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US 6,586,519 B1Granted
Thioether substituted hydroxybenzophenones and stabilized compositions
AssigneeCiba Specialty Chemicals Corporation
InventorsJoseph Suhadolnik, Carmen Hendricks, Roger Meuwly
Life of this patent
Estimating the term…
Abstract
2-Hydroxybenzophenone derivatives substituted in the 4′-position by a thioether moiety exhibit enhanced absorption in the UV at longer wavelength. Compositions comprising organic material subject to actinic degradation are beneficially stabilized with such derivatives.
Claims18
A composition stabilized against actinic induced degradation which comprises
- (a) an organic material subject to actinic induced degradation, and
- (b) an effective stabilizing amount of a compound of formula I
- wherein
- n is 1 to 4,
- T is alkyl of 1 to 20 carbon atoms, alkyl of 2 to 12 carbon atoms substituted by hydroxyl, by alkoxy of 1 to 12 carbon atoms, by siloxysilyl group of formula IV, by alkanoyloxy of 2 to 12 carbon atoms, by alkenoyloxy of 3 to 12 carbon atoms or by halogen, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one or two alkyl of 1 to 4 carbon atoms or 1,1,2,2-tetrahydroperfluoroalkyl where the perfluoroalkyl moiety is of 6 to 16 carbon atoms,
- E1 is hydrogen or —OE2,
- E2 is hydrogen or alkyl of 1 to 18 carbon atoms,
- E3 is hydrogen or alkyl of 1 to 8 carbon atoms,
- E4 is hydrogen or hydroxyl,
- when n is 1, L is hydrogen, straight or branched chain alkyl of 1 to 20 carbon atoms, said alkyl substituted by alkoxycarbonyl of 2 to 20 carbon atoms, by carboxyl, by alkylcarbonyl of 2 to 20 carbon atoms, by alkenylcarbonyl of 3 to 18 carbon atoms, or by siloxysilyl group of formula IV, alkyl of 2 to 20 carbon atoms substituted by one or two hydroxyl, by alkoxy of 1 to 12 carbon atoms or by phenoxy, alkyl of 2 to 20 carbon atoms substituted by one hydroxyl and by alkoxy of 1 to 12 carbon atoms or by phenoxy, or alkyl of 2 to 20 carbon atoms substituted by alkanoyloxy of 2 to 20 carbon atoms or by alkenoyloxy of 3 to 20 carbon atoms, glycidyl, alkyl of 4 to 20 carbon atoms interrupted by one to six oxygen atoms, by one or two carbonyloxy or oxycarbonyl groups, or L is alkanoyl of 2 to 18 carbon atoms, alkenoyl of 3 to 18 carbon atoms, benzoyl, benzoyl substituted by one or two alkyl of 1 to 4 carbon atoms or a group of formula II or III
- where
- x is 0, 1 or 2,
- R1 is alkyl of 1 to 12 carbon atoms or cycloalkyl of 5 to 8 carbon atoms,
- R2 is sec- or tert-alkyl of 3 to 12 carbon atoms or cycloalkyl of 5 to 8 carbon atoms,
- L1 has the same meaning as L when n is 2,
- L2 is hydrogen or alkyl of 1 to 18 carbon atoms,
- when n is 2, L is straight or branched chain alkylene of 1 to 12 carbon atoms, alkylene of 3 to 12 carbon atoms substituted by hydroxyl, by alkoxy of 1 to 8 carbon atoms, by alkoxycarbonyl of 2 to 20 carbon atoms, by alkanoyloxy of 2 to 20 carbon atoms, by alkenoyloxy of 3 to 20 carbon atoms or by a siloxysilyl group of formula IV, or L is alkylene of 4 to 20 carbon atoms interrupted by one or two carbonyloxy or oxycarbonyl groups, alkylene of 4 to 20 carbon atoms interrupted by one to six oxygen atoms, o-xylylene, m-xylylene, p-xylylene, isophthaloyl, phthaloyl, terephthaloyl or a,balkanedioyl of 4 to 12 carbon atoms,
- when n is 3, L is straight or branched chain alkanetriyl of 3 to 12 carbon atoms, alkanetrioyl of 3 to 12 carbon atoms, trimellitoyl or alkanetriyl of 6 to 20 carbon atoms interrupted by three carbonyloxy or oxycarbonyl groups,
- when n is 4, L is straight or branched chain alkanetetrayl of 4 to 16 carbon atoms, alkanetetroyl of 4 to 16 carbon atoms, pyromellitoyl or alkanetetrayl of 8 to 24 carbon atoms interrupted by four carbonyloxy or oxycarbonyl groups, and
- where, when T or L is a group of formula IV,
- where
- a is 1-50,
- b is 0-50,
- c is 0-50,
- G1 is hydroxyl, alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 4 carbon atoms, cyclohexyl or —O—Si(G4)3,
- G2 is G4 or —O—Si(G4)3,
- G3 is a direct bond or a bivalent group of the formula —CnH2n—, —(CH2)nO—, —CH2CH(OH)CH2O— or —CH2CH(OH)CH2—O—(CH2)3— where n is 1 to 4,
- G4 is alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 4 carbon atoms, cyclohexyl or phenyl,
- G5 is alkyl of 1 to 18 carbon atoms, alkoxy of 1 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms or phenyl, and
- G6 is hydrogen, alkyl of 1 to 12 carbon atoms, cyclohexyl, phenyl or —Si(G4)3, or G1 and G6 are linked together to form a direct bond.
27 more elements
Dependencies are inferred from the claim text.