IP Library › Granted Patent US 12,415,919
Granted Patent B2
US 12,415,919 · App. 17/422,922 · Granted Sep 16, 2025

Two-part phosphate ester epoxy composition

Inventors: Michael Czaplicki (Romeo, MI); Hamid Mortazavian (Romeo, MI); Kevin Hicks (Romeo, MI)
Assignee: ZEPHYROS, INC.
C08L63/00C08L2205/02C08L2205/035
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Quick Facts
Patent No.
US 12,415,919
App. No.
17/422,922
Granted
Sep 16, 2025
Kind
B2
Abstract

A two-part system comprising a first component including one or more epoxy resins or epoxy-functionalized resins and a second component including one or more phosphate esters, wherein the first component and second component are liquid at room temp and upon mixing the first component with the second component at room temperature, a composition is formed that is solid.

Claims (27)

1. A two-part system comprising:

a) a first component including one or more epoxy resins or epoxy-functionalized resins;

b) a second component including one or more phosphate esters including: a phosphate ester derived from: a reaction of orthophosphoric acid, polyphosphoric acid, or both and phenyl glycidyl ether; a reaction of orthophosphoric acid, polyphosphoric acid, or both and an epoxidized para-tertiary butyl phenol; a reaction of orthophosphoric acid, polyphosphoric acid, or both and a nonyl phenol ethoxylated phosphate ester; or any combination thereof;

wherein the first component and the second component are liquid at room temperature and upon mixing the first component with the second component at room temperature, a composition is formed that is solid.

2. The two-part system of claim 1 , wherein upon mixing the first component and the second component, the composition cures at a temperature of about 0° C. to about 50° C.

3. The two-part system of claim 2 , wherein upon mixing the first component and the second component, the composition undergoes volume expansion of 0% to 500%.

4. The two-part system of claim 1 , wherein the one or more phosphate esters includes a phosphate ester derived from cashew nutshell liquid, a phosphate ester derived from 2-ethylhexyl glycidyl ether, or both.

5. The two-part system of claim 1 , including calcium carbonate, present in an amount of from about 0.1% to about 40%, by weight.

6. The two-part system of claim 5 , wherein the calcium carbonate includes an ultrafine calcium carbonate, a fine calcium carbonate, a medium fine calcium carbonate, or any combination thereof.

7. The two-part system of claim 5 , wherein the first component includes a fine calcium carbonate in an amount of from about 0.1% to about 10%, by weight, and a medium fine calcium carbonate in an amount of from about 0.1% to about 30%, by weight.

8. The two-part system of claim 5 , wherein the first component includes an ultrafine calcium carbonate in an amount of from about 0.1% to about 10%, by weight, and a medium fine calcium carbonate in an amount of from about 0.1% to about 20%, by weight.

9. The two-part system of claim 4 , wherein the one or more epoxy resins or epoxy-functionalized resins include one or more liquid epoxy resins, one or more epoxy phenol novolac resins, one or more aliphatic multifunctional epoxy resins, one or more phenoxy resins, one or more silane modified epoxy resins, or any combination thereof.

10. The two-part system of claim 9 , wherein the one or more liquid epoxy resins include a reaction product of epichlorohydrin and bisphenol A; a reaction product of epichlorohydrin and bisphenol F; or both.

11. The two-part system of claim 9 , wherein the one or more epoxy phenol novolac resins including a formaldehyde oligomeric reaction product with 1-chloro-2,3-epoxypropane and phenol; a poly[(phenyl glycidyl ether)-co-formaldehyde]; or both.

12. The two-part system of claim 9 , wherein the one or more epoxy phenol novolac resins include an epoxy phenol novolac resin with a functionality from about 2 to about 3; an epoxy phenol novolac resin with a functionality from about 3 to about 4; or both.

13. The two-part system of claim 9 , wherein the one or more aliphatic multifunctional epoxy resins include an epoxidized sorbitol.

14. The two-part system of claim 10 , wherein the one or more liquid epoxy resins are present in an amount of from about 4% to about 60%, by weight.

15. The two-part system of claim 11 , wherein the one or more epoxy phenol novolac resins are present in an amount of from about 0.1% to about 50%, by weight.

16. The two-part system of claim 13 , wherein the one or more aliphatic multifunctional epoxy resins are present in an amount of from about 0.1% to about 40%, by weight.

17. The two-part system of claim 9 , wherein the one or more phenoxy resins are present in an amount of from about 0.1% to about 12%, by weight.

18. The two-part system of claim 9 , wherein the one or more silane modified epoxy resins are present in an amount of from about 1% to about 25%, by weight.

19. The two-part system of claim 3 , wherein the composition has a cure time of from about 1 minute to about 30 minutes.

20. The two-part system of claim 9 , wherein the two-part system is substantially free of curing agents, latent curing accelerators, or both.

21. A two-part system comprising:

a) a first component including one or more epoxy resins or epoxy-functionalized resins;

b) a second component including one or more phosphate esters including a phosphate ester derived from an epoxidized para-tertiary butyl phenol, a nonyl phenol ethoxylated phosphate ester, or both;

wherein the first component and the second component are liquid at room temperature and upon mixing the first component with the second component at room temperature, a composition is formed that is solid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2022
From: CZAPLICKI, MICHAEL; MORTAZAVIAN, HAMID; HICKS, KEVIN
To: ZEPHYROS, INC.
Reel/Frame 058616/0906 →
Continuity (2)
Provisional Application 62828691 · Apr 3, 2019
Related Publication 20220089859A1 · Mar 24, 2022
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