Liquid diphenylmethane diisocyanate compositions

• US 4,229,347 A
• Filed: 03/28/1979
• Issued: 10/21/1980
• Est. Priority Date: 04/11/1978
• Status: Expired due to Term

• Current Assignee: Imperial Chemical Industries Limited (Nouryon BV)
• Original Assignee: Imperial Chemical Industries Limited (Nouryon BV)
• Inventors: Ibbotson, Arthur, Holt, John B.
• Primary Examiner(s): Torrence, Dolph H.
• Application Number:
  US06/024,774
• Time in Patent Office: 573 Days
• Field of Search: 260/453 AM, 260/453 SP, 260/239 A, 260/239 R
• US Class Current: 540/202
• CPC Class Codes: C07C 263/18 Separation; Purification; Stabilisation; Use of additives
• CPC Class Codes: C07C 265/14 containing at least two isocyanate groups bound to the same carbon skeleton
• CPC Class Codes: C08G 18/8019 Masked aromatic polyisocyanates

Abstract

A liquid diphenylmethane diisocyanate composition which comprises diphenylmethane diisocyanate in which from 10 to 35% of the isocyanate groups have been reacted with a mixture of alkylene glycols each containing at least three carbon atoms, one of the glycols being dipropylene glycol, tripropylene glycol or a higher propylene glycol. The composition is made by heating together the reactants.

Claims

1. A liquid diphenylmethane diisocyanate composition comprising diphenylmethane-4,4'"'"'-diisocyanate containing not more than 10% by weight of isomers thereof in which from 10% to 35% of the isocyanate groups have been reacted with a mixture of alkylene glycols containing at least three constituent glycols each having at least three carbon atoms, one of said glycols being dipropylene glycol, tripropylene glycol or a higher polypropylene glycol.

2. A composition according to claim 1 wherein the diphenylmethane diisocyanate is diphenyl-4,4'"'"'-diisocyanate containing up to 5% by weight of diphenylmethane-2,4'"'"'-diisocyanate.

3. A composition according to claim 1 wherein the constituent glycols of the mixture of alkylene glycols are present in such proportion that the molar percentage of any one of the glycols is not more than 70% and not less than 15% of the total glycols used.

4. A composition according to claim 3 wherein the molar percentage of any one of the glycols is not more than 50% and not less than 25% of the total glycols used.

5. A composition according to claim 1 wherein the mixture of alkylene glycols is a mixture of dipropylene glycol or tripropylene glycol with two other alkylene glycols each of which has at least one secondary hydroxyl group.

6. A composition according to claim 5 wherein the dipropylene glycol or the tripropylene glycol is present in an amount of from 27 to 31 molar percent of the total glycols and the two other alkylene glycols are in approximately equal molar proportions.

7. A composition according to claim 5 wherein the dipropylene glycol or the tripropylene glycol is present in an amount from 27 to 45 molar percent of the total glycols and the two other alkylene glycols are in approximately equal molar proportions.

8. A composition according to claim 1 wherein the mixture of alkylene glycols contains 1,2-propylene glycol or 1,3-butylene glycol.

9. A composition according to claim 1 wherein from 15% to 30% of the isocyanate groups have been reacted.

10. A composition according to claim 1 which additionally contains diphenylmethane-4,4'"'"'-diisocyanate which has been modified by the formation of a uretonimine derivative.

11. A process for the manufacture of a composition according to claim 1 which comprises heating together diphenylmethane diisocyanate with a mixture of alkylene glycols containing at least three constituent glycols each having at least three carbon atoms, one of said glycols being dipropylene glycol, tripropylene glycol or a higher propylene glycol.

12. A process according to claim 11 wherein the heating is carried out at a temperature of from 40°

to 120°

C.

13. A process according to claim 12 when the heating is carried out at a temperature of from 60°

to 100°

C.

14. A process according to claim 11 wherein there is incorporated in the reaction mixture a diphenylmethane-4,4'"'"'-diisocyanate which has been modified by the formation of a uretonimine derivative.