Phenolic Epoxy Methacrylate Monomers Derived from

Joseph Stanzione (Inventor), Alexander Bassett (Inventor), John La Scala (Inventor), Joshua Sadler (Inventor), Owen Stecca (Inventor)

Research output: Innovation

Abstract

<p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-weight: bold;font-size: 16px;">Technology</span></p><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">Gylcidyl methacrylate and vinyl ester are compounds used in a variety of industrial uses. Glycidyl methacrylate is a high purity, dual functionality monomer that contains both acrylic and epoxy groups. The compounds are best suited for coating and resin applications because the epoxy groups provide chemical resistance while the acrylic groups provide weatherability. Vinyl ester is formed when polyepoxide is reacted with less than a stoichiometric amount of methacrylic acid to produce epoxyvinyl ester monomers. Vinyl ester has increased strength, corrosion resistance, and durability. Vinyl ester generally produced from Bisphenol-A, a compound that has garnered attention due to potential human toxicity concerns. Rowan University has developed phenolic monomers with glycidyl and (meth) acrylate functionality. The compounds are effectively the smallest phenolic monomers. In addition to the monomers, the researchers have developed a method to make the monomers in which different hydroxyl functionalities on phenolic molecules are used to enable selective functionalization of a glycidyl or (meth)acrylate to one hydroxyl. The other hydroxyl is functionalized with (meth)acrylate or glycidyl. The method of making the monomers can proceed with epoxidizing and purifying to obtain the mono-epoxy-hydroxyl phenolic species followed by methacrylating. Or the reaction could also proceed in the reverse order by methacrylating first and then epoxidizing.</span></p><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">&nbsp;</span></p><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-weight: bold;font-size: 16px;">Competitive Advantages</span></p><ul style="list-style-type:disc"><li value="1" class="Normal " style="font-family: 'Verdana';font-style: Normal;font-weight: normal;font-size: 16px;color: #000000;"><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">&nbsp; &nbsp; &nbsp; Monomers are non-toxic and can be used as starting material to produce polymer coatings, finishes, adhesives, and additive manufacturing resins</span></li><li value="2" class="Normal " style="margin-right: 0px;font-family: 'Verdana';font-style: Normal;font-weight: normal;font-size: 16px;color: #000000;"><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">&nbsp; &nbsp; &nbsp; Phenolic unit of the monomers rigidize the structure, increases solubility in organic resins, decreases solubility in water, and potentially reduces toxicity</span></li><li value="3" class="Normal " style="margin-right: 0px;font-family: 'Verdana';font-style: Normal;font-weight: normal;font-size: 16px;color: #000000;"><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">&nbsp; &nbsp; &nbsp; Monomers lack a hydroxyl group, resulting in improved polymer properties including lower viscosities and lower water absorption</span></li></ul><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-weight: bold;font-size: 16px;">&nbsp;</span></p><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-weight: bold;font-size: 16px;">Opportunity</span></p><p class="Normal "><span style="font-family: 'Times New Roman';font-style: Normal;font-size: 16px;">The market opportunity for the epoxy monomers is attractive due to the broad applicability of the technology. As an alternative to glycidyl methacrylate and vinyl ester, the market potential could be significant with the global glycidyl methacrylate market expected to increase to almost $16 billion in 2027 and the global vinyl ester resin market expected to increase to $950 million by 2022. Rowan University is looking for a partner for&nbsp; urther development and commercialization of this technology through a license. The inventor is available to collaborate with interested companies.</span></p>
Original languageEnglish (US)
StatePublished - Oct 2018

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