Self assembly of naphthalene diimide derivatives and process thereof
Inventors
Govindaraju, Thimmaiah • Avinash, Manjula Basavanna • Pandeeswar, Makam
Assignees
Interested in licensing this patent?
MTEC can help explore whether this patent might be available for licensing for your application.
Publication Number
US-9230708-B2
Publication Date
2016-01-05
Expiration Date
Abstract
The present disclosure is in relation to nanotechnology/nanobiotechnology, in particular to nano, meso and micro structures of Naphthalene diimide derivatives. The disclosure provides a method for supramolecular self-assembling of Naphthalene diimide derivatives, its characteristics and its applications. The present disclosure also relates to self assembled nano, meso or micro-structures of the Naphthalene diimide derivatives.
Core Innovation
The invention relates to a method of self-assembling naphthalene diimide (NDI) derivatives into nano, meso or micro structures. The method comprises dissolving the naphthalene diimide derivative in a solvent to form a solution, and adding a co-solvent to obtain the self-assembled nano, meso or microstructures.
The naphthalene diimide derivative is selected from derivatives of amino acids, methyl esters of amino acids and peptide, or any combination thereof. Examples of peptide derivatives described include phenylalanine, tryptophan, and dipeptides such as Phe-Phe, Phe-Trp, and Trp-Trp.
The solvent and co-solvent selection is used to control self-assembled morphologies, including nanospheres, nanobelts/fibers/fractals, nanosheets/nanotapes, nanocubes/nanovesicles/nanocups, mesocups/mesobowls, and microfibers. The resulting architectures are reported as arising from distinct aggregation modes, including J-type aggregation via a hydrophobic effect and H-type aggregation via Na+ coordination, with tuning described through the balance of π-π stacking, hydrogen bonding, solvophobic effects, and sterics.
Claims Coverage
The document includes one independent claim covering a method for self-assembling naphthalene diimide derivatives into nano, meso or micro structures. The independent claim includes 2 main inventive features.
Solvent-to-co-solvent self-assembly into nano/meso/micro structures
A method comprising dissolving the naphthalene diimide derivative in a solvent to form a solution, and adding co-solvent to obtain the self-assembled nano, meso or microstructures.
NDI derivative restricted to amino-acid derivatives, amino-acid methyl esters, and peptides
The naphthalene diimide derivative is selected from derivatives of amino acids, methyl esters of amino acids and peptide, or any combination thereof.
Across the independent claim, self-assembled nano/meso/micro structures are produced by solvent dissolution followed by co-solvent addition, while the NDI derivative is limited to amino-acid derivatives, amino-acid methyl esters, peptides, or combinations.
Stated Advantages
Provides tunable self-assembled nano, meso or micro structures with controllable morphologies, including nanospheres, nanobelts/fibers/fractals, nanosheets/nanotapes, nanocubes/nanovesicles/nanocups, mesocups/mesobowls, and microfibers.
Enables distinct aggregation modes including J-type aggregation via a hydrophobic effect and H-type aggregation via Na+ coordination.
Reports functional relevance including optoelectronic behavior, such as C-AFM metallic conductivity for L-NDI nanosheets.
Reports use as biomaterials, including ultra-small nanocup containers filled with fluorescent dyes for miniaturized biological assays.
Documented Applications
Electronic/optoelectronic component use, including reported C-AFM metallic conductivity for L-NDI nanosheets.
Biomaterials use, including ultra-small nanocup containers filled with fluorescent dyes for miniaturized biological assays.
Interested in licensing this patent?