IP Library Granted Patent US 6,861,491
Granted Patent B2
US 6,861,491 · App. 10/013,962 · Granted Mar 1, 2005

Method for producing a thermosetting polyurethane from a thermoplastic polyurethane and thermoset polyurethane obtainable using said method

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Quick Facts
Patent No.
US 6,861,491
App. No.
10/013,962
Granted
Mar 1, 2005
Kind
B2
Abstract

A method for producing thermosetting polyurethane after transformation from thermoplastic polyurethane with a hydrolyzable organo-silane which is grafted onto macromolecules of said thermoplastic polyurethane by means of a bonding agent. Said organo-silane has general formula (I), wherein R 1 ,R 2 ,R 3 =aliphatic alkyl, aromatic alkyl; n>1; R4 is an organic radical which can react with said bonding agent which comprises at least two isocyanate functions and the thermoplastic polyurethane obtained can, after transformation, become automatically cross-linked by coming into contact with water molecules in order to become thermosetting. The invention also relates to a product which can be obtained according to the inventive method.

Claims (25)

1. Method for producing a polyurethane that can be thermoset after processing, said method comprising

mixing a thermoplastic polyurethane and a cross-linking agent comprising at least two isocyanate functions and

adding to the mixture a hydrolysable organosilane-having the general formula;

where R 1 , R 2 , R 3 =aliphatic alkyl, aromatic alkyl;

n≧1; and

R 4 is an organic radical capable of reacting with the cross-linking agent;

whereby the hydrolysable silane is grafted onto the macromolecules of the thermoplastic urethane via an allophanate linkage.

2. Method as claimed in claim 1 , wherein R 4 is selected from the group consisting of primary amino, secondary amino, thio, hydroxy, phenoxy and epoxy.

3. Method as claimed in claim 1 , characterized in that the cross-linking agent is a diisocyanate with the general formula:

O═C═N—R 5 —NαC═O

where R 5 =organic radical.

4. Method as claimed in claim 1 , characterized in that the organosilane is aminopropyltrimethoxysilane.

5. Method as claimed in claim 1 , characterized in that the diisocyanate is selected from the group comprising of aromatic, cycloaliphatic and aliphalic diisocyanates and their dimers.

6. Method as claimed in claim 5 , characterized in that the aromatic diisocyanate is selected from the group consisting of TDI (1,3-diisocyanatomethyl-benzene), 2,4′-MDI (1-isocyanato-2-(4-isocyanatophenyl) methylbenzene), 4,4′MDI (1,1-methylene bis (4-isocyanatobenzene)), 2,4-TDI (2,4diisocyanato-1-methylbenzene) and PPDI (1,4-diisocyanatobenzene) or their dimers.

7. Method as claimed in claim 5 , characterized in that the cycloaliphatic diisocyanate is H 12 MDI (1,1-methylene bis (4-isocyanalocyclohexane)).

8. Method as claimed in claim 1 , characterized in that the concentration or cross-linking agent is between 0.1 and 30% by weight or thermoplastic polyurethane.

9. Method as claimed in claim 1 , characterized in that the concentration or organosilane is between 0.05 and 15% by weight or thermoplastic polyurethane.

10. Method as claimed in claim 1 , the mixture of thermoplastic polyurethane and cross-linking agent is reacted at temperatures between 120 and 220° C. to produce a reagent TPU;

the reagent TPU mixture is then brought into contact with the organosilane; and

the resulting grafted TPU is then recovered.

11. Method as claimed in claim 10 , characterized in that the grafted thermoplastic polyurethane obtained is subsequently granulated or immediately processed.

12. A polyurethane capable of being thermoset after processing obtained using the method of claim 10 .

13. Polyurethane capable of being thermosot after processing obtained using the method described in claim 1 .

14. A method as claimed in claim 1 , wherein the concentration of cross-linking agent is 4% by weight of thermoplastic polyurethane.

15. A method as claimed in claim 1 , wherein the concentration of organosilane is 2% by weight of thermoplastic polyurethane.

Assignments (2)
MERGER Recorded Jul 19, 2006
From: NOVEON IP HOLDINGS CORP.
To: NOVEON, INC.
Reel/Frame 017957/0694 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2003
From: GEMOPLAST S.A.
To: NOVEON IP HOLDINGS CORP.
Reel/Frame 014542/0391 →