000, 0≤m 2 <} 1000,
200, 0? X2? 200, 0? Y1? 200 and 0? Y2? 200,
x1 and y1 are not 0 at the same time,
x2 and y2 are not 0 at the same time.
The method of claim 6,
R ^1a , R ^1b , R ^3a , R ^3b , R ⁴ to R ⁷ &Lt; / RTI &gt; is a methyl group.
The method of claim 1,
Wherein the group represented by the formula (1a) is a group represented by the following formula (1aa):
(1aa)
-L ¹ - (OC ₂ H ₄ ) _x - (OC ₃ H ₆ ) _y -Z
In the above formula (1aa)
L ¹ represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
Z is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, A substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 heteroalkyl group, C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group, or a combination thereof,
200 &lt; / = y &lt; / = 200,
x and y are not simultaneously 0,
* Is a point connected to the silicon (Si) of the formula (1).
9. The method of claim 8,
R ¹ to R ¹² And Z At least one of which contains hydrogen or a substituted or unsubstituted C2 to C30 alkenyl group.
9. The method of claim 8,
Wherein the first siloxane compound is represented by the following formula (5): < EMI ID =
[Chemical Formula 5]
^{(R 1 R 2 R 3 SiO} 1/2) M1 (R 10 SiO 3/2) T1 (R 11 SiO 3/2) T2 (R 12 SiO 3/2) T3 (SiO 3/2 -Y 2 -SiO _{3/2) T4}
In Formula 5,
R ¹ to R ³ , R ¹¹ and R ¹² each independently represent hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, Or a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, A substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group,
R ¹⁰ is a group represented by the above formula (1aa)
Y ² represents a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroaryl A substituted or unsubstituted C1 to C30 heteroalkylene group or a combination thereof,
1, 0? T1 <1, 0? T2 <1, 0? T3 <1 and 0?
M1 + T1 + T2 + T3 + T4 = 1.
The method of claim 1,
Wherein the second siloxane compound is represented by the following formula (6): < EMI ID =
[Chemical Formula 6]
^{(R 13 R 14 R 15 SiO} 1/2) M2 (R 16 R 17 SiO 2/2) D4 (R 18 SiO 3/2 -Y 3 -SiO 3/2 R 19) D5 (R 20 SiO 3/2 _{) T5 (SiO 3/2 -Y} 4 -SiO 3/2) T6 (SiO 4/2) Q2
In Formula 6,
R ¹³ to R ²⁰ each independently represent hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl group, C30 arylalkyl group, a substituted or unsubstituted C1 to C30 heteroalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 alkynyl group, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,
R ¹³ to R ²⁰ Lt; RTI ID = 0.0 &gt; hydrogen, < / RTI &
Y ³ and Y ⁴ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a combination thereof,
1, 0? D5 <1, 0? T5 <1, 0? T6 <1, 0? Q2 <1,
M2 + D4 + D5 + T5 + T6 + Q2 = 1.
The method of claim 1,
Wherein the third siloxane compound is represented by the following formula (7): < EMI ID =
(7)
^{(R 21 R 22 R 23 SiO} 1/2) M3 (R 24 R 25 SiO 2/2) D6 (R 26 SiO 3/2 -Y 5 -SiO 3/2 R 27) D7 (R 28 SiO 3/2 _{) T7 (SiO 3/2 -Y} 6 -SiO 3/2) T8 (SiO 4/2) Q3
In Formula 7,
R ²¹ to R ²⁸ each independently represent a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 aryl Substituted or unsubstituted C1 to C30 heteroalkyl groups, substituted or unsubstituted C2 to C30 heterocycloalkyl groups, substituted or unsubstituted C3 to C30 heteroaryl groups, substituted or unsubstituted C2 to C30 alkenyl groups, substituted or unsubstituted C1 to C30 heteroalkyl groups, A substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 carbonyl group, a hydroxy group or a combination thereof,
At least one of R ²¹ to R ²⁸ includes a substituted or unsubstituted C2 to C30 alkenyl group,
Y ⁵ and Y ⁶ are each independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C3 to C20 cycloalkylene group, a substituted or unsubstituted C6 to C20 arylene group, A substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group or a combination thereof,
1, 0? T7 <1, 0? T8 <1, 0? Q3 <1, 0?
M3 + D6 + D7 + T7 + T8 + Q3 = 1.
The method of claim 1,
Wherein the second siloxane compound is contained in an amount of less than 50 parts by weight based on 100 parts by weight of the total amount of the second siloxane compound and the third siloxane compound,
Wherein the third siloxane compound is contained in an amount of more than 50 parts by weight based on 100 parts by weight of the total amount of the second siloxane compound and the third siloxane compound
Curable polysiloxane composition for optical instruments.
The method of claim 1,
Wherein the first siloxane compound is contained in an amount of 0.01 to 20% by weight based on the total amount of the composition.
An encapsulating material obtained by curing a curable polysiloxane composition for an optical device according to any one of claims 1 to 14.
An optical device comprising an encapsulant according to claim 15.

Images