IP Library Granted Patent US 11,779,716
Granted Patent B2
US 11,779,716 · App. 16/635,657 · Granted Oct 10, 2023

Method for making medicinal delivery device having multi-layer coating

Inventors: Philip A. Jinks (Loughborough, GB); Frans A. Audenaert (Kaprijke, BE)
Assignee: Kindeva Drug Delivery L.P.
A61M15/0066B05D7/14B05D7/52C08G65/336C08G75/20A61M2205/0238B05D2202/15B05D2202/25B05D2506/10B05D2518/00C08G2650/48
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Quick Facts
Patent No.
US 11,779,716
App. No.
16/635,657
Granted
Oct 10, 2023
Kind
B2
Abstract

Methods of making components for a medicinal delivery device are described, in which a base composition comprising a polysulphone is applied to the surface of a component to create a base layer, a primer composition comprising a silane having two or more reactive silane groups separated by an organic linker group is applied to the base layer to create primed surface, and a coating composition comprising an at least partially fluorinated compound is applied to the primed surface. Corresponding coated components and a medicinal delivery device are disclosed.

Claims (38)

1. A method of making a component for a medicinal delivery device, the method comprising:

a) providing a component of a medicinal delivery device,

b) providing a base composition comprising a polysulphone,

c) providing a primer composition comprising a silane having two or more reactive silane groups separated by an organic linker group,

d) providing a coating composition comprising an at least partially fluorinated compound,

e) applying the base composition to at least a portion of the surface of the component,

f) applying the primer composition to at least a portion of the surface of the component after the application of the base composition, and

g) applying the coating composition to the portion of the surface of the component after application of the primer composition.

2. A method as claimed in claim 1 , wherein the silane having two or more reactive silane groups is of formula:

X 3-m (R 1 ) m Si-Q-Si(R 2 ) k X 3-k

wherein R 1 and R 2 are independently selected univalent groups, X is a hydrolysable or hydroxy group, m and k are independently 0, 1, or 2, and Q is a divalent organic linking group.

3. A method as claimed in claim 2 , wherein Q is of formula —(CH 2 ) i -A-(CH 2 ) j — wherein A is NR n , O, or S, i and j are independently 0, 1, 2, 3, or 4, and wherein R n is H or C 1 to C 4 alkyl.

4. A method as claimed in claim 1 , wherein the at least partially fluorinated compound is a polyfluoropolyether silane of formula:

R f Q 1 v [Q 2 w -[C(R 4 ) 2 —Si(X) 3-x (R 5 ) x ] 3 ] z

wherein:

R f is a polyfluoropolyether moiety;

Q 1 is a trivalent linking group;

each Q 2 is an independently selected organic divalent or trivalent linking group;

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

each X is independently a hydrolysable or hydroxyl group;

R 5 is a C 1-8 alkyl or phenyl group;

v and w are independently 0 or 1, x is 0 or 1 or 2; y is 1 or 2; and

z is 1, 2, 3, or 4.

5. A method as claimed in claim 4 , wherein the polyfluoropolyether moiety 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.

6. A method as referred in claim 5 , wherein the number of linked perfluorinated repeating units is in the range 20 to 40.

7. A method as claimed in claim 1 , wherein the base composition comprises a polyethersulphone.

8. A method as claimed in claim 1 , wherein said surface is a metal surface selected from the group consisting of an aluminium alloy, an iron alloy, and a steel alloy.

9. A method as claimed in claim 1 , where said medicinal delivery device is a metered dose inhaler or a dry powder inhaler.

10. A method as claimed in claim 1 , 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.

11. A medicinal delivery device assembled from at least one component made as claimed in claim 1 .

12. A method as claimed in claim 1 , wherein said portion of surface is a polymer surface.

13. A method of making a component for a medicinal delivery device, the method comprising

a) providing a component of a medicinal delivery device,

b) providing a coating composition comprising an at least partially fluorinated compound,

c) providing a base composition comprising polyethersulphone in an amount of less than 20% by weight,

d) applying the base composition to at least a portion of the surface of the component to provide a base layer,

e) applying the coating composition to at least a portion of the surface of the component after application of the base layer.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 31, 2020
From: JINKS, PHILIP A.; AUDENAERT, FRANS A.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 051682/0124 →