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Method for introducing functional material into organic nanotube

Inactive Publication Date: 2006-06-29
JAPAN SCI & TECH CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0038] When various functional substances are introduced into organic nanotubes, various applications are made possible depending on the functional substance properties. For example, DDS and cosmetic products applications are made possible when active ingredients such as pharmaceutical drugs, proteins, DNA and the like are encapsulated, and sensor device applications become possible when metals are introduced.
[0039] The present invention is illustrated using examples below, but the examples are not intended to restrict the present invention. PRODUCTION

Problems solved by technology

Both methods require high temperatures and high vacuum.
However, a suitable method to provide these organic nanotubes with functional substances was unavailable in spite of the fact that many avenues of applications are expected to open up as various substances are introduced into these organic nanotubes.
Therefore, this method cannot be applied to flexible organic nanotubes.

Method used

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  • Method for introducing functional material into organic nanotube
  • Method for introducing functional material into organic nanotube
  • Method for introducing functional material into organic nanotube

Examples

Experimental program
Comparison scheme
Effect test

production example 1

[0040] D-(+)-Glucopyranose (1.0 g, 5.55 millimoles manufactured by the Fluka Co.) was placed in a flask, and 50 ml of water was added to dissolve it. Ten grams of ammonium hydrogen carbonate (Wako Pure Chemical Industries, Ltd.) was added to the solution until crystals separated out in the bottom of the flask. The mixture was agitated using a magnetic stirrer for three to five days in an oil bath at 37° C. Ammonium hydrogen carbonate was added from time to time to maintain saturation in the reaction system. The total amount of ammonium hydrogen carbonate added was from 40 g to 50 g. The reaction was monitored using thin layer chromatography [Rf value=0.40, developing solvent: ethyl acetate / acetic acid / methanol / water (volume ratio 4 / 3 / 3 / 1)].

[0041] The reaction system was cooled to allow ammonium hydrogen carbonate crystals to separate out in a post treatment to remove unreacted ammonium hydrogen carbonate from the reaction system. A different method may be used. For example, a suita...

production example 2

[0042] A reaction system was created by placing 11-cis-Octadecenoic acid (282 mg, 1.0 millimole) (Wako Pure Chemical Industries, Ltd.) dissolved in 1 ml of dimethyl sulfoxide. HOBt (153 mg, 1.0 millimole) (Wako Pure Chemical Industries, Ltd.) and BOP (1.33 g, 3.0 millimoles) (Wako Pure Chemical Industries, Ltd.) dissolved in 1.5 ml of dimethyl sulfoxide were added to the reaction system, and the system was agitated using a magnetic stirrer for ten minutes at 25° C.

[0043] Next, the β-D-glucopyranosylamine (1.24 g, 6.9 millimoles) obtained in Production Example 1 was added to the reaction system, and the system was agitated using a magnetic stirrer for at least five hours at 25° C. to allow a reaction to occur. The reaction was monitored using thin layer chromatography [Rf value=0.56, developing solvent: chloroform / methanol (volume ratio 4 / 1)].

[0044] The crude product obtained was chromatographed using silica gel chromatography with a mixed solvent of chloroform / methanol (volume rat...

production example 3

[0047] 5 milligrams of the N-(11-cis-octadecenoyl)-β-D-glucopyranosylamine obtained in Production Example 2 was dispersed unltrasonically in 100 ml of pure water for 40 minutes. The dispersion was subsequently boiled for an hour at 110° C., allowed to cool to ambient temperature and left standing overnight.

[0048] The aqueous solution obtained was examined using a transmission type electron microscope (TEM), and hollow fiber shaped organic nanotubes having an internal diameter of 45-200 nm and an external diameter of 75-500 nm were confirmed. [See FIG. 1(a).]

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Abstract

The objective is to easily introduce a desired functional substance into organic nanotubes under milder conditions such as ambient temperature and ambient pressure. The method comprises the steps of allowing a surface active organic compound comprising hydrophobic hydrocarbon groups and hydrophilic groups to self aggregate in liquid phase to form organic nanotubes having an internal cavity size of at least 5 nm (step 1), freeze drying the organic nanotubes (step 2), dissolving or dispersing a desired functional substance in a solvent (step 3) and dispersing said freeze dried organic nanotubes in the solvent or the dispersion at or below the gel-liquid crystal phase transition temperature of said surface active organic compound (step 4). The organic nanotubes formed can be used in a variety of applications depending on the properties of the functional substance.

Description

TECHNICAL FIELD [0001] The present invention relates to a method for introducing a desired functional substance into the hollow cylinder shaped cavity of organic nanotubes, in a solvent, having an internal cavity diameter of 5 nm or more. PRIOR ART [0002] Ever since carbon nanotubes were discovered by Dr. Iijima, basic and application research to utilize nanotube shapes of the hollow cylinder with nanometer sized cavities have been pursued vigorously. Of the studies, research to prepare nano wires and nano devices by packing the hollow cylinder shaped cavities in nanotubes with a metal or a metal oxide has been attracting attention recently. [0003] The methods used to introduce a metal or a metal oxide to the interior of carbon nanotubes can be roughly divided into dry and wet methods. Among the dry methods, an arc discharge method [C. Guerret-Piecourt et al. Nature, 372, 761 (1994)] and a chemical vacuum deposition method (CVD method) [B. K. Pradhan, et al., Chemical Material, 10, ...

Claims

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Application Information

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IPC IPC(8): D01F9/12B82B3/00A61K8/11A61K8/30A61K8/36A61K8/60A61K8/64A61K8/72A61K8/73A61K9/19A61K9/51A61K47/12A61K47/26A61K47/42
CPCB82Y30/00C01B31/0206C01B32/15
Inventor YANG, BOSHIMIZU, TOSHIMIKAMIYA, SHOKO
Owner JAPAN SCI & TECH CORP
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