IP Library Granted Patent US 8,846,776
Granted Patent B2
US 8,846,776 · App. 12/855,380 · Granted Sep 30, 2014

Filled polyurethane composites and methods of making same

Inventors: Ronald M. Herrington (Brazoria, TX); Kengqing Jian (Jersey City, NJ)
Assignee: Boral IP Holdings LLC
C08G18/36C08K11/005C08K3/04C08G2101/00C08L75/04C08G18/6662
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Quick Facts
Patent No.
US 8,846,776
App. No.
12/855,380
Granted
Sep 30, 2014
Kind
B2
Abstract

Composite materials and methods for their preparation are described herein. The composite materials include a polyurethane made from the reaction of an isocyanate and a mixture of polyols, and coal ash (e.g., fly ash). The mixture of polyols comprises at least two polyols including a high hydroxyl number polyol having a hydroxyl number greater than 250 and comprising from about 1% to about 25% by weight of the total polyol content used to form the polyurethane, and a low hydroxyl number polyol having a hydroxyl number of 250 or lower. The coal ash is present in amounts from about 40% to about 90% by weight of the composite material. Also described is a method of preparing a composite material, including mixing an isocyanate, a mixture of at least two polyols, coal ash (e.g., fly ash), and a catalyst.

Claims (44)

1. A rigid composite material comprising:

a polyurethane formed by the reaction of an isocyanate selected from the group consisting of diisocyanates, polyisocyanates and mixtures thereof, and at least two polyols, the at least two polyols comprising:

a high hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the high hydroxyl number polyol having a hydroxyl number greater than 250 and having 75% or greater primary hydroxyl groups, wherein the high hydroxyl number polyol includes an aromatic polyester polyol and wherein the high hydroxyl number polyol comprises from about 1% to about 25% by weight of the total polyol content used to form the polyurethane, and

a low hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the low hydroxyl number polyol having a hydroxyl number of 250 or lower; and

from about 40% to about 90% by weight coal ash,

wherein the composite material has a density of 5 lb/ft 3 or greater.

2. The composite material of claim 1 , wherein the coal ash is fly ash.

3. The composite material of claim 1 , wherein the high hydroxyl number polyol includes a plant-based polyol and/or the low hydroxyl number polyol includes a plant-based polyol.

4. The composite material of claim 1 , wherein the low hydroxyl number polyol includes castor oil.

5. The composite material of claim 1 , wherein the low hydroxyl number polyol includes castor oil and the high hydroxyl number polyol includes a soybean oil-based polyol.

6. The composite material of claim 5 , wherein the soybean oil-based polyol is formed by the reaction of a soybean oil and a polyester.

7. The composite material of claim 6 , wherein the soybean oil and polyester based polyol is prepared using recycled polyester.

8. The composite material of claim 1 , wherein the high hydroxyl number polyol comprises from about 1% to about 15% by weight of the total polyol content used to form the polyurethane.

9. The composite material of claim 1 , wherein the polyurethane component has a total environmental content of greater than 35%.

10. The composite material of claim 1 , wherein the polyurethane component has a total environmental content of greater than 40%.

11. The composite material of claim 1 , wherein the polyurethane component has a total environmental content of greater than 45%.

12. The composite material of claim 1 , wherein the polyurethane component has a total environmental content of about 50%.

13. The composite material of claim 1 , wherein the composite material has a total environmental content of greater than 75%.

14. The composite material of claim 1 , wherein the composite material has a total environmental content of greater than 80%.

15. The composite material of claim 1 , wherein the composite material has a total environmental content of greater than about 85%.

16. The composite material of claim 1 , wherein the composite material is foamed.

17. The composite material of claim 1 , further comprising glass fibers.

18. The composite material of claim 1 , wherein the fly ash is from about 60% to about 85% by weight.

19. The composite material of claim 1 , wherein the low hydroxyl number polyol has a hydroxyl number of lower than 180.

20. A building material comprising the composite material of claim 1 .

21. The building material of claim 20 , wherein the building material is selected from the group consisting of siding material, carpet backing, building panels, and roofing material.

22. The composite material of claim 1 , wherein the low hydroxyl number polyol has a hydroxyl number of lower than 170.

23. A method of preparing a rigid composite material comprising:

mixing (1) an isocyanate selected from the group consisting of diisocyanates, polyisocyanates and mixtures thereof, (2) at least two polyols, the at least two polyols comprising (i) a high hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the high hydroxyl number polyol having a hydroxyl number greater than 250 and having 75% or greater primary hydroxyl groups, wherein the high hydroxyl number polyol includes an aromatic polyester polyol and wherein the high hydroxyl number polyol comprises from about 1% to about 25% by weight of the total polyol content used to form the polyurethane, and (ii) a low hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the low hydroxyl number polyol having a hydroxyl number of 250 or lower, (3) coal ash, and (4) a catalyst; and

allowing the isocyanate and the at least two polyols to react in the presence of the coal ash and catalyst to form the composite material,

wherein the amount of coal ash added in the mixing step comprises from about 40% to about 90% by weight of the composite material,

wherein the composite material has a density of 5 lb/ft 3 or greater.

24. The method of claim 23 , wherein the low hydroxyl number polyol has a hydroxyl number of lower than 180.

25. The method of claim 23 , wherein the high hydroxyl number polyol, when replacing the polyol used in the standard polyurethane formulation of the Brookfield Viscosity Test, produces a Brookfield viscosity of over 50,000 cP in less than 225 seconds.

26. The composite material of claim 1 , wherein the composite material has a density of 20 lb/ft 3 to 60 lb/ft 3 .

27. The method of claim 23 , wherein the composite material has a density of 20 lb/ft 3 to 60 lb/ft 3 .

28. The composite material of claim 1 , wherein the low hydroxyl number polyol comprises from about 75% to about 99% by weight of the total polyol content used to form the polyurethane.

29. The method of claim 23 , wherein the low hydroxyl number polyol comprises from about 75% to about 99% by weight of the total polyol content used to form the polyurethane.

30. A method of preparing a rigid composite material comprising:

mixing (1) an isocyanate selected from the group consisting of diisocyanates, polyisocyanates and mixtures thereof, (2) at least two polyols, the at least two polyols comprising (i) a high hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the high hydroxyl number polyol having a hydroxyl number greater than 250 and having 75% or greater primary hydroxyl groups, wherein the high hydroxyl number polyol comprises an aromatic polyester polyol and the high hydroxyl number polyol comprises from about 1% to about 25% by weight of the total polyol content used to form the polyurethane, and (ii) a low hydroxyl number polyol selected from the group consisting of polyether polyols and polyester polyols, the low hydroxyl number polyol having a hydroxyl number of 250 or lower, (3) coal ash, and (4) a catalyst; and

allowing the isocyanate and the at least two polyols to react in the presence of the coal ash and catalyst to form the composite material,

wherein the high hydroxyl number polyol, when replacing the polyol used in the standard polyurethane formulation of the Brookfield Viscosity Test, produces a Brookfield viscosity of over 50,000 cP in less than 225 seconds,

wherein the amount of coal ash added in the mixing step comprises from about 40% to about 90% by weight of the composite material, and

wherein the composite material has a density of 5 lb/ft 3 or greater.

Assignments (15)
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL/FRAME NO. 67963/0364 Recorded Sep 16, 2025
From: MIZUHO BANK, LTD., AS AGENT
To: EM RESOURCES LLC
Reel/Frame 072872/0638 →
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL/FRAME NO. 70696/0397 Recorded Sep 15, 2025
From: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
To: EM RESOURCES LLC
Reel/Frame 072910/0155 →
SECURITY INTEREST Recorded Apr 1, 2025
From: EM RESOURCES LLC
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 070696/0397 →
RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT R/F 059002/0270 Recorded Feb 12, 2025
From: UMB BANK, N.A.
To: EM RESOURCES LLC (F/K/A BORAL RESOURCES LLC)
Reel/Frame 070191/0325 →
PATENT SECURITY AGREEMENT Recorded Jun 28, 2024
From: EM RESOURCES LLC
To: MIZUHO BANK, LTD.
Reel/Frame 067963/0364 →
RELEASE OF SECURITY INTEREST Recorded Jun 20, 2024
From: MUFG BANK, LTD
To: EM RESOURCES LLC (FORMERLY KNOWN AS BORAL RESOURCES LLC)
Reel/Frame 067799/0395 →
CHANGE OF NAME Recorded Mar 25, 2022
From: BORAL RESOURCES LLC
To: EM RESOURCES LLC
Reel/Frame 059510/0851 →
SECURITY INTEREST Recorded Feb 10, 2022
From: BORAL RESOURCES LLC
To: UMB BANK, N.A.
Reel/Frame 059002/0270 →
SECURITY INTEREST Recorded Feb 10, 2022
From: BORAL RESOURCES LLC
To: MUFG BANK, LTD.
Reel/Frame 059003/0211 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2022
From: BORAL INDUSTRIES INC.
To: BORAL RESOURCES LLC
Reel/Frame 058614/0959 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2022
From: BORAL IP HOLDINGS LLC
To: BORAL INDUSTRIES INC.
Reel/Frame 058617/0853 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 29, 2012
From: BORAL MATERIALS TECHNOLOGIES INC.
To: BORAL IP HOLDINGS LLC
Reel/Frame 029545/0109 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2012
From: BORAL INDUSTRIES INC.
To: BORAL MATERIALS TECHNOLOGIES INC.
Reel/Frame 029189/0154 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2012
From: BORAL MATERIALS TECHNOLOGIES INC.
To: BORAL INDUSTRIES INC.
Reel/Frame 028892/0936 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 26, 2010
From: HERRINGTON, RONALD M.; JIAN, KENGQING
To: BORAL MATERIAL TECHNOLOGIES INC.
Reel/Frame 024890/0907 →
Continuity (2)
Provisional Application 61233984 · Aug 14, 2009
Related Publication 20110086934A1 · Apr 14, 2011