Faculty Publications
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Item Nonlinear optical studies of newly synthesized polythiophenes containing pyridine and 1,3,4-oxadiazole units(John Wiley and Sons Inc., 2009) Poornesh, P.; Hegde, P.K.; Manjunatha, M.G.; Umesh, G.; Vasudeva Adhikari, A.V.We report measurements of the third-order nonlinear optical properties of a newly synthesized thiophene- based copolymer. The nonlinear transmission measurements were performed on the copolymer dissolved in tetrahydrofuran by employing the single beam Z-scan technique. Q-switched laser output at 532-nm wavelength was used for this purpose. The nonlinear absorption coefficient, β, nonlinear refractive index, n2, and the real and imaginary parts of third-order susceptibility, x(3), were, 18.93 cm/GW, 3.037 x 10 -17 m2/W (1.022 x 10-10 esu), 1.512 x 10-20 m2/V2(-1.080 x 10 -12 esu) and 0.399 x 10-20 2m/V2 (0.285 x 10 -12 esu), respectively. The excited state absorption crosssection σexc, was found to be larger than the ground state absorption crosssection σg, indicating reverse saturable absorption (RSA) in the copolymer sample. The co- polymer exhibits an optical power limiting threshold of about 120 μJ and saturated output of less than 80 μJ. Hence, the copolymer seems to be a promising material for photonic device applications. © 2008 Society of Plastics Engineers.Item Trifluoromethyl-quinolin-yl-thio-propanohydrazide as an effective inhibitor of mild steel corrosion in HCl solution(2006) Ramesh Saliyan, V.; Vasudeva Adhikari, A.V.3-{[8-(trifluoromethyl)quinolin-4-yl]thio}propanohydrazide(TFQTPH) was synthesized, characterized and tested as a corrosion inhibitor for mild steel in 1 M HCl and 2 M HCl solution using different techniques: potentiodynamic polarization and electrochemical impedance spectroscopy (EIS). The results showed that TFQTPH is an excellent inhibitor for mild steel in acid medium. The inhibition was assumed to occur via adsorption of the inhibitor molecule on the metal surface. In the temperature range 20° to 60° C, the TFQTPH adsorption follows Langmuir isotherm model. The protection efficiency increased with increasing inhibitor concentration (10 to 500 ppm), even at higher temperature also, it recorded good inhibition efficiency. © 2006 SAEST.Item Z-scan and degenerate four wave mixing studies on newly synthesized copolymers containing alternating substituted thiophene and 1,3,4-oxadiazole units(2006) Kiran, A.J.; Udayakumar, D.; Chandrasekharan, K.; Vasudeva Adhikari, A.V.; Shashikala, H.D.The third-order nonlinear optical properties of newly synthesized copolymers containing alternating substituted thiophene and 1,3,4-oxadiazole units have been studied in DMF solution at 532 nm by using single beam Z-scan and degenerate four wave mixing techniques with nanosecond laser pulses. The variation of nonlinear response among the copolymers clearly indicates the dependence of ?(3) on donor and acceptor type of units present in the copolymers. The nonlinear refractive index, n2, of the investigated copolymers is found to be negative and the magnitude is as high as 10-10 esu. All samples exhibit strong reverse saturation absorption at the wavelength used and show good optical limiting of nanosecond pulses. The concentration dependence of n2 and the two-photon absorption coefficient (?) has been studied. © 2006 IOP Publishing Ltd.Item Synthesis and characterization of new light-emitting copolymers containing 3,4-dialkoxythiophenes(2006) Udayakumar, D.; Vasudeva Adhikari, A.V.We report the synthesis, optical and electrochemical properties of a new series of polyoxadiazoles (P1-P3) consisting of 3,4-dialkoxythiophene and 1,4-divinylbenzene units. The polymers are prepared using the precursor polyhydrazide route. The polymers have well defined structure and exhibit good thermal stability with the onset decomposition temperature in nitrogen at around 330 °C. The optical and charge-transporting properties of the polymers are investigated by UV-vis spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry. The UV-vis absorption spectra of polymers in solution showed a maximum at around 380 nm. The polymers depicted bluish-green fluorescence in solutions and green fluorescence in thin films. Cyclic voltammetry studies reveal that these copolymers have low-lying LUMO energy levels ranging from 3.25 to 3.31 eV and HOMO energy levels ranging from 5.48 to 5.56 eV, which indicated that the polymers are expected to provide enhanced charge-transporting (electron transport/hole blocking) properties for the development of efficient polymer light-emitting diodes (PLEDs). © 2006 Elsevier B.V. All rights reserved.Item Synthesis and characterization of fluorescent poly(oxadiazole)s containing 3,4-dialkoxythiophenes(Elsevier, 2007) Udayakumar, D.; Vasudeva Adhikari, A.V.We report the synthesis, optical and electrochemical details, and properties of three conjugated copolymers (P1-P3) consisting of alternate hole-transporting thiophene derivative and electron-transporting 1,3,4-oxadiazole units. The polymers are prepared using the precursor polyhydrazide route. The polymers have well defined structure and exhibit good thermal stability with the onset decomposition temperature in nitrogen at around 300 °C. All the polymers are soluble in organic solvents such as DMF, DMSO, NMP and in strong organic acids like trifluoroacetic acid. The optical and charge-transporting properties of the polymers are investigated by UV-visible spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry. The UV-visible absorption spectra of polymers in solution showed a maximum at around 400 nm. The polymers depicted green fluorescence both in solution and as thin films. Cyclic voltammetry studies reveal that these copolymers have low-lying LUMO energy levels ranging from -3.28 to -3.36 eV and high-lying HOMO energy levels ranging from -5.5 to -5.56 eV, which indicated that they may be promising candidates for electron-transporting or hole-blocking materials in light-emitting diodes. © 2006 Elsevier B.V. All rights reserved.Item Third-order nonlinear optical studies of newly synthesized polyoxadiazoles containing 3,4-dialkoxythiophenes(2006) Udayakumar, D.; John Kiran, A.; Vasudeva Adhikari, A.V.; Chandrasekharan, K.; Umesh, G.; Shashikala, H.D.The third-order nonlinear optical properties of newly synthesized soluble polyoxadiazoles containing 3,4-dialkoxythiophenes were investigated by using Z-scan and degenerate four-wave mixing (DFWM) techniques. The measurements were performed at 532 nm with 7 ns pulses from a Nd:YAG laser. We found a good agreement between the values of ?(3) determined from both the experiments. Z-scan results indicate a negative nonlinear refractive index, n2, whose magnitude is of the order of 10-10 esu for all the copolymers. The variation of nonlinear response among the copolymers clearly indicates the dependence of ?(3) on donor and acceptor type of units present in these copolymers. The copolymers exhibit strong reverse saturable absorption and good optical limiting properties at 532 nm. © 2006 Elsevier B.V. All rights reserved.Item Synthesis and characterization of novel conjugated copolymers containing 3,4-dialkoxythiophene and 1,3,4-oxadiazole units(2007) Udayakumar, D.; Vasudeva Adhikari, A.V.In this report we describe the synthesis, optical and electrochemical properties of new conjugated copolymers (P1-P4) based on 3,4-dialkoxythiophene and 1,3,4-oxadiazole units. The copolymers are prepared using the precursor polyhydrazide route. The chemical structures of the copolymers are confirmed using FTIR, NMR spectroscopy and CHNS analysis. The polymers exhibit good thermal stability with the onset decomposition temperature in nitrogen at around 300 °C. The optical and charge-transporting properties of the copolymers are investigated by UV-visible absorption spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry. The polymers depicted blue/green fluorescence under the irradiation of UV light. Cyclic voltammetry studies reveal that these copolymers have low-lying LUMO energy levels ranging from -3.28 to -3.32 eV and high-lying HOMO energy levels ranging from -5.26 to -5.62 eV, which indicated that they may be promising candidates for the fabrication of polymer light-emitting diodes. In addition, the copolymers showed good third-order non-linear optical properties. © 2007 Elsevier Ltd. All rights reserved.Item Synthesis and antimicrobial activities of some novel 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties(2007) Karabasanagouda, T.; Vasudeva Adhikari, A.V.; Shetty, N.S.Thirty one new 6-aryl-3-{(4-substituted phenoxy) methyl}-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles (6a-s) and 6-aryl-3-{(4-substituted phenoxy methyl}-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines (7a-l) have been synthesized from 4-thioalkyl phenols (1a-b) through a multi-step reaction sequence. Compounds 1a-b reacted with ethyl chloroacetate in presence of acetone and potassium carbonate to give ethyl [4-(thioalkyl) phenoxy] acetates (2a-b). Further, 2a was oxidized to [4-(methyl sulphonyl) phenoxy] acetate (2c) using hydrogen peroxide in acetic acid. Reactions of (2a-c) with hydrazine hydrate in alcoholic medium furnished 2-[4-thiosubstituted phenoxy] acetohydrazides (3a-b) and 2-[4-methyl sulphonyl phenoxy] acetohydrazide (3c) which on treatment with carbon disulphide and methanolic potassium hydroxide yielded corresponding potassium dithiocarbazates (4a-c). They were then converted to 4-amino-5-{(4-thioalkyl phenoxy) methyl}-4H-1,2,4-triazole-3-thiols (5a-b) and 4-amino-5-{(4-methyl sulphonyl phenoxy) methyl}-4H-1,2,4-triazole-3-thiol (5c) by refluxing them with aqueous hydrazine hydrate. The title compounds 6a-s were prepared by condensing 5a-c with various aromatic carboxylic acids in presence of phosphorus oxychloride. The intermediates 5a-c, on condensation with various substituted phenacyl bromides afforded a series of title compounds (7a-l). The structures of new compounds 2a-7l were established on the basis of their elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data. All the title compounds were subjected to in vitro antibacterial testing against four pathogenic strains and antifungal screening against three fungi. Preliminary results indicate that some of them exhibited promising activities and they deserve more consideration as potential antimicrobials. © 2006 Elsevier Masson SAS. All rights reserved.Item Synthesis and antimicrobial activities of some novel 1,3,4-oxadiazoles carrying alkylthio and alkylsulphonyl phenoxy moieties(2007) Karabasanagouda, T.; Vasudeva Adhikari, A.V.; Shetty, N.S.A series of new 2-[(4-alkylthio/alkylsulfonyl phenoxy) methyl]-5- substituted-1,3,4-oxadiazoles 4a-y, 5a-h) have been synthesized from 4-alkylthio phenol (1a-b) through a multi-step reaction sequence. Compounds 1a-b reacted with ethyl chloroacetate to give ethyl [4-(alkylthio) phenoxy] acetate (2a-b) which on oxidation yielded ethyl [4-(alkylsulfonyl)phenoxy]acetate (2c-d). They were readily converted to the corresponding hydrazides 3a-d, and then cyclized to the title compounds 2-{[4-(alkylthio/alkylsulfonyl) phenoxy] methyl}-5-aryl-1,3,4-oxadiazoles (4a-y) by condensing with aromatic carboxylic acids. Further, 3a-b, on condensation with carbon disulphide afforded the title compounds 2-{[4-(alkylthio) phenoxy]methyl}-1,3,4-oxadiazole-5-thiols(5a-b), which on alkylation yielded the title compounds 2-[(4-alkylthio phenoxy) methyl]-1,3,4-oxadiazole-5-alkyl thiols (5c-f), while with chloroacetic acid gave the target compounds 2-[(4-alkylthio phenoxy) methyl]-1,3,4-oxadiazole-5- thioacetic acid (5g-h). The structures of new compounds 4a-5h were established on the basis of their elemental analysis and IR, 1H NMR, 13C NMR MASS spectral data. All the title compounds were subjected to in vitro antibacterial testing against four pathogenic strains and antifungal screening against three fungi. Preliminary results indicate some of them exhibited promising activities and they deserve more consideration as potential antimicrobials. Copyright © Taylor & Francis Group, LLC.Item Synthesis and nonlinear optical characterization of copolymers containing alternating 3,4-dialkoxythiophene and 1,3,4-oxadiazolydbenzene units(2007) Udayakumar, D.; Kiran, A.J.; Vasudeva Adhikari, A.V.; Chandrasekharan, K.; Shashikala, H.D.We report the synthesis and linear and third-order nonlinear optical (NLP) characterization of two novel copolymers containing alternating 3,4-dialkoxythiophene and 1,4-bis(1,3,4-oxadiazolyl)benzene units. The copolymers were synthesized with a precursor polyhydrazide route. Both copolymers exhibited fluorescence around 430 nm under the irradiation of UV light. The NLO measurements were made with the single-beam Z-scan technique with Nd:YAG nanosecond laser pulses at 532 nm. The nonlinear refractive index of the investigated copolymers was negative, and the magnitude was as high as 10 -10 esu. The samples exhibited strong reverse saturation absorption and very good optical limiting properties at the wavelength used. The concentration dependence of third-order NLO parameters was studied. ©2007 Wiley Periodicals, Inc.
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