# US 2024/0199809 A1 · Non-isocyanate polyurethane foam composition and method of making the same

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- Number: US 2024/0199809 A1
- Document ID: US20240199809A1
- Status: Published application
- Kind: A1
- Application number: 18/595,020
- Filed: 2024-03-04
- Published: 2024-06-20
- Earliest claimed: 2019-10-05
- Assignees: Algix, LLC
- Applicants: Algix, LLC
- Inventors: Mark Ashton Zeller; Patrick Lewis Carter
- Web page: https://patentgrep.com/patent/US20240199809A1

## CPC

- C08G 71/04: Polyurethanes
- C08J 9/08: developing carbon dioxide
- C08G 2110/005: < 50kg/m3
- C08G 2110/0058: ≥50 and <150kg/m3
- C08G 2110/0066: ≥ 150kg/m3
- C08J 2203/02: CO2-releasing, e.g. NaHCO3 and citric acid
- C08J 2375/12: from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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)

## Abstract

A thermoset non-isocyanate polyurethane foam (NIPU) composition includes a reaction product of a polycyclic carbonate, a polyamine; and a foaming ingredient including a carbonate-based chemical blowing agent. The reaction product is configured to form a urethane bond. The polycyclic carbonate and the polyamine can be bio-derived. A process for making the NIPU foam includes the steps of: (a) selecting a polycyclic carbonate and a polyamine; (b) mixing the polycyclic carbonate and the polyamine to form a reactant product including a partially cured gel matrix; (c) adding a foaming ingredient comprising a chemical blowing agent including a carbonate; (d) curing the mixture to form the NIPU foam. The reaction is tunable by changing cure temperature, water content, and/or acid composition.

## Claims

### Claim 1

A thermoset non-isocyanate polyurethane (NIPU) foam composition comprising:
a reaction product of:
(a) a polycyclic carbonate, having a plurality of cyclic carbonate functional groups, ranging from 5 to 90% of NIPU foam composition ingredients by weight;
(b) a polyamine, having a plurality of amine functional groups, ranging from 5% to 90% of the NIPU foam composition ingredients by weight; and
(c) a foaming ingredient configured to produce the NIPU foam composition ranging from 0.5 to 20% of the NIPU foam composition ingredients by weight, wherein the foaming ingredient comprises a carbonate-based chemical blowing agent;
(d) an optional accelerant introduced with the chemical blowing agent, wherein the accelerant includes acid and/or water;
wherein the polycyclic carbonate and the polyamine form a urethane bond, and wherein one or more characteristics of the NIPU foam composition are tunable by changing cure temperature, acid composition, and/or water content.

### Claim 2 (depends on 1)

The NIPU foam composition of claim 1, wherein the cyclic carbonate functional groups and the plurality of amine functional groups are provided in a functional equivalent weight (FEW) ratio in a range from 4:1 to 1:4.

### Claim 3 (depends on 1)

The NIPU foam composition of claim 1, wherein the plurality of cyclic carbonate functional groups and the plurality of amine functional groups are provided in a functional equivalent weight (FEW) ratio in a range from 2:1 to 1:2.

### Claim 4 (depends on 1)

The NIPU foam composition of claim 1, wherein the polycyclic carbonate is bio-derived and includes a carbonated triacylglycerol (TAG) or a fatty acid methyl ester (FAME) derived from one or more natural oils.

### Claim 5 (depends on 1)

The NIPU foam composition of claim 1, wherein the polycyclic carbonate comprises 15 to 80% of the NIPU foam composition by weight.

### Claim 6 (depends on 1)

The NIPU foam composition of claim 1, wherein the polyamine is a bio-derived compound selected from the group consisting of hexamethylene diamine (HMDA), putrescine, cadaverine, chitosan/chitin, pentamethylene diamine (PMDA), decarboxylated lysine and polylysine.

### Claim 7 (depends on 1)

The NIPU foam composition of claim 1, wherein the polyamine comprises 15 to 80% of the NIPU foam composition by weight.

### Claim 8 (depends on 1)

The NIPU foam composition of claim 1, wherein the resulting NIPU foam material defines a density from 1 to 400 kg/m3.

### Claim 9 (depends on 1)

The NIPU foam composition of claim 1, wherein the resulting NIPU foam material defines a Shore A hardness from 1 to 80.

### Claim 10 (depends on 1)

The NIPU foam composition of claim 1, wherein the reaction further includes a catalyst introduced into the reaction prior to the combination with the carbonate-based chemical blowing agent and the catalyst is selected from the group consisting of Lewis acids and bases, phosphoric acids, carbines, phosphines, enzymes, guanidines, thioureas, triazabicyclodecene (TBD), phenylcyclohexylthiourea, and combinations thereof.

### Claim 11 (depends on 1)

The NIPU foam composition of claim 1, wherein the carbonate-based chemical blowing agent is provided in a loading by weight from 0.5% to 20%.

### Claim 12 (depends on 1)

The NIPU foam composition of claim 1, wherein the carbonate-based chemical blowing agent includes a carbonate selected from the group consisting of calcium carbonate, ammonium bicarbonate, sodium bicarbonate, potassium bicarbonate, sodium carbonate, calcite, aragonite, dolomite, kutnohorite, ankerite, magnesium carbonate, barium carbonate, potassium carbonate, zinc carbonate, copper carbonate, silver carbonate, carbonates or bicarbonates of group 1 metals, carbonates or bicarbonates of group 2 metals, carbonates of transition metals, and combinations thereof.

### Claim 13 (depends on 12)

The NIPU foam composition of claim 12 wherein the carbonate based chemical blowing agent is selected to produce a byproduct salt configured to confer a desired protective benefit to the NIPU foam composition and the byproduct salt is a salt of a metal selected from the group of metals consisting of copper, zinc, barium, and silver.

### Claim 14 (depends on 1)

The NIPU foam composition of claim 1, wherein the carbonated-based chemical blowing agent is provided with a thermal decomposition temperature of 0 to 160° C.

### Claim 15 (depends on 14)

The NIPU foam composition of claim 14, wherein the reaction product includes reacting an accelerant provided at a loading range by weight up to 15%.

### Claim 16 (depends on 1)

The NIPU foam composition of claim 1, wherein the reaction product further includes reacting a surfactant introduced with the chemical blowing agent, wherein the surfactant is a member selected from the group consisting of a silicone-based surfactant, a stearate, polyethylene glycol, polyethylene oxide, a polyorganic acid, sodium dodecyl sulfate, ethylene oxide, polypropylene oxide, an alkoxylate, propylene glycol, and combinations thereof.

### Claim 17 (depends on 16)

The NIPU foam composition of claim 16, wherein the surfactant is provided at a loading range by weight from 0 to 15%.

### Claim 18 (depends on 1)

The composition of claim 1, wherein the reaction product further includes reacting water provided to drive gas formation from cyclic carbonates to contribute to blowing gas requirements of the resulting NIPU foam composition.

### Claim 19 (depends on 1)

The composition of claim 1, wherein the reaction product further includes reacting a multifunctional carboxylic acid provided to drive amide bond formation with amines to adjust one or more mechanical properties of the resulting NIPU foam composition.

### Claim 20

A thermoset non-isocyanate polyurethane (NIPU) foam composition comprising a reaction product of:
(a) a bio-derived polycyclic carbonate having a plurality of cyclic carbonate functional groups, a bio-derived polyamine having a plurality of amine functional groups, and a foaming ingredient configured to produce the NIPU foam composition, wherein the foaming ingredient comprises a carbonate-based chemical foaming blowing agent, and wherein the polycyclic carbonate and the polyamine form a urethane bond;
(b) a catalyst reacted with the polycyclic carbonate and the polyamine prior to combining with the foaming ingredient;
(c) an accelerant and a surfactant provided as additional foaming ingredients configured to generate the NIPU foam composition having desired properties,
wherein the accelerant includes acid and/or water,
wherein the plurality of cyclic carbonate functional groups and the plurality of amine functional groups are provided in a ratio in a range from 4:1 to 1:4,
wherein the bio-derived polycyclic carbonate and the bio-derived polyamine form a urethane bond, and
wherein characteristics of the NIPU foam composition are tunable by changing cure temperature, acid composition, and/or water content.
