US4035323A
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Stabilization of olefin polymers
Assignee: Phillips Petroleum Co
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Filing: 1975-08-06
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Granted: 1977-07-12
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Expires: 1995-08-06
Abstract
Abstract Homopolymers and copolymers of 1-olefins are protected against the deleterious effects of ulraviolet light by incorporating therein an additive system consisting of a piperidine derivative and a hydroxy-substituted phenyl benzoate in an amount sufficient to prevent such deterioration.
Inventors
- 👤 Ronald D. Mathis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 01:36
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
305 words
A polyolefin composition stabilized against ultraviolet degradation comprising a normally solid polymer of an aliphatic 1-olefin having from 2 to 8 carbon atoms per molecule having incorporated therein a stabilizing amount of a stabilizing system consisting essentially of: (A) a piperidine derivative selected from the group consisting of (1) compounds of the formula ##STR5## wherein Me is methyl, and R 1 and R 2 are individually selected from the group consisting of hydrogen and an alkyl member of 1 to 4 carbon atoms; (2) compounds of the formula ##STR6## wherein Me, R 1 and R 2 are as described above, and n is an integer having a value of 1 or 2, wherein when n is 1, R 3 is selected from the group consisting of hydrogen and an acyl member derived from an unsubtituted, saturated aliphatic monocarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic monocarboxylic acid having from 7 to 20 carbon atoms, when n is 2, R 3 is a diacyl member derived from a saturated, unsubstituted aliphatic dicarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic dicarboxylic acid having from 8 to 20 carbon atoms; and (3) compounds of the formula ##STR7## wherein Me, R 1 and R 2 are as defined above and R 4 is a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; (B) a hydroxy-substituted phenyl benzoate represented by the formula ##STR8## wherein each R 5 member is independently selected from the group consisting of halogen, an alkyl, alkoxy, cycloalkyl, cycloalkoxy, aryl or aryloxy member having up to 20 carbon atoms, x is an integer having a value of from 0 to 4 and y is an integer having a value of from 0 to 4.
Claim 2
Dependent Claim
305 words
A polyolefin composition stabilized against ultraviolet degradation comprising a normally solid polymer of an aliphatic 1-olefin having from 2 to 8 carbon atoms per molecule having incorporated therein a stabilizing amount of a stabilizing system consisting essentially of: (A) a piperidine derivative selected from the group consisting of (1) compounds of the formula ##STR5## wherein Me is methyl, and R 1 and R 2 are individually selected from the group consisting of hydrogen and an alkyl member of 1 to 4 carbon atoms; (2) compounds of the formula ##STR6## wherein Me, R 1 and R 2 are as described above, and n is an integer having a value of 1 or 2, wherein when n is 1, R 3 is selected from the group consisting of hydrogen and an acyl member derived from an unsubtituted, saturated aliphatic monocarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic monocarboxylic acid having from 7 to 20 carbon atoms, when n is 2, R 3 is a diacyl member derived from a saturated, unsubstituted aliphatic dicarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic dicarboxylic acid having from 8 to 20 carbon atoms; and (3) compounds of the formula ##STR7## wherein Me, R 1 and R 2 are as defined above and R 4 is a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; (B) a hydroxy-substituted phenyl benzoate represented by the formula ##STR8## wherein each R 5 member is independently selected from the group consisting of halogen, an alkyl, alkoxy, cycloalkyl, cycloalkoxy, aryl or aryloxy member having up to 20 carbon atoms, x is an integer having a value of from 0 to 4 and y is an integer having a value of from 0 to 4.
Claim 3
Dependent Claim
38 words
The composition of claim 1 wherein said compound (A) is present in an amount ranging from 0.05 to about 5 php and said compound (B) is present in an approximate amount ranging from 0.05 to about 5 php.
Claim 4
Dependent Claim
10 words
The composition of claim 1 wherein said polymer is polypropylene.
Claim 5
Dependent Claim
26 words
The composition of claim 1 wherein the weight ratio of said compound (A) to said compound (B) is in the approximate range of 10:1 to 1:10.
Claim 6
Dependent Claim
37 words
The composition of claim 1 wherein said compound (A) is present in an approximate amount ranging from 0.1 to 1.25 php and said compound (B) is present in an approximate amount ranging from 0.1 to 1.25 php.
Claim 7
Dependent Claim
20 words
The composition of claim 1 wherein said weight ratio of (A):(B) is in the approximate range of 3:1 to 1:3.
Claim 8
Dependent Claim
15 words
The composition of claim 1 having additionally incorporated therein (c) a hindered phenol heat stabilizer.
Claim 9
Dependent Claim
40 words
The composition of claim 7 wherein said compound (c) is present in an amount ranging from about 0.02 to about 1 php and wherein the weight ratio of (A+B) to (c) is in the approximate range of 100:1 to 2:1.
Claim 10
Dependent Claim
22 words
The composition of claim 7 wherein said compound (c) is present in an amount ranging from about 0.05 to about 0.5 php.
Claim 11
Dependent Claim
25 words
The composition of claim 7 wherein said compound (A) is bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, said compound (B) is 2,4-di-t-butylphenyl 3,5-di-t-butyl-4-hydroxybenzoate and said compound (C) is tris(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate.
Claim 12
Dependent Claim
26 words
The composition of claim 7 wherein said compound (A) is bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, said compound (B) is 2,4-di-t-butylphenyl 3,5-di-t-butyl-4-hydroxybenzoate and said compound (C) is octadecyl [3-(3,5-di-t-butyl-4-hydroxyphenyl)] propionate.
Claim 13
Dependent Claim
279 words
A stabilizer system for polymers consisting essentially of a mixture of: (A) a piperidine derivative selected from the group consisting of (1) compounds of the formula ##STR9## wherein Me is methyl, and R 1 and R 2 are individually selected from the group consisting of hydrogen and an alkyl member of 1 to 4 carbon atoms; (2) compounds of the formula ##STR10## wherein Me, R 1 and R 2 are as described above, and n is an integer having a value of 1 or 2, wherein when n is 1, R 3 is selected from the group consisting of hydrogen and an acyl member derived from an unsubstituted, saturated aliphatic monocarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic monocarboxylic acid having from 7 to 20 carbon atoms, when n is 2, R 3 is a diacyl member derived from a saturated, unsubstituted aliphatic dicarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic dicarboxylic acid having from 8 to 20 carbon atoms; and (3) compounds of the formula ##STR11## wherein Me, R 1 and R 2 are as defined above and R 4 is a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; and (B) a hydroxy-substituted phenyl benzoate represented by the formula ##STR12## wherein each R 5 member is independently selected from the group consisting of halogen, an alkyl, alkoxy, cycloalkyl, cycloalkoxy, aryl or aryloxy member having up to 20 carbon atoms, x is an integer having a value of from 0 to 4 and y is an integer having a value of from 0 to 4.
Claim 14
Dependent Claim
279 words
A stabilizer system for polymers consisting essentially of a mixture of: (A) a piperidine derivative selected from the group consisting of (1) compounds of the formula ##STR9## wherein Me is methyl, and R 1 and R 2 are individually selected from the group consisting of hydrogen and an alkyl member of 1 to 4 carbon atoms; (2) compounds of the formula ##STR10## wherein Me, R 1 and R 2 are as described above, and n is an integer having a value of 1 or 2, wherein when n is 1, R 3 is selected from the group consisting of hydrogen and an acyl member derived from an unsubstituted, saturated aliphatic monocarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic monocarboxylic acid having from 7 to 20 carbon atoms, when n is 2, R 3 is a diacyl member derived from a saturated, unsubstituted aliphatic dicarboxylic acid having from 6 to 20 carbon atoms or an unsubstituted or alkyl-substituted aromatic dicarboxylic acid having from 8 to 20 carbon atoms; and (3) compounds of the formula ##STR11## wherein Me, R 1 and R 2 are as defined above and R 4 is a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; and (B) a hydroxy-substituted phenyl benzoate represented by the formula ##STR12## wherein each R 5 member is independently selected from the group consisting of halogen, an alkyl, alkoxy, cycloalkyl, cycloalkoxy, aryl or aryloxy member having up to 20 carbon atoms, x is an integer having a value of from 0 to 4 and y is an integer having a value of from 0 to 4.
Claim 15
Dependent Claim
26 words
The system of claim 12 wherein the weight ratio of said compound (A) to said compound (B) is in the approximate range of 10:1 to 1:10.
Claim 16
Dependent Claim
26 words
The system of claim 12 wherein the weight ratio of said compound (A) to said compound (B) is in the approximate range of 3:1 to 1:3.
Claim 17
Dependent Claim
19 words
The system of claim 12 wherein said compound (A) is bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate and said compound (B) is 2,4-di-t-butylphenyl 3,5-di-t-butyl-4-hydroxybenzoate.
Claim 18
Dependent Claim
17 words
The system of claim 12 having additionally incorporated therewith (c) at least one hindered phenol heat stabilizer.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-07-11 | 1981-01-10 | 1981-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-11 | 1985-01-10 | 1985-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-11 | 1989-01-10 | 1989-07-12 | $7700.00 | Window Closed / Lapsed |