# US 9,062,163 B2 · High temperature polymer blends of poly(aryl ether ketone phthalazinone)

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- Number: US 9,062,163 B2
- Document ID: US9062163B2
- Status: Granted
- Kind: B2
- Application number: 12/915,779
- Filed: 2010-10-29
- Published: 2011-05-05
- Granted: 2015-06-23
- Earliest claimed: 2009-10-29
- Assignees: Polymics, Ltd.
- Applicants: Yi-Feng Wang; Tim Hsu; Allan S. Hay; Kun Li; Bhavin Patel
- Inventors: Yi-Feng Wang; Tim Hsu; Allan S. Hay; Kun Li; Bhavin Patel
- Web page: https://patentgrep.com/patent/US9062163B2

## CPC

- C08L 79/04: Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08G 65/4037: {in ring structure, e.g. pyridine group}
- C08G 73/0694: {with only two nitrogen atoms in the ring, e.g. polyquinoxalines}
- C08G 73/1053: {with oxygen only in the tetracarboxylic moiety}
- C08G 73/18: Polybenzimidazoles
- C08L 71/00: Compositions of polyethers obtained by reactions forming an ether link in the main chain (of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06); Compositions of derivatives of such polymers
- C08L 79/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G 2650/40: containing ketone groups, e.g. polyarylethylketones, PEEK or PEK
- C08L 2205/02: containing two or more polymers of the same C08L -group
- Y10T 428/139: Open-ended, self-supporting conduit, cylinder, or tube-type article
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The present invention provides high temperature compositions comprising blends of a first polymer, poly(aryl ether ketone phthalazinone)s, and a second polymer, selected from poly(aryl ether ketone)s, poly(aryl ketone)s, poly(ether ether ketone)s, poly(ether ketone ketone)s, or polybenzimidazoles, thermoplastic polyimides, polyetherimides, poly(aryl ether sulfone)s, poly(phenylene sulfide)s, and mixtures thereof. The compositions have improved high temperature characteristics, e.g., improved high temperature load capability and improved high temperature melt processibility.

## Claims

### Claim 1

A composition, comprising:
a) a first polymer blend comprising a polymer selected from the group consisting of poly(aryl ether ketone phthalazinone)s and combinations thereof; and
b) a second polymer blend comprising a polymer selected from the group consisting of poly(aryl ether ketone)s, thermoplastic polyimides, poly(aryl ether sulfone)s, polybenzimidazoles, poly(phenylene sulfide)s and combinations thereof,
wherein said first polymer blend is miscible or partially miscible in the second polymer blend, and
wherein a miscible blend of the first and second polymer blends is characterized by a single glass transition temperature and a partially miscible blend of the first and second polymer blends is characterized by more than one glass transition temperature (Tg).

### Claim 2

A composition, comprising:
a) about 1 part by weight to about 99 parts by weight of a first polymer component selected from the group consisting of poly(aryl ether ketone phthalazinone)s and mixtures thereof; and
c) about 1 part by weight to about 99 parts by weight of a second polymer component selected from the group consisting of poly(aryl ether ketone)s, thermoplastic polyimides, poly(aryl ether sulfone)s, polybenzimidazoles, poly(phenylene sulfide)s and mixtures thereof,
wherein said first polymer blend is miscible or partially miscible in the second polymer blend, and
wherein a miscible blend of the first and second polymer blends is characterized by a single glass transition temperature and a partially miscible blend of the first and second polymer blends is characterized by more than one glass transition temperature (Tg).

### Claim 3 (depends on 1)

The composition of claim 1, wherein said composition does not undergo delamination.

### Claim 4 (depends on 1)

The composition of claim 1, wherein the first polymer is a poly(aryl ether) formula, (I):
Z-QxZ-Cpyn (I)
wherein 0.01≦y≦1.00 and x+y=1, and Cp is a phthalazinone radical having the formula (II):
Q is a Bisphenol radical having the formula (III):
a is equal to 0 or 1 in formula (III)
Z is a bisphenylketone radical having the formula (IV):
b is equal to 0 or 1 in formula (IV) or
a biphenyldiketone radical having the formula (V):
wherein n is an integer such that the inherent viscosity is at least about 0.3 dL/g in 98% sulfuric acid at 30° C.

### Claim 5 (depends on 1)

The composition of claim 1, wherein the first polymer is poly(aryl ether ketone phthalazinone) homopolymer, having the following formula:
wherein n is an integer such that the inherent viscosity is at least about 0.2 dL/g in 98% sulfuric acid at 30° C.

### Claim 6 (depends on 1)

The composition of claim 1, wherein the second polymer is a polybenzimidazole, having of the following formula:
wherein n is an integer such that the inherent viscosity is at least about 0.2 dL/g in dimethylformamide at 25° C., and
wherein the polybenzimidazole is miscible with the first polymer and the blend has a single Tg and single Tm.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the first polymer blend is PAEKP-2 in the amount of 80 weight percent of the composition) and the second polymer blend is polybenzimidazole in the amount of 20 weight percent of the composition, and the improved melt processibility is characterized by Tg of 283° C.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the first polymer blend is PAEKP-2 in the amount of 60 weight percent of the composition and the second polymer blend is polybenzimidazole in the amount of 40 weight percent of the composition, and the improved melt processibility is characterized by Tg of 300° C.

### Claim 9 (depends on 1)

The composition of claim 1, wherein the first polymer blend is PAEKP-2 in the amount of 20 weight percent of the composition and the second polymer blend is polybenzimidazole in the amount of 80 weight percent of the composition, and the improved melt processibility is characterized by Tg of 365° C.

### Claim 10 (depends on 1)

The composition of claim 1, wherein the poly(aryl ether ketone phthalazinone) is a copolymer, having the following formula:
wherein 0.01≦x≦0.99 and x+y=1, and n is an integer such that the inherent viscosity is at least about 0.3 dL/g in 98% sulfuric acid at 30° C.

### Claim 11 (depends on 1)

The composition of claim 1, wherein the poly(aryl ether ketone phthalazinone) is a copolymer, having the following formula:
wherein 0.01≦x≦0.99 and x+y=1, and n is an integer such that the inherent viscosity is at least about 0.3 dL/g in 98% sulfuric acid at 30° C.

### Claim 12 (depends on 1)

The composition of claim 1, wherein the poly(aryl ether ketone phthalazinone) has a glass transition temperature (Tg) from about 160 to 257° C.

### Claim 13 (depends on 1)

An article made from the composition of claim 1.

### Claim 14 (depends on 13)

The article of claim 13, wherein the article is selected from the group consisting of sheets, films, multilayer sheets, multilayer films, molded parts, extruded profiles, fibers, coated parts, tubing, composites and foams.

### Claim 15

A high temperature thermoplastic composition comprising a polymer blend, wherein the polymer blend is derived from mixing at least one poly(aryl ether ketone phthalazinone) and a polymer selected from the group consisting of a poly(aryl ether ketone), a polybenzimidazole, a thermoplastic polyimide, a poly(aryl ether sulfone), a poly(phenylene sulfide), and combinations thereof, wherein said composition exhibits miscibility or partial miscibility.

### Claim 16 (depends on 15)

The thermoplastic composition of claim 15, wherein the poly(aryl ether ketone phthalazinone) having the following formula (I):
Z-QxZ-Cpyn (I)
wherein 0.01≦y≦1.00 and x+y=1, and Cp is a phthalazinone radical of formula (II),
Q is a Bisphenol radical of formula (III):
a is equal to 0 or 1 in formula (III)
Z is a bisphenylketone radical of formula (IV)
b is equal to 0 or 1 in formula (IV) or
a biphenyldiketone radical of formula (V)
wherein n is an integer such that the inherent viscosity is at least about 0.3 dL/g in 98% sulfuric acid at 30° C.

### Claim 17 (depends on 15)

The composition of claim 15, wherein the poly(aryl ether ketone phthalazinone) is a homopolymer, having the following formula:
wherein n is an integer such that the inherent viscosity is at least about 0.2 dL/g in 98% sulfuric acid at 30° C.

### Claim 18 (depends on 15)

The composition of claim 15, wherein the poly(aryl ether ketone phthalazinone) is a copolymer, having the following formula:
wherein 0.01≦x≦0.99 and x+y=1, and n is an integer such that the inherent viscosity is at least about 0.3 dL/g in 98% sulfuric acid at 30° C.

### Claim 19 (depends on 15)

The composition of claim 15, wherein the poly(aryl ether ketone phthalazinone) has a glass transition temperature from about 160 to 257° C.

### Claim 20 (depends on 15)

An article made from the composition of claim 15.

### Claim 21 (depends on 20)

The article of claim 20, wherein the article is selected from the group consisting of sheets, films, multilayer sheets, multilayer films, molded parts, extruded profiles, fibers, coated parts, tubing, composites and foams.

### Claim 22 (depends on 15)

The composition of claim 15, wherein the composition has an improved load bearing capability or an improved melt processability.
