SYNTHESIS STUDY OF COMPOUNDS 2,4,5-TRIFENILIMIDAZOL METHOD USING MICROWAVE ASSISTED ORGANIC SYNTHESIS (MAOS) AS PRECURSOR COMPOUNDS FOR ORGANIC LIGHT EMITTING DIODE (OLED)
The phenomenon of luminescence of organic compounds has been widely utilized. One of its utilizations is as OLED (Organic Light Emitting Diode) based devices. One of criterions of OLED compound is rigid conjugated organic molecules. In this study 2,4,5- triphenylimidazole was synthesized. The firs...
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| Format: | Final Project |
| Language: | Indonesia |
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| Online Access: | https://digilib.itb.ac.id/gdl/view/34519 |
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| Institution: | Institut Teknologi Bandung |
| Language: | Indonesia |
| Summary: | The phenomenon of luminescence of organic compounds has been widely utilized. One of its utilizations is as OLED (Organic Light Emitting Diode) based devices. One of criterions of OLED compound is rigid conjugated organic molecules. In this study 2,4,5- triphenylimidazole was synthesized. The first stage of synthesis is the synthesis of benzil (1) (bibenzoyl) produced from the solventless oxidation reaction of benzoin by atmospheric oxygen using MAOS (Microwave Assisted Organic Synthesis) method with alumina as solid support at irradiation power of 800 W for 5 minutes, at 76,4 °C with chemical yields of
99.18%. The synthesized benzil (1) has Rf value of 0.85 on TLC test using silica gel
60GF254 with n-hexane-ethyl acetate (2:1) as eluents, which is different from he Rf value of benzoin (0.69). The melting point of benzil (1) is 94-95 oC, and the FTIR spectrum showed the lost of -OH group peak at 3425.51 cm-1 and the strengthening of group C=O peak at
1672.25 cm-1. The 2,4,5-triphenylimidazole was synthesized from the reactions between benzil (1), benzaldehyde, ammonium acetate and acetic acid glacial by MAOS method at
irradiation power of 800 W for 9.6 minutes, at the average temperature of 83.4 °C with chemical yields of 69.04%. The 2,4,5-triphenylimidazole has Rf value of 0.68 on TLC test using silica gel 60GF254 with n-hexane-ethyl acetate (2:1) as eluents. The melting point of
2,4,5-triphenylimidazole is 267-268 oC and FTIR spectrum showed -NH group peak at
3038.53 cm-1 and C-N group peak at 1209.51 cm-1. Proton Nuclear Magnetic Resonance (1H- NMR) measurements of 2,4,5-triphenylimidazole showed a typical signal of -NH proton at
chemical shifts of 9.31 ppm and the phenyl protons in the chemical shifts range of 7.46 to
7.94 ppm. The maximum wavelength of the UV-Vis spectrum of 2,4,5-triphenylimidazole is
207, 224 and 300 nm, while its fluorescence spectrum using excitation wavelength of 350 nm showed the characteristic peak at 394 nm with the intensity of 3522 a.u., which is in the
region of blue fluorescence, therefore 2,4,5-triphenylimidazole has the potent to be applied as one of components of the emissive layer for OLED materials.
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