Polyester polyols containing diels-alder or ene adducts

Patent metadata

Field	Value
Publication number	US-9447225-B2
Application number	US-201414334203-A
Country	US
Kind code	B2
Filing date	Jul 17, 2014
Priority date	Jan 18, 2012
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

Polyester polyols containing adducts formed from Diels-Alder and Ene reactions are disclosed. Processes for making the polyester polyols and uses of the polyester polyols as polyurethane coatings, adhesives, sealants, elastomers, and foams are also disclosed. In some embodiments, the polyester polyols contain biorenewable adducts based on maleic anhydride and farnesene and have particular application in making rigid and flexible polyurethane or polyisocyanurate foams.

First claim

What is claimed is:

1. A foam forming composition comprising at least one diisocyanate component, at least one polyisocyanate component, or mixtures thereof, and at least one polyester polyol component comprising the esterification reaction product of:
(a) at least one aromatic acid based material, or at least one aliphatic carboxylic acid based material, or mixtures thereof;
(b) at least one hydroxylated material; and
(c) at least one adduct formed by a Diels-Alder reaction of farnesene or myrcene reacted with a dienophile selected from the group consisting of maleic anhydride, maleic acid, itaconic anhydride, and itaconic acid.

2. The foam forming composition of claim 1 , further comprising at least one nonionic surfactant.

3. The foam forming composition of claim 1 , further comprising flame retardants, silicon surfactants, catalysts, blowing agents, or mixtures thereof.

4. The foam forming composition of claim 1 , wherein the polyester polyol component has an OH value of from 30 to 400 mg KOH/g.

5. The foam forming composition of claim 1 , wherein the aromatic acid based material is selected from the group consisting of: phthalic acid, terephthalic acid, isophthalic acid, phthalic anhydride, pyromellitic anhydride, dimethyl terephthalate, dimethyl phthalate, dimethyl isophthalate, polyethylene terephthalate, benzoic acid, methyl benzoate, methyl toluate, toluic acid, 2,5-furandicarboxylic acid, trimellitic anhydride, derivatives thereof, and combinations thereof.

6. The foam forming composition of claim 1 , wherein the hydroxylated material is selected from the group consisting of aliphatic diols, poly(oxyalkylene) polyols derived by the condensation of ethylene oxide, propylene oxide, or any combination thereof, glycerol, trimethylolpropane, pentaerythritol, 1,18-octadecane diol, and combinations thereof.

7. The foam forming composition of claim 1 , wherein the polyester polyol component has an Acid Value of less than 4 mg KOH/g.

Assignees

• Stepan Co

Inventors

• Tabor Rick
• Yao Chunhua
• Guo Andrew
• Lambert Timothy L
• Norberg David J

Classifications

• C08G2190/00

  Compositions for sealing or packing joints · CPC title

• C08G18/7664

  containing alkylene polyphenyl groups · CPC title

• C08J9/02

  using blowing gases generated by the reacting monomers or modifying agents during the preparation or modification of macromolecules · CPC title

• C08J2375/06

  from polyesters · CPC title

• C08G18/1808

  having alkylene polyamine groups · CPC title