IP Library Granted Patent US 12,252,578
Granted Patent B2
US 12,252,578 · App. 17/631,016 · Granted Mar 18, 2025

Polyurethane foam composition comprising an aromatic polyester polyol compound and products made therefrom

Inventors: Kai Xi (The Woodlands, TX); David J. Shieh (The Woodlands, TX); Lifeng Wu (The Woodlands, TX); Sachchida Singh (The Woodlands, TX)
C08G18/606C08G18/14C08G18/4219C08G2101/00C08G2110/0025C08G2110/005C08G2150/60
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Quick Facts
Patent No.
US 12,252,578
App. No.
17/631,016
Granted
Mar 18, 2025
Kind
B2
Abstract

A polyurethane foam composition comprising: (a) an isocyanate compound; (b) one or more isocyanate reactive compounds at least one of the isocyanate reactive compounds comprises an aromatic polyester polyol compound comprising an imide moiety wherein the aromatic polyester polyol is the reaction product of: (i) a cyclic anhydride compound; (ii) a phthalic acid based compound, (iii) a primary amine compound, (iv) an aliphatic diol compound; (v) optionally, a high functionality, low molecular weight polyether polyol compound; (vi) optionally, a hydrophobic compound; and wherein the weight ratio of Component (i) to Component (ii) is from 1:24 to 24:1; and wherein the aromatic polyester polyol is liquid at 25° C. and comprises a hydroxy value ranging from about 30 to about 600; and (c) a blowing agent.

Claims (32)

1. A polyurethane foam composition comprising:

an isocyanate compound;

one or more isocyanate reactive compounds at least one of the isocyanate reactive compounds comprises an aromatic polyester polyol compound comprising an imide moiety wherein the aromatic polyester polyol is the reaction product of:

(i) a cyclic anhydride compound comprising Structure (1), Structure (2), or combinations thereof;

wherein X is a cyclic anhydride moiety, OH, or COOH, which is attached directly to the structure or through R which is an aromatic ring, aliphatic ring, aliphatic chain radical each containing from 1 through 12 carbon atoms with or without alkyl branches, and with or without hetero atoms comprising, O, N, and/or S and n is an integer from 0 through 1;

(ii) a phthalic acid based compound,

(iii) a primary amine compound,

(iv) an aliphatic diol compound;

(v) optionally, a high functionality, low molecular weight polyether polyol compound;

(vi) optionally, a hydrophobic compound; and

wherein the weight ratio of Component (i) to Component (ii) is from 1:24 to 24:1; and wherein the aromatic polyester polyol is liquid at 25° C. and comprises a hydroxy value ranging from about 30 to about 600; and

a blowing agent.

2. The polyurethane foam composition according to claim 1 , wherein the viscosity of the aromatic polyester polyol compound comprising an imide moiety ranges from about 200 to about 150,000 centipoises at 25° C.

3. The polyurethane foam composition according to claim 1 , wherein the acid value of the aromatic polyester polyol compound comprising an imide moiety ranges from about 0.1 mg of KOH/g to about 10 mg of KOH/g.

4. The polyurethane foam composition according to claim 1 , wherein the aromatic polyester polyol compound comprising an imide moiety does not comprise a solvent.

5. The polyurethane foam according to claim 1 , wherein the polyurethane foam is applied to a surface of a roofing, wall, pipe, or storage tank assembly.

6. A method of forming a polyurethane foam product comprising:

reacting, in the presence of a blowing agent, a reactive mixture comprising an isocyanate compound and one or more isocyanate reactive compounds at least one of the isocyanate reactive compounds comprises an aromatic polyester polyol compound comprising an imide moiety wherein the aromatic polyester polyol is the reaction product of:

(i) a cyclic anhydride compound comprising Structure (1), Structure (2), or combinations thereof;

Structure (1)

Structure (2)

wherein X is a cyclic anhydride moiety, OH, or COOH, which is attached directly to the structure or through R which is an aromatic ring, aliphatic ring, aliphatic chain radical each containing from 1 through 12 carbon atoms with or without alkyl branches, and with or without hetero atoms comprising, O, N, and/or S and n is an integer from 0 through 1;

(ii) a phthalic acid based compound,

(iii) a primary amine compound,

(iv) an aliphatic diol compound;

(v) optionally, a high functionality, low molecular weight polyether polyol compound;

(vi) optionally, a hydrophobic compound; and

wherein the weight ratio of Component (i) to Component (ii) is from 1:24 to 24:1; and wherein the aromatic polyester polyol is liquid at 25° C. and comprises a hydroxy value ranging from about 30 to about 600.

7. The method according to claim 6 , wherein the viscosity of the aromatic polyester polyol compound ranges from about 200 to about 150,000 centipoises at 25° C.

8. The method according to claim 6 , wherein the acid value of the aromatic polyester polyol compound ranges from about 0.1 mg of KOH/g to about 10 mg of KOH/g.

9. The method according to claim 6 , wherein the polyurethane foam composition does not comprise a solvent.

10. The polyurethane foam according to claim 6 , wherein the polyurethane foam is applied to a surface of a roofing, wall, pipe, or storage tank assembly.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2022
From: XI, KAI; SHIEH, DAVID J.; WU, LIFENG; SINGH, SACHCHIDA
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 058805/0755 →