Pressure sensitive adhesive composition including ultraviolet light-absorbing oligomer

Patent metadata

Field	Value
Publication number	US-11110689-B2
Application number	US-201515320551-A
Country	US
Kind code	B2
Filing date	Jun 25, 2015
Priority date	Jun 25, 2014
Publication date	Sep 7, 2021
Grant date	Sep 7, 2021

Abstract

A composition that includes a blend of a pressure sensitive adhesive and an ultraviolet light-absorbing oligomer. The oligomer has a first divalent unit having a pendent ultraviolet absorbing group and a second divalent unit represented by formula in which R 1 is hydrogen or methyl, and R 2 is alkyl having from 4 to 20 carbon atom. Articles including the composition are disclosed. For example, an assembly including a barrier film and the composition is also disclosed.

First claim

What is claimed is:

1. A composition comprising a blend of a pressure sensitive adhesive and an ultraviolet light-absorbing oligomer, wherein the ultraviolet light-absorbing oligomer comprises:
first divalent units comprising a pendent ultraviolet absorbing group, wherein the pendent ultraviolet absorbing group comprises a triazine, a benzophenone, or a benzotriazole; and
second divalent units represented by formula:

wherein
R 1 is hydrogen or methyl; and
R 2 is alkyl having 8 carbon atoms,

wherein the second divalent units are present in the ultraviolet light-absorbing oligomer at 70 percent by weight up to 90 percent by weight, based on the total weight of the oligomer, wherein the pressure sensitive adhesive is an acrylic pressure sensitive adhesive comprising an acrylic polymer, wherein the second divalent units are present in the acrylic polymer in an amount of 80 percent by weight up to 100 percent by weight, based on the total weight of the acrylic polymer, wherein the ultraviolet absorbing group is in the composition in an amount of at least 2 percent by weight and in an amount of up to 10 weight percent, based on the total weight of the composition, and wherein the pressure sensitive adhesive does not comprise a third divalent unit comprising a pendent hydroxyl group.

2. The composition of claim 1 , wherein the ultraviolet light-absorbing oligomer has a number average molecular weight of up to one half the number average molecular weight of the pressure sensitive adhesive.

3. The composition of claim 1 , wherein at least one of the pressure sensitive adhesive or the ultraviolet light-absorbing oligomer further comprises a third divalent unit comprising a pendent carboxylic acid, aminocarbonyl, alkylaminocarbonyl, or dialkylaminocarbonyl group.

4. The composition of claim 3 , wherein both the pressure sensitive adhesive and the ultraviolet light-absorbing oligomer comprise the same third divalent unit.

5. The composition of claim 1 , wherein each first divalent unit is independently represented by formula:

wherein
R 1 is independently hydrogen or methyl;
V is O or NH;
X is a bond, alkylene, or alkyleneoxy, wherein the alkylene or alkyleneoxy have from 1 to 10 carbon atoms and are optionally interrupted by one or more —O— groups and optionally substituted by a hydroxyl group;
R is alkyl having from one to four carbon atoms;
n is 0 or 1; and
Z is a benzoyl group optionally substituted by hydroxyl, alkyl, halogen, or hydroxyl; a 4,6-bisphenyl[1,3,5]triazin-2-yl group wherein each phenyl is optionally independently substituted by one or more alkyl or alkoxy groups; or a 2H-benzotriazol-2-yl group optionally substituted by one or more halogens.

6. The composition of claim 5 , wherein at least some of the first divalent units in the ultraviolet light-absorbing oligomer comprise different Z groups.

7. The composition of claim 5 , wherein the composition comprises a second, different ultraviolet light-absorbing oligomer in the blend, and wherein the first divalent units in the ultraviolet light-absorbing oligomer and in the second, different ultraviolet light-absorbing oligomer comprise different Z groups.

8. The composition of claim 1 , wherein the ultraviolet light-absorbing oligomer is in the composition in an amount ranging from 0.5 percent to 25 percent by weight, based on the total weight of the composition.

9. An article comprising the composition of claim 1 , wherein the article is a photovoltaic device, vehicle wrap, graphic film, architectural film, or window film.

10. An assembly comprising:
a first polymeric film substrate having a first surface and a second surface opposite the first surface;
a barrier film disposed on the first surface of the first polymeric film;
a pressure sensitive adhesive layer having a first surface and a second surface opposite the first surface, wherein the first surface of the pressure sensitive adhesive layer is disposed on the barrier film opposite the first polymeric film substrate; and
a second polymeric film substrate disposed on the second surface of the pressure sensitive adhesive layer,

wherein the pressure sensitive adhesive layer comprises a blend of a pressure sensitive adhesive and an ultraviolet light-absorbing oligomer, wherein the ultraviolet light-absorbing oligomer comprises:
first divalent units comprising a pendent ultraviolet absorbing group, wherein the pendent ultraviolet absorbing group comprises a triazine, a benzophenone, or a benzotriazole; and
second divalent units represented by formula:

wherein
R 1 is hydrogen or methyl; and
R 2 is alkyl having 8 carbon atoms,

wherein the second divalent units are present in the ultraviolet light-absorbing oligomer at 70 percent by weight up 90 percent by weight, based on the total weight of the oligomer, wherein the pressure sensitive adhesive is an acrylic pressure sensitive adhesive comprising an acrylic polymer, wherein the second divalent units are present in the acrylic polymer in an amount of 80 percent by weight up to 100 percent by weight, based on the total weight of the acrylic polymer, wherein the ultraviolet absorbing group is in the pressure sensitive adhesive layer in an amount of at least 2 percent by weight and in an amount up to 10 weight percent, based on the total weight of the pressure sensitive adhesive layer, and wherein the pressure sensitive adhesive does not comprise a third divalent unit comprising a pendent hydroxyl group.

11. The assembly of claim 10 , wherein the barrier film comprises at least first and second polymer layers separated by an inorganic barrier layer.

12. The assembly of claim 10 , further comprising an encapsulant layer on which the first polymeric film substrate is disposed.

13. The assembly of claim 12 , wherein the encapsulant layer is on a photovoltaic cell.

14. The assembly of claim 10 , wherein at least one of the pressure sensitive adhesive or the ultraviolet light-absorbing oligomer further comprises a third divalent unit comprising a pendent carboxylic acid, aminocarbonyl, alkylaminocarbonyl, or dialkylaminocarbonyl group.

15. The assembly of claim 14 , wherein both the pressure sensitive adhesive and the ultraviolet light-absorbing oligomer comprise the same third divalent unit.

16. The assembly of claim 10 , wherein each first divalent unit is independently represented by formula:

wherein
R 1 is independently hydrogen or methyl;
V is O or NH;
X is a bond, alkylene, or alkyleneoxy, wherein the alkylene or alkyleneoxy have from 1 to 10 carbon atoms and are optionally interrupted by one or more —O— groups and optionally substituted by a hydroxyl group;
R is alkyl having from one to four carbon atoms;
n is 0 or 1; and
Z is a benzoyl group optionally substituted by hydroxyl, alkyl, halogen, or hydroxyl; a 4,6-bisphenyl[1,3,5]triazin-2-yl group wherein each phenyl is optionally independently substituted by one or more alkyl or alkoxy groups; or a 2H-benzotriazol-2-yl group optionally substituted by one or more halogens.

17. The assembly of claim 16 , wherein at least some of the first divalent units in the ultraviolet light-

Assignees

• 3M Innovative Properties Co

Inventors

• Olson David B
• Savu Patricia M
• North Diane
• Ducharme Jordan C

Classifications

• H10F19/804

  Materials of encapsulations · CPC title

• H10F19/80

  Encapsulations or containers for integrated devices, or assemblies of multiple devices, having photovoltaic cells · CPC title

• C08F220/1808 Primary

  C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate · CPC title

• B32B27/06 Primary

  as the main or only constituent of a layer, {which is} next to another layer of {the same or of} a {different material (next to a layer of a particular substance B32B9/045; next to a bituminous or tarry layer B32B11/046; next to a water setting substance layer B32B13/12; next to a metal layer B32B15/08; next to a glass layer B32B17/10; next to a layer formed of natural mineral fibres or particles B32B19/045; next to a wood layer B32B21/08; next to a cellulosic plastic layer B32B23/08; next to a natural or synthetic rubber layer B32B25/08)} · CPC title

• C09J4/00

  Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16} · CPC title