IP Library Granted Patent US 10,208,227
Granted Patent B2
US 10,208,227 · App. 14/107,044 · Granted Feb 19, 2019

Low free MDI prepolymers for rotational casting

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Quick Facts
Patent No.
US 10,208,227
App. No.
14/107,044
Granted
Feb 19, 2019
Kind
B2
Abstract

Rotational cast polyurethane composition prepared from a prepolymer composition comprising: a) an isocyanate-terminated polyurethane prepolymer; and b) a curative agent comprising i) a polyol; ii) an aromatic diamine; iii) a thixotropic aliphatic amine; and iv) a thixotropic colloidal additive, wherein the prepolymer comprises a product produce by the reaction of a polyol with an organic diisocyanate monomer comprising 4,4′-diisocyanato diphenylmethane (MDI), and which prepolymer comprises less than 1.0% by weight of free MDI monomer, based on the toal weight of the prepolymer, exhibits a range of enhanced physical properties compared to those obtained from prepolymers comprising a higher level of free MDI monomer.

Claims (16)

1. A polyurethane prepolymer rotational casting composition comprising:

a) an isocyanate-terminated polyurethane prepolymer prepared by reacting an organic diisocyanate monomer with a polyol, which prepolymer comprises a reaction product of polytetramethylene ether glycol and 4,4′-diisocyanato diphenylmethane, which prepolymer comprises less than 1.0% by weight of free 4,4′-diisocyanato diphenylmethane, based on the total weight of the prepolymer; and

b) a curative comprising, based on the total weight of the curative,

i) about 10 wt % to about 90 wt % of a polyol comprising polytetramethylene ether glycol;

ii) about 10 wt % to about 90 wt % of an aromatic diamine comprising diethyl toluene diamine and/or dimethylthio-toluene diamine;

iii) about 0.1 wt % to about 1.5 wt % of a thixotropic aliphatic amine selected from the group consisting of ethylene diamine, 1,6-hexanediamine, 1,12-dodecane diamine, 1,4-cyclohexane diamine, isophorone diamine, diethylene triamine, triethylene tetramine, amine-terminated polyoxypropylenes, xylene diamine, and piperazine; and

iv) about 1.0 wt % to about 10 wt % of a thixotropic colloidal additive selected from the group consisting of fumed silica, clay, bentonite, and talc,

wherein the total active hydrogen content of the curative agent is equal to about 80-115% of the total isocyanate content of the isocyanate-terminated polyurethane prepolymer.

2. The polyurethane prepolymer rotational casting composition according to claim 1 comprising:

a) an isocyanate-terminated polyurethane prepolymer prepared by reacting the organic diisocyanate monomer with the polyol, in a mole ratio of organic diisocyanate monomer to polyol ranging from about 1.7:1 to about 4:1; and

b) a curative agent comprising:

i) about 30 to about 60 wt % of the polyol;

ii) about 20 to about 80 wt % of the aromatic diamine;

iii) about 0.2 to 0.7 wt % of the thixotropic aliphatic amine; and

iv) about 2 to about 5 wt % of the thixotropic colloidal additive;

wherein the total active hydrogen content of the curative agent is equal to about 90-95% of the total isocyanate content of the isocyanate-terminated polyurethane prepolymer.

Assignments (3)
MERGER Recorded Feb 26, 2024
From: LANXESS SOLUTIONS US INC.
To: LANXESS CORPORATION
Reel/Frame 066558/0291 →
MERGER AND CHANGE OF NAME Recorded Sep 18, 2018
From: CHEMTURA CORPORATION; LANXESS SOLUTIONS US INC.
To: LANXESS SOLUTIONS US INC.
Reel/Frame 046901/0439 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2014
From: KING, GERALD; SANTUCCI, CESARE; NARDIN, STEFANIA; FRESCH, ENRICO; DI EGIDIO, GIULIO PIETRO; MENNECHELLI, MARCO
To: CHEMTURA CORPORATION
Reel/Frame 032253/0667 →