IP Library Granted Patent US 11,820,856
Granted Patent B2
US 11,820,856 · App. 16/499,631 · Granted Nov 21, 2023

Polymeric plugging composition

Inventor: Nathan E. Werst (Eugene, OR)
Assignee: The Williamette Valley Company LLC
C08G18/7664C08G18/3206C08G18/6511C09D175/04E01B31/24
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Quick Facts
Patent No.
US 11,820,856
App. No.
16/499,631
Granted
Nov 21, 2023
Kind
B2
Abstract

A polymeric composition for restoring a previously formed spike hole in a wood railroad tie is described. The polymeric composition comprises a resin comprising a chain extender in a concentration of at least about 10 wt % and at least one polyol, and at least one isocyanate-containing compound. The chain extender may be diethylene glycol. The composition may also include a moisture control additive in a concentration of at least 5 wt % of the resin.

Claims (25)

1. A polymeric composition for restoring a previously formed spike hole in a wood railroad tie, comprising:

a resin comprising:

diethylene glycol in a concentration of about 10 wt % to about 15 wt %,

0.1 wt % to 1 wt % organometallic catalyst;

about 6 wt % to about 8 wt % moisture control additive comprising molecular sieves;

30 wt % to 35 wt % filler; and

about 40 wt % to about 45 wt % of a blend of polyols, the blend of polyols comprising at least one relatively lower molecular weight polyol and at least one relatively higher molecular weight polyol, and

at least one isocyanate-containing compound,

wherein the polymeric composition has a polyurethane index of from about 1.0 to about 1.3 and

wherein the polymeric composition is substantially non-cellular.

2. The polymeric composition of claim 1 , wherein the blend of polyols comprises a polyalcohol having at least two hydroxyl groups.

3. The polymeric composition of claim 1 , wherein the blend of polyols is selected from the group consisting of polyethers, polyesteramides, polythioethers, polycarbonates, polyacetals, polyolefins, polysiloxanes, various grades of caster oils, hydroxy-terminated prepolymers and mixtures thereof.

4. The polymeric composition of claim 1 , wherein the at least one isocyanate-containing compound comprises at least one isocyanate functional group selected from the group consisting of an aliphatic isocyanate, a cycloaliphatic isocyanate, an aryl isocyanate, an aromatic cyanate, and combinations thereof.

5. The polymeric composition of claim 1 , wherein the polymeric composition has a spike withdrawal resistance ratio of ≥0.9, wherein the spike withdrawal resistance ratio is the maximum force required to extract a railroad spike from the polymeric composition disposed in the previously formed spike hole divided by the maximum force required to extract a railroad spike directly from the same wood railroad tie, and wherein the polymeric composition has a viscosity of ≤70 Pa*s at temperatures as low as −20° C. and a shear rate of 1/s.

6. The polymeric composition of claim 5 , wherein the polymeric composition has a viscosity of ≤275 Pa*s at temperatures as low as −30° C. and a shear rate of 1/s.

7. The polymeric composition of claim 1 , wherein the polymeric composition has a spike withdrawal resistance ratio of ≥0.9, wherein the spike withdrawal resistance ratio is the maximum force required to extract a railroad spike from the polymeric composition disposed in the previously formed spike hole divided by the maximum force required to extract a railroad spike directly from the same wood railroad tie, and wherein the polymeric composition has a viscosity of ≤50 Pa*s at temperatures as low as −20° C. and a shear rate of 50/s.

8. The polymeric composition of claim 7 , wherein the polymeric composition has a viscosity of ≤175 Pa*s at temperatures as low as −30° C. and a shear rate of 50/s.

9. The polymeric composition of claim 1 , wherein the polymeric composition has flowability at −5° C. of ≥1 gallon per minute.

10. The polymeric composition of claim 9 , wherein the polymeric composition has flowability at −5° C. of ≥1.1 gallons per minute.

11. The polymeric composition of claim 1 , wherein the polymeric composition attains a hardness measurement that is at least 75% of final hardness at ambient temperature in less than 30 minutes.

12. The polymeric composition of claim 11 , wherein the polymeric composition attains a hardness measurement that is at least 75% of final hardness at ambient temperature at a time between 20 minutes and 30 minutes.

13. The polymeric composition of claim 11 , wherein the polymeric composition attains a hardness measurement that is at least 75% of final hardness in less than 25 minutes.

14. The polymeric composition of claim 11 , wherein the polymeric composition attains a hardness measurement that is at least 90% of final hardness at ambient temperature at a time between 30 minutes and 50 minutes.

15. The polymeric composition of claim 11 , wherein the polymeric composition attains a hardness measurement that is at least 90% of final hardness at ambient temperature in less than 50 minutes.

16. The polymeric composition of claim 11 , wherein the polymeric composition attains a hardness measurement that is at least 90% of final hardness at ambient temperature in less than 45 minutes.

Assignments (6)
SECOND LIEN PATENT SECURITY AGREEMENT Recorded May 5, 2026
From: FLOW POLYMERS, LLC; POLYMER SOLUTIONS GROUP, LLC; THE WILLAMETTE VALLEY COMPANY LLC
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 075547/0402 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS - REEL FRAME 067845/0468 Recorded Feb 20, 2026
From: BANK OF AMERICA, N.A.
To: THE WILLIAMETTE VALLEY COMPANY LLC
Reel/Frame 074948/0200 →
RELEASE OF SECURITY INTEREST Recorded Feb 8, 2026
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: THE WILLAMETTE VALLEY COMPANY LLC
Reel/Frame 073725/0159 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY PREVIOUSLY RECORDED ON REEL 64470 FRAME 236. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 26, 2024
From: WERST, NATHAN E.
To: THE WILLAMETTE VALLEY COMPANY LLC
Reel/Frame 067855/0665 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jun 26, 2024
From: THE WILLAMETTE VALLEY COMPANY LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 067845/0468 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2023
From: WERST, NATHAN E.
To: THE WILLIAMETTE VALLEY COMPANY LLC
Reel/Frame 064470/0236 →
Continuity (2)
Provisional Application 62482897 · Apr 7, 2017
Related Publication 20200040129A1 · Feb 6, 2020