Synthesis and Characterization of Chlorine-methoxy-diphenylquinoline (Cl-MO-DPQ) and Chlorine-methyl-diphenylquinoline (Cl-M-DPQ) Blue Emitting Organic Phosphors
ABSTRACT
New series of blue light emitting diphenylquinoline (DPQ) and its derivatives based on Chlorine-Methoxy (Cl-MO-DPQ) and Chlorine-Methyl (Cl-M-DPQ) were synthesized in Argon atmosphere at 140?C by Fried- lander condensation. These all samples were soluble in many organic solvents like Acetic acid, Formic acid, Dichloromethane etc. in different molar concentrations up to micro molar. It emits blue light in above sol- vents under UV source. All samples in different organic solvents were studied. Structural characterization was made by FTIR. Ultraviolet, fluorescence and excitation spectroscopy were used for analysis of photo physical properties. Thermal properties were characterized by TGA and SDTA. The derivatives Cl-MO-DPQ and Cl-M-DPQ show absorbance peaks in the range 264 - 370 nm and 264 - 338 nm respectively. In both the cases the emission spectra are in blue region. The TGA and SDTA studies show not only the DPQ but also it’s derivatives have good thermal stability even though they are low molecular weight organic compounds, which may in turn improve the stability and operating lifetime of the device. The physical and chemical properties of these polymers are useful as a blue emitting organic material for OLED’s.
New series of blue light emitting diphenylquinoline (DPQ) and its derivatives based on Chlorine-Methoxy (Cl-MO-DPQ) and Chlorine-Methyl (Cl-M-DPQ) were synthesized in Argon atmosphere at 140?C by Fried- lander condensation. These all samples were soluble in many organic solvents like Acetic acid, Formic acid, Dichloromethane etc. in different molar concentrations up to micro molar. It emits blue light in above sol- vents under UV source. All samples in different organic solvents were studied. Structural characterization was made by FTIR. Ultraviolet, fluorescence and excitation spectroscopy were used for analysis of photo physical properties. Thermal properties were characterized by TGA and SDTA. The derivatives Cl-MO-DPQ and Cl-M-DPQ show absorbance peaks in the range 264 - 370 nm and 264 - 338 nm respectively. In both the cases the emission spectra are in blue region. The TGA and SDTA studies show not only the DPQ but also it’s derivatives have good thermal stability even though they are low molecular weight organic compounds, which may in turn improve the stability and operating lifetime of the device. The physical and chemical properties of these polymers are useful as a blue emitting organic material for OLED’s.
Cite this paper
nullG. Zade, S. Dhoble, S. Raut and R. Pode, "Synthesis and Characterization of Chlorine-methoxy-diphenylquinoline (Cl-MO-DPQ) and Chlorine-methyl-diphenylquinoline (Cl-M-DPQ) Blue Emitting Organic Phosphors," Journal of Modern Physics, Vol. 2 No. 12, 2011, pp. 1523-1529. doi: 10.4236/jmp.2011.212184.
nullG. Zade, S. Dhoble, S. Raut and R. Pode, "Synthesis and Characterization of Chlorine-methoxy-diphenylquinoline (Cl-MO-DPQ) and Chlorine-methyl-diphenylquinoline (Cl-M-DPQ) Blue Emitting Organic Phosphors," Journal of Modern Physics, Vol. 2 No. 12, 2011, pp. 1523-1529. doi: 10.4236/jmp.2011.212184.
References
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[1] W. Zhang, B. Yang, P. Lu, M. Li, L. L. Tian and Y. G. Ma, “Optical and Electron-Deficient Properties of Poly [2, 7-(9, 9-Dihexylfluorene)-Co-Bi-Pyridine]: A Combined Experimental & Theoretical Study,” Synthetic Metals, Vol. 158, No. 5, 2008, pp. 194-199. doi:10.1016/j.synthmet.2007.12.017 [2] G. Y. Park and Y. Ha, “Red Phosphorescent Iridium (III) Complexes Containing 2, 3-Diphenylquinoline Derivatives for OLEDs,” Synthetic Metals, Vol. 158, No. 3-4, 2008, pp. 120-124. doi:10.1016/j.synthmet.2007.12.010 [3] L. Y. Chiang, J. W. Swirczewski, F. Lai and D. P. Goshorn, “New Chemistry to the Synthesis of Quinoline Oligomers ann a CVD Technique for High Temperature Conducting Thin Films,” Synthetic Metals, Vol. 41, No. 1-2, 1991, pp. 1425-1431. doi:10.1016/0379-6779(91)91870-G [4] J. A. Osaheni and S. A. Jenekhe, “Effects of Molecular Structure on the Electro Active & Optical Properties of Conjugated Rigid-Rod Poly (Benzobisazoles),” Chemis- try of Materials, Vol. 7, No. 4, 1995, pp. 672-682. doi:10.1021/cm00052a011 [5] C. Adachi, T. Tsutsui and S. Saito, “Blue Light-Emitting Organic Electroluminescent Devices,” Applied Physics Letters, Vol. 56, No. 9, 1990, pp. 799-801. doi:10.1063/1.103177 [6] Analytic Jena AG, Analytical Solutions, Manual of Spectord 50, Germany. http://www.analytikjenauk.co.uk/pdf/molecular%20spectroscopy/Specord%20series.pdf [7] Manual FTIR-8101 model SHIMADZU. http://www05.abb.com/global/scot/scot205.nsf/veritydisplay/75c6fbdb8c2e824085256cc4004bb1ad/$file/imz8557%20rev%201-2%20ft-ir%20reference%20manual.pdf [8] Manual PANalytical’s X1pert Research Diffractometer. http://www.panalytical.com/index.cfm?sid=76 [9] Manual METTLER STAR e-TGA/SDTA Spectrometer. http://www.docstoc.com/docs/57983272/Users-Guide-for-theMettler-TGAsDTA-851e [10] L. D. Lu and S. A. Jenekhe, “Poly (vinyl diphenylquinoline): A New pH-Tunable Light-Emitting and Charge- Transport Polymer Synthesized by a Simple Modification of Polystyrene,” Macromolecules, Vol. 34, No. 18, 2001, pp. 6249-6254. [11] J. Hou, L. Huo, C. He, C. Yang and Y. Li, “Synthesis and Absorption Spectra of Poly[3-(phenylenevinyl)thio-phene]s with Conjugated Side Chains,” Macromolecules, Vol. 39, No. 2, 2006, pp. 594-603. doi:10.1021/ma051883n [12] J. W. Nicholson, “The Chemistry of Polymers,” 3rd Edition, RSC Publication, London, 2006. [13] Z. Lu and J. Li, “Correlation between Average Melting Temperature and Glass Transition Temperature In Metallic Glasses,” Applied Physics Letters, Vol. 94, No. 6, 2009, pp. 061913-061914. doi:10.1063/1.3081028 [14] T. Egami, “Magnetic Amorphous Alloys: Physics and Technological Applications,” Reports on Progress in Physics, Vol. 47, No. 12, 1984, p. 1601. doi:10.1088/0034-4885/47/12/002