IP Library Granted Patent US 9,878,101
Granted Patent B2
US 9,878,101 · App. 13/240,797 · Granted Jan 30, 2018

Cyclic olefin polymer vessels and vessel coating methods

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Quick Facts
Patent No.
US 9,878,101
App. No.
13/240,797
Granted
Jan 30, 2018
Kind
B2
Abstract

A package including a vessel made of cyclic olefin polymer (COP) resin, a CVD coating on a vessel, and a medicament comprising at least one protein, peptide, and/or DNA sequence is disclosed. Methods for processing a vessel, for example to provide lubricity or hydrophobicity, are also disclosed. The interior surface of the seated vessel can be processed via the vessel port by PECVD. Vessel barrier, lubricity and hydrophobic coatings and coated vessels, for example syringes and medical sample collection tubes are disclosed.

Claims (20)

1. A package containing a pharmaceutical composition, the package comprising:

a container comprising a syringe barrel having a wall defining a lumen, the wall having a wall interior surface consisting essentially of a cyclic olefin polymer (COP) free of co-monomers,

a barrier coating on at least a portion of the wall interior surface, the coating consisting essentially of a material comprising the atomic ratio SiO x measured by X-ray photoelectron spectroscopy (XPS), in which x is from 1.5 to 2.9, and

a plasma enhanced chemical vapor deposition (PECVD) lubricity coating over the barrier coating, comprising the following atomic ratio, measured by XPS,

Si w O x C y

where w is 1, x in this formula is from about 0.5 to 2.4, and y is from about 0.6 to about 3, the wall interior surface coated with the barrier coating and the lubricity coating having at least 25% lower sliding frictional resistance or at least 25% lower breakout frictional resistance than the wall interior surface lacking the barrier coating and the lubricity coating, as measured in accordance with ISO 7886-1:1993; and

a composition contained in the lumen comprising:

one or more active medicaments which are at least one of a protein, a peptide, or a DNA sequence;

a water; and

at least one organic preservative.

2. The package of claim 1 , in which the package further comprises a stopper, plunger or piston located at least partially within the lumen and slidable along the wall interior surface.

3. The package of claim 1 , in which the organic preservative comprises at least one of m-cresol, benzyl alcohol, and phenol.

4. The package of claim 1 , in which the one or more active medicaments comprises pharmaceutical insulin.

5. The package of claim 1 , further comprising a plunger or piston having a front face, a side portion, and a back portion, the side portion being configured to movably seat within the syringe barrel, at least a portion of the front face made of cyclic olefin polymer resin.

6. A medical or diagnostic kit comprising

the package of claim 1 ;

a hypodermic needle, double-ended needle, or other delivery conduit; and

optionally, an instruction sheet.

7. The package of claim 1 , in which the wall is made from a single COP composition.

8. The package of claim 1 , in which the plasma enhanced chemical vapor deposition (PECVD) lubricity coating is a PECVD reaction product employing a gaseous precursor comprising octamethylcyclotetrasiloxane (OMCTS).

Assignments (8)
SECURITY INTEREST Recorded Sep 5, 2024
From: SIO2 MEDICAL PRODUCTS, LLC
To: OAKTREE FUND ADMINISTRATION, LLC
Reel/Frame 068849/0489 →
CHANGE OF NAME Recorded Sep 4, 2024
From: SIO2 MEDICAL PRODUCTS, INC.
To: SIO2 MEDICAL PRODUCTS, LLC
Reel/Frame 068839/0691 →
SECURITY INTEREST Recorded Aug 9, 2023
From: SIO2 MEDICAL PRODUCTS, INC.
To: OAKTREE FUND ADMINISTRATION, LLC
Reel/Frame 064544/0940 →
RELEASE OF SECURITY INTEREST Recorded Apr 5, 2023
From: THE TEACHERS RETIREMENT SYSTEM OF ALABAMA
To: SIO2 MEDICAL PRODUCTS, INC.
Reel/Frame 063257/0371 →
SECURITY INTEREST Recorded Dec 7, 2022
From: SIO2 MEDICAL PRODUCTS, INC.
To: SALZUFER HOLDING INC., AS ADMINISTRATIVE AGENT
Reel/Frame 062094/0121 →
SECURITY INTEREST Recorded Dec 21, 2021
From: SIO2 MEDICAL PRODUCTS, INC.
To: OAKTREE FUND ADMINISTRATION, LLC
Reel/Frame 058562/0158 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR AND ASSIGNEE PREVIOUSLY RECORDED AT REEL: 027941 FRAME: 0846. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT. Recorded Sep 12, 2016
From: SIO2 MEDICAL PRODUCTS, INC.
To: THE TEACHERS' RETIREMENT SYSTEM OF ALABAMA
Reel/Frame 040002/0478 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE AND ASSIGNOR NAMES AND UPDATE TO PROPERTY NUMBERS PREVIOUSLY OMITTED PREVIOUSLY RECORDED ON REEL 039431 FRAME 0327. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT. Recorded Sep 12, 2016
From: SIO2 MEDICAL PRODUCTS, INC.
To: THE TEACHERS' RETIREMENT SYSTEM OF ALABAMA
Reel/Frame 040002/0514 →