# US 2012/0083439 A1 · Method of Preparing Water-Soluble and Biodegradable Antimicrobial Agent

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- Number: US 2012/0083439 A1
- Document ID: US20120083439A1
- Status: Published application
- Kind: A1
- Application number: 13/098,814
- Filed: 2011-05-02
- Published: 2012-04-05
- Earliest claimed: 2010-10-04
- Assignees: Far Eastern New Century Corporation
- Inventors: Chun-Yi Li; Ken-Yuan Chang; Chia-Chang Liu; Ying-Nan Tsai
- Web page: https://patentgrep.com/patent/US20120083439A1

## CPC

- A01N 37/46: N-acyl derivatives
- A61P 31/00: Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

A method of preparing a water-soluble and biodegradable antimicrobial agent is provided. The method includes treating a polypeptide compound with sodium hypochlorite for at least 1 min, such that the polypeptide compound has at least one N-halamine group and has good antimicrobial effect. By using the method of the present invention, a chemical synthesis process is not required and an organic solvent is not required either, and thus, an antimicrobial agent having high water solubility, biodegradability, non-toxicity, good sterilization effect, and regeneration can be prepared with reduced harms to the environment.

## Claims

### Claim 1

A method of preparing a biodegradable antimicrobial agent, comprising:
(a) forming an aqueous polypeptide solution by dissolving a polypeptide into an aqueous solution;
(b) providing an aqueous sodium hypochlorite solution;
(c) adding the aqueous sodium hypochlorite solution into the aqueous polypeptide solution to form a mixture; and
(d) mixing the mixture for at least 1 min, such that the polypeptide compound reacts with sodium hypochlorite in the aqueous sodium hypochlorite solution, thereby forming a polypeptide chloride having at least one N-halamine group of N—Cl,
wherein, the polypeptide compound is a polyglutamic acid or polyaspartic acid, and the polypeptide chloride is a polyglutamic acid chloride or polyaspartic acid chloride.

### Claim 2 (depends on 1)

The method of claim 1, wherein the amount of sodium hypochlorite added to the aqueous sodium hypochlorite solution is 5-130 weight parts, based on 100 weight parts of the total amount of the polypeptide compound in the aqueous polypeptide solution.

### Claim 3 (depends on 2)

The method of claim 2, wherein the amount of sodium hypochlorite added to the aqueous sodium hypochlorite solution is 35-50 weight parts, based on 100 weight parts of the total amount of the polypeptide compound in the aqueous polypeptide solution.

### Claim 4 (depends on 1)

The method of claim 1, wherein the polypeptide chloride has 0.3-15 wt % of the N-halamine group.

### Claim 5 (depends on 1)

The method of claim 1, wherein the antimicrobial agent contains no less than 100 ppm of the N-halamine group.

### Claim 6 (depends on 1)

The method of claim 1, wherein the antimicrobial agent contains 100-10000 ppm of the N-halamine group.

### Claim 7 (depends on 1)

The method of claim 1, wherein the antimicrobial agent contains 200-10000 ppm of the N-halamine group.

### Claim 8 (depends on 1)

The method of claim 1, wherein the mixture has a pH of 6-8.

### Claim 9 (depends on 8)

The method of claim 8, wherein the mixture further comprises a pH buffer agent.

### Claim 10 (depends on 9)

The method of claim 9, wherein the pH buffer agent is an aqueous phosphoric acid solution, aqueous ammonium chloride solution, aqueous acetic acid solution, aqueous sodium hydrogen phosphate solution, aqueous disodium hydrogen phosphate solution, aqueous benzoic acid solution, or a mixture thereof.

### Claim 11 (depends on 1)

The method of claim 1, wherein the mixing time of the mixture at room temperature is not less than 30 min.

### Claim 12 (depends on 1)

The method of claim 1, wherein the mixing time of the mixture at room temperature is 90-180 min.

### Claim 13 (depends on 1)

The method of claim 1, wherein the step (d) further comprises a step of applying an external force to the mixture to agitate it.

### Claim 14 (depends on 1)

The method of claim 1, wherein the step (d) is followed by a step of: (e) adding a non-solvent to precipitate the polypeptide chloride.

### Claim 15 (depends on 14)

The method of claim 14, wherein the non-solvent is isopropanol, methanol, ethanol, acetone, acetonitrile, or a mixture thereof.

### Claim 16 (depends on 1)

The method of claim 1, wherein the reaction in the step (d) is performed at room temperature.