US 5,180,762 AGranted

Stabiliser composition for polypropylene, comprising triazine compounds containing piperidine groups, and metal compounds

AssigneeCiba-Geigy Corporation

InventorPaola Canova

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Abstract

The present invention relates to a stabiliser composition for polypropylene, comprising: A) one or more triazine compounds containing groups of the formula (I) in which R is hydrogen, C.sub.1 -C.sub.4 alkyl, O.cndot., OH, C.sub.1 -C.sub.8 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl or C.sub.1 -C.sub.8 acyl, and B) one or more oxides and hydroxides of Mg, Ca, Ba, Zn, Al and Sn, preferably Mg and Zn. ##STR1##

Claims11

Dependent claims

A stabiliser composition for polypropylene comprising

A)between 0.025 and 2% by weight, relative to the weight of the polypropylene, of one or more triazine compounds containing piperidine groups of the formula (I) ##STR45## in which R is hydrogen, C.sub.1 -C.sub.4 alkyl, O.cndot., OH, C.sub.1 -C.sub.8 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl or C.sub.1 -C.sub.8 acyl, selected from the group consisting of
a) compounds of the formula (II) ##STR46## in which R.sub.1 is as defined above for R;
X is --O-- or >N--R.sub.2 where
R.sub.2 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.4 alkyl substituted in the 2-, 3- or 4-position by OH, by C.sub.1 -C.sub.8 alkoxy, by di-(C.sub.1 -C.sub.4 alkyl)amino or by a 5- to 7-membered nitrogenous heterocyclic group with the free valency on the nitrogen atom, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl, tetrahydrofurfuryl or a group of the formula (III) ##STR47## where R.sub.3 is as defined for R;
or X is 1,4-piperazinediyl or a group of the formula (IVa) or (IVb) ##STR48## with R.sub.1 being as defined above and with the nitrogen atom substituted by the piperidyl group being bound to the triazine ring;
Y is one of the groups ##STR49## in which R.sub.1 and X are as defined above and R.sub.4, R.sub.5 and R.sub.6 which can be identical or different are as defined for R.sub.2 with the exception of the definition as a group of the formula (III), or they are C.sub.3 -C.sub.18 alkenyl or phenyl which is unsubstituted or mono-, di- or tri-substituted by C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;
or ##STR50## is a 5- to 7-membered nitrogenous heterocyclic group;
m is an integer from 1 to 6;
and, if m is 1, Z is as defined for Y;
and, if m is 2, Z is one of the groups of the formulae (Va)-(Vc) ##STR51## in which A.sub.1 and A.sub.2 which can be identical or different are --O-- or >N--R.sub.9 with R.sub.9 being hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (III);
R.sub.7 is C.sub.2 -C.sub.12 alkylene, cyclohexylene, cyclohexylenedimethylene, methylenedicyclohexylene, isopropylidenedicyclohexylene, phenylene, isopropylidenediphenylene, xylylene or C.sub.4 -C.sub.12 alkylene interrupted by 1, 2 or 3 oxygen atoms or by 1 or 2>N--R.sub.10 groups
where R.sub.10 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (III);
or, if A.sub.1 and A.sub.2 both are >N--R.sub.9, R.sub.10 can also be hydrogen, C.sub.1 -C.sub.8 acyl or (C.sub.1 -C.sub.8 alkoxy)-carbonyl;
or R.sub.7 or A.sub.1 R.sub.7 respectively are a group ##STR52## or a group ##STR53## R.sub.8 is C.sub.1 -C.sub.8 alkyl;
A.sub.3 is a direct bond or CH.sub.2
and n is zero, 1, 2 or 3;
and, if m is 3, Z is one of the groups of the formulae (VIa)-(VIe) ##STR54## in which A.sub.4, A.sub.5, A.sub.6, A.sub.8, A.sub.9 and A.sub.10 which can be identical or different are as defined above for A.sub.1 and A.sub.2 ;
and, if A.sub.8 and A.sub.9 both are --O--, A.sub.10 can also be a --CH.sub.2 O-- group;
R.sub.11, R.sub.12, R.sub.13 and R.sub.18 which can be identical or different are C.sub.2 -C.sub.6 alkylene;
p is zero or 1;
R.sub.14, R.sub.15, R.sub.16, R.sub.17 and R.sub.19 which can be identical or different are as defined above for R.sub.9 ;
A.sub.7 is a direct bond or --CH.sub.2 --
q, r and s which can be identical or different are integers from 2 to 6 and R.sub.20 is hydrogen or C.sub.1 -C.sub.8 alkyl;
and, if m is 4, Z is one of the groups of the formulae (VIIa)-(VIId) ##STR55## in which A.sub.11 is as defined above for A.sub.1 and A.sub.2 ;
R.sub.21, R.sub.22, R.sub.24 and R.sub.25 which can be identical or different are C.sub.2 -C.sub.6 alkylene;
t is zero or 1;
R.sub.23 and R.sub.26 which can be identical or different are as defined above for R.sub.9 ;
Y' is as defined for Y;
A.sub.12 is 2-hydroxytrimethylene, --CH.sub.2 CO--, xylylene, aliphatic or aromatic diacyl having not more than 12 carbon atoms, a group --COO(CH.sub.2).sub.4-6 OOC-- or a group of the formula (VIII) ##STR56## where Y' is as defined above;
and R.sub.27 is C.sub.4 -C.sub.12 alkanetetrayl;
and, if m is 5 or 6, Z is a group of the formula (IX) ##STR57## in which R.sub.28 and R.sub.31 which can be identical or different are as defined above for R.sub.9 ;
R.sub.29 and R.sub.30 which can be identical or different are C.sub.2 -C.sub.6 alkylene and u is 2 or 3;
and, if m is 6, Z is also a group of the formulae (Xa)-(Xc) ##STR58## with R.sub.23, R.sub.24, R.sub.25, R.sub.26, R.sub.28, R.sub.29, R.sub.30, R.sub.31 and A.sub.12 being as defined above;
b) oligomers having a molecular weight between 1,000 and 10,000 and containing recurring units of the formula (XI) ##STR59## in which Y" is as defined above for Y;
E.sub.1 and E.sub.3 which can be identical or different are groups of the formulae (Va)-(Vc);
E.sub.2 is as defined above for A.sub.12
and v is zero, 1, 2, 3 or 4, with the proviso that at least one group of the formula (III) must be present in each recurring unit of the formula (XI);
c) oligomers of the formula (XII) ##STR60## in which R.sub.32 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.1 -C.sub.8 acyl or (C.sub.1 -C.sub.8 alkoxy)-carbonyl;
E.sub.4 is a group of the formula (XIIIa) or (XIIIb) ##STR61## in which R.sub.34 is as defined above for R.sub.9
R.sub.35 is C.sub.2 -C.sub.12 alkylene, cyclohexylene, cyclohexylenedimethylene, methylenedicyclohexylene, xylylene or C.sub.4 -C.sub.12 alkylene interrupted by 1, 2 or 3 oxygen atoms or by a group >N--CH.sub.3 ;
R.sub.1 is as defined above and x is zero or 1;
R.sub.33 is OH, ONa, OK, C.sub.1 -C.sub.8 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.7 -C.sub.9 phenylalkoxy, C.sub.1 -C.sub.8 acyloxy, a group R.sub.32 -E.sub.4 - or a group of the formula (XIV) ##STR62## and w is a number from 1 to 20;
d) oligomers having a molecular weight between 1,000 and 10,000 and containing recurring units of the formula (XV) ##STR63## in which R.sub.1 is as defined above;
R.sub.36 is as defined above for R.sub.2 ;
R.sub.37 is hydrogen, C.sub.1 -C.sub.18 alkyl, a group of the formula (III) or a group of the formula (XVI) ##STR64## y is zero or 1 and E.sub.5 is as defined above for E.sub.2 or C.sub.2 -C.sub.6 alkylene, and
B)between 0.005 and 1% by weight, relative to the weight of the polypropylene, of one or more oxides and hydroxides of Mg, Ca, Ba, Zn, Al and Sn.

43 more elements

Dependencies are inferred from the claim text.

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Abstract

A stabiliser composition for polypropylene comprising

A)between 0.025 and 2% by weight, relative to the weight of the polypropylene, of one or more triazine compounds containing piperidine groups of the formula (I) ##STR45## in which R is hydrogen, C.sub.1 -C.sub.4 alkyl, O.cndot., OH, C.sub.1 -C.sub.8 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl or C.sub.1 -C.sub.8 acyl, selected from the group consisting of
a) compounds of the formula (II) ##STR46## in which R.sub.1 is as defined above for R;
X is --O-- or >N--R.sub.2 where
R.sub.2 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.4 alkyl substituted in the 2-, 3- or 4-position by OH, by C.sub.1 -C.sub.8 alkoxy, by di-(C.sub.1 -C.sub.4 alkyl)amino or by a 5- to 7-membered nitrogenous heterocyclic group with the free valency on the nitrogen atom, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl, tetrahydrofurfuryl or a group of the formula (III) ##STR47## where R.sub.3 is as defined for R;
or X is 1,4-piperazinediyl or a group of the formula (IVa) or (IVb) ##STR48## with R.sub.1 being as defined above and with the nitrogen atom substituted by the piperidyl group being bound to the triazine ring;
Y is one of the groups ##STR49## in which R.sub.1 and X are as defined above and R.sub.4, R.sub.5 and R.sub.6 which can be identical or different are as defined for R.sub.2 with the exception of the definition as a group of the formula (III), or they are C.sub.3 -C.sub.18 alkenyl or phenyl which is unsubstituted or mono-, di- or tri-substituted by C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;
or ##STR50## is a 5- to 7-membered nitrogenous heterocyclic group;
m is an integer from 1 to 6;
and, if m is 1, Z is as defined for Y;
and, if m is 2, Z is one of the groups of the formulae (Va)-(Vc) ##STR51## in which A.sub.1 and A.sub.2 which can be identical or different are --O-- or >N--R.sub.9 with R.sub.9 being hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (III);
R.sub.7 is C.sub.2 -C.sub.12 alkylene, cyclohexylene, cyclohexylenedimethylene, methylenedicyclohexylene, isopropylidenedicyclohexylene, phenylene, isopropylidenediphenylene, xylylene or C.sub.4 -C.sub.12 alkylene interrupted by 1, 2 or 3 oxygen atoms or by 1 or 2>N--R.sub.10 groups
where R.sub.10 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl or a group of the formula (III);
or, if A.sub.1 and A.sub.2 both are >N--R.sub.9, R.sub.10 can also be hydrogen, C.sub.1 -C.sub.8 acyl or (C.sub.1 -C.sub.8 alkoxy)-carbonyl;
or R.sub.7 or A.sub.1 R.sub.7 respectively are a group ##STR52## or a group ##STR53## R.sub.8 is C.sub.1 -C.sub.8 alkyl;
A.sub.3 is a direct bond or CH.sub.2
and n is zero, 1, 2 or 3;
and, if m is 3, Z is one of the groups of the formulae (VIa)-(VIe) ##STR54## in which A.sub.4, A.sub.5, A.sub.6, A.sub.8, A.sub.9 and A.sub.10 which can be identical or different are as defined above for A.sub.1 and A.sub.2 ;
and, if A.sub.8 and A.sub.9 both are --O--, A.sub.10 can also be a --CH.sub.2 O-- group;
R.sub.11, R.sub.12, R.sub.13 and R.sub.18 which can be identical or different are C.sub.2 -C.sub.6 alkylene;
p is zero or 1;
R.sub.14, R.sub.15, R.sub.16, R.sub.17 and R.sub.19 which can be identical or different are as defined above for R.sub.9 ;
A.sub.7 is a direct bond or --CH.sub.2 --
q, r and s which can be identical or different are integers from 2 to 6 and R.sub.20 is hydrogen or C.sub.1 -C.sub.8 alkyl;
and, if m is 4, Z is one of the groups of the formulae (VIIa)-(VIId) ##STR55## in which A.sub.11 is as defined above for A.sub.1 and A.sub.2 ;
R.sub.21, R.sub.22, R.sub.24 and R.sub.25 which can be identical or different are C.sub.2 -C.sub.6 alkylene;
t is zero or 1;
R.sub.23 and R.sub.26 which can be identical or different are as defined above for R.sub.9 ;
Y' is as defined for Y;
A.sub.12 is 2-hydroxytrimethylene, --CH.sub.2 CO--, xylylene, aliphatic or aromatic diacyl having not more than 12 carbon atoms, a group --COO(CH.sub.2).sub.4-6 OOC-- or a group of the formula (VIII) ##STR56## where Y' is as defined above;
and R.sub.27 is C.sub.4 -C.sub.12 alkanetetrayl;
and, if m is 5 or 6, Z is a group of the formula (IX) ##STR57## in which R.sub.28 and R.sub.31 which can be identical or different are as defined above for R.sub.9 ;
R.sub.29 and R.sub.30 which can be identical or different are C.sub.2 -C.sub.6 alkylene and u is 2 or 3;
and, if m is 6, Z is also a group of the formulae (Xa)-(Xc) ##STR58## with R.sub.23, R.sub.24, R.sub.25, R.sub.26, R.sub.28, R.sub.29, R.sub.30, R.sub.31 and A.sub.12 being as defined above;
b) oligomers having a molecular weight between 1,000 and 10,000 and containing recurring units of the formula (XI) ##STR59## in which Y" is as defined above for Y;
E.sub.1 and E.sub.3 which can be identical or different are groups of the formulae (Va)-(Vc);
E.sub.2 is as defined above for A.sub.12
and v is zero, 1, 2, 3 or 4, with the proviso that at least one group of the formula (III) must be present in each recurring unit of the formula (XI);
c) oligomers of the formula (XII) ##STR60## in which R.sub.32 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.1 -C.sub.8 acyl or (C.sub.1 -C.sub.8 alkoxy)-carbonyl;
E.sub.4 is a group of the formula (XIIIa) or (XIIIb) ##STR61## in which R.sub.34 is as defined above for R.sub.9
R.sub.35 is C.sub.2 -C.sub.12 alkylene, cyclohexylene, cyclohexylenedimethylene, methylenedicyclohexylene, xylylene or C.sub.4 -C.sub.12 alkylene interrupted by 1, 2 or 3 oxygen atoms or by a group >N--CH.sub.3 ;
R.sub.1 is as defined above and x is zero or 1;
R.sub.33 is OH, ONa, OK, C.sub.1 -C.sub.8 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.7 -C.sub.9 phenylalkoxy, C.sub.1 -C.sub.8 acyloxy, a group R.sub.32 -E.sub.4 - or a group of the formula (XIV) ##STR62## and w is a number from 1 to 20;
d) oligomers having a molecular weight between 1,000 and 10,000 and containing recurring units of the formula (XV) ##STR63## in which R.sub.1 is as defined above;
R.sub.36 is as defined above for R.sub.2 ;
R.sub.37 is hydrogen, C.sub.1 -C.sub.18 alkyl, a group of the formula (III) or a group of the formula (XVI) ##STR64## y is zero or 1 and E.sub.5 is as defined above for E.sub.2 or C.sub.2 -C.sub.6 alkylene, and
B)between 0.005 and 1% by weight, relative to the weight of the polypropylene, of one or more oxides and hydroxides of Mg, Ca, Ba, Zn, Al and Sn.

43 more elements