IP Library Granted Patent US 8,097,190
Granted Patent B2
US 8,097,190 · App. 12/398,545 · Granted Jan 17, 2012

Optical resin composition having excellent impact resistance and method for fabricating optical lens using the same

Assignee: KOC Solution Co., Ltd.
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Quick Facts
Patent No.
US 8,097,190
App. No.
12/398,545
Granted
Jan 17, 2012
Kind
B2
Abstract

An optical resin composition with superior impact resistance and a method for producing an optical lens from the composition are disclosed. In one embodiment, the optical resin composition for a plastic optical lens has superior impact resistance as well as light-weight, superior moldability, excellent dyeing ability, a high Abbe number and good transparency. The optical lens produced from the composition exhibits superior impact resistance even after multi-coating. The optical resin composition with superior impact resistance has a solid refractive index (nD) of about 1.53 to about 1.57, an Abbe number of about 35 to about 48, a liquid specific gravity of about 0.97 to about 1.25 and a solid specific gravity of about 1.10 to about 1.35, by which the composition comprises a mixture of isophorone diisocyanate and hexamethylene diisocyanate, pentaerythritol tetrakis(3-mercaptopropionate), a UV absorber, a release agent and a polymerization initiator. The optical lens is produced by thermally curing the composition.

Claims (27)

1. A hard-coated and multi-coated optical lens comprising:

(a) polymerizable compounds consisting of (i) about 30% to about 60% by weight of a mixture of isophorone diisocyanate and hexamethylene diisocyanate in a molar ratio from 0.1112:1 to 2.3343:1, and (ii) about 40% to about 70% by weight of pentaerythritol tetrakis(3-mercaptopropionate), or a mixture of pentaerythritol tetrakis(3-mercaptopropionate) and pentaerythritol tetrakis(mercaptoacetate); and

(b) additives comprising about 0.005% to about 6% by weight of a UV absorber, about 0.001% to about 5% by weight of a release agent and about 0.01% to about 5% by weight of a polymerization initiator, based on the total weight of the polymerizable compounds (a);

wherein the composition has a solid refractive index (nD) of about 1.53 to about 1.57, and an Abbe number of about 35 to about 48;

wherein the hard-coating comprises a silane compound and one or more colloidal metal oxides; and

wherein the multi-coating comprises one or more anti-reflective layers.

2. The hard-coated and multi-coated optical lens according to claim 1 , wherein the optical resin composition has a liquid viscosity of about 20 cps to 160 cps at about 20° C.

3. The hard-coated and multi-coated optical lens according to claim 1 , wherein the UV absorber is selected from the group consisting of 2-(2′-hydroxy-5-methylphenyl)-2H-benzotriazole, 2-(2′-hydroxy-3′,5′-di-t-butylphenyl)-5-chloro-2H-benzotriazole, 2-(2′-hydroxy-3′-t-butyl-5′-methylphenyl)-5-chloro-2H-benzotriazole, 2-(2′-hydroxy-3′,5′-di-t-amylphenyl)-2H-benzotriazole, 2-(2′-hydroxy-3′,5′-di-t-butylphenyl)-2H-benzotriazole, 2-(2′-hydroxy-5′-t-butylphenyl)-2H-benzotriazole, 2-(2′-hydroxy-5′-t-octylphenyl)-2H-benzotriazole, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 4-benzoxy-2-hydroxybenzophenone, 2,2′,4,4′-tetrahydroxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone and a mixture thereof.

4. The hard-coated and multi-coated optical lens according to claim 1 , wherein the release agent is an phosphate ester, an phosphonic acid ester or a mixture thereof.

5. The hard-coated and multi-coated optical lens according to claim 1 , wherein the phosphate ester is selected from the group consisting of isopropyl phosphate, diisopropyl phosphate, butyl phosphate, octyl phosphate, dioctyl phosphate, isodecyl phosphate, diisodecyl phosphate, tridecanol phosphate, bis(tridecanol) phosphate and a mixture thereof.

6. The hard-coated and multi-coated optical lens according to claim 1 , wherein the polymerization initiator is an amine compound or a tin compound.

7. The hard-coated and multi-coated optical lens according to claim 1 , wherein the tin compound is selected from the group consisting of butyltin dilaurate, dibutyltin dichloride, dibutyltin diacetate, tin (I) octylate, dibutyltin dilaurate, tetrafluorotin, tetrachlorotin, tetrabromotin, tetraiodotin, methyltin trichloride, butyltin trichloride, dimethyltin dichloride, trimethyltin chloride, tributyltin chloride, triphenyltin chloride, dibutyltin sulfide, di(2-ethylhexyl)tin oxide and a mixture thereof.

8. The hard-coated and multi-coated optical lens according to claim 1 , wherein the content of the pentaerythritol tetrakis(mercaptoacetate) is not more than about 50%, with respect to the pentaerythritol tetrakis(3-mercaptopropionate).

9. The hard-coated and multi-coated optical lens according to claim 1 , wherein the hard-coating composition comprises at least one silane compound and at least one colloidal metal oxide as main ingredients.

10. The hard-coated and multi-coated optical lens according to claim 1 , wherein the multi-coating composition comprises at least one metal oxide selected from silicon oxide, magnesium fluoride, aluminum oxide, zirconium oxide, titanium oxide, tantalum oxide and yttrium oxide.

11. A method for producing a spectacle lens comprising:

injecting a resin composition into a reactor, the resin composition comprising:

(a) polymerizable compounds consisting of (i) about 30% to about 60% by weight of a mixture of isophorone diisocyanate and hexamethylene diisocyanate in a molar ratio from 0.1112:1 to 2.3343:1, and (ii) about 40% to about 70% by weight of pentaerythritol tetrakis(3-mercaptopropionate) or a mixture of pentaerythritol tetrakis(3-mercaptopropionate) and pentaerythritol tetrakis(mercaptoacetate); and

(b) additives comprising about 0.005% to about 6% by weight of a UV absorber, about 0.001% to about 5% by weight of a release agent, and about 0.01% to about 5% by weight of a polymerization initiator, based on the total weight of the polymerizable compounds (a);

replacing the air in the reactor by nitrogen;

stirring the composition under reduced pressure for about 2 hours;

defoaming the composition under reduced pressure after completion of the stirring;

injecting the composition into a mold;

allowing the mold to stand in an oven under the conditions of maintaining at about 33° C.-about 37° C. over about 2 hours, elevating to about 38° C.-about 42° C. over about 3 hours, elevating to about 115° C.-about 125° C. over about 12 hours, maintaining at about 115° C.-about 125° C. over about 2 hours and decreasing to about 60° C.-about 80° C. over about 2 hours;

releasing the composition from the mold, to obtain an optical lens;

subjecting the optical lens to annealing at about 100° C. to about 120° C. for about 1 hour to about 4 hours; and

hard-coating and multi-coating the optical lens after annealing.

Assignments (2)
CHANGE OF NAME Recorded Mar 16, 2010
From: SHIN DAE SPECIALTIES CO., LTD.
To: KOC SOLUTION CO., LTD.
Reel/Frame 024092/0459 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2009
From: JANG, DONG GYU; KIM, JONG HYO
To: SHIN DAE SPECIALTIES CO., LTD
Reel/Frame 022717/0465 →
Priority Claims (1)
KR 10-2006-0085437 · Sep 6, 2006 · national
Continuity (2)
Continuation PCTKR2007003863 · Aug 13, 2007
Related Publication 20090225425A1 · Sep 10, 2009