# US 2021/0230351 A1 · Polymerizable composition and optical material produced therefrom

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- Number: US 2021/0230351 A1
- Document ID: US20210230351A1
- Status: Published application
- Kind: A1
- Application number: 15/734,513
- Filed: 2019-06-04
- Published: 2021-07-29
- Earliest claimed: 2018-06-04
- Assignees: Skc Co., Ltd.
- Applicants: Skc Co., Ltd.
- Inventors: Seung Mo HONG; Jung Hwan MYUNG; Hyuk Hee HAN; Jeongmoo KIM; Junghwan SHIN
- Web page: https://patentgrep.com/patent/US20210230351A1

## CPC

- C08G 18/7642: {containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring}
- C08G 18/242: {organometallic compounds containing tin-carbon bonds}
- C08G 18/2875: {Monohydroxy compounds containing tertiary amino groups}
- C08G 18/288: {Compounds containing at least one heteroatom other than oxygen or nitrogen}
- C08G 18/3215: {containing aromatic groups or benzoquinone groups}
- C08G 18/3218: {containing cyclic groups having at least one oxygen atom in the ring}
- C08G 18/3851: {containing three nitrogen atoms in the ring}
- C08G 18/3855: {having sulfur}
- C08G 18/3876: {containing mercapto groups}
- C08K 5/06: Ethers; Acetals; Ketals; Ortho-esters
- C08K 5/07: Aldehydes; Ketones
- C08K 5/132: Phenols containing keto groups {, e.g. benzophenones}
- C08K 5/3475: condensed with carbocyclic rings
- C08L 75/04: Polyurethanes
- G02B 1/041: {Lenses}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## 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

### Claim 1

A polymerizable composition, which comprises:
one or more types of a polythiol compound;
one or more types of a polyisocyanate compound;
one or more types of a first ultraviolet absorber having a primary absorption wavelength (λ1) in a wavelength range of 320 nm to 350 nm; and
one or more types of a second ultraviolet absorber having a primary absorption wavelength (λ1′) in a wavelength range of 250 nm to 300 nm.

### Claim 2 (depends on 1)

The polymerizable composition of claim 1, wherein the first ultraviolet absorber further has a primary absorption wavelength (λ2) in a wavelength range of 290 nm to less than 320 nm.

### Claim 3 (depends on 1)

The polymerizable composition of claim 1, wherein the second ultraviolet absorber further has a primary absorption wavelength (λ2′) in a wavelength range of 320 nm to 350 nm.

### Claim 4 (depends on 1)

The polymerizable composition of claim 1, wherein the first ultraviolet absorber further has a primary absorption wavelength (λ2) in a wavelength range of 290 rim to less than 320 nm, and the second ultraviolet absorber further has a primary absorption wavelength (λ2′) in a wavelength range of 320 nm to 350 nm.

### Claim 5 (depends on 1)

The polymerizable composition of claim 1, wherein the first ultraviolet absorber has a primary absorption wavelength (λ1) in a wavelength range of 320 nm to 345 nm.

### Claim 6 (depends on 1)

The polymerizable composition of claim 1, wherein, in the first ultraviolet absorber, the primary absorption wavelength (λ1) is the maximum absorption wavelength (λmax).

### Claim 7 (depends on 1)

The polymerizable composition of claim 1, wherein, in the second ultraviolet absorber, the primary absorption wavelength (λ1′) is the maximum absorption wavelength (λmax).

### Claim 8 (depends on 1)

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.

### Claim 9 (depends on 1)

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

### Claim 10 (depends on 1)

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

### Claim 11 (depends on 1)

The polymerizable composition of claim 1, wherein the first ultraviolet absorber is one or a mixture of two or more selected from the group including the compounds represented by the following formulae:
and
the second ultraviolet absorber is one or a mixture of two or more selected from the group including the compounds represented by the following formulae:

### Claim 12 (depends on 1)

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

### Claim 13 (depends on 1)

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.

### Claim 14 (depends on 1)

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.

### Claim 15 (depends on 1)

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

### Claim 16 (depends on 15)

The optical material of claim 15, which has a total light transmittance of 89% or more.

### Claim 17 (depends on 15)

The optical material of claim 15, which has a change in yellow index (ΔY.I.) of greater than 0 to 1.5 as calculated according to the following Equation 1:
ΔY.I.={(234×x+106×y+106)/y}−{(234×xo+106×yo+106)/yo} [Equation 1]
in Equation 1, xo and yo are chromaticity coordinates measured before a circular plate of the optical material having a thickness of 5 mm and φ75 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.

### Claim 18 (depends on 17)

The optical material of claim 17, wherein the change in yellow index (ΔY.I.) is greater than 0 to 1.0.

### Claim 19 (depends on 15)

The optical material of claim 15, 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:
ΔY.I.={(234×x+106×y+106)/y}−{(234×xo+106×yo+106)/yo} [Equation 1]
in Equation 1, xo and yo are chromaticity coordinates measured before a circular plate of the optical material having a thickness of 5 mm and φ75 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.

### Claim 20 (depends on 15)

The optical material of claim 15, which is a plastic optical lens.