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
申请人:Hallstar Innovations Corp.
公开号:US10632096B2
公开(公告)日:2020-04-28
A method of quenching excited state energy from a photodegradable 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,
B1, B2, D1 and D2 are each independently selected from the group consisting of F, Cl, Br, I, CF3, CC13, NR33+, NO2, CN, C(═O)R4, C(═O)OR′, SO2R5, aryl, and —C═CHR6;
each m independently is 0, 1, 2, 3, or 4;
a is 0 or 1;
each R′ is independently selected from the group consisting of LI, 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.
一种淬灭光降解颜料激发态能量的方法,该颜料通过吸收波长在 290-800 纳米范围内的光而激发,该方法包括使颜料与具有式 (II) 或其盐类电子萃取基团的共轭熔融三环化合物反应:
其中:
A 选自 O、S、C═O、C═S 所组成的组、
B1、B2、D1 和 D2 各自独立地选自由 F、Cl、Br、I、CF3、CC13、NR33+、NO2、CN、C(═O)R4、C(═O)OR′、SO2R5、芳基和-C═CHR6 组成的组;
每个 m 独立地为 0、1、2、3 或 4;
a 是 0 或 1;
每个 R′独立地选自由 LI、烷基、烯基、炔基、环烷基、环烯基和芳基组成的组;
R2 选自由 H、烷基、环烷基、烯基、炔基和芳基组成的组;
每个 R3 独立选自由 H 和 C1-C6 烷基组成的组
每个 R4 独立地选自由 H、烷基、烯基、炔基、环烷基、环烯基和芳基组成的组;
每个 R5 独立地选自由 H、O、OH、NH2 和 Cl 组成的组;以及
每个 R6 独立地选自由烷基、烯基、炔基、环烷基、环烯基和芳基组成的组。