Phenolic Epoxy Methacrylate Monomers Derived from

Joseph Stanzione; Alexander Bassett; John La Scala; Joshua Sadler; Owen Stecca

Phenolic Epoxy Methacrylate Monomers Derived from

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

Chemical Engineering

Research output: Innnovation › innovation

Abstract

TechnologyGylcidyl 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. Competitive Advantages<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;">      Monomers are non-toxic and can be used as starting material to produce polymer coatings, finishes, adhesives, and additive manufacturing resins</li><li value="2" class="Normal " style="margin-right: 0px;font-family: 'Verdana';font-style: Normal;font-weight: normal;font-size: 16px;color: #000000;">      Phenolic unit of the monomers rigidize the structure, increases solubility in organic resins, decreases solubility in water, and potentially reduces toxicity</li><li value="3" class="Normal " style="margin-right: 0px;font-family: 'Verdana';font-style: Normal;font-weight: normal;font-size: 16px;color: #000000;">      Monomers lack a hydroxyl group, resulting in improved polymer properties including lower viscosities and lower water absorption</li></ul> OpportunityThe 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  urther development and commercialization of this technology through a license. The inventor is available to collaborate with interested companies.

Original language	English (US)
State	Published - Oct 2018

Cite this

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title = "Phenolic Epoxy Methacrylate Monomers Derived from",

abstract = "TechnologyGylcidyl 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. Competitive Advantages      Monomers are non-toxic and can be used as starting material to produce polymer coatings, finishes, adhesives, and additive manufacturing resins      Phenolic unit of the monomers rigidize the structure, increases solubility in organic resins, decreases solubility in water, and potentially reduces toxicity      Monomers lack a hydroxyl group, resulting in improved polymer properties including lower viscosities and lower water absorption OpportunityThe 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  urther development and commercialization of this technology through a license. The inventor is available to collaborate with interested companies.",

author = "Joseph Stanzione and Alexander Bassett and {La Scala}, John and Joshua Sadler and Owen Stecca",

year = "2018",

month = oct,

language = "English (US)",

type = "Patent",

}

TY - PAT

T1 - Phenolic Epoxy Methacrylate Monomers Derived from

AU - Stanzione, Joseph

AU - Bassett, Alexander

AU - La Scala, John

AU - Sadler, Joshua

AU - Stecca, Owen

PY - 2018/10

Y1 - 2018/10

N2 - TechnologyGylcidyl 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. Competitive Advantages      Monomers are non-toxic and can be used as starting material to produce polymer coatings, finishes, adhesives, and additive manufacturing resins      Phenolic unit of the monomers rigidize the structure, increases solubility in organic resins, decreases solubility in water, and potentially reduces toxicity      Monomers lack a hydroxyl group, resulting in improved polymer properties including lower viscosities and lower water absorption OpportunityThe 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  urther development and commercialization of this technology through a license. The inventor is available to collaborate with interested companies.

AB - TechnologyGylcidyl 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. Competitive Advantages      Monomers are non-toxic and can be used as starting material to produce polymer coatings, finishes, adhesives, and additive manufacturing resins      Phenolic unit of the monomers rigidize the structure, increases solubility in organic resins, decreases solubility in water, and potentially reduces toxicity      Monomers lack a hydroxyl group, resulting in improved polymer properties including lower viscosities and lower water absorption OpportunityThe 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  urther development and commercialization of this technology through a license. The inventor is available to collaborate with interested companies.

UR - http://rowan.technologypublisher.com/technology/28935

M3 - innovation

ER -

Phenolic Epoxy Methacrylate Monomers Derived from

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Phenolic Epoxy Methacrylate Monomers Derived from

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