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US 5,310,771 AGranted
Polyolefin stabilization
AssigneePhillips Petroleum Company
InventorJohn P. Walters
Life of this patent
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Abstract
Homopolymers and copolymers of 1-olefins are stabilized against the effects of ultraviolet light degradation by contacting a polyolefin, a hindered amine, and a metal phosphonate. Optionally the stabilizing system contains a phenolic antioxidant, an organic phosphite, and a colorant.
Claims24
A polymer composition comprising:
- (a) polypropylene;
- (b) at least one hindered amine selected from the group represented by the following formulas:
- substituted di-melamine compounds represented by formula II, ##STR8## wherein R.sub.3 is hydrogen, an alkyl group containing 1 to 10 carbon atoms, or a cycloalkyl group containing 3 to 12 carbon atoms, R.sub.4 is a 1-alkylene piperazinone represented by formula A ##STR9## wherein X is an alkylene group containing 1 to 6 carbon atoms and Y is an alkyl group containing 1 to 6 carbon atoms;
- R.sub.5 and R.sub.6 are alkyl groups containing 1 to 6 carbon atoms or cycloalkyl groups containing 3 to 12 carbon atoms and can be the same or different, or can be taken together to form a single heterocyclic group containing 4 to 9 carbon atoms;
- substituted tri-melamine compounds represented by the formula III, ##STR10## wherein n is 1 to 4;
- R.sub.7, R.sub.8, R.sub.9, and R.sub.10 can be the same or different and are hydrogen, alkyl groups containing 1 to 6 carbon atoms, cycloalkyl groups containing 3 to 12 carbon atoms, and at least one R group is a 1-alkylene piperazinone represented by formula A above, wherein X is an alkylene group containing 1 to 6 carbon atoms and y is an alkyl group containing 1 to 6 carbon atoms;
- and
- ether-substituted dipiperidinyl malonate compounds represented by formula IV, ##STR11## wherein R.sub.11 is hydrogen or an alkyl group containing 1 to 6 carbon atoms;
- R.sub.12 ia an alkyl containing 1 to 6 carbon atoms;
- and
- R.sub.13 and R.sub.14 can be the same or different, and are hydrogen or an alkyl group containing 1 to 12 carbon atoms, or taken together to form a single cycloalkyl containing 3 to 20 carbon atoms;
- and
- (c) at least one metal phosphonate selected from the group represented by the formula V, ##STR12## wherein m is 1-3;
- R.sub.15 is an alkyl group having from 1 to 6 carbon atoms;
- R.sub.16 is hydrogen or an alkyl group having from 1 to 6 carbon atoms;
- R.sub.17 is an alkylene radical having from 1 to 4 carbon atoms;
- R.sub.18 is hydrogen or an alkyl having from 1 to 30 carbon atoms;
- and
- M is a metal selected from the group consisting of aluminum, barium, cadmium, calcium, chromium, cobalt, nickel, sodium, tin, and zinc;
- wherein said hindered amine and said metal phosphonate are present in an amount effective to provide ultraviolet stabilization.
17 more elements
A polymer composition comprising:
- (a) polypropylene
- (b) a hindered amine of the substituted di-melamine type represented by formula II, ##STR13## wherein R.sub.3 is hydrogen, 1-propyl, 2-octyl, or cyclohexyl;
- R.sub.4 is represented by formula A, wherein X is ethylene, propylene, or 1,1-dimethylethylene and Y is methyl;
- R.sub.5 and R.sub.6 can be the same or different, and are ethyl, butyl, or cyclohexyl groups or can be taken together to form a 1-piperidinyl group;
- (c) a metal phosphonate, nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate);
- and
- (d) a colorant selected from blue or red pigment;
- wherein said hindered amine and said metal phosphonate are present in an amount effective to provide ultraviolet stabilization.
5 more elements
A polymer composition comprising:
- (a) polypropylene
- (b) a hindered amine of the substituted tri-melamine type represented by formula III, ##STR14## wherein n=2 or 3;
- R.sub.7, R.sub.8, and R.sub.9 are cyclohexyl or hydrogen groups;
- R.sub.10 is a 1-alkylene piperazinone represented by formula A, wherein X is ethylene or 1,1-dimethylethylene and Y is methyl;
- (c) a metal phosphonate, nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate);
- and
- (d) a colorant selected from blue pigment
- wherein said hindered amine and said metal phosphonate are present in an amount effective to provide ultraviolet stabilization.
5 more elements
A polymer composition comprising:
- (a) polypropylene
- (b) a hindered amine of the ether-substituted dipiperidinyl malonate type represented by formula IV, ##STR15## wherein R.sub.11 is hydrogen, R.sub.12 is methyl;
- R.sub.13 is hydrogen, and R.sub.14 is a trimethylene group connecting two ether-substituted dipiperidinyl groups or a heptyl group. or
- R.sub.13 and R.sub.14 are taken together for form a cyclohexyl group or a 2,2,6,6-tetramethyl-4-piperidinyl group;
- (c) a metal phosphonate selected from nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate) or calcium bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylophosphonate);
- and
- (d) a colorant selected from blue, violet, orange, gray, red, or green pigment;
- wherein said hindered amine and said metal phosphonate are present in an amount effective to provide ultraviolet stabilization.
5 more elements
A polymer composition comprising:
- (a) polypropylene
- (b) a hindered amine of the ether-substituted dipiperidinyl malonate type represented by formula IV, ##STR16## wherein R.sub.11 is hydrogen, R.sub.12 is methyl;
- and
- R.sub.13 and R.sub.14 taken together form a cyclohexyl group or a 2,2,6,6-tetramethyl-4-piperidinyl group;
- and
- (c) a metal phosphonate selected from nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate) or calcium bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate);
- with the proviso that no colorant is present;
- wherein said hindered amine and said metal phosphonate are present in an amount effective to provide ultraviolet stabilization.
5 more elements
A polymer composition comprising:
- (a) a polypropylene;
- (b) a hindered amine of the substituted di-melamine type represented by formula II, ##STR17## wherein R.sub.3 is hydrogen, 1-propyl, 2-octyl, or cyclohexyl;
- R.sub.4 is a 1-alkylene piperazinone represented by formula A, wherein X is ethylene, propylene, or 1,1-dimethylethylene and Y is methyl, ##STR18## R.sub.5 and R.sub.6 can be the same or different and are ethyl, butyl or cyclohexyl groups or taken together to form a 1-piperidinyl group;
- (c) a metal phosphonate comprising nickel bis(O-ethyl-3,5-di-t-butyl-4-hydroxybenzylphosphonate);
- (d) a phenolic beat stabilizer comprising tris-(3,5-di-t-butyl-4-hydroxybenzyl)isocyanurate;
- (e) an organic diphosphite comprising bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite/0.5-1.2 percent triisopropanolamine;
- and
- (f) a colorant selected from blue and red pigments;
- wherein said hindered amine is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- said metal- phosphonate is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- and
- the weight ratio of said hindered amine to said metal phosphonate is in the range of from 0.2:1 to 5:1;
- said phenolic beat stabilizer is present in an amount in the range of from 0.05 to 0.5 weight percent of the weight of the total composition;
- said organic phosphite is present in an amount in the range of from 0.05 to 0.2 parts per hundred parts polymer;
- and
- said colorant is present in an amount in the range of from 0.01 to 2.5 weight percent of the weight of the total composition.
13 more elements
A polymer composition comprising:
- (a) polypropylene;
- (b) a hindered amine of the substituted tri-melamine type represented by the formula III, ##STR19## wherein n=2 or 3;
- R.sub.7, R.sub.8, and R.sub.9 individually are hydrogen or cyclohexyl;
- and
- R.sub.10 is a 1-alkylene piperazinone represented by formula A, wherein X is ethylene or 1,1-dimethylethylene and Y is methyl;
- ##STR20## (c) a metal phosphonate comprising nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate);
- (d) a phenolic heat stabilizer comprising tris-(3,5-di-t-butyl-4-hydroxybenzyl)isocynnurate;
- (e) an organic diphosphite comprising bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite/0.5-1.2 percent triisopropanolamine;
- and
- (f) a blue colorant;
- wherein said hindered amine is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- said metal phosphonate is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- and
- the weight ratio of said hindered amine to said metal phosphonate is in the range of from 0.2:1 to 5:1;
- said phenolic heat stabilizer is present in an amount in the range of from 0.05 to 0.5 weight percent based on the weight of the total composition;
- said organic phosphite is present in an amount in the range of from 0.05 to 0.2 parts per hundred parts polymer;
- and
- said colorant is present in an amount in the range of from 0.01 to 2.5 weight, percent based on the weight of the total composition.
15 more elements
A polymer composition comprising:
- (a) polypropylene;
- (b) a hindered amine of the ether-substituted dipiperidinyl malonate type represented by the formula IV, ##STR21## wherein R.sub.121 is hydrogen;
- R.sub.12 is methyl;
- and
- R.sub.13 is hydrogen and R.sub.14 is a heptyl group or R.sub.13 and R.sub.14 taken together are a cyclohexyl group or a piperidinyl group;
- (c) a metal phosphonate selected from calcium bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate) or nickel bis(O-ethyl-3,5,-di-t-butyl-4-hydroxybenzylphosphonate);
- (d) a phenolic heat stabilizer comprising tris-(3,5-di-t-butyl-4-hydroxybenzyl)isocyanurate;
- and
- (e) an organic diphosphite comprising bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite/0.5-1.2 percent triisopropanolamine;
- wherein said hindered amine is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- said metal phosphonate is present in an amount in the range of from 0.05 to 2 weight percent based on the weight of the total composition;
- and
- the weight ratio of said hindered amine to said metal phosphonate is in the range of from 0.2:1 to 5:1;
- said phenolic heat stabilizer is present in an amount in the range of from 0.05 to 0.5 weight percent based on the weight of the total composition;
- and
- said organic phosphite is present in an amount in the range of from 0.05 to 0.2 parts per hundred parts polymer.
13 more elements
Dependencies are inferred from the claim text.