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US3939115A Expired / Lapsed US ⏱️ 0.0 years remaining

Polychromophoric ultraviolet stabilizers and their use in organic compositions

Assignee: Eastman Kodak Co
•
Filing: 1974-10-02
•
Granted: 1976-02-17
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Expires: 1994-10-02
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Abstract

Abstract The invention relates to polychromophoric compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the polychromophoric 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 also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.

Inventors

  • 👤 Richard H. S. Wang
  • 👤 Gether Irick, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 18:21
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/02; C07D249/08; C07D263/00; C07D263/02; C07D263/30; C07D263/32; C07D271/00; C07D271/02; C07D271/10; C07D271/107; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3442; C08K5/3445; C08K5/3467; C08K5/3472; C08K5/35; C08K5/36; C08K5/45; C08K5/46; C08K5/47

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 328 words
An organic composition susceptible to ultraviolet degradation stabilized against such degradation with a stabilizing amount of a composition of matter comprising compounds having the formula: ##EQU2## wherein A is a group having the structure: ##SPC12## wherein R 1 , r 2 , r 3 , r 4 and R 5 are hydrogen, hydroxy, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, aryloxy, amino, substituted amino, cyano, carboalkoxy and the substituents R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 combined with the carbon atoms to which they are attached, are joined alkylene groups completing a carbocyclic ring, which ring can also be substituted with one or more of the substituents listed above for R 1 , R 2 , R 3 , R 4 and R 5 ; B is a heterocyclic group having the structures ##SPC13## wherein X and Y are a carbon atom, a carbon atom containing an alkyl group having 1 to 12 carbon atoms, a carbon atom containing an aryl group having 6 to 18 carbon atoms or a nitrogen atom; Z is an oxygen atom, a sulfur atom, or a nitrogen atom containing a hydrogen atom or a substituted or unsubstituted lower alkyl group having 1 to 12 carbon atoms; I is hydrogen, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, aryl-substituted-aryl, alkoxy, aryloxy, substituted amino and cyano, said I is present on all positions of the benzenoid ring, except the carbon atom attached to the heterocyclic ring and the carbon atom attached to the carbonyloxy or oxycarbonyl group, E is a substituted or unsubstituted alkylene and arylene and n is an integer from 1 to 6 wherein at least one of R 1 , R 5 or I ortho to the oxy of said carbonyloxy or oxycarbonyl group is hydrogen.
Claim 2
Dependent Claim 328 words
An organic composition susceptible to ultraviolet degradation stabilized against such degradation with a stabilizing amount of a composition of matter comprising compounds having the formula: ##EQU2## wherein A is a group having the structure: ##SPC12## wherein R 1 , r 2 , r 3 , r 4 and R 5 are hydrogen, hydroxy, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, aryloxy, amino, substituted amino, cyano, carboalkoxy and the substituents R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 combined with the carbon atoms to which they are attached, are joined alkylene groups completing a carbocyclic ring, which ring can also be substituted with one or more of the substituents listed above for R 1 , R 2 , R 3 , R 4 and R 5 ; B is a heterocyclic group having the structures ##SPC13## wherein X and Y are a carbon atom, a carbon atom containing an alkyl group having 1 to 12 carbon atoms, a carbon atom containing an aryl group having 6 to 18 carbon atoms or a nitrogen atom; Z is an oxygen atom, a sulfur atom, or a nitrogen atom containing a hydrogen atom or a substituted or unsubstituted lower alkyl group having 1 to 12 carbon atoms; I is hydrogen, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, aryl-substituted-aryl, alkoxy, aryloxy, substituted amino and cyano, said I is present on all positions of the benzenoid ring, except the carbon atom attached to the heterocyclic ring and the carbon atom attached to the carbonyloxy or oxycarbonyl group, E is a substituted or unsubstituted alkylene and arylene and n is an integer from 1 to 6 wherein at least one of R 1 , R 5 or I ortho to the oxy of said carbonyloxy or oxycarbonyl group is hydrogen.
Claim 3
Dependent Claim 277 words
An organic composition susceptible to ultraviolet degradation stabilized against such degradation with a stabilizing amount of a composition of matter according to claim 1 having the formula ##SPC14## R 1 , r 2 , r 3 , r 4 and R 5 are hydrogen, hydroxy, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, aryloxy, substituted amino, cyano, carboalkoxy and the substituents R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 combined with the carbon atoms to which they are attached, are joined alkylene groups completing a carbocyclic ring, which ring can also be substituted with one or more of the substituents listed above the R 1 , R 2 , R 3 , R 4 and R 5 ; D is carbonyloxy or oxycarbonyl; Z is an oxygen atom, a sulfur atom, or a nitrogen atom containing a hydrogen atom or a substituted or unsubstituted lower alkyl group having 1 to 12 carbon atoms; I is hydrogen, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, aryl-substituted-aryl, alkoxy, aryloxy, substituted amino and cyano, and I is present on all positions of the benzenoid ring, except the carbon atom attached to the heterocyclic ring and the carbon atom attached to the carbonyloxy or oxycarbonyl group, E is a substituted or unsubstituted alkylene and arylene and n is an integer from 1 to 6 wherein at least one of R 1 , R 5 or I ortho to the oxy of said carbonyloxy or oxycarbonyl group is hydrogen.
Claim 4
Dependent Claim 278 words
An organic composition susceptible to ultraviolet degradation stabilized against such degradation with a stabilizing amount of a composition of matter according to claim 1 having the formula ##SPC15## R 1 , r 2 , r 3 , r 4 , r 5 , and R 6 are hydrogen, hydroxy, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, aryloxy, amino, substituted amino, cyano, carboalkoxy, and the substituents R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 combined with the carbon atoms to which they are attached, are joined alkylene groups completing a carbocyclic ring, which ring can also be substituted with one or more of the substituents listed above for R 1 , R 2 , R 3 , R 4 , R 5 and R 6 ; D is carbonyloxy or oxycarbonyl; Z is an oxygen atom, a sulfur atom, or a nitrogen atom containing a hydrogen atom or a substituted or unsubstituted lower alkyl group having 1 to 12 carbon atoms; I is hydrogen, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted amino and cyano, said I is present on all positions of the benzenoid ring, except the carbon atom attached to the heterocyclic ring and the carbon atom attached to the carbonyloxy or oxycarbonyl group; E is a substituted or unsubstituted alkylene and arylene and n is an integer from 1 to 6 wherein at least one of R 1 , R 5 or I ortho to the oxy of said carbonyloxy or oxycarbonyl group is hydrogen.
Claim 5
Dependent Claim 277 words
An organic composition susceptible to ultraviolet degradation stabilized against such degradation with a stabilizing amount of a composition of matter according to claim 1 having the formula ##SPC16## R 1 , r 2 , r 3 , r 4 , r 5 and R 6 are hydrogen, hydroxy, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, aryloxy, amino, substituted amino, cyano, carboalkoxy, and the substituents R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 combined with the carbon atoms to which they are attached, are joined alkylene groups completing a carbocyclic ring, which ring can also be substituted with one or more of the substituents listed above for R 1 , R 2 , R 3 , R 4 , R 5 and R 6 ; D is carbonyloxy or oxycarbonyl; Z is an oxygen atom, a sulfur atom, or a nitrogen atom containing a hydrogen atom or a substituted or unsubstituted lower alkyl group having 1 to 12 carbon atoms; I is hydrogen, chloro, bromo, fluoro, lower alkyl, substituted lower alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted amino and cyano, said I is present on all positions of the benzenoid ring, except the carbon atom attached to the heterocyclic ring and the carbon atom attached to the carbonyloxy or oxycarbonyl group; E is a substituted or unsubstituted alkylene and arylene and n is an integer from 1 to 6 wherein at least one of R 1 , R 5 or I ortho to the oxy of said carbonyloxy or oxycarbonyl group is hydrogen.
Claim 6
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC17##
Claim 7
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC18##
Claim 8
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC19##
Claim 9
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC20##
Claim 10
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC21##
Claim 11
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC22##
Claim 12
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC23##
Claim 13
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC24##
Claim 14
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC25##
Claim 15
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC26##
Claim 16
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC27##
Claim 17
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC28##
Claim 18
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC29##
Claim 19
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC30##
Claim 20
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC31##
Claim 21
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC32##
Claim 22
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC33##
Claim 23
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC34##
Claim 24
Dependent Claim 18 words
An organic composition according to claim 2 containing a stabilizing amount of a compound having the formula: ##SPC35##
Claim 25
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC36##
Claim 26
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC37##
Claim 27
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC38##
Claim 28
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC39##
Claim 29
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC40##
Claim 30
Dependent Claim 18 words
An organic composition according to claim 3 containing a stabilizing amount of a compound having the formula: ##SPC41##
Claim 31
Dependent Claim 18 words
An organic composition according to claim 4 containing a stabilizing amount of a compound having the formula: ##SPC42##

References Cited (Backward Citations)

US3551443A Cited
US3660125A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-16 1979-08-18 1980-02-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-16 1983-08-18 1984-02-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-16 1987-08-18 1988-02-17 $7700.00 Window Closed / Lapsed

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