# US 2016/0355401 A1 · Scroll composite having amphiphilic substance inside and method for preparation of the same

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- Number: US 2016/0355401 A1
- Document ID: US20160355401A1
- Status: Published application
- Kind: A1
- Application number: 15/117,575
- Filed: 2015-03-02
- Published: 2016-12-08
- Earliest claimed: 2014-03-04
- Assignees: Industry-University Cooperation Foundation Hanyang University
- Applicants: Industry-University Cooperation Foundation Hanyang University
- Inventors: Donghack SUH; Dayoung HWANG
- Web page: https://patentgrep.com/patent/US20160355401A1

## CPC

- C01B 32/18: Nanoonions; Nanoscrolls; Nanohorns; Nanocones; Nanowalls
- C01B 21/0648: {After-treatment, e.g. grinding, purification (transformation of hexagonal into cubic or wurtzitic boron nitride C04B35/5831)}
- C01B 32/194: After-treatment
- C01B 32/23: Oxidation
- C01G 39/06: Sulfides
- C01G 41/00: Compounds of tungsten
- C01G 41/02: Oxides; Hydroxides
- C01P 2002/82: by IR- or Raman-data
- C01P 2002/88: by thermal analysis data, e.g. TGA, DTA, DSC
- C01P 2004/03: obtained by SEM
- C01P 2004/04: obtained by TEM, STEM, STM or AFM
- C01P 2004/20: extending in two dimensions, e.g. plate-like
- C07J 9/005: {containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton}
- C07J 31/006: {not covered by C07J31/003}
- C07J 41/0061: {one of the carbon atoms being part of an amide group}
- C07J 41/0088: {containing unsubstituted amino radicals}
- C07J 41/0094: {containing nitrile radicals, including thiocyanide radicals}
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}
- C01G: COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F (metal hydrides {monoborane, diborane or addition complexes thereof} C01B6/00; salts of oxyacids of halogens C01B11/00; peroxides, salts or peroxyacids C01B15/00; thiosulfates, dithionites, polythionates C01B17/64; compounds containing selenium, or tellurium C01B19/00; binary compounds of nitrogen with metals C01B21/06; azides C01B21/08; {compounds containing nitrogen, other non-metals and metal C01B21/082}; metal amides C01B21/092; nitrites C01B21/50; {compounds of noble gases C01B23/0005}; phosphides C01B25/08; salts of oxyacids of phosphorus C01B25/16; carbides C01B32/90; compounds containing silicon C01B33/00; compounds containing boron C01B35/00; compounds having molecular sieve properties but not having base-exchange properties C01B37/00; compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites, C01B39/00; cyanides C01C3/08; salts of cyanamide C01C3/16; thiocyanates C01C3/20)
- C01P: INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C07J: STEROIDS (seco-steroids C07C)

## 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.

## Claims

### Claim 1

A scroll composite, comprising:
a two-dimensional material scroll with open ends; and
an amphiphilic substance disposed inside the scroll.

### Claim 2 (depends on 1)

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 (WO3), tungsten sulfide (WS2), molybdenum sulfide (MoS2), molybdenum telluride (MoTe2), and manganese oxide (MnO2), or a composite substance including a stack of two or more thereof.

### Claim 3 (depends on 1)

The composite of claim 1, wherein the amphiphilic substance is a surfactant, a bile acid, a bile acid salt, a hydrate of a bile acid salt, a bile acid ester, a bile acid derivative, or a bacteriophage.

### Claim 4 (depends on 3)

The composite of claim 3, wherein the surfactant includes one or more compounds selected from the group consisting of sodium dodecyl sulfate (SDS), ammonium lauryl sulfate, sodium laureth sulfate, alkyl benzene sulfonate, cetyl trimethylammonium bromide (CTAB), hexadecyl trimethyl ammonium bromide, an alkyltrimethylammonium salt, cetylpyridinium chloride (CPCl), polyethoxylated tallow amine (POEA), benzalkonium chloride (BAC), benzethonium chloride (BZT), dodecyl betaine, dodecyl dimethylamine oxide, cocamidopropyl betaine, alkyl poly(ethylene oxide), a poloxamer, a poloxamine, alkyl polyglucoside, cetyl alcohol, sodium deoxycholate, cocamide MEA, cocamide DEA, sorbitan ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyethyelene glycol hydroxystearate, polyoxyethylene glycolated natural or hydrogenated castor oil, a polyoxyethylene-polyoxypropylene copolymer, a synthetic vitamin E derivative, polyoxyethylene alkyl ester, fatty acid microgol glyceride, polyglyceryl fatty acid ester, and a silicone-based surfactant.

### Claim 5 (depends on 3)

The composite of claim 3, wherein the bile acid is represented by Formula 1 as follows:
where R1 and R2 are each independently —H or —OH, R3 is —(CONH—(CH2)n1)n2—Y1, n1 is 1 or 2, n2 is 1 or 0, and Y1 is —COOH or —SO3H.

### Claim 6 (depends on 5)

The composite of claim 5, wherein the bile acid is at least one selected from the group consisting of cholic acid, chenodeoxycholic acid, deoxycholic acid, lithocholic acid, glycocholic acid, taurocholic acid, glycochenodeoxycholic acid, taurochenodeoxycholic acid, glycodeoxycholic acid, taurodeoxycholic acid, glycolithocholic acid, and taurolithocholic acid.

### Claim 7 (depends on 5)

The composite of claim 5, wherein the bile acid salt is sodium glycochenodeoxycholate, sodium taurochenodeoxycholate, sodium taurocholate, sodium dehydrocholate, or sodium deoxycholate.

### Claim 8 (depends on 5)

The composite of claim 5, wherein the hydrate of the bile acid salt is sodium taurocholate hydrate or sodium cholate hydrate.

### Claim 9 (depends on 3)

The composite of claim 3, wherein the bile acid derivative is represented by Formula 2 below:
where n is 0, 1 or 2, and R4 to R7 are each independently a group represented by Formula 3,
B1mL1nG1 [Formula 3]
where B1 is one group selected from the group consisting of
L1 is a linker of —W1—, -Q1-, -Q2-W2—, —W2-Q1-W3—, or —W4-Q2-W5-Q3-Q6-, W1, W2, W3, W4, W5, and W6 are each independently
a1 to a3 are each an integer of 1 to 4, Q1, Q2, Q3, Q4, Q5, and Q6 are each independently
G1 is a group represented by
and
m is 0 or 1, and n is 0 or 1.

### Claim 10 (depends on 9)

The composite of claim 9, 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,103, 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.

### Claim 11 (depends on 3)

The composite of claim 3, wherein the bacteriophage is a filamentous bacteriophage.

### Claim 12 (depends on 11)

The composite of claim 11, wherein the bacteriophage is at least one selected from the group consisting of T1, T2, T3, T4, T5, T6, T7, M13, MS2, fd, f1 and P22.

### Claim 13 (depends on 1)

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

### Claim 14 (depends on 13)

The composite of claim 13, wherein hydrophilic portions of the amphiphilic substance are exposed at the exterior of the self assembly.

### Claim 15 (depends on 13)

The composite of claim 13, wherein the self assembly has a spherical, rod-shaped or fiber-shaped structure.

### Claim 16 (depends on 13)

The composite of claim 13, 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.

### Claim 17 (depends on 16)

The composite of claim 16, wherein hydrophilic portions of the amphiphilic substance are exposed at the exterior of the self assembly of the amphiphilic substance.

### Claim 18 (depends on 16)

The composite of claim 16, wherein the core particle is spherical or rod-shaped.

### Claim 19 (depends on 16)

The composite of claim 16, wherein the core particle is a metal particle, a metal oxide particle, or a bacteriophage.

### Claim 20

A two-dimensional material scroll, which has a scrolled two-dimensional material interactions between adjacent two-dimensional material sheets, and open ends.

### Claim 21 (depends on 20)

The scroll of claim 20, wherein the two-dimensional material scroll is a hollow scroll including an empty inside.

### Claim 22

A method for preparing a two-dimensional material scroll, comprising:
providing a two-dimensional material; and
scrolling the two-dimensional material by providing an amphiphilic substance having a hydrophilic portion and a hydrophobic portion onto the two-dimensional material to form a scroll composite in which the amphiphilic substance is inside a scroll structure.

### Claim 23 (depends on 22)

The method of claim 22, wherein the two-dimensional material is provided in the form of a two-dimensional material dispersion dispersed in a solvent.

### Claim 24 (depends on 23)

The method of claim 23, wherein the providing of the amphiphilic substance includes mixing the two-dimensional material dispersion with an amphiphilic substance solution prepared by dissolving the amphiphilic substance in a solvent.

### Claim 25 (depends on 24)

The method of claim 24, further comprising:
before mixing the amphiphilic substance solution with the two-dimensional material dispersion, heating the amphiphilic substance solution.

### Claim 26 (depends on 24)

The method of claim 24, further comprising:
before mixing the heated amphiphilic substance solution with the two-dimensional material dispersion, cooling the heated amphiphilic substance solution.

### Claim 27 (depends on 24)

The method of claim 24, wherein the amphiphilic substance solution includes a core particle.

### Claim 28 (depends on 22)

The method of claim 22, further comprising:
forming a hollow scroll by removing at least a part of the amphiphilic substance therein by solvent treatment and/or thermal treatment.

### Claim 29 (depends on 28)

The method of claim 28, wherein the solvent is a solvent for dissolving the amphiphilic substance.

### Claim 30 (depends on 28)

The method of claim 28, wherein the thermal treatment is performed at 200 to 800° C.