# US 2019/0169365 A1 · Poly(ester-carbonate)s, articles formed therefrom, and methods of manufacture

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- Number: US 2019/0169365 A1
- Document ID: US20190169365A1
- Status: Published application
- Kind: A1
- Application number: 16/095,755
- Filed: 2017-04-28
- Published: 2019-06-06
- Earliest claimed: 2016-04-28
- Assignees: Sabic Global Technologies B.V.
- Applicants: Sabic Global Technologies B.V.
- Inventors: PAUL DEAN SYBERT; TONY FARRELL; ROB BOONMAN; ROBERT DIRK VAN DE GRAMPEL; MARK ADRIANUS JOHANNES VAN DER MEE
- Web page: https://patentgrep.com/patent/US20190169365A1

## CPC

- C08G 63/64: Polyesters containing both carboxylic ester groups and carbonate groups
- C08L 69/005: {Polyester-carbonates}
- C08L 2201/08: Stabilised against heat, light or radiation or oxydation
- C08L 2205/025: containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
- C08L 2207/04: Thermoplastic elastomer
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A poly(carbonate-ester) copolymer including carbonate units of the formula (I); and ester units of the formula (II) wherein: T is a C2-20 alkylene, a C6-20 cycloalkylene, or a C6-20 arylene; and R1 and J are each independently a bisphenol A divalent group, or a phthalimidine divalent group or a third divalent group of the formula (III), (IV), (V), (VI) or (VII) wherein Xa is a C6-12 polycyclic aryl, C3-18 mono- or polycycloalkylene, C3-18 mono- or polycycloalkylidene, -(Q1)x-G-(Q2)y- group wherein Q1 and Q2 are each independently a C1-3 alkylene, G is a C3-10 cycloalkylene, x is 0 or 1, and y is 1, provided that the at least one bisphenol A divalent group, at least one phthalimidine divalent group, and at least one third divalent group are present in the poly(carbonate-ester) copolymer.

## Claims

### Claim 1

A poly(carbonate-ester) copolymer comprising carbonate units of the formula
ester units of the formula
wherein:
T is a C2-20 alkylene, a C6-20 cycloalkylene, or a C6-20 arylene; and
R1 and J are each independently a bisphenol A divalent group of the formula
or a phthalimidine divalent group of the formula
wherein
Ra and Rb are each independently a C1-12 alkyl, C2-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy,
each R3 is independently a C1-6 alkyl,
R4 is hydrogen, C1-6 alkyl or phenyl optionally substituted with 1 to 5 C1-6 alkyl groups,
p, q, and j are each independently 0 to 4,
or a third divalent group of the formula
wherein Rc and Rd are each independently a C1-12 alkyl, C2-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy,
each R6 is independently C1-3 alkyl or phenyl,
Xa is a C6-12 polycyclic aryl, C3-18 mono- or polycycloalkylene, C3-18 mono- or polycycloalkylidene, -(Q1)x-G-(Q2)y- group wherein Q1 and Q2 are each independently a C1-3 alkylene, G is a C3-10 cycloalkylene, x is 0 or 1, and y is 1, and
m and n are each independently 0 to 4,
provided that the at least one bisphenol A divalent group, at least one phthalimidine divalent group, and at least one third divalent group are present in the poly(carbonate-ester) copolymer.

### Claim 2 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein T is a C6-20 divalent aromatic radical.

### Claim 3 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein T is a divalent isophthaloyl radical, a divalent terephthaloyl radical, or a combination thereof.

### Claim 4 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein the molar ratio of the carbonate units relative to the ester units is 2:1 to 1:2.

### Claim 5 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein p, q, and j are zero, and R4 is hydrogen, methyl, or phenyl.

### Claim 6 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein the third divalent group has the structural formula
wherein
each R1 is independently hydrogen or C1-4 alkyl,
each R2 is independently C1-4 alkyl or hydrogen, and
g is 0 to 10.

### Claim 7 (depends on 6)

The poly(carbonate-ester) copolymer of claim 6, wherein R1 is methyl or hydrogen, R2 is methyl or ethyl, and g is 0 to 3.

### Claim 8 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein the third divalent group is derived from 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethyl-cyclohexane.

### Claim 9 (depends on 1)

The poly(carbonate-ester) copolymer of any one or more of claim 1, wherein the third divalent group has the structural formula
wherein Rc and Rd are each independently a C1-12 alkyl, C1-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy; and
m and n are each independently 0 to 4.

### Claim 10 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein the phthalimidine divalent group is present in an amount of 5 mol % to 30 mol % based on the sum of the moles of the bisphenol A divalent group, the phthalimidine divalent group, and the third divalent group.

### Claim 11 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein third divalent group is present in an amount of 2 mol % to 50 mol % based on the sum of the moles of the bisphenol A divalent group, the phthalimidine divalent group, and the third divalent group.

### Claim 12 (depends on 1)

The poly(carbonate-ester) copolymer of claim 1, wherein the bisphenol A divalent group is present in an amount of 45 mol % to 70 mol % based on the sum of the moles of the bisphenol A divalent group, the phthalimidine divalent, and the third divalent group.

### Claim 13 (depends on 1)

A thermoplastic composition comprising a poly(carbonate-ester) copolymer of claim 1.

### Claim 14 (depends on 13)

The thermoplastic composition of claim 13 further comprising a polycarbonate homopolymer, an additional poly(ester-carbonate), or a combination comprising at least one of the foregoing.

### Claim 15 (depends on 1)

The poly(ester-carbonate) or the composition of claim 1, wherein a metalized sample of the poly(ester-carbonate) or the composition has a defect onset temperature that is within 10 degrees Celcius of the heat deflection temperature of the poly(ester-carbonate) or composition measured flat on a 80×10×4 mm bar with a 64 mm span at 0.45 MPa according to ISO 75/Bf.

### Claim 16 (depends on 1)

The poly(ester-carbonate) or the composition of claim 1, wherein a metalized sample of the poly(ester-carbonate) or the composition has a defect onset temperature of 200 to 220° C.

### Claim 17 (depends on 1)

The poly(ester-carbonate) or the composition of claim 1, wherein the composition at a given temperature has a melt viscosity of less than 900 Pa·s at 644.5 sec−1 and has a shift in melt viscosity of less than 25% at the given temperature over 30 min under a nitrogen atmosphere as measured in a small amplitude oscillatory time sweep rheology at a fixed angular frequency of 10 radians/sec.

### Claim 18 (depends on 1)

An article, wherein the article is a molded article, a thermoformed article, an extruded film, an extruded sheet, one or more layers of a multi-layer article, a substrate for a coated article, and a substrate for a metallized article made from the poly(ester-carbonate) or composition of claim 1.

### Claim 19 (depends on 1)

A metallized article comprising the poly(ester-carbonate) or composition of claim 1 wherein the defect onset temperature of the metallized article is within 10 degrees Celcius of the heat deflection temperature of the poly(ester-carbonate) or the composition measured in accordance with measured flat on a 80×10×4 mm bar with a 64 mm span at 0.45 MPa according to ISO 75/Bf.

### Claim 20 (depends on 1)

A metallized article, comprising
a substrate comprising the poly(ester-carbonate) or composition of claim 1; and
a metal layer disposed on at least one side of the substrate.