Growth, structural, spectral and optical studies on 2,4-dinitrophenol organic single crystal

Chandrasekaran, J.; Balaprabhakaran, S.; Babu, B.

doi:10.1016/j.ijleo.2013.01.041

Cited by 19 publications

(7 citation statements)

References 11 publications

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“…Generally, the DFT-optimized CANO 2 bond distances are slightly longer than experimental values ( Table 2) and intramolecular NHÁÁÁONO and OHÁÁÁONO interactions are shorter than those found in experiment. [67][68][69][70][71][72]76,77,80,[95][96][97][98][112][113][114] Intramolecular interactions between the nitro and amino [67][68][69][70][95][96][97][98]112] or hydroxyl [76,77,80,114] groups force near-planar ring conformations for the aniline-and phenol-based energetic materials. These hydrogen bonds as well as steric effects between functional groups influence the strength of the potential CANO 2 trigger bonds.…”

Section: Resultsmentioning

confidence: 99%

Trigger bond analysis of nitroaromatic energetic materials using wiberg bond indices

Shoaf

Bayse

2018

J Comput Chem

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The identification of trigger bonds, bonds that break to initiate explosive decomposition, using computational methods could help direct the development of novel, "green" and efficient high energy density materials (HEDMs). Comparing bond densities in energetic materials to reference molecules using Wiberg bond indices (WBIs) provides a relative scale for bond activation (%ΔWBIs) to assign trigger bonds in a set of 63 nitroaromatic conventional energetic molecules. Intramolecular hydrogen bonding interactions enhance contributions of resonance structures that strengthen, or deactivate, the CNO trigger bonds and reduce the sensitivity of nitroaniline-based HEDMs. In contrast, unidirectional hydrogen bonding in nitrophenols strengthens the bond to the hydrogen bond acceptor, but the phenol lone pairs repel and activate an adjacent nitro group. Steric effects, electron withdrawing groups and greater nitro dihedral angles also activate the CNO trigger bonds. %ΔWBIs indicate that nitro groups within an energetic molecule are not all necessarily equally activated to contribute to initiation. %ΔWBIs generally correlate well with impact sensitivity, especially for HEDMs with intramolecular hydrogen bonding, and are a better measure of trigger bond strength than bond dissociation energies (BDEs). However, the method is less effective for HEDMs with significant secondary effects in the solid state. Assignment of trigger bonds using %ΔWBIs could contribute to understanding the effect of intramolecular interactions on energetic properties. © 2018 Wiley Periodicals, Inc.

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Section: Resultsmentioning

confidence: 99%

Trigger bond analysis of nitroaromatic energetic materials using wiberg bond indices

Shoaf

Bayse

2018

J Comput Chem

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“…The choice of coformers is explained on one hand by the presence in all of them the strong H-donor in the M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT 3 form of hydroxy group capable to generate the robust OH … N(pyridine) heterosynthon [23], and on the other hand by the fact that the crystals of the pure forms of 1,3-benzene-diol III [24], 2,4-dinitrophenol IV [25][26][27], and several of their adducts are acentric solids [28,29] studied as NLO materials [30]. By changing the position of the pyridine nitrogen atom, N-substituents, and bridge in chromophores on one hand, and the coformers on the other hand, we tried to understand the outcome of these changes along with influence of functional groups on the acentric crystal packing.…”

Section: Accepted Manuscriptmentioning

confidence: 99%

New organic binary solids with phenolic coformers for NLO applications

Draguta

Fonarı

Leonova

et al. 2015

Journal of Molecular Structure

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Five binary adducts between N,N-dimethyl-4-[(E)-2-(pyridin-4-yl)ethenyl]aniline) 1, N,N-diethyl-4-[(E)-2-(pyridin-4-yl)ethenyl]aniline) 2, N,N-dimethyl-4-[(E)-pyridin-3-yldiazenyl]aniline 3, and coformers that include 4-nitrophenol I, 4-nitrobenzoic acid II, benzene-1,3-diol III, and 2,4-dinitrophenol IV were synthesized to follow the factors influencing the formation of polar crystals. New solids were characterized by melting points and absorption spectra, while their structures were proven by single crystal X-ray diffraction. Adducts differ by the components' ratio and position of the acidic hydrogen atom, thus giving examples of four new cocrystals and one salt. The single crystal X-ray analysis revealed the acentric packing for two compounds, 1 . (I) and 3(3) . (III) that crystallize in the Pca2 1and P1 space groups. The melting point data and the cut-off wavelength from absorption spectra show that these materials are stable till relatively high temperatures and transparent in a wide range of spectrum.

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“…5 from the graph band gap energy is calculated as 3.03eV. Large transmittance and high band gap is one of the important for materials possessing greater possibilities for nonlinear device applications [18][19][20] .…”

Section: Optical Studiesmentioning

confidence: 99%

“…It may be due to the reduction of charge carriers in the prescence of radiation. Further it was explained by Stockman model 23 . Negative photoconductivity materials can be used for UV and IR detector applications 24 .…”

Section: Dielectric Studiesmentioning

confidence: 99%

Growth and Characterization of Urea L-valine a Organic Non Linear Optical Crystals

Jayaprakash¹,

Kumaradass²

2013

Orient. J. Chem

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introductionThe search for new organic nonlinear optical crystals has been of great interest because of their wide range of potential applications such as frequency doubling, optical switching, optical disk data storage, optical modulation, laser remote sensing and medical diagnostics. These materials attracting significant attention as they posses large nonlinear optical susceptibilities, ultrafast nonlinear response time, high laser damage threshold and scope for introducing desirable characteristics by multifunctional substitutions [1][2][3] AbStrActSingle crystals of new organic nonlinear optical material urea L-valine were grown by slow eveporation solution growth technique at room temperature.Elemental compostion percentages were analysed using CHN study. Crystalline nature of the sample was confirmed by powder XRD. A functional group present in the crystal was identified using FT-IR spectral analysis. An optical transmittance study was also carried out for the crystal. Dielectric studies were performed with respect to temperature at various frequencies (50Hz-5MHz). Photoconductivity study reveals the negative photoconductivity nature of the crystal. Powder second generation efficiency of the crystal was studied using modified kurtz and perry technique. key words: Nonlinear, Powder X-ray diffraction, Optical, Dielectric, Photoconductivity, Single crystal XRD.years amino acids are playing a vital role in the nonlinear optical crystal growth. They individually exhibit nonlinear properties as they posses proton donor carboxyl acid (COO -) and proton acceptor amino (NH 3 ) group also in solid state they exist as zwitterions. Amino acid crystals play a major role in NLO applications such as L-valine, L-alanine,Lproline, L-leucine, L-histidine, L-arginine and L-phenylalanine. Worldwide urea and its derivatives are extensively used in crystal engineering and supramolecular chemistry for their flexibility in the synthesis of functional materials. Also for a long time it is used as a model system for crystals from solution growth and reference material in Powder SHG [3][4][5][6][7][8][9] .

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Growth, structural, spectral and optical studies on 2,4-dinitrophenol organic single crystal

Cited by 19 publications

References 11 publications

Trigger bond analysis of nitroaromatic energetic materials using wiberg bond indices

Trigger bond analysis of nitroaromatic energetic materials using wiberg bond indices

New organic binary solids with phenolic coformers for NLO applications

Growth and Characterization of Urea L-valine a Organic Non Linear Optical Crystals

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