Organic polymer particles containing poly(oxazoline) stabilizers and use of poly(oxazolines) for stabilizing organic polymer particles

Patent metadata

Field	Value
Publication number	US-11806355-B2
Application number	US-201816493368-A
Country	US
Kind code	B2
Filing date	Mar 12, 2018
Priority date	Mar 14, 2017
Publication date	Nov 7, 2023
Grant date	Nov 7, 2023

Abstract

The invention relates to compositions containing water-soluble poly(oxazoline) and organic polymer particles chosen from the group of polyolefins, polyvinyl aromatics, polyvinyl esters, polyesters, polyamides, polyimides, polycarboxylic acids, polycarboxilic acid esters, polycarboxylic acid amides, polynitriles, polysulfonic acids, polyketones, polysulfones, polymeric polyols, polyurethanes, proteins, polymeric carbohydrates, nucleic acids or from a mixture of two or more of these polymers. The water-soluble poly(oxazolin) acts as a stabilizer for the polymer particles and can particularly advantageously be used as a stabilizer in the freeze-drying of aqueous polymer dispersions.

First claim

The invention claimed is:

1. A composition comprising a water-soluble poly(oxazoline) compound and organic polymer particles, wherein the organic polymer particles comprise a polyester; a mean diameter D 50 of the organic polymer particles is less than 10 μm; and the water-soluble poly(oxazoline) compound is not covalently bonded to the polymeric particles.

2. The composition according to claim 1 , characterized in that the polyester is a polyhydroxyalkanoate.

3. The composition according to claim 2 , characterized in that the polyhydroxyalkanoate is a lactic acid homo- or copolymer.

4. A composition comprising a water-soluble poly(oxazoline) compound and organic polymer particles, wherein
a mean diameter D 50 of the organic polymer particles is less than 10 μm; the organic particles being selected from the group of polyolefins, polyvinylaromatics, polyvinyl esters, polyesters, polyamides, polyimides, polycarboxylic acids, polycarboxylic acid esters, polycarboxylic acid amides, polynitriles, polysulfonic acids, polyketones, polysulfones, polymeric polyols, polyurethanes, proteins, polymeric carbohydrates, nucleic acids or a mixture of two or more of these polymers;
the organic polymer particles contain one or more pharmaceutically active substances; and
the water-soluble poly(oxazoline) compound is not covalently bonded to the organic polymeric particles.

5. The composition according to 1 , wherein the organic polymer particles have diameters in the range of 50 to 999 nm.

6. The composition according to claim 1 , wherein the organic polymer particles form a dispersed phase in a hydrophilic liquid.

7. The composition according to claim 4 , wherein the organic polymer particles are in solid form and are coated by the poly(oxazoline).

8. The composition according to 4 , wherein the organic polymer particles have diameters in the range of 50 to 999 nm.

9. The composition according to claim 4 , wherein the organic polymer particles form a dispersed phase in a hydrophilic liquid.

10. The composition according to claim 4 , wherein the organic polymer particles are in solid form and are coated by the poly(oxazoline).

11. The composition according to claim 4 , wherein the organic polymer particles comprise a polyester.

12. The composition of claim 1 , wherein at least 90 wt % of the water-soluble poly(oxazoline) compound has a recurring structural unit of formula I: —NR 1 —CR 3 H—CR 4 H— (I), wherein R 1 is —CO—R 2 with R 2 being hydrogen or methyl or ethyl; and R 3 , R 4 are independently hydrogen, methyl, ethyl, propyl, or butyl.

13. The composition of claim 12 , wherein at least 95 wt % of the water-soluble poly(oxazoline) compound has the recurring structural unit of formula I.

14. The composition of claim 1 , wherein the water-soluble poly(oxazoline) is a homopolymer.

15. The composition of claim 4 , wherein at least 90 wt % of the water-soluble poly(oxazoline) compound has a recurring structural unit of formula I: —NR 1 —CR 3 H—CR 4 H— (I), wherein R 1 is —CO—R 2 with R 2 being hydrogen or methyl or ethyl; and R 3 , R 4 are independently hydrogen, methyl, ethyl, propyl, or butyl.

16. The composition of claim 15 , wherein at least 95 wt % of the water-soluble poly(oxazoline) compound has the recurring structural unit of formula I.

17. The composition of claim 4 , wherein the water-soluble poly(oxazoline) is a homopolymer.

18. The composition of claim 4 , further comprising an auxiliary agent and/or an additive.

Assignees

• Univ Jena Friedrich Schiller

Inventors

• Leiske Meike Nicole
• Traeger Anja
• Schubert Ulrich Sigmar

Classifications

• A61K31/553 Primary

  having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine · CPC title

• A61K9/1647

  Polyesters, e.g. poly(lactide-co-glycolide) · CPC title

• C08L67/04

  Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C08L67/06 takes precedence) · CPC title

• C09D7/45

  Anti-settling agents · CPC title

• C09D7/65

  macromolecular (C09D7/41-C09D7/48 take precedence) · CPC title