IP Library Granted Patent US 7,285,603
Granted Patent B2
US 7,285,603 · App. 11/103,373 · Granted Oct 23, 2007

Primer-less abrasion coating for organic glass articles

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Quick Facts
Patent No.
US 7,285,603
App. No.
11/103,373
Granted
Oct 23, 2007
Kind
B2
Abstract

The present invention provides a method for improving adhesion of polyorganosiloxane to plastic, such as polycarbonate substrates. In a preferred embodiment, a tertiary amine is added to a polyorganosiloxane coating composition to achieve an improved abrasion coating.

Claims (21)

1. A coating composition for use on a primer-less optical article comprising:

a. a glycidyl- or glycidoxy-functional silane of the formula:

wherein R 1 , R 2 , and R 3 are independently selected from group consisting of hydrogen, aliphatic groups and aromatic groups which complete a siloxane on the silicon (Si) atom;

n is an integer from 1 to 4, and;

EP represents a glycidyl (e.g., glycidoxy) group;

b. a tetraalkoxylsilane of the formula:

wherein R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of hydrogen, aliphatic groups and aromatic groups which complete a siloxane on the silicon (Si) atom; and

c. a tertiary amine comprising triethanolomine the amount of glycidyl- or glycidoxy-functional silane is from about 30 to 70% by weight of the total coating solid, the level of tetraalkoxysilane is from about 30 to 70% by weight of the total coating solid and the total level of triethanolamine is from about 0.1 to 5% by weight of the total coating solid.

2. The coating composition of claim 1 further comprising a multi-functional epoxy compound.

3. The coating composition of claim 1 further comprising multi-functional epoxy colloidal silica.

4. The coating composition of claim 1 wherein an effective amount of one or more solvents is added to form a coating solution having a solid level from about 1 to 40% by Weight.

5. The coating composition of claim 1 wherein the amount of said triethanolamine added to said coating composition is between about 0.05% and 3.0% of the total coating by weight.

6. The coating composition of claim 1 wherein an coating composition is disposed on at least one surface of an organic surface of an article.

7. The coating composition of claim 6 wherein organic glass surface of the article is a substrate comprising a polymeric ophthalmic lens.

8. The coating composition of claim 7 wherein the polymeric opthalmic lens comprises a polycarbonate ophthalmic lens.

9. The coating composition of claim 1 wherein a Bayer ratio of the coating is higher than 4.0.

10. The coating composition of claim wherein the glycidyl- or glycidoxy-functional silane and tetraalkoxysilane are mixed with solvents and water.

11. The coating composition of claim 1 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of alkyl groups, benzyl groups or phenyl groups.

12. The coating composition of claim 1 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of unsubstituted alkyl groups.

13. The coating composition of claim 1 wherein R 1 , R 2 and R 3 of the glycidyl- or glycidoxy-functional silane of the formula are independently selected from the group consisting of alkyl, benzyl and phenyl groups; and R 1 , R 2 , R 3 , and R 4 of the tetraalkoxysilane of the formula are independently selected from the group consisting of alkyl, benzyl, and phenyl groups.

14. The coating composition of claim 1 wherein R 1 , R 2 and R 3 of the glycidyl- or glycidoxy-functional silane of the formula are independently selected from the group consisting of unsubstituted alkyl groups, and R 1 , R 2 , R 3 , and R 4 of the tetraalkoxysilane of the formula are independently selected from the group consisting of unsubstituted alkyl groups.

Assignments (22)
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 Nov 23, 2015
From: INSIGHT EQUITY A.P. X, LP
To: VISION EASE, LP
Reel/Frame 037154/0842 →
RELEASE OF SECURITY INTEREST Recorded Oct 30, 2015
From: PNC BANK, NATIONAL ASSOCIATION
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 036922/0053 →
RELEASE OF SECURITY INTEREST Recorded Oct 30, 2015
From: ANTARES CAPITAL LP, AS AGENT
To: VISION EASE, LP (F/N/A INSIGHT EQUITY A.P. X, LP)
Reel/Frame 037009/0180 →
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 →
ASSIGNMENT OF INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Sep 15, 2015
From: GENERAL ELECTRIC CAPITAL CORPORATION, AS RETIRING AGENT
To: ANTARES CAPITAL LP, AS SUCCESSOR AGENT
Reel/Frame 036616/0161 →
RELEASE OF SECURITY INTEREST Recorded Sep 23, 2014
From: PNC BANK, NATIONAL ASSOCIATION, AS TERM LOAN AGENT
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 033810/0143 →
RELEASE OF SECURITY INTEREST Recorded Sep 23, 2014
From: PNC BANK, NATIONAL ASSOCIATION, AS REVOLVING AGENT
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 033810/0185 →
SECURITY INTEREST Recorded Sep 23, 2014
From: INSIGHT EQUITY A.P. X, LP (D/B/A VISION-EASE LENS)
To: GENERAL ELECTRIC CAPITAL CORPORATION, AS AGENT
Reel/Frame 033810/0209 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE NAME TO: INSIGHT EQUITY A.P.X., L.P. (DBA VISION-EASE LENS) PREVIOUSLY RECORDED ON REEL 017203 FRAME 0260. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNEE NAME SHOULD READ AS INSIGHT EQUITY A.P.X., L.P. (DBA VISION-EASE LENS) NOT VISION-EASE LENS. Recorded Sep 12, 2014
From: VU, HANNAH
To: INSIGHT EQUITY A.P.X., L.P. (DBA VISION-EASE LENS)
Reel/Frame 033730/0340 →
CORRECTING PATENT NO. 7258603 TO PATENT NO. 7285603 ON R/F 029261/0912 Recorded Dec 4, 2012
From: INSIGHT EQUITY A.P.X., LP (D/B/A VISION-EASE LENS)
To: PNC BANK, N.A., AS TERM LOAN AGENT
Reel/Frame 029820/0150 →
SECURITY AGREEMENT Recorded Nov 8, 2012
From: INSIGHT EQUITY A.P. X, LP (D/B/A VISION-EASE LENS)
To: PNC BANK, NATIONAL ASSOCIATION, AS TERM LOAN AGENT
Reel/Frame 029261/0912 →
RELEASE OF SECURITY INTEREST Recorded Oct 30, 2012
From: ORIX CORPORATE CAPITAL INC. (F/K/A ORIX FINANCE CORP.)
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 029209/0771 →
RELEASE OF SECURITY INTEREST Recorded Oct 30, 2012
From: REGIMENT CAPITAL SPECIAL SITUATIONS FUND IV, L.P.
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 029209/0926 →
SECURITY AGREEMENT Recorded Mar 28, 2008
From: INSIGHT EQUITY A.P. X, LP
To: REGIMENT CAPITAL SPECIAL SITUATIONS FUND IV, L.P., AS AGENT
Reel/Frame 020710/0785 →
RELEASE OF SECURITY INTEREST Recorded Dec 20, 2007
From: PNC BANK, NATIONAL ASSOCIATION
To: INSIGHT EQUITY A.P. X, LP
Reel/Frame 020270/0654 →
SECURITY AGREEMENT Recorded Dec 20, 2007
From: INSIGHT ESQUITY A.P. X, LP
To: ORIX FINANCE CORP.
Reel/Frame 020270/0664 →
SECURITY AGREEMENT Recorded Jun 16, 2006
From: INSIGHT EQUITY A.P.X, LP
To: PNC BANK, NATIONAL ASSOCIATION
Reel/Frame 017804/0827 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 19, 2006
From: VU, HANNAH
To: VISION-EASE LENS
Reel/Frame 017203/0260 →
SECURITY AGREEMENT Recorded Dec 30, 2005
From: INSIGHT EQUITY A.P. X, LP
To: PNC BANK, NATIONAL ASSOCIATION
Reel/Frame 016958/0105 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2005
From: WU, HANNAH
To: VISION-EASE LENS
Reel/Frame 016880/0162 →