Patent ID: 6417150
Filing Date: 2002-07-09
Classification: C07D,C11D

Abstract:
A photochemical singlet oxygen generator having a Q-band maximum absorption wavelength of 660 nanometers or greater, having the formula: wherein M is a photoactive metal or non-metal, said metal or non-metal selected from the group consisting of Sn, Pt, Pd, Pb and mixtures thereof; R1, R2, R3, R4, R5, and R6 units are each independently selected from the group consisting of:a) hydrogen; b) halogen; c) hydroxy; d) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; e) halogen substituted C1-C22 alkyl, C3-C22 branched alkyl C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; f) polyhydroxyl substituted C3-C22 alkyl; g) C1-C22 alkoxy; h) branched alkoxy having the formula: â€ƒwherein Z is hydrogen, hydroxyl, C1-C30 alkyl, C1-C30 alkoxy, â€”CO2H, â€”OCH2CO2H, â€”SO3âˆ’M+, â€”OSO3âˆ’M+, â€”PO32âˆ’M, â€”OPO32âˆ’M, or mixtures thereof; M is a water soluble cation in sufficient amount to satisfy charge balance; x is 0 or 1, each y independently has the value from 0 to 6, each z independently has the value from 0 to 100; i) substituted aryl, unsubstituted aryl, or mixtures thereof; j) substituted alkylenearyl, unsubstituted alkylenearyl, or mixtures thereof; k) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; l) substituted oxyalkylenearyl, unsubstituted oxyalkylenearyl, or mixtures thereof; m) substituted alkyleneoxyaryl, unsubstituted alkyleneoxyaryl, or mixtures thereof; n) C1-C22 thioalkyl, C3-C22 branched thioalkyl, or mixtures thereof; o) an ester of the formula â€”CO2R9 wherein R9 is i) C1-C22 alkyl, C3-C22 branched alkyl, C2-Cs2 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; ii) halogen substituted C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; iii) polyhydroxyl substituted C3-C22 alkylene; iv) C3-C22 glycol; v) C1-C22 alkoxy; vi) C3-C22 branched alkoxy; vii) substituted aryl, unsubstituted aryl, or mixtures thereof; viii) substituted alkylenearyl, unsubstituted alkylenearyl, or mixtures thereof; ix) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; x) substituted oxyalkylenearyl, unsubstituted oxyalkylenearyl, or mixtures thereof; xi) substituted alkyleneoxyaryl, unsubstituted alkyleneoxyaryl, or mixtures thereof; p) an alkyleneamino unit of the formula: â€ƒwherein R10 and R11 are C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; R12 is: i) hydrogen; ii) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22, alkenyl, C3-C22 branched alkenyl, or mixtures thereof; â€ƒA is nitrogen or oxygen; X is chlorine, bromine, iodine, or other water soluble anion, v is 0 or 1, u is from 0 to 22; q) an amino unit of the formula: â€”NR17R18 â€ƒwherein R17 and R18 are C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; r) an alkylethyleneoxy unit of the formula: â€ƒâ€”(A)vâ€”(CH2)y(OCH2CH2)xZâ€ƒwherein Z is: i) hydrogen; ii) hydroxyl; iii) â€”CO2H; iv) â€”SO3âˆ’M+; v) â€”OSO3âˆ’M+; vi) C1-C6 alkoxy; vii) substituted aryl, unsubstituted aryl, or mixtures thereof; viii) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; ix) alkyleneanino; or mixtures thereof; â€ƒA is nitrogen or oxygen, M is a water soluble cation, v is 0 or 1, x is from 0 to 100, y is from 0 to 12; s) substituted siloxy of the formula: â€”OSiR19R20R21 â€ƒwherein each R19, R20, and R21 is independently i) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; ii) substituted aryl, unsubstituted aryl, or mixtures thereof; iii) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; iv) an alkylethyleneoxy unit of the formula: â€”(A)vâ€”(CH2)y(OCH2CH2)xZ; â€ƒwherein Z is: a) hydrogen; b) hydroxyl; c) â€”CO2H; d) â€”SO3âˆ’M+; e) â€”OSO3âˆ’M+; f) C1-C6 alkoxy; g) substituted aryl, unsubstituted aryl, or mixtures thereof; h) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; i) alkyleneamino; or mixtures thereof; â€ƒA is nitrogen or oxygen, M is a water soluble cation, v is 0 or 1, x is from 0 to 100, y is from 0 to 12; and mixtures thereof axial R units wherein each R is independently selected from the group consisting of:a) hydrogen; b) halogen; c) hydroxy; d) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; e) halogen substituted C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; f) polyhydroxyl substituted C3-C22 alkyl; g) C1-C22 alkoxy; h) branched alkoxy having the formula: â€ƒwherein Z is hydrogen, hydroxyl, C1-C30 alkyl, C1-C30 alkoxy, â€”CO2H, â€”OCH2CO2H, â€”SO3âˆ’M+, â€”OSO3âˆ’M+, â€”PO32âˆ’M, â€”OPO32âˆ’M, or mixtures thereof; M is a water soluble cation in sufficient amount to satisfy charge balance; x is 0 or 1, each y independently has the value from 0 to 6, each z independently has the value from 0 to 100; i) substituted aryl, unsubstituted aryl, or mixtures thereof; j) substituted alkylenearyl, unsubstituted alkylenearyl, or mixtures thereof; k) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; l) substituted oxyalkylenearyl, unsubstituted oxyalkylenearyl, or mixtures thereof, m) substituted alkyleneoxyaryl, unsubstituted alkyleneoxyaryl, or mixtures thereof; n) C1-C22 thioalkyl, C3-C22 branched thioalkyl, or mixtures thereof; o) a carboxylate of the formula: â€ƒwherein R9 is: i) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; ii) halogen substituted C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; iii) polyhydroxyl substituted C3-C22 alkylene; iv) C3-C22 glycol; v) C1-C22 alkoxy; vi) C3-C22 branched alkoxy; vii) substituted aryl, unsubstituted aryl, or mixtures thereof; viii) substituted alkylenearyl, unsubstituted alkylenearyl, or mixtures thereof; ix) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; x) substituted oxyalkylenearyl, unsubstituted oxyalkylenearyl, or mixtures thereof; xi) substituted alkyleneoxyaryl, unsubstituted alkyleneoxyaryl, or mixtures thereof; p) an alkyleneamino unit of the formula: â€ƒwherein R10 and R11 are C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; R12 is: i) hydrogen; ii) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; â€ƒA is nitrogen or oxygen; X is chlorine, bromine, iodine, or other water soluble anion, v is 0 or 1, u is from 0 to 22; q) an amino unit of the formula: â€”NR17R18 â€ƒwherein R17 and R18 are C1-C22 alkyl, C3-C22 branched alkyl, C2-C12 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; r) an alkylethyleneoxy unit of the formula: â€”(A)vâ€”(CH2)y(OCH2CH2)xZ â€ƒwherein Z is: i) hydrogen; ii) hydroxyl; iii) â€”CO2H; iv) â€”SO3âˆ’M+; v) â€”OSO3âˆ’M+; vi) C1-C6 alkoxy; vii) substituted aryl, unsubstituted aryl, or mixtures thereof; viii) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; ix) alkyleneamino; or mixtures thereof; â€ƒA is nitrogen or oxygen, M is a water soluble cation, v is 0 or 1, x is from 0 to 100, y is from 0 to 12; s) substituted siloxy of the formula: â€”OSiR19R20R21 â€ƒwherein each R19, R20, and R21 is independently i) C1-C22 alkyl, C3-C22 branched alkyl, C2-C22 alkenyl, C3-C22 branched alkenyl, or mixtures thereof; ii) substituted aryl, unsubstituted aryl, or mixtures thereof; iii) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; iv) an alkylethyleneoxy unit of the formula: â€”(A)vâ€”(CH2)y(OCH2CH2)xZ â€ƒwherein Z is: a) hydrogen; b) hydroxyl; c) â€”CO2H; d) â€”SO3âˆ’M+; e) â€”OSO3âˆ’M+; f) C1-C6 alkoxy; g) substituted aryl, unsubstituted aryl, or mixtures thereof; h) substituted aryloxy, unsubstituted aryloxy, or mixtures thereof; i) alkyleneamino; or mixtures thereof; â€ƒA is nitrogen or oxygen, M is a water soluble cation, v is 0 or 1, x is from 0 to 100, y is from 0 to 12; and mixtures thereof.