Dipole aligned NLO chromophores

摘要

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 Ar₁ and A is an electron acceptor group which is substituted on the second arenyl group Ar₂. 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:; $PTEXTPDATD\—Ar/PDATHILSBPDAT1/PDAT/SB/HILPDAT\—E/PDATHILSBPDAT1/PDAT/SB/HILPDAT\═N\—N\═E/PDATHILSBPDAT2/PDAT/SB/HILPDAT\—Ar/PDATHILSBPDAT2/PDAT/SB/HILPDAT\—A/PDAT/PTEXT$ ;Here, Ar₁ and Ar₂ 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 donor and electron acceptor substituents, respectively and E₁ and E₂ are each independently substituted or unsubstituted methylene or ethylene groups which may be the same or different and which can have substituent side groups which contain 1 or 2 carbon atoms and which can be racemically configured.