Polychromophoric ultraviolet stabilizers and their use in organic compositions

Claim 2

An organic composition susceptible to ultraviolet light degradation stabilized against such degradation with a stabilizing amount of at least one polychromophoric compound having the formula: A--B--C--B--A wherein A is a member of the group consisting of benzoxazoles, benzothiazoles, benzotriazoles, benzimidazoles, and indoles having the structure ##STR11## wherein

Claim 3

X and Y are a carbon atom or a nitrogen atom; Z is an oxygen atom, a sulfur atom, a nitrogen atom, or a nitrogen atom containing a hydrogen atom or an unsubstituted or substituted lower alkyl group having 1 to 12 carbon atoms or an aryl group or substituted aryl group having 6 to 18 carbon atoms; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, phenyl, substituted phenyl, lower alkyl phenyl, alkoxy, amino, cyano, and carboxy; 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 Y substituent and the carbon atom attached to the B group connecting the heterocyclic aromatic A group with the aromatic C group, said B connecting group is attached to the benzenoid ring in the ortho, meta or para positions from the carbon atom connected to the Y substituent, said I substituents can all be one of the substituents listed above or different listed substituents; wherein B is a linking group connecting A and C and can be alkylene, arylene, carbonyloxy, oxycarbonylalkyleneoxy, oxycarbonyl, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, oxyalkylene, alkyleneoxyalkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, alkyloxyphosphinylidene, aryloxyphosphinylidene, oxy(alkyl)phosphinyloxy, aminocarbonyl, N-alkylaminocarbonyl, N-arylaminocarbonyl, aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N,N-dialkylaminocarbonyl, N-arylaminocarbonyl, N-alkylaminocarbonyl, N,N-diarylaminocarbonyl, amino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy, alkyleneaminoalkylene, aryleneaminoarylene, aryleneaminoalkylene and alkyleneaminoarylene; and wherein C is a hydroxybenzophenone group having the formula ##STR12## 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 the B connecting group is attached to the benzenoid ring in the ortho, meta or para position from the keto group of the benzophenone, and said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 4

X and Y are a carbon atom or a nitrogen atom; Z is an oxygen atom, a sulfur atom, a nitrogen atom, or a nitrogen atom containing a hydrogen atom or an unsubstituted or substituted lower alkyl group having 1 to 12 carbon atoms or an aryl group or substituted aryl group having 6 to 18 carbon atoms; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, phenyl, substituted phenyl, lower alkyl phenyl, alkoxy, amino, cyano, and carboxy; 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 Y substituent and the carbon atom attached to the B group connecting the heterocyclic aromatic A group with the aromatic C group, said B connecting group is attached to the benzenoid ring in the ortho, meta or para positions from the carbon atom connected to the Y substituent, said I substituents can all be one of the substituents listed above or different listed substituents; wherein B is a linking group connecting A and C and can be alkylene, arylene, carbonyloxy, oxycarbonylalkyleneoxy, oxycarbonyl, alkyleneoxycarbonyloxy, oxyalkylenecarbonyloxy, oxycarbonyloxy, alkyleneoxy, oxyalkylene, alkyleneoxyalkyleneoxy, thio, thioalkyleneoxy, sulfinyldioxy, oxy(alkoxy)phosphinooxy, alkyloxyphosphinylidene, aryloxyphosphinylidene, oxy(alkyl)phosphinyloxy, aminocarbonyl, N-alkylaminocarbonyl, N-arylaminocarbonyl, aminocarbonylalkyleneoxy, N-alkylaminocarbonylalkyleneoxy, N-arylaminocarbonylalkyleneoxy, aminocarbonylamino, N-alkylaminocarbonylamino, N,N-dialkylaminocarbonyl, N-arylaminocarbonyl, N-alkylaminocarbonyl, N,N-diarylaminocarbonyl, amino, N-alkylamino, N-arylamino, N-alkylaminoalkyleneoxy, N-arylaminoalkyleneoxy, oxyalkyleneoxy, oxyaryleneoxy, alkyleneaminoalkylene, aryleneaminoarylene, aryleneaminoalkylene and alkyleneaminoarylene; and wherein C is a hydroxybenzophenone group having the formula ##STR12## 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 the B connecting group is attached to the benzenoid ring in the ortho, meta or para position from the keto group of the benzophenone, and said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 5

An organic composition according to claim 1 wheren said polychromophoric compound has the formula: ##STR13## wherein E is a member selected from the group consisting of an alkylene group or cycloalkylene group containing 1 to 8 carbon atoms, carbonyl alkylene, alkylene carbonyl and F is oxygen, nitrogen or sulfur; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, amino, cyano, and carboxy; 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 FEF substituent, said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 6

An organic composition according to claim 2 wherein said polychromophoric compound has the formula: ##STR14## wherein E is a member selected from the group consisting of an alkylene group or cycloalkylene group containing 1 to 8 carbon atoms, carbonyl alkylene, alkylene carbonyl and F is oxygen, nitrogen, or sulfur; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, aryl, substituted aryl, lower alkylaryl, alkoxy, amino, substituted amino, cyano, and carboxy; I is the same as R 1 , R 2 , R 3 and R 4 and is present on all positions of the benzoid ring, except the carbon atom attached to the FEF substituent, said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 7

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR15##

Claim 8

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR16##

Claim 9

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR17##

Claim 10

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR18##

Claim 11

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR19##

Claim 12

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR20##

Claim 13

An organic composition according to claim 3 wherein sia polychromophoric compound has the formula: ##STR21##

Claim 14

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR22##

Claim 15

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR23##

Claim 16

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR24##

Claim 17

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR25##

Claim 18

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR26##

Claim 19

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR27##

Claim 20

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR28##

Claim 21

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR29##

Claim 22

An organic composition according to claim 3 wherein said polychromophoric compound has the formula: ##STR30##

Claim 23

An organic composition according to claim 1 wherein Z of sai polychromophoric compound is a nitrogen atom.

Claim 24

A composition of matter according to claim 20 wherein said polychromophoric compound has the formula: ##STR31## wherein E is a member selected from the group consisting of an alkylene group or cycloalkylene group containing 1 to 8 carbon atoms, carbonyl alkylene, alkylene carbonyl and F is oxygen, nitrogen or sulfur; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, phenyl, lower alkyl phenyl, alkoxy, amino, cyano, carboxy; 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 FEF substituent, said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 25

An organic composition according to claim 21 wherein said polychromophoric compound has the formula: ##STR32## wherein E is a member selected from the group consisting of an alkylene group or cycloalkylene group containing 1 to 8 carbon atoms, carbonyl alkylene, alkylene carbonyl and F is oxygen, nitrogen or sulfur; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, phenyl, lower alkyl phenyl, alkoxy, amino, cyano, carboxy; 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 FEF substituent, said I substituents can all be one of the substituents listed above or different listed substituents.

Claim 26

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR33##

Claim 27

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR34##

Claim 28

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR35##

Claim 29

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR36##

Claim 30

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR37##

Claim 31

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR38##

Claim 32

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR39##

Claim 33

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR40##

Claim 34

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR41##

Claim 35

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR42##

Claim 36

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR43##

Claim 37

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR44##

Claim 38

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR45##

Claim 39

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR46##

Claim 40

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR47##

Claim 41

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR48##

Claim 42

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR49##

Claim 43

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR50##

Claim 44

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR51##

Claim 45

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR52##

Claim 46

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR53##

Claim 47

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR54##

Claim 48

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR55##

Claim 49

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR56##

Claim 50

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR57##

Claim 51

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR58##

Claim 52

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR59##

Claim 53

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR60##

Claim 54

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR61##

Claim 55

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR62##

Claim 56

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR63##

Claim 57

An organic composition according to claim 22 wherein said polychromophoric compound has the formula: ##STR64##

Claim 58

An organic composition according to claim 24 wherein said polychromophoric compound has the formula: ##STR65## wherein E is a member selected from the group consisting of an alkyl group containing 1 to 8 carbon atoms, carbonyl alkylene, alkylene carbonyl and F is oxygen, nitrogen or sulfur; R 1 , r 2 , r 3 and R 4 are hydrogen, hydroxy, chloro, bromo, lower alkyl, cycloalkyl, phenyl, lower alkyl phenyl, alkoxy, amino, cyano, carboxy; 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 FEF substituent, said I substituents can also be one of the substituents listed above or different listed substituents.

Claim 59

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR66##

Claim 60

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR67##

Claim 61

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR68##

Claim 62

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR69##

Claim 63

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR70##

Claim 64

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR71##

Claim 65

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR72##

Claim 66

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR73##

Claim 67

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR74##

Claim 68

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR75##

Claim 69

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR76##

Claim 70

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR77##

Claim 71

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR78##

Claim 72

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR79##

Claim 73

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR80##

Claim 74

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR81##

Claim 75

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR82##

Claim 76

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR83##

Claim 77

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR84##

Claim 78

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR85##

Claim 79

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR86##

Claim 80

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR87##

Claim 81

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR88##

Claim 82

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR89##

Claim 83

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR90##

Claim 84

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR91##

Claim 85

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR92##

Claim 86

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR93##

Claim 87

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR94##

Claim 88

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR95##

Claim 89

An organic composition according to claim 55 wherein said polychromophoric compound has the formula: ##STR96##