Design and Synthesis of Soft-Organic Crystals by Introducing Slip-Planes

Lal, Garima (2013) Design and Synthesis of Soft-Organic Crystals by Introducing Slip-Planes. Masters thesis, Indian Institute of Science Education and Research Kolkata.

PDF (MS Dissertation of Garima Lal (08MS35)) Garima_Lal_(08MS35)_MSthesis.pdf - Submitted Version Restricted to Repository staff only Download (2MB)

Abstract

This project focuses on designing of soft organic compounds based on the bending model. Plastic bending occurs in molecular crystals when the packing is anisotropic in such a way that strong and weak interaction patterns occur in nearly perpendicular directions. Interactions in such crystals are not uniform and similar in all directions. The mechanical properties of such molecular crystals can have unique applications in optoelectronics, mechanical actuators, artificial muscles, pharmaceuticals and explosives. In order to synthesize such compounds, 1,4,5,8-Naphthalenetetracarboxylic dianhydride (NDA) is chosen as the core material and substitutions are made through diimide nitrogens producing a range of analogues. On the basis of literature, molecules with hydrophobic groups such as t-Bu, multiple-halogen,-OMe are more likely to form slip planes in the crystal structures and therefore, substitutions with such groups are taken. The idea is based on the fact that the NDA core would self-assemble via - stacking interactions, and leave the hydrophobic groups to interact with themselves to form slip planes. Hence this combination should increase the probability of forming bending crystals.

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