Scroll composite having amphiphilic substance inside and method for preparation of the same

Patent metadata

Field	Value
Publication number	US-11247904-B2
Application number	US-201916598410-A
Country	US
Kind code	B2
Filing date	Oct 10, 2019
Priority date	Mar 4, 2014
Publication date	Feb 15, 2022
Grant date	Feb 15, 2022

Abstract

Provided are a scroll preparing method using a two-dimensional material and a scroll prepared thereby. The scroll preparing method comprises preparing a two-dimensional material. The two-dimensional material is scrolled by providing an amphiphilic substance having a hydrophilic portion and a hydrophobic portion on the two-dimensional material. As a result, a scroll composite including the amphiphilic substance disposed inside a scroll structure is formed.

First claim

The invention claimed is:

1. A scroll composite, comprising:
a two-dimensional material scroll with open ends, wherein the two-dimensional material scroll has a sheet of two-dimensional material which is rolled up to form the scroll, the rolled-up sheet has a first edge exposed inside the scroll and a second edge opposite to the first edge is exposed outside of the scroll; and
an amphiphilic substance disposed inside the scroll where the first edge exposed,
wherein the amphiphilic substance is a bile acid derivative represented by Formula 2 below, a bile acid salt, a hydrate of a bile acid salt, a bile acid ester, or a bacteriophage:

where n is 0, 1 or 2, and R 4 to R 7 are each independently a group represented by Formula 3,

where B 1 is one group selected from the group consisting of

L 1 is a linker of —W 1 -, -Q 1 -, -Q 2 —W 2 —, —W 2 -Q 1 -W 3 —, or —W 4 -Q 2 -W 5 -Q 3 -Q 6 -, W 1 , W 2 , W 3 , W 4 , W 5 , and W 6 are each independently

a 1 to a 3 are each an integer of 1 to 4, Q 1 , Q 2 , Q 3 , Q 4 , Q 5 , and Q 6 are each independently

G 1 is a group represented by

—NH 2 , —CH 3 , —SO 3 H, ═O, —H, or —OH, and
m is 0 or 1, and n is 0 or 1;
wherein the bile acid salt is sodium glycochenodeoxycholate, sodium taurochenodeoxycholate, sodium taurocholate, sodium dehydrocholate, or sodium deoxycholate; and
wherein the hydrate of the bile acid salt is sodium taurocholate hydrate or sodium cholate hydrate.

2. The composite of claim 1 , wherein the two-dimensional material is a single substance selected from the group consisting of graphene, graphene oxide, boron nitride, boron carbon nitride (BCN), tungsten oxide (WO 3 ), tungsten sulfide (WS 2 ), molybdenum sulfide (MoS 2 ), molybdenum telluride (MoTe 2 ), and manganese oxide (MnO 2 ), or a composite substance including a stack of two or more thereof.

3. The composite of claim 1 , wherein the bile acid derivative is any one of Formulas 4 to 20:

(R)—N-(aminomethyl)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide

(R)-methyl-4-((3R, 5S, 7R, 8R, 9S, 10S, 12S, 13R, 14S, 17R)-3, 7, 12-trihydroxy-10, 13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

(R)-4-((3R, 5R, 8R, 9S, 10S, 13R, 14S, 17R)-3-hydroxy-10, 13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-N-(hydroxymethyl)pentanamide

(R)—N-(aminomethyl)-4-((3R, 5S, 7R, 8R, 9S, 10S, 12S, 13R, 14S, 17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide

(R)-4-((3R, 5R, 7R, 8R, 9S, 10S, 13R, 14S, 17R)-7-hydroxy-10,13-dimethyl-3-(sulfooxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

5β-cholanic acid-3α, 12α-diol 3-acetate methyl ester

5β-cholanic acid-3-one

5β-cholanic acid 3,7-dione methyl ester

5β-cholanic acid-3,7-dione

Carbamic(4R)-4-((3R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic anhydride

3R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-17-((R)-5-((2-methyl-3-oxobutan-2-yl)amino)-5-oxopentan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3-sulfonic acid

R)-4-oxo-7-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)octanenitrile

3-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)propanoic acid

(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic sulfuric anhydride

(R)—N-carbamoyl-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide

4-((S)-1-((3R,5R,8R,9S,10S,12S,13S,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl)benzenesulfonic acid

4-((S)-1-((3R,5R,8R,9S,10S,12S,13S,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl)benzoic acid.

4. The composite of claim 1 , wherein the bacteriophage is a filamentous bacteriophage.

5. The composite of claim 4 , wherein the bacteriophage is at least one selected from the group consisting of T1, T2, T3, T4, T5, T6, T7, M13, MS2, fd, fl and P22.

6. The composite of claim 1 , wherein the amphiphilic substance is formed in a self assembly.

7. The composite of claim 6 , wherein hydrophilic portions of the amphiphilic substance are exposed at the exterior of the self assembly.

8. The composite of claim 6 , wherein the self assembly has a spherical, rod-shaped or fiber-shaped structure.

9. The composite of claim 6 , wherein the self assembly of the amphiphilic substance includes a core particle and one or more shells including the amphiphilic substance self-assembled on the core particle.

10. The composite of claim 9 , wherein hydrophilic portions of the amphiphilic substance are exposed at the exterior of the self assembly of the amphiphilic substance.

11. The composite of claim 9 , wherein the core particle is spherical or rod-shaped.

12. The composite of claim 9 , wherein the core

Assignees

• Univ Hanyang Ind Univ Coop Found

Inventors

• Suh Donghack
• Hwang Dayoung

Classifications

• C01B21/0648

  After-treatment, e.g. grinding, purification (transformation of hexagonal into cubic or wurtzitic boron nitride C04B35/5831) · CPC title

• C01B32/23

  Oxidation · CPC title

• C01P2004/04

  obtained by TEM, STEM, STM or AFM · CPC title

• C01G41/02

  Oxides; Hydroxides · CPC title

• C07J9/005

  containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton · CPC title