Composite resins based on novel and highly reactive bisglycidyl methacrylate monomers

Authors

  • Ana María Herrera-González,

    Corresponding author
    1. Universidad Autónoma del Estado de Hidalgo - Instituto de Ciencias Básicas e Ingeniería, Carretera Pachuca-Tulancingo Km. 4.5 Colonia Carboneras, Mineral de la Reforma, Hidalgo, México
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  • Norma Beatriz D'Accorso,

    1. CIHIDECAR-CONICET-UBA, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, Buenos Aires, Argentina
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  • Carlos Enrique Cuevas-Suárez,

    1. Universidad Autónoma del Estado de Hidalgo - Instituto de Ciencias de la Salud, Área Académica de Odontología. Ex Hacienda La Concepción s/n, San Agustín Tlaxiaca, Hidalgo, México
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  • Mirta Liliana Fascio,

    1. CIHIDECAR-CONICET-UBA, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, Buenos Aires, Argentina
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  • Jesús García-Serrano,

    1. Universidad Autónoma del Estado de Hidalgo - Instituto de Ciencias Básicas e Ingeniería, Carretera Pachuca-Tulancingo Km. 4.5 Colonia Carboneras, Mineral de la Reforma, Hidalgo, México
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  • Miriam Martins Alho,

    1. CIHIDECAR-CONICET-UBA, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, Buenos Aires, Argentina
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  • Juan Eliezer Zamarripa-Calderón

    1. Universidad Autónoma del Estado de Hidalgo - Instituto de Ciencias de la Salud, Área Académica de Odontología. Ex Hacienda La Concepción s/n, San Agustín Tlaxiaca, Hidalgo, México
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  • This article was published online on 28 May 2014. An error was subsequently identified. This notice is included in the online and print versions to indicate that both have been corrected 09 June 2014.

ABSTRACT

Three new bisglycidyl monomers; 1,4-bis((2-hydroxy-3-methacryloxypropoxy) methyl)benzene (MB-Phe-OH), 1,4-bis(2-hydroxy-3-methacryloxypropoxy)2-cis-butene (MB-Cis-OH), and 1,7-bis(2-hydroxy-3-methacryloxypropoxy)heptane (MB-1,7-OH); were synthesized and used as Bis-GMA/TEGDMA (bisphenolglycidyl methacrylate/triethylene glycol dimethacrylate) composite resin additives. Flexural properties and double bond conversion of the dental resins composed of silanizated inorganic filler and organic matrices containing new monomers were evaluated. The composite resins formulated, using the monomers MB-Cis-OH and MB-1,7-OH, have mechanical properties and double bond conversion comparable with those of Bis-GMA/TEGDMA composite resin used as control. The composite containing the new monomer MB-Phe-OH has better flexural properties (flexural strength 65.01 MPa and flexural modulus 5675.91 MPa) than the control composite resin (flexural strength 52.85 MPa and flexural modulus 4879.72 MPa); this could be attributed to the molecular structure of the monomer and its high double bond conversion level of 74.19%. The new bisglycidyl methacrylate monomer MB-Phe-OH could be potentially useful in the development of new organic matrices for dental composite resins with high double bond conversion and enhanced mechanical properties. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40971.

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