# US 11,110,688 B2 · Anti-blush and chemical resistant polyester film

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- Number: US 11,110,688 B2
- Document ID: US11110688B2
- Status: Granted
- Kind: B2
- Application number: 16/028,259
- Filed: 2018-07-05
- Published: 2020-01-09
- Granted: 2021-09-07
- Earliest claimed: 2018-07-05
- Assignees: Toray Plastics (America), Inc.
- Applicants: Toray Plastics (America), Inc.
- Inventors: Jan Moritz; Robert Ervolino
- Web page: https://patentgrep.com/patent/US11110688B2

## CPC

- B32B 15/09: comprising polyesters
- B32B 27/18: characterised by the use of special additives
- B32B 27/36: comprising polyesters
- C08J 5/18: Manufacture of films or sheets
- C08K 5/0041: {Optical brightening agents, organic pigments}
- C08K 5/5333: Esters of phosphonic acids
- C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence)
- B29C 55/143: {firstly parallel to the direction of feed and then transversely thereto}
- B29K 2067/003: {PET, i.e. poylethylene terephthalate}
- B29K 2067/006: {PBT, i.e. polybutylene terephthalate}
- B29L 2031/717: {Cans, tins}
- B32B 15/18: comprising iron or steel {(B32B15/011, B32B15/012 and B32B15/013 take precedence)}
- B32B 27/20: using fillers, pigments, thixotroping agents
- B32B 2270/00: Resin or rubber layer containing a blend of at least two different polymers
- B32B 2307/30: having particular thermal properties
- B32B 2307/40: having particular optical properties
- B32B 2307/402: Coloured
- B32B 2307/4026: within the layer by addition of a colorant, e.g. pigments, dyes
- B32B 2307/412: Transparent
- B32B 2311/30: Iron, e.g. steel
- B32B 2367/00: Polyesters, e.g. PET, i.e. polyethylene terephthalate
- B32B 2439/66: Cans, tins
- C08J 2367/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds; (C08J2367/06 takes precedence)
- C08J 2467/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08J2467/06 takes precedence)
- C08K 5/53: bound to oxygen and to carbon only
- C08K 5/5317: Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K 5/5357: cyclic
- C08L 67/03: the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings
- C08L 2203/16: used for films
- Y10T 428/31681: Next to polyester, polyamide or polyimide [e.g., alkyd, glue, or nylon, etc.]
- Y10T 428/31786: Of polyester [e.g., alkyd, etc.]
- 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)
- 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)
- B29C: SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING (making preforms B29B11/00; making laminated products by combining previously unconnected layers which become one product whose layers will remain together B32B37/00 - B32B41/00)
- B29K: INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR {MOULDS, } REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29L: INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Embodiments herein relate to a polymer film comprising an anti-blushing composition in a blend comprising polyethylene terephthalate (PET) and polybutylene terephthalate (PBT); wherein the blend has an intrinsic viscosity above 0.75 and contains at least 50 wt. % of PBT; wherein the anti-blushing composition comprises a phosphorus containing compound but excludes certain phosphorus compounds; and wherein the anti-blushing composition is configured to prevent blushing in the polymer film laminated directly to a metal sheet and exposed to steam at a temperature of 260° F. for 90 minutes.

## Claims

### Claim 1

A polymer film comprising an anti-blushing composition in a blend comprising polyethylene terephthalate (PET) and polybutylene terephthalate (PBT), wherein PBT is polymerized in presence of tetra-n-butyl titanate, tetraisopropyl titanate or combinations thereof;
wherein the blend has an intrinsic viscosity greater than 0.765 and contains at least 50 wt. % of PBT;
wherein a melting point of the PET is greater than 244.5° C. and lower than 254.4° C.;
wherein a degree of transesterification between the PET and the PBT is greater than 0.3 mol % and less than 6.47 mol %;
wherein the anti-blushing composition excludes:
triphenyl phosphite,
bis(acetodeca)pentaerythritol diphosphite,
bis(2,6-di-t-butyl-4-methylphenyl)pentaerythritol dibenzophosphite,
bis(2,6-di-t-butyl-4-methylphenyl)pentaerythritol diphosphite,
bis(2,4-dicumylphenyl)pentaerythritol diphosphite,
2-[[2,4,8,10-tetrakis(1,1-dimethylether)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]oxy]-N,N-bis[2-[2,4,8,10-tetrakis(1,1-dimethylether)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]ethyl]ethanolamine,
diphenyl isodecylphosphite,
benzyl ethylphosphonate,
trimethyl phosphate,
triethyl phosphate,
tributyl phosphate,
ethyl diethylphosphonoacetate,
tri-2-ethylhexyl phosphate,
tris(2-chloroethyl)phosphate, and
bis(acetodeca)pentaerythritol diphosphite; and
wherein the anti-blushing composition comprises dialkyl pentaerythritol di phosphonate, pentaerythritol phosphonate or combinations thereof;
wherein the anti-blushing composition is configured to prevent blushing in the polymer film laminated directly to a metal sheet and exposed to steam at a temperature of 251° F. for 90 minutes, wherein the anti-blushing composition is about 0.01 wt. % to about 1 wt. % in the blend.

### Claim 2 (depends on 1)

The polymer film of claim 1, wherein the anti-blushing composition comprises a phosphorus containing compound in an amount equal to or greater than about 0.1 weight percent of a total weight of the polymer film.

### Claim 3 (depends on 2)

The polymer film of claim 2, wherein the phosphorus containing compound comprises pentacovalent phosphonate.

### Claim 4 (depends on 3)

A metal laminated sheet comprising the polymer film of claim 3 and a metal sheet.

### Claim 5 (depends on 2)

A metal laminated sheet comprising the polymer film of claim 2 and a metal sheet.

### Claim 6 (depends on 1)

The polymer film of claim 1, wherein the anti-blushing composition further comprises phosphite, phosphepin, phosphonoacetate, phosphate, or combinations thereof.

### Claim 7 (depends on 6)

A metal laminated sheet comprising the polymer film of claim 6 and a metal sheet.

### Claim 8 (depends on 1)

The polymer film of claim 1, wherein the anti-blushing composition excludes benzyl ethylphosphonate.

### Claim 9 (depends on 8)

A metal laminated sheet comprising the polymer film of claim 8 and a metal sheet.

### Claim 10 (depends on 1)

The polymer film of claim 1,
wherein the blend has an intrinsic viscosity is 0.772 or greater;
wherein a melting point of the PET is 245° C. or greater; and
wherein a degree of transesterification between the PET and the PBT is 4.68 mol % or less.

### Claim 11 (depends on 10)

A metal laminated sheet comprising the polymer film of claim 10 and a metal sheet.

### Claim 12 (depends on 1)

The polymer film of claim 1,
wherein the blend has an intrinsic viscosity is 0.854 or greater;
wherein a melting point of the PET is 253° C. or greater; and
wherein a degree of transesterification between the PET and the PBT is 0.92 mol % or less.

### Claim 13 (depends on 1)

The polymer film of claim 1, wherein the polymer film comprises a multi-layer film and at least one layer of the multi-layer film contains a dye or pigment.

### Claim 14 (depends on 13)

A metal laminated sheet comprising the polymer film of claim 13 and a metal sheet.

### Claim 15 (depends on 1)

A metal laminated sheet comprising the polymer film of claim 1 and a metal sheet.

### Claim 16 (depends on 15)

The metal laminated sheet of claim 15, wherein the metal sheet comprises an electrolytic chromium coated steel sheet, an electro tin plated steel sheet, an aluminum sheet or combinations thereof.

### Claim 17 (depends on 15)

A metal can or a lid of a metal can comprising the metal laminated sheet of claim 15.