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EP-4739649-A1 - MODIFIED BIO-BASED REACTIVE MONOMER CONTAINING COMPOSITIONS AND METHODS OF MAKING AND USING THE SAME

EP4739649A1EP 4739649 A1EP4739649 A1EP 4739649A1EP-4739649-A1

Abstract

A composition comprising a first modified bio-based reactive acrylic monomer, and optionally a second different modified bio-based reactive acrylic monomer, wherein the first and second modified bio-based reactive acrylic monomers are present in an amount of about 1 wt.% to about 70 wt.%, based on the total weight of the composition. Also provided are substrates coated with the composition, such as a roof, wall, or deck substrate.

Inventors

  • MORFORD, Robert Vincent

Assignees

  • Soprema, Inc.

Dates

Publication Date
20260513
Application Date
20240607

Claims (20)

  1. CLAIMS 1. A composition comprising a first modified bio-based reactive acrylic monomer, and optionally a second different modified bio-based reactive acrylic monomer, wherein the first and second modified bio-based reactive acrylic monomers are present in an amount of about 1 wt.% to about 70 wt.%, based on the total weight of the composition.
  2. 2. The composition according to claim 1, wherein the first modified bio-based reactive acrylic monomer is polymerizable by free radical polymerization.
  3. 3. The composition according to claims 1 or 2, wherein the first and optional second modified bio-based reactive acrylic monomer is derived from a plant oil, a seed oil, an animal oil, microbial oil, or combinations thereof.
  4. 4. The composition according to any one of claims 1 to 3, wherein the first and optional second modified bio-based reactive acrylic monomer is derived from a vegetable oil.
  5. 5. The composition of claim 4, wherein the vegetable oil is selected from at least one of: grapeseed oil, palm oil, sesame oil, safflower oil, sunflower oil, castor oil, soybean oil, linseed oil, peanut oil, olive oil, tobacco seed oil, cottonseed oil, coconut oil, rapeseed oil, canola oil, corn oil, and lesquerella oil and modified versions of such oils.
  6. 6. The composition according to any one of claims 1 to 5, wherein the first modified bio-based acrylic monomer comprises a vegetable oil alkyl ester.
  7. 7. The composition of claim 3, wherein the plant oil, the seed oil, the animal oil, the microbial oil, or fatty acid ester derivatives are epoxidized.
  8. 8. The composition of claim 3, wherein the plant oil, the seed oil, the animal oil, and/or the microbial oil is genetically engineered.
  9. 9. The composition according to any one of claims 1 to 8, wherein the free radical polymerization is initiated by heat or a photoinitiator.
  10. 10. The composition according to any one of claims 1 to 9, wherein the composition is a two-part composition, wherein the first part comprises the modified bio-based reactive acrylic monomer and the second part comprises at least one initiator.
  11. 11. The composition according to claim 10, wherein the at least one initiator is a peroxide initiator selected from the group consisting of benzoyl peroxide, methyl ethyl peroxide, methyl ethyl ketone peroxide, di-t-butyl peroxide, lauroyl peroxide, acetyl peroxide, diisopropyl peroxydicarbonate, bis(4-t-butylcyclohexyl) peroxydicarbonate, t-butyl peroxy-2- ethylhexanoate, t-hexyl peroxy-2-ethylhexanoate, 2,2'-azobisisobutyronitrile, dimethyl 2,2'- azobis(2-methylpropionate), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobis(2,4- dimethylvaleronitrile), 4,4'-azobis(4-cyanopentanoic acid), and mixtures thereof.
  12. 12. The composition according to any one of claims 1 to 11, wherein the composition comprises less than 50 wt.% of a petroleum-based acrylic monomer or polymer, based on the total weight of the composition.
  13. 13. The composition according to any one of claims 1 to 12, wherein the composition is substantially free of methyl methacrylate.
  14. 14. The composition according to any one of claims 1 to 13, wherein the composition exhibits a VOC level of less than about 50 g/L.
  15. 15. The composition according to any one of claims 1 to 14, wherein the composition is an emulsion.
  16. 16. The composition according to any one of claims 1 to 14, wherein the composition is substantially all solids.
  17. 17. The composition according to any one of claims 1 to 14, wherein the composition is 100% solids.
  18. 18. The composition according to any one of claims 1 to 17, wherein the first and optional second modified bio-based reactive acrylic monomers are present in an amount of about 15 wt.% to about 40 wt.%, based on the total weight of the composition.
  19. 19. The composition according to any one of claims 1 to 18, wherein the composition comprises the second bio-based acrylic monomer.
  20. 20. The composition according to any one of claims 1 to 19 further comprising at least one filler.

Description

MODIFIED BIO-BASED REACTIVE MONOMER CONTAINING COMPOSITIONS AND METHODS OF MAKING AND USING THE SAME TECHNICAL FIELD The present disclosure relates to modified bio-based reactive monomer containing compositions, processes for making and using the modified bio-based reactive monomer containing compositions, and building and construction compositions and systems including the modified bio-based reactive monomer containing compositions. BACKGROUND Conventional reactive monomer containing compositions include petroleum-based acrylic monomers. Such compositions provide many desirable performance characteristics, such as excellent waterproofing characteristics. However, environmental, economic and sustainability challenges limit the use of products derived from petroleum. The major challenge with bio-based reactive monomers has been the inability to achieve comparable performance of similar reactive monomers derived from petroleum sources. After extensive research, Applicant has developed modified bio-based reactive monomer containing compositions that achieve comparable or better performance characteristics, as compared to conventional compositions that contain petroleum-based acrylic monomers. SUMMARY The present disclosure relates to a composition comprising a first modified bio-based reactive acrylic monomer, and optionally a second different modified bio-based reactive acrylic monomer, wherein the first and second modified bio-based reactive acrylic monomers are present in an amount of about 1 wt.% to about 70 wt.%, based on the total weight of the composition. In addition to excellent structural durability, tensile strength, load-bearing performance, elongation properties, excellent flow and surface properties, and chemical and UV resistance, the disclosed modified bio-based reactive monomer containing composition achieves comparable or better performance properties, as compared to those of conventional petroleum-based reactive monomer containing compositions. The present disclosure also relates to the surprising finding that the modified bio-based reactive monomer containing composition is capable of rapid curing. As demonstrated by the examples described herein, the disclosed modified bio-based reactive monomer composition exhibits a comparable or faster cure time, as compared to conventional petroleum-based reactive monomer containing compositions. Additionally provided is a method comprising mixing a composition comprising a first modified bio-based acrylic monomer, and optionally a second different modified bio- based acrylic monomer, with at least one initiator, and contacting a substrate with the mixture to form a coating or membrane system. In certain embodiments, the present composition is used with at least one initiator. In further embodiments, the present composition is used with two or more different initiators. In yet further embodiments, the present composition is used without an initiator. Also disclosed is a building envelope protection system comprising the modified bio- based reactive monomer containing composition. As used herein, “building envelope” refers to the entire outer shell of a building, such as, walls, roof, windows and doors and the layers of building materials and components associated therewith. The disclosed modified bio-based reactive monomer containing composition can be used as a component to provide a complete, weather protection system. Also disclosed is a process for the preparation of a roofing and waterproofing system, wherein a composition comprising about 1 wt.% to about 70 wt.% of a first modified bio-based acrylic monomer, and optionally a second different modified bio-based acrylic monomer, based on the total weight of the composition, is applied to at least a portion of a substrate and allowed to cure. In certain embodiments, the composition is configured to cure via free-radical polymerization. The composition can be readily cured to form a coating, a membrane, a component of a building envelope system, an adhesive, a primer, a vapor barrier, an air barrier, insulation, or the like. The reactive modified bio-based monomer containing composition is also suitable in the field of civil engineering, for example, the composition may be applied to bridges, tunnels, pipes, and the like. Also disclosed is a waterproofing system comprising: a substrate; and a bio-based reactive monomer containing composition applied to at least a portion of the substrate, wherein the composition comprises a first modified bio-based acrylic monomer, and optionally a second different modified bio-based acrylic acrylate monomer, wherein the first and second modified bio-based acrylic monomers are present in an amount of about 1 wt.% to about 70 wt.%, based on the total weight of the composition. Additionally disclosed is a kit comprising i) a composition comprising a first modified bio-based acrylic monomer, and optionally a second different modified bio-based acrylic monomer, ii) a