Granted Patent B2

US 12,522,687 · App. 17/642,733 · Granted Jan 13, 2026

Inventors: Ronald M. Emanuel, Jr. (Morris, CT); Polina Ware (Southington, CT); Gerald King (Waterside, GB)

Assignee: Urethane Systems USA LLC

C08G18/4808C08G18/10C08G18/7692C09J175/08C08K3/08C08K2003/0812C08K3/346C08K3/36

Abstract

Claims (33)

1 . A polyurethane prepolymer composition, comprising:

(a) a polyurethane prepolymer comprising, as a reaction product, (a1) an excess of 4,4′-methylene diphenyl diisocyanate and (a2) a polyol; and

(b) free diisocyanate monomer in a range of from more than 0 to less than 1.0 wt. %, based on total polyurethane prepolymer weight,

wherein an NCO content of the polyurethane prepolymer is in a range of from 5 to 7 wt. %,

wherein the polyurethane prepolymer comprises less than 75 wt. % of a 2:1 stoichiometric adduct of the diisocyanate and the polyol, based on the total polyurethane prepolymer weight,

wherein the polyol (a2) comprises (a2a) a first polypropylene glycol, having a weight average molecular weight Mw in a range of from 200 to 800 g/mol, and (a2b) a second polypropylene glycol, having a weight average molecular weight Mw of 800 to 2.000 g/mol.

2 . The polyurethane prepolymer composition of claim 1 , wherein the weight average molecular weight Mw of the first polypropylene glycol (a2a) is in a range of from 200 to 600 g/mol.

3 . The polyurethane prepolymer composition of claim 1 , wherein the prepolymer comprises the 2:1 stoichiometric adduct in a range of from more than 30 to less than 75 wt %.

4 . The polyurethane prepolymer composition of claim 1 , wherein the free diisocyanate monomer is present in a range of from more than 0 to less than 0.1 wt. %, based on the total polyurethane prepolymer weight.

5 . A curable polyurethane prepolymer composition, comprising:

the polyurethane prepolymer composition of claim 1 ; and

a curative,

wherein the curative is a diamine, a polyol, or a blend thereof.

6 . A method for adhesively joining or sealing two substrates, the method comprising:

(1) applying onto a substrate the curable polyurethane prepolymer composition of claim 5 ; and

(2) contacting the curable polyurethane prepolymer composition applied on the substrate to a second substrate such that a bond is formed.

7 . An adhesive, comprising:

the curable polyurethane prepolymer composition of claim 5 .

8 . The polyurethane prepolymer composition of claim 1 , wherein the free diisocyanate monomer is present in a range of from more than 0 to less than 0.5 wt. %.

9 . The polyurethane prepolymer composition of claim 1 , wherein the NCO content of the polyurethane prepolymer is 5 wt. %.

10 . The polyurethane prepolymer composition of claim 1 , wherein the NCO content of the polyurethane prepolymer is 7 wt %.

11 . The polyurethane prepolymer composition of claim 1 , wherein the polyol has a weight average molecular weight (Mw), determined with gel permeation chromatography (GPC), in a range of from 250 to 4,000 g/mol.

12 . The polyurethane prepolymer composition of claim 1 , wherein the weight average molecular weight Mw of the first polypropylene glycol (a2a) is in a range of from 400 to 600 g/mol.

13 . A curable polyurethane prepolymer composition, comprising:

the polyurethane prepolymer composition of claim 1 ; and

1,4-butanediol or hydroquinone bis(2-hydroxyethyl) ether.

14 . The polyurethane prepolymer composition of claim 1 , wherein the prepolymer comprises the a 2:1 stoichiometric adduct in a range of from more than 30 to 70 wt. %, based on total prepolymer composition weight.

15 . The polyurethane prepolymer composition of claim 1 , wherein the prepolymer comprises the a 2:1 stoichiometric adduct in a range of from 35 to less than 75 wt. %, based on total prepolymer composition weight.

16 . The polyurethane prepolymer composition of claim 1 , wherein the prepolymer comprises the a 2:1 stoichiometric adduct in a range of from 35 to 70 wt. %, based on total prepolymer composition weight.

17 . The polyurethane prepolymer composition of claim 1 , wherein the prepolymer comprises the a 2:1 stoichiometric adduct in a range of from 35 to 65 wt. %, based on total prepolymer composition weight.

18 . The polyurethane prepolymer composition of claim 1 , wherein the first polypropylene glycol (a2a) is PPG-500.

19 . The polyurethane prepolymer composition of claim 1 , wherein the first polypropylene glycol (a2a) is PPG-500, and

wherein the second polypropylene glycol (a2b) is PPG-1100.

Assignments (1)

Continuity (2)

References Cited (25)