IP Library Granted Patent US 7,354,628
Granted Patent B2
US 7,354,628 · App. 10/521,937 · Granted Apr 8, 2008

Medical device lubricant comprising radiation curable silicon material

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Quick Facts
Patent No.
US 7,354,628
App. No.
10/521,937
Granted
Apr 8, 2008
Kind
B2
Abstract

The invention relates to a lubricant for medical devices. The inventive lubricant uses silicone epoxy and vinyl ether that both rapidly cure when exposed to ultraviolet light or an intense electron beam. The lubricants formulated with these components in combination with a secondary silicone component and a photoinitator offer improved performance when compared to lubricants formulated from the prior art method of using a RTV+silicone fluid materials. The speed of the UV/EB cure of the new components makes lubricants formed from them more compatible with high speed manufacturing processes by eliminating the delay of prior art lengthy cure steps.

Claims (18)

1. A method for lubricating hypodermic needles comprising:

applying a coating mixture comprising a radiation curable silicone having epoxy pendant groups, a secondary silicone component other than a radiation curable silicone having epoxy pendant groups, a photoinitiator and vinyl ether to a penetrating surface of a hypodermic needle; and

curing said coating by exposure to radiation.

2. The method according to claim 1 wherein said radiation is selected from the group consisting of: ultraviolet light, electron beam and gamma radiation.

3. The method according to claim 1 wherein said coating is applied to said hypodermic needle by at least one of: i) dipping, ii) spraying, iii) padding, and iv) passing through a flowing cascade.

4. The method according to claim 1 wherein said vinyl ether is selected from the group consisting of monovinyl ether of 2-ethyl-l-hexanol, monovinyl ether of n-dodecanol, and divinyl ether of 1, 4-cyclohexanedimethanol.

5. The method according to claim 1 wherein said photoinitiator is selected from the group consisting of diaryliodonium tetrakis (pentafluorophenyl) borate salt, bis(dodecylphenyl) iodonium hexafluoroantimonate, bis(dodecylphenyl) iodonium hexafluoroarsenate and (4-octyloxyphenyl) (phenyl) iodinium hexafluoroantimonate.

6. The method according to claim 1 wherein said secondary silicone component is selected from the group consisting of polydimethylsiloxane, polymethyltrimethoxy silane, polymethyltrianetoxy silane, poly (silicone chloride), poly (vinyl trimethoxy silane), poly [bis (trimethoxysilyl) propyl amine]. poly (gamma-ureidopropyl trimethoxy silane), an ester of tri (3-(trimethoxysilyl) propyl) isocyanurate and a poly(fluorosilicone).

7. The method according to claim 1 further comprising the step of packaging said hypodermic needle in a sealed case prior to radiating said coating.

8. A method for lubricating hypodermic needles comprising:

applying a first coating mixture comprising a radiation curable silicone, having epoxy pendant groups, a secondary silicone component other than a silicone having epoxy pendant groups, a photoinitiator and a vinyl ether to a penetrating surface of a hypodermic needle;

curing said first coating by exposure to radiation; and

applying a second coating mixture comprising a secondary silicone component other than a silicone having epoxy pendant groups, dispersed in a carrier solvent.

9. The method according to claim 8 wherein said vinyl ether in said first coating is selected from the group consisting of monovinyl ether of 2-ethyl-l-hexanol, monovinyl ether of n-dedecanol and divinyl ether of 1,4-cyclohexanedimethanol.

10. The method according to claim 8 wherein said photoinitiator in said first coating is selected from the group consisting of diaryliodonium tetrakis (pentafluorophenyl) borate salt, bis(dodecylphenyl) iodonium hexafluoroantimonate, bis(dodecylphenyl) iodonium hexafluoroarsenate and (4-octyloxyphenyl) (phenyl) iodinium hexafluoroantimonate.

11. The method according to claim 8 wherein said secondary silicone component in said first coating is selected from the group consisting of polydimethylsiloxane, polymethyltrimethoxy silane, polymethyltriacetoxy silane, poly (silicone chloride), poly (vinyl trimethoxy silane), poly [bis (trimethoxysilyl) propyl amine]. poly (gamma-ureidopropyl trimethoxy silane), an ester of tri (3-(trimethoxysilyl) propyl) isocyanurate and a poly(fluorosilicone).

12. The method according to claim 8 wherein said secondary silicone component in said second coating is selected from the group consisting of polydimethylsiloxane, polymethyltrimethoxy silane, polymethyltriacetoxy silane, poly (silicone chloride), poly (vinyl trimethoxy silane), poly [bis (trimethoxysily) propyl amine], poly (gamma-ureidopropyl trimethoxy silane), an ester of tri (3-(trimethoxysilyl) propyl) isocyanurate and a poly(fluorosilicone).

13. The method according to claim 8 wherein said secondary silicone component in said second coating is a mixture of at least two silicone components selected from the group consisting of polydimethylsiloxane, polymethyltrimethoxy silane, polymethyltriacetoxy silane, poly (silicone chloride), poly (vinyl trimethoxy silane), poly [bis (trimethoxysilyl) propyl amine], poly (gamma-ureidopropyl trimethoxy silane), an ester of tri (3-(trimethoxysilyl) propyl) isocyanurate and a poly(fluorosilicone).

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2017
From: COVIDIEN AG; COVIDIEN FINANCE INTERNATIONAL GMBH
To: CARDINAL HEALTH IRELAND UNLIMITED COMPANY
Reel/Frame 044763/0234 →
MERGER Recorded Jan 4, 2012
From: COVIDIEN AG
To: TYCO HEALTHCARE GROUP AG
Reel/Frame 027477/0691 →
CHANGE OF NAME Recorded Jan 4, 2012
From: TYCO HEALTHCARE GROUP AG
To: COVIDIEN AG
Reel/Frame 027477/0733 →
CHANGE OF NAME Recorded Jul 11, 2007
From: SHERWOOD SERVICES AG
To: COVIDIEN AG
Reel/Frame 019542/0744 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 3, 2005
From: STEUBE, GREGORY ALAN
To: SHERWOOD SERVICES AG
Reel/Frame 015723/0709 →