Dipole aligned NLO chromophores

US6229047A · kind A · utility

Assignee

• The Curators of the University of Missouri · US

Inventors

• Ranier E. Glaser · Columbia, US
• Grace Chen · Columbia, US

Key dates

• Filing date: Dec 4, 1995
• Grant date: May 8, 2001
• Expiry date: Dec 4, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C255/66
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A nonlinear optical material which is characterized as having a relatively high macroscopic dipole moment achieved through the generally parallel packing of dipolar molecules in a relative orientation to reinforce their dipole moments. The nonlinear optical material may be a crystalline azine or imine bridged di-arene in which the arenyl groups, which can be the same or different, are substituted with an electron donor group on the first arenyl group Ar.sub.1 and A is an electron acceptor group which is substituted on the second arenyl group Ar.sub.2. B is an azine or imine bridge which extends between and interconnects the first and second arenyl groups. The nonlinear optical material has a dipole alignment factor of at least 0.1, more preferably, at least 0.5. A more specific nonlinear optical material is a crystalline azine bridged di-arene having a net macroscopic dipole moment and characterized by the formula: EQU D--Ar.sub.1 --E.sub.1.dbd.N--N.dbd.E.sub.2 --Ar.sub.2 --A Here, Ar.sub.1 and Ar.sub.2 are arenyl groups which may be the same or different and are selected from the group consisting of mononuclear aryl groups and conjugated dinuclear aryl groups. D and A are electron…