IP Library Granted Patent US 8,735,460
Granted Patent B2
US 8,735,460 · App. 12/351,260 · Granted May 27, 2014

Foamed isocyanate-based polymer, a mix and process for production thereof

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Quick Facts
Patent No.
US 8,735,460
App. No.
12/351,260
Granted
May 27, 2014
Kind
B2
Abstract

The invention relates to a foamed isocyanate-based polymer derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide which is derivatized with at least two esters of different length. Further the invention relates to a mix and a process for the production of isocyanate-based polymer. The mix for the production of a foamed isocyanate-based polymer comprises a mixture of the derivatized polysaccharide of the invention and an active hydrogen-containing compound. The process for producing a foamed isocyanate-based polymer comprises the steps of: contacting an isocyanate, an active hydrogen-containing compound, the derivatized highly branched polysaccharide of the invention and a blowing agent to form a reaction mixture and expanding the reaction mixture to produce the foamed isocyanate-based polymer. The derivatized highly branched polysaccharide of the invention has an active hydrogen functionality of less than 15 and comprises randomly bonded glucopyranose units, having an average number of 10-100 glucose residues.

Claims (55)

1. A foamed isocyanate-based polymer derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues wherein said polysaccharide is derivatized with at least two esters of different length and the derivatized polysaccharide has an active hydrogen functionality of 3 to 12, wherein one of said esters is a short chain ester of C2-C4, and wherein one of said esters is a long chain ester of C8-C12.

2. The isocyanate-based polymer of claim 1 , wherein said short chain ester is C2-C3.

3. The isocyanate-based polymer of claim 1 , wherein said short chain ester is C2.

4. The isocyanate-based polymer of claim 1 , wherein said long chain ester is C9-C11.

5. The isocyanate-based polymer of claim 1 , wherein said long chain ester is C10.

6. The isocyanate-based polymer of claim 1 , wherein the hydroxyl substitution of said derivatized polysaccharide is more than 70%.

7. The isocyanate-based polymer of claim 1 , wherein the hydroxyl substitution of said derivatized polysaccharide is at least 75%.

8. The isocyanate-based polymer of claim 1 , wherein the hydroxyl substitution of said derivatized polysaccharide is at least 80%.

9. The isocyanate-based polymer of claim 1 , wherein the ratio of hydroxyl substitution of said long and short chain esters is 0.2 to 4.

10. The isocyanate-based polymer of claim 1 , wherein the ratio of hydroxyl substitution of said long and short chain esters is 0.3 to 3.

11. The isocyanate-based polymer of claim 1 , wherein the ratio of hydroxyl substitution of said long and short chain esters is 0.3 to 1.

12. The isocyanate-based polymer of claim 1 , wherein said ratio of said long and short chain esters in 80% hydroxyl substitution is 60:20, 40:40, 30:50 or 20:60.

13. The isocyanate-based polymer of claim 1 , wherein said ratio of said long and short chain esters in 90% hydroxyl substitution is 50:40, 35:55 or 20:70.

14. The isocyanate-based polymer of claim 4 , wherein said derivatized highly branched polysaccharide has an active hydrogen functionality of 4 to 10.

15. The isocyanate-based polymer of claim 4 , wherein said derivatized highly branched polysaccharide has an active hydrogen functionality of 5 to 8.

16. The isocyanate-based polymer of claim 1 , wherein said derivatized highly branched polysaccharide has a solubility parameter below 16.

17. The isocyanate-based polymer of claim 1 , wherein said derivatized highly branched polysaccharide has a solubility parameter below 12.

18. The isocyanate-based polymer of claim 1 , wherein the active hydrogen-containing compound is selected from the group comprising polyols, polyamines, polyamides, polyimines and polyolamines.

19. The isocyanate-based polymer of claim 18 , wherein the active hydrogen-containing compound comprises a polyol.

20. The isocyanate-based polymer of claim 19 , wherein the polyol is a polyether polyol.

21. The isocyanate-based polymer of claim 1 , wherein said foamed isocyanate-based polymer is flexible polyurethane foam.

22. The isocyanate-based polymer of claim 19 , wherein the ratio of isocyanate groups of said isocyanate and hydroxyl groups of said polyol is from about 1.2:1 to 1:1.2.

23. The isocyanate-based polymer of claim 22 , wherein the ratio of isocyanate groups of said isocyanate and hydroxyl groups of said polyol is from about 1.1:1 to 1:1.1.

24. The isocyanate-based polymer of claim 1 , wherein said blowing agent is selected from water, non-water blowing agents, liquid carbon dioxide and combinations thereof.

25. The isocyanate-based polymer of claim 24 , wherein said non-water blowing agents are low-boiling organic liquids.

26. The isocyanate-based polymer of claim 1 , wherein said blowing agent comprises water.

27. The isocyanate-based polymer of claim 1 , wherein said reaction mixture further comprises at least one catalyst and at least one surfactant.

28. The isocyanate-based polymer of claim 27 wherein said catalyst is selected from the group consisting of tertiary amines and metallic salts or mixtures thereof.

29. The isocyanate-based polymer of claim 27 wherein said surfactant is selected from the group consisting of silicone surfactants.

30. The isocyanate-based polymer of claim 1 wherein said reaction mixture further comprises crosslinking agents and additives.

31. The isocyanate-based polymer of claim 1 , wherein said highly branched polysaccharide which is derivatized is added in an amount sufficient to confer load building to said foamed isocyanate-based polymer.

32. The isocyanate-based polymer of claim 1 , wherein said foamed isocyanate-based polymer has an Indentation Force Deflection loss when measured pursuant to ASTM D3574 which is less than that of a reference foam produced by substituting a copolymer polyol for the derivatized highly branched polysaccharide in the reaction mixture, the foamed isocyanate-based polymer and the reference foam having substantially the same density and Compressive Force Deflection when measured pursuant to ASTM D3574.

33. The isocyanate-based polymer of claim 1 , wherein said foamed isocyanate-based polymer has thickness loss when measured pursuant to ASTM D3574 which is less than that of a reference foam produced by substituting a copolymer polyol for the derivatized highly branched polysaccharide in the reaction mixture, the foamed isocyanate-based polymer and the reference foam having substantially the same density and Compressive Force Deflection when measured pursuant to ASTM D3574.

34. The isocyanate-based polymer of claim 1 , wherein said isocyanate is selected from 2,4-toluene diisocyanate, 2,6-toluene diisocyanate and methylene diphenyldiisocyanate and combinations thereof, the active hydrogen-containing compound is a polypropylene oxide containing polyether polyol, the blowing agent is water and said derivatized polysaccharide is a polydextrose having an active hydrogen functionality of less than 15, derivatized with C2 and C10 esters to a hydroxyl substitution of 80%.

35. A process for producing a foamed isocyanate-based polymer comprising the steps of: contacting an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 to form a reaction mixture; and expanding the reaction mixture to produce the foamed isocyanate-based polymer; wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4, and wherein one of said esters is a long chain ester of C8-C12.

36. The process of claim 35 , wherein said process comprises adding 1 to 50% by weight of said derivatized polysaccharide.

37. The process of claim 35 , wherein said process comprises adding 2 to 20% by weight of said derivatized polysaccharide.

38. The process of claim 35 , wherein said process comprises adding 2 to 10% by weight of said derivatized polysaccharide.

39. The process of claim 35 , wherein said short chain ester is C2-C3.

40. The process of claim 35 , wherein said short chain ester is C2.

41. The process of claim 35 , wherein said long chain ester is C9-C11.

42. The process of claim 35 , wherein said long chain ester is C10.

43. The process of claim 35 , wherein the hydroxyl substitution of said polysaccharide is more than 70%.

44. The process of claim 35 , wherein the hydroxyl substitution of said polysaccharide is at least 75%.

45. The process of claim 35 , wherein the hydroxyl substitution of said polysaccharide is at least 80%.

46. The process of claim 35 , wherein the ratio of hydroxyl substitution of said long and short chain esters is 0.2 to 4.

47. The process of claim 35 , wherein said derivatized highly branched polysaccharide has a solubility parameter below 16.

48. The process of claim 35 , wherein said mix further comprises at least one blowing agent selected from a group consisting of water, non-water blowing agents, liquid carbon dioxide and combinations thereof.

49. The process of claim 35 , wherein said mix further comprises at least one catalyst and at least one surfactant.

50. The process of claim 35 , wherein said reaction mixture further comprises crosslinking agents and additives.

51. A cushion material for household furnishings and automobiles comprising a foamed isocyanate-based polymer of claim 1 wherein said polymer is derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4 and wherein one of said esters is a long chain ester of C8-C12.

52. A carpet underlay comprising a foamed isocyanate-based polymer of claim 1 wherein said polymer is derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4 and wherein one of said esters is a long chain ester of C8-C12.

53. A packaging application comprising a foamed isocyanate-based polymer of claim 1 wherein said polymer is derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4 and wherein one of said esters is a long chain ester of C8-C12.

54. A method for molding a foamed isocyanate-based polymer which utilizes the foamed isocyanate-based polymer of claim 1 wherein said polymer is derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4 and wherein one of said esters is a long chain ester of C8-C12.

55. A method for making alternatively crushed or cut slabs of a foamed isocyanate-based polymer which comprises utilizing the foamed isocyanate-based polymer of claim 1 wherein said polymer is derived from a reaction mixture comprising an isocyanate, an active hydrogen-containing compound, a blowing agent and a highly branched polysaccharide of randomly bonded glucopyranose units, having an average number of 10-100 glucose residues and an active hydrogen functionality of 3 to 12 wherein said polysaccharide is derivatized with at least two esters of different length, wherein one of said esters is a short chain ester of C2-C4 and wherein one of said esters is a long chain ester of C8-C12.

Assignments (3)
CHANGE OF NAME Recorded Mar 26, 2014
From: DANISCO A/S
To: DUPONT NUTRITION BIOSCIENCES APS
Reel/Frame 032536/0286 →
CHANGE OF NAME Recorded Aug 19, 2013
From: DANISCO A/S
To: DUPONT NUTRITION BIOSCIENCES APS
Reel/Frame 031035/0589 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2009
From: KNOBLOCK, KENNETH; NICHOLS, CHARLES; O'CONNOR, JAMES
To: DANISCO A/S
Reel/Frame 022302/0639 →