Synthesis, crystal growth and characterisation of novel NLO material: 4-Hydroxy benzaldehyde-N-methyl-4-stilbazolium tosylate

Lakshmanaperumal, C.K.; Arulchakkaravarthi, A.; Balamurugan, N. B.; Santhanaraghavan, P.; Ramasamy, P.

doi:10.1016/j.jcrysgro.2003.12.011

Cited by 24 publications

(20 citation statements)

References 5 publications

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“…[1][2][3][4][5] From a literature review we know that a generally popular approach towards NLO materials is to synthesize those compounds that have extended conjugated systems with donor and acceptor groups. However, the mentioned approach will not be affected if the compound crystallizes in a centrosymmetric space group, since the second-order NLO effect requires a noncentrosymmetric structure of the bulk materials.…”

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confidence: 99%

Synthesis and Crystal Structure of 2-[(E)-2-(4-Ethoxyphenyl)ethenyl]-1-methylpyridinium 4-methylbenzenesulfonate monohydrate

Chanawanno

Chantrapromma

Fun

2009

X-ray Structure Analysis Online

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Non-linear optics (NLO) has been recognized for several decades as being a promising field with important applications in the domain of opto-electronics and photonics. [1][2][3][4][5] From a literature review we know that a generally popular approach towards NLO materials is to synthesize those compounds that have extended conjugated systems with donor and acceptor groups. However, the mentioned approach will not be affected if the compound crystallizes in a centrosymmetric space group, since the second-order NLO effect requires a noncentrosymmetric structure of the bulk materials. Compounds that are likely to exhibit large values of molecular hyperpolarizability (b) have to have polarizable electrons (conjugated p system) spread over a large distance. 6 Among the known organic NLO materials, ionic chromophores generate much interest because of their large b and easy tunability; thus, by changing the counter anion it is possible to crystallize into noncentrosymmetric structures.7 Styryl pyridinium derivatives are considered to be good conjugated p-systems.In continuation of our on-going research on nonlinear optical materials, 8,9 the title compound (I) ( Fig. 1 and Fig. 2) was synthesized and its X-ray structure was determined in order to obtain detailed information about the molecular packing. However, compound (I) crystallizes in the centrosymmetric monoclinic space group P21/c, and doesn't exhibit second-order12 in hot methanol (50 ml) was mixed with 0.20 g (0.72 mmol) of silver(I) 4-methylbenzenesulfonate in hot methanol (60 ml). The mixture turned yellow and cloudy immediately. After stirring for 30 min, the precipitate of silver iodide was filtered, and the filtrate X-ray Structure Analysis Online The structure of the title compound, C16H18ON + ·C7H7SO3 -·H2O, was synthesized and structurally characterized by singlecrystal X-ray diffraction. The crystal belongs to a monoclinic system with the P21/c space group and cell parameters a = 9.7518 (6) . In the molecular structure, the cation is slightly twisted, and exists in an E configuration. The anion is inclined to the cation with dihedral angles between the benzene ring of the anion and pyridinium and benzene rings of the cation being 89.1(3) and 83.8(3)˚, respectively. In the crystal packing, the cations and anions are individually arranged alternatively into chains along the c-axis, with the cation chains being stacked along the b-axis. The cations, anions and water molecules are interconnected into a 3D network by O-H·O hydrogen bonds and weak C-H·O interactions. Measurements; Bruker APEX2 CCD diffractometer Program system: Apex2 10 Structure determination; direct method (SHELXTL) 11 Re nement: full-matrix least-squares CCDC 714619 Synthesis and Crystal Structure of 2-[(E)-2-(4-Ethoxyphenyl

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confidence: 99%

Synthesis and Crystal Structure of 2-[(E)-2-(4-Ethoxyphenyl)ethenyl]-1-methylpyridinium 4-methylbenzenesulfonate monohydrate

Chanawanno

Chantrapromma

Fun

2009

X-ray Structure Analysis Online

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“…Many researchers have already made attempts to grow the derivatives of the Stilbazolium Tosylate family crystals and their properties also reported. Lakshmana perumal et al has already reported on MBST and HBST crystals [1,2]. In the present report, we have further extended our effort in growing the EBST crystal, which is new derivative in the stilbazolium Tosylate family with high NLO property.…”

Section: Introductionmentioning

confidence: 57%

“…There is considerable interest in the synthesis of new material with large second-order optical nonlinearities, because of their potential for use in applications including telecommunications, optical computing, optical data storage and optical information processing [1,2,5]. The second order nonlinear optical materials, a lot of organic compounds with polarized π conjugation systems have been found to have potential to exceed inorganic compounds [1,6].…”

Section: Introductionmentioning

confidence: 99%

Growth and characterization of a novel organic NLO crystal: 4 – ethoxy benzaldehyde – n – methyl 4 – stilbazolium tosylate

Jagannathan

Kalainathan²,

Gnanasekaran

et al. 2007

Cryst. Res. Technol.

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The organic material 4-Ethoxybenzaldehyde-N-methyl 4-Stilbazolium Tosylate (EBST) is a new NLO material and new derivative in Stilbazolium Tosylate family. In this work we synthesized the EBST, the derivative of DAST. By slow evaporation method, we have grown the EBST crystal. Powder XRD confirms the crystalline property, the lattice parameters are calculated from single crystal XRD data and the molecular structure also revealed. The crystal system is found as monoclinic. The crystalline perfection is assessed by the high-resolution X-ray diffractometry. A single and reasonably sharp peak observed in the diffraction curve indicates that the quality of the crystal is quite good without having any internal structural grain boundaries. The FTIR and proton NMR study confirm the presence of functional groups. From the UV -Vis Far IR absorption spectra the good transparency is revealed. The Kurtz Perry SHG test confirms the NLO property of the EBST crystal grown and it is 11 times greater than urea. The melting point of the grown crystal is found to be 237°C from the DSC curve.

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“…Ring out and in-plane vibration causes absorption at the lower wave number side of Raman. The observed peaks in both FTIR and Raman spectra and their assignment are tabulated in table 3.…”

Section: Resultsmentioning

confidence: 99%

“…There is much interest for nonlinear optical materials because of their applications in telecommunication, optical computing, optical data storage and optical information processing [1][2][3]. In the last decade there has been tremendous progress in the development of NLO materials having large nonlinear optical coefficients.…”

Section: Introductionmentioning

confidence: 99%

Structural, thermal and optical studies on 2‐naphthol crystals

Prasad¹,

Krishnakumar²,

Shanmugam³

et al. 2010

Cryst. Res. Technol.

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Single crystals of 2-naphthol was grown in slow evaporation solution growth technique. Grown crystals were characterized by various characterization techniques. Powder X-ray diffraction studies reveal that the grown crystal belongs to monoclinic system with noncentrosymmetric space group. Vibrational bands of the various functional groups and their significance were investigated by analyzing the vibrational spectra. Melting point and the decomposition temperature of the grown crystal was premeditated from the thermal analysis. From the UV-VIS-NIR spectrum the electronic excitation mechanism and the transmittance abilities of the crystal was studied. Theoretical value of first static hyperpolarizability was calculated and compared with urea. Second harmonic generation efficiency of the crystal is 0.6 times that of KDP.

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Synthesis, crystal growth and characterisation of novel NLO material: 4-Hydroxy benzaldehyde-N-methyl-4-stilbazolium tosylate

Cited by 24 publications

References 5 publications

Synthesis and Crystal Structure of 2-[(E)-2-(4-Ethoxyphenyl)ethenyl]-1-methylpyridinium 4-methylbenzenesulfonate monohydrate

Synthesis and Crystal Structure of 2-[(E)-2-(4-Ethoxyphenyl)ethenyl]-1-methylpyridinium 4-methylbenzenesulfonate monohydrate

Growth and characterization of a novel organic NLO crystal: 4 – ethoxy benzaldehyde – n – methyl 4 – stilbazolium tosylate

Structural, thermal and optical studies on 2‐naphthol crystals

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