Ceragenin particulate materials and methods for making same

Patent metadata

Field	Value
Publication number	US-10039285-B2
Application number	US-201314398094-A
Country	US
Kind code	B2
Filing date	Mar 13, 2013
Priority date	May 2, 2012
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

Particulate ceragenin materials may be manufactured by (i) providing a ceragenin feed material comprised of ceragenin molecules, each having a sterol backbone and a plurality cationic groups attached thereto; (ii) fracturing the ceragenin feed material in a milling apparatus to produce a ceragenin particulate material having a particle size distribution with a median particle size in a range from 5 nm to 20 μm; and (iii) during fracturing, maintaining the ceragenin feed with a moisture content of less than or equal to 10% by weight.

First claim

The invention claimed is:

1. A method for making a fine ceragenin particulate material, comprising:
providing a ceragenin feed material comprised of ceragenin molecules, each having a sterol backbone and a plurality of cationic groups attached thereto, the ceragenin feed material comprising particles having a size between 20 μm and 0.5 mm and having a moisture content of less than or equal to 10% by weight; and
fracturing the individual particles of the ceragenin feed material in a milling apparatus to produce individual fractured ceragenin particles of reduced size, the ceragenin particles of reduced size comprising ceragenin subparticles and agglomerates of the ceragenin subparticles, the ceragenin subparticles having an average particle size less than 1 μm, and the agglomerates having a particle size distribution with a median particle size in a range of 5 nm 1 urn to 20 μm.

2. The method as in claim 1 , wherein when providing a ceragenin feed material, the ceragenin feed material has a moisture content of less than or equal to 5% by weight.

3. The method as in claim 1 , wherein when providing a ceragenin feed material, the ceragenin feed material has a moisture content of less than or equal to 1% by weight.

4. The method as in claim 1 , wherein the milling apparatus fluidizes coarse ceragenin material using a fluidizing gas and the fluidizing gas has a moisture content sufficiently low to prevent the fluidizing gas from increasing the moisture content of the ceragenin feed material to a moisture content greater than 10% by weight.

5. The method as in claim 4 , wherein the fluidizing gas is nitrogen or dry air.

6. The method as in claim 1 , further comprising drying the ceragenin feed material to reduce the moisture content prior to introducing the ceragenin feed material into the milling apparatus.

7. The method as in claim 1 , further comprising milling the ceragenin feed material in the presence of a grinding aid selected from desiccants and excipients.

8. The method as in claim 7 , wherein the desiccant or excipient is selected from the group consisting of lactate, citrate, magnesium stearate, calcium chloride, and potassium carbonate.

9. The method as in claim 1 , wherein the median particle size of the agglomerates is in a range of 1 micron to 15 microns.

10. The method as in claim 1 , wherein the median particle size of the agglomerates is in a range of 1 micron to 10 microns.

11. The method as in claim 1 , wherein the median particle size of the agglomerates is in a range of 1 μm to 5 μm.

12. The method as in claim 1 , wherein the milling apparatus is a jet mill, a ball mill, a high pressure vertical roller mill, or a high pressure horizontal mill.

13. The method as in claim 1 , wherein the fracturing is carried out from high velocity collisions of ceragenin particles.

14. The method as in claim 1 , wherein the fracturing produces a narrow particle size distribution with an upper end point (UEP) to lower end point (LEP) ratio of less than or equal to 20, wherein the UEP is the d90 and the LEP is the d10 of the particle size distribution of the particulate ceragenin.

15. The method as in claim 14 , wherein the fracturing includes producing an intermediate ceragenin particulate material and classifying the intermediate ceragenin particulate material to produce fine particulate ceragenin and a coarse intermediate fraction, the method further comprising recirculating the coarse intermediate fraction to the milling apparatus for additional fracturing.

16. The method as in claim 15 , wherein the percentage of recirculated intermediate ceragenin particulate material is at least 10%, by weight of the intermediate ceragenin particulate material.

17. The method as in claim 15 , wherein the intermediate ceragenin particulate material is classified using a high efficiency cyclone separator.

18. A method for making a fine ceragenin particulate material from a coarse ceragenin feed material, comprising:
providing a coarse ceragenin feed material comprised of ceragenin molecules, each having a sterol backbone and a plurality of cationic groups attached thereto, the coarse ceragenin feed material having a particle size of at least 100 μm and a moisture content of less than or equal to 10% by weight; and
fracturing the coarse ceragenin feed material in a milling apparatus to produce ceragenin particles of reduced size and having a particle size distribution with a median particle size in a range of 5 nm to 1 μm.

19. A method for making a fine ceragenin particulate material from a coarse ceragenin feed material, comprising:
providing a coarse ceragenin feed material comprised of ceragenin molecules, each having a sterol backbone and a plurality of cationic groups attached thereto, the coarse ceragenin feed material having a particle size of at least 20 μm and a moisture content of less than or equal to 10% by weight; and
jet milling the coarse ceragenin feed material in a jet milling apparatus to produce ceragenin particles of reduced size and having a particle size distribution with a median particle size in a range of 5 nm to 10 μm,
wherein the jet milling includes producing an intermediate ceragenin particulate material and classifying the intermediate ceragenin particulate material to produce fine particulate ceragenin and a coarse intermediate fraction, the method further comprising recirculating the coarse intermediate fraction to the milling apparatus for additional fracturing.

Assignees

• Univ Brigham Young

Inventors

• Savage Paul B
• Genberg Carl

Classifications

• B02C23/24

  Passing gas through crushing or disintegrating zone ({B02C15/001}, B02C23/38, B02C23/40 take precedence) · CPC title

• A01N45/00 Primary

  Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring (halogenated hydrocarbons A01N29/08; condensed with heterocyclic rings A01N43/00) · CPC title

• B02C23/12

  with return of oversize material to crushing or disintegrating zone · CPC title

• A01N55/00

  Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur (containing organo-phosphorus compounds A01N57/00) · CPC title

• A01N55/08

  containing boron · CPC title