IP Library Granted Patent US 12,162,978
Granted Patent B2
US 12,162,978 · App. 17/187,033 · Granted Dec 10, 2024

Radiation curable phase change material solutions and shape stable thermoset phase change material gels formed therefrom

Inventor: Richard M. Formato (Grafton, MA)
Assignee: MICROTEK LABORATORIES, INC.
C08G18/8175A61F7/02C08G18/69C08K5/01C08K5/3412C08K5/5397C09K5/063A61F2007/0219A61F2007/0292C08G2220/00C08L53/025
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Quick Facts
Patent No.
US 12,162,978
App. No.
17/187,033
Granted
Dec 10, 2024
Kind
B2
Abstract

Radiation curable phase change solutions (PCM) and said solutions as a thermoset thermal energy gels (a radiation cured polymeric network) has a hydrophobic PCM, a polybutadiene urethane acrylate oligomer soluble in the hydrophobic PCM and present as 7% wt/wt to 25% wt/wt of the gel, a photoinitiator soluble in the hydrophobic PCM and present as 0.01% wt/wt to 0.5% wt/wt of the gel, a mono-functional or di-functional crosslinker soluble in the hydrophobic PCM and present as 0% wt/wt to 10% wt/wt of the gel, and a hydrogenated styrenic block copolymer as a secondary resin as 0% to 20% wt/wt of the gel and optionally a tertiary resin as 0% to 5% wt/wt of the gel, wherein the tertiary resin is a hydrogenated styrenic block copolymer that is different than the secondary resin. The solution or gel is sealed in a container, e.g., a sachet, to form a cold pack.

Claims (41)

1. A thermoset thermal energy gel comprising:

a radiation cured polymeric network formed from

a hydrophobic phase change material;

a polybutadiene urethane acrylate oligomer soluble in the hydrophobic phase change material and present as 7% wt/wt to 25% wt/wt of the thermoset thermal energy gel;

a photoinitiator soluble in the hydrophobic phase change material and present as 0.01% wt/wt to 0.5% wt/wt of the thermoset thermal energy gel; and

a mono-functional crosslinker soluble in the hydrophobic phase change material, present as 0.1% wt/wt to 10% wt/wt of the thermoset thermal energy gel and selected from the group consisting of a mono-functional vinyl caprolactam, an aliphatic monofunctional acrylate, an ethoxylated nonyl-phenol acrylate, an alkoxylated nonyl-phenol acrylate, a 4-tert-butyl cyclohexyl acrylate, and combinations thereof.

2. The thermoset thermal energy gel of claim 1 , wherein the thermoset thermal energy gel is shape stable in that it supports its own weight and after 20 freeze/thaw cycles has weight loss of 1% or less.

3. The thermoset thermal energy gel of claim 2 , wherein the thermoset thermal energy gel is creep resistant up to 60° C.

4. The thermoset thermal energy gel of claim 1 , wherein the polybutadiene urethane acrylate oligomer is a difunctional aliphatic polybutadiene urethane acrylate oligomer.

5. The thermoset thermal energy gel of claim 1 , wherein the hydrophobic phase change material is selected from the group consisting of an n-alkane, a fatty acid methyl ester, a fatty alcohol, a fatty acid, and mixtures thereof.

6. The thermoset thermal energy gel of claim 5 , wherein the n-alkane is saturated and has an amount of carbon atoms within the range of C 10 -C 40 .

7. The thermoset thermal energy gel of claim 1 , wherein the photoinitiator comprises phosphine oxide.

8. The thermoset thermal energy gel of claim 1 , wherein when the mono-functional crosslinker is present as 0.1% wt/wt to 1% wt/wt of the thermoset thermal energy gel, the polybutadiene urethane acrylate oligomer is present as 18% wt/wt to 21% wt/wt of the thermoset thermal energy gel.

9. The thermoset thermal energy gel of claim 1 , wherein a balance is the hydrophobic phase change material is present in an amount of a balance of the thermoset thermal energy gel.

10. The thermoset thermal energy gel of claim 1 , further comprising a hydrogenated styrenic block copolymer as a secondary resin as 0.5% to 20% wt/wt of the thermoset thermal energy gel.

11. The thermoset thermal energy gel of claim 10 , further comprising a tertiary resin as 0.5% to 5% wt/wt of the thermoset thermal energy gel, wherein the tertiary resin is a hydrogenated styrenic block copolymer that is different than the secondary resin.

12. The thermoset thermal energy gel of claim 11 , wherein the tertiary resin is present as 1% to 2% wt/wt of the thermoset thermal energy gel and the secondary resin is present as 1% to 10% wt/wt of the thermoset thermal energy gel.

13. The thermoset thermal energy gel of claim 12 , wherein the secondary resin and the tertiary resin are both styrene-ethylene-butylene-styrene linear polymers with tri-block structures.

14. A radiation curable phase change solution comprising:

a hydrophobic phase change material;

a radiation curable polybutadiene urethane acrylate oligomer soluble in the hydrophobic phase change material and present as 7% wt/wt to 25% wt/wt of the radiation curable phase change solution;

a photoinitiator soluble in the hydrophobic phase change material and present as 0.01% wt/wt to 0.5% wt/wt of the radiation curable phase change solution; and

a mono-functional or di-functional crosslinker soluble in the hydrophobic phase change material and present as 0.1% wt/wt to 10% wt/wt of the radiation curable phase change solution;

wherein upon exposure to radiation the radiation curable phase change solution cures to form a thermoset gel;

wherein the radiation curable phase change solution comprises less than 30% solids and has a viscosity less than 5000 cP at 60° C.

15. The radiation curable phase change solution of claim 14 , wherein the polybutadiene urethane acrylate oligomer is a difunctional aliphatic polybutadiene urethane acrylate oligomer.

16. The radiation curable phase change solution of claim 14 , wherein the hydrophobic phase change material is selected from the group consisting of an n-alkane, a fatty acid methyl ester, a fatty alcohol, a fatty acid, and mixtures thereof.

17. The radiation curable phase change solution of claim 16 , wherein the n-alkane is saturated and has an amount of carbon atoms within the range of C 10 -C 40 .

18. The radiation curable phase change solution of claim 14 , wherein the photoinitiator comprises phosphine oxide.

19. The radiation curable phase change solution of claim 14 , wherein the crosslinker is a mono-functional crosslinker, and the mono-functional crosslinker comprises a mono-functional vinyl caprolactam, a mono-functional lauryl acrylate, a mono-functional isobornyl acrylate, an aliphatic monofunctional acrylate, an ethoxylated nonyl-phenol acrylate, an alkoxylated nonyl-phenol acrylate, or a 4-tert-butyl cyclohexyl acrylate.

20. The radiation curable phase change solution of claim 14 , wherein the crosslinker is a di-functional crosslinker, and the di-functional crosslinker comprises a di-functional 1,6-hexanediol diacrylate, di-functional 3-methyl-1,5-pentanediol diacrylate, hydroxy pivalic acid neopentyl glycol diacrylate, or 2-butyl-2-ethyl 1,3-propanediol diacrylate.

21. The radiation curable phase change solution of claim 14 , wherein the hydrophobic phase change material is present in an amount of a balance of the radiation curable phase change solution.

22. The radiation curable phase change solution of claim 14 , further comprising a hydrogenated styrenic block copolymer as a secondary resin as 0.5% to 20% wt/wt of the radiation curable phase change solution.

23. The radiation curable phase change solution of claim 22 , further comprising a tertiary resin as 0.5% to 5% wt/wt of the radiation curable phase change solution, wherein the tertiary resin is a hydrogenated styrenic block copolymer that is different than the secondary resin.

24. The radiation curable phase change solution of claim 23 , wherein the tertiary resin is present as 1% to 2% wt/wt of the radiation curable phase change solution and the secondary resin is present as 1% to 10% wt/wt of the radiation curable phase change solution.

25. The radiation curable phase change solution of claim 24 , wherein the secondary resin and the tertiary resin are both styrene-ethylene-butylene-styrene linear polymers with tri-block structures.

26. A cold pack comprising:

a container sealingly enclosing the thermoset thermal energy gel of claim 1 .

27. The cold pack of claim 26 , wherein the container permanently encloses the thermoset thermal energy gel.

28. The cold pack of claim 26 , wherein the container is a rigid container that retains a preselected shape and configuration.

29. The cold pack of claim 26 , wherein the container is a flexible container that is conformable to the surface against which the flexible container is seated.

Assignments (2)
CHANGE OF NAME Recorded May 29, 2025
From: MICROTEK LABORATORIES, INC.
To: MICROTEK HOLDINGS, INC.
Reel/Frame 071460/0399 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2024
From: FORMATO, RICHARD M.
To: MICROTEK LABORATORIES, INC.
Reel/Frame 068766/0892 →
Continuity (2)
Provisional Application 62983391 · Feb 28, 2020
Related Publication 20210269582A1 · Sep 2, 2021