Use of benzotropolone derivatives as UV absorbers and antioxidants and their use in sunscreens and / or cosmetic compositions

摘要

Benzotropolone derivatives represented by the formula ** Formula ** wherein R2, R3, R4, R5 and R6 independently of each other are hydrogen; OH; C1-C30 alkyl, C2-C30 alkenyl, C1-C30 alkoxy, C3-C12 cycloalkyl or C1-C30 hydroxyalkyl, which may be substituted by one or more E and / or interrupted by one or more D; C6-C20 aryl, which may be substituted by one or more G: C4-C20 heteroaryl, which may be substituted by one or more G, C2-C18 alkenyl, C2-C18 alkynyl, C7-C25 aralkyl, CN, or -CO -R17; mono- or dialkylamino C1-C30; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; * - (CO) -NH- (CH2) n1- (PO) - (OR11) 2; - (CO) -O- (CH2) n1- (PO) - (OR11) 2; sulfate; sulphonate: phosphate; phosphonate; - (CH2) n2- [O- (SO2)] n3-OR11; -O- (CH2) n4 (CO) n5-R11; - (O) n6- (CH2) n7- (PO) - (OR9) 2; - (O) n6- (CH2) n7-SO2-OR9; halogen; organosilanil; organosiloxanil; or a sugar residue directly attached in a way a- or b- through the anomeric oxygen to the benzotropolone system or through a linear or branched alkylene, alkenylene, alkane or alkylene spacer (sugar- (CH2) n- (X1) 1 or 0-benzotropolone system, where n = 1-10 and X1 = -O-; - (CO) -; -O-CO-; -COO-, -NH-; -S-; -SO2-) ; R1, R7 and R8 independently of each other are hydrogen; C1-C12 alkyl or C3-C12 cycloalkyl, which may be substituted by one or more E and / or interrupted by one or more D; C6-C20 aryl, which may be substituted by one or more G; C4-C20 heteroaryl, which may be substituted by one or more G, C2-C18 alkenyl, C2-C18 alkynyl, C7-C25 aralkyl, or COOR9; COR9; CONR9R10; SO3R9; SO2R9; PO3 (R9) 2; PO2 (R9) 2; organosilanil; organosiloxanil; or a sugar residue directly attached in a way a- or b- through the anomeric oxygen to the benzotropolone system or through a linear or branched alkylene, alkenylene, alkane or alkylene spacer (sugar- (CH2) n- (X2) 1 or 0- *, where n = 1 -10 and X2 = -C ( = O) -; -O-CO- *): R9 and R10 independently of each are hydrogen; C1-C18 alkyl or C3-C12 cycloalkyl which may be substituted by one or more E and / or interrupted by one or more D; C6-C20 aryl, which may be substituted by one or more G; C4-C20 heteroaryl, which may be substituted by one or more G; organosilanil; organosiloxanil; or a sugar residue directly attached in a way a- or b- through the anomeric oxygen or through a linear or branched alkylene, alkenylene, alkane or alkylene spane (sugar- (CH2) n- *, where n = 1-10); or R9 and R10 together form a five or six member ring, R11 is hydrogen; or C1-C5 alkyl; n1, n2, n4 and n7 independently of each are a number from 1 to 5; n3, n5 and n6 independently of each are a 0; or 1; D is -CO-; -COO-; -S-; -SW-; -SO2-; -OR-; -NR14-; -SiR19R20-; -POR11-; -GR12 = CR13-; or -C≡C-; and E is -OR18; -SR18; -NR14R15; -NR14COR15; -COR17; -COOR16; -CONR14R15; -CN; halogen; or SO3R18; SO2R18; PO3 (R18) 2; PO2 (R18) 2; organosilanil; organosiloxanil; or a sugar residue directly attached in a way a- or b- through the anomeric oxygen or through a linear or branched alkylene, alkenylene, alkadiene or alkylene spane (sugar- (CH2) n- (X1) 1 or 0- *, where n = 1 -10 and X1 = -O-; -C ( = O) -; -O-CO-; -COO-; -NH-; -S-; -SO2-); G is E; C1-C18 alkyl, which is optionally interrupted by D; C1-C18 perfluoroalkyl; C1-C18 alkoxy, which is optionally substituted by E and / or interrupted by D; wherein R12, R13, R14 and R15 independently of each other are hydrogen; C6-C18 aryl which is optionally substituted by OH, C1-C18 alkyl or C1-C18 alkoxy; C1-C18 alkyl, which is optionally interrupted by -O-; or R14 and R15 together form a five or six member ring, R16 is hydrogen; C6-C18 aryl which is optionally substituted by OH, C1-C18 alkyl or C1-C18 alkoxy; C1-C18 alkyl which is optionally interrupted by -O-; R17 is H; C6-C18 aryl which is optionally substituted by OH, C1-C18 alkyl or C1-C18 alkoxy; or C1-C18 alkyl which is optionally interrupted by -O-; R18 is hydrogen; C6-C18 aryl, which is optionally substituted by OH, C1-C18 alkyl or C1-C18 alkoxy; C1-C18 alkyl, which is optionally interrupted by -O-; R19 and R20 independently of each other are hydrogen; C1-C18 alkyl; C6-C18 aryl which is optionally substituted by C1-C18 alkyl; and * means that this radical refers to the benzotropolone structural unit; for use in a method for the protection of human and animal skin against UV radiation.