Method of quenching singlet and triplet excited states of photodegradable pigments, such as porphyrin compounds, particularly protoporphyrin IX, with conjugated fused tricyclic compounds having electron withdrawing groups, to reduce generation of singlet oxygen

• Main Authors: Hu, Shengkui, Bonda, Craig A
• Format: Patent
• Language: English
• Published: 28.04.2020
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; ADHESIVES; CHEMISTRY; DYES; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; LAKES; MEDICAL OR VETERINARY SCIENCE; METALLURGY; MISCELLANEOUS APPLICATIONS OF MATERIALS; MISCELLANEOUS COMPOSITIONS; MORDANTS; NATURAL RESINS; ORGANIC CHEMISTRY; ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES; PAINTS; POLISHES; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC USE OF COSMETICS OR SIMILAR TOILETPREPARATIONS

A method of quenching excited state energy from a pigment that has been excited by absorption of light having a wavelength in the wavelength range of 290-800 nm, comprising reacting a pigment with a conjugated fused tricyclic compound having electron withdrawing groups: of Formula (II) or a salt thereof: wherein: A is selected from the group consisting of O, S, C O, C S, and B1, B2, D1, and D2 are each independently selected from the group consisting of F, Cl, Br, I, CF3, CCl3, NR33+, NO2, CN, C( O)R4, C( O)OR1, SO2R5, aryl, and -C CHR6; each m independently is 0, 1, 2, 3, or 4; n is 0 or 1; each R1 is independently selected from the group consisting of H, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, and aryl; R2 is selected from the group consisting of H, alkyl, cycloalkyl, alkenyl, alkynyl, and aryl; each R3 is independently selected from the group consisting of H and C1-C6 alkyl; each R4 is independently selected from the group consisting of H, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, and aryl; each R5 is independently selected from the group consisting of H, O−, OH, NH2, and Cl; and, each R6 is independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, and aryl.