IP Library Granted Patent US 10,947,322
Granted Patent B2
US 10,947,322 · App. 16/072,650 · Granted Mar 16, 2021

Esterified cellulose ethers comprising phthalyl groups

Inventor: Oliver Petermann (Hamburg, DE)
Assignee: Nutrition & Biosciences USA 1, LLC
C08B13/00A61K9/10A61K9/4816A61K9/4833A61K47/38C08L1/32
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Quick Facts
Patent No.
US 10,947,322
App. No.
16/072,650
Granted
Mar 16, 2021
Kind
B2
Abstract

An esterified cellulose ether is provided wherein the ester groups are phthalyl groups, the degree of substitution of phthalyl groups is from 0.02 to 0.18, the degree of neutralization of phthalyl groups is not more than 0.75, and the esterified cellulose ether has a solubility in water of at least 2.0 weight percent at 2° C.

Claims (22)

1. A hydroxypropyl methyl cellulose phthalate, wherein

the degree of substitution of phthalyl groups is from 0.02 to 0.18, the degree of neutralization of phthalyl groups is not more than 0.75, wherein the degree of neutralization=[—C(O)—C 6 H 4 —COO − ]/[—C(O)—C 6 H 4 —COO − +—C(O)—C 6 H 4 —COOH], and

the hydroxypropyl methyl cellulose phthalate has a solubility in water of at least 2.0 weight percent at 2° C.

2. The hydroxypropyl methyl cellulose phthalate of claim 1 wherein the degree of substitution of phthalyl groups is from 0.05 to 0.17.

3. The hydroxypropyl methyl cellulose phthalate of claim 1 wherein the degree of neutralization of phthalyl groups is not more than 0.6.

4. The hydroxypropyl methyl cellulose phthalate of claim 1 wherein at least 85 wt. % of the hydroxypropyl methyl cellulose phthalate is soluble in a mixture of 2.5 weight parts of the hydroxypropyl methyl cellulose phthalate and 97.5 weight parts of water at 2° C.

5. A liquid composition comprising the hydroxypropyl methyl cellulose phthalate of claim 1 dissolved in an aqueous liquid.

6. The liquid composition of claim 5 having a temperature of 15° C. or less.

7. A liquid composition comprising at least one hydroxypropyl methyl cellulose phthalate of claim 1 and an organic diluent.

8. A process for coating a dosage form comprising contacting a liquid composition comprising the hydroxypropyl methyl cellulose phthalate of claim 1 with the dosage form.

9. A process for a manufacture of capsule shells comprising contacting a liquid composition comprising the hydroxypropyl methyl cellulose phthalate of claim 1 with dipping pins.

10. A coated dosage form wherein the coating comprises at least one hydroxypropyl methyl cellulose phthalate of claim 1 .

11. A polymeric capsule shell comprising at least one hydroxypropyl methyl cellulose phthalate of claim 1 .

12. A capsule comprising the polymeric capsule shell of claim 11 and an ingredient selected from the group consisting of a drug, a nutritional or food supplement, or a combination thereof.

13. A solid dispersion of at least one active ingredient in at least one hydroxypropyl methyl cellulose phthalate of claim 1 .

14. The liquid composition of claim 5 wherein the hydroxypropyl methyl cellulose phthalate has the degree of substitution of phthalyl groups of from 0.02 to 0.15.

15. The liquid composition of claim 14 , characterized in that the hydroxypropyl methyl cellulose phthalate gels at 50 to 90° C.

16. The liquid composition of claim 15 wherein the gelation is reversible.

17. The liquid composition of claim 5 wherein the liquid composition comprises at least 5 wt. % of the hydroxypropyl methyl cellulose phthalate of claim 1 dissolved in the aqueous liquid.

18. The liquid composition of claim 5 wherein the liquid composition comprises at least 10 wt. % of the hydroxypropyl methyl cellulose phthalate of claim 1 dissolved in the aqueous liquid.

19. The hydroxypropyl methyl cellulose phthalate of claim 1 wherein the degree of neutralization of phthalyl groups is not more than 0.3.

20. The hydroxypropyl methyl cellulose phthalate of claim 1 wherein the degree of neutralization of phthalyl groups is not more than 0.1.

Assignments (4)
CHANGE OF LEGAL ENTITY Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
Reel/Frame 054530/0384 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 054531/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
Reel/Frame 054533/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
To: NUTRITION & BIOSCIENCES USA 1, LLC
Reel/Frame 054533/0575 →