# US 11,110,690 B2 · Tie layer compositions and multilayer films incorporating the same

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- Number: US 11,110,690 B2
- Document ID: US11110690B2
- Status: Granted
- Kind: B2
- Application number: 16/461,534
- Filed: 2017-11-10
- Published: 2019-11-21
- Granted: 2021-09-07
- Earliest claimed: 2016-11-16
- Assignees: Dow Global Technologies LLC
- Applicants: Dow Global Technologies LLC
- Inventors: Sydney E. Hansen; Brian W. Walther; Hayley A. Brown; Santosh S. Bawiskar
- Web page: https://patentgrep.com/patent/US11110690B2

## CPC

- B32B 27/08: of synthetic resin
- B32B 7/12: using interposed adhesives or interposed materials with bonding properties
- B32B 27/18: characterised by the use of special additives
- B32B 27/302: {comprising aromatic vinyl (co)polymers, e.g. styrenic (co)polymers}
- B32B 27/32: comprising polyolefins {(comprising vinyl (co)polymers or acrylic (co)polymers B32B27/30)}
- C08F 255/02: on to polymers of olefins having two or three carbon atoms
- C08K 5/005: {Stabilisers against oxidation, heat, light, ozone}
- C08K 5/1345: {Carboxylic esters of phenolcarboxylic acids}
- C08K 5/5333: Esters of phosphonic acids
- C08L 23/06: Polyethylene
- C08L 23/0815: {with aliphatic 1-olefins containing one carbon-to-carbon double bond}
- C08L 51/06: grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
- C08L 53/02: of vinyl-aromatic monomers and conjugated dienes
- B32B 2250/05: 5 or more layers
- B32B 2250/24: All layers being polymeric
- B32B 2270/00: Resin or rubber layer containing a blend of at least two different polymers
- B32B 2274/00: Thermoplastic elastomer material
- B32B 2307/308: Heat stability
- B32B 2307/50: having particular mechanical properties
- B32B 2307/74: Oxygen absorber
- C08K 2201/014: Additives containing two or more different additives of the same subgroup in C08K
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Embodiments are directed to a tie layer composition comprising functionalized polyethylene, styrene block copolymer, base polyethylene, and antioxidant co-stabilizers, wherein the antioxidant co-stabilizers comprise at least one oxygen scavenger, at least one peroxy free radical scavenger, and at least one alkyl free radical scavenger. Further embodiments are directed to multilayer films or sheets which include the tie layer composition.

## Claims

### Claim 1

A tie layer composition comprising
functionalized polyethylene, styrene block copolymer, base polyethylene, and antioxidant co-stabilizers,
wherein the antioxidant co-stabilizers comprise at least one oxygen scavenger comprising a phosphite, at least two peroxy free radical scavengers comprising sterically hindered phenolics, and at least one alkyl free radical scavenger comprising an acrylate, thereby demonstrating improved adhesion and viscosity control, and
wherein the tie layer composition comprises from 3000 to 10,000 ppm of the antioxidant co-stabilizers including 1000 to 4300 ppm of the alkyl free radical scavenger.

### Claim 2 (depends on 1)

The tie layer composition of claim 1 wherein the functionalized polyethylene is maleic anhydride grafted polyethylene.

### Claim 3 (depends on 1)

The tie layer composition of claim 1 wherein the styrene block copolymer comprises styrene butadiene styrene.

### Claim 4 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 20 wt. % to 50 wt. % styrene block copolymer.

### Claim 5 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 5 wt. % to 25 wt. % of functionalized polyethylene.

### Claim 6 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 25 wt. % to 75 wt. % of polyethylene.

### Claim 7 (depends on 1)

The tie layer composition of claim 1 wherein the styrene block copolymer of the tie layer composition comprises at least 35 wt. % of styrene monomer.

### Claim 8

A multilayer film comprising at least five layers, wherein the at least 5 layers comprise:
at least one polyolefin outer layer;
at least one polystyrene outer layer;
at least one core layer disposed between the polyolefin outer layer and the polystyrene outer layer, the core layer comprising a polar polymer;
a first tie layer disposed between the polyolefin outer layer and the core layer; and
a second tie layer disposed between the polystyrene outer layer and the core layer,
wherein the first tie layer, the second tie layer, or both comprises a tie layer composition comprising
functionalized polyethylene, styrene block copolymer, base polyethylene, and antioxidant co-stabilizers,
wherein the antioxidant co-stabilizers comprise at least one oxygen scavenger comprising a phosphite, at least two peroxy free radical scavengers comprising sterically hindered phenolics, and at least one alkyl free radical scavenger comprising an acrylate, thereby demonstrating improved adhesion and viscosity control, and
wherein the tie layer composition comprises from 3000 to 10,000 ppm of the antioxidant co-stabilizers including 1000 to 4300 ppm of the alkyl free radical scavenger.

### Claim 9 (depends on 8)

The multilayer film of claim 8 wherein the first tie layer and the second tie layer have a thickness of 2 to 20% of the overall thickness of the multilayer film.

### Claim 10 (depends on 8)

The multilayer film of claim 8 wherein the first tie layer and the second tie layer both comprises the tie layer composition.

### Claim 11 (depends on 8)

The multilayer film of claim 8 wherein the polyolefin outer layer comprises polyethylene, or a blend of polyethylene and one or more additional polyolefins.

### Claim 12 (depends on 8)

The multilayer film of claim 8 wherein the polar polymer of the core layer comprises ethylene vinyl alcohol copolymer.

### Claim 13 (depends on 8)

The multilayer film of claim 8 wherein the polystyrene outer layer comprises polystyrene, high impact polystyrene, blends of multiple polystyrene resins, or blends of polystyrene and polyolefin resins.

### Claim 14 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 30 wt % to 40 wt % styrene block copolymer.

### Claim 15 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 10 wt. % to 20 wt. % functionalized polyethylene.

### Claim 16 (depends on 1)

The tie layer composition of claim 1 wherein the tie layer composition comprises 40 wt. % to 60 wt. % of polyethylene.