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US 8,574,467 B1Granted
Benzo-fused heterocyclic chromophores for nonlinear optical devices
AssigneeThe United States of America as represented by the Secretary of the Navy
InventorsMatthew C. Davis, Andrew P. Chafin, William Lai, Geoffrey A. Lindsay
Life of this patent
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Abstract
A benzo-fused-heterocyclic elongated dye having a superior molecular hyperpolarizability and yet having an acceptably-low optical absorbance of light near 1550 nm in wavelength, which is an important optical communication band for telecommunication applications.
Claims20
A chromophore comprising:
- the base formula A;
- wherein X is selected from the group consisting of methylene, oxygen, sulfur, alkyl amine, amide, functionalized methylene, functionalized amine, and functionalized amide;
- wherein Y is selected from the group consisting of carbon methine, functionalized carbon methine, azamethine, and atoms forming sp2-hybridized molecular orbitals;
- wherein M is selected from the group consisting of hydrogen, fluorine, alkyl, aryl, alkoxy, aryloxy, t-butyldiphenylsiloxy, alkyl amine, morpholine, aryl amine, alkyaryl amine, amide, functionalized alkyl functionalized aryl, functionalized alkoxy, functionalized aryloxy, functionalized alkyl amine, functionalized aryl amine, functionalized alkyaryl amine, and functionalized amide;
- wherein J and K are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, fluorine-functionalized alkyl, functionalized aryl, and fluorine-functionalized aryl;
- and
- wherein R and L are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, and functionalized aryl.
4 more elements
An amorphous nonlinear optical material, comprising:
- at least one chromophore having the base formula B;
- wherein X is selected from the group consisting of methylene, oxygen, sulfur, alkyl amine, amide, functionalized methylene, functionalized amine, and functionalized amide;
- wherein Y is selected from the group consisting of carbon methine, functionalized carbon methine, azamethine, and atoms forming sp2-hybridized molecular orbitals;
- wherein M is selected from the group consisting of hydrogen, fluorine, alkyl, aryl, alkoxy, aryloxy, t-butyldiphenylsiloxy, alkyl amine, morpholine, aryl amine, alkyaryl amine, thioalkyl, thioaryl, amide, functionalized alkyl, functionalized aryl, functionalized alkoxy, functionalized aryloxy, functionalized alkyl amine, functionalized aryl amine, functionalized alkyaryl amine, and functionalized amide;
- wherein J and K are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, fluorine-functionalized alkyl, functionalized aryl, and fluorine-functionalized aryl;
- wherein R and L are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, and functionalized aryl;
- and
- wherein the concentration of said chromophore in said nonlinear optical material is greater than about 1018 molecules per cubic centimeter.
5 more elements
An electro-optical device, comprising:
- at least one nonlinear optical material including at least one soluble chromophore haying the base formula C;
- wherein X is selected from the group consisting of methylene, oxygen, sulfur, alkyl amine, amide, functionalized methylene, functionalized amine, and functionalized amide;
- wherein Y is selected from the group consisting of carbon methine, functionalized carbon methine, azamethine, and atoms capable of forming sp2-hybridized molecular orbitals;
- wherein M is selected front the group consisting of hydrogen, fluorine, alkyl, aryl, alkoxy, aryloxy, t-butyldiphenylsiloxy, alkyl amine, morpholine, aryl amine, alkyaryl amine, amide, functionalized alkyl, functionalized aryl, functionalized alkoxy, functionalized aryloxy, functionalized alkyl amine, functionalized aryl amine, functionalized alkyaryl amine, and functionalized amide;
- wherein J and K are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, fluorine-functionalized alkyl, functionalized aryl, and fluorine-functionalized aryl;
- wherein R and L are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, and functionalized aryl;
- and
- wherein the concentration of said chromophore in said nonlinear optical material is greater than about 1018 molecules per cubic centimeter.
5 more elements
An electro-optical device, comprising:
- at least one optical waveguide core formed by electric-field poling and including at least one soluble chromophore having the base formula D;
- wherein X is selected from the group consisting of methylene, oxygen, sulfur, alkyl amine, amide, functionalized methylene, functionalized amine, and functionalized amide;
- wherein Y is selected from the group consisting of carbon methine, functionalized carbon methine, azamethine, and atoms capable of forming sp2-hybridized molecular orbitals;
- wherein M is selected from the group consisting of hydrogen, fluorine, alkyl, aryl, alkoxy, aryloxy, t-butyldiphenylsiloxy, alkyl amine, morpholine, aryl amine, alkyaryl amine, amide, functionalized alkyl functionalized aryl, functionalized alkoxy, functionalized aryloxy, functionalized alkyl amine, functionalized aryl amine, and functionalized amide;
- wherein J and K are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, fluorine-functionalized alkyl, functionalized aryl, and fluorine-functionalized aryl;
- wherein R and L are independently selected from the group consisting of alkyl, aryl, functionalized alkyl, and functionalized aryl;
- and
- wherein the concentration of said chromophore in said nonlinear optical material is greater than about 1018 molecules per cubic centimeter.
5 more elements
Dependencies are inferred from the claim text.