# US 10,870,750 B2 · Acrylic polyvinyl acetal films and composition

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- Number: US 10,870,750 B2
- Document ID: US10870750B2
- Status: Granted
- Kind: B2
- Application number: 16/202,281
- Filed: 2018-11-28
- Published: 2019-03-28
- Granted: 2020-12-22
- Earliest claimed: 2014-12-08
- Assignees: 3M Innovative Properties Company
- Applicants: 3M Innovative Properties Company
- Inventors: Jonathan E. Janoski; Anthony F. Schultz; Keith R. Lyon; Ronald S. Steelman; Kevin M. Lewandowski; Corinne E. Lipscomb; Terry R. Hobbs; Arlin L. Weikel; Jayshree Seth; Duane D. Fansler; Hidetoshi Abe
- Web page: https://patentgrep.com/patent/US10870750B2

## CPC

- C08L 29/14: Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
- B32B 27/08: of synthetic resin
- B32B 27/304: {comprising vinyl halide (co)polymers, e.g. PVC, PVDC, PVF, PVDF}
- B32B 27/306: {comprising vinyl acetate or vinyl alcohol (co)polymers}
- B32B 27/308: {comprising acrylic (co)polymers}
- C08J 3/28: Treatment by wave energy or particle radiation
- C08J 5/18: Manufacture of films or sheets
- C08J 7/0427: {with only one layer of a composition containing a polymer binder (with more layers C08J7/042)}
- C08L 33/06: of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L 33/08: Homopolymers or copolymers of acrylic acid esters
- C09D 133/08: Homopolymers or copolymers of acrylic acid esters
- C09J 7/201: {characterised by the release coating composition on the carrier layer}
- C09J 7/22: Plastics; Metallised plastics
- B32B 2250/246: All polymers belonging to those covered by groups B32B27/32 and B32B27/30
- B32B 2255/10: on synthetic resin layer or on natural or synthetic rubber layer
- B32B 2255/26: Polymeric coating
- B32B 2264/102: Oxide or hydroxide
- B32B 2307/31: Heat sealable
- B32B 2307/54: Yield strength; Tensile strength
- B32B 2307/546: Flexural strength; Flexion stiffness
- B32B 2307/732: Dimensional properties
- C08J 2329/14: Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
- C08J 2333/08: Homopolymers or copolymers of acrylic acid esters
- C08J 2429/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
- C08J 2429/14: Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
- C08J 2433/10: Homopolymers or copolymers of methacrylic acid esters
- C08L 2203/16: used for films
- C09J 133/08: Homopolymers or copolymers of acrylic acid esters
- C09J 2433/00: Presence of (meth)acrylic polymer
- C09J 2433/005: in the release coating
- C09J 2467/005: in the release coating
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)

## Abstract

A film is described comprising a (meth)acrylic polymer and a polyvinyl acetal (e.g. butyral) resin. In some embodiments, the film has a glass transition temperature (i.e. Tg) ranging from 30° C. to 60° C. In some embodiments, the film has a gel content of at least 20% or greater. In some embodiments, the film has an elongation at break of at least 175%. The film typically comprises photoinitiator as a result of the method by which the film was made. The film may be a monolithic film or a layer of a multilayer film.

## Claims

### Claim 1

A film comprising:
a (meth)acrylic polymer and polyvinyl acetal resin comprising polymerized units having the following formula
wherein R1 is hydrogen or a C1-C7 alkyl group; and
at least 10 wt-% of polymerized units of monofunctional alkyl (meth)acrylate monomer having a glass transition temperature (Tg) of less than 0° C.;
wherein the film has a single Tg and the Tg is in the range from 30° C. to 60° C. and the film further comprises inorganic filler in an amount no greater than 25 wt-%.

### Claim 2 (depends on 1)

The film of claim 1 wherein the film comprises no greater than 60 wt-% of polymerized units of the monofunctional alkyl (meth)acrylate monomer having a Tg of less than 0° C.

### Claim 3 (depends on 2)

The film of claim 2 wherein the monofunctional alkyl (meth)acrylate monomer has a Tg of less than −10° C.

### Claim 4 (depends on 1)

The film of claim 1 wherein the film comprises polymerized units of an alkyl (meth)acrylate monomer having an alkyl group with 8 carbon atoms.

### Claim 5 (depends on 1)

The film of claim 1 wherein the film further comprises up to 35 wt-% of polymerized units of a monofunctional alkyl (meth)acrylate monomer having a Tg greater than 40° C.

### Claim 6 (depends on 1)

The film of claim 1 wherein the film further comprises at least 10 wt-% and no greater than 65 wt-% of polymerized units of polar monomers selected from acid-functional, hydroxyl functional monomers, nitrogen-containing monomers, and combinations thereof.

### Claim 7 (depends on 1)

The film of claim 1 wherein the film comprises polyvinyl butyral.

### Claim 8 (depends on 1)

The film of claim 1 wherein the film comprises 5 to 30 wt-% of polyvinyl acetal resin.

### Claim 9 (depends on 1)

The film of claim 1 wherein the polyvinyl acetal resin has a polyvinyl alcohol content in the range from 10 to 30 wt. % of the polyvinyl acetal resin.

### Claim 10 (depends on 1)

The film of claim 1 wherein the polyvinyl acetal resin has a glass transition temperature in the range from 60° C. to 75° C.

### Claim 11 (depends on 1)

The film of claim 1 wherein the polyvinyl acetal resin has an average molecular weight (Mw) in the range from 20,000 g/mole to 75,000 g/mole.

### Claim 12 (depends on 1)

The film of claim 1 wherein the film further comprises polymerized units of a multifunctional crosslinker wherein the crosslinker comprises functional groups selected from (meth)acrylate, alkenyl, and hydroxyl-reactive groups.

### Claim 13 (depends on 1)

The film of claim 1 wherein the film comprises a photoinitiator.

### Claim 14 (depends on 1)

The film composition of claim 1 wherein the film comprises no greater than 10 wt-% of polymerized units of methacrylate monomers.

### Claim 15 (depends on 1)

The film composition of claim 1 wherein the (meth)acrylic polymer is a random copolymer.

### Claim 16 (depends on 1)

The film of claim 1 wherein the film is a monolithic film.

### Claim 17 (depends on 1)

The film of claim 1 wherein the film is a film layer of a multilayer film.

### Claim 18 (depends on 1)

The film of claim 1 wherein the film has a gel content of at least 20%.

### Claim 19 (depends on 1)

The film of claim 1 wherein the film has an elongation at break of at least 175%.