Synthesis And Photophysical Property Of Polymeric Nanoparticles Loaded With Dendritic Phthalocyanines

In this paper, hexafluorobisphenol A dendritic zinc phthalocyanine were synthesized, and their structure were characterized by IR,’HNMR, and ESI-MS, MALDI-TOF-MS mthods. The photophyscial properties of hexafluorobisphenol A zinc phthalocyanine was studied by UV/Vis and fluorescence spectroscopic methods. The results show that the maximum Q band of hexafluorobisphenol A substituent zinc phthalocyanine is at about 676 nm, the fluorescence emission peak was at about 685 nm and the singlet state lifetime was at 3.43 ns, and hexafluorobisphenol A zinc phthalocyanine mainly exists in the organic solvent as the form of monomer.Three anphiphilic block copolymer poly(ethyleneglycol)-block-polycaprolactone (MPEG(2000)-PCL(2000)s MPEG(2000)-PCL(4000^ MPEG(5000)-PCL(2000)) were selected as a carrier to load a series of silicon(IV) phthalocyanines bearing different Si-O band environments (hexadecanoic acid axially substituted silicon phthalocyanine(SiPc-A)-. dodecylbenzene sulfonic acid axially substituted silicon phthalocyanine(SiPc-B^ isoamylol axially substituted silicon phthalocyanine(SiPc-C)^ hexafluobisphenol A axially substituted silicon phthalocyanine(SiPc-D)、hexanoic acid axially substituted silicon phthalocyanine(SiPc-E)、ethylene glycol monomethyl ether axially substituted silicon phthalocyanine(SiPc-F)、Six amino caproic acid axially substituted silicon phthalocyanine(SiPc-G)、二-{3,5-二-[3,5-二-(3,5-二-(4-nitro benzyloxy)-benzyloxy]benzyloxy} silicon(IV) phthalocyanines(SiPc-H)and 二-[3,5-(二-4-cyano benzyloxy)] silicon(IV) phthalocyanines(SiPc-I). Some photophysical properties of these phthalocyanines were studied. As the formation of polymeric nanoparticles, UV/Vis absorbance, fluorescence intensity and fluorescent lifetime of polymer nanoparticles were obviously lower than correspongding free silicon(IV) phthalocyanine, it show that the change of physical properties mainly depends on the proportion of block copolymer hydrophilcity-hydrophobicity and silicon(IV) phthalocyanine Si-0 band environments and the branch conformation.Four anphiphilic block copolymer poly(ethyleneglycol)-block-polycaprolactone (MPEG(2000)-PCL(2000)、MPEG(2000)-PCL(4000)、MPEG(5000)-PCL(2000)、 MPEG(5000)-PCL(5000)) were selected as a carrier to load 1-2 generations poly(nitro aryl benzyl ether) axially substituted silicon phthalocyanine (G1-SiPc(CN)4、 G2-SiPc(CN)8)) and 1-2 generations poly(cyano aryl benzyl ether) periphery substituted phthalocyanine znic (G1-ZnPc(CN)8、G2-ZnPc(CN)16). With UV/Vis、fluorescence spectroscopic and the transient fluorescence spectrometry methods studying these photophysical properties. As the formation of polymeric nanoparticles, UV/Vis absorbance, fluorescence intensity and fluorescent life of polymer nanoparticles were obviously lower than free silicon(IV) phthalocyanine and phthalocyanine zinc, it shows the interaction exist between block copolymer and silicon(IV) phthalocyanine or phthalocyanine zinc. Using MPEG(2000)-PCL(4000) as carrier, the nanoparticles exhibited the highest drug load capacity and fluorescence intensity, as well as the longest lifetime. Therefore, MPEG(2000)-PCL(4000) was an excellent drug carrier.