IP Library Granted Patent US 11,421,069
Granted Patent B2
US 11,421,069 · App. 16/962,316 · Granted Aug 23, 2022

Polyester-polyol compositions for polyurethane foam with improved hydrolytic stability

Inventors: Denis Heymans (Ottignies Louvain-la-Neuve, BE); Françoise Decoq (Ottignies Louvain-la-Neuve, BE)
Assignee: Hexion Inc.
C08G18/7671C08G18/3271C08G18/4211C08G18/7621C08K5/1515C08G2110/0008
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Quick Facts
Patent No.
US 11,421,069
App. No.
16/962,316
Granted
Aug 23, 2022
Kind
B2
Abstract

The invention relates to compositions of glycidyl ester used as a stabilizer in polyurethane foams formulations having a good resistance to hydrolysis, improved damping with equivalent or improved physical properties, and high sound absorption capacity. The mono or poly-carboxylic acids glycidyl ester is used in amount of 0.1 to 10 weight % over the polyester polyol resin.

Claims (38)

1. A composition of polyurethane foams, comprising:

an organic polyisocyanate; and

a blend comprising:

(a) a polyester polyol resin produced by a polycondensation reaction of an organic dicarboxylic acid or a derivative, and a polyol mixture; and

(b) a poly-carboxylic acid glycidyl ester in amount of 0.1 to 10 weight % over the polyester polyol resin.

2. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is a poly-carboxylic glycidyl ester of an aliphatic poly acid with 18 to 36 carbon atoms or a cycloaliphatic poly acid with 5 to 15 carbon atoms.

3. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is blended with the polyester polyol resin (a) at an end of the polycondensation reaction at a temperature above 120° C.

4. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is blended with the polyester polyol resin (a) at a temperature below 120° C.

5. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is present in a level of 0.2 to 8 weight % over the polyester polyol resin.

6. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is present in a level of 0.3 to 5 weight % over the polyester polyol resin.

7. The composition of claim 1 , wherein the poly-carboxylic acid glycidyl ester (b) is present in a level of 0.5 to 1 weight % over the polyester polyol resin.

8. The composition of claims 1 , further comprising:

a catalyst for condensing the polyester polyol resin and the organic polyisocyanate: and

a blowing agent.

9. The composition of claim 1 , further comprising a chain extender, an additive, or both.

10. The composition of claim 1 , wherein the blend has an acid value below 2 mg KOH/g.

11. The composition of claim 1 , wherein the derivative is an anhydride.

12. A polyurethane foam composition, comprising:

an organic polyisocyanate; and

a mixture comprising:

a polyester polyol resin produced by a polycondensation reaction of:

an organic dicarboxylic acid or an anhydride; and

a polyol mixture; and

a poly-carboxylic acid glycidyl ester in an amount of 0.1 to 10 weight % over the polyester polyol resin.

13. The polyurethane foam composition of claim 12 , wherein the poly-carboxylic acid glycidyl ester is a poly-carboxylic acid glycidyl ester of an aliphatic poly acid with 18 to 36 carbon atoms.

14. The polyurethane foam composition of claim 12 , wherein the poly-carboxylic acid glycidyl ester is a poly-carboxylic acid glycidyl ester of a cycloaliphatic poly acid with 5 to 15 carbon atoms.

15. The polyurethane foam composition of claim 12 , wherein the poly-carboxylic acid glycidyl ester is mixed with the polyester polyol resin at an end of the polycondensation reaction at a temperature above 120° C.

16. A polyurethane foam composition, comprising:

an organic polyisocyanate; and

a mixture comprising:

a polyester polyol resin produced by reacting:

an anhydride; and

a polyol mixture; and

a poly-carboxylic acid glycidyl ester in an amount of 0.1 to 10 weight % over the polyester polyol resin.

17. The polyurethane foam composition of claim 16 , wherein the anhydride is a phthalic anhydride.

18. The polyurethane foam composition of claim 16 , wherein the mixture has an acid value below 1 mg KOH/g.

19. The polyurethane foam composition of claim 16 , wherein the poly-carboxylic acid glycidyl ester is a poly-carboxylic acid glycidyl ester of an aliphatic poly acid with 18 to 36 carbon atoms.

20. The polyurethane foam composition of claim 16 , wherein the poly-carboxylic acid glycidyl ester is a poly-carboxylic acid glycidyl ester of a cycloaliphatic poly acid with 5 to 15 carbon atoms.

Assignments (4)
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0748 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0823 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: ROYAL BANK OF CANADA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0842 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2020
From: HEYMANS, DENIS; DECOCQ, FRANCOISE
To: HEXION
Reel/Frame 054237/0863 →