IP Library Granted Patent US 12,319,833
Granted Patent B2
US 12,319,833 · App. 17/440,442 · Granted Jun 3, 2025

Low odor (meth)acrylate compositions

Inventor: John Rouge (North Royalton, OH)
Assignee: TREMCO CPG INC.
C09D4/06
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Quick Facts
Patent No.
US 12,319,833
App. No.
17/440,442
Granted
Jun 3, 2025
Kind
B2
Abstract

A low odor liquid coating compositions coating composition that includes: 10 wt % to 95% wt % based upon the total weight of the solids in the coating composition of a mono-functional (meth)acrylate monomer that has a boiling point of 120 C or more at atmospheric pressure; 0.2 wt % to 5 wt % based upon the total weight of the solids in the coating composition of an oleophilic compound selected from a wax, an oil, or combination thereof; 1 pbw to 20 pbw based upon 100 parts by weight of the total weight of the solids in the coating composition of a hydrocarbon solvent, halocarbon solvent, or a combination thereof; and a multifunctional crosslinker selected from a multi-functional (meth)acrylate monomer, a multi-functional oligomer, and combinations thereof with the proviso that the multi-functional (meth)acrylate monomer does not exceed 5 wt % based upon the total weight of the solids in the coating composition.

Claims (38)

1. A coating composition comprising:

10 wt % to 95% wt % based upon the total weight of the solids in the coating composition of a mono-functional (meth)acrylate monomer that has a boiling point of 120° C. or more at atmospheric pressure;

0.2 wt % to 5 wt % based upon the total weight of the solids in the coating composition of an oleophilic compound selected from a wax, an oil, or combination thereof;

1 pbw to 5 pbw based upon 100 parts by weight of the total weight of the solids in the coating composition of a solvent; and

a multifunctional crosslinker selected from a multi-functional (meth)acrylate monomer, a multi-functional oligomer, and combinations thereof with the proviso that the multi-functional (meth)acrylate monomer does not exceed 5 wt % based upon the total weight of the solids in the coating composition.

2. The coating composition of claim 1 , where the coating composition further includes a polymerization initiator.

3. The coating composition of claim 2 , where the coating composition further includes at least one of an accelerator and a chain-transfer agent.

4. The coating composition of claim 1 , where the coating composition includes 1 wt % to 80 wt % based upon the total weight of the solids in the coating composition of the multi-functional oligomer.

5. The coating composition of claim 4 , where the multi-functional oligomer is selected from the group consisting of urethane (meth)acrylates, polyester (meth)acrylates, epoxy (meth)acrylates, acrylated (meth)acrylates, silicone (meth)acrylates, and combinations thereof.

6. The coating composition of claim 4 , where the multi-functional oligomer has a number average molecule weight in the range of 500 g/mol to 25,000 g/mol.

7. The coating composition of claim 1 , where the multi-functional (meth)acrylate monomer is selected from the group consisting of ethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol dimethacrylate, diethylene glycol diacrylate, triethylene glycol dimethacrylate, triethylene glycol diacrylate, butanediol dimethacrylate, hexanediol diacrylate, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, pentaerythrityl tetramethacrylate, pentaerythrityl tetraacrylate, and combinations thereof.

8. The coating composition of claim 1 , where the multi-functional (meth)acrylate monomer has a number average molecule weight in the range of 125 g/mol to 500 g/mol.

9. The coating composition of claim 1 , where the coating composition includes 0.1 wt % to 3 wt % based upon the total weight of the solids in the coating composition of the multi-functional (meth)acrylate monomer.

10. The coating composition of claim 1 , where the oleophilic compound include is selected from the group consisting of paraffin waxes, microcrystalline waxes, carnauba waxes, beeswax, lanolin, whale oil, a polyolefin waxes, ceresin, candelilla waxes, Fischer-Tropsch waxes, montan waxes, polyethylene waxes, paraffinic oils, napthanic oils, aromatic oils, plant oils, animal oils, synthetic hydrocarbon oils, and combinations thereof.

11. The coating composition of claim 1 , where the mono-functional (meth)acrylate monomer that has a boiling point of 120° C. or more at atmospheric pressure is selected from the group consisting of benzyl methacrylate, hydroxyethyl methacrylate, and combinations thereof.

12. The coating composition of claim 1 , where the coating composition further includes a polymeric bead.

13. The coating composition of claim 1 , where the coating composition further includes a filler.

14. The coating composition of claim 1 , where the coating composition further includes a mono-functional (meth)acrylate monomer with a boiling point of less than 120° C. at atmospheric pressure.

15. The coating composition of claim 1 , where the coating composition further includes an additive selected from the group consisting of UV stabilizers, defoamers, pigments, dyes, anti-slip agents, anti-static agents, adhesion promoters, tackifiers, plasticizers, flow aids, wetting aids, rheology modifiers, nucleating agents, leveling agents, air releasing agents, fire retardants, thixotropic boosters, polymerization inhibitors, rheological additives, and combinations thereof.

16. A method of preparing a coated substrate comprising:

applying a coating composition to a surface of a substrate, the coating composition comprising:

10 wt % to 95% wt % based upon the total weight of the solids in the coating composition of a mono-functional (meth)acrylate monomer that has a boiling point of 120° C. or more at atmospheric pressure;

0.2 wt % to 5 wt % based upon the total weight of the solids in the coating composition of an oleophilic compound selected from a wax, an oil, or combination thereof;

1 pbw to 5 pbw based upon 100 parts by weight of the total weight of the solids in the coating composition of a solvent;

a multifunctional crosslinker selected from a multi-functional (meth)acrylate monomer, a multi-functional oligomer, and combinations thereof with the proviso that the multi-functional (meth)acrylate monomer does not exceed 5 wt % based upon the total weight of the solids in the coating composition; and

a polymerization initiator.

17. The method of preparing a coated substrate of claim 16 , where the coating composition cures to produce a non-tacky surface coating.

18. The method of preparing a coated substrate of claim 16 , where the substrate is selected from wood, concrete, masonry, metals, plastics, ceramics, composites, asphalt, gypsum board, brick, insulation board, and tile.

19. The method of preparing a coated substrate of claim 16 , where the substrate is a roof.

20. A coated substrate comprising:

a substrate that includes a surface;

a coating on the surface of the substrate, the coating formed from the reaction product of a coating composition that includes:

10 wt % to 95% wt % based upon the total weight of the solids in the coating composition of a mono-functional (meth)acrylate monomer that has a boiling point of 120° C. or more at atmospheric pressure;

0.2 wt % to 5 wt % based upon the total weight of the solids in the coating composition of an oleophilic compound selected from a wax, an oil, or combination thereof;

1 pbw to 5 pbw based upon 100 parts by weight of the total weight of the solids in the coating composition of a solvent;

a multifunctional crosslinker selected from a multi-functional (meth)acrylate monomer, a multi-functional oligomer, and combinations thereof with the proviso that the multi-functional (meth)acrylate monomer does not exceed 5 wt % based upon the total weight of the solids in the coating composition; and

a polymerization initiator.

21. The coated substrate of claim 20 , where when cured the coating has a non-tacky surface.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2023
From: ROUGE, JOHN
To: TREMCO INCORPORATED
Reel/Frame 062514/0331 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 26, 2022
From: TREMCO, LLC
To: TREMCO ACQUISITION, LLC
Reel/Frame 059730/0783 →
ENTITY CONVERSION Recorded Apr 25, 2022
From: TREMCO ACQUISITION, LLC
To: TREMCO CPG INC.
Reel/Frame 059791/0089 →
ENTITY CONVERSION Recorded Apr 22, 2022
From: TREMCO INCORPORATED
To: TREMCO, LLC
Reel/Frame 059778/0762 →
Continuity (2)
Provisional Application 62971318 · Feb 7, 2020
Related Publication 20230167306A1 · Jun 1, 2023
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