IP Library › Granted Patent US 7,862,800
Granted Patent B1
US 7,862,800 · App. 11/328,109 · Granted Jan 4, 2011

Radiopaque cyanoacrylate compositions

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Quick Facts
Patent No.
US 7,862,800
App. No.
11/328,109
Granted
Jan 4, 2011
Kind
B1
Abstract

This invention relates to sterilized cyanoacrylate adhesive compositions with x-ray imagining capabilities, methods of making such compositions, and methods of using such compositions.

Claims (11)

1. A shelf-stable, one-part cyanoacrylate composition, wherein the composition has been sterilized in liquid form and remains in liquid form after sterilization, wherein the composition comprises:

a) a cyanoacrylate monomer; and

b) a radiopaque agent having the following structure H 2 C═C(X)—COOY, wherein X is hydrogen or alkyl and Y is Z n —Ar—I n ; wherein Z is alkyl, Ar is substituted with a carboxyl linker when m is 1, m is 0 or 1, and n is 1-5.

2. A composition according to claim 1 further comprising a combination of an anionic stabilizer and a free-radical stabilizer in amounts effective to stabilize the composition during sterilization and to stabilize the sterilized composition during storage prior to cure.

3. A composition as in claim 1 , wherein the composition is exposed to a dose of gamma irradiation that is in the range of 10-35 kGy.

4. A composition according to claim 1 wherein the cyanoacrylate monomer has the following structure H 2 C═C(CN)—COOR, wherein R is a member selected from the group consisting of C 1-15 alkyl, alkoxyalkyl, cycloalkyl, alkenyl, aralkyl, aryl, allyl and haloalkyl groups.

5. A composition according to claim 1 wherein the radiopaque agent has the following structure

wherein X is hydrogen or methyl and n is 1-5.

6. A composition according to claim 1 wherein the radiopaque agent has the following structure

7. A composition according to claim 1 wherein the radiopaque agent has the following structure

8. A composition according to claim 1 wherein the radiopaque agent has the following structure

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2013
From: BROADLEY, KENNETH N.; SWORDS, NOELEEN B.; GREALIS, CLARE P.
To: HENKEL LOCTITE (IRELAND) LIMITED
Reel/Frame 030550/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2013
From: HENKEL LOCTITE (IRELAND) LIMITED
To: LOCTITE (R&D) LIMITED
Reel/Frame 030551/0405 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2013
From: LOCTITE (R&D) LIMITED
To: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN
Reel/Frame 030571/0759 →
CHANGE OF NAME Recorded Jun 5, 2013
From: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN
To: HENKEL AG & CO. KGAA
Reel/Frame 030571/0768 →
SECURITY AGREEMENT Recorded Apr 10, 2007
From: GULFSTREAM MEDIA CORPORATION
To: SILICON VALLEY BANK, AS AGENT; GOLD HILL VENTURE LENDING 03, L.P.
Reel/Frame 019140/0679 →
SECURITY AGREEMENT Recorded Sep 1, 2006
From: STARBAK COMMUNICATIONS, INC.
To: SILICON VALLEY BANK; GOLD HILL VENTURE LENDING 03, L.P.
Reel/Frame 018194/0667 →
CORRECTIVE ASSIGNMENT TO CORRECT THE STARBACK COMMUNICATIONS, INC. PREVIOUSLY RECORDED ON REEL 018194 FRAME 0182. ASSIGNOR(S) HEREBY CONFIRMS THE STARBAK COMMUNICATIONS, INC.. Recorded Sep 1, 2006
From: STARBAK COMMUNICATIONS, INC.
To: SILICON VALLEY BANK
Reel/Frame 018207/0963 →
SECURITY AGREEMENT Recorded Aug 31, 2006
From: STARBACK COMMUNICATIONS, INC.
To: SILICON VALLEY BANK
Reel/Frame 018194/0182 →