IP Library Granted Patent US 11,542,360
Granted Patent B2
US 11,542,360 · App. 16/611,384 · Granted Jan 3, 2023

Methods and compositions for polyurethane dispersions using caprolactam-derived solvents

Inventors: Edward Asirvatham (Chatham, NJ); Céline de Lame (Pry, BE); Jaime A. Flores-Vasquez (Glen Allen, VA)
Assignee: AdvanSix Resins & Chemicals LLC
C08G18/76C08G18/0823C08G18/0852C08G18/10C08G18/3206C08G18/4854C08G18/73C08G18/8077C08G18/7671C08K5/09
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Quick Facts
Patent No.
US 11,542,360
App. No.
16/611,384
Granted
Jan 3, 2023
Kind
B2
Abstract

Caprolactam-derived solvents for use as processing solvents and/or coalescing agents for polyurethane dispersions (PUDs). The caprolactam-derived solvents are suitable for processing solvents and coalescing agents in PUDs created through traditional PUD manufacturing processes or as coalescing agents in PUDs created through solvent-free PUD manufacturing processes. Blends of more than one caprolactam-derived solvent may be used as the processing solvent and/or coalescing agent.

Claims (22)

1. A method of forming a polyurethane dispersion comprising the steps of:

forming a polyurethane pre-polymer from a polymeric diol and at least one of a polyisocyanate and a diisocyanate, and a hydrophilic agent, the polyurethane pre-polymer dissolved in water and at least one processing solvent;

adding at least one base to the pre-polymer;

dispersing the pre-polymer in water to form a polyurethane dispersion; and

adding a coalescing agent to the polyurethane dispersion, the coalescing agent in the form of the formula:

wherein R is ethyl.

2. A method of forming a polyurethane dispersion comprising the steps of:

forming a pre-polymer from a polymeric diol and at least one of a polyisocyanate and a diisocyanate, and a hydrophilic agent dissolved in at least one processing solvent;

adding at least one base to the pre-polymer;

dispersing the pre-polymer in water to form a polyurethane dispersion;

removing the processing solvent from the polyurethane dispersion;

adding a coalescing agent to the polyurethane dispersion, the coalescing agent in the form of the formula:

wherein R is ethyl.

3. The method of claim 1 , wherein the polymeric diol includes at least one polymeric diol selected from a polyether polyol, a polyester polyol, a polycarbonate polyol, a polyamide polyol, an acrylic polyol and combinations thereof.

4. The method of claim 1 , wherein the at least one of the polyisocyanate and the diisocyanate is diisocyanate, which includes at least one diisocyanate selected from an aliphatic diisocyanate and an aromatic diisocyanate and combinations thereof.

5. The method of claim 1 , characterized in that the hydrophilic agent is selected from the group consisting of dimethylol propionic acid, dimethylol butanoic acid and combinations thereof.

6. The method of claim 5 , wherein the hydrophilic agent is dimethylol propionic acid.

7. The method of claim 2 , wherein the at least one base is an amine.

8. The method of claim 2 , wherein the polymeric diol includes at least one polymeric diol selected from a polyether polyol, a polyester polyol, a polycarbonate polyol, a polyamide polyol, an acrylic polyol and combinations thereof.

9. The method of claim 2 , wherein the at least one of the polyisocyanate and the diisocyanate is diisocyanate, which includes at least one diisocyanate selected from an aliphatic diisocyanate and an aromatic diisocyanate and combinations thereof.

10. The method of claim 2 , characterized in that the hydrophilic agent is selected from the group consisting of dimethylol propionic acid, dimethylol butanoic acid and combinations thereof.

11. The method of claim 10 , wherein the hydrophilic agent is dimethylol propionic acid.

Assignments (2)
SECURITY INTEREST Recorded Oct 27, 2021
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: TRUIST BANK, AS ADMINISTRATIVE AGENT
Reel/Frame 057940/0794 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 25, 2019
From: ASIRVATHAM, EDWARD; DE LAME, CÉLILNE; FLORES-VASQUEZ, JAIME A.
To: ADVANSIX RESINS & CHEMICALS LLC.
Reel/Frame 051106/0407 →
Continuity (3)
Provisional Application 62579636 · Oct 31, 2017
Provisional Application 62524786 · Jun 26, 2017
Related Publication 20200223974A1 · Jul 16, 2020