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US4070337A Expired / Lapsed US ⏱️ 0.0 years remaining

Bichromophoric benzotriazole-styrene ultraviolet stabilizers and their use in organic compositions

Assignee: Eastman Chemical Co
•
Filing: 1976-08-16
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Granted: 1978-01-24
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Expires: 1996-08-16
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Abstract

Abstract The invention relates to bichromophoric benzotriazole-styrene 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 bichromophoric 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

  • 👤 Gether Irick, Jr.
  • 👤 Charles A. Kelly
  • 👤 James C. Martin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 01:58
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475; C07; C07D; C07D249/00; C07D249/16; C07D249/18; C07D249/20; C08L; C08L1/00; C08L1/08; C08L1/10; C08L1/14; C09; C09K; C09K15/00; C09K15/04; C09K15/30

Claims Analysis

Total Claims: 61
Claim 1
Independent Claim 322 words
An organic composition susceptible to ultraviolet light degradation stabilized against such degradation with a stabilizing amount of at least one bichromophoric compound having the formula: A--B--C wherein A is a group having the structure ##STR6## wherein R 1 , R 2 , R 3 and R 4 are hydrogen, chloro, bromo, lower alkyl, substituted lower alkyl, cyclohexyl, substituted cycloalkyl, phenyl, substituted aryl, lower alkylaryl, aryl-substituted-aryl, alkoxy, substituted amino, cyano, carboalkoxy, acetamido and the substituents R 1 and R 2 , R 2 and R 3 , and R 3 and R 4 , 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 and R 4 ; I is the same as R 1 , R 2 , R 3 and R 4 and 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 B group connecting the heterocyclic aromatic A group with the aromatic C group, wherein B is a linking group connecting A and C and is carbonyloxy, oxycarbonylalkyleneoxy, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, alkyleneoxyalkyleneoxy, oxyalkylenearylenealkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, carbonylamino, N-alkylcarbonylamino, N-arylcarbonylamino, aminocarbnylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy, oxy; and wherein C is a group having the formula ##STR7## where I is the same substituent as listed above and is present in all positions of the benzenoid rings except the carbon atom attached to the B group connecting the A and C moieties, and said I substituents can all be one of the substituents listed above or different listed substituents and R 5 is an alkyl group containing 1 to 20 carbon atoms or a hydroxyalkyl group or a substituted alkoxyalkyl group containing 1 to 20 carbon atoms.
Claim 2
Dependent Claim 322 words
An organic composition susceptible to ultraviolet light degradation stabilized against such degradation with a stabilizing amount of at least one bichromophoric compound having the formula: A--B--C wherein A is a group having the structure ##STR6## wherein R 1 , R 2 , R 3 and R 4 are hydrogen, chloro, bromo, lower alkyl, substituted lower alkyl, cyclohexyl, substituted cycloalkyl, phenyl, substituted aryl, lower alkylaryl, aryl-substituted-aryl, alkoxy, substituted amino, cyano, carboalkoxy, acetamido and the substituents R 1 and R 2 , R 2 and R 3 , and R 3 and R 4 , 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 and R 4 ; I is the same as R 1 , R 2 , R 3 and R 4 and 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 B group connecting the heterocyclic aromatic A group with the aromatic C group, wherein B is a linking group connecting A and C and is carbonyloxy, oxycarbonylalkyleneoxy, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, alkyleneoxyalkyleneoxy, oxyalkylenearylenealkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, carbonylamino, N-alkylcarbonylamino, N-arylcarbonylamino, aminocarbnylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy, oxy; and wherein C is a group having the formula ##STR7## where I is the same substituent as listed above and is present in all positions of the benzenoid rings except the carbon atom attached to the B group connecting the A and C moieties, and said I substituents can all be one of the substituents listed above or different listed substituents and R 5 is an alkyl group containing 1 to 20 carbon atoms or a hydroxyalkyl group or a substituted alkoxyalkyl group containing 1 to 20 carbon atoms.
Claim 3
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is carbonyloxy.
Claim 4
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxycarbonylalkyleneoxy.
Claim 5
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is alkyleneoxycarbonyloxy.
Claim 6
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxyalkylenecarbonyloxy.
Claim 7
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxycarbonyloxy.
Claim 8
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is alkyleneoxy.
Claim 9
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is alkyleneoxyalkyleneoxy.
Claim 10
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxyalkylenearylenealkyleneoxy.
Claim 11
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is thio.
Claim 12
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is thioalkyleneoxy.
Claim 13
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is sulfinyldioxy.
Claim 14
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxy(alkoxy)phosphinooxy.
Claim 15
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is carbonylamino.
Claim 16
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylcarbonylamino.
Claim 17
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-arylcarbonylamino.
Claim 18
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is aminocarbonylalkyleneoxy.
Claim 19
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminocarbonylalkyleneoxy.
Claim 20
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-arylaminocarbonylalkyleneoxy.
Claim 21
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is aminocarbonylamino.
Claim 22
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminocarbonylamino.
Claim 23
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylamino.
Claim 24
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-arylamino.
Claim 25
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminoalkyleneoxy.
Claim 26
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is N-arylaminoalkyleneoxy.
Claim 27
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxyalkyleneoxy.
Claim 28
Dependent Claim 14 words
An organic composition according to claim 1 wherein said B linking group is oxyaryleneoxy.
Claim 29
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR8##
Claim 30
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR9##
Claim 31
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR10##
Claim 32
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR11##
Claim 33
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR12##
Claim 34
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR13##
Claim 35
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR14##
Claim 36
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR15##
Claim 37
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR16##
Claim 38
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR17##
Claim 39
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR18##
Claim 40
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR19##
Claim 41
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR20##
Claim 42
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR21##
Claim 43
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR22##
Claim 44
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR23##
Claim 45
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR24##
Claim 46
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR25##
Claim 47
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR26##
Claim 48
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR27##
Claim 49
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR28##
Claim 50
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR29##
Claim 51
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR30##
Claim 52
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR31##
Claim 53
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR32##
Claim 54
Dependent Claim 15 words
An orgaic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR33##
Claim 55
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR34##
Claim 56
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR35##
Claim 57
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR36##
Claim 58
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR37##
Claim 59
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR38##
Claim 60
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR39##
Claim 61
Dependent Claim 15 words
An organic composition according to claim 1 wherein said bichromophoric compound has the formula: ##STR40##

References Cited (Backward Citations)

US3218332A Cited
US3573216A Cited
US3576003A Cited
US3404161A Cited
US3475341A Cited
US3981884A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-23 1981-07-25 1982-01-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-23 1985-07-25 1986-01-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-23 1989-07-25 1990-01-24 $7700.00 Window Closed / Lapsed

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