As coatings formulators, we don’t often think about individual monomers, only the properties of the polymers made from them. A polymer’s properties are grounded in its monomer composition. Some monomers can bring multiple desirable properties to polymers made from them such as increased hardness, improved weathering resistance, and crack resistance. As a formulator the monomer composition of the polymers we use in our products isn’t often within our control but knowing the properties specific building blocks bring to the table is important. Isobornyl Methacrylate (IBOMA) is a specialty monomer that imparts several desirable properties to polymers which then can be used to formulate a variety of coatings types.
Structure of IBOMA
Isobornyl Methacrylate (molecular mass 222.32 grams per mole) combines a complex, aliphatic polycyclic structure with methacrylate functionality. The IUPAC naming convention for IBOMA is [(1R,4R)-4,7,7-trimethyl-3 bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate. Many of the unique properties IBOMA gives polymers made with it are the result of the large polycyclic side chains. The majority of polymers utilizing IBOMA are synthesized by radical-initiated chain polymerization reactions of the methacrylate group. Through co-polymerization with a wide variety of acrylate and methacrylate functional monomers, IBOMA-containing polymers suitable for countless coatings applications can be produced.
Polymer Properties Derived from IBOMA
When incorporated into a co-polymer with compatible monomers IBOMA can provide many property improvements to coatings formulations. Increased hardness and higher glass transition temperatures are two related properties of IBOMA co-polymers. The homopolymer of IBOMA has a very high glass transition temperature at 110.5° C which is harder than the homopolymer of methylmethacrylate. Since the Tg of a co-polymer is the weighted average of the homopolymer glass transition temperatures of its constituent monomers, the addition of small amounts of IBOMA can have a disproportionate effect on the Tg. Unlike hard polymers made with methylmethacrylate, those using IBOMA are not brittle. This enhances the flexibility of the coating making it resistant to cracking and crazing.
The increased flexibility of IBOMA-containing polymers also enhances the adhesion of the coatings formulated from them. This effect is due to stronger interactions between coating and substrate made possible by the better wetting of the surface. The bulky isobornyl group increases the intermolecular attraction between the coating and surface by amplifying the influence of Van der Waals forces. This adhesion improvement is shown over various substrates including metals, wood and plastics. Improved adhesion may eliminate the need for primers and increase the performance of a coating in other areas such as corrosion and moisture resistance.
Solvent-based coatings polymers containing IBOMA typically have a lower viscosity than those made from other monomers at equal solids levels. This enables lower VOC paint formulations since higher nonvolatile content can be achieved at the same application viscosity. Higher solids coatings have many advantages including lower pollution from evaporating solvents, a cleaner and safer working environment for the painters, and higher dry film thickness per coat during application. These low VOC coatings also have better durability because IBOMA increases a polymer’s resistance to breakdown by UV radiation in exterior uses.
Waterborne Coatings
IBOMA readily polymerizes with other acrylic and methacrylic functional monomers under the conditions commonly used to manufacture latex polymers for coatings. In these polymers, it brings to the table the same performance enhancements it does in solvent-borne coatings. The hardness, scratch and mar resistance, and weatherability of the waterborne coatings are enhanced. Improved adhesion to a variety of substrates, and increased flexibility also result from the incorporation of IBOMA. This improved flexibility and adhesion can, for example, give an exterior architectural coating better resistance to cracking and chipping.
UV Cure Coatings
IBOMA is very important as an ingredient in UV-cured coatings it is especially useful to achieve hardness and scratch resistance in the cured film. Excellent photo-stability is another property IBOMA can add to UV-cured polymer coatings. This suite of properties can be especially important in common UV cure applications like hard coats for automotive headlight lenses. Oligomers containing IBOMA have lower inherent viscosity than comparable molecular weight versions made with other monomer compositions. Monomeric IBOMA can be used as a fast-reacting diluent to lower the viscosity of UV-curable polymer and oligomer solutions which facilitates easier handling and better application of the formulated coating.
Sustainability
IBOMA is readily manufactured from renewable non-food chain resources such as camphor or pinene and the biobased content can be as high as seventy-one percent. Biobased versions of IBOMA, for example, Visiomer® Terra IBOMA from Evonik are commercially available. This makes them a more sustainable alternative to other hard monomers such as methylmethacrylate and styrene made from petroleum feedstocks. Additionally, the ability to make higher solids, lower VOC solvent-borne coatings and IBOMA’s performance-enhancing properties in both high solids solvent-borne coatings and waterborne coatings makes it an all-around sustainable choice for your coatings formulations.
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