Fluoropolymer composition including at least one oligomer

Patent metadata

Field	Value
Publication number	US-10125251-B2
Application number	US-201515320544-A
Country	US
Kind code	B2
Filing date	Jun 25, 2015
Priority date	Jun 25, 2014
Publication date	Nov 13, 2018
Grant date	Nov 13, 2018

Abstract

A composition that includes a blend of a fluoropolymer 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 (I): At least one of the following limitations is also met: the ultraviolet light-absorbing oligomer further comprises a third divalent unit comprising a pendent 2,2,6,6-tetramethylpiperidinyl group, or the composition further comprises a second oligomer comprising a third divalent unit comprising a pendent 2,2,6,6-tetramethylpiperidinyl group at least one of the second divalent units. Articles including the composition are disclosed. The composition can be an extruded film. A method of making such an extruded film is also disclosed.

First claim

What is claimed is:

1. A composition comprising a blend of a fluoropolymer and an ultraviolet light-absorbing oligomer, wherein the ultraviolet light-absorbing oligomer comprises:
a first divalent unit comprising a pendent ultraviolet absorbing group; and
a second divalent unit represented by formula:

wherein
R 1 is hydrogen or methyl; and
R 2 is alkyl having from 1 to 4 carbon atoms,

and wherein at least one of the following limitations is met:
the ultraviolet light-absorbing oligomer further comprises a third divalent unit comprising a pendent 2,2,6,6-tetramethylpiperidinyl group; or
the composition further comprises a second oligomer comprising a third divalent unit comprising a pendent 2,2,6,6-tetramethylpiperidinyl group and at least one of the second divalent units, wherein the nitrogen of the pendent 2,2,6,6-tetramethylpiperidinyl group is substituted by hydrogen, alkyl, oxy, alkoxy, or alkanone.

2. The composition of claim 1 , wherein the composition is an extruded film.

3. The composition of claim 1 , wherein the pendent ultraviolet absorbing group comprises a triazine, a benzophenone, or a benzotriazole.

4. The composition of claim 1 , wherein the first divalent unit is 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 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.

5. The composition of claim 1 , wherein the third divalent unit is represented by formula:

wherein
R 1 is independently hydrogen or methyl;
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;
V is O or NH; and
R 3 is hydrogen, alkyl, oxy, alkoxy, or alkanone.

6. The composition of claim 1 , wherein at least one of the ultraviolet light-absorbing oligomer or the second oligomer further comprises a fourth divalent unit represented by formula:

wherein
Rf represents a fluoroalkyl group having from 1 to 8 carbon atoms optionally interrupted by one —O— group, or Rf represents a polyfluoropolyether group;
R 1 is independently hydrogen or methyl;
Q is a bond, —SO 2 —N(R 5 )—, or —C(O)—N(R 5 )—, wherein R 5 is alkyl having from 1 to 4 carbon atoms or hydrogen; and
m is an integer from 0 to 10.

7. The composition of claim 1 , wherein the ultraviolet light-absorbing oligomer comprises the third divalent unit.

8. The composition of claim 1 , wherein the composition comprises the second oligomer.

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

10. The composition of claim 1 , wherein in the second divalent unit, R 1 and R 2 are both methyl.

11. The composition of claim 1 , wherein the fluoropolymer is present in the blend in an amount of at least 70 percent by weight, based on the total weight of the blend.

12. The composition of claim 1 , wherein the blend further comprises poly(methyl methacrylate).

13. The composition of claim 1 , wherein the fluoropolymer is selected from the group consisting of ethylene-tetrafluoroethylene copolymer, a tetrafluoroethylene-hexafluoropropylene copolymer, a tetrafluoroethylene-hexafluoropropylene-vinylidene fluoride copolymer, and polyvinylidene fluoride.

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

15. A method of making the composition of claim 2 , the method comprising:
combining the fluoropolymer, the ultraviolet light-absorbing oligomer, and optionally the second oligomer to form the blend; and
extruding the blend into a film.

16. The composition of claim 2 , wherein the extruded film is a multilayer film.

17. The composition of claim 2 , wherein the extruded film is a multilayer optical film.

18. The composition of claim 1 , wherein the pendent ultraviolet absorbing group comprises a triazine.

19. The composition of claim 1 , wherein the ultraviolet light-absorbing oligomer has a number average molecular weight of less than 150,000 grams per mole and wherein R 1 and R 2 are both methyl.

20. The composition of claim 1 , wherein the second oligomer has a number average molecular weight of up to 150,000 grams per mole and wherein R 1 and R 2 are both methyl.

Assignees

• 3M Innovative Properties Co

Inventors

• Olson David B
• Savu Patricia M
• North Diane

Classifications

• C08L27/16 Primary

  Homopolymers or copolymers or vinylidene fluoride · CPC title

• C08J2327/12

  containing fluorine atoms · CPC title

• C08L27/18

  Homopolymers or copolymers or tetrafluoroethene · CPC title

• C08L2201/08

  Stabilised against heat, light or radiation or oxydation · CPC title

• C08J2427/12

  containing fluorine atoms · CPC title