IP Library Granted Patent US 8,716,380
Granted Patent B2
US 8,716,380 · App. 12/893,126 · Granted May 6, 2014

Polycarbonate composition having improved heat stability

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Quick Facts
Patent No.
US 8,716,380
App. No.
12/893,126
Granted
May 6, 2014
Kind
B2
Abstract

The invention relates to a polycarbonate composition having reduced subsequent yellowing of the mouldings produced therefrom on heat ageing and having good optical properties of the polycarbonate composition on processing.

Claims (58)

1. A composition comprising a melt polycarbonate, and a composition for stabilization of heat ageing comprising at least one phosphine, and n-octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate employed in an amount of from 10 to 800 mg/kg, based on the total weight of the composition, wherein said at least one phosphine is a compound of formula (I):

wherein

Ar 1 and Ar 2 are, identically or differently, optionally substituted aryl radicals, and

R′ is an optionally substituted aryl radical or a radical of formula (Ia) to (Ih)

wherein

R is an optionally substituted C 6 -C 14 -aryl radical,

n and m

are, independently of one another, an integer from 1 to 7,

wherein the H atoms of the radicals of formula (Ia) to (Ic) are optionally replaced by substituents, and

with the proviso that R′ is optionally an optionally substituted 4-phenylphenyl or an optionally substituted α-naphthyl if Ar in formula (I) is in both cases likewise an optionally substituted 4-phenylphenyl or an optionally substituted α-naphthyl,

at least one alkyl phosphate, wherein said at least one alkyl phosphate is a compound of formula (II):

wherein R 1 , R 2 , and R 3 are, identically or differently, H or a linear, branched, or cyclic alkyl radical, employed in an amount of from 0.5 to 500 mg/kg, based on the total weight of said composition,

and

wherein the composition has a subsequent yellowing ΔYI, after storage for 1000 hours at 135° C. in air, of less than 4.8.

2. The composition of claim 1 , wherein said melt polycarbonate comprises a melt polycarbonate of formula (IV)

wherein

the square brackets designate repeating structural units,

M is Ar, a polyfunctional compound A, B, or C, or a compound D,

wherein Ar is optionally a compound of formula (VIII) or (IX)

wherein

Z is C 1 - to C 8 -alkylidene, C 5 - to C 12 -cycloalkylidene, S, SO 2 , or a single bond, R 13 , R 14 , and R 15

are, independently of one another, an optionally substituted C1-C18 alkyl radical, Cl, or Br,

n is 0, 1, or 2,

r, s, and t are, independently of one another, 0, 1, 2, or 3,

polyfunctional compound A is a compound of formula

polyfunctional compound B is a compound of formula

polyfunctional compound C is a compound of formula

compound D is a compound of formula

wherein the sum of said polyfunctional compounds A, B, and C and compound D is greater than or equal to 5 mg/kg,

X is Y or -[MOCOO] n —Y,

Y is H or a compound of formula (X)

wherein

R 16 is, identically or differently, H, C 1 - to C 20 -alkyl, C 6 H 5 , or C(CH 3 ) 2 C 6 H 5 and

u is 0, 1, 2 or 3.

3. The composition of claim 2 , wherein said optionally substituted C1-C18 alkyl radical is a phenyl, methyl, propyl, ethyl, or butyl group, each of which is optionally substituted.

4. The composition of claim 1 , wherein said composition further comprises at least one phosphine oxide corresponding to said at least one phosphine of formula (I).

5. The composition of claim 1 , wherein said at least one phosphine of formula (I) is triphenylphosphine.

6. The composition of claim 1 , wherein said at least one phosphine of formula (I) is employed in an amount of from 10 to 2000 mg/kg, based on the total weight of said composition.

7. A process for preparing the composition of claim 1 , comprising preparing said melt polycarbonate via the melt transesterification reaction of a bisphenol and a carbonic acid diester.

8. A process for preparing the composition of claim 1 , comprising preparing said melt polycarbonate via the condensation of carbonate oligomers comprising hydroxyl and/or carbonate terminal groups, bisphenols, and carbonic diesters.

9. A process for preparing the composition of claim 1 , comprising adding an additive to the melt of a polycarbonate melt stream via a side extruder behind the last polycondensation step of a multi-step polycondensation to form a mixture and mixing said mixture in a static mixer.

10. A process for preparing the composition of claim 1 , comprising adding a prepared mixture of said phosphine with n-octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate to the melt of a polycarbonate melt stream via a side extruder behind the last polycondensation step of a multi-step polycondensation to form a mixture and mixing said mixture in a static mixer.

11. The process of claim 10 , wherein said mixture is added in liquid form.

12. A moulding comprising the composition of claim 1 .

13. A process for preparing a composition comprising preparing a melt polycarbonate via the melt transesterification reaction of a bisphenol and a carbonic acid diester, wherein the composition comprises a melt polycarbonate, and a composition for stabilization of heat ageing comprising at least one phosphine, and n-octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate employed in an amount of from 10 to 800 mg/kg, based on the total weight of the composition, wherein said at least one phosphine is a compound of formula (I):

wherein

Ar 1 and Ar 2 are, identically or differently, optionally substituted aryl radicals, and

R′ is an optionally substituted aryl radical or a radical of formula (Ia) to (Ih)

wherein

R is an optionally substituted C 6 -C 14 -aryl radical,

n and m

are, independently of one another, an integer from 1 to 7,

wherein the H atoms of the radicals of formula (Ia) to (Ic) are optionally replaced by substituents, and

with the proviso that R′ is optionally an optionally substituted 4-phenylphenyl or an optionally substituted α-naphthyl if Ar in formula (I) is in both cases likewise an optionally substituted 4-phenylphenyl or an optionally substituted α-naphthyl,

at least one alkyl phosphate, wherein said at least one alkyl phosphate is a compound of formula (II):

wherein R 1 , R 2 , and R 3 are, identically or differently, H or a linear, branched, or cyclic alkyl radical, employed in an amount of from 0.5 to 500 mg/kg, based on the total weight of said composition,

and

wherein said composition has a subsequent yellowing ΔYI, after storage for 1000 hours at 135° C. in air, of less than 4.8.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED ON REEL 038301 FRAME 0001. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME FROM BAYER MATERIALSCIENCE AG TO COVESTRO DEUTSCHLAND AG. Recorded Jun 13, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038966/0865 →
CHANGE OF NAME Recorded Mar 30, 2016
From: COVESTRO DEUTSCHLAND AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038301/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2011
From: KONRAD, STEPHAN; HAEHNSEN, HEINRICH; KOEHLER, KARL-HEINZ; BUTS, MARC; KOCH, DANIEL; GULDENTOPS, FRANK
To: BAYER MATERIALSCIENCE AG
Reel/Frame 025779/0976 →