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Self Assembled Nanotubes and Methods for Preparation Thereof

a self-assembling and nanotube technology, applied in the field of self-assembling nanotubes and nanocarpets, can solve the problems of phospholipid analogues, difficult to prepare optically active phospholipid variants, and generally not uniform tubes in siz

Inactive Publication Date: 2008-11-27
NANOSEMBLY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention is about creating nanotubes and nanocarpets from specific chemicals. These chemicals have a certain formula and can form tubes or carpets through a process called self-assembly. The nanotubes can be made with a uniform diameter and can also have salts added to them. This invention allows for the creation of new materials that can be used in various applications.

Problems solved by technology

Further, the tubes are generally not uniform in size.
The difficulty in preparing optically active phospholipid variants is a major obstacle to the use of typical lipids and phospholipid analogues in the fabrication of lipid helices and tubules.
The size and stability of the tubules formed these experiments were sensitive to preparation conditions and thermal history resulting in a non-homogenous preparation.
Other work with chiral lipids consisting of two diacetylenic chains has demonstrated that it is quite difficult to generate uniform nanotube structures from these precursors (Thomas et al., Science vol.
It should be emphasized however, that, while these investigators were able to generate some tubule like structures, the preparations were quite heterogeneous.

Method used

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  • Self Assembled Nanotubes and Methods for Preparation Thereof
  • Self Assembled Nanotubes and Methods for Preparation Thereof
  • Self Assembled Nanotubes and Methods for Preparation Thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

Nanotubes from Mixtures of Compounds 2. 3. 4, and 5 (FIG. 1) by Quaternization with Bromoethane

[0012]The synthetic scheme is summarized in panel A of FIG. 1. Compound 2 is produced when 3.0 g of 10, 12-pentacosadiynoic acid (PDA) is converted to a succinimidyl ester by reaction with 2.77 g of N-hydroxysuccinimide (NETS) and 4.61 g of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (DEC). The resulting compound is added over the course of 30 minutes to a 100 fold excess of ethylene diamine in chloroform. After reaction overnight at room temperature, the mixture is extracted with chloroform. The organic phase is dried with NaSO4 and rotary evaporation to yield a white powder (compound 2). Compound 2 is then subjected to a quaternization reaction at room temperature by mixing with excess ethyl bromide in a 1:1 mixture of chloroformand / nitromethane. Reaction solvents are removed by a rotary evaporation and the obtained white solid is dissolved in a small amount (about 1-10 milliliters) ...

example 2

Nanotubes from the Secondary Amine Salt of PDA Alkylated with an Ethyl Head Group (Compound 3, FIG. 1)

[0014]PDA modified with NHS in the presence of DEC (as above) is slowly added to a 10 fold excess of N-ethylethylenediamine in dichloroethane. After the reaction, the mixture is washed with an excess of water. The organic phase is dried with sodium sulfate and rotary evaporated to yield a white powder (compound 6 FIG. 1 panel B). Pure compound 3 was prepared from compound 6. Compound 6 is dissolved in chloroform and an equal volume aqueous HBr is added. The mixture is shaken vigorously to transfer the HBr to the organic phase. The organic phase is removed and concentrated in a rotary evaporator. Hexane is added to the chloroform solution to precipitate compound 3 and the precipitate is dried in vacuuo at room temperature. To prepare nanotubes, the dried precipitate is suspended in water or hexane, dropped on glass surface, and allowed to dry.

[0015]Under SEM the nanotubes are absolut...

example 3

Control of Nanotubes Diameter: Nanotubes from the Secondary Amine Salt of PDA Alkylated with N-Propyl Head Group

[0017]PDA modified with NHS in the presence of DEC was slowly added to 10 times excess of N-propylethylenediamine in dichloroethane. After the reaction, the mixture is washed with water. The organic phase is dried with sodium sulfate and rotary evaporated to yield a white powder. The HBr amine salt of PDA alkylated with n-propyl head group and nanotubes of this material are prepared as described above.

[0018]Under SEM the nanotubes are absolutely monodisperse in wall thickness (31 nm) and internal diameter (34 nm). The diameter of the nanotubes is uniform throughout the sample and the length varies from 200 nm to 1.8 μm.

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Abstract

The invention concerns the synthesis of nanotubes and nanocarpets by the spontaneous self-assembly of single chain achiral diacetylenes The monomer units may be cross-linked by UV irradiation to form stable supramolecular assemblies. The nanotubes of the invention, which are remarkably homogeneous in length and diameter, exhibit chromogenic and antibacterial properties.

Description

CROSS-REFERENCE TO RELATED APPLICATION[0001]The present application claims the benefit of U.S. Provisional Application Ser. No. 60 / 570,785, filed on May 13, 2004, which is incorporated herein by reference thereto.FIELD OF THE INVENTION[0002]The present invention relates to the preparation of self-assembling nanotubes and nanocarpets.BACKGROUND OF THE INVENTION[0003]Production of pure, well-defined, nanostructured materials is essential for advances in electronics and bioengineering. Here we disclose the synthesis of materials that fit these criteria.[0004]The discovery of carbon nanotubes has attracted enormous attention over the past decade due to their potential significance in nanoelectronic devices (Iijima, S, Nature vol. 354, 56 58 (1991)). Micro and nano tubules produced from amphiphilic lipids have also captured the imagination of scientists in disciplines from biology through material science to chemistry and physics. Tubules of this type have promise as advanced materials i...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C12N11/14C08F2/46
CPCA61K9/1274A61K31/14A61K31/16B82Y5/00Y10T428/2982Y10S977/882Y10S977/712Y10S977/797C07C233/38Y02A50/30
Inventor RUSSELL, ALAN J.KOEPSEL, RICHARD R.LEE, SANG BEOM
Owner NANOSEMBLY