Synthesis and properties of chiral helical chromophore-functionalised polybinaphthalenes for second-order nonlinear optical applications

Abstract

Chiral, helical, nonlinear optical polybinaphthalenes were prepared by covalent bonding of chromophores to the backbone of polybinaphthalenes via a Mitsunobu reaction. This was achieved in a two-step reaction, with the formation of a precursor polymer by a Suzuki coupling reaction, which was afterwards functionalised with chromophores. It was tried to achieve a chiral ordering of the chromophores by attaching them to a chiral, helical polymer backbone. Poled films of the polymers were measured for their second-harmonic generation effect and showed nonresonant nonlinear susceptibilities ( ) 0 ( ) 2 ( zzz  ) up to 10.6 pm/V.

Linear and Nonlinear Optical Properties of a Macrocyclic Trichromophore Bundle with Parallel-Aligned Dipole Moments

“…The starting material 6 was synthesized following a four-step literature method. 12 We used Knoevenagel condensation in a highly diluted solution to close the three-arm precursor 4. Therefore, 1 was synthesized by heating a diluted solution of 3 and 4 in dry THF with piperidine for 8 days (Scheme 1).…”

Nonlinear optical spectroscopy of chiral molecules

“…Research in this direction is pursued in a number of laboratories. 69,70 Chiral-surface SHG has also been observed from molecules of biological interest. A measurement on a dipeptide (tert-butyloxycarbonyl-tryptophan-tryptophan) at the air/water interface has been reported.…”

Multi-month thermal aging of electro-optic polymer waveguides: Synthesis, fabrication, and relaxation modeling

“…[10] for FTCeOH (the older method was described in Ref. [11]). Adamantane was attached to the penultimate precursors of FTCeOH and CLDeOH by reaction of the acid chloride of 1-adamantane carboxylic acid with the hydroxyethyl group of the dyes in the presence of 2 equiv of 4-dimethylaminopyridine (DMAP) at ambient.…”