Low polyunsaturated fatty acid oils and uses thereof
View Patent ↗Provided are microalgal oils having a low polyunsaturated fatty acid profile and derivatives of the oils, including acids, esters, epoxides, hydroxylated acids and esters, urethanes, amides, and polymers thereof. Also provided are compositions comprising the oils and their derivatives and their uses in foodstuffs and in industrial and material applications. The compositions include flexible polyurethane foams prepared from the microalgal oils.
1. A method for preparing a polyurethane foam, the method comprising:
a) providing a microalgal oil comprising triacylglycerides having a fatty acid profile of at least 80% 18:1 fatty acids and less than 4% 18:2 fatty acids, the triglycerides further having an iodine value of 75 or less and/or is non-hydrogenated;
b) subjecting the triacylglycerides to an epoxidation reaction to form epoxides;
c) subjecting the epoxides to a ring opening reaction to form microalgal derived polyols, wherein the microalgal derived polyols are liquids at room temperature;
d) blending the microalgal derived polyols with petroleum derived polyols to form blended polyols; and
e) subjecting the blended polyols to an isocyanate condensation reaction to form the polyurethane foam.
2. The method of claim 1 wherein the polyurethane foam has less than 25% loss in thickness after being compressed to 75% thickness at 70° C. and 5% relative humidity for 22 hours in accordance with American Society for Testing and Materials standard ASTM D-3574.
3. The method of claim 1 , wherein the polyurethane foam maintains a yellowness index of 31 or less after being exposed to ambient light for 18 weeks in accordance with American Society for Testing and Materials standard ASTM D-E313.
4. The method of claim 1 , wherein the triacylglycerides have an iodine value of 70-75.
5. The method of claim 4 wherein the triacylglycerides have an iodine value of 74 to 75.
6. The method of claim 1 , wherein the triacylglycerides have a fatty acid profile of less than 1% trans fatty acids or wherein the triacylglyceride is non-hydrogenated.
7. The method of claim 6 , wherein the triacylglycerides have a fatty acid profile of less than 0.1% trans fatty acids.
8. The method of claim 1 , wherein the triacylglycerides have a fatty acid profile of less than 3% 18:2 fatty acids.
9. The method of claim 8 , wherein the triacylglycerides have a fatty acid profile of less than 2% 18:2 fatty acids.
10. The method of claim 8 , wherein the triacylglycerides have a fatty acid profile of less than 1% 18:2 fatty acids.
11. The method of claim 8 , wherein the triacylglycerides have a fatty acid profile of less than 0.1% 18:2 fatty acids.
12. The method of claim 8 , wherein the triacylglycerides have a fatty acid profile of less than 0.01% 18:2 fatty acids.
13. The method of claim 1 , wherein the triacylglycerides have a fatty acid profile of at least 85% 18:1 fatty acids and 0.1% or less 18:2 fatty acids.
14. The method of claim 1 , wherein the microalgal oil further comprises C29 and C28 sterols, wherein the amount of C28 sterols is greater than C29 sterols.
15. The method of claim 1 , wherein the microalgae is Parachlorella, Prototheca , or Chlorella.
16. The method of claim 15 , wherein the microalgae is Prototheca or Prototheca moriformis.
17. The method of claim 1 , wherein the blended polyols comprise at least 20% by weight of the microalgal derived polyols.
18. The method of claim 1 , wherein the polyols are mixed with a catalyst prior to the isocyanate condensation reaction.
19. The method of claim 18 wherein the catalyst is an amine catalyst.
20. The method of claim 19 wherein the amine catalyst is a diethanolamine catalyst.
21. The method of claim 20 , wherein the mole ratio of the amine catalyst to the microalgal derived polyol is greater than 3:1.