IP Library › Granted Patent US 7,560,499
Granted Patent B2
US 7,560,499 · App. 11/149,837 · Granted Jul 14, 2009

Initiator and ultraviolet absorber blends for changing lens power by ultraviolet light

Assignee: Calhoun Vision, Inc.
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Quick Facts
Patent No.
US 7,560,499
App. No.
11/149,837
Granted
Jul 14, 2009
Kind
B2
Abstract

Novel blends of photo-initiators and photo-absorbers are disclosed. By the proper selection of the type and amount of absorber and initiator used in a composition, it is possible to regulate the conditions under which photo-induced reactions occur. In a specific embodiment, blends of UV initiators and photoabsorbers are used to control the conditions under which UV initiated polymerization occurs.

Claims (36)

1. A blend of photoabsorber and photoinitiator wherein the photoabsorber is attached to a polysiloxane bridge having the general formula:

comprising one or more photoabsorbers bonded to at least one polysiloxane bridge through R 12 , R 13 , R 14 , R 15 and/or R 16 wherein the rest of the R 12 , R 13 , R 14 , R 15 and/or R 16 are selected from group consisting of hydrogen, alkyls, aryl or heteroaryl moieties;

p equals 2-28;

the photoinitiator is attached to a polysiloxane bridge having the general formula:

comprising one or more photoinitiators bonded to at least one polysiloxane bridge through R 7 , R 8 , R 9 , R 10 and/or R 11 wherein, the rest of the R 7 , R 8 , R 9 , R 10 and/or R 11 are selected from the group consisting of hydrogen, alkyls, aryl and heteroaryl moieties;

n equals 2-28.

2. The blend of claim 1 wherein the photoabsorbers have the general formula:

wherein X is independently selected from the group consisting of H, monovalent hydrocarbon radicals and monovalent substituted hydrocarbon radicals containing 1 to about 8 carbon atoms, hydroxyl radicals, amino radicals, carboxyl radicals, alkoxy radicals and substituted alkoxy radicals;

R 1 is independently selected from the group consisting of H, alkyl radicals, substituted alkyl radicals, alkoxy radicals, substituted alkoxy radicals, containing 1 to 8 carbon atoms

R 2 comprises a reactive functionality for connecting the photoabsorber to the polysiloxane bridge and is selected from the group consisting of alkenyl, substituted alkenyl, alkenoxy, substituted alkenoxy, acryloxy alkyl and substituted acryoxy alkyl;

n is an integer of from 1 to 4 and m is an integer of from 1-3; and

the photoinitiators have the general formula:

wherein R 3 and R 4 are H, alkyl radical, aryl radical, substituted alkyl, or substituted aryl radical;

R 5 is a phenyl or substituted phenyl; and

R 6 comprises a reactive functionality for connecting the photoinitiator to the polysiloxane bridge and is selected from the group consisting an allyl and an allyloxy group.

3. The blend of claim 1 wherein R 7 , R 8 , R 9 and/or R 10 of the polysiloxane bridge are independently selected from the group consisting of alkyls, aryl and heteroalkyl moieties.

4. A blend of a silicon bonded photoabsorber and a silicon bonded photoinitiators wherein the a silicon bonded photoinitiator has the general formula:

comprising one or more photoinitiators bonded to at least one polysiloxane bridge through R 7 , R 8 , R 9 , R 10 and/or R 11 ;

n equals 2-28;

wherein at least one of R 7 -R 11 is a photoinitiator having the general formula:

wherein R 3 is H, alkyl radical, aryl radical, substituted alkyl, or substituted aryl radical, and R 4 is H, alkyl radical, aryl radical, substituted alkyl or substituted aryl radical; R 5 is a phenyl or substituted phenyl and R 6 comprises a reactive functionality for connecting the photoinitiator to the polysiloxane bridge and is selected from the group consisting of an allyl and an allyloxy group;

wherein R 7 , R 8 , R 9 , R 10 and/or R 11 are independently selected from the group consisting of hydrogen, alkyls, aryl, heteroalkyls, and

a silicon bonded photoabsorber having the general formula

wherein at least one of R 12 to R 16 is a photoabsorber having the formula:

wherein X is independently selected from the group consisting of H, monovalent hydrocarbon radicals and monovalent substituted hydrocarbon radicals containing 1 to about 8 carbon atoms, hydroxyl radicals, amino radicals, carboxyl radicals alkoxy radicals and substituted alkoxy radicals, and each R 1 is independently selected from the group consisting of H, alkyl radicals, substituted alkyl radicals, alkoxy radicals, substituted alkoxy radicals and

R 2 comprises a reactive functionality for connecting the photoabsorber to the polysiloxane bridge and is selected from the group comprising vinyl, allyl, alkenyl, substituted alkenyl, alkenoxy, substitute alkenyoxy, acryloxy alkyl, substituted acryloxy, acrylate, methacrylate, and silicone, n in the photoabsorber formula is an integer of from 1 to 4 and m is an integer of from 1 to 3.

5. The blend of claim 1 wherein the photoabsorber is a benzophenone and is bonded to the polysiloxane bridge through R 12 , R 13 , R 14 , R 15 and/or R 16 .

6. The blend of claim 5 wherein the benzophenone has the structure:

7. The blend of claim 5 wherein the benzophenone has the formula:

8. The blend of claim 4 wherein the photoabsorber is a benzotriazole.

9. The blend of claim 8 wherein the photoabsorber has the formula:

10. The blend of claim 8 wherein the photoabsorber has the formula:

11. The blend of claim 4 wherein the photoinitiator is allylic benzoin and is bonded to at least one polysiloxane bridge through R 7 , R 8 , R 9 , R 10 and/or R 11 .

12. The blend of claim 2 wherein X contains 1 to 6 carbon atoms and halogen radicals.

13. The blend of claim 2 wherein R 1 contains 1 to 4 carbon atoms and comprises a hydroxyl radical, amino radical and or carboxyl radical.

14. The blend of claim 4 wherein X contains 1 to 6 carbon atoms and comprises halogen radicals.

Assignments (2)
CHANGE OF NAME Recorded Apr 15, 2017
From: CALHOUN VISION, INC.
To: RXSIGHT, INC.
Reel/Frame 042260/0475 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2005
From: JETHMALANI, JAGDISH M.; CHANG, SHIAO H.; GRUBBS, ROBERT G.
To: CALHOUN VISION, INC.
Reel/Frame 016766/0360 →
Continuity (3)
Continuation In Part 1031908200 · Dec 13, 2002
Provisional Application 6034424900 · Dec 28, 2001
Related Publication 20060142528A1 · Jun 29, 2006