USE OF BENZOTROPOLONE DERIVATIVES AS UV ABSORBERS AND ANTIOXIDANTS AND THEIR USE IN SUNSCREENS AND/OR COSMETIC COMPOSITIONS
    1.
    发明申请
    USE OF BENZOTROPOLONE DERIVATIVES AS UV ABSORBERS AND ANTIOXIDANTS AND THEIR USE IN SUNSCREENS AND/OR COSMETIC COMPOSITIONS 审中-公开
    作为紫外线吸收剂和抗氧化剂的苯并吡喃酮衍生物的使用及其在SUNSCREENS和/或化妆品组合物中的应用

    公开(公告)号:WO2009156324A3

    公开(公告)日:2012-06-21

    申请号:PCT/EP2009057587

    申请日:2009-06-18

    Abstract: Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30al- kenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1C30hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substitu¬ ted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2- C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, CN, or -CO-R17; C1-C30mono- or dialkylamino; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; *-(CO)-NH-(CH2)n1-(PO)-(OR11)2; -(CO)-O-(CH2)n1-(PO)-(OR11)2; sulphate; 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; organosilanyl; organo- siloxanyl; or a sugar residue linked directly in an a- or ß-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH2)n-(X1)1 or 0 -benzotropolone system, wherein n = 1 -10 and X1 = -0-; -(CO)-; -0-C0-; -COO-, -NH-; -S-; -SO2-); R1, R7 and R8 independently of one another are hydrogen; C1C12alkyl or C3-C12-cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6- C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, or COOR9; COR9; CONR9R10; SO3R9; SO2R9; PO3(R9)2; PO2(R9)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an a- or ß-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n-(X2)1 or 0-*, wherein n = 1 -10 and X2 = -C(=0)-; -0-C0-*); R9 and R10 independently from each other are hydrogen; C1C18alkyl or C3-C12-cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C6- C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an a- or ß-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH2)n-*, wherein n = 1 -10); or R9 and R10 together form a five or six membered ring, R11 is hydrogen; or C1-C5alkyl; n1, n2, n4 and n7 independently from each other are a number from 1 to 5; n3, n5 and n6 independently from each other are a 0; or 1; D is -CO-; -COO-; -S-; -SO-; -SO2-; -O-; -NR14-; -S1R19R20-; -POR11-; -CR12=CR13-; or -C=C-; and E is -0R18; -SR18; -NR14R15; -NR14COR15; -C0R17; -COOR16; -CONR14R15; -CN; halogen; Or SO3R18; SO2R18; PO3(R18)2; PO2(R18)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an a- or ß-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar- (CH2)n-(X1)1 or 0-*, wherein n = 1 -10 and X1 = -0-; -C(=0)-; -0-C0-; -COO-; -NH-; -S-; -SO2-); G is E; C1-C18alkyl, which is optionally interrupted by D; C1-C18perfluoroalkyl; C1-C18alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R12, R13, R14 and R15 independently of each other are hydrogen; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by -O-; or Ri4 and Ri5 together form a five or six membered ring, Ri6 is hydrogen; C6-Ci8aryl which is optionally substituted by OH, C1-C18alkyl or d- C18alkoxy; C1-C18alkyl which is optionally interrupted by -O-; R17 is H; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; or d- C18alkyl which is optionally interrupted by -O-; R18 is hydrogen; C6-C18aryl, which is optionally substituted by OH, C1-C18alkyl or d- C18alkoxy; C1-C18alkyl, which is optionally interrupted by -O-; R19 and R20 independently of each other are hydrogen; C1-C18alkyl; C6-C18aryl which is optionally substituted by C1-C18alkyl; and R21 is C1-C18alkyl; or C6-C18aryl, which is substituted by C1-C18alkyl; * means, that this radical is directed to the benzotropolone moiety; for the protection of human and animal hair and skin against UV radiation.

    Abstract translation: 描述了苯佐龙醇及其衍生物,特别是式(1)的化合物的用途; 其中R2,R3,R4,R5和R6彼此独立地是氢; 哦; C 1 -C 30烷基,C 2 -C 30亚烯基,C 1 -C 30烷氧基,C 3 -C 12环烷基或C 1 -C 30羟烷基,其可以被一个或多个E取代和/或被一个或多个D中断; 可以被一个或多个G取代的C 6 -C 20芳基; 可以被一个或多个G,C 2 -C 18烯基,C 2 -C 18炔基,C 7 -C 25芳烷基,CN或-CO-R 17取代的C 4 -C 20杂芳基; C 1 -C 30单 - 或二烷基氨基; COR 9; COOR9; CONR9R10; CN; SO 2 R 9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; * - (CO)-NH-(CH 2)N 1 - (PO) - (OR 11)2; - (CO)-O-(CH 2)N 1 - (PO) - (OR 11)2; 硫酸盐; 磺酸盐; 磷酸盐; 膦酸盐; - (CH 2)N 2 - [O-(SO2)] N3-OR11; -O-(CH2)N4(CO)N5-R11; - (O)N 6 - (CH 2)N 7 - (PO) - (OR 9)2; - (O)N 6 - (CH 2)N7-SO2-OR 9; 卤素; organosilanyl; 有机硅氧烷基 或通过异头氧直接连接到苯佐洛酮系统或通过直链或支链亚烷基,亚烯基,链二烯或烷基三烯间隔物(糖 - (CH 2)n - (X1)1或O - 苯并异噻唑酮系统,其中n = 1-10且X1 = -0-; - (CO) - ; -O-C0-; -COO-,-NH-; -S-; -SO2-); R 1,R 7和R 8彼此独立地是氢; C 1 -C 12烷基或C 3 -C 12环烷基,其可以被一个或多个E取代和/或被一个或多个D中断; C 6 -C 20芳基,其可以被一个或多个G取代; 可以被一个或多个G,C 2 -C 18烯基,C 2 -C 18炔基,C 7 -C 25芳烷基或COOR 9取代的C 1 -C 20杂芳基; COR 9; CONR9R10; SO3R9; SO 2 R 9; PO3(R 9)2; PO2(R 9)2; organosilanyl; 有机硅氧烷; 或直链或α-支链的亚烷基,链烯二烯或三亚胺间隔基(糖 - (CH 2)n - (X 2)1或O - *,其中n = 1-10,X2 = -C(= O) - ; - O-C0- *); R9和R10彼此独立地是氢; 可以被一个或多个E取代和/或被一个或多个D中断的C 1 -C 18烷基或C 3 -C 12 - 环烷基; 可以被一个或多个G取代的C 6 -C 20芳基; 可以被一个或多个G取代的C 4 -C 20杂芳基; organosilanyl; 有机硅氧烷; 或通过端基异构体氧或经由直链或支链的亚烷基,亚烯基,链二烯或烷基三烯间隔物(糖 - (CH 2)n - ),其中n = 1-10)直接连接在α-或β-模式中的糖残基; 或R 9和R 10一起形成五元或六元环,R 11为氢; 或C 1 -C 5烷基; n1,n2,n4和n7彼此独立地为1至5的数; n3,n5和n6彼此独立地为0; 或1; D是-CO-; -COO-; -S-; -所以-; -SO2-; -O-; NR 14; -S1R19R20-; -POR11-; -CR12 = CR13-; 或-C = C-; E为-0R18; -SR18; -NR14R15; -NR14COR15; -C0R17; -COOR16; -CONR14R15; -CN; 卤素; 或SO3R18; SO2R18; PO3(R18)2; PO2(R18)2; organosilanyl; 有机硅氧烷; 或通过异头氧直接或通过直链或支链亚烷基,亚烯基,链二烯或烷三胺间隔基(糖 - (CH 2)n - (X1)1或0- *)直接连接在α-或β-模式上的糖残基,其中 n = 1-10且X1 = -0-; -C(= O) - ; - O-O-COO-; -NH-; -S-; -SO2-); G是E 任选地被D中断的C 1 -C 18烷基; C1-C18perfluoroalkyl; C1-C18烷氧基,其任选地被E取代和/或被D中断; 其中R 12,R 13,R 14和R 15彼此独立地是氢; 任选被OH,C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选地被-O-间隔的C 1 -C 18烷基; 或R 14和R 15一起形成五元或六元环,R 6为氢; 任选被OH,C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选被-O-间隔的C 1 -C 18烷基; R17为H; 任选被OH,C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 或任选被-O-中断的C 1 -C 18烷基; R18是氢; 任选被OH,C 1 -C 18烷基或C 1 -C 18烷氧基取代的C 6 -C 18芳基; 任选地被-O-间隔的C 1 -C 18烷基; R 19和R 20彼此独立地是氢; C1-C18烷基; 任选被C 1 -C 18烷基取代的C 6 -C 18芳基; 和R 21是C 1 -C 18烷基; 或被C 1 -C 18烷基取代的C 6 -C 18芳基; *表示该基团针对苯佐洛尔酮部分; 用于保护人和动物的头发和皮肤免受紫外线辐射。

    3.
    发明专利
    未知

    公开(公告)号:AT545450T

    公开(公告)日:2012-03-15

    申请号:AT08717244

    申请日:2008-02-29

    Applicant: BASF SE

    Abstract: The present invention relates to derivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogues which possess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule. These compounds are especially useful in cosmetical and dermatological formulations.

    6.
    发明专利
    未知

    公开(公告)号:AT527304T

    公开(公告)日:2011-10-15

    申请号:AT04735241

    申请日:2004-05-28

    Applicant: BASF SE

    Abstract: Polymeric photoinitiators of the formula I or II wherein n and m independently of one another are 3-5; o is 10-16; p is 4-8; R is phenyl-CO-CO-O-; Y and Y' independently of one another are C 1 -C 10 alkylene or -[(CH 2 ) a -O-(CH 2 ) b ] c - wherein a is 2-10, b is 0-10, c is 1-3; with the proviso that they are, however, at least 1 if the methylene group in question is between two oxygen atoms.

    9.
    发明专利
    未知

    公开(公告)号:BRPI0808437A2

    公开(公告)日:2014-07-29

    申请号:BRPI0808437

    申请日:2008-02-29

    Applicant: BASF SE

    Abstract: The present invention relates to derivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogues which possess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule. These compounds are especially useful in cosmetical and dermatological formulations.

    Antioxidantes similares a cumestano y absorbentes uv

    公开(公告)号:ES2381230T3

    公开(公告)日:2012-05-24

    申请号:ES08717244

    申请日:2008-02-29

    Applicant: BASF SE

    Abstract: Una composición estabilizada que comprende (a) un material orgánico sometido a la degradación mediante la exposición a la radiación UV y/o a los efectos deletéreos de los radicales, el cual se selecciona de Polímeros orgánicos naturales o sintéticos, formulaciones cosméticas, formulaciones farmacéuticas, productos alimenticios, y (b) una cantidad estabilizante efectiva de un compuesto de la fórmula general (I) en donde X es O, NH o NR15; R1, R2, R3 y R4 son independientemente uno del otro H, halógeno, hidroxi, alquilo C1-C24, alquilo C1-C24 que es sustituido por al menos un E y/o se interrumpe por al menos un D, perfluoroalquilo C1-C24, perfluoroarilo C6-C14, cicloalquilo C5-C12; cicloalquilo C5-C12 que es sustituido por G y/o se interrumpe por -S-, -O-, o -NR15-; -NR15R16; tioalquilo C1-C24; -PR17R18; cicloalcoxi C5-C12; cicloalcoxi C5-C12 que es sustituido por G; arilo C6-C24; arilo C6-C24 el cual se sustituye por G, alquilo C1-C24, cicloalquilo C5-C12, aralquilo C7-C25, perfluoroarilo C6-C14, o haloalquilo C1-C24 tal como perfluoroalquilo C1-C24; heteroarilo C2-C20; heteroarilo C2-C20 que es sustituido por G, alquilo C1-C24, cicloalquilo C5-C12, aralquilo C7-C25, perfluoroarilo C6-C14, o haloalquilo C1-C24 tal como perfluoroalquilo C1-C24; alquenilo C2-C24; alquinilo C2-C24; alcoxi C1-C24; alcoxi C1-C24 que es sustituido por al menos un E y/o se interrumpe por al menos un D; aralquilo C7-C25; aralquilo C7-C25, que es sustituido por G; aralcoxi C7-C25, aralcoxi C7-C25 que es sustituido por G; o -OCO-R19 o -CO-R19, o R1 y R2 juntos son un grupo en donde R5, R6, R7, R8, R9, R10, R11, R12, R13 y R14 son independientemente uno del otro H, halógeno, hidroxi, alquilo C1-C24, alquilo C1-C24 que es sustituido por al menos un E y/o se interrumpe por al menos un D, perfluoroalquilo C1-C24, perfluoroarilo C6-C14, especialmente pentafluorofenilo, cicloalquilo C5-C12, cicloalquilo C5-C12 que es sustituido por al menos un G y/o se interrumpe por al menos un S-, -O-, o -NR15-, cicloalcoxi C5-C12, cicloalcoxi C5-C12 que es sustituido por G, arilo C6-C24, arilo C6-C24 que es sustituido por al menos un G, heteroarilo C2-C20, heteroarilo C2-C20 que es sustituido por al menos un G, alquenilo C2-C24, alquinilo C2-C24, alcoxi C1-C24, alcoxi C1-C24 que es sustituido por al menos un E y/o se interrumpe por al menos un D, aralquilo C7-C25, aralquilo C7-C25, que es sustituido por al menos un G, aralcoxi C7-C25, aralcoxi C7-C25 que es sustituido por al menos un G, o son -CO-R19, D es -CO-; -COO-; -S-; -SO-; -SO2-; -O-; -NR15-; -POR17-; -CR20=CR21-; o -C:C-; E es -OR22; -SR22; -NR15R16; -[NR15R16R24]+Z-; -COR19; -COOR23; -CONR15R16; -CN; -N3; -OCOOR23; o halógeno; y G es E, o alquilo C1-C24, en donde R20, R21, R15, R16 y R24 son independientemente uno del otro H; arilo C6-C18; arilo C6-C18 que es sustituido por un alquilo C1-C24 y/o alcoxi C1-C24; alquilo C1-C24; o alquilo C1-C24 el cual se interrumpe por al menos un -O-; o R15 y R16 juntos forman un anillo de cinco o seis miembros, en particular Z es un equivalente de un anión, especialmente un anión cosméticamente aceptable tal como halógeno, preferiblemente Cl; R19 es H; arilo C6-C18; arilo C6-C18 que es sustituido por un alquilo C1-C24, hidroxi y/o alcoxi C1-C24; ariloxi C6-C18; ariloxi C6-C18 que es sustituido por un alquilo C1-C24, hidroxi y/o alcoxi C1-C24; alquilo C1-C24; o alquilo C1-C24 el cual 10 se interrumpe por al menos un -O-; alcoxi C1-C24; o alcoxi C1-C24 el cual se interrumpe por al menos un -O-; R22 y R23 son independientemente uno del otro H; arilo C6-C18; arilo C6-C18, que es sustituido por un alquilo C1-C24 o alcoxi C1-C24; alquilo C1-C24; o alquilo C1-C24 el cual se interrumpe por al menos un - O-; y R17 y R18 son independientemente uno del otro alquilo C1-C24, arilo C6-C18, o arilo C6-C18, que es sustituido por un alquilo C1-C24; R3 y/o R4 además puede ser un residuo mono-, di- u oligosacárido alfa- o beta-unido al sistema de anillo fenólico ya sea directamente o vía el oxígeno fenólico.

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