IP Library Granted Patent US 10,759,895
Granted Patent B2
US 10,759,895 · App. 16/232,746 · Granted Sep 1, 2020

Polymerizable composition for optical material

Inventors: Jongmin Shim (Gyeonggi-do, KR); Junghwan Shin (Gyeonggi-do, KR); Seung Mo Hong (Incheon, KR); Hyuk Hee Han (Gyeonggi-do, KR); Jung Hwan Myung (Gyeonggi-do, KR)
Assignee: SKC CO., LTD.
C08G18/3876C08G18/242C08G18/721C08G18/722C08G18/73C08G18/755C08G18/757C08G18/758C08G18/7621C08G18/7642G02B1/04G02B1/041
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Quick Facts
Patent No.
US 10,759,895
App. No.
16/232,746
Granted
Sep 1, 2020
Kind
B2
Abstract

An embodiment relates to a polymerizable composition for an optical material and a polythiourethane-based compound prepared therefrom. The polythiourethane-based compound is excellent in appearance with low generation rates of stirae and bubbles.

Claims (245)

1. A polymerizable composition, which comprises 1 to 5 types of a polyisocyanate compound, 1 to 5 types of a polythiol compounds, and a catalyst represented by the following Formula 1,

wherein R calculated by the following Equation 1 is a real number of 9.5 to 19.5:

R

=

10

×

(

A

B

+

Q

)

[

Equation

1

]

In the above Equation 1,

A

=

i

=

1

n

(

4200

N

i

×

f

i

)

,

f

i

=

(

m

i

W

i

o

i

)

/

C

,

and

C

=

i

=

1

n

(

m

i

W

i

o

i

)

,

n is the number of kinds of the polyisocyanate compound,

N i is the content (% by weight) of NCO in the i-polyisocyanate compound,

m i is the number of functional groups in the i-polyisocyanate compound,

W i is the amount (g) of the i-polyisocyanate compound added,

o i is the weight average molecular weight (g/mole) of the i-polyisocyanate compound,

B=Σ j=1 l ( S j ×P j )

1 is the number of kinds of the polythiol compounds,

S j is the equivalent weight (g/eq.) of the j-polythiol compound,

P

j

=

(

u

j

V

j

t

j

)

/

Z

-

Z

=

j

=

1

l

(

u

j

V

j

t

j

)

,

u j is the number of functional groups in the polythiol compound,

V j is the amount (g) of the j-polythiol compound added,

t j is the weight average molecular weight (g/mole) of the j-polythiol compound,

Q

is

The

molecular

weight

of

the

substituent

E

of

the

compound

represented

by

the

formula

1

(

g

/

mol

)

×

g

×

D

The

molecular

weight

of

the

compound

represented

by

the

following

formula

1

(

g

/

mol

)

×

K

×

1000

In the above Formula 1,

E is a halogen compound,

F is an aliphatic hydrocarbon having 1 to 30 carbon atoms or an aromatic hydrocarbon having 6 to 30 carbon atoms,

h and g are each independently an integer of 1 to 4,

h+g is 4,

K is the amount of the compound represented by the above Formula 1 based on 100 of the total amounts of the polyisocyanate compound and the polythiol compound,

D is the rate of change in the viscosity of the polymerizable composition with respect to time and is a value derived from Equation 2 defined as follows:

In y =In G+D×x   [Equation 2]

In the above Equation 2,

x is the elapsed time (hours) from the preparation of the composition to the measurement of viscosity, which ranges from 5 to 24,

y is the viscosity (cps) of the polymerizable composition at 10° C. after time x, and

G is the initial viscosity of the polymerizable composition at 10° C.

2. The polymerizable composition of claim 1 , wherein A is a real number of 80 to 120, and B is a real number of 80 to 115.

3. The polymerizable composition of claim 1 , wherein D is a real number of 0.08 to 0.25.

4. The polymerizable composition of claim 1 , wherein R is a real number of 9.8 to 18.

5. The polymerizable composition of claim 1 , wherein E is at least one selected from the group consisting of fluorine (F), chlorine (Cl), bromine (Br), and iodine (I).

6. The polymerizable composition of claim 1 , wherein F is an alkyl group having 1 to 10 carbon atoms.

7. The polymerizable composition of claim 6 , wherein F is methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, or t-butyl.

8. The polymerizable composition of claim 1 , which has a viscosity of 1,000 cps (centipoise) or more after it stands at 10° C. for 24 hours.

9. The polymerizable composition of claim 1 , wherein when the polymerizable composition is made into a specimen having a diameter of 75 mm and a thickness of 10 mm, it has a generation rate of bubbles of 0 to 10% and a generation rate of striae of 0 to 8%.

10. The polymerizable composition of claim 1 , which comprises 1 to 3 types of a polyisocyanate compound and 1 to 4 types of a polythiol compound.

11. A polythiourethane-based compound prepared from the polymerizable composition of claim 1 .

12. An optical material molded from the polythiourethane-based compound of claim 11 .

13. The optical material of claim 12 , which has a refractive index of 1.55 to 1.70 for light at 546 nm and an Abbe number of 25 to 45.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2024
From: SKC CO., LTD.
To: SK PUCORE CO., LTD.
Reel/Frame 066417/0742 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 26, 2018
From: SHIM, JONGMIN; SHIN, JUNGHWAN; HONG, SEUNG MO; HAN, HYUK HEE; MYUNG, JUNG HWAN
To: SKC CO., LTD.
Reel/Frame 047854/0283 →
Priority Claims (1)
KR 10-2017-0182078 · Dec 28, 2017 · national
Continuity (1)
Related Publication 20190202968A1 · Jul 4, 2019