Chiral Side Groups Trigger Second Harmonic Generation Activity in 3D Octupolar Bipyrimidine-Based Organic Liquid Crystals

Creative Commons License

van Cleuvenbergen S., Kedziora P., Fillaut J., Verbiest T., Clays K., Akdas-Kilig H., ...More

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol.56, no.32, pp.9546-9550, 2017 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 32
  • Publication Date: 2017
  • Doi Number: 10.1002/anie.201705138
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.9546-9550
  • Keywords: bipyrimidine, chirality, liquid crystals, nonlinear optics, thin films, NONLINEAR-OPTICAL PROPERTIES, LUMINESCENCE, DISCOTICS, BEHAVIOR, LIGHT, STATE
  • Yıldız Technical University Affiliated: No


The design of efficient noncentrosymmetric materials remains the ultimate goal in the field of organic second-order nonlinear optics. Unlike inorganic crystals currently used in second-order nonlinear optical applications, organic materials are an attractive alternative owing to their fast electro-optical response and processability, but their alignment into noncentrosymmetric film remains challenging. Here, symmetry breaking by judicious functionalization of 3D organic octupoles allows the emergence of multifunctional liquid crystalline chromophores which can easily be processed into large, flexible, thin, and self-oriented films with second harmonic generation responses competitive to the prototypical inorganic KH2PO4 crystals. The liquid-crystalline nature of these chiral organic films also permits the modulation of the nonlinear optical properties owing to the sensitivity of the supramolecular organization to temperature, leading to the development of tunable macroscopic materials.