POLYURETHANE PHASE-CHANGE COMPOSITIONS AND METHODS OF MANUFACTURE THEREOF

• US 20200131363A1
• Filed: 10/01/2019
• Published: 04/30/2020
• Est. Priority Date: 10/26/2018
• Status: Active Application

• Current Assignee: Rogers Corporation (Rogers Communications Inc.)
• Original Assignee: Rogers Corporation (Rogers Communications Inc.)
• Inventors: Wei, Ming, Litke, Brian
• Application Number:
  US16/589,766
• Publication Number:
  US 20200131363A1
• Time in Patent Office: Days
• CPC Class Codes: B01J 23/06 of zinc, cadmium or mercury
• CPC Class Codes: B01J 23/14 of germanium, tin or lead
• CPC Class Codes: B01J 23/16 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
• CPC Class Codes: B01J 23/745 Iron
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/246 containing also tin-carbon bonds
• CPC Class Codes: C08G 18/3206 aliphatic
• CPC Class Codes: C08G 18/36 Hydroxylated esters of higher fatty acids
• CPC Class Codes: C08G 18/62 Polymers of compounds having carbon-to-carbon double bonds
• CPC Class Codes: C08G 18/6208 Hydrogenated polymers of conjugated dienes
• CPC Class Codes: C08G 18/627 Polymers of hydroxylated esters of unsaturated higher fatty acids
• CPC Class Codes: C08G 18/6511 compounds of group C08G18/3203
• CPC Class Codes: C08K 5/005 Stabilisers against oxidation, heat, light, ozone
• CPC Class Codes: C08K 5/0066 Flame-proofing or flame-retarding additives
• CPC Class Codes: C08K 5/101 of monocarboxylic acids
• CPC Class Codes: C08L 2203/16 used for films
• CPC Class Codes: C08L 2203/20 use in electrical or conductive gadgets
• CPC Class Codes: C08L 75/04 Polyurethanes

Abstract

A method of manufacturing a polyurethane phase-change composition comprises forming a curable composition comprising a homogeneous mixture of an organic isocyanate, a polyol having a hydroxyl functionality of 1.5 to 5, and a phase-change material; and curing the curable composition to obtain a polyurethane phase-change composition, wherein the polyurethane phase-change composition has a transition temperature, determined by differential scanning calorimetry according to ASTM D3418, of 5 to 70° C.

Claims

1. A method of manufacturing a polyurethane phase-change composition, the method comprising:

forming a curable composition comprising a homogeneous mixture of an organic isocyanate, a polyol having a hydroxyl functionality of 1.5 to 5, and a phase-change material; and

curing the curable composition to obtain a polyurethane phase-change composition,

wherein the polyurethane phase-change composition has a transition temperature, determined by differential scanning calorimetry according to ASTM D3418, of 5 to 70°

C., 20 to 65°

C., 25 to 60°

C., 30 to 50°

C., or 35 to 45°

C.

2. The method of claim 1, wherein forming a curable composition comprises:

combining

a first component comprising a homogeneous mixture of the organic isocyanate and the phase-change material, and

a second component comprising a homogeneous mixture of the polyol and the phase-change material to form a polyurethane phase-change composition.

3. The method of claim 1, wherein the polyol comprises a polyester polyol, a polyether polyol, a polycaprolactone, a hydrogenated hydroxyl-terminated polyolefin, a hydroxyl-terminated polybutadiene, or a combination thereof.

4. The method of claim 1, wherein the number average molecular weight of the polyol is 500 to 10000 Da, or 600 to 8000 Da, or 700 to 6000 Da, or 800 to 4000 Da.

5. The method of claim 1, wherein the organic isocyanate comprises hexamethylene diisocyanate, 1,8-diisocyanato-p-methane, xylyl diisocyanate, diisocyanatocyclohexane, phenylene diisocyanate, toluene diisocyanate, bis(4-isocyanatophenyl)methane, chlorophenylene diisocyanate, diphenylmethane-4,4′

-diisocyanate, naphthalene-1,5-diisocyanate, triphenylmethane-4,4′

,4″

-triisocyanate, isopropylbenzene-alpha-4-diisocyanate, an isocyanate terminated polybutadiene, an isocyanate terminated polyolefin, an isocyanate-derivatized vegetable oil, a prepolymer comprising at least one of the foregoing, a quasi-prepolymer comprising at least one of the foregoing, or a combination thereof.

6. The method of claim 1, wherein the phase-change material comprises a C10-35 alkane, C10-35 fatty acid, C10-35 fatty acid ester, a vegetable oil, or a combination thereof.

7. The method of claim 1, wherein the phase-change material comprises an encapsulated phase-change material.

8. The method of claim 1, wherein the phase-change material comprises 10 to 95 weight percent, 30 to 90 weight percent, 40 to 75 weight percent, or 50 to 70 weight percent encapsulated phase-change material, based on the total weight of the phase-change material.

9. The method of claim 1, wherein the phase-change material is present in the polyurethane phase-change composition an amount of 40 to 95 weight percent, or 50 to 95 weight percent, or 60 to 95 weight percent, or 70 to 95 weight percent, or 80 to 95 weight percent, or 90 to 95 weight percent, or 50 to 90 weight percent, or 60 to 90 weight percent, or 70 to 85 weight percent, or 80 to 90 weight percent, based on the total weight of the polyurethane phase-change composition.

10. The method of claim 1, wherein the phase-change material has a melting transition temperature, determined by differential scanning calorimetry according to ASTM D3418, of 5 to 70°

C., 20 to 65°

C., 25 to 60°

C., 30 to 50°

C., or 35 to 45°

C.

11. The method of claim 1, wherein the polyurethane phase-change composition has a heat of fusion, determined by differential scanning calorimetry according to ASTM D3418, at the transition temperature of at least 140 Joules/gram.

12. The method of claim 1, wherein the curable composition further comprises an additive composition, wherein the additive composition comprises a flame retardant, a thermal stabilizer, an antioxidant, a thermoconductive filler, a thermally insulating filler, a magnetic filler, a colorant, or a combination thereof.

13. The method of claim 12, wherein

the flame retardant comprises a metal carbonate, a metal hydrate, a metal oxide, a halogenated organic compound, an organic phosphorus-containing compound, a nitrogen-containing compound, a phosphinate salt, or a combination thereof.

14. The method of claim 12, wherein the additive composition is present in an amount up to 50 weight percent, or 0.01 to 30 weight percent, or 0.01 to 15 weight percent, or 0.01 to 10 weight percent or 0.01 to 5 weight percent, wherein weight percent is based on the total weight of the polyurethane phase-change composition, and weight percents total to 100 weight percent.

15. The method of claim 1, wherein the curable composition further comprises a catalyst.

16. The method of claim 15, wherein the catalyst is a metal catalyst, wherein the metal is tin, bismuth, iron, zinc, or a combination thereof.

17. The method of claim 1, wherein the curable composition further comprises a chain extender.

18. The method of claim 1, further comprising

injecting the curable composition into an article;

or

coating the curable composition onto an article.

19. A polyurethane phase-change composition made by the method of claim 1.

20. A polyurethane phase-change composition comprising the reaction product of a homogeneous mixture of an organic isocyanate, a polyol having a hydroxyl functionality of 1.5 to 5, and a phase-change material wherein the polyurethane phase-change composition has a transition temperature, determined by differential scanning calorimetry according to ASTM D3418, of 5 to 70°

C., 20 to 65°

C., 25 to 60°

C., 30 to 50°

C., or 35 to 45°

C.

21. An article comprising the polyurethane phase-change composition of claim 20.

22. The article of claim 21, wherein the polyurethane phase-change composition is disposed in a cavity of the article.

23. The article of claim 21, wherein the article is an injection mold, a film, or an electronic device, an LED device, or a battery.