Stabilized metallocene polypropylene

Details Stabilized metallocene polypropylene Stabilized metallocene polypropylene

2001-10-09

2004-06-08

Sanders, Kriellion A. (Department: 1714)

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

Synthetic resins

Processes of preparing a desired or intentional composition...

C524S099000, C524S102000, C524S400000, C524S432000, C524S433000

Reexamination Certificate

active

06747077

ABSTRACT:

The present invention relates to a composition containing polypropylene prepared by polymerization over a metallocene catalyst or a polypropylene copolymer prepared by polymerization over a metallocene catalyst, and a specific 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 (Jan. 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. Stabilized metallocene polyolefins are also known from GB-A-2,346,147.
In more detail, the present invention relates to a composition containing
polypropylene prepared by polymerization over a metallocene catalyst or a polypropylene copolymer prepared by polymerization over a metallocene catalyst, and
a stabilizer mixture comprising
(A) a compound of the formula (A-I) or a product (A-II) or a compound of the formula (A-III);
 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 (a-1),
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 (a-1);
a product (A-II) obtainable by reacting a product, obtained by reaction of a polyamine of the formula (A-II-1) with cyanuric chloride, with a compound of the formula (A-II-2)
 in which
n′
2
, n″
2
and n′″
2
independently of one another are a number from 2 to 12, A
7
is hydrogen, C
1
-C
12
alkyl, C
5
-C
12
cycloalkyl, phenyl or C
7
-C
9
phenylalkyl, and A
8
has one of the meanings of A
6
;
 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 (a-1) as defined above, and A
15
has one of the meanings of A
6
; and
(B) a compound of the formula (B-I), (B-II) or (B-III);
 in which
E
1
is hydrogen, C
1
-C
8
alkyl, —O, —OH, —CH
2
CN, C
1
-C
18
alkoxy, C
1
-C
18
alkoxy substituted by —OH; 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,
m
1
is 1, 2 or 4,
if m
1
is 1, E
2
is C
1
-C
25
alkyl,
if m
1
is 2, E
2
is C
1
-C
14
alkylene or a group of the formula (b-1)
wherein E
3
is C
1
-C
10
alkyl or C
2
-C
10
alkenyl, E
4
is C
1
-C
10
alkylene, and E
5
and E
6
independently of one another are C
1
-C
4
alkyl, cyclohexyl or methylcyclohexyl, and
if m
1
is 4, E
2
is C
4
-C
10
alkanetetrayl;
 in which
two of the radicals E
7
are —COO—(C
1
-C
20
alkyl), and
two of the radicals E
7
are a group of the formula (b-2)
with E
8
having one of the meanings of E
1
;
 wherein
the radicals E
9
independently of one another have one of the meanings of E
1
, and E
10
is C
2
-C
22
alkylene, C
5
-C
7
cycloalkylene, C
1
-C
4
alkylenedi(C
5
-C
7
cycloalkylene), phenylene or phenylenedi(C
1
-C
4
alkylene).
Examples of alkyl having up to 25 carbon atoms are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, 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-tetramethylpentyl, nonyl, decyl, undecyl, 1-methylundecyl, dodecyl, 1,1,3,3,5,5-hexamethylhexyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, eicosyl and docosyl. One of the preferred definitions of A
6
, A
8
, E
1
, E
8
and E
9
is C
1
-C
4
alkyl, especially methyl. A
7
is preferably butyl.
Examples of alkoxy having up to 18 carbon atoms are methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, pentoxy, isopentoxy, hexoxy, heptoxy, octoxy, decyloxy, dodecyloxy, tetradecyloxy, hexadecyloxy and octadecyloxy. One of the preferred meanings of A
6
, A
8
, E
1
, E
8
and E
9
is propoxy or octoxy.
A preferred example of C
1
-C
18
alkoxy substituted by —OH is 2-hydroxy-2-methylpropoxy.
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 and cyclododecyloxy. C
5
-C
8
Cycloalkoxy, in particular cyclopentoxy and cyclohexoxy, is 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 alkenyl having up to 10 carbon atoms are allyl, 2-methallyl, butenyl, pentenyl and hexenyl. Allyl is preferred. The carbon atom in position 1 is preferably saturated.
Examples of acyl containing not more than 8 carbon atoms are formyl, acetyl, propionyl, butyryl, pentanoyl, hexanoyl, heptanoyl, octanoyl, acryloyl, methacryloyl and benzoyl. C
1
-C
8
Alkanoyl, C
3
-C
8
alkenyl and benzoyl are preferred. Acetyl and acryloyl are especially preferred.
Examples of alkylene having up to 22 carbon atoms are methylene, ethylene, propylene, trimethylene, tetramethylene, pentamethylene, 2,2-dimethyltrimethylene, hexamethylene, trimethylhexamethylene, octamethylene and decamethylene.
An example of C
4
-C
10
alkanetetrayl is 1,2,3,4-butanetetrayl.
An example of C
5
-C
7
cycloalkylene is cyclohexylene.
An example of C
1
-C
4
alkylenedi(C
5
-C
7
cycloalkylene) is methylenedicyclohexylene.
An example of phenylenedi(C
1
-C
4
alkylene) is methylene-phenylene-methylene or ethylene-phenylene-ethylene.
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, this 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, this 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.
n
1
is preferably a number from 2 to 25, in particula

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