# US 10,119,002 B2 · Additives for improving polyurethane foam performance

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- Number: US 10,119,002 B2
- Document ID: US10119002B2
- Status: Granted
- Kind: B2
- Application number: 13/178,558
- Filed: 2011-07-08
- Published: 2012-03-22
- Granted: 2018-11-06
- Earliest claimed: 2010-07-09
- Assignees: Evonik Degussa GmbH
- Applicants: Juan Jesus Burdeniuc; James Douglas Tobias; Renee Jo Keller; You-Moon Jeon
- Inventors: Juan Jesus Burdeniuc; James Douglas Tobias; Renee Jo Keller; You-Moon Jeon
- Web page: https://patentgrep.com/patent/US10119002B2

## CPC

- C08J 9/0042: {containing silicon}
- C08G 18/1825: {having hydroxy or primary amino groups}
- C08G 18/1875: {containing ammonium salts or mixtures of secondary of tertiary amines and acids}
- C08G 18/325: {containing secondary or tertiary amino groups (C08G18/3228, C08G18/3234, C08G18/3246 take precedence)}
- C08G 18/3268: {Salt complexes of polyamines}
- C08G 18/3838: {containing cyano groups}
- C08G 18/4841: {containing oxyethylene end groups}
- C08G 18/6688: {with compounds of group C08G18/3271}
- C08G 18/678: {containing nitrogen}
- C08K 5/31: Guanidine; Derivatives thereof
- C08G 2101/00: Manufacture of cellular products
- C08G 2110/0008: flexible
- C08G 2110/005: < 50kg/m3
- C08G 2110/0083: prepared using water as the sole blowing agent
- C08G 2290/00: Compositions for creating anti-fogging
- C08J 2375/08: from polyethers
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Polyurethane foam compositions and processes to make flexible polyurethane foams are disclosed. Polyurethane foam is produced in the presence of additives comprising guanidine derivatives. Improvements in physical properties such as air flow, dimensional stability, tensile, tear, elongation and foam hardness is observed when these additives are present in polyurethane formulations. In addition, these additives can minimize polymer degradation under humid ageing conditions resulting in foam products with better mechanical properties.

## Claims

### Claim 1

A foam precursor comprising a combination of: at least one polyol, at least one blowing agent, at least one gelling catalyst, at least one blowing catalyst and a solution comprising cyanoguanidine and dimethyl sulfoxide wherein cyanoguanidine is present in the solution in an amount less than 2.0 pphp of the precursor.

### Claim 2 (depends on 1)

The foam precursor of claim 1 wherein the polyol comprises at least one polyether polyol.

### Claim 3 (depends on 1)

The foam precursor of claim 1 wherein the blowing agent comprises water.

### Claim 4 (depends on 1)

The foam precursor of claim 1 further comprising at least one surfactant.

### Claim 5 (depends on 4)

The foam precursor of claim 4 wherein the surfactant comprises at least one silicone surfactant.

### Claim 6 (depends on 1)

The foam precursor of claim 1 wherein the amount of cyanoguanidine is less than about 1.0 PPHP.

### Claim 7 (depends on 1)

The foam precursor of claim 1 further comprising at least one flame retardant.

### Claim 8 (depends on 7)

The foam precursor of claim 7 wherein the catalyst comprises at least one tertiary amine.

### Claim 9 (depends on 1)

The foam precursor of claim 1 further comprising at least one crosslinker.

### Claim 10 (depends on 1)

The foam precursor of claim 1 wherein the gelling catalyst comprises at least one member selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine; N,N-dimethylaminoethyl-N′-methyl ethanolamine; N,N,N′-trimethylaminopropyl ethanolamine, N,N-dimethylethanolamine; N,N-dimethyl-N′,N′-2-hydroxy(propyl)-1,3-propylenediamine; dimethylaminopropylamine; (N,N-dimethylaminoethoxy)ethanol, methyl-hydroxy-ethyl-piperazine, bis(N,N-dimethyl-3-aminopropyl)amine, N,N-dimethylaminopropyl urea, N,N′-bis(3-dimethylaminopropyl) urea, bis(dimethylamino)-2-propanol, N-(3-aminopropyl)imidazole, N-(2-hydroxypropyl)imidazole, and N-(2-hydroxyethyl)imidazole.

### Claim 11 (depends on 10)

The foam precursor of claim 10 wherein the blowing catalyst comprises at least one member selected from the group consisting of 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, dimethylaminoethoxyethanol and N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl) ether.

### Claim 12 (depends on 10)

The foam precursor of claim 10 wherein the gelling catalyst further comprises at least one member selected from the group consisting of diazabicyclooctane, tris(dimethyalminopropyl) amine, dimethylaminocyclohexylamine, 1,2-dimethylimidazole, 1-methylimidazole and bis(dimethylaminopropyl)-N-methylamine.

### Claim 13 (depends on 11)

The foam precursor of claim 11 wherein the blowing catalyst further comprises at least one member selected from the group consisting of bis-dimethylaminoethyl ether, pentamethyldiethylenetriamine, hexamethyltriethylenetetramine, heptamethyltetraethylenepentamine; 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol; alkoxylated polyamines; imidazole-boron compositions; and amino propyl-bis(amino-ethyl)ether compositions.

### Claim 14

A foam precursor comprising a combination of: at least one polyol, at least one tertiary amine catalyst having isocyanate reactive groups selected from the group consisting of primary amine, secondary amine, hydroxyl, amide and urea; at least one crosslinker, at least one surfactant and a solution of at least one member selected from the group consisting of guanidine, guanidine hydrochloride salt, guanidine phosphate salts, guanidine sulfate salts, cyano guanidine, 1-acetylguanidine, nitroguanidine, 1-(o-tolyl)-biguanidine and mixtures thereof in a 30% solution of dimethyl sulfoxide, and wherein when the foam precursor is contacted with an isocyanate, a dimensionally stable flexible foam is produced without mechanical crushing.