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US4495311A Expired / Lapsed US ⏱️ 0.0 years remaining

Degradable hydrocarbon polymers

Assignee: Princeton Polymer Laboratories Inc
•
Filing: 1974-03-07
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Granted: 1985-01-22
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Expires: 1994-03-07
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Abstract

Abstract A degradable composition is made from a polymer of a mono olefin having 2--3 carbon atoms or styrene and an additive comprising (1) a derivative of an organic compound of a metal which has at least two valence states and (2) a benzoyl derivative of an organic compound or a triazole.

Inventors

  • 👤 Donald E. Hudgin
  • 👤 Thomas Zawadzki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 05:37
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/09; C08K5/098; C08K5/0008; C08K5/0033; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475

Claims Analysis

Total Claims: 48
Claim 1
Independent Claim 162 words
A composition comprising a first component selected from the group consisting of chelates of a metal which is titanium or zirconium with a beta diketone, and a second component selected from the group consisting of (a) a benzoyl compound of the formula: ##STR3## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryl, and aryloxy and R 6 is selected from the group consisting of alkyl, aralkyl, aryl, aroyl benzoylphenyl, and pyridyl groups and such groups substituted with a member of the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, each of said components being present in an amount sufficient that the mixture thereof is more effective to decrease the time of degradation of a polymer of an olefin having having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 2
Dependent Claim 162 words
A composition comprising a first component selected from the group consisting of chelates of a metal which is titanium or zirconium with a beta diketone, and a second component selected from the group consisting of (a) a benzoyl compound of the formula: ##STR3## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryl, and aryloxy and R 6 is selected from the group consisting of alkyl, aralkyl, aryl, aroyl benzoylphenyl, and pyridyl groups and such groups substituted with a member of the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, each of said components being present in an amount sufficient that the mixture thereof is more effective to decrease the time of degradation of a polymer of an olefin having having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 3
Dependent Claim 12 words
A composition according to claim 1 wherein the second component is (a).
Claim 4
Dependent Claim 62 words
A composition according to claim 2 wherein at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydrogen and the rest are selected from the group consisting of hydrogen, lower alkyl, halogen, lower alkoxy, benzoyl and phenyl and R 6 is selected from the group consisting of lower alkyl, phenyl, halophenyl and phenoxy.
Claim 5
Dependent Claim 23 words
A composition according to claim 1 wherein the second component is a mono ketone and R 6 is lower alkyl, phenyl or halophenyl.
Claim 6
Dependent Claim 25 words
A composition according to claim 4 wherein each component is present in an amount of 5 to 95% of the total of the two components.
Claim 7
Dependent Claim 11 words
A composition according to claim 1 wherein the diketone is 2,4-pentanedione.
Claim 8
Dependent Claim 195 words
A polymeric composition having a controllable degradation rate in sunlight and air comprising (1) a polymer which is a member of the group consisting of polymer of an olefin having 2 to 3 carbon atoms and (2) a two component additive system, the first component of said additive being selected from the group consisting of chelates of a metal capable of existing in at least two valence states with a beta diketone, and the second component of the additive being selected from the group consisting of (a) a benzoyl compound of the formula: ##STR4## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryloxy, and aryl, and R 6 is selected from the group consisting of alkyl, aralkyl, aryl, aroyl benzoylphenyl, and pyridyl groups and such groups substituted with a substituent from the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, said additive system being present in an amount effective to decrease the time of degradation of the polymer than a corresponding amount of either member of the two component additive system by itself.
Claim 9
Dependent Claim 195 words
A polymeric composition having a controllable degradation rate in sunlight and air comprising (1) a polymer which is a member of the group consisting of polymer of an olefin having 2 to 3 carbon atoms and (2) a two component additive system, the first component of said additive being selected from the group consisting of chelates of a metal capable of existing in at least two valence states with a beta diketone, and the second component of the additive being selected from the group consisting of (a) a benzoyl compound of the formula: ##STR4## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryloxy, and aryl, and R 6 is selected from the group consisting of alkyl, aralkyl, aryl, aroyl benzoylphenyl, and pyridyl groups and such groups substituted with a substituent from the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, said additive system being present in an amount effective to decrease the time of degradation of the polymer than a corresponding amount of either member of the two component additive system by itself.
Claim 10
Dependent Claim 32 words
A polymer composition according to claim 7 wherein the metal of the first component is selected from the group consisting of iron, cobalt, nickel, chromium, titanium, vanadium, manganese, copper, zirconium and tin.
Claim 11
Dependent Claim 17 words
A polymeric composition according to claim 8 wherein the second component of the additive system is (a).
Claim 12
Dependent Claim 63 words
A polymeric composition according to claim 9 wherein at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydrogen and the rest are selected from the group consisting of hydrogen, lower alkyl, halogen, lower alkoxy, benzoyl and phenyl and R 6 is selected from the group consisting of lower alkyl, phenyl, halophenyl and phenoxy.
Claim 13
Dependent Claim 51 words
A composition according to claim 9 wherein the polymer is polyethylene, the two component additive system is present in an amount of 0.001-10% of the total of polymer and additive system and each component of the additive system is present in an amount of 5 to 95% of the additive system.
Claim 14
Dependent Claim 51 words
A composition according to claim 9 wherein the polymer is polypropylene, the two component additive system is present in an amount of 0.001-10% of the total of polymer and additive system and each component of the additive system is present in an amount of 5 to 95% of the additive system.
Claim 15
Dependent Claim 37 words
A polymer composition according to claim 7 wherein the metal of the first component is selected from the group consisting of iron, cobalt, nickel, chromium, titanium, vanadium, manganese, copper, zirconium and tin and the diketone is 2,4-pentanedione.
Claim 16
Dependent Claim 63 words
A polymeric composition according to claim 13 wherein at least two of R 1 , R 2 , R 3 , R 4 and R 5 are hydrogen and the rest are selected from the group consisting of hydrogen, lower alkyl, halogen, lower alkoxy, benzoyl and phenyl and R 6 is selected from the group consisting of lower alkyl, phenyl, halophenyl and phenoxy.
Claim 17
Dependent Claim 25 words
A composition according to claim 7 wherein the two component additive system is present in an amount of at least 1 ppm of the polymer.
Claim 18
Dependent Claim 26 words
A composition according to claim 15 wherein each component of the additive system is present in an amount of 5 to 95% of the additive system.
Claim 19
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is iron.
Claim 20
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is cobalt.
Claim 21
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is titanium.
Claim 22
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is zirconium.
Claim 23
Dependent Claim 11 words
A composition according to claim 1 wherein the metal is titanium.
Claim 24
Dependent Claim 11 words
A composition according to claim 1 wherein the metal is zirconium.
Claim 25
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is nickel.
Claim 26
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is chromium.
Claim 27
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is vanadium.
Claim 28
Dependent Claim 11 words
A composition according to claim 13 wherein the metal is tin.
Claim 29
Dependent Claim 11 words
A composition according to claim 7 wherein R 6 is pyridyl.
Claim 30
Dependent Claim 20 words
A composition according to claim 7 wherein the first and the second component is (a) and R 6 is pyridyl.
Claim 31
Dependent Claim 33 words
A composition according to claim 7 wherein carbon atoms and the metal of the first component is selected from the group consisting of iron, cobalt, nickel, titanium, vanadium, manganese, copper, zirconium and tin.
Claim 32
Dependent Claim 11 words
A composition according to claim 29 wherein the diketone is 2,4-pentanedione.
Claim 33
Dependent Claim 11 words
A composition according to claim 9 wherein the diketone is 2,4-pentanedione.
Claim 34
Dependent Claim 14 words
A composition according to claim 7 wherein the metal is titanium, zirconium or tin.
Claim 35
Dependent Claim 11 words
A composition according to claim 32 wherein the metal is titanium.
Claim 36
Dependent Claim 11 words
A composition according to claim 32 wherein the metal is zirconium.
Claim 37
Dependent Claim 11 words
A composition according to claim 32 wherein the metal is tin.
Claim 38
Dependent Claim 98 words
A polymeric composition having a controllable degradation rate in sunlight and air comprising a polymer of an olefin having 2 to 3 carbon atoms and a two component additive system, the first component of said additive being benzil and the second component of the additive being a chelate of a metal capable of existing in at least two valence states with a beta diketone, said additive system being present in an amount more effective to decrease the time of degradation of the polymer than a corresponding amount of either member of the two component additive system by itself.
Claim 39
Dependent Claim 98 words
A polymeric composition having a controllable degradation rate in sunlight and air comprising a polymer of an olefin having 2 to 3 carbon atoms and a two component additive system, the first component of said additive being benzil and the second component of the additive being a chelate of a metal capable of existing in at least two valence states with a beta diketone, said additive system being present in an amount more effective to decrease the time of degradation of the polymer than a corresponding amount of either member of the two component additive system by itself.
Claim 40
Dependent Claim 80 words
A composition comprising a first component which is benzil and a second component which is a chelate of a metal capable of existing in at least two valence states with a beta diketone, each of said components being present in an amount sufficient that the mixture thereof is more effective to increase photodegradation of a polymer of an olefin having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 41
Dependent Claim 80 words
A composition comprising a first component which is benzil and a second component which is a chelate of a metal capable of existing in at least two valence states with a beta diketone, each of said components being present in an amount sufficient that the mixture thereof is more effective to increase photodegradation of a polymer of an olefin having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 42
Dependent Claim 23 words
A composition according to claim 29 wherein the second component of the additive is (a) and R 6 is alkyl, aryl or benzoylphenyl.
Claim 43
Dependent Claim 13 words
A composition according to claim 38 wherein the metal is titanium or zirconium.
Claim 44
Dependent Claim 11 words
A composition according to claim 38 wherein the polymer is polyethylene.
Claim 45
Dependent Claim 11 words
A composition according to claim 38 wherein the polymer is polypropylene.
Claim 46
Dependent Claim 161 words
A composition comprising a first component selected from the group consisting of chelates of a metal capable of existing in at least two valence states with a beta diketone, and a second component selected from the group consisting of (a) a benzoyl compound of the formula: ##STR5## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 , and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryl, and aryloxy and R 6 is selected from the group consisting of a pyridyl group and such group substituted with a member of the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, each of said components being present in an amount sufficient that the mixture thereof is more effective to decrease the time of degradation of a polymer of an olefin having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 47
Dependent Claim 161 words
A composition comprising a first component selected from the group consisting of chelates of a metal capable of existing in at least two valence states with a beta diketone, and a second component selected from the group consisting of (a) a benzoyl compound of the formula: ##STR5## and (b) acetonaphthone where R 1 , R 2 , R 3 , R 4 , and R 5 are selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryl, and aryloxy and R 6 is selected from the group consisting of a pyridyl group and such group substituted with a member of the group consisting of halogen, alkyl, aryl, alkoxy, and aryloxy, each of said components being present in an amount sufficient that the mixture thereof is more effective to decrease the time of degradation of a polymer of an olefin having 2 to 3 carbon atoms than a corresponding amount of either member of the two component additive system by itself.
Claim 48
Dependent Claim 11 words
A composition according to claim 42 where R 6 is pyridyl.

References Cited (Backward Citations)

US3676401A Cited
US3759807A Cited
US3721560A Cited
BE770202A Cited
FR2109773A5 Cited
US3825627A Cited
US3888804A Cited
US3797690A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-22 1988-07-23 1989-01-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-22 1992-07-23 1993-01-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-22 1996-07-23 1997-01-22 $7700.00 Window Closed / Lapsed

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