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US4020080A Expired / Lapsed US ⏱️ 0.0 years remaining

Oxadiazolylphenyl aromatic ester compounds and their use as ultraviolet stabilizer in organic compositions

Assignee: Eastman Kodak Co
•
Filing: 1974-07-01
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Granted: 1977-04-26
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Expires: 1994-07-01
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Abstract

Abstract The invention relates to oxadiazolylphenyl aromatic ester compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing an amount of a heterocyclic phenyl ester composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may be incorporated into the organic compositions such as polymers by adding to the polymer melt or dissolved in the polymer dope, coated on the exterior of the shaped or molded article, film or extruded fiber.

Inventors

  • 👤 Gether Irick, Jr.
  • 👤 Charles A. Kelly

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 18:58
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/64; C07D233/66; C07D233/68; C07D233/90; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12; C07D263/00; C07D263/02; C07D263/30; C07D263/32; C07D263/34; C07D271/00; C07D271/02; C07D271/10; C07D271/107; C07D277/00; C07D277/02; C07D277/20; C07D277/22; C07D277/30; C07D277/32; C07D277/56; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/135; C08; C08K; C08K5/00; C08K5/0008; C08K5/005; C08K5/16; C08K5/34; C08K5/35; Y; Y10; Y10S; Y10S524/00; Y10S524/925; Y10S524/929

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 224 words
A compound having the formula ##STR15## wherein A is a member of the group comprising members having the structure ##STR16## wherein X and Y are a nitrogen atom; Z is an oxygen atom; R 1 is hydrogen, chloro, bromo, lower alkyl, chloro substituted lower alkyl, cyclohexyl, phenyl, alkoxy containing 1 to 20 carbon atoms, cyano, dimethyl substituted amino and phenyl substituted with not more than two members of the group consisting of chloro, phenyl, cyano, lower alkyl, and alkoxy containing 1 to 20 carbon atoms; I is the same as R 1 and is present on all positions of the benzenoid ring, except the carbon atom attached to the Y substituent and the carbon atom attached to the carboxyl group connecting the heterocyclic aromatic A group with the aromatic B group, said carboxyl connecting group is attached to the benzenoid ring in either the meta or para position from the carbon atom connected to the Y substituent; and B is a group having the formula ##STR17## wherein at least one R 2 or R 6 is hydrogen and the other R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen, or not more than three members of the group consisting of lower alkyl, cyclohexyl, phenyl, phenyloxy, alkoxy containing 1 to 20 carbon atoms, hydroxy, nitrile, chloro and bromo.
Claim 2
Dependent Claim 224 words
A compound having the formula ##STR15## wherein A is a member of the group comprising members having the structure ##STR16## wherein X and Y are a nitrogen atom; Z is an oxygen atom; R 1 is hydrogen, chloro, bromo, lower alkyl, chloro substituted lower alkyl, cyclohexyl, phenyl, alkoxy containing 1 to 20 carbon atoms, cyano, dimethyl substituted amino and phenyl substituted with not more than two members of the group consisting of chloro, phenyl, cyano, lower alkyl, and alkoxy containing 1 to 20 carbon atoms; I is the same as R 1 and is present on all positions of the benzenoid ring, except the carbon atom attached to the Y substituent and the carbon atom attached to the carboxyl group connecting the heterocyclic aromatic A group with the aromatic B group, said carboxyl connecting group is attached to the benzenoid ring in either the meta or para position from the carbon atom connected to the Y substituent; and B is a group having the formula ##STR17## wherein at least one R 2 or R 6 is hydrogen and the other R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen, or not more than three members of the group consisting of lower alkyl, cyclohexyl, phenyl, phenyloxy, alkoxy containing 1 to 20 carbon atoms, hydroxy, nitrile, chloro and bromo.
Claim 3
Dependent Claim 117 words
A compound having the formula: ##STR18## wherein R 1 is hydrogen, chloro, bromo, lower alkyl, chlorine substituted lower alkyl, cyclohexyl, phenyl, alkoxy containing 1 to 20 carbon atoms, cyano, dimethyl substituted amino and phenyl substituted with not more than two members of the group consisting of chloro, phenyl, cyano, lower alkyl and alkoxy containing 1 to 20 carbon atoms; and at least one R 2 or R 6 is hydrogen and the other R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen, or not more than three members of the group consisting of lower alkyl, cyclohexyl, phenyl, phenyloxy, alkoxy containing 1 to 20 carbon atoms, hydroxy, nitrile, chloro, and bromo.
Claim 4
Dependent Claim 117 words
A compound having the formula: ##STR18## wherein R 1 is hydrogen, chloro, bromo, lower alkyl, chlorine substituted lower alkyl, cyclohexyl, phenyl, alkoxy containing 1 to 20 carbon atoms, cyano, dimethyl substituted amino and phenyl substituted with not more than two members of the group consisting of chloro, phenyl, cyano, lower alkyl and alkoxy containing 1 to 20 carbon atoms; and at least one R 2 or R 6 is hydrogen and the other R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen, or not more than three members of the group consisting of lower alkyl, cyclohexyl, phenyl, phenyloxy, alkoxy containing 1 to 20 carbon atoms, hydroxy, nitrile, chloro, and bromo.
Claim 5
Dependent Claim 51 words
A compound having the formula ##STR19## wherein R 1 is hydrogen, lower alkyl, lower alkyl substituted phenyl, or nitrile; and R 2 , R 3 , R 4 and R 5 are hydrogen, lower alkyl, alkoxy containing 1 to 20 carbon atoms, halogen, cyclohexyl, phenyl, nitrile, and R 6 is hydrogen.
Claim 6
Dependent Claim 51 words
A compound having the formula ##STR19## wherein R 1 is hydrogen, lower alkyl, lower alkyl substituted phenyl, or nitrile; and R 2 , R 3 , R 4 and R 5 are hydrogen, lower alkyl, alkoxy containing 1 to 20 carbon atoms, halogen, cyclohexyl, phenyl, nitrile, and R 6 is hydrogen.
Claim 7
Dependent Claim 51 words
A compound having the formula: ##STR20## wherein R 1 is hydrogen, lower alkyl, lower alkyl substituted phenyl, or nitrile; and R 2 , R 3 , R 4 and r 5 are hydrogen, lower alkyl, alkoxy containing 1 to 20 carbon atoms, halogen, cyclohexyl, phenyl, nitrile, and R 6 is hydrogen.
Claim 8
Dependent Claim 51 words
A compound having the formula: ##STR20## wherein R 1 is hydrogen, lower alkyl, lower alkyl substituted phenyl, or nitrile; and R 2 , R 3 , R 4 and r 5 are hydrogen, lower alkyl, alkoxy containing 1 to 20 carbon atoms, halogen, cyclohexyl, phenyl, nitrile, and R 6 is hydrogen.
Claim 9
Dependent Claim 8 words
A composition of matter having the formula: ##STR21##
Claim 10
Dependent Claim 8 words
A composition of matter having the formula: ##STR21##
Claim 11
Dependent Claim 8 words
A composition of matter having the formula: ##STR22##
Claim 12
Dependent Claim 8 words
A composition of matter having the formula: ##STR22##
Claim 13
Dependent Claim 7 words
A compositionof matter having the formula: ##STR23##
Claim 14
Dependent Claim 7 words
A compositionof matter having the formula: ##STR23##
Claim 15
Dependent Claim 8 words
A composition of matter having the formula: ##STR24##
Claim 16
Dependent Claim 8 words
A composition of matter having the formula: ##STR24##
Claim 17
Dependent Claim 8 words
A composition of matter having the formula: ##STR25##
Claim 18
Dependent Claim 8 words
A composition of matter having the formula: ##STR25##

References Cited (Backward Citations)

US2765304A Cited
US2741621A Cited
US3882138A Cited
US3864354A Cited
US3963738A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-25 1980-10-25 1981-04-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-25 1984-10-25 1985-04-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-25 1988-10-25 1989-04-26 $7700.00 Window Closed / Lapsed

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