两种取代酞菁锌的合成及其光物理性质的研究

文章采用熔融法合成了两种通过不同基团连接的邻苯二甲酰亚胺取代酞菁锌,四-β-(邻苯二甲酰亚胺丁氧基)酞菁锌(1)和四-β-(邻苯二甲酰亚胺甲基)酞菁锌(2).比较了两种不同的取代基连接方式对酞菁的电子吸收光谱、荧光光谱及荧光量子产率和产生单线态氧的能力的影响.结果表明:与无取代酞菁锌相比,四-β-(邻苯二甲酰亚胺丁氧基)酞菁锌(1)的电子光谱和荧光光谱的红移程度均大于四-β-(邻苯二甲酰亚胺甲基)酞菁锌(2).由于1的给电子能力比2强,两种锌酞菁的荧光量子产率(ΦF)的大小顺序为:1＞2,产生1O2的能力的大小顺序为:2＞1.

Synthesis and Photophysical Properties of Two Kinds of Substituted Phthalocyaninatozinc

Two kinds of substituted phthalocyaninatozinc, tetra-beta-phthalimidobutoxy phthalocyaninatozinc (1) and tetra-beta-phthalimidomethyl phthalocyaninatozinc (2), were synthesized by mix melting method, which bear the same phthalimide substituents but the linking of the substituents to the phthalocyanine ring is different. The substituent linking to the phthalocyanine ring is one methylene in ZnPc (2), while the substituents linking to the phthalocyanine ring is four methylenes and one ather in ZnPc (1), in which ather is near by phthalocyanine ring. The absorption and fluorescence spectra and the abilities of singlet oxygen generation of these two phthalocyanines were compared with respect to the effect of different linked fashions. The magnitude of the redshift of absorption and fluorescence spectra relative to unsubstituded ZnPc is greater for tetra-beta-phthalimidobutoxy phthalocyaninatozinc (1) than for tetra-beta-phthalimidomethyl phthalocyaninatozinc (2). This result is related to the presence of stronger electron donating peripheral substituents of ZnPc (1), with phiF of (1) is larger than that of (2) and the abilities of singlet oxygen generation of (1) is smaller than that of (2).