IP Library Granted Patent US 9,944,031
Granted Patent B2
US 9,944,031 · App. 12/018,298 · Granted Apr 17, 2018

Molded optical articles and methods of making same

Inventors: D. Scott Thompson (Woodbury, MN); Larry D. Boardman (Woodbury, MN); Fedja Kecman (St. Louis Park, MN); Catherine Leatherdale (Woodbury, MN)
Assignee: 3M INNOVATIVE PROPERTIES COMPANY
B29D11/0073G02B1/041Y10T428/28
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Quick Facts
Patent No.
US 9,944,031
App. No.
12/018,298
Granted
Apr 17, 2018
Kind
B2
Abstract

Molded optical articles and methods of making them are disclosed herein. Optical articles comprise a photopolymerizable composition disposed on a major surface of a substrate. The photopolymerizable composition comprises: a silicon-containing resin comprising silicon-bonded hydrogen and aliphatic unsaturation, and a platinum catalyst providing from about 0.5 to about 30 parts per million of platinum. The major surface imparts a positive or negative lens to the photopolymerizable composition. Optical articles also include those that have been photopolymerized using actinic radiation having a wavelength of 700 nm or less.

Claims (34)

1. An optical article comprising:

a positive or negative lens comprising a photopolymerized composition, wherein the photopolymerized composition prior to photopolymerization comprises a photopolymerizable composition, the photopolymerizable composition comprising: a silicon-containing resin comprising silicon-bonded hydrogen and aliphatic unsaturation, and a platinum catalyst activated by actinic radiation providing from about 10 to about 30 parts per million of platinum; and

a substrate disposed on a planar surface of the positive or negative lens, wherein the substrate comprises a silicone-based pressure sensitive adhesive.

2. The optical article of claim 1 , wherein the photopolymerizable composition is free of catalyst inhibitor.

3. The optical article of claim 1 , wherein the the silicone-containing resin comprises a first organosiloxane having the silicon-bonded hydrogen and a second organosiloxane having the aliphatic unsaturation.

4. The optical article of claim 3 , wherein the first organosiloxane is an organosiloxane having units of the formula:

R 1 a H c SiO (4−a−c)/2

wherein:

R 1 is a monovalent, straight-chained, branched or cyclic, unsubstituted or substituted, hydrocarbon group that is free of aliphatic unsaturation and has from 1 to 18 carbon atoms;

a is 0, 1, 2, or 3;

c is 0, 1, or 2; and

the sum of a+c is 0, 1, 2, or 3;

with the proviso that there is on average at least one silicon-bonded hydrogen present per molecule.

5. The optical article of claim 3 , wherein the second organosiloxane is an organosiloxane having units of the formula:

R 1 a R 2 b SiO (4−a−b)/2

wherein:

R 1 is a monovalent, straight-chained, branched or cyclic, unsubstituted or substituted, hydrocarbon group that is free of aliphatic unsaturation and has from 1 to 18 carbon atoms;

R 2 is a monovalent hydrocarbon group having aliphatic unsaturation and from 2 to 10 carbon atoms;

a is 0, 1, 2, or 3;

b is 0, 1, 2, or 3; and

the sum a+b is 0, 1, 2, or 3;

with the proviso that there is on average at least one R 2 present per molecule.

6. The optical article of claim 1 , wherein the positive or negative lens is a Fresnel lens.

7. An optical article comprising:

a positive or negative lens comprising a photopolymerized composition, wherein the photopolymerized composition prior to photopolymerization comprises: a silicon-containing resin comprising silicon-bonded hydrogen and aliphatic unsaturation, and a platinum catalyst activated by actinic radiation providing from about 10 to about 30 parts per million of platinum; and

a substrate disposed on a planar surface of the positive or negative lens, wherein the substrate is a pressure sensitive adhesive.

8. The optical article of claim 7 , wherein the pressure sensitive adhesive is formed from free-radically polymerizable monomers selected from the group of (meth)acrylates, vinyl monomers, and mixtures thereof.

9. The optical article of claim 7 , wherein the pressure sensitive adhesive is formed from a (meth)acrylate block copolymer comprising:

at least two A block polymeric units that are the reaction product of a first monomer composition comprising an alkyl methacrylate, an aralkyl methacrylate, an aryl methacrylate, or a combination thereof, each A block having a Tg of at least 50° C., the methacrylate block copolymer comprising from 20 to 50 weight percent A block; and

at least one B block polymeric unit that is the reaction product of a second monomer composition comprising an alkyl (meth)acrylate, a heteroalkyl (meth)acrylate, a vinyl ester, or a combination thereof, the B block having a Tg no greater than 20° C., the (meth)acrylate block copolymer comprising from 50 to 80 weight percent B block;

wherein the A block polymeric units are present as nanodomains having an average size less than about 150 nm in a matrix of the B block polymeric units.

10. An optical article comprising:

a positive or negative lens comprising a photopolymerizable composition, wherein the photopolymerizable composition comprises: a silicon-containing resin comprising silicon-bonded hydrogen and aliphatic unsaturation, and a platinum catalyst activated by actinic radiation providing from about 10 to about 30 parts per million of platinum; and

a molded curable pressure sensitive adhesive-forming composition disposed on a planar surface of the positive or negative lens.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 25, 2016
From: LEATHERDALE, CATHERINE
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 039540/0537 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2008
From: THOMPSON, D. SCOTT; BOARDMAN, LARRY D.; KECMAN, FEDJA
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 020559/0677 →
Continuity (2)
Provisional Application 60889627 · Feb 13, 2007
Related Publication 20080193749A1 · Aug 14, 2008