# US 2014/0155347 A1 · Spray Drying of High Molecular Weight Hyaluronic Acid

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- Number: US 2014/0155347 A1
- Document ID: US20140155347A1
- Status: Published application
- Kind: A1
- Application number: 14/119,099
- Filed: 2012-05-29
- Published: 2014-06-05
- Earliest claimed: 2011-05-30
- Assignees: Novozymes Biopharma DK A/S
- Applicants: Novozymes Biopharma Dk A/S
- Inventors: Kristoffer Toemmeraas; Poul Bach
- Web page: https://patentgrep.com/patent/US20140155347A1

## CPC

- A61K 31/728: Hyaluronic acid
- A61P 17/02: for treating wounds, ulcers, burns, scars, keloids, or the like
- A61P 35/00: Antineoplastic agents
- C08B 37/0072: {Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates}
- C08L 5/08: Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C08B: POLYSACCHARIDES; DERIVATIVES THEREOF (polysaccharides containing less than six saccharide radicals attached to each other by glycosidic linkages C07H; fermentation or enzyme-using processes C12P19/00; sugar industry C13; production of cellulose D21)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A method of producing spray-dried hyaluronic acid comprising a) spray drying hyaluronic acid, wherein the concentration of the hyaluronic acid in the feed to the spray dryer is in the range of from 3.5 g/l to 7.0 g/l; b) having the temperature in the feed to the spray dryer in the range of from 0° C. to 100° C.; and wherein the molecular weight of the hyaluronic acid in the feed to the spray dryer is ≧1200 kDa.

## Claims

### Claim 1

A method of producing spray-dried hyaluronic acid comprising
a) spray drying hyaluronic acid, wherein the concentration of the hyaluronic acid in the feed to the spray dryer is in the range of from 3.5 g/l to 7.0 g/l;
b) having the temperature in the feed to the spray dryer in the range of from 0° C. to 100° C.; and
wherein the molecular weight of the hyaluronic acid in the feed to the spray dryer is ≧1200 kDa.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the hyaluronic acid is hyaluronic acid or a salt thereof.

### Claim 3 (depends on 2)

The method according to claim 2, wherein the salt of the hyaluronic acid is selected from the group consisting of sodium hyaluronate, potassium hyaluronate, ammonium hyaluronate, calcium hyaluronate, magnesium hyaluronate, zinc hyaluronate, and cobalt hyaluronate.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the hyaluronic acid in the feed to the spray dryer has a molecular weight in the range of between 1200 kDa and 10,000 kDa.

### Claim 5 (depends on 1)

The method according to claim 1, wherein the hyaluronic acid is derivatized.

### Claim 6 (depends on 5)

The method according to claim 5, wherein the derivatized hyaluronic acid is aryl/alkyl succinic anhydride hyaluronic acid or acrylated hyaluronic acid.

### Claim 7 (depends on 1)

The method according to claim 1, wherein the spray drying is done using a Rotary Atomizer or a Two-Fluid-Nozzle (TFN) spray-dryer.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the spray drying is done using the following conditions:
Inlet temperature: 100-200° C.; and
Outlet temperature: 40-95° C.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the loss in molecular weight during spray drying is less than 15%.

### Claim 10 (depends on 1)

The method according to claim 1, wherein the feed to the spray dryer also comprises an active ingredient.

### Claim 11 (depends on 1)

The method according to claim 1, wherein the feed to the spray dryer also comprises an excipient.
