IP Library Granted Patent US 9,404,026
Granted Patent B2
US 9,404,026 · App. 14/703,270 · Granted Aug 2, 2016

Polyurea-based fabric glue

Inventors: Heike Heckroth (Odenthal, DE); Hartmut Nefzger (Pulheim, DE); Christoph Eggert (Cologne, DE)
Assignee: Adhesys Medical GmbH
C09J175/02A61L24/046
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,404,026
App. No.
14/703,270
Granted
Aug 2, 2016
Kind
B2
Abstract

The present invention relates to a polyurea system, the use of such a polyurea system for sealing, linking, gluing, or covering of cellular tissue, and a dosing system having two chambers for a polyurea system such as this. The polyurea system comprises as components: A) an isocyanate-functioning prepolymer, which can be derived by reacting aliphatic isocyanates with polyoles, and B) an amino-functioning ester of aspartic acid. According to the invention, water and/or tertiary amine is added to the system, in order to increase the reacting speed of the prepolymer with the amino-functioning ester of aspartic acid while decreasing the setting time at the same time.

Claims (29)

1. A tissue adhesive composition comprising a polyurea system comprising

A) isocyanate-functional prepolymers obtained by reacting

aliphatic isocyanates A1) with

polyols A2) comprising polyester polyols and/or polyester-polyether polyols and/or polyether polyols, which have a number-average molecular weight of ≧400 g/mol, an average OH functionality of 2 to 6, and 60% to 90% of ethylene oxide-based units, based on the amounts of alkylene oxide units that are present in total,

B) amino-functional aspartic esters of formula (I)

wherein

X is an organic radical containing no Zerewitinoff-active hydrogen,

R 1 and R 2

are identical or different organic radicals containing no Zerewitinoff-active hydrogen, and

n is an integer of at least 2,

and/or

optionally C) organic fillers and

optionally D) reaction products of the isocyanate-functional prepolymers of A) with aspartic esters B) and/or organic fillers C),

wherein said system comprises water and/or tertiary amine as E), and

wherein the system when cured has no cytotoxicity in accordance with ISO 10993.

2. The composition of claim 1 , wherein said polyurea system comprises tertiary amines of formula (II)

wherein

R 3 , R 4 , and R 5 independently of one another are alkyl or heteroalkyl radicals having heteroatoms in the alkyl chain or at the end thereof, or R 3 and R 4 , together with the nitrogen atom carrying them, may form an aliphatic, unsaturated or aromatic heterocycle, which may optionally contain further heteroatoms.

3. The composition of claim 1 , wherein the tertiary amine is selected from the group consisting of triethanolamine, tetrakis(2-hydroxyethyl)ethylenediamine, N,N-dimethyl-2-(4-methylpiperazin-1-yl)ethanamine, 2-{[2-(dimethylamino)ethyl](methyl)amino}ethanol, and 3,3′,3″-(1,3,5-triazinane-1,3,5-triyl)tris(N,N-dimethylpropan-1-amine).

4. The composition of claim 1 , wherein said polyurea system contains 0.2% to 2.0% by weight of water and/or 0.1% to 1.0% by weight of tertiary amine.

5. The composition of claim 1 , wherein X is an optionally branched or linear organic radical having 1 to 20 which optionally contains heteroatoms.

6. The composition of claim 5 , wherein the polyols used for preparing component A) have a number-average molecular weight of 4000 to 8500 g/mol.

7. The composition of claim 1 , wherein the organic fillers of component C) are hydroxyl-functional compounds.

8. The composition of claim 7 , wherein the fillers of component C) have an average OH functionality of 1.5 to 3.

9. The composition of claim 7 , wherein the fillers of component C) have repeating ethylene oxide units.

10. The composition of claim 1 for sealing, connecting, bonding or covering cellular tissue.

11. The composition of claim 1 for staunching the egress of blood or tissue fluids or for sealing leaks in cellular tissue.

12. The composition of claim 10 for use for sealing, connecting, bonding or covering human or animal cellular tissue.

13. The composition of claim 1 , wherein said system comprises water and tertiary amine as E) added together.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT APPL. NO. 13/369,744 PREVIOUSLY RECORDED AT REEL: 038810 FRAME: 0860. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Jul 21, 2016
From: MEDICAL ADHESIVE REVOLUTION GMBH
To: ADHESYS MEDICAL GMBH
Reel/Frame 039427/0230 →
CHANGE OF NAME Recorded May 25, 2016
From: MEDICAL ADHESIVE REVOLUTION GMBH
To: ADHESYS MEDICAL GMBH
Reel/Frame 038810/0860 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2015
From: HECKROTH, HEIKE; NEFZGER, HARTMUT; EGGERT, CHRISTOPH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 035558/0178 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2015
From: BAYER MATERIALSCIENCE AG
To: MEDICAL ADHESIVE REVOLUTION GMBH
Reel/Frame 035558/0219 →
Priority Claims (1)
EP 09009248 · Jul 16, 2009 · regional
Continuity (2)
Continuation 13384295
Related Publication 20150232720A1 · Aug 20, 2015