Spectacle lens having a photochromic coating and method for producing the same

Patent metadata

Field	Value
Publication number	US-11874534-B2
Application number	US-202017078143-A
Country	US
Kind code	B2
Filing date	Oct 23, 2020
Priority date	Apr 24, 2018
Publication date	Jan 16, 2024
Grant date	Jan 16, 2024

Abstract

A spectacle lens includes at least one substrate and at least one photochromic layer. The spectacle lens exhibits no swelling of the coating and/or of the substrate in the event of at least one damage to the surface of the spectacle lens with a force of ≤65 m N after contamination of the surface of the spectacle lens with at least one organic acid over a period from a range of 12 hours to 84 hours. Further, a method for producing the spectacle lens and the use of at least one chemically modified layer and/or at least one barrier layer for coating a spectacle lens substrate is disclosed.

First claim

The invention claimed is:

1. A spectacle lens comprising:
a substrate;
a photochromic layer arranged on the substrate;
a barrier layer, a chemically modified layer, or the barrier layer and the chemically modified layer, wherein the barrier layer and/or the chemically modified layer are arranged on a same side of the substrate as the photochromic layer and jointly form a first surface of the spectacle lens,
wherein the spectacle lens, in an event of damaging the spectacle lens by scratching the first surface of the spectacle lens with a scoring tool with a force of ≤65 mN, exhibits no swelling after complete contamination of the damaged first surface of the spectacle lens with a liquid, saturated or unsaturated, optionally substituted, monocarboxylic acid over a period of from 12 hours to 84 hours at room temperature,
wherein no swelling is defined as no structure of a size of ≥500 nm in z direction of the first surface of the spectacle lens is formed after the complete contamination, as seen with an optical profilometer based on white light interferometry, and
wherein
a) the photochromic layer,
b) at least one hardcoat layer 1,
c) at least one primer coat layer, and
d) at least one hardcoat layer 2,
are arranged on the substrate in a layer sequence, and
wherein the hardcoat layer 2 in the layer sequence is the layer furthest away from the substrate.

2. The spectacle lens as claimed in claim 1 , wherein the at least one primer coat layer is produced from a mixture comprising:
i) at least one of:
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurea dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane-polyurea dispersion; or
an aqueous aliphatic, cycloaliphatic, aromatic or heteroaromatic polyester dispersion;

ii) at least one solvent; and
iii) optionally, at least one additive.

3. The spectacle lens as claimed in claim 1 , wherein the at least one primer coat layer is a chemically modified primer coat layer which displays a pH-buffering effect and which is produced from a mixture comprising:
i) at least one of:
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurea dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane-polyurea dispersion; or
an aqueous aliphatic, cycloaliphatic, aromatic or heteroaromatic polyester dispersion;

ii) at least one solvent;
iii) at least one base; and
iv) optionally, at least one additive.

4. The spectacle lens as claimed in claim 3 , wherein the at least one base is selected from the group consisting of imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole, 2,5-dimethylimidazole, 4-hydroxymethylimidazole, pyrazole, 1,2,3-triazole, 1,2,4-triazole, tetrazole, pentazole, pyrrole, pyrrolidine, pyridine, 4-amidopyridine, 4-methylpyridine, 4-methoxypyridine, 2,4,6-trimethylpyridine, piperidine, piperazine, triethylamine, diisopropylamine, diisobutylamine, sodium hydroxide solution, and potassium hydroxide solution, or a mixture thereof.

5. The spectacle lens as claimed in claim 3 , wherein the at least one base is present in an amount in a range from 0.1% by weight to 3.2% by weight, based on a total weight of the coating composition.

6. The spectacle lens as claimed in claim 1 , wherein an average layer thickness of the primer coat layer is within a range from 0.4 μm to 1.3 μm.

7. The spectacle lens as claimed in claim 1 , wherein a composition for production of the hardcoat layer 1 and a composition for production of the hardcoat layer 2 are identical or different.

8. The spectacle lens as claimed in claim 1 , wherein the composition for production of the hardcoat layer 1 and the composition for production of the hardcoat layer 2 comprise:
a) at least one silane derivative of the formula R 1 R 2 3-n Si(OR 3 ) n where R 1 is an unsubstituted or substituted alkyl group, cycloalkyl group, acyl group, alkyleneacyl group, aryl group or alkylenearyl group, R 2 is an organic radical comprising an epoxy group, R 3 is an unsubstituted or substituted alkyl group, cycloalkyl group, aryl group or alkylenearyl group and n=2 or 3, and/or a hydrolysis product and/or a condensation product of the silane derivative of the formula R 1 R 2 3-n Si(OR 3 ) n ;
b) at least one colloidal inorganic oxide, hydroxide, oxide hydrate, fluoride, and oxyfluoride, or a mixture thereof;
c) at least one epoxy compound having at least two epoxy groups; and
d) at least one catalyst system including at least one Lewis acid and at least one thermolatent Lewis acid-base adduct.

9. The spectacle lens as claimed in claim 1 , wherein the monocarboxylic acid is selected from the group consisting of acetic acid, propionic acid, acrylic acid, lactic acid, butyric acid, isobutyric acid, valeric acid, enanthic acid, caproic acid, caprylic acid, pelargonic acid, myristoleic acid, palmitoleic acid, linoleic acid, alpha-linolenic acid, gamma-linolenic acid, oleic acid, ricinoleic acid, stearidonic acid, arachidonic acid, eicosapentaenoic acid, docosapentaenoic acid, and docosahexaenoic acid.

10. The spectacle lens as claimed in claim 1 , wherein the layer sequence is arranged on a front face of the substrate.

11. A method of producing a spectacle lens having at least one substrate and at least one photochromic layer, the method comprising:
a) providing at least one substrate to be coated;
b) coating at least one surface of the substrate to be coated with at least one photochromic layer;
c) covering the spectacle lens obtained in step b), on a same surface of the substrate as in step b), remotely from the substrate, with at least one hardcoat layer 1;
d) covering the spectacle lens obtained in step c), on the same surface of the substrate as in step c), remotely from the substrate, with at least a primer coat layer; and
e) covering the spectacle lens obtained in step d), on the same surface of the substrate as in step d), remotely from the substrate, with at least one hardcoat layer 2,
 wherein the at least one primer coat layer is a chemically modified primer coat layer that has been produced with a coating composition comprising:
i) at least one of:
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurea dispersion;
an aqueous aliphatic, cycloaliphatic, aromatic, or heteroaromatic polyurethane-polyurea dispersion; or
an aqueous aliphatic, cycloaliphatic, aromatic or heteroaromatic polyester dispersion;

ii) at least one solvent;
iii) at least one base; and
iv) optionally, at least one additive.

12. A spectacle lens comprising:
a substrate;
a photochromic layer arranged on the substrate;
a barrier layer, a chemically modified primer coat layer, or the barrier layer and the chemically modified primer coat layer, wherein the barrier layer and/or the chemically modified primer coat layer are arranged on a same side of the substrate as the photochromic layer and jointly form a first surface of the spectacle lens,
wherein the spectacle lens, in an event of damaging the spectacle lens by scratching the first surface of the spectacle lens with a scoring tool with a force of ≤65 mN, exhibits no swelling after complete contamination of the damaged first surface of the spectacle lens with a liquid, saturated or unsaturated, optionally substituted, monocarboxylic acid over a period of from 12 hours to 84 hours at room te

Assignees

• Zeiss Carl Vision Int Gmbh
• Carl Zeiss Vision Int Gmbm

Inventors

• Hugenberg Norbert
• Faul Silvia
• Peng Bin
• Diggins David
• Krieger Michael
• Haidl Markus

Classifications

• G02C7/102 Primary

  Photochromic filters · CPC title

• G02C7/06

  bifocal; multifocal {; progressive (G02C7/041 takes precedence)} · CPC title

• G02C7/107

  Interference colour filters · CPC title

• G02B1/14

  Protective coatings, e.g. hard coatings · CPC title

• B29D11/00009

  Production of simple or compound lenses · CPC title