US4085089A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Benzotriazole ultraviolet stabilizing compounds and their use in organic compositions
Assignee: Eastman Chemical Co
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Filing: 1976-08-16
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Granted: 1978-04-18
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Expires: 1996-08-16
Abstract
Abstract The invention relates to bichromophoric benzotriazole 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
2026-10-28 19:20
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475
Claims Analysis
Total Claims: 53
Claim 1
Independent Claim
293 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, carboalkoxy 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 oxy, carbonyloxy, oxycarbonylalkyleneoxy, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, oxyalkylene, alkyleneoxyalkyleneoxy, oxyalkylenearylenealkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, carbonylamino, N-alkylcarbonylamino, N-arylcarbonylamino, aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy; 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.
Claim 2
Dependent Claim
293 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, carboalkoxy 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 oxy, carbonyloxy, oxycarbonylalkyleneoxy, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, oxyalkylene, alkyleneoxyalkyleneoxy, oxyalkylenearylenealkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, carbonylamino, N-alkylcarbonylamino, N-arylcarbonylamino, aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy; 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.
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 oxyalkylene.
Claim 10
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is alkyleneoxyalkyleneoxy.
Claim 11
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxyalkylenearylenealkyleneoxy.
Claim 12
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is thio.
Claim 13
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is thioalkyleneoxy.
Claim 14
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is sulfinyldioxy.
Claim 15
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxy(alkoxy)phosphinooxy.
Claim 16
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is carbonylamino.
Claim 17
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylcarbonylamino.
Claim 18
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-arylcarbonylamino.
Claim 19
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is aminocarbonylalkyleneoxy.
Claim 20
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminocarbonylalkyleneoxy.
Claim 21
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-arylaminocarbonylalkyleneoxy.
Claim 22
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is aminocarbonylamino.
Claim 23
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminocarbonylamino.
Claim 24
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is amino.
Claim 25
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylamino.
Claim 26
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-arylamino.
Claim 27
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-alkylaminoalkyleneoxy.
Claim 28
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is N-arylaminoalkyleneoxy.
Claim 29
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxyalkyleneoxy.
Claim 30
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxyaryleneoxy.
Claim 31
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxymethylene.
Claim 32
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is methyleneoxy.
Claim 33
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxymethyleneoxy.
Claim 34
Dependent Claim
14 words
An organic composition according to claim 1 wherein said B linking group is oxyethyleneoxy.
Claim 35
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR8##
Claim 36
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR9##
Claim 37
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR10##
Claim 38
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR11##
Claim 39
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR12##
Claim 40
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR13##
Claim 41
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR14##
Claim 42
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR15##
Claim 43
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR16##
Claim 44
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR17##
Claim 45
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR18##
Claim 46
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR19##
Claim 47
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR20##
Claim 48
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR21##
Claim 49
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR22##
Claim 50
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR23##
Claim 51
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR24##
Claim 52
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR25##
Claim 53
Dependent Claim
11 words
An organic composition according to claim 1 having the structure ##STR26##
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-17 | 1981-10-17 | 1982-04-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-17 | 1985-10-17 | 1986-04-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-17 | 1989-10-17 | 1990-04-18 | $7700.00 | Window Closed / Lapsed |