Polycyclic aromatic compounds having nonlinear optical properties
AssigneeThe Trustees of the University of Pennsylvania
InventorsAnthony F. Garito, Shinji Yamada, Anna Panackal
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Abstract
Devices and materials containing certain stable, polycyclic aromatic compounds exhibit sensible, second order nonlinear optical effects. In general, useful polycyclic aromatic compounds possess electron-donating and electron-withdrawing chemical functionality but no center of inversion symmetry on either the molecular or crystalline unit cell level.
Claims59
A process for preparing a composition that exhibits at least one sensible, second order nonlinear optical effect, comprising the steps of mixing synthetic organic polymer with at least one compound having formula (2), (3), or (4):
- ##STR6## wherein:
- R.sub.1 is a tetravalent aromatic radical;
- Q.sub.1, Q.sub.2, Q.sub.3, and Q.sub.4 are, independently, heteroatoms that participate in delocalized .pi.-electron systems;
- R.sub.6 is an alkyl group or an aromatic group that is electron-donating relative to hydrogen;
- R.sub.3 and R.sub.7 are, independently, alkyl groups or aromatic groups that are electron-withdrawing relative to hydrogen;
- and
- one of R.sub.4 and R.sub.5 is an alkyl group or an aromatic group that is electron-donating relative to hydrogen, and the other of R.sub.4 and R.sub.5 is an alkyl group or an aromatic group that is electron-withdrawing relative to hydrogen.
A process for preparing a composition that exhibits at least one sensible, second order nonlinear optical effect, comprising the steps of mixing synthetic organic polymer with at least one compound having formula (1):
- ##STR8## wherein:
- R.sub.1 is a tetravalent aromatic radical;
- Q.sub.1 and Q.sub.2 are, independently, heteroatoms that participate in delocalized .pi.-electron systems;
- R.sub.2 is an alkyl group that is electron-donating relative to hydrogen;
- and
- R.sub.3 is an alkyl group or an aromatic groups that is electron-withdrawing relative to hydrogen.
A process for preparing a composition that exhibits at least one sensible, second order nonlinear optical effect, comprising the steps of mixing synthetic organic polymer with at least one compound having formula (9), (13), or (17):
- ##STR9## wherein:
- R.sub.2 is an alkyl groups or an aromatic group that is electron-donating relative to hydrogen;
- and
- R.sub.3 is an alkyl group or an aromatic group that is electron-withdrawing relative to hydrogen.
A composition that exhibits at least one sensible, second order nonlinear optical effect, comprising synthetic organic polymer and at least one compound having formula (2), (3), or (4):
- ##STR10## wherein:
- R.sub.1 is a tetravalent aromatic radical;
- Q.sub.1, Q.sub.2, Q.sub.3, and Q.sub.4 are, independently, heteroatoms that participate in delocalized .pi.-electron systems;
- R.sub.6 is an alkyl group or an aromatic group that is electron-donating relative to hydrogen;
- R.sub.3 and R.sub.7 are, independently, alkyl groups or aromatic groups that are electron-withdrawing relative to hydrogen;
- and
- one of R.sub.4 and R.sub.5 is an alkyl group or an aromatic group that is electron-donating relative to hydrogen, and the other of R.sub.4 and R.sub.5 is an alkyl group or an aromatic group that is electron-withdrawing relative to hydrogen.
A composition that exhibits at least one sensible, second order nonlinear optical effect, comprising synthetic organic polymer and at least one compound hating formula (1):
- ##STR15## wherein:
- R.sub.1 is a tetravalent aromatic radical;
- Q.sub.1 and Q.sub.2 are, independently, heteroatom that participate in delocalized .pi.-electron systems;
- R.sub.2 is an alkyl group that is electron-donating relative to hydrogen;
- and
- R.sub.3 is an alkyl group or an aromatic groups that is electron-withdrawing relative to hydrogen.
A composition that exhibits at least one sensible, second order nonlinear optical effect, comprising synthetic organic polymer and at least one compound having formula (9), (13), or (17):
- ##STR16## wherein:
- R.sub.2 is an alkyl groups or an aromatic group that is electron-donating relative to hydrogen;
- and
- R.sub.2 is an alkyl group or an aromatic group that is electron-withdrawing relative to hydrogen.
Dependencies are inferred from the claim text.