IP Library Granted Patent US 12,371,526
Granted Patent B2
US 12,371,526 · App. 17/626,224 · Granted Jul 29, 2025

Metal polyols for use in a polyurethane polymer

Inventors: William J. Harris (Lake Jackson, TX); Dakai Ren (Manvel, TX); Stephen W. King (Galveson, TX); Xue Chen (Manvel, TX)
Assignee: Dow Global Technologies LLC
C08G18/4615C08G18/0823C08G18/18C08G18/222C08G18/302C08G18/4219C08G18/4263C08G18/482C08G18/5021C08G18/7664C08G63/6856C08G63/916C08G65/3328C08G65/33317C08G2110/0025C08G2110/005
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Quick Facts
Patent No.
US 12,371,526
App. No.
17/626,224
Granted
Jul 29, 2025
Kind
B2
Abstract

The present disclosure provides for a metal chelated polyol liquid and/or a metal chelated polyether polyol liquid that can be used in an isocyanate-reactive composition and a reaction mixture for forming a polyurethane polymer. The metal chelated polyester polyol liquid is a reaction product of a chelating polyester polyol having a chelating moiety and a metal compound having a metal ion. The metal chelated polyether polyol liquid is a reaction product of a chelating polyether polyol having a chelating moiety and a metal compound having a metal ion. The chelating moiety of the chelating polyester polyol or the chelating polyether polyol chelates the metal ion to form the metal chelated polyester polyol liquid or the metal chelated polyether polyol liquid, respectively, having a mole ratio of the metal ion to the chelating moiety of 0.05:1 to 2:1.

Claims (34)

1. A metal chelated polyester polyol liquid, comprising:

a reaction product of:

a chelating polyester polyol having a chelating moiety and a metal compound having a metal ion, the chelating polyester polyol formed from:

a chemical reaction of monomers for a liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol and a chelating agent having the chelating moiety, wherein the chelating moiety is selected from a dianhydride moiety, an amino based chelating moiety and combinations thereof, wherein:

the chelating agent having the dianhydride moiety chemically reacts with the monomers for the liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol to form the chelating polyester polyol having an aminopolycarboxylic acid moiety; and

the chelating agent having the amino based chelating moiety chemically reacts with the one of monomers for the liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol to form a polyesteraminopolyol as the chelating polyester polyol; and

wherein the chelating moiety of the chelating polyester polyol chelates the metal ion to form the metal chelated polyester polyol liquid, having a mole ratio of the metal ion to the chelating moiety of 0.05:1 to 2:1.

2. The metal chelated polyester polyol liquid of claim 1 , wherein:

the chelating agent having the dianhydride moiety chemically reacts with the liquid polyester polyol at a mole ratio of 1:1.5 to 1:100 to form the chelating polyester polyol having an aminopolycarboxylic acid moiety.

3. The metal chelated polyester polyol liquid of claim 1 ,

wherein the metal compound is selected from the group consisting of a hydroxide, a carbonate, a carboxylate, a metal salt and combinations thereof and the metal ion is selected from the group consisting of copper, zinc, silver, iron, manganese, cobalt, nickel, zirconium, calcium, aluminum, barium, cadmium, gallium, indium, lead, magnesium, mercury, palladium, scandium, strontium, thorium, titanium, vanadium and combinations thereof.

4. An isocyanate-reactive composition having a hydroxyl moiety for forming a polyurethane polymer, comprising:

0.1 to 100 weight percent of the metal chelated polyester polyol liquid of claim 1 ; and

optionally up to 99.9 weight percent of a polyol to form the isocyanate-reactive composition, the weight percent based on the total weight of the isocyanate-reactive composition.

5. The isocyanate-reactive composition of claim 4 , further including for the metal chelated polyester polyol liquid of claim 1 a compound selected from:

0.1 wt. % to 7.0 wt. % of phosphorus from a flame-retardant compound, the wt. % of phosphorus based on the overall weight of the isocyanate-reactive composition;

0.05 wt. % to 14.0 wt. % of the metal from the metal chelated polyester polyol liquid, the wt. % of the metal based on the overall weight of the isocyanate-reactive composition; and

combinations thereof.

6. A reaction mixture for forming a polyurethane polymer, comprising:

an isocyanate compound having an isocyanate moiety; and

the isocyanate-reactive composition of claim 4 , wherein the reaction mixture has a molar ratio of the isocyanate moiety to the hydroxyl moiety of 0.90:1 to 7:1.

7. The reaction mixture of claim 6 , wherein the reaction mixture includes compounds selected from the group consisting of water, a catalyst, a surfactant, a blowing agent or combinations thereof.

8. A polyurethane-based polymer formed with the reaction mixture of claim 6 .

9. A process for preparing a metal chelated polyester polyol liquid of claim 1 , the process for preparing the metal chelated polyester polyol liquid comprising:

reacting monomers for a liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol and a chelating agent having a chelating moiety to form a chelating polyester polyol, wherein the chelating moiety is selected from a dianhydride moiety, an amino based chelating moiety and combinations thereof, wherein:

the chelating agent having the dianhydride moiety chemically reacts with the monomers for the liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol to form the chelating polyester polyol having an aminopolycarboxylic acid moiety; and

the chelating agent having the amino based chelating moiety chemically reacts with the monomers for the liquid polyester polyol or the liquid polyester polyol formed from the monomers for the liquid polyester polyol to form a polyesteraminopolyol as the chelating polyester polyol; and

reacting the chelating polyester polyol having the chelating moiety with a metal compound having a metal ion, wherein the chelating moiety of the chelating polyester polyol chelates the metal ion to form the metal chelated polyester polyol liquid, the reaction having a mole ratio of the metal ion to the chelating moiety of 0.05:1 to 2:1.

10. The metal chelated polyester polyol liquid of claim 1 , wherein:

the chelating agent having the dianhydride moiety is selected from the group consisting of ethylenediaminetetraacetic dianhydride, diethylenetriaminepentaacetic acid dianhydride and combinations thereof.

11. The metal chelated polyester polyol liquid of claim 1 , wherein:

the chelating agent for the metal chelated polyester polyol liquid having the amino based chelating moiety is selected from the group consisting of an alkoxylated diamine, an alkoxylated triamine and an alkoxylated tetramine and a combinations thereof.

12. The metal chelated polyester polyol liquid of claim 1 , wherein:

the metal compound is selected from the group consisting of copper (II) hydroxide, copper (II) carbonate, basic copper (II) carbonate, copper (II) acetate, cobalt (II) acetate, nickel (II) acetate, silver (I) acetate, zinc (II) acetate, calcium (II) acetate and combinations thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2025
From: HARRIS, WILLIAM J.; REN, DAKAI; KING, STEPHEN W.; CHEN, XUE
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 071474/0186 →
Continuity (2)
Provisional Application 62873442 · Jul 12, 2019
Related Publication 20220282024A1 · Sep 8, 2022
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