# US 10,767,045 B2 · Compatibilized compositions, articles formed therefrom, and methods of manufacture

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- Number: US 10,767,045 B2
- Document ID: US10767045B2
- Status: Granted
- Kind: B2
- Application number: 16/095,153
- Filed: 2017-04-28
- Published: 2019-05-09
- Granted: 2020-09-08
- 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/US10767045B2

## CPC

- C08L 69/00: Compositions of polycarbonates; Compositions of derivatives of polycarbonates
- C08G 64/06: not containing aliphatic unsaturation
- 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
- C23C 14/20: on organic substrates
- 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
- C23C: COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL (making metal-coated products by extrusion B21C23/22; covering with metal by connecting pre-existing layers to articles, see the relevant places, e.g. B21D39/00, B23K; metallising of glass C03C; metallising mortars, concrete, artificial stone, ceramics or natural stone C04B41/00; enamelling of, or applying a vitreous layer to, metals C23D; treating metal surfaces or coating of metals by electrolysis or electrophoresis C25D; single-crystal film growth C30B; by metallising textiles D06M11/83; decorating textiles by locally metallising D06Q1/04)

## Abstract

A melt-blend composition is formed from, based on the total weight of the melt-blend composition, 0 to 5 wt. % of an additive; and 95 to 100 wt. % of a polymer composition, wherein the polymer composition comprises, based on the total weight of the polymer composition, 5 to 95 wt. % of a first copolycarbonate consisting of bisphenol A carbonate units and first additional carbonate units of the formula (II), (II), (III), (IV) or (V); 95 to 5 wt. % of a second copolycarbonate consisting of bisphenol A carbonate units and second additional carbonate units (phthalimidine carbonate units); and 0.001 to 0.1 wt. % of a transesterification catalyst, wherein the melt-blended composition has a haze of less than 15% and a transmission greater than 75%, each measured using the color space CIE1931 (Illuminant C and a 2° observer) at a 3.2 mm thickness.

## Claims

### Claim 1

A thermoplastic composition comprising:
a polycarbonate terpolymer comprising first repeating units, second repeating units different from the first repeating units, and third repeating units different from the first and second repeating units; and wherein
the first repeating units are phthalimidine carbonate units 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, C2-6 alkyl or phenyl optionally substituted with 1 to 5 C1-6 alkyl groups,
p, q, and j are each independently 0 to 4;
the second repeating units are carbonate units 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; and
the third repeating units are carbonate units of the formula
wherein
Re and Rf are each independently C1-12 alkyl, C2-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy,
a and b are each independently integers of 0 to 4, and
Xb is a single bond, —O—, —S—, —S(O)—, —S(O)2—, —C(O)—, or C1-32 bridging hydrocarbon group, provided that Xb is not a phthalimidine group or Xa; and
a second polycarbonate component, wherein the second polycarbonate component comprises
a first copolycarbonate consisting of bisphenol A carbonate units and first additional carbonate units 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 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;
or a second copolycarbonate consisting of bisphenol A carbonate units and second additional carbonate units 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 combination comprising the first copolycarbonate and the second copolycarbonate,
wherein the composition has a haze of less than 15% and a transmission greater than 75%, each measured using the color space CIE1931 with Illuminant C and a 2° observer at a 3.2 mm thickness.

### Claim 2 (depends on 1)

The thermoplastic composition of claim 1, wherein the first repeating units of the polycarbonate terpolymer are phthalimidine carbonate units of the formula
wherein R5 is phenyl.

### Claim 3 (depends on 1)

The thermoplastic composition of claim 1, wherein the second repeating units of the polycarbonate terpolymer have 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 4 (depends on 1)

The thermoplastic composition of claim 1, wherein the second repeating units of the polycarbonate terpolymer are carbonate units of the formula:
wherein
Rc and Rd are each independently a C1-12 alkyl, C2-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy; and
m and n are each independently 0 to 4.

### Claim 5 (depends on 1)

The thermoplastic composition of claim 1, wherein the third repeating units of the polycarbonate terpolymer are bisphenol A carbonate units.

### Claim 6 (depends on 1)

The thermoplastic composition of claim 1, wherein the polycarbonate terpolymer comprises 3 mol % to 28 mol % of the first repeating units, 4 mol % to 20 mol % of the second repeating units, and 45 mol % to 70 mol % of the third repeating units, each based on the sum of moles of the first repeating units, second repeating units, and third repeating units.

### Claim 7 (depends on 1)

The thermoplastic composition of claim 1, wherein the composition comprises 5 to 90 wt. % of the polycarbonate terpolymer; and 10 to 95 wt % of the second polycarbonate component, each based on the total weight of the thermoplastic composition.

### Claim 8

A melt-blend composition formed from, based on the total weight of the melt-blend composition,
0 to 5 wt. % of an additive; and
95 to 100 wt. % of a polymer composition, wherein the polymer composition comprises, based on the total weight of the polymer composition,
5 to 95 wt. % of a first copolycarbonate consisting of bisphenol A carbonate units and first additional carbonate units 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;
95 to 5 wt. % of a second copolycarbonate consisting of bisphenol A carbonate units and second additional carbonate units 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; and
0.001 to 0.1 wt. % of a transesterification catalyst,
wherein the melt-blended composition has a haze of less than 15% and a transmission greater than 75%, each measured using the color space CIE1931 with Illuminant C and a 2° observer at a 3.2 mm thickness.

### Claim 9 (depends on 8)

The melt-blend composition of claim 8, wherein the melt-blend composition comprises at least 1 mol % of mixed carbonate units based on the total moles of the carbonate units in the melt-blend composition, wherein the mixed carbonate units comprise units derived from the first additional carbonate units of the first copolycarbonate and the second additional carbonate units of the second copolycarbonate.

### Claim 10 (depends on 9)

The melt-blend composition of claim 9 having a haze less than 10% measured using the color space CIE1931 with Illuminant C and a 2° observer at a 3.2 mm thickness.

### Claim 11 (depends on 9)

The melt-blend composition of claim 9 wherein a meltpressed film of the composition is visibly transparent and is substantially free of haze.

### Claim 12 (depends on 1)

The composition of claim 1, wherein the first copolycarbonate consists of bisphenol A carbonate units and additional carbonate units of the 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 13 (depends on 12)

The composition of claim 12, wherein the first copolycarbonate consists of bisphenol A carbonate units and 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethyl-cyclohexane carbonate units.

### Claim 14 (depends on 1)

The composition of claim 1, wherein the first copolycarbonate consists of bisphenol A carbonate units and additional carbonate units of the formula
wherein
Rc and Rd are each independently a C1-12 alkyl, C2-12 alkenyl, C3-8 cycloalkyl, or C1-12 alkoxy; and
m and n are each independently 0 to 4.

### Claim 15 (depends on 1)

The composition of claim 1, wherein the second copolycarbonate comprises bisphenol A carbonate units and phthalimidine carbonate units of the formula
wherein R5 is phenyl.

### Claim 16 (depends on 1)

The composition of claim 1, wherein the second polycarbonate component comprises
the second copolycarbonate, which consists of bisphenol A carbonate units and 2-phenyl-3,3′-bis(4-hydroxyphenyl) phthalimidine carbonate units; and
the first copolycarbonate, which consists of bisphenol A carbonate units and 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane bisphenol carbonate units.

### Claim 17 (depends on 1)

The composition of claim 1, further comprising a polycarbonate homopolymer.

### Claim 18 (depends on 1)

The composition of claim 1, wherein a metallized sample of the composition has a defect onset temperature that is within 20 degrees Celsius of the heat deflection temperature of the 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 19 (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, or a substrate for a metallized article made from the composition of claim 1.

### Claim 20 (depends on 1)

A metallized article, comprising
a substrate comprising the composition of claim 1; and
a metal layer disposed on at least one side of the substrate,
wherein the defect onset temperature of the metallized article is within 20 degrees Celsius of the heat deflection temperature of the composition measured flat on a 80×10×4 mm bar with a 64 mm span at 0.45 MPa according to ISO 75/Bf.
