Composition for the manufacture of an ophthalmic lens comprising an encapsulated light-absorbing additive

Patent metadata

Field	Value
Publication number	US-11327202-B2
Application number	US-201716323945-A
Country	US
Kind code	B2
Filing date	Aug 9, 2017
Priority date	Aug 9, 2016
Publication date	May 10, 2022
Grant date	May 10, 2022

Abstract

The present invention relates to a thermosetting composition for the manufacture of an ophthalmic lens which efficiently absorbs light rays without degradation of the light-absorbing additive, said composition comprising an allyl monomer or oligomer, a catalyst, at least one light-absorbing additive contained in nanoparticles which are dispersed in said allyl monomer or allyl oligomer. The present invention also relates to the use of said composition and to the ophthalmic lens obtained from said composition.

First claim

The invention claimed is:

1. A polymerizable liquid composition for the manufacture of an ophthalmic lens, comprising:
a) at least one allyl monomer or allyl oligomer,
b) at least one catalyst for initiating the polymerization of said allyl monomer or allyl oligomer,
c) at least one light-absorbing additive not contained in core-shell nanoparticles and homogeneously dispersed in non-core-shell nanoparticles, wherein said non-core-shell nanoparticles are dispersed in said allyl monomer or allyl oligomer.

2. The composition according to claim 1 , wherein the light-absorbing additive is selected from the group consisting of a colorant; a colorless light-absorbing additive; and mixtures thereof.

3. The composition according to claim 1 , wherein the non-core-shell nanoparticles comprise a polymer.

4. The composition according to claim 1 , wherein the non-core-shell nanoparticles comprise a mineral oxide.

5. The composition according to claim 1 , wherein the refractive index of the non-core-shell nanoparticles is from 1.47 to 1.56, as measured according to the ISO 489:1999.

6. The composition according to claim 1 , wherein the non-core-shell nanoparticles exhibit a size of from 1 nm to 10 μm, as measured according to the Dynamic Light Scattering method.

7. The composition according to claim 1 , wherein the amount of light-absorbing additive in the non-core-shell nanoparticles is from 0.0001 to 90 wt % based on the weight of the non-core-shell nanoparticles.

8. The composition according to claim 1 , wherein the amount of non-core-shell nanoparticles in the composition is from 0.01 to 2 wt % based on the weight of the composition.

9. The composition according to claim 1 , wherein the allyl monomer or oligomer is selected in the group consisting of diethylene glycol bis(allyl carbonate), ethylene glycol bis(allyl carbonate), oligomers of diethylene glycol bis(allyl carbonate), oligomers of ethylene glycol bis(allyl carbonate), bisphenol A bis(allyl carbonate), diallyl phthalate, diallyl isophthalate, diallyl terephthalate and mixtures thereof.

10. The composition according to claim 1 , wherein the catalyst is selected in the group consisting of a peroxodicarbonate, a peroxyester, a perketal, and mixtures thereof.

11. A process for the preparation of the polymerizable liquid composition as defined in claim 1 , comprising the steps of:
a) providing an allyl monomer or allyl oligomer;
b) providing a light-absorbing additive not contained in core-shell nanoparticles and homogeneously dispersed in non-core-shell nanoparticles in the form of a powder of nanoparticles dispersible within said allyl monomer or allyl oligomer or in the form of a dispersion of said nanoparticles in a liquid dispersible within said allyl monomer or allyl oligomer;
c) providing a catalyst for initiating the polymerization of said allyl monomer or allyl oligomer; and
d) mixing said allyl monomer or allyl oligomer, said light-absorbing additive contained in nanoparticles and said catalyst.

12. A process for preventing degradation of a light-absorbing additive by a catalyst for initiating polymerization of an allyl monomer or allyl oligomer comprising:
obtaining at least one allyl monomer or allyl oligomer;
obtaining at least one catalyst for initiating the polymerization of said allyl monomer or allyl oligomer;
obtaining a light-absorbing additive not contained in core-shell nanoparticles,
wherein said light-absorbing additive is comprised in in non-core-shell nanoparticles; and
mixing the at least one allyl monomer or allyl oligomer, the at least one catalyst for initiating the polymerization of said allyl monomer or allyl oligomer, and the light-absorbing additive comprised in non-core-shell nanoparticles to obtain a polymerizable liquid composition as defined in claim 1 ,
wherein the light-absorbing additive in non-core-shell nanoparticles is homogenously dispersed in said non-core-shell nanoparticles.

13. An ophthalmic lens obtained by curing the polymerizable liquid composition as defined in claim 1 .

14. An ophthalmic lens comprising:
a) an optical substrate;
b) a coating obtained by curing the polymerizable liquid composition as defined in claim 1 on said optical substrate.

15. An ophthalmic lens comprising a composite substrate comprising:
a) a matrix obtained by polymerization of at least one allyl monomer or allyl oligomer in presence of a catalyst for initiating the polymerization of said allyl monomer or allyl oligomer; and
b) non-core-shell nanoparticles containing at least one light-absorbing additive not contained in core-shell nanoparticles, wherein said at least one light-absorbing additive is homogeneously dispersed in said non-core-shell nanoparticles and said non-core-shell nanoparticles are dispersed in said matrix.

Assignees

• Essilor Int

Inventors

• Fromentin Pierre
• Hokputsa Sanya

Classifications

• C08F2/44

  Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers · CPC title

• G02B1/041 Primary

  Lenses · CPC title

• B82Y30/00

  Nanotechnology for materials or surface science, e.g. nanocomposites · CPC title

• C08K5/005

  Stabilisers against oxidation, heat, light, ozone · CPC title

• C08F120/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title