IP Library Granted Patent US 6,884,824
Granted Patent B2
US 6,884,824 · App. 10/336,519 · Granted Apr 26, 2005

Process for preparing an elastomer

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Quick Facts
Patent No.
US 6,884,824
App. No.
10/336,519
Granted
Apr 26, 2005
Kind
B2
Abstract

Process for preparing a polyurethane elastomer having an apparent overall density of more than 150 kg/m 3 comprising reacting a polyisocyanate and an isocyanate-reactive composition, optionally in the presence of water, wherein the reaction is conducted at an isocyanate index of 85 to 120, the polyisocyanate comprising: a) 80-100% by weight of a diphenylmethane diisocyanate comprising at least 40% by weight of 4,4′-diphenylmethane diisocyanate and/or a derivative of said diphenylmethane diisocyanate which derivative is liquid at 25° C. and has an NCO value of at least 20% by weight, and b) 20-0% by weight of another polyisocyanate, and wherein the isocyanate-reactive composition comprises a) 80-100% by weight of a polyether polyol having an average nominal functionality of 2-8, an average equivalent weight of 750-5000, an average molecular weight of 2000-12000, an oxyethylene content of 60-90% by weight and a primary hydroxyl content of 70-100% calculated on the total number of primary and secondary hydroxyl groups in the polyol, b) an isocyanate-reactive chain extender in an amount such that the hard block ratio is less than 0.50 and c) 20-0% by weight of one or more other isocyanate-reactive compounds excluding water, the amount of polyol a) and isocyanate-reactive compound c) being calculated on the total amount of this polyol a) and compound c).

Claims (38)

1. A process for preparing a polyurethane thermosetting elastomer having an apparent overall density of more than 150 kg/m 3 comprising reacting a polyisocyanate and an isocyanate-reactive composition, optionally in the presence of water, wherein the reaction is conducted at an isocyanate index of 85 to 120, the polyisocyanate comprising:

a) 80-100% by weight of 1) a diphenylmethane diisocyanate comprising at least 40% by weight of 4,4′-diphenylmethane diisocyanate and/or 2) a variant of said diphenylmethane diisocyanate 1) which variant is liquid at 25° C. and has an NCO value of at least 20% by weight, and

b) 20-0% by weight of another polyisocyanate, wherein the isocyanate-reactive composition comprises: i) 80-100% by weight of a polyether polyol having an average nominal functionality of 2-8, an average equivalent weight of 750-5000, an average molecular weight of 2000-12000, an oxyethylene content of 60-90% by weight calculated on the weight of the polyether polyol and a primary hydroxyl content of 70-100% calculated on the total number of primary and secondary hydroxyl groups in the polyol, ii) an isocyanate-reactive chain extender in an amount such that the hard block ratio is less than 0.50 and iii) 20-0% by weight of one or more other isocyanate-reactive compounds excluding water, the amount of polyol i) and isocyanate-reactive compound iii) being calculated on the total amount of this polyol i) and compound iii).

2. The process of claim 1 , wherein the hard block ratio is less than 0.45, the oxyethylene content of the polyether polyol is 65-85% by weight calculated on the weight of the polyether polyol, the average nominal functionality is 2-4, the average equivalent weight is 1000-4000 and the average molecular weight is 2000-10000 and the polyisocyanate comprises 80-100% by weight of diphenylmethane diisocyanate comprising at least 85% by weight of 4,4′-diphenylmethane diisocyanate and/or a variant of said diphenylmethane diisocyanate.

3. A process for preparing a polyurethane thermosetting elastomer having an apparent overall density of more than 150 kg/m 3 in a mould comprising the steps of:

(a) applying an external mould release agent onto at least those surfaces of the mould that will be in contact with ingredients used for preparing the elastomer;

(b) feeding the ingredients to be used for preparing the elastomer into the mould, wherein the ingredients comprise:

a polyisocyanate and an isocyanate-reactive composition, optionally in the presence of water, wherein the reaction is conducted at an isocyanate index of 85 to 120, the polyisocyanate comprising:

(i) 80-100% by weight of 1) a diphenylmethane diisocyanate comprising at least 40% by weight of 4,4′-diphenylmethane diisocyanate and/or 2) a variant of said diphenylmethane diisocyanate 1), which variant is liquid at 25° C. and has an NCO value of at least 20% by weight, and

(ii) 20-0% by weight of another polyisocyanate,

and the isocyanate-reactive composition comprises: A) 80-100% by weight of a polyether polyol having an average nominal functionality of 2-8, an average equivalent weight of 750-5000, an average molecular weight of 2000-12000, an oxyethylene content of 60-90% by weight calculated on the weight of the polyether polyol and a primary hydroxyl content of 70-100% calculated on the total number of primary and secondary hydroxyl groups in the polyol, B) an isocyanate-reactive chain extender in an amount such that the hard block ratio is less than 0.50 and C) 20-0% by weight of one or more other isocyanate-reactive compounds excluding water, the amount of polyol A) and isocyanate-reactive compound C) being calculated on the total amount of this polyol A) and compound C).

(c) allowing the ingredients to react to form the elastomer;

(d) removing the elastomer from the mould; and

(e) repeating step (b), (c), and (d) at least 10 times without repeating step (a).

4. The process of claim 3 , wherein steps (b), (c), and (d) are repeated at least 25 times without repeating step (a).

5. The process of claim 3 , wherein step (a) is repeated after one week.

6. The process of claim 3 , wherein step (a) is repeated after 24 hours.

7. The process of claim 3 , wherein step (a) is repeated after 8 hours.

8. The process of claim 3 , wherein the mould is a closed mould.

9. The process of claim 3 , wherein the mould is a metal or epoxy resin mould.

10. A thermosetting elastomer comprising the reaction product of a polyisocyanate and an isocyanate-reactive composition, optionally in the presence of water, wherein the reaction is conducted at an isocyanate index of 85 to 120, the polyisocyanate comprising:

a) 80-100% by weight of 1) a diphenylmethane diisocyanate comprising at least 40% by weight of 4,4′-diphenylmethane diisocyanate and/or 2) a variant of said diphenylmethane diisocyanate 1) which variant is liquid at 25° C. and has an NCO value of at least 20% by weight, and

b) 20-0% by weight of another polyisocyanate, wherein the isocyanate-reactive composition comprises: i) 80-100% by weight of a polyether polyol having an average nominal functionality of 2-8, an average equivalent weight of 750-5000, an average molecular weight of 2000-12000, an oxyethylene content of 60-90% by weight calculated on the weight of the polyether polyol and a primary hydroxyl content of 70-100% calculated on the total number of primary and secondary hydroxyl groups in the polyol, ii) an isocyanate-reactive chain extender in an amount such that the hard block ratio is less than 0.50 and iii) 20-0% by weight of one or more other isocyanate-reactive compounds excluding water, the amount of polyol i) and isocyanate-reactive compound iii) being calculated on the total amount of this polyol i) and compound iii).

11. The thermosetting elastomer of claim 10 , wherein the hard block ratio is less than 0.45, the oxyethylene content of the polyether polyol is 65-85% by weight calculated on the weight of the polyether polyol, the average nominal functionality is 2-4, the average equivalent weight is 1000-4000 and the average molecular weight is 2000-10000 and the polyisocyanate comprises 80-100% by weight of diphenylmethane diisocyanate comprising at least 85% by weight of 4,4′-diphenylmethane diisocyanate and/or a variant of said diphenylmethane diisocyanate.

12. A thermosetting elastomer having an apparent overall density of more than 150 kg/m 3 made in a mould according to a process comprising the steps of:

(a) applying an external mould release agent onto at least those surfaces of the mould that will be in contact with ingredients used for preparing the elastomer;

(b) feeding the ingredients to be used for preparing the elastomer into the mould, wherein the ingredients comprise:

a polyisocyanate and an isocyanate-reactive composition, optionally in the presence of water, wherein the reaction is conducted at an isocyanate index of 85 to 120, the polyisocyanate comprising:

(i) 80-100% by weight of 1) a diphenylmethane diisocyanate comprising at least 40% by weight of 4,4′-diphenylmethane diisocyanate and/or 2) a variant of said diphenylmethane diisocyanate 1), which variant is liquid at 25° C. and has an NCO value of at least 20% by weight, and

(ii) 20-0% by weight of another polyisocyanate,

and the isocyanate-reactive composition comprises: A) 80-100% by weight of a polyether polyol having an average nominal functionality of 2-8, an average equivalent weight of 750-5000, an average molecular weight of 2000-12000, an oxyethylene content of 60-90% by weight of the polyether polyol and a primary hydroxyl content of 70-100% calculated on the total number of primary and secondary hydroxyl groups in the polyol, B) an isocyanate-reactive chain extender in an amount such that the hard block ratio is less than 0.50 and C) 20-0% by weight of one or more other isocyanate-reactive compounds excluding water, the amount of polyol A) and isocyanate-reactive compound C) being calculated on the total amount of this polyol A) and compound C).

(c) allowing the ingredients to react to form the elastomer;

(d) removing the elastomer from the mould; and repeating step (b), (c), and (d) at least 10 times without repeating step (a).

13. The thermosetting elastomer of claim 12 , wherein steps (b), (c), and (d) are repeated at least 25 times without repeating step (a).

14. The thermosetting elastomer of claim 12 , wherein step (a) is repeated after one week.

15. The thermosetting elastomer of claim 12 , wherein step (a) is repeated after 24 hours.

16. The thermosetting elastomer of claim 12 , wherein the mould is a closed mould.

17. The thermosetting elastomer of claim 12 , wherein the mould is a metal or epoxy resin mould.

Assignments (5)
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 →
SECURITY INTEREST Recorded Nov 21, 2005
From: HUNTSMAN INTERNATIONAL LLC
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS AGENT
Reel/Frame 021158/0479 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2003
From: BLEYS, GERHARD JOZEF; HUYGENS, ERIC
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 013984/0543 →