Stabilizer mixtures

Details Stabilizer mixtures Stabilizer mixtures

2001-07-05

2004-12-07

Toomer, Cephia D. (Department: 1714)

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

Synthetic resins

Processes of preparing a desired or intentional composition...

C524S100000, C524S102000, C524S103000, C252S183120, C252S182130

Reexamination Certificate

active

06828364

ABSTRACT:

The present invention relates to a stabilizer mixture containing two different sterically hindered amine compounds and at least one Mg- and/or Zn-compound, the use of this mixture for stabilizing an organic material, in particular a polyolefin, against degradation induced by light, heat or oxidation and the organic material thus stabilized. The stabilization of polyolefins is described in numerous publications, for example in U.S. Pat. Nos. 4,929,652, 5,025,051, 5,037,870, EP-A-276,923, EP-A-290,388, EP-A-429,731, EP-A-468,923, EP-A-661,341, EP-A-690,094, DE-A-19,545,896 (Derwent 96-278,994/29; Chemical Abstracts 125:116779q), WO-A-95/25,767, GB-A-2,293,827, Chemical Abstracts 106:197407z, GB-A-2,332,678, WO-A-00/11,065, GB-A-2,316,409, GB-A-2, 332,677, Chemical Abstracts 132: 335,575t and Research Disclosure 34,549.
In more detail, the present invention relates to
a stabilizer mixture containing
(I) two different sterically hindered amine compounds, and
(II) at least one compound selected from the group consisting of an organic salt of Zn, an inorganic salt of Zn, Zn oxide, Zn hydroxide, an organic salt of Mg, an inorganic salt of Mg, Mg oxide and Mg hydroxide;
with the proviso that component (I) is different from the combination of the compounds (B-8-a) and (B-8-b):
wherein n
2
and n
2
* are a number from 2 to 50; and
with the proviso that, when
component (I) is the combination of the compounds (B-1-a-1) and (B-7-a):
wherein b
1
is a number from 2 to 50,
wherein n
1
is a number from 2 to 50; and,
at the same time, component (II) is a Zn carboxylate;
the stabilizer mixture additionally contains as a further component
(X-1) a pigment or
(X-2) an UV absorber or
(X-3) a pigment and an UV absorber.
A preferred embodiment of the present invention relates to a stabilizer mixture containing as component (I) two different sterically hindered amine compounds wherein one sterically hindered amine compound is a compound of the formula (B-1-b) or (B-1-d):
wherein b
1
is a number from 2 to 20 and R
6
is 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; and
the other sterically hindered amine compound is a compound of the formula (B-7-a)
wherein n
1
is a number from 2 to 20; and
component (II) is an organic salt of Zn, an inorganic salt of Zn, Zn oxide or Zn hydroxide; preferably Zn carboxylate.
Preferably, a stabilizer mixture containing a compound of the class (&bgr;-1) as defined below, a compound of the class (&bgr;-7) as defined below and Zn-carboxylate, in particular an organic salt of Zn, is disclaimed.
According to a preferred embodiment of the present invention, component (II) is an organic salt of Mg, an inorganic salt of Mg, Mg oxide or Mg hydroxide, when component (I) is the combination of a compound of the class (&bgr;-1) as defined below, and a compound of the class (&bgr;-7) as defined below.
The stabilizer mixtures according to the present invention preferably do not contain a mineral oil.
The two different sterically hindered amine compounds of component (I) are preferably selected from the group consisting of the following classes
(&agr;-1) a compound of the formula (A-1):
in which
E
1
is 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,
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 (a-I):
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;
(&agr;-2) a compound of the formula (A-2):
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 (a-II):
with E
8
having one of the meanings of E
1
;
(&agr;-3) a compound of the formula (A-3):
in which
E
9
and E
10
together form C
2
-C
14
alkylene,
E
11
is hydrogen or a group —Z
1
—COO—Z
2
,
Z
1
is C
2
-C
14
alkylene, and
Z
2
is C
1
-C
24
alkyl, and
E
12
has one of the meanings of E
1
;
(&agr;-4) a compound of the formula (A-4):
wherein
the radicals E
13
independently of one another have one of the meanings of E
1
,
the radicals E
14
independently of one another are hydrogen or C
1
-C
12
alkyl, and
E
15
is C
1
-C
10
alkylene or C
3
-C
10
alkylidene;
(&agr;-5) a compound of the formula (A-5):
wherein
the radicals E
16
independently of one another have one of the meanings of E
1
;
(&agr;-6) a compound of the formula (A-6):
in which
E
17
is C
1
-C
24
alkyl, and
E
18
has one of the meanings of E
1
;
(&agr;-7) a compound of the formula (A-7):
in which
E
19
, E
20
and E
21
independently of one another are a group of the formula (a-IlI):
wherein E
22
has one of the meanings of E
1
;
(&agr;-8) a compound of the formula (A-8):
wherein
the radicals E
23
independently of one another have one of the meanings of E
1
,
and E
24
is hydrogen, C
1
-C
12
alkyl or C
1
-C
12
alkoxy;
(&agr;-9) a compound of the formula (A-9):
wherein
m
2
is 1, 2 or 3,
E
25
has one of the meanings of E
1
, and
when m
2
is 1, E
26
is a group
when m
2
is 2, E
26
is C
2
-C
22
alkylene, and
when m
2
is 3, E
26
is a group of the formula (a-IV):
wherein the radicals E
27
independently of one another are C
2
-C
12
alkylene, and
the radicals E
28
independently of one another are C
1
-C
12
alkyl or C
5
-C
12
cycloalkyl;
(&agr;-10) a compound of the formula (A-10):
wherein
the radicals E
29
independently of one another have one of the meanings of E
1
, and
E
30
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);
(&bgr;-1) a compound of the formula (B-1):
in which
R
1
, R
3
, R
4
and R
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, phenyl which is substituted by —OH and/or C
1
-C
10
alkyl; 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 (b-I):
R
2
is C
2
-C
18
alkylene, C
5
-C
7
cycloalkylene or C
1
-C
4
alkylenedi(B
5
—C
7
cycloalkylene), or
the radicals R
1
, R
2
and R
3
, together with the nitrogen atoms to which they are bonded, perform a 5- to 10-membered heterocyclic ring, or
R
4
and R
5
, together with the nitrogen atom to which they are bonded, form a 5- to 10-membered heterocyclic ring,
R
6
is 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, and
b
1
is a number from 2 to 50,
with the proviso that at least one of the radicals R
1
, R
3
, R
4
and R
5
is a group of the formula (b-I);
(&bgr;-2) a compound of the formula (B-2):
wherein
R
7
and R
11
independently of one another are hydrogen or C
1
-C
12
alkyl,
R
8
, R
9
and R
10
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 (b-II):
in which R
12
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 (b-I) as defined above, and
R
13
has one of the meanings of R
6
;
(&bgr;-3) a compound of the formula (B-3):
in which
R
14
is C
1
-C
10
alkyl, C
5
-C
12
cycloalkyl, C
1
-C
4
alkyl-substituted C
5
-C
12
cycloalkyl, phenyl or
C
1
-C
10
alkyl-substituted phenyl,
R
15
is C
3
-C
10
alkylene,
R
16
has one of the

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