Aromatic polyester polyols and aromatic polyester polyol blends containing biorenewable components and methods of making

Patent metadata

Field	Value
Publication number	US-9309345-B2
Application number	US-201213692507-A
Country	US
Kind code	B2
Filing date	Dec 3, 2012
Priority date	Sep 28, 2007
Publication date	Apr 12, 2016
Grant date	Apr 12, 2016

Abstract

There are provided aromatic polyester polyol compositions comprising: (i) at least one aromatic acid component; (ii) at least one hydroxylated component; (iii) at least one functionalized natural oil component; and (iv) optionally at least one catalyst component for use in preparing foams. The aromatic polyester polyol compositions can be formed by esterification and/or transesterification. The present technology also provides a polyol blend for use in preparing foams wherein the polyol blend comprises (a) an aromatic polyester polyol formed by an interesterification reaction between (i) a phthalic acid based material; (ii) a hydroxylated material; and (iii) a hydrophobic material, wherein the hydrophobic material is present in an amount of from about 1% to about 50% by weight of the aromatic polyester polyol; and (b) a natural oil based polyol, wherein the hydrophobic material in the aromatic polyester polyol compatibilizes the natural oil based polyol to form a phase stable polyol blend.

First claim

The invention claimed is:

1. A foam forming composition comprising at least one diisocyanate component and/or at least one polyisocyanate component; and at least one aromatic polyester polyol component comprising:
the interesterification or transesterification reaction product of:
(i) at least one aromatic acid component;
(ii) at least one hydroxylated component;
(iii) at least one functionalized natural oil component which is the reaction product of at least one epoxidized oil reacted with an active hydrogen compound; and
(iv) optionally at least one catalyst component.

2. The foam forming composition of claim 1 , wherein the foam formed is a closed cell rigid polyurethane foam.

3. The foam forming composition of claim 1 , wherein the foam formed is a polyisocyanurate or a urethane-modified polyisocyanurate foam.

4. The foam forming composition of claim 1 , wherein the catalyst component is at least one titanate.

5. The foam forming composition of claim 1 , wherein the aromatic acid component is a member selected from the group consisting of terephthalic acid, isophthalic acid, phthalic anhydride, phthalic acid, pyromellitic anhydride, dimethyl terephthalate, polyethylene terephthalate, trimellitic anhydride, and combinations thereof.

6. The foam forming composition of claim 1 , wherein the hydroxylated component is a member selected from the group consisting of glycerol, trimethylolpropane, pentaerythritol, diethylene glycol, ethylene glycol, propylene glycol, dipropylene glycol, trimethylene glycol, butylene glycols, 1,2-cyclohexanediol, hexane diols, pentane diols, poly (oxyalkylene) polyols, tri-ethylene glycol, tetra-ethylene glycol, derivatives thereof, and combinations thereof.

7. The foam forming composition of claim 1 , wherein the functionalized natural oil component is a member selected from the group consisting of: functionalized castor oil, functionalized coconut oil, functionalized cochin oil, functionalized corn oil, functionalized cottonseed oil, functionalized linseed oil, functionalized lesquerella oil, functionalized olive oil, functionalized palm oil, functionalized palm kernel oil, functionalized peanut oil, functionalized soybean oil, functionalized sunflower oil, functionalized tall oils, functionalized tallow, functionalized tung oil, functionalized whale oil, functionalized tea seed oil, functionalized sesame seed oil, functionalized safflower oil, functionalized rapeseed oil, functionalized fish oils, derivatives thereof, and combinations thereof.

8. The foam forming composition of claim 1 , wherein the aromatic polyester polyol component further comprises at least one non-functionalized oil.

9. The foam forming composition of claim 8 , wherein the non-functionalized oil is a member selected from the group consisting of coconut oil, cochin oil, corn oil, cottonseed oil, linseed oil, olive oil, palm oil, palm kernel oil, peanut oil, soybean oil, sunflower oil, tall oils, tallow, tung oil, whale oil, tea seed oil, sesame seed oil, safflower oil, rapeseed oil, fish oils, derivatives thereof, and combinations thereof.

10. The foam forming composition of claim 1 , wherein the aromatic polyester polyol component further comprises at least one nonionic surfactant.

11. The foam forming composition of claim 10 , wherein the nonionic surfactant is a polyoxyalkylene nonionic surfactant.

12. The foam forming composition of claim 1 , wherein the foam forming composition further comprises at least one additive.

13. The foam forming composition of claim 12 , wherein the additive is a member selected from the group consisting of blowing agents, flame retardants, deodorants, foaming catalyst, surfactant, colorant, and combinations thereof.

14. The foam forming composition of claim 13 , wherein the blowing agent is pentane, a derivative thereof, or a combination thereof.

15. The foam forming composition of claim 1 , wherein the functionalized natural oil component comprises from about 5% to about 35% by weight of the aromatic polyester polyol component.

16. The foam forming composition of claim 8 , wherein the non-functionalized natural oil component comprises from about 3% to about 25% by weight of the aromatic polyester polyol component.

17. The foam forming composition of claim 10 , wherein the nonionic surfactant comprises from about 1% to about 15% by weight, based on the combined weight of the aromatic polyester polyol component and the nonionic surfactant.

18. The foam forming composition of claim 1 , wherein the active hydrogen compound is a member selected from the group consisting of alcohols, amines, glycols, carboxylic acids, derivatives thereof, and combinations thereof.

Assignees

• Stepan Co

Inventors

• Hickey F Leo
• Lambert Timothy
• Yao Chunhua

Classifications

• C08G18/4288

  modified by higher fatty oils or their acids or by resin acids · CPC title

• C08G63/20

  Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups · CPC title

• C08G18/6662

  with compounds of group C08G18/36 or hydroxylated esters of higher fatty acids of C08G18/38 · CPC title

• C08G18/06 Primary

  with compounds having active hydrogen · CPC title

• C08J2375/06

  from polyesters · CPC title