Functionalized organic frameworks explored as second order NLO agents

Journal of Chemical Sciences

Anil K Singh⁵  Taruna Singh⁴  Vijay Bahadur⁵  Nikolay Yu Gorobets³  Brijesh Rathi2⁴  Brajendra K Singh⁵  V Balachandran¹  Oleg V Shishkin³  N Vijayan²  Volodymyr V Medviediev³ 

[1] PG& Research Department of Physics, Arignar Anna Government Arts College, Musiri 621 211, India$$;CSIR-National Physical Laboratory, Dr. K S Krishnan Road, New Delhi 110 012, India$$;State Scientific Institution “Institute for Single Crystals”, National Academy of Science of Ukraine, 60 Leninaave, Kharkiv 61001, Ukraine$$;Department of Chemistry, Hansraj College, University of Delhi, Delhi 110 007 India$$;Bio-organic Research Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India$$

关键词: Arylpiperazine;    crystal engineering;    hyperpolarizability;    phthalimide;    SHG response.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

A new class of chiral phthalimides functionalized with aryl piperazines was designed anticipating their strong candidature for crystal engineering and technological applications. Five new phthalimides were synthesized, characterized and subjected to single crystal X-ray diffraction study that directed their noncentrosymmetric structures. Four phthalimides crystallized in 𝑃21 space group with monoclinic crystal system, however, one was found to possess 𝑃212121 space group with orthorhombic system. The supramolecular architectures of phthalimide crystals were analysed by an approach based on consideration of energy of intermolecular interaction. The molecular hyperpolarizability (𝛽) calculation for all the listed phthalimides indicated their promising candidature for NLO materials. Further, the crystalline form of all phthalimides was evaluated for their second harmonic generation (SHG) response. A significant response of 16.4mV was measured for phthalimide possessing t-butyl substituent at the para position of 4-benzylpiperazine. This high SHG response may be attributed to the molecular chirality and helical supramolecular frameworks stabilized by C-H· · ·O hydrogen bonds in the solid state. The current study attests chiral phthalimides possessing arylpiperazines as effective nominees to the area of crystal engineering and nonlinear optics.

【 授权许可】

Unknown