Optical adhesive for glass and polycarbonate

Patent metadata

Field	Value
Publication number	US-11434401-B2
Application number	US-201816607406-A
Country	US
Kind code	B2
Filing date	Apr 25, 2018
Priority date	Apr 26, 2017
Publication date	Sep 6, 2022
Grant date	Sep 6, 2022

Abstract

Disclosed are UV curable adhesive compositions and methods to adhere polycarbonate substrates containing UV absorbers to glass for use in ophthalmic lenses.

First claim

The invention claimed is:

1. A photocurable adhesive, comprising:
a) at least one urethane acrylate oligomer, in an amount ranging from 50 to 75 wt. %;
b) at least one alkyl acrylate or diacrylate monomer, in an amount ranging from 10 to 25 wt. %;
c) at least one hydroxy-functional acrylic monomer, in an amount ranging from 8 to 25 wt. %; and
d) at least one free-radical generating initiator, in an amount ranging from 5 to 9.5 wt %.

2. The photocurable adhesive of claim 1 , wherein the urethane acrylate oligomer is selected from the group consisting of aliphatic urethane acrylate oligomers, aliphatic polyether based urethane acrylate oligomers, aromatic polyether based urethane acrylate oligomers, and aliphatic polyester based urethane acrylate oligomers.

3. The photocurable adhesive of claim 1 , wherein the at least one alkyl acrylate or diacrylate monomer is selected from the group consisting of isobornyl acrylate (IBOA), isobornyl methacrylate (IBMA), 1,6-hexanediol diacrylate (HDDA), and phenoxyethyl acrylate (PEA).

4. The photocurable adhesive of claim 1 , wherein the at least one hydroxy-functional acrylate monomer is selected from the group consisting of hydroxyethyl methacrylate (HEMA), hydroxyethyl acrylate (HEA), hydroxypropyl methacrylate (HPMA), and hydroxypropyl acrylate (HPA).

5. The photocurable adhesive of claim 1 , wherein the at least one free radical generating initiator is a photoinitiator.

6. The photocurable adhesive of claim 5 , wherein the photoinitiator is selected from the group consisting of benzophenone derivatives and acetophenone derivatives.

7. The photocurable adhesive of claim 6 , wherein a ratio of benzophenone derivatives to acetophenone derivatives is between 70:30 and 90:10.

8. The photocurable adhesive of claim 1 , wherein the amount of said urethane acrylate oligomer ranges from 52 to 70 wt. % relatively to the total amount of said photocurable adhesive.

9. The photocurable resin adhesive of claim 1 , wherein the amount of said alkyl acrylate or diacrylate monomer ranges from 15 to 22 wt. % relatively to the total amount of said photocurable adhesive.

10. The photocurable adhesive of claim 1 , wherein the amount of said hydroxy-functional acrylic monomer ranges from 8 to 10 wt. % relatively to the total amount of said photocurable adhesive.

11. The photocurable adhesive of claim 1 , wherein the adhesive is substantially free of solvent.

12. The photocurable adhesive of claim 1 , wherein the adhesive comprises an optional polyester oligomer.

13. The photocurable adhesive of claim 12 , wherein the optional polyester oligomer is selected from the group consisting of a chlorinated polyester oligomer and an acrylated polyester oligomer.

14. A method to prepare an optical article, comprising:
a) applying the photocurable adhesive of claim 1 to a first face of a polycarbonate substrate and to a first face of a glass substrate;
b) joining the adhesive of the first face of the polycarbonate substrate and the adhesive of the first face of the glass substrate horizontally such that the polycarbonate substrate is above the glass substrate;
c) allowing the adhesive to spread under the weight of the polycarbonate substrate until the adhesive fills the space between the substrate faces;
d) applying a first UV radiation through the polycarbonate substrate for a period of time to gel the photocurable adhesive; and
e) applying a second UV radiation through the polycarbonate substrate for a period of time to set the photocurable adhesive.

15. An optical article, prepared by the method of claim 14 .

Assignees

• Essilor Int

Inventors

• Valeri Robert

Classifications

• C09J2469/008

  in the pretreated surface to be joined · CPC title

• G02B3/0062

  Stacked lens arrays, i.e. refractive surfaces arranged in at least two planes, without structurally separate optical elements in-between · CPC title

• C09J11/06

  organic · CPC title

• B29C66/7465

  Glass · CPC title

• C08F222/1065

  of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates · CPC title