IP Library Granted Patent US 7,842,772
Granted Patent B2
US 7,842,772 · App. 11/823,022 · Granted Nov 30, 2010

Stabilization of cross-linked silane group containing polymers with phenomic stabilizers

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Quick Facts
Patent No.
US 7,842,772
App. No.
11/823,022
Granted
Nov 30, 2010
Kind
B2
Abstract

The present invention relates to a composition for cross-linking and stabilization of a polymer containing hydrolysable silane groups comprising a sulphonic acid as a silanol condensation catalyst characterized in that it comprises a stabilizer which is neutral or acidic, does not contain ester groups and is a compound according to formula (I): wherein R is an unsubstituted or substituted aliphatic or aromatic hydrocarbyl radical which may comprise heteroatoms, R′ is a hydrocarbyl radical, R″ is a hydrocarbyl radical and R′ and/or R″ being a bulky radical, X 1 , X 2 or X 3 is the same or different H or OH, whereby at least X 1 , X 2 or X 3 is OH, and n is 1 to 4; or a compound according to formula (II): R′″—(S) p —R′″  (II) wherein R′″ is an aliphatic hydrocarbyl radical and p is 1 to 6; or a mixture of any of such compounds, to a stabilized polymer comprising the above stabilizers and to a process for cross-linking and stabilization of silane group containing polymers in the presence of the above mentioned stabilizers.

Claims (46)

1. A stabilized polyethylene comprising cross-linked silane groups, sulphonic acid, and a stabilizer, wherein the stabilizer is neutral or acidic, does not contain ester groups, and has the structure of formula (I):

wherein

R is an unsubstituted or substituted aliphatic or aromatic hydrocarbyl radical which may comprise heteroatoms,

R′ is a hydrocarbyl radical,

R″ is a hydrocarbyl radical,

X 1 , X 2 and ‘X 3 ’ ‘are’ independently H or OH, wherein at least one of X 1 , X 2 and ‘X 3 ’ is OH,

and n is 1 to 4; and

wherein the sulphonic acid has the structure of formula (III):

ArSO 3 H  (III)

wherein Ar is a hydrocarbyl substituted aryl group and the total compound of formula (III) contains at least 14 carbon atoms.

2. The polymer according to claim 1 , wherein

R is an aliphatic hydrocarbyl radical which may comprise hydroxy groups,

X 1 is OH, X 2 and X 3 are H,

R′ is a bulky aliphatic hydrocarbyl radical,

R″ is an aliphatic hydrocarbyl radical,

and n is 2.

3. The polymer according to claim 2 , wherein

R is CH 2 ;

R′ is 1-methylcyclohexyl or tert-butyl; and

R″ is CH 3 .

4. The polymer according to claim 2 , wherein

R′ is 1-methylcyclohexyl or tert-butyl; and

R″ is CH 3 .

5. The polymer of claim 1 , wherein Ar is a hydrocarbyl substituted with the hydrocarbyl substituent benzene ring containing 8 to 20 carbon atoms or a hydrocarbyl substituted naphthalene ring with the hydrocarbyl substituent containing 4 to 18 carbon atoms.

6. The polymer of claim 1 , wherein Ar has a hydrocarbyl substituent which is an alkyl substituent having 10 to 18 carbon atoms.

7. The polymer of claim 1 , wherein the sulphonic acid is dodecyl benzene sulphonic acid or tetrapropyl benzene sulphonic acid.

8. A composition comprising a sulphonic acid and a stabilizer, wherein the stabilizer is neutral or acidic, does not contain ester groups, and has the structure of formula (I):

wherein

R is an unsubstituted or substituted aliphatic or aromatic hydrocarbyl radical which may comprise heteroatoms,

R′ is a hydrocarbyl radical,

R″ is a hydrocarbyl radical,

X 1 , X 2 and X 3 are independently H or OH, wherein at ea one of X 1 , X 2 and X 3 is OH,

and n is 1 to 4; and

wherein the sulphonic acid has the structure of formula (III):

ArSO 3 H  (III)

wherein Ar is a hydrocarbyl substituted aryl group and the total compound of formula (III) contains at least 14 carbon atoms; and

further comprising a compound according to formula (II):

R′″—(S) p —R′″  (II)

wherein R′″ is an aliphatic hydrocarbyl radical and p is 1 to 6.

9. The composition of claim 8 wherein R′″ is an aliphatic hydrocarbyl radical from C 12 to C 20 and p is 1 or 2.

10. The composition of claim 9 wherein R′″ is octadecyl and p is 2.

11. The polymer of claim 1 , further comprising a compound according to formula (II):

R′″—(S) p —R′″  (II)

wherein R′″ is an aliphatic hydrocarbyl radical and p is 1 to 6.

12. The polymer of claim 11 wherein R′″ is an aliphatic hydrocarbyl radical from C 12 to C 20 and p is 1 or 2.

13. The polymer of claim 12 wherein R′″ is octadecyl and p is 2.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 7, 2007
From: FAGRELL, OLA; GOTHE, MATTIAS
To: BOREALIS TECHNOLOGY OY
Reel/Frame 019659/0912 →