Composition for transparent antistatic coating

Patent metadata

Field	Value
Publication number	US-9778399-B2
Application number	US-201314760913-A
Country	US
Kind code	B2
Filing date	Jan 14, 2013
Priority date	Jan 14, 2013
Publication date	Oct 3, 2017
Grant date	Oct 3, 2017

Abstract

The present invention relates to a curable composition providing upon curing a transparent antistatic coating comprising a silica organosol, a salt comprising an alkali cation and a Bronsted acid. The invention further relates to optical articles comprising a substrate at least partially coated with a transparent antistatic coating formed by depositing onto substrate and curing the above curable composition. The obtained optical articles exhibit enhanced antistatic properties, high optical transparency, low haze and good mechanical properties, in particular a good abrasion resistance.

First claim

The invention claimed is:

1. A curable composition providing, upon curing, a transparent antistatic coating, said curable composition comprising:
at least one binder comprising at least one silane of formula (I)

wherein n=2 or 3, p=1 or 2, q=0 or 1 and n+p+q=4
X, identical or different, is a hydrogen atom, alkoxy group, halogen atom, siloxy group or silazane group;
R 1 , identical or different, is a C1-C10 linear or branched alkyl group wherein:
the alkyl group is substituted with a monocyclic or bicyclic heterocycle at a carbon atom, the heterocycle having a hetero atom selected from oxygen or sulphur,
a carbon atom of the alkyl group may be replaced by an oxygen atom;
the alkyl group may be further substituted with an organic functional group;

R 2 , identical or different, is a C1-C10 linear or branched divalent alkylene group linked to the silicon atom and R 1 , in which a carbon atom of R 2 may be replaced by an oxygen atom; and
R 3 represent an alkyl group, an alkenyl group or an aryl group;
a salt (II) comprising an alkali cation and a counter ion which is the conjugate base of a superacid
Alkali + Superacid −   (II);

and
a Brønsted acid of molecular weight greater than or equal to 200 g/mol.

2. The curable composition of claim 1 , wherein the molecular weight of Brønsted acid is lower than 2000 g/mol.

3. The curable composition of claim 2 , wherein the molecular weight of Brønsted acid is lower than 1000 g/mol.

4. The curable composition of claim 1 , wherein the Brønsted acid is a surfactant of formula (III)
R 4 —(R 5 ) r —ZH  (III)

wherein:
R 4 represents a linear or branched alkyl group;
R 5 represents an arylene group; and
Z represents a Brønsted acid function selected from the group consisting of sulphate, sulfonate, carboxylate, phosphate, phosphonate or phosphinate;
r=0 or 1.

5. The curable composition of claim 1 , wherein the Brønsted acid represents less than 5% in weight, relative to the dry weight of the curable composition.

6. The curable composition of claim 5 , wherein the Brønsted acid represents less than 1% in weight, relative to the dry weight of the curable composition.

7. The curable composition of claim 1 , wherein the alkali cation of salt (II) is lithium.

8. The curable composition of claim 1 , wherein the counter ion of compound (II) is bis(trifluoromethanesulfonimide) or a derivative of trifluoromethanesulfonic acid.

9. The curable composition of claim 1 , wherein the compound (II) represents less than 5% in weight, relative to the dry weight of the curable composition.

10. The curable composition of claim 9 , wherein the compound (II) represents less than 1% in weight, relative to the dry weight of the curable composition.

11. The curable composition of claim 1 , wherein the binder further comprises fillers chosen among mineral oxides.

12. The curable composition of claim 11 , wherein the fillers are silicon dioxide nanoparticles.

13. The curable composition of claim 1 , wherein the binder further comprises a solvent.

14. The curable composition of claim 13 , wherein the solvent is methylethylketone.

15. An optical article comprising a substrate, wherein the substrate is at least partially coated with a transparent antistatic coating formed by depositing onto the substrate and curing a curable composition of claim 1 .

16. The optical article of claim 15 , further defined as an ophthalmic lens.

17. The optical article of claim 15 , wherein the thickness of the antistatic coating ranges from 5 to 5000 nm.

18. The optical article of claim 15 , further defined as having a decay time lower than 500 ms.

19. A process for preparing a transparent antistatic optical article comprising:
providing an optical substrate having at least one main surface;
applying onto at least part of said main surface a composition of claim 1 ; and
curing said composition.

Assignees

• Essilor Int

Inventors

• Hazle Joshua
• Harmon Ronald
• Dang Hoa T

Classifications

• C08K5/42

  Sulfonic acids; Derivatives thereof · CPC title

• C08L83/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers · CPC title

• C08K5/0075

  Antistatics · CPC title

• G02B27/0006

  with means to keep optical surfaces clean, e.g. by preventing or removing dirt, stains, contamination, condensation (G02B1/18 takes precedence; cleaning in general B08B) · CPC title

• C09D183/06

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title