Preparation And Properties Of Polysubstituted Porphyrins And Graphene-Metalloporphyrin Complexes

This dissertasion is mainly focused on finding new ways to synthesize functional porphyrins,and then charactering their properties,followed by exploring their application.The synthesized porphyrin derivatives included meso-tetrakis(p-cyanophenyl)porphyin,meso-tetrakis(p-carboxyphenyl)porphyrin,meso-tetraphenylporphyrin,5-(4-formylphenyl)-10,15,20-triphenyl porphyrin,5-(4-chloromethylphenyl)-10,15,20-triphenyl porphyrin,and their metal complexes of meso-5,10,15,20-tetrakis(p-chlorophenyl)porphyrin and tetrakis(4-dimethylaminophenyl)porphyrin.Furthermore,graphene-metal porphyrin composites were prepared via non-covalent bonding method.This dissertation is divided into four chapters.The first chapter mainly summarizes the introduction,methods,applications and structure of porphyrins and their metal complexes.Meanwhile,the structure,physicochemical properties,and synthesis methods of graphene,and the application of graphene porphyrin composites was also introduced.The second chapter mainly discusses the new method and characterization of the synthesis of meso-tetrakis(4-carboxyphenyl)porphyrin.Meso-tetrakis(p-cyanophenyl)porphyrin is firstly prepared,and then further hydrolyzed to obtain the purpose meso-carboxyphenyl porphyrin.The characterization and spectroscopic properties of meso-tetrakis(4-carboxyphenyl)porphyrins were investigated by IR,FL,UV-vis and 1HNMR.This method is convenient route to get meso-tetrakis(4-carboxyphenyl)porphyrin with high yield.The third chapter investigates the preparation and characterization of asymmetric monoformyl porphyrins.By alkylation with dichloromethane,mseo-tetraphenyl porphyrin(TPP)was selected to synthesize 5-(4-chloromethylphenyl)-10,15,20-triphenylorphyrin(Cl MPTPP)and 5-(4-formylphenyl)-10,15,20-phenylporphyrin(FPTPP).The comparison results of the UV-Vis,IR,FL,1HNMR of TPP,Cl MPTPP,and FPTPP indicated that the target product has been successfully synthesized.The fourth chapter mainly describes the preparation of metal porphyrins(MH2T(Cl)PP,M T(DMAP)P),graphene-metal porphyrin composites and characterization of metal porphyrins(MH2T(Cl)PP,M T(DMAP)P).Finally,through the UV-Vis,FL,XRD,IR,dispersion properties characterization of the composite material properties discussed and analyzed,we can see that each substituent metal porphyrin(MH2T(Cl)PP,MT(DMAP)P)loaded on graphene(GR)does not change the chemical properties of the graphene,they were linkd together by weak non-covalent π-π superposition.