IP Library Granted Patent US 9,869,801
Granted Patent B2
US 9,869,801 · App. 14/864,748 · Granted Jan 16, 2018

Photochromic polyurethane laminate

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Quick Facts
Patent No.
US 9,869,801
App. No.
14/864,748
Granted
Jan 16, 2018
Kind
B2
Abstract

A photochromic polyurethane laminate wherein the photochromic polyurethane layer of the laminate has been crosslinked with a isocyanate-active prepolymer using a crosslinking agent. The crosslinking agent is formulated to have at least three functional groups that are reactive with functional groups of the polyurethane or of the isocyanate-active prepolymer. A method of making the photochromic polyurethane laminate includes steps of causing the crosslinking.

Claims (33)

1. A photochromic polyurethane laminate comprising:

a first resin layer;

a second resin layer; and

a crosslinked photochromic polyurethane layer disposed between the first and the second resin layers, the crosslinked photochromic polyurethane layer formed of a composition comprising;

a polyurethane;

an isocyanate prepolymer;

a crosslinking agent having functional groups that react with one of a hydroxyl group of the polyurethane or an isocyanate group of the isocyanate prepolymer, the crosslinking agent employed in the composition at a weight percent of less than one and greater than or equal to 0.04; and

at least one photochromic compound.

2. The photochromic polyurethane laminate according to claim 1 , wherein at least three functional groups of the crosslinking agent are reactive with hydroxyl groups in said polyurethane.

3. The photochromic polyurethane laminate according to claim 1 , wherein at least three functional groups of the crosslinking agent are reactive with isocyanate groups of the isocyanate prepolymer.

4. The photochromic polyurethane laminate according to claim 1 , wherein said crosslinking agent comprises a multifunctional alcohol having three or more functional hydroxyl groups.

5. The photochromic polyurethane laminate according to claim 1 , wherein said crosslinking agent comprises an oligomer having three or more functional hydroxyl groups.

6. The photochromic polyurethane laminate according to claim 1 , wherein the polyurethane is a thermoplastic polyurethane.

7. The photochromic polyurethane laminate according to claim 1 , wherein the polyurethane comprises a polymerized solution of a prepolymer and a chain extender.

8. The photochromic polyurethane laminate according to claim 1 , wherein said crosslinking agent is di(trimethylolpropane) or trimethylolpropane.

9. A photochromic polyurethane laminate comprising:

a crosslinked photochromic polyurethane layer prepared from a composition comprising:

a polyurethane;

an isocyanate prepolymer;

a crosslinking agent comprising a multifunctional alcohol having more than three functional hydroxyl groups; and

a photochromic agent;

a first resin layer attached to a first side of the crosslinked photochromic polyurethane layer; and

a second resin layer attached to a second side of the crosslinked photochromic polyurethane layer.

10. The photochromic polyurethane laminate according to claim 9 , wherein the polyurethane is formed from a polycaprolactone diol.

11. A photochromic polyurethane laminate comprising:

a crosslinked photochromic polyurethane layer prepared from a composition comprising:

a polyurethane;

an isocyanate prepolymer;

a crosslinking agent comprising an oligomer having three or more functional hydroxyl groups, the crosslinking agent employed in the composition at a weight percent of less than one and greater than or equal to 0.04; and

a photochromic agent;

a first resin layer attached to a first side of the crosslinked photochromic polyurethane layer; and

a second resin layer attached to a second side of the crosslinked photochromic polyurethane layer.

12. The photochromic polyurethane laminate according to claim 11 , wherein the polyurethane is formed from a polycaprolactone diol.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2022
From: VISION EASE, LP
To: HOYA OPTICAL LABS OF AMERICA, INC.
Reel/Frame 059825/0497 →
RELEASE OF SECURITY INTEREST Recorded Aug 1, 2017
From: ANTARES CAPITAL LP
To: VISION EASE, LP
Reel/Frame 043402/0306 →
CHANGE OF NAME Recorded Jun 14, 2017
From: INSIGHT EQUITY A.P.X, L.P.
To: VISION EASE, LP
Reel/Frame 042706/0151 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNMENT PREVIOUSLY RECORDED ON REEL 040231 FRAME 0984. ASSIGNOR(S) HEREBY CONFIRMS THE CORRECTION OF THE STATE OF INCORPORATION FROM MINNESOTA TO TEXAS. Recorded Feb 3, 2017
From: VU, HANNAH; SUGIMURA, HIDEYO; FAN, PING; VU, HAO
To: INSIGHT EQUITY A.P.X, L.P.
Reel/Frame 041625/0589 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2016
From: VU, HANNAH; SUGIMURA, HIDEYO; FAN, PING; VU, HAO
To: INSIGHT EQUITY A.P.X., L.P. (DBA VISION-EASE LENS)
Reel/Frame 040231/0984 →
CHANGE OF NAME Recorded Nov 23, 2015
From: INSIGHT EQUITY A.P. X, LP
To: VISION EASE, LP
Reel/Frame 037154/0842 →
SECURITY INTEREST Recorded Oct 27, 2015
From: VISION EASE, LP (D/B/A VISION-EASE LENS)
To: ANTARES CAPITAL LP, AS ADMINISTRATIVE AGENT
Reel/Frame 036981/0268 →