Rigid substrate lamination adhesive

• US 6,706,403 B1
• Filed: 05/12/2000
• Issued: 03/16/2004
• Est. Priority Date: 05/12/2000
• Status: Expired due to Fees

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Palazzotto, Michael C., Olofson, Peter M., Morris, Kent W.
• Primary Examiner(s): Dawson, Robert
• Assistant Examiner(s): KEEHAN, CHRISTOPHER M
• Application Number:
  US09/570,221
• Time in Patent Office: 1,404 Days
• Field of Search: 428/413, 428/447, 522/25, 522/29, 522/31
• US Class Current: 428/413
• CPC Class Codes: B32B 7/12 using interposed adhesives or interposed materials with bonding properties
• CPC Class Codes: C08G 59/24 carbocyclic
• CPC Class Codes: C09J 163/00 Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
• CPC Class Codes: H01J 2229/8901 Fixing of optical components to the vessel
• CPC Class Codes: H01J 29/896 Anti-reflection means, e.g. eliminating glare due to ambient light
• CPC Class Codes: Y10T 428/31511 Of epoxy ether
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane

Abstract

A process, system, and materials for lamination of anti-reflective glass to the screen of a CRT display, including a polymerizable adhesive and laminated articles are described. The photopolymerizable adhesive composition including, in certain embodiments, an epoxy resin and a photosensitive initiating system are disclosed.

Claims

1. A laminated article, the article comprising:

a first rigid substrate and a second rigid substrate; and

a photocurable adhesive composition applied between the first and second substrates, the adhesive including;

(a) at least one epoxy resin, and

(b) a photosensitive initiating system activatable by light transmitted through at least one of the substrates, said substrate having less than 25 percent transmission of light at a wavelength of 330 nm;

wherein the photocurable adhesive composition has a Brookfield viscosity at 25°

C. of less than 500 centipoise prior to application, and a refractive index after curing within 0.01 of at least one of the first and second rigid substrates.

2. The laminated article of claim 1, wherein the epoxy resin comprises a glycidyl ether.

3. The laminated article of claim 1, wherein the epoxy resin comprises a cycloaliphatic epoxy resin.

4. The laminated article of claim 1, wherein the adhesive further comprises an epoxy co-reactive component.

5. The laminated article of claim 4, wherein the epoxy co-reactive component is a polyol.

6. The laminated article of claim 5, wherein the polyol is selected from the group consisting of poly(alkylene oxides), polyesters, polycaprolactones, and combinations thereof.

7. The laminated article of claim 5, wherein the polyol is non-crystalline.

8. The laminated article of claim 1, wherein the photosensitive initiating system comprises an onium photosensitive initiating system.

9. The laminated article of claim 8, wherein the photosensitive initiating system comprises an aromatic iodonium complex and a sensitizer.

10. The laminated article of claim 9, wherein the sensitizer is selected from the group consisting of anthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9-methylanthracene, camphorquinone, 1,3-diphenylisobenzofuran, and combinations thereof.

11. The laminated article of claim 1, wherein the photosensitive initiating system comprises an aromatic sulfonium complex.

12. The laminated article of claim 1, wherein the adhesive has an application vapor pressure of less than 25 mm at 25°

C.

13. The laminated article of claim 1, wherein the uncured composition forms a contact angle of less than 30 degrees with a glass substrate.

14. The laminated article of claim 1, further comprising a color prevention additive selected from the group consisting of dibutyldiphenyl tin, dibutyltin dilaurate, dibutyltin maleate, dibutyltin bis(isooctylmercapto acetate), dibutyl di-(dodecylthio)tin, and combinations thereof.

15. The laminated article of claim 1, further comprising a silane coupling agent that is copolymerizable with the epoxy resin.

16. The laminated article according to claim 1, wherein the photocurable adhesive composition is cured by actinic radiation.

17. A laminated article, the article comprising:

a first rigid substrate and a second rigid substrate; and

a photocurable adhesive composition applied between the first and second substrates, the adhesive including;

(a) at least one epoxy resin,

(b) an onium photosensitive initiating system activatable by light having a wavelength greater than 350 nm, and

(c) a Brookfield viscosity at 25°

C. of less than 500 centipoise prior to application; and

a refractive index after curing within 0.01 of at least one refractive index of the first and second rigid substrates.

18. A laminated article, the article comprising:

a first rigid substrate and a second rigid substrate; and

a photocurable adhesive composition applied between the first and second substrates, the adhesive including;

(a) at least one epoxy resin, and

(b) an onium photosensitive initiating system activatable by transmission through at least one of the substrates wherein the substrate has less than 25 percent transmission of light at a wavelength of 330 nm.