IP Library Granted Patent US 7,709,581
Granted Patent B2
US 7,709,581 · App. 11/537,056 · Granted May 4, 2010

Polycarbonate-polysiloxane copolymer compositions and articles formed therefrom

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Quick Facts
Patent No.
US 7,709,581
App. No.
11/537,056
Granted
May 4, 2010
Kind
B2
Abstract

A thermoplastic composition comprises a copolycarbonate comprising 25 to 100 mole percent of a first carbonate unit derived from a dihydroxy aromatic compound having the formula wherein R a′ and R b′ are C 1-12 alkyl, T is a C 5-16 cycloalkylene, a C 5-16 cylcloalkylidene, a C 1-5 alkylene, a C 1-5 alkylidene, a C 6-13 arylene, a C 7-12 arylalkylene, C 7-12 arylalkylidene, a C 7-12 alkylarylene, or a C 7-12 arylenealkyl, and r and s are each independently 1 to 4, and r and s are 1 to 4; and 0 to 75 mole percent of a second carbonate unit, wherein the first carbonate unit and second carbonate unit are not identical; a polysiloxane-polycarbonate copolymer comprising 0.15 to 30 weight percent of a polysiloxane block comprising siloxane units of the formula wherein E is on average of 4 to 60 units, and 70 to 99.85 weight percent of a third carbonate unit, wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has a Dynatup total energy of greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/sec at 23° C. according to ASTM D3763-02. A method of making and articles prepared therefrom are also disclosed.

Claims (76)

1. A thermoplastic composition comprising:

a polycarbonate or copolycarbonate comprising:

25 to 100 mole percent of a first carbonate unit derived from a dihydroxy aromatic compound having the formula

wherein R a′ and R b′ are each independently C 1-12 alkyl, T is a C 5-16 cycloalkylene, a C 5-16 cycloalkylidene, a C 1-5 alkylene, a C 1-5 alkylidene, a arylene, a C 7-12 arylalkylene, C 7-12 arylalkylidene, a C 7-12 alkylarylene, or a arylenealkyl, and r and s are each independently 1 to 4; and

0 to 75 mole percent of a second carbonate unit derived from a dihydroxy aromatic compound, wherein the first carbonate unit and second carbonate unit are not identical, and

wherein the mole percentages of each of the first carbonate unit and the second carbonate unit are based on the total number of moles of first carbonate unit and second carbonate unit;

a polysiloxane-polycarbonate copolymer comprising

0.15 to 30 weight percent of a polysiloxane block comprising siloxane units of the formula

wherein E is on average 4 to 60 units, and each occurrence of R is the same or different and is a C 1-13 monovalent organic group, and

70 to 99.85 weight percent of a third carbonate unit derived from a dihydroxy aromatic compound, wherein the weight percentages of each of the polysiloxane block and the third carbonate unit are based on the total weight of polysiloxane block and third carbonate unit, and

a trans-esterification catalyst present in an amount of 20 to 500 parts per million based on weight, and wherein the trans-esterification catalyst is a tetraalkylphosphonium salt or a tetraalkylammonium salt,

wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has a Dynatup total energy greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/min at 23° C. according to ASTM D3763-02.

2. The thermoplastic composition of claim 1 , wherein the first carbonate unit of the polycarbonate or copolycarbonate is derived from a cyclohexylidene-bridged alkyl-substituted carbonate unit having the formula:

wherein R a′ and R b′ are each independently C 1-12 alkyl, R g is C 1-12 alkyl or halogen, r and s are each independently 1 to 4, and t is 0 to 10, provided that at least one of each of R a′ and R b′ is disposed meta to the cyclohexylidene bridge.

3. The thermoplastic composition of claim 1 , wherein the second carbonate unit of the copolycarbonate is derived from a dihydroxy aromatic compound having the formula:

wherein R a and R b are each independently halogen; R c and R d are each independently hydrogen, C 1-12 alkyl, cyclic C 1-12 alkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl; and p and q are each independently 0 to 4.

4. The thermoplastic composition of claim 1 , wherein the copolycarbonate comprises the formula:

wherein the molar ratio of x toy is 90:10 to 40:60.

5. The thermoplastic composition of claim 1 , wherein the polysiloxane block of the polysiloxane-polycarbonate is derived from a polysiloxane having hydroxy end groups and having the formula:

wherein L is 4 to 60, each R is the same or different and is a C 1-13 monovalent organic group; and Ar is a substituted or unsubstituted C 6-30 arylene group; or

the polysiloxane block of the polysiloxane-polycarbonate is derived from a polysiloxane having hydroxy end groups and having the formula:

wherein L is on average 4 to 60; each R is the same or different and is a C 1-13 monovalent organic group, and each R 6 is independently a C 7-30 arylene-alkylene group.

6. The thermoplastic composition of claim 5 , wherein the polysiloxane block of the polysiloxane-polycarbonate is derived from a polysiloxane having hydroxy end groups of the formula:

wherein L is on average 4 to 60; each R is the same or different and is a C 1-13 monovalent organic group, each R 3 is independently a divalent C 2-8 aliphatic group, each M is the same or different and is a halogen, cyano, nitro, C 1-8 alkylthio, C 1-8 alkyl, C 1-8 alkoxy, C 2-8 alkenyl, C 2-8 alkenyloxy group, C 3-8 cycloalkyl, C 3-8 cycloalkoxy, C 6-10 aryl, C 6-10 aryloxy, C 7-12 arylalkyl, C 7-12 arylalkoxy, C 7-12 alkylaryl, or C 7-12 alkylaryloxy, and each n is independently 0 to 4.

7. The thermoplastic composition of claim 1 , wherein the polysiloxane-polycarbonate comprises the formula:

wherein E is on average 4 to 60, and the weight ratio of m ton is 99:1 to 90:10.

8. The thermoplastic composition of claim 1 , wherein the polysiloxane-polycarbonate is present in an amount of 10 to 90 weight percent based on the weight of polycarbonate or copolycarbonate and polysiloxane-polycarbonate.

9. The thermoplastic composition of claim 8 , wherein the polycarbonate or copolycarbonate has a melt volume rate of less than or equal to 10 cubic centimeters per 10 minutes under a load of 1.2 kilograms and at a temperature of 300° C. according to ASTM D1238-00.

10. The thermoplastic composition of claim 9 , wherein the polysiloxane-polycarbonate is present in an amount of greater than 17 weight percent based on the weight of polycarbonate or copolycarbonate and polysiloxane-polycarbonate.

11. The thermoplastic composition of claim 8 , wherein the polycarbonate or copolycarbonate has a melt volume rate of less than or equal to 40 cubic centimeters per 10 minutes under a load of 1.2 kilograms and at a temperature of 300° C. according to ASTM D1238-00.

12. The thermoplastic composition of claim 11 , wherein the polysiloxane-polycarbonate is present in an amount of greater than 40 weight percent based on the weight of polycarbonate or copolycarbonate and polysiloxane-polycarbonate.

13. The thermoplastic composition of claim 8 , wherein the polysiloxane-polycarbonate is present in an amount of greater than 70 weight percent based on the weight of polycarbonate or copolycarbonate and polysiloxane-polycarbonate.

14. The thermoplastic composition of claim 13 , wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has Dynatup total energy of greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/sec at −20° C. according to ASTM D3763-02.

15. The thermoplastic composition of claim 1 , wherein the trans-esterification catalyst is a tetraalkylphosphonium salt.

16. The thermoplastic composition of claim 1 , wherein an article having a thickness of 3.2±0.12 mm and molded from the thermoplastic composition has a haze of less than 25% according to ASTM D1003-00.

17. The thermoplastic composition of claim 1 , further comprising an additional polymer, wherein the additional polymer is present in an amount of 1 to 50 weight percent based on the weight of rolycarbonate or copolycarbonate and polysiloxane-polycarbonate.

18. The thermoplastic composition of claim 1 , further comprising an additive including an impact modifier, a filler, an ionizing radiation stabilizer, an antioxidant, a heat stabilizer, a light stabilizer, an ultraviolet light absorber, a plasticizer, a lubricant, a mold release agent, an antistatic agent, a pigment, a dye, a flame retardant, an anti-drip agent, or a combination comprising at least one of the foregoing additives.

19. An article comprising the thermoplastic composition of claim 1 .

20. A thermoplastic composition comprising:

10 to 90 weight percent of a polycarbonate or copolycarbonate comprising:

25 to 100 mole percent of a first carbonate unit derived from a dihydroxy aromatic compound having the formula

wherein R a′ and R b′ are each independently C 1-12 alkyl, T is a C 5-16 cycloalkylene, a C 5-16 cycloalkylidene, a C 1-5 alkylene, a C 1-5 alkylidene, a arylene, a C 7-12 arylalkylene, C 7-12 arylalkylidene, a C 7-12 alkylarylene, or a arylenealkyl, and r and s are each independently 1 to 4; and

0 to 75 mole percent of a second carbonate unit derived from a dihydroxy aromatic compound wherein the first carbonate unit and second carbonate unit are not identical, and

wherein the mole percentages of each of the first carbonate unit and the second carbonate unit are based on the total number of moles of first carbonate unit and second carbonate unit;

10 to 90 weight percent of a polysiloxane-polycarbonate comprising:

0.15 to 30 weight percent of a polysiloxane block comprising siloxane units of the formula

wherein L is on average 4 to 60, and each occurrence of R is the same or different and is a C 1-13 monovalent organic group, and

70 to 99.85 weight percent of a third carbonate unit derived from a dihydroxy aromatic compound wherein the weight percentages of each of the polysiloxane block and the third carbonate unit are based on the total weight of polysiloxane block and third carbonate unit, and

a trans-esterification catalyst present in an amount of 20 to 500 parts per million based on weight, and wherein the trans-esterification catalyst is a tetraalkylphosphonium salt,

wherein the weight percentages of each of the copolycarbonate and polysiloxane-polycarbonate are based on the total weight of copolycarbonate and polysiloxane-polycarbonate, and

wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has a Dynatup total energy of greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/sec at 23° C. according to ASTM D3763-02.

21. A thermoplastic composition consisting essentially of:

a polycarbonate or copolycarbonate consisting essentially of:

25 to 100 mole percent of a first carbonate unit derived from a dihydroxy aromatic compound having the formula

wherein R a′ and R b′ are each independently C 1-12 alkyl, T is a C 5-16 cycloalkylene, a C 5-16 cycloalkylidene, a C 1-5 alkylene, a C 1-5 alkylidene, a arylene, a C 7-12 arylalkylene, C 7-12 arylalkylidene, a C 7-12 alkylarylene, or a arylenealkyl, and r and s are each independently 1 to 4; and

0 to 75 mole percent of a second carbonate unit derived from a dihydroxy aromatic compound wherein the first carbonate unit and second carbonate unit are not identical, and

wherein the mole percentages of each of the first carbonate unit and the second carbonate unit are based on the total number of moles of first carbonate unit and second carbonate unit;

a polysiloxane-polycarbonate consisting essentially of

0.15 to 30 weight percent of a polysiloxane block comprising siloxane units of the formula

wherein L is on average 4 to 60, and each occurrence of R is the same or different and is a C 1-13 monovalent organic group, and

70 to 99.85 weight percent of a third carbonate unit derived from a dihydroxy aromatic compound wherein the weight percentages of each of the polysiloxane block and the third carbonate unit are based on the total weight of polysiloxane block and third carbonate unit,

a trans-esterification catalyst present in an amount of 20 to 500 parts per million based on weight, and wherein the trans-esterification catalyst is a tetraalkylphosphonium salt, and

an additive,

wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has a Dynatup total energy of greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/sec at 23° C. according to ASTM D3763-02.

22. A method of preparing a thermoplastic composition comprising melt blending:

a polycarbonate or copolycarbonate comprising:

25 to 100 mole percent of a first carbonate unit derived from a dihydroxy aromatic compound having the formula

wherein R a′ and R b′ are each independently C 1-12 alkyl, T is a C 5-16 cycloalkylene, a C 5-16 cycloalkylidene, a C 1-5 alkylene, a C 1-5 alkylidene, a arylene, a C 7-12 arylalkylene, C 7-12 arylalkylidene, a C 7-12 alkylarylene, or a arylenealkyl, and r and s are each independently 1 to 4; and

0 to 75 mole percent of a second carbonate unit derived from a dihydroxy aromatic compound wherein the first carbonate unit and second carbonate unit are not identical, and

wherein the mole percentages of each of the first carbonate unit and the second carbonate unit are based on the total number of moles of first carbonate unit and second carbonate unit; with

a polysiloxane-polycarbonate comprising

0.15 to 30 weight percent of a polysiloxane block comprising siloxane units of the formula

wherein L is on average 4 to 60, and each occurrence of R is the same or different and is a C 1-13 monovalent organic group, and

70 to 99.85 weight percent of a third carbonate unit derived from a dihydroxy aromatic compound wherein the weight percentages of each of the polysiloxane block and the third carbonate unit are based on the total weight of polysiloxane block and third carbonate unit and

a trans-esterification catalyst present in an amount of 20 to 500 parts per million based on weight, and wherein the trans-esterification catalyst is a tetraalkylphosphonium salt,

wherein an article having a thickness of 3.2 mm and molded from the thermoplastic composition has a Dynatup total energy of greater than 50 Joules, as measured at a constant speed of 3.3 to 3.6 m/sec at 23° C. according to ASTM D3763-02.

Assignments (7)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0834 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 29, 2006
From: GLASGOW, KATHERINE; LENS, JAN-PLEUN; MULLEN, BRIAN; PAI-PARANJAPE, VANDITA
To: GENERAL ELECTRIC COMPANY
Reel/Frame 018328/0280 →