Stabilized metallocene polyolefins

Details Stabilized metallocene polyolefins Stabilized metallocene polyolefins

2000-01-27

2003-01-28

Lipman, Bernard (Department: 1713)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Processes of preparing a desired or intentional composition...

C100S102000

Reexamination Certificate

active

06512029

ABSTRACT:

The present invention relates to a composition containing a polyolefin prepared by polymerization over a metallocene catalyst, and a hindered amine light stabilizer system.
Hindered amine light stabilizer systems are described, for example, in U.S. Pat. Nos. 4,863,981, 5,719,217, EP-A-632,092, EP-A-741,163, EP-A-723,990, GB-A-2,267,499 and Research Disclosure 34,549 (January 1993). EP-A-814,127 discloses embrittlement-resistant polyolefin compositions. U.S. Pat. No. 5,955,522 describes a process for the preparation of olefin polymers by polymerization over a transition metallocene catalyst with the addition of a sterically hindered amine.
In more detail, the present invention relates to a composition containing
I) a polyolefin prepared by polymerization over a metallocene catalyst, and
II) a stabilizer mixture comprising two different components selected from the group of components a), b) and c);
component a) is at least one compound of the formula (I)
 wherein
A
1
, A
3
, A
4
and A
5
independently of one another are hydrogen, C
1
-C
12
alkyl, C
5
-C
12
cycloalkyl, C
1
-C
4
alkyl-substituted C
5
-C
12
cycloalkyl, phenyl, —OH— and/or C
1
-C
10
alkyl-substituted phenyl, C
7
-C
9
phenylalkyl, C
7
-C
9
phenylalkyl which is substituted on the phenyl radical by —OH and/or C
1
-C
10
alkyl; or a group of the formula (II),
with A
6
being hydrogen, C
1
-C
8
alkyl, O
−
, —OH, —CH
2
CN, C
1
-C
18
alkoxy, C
5
-C
12
cycloalkoxy, C
3
-C
6
alkenyl, C
7
-C
9
phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C
1
-C
4
alkyl; or C
1
-C
8
acyl,
A
2
is C
2
-C
18
alkylene, C
5
-C
7
cycloalkylene or C
1
-C
4
alkylenedi(C
5
-C
7
cycloalkylene), or the radicals A
1
, A
2
and A
3
, together with the nitrogen atoms to which they are attached, form a 5- to 10-membered heterocyclic ring, or
A
4
and A
5
, together with the nitrogen atom to which they are attached, form a 5- to 10-membered heterocyclic ring,
n
1
is a number from 2 to 50, and
at least one of the radicals A
1
, A
3
, A
4
and A
5
is a group of the formula (II);
component b) is at least one compound of the formula (III)
 wherein
A
7
is hydrogen or C
1
-C
4
alkyl,
A
8
is a direct bond or C
1
-C
10
alkylene and
n
2
is a number from 2 to 50; and
component c) is at least one compound of the formula (IV)
 wherein
A
9
and A
13
independently of one another are hydrogen or C
1
-C
12
alkyl,
A
10
, A
11
and A
12
independently of one another are C
2
-C
10
alkylene, and
X
1
, X
2
, X
3
, X
4
, X
5
, X
6
, X
7
and X
8
independently of one another are a group of the formula (V),
 in which
A
14
is hydrogen, C
1
-C
12
alkyl, C
5
-C
12
cycloalkyl, C
1
-C
4
alkyl-substituted C
5
-C
12
cycloalkyl, phenyl, —OH— and/or C
1
-C
10
alkyl-substituted phenyl, C
7
-C
9
phenylalkyl, C
7
-C
9
phenylalkyl which is substituted on the phenyl radical by —OH and/or C
1
-C
10
alkyl; or a
group of the formula (II) as defined above, and
A
15
has one of the meanings of A
6
;
with the proviso that the group —N(A
4
)(A
5
) does not contain a cycloalkyl group when the stabilizer mixture comprises the two components a) and b).
Examples of alkyl having not more than 12 carbon atoms are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-di-methylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1,1,3,3-tetramethylbutyl, 1-methylheptyl, 3-methylheptyl, n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1,1,3,3-tetra-methylpentyl, nonyl, decyl, undecyl and dodecyl. A preferred meaning of A
5
is C
1
-C
8
alkyl, e.g. C
4
-C
8
alkyl. A preferred meaning of A
6
and A
15
is C
1
-C
4
alkyl, in particular methyl. A preferred meaning of A
14
is C
1
-C
4
alkyl, in particular butyl.
Examples of alkoxy containing not more than 18 carbon atoms are methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy, octoxy, decyloxy, dodecyloxy, tetradecyloxy, hexadecyloxy and octadecyloxy. C
6
-C
12
Alkoxy, in particular heptoxy and octoxy, is one of the preferred meanings of A
6
and A
15
.
Examples of C
5
-C
12
cycloalkyl are cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl and cyclododecyl. C
5
-C
8
cycloalkyl, especially cyclohexyl, is preferred.
C
1
-C
4
alkyl-substituted C
5
-C
12
cycloalkyl is for example methylcyclohexyl or dimethylcyclohexyl.
Examples of C
5
-C
12
cycloalkoxy are cyclopentoxy, cyclohexoxy, cycloheptoxy, cyclooctoxy, cyclodecyloxy, cyclododecyloxy and methylcyclohexoxy. C
5
-C
8
Cycloalkoxy, in particular cyclopentoxy and cyclohexoxy, is preferred.
Examples of C
3
-C
6
alkenyl are allyl, 2-methylallyl, butenyl and hexenyl. Alkenyls in which the carbon atom in the 1-position is saturated are preferred, and allyl is particularly preferred.
Examples of C
1
-C
8
acyl(aliphatic, cycloaliphatic or aromatic) are formyl, acetyl, propionyl, butyryl, pentanoyl, hexanoyl, heptanoyl, octanoyl and benzoyl. C
1
-C
8
Alkanoyl and benzoyl are preferred. Acetyl is especially preferred.
—OH— and/or C
1
-C
10
alkyl-substituted phenyl is for example methylphenyl, dimethylphenyl, trimethylphenyl, tert-butylphenyl or 3,5-di-tert-butyl-4-hydroxyphenyl.
Examples of C
7
-C
9
phenylalkyl are benzyl and phenylethyl.
C
7
-C
9
phenylalkyl which is substituted on the phenyl radical by —OH and/or by alkyl having up to 10 carbon atoms is, for example, methylbenzyl, dimethylbenzyl, trimethylbenzyl, tert-butylbenzyl or 3,5-di-tert-butyl-4-hydroxybenzyl.
Examples of alkylene containing not more than 18 carbon atoms are ethylene, propylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, octamethylene, decamethylene, dodecamethylene and octadecamethylene. A
2
is for example C
2
-C
8
alkylene or C
4
-C
8
alkylene, in particular C
2
-C
6
alkylene, preferably hexamethylene. A
8
is preferably ethylene and the radicals A
10
, A
11
and A
12
independently of one another are in particular C
2
-C
4
alkylene.
An example of C
5
-C
7
cycloalkylene is cyclohexylene.
Examples of C
1
-C
4
alkylenedi(C
5
-C
7
cycloalkylene) are
cyclohexylene-methylene-cyclohexylene and
cyclohexylene-isopropylidene-cyclohexylene.
Where the radicals A
1
, A
2
and A
3
, together with the nitrogen atoms to which they are attached, form a 5- to 10-membered heterocyclic ring, the resulting ring is for example
A 6-membered heterocyclic ring is preferred.
Where the radicals A
4
and A
5
, together with the nitrogen atom to which they are attached, form a 5- to 10-membered heterocyclic ring, the resulting ring is for example 1-pyrrolidyl, piperidino, morpholino, 1-piperazinyl, 4-methyl-1-piperazinyl, 1-hexahydroazepinyl, 5,5,7-trimethyl-1-homopiperazinyl or 4,5,5,7-tetramethyl-1-homopiperazinyl. Morpholino is particularly preferred.
One of the preferred meanings of A
4
is hydrogen, 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl.
A
1
and A
3
are preferably a group of the formula (II), in particular 2,2,6,6-tetramethyl-4-piperidyl or 1,2,2,6,6-pentamethyl-4-piperidyl.
A
6
is preferably hydrogen, C
1
-C
4
alkyl, —OH, C
6
-C
12
alkoxy, C
5
-C
8
cycloalkoxy, allyl, benzyl or acetyl, in particular hydrogen or C
1
-C
4
alkyl, e.g. hydrogen or methyl.
n
1
is preferably a number from 2 to 25.
n
2
is preferably a number from 2 to 25, especially 2 to 20 or 2 to 10.
When the stabilizer mixture contains the two components a) and b), the group —N(A
4
)(A
5
) is preferably hydrogen, C
1
-C
12
alkyl, a group of the formula (II) or morpholino.
When the stabilizer mixture contains the two components a) and b), the group —N(A
4
)(A
5
) is in particular
The compounds of components a), b) and c) are known and most of them are commercially available. The compounds of component a) can be prepared, for example, in analogy to the methods described in U.S. Pat. Nos. 4,086,204, 4,331,586 or EP-A-782,994. The compounds of component b) can be prepared, for example, in analogy to the method described in U.S. Pat. No. 4,233,412. The compounds of component c) can be prepared, for example, in analogy to the method described in U.S. Pat. No. 4,108,829.
Component a) i

Affiliated with

Also associated with

Rating

Stabilized metallocene polyolefins does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Stabilized metallocene polyolefins, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Stabilized metallocene polyolefins will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3032171