Polyurethane foams made from hydroxymethyl-containing polyester polyols
AssigneeDow Global Technologies LLC
InventorsEugene Paul Wiltz, Jr., Zenon Lysenko, Fabio Aguirre, Aaron Sanders, John Tsavalas, David A. Babb, Alan K Schrock
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Abstract
Flexible polyurethane foams are prepared by reacting a polyisocyanate with a high equivalent weight polyol. At least a portion of the high equivalent weight polyol is a polyester containing hydroxymethyl groups. The polyester is prepared in a multi-step process from animal or vegetable fats, by recovering the constitutent fatty acids, hydroformylating carbon-carbon double bonds in the fatty acids and reducing to form hydroxymethyl groups, and then forming a polyester by reaction with an initiator compound.
Claims30
A method of preparing a flexible polyurethane foam comprising bringing an organic polyisocyanate into contact with a polyol composition containing a high equivalent weight polyol or mixture of high equivalent weight polyols, in the presence of a blowing agent that includes water, and a surfactant, under conditions such that the polyisocyanate reacts with the polyol composition and the blowing agent produces a gas, to form a cellular polyurethane and/or polyurea polymer, wherein at least 10% by weight of the high equivalent weight polyol(s) is one or more hydroxymethyl-containing polyester polyols prepared by reacting a hydroxymethyl group-containing fatty acid having from 12-26 carbon atoms, or an ester of such a hydroxymethyl group containing fatty acid, with a polyol or polyamine initiator compound having an average of at least 2 hydroxyl, primary amine and/or secondary amine groups, such that the hydroxymethyl-containing polyester polyol contains an average of at least 1.3 repeating units derived from the hydroxmethyl-group-containing fatty acid or ester per total number of hydroxyl, primary amine and secondary amine groups in the initiator compound, and the hydroxymethyl-containing polyester polyol has an equivalent weight of at least 650 up to 15,000, and further wherein the hydroxymethyl-containing polyester polyol has following average structure:
- [H—X](n-p)—R—[X—Z]p
- wherein R is the residue of a polyether polyol initiator compound having n hydroxyl groups, where n is at least two;
- each X is independently —O—, —NH— or —NR′— in which R′ is an inertly substituted alkyl, aryl, cycloalkyl, or aralkyl group, p is a number from 1 to n representing the average number of [X—Z] groups per hydroxymethyl-containing polyester polyol molecule, Z is a linear or branched chain containing one or more A groups, provided that the average number of A groups per molecule is ≧1.3 times n, and the A groups include A1, A2, A3 and A4 groups and optionally A5 groups wherein the A1 groups constitute from 20 to 50 mole percent of the A groups, the A2 groups constitute from 1 to 65 mole percent of the A groups, the A3 groups constitute from 0.1 to 10 mole percent of the A groups, the A4 groups constitute up to 30 mole percent of the A groups and the A5 groups constitute up to 7 mole percent of of the A groups, and the A groups contain an average of from 0.95 to 1.2 —CH2O— groups/A group, wherein A1 is:
- wherein B is H or a covalent bond to a carbonyl carbon atom of another A group;
- m is number greater than 3, n is greater than or equal to zero and m+n is from 11 to 19;
- A2 is:
- wherein B is as before, v is a number greater than 3, r and s are each numbers greater than or equal to zero with v+r+s being from 10 to 18, A3 is:
- wherein B, v, each r and s are as defined before, t is a number greater than or equal to zero, and the sum of v, r, s and t is from 10 to 18;
- A4 is
- where w is from 10-24, and A5 is
- where R′ is a linear or branched alkyl group that is substituted with at least one cyclic ether group and optionally one or more hydroxyl groups or other ether groups.
Dependencies are inferred from the claim text.