IP Library Granted Patent US 10,059,824
Granted Patent B2
US 10,059,824 · App. 14/992,338 · Granted Aug 28, 2018

Process for extending the shelf life of gaseous olefinic propellants in polyurethane foams

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Quick Facts
Patent No.
US 10,059,824
App. No.
14/992,338
Granted
Aug 28, 2018
Kind
B2
Abstract

The invention described herein generally pertains to a composition and a method for improving the shelf life of a gaseous hydrofluoroolefin propellant, the improvement comprising at least the increased aromatic polyester polyol(s) in combination with a tertiary amine catalyst comprising at least two cyclohexyl rings and an aliphatic metal salt catalyst, the amine catalyst having less than 10% nitrogen on a weight basis.

Claims (46)

1. A process to improve the shelf life of gaseous hydrofluoroolefin-blown two-component polyurethane foams using reactants contained in “A” and “B” cylinders, comprising the steps of:

adding no less than 50% aromatic polyester polyols of all of the polyols used in the “B” cylinder formulation of reactants, said “B”-side formulation having no more than about 1.5% water by weight; and wherein

at least one aromatic polyester polyol is selected from the group consisting of:

Hydroxyl Number, mg KOH/g

230-250

Water, % by wt., max

0.15

Acid Number, mg KOH/g,

0.6-1.0

Viscosity at 77° F. (25° C.), cP

2,000-4,500

Equivalent Weight (average)

234

Molecular Weight (average)

468

and

Hydroxyl Number, mg KOH/g

335-365

Water, % by wt., max

0.15

Acid Number, mg KOH/g,

0.5-2.0

Viscosity at 77° F. (25° C.), cP

2,500-3,500; and

adding a catalyst combination of a tertiary amine catalyst comprising at least two cyclohexyl rings, said tertiary amine catalyst having less than 11 weight percent nitrogen and an aliphatic metal salt catalyst; and

calculating a catalytic decay ratio as a predictive tool for the polyurethane foam, the catalytic decay ratio defined as the aged gel time in seconds of the polyurethane foam wherein the reactants were exposed to accelerated aging involving storing the reactant combination and propellant at an elevated temperature of 50° C. for approximately 48 days prior to reacting the reactants compared to the non-aged gel time in seconds of the same reactants; and

spraying the polyurethane foam before and after aging to obtain the aged and non-aged gel times;

taking the ratio of the aged gel time compared to the non-aged gel time and determining if the catalytic decay ratio increases approximately to no more than 2 for a polyurethane spray foam and approximately no more than 2.5 for a pour-in-place polyurethane foam.

2. The process of claim 1 wherein

the tertiary amine catalyst has less than or equal to about 10% nitrogen on a weight basis;

said “B”-side formulation having between 0.1-1.3% water by weight.

3. The process of claim 2 wherein

the tertiary amine catalyst has less than or equal to about 8% nitrogen on a weight basis;

said “B”-side formulation having between 0.5-1.0% water by weight.

4. The process of claim 1 wherein the polyurethane foam comprises:

no more than approximately 10% aliphatic polyether polyol.

5. The process of claim 4 wherein the polyurethane foam comprises:

no added aliphatic polyether polyol.

6. The process of claim 1 further comprises the step of adding

at least two aromatic polyester polyols.

7. The process of claim 1 wherein

the aliphatic metal salt is a metal alkanoate.

8. The process of claim 7 wherein

the metal alkanoate is a potassium alkanoate.

9. The process of claim 8 wherein

the potassium alkanoate is potassium octoate.

Assignments (16)
ASSIGNMENT OF 2ND LIEN SECURITY INTEREST (REEL 054888 / FRAME 0048) Recorded Sep 15, 2023
From: ANTARES CAPITAL LP
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 064923/0317 →
SECURITY AGREEMENT (SECOND LIEN) Recorded Jan 4, 2021
From: ICP CONSTRUCTION, INC.; GARDNER-GIBSON, INC.; GARDNER ASPHALT CORPORATION; PLI-DEK, LLC; SUN COATINGS, INC.
To: ANTARES CAPITAL, L.P., AS COLLATERAL AGENT
Reel/Frame 054888/0048 →
SECURITY AGREEMENT (FIRST LIEN) Recorded Dec 31, 2020
From: ICP CONSTRUCTION, INC.; GARDNER-GIBSON, INC.; GARDNER ASPHALT CORPORATION; PLI-DEK, LLC; SUN COATINGS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 054883/0265 →
MERGER Recorded Dec 30, 2020
From: ICP ADHESIVES AND SEALANTS, INC.
To: ICP MERGER OPCO, LLC
Reel/Frame 054775/0076 →
MERGER Recorded Dec 30, 2020
From: ICP MERGER HOLDCO, LLC; ICP MERGER OPCO, LLC
To: ICP CONSTRUCTION, INC.
Reel/Frame 054775/0198 →
RELEASE OF SECURITY INTEREST : RECORDED AT REEL/FRAME - 044037-0515; 044037-0590; 045792-0510 AND 050426-0086 Recorded Dec 30, 2020
From: GOLDMAN SACHS MIDDLE MARKET LENDING CORP.
To: ICP ADHESIVES AND SEALANTS, INC.; LENOX ACQUISITION, LLC; PLI-DEK, LLC; ICP CONSTRUCTION, INC.
Reel/Frame 054871/0203 →
RELEASE OF SECURITY INTEREST Recorded Dec 29, 2020
From: ANTARES CAPITAL LP, AS AGENT
To: ICP ADHESIVES AND SEALANTS, INC.; LENOX ACQUISITION, LLC; PLI-DEK, LLC; ICP CONSTRUCTION, INC.
Reel/Frame 054866/0395 →
SECURITY INTEREST Recorded Nov 6, 2017
From: ICP ADHESIVES AND SEALANTS, INC.
To: GOLDMAN SACHS MIDDLE MARKET LENDING CORP., AS COLLATERAL AGENT
Reel/Frame 044037/0515 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 038247/0001 Recorded Nov 4, 2017
From: NXT CAPITAL, LLC
To: ICP ADHESIVES AND SEALANTS, INC.
Reel/Frame 044682/0157 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 038365/0461 Recorded Nov 4, 2017
From: MARANON CAPITAL, L.P.
To: ICP ADHESIVES AND SEALANTS, INC. (F/K/A FOMO PRODUCTS)
Reel/Frame 044367/0168 →
SECURITY INTEREST Recorded Nov 3, 2017
From: ICP ADHESIVES AND SEALANTS, INC.
To: ANTARES CAPITAL LP, AS COLLATERAL AGENT
Reel/Frame 044026/0202 →
MERGER AND CHANGE OF NAME Recorded Sep 27, 2016
From: FOMO PRODUCTS, INC.; ICP ADHESIVES AND SEALANTS, INC.
To: ICP ADHESIVES AND SEALANTS, INC.
Reel/Frame 039868/0587 →
CHANGE OF NAME Recorded Aug 18, 2016
From: FOMO PRODUCTS, INC.
To: ICP ADHESIVES AND SEALANTS, INC.
Reel/Frame 039479/0889 →
SECURITY INTEREST Recorded Apr 25, 2016
From: FOMO PRODUCTS, INC.
To: MARANON CAPITAL, L.P., AS AGENT
Reel/Frame 038365/0461 →
SECURITY INTEREST Recorded Apr 11, 2016
From: FOMO PRODUCTS, INC.
To: NXT CAPITAL, LLC, AS AGENT
Reel/Frame 038247/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2016
From: TAYLOR, ANTHONY J.; SHINKO, ANDREW P.; SHOEMAKER, JULIE L.
To: FOMO PRODUCTS, INC.
Reel/Frame 038205/0383 →
Cited By (1)
US 12,258,459