SYNTHESIS AND CHARACTERIZATION OF TETRA(P-DIMETHYLAMINOPHENYL)PORPHYRIN USING CONVENTIONAL AND MICROWAVE-ASSISTED ORGANIC SYNTHESIS (MAOS) METHOD

• Main Author: RIZKIA (NIM : 10510002) ; Pembimbing: Dr. Veinardi Suendo , Dr. Ciptati, MS, M.Sc, NISRINA
• Format: Final Project
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/19062
• Institution: Institut Teknologi Bandung

Porphyrins is a macromolecule which is interestingly to be developed because of their wide applications such as photosensitizer in solar cells, photodynamic therapy agents for cancer, catalyst and gas detection. Porphyrins is available abundantly in nature isolated from green plants. However, porphyrins also can be synthesized through organic synthesis. Hence, we focus on the synthesis of tetra(p-dimethylaminophenyl)porphyrin using conventional method by means reflux and Microwave-Assisted Organic Synthesis (MAOS) with p-dimethylaminobenzaldehide and pyrrole as precursors. Synthesis of porphyrin was required a lots of propionic acid as a catalyst in reflux method, which is one of its drawbacks. In addition, the separation process was also difficult to be conducted. Therefore, an alternative method was developed using microwave with silica gel as supporting phase and propionic acid as catalyst. By using microwave, the reaction will performed faster but using less acid as catalyst. UV-Vis absorption spectra of porphyrins compounds provide two major bands, namely strong Soret bands and weak Q bands. Beside that, porphyrins also provide red fluoerescence signal at around 600 nm. These are characteristics of porphyrins that can differ than other compounds. UV-Vis absorption spectrum of tetra(p-dimethylaminophenyl)porphyrin using reflux method give Soret band at 435 nm and three Q bands at 517,5; 570 and 657 nm, respectively. The emission band of tetra(p-dimethylaminophenyl)porphyrin was observed at 683 nm. UV-Vis absorption spectrum of tetra(p-dimethylaminophenyl)porphyrin that synthesized using microwave gives Soret band at 436,5 nm, while three Q bands at 525, 570 and 669 nm. In this case, the emission spectrum was observed at 686 nm. Based on the fact above, we can conclude that both methods provide the same compounds. Thus, both methods can be used to synthesis of tetra(p-dimethylaminophenyl)porphyrin. However, the microwave method was found to be more effective than reflux that provides shorter reaction time.