Cloud point-resistant adhesives and laminates

• US 8,361,633 B2
• Filed: 10/01/2009
• Issued: 01/29/2013
• Est. Priority Date: 10/03/2008
• Status: Active Grant

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Everaerts, Albert I., Xia, Jianhui
• Primary Examiner(s): Ortiz, Angela
• Assistant Examiner(s): ADKINS, CHINESSA T
• Application Number:
  US12/571,746
• Publication Number:
  US 20100086706A1
• Time in Patent Office: 1,216 Days
• Field of Search: None
• US Class Current: 428/520
• CPC Class Codes: B32B 27/00 Layered products comprising a layer of synthetic resin fibrous or filamentary layer made of a synthetic resin B32B5/02; particulate layer made of a synthetic resin B32B5/16; foamed layer made of a synthetic resin B32B5/18
• CPC Class Codes: C09K 2323/057 Ester polymer, e.g. polycarbonate, polyacrylate or polyester
• CPC Class Codes: Y10T 428/12056 Entirely inorganic
• CPC Class Codes: Y10T 428/269 including synthetic resin or polymer layer or component
• CPC Class Codes: Y10T 428/2848 Three or more layers
• CPC Class Codes: Y10T 428/31928 Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/31935 Ester, halide or nitrile of addition polymer

Abstract

Optically clear adhesives and laminates that include the adhesives are provided. The adhesives and laminates remain haze-free and are cloud point-resistant when placed in environments of high humidity and elevated temperature. The adhesives and laminates are useful in optical electronic display applications.

Claims

1. An optically clear laminate comprising:

a first substrate having at least one major surface;

a second substrate having at least one major surface; and

a cloud point-resistant, optically clear adhesive composition situated between and in contact with at least one major surface of the first substrate and at least one major surface of the second substrate, wherein the adhesive composition is prepared by polymerizing a precursor mixture, the precursor mixture comprising;

from about 60 to about 95 parts by weight of an alkyl acrylate or a combination of alkyl acrylates having 1 to 14 carbon atoms in the alkyl group;

from greater than 0 to about 5 parts of a copolymerizable polar monomer; and

from about 5 to about 50 parts of a hydroxyl-containing monomer that has an OH equivalent weight of less than 400,

wherein the laminate has a haze value of less than 5% and an average transmission between 450 nanometers and 650 nanometers of greater than about 85% after it is placed in an environment of at least 70°

C. and 90% relative humidity for 72 hours, cooled to room temperature, and measured.

2. An optically clear laminate according to claim 1, wherein the first substrate, the second substrate, or both the first substrate and the second substrate are selected from a display panel, a touch panel, an optical film, a cover lens, or window.

3. An optically clear laminate according to claim 2, wherein the cover lens comprises at least one of glass, polymethylmethacrylate, or polycarbonate.

4. An optically clear laminate according to claim 2, wherein the display panel is selected from a liquid crystal display, a plasma display, an OLED display, an electrowetting display, and a cathode ray tube display.

5. An optically clear laminate according to claim 2, wherein the optical film is selected from a reflector, a polarizer, a mirror, an anti-glare or anti-reflective film, an anti-splinter film, a diffuser, or electromagnetic interference filter.

6. A laminate according to claim 3, wherein the adhesive composition has a thickness of greater than about 100 μ

m.

7. A laminate according to claim 1, comprising from about 15 to about 50 parts of hydroxyl-functional monomer,

wherein the laminate does not display bubble, delaminate or turn hazy after the laminate is exposed to environmental conditions of either 1 week at 60° C. and 90% relative humidity or 1 week at 85°

C. in a dry environment.

8. A laminate according to claim 7, wherein at least one of the substrates is polycarbonate or poly(methyl)methacrylate.

12. An optically clear laminate according to claim 1, wherein the haze value is less than 2%.

9. An optically clear laminate comprising:

a first substrate having at least one major surface;

a second substrate having at least one major surface; and

a cloud point-resistant, optically clear adhesive composition situated between and in contact with at least one major surface of the first substrate and at least one major surface of the second substrate, wherein the adhesive composition is prepared by polymerizing a precursor mixture, the precursor mixture comprising;

from about 60 to about 95 parts by weight of an alkyl acrylate or a combination of alkyl acrylates having 1 to 14 carbon atoms in the alkyl group, wherein the alkyl acrylate or a combination of alkyl acrylates include isobornyl (meth)acrylate; and

from about 15 to about 50 parts of a hydroxyl-containing monomer that has an OH equivalent weight of less than 400,

wherein the laminate has a haze value of less than 5% and an average transmission between 450 nanometers and 650 nanometers of greater than about 85% after it is placed in an environment of at least 70°

C. and 90% relative humidity for 72 hours, cooled to room temperature, and measured.

10. An optically clear laminate according to claim 9 wherein the precursor mixture comprises:

about 80 parts by weight of an alkyl acrylate or a combination of alkyl acrylates having 1 to 14 carbon atoms in the alkyl group, wherein the alkyl acrylate or a combination of alkyl acrylates include isobornyl (meth)acrylate; and

about 15 parts of a hydroxyl-containing monomer that has an OH equivalent weight of less than 400.

11. An optically clear laminate according to claim 9, wherein the precursor mixture comprises:

from about 25 to about 86 weight percent of an alkyl acrylate or a combination of alkyl acrylates having 1 to 14 carbon atoms in the alkyl group;

from greater than 0 to about 6 weight percent of a copolymerizable polar monomer; and

from about 13 to about 33 weight percent of a hydroxyl-containing monomer that has an OH equivalent weight of less than 400 based upon 100 weight percent adhesive composition.