IP Library Granted Patent US 12,129,330
Granted Patent B2
US 12,129,330 · App. 16/768,980 · Granted Oct 29, 2024

Method for reduction of aldehyde emission in polyurethane comprising materials

Inventors: Lies Bonami (Aalter, BE); Joris Karel Peter Bosman (Herselt, BE); Ingrid Welvaert (Heverlee, BE); Pengfei Wu (Shanghai, CN)
C08G18/3846C08J9/0028C08J9/228C08K5/3432
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Quick Facts
Patent No.
US 12,129,330
App. No.
16/768,980
Granted
Oct 29, 2024
Kind
B2
Abstract

A reaction mixture and production method for making a polyurethane comprising material having reduced aldehyde emissions.

Claims (21)

1. A reaction mixture for making a polyurethane material, said mixture comprising at least one isocyanate reactive compound, at least one polyisocyanate compound and at least one aldehyde scavenger compound of the general formula [I]:

R 1 —NH—R 2   [I]

wherein

R 1 and R 2 are independently of one another selected from —SO 2 R 4 , —C(O)R 5 , a pyridyl derivative, —CH═CHR 3 or —CN,

R 3 is —SO 2 R 4 , —C(O)R 5 , a pyridyl derivative or —CN

R 4 is NH 2 , NHR 6 , NR 7 R 8 , OR 9 or R 10

R 5 is H, NH 2 , NHR 6 , NR 7 R 8 , OR 9 or R 10

R 6 , R 7 , R 8 , R 9 , or R 10 are independently of one another selected from a combination of linear, branched, saturated, unsaturated, cyclic and/or non-cyclic aliphatic hydrocarbons, araliphatic hydrocarbons, aromatic hydrocarbons and mixtures thereof, optionally comprising substituents selected from hydroxy, ether, halogen, carboxyl, isocyanate, nitro and/or amine groups,

R 1 and R 2 may be linked to each other essentially forming a ring structure; and

wherein the pyridyl derivative is bound on the 2, 3, 4 or 5 position to the NH of the R1-NH—R2 formula and the pyridyl derivative is substituted with an aliphatic hydrocarbon, an araliphatic hydrocarbon and/or an aromatic hydrocarbon.

2. The reaction mixture according to claim 1 , wherein the aldehyde scavenger compound is a formaldehyde and/or acetaldehyde scavenger compound.

3. The reaction mixture according to claim 1 , wherein R 1 and R 2 together with the —NH— group form a 5 to 12 membered ring structure and optionally comprise unsaturations, aromatic rings and/or heteroatoms.

4. The reaction mixture according to claim 1 , wherein the moieties R 6 , R 7 , R 8 , R 9 , or R 10 are independently of one another selected from a combination of linear, branched, saturated, unsaturated, cyclic and/or non-cyclic aliphatic hydrocarbons, araliphatic hydrocarbons, aromatic hydrocarbons having 1 to 15, carbon atoms which may have substituents and mixtures thereof.

5. The reaction mixture according to claim 1 , wherein the substituents are selected from one or more isocyanate-reactive groups.

6. The reaction mixture according to claim 1 , wherein the aldehyde scavenger compound has a molecular weight of at most 3000 g/mol.

7. The reaction mixture according to claim 1 , further comprising one or more surfactants, one or more flame retardants, water, one or more antioxidants, one or more auxiliary blowing agents, one or more urethane catalysts, or combinations thereof.

8. The reaction mixture according to claim 1 , wherein the amount of the aldehyde scavenger compound is between 0.01 to 5 pbw calculated on the total weight of the reaction mixture.

9. The reaction mixture according to claim 1 , wherein the isocyanate reactive compound is selected from a polyether polyol, a polyester polyol, a polyether polyamine and/or a polyester polyamine.

10. A method for reducing the emission of aldehydes from a polyurethane comprising material, the method comprising mixing the compounds according to claim 1 .

11. A method for the production of a polyurethane comprising material having reduced aldehyde emissions, the method comprising mixing the compounds according to claim 1 to obtain a foam.

12. The method according to claim 11 , wherein the obtained polyurethane comprising material is a polyurethane comprising foam material having low formaldehyde emissions.

Assignments (3)
SECURITY INTEREST Recorded May 4, 2026
From: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN NANOCOMP LLC; HUNTSMAN PETROCHEMICAL LLC
To: CITIBANK N.A.
Reel/Frame 075498/0663 →
PATENT SECURITY AGREEMENT Recorded Mar 10, 2026
From: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN NANOCAMP LLC; HUNTSMAN PETROCHEMICAL LLC
To: CITIBANK, N.A.
Reel/Frame 075106/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 19, 2020
From: BONAMI, LIES; BOSMAN, JORIS KAREL PETER; WELVAERT, INGRID; WU, PENGFEI
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 054413/0946 →