IP Library Granted Patent US 11,958,937
Granted Patent B2
US 11,958,937 · App. 15/734,513 · Granted Apr 16, 2024

Polymerizable composition and optical material produced therefrom

Inventors: Seung Mo Hong (Incheon, KR); Jung Hwan Myung (Gyeonggi-do, KR); Hyuk Hee Han (Gyeonggi-do, KR); Jeongmoo Kim (Gyeonggi-do, KR); Junghwan Shin (Gyeonggi-do, KR)
Assignee: SK PUCORE CO., LTD.
C08G18/7642C08G18/242C08G18/2875C08G18/288C08G18/3215C08G18/3218C08G18/3851C08G18/3855C08G18/3876C08K5/06C08K5/07C08K5/132C08K5/3475C08L75/04G02B1/041
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Quick Facts
Patent No.
US 11,958,937
App. No.
15/734,513
Granted
Apr 16, 2024
Kind
B2
Abstract

One embodiment relates to a polymerizable composition and an optical material produced therefrom which has excellent lightfastness and minimized color defects, and more specifically, the polymerizable composition according to one embodiment includes UV absorbers having, as the main absorption wavelength, either a long-wavelength region or a short-Wavelength region Within the UV region, wherein the UV absorbers do not absorb in the Visible light region. Accordingly, the polymerizable composition may be used to provide an optical material having excellent lightfastness and minimized color defects.

Claims (29)

1. A polymerizable composition, which comprises:

at least one polythiol compound;

at least one polyisocyanate compound; and

at least two ultraviolet absorbers;

wherein the at least two ultraviolet absorbers comprise at least one first ultraviolet absorber having a primary absorption wavelength (λ 1 ) in a wavelength range of 320 nm to 350 nm; and

at least one second ultraviolet absorber having a primary absorption wavelength (λ 1′ ) in a wavelength range of 250 nm to 300 nm,

wherein the first ultraviolet absorber further has another primary absorption wavelength (λ 2 ) in a wavelength range of 290 nm to less than 320 nm, and the second ultraviolet absorber further has another primary absorption wavelength (λ 2′ ) in a wavelength range of 320 nm to 350 nm.

2. The polymerizable composition of claim 1 , wherein the first ultraviolet absorber has a primary absorption wavelength (λ 1 ) in a wavelength range of 320 nm to 345 nm.

3. The polymerizable composition of claim 1 , wherein, in the first ultraviolet absorber, the primary absorption wavelength (λ 1 ) is the maximum absorption wavelength (λ max ).

4. The polymerizable composition of claim 1 , wherein, in the second ultraviolet absorber, the primary absorption wavelength (λ 1′ ) is the maximum absorption wavelength (λ max ).

5. The polymerizable composition of claim 1 , wherein the first ultraviolet absorber and the second ultraviolet absorber each have an absorption rate of 0.01% or less in a wavelength range of 380 nm to 780 nm.

6. The polymerizable composition of claim 1 , wherein the first ultraviolet absorber comprises one or a mixture of two or more selected from the group consisting of the compounds represented by the following formulae:

7. The polymerizable composition of claim 1 , wherein the second ultraviolet absorber comprises one or a mixture of two or more selected from the group consisting of the compounds represented by the following formulae:

8. The polymerizable composition of claim 1 , wherein the first ultraviolet absorber comprises one or a mixture of two or more selected from the group consisting of the compounds represented by the following formulae:

and

the second ultraviolet absorber comprises one or a mixture of two or more selected from the group consisting of the compounds represented by the following formulae:

9. The polymerizable composition of claim 1 , which is used to prepare an optical material.

10. The polymerizable composition of claim 1 , which comprises 0.001 to 10 parts by weight of the first ultraviolet absorber and the second ultraviolet absorber based on 100 parts by weight of the polythiol compound.

11. The polymerizable composition of claim 1 , which comprises 10 to 1,000 parts by weight of the second ultraviolet absorber based on 100 parts by weight of the first ultraviolet absorber.

12. An optical material prepared from the polymerizable composition as claimed in claim 1 .

13. The optical material of claim 12 , which has a total light transmittance of 89% or more.

14. The optical material of claim 12 , which has a change in yellow index (ΔY.I.) of greater than 0 to 1.5 as calculated according to the following Equation 1:

Δ Y.I .={(234× x+ 106× y+ 106)/ y }−{(234× x o +106× y o +106)/ y o }  [Equation 1]

in Equation 1, x o and y o are chromaticity coordinates measured before a circular plate of the optical material having a thickness of 5 mm and a diameter of 75 mm is left in ultraviolet light, and x and y are chromaticity coordinates measured after the circular plate of the optical material is left in ultraviolet light for 24 hours.

15. The optical material of claim 14 , wherein the change in yellow index (ΔY.I.) is greater than 0 to 1.0.

16. The optical material of claim 12 , which has a total light transmittance of 89% or more, and a change in yellow index (ΔY.I.) of greater than 0 to 1.5 as calculated according to the following Equation 1:

Δ Y.I .={(234× x+ 106× y+ 106)/ y }−{(234× x o +106× y o +106)/ y o }  [Equation 1]

in Equation 1, x o and y o are chromaticity coordinates measured before a circular plate of the optical material having a thickness of 5 mm and a diameter of 75 mm is left in ultraviolet light, and x and y are chromaticity coordinates measured after the circular plate of the optical material is left in ultraviolet light for 24 hours.

17. The optical material of claim 12 , which is a plastic optical lens.

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 2, 2020
From: HONG, SEUNG MO; MYUNG, JUNG HWAN; HAN, HYUK HEE; KIM, JEONGMOO; SHIN, JUNGHWAN
To: SKC CO., LTD.
Reel/Frame 054521/0448 →
Priority Claims (1)
KR 10-2018-0064307 · Jun 4, 2018 · national
Continuity (1)
Related Publication 20210230351A1 · Jul 29, 2021