IP Library Granted Patent US 7,307,136
Granted Patent B2
US 7,307,136 · App. 10/061,186 · Granted Dec 11, 2007

Polyurethane elastomers

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Quick Facts
Patent No.
US 7,307,136
App. No.
10/061,186
Granted
Dec 11, 2007
Kind
B2
Abstract

A polyisocyanate-based elastomer having a ratio of the storage modulus (E′) at 20° C. and the storage modulus (E′) at 120° C. of between 0.75 and 1.5, a tan δ at 100° C. of less than 0.1 and a maximum value of the tan δ of more than 0.8, the tan δ being the ratio of the loss modulus (E″) and the storage modulus (E′).

Claims (20)

1. An elastomer having a ratio of the storage modulus (E′) at 20° C. and the storage modulus (E′) at 120° C. of between 0.75 and 1.5, a tan δ at 100° C. of less than 0.1 and a maximum value of the tan δ of more than 0.8, the tan δ being the ratio of the loss modulus (E″) and the storage modulus (E′), the storage and loss modulus being measured by Dynamic Mechanical Thermal Analysis according to ISO/DIS 6721-5, wherein the elastomer is made from a reaction mixture comprising a polyisocyanate component, a polyol composition, a chain extender and optionally a crosslinking agent wherein the polyisocyanate component contains at least 85% by weight of 4,4′-diphenylmethane diisocyanate or a variant thereof derived from a polyisocyanate composition containing at least 85% by weight of 4,4′-diphenylmethane diisocyanate, the polyol composition comprises at least one polyoxyalkylene polyol containing oxyethylene residues, said polyol composition having an average nominal hydroxyl functionality of from 2 to 4, an average hydroxyl equivalent weight of from 500 to 7000 and an average oxyethylene content of between 50 and 85% by weight, and the chain extender has an average hydroxyl equivalent weight of up to about 250.

2. The elastomer according to claim 1 , wherein the polyisocyanate contains at least 90% by weight of 4,4′-diphenylmethane diisocyanate.

3. The elastomer according to claim 1 , wherein the polyisocyanate contains at least 95% by weight of 4,4′-diphenylmethane diisocyanate.

4. The elastomer according to claim 1 having a ratio of the storage modulus (E′) at 20° C. and the storage modulus (E′) at 120° C. of between 0.8 and 1.2.

5. The elastomer according to claim 1 having a ratio of the storage modulus (E′) at 20° C. and the storage modulus (E′) at 120° C. of between 0.85 and 1.1.

6. The elastomer according to claim 1 having a tan 67 at 100° C. of less than 0.05.

7. The elastomer according to claim 1 having a tan 67 at 100° C. of less than 0.03.

8. The elastomer according to claim 1 having a maximum value of the tan 67 of more than 1.0.

9. The elastomer according to claim 1 having the prime maximum value of the tan 67 at a temperature below 0° C.

10. The elastomer according to claim 1 having the prime maximum value of the tan 67 at a temperature below −10° C.

11. A method for the preparation of an elastomer comprising reacting a polyisocyanate component, a polyol composition, a chain extender and optionally a crosslinking agent wherein the polyisocyanate component contains at least 85% by weight of 4,4′-diphenylmethane diisocyanate or a variant thereof derived from a polyisocyanate composition containing at least 85% by weight of 4,4′-diphenylmethane diisocyanate, the polyol composition comprises at least one polyoxyalkylene polyol containing oxyethylene residues, said polyol composition having an average nominal hydroxyl functionality of from 2 to 4, an average hydroxyl equivalent weight of from 500 to 7000 and an average oxyethylene content of between 50 and 85% by weight, and the chain extender has an average hydroxyl equivalent weight of up to about 250; and

wherein said elastomer has a ratio of the storage modulus (E′) at 20° C. and the storage modulus (E′) at 120° C. of between 0.75 and 1.5, a tan δ at 100° C. of less than 0.1 and a maximum value of the tan δ of more than 0.8, the tan δ being the ratio of the loss modulus (E′) and the storage modulus (E′), the storage and loss modulus being measured by Dynamic Mechanical Thermal Analysis according to ISO/DIS 6721-5.

12. A method according to claim 11 , wherein the polyol composition comprises at least one poly(oxyethylene-oxypropylene) polyol.

13. A method according to claim 11 , wherein the polyol composition comprises:

a. from 75 to 100% by weight of a first polyol component comprising at least one polyoxyalkylene polyol containing oxyethylene residues, said polyol component having an average nominal hydroxyl functionality of from 2 to 4, an average hydroxyl equivalent weight of from 1000 to 5000 and an average oxyethylene content of from 60 to 85% by weight, and

b. from 25 to 0% by weight of another poiyol component.

14. A method according to claim 11 , wherein the polyol composition has an average nominal hydroxyl functionality of from 2 to 3.

15. A method according to claim 11 , wherein the reaction mixture further comprises water.

16. A method according to claim 15 , wherein the amount of water is less than 2% by weight based on the total weight of the isocyanate-reactive compounds.

17. A method according to claim 11 , which is carried out at an isocyanate-index of between 90 and 110.

Assignments (9)
TERMINATION AND RELEASE OF SECURITY INTEREST IN UNITED STATES TRADEMARKS AND PATENTS Recorded Jun 13, 2018
From: JPMORGAN CHASE BANK, N.A.
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 046355/0243 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CHANGE NATURE OF CONVEYANCE FROM ASSIGNMENT TO SECURITY AGREEMENT PREVIOUSLY RECORDED ON REEL 025855 FRAME 0783. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 28, 2011
From: DEUTSCHE BANK TRUST AG NEW YORK BRANCH, AS RESIGNING ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: JPMORGAN CHASE BANK N.A., AS COLLATERAL AGENT
Reel/Frame 026515/0617 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2011
From: DEUTSCHE BANK TRUST AG NEW YORK BRANCH, AS RESIGNING ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 025855/0783 →
RELEASE OF SECURITY INTEREST Recorded Feb 8, 2011
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT (F/K/A BANKERS TRUST COMPANY, AS COLLATERAL AGENT)
To: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN ETHYLEMEAMINES LLC; HUNTSMAN PETROCHEMICAL LLC
Reel/Frame 025765/0853 →
SECURITY INTEREST Recorded Nov 21, 2005
From: HUNTSMAN INTERNATIONAL LLC
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS AGENT
Reel/Frame 021158/0479 →
CHANGE OF NAME Recorded Oct 8, 2004
From: HUNTSMAN ICI CHEMICALS LLC
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 015868/0760 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 8, 2004
From: IMPERIAL CHEMICAL INDUSTRIES PLC; ICI AMERICAS INC.; ICI ITALIA S.P.A.
To: HUNTSMAN ICI CHEMICALS LLC
Reel/Frame 015871/0473 →
SECURITY INTEREST Recorded Aug 21, 2003
From: HUNTSMAN INTERNATIONAL LLC
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS AGENT
Reel/Frame 015334/0554 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2002
From: BLEYS, JOZEF GERHARD; HAMILTON, ALAN JAMES; LEENSLAG, JAN WILLEM
To: IMPERIAL CHEMICAL INDUSTRIES PLC
Reel/Frame 012555/0901 →