IP Library Granted Patent US 8,808,786
Granted Patent B2
US 8,808,786 · App. 13/855,068 · Granted Aug 19, 2014

Medicinal inhalation devices and components thereof

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Quick Facts
Patent No.
US 8,808,786
App. No.
13/855,068
Granted
Aug 19, 2014
Kind
B2
Abstract

Medicinal inhalation devices and components having a non-metal coating and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating are provided. In some embodiments, the partially fluorinated compound comprises a polyfluoropolyether silane of Formula Ia: R f [Q-[C(R) 2 —Si(Y) 3-x (R 1a ) x ] y ] z   Ia wherein: R f is a monovalent or multivalent polyfluoropolyether segment; Q is an organic divalent or trivalent linking group; each R is independently hydrogen or a C 1-4 alkyl group; each Y is independently a hydrolysable group; R 1a is a C 1-8 alkyl or phenyl group; x is 0 or 1 or 2; y is 1 or 2; and z is 1, 2, 3, or 4. Methods of making the devices and components are also provided.

Claims (33)

1. A method of making a medicinal inhalation device comprising:

a) forming a non-metal coating on at least a portion of a surface of the device, said coating having at least one functional group;

b) applying to at least a portion of a surface of the non-metal coating a composition comprising an at least partially fluorinated compound comprising at least one functional group; and

c) allowing at least one functional group of the at least partially fluorinated compound to react with at least one functional group of the non-metal coating to form a covalent bond; and

wherein the at least partially fluorinated compound comprising at least one functional group is a polyfluoropolyether silane; and

wherein the polyfluoropolyether silane is of Formula Ia:

R f [Q-[C(R) 2 —Si(Y) 3-x (R 1a ) x ] y ] z   Ia

wherein:

R f is a monovalent or multivalent polyfluoropolyether segment;

Q is an organic divalent or trivalent linking group;

each R is independently hydrogen or a C 1-4 alkyl group;

each Y is independently a hydrolysable group;

R 1a is a C 1-8 alkyl or phenyl group;

x is 0 or 1 or 2;

y is 1 or 2; and

z is 1, 2, 3, or 4.

2. A method according to claim 1 , wherein the polyfluoropolyether segment, R f , comprises perfluorinated repeating units selected from the group consisting of —(C n F 2n O)—, —(CF(Z)O)—, —(CF(Z)C n F 2n O)—, —(C n F 2n CF(Z)O)—, —(CF 2 CF(Z)O)—, and combinations thereof; wherein n is an integer from 1 to 6 and Z is a perfluoroalkyl group, an oxygen-containing perfluoroalkyl group, a perfluoroalkoxy group, or an oxygen-substituted perfluoroalkoxy group, each of which can be linear, branched, or cyclic, and have 1 to 5 carbon atoms and up to 4 oxygen atoms when oxygen-containing or oxygen-substituted and wherein for repeating units including Z the number of carbon atoms in sequence is at most 6.

3. A medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the device and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, where said surface of the device is a surface that is or will come in contact with a medicament or a medicinal formulation during storage or delivery from the medicinal inhalation device.

4. A device according to claim 3 , where said surface of the device is a surface that comes in contact with a movable component of the device or is a surface of a movable component of the device.

5. A device according to claim 3 , where said medicinal inhalation device is a metered dose inhaler or a dry powder inhaler.

6. A medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the device and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, wherein the device is a metered dose inhaler and the inhaler contains a medicinal aerosol formulation comprising a medicament and HFA 134a and/or HFA 227.

7. A device according to claim 6 , wherein the medicinal aerosol formulation is substantially free of ethanol.

8. A device according to claim 7 , wherein the medicinal aerosol formulation is free of ethanol.

9. A device according to claim 6 , wherein the medicinal aerosol formulation is substantially free of surfactant.

10. A device according to claim 9 , wherein the medicinal aerosol formulation is free of surfactant.

11. A device according to claim 6 , wherein the medicinal aerosol formulation comprises a medicament that is dispersed in said formulation.

12. A device according to claim 6 , wherein the medicinal aerosol formulation medicinal formulation comprises a medicament selected from the group consisting of albuterol, terbutaline, ipratropium, oxitropium, tiotropium, beclomethasone, flunisolide, budesonide, mometasone, ciclesonide, cromolyn sodium, nedocromil sodium, ketotifen, azelastine, ergotamine, cyclosporine, salmeterol, fluticasone, formoterol, procaterol, indacaterol, TA2005, omalizumab, zileuton, insulin, pentamidine, calcitonin, leuprolide, alpha-1-antitrypsin, interferon, triamcinolone, and pharmaceutically acceptable salts and esters thereof and mixtures thereof.

13. A component of a medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the component, and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, where said surface of the component of the device is a surface that is or will come in contact with a medicament or a medicinal formulation during storage or delivery from the medicinal inhalation device.

14. A component according to claim 13 , where said surface of the component of the device is a surface that comes in contact with a movable component of the device or is a surface of a movable component of the device.

15. A component according to claim 13 , where said medicinal inhalation device is a metered dose inhaler or a dry powder inhaler.

16. A component of a medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the component, and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, wherein the component is a component of a metered dose inhaler and the component is selected from the group consisting of an actuator, an aerosol container, a ferrule, a valve body, a valve stem and a compression spring.

17. A component of a medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the component, and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, wherein the component is a component of a dry powder inhaler and the component is selected from the group consisting of a powder container, a component used to open a sealed powder container, a component that defines at least in part a deagglomeration chamber, a component of a deaglomeration system, a component that defines at least in part a flow channel, a dose-transporting component, a component that defines at least in part a mixing chamber, a component that defines at least in part an actuation chamber, a mouthpiece and a nosepiece.

18. A component of a medicinal inhalation device comprising a non-metal coating on at least a portion of a surface of the component, and a fluorine-containing coating bonded to the non-metal coating wherein the fluorine-containing coating comprises an at least partially fluorinated compound comprising at least one functional group which shares at least one covalent bond with the non-metal coating, wherein the component is a component of a breath-actuating device or a component of a breath-coordinating device or a spacer or a component of a spacer or a component of a dose counter for a medicinal inhalation device.

Assignments (4)
SECURITY INTEREST Recorded Dec 14, 2022
From: KINDEVA DRUG DELIVERY L.P.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 062122/0618 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT COLLATERAL RECORDED AT R/F 053586/0715 Recorded Dec 12, 2022
From: MIDCAP FINANCIAL TRUST, AS ADMINISTRATIVE AGENT
To: KINDEVA DRUG DELIVERY L.P.
Reel/Frame 062115/0707 →
SECURITY INTEREST Recorded Aug 24, 2020
From: KINDEVA DRUG DELIVERY L.P.
To: MIDCAP FINANCIAL TRUST, AS ADMINISTRATIVE AGENT
Reel/Frame 053586/0715 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2020
From: 3M COMPANY; 3M INNOVATIVE PROPERTIES COMPANY
To: KINDEVA DRUG DELIVERY L.P.
Reel/Frame 052818/0234 →