Photochromic polyurethane laminate

Patent metadata

Field	Value
Publication number	US-10315397-B2
Application number	US-201615250556-A
Country	US
Kind code	B2
Filing date	Aug 29, 2016
Priority date	Mar 15, 2013
Publication date	Jun 11, 2019
Grant date	Jun 11, 2019

Abstract

Photochromic polyurethane laminates and methods for the formation of same wherein a photochromic polyurethane layer of the laminate is interposed between two primer coated transparent resin sheets.

First claim

What is claimed is:

1. A photochromic polyurethane laminate for use in an optical article comprising:
a first resin sheet;
a first primer layer coated on the first resin sheet;
a second resin sheet;
a second primer layer coated on the second resin sheet; and
a photochromic polyurethane film having a first side attached to the first primer layer and a second side attached to the second primer layer, said photochromic polyurethane formed of a composition comprising:
a hydroxyl-terminated polyurethane;
an isocyanate-terminated polyurethane prepolymer; and
at least one photochromic compound;

the first and the second primer layers formed from a composition comprising an isocyanate-terminated polyurethane prepolymer that is the same as the isocyanate-terminated polyurethane prepolymer employed to form the photochromic polyurethane film.

2. The photochromic polyurethane laminate of claim 1 wherein said hydroxyl-terminated polyurethane is formed from a composition comprising:
(a) at least one diisocyanate selected from a group consisting of aliphatic diisocyanate and cycloaliphatic diisocyanate; and
(b) at least one polyol selected from a group consisting of:
(i) a polycarbonate polyol having a Formula I:

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons;
(ii) a polyether polyol having a molecular weight approximately equal to 500-2500 Daltons; and
(iii) a polyester polyol having a Formula III:

wherein x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons.

3. The photochromic polyurethane laminate of claim 1 wherein said isocyanate-terminated polyurethane prepolymer is formed from a composition comprising:
(a) at least one diisocyanate selected from a group consisting of aliphatic diisocyanate and cycloaliphatic diisocyanate; and
(b) at least one polyol selected from a group consisting of:
(i) a polycarbonate polyol having a Formula I:

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons;
(ii) a polyether polyol having a molecular weight approximately equal to 500-2500 Daltons; and
(iii) a polyester polyol having a Formula III:

wherein x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons.

4. The photochromic polyurethane laminate of claim 1 wherein the first and second primer layers are formed of a composition comprising an isocyanate-terminated polyurethane prepolymer having a molecular weight of about 59,995 Daltons.

5. The photochromic polyurethane laminate of claim 1 wherein said isocyanate-terminated polyurethane prepolymer employed in the first and second primer layers is formed of a composition comprising:
at least one diisocyanate selected from a group consisting of aliphatic diisocyanate and cycloaliphatic diisocyanate; and
a polyol comprising;

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of the polyol approximately equal to 500-2500 Daltons.

6. The photochromic polyurethane laminate of claim 1 wherein the first and second primer layers have a thickness in a range of 0.3 to 8 micrometers.

7. The photochromic polyurethane laminate of claim 1 wherein the hydroxyl-terminated polyurethane has a molecular weight of about 66,210 Daltons.

8. The photochromic polyurethane laminate of claim 1 wherein said photochromic polyurethane laminate is cured within a temperature range from about 50 degrees Celsius to about 130 degrees Celsius.

9. A photochromic polyurethane laminate for use in an optical article comprising:
a photochromic polyurethane film interposed between two primer coated transparent resin sheets;
the photochromic polyurethane film formed of a composition comprising:
a hydroxyl-terminated polyurethane formed by reacting a first polyol with an aliphatic diisocyanate or a cycloaliphatic diisocyanate and a chain extender;
an isocyanate-terminated polyurethane prepolymer formed by reacting a second polyol with an aliphatic diisocyanate or a cycloaliphatic diisocyanate; and
at least one photochromic compound;

the primer of the two primer coated transparent resin sheets formed from a composition comprising an aliphatic diisocyanate or a cycloaliphatic diisocyanate and the same polyol employed for forming the isocyanate-terminated polyurethane prepolymer.

10. The photochromic polyurethane laminate of claim 9 wherein
the first polyol is selected from a group consisting of:
(i) a polycarbonate polyol having a Formula I:

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons;
(ii) a polyether polyol having a molecular weight approximately equal to 500-2500 Daltons; and
(iii) a polyester polyol having a Formula III:

wherein x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons.

11. The photochromic polyurethane laminate of claim 9 wherein
the second polyol is selected from a group consisting of:
(i) a polycarbonate polyol having a Formula I:

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of at least one polyol approximately equal to 500-2500 Daltons;
(ii) a polyether polyol having a molecular weight approximately equal to 500-2500 Daltons; and
(iii) a polyester polyol having a Formula III:

wherein x is an integer that makes the molecular weight of the at least one polyol approximately equal to 500-2500 Daltons.

12. The photochromic polyurethane laminate of claim 9 wherein the primer is formed of a polyol comprising;

where n is equal to an integer from 3 to 6 or a combination thereof, and x is an integer that makes the molecular weight of the polyol approximately equal to 500-2500 Daltons.

13. The photochromic polyurethane laminate of claim 9 wherein said photochromic polyurethane laminate f

Assignees

• Vision Ease Lp

Inventors

• Vu Hannah
• Fan Ping

Classifications

• B32B2307/412

  Transparent · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• Y10T156/10

  Methods of surface bonding and/or assembly therefor · CPC title

• B32B27/08

  of synthetic resin · CPC title

• B32B27/40 Primary

  comprising polyurethanes · CPC title