Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties

This work reports the use of two monomers with two tertiary amines and four methacrylic (TTME) or acrylic (TTAC) terminal groups as co-initiators in the formulation of experimental resin adhesive systems. Both monomers were characterized by FT-IR and <sup>1</sup>H NMR spectroscopies. The...

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Main Authors: Alma Antonia Pérez-Mondragón, Carlos Enrique Cuevas-Suárez, Jesús García-Serrano, Nayely Trejo-Carbajal, A. Lobo-Guerrero, Ana M. Herrera-González
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/13/12/1944
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spelling doaj-d4cf2b3f01844165828cf9364add52712021-06-30T23:56:04ZengMDPI AGPolymers2073-43602021-06-01131944194410.3390/polym13121944Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines MoietiesAlma Antonia Pérez-Mondragón0Carlos Enrique Cuevas-Suárez1Jesús García-Serrano2Nayely Trejo-Carbajal3A. Lobo-Guerrero4Ana M. Herrera-González5Doctorado en Ciencias de los Materiales, Universidad Autónoma del Estado de Hidalgo, Pachuca-Tulancingo Km. 4.5, Carboneras, Mineral de la Reforma 42184, Hgo., MexicoLaboratorio de Biomateriales Dentales, Área Académica de Odontología, Instituto de Ciencias de la Salud, Universidad Autónoma del Estado de Hidalgo, Circuito Ex Hacienda La Concepción S/N, San Agustín Tlaxiaca 42160, Hgo., MexicoLaboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Pachuca-Tulancingo Km. 4.5, Carboneras, Mineral de la Reforma 42184, Hgo., MexicoLaboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Pachuca-Tulancingo Km. 4.5, Carboneras, Mineral de la Reforma 42184, Hgo., MexicoLaboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Pachuca-Tulancingo Km. 4.5, Carboneras, Mineral de la Reforma 42184, Hgo., MexicoLaboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Pachuca-Tulancingo Km. 4.5, Carboneras, Mineral de la Reforma 42184, Hgo., MexicoThis work reports the use of two monomers with two tertiary amines and four methacrylic (TTME) or acrylic (TTAC) terminal groups as co-initiators in the formulation of experimental resin adhesive systems. Both monomers were characterized by FT-IR and <sup>1</sup>H NMR spectroscopies. The control adhesive was formulated with BisGMA, TEGDMA, HEMA, and the binary system CQ-EDAB as a photo-initiator system. For the experimental adhesives, the EDAB was completely replaced for the TTME or the TTAC monomers. The adhesives formulated with TTME or TTAC monomers achieved double bond conversion values close to 75%. Regarding the polymerization rate, materials formulated with TTME or TTAC achieved lower values than the material formulated with EDAB, giving them high shelf-life stability. The degree of conversion after shelf simulation was only reduced for the EDAB material. Ultimate tensile strength, translucency parameter, and micro-tensile bond strength to dentin were similar for control and experimental adhesive resins. Due to their characteristics, TTME and TTAC monomers are potentially useful in the formulation of photopolymerizable resins for dental use with high shelf-life stability.https://www.mdpi.com/2073-4360/13/12/1944adhesivesresinsphotopolymerizationmechanical propertiesaging
collection DOAJ
language English
format Article
sources DOAJ
author Alma Antonia Pérez-Mondragón
Carlos Enrique Cuevas-Suárez
Jesús García-Serrano
Nayely Trejo-Carbajal
A. Lobo-Guerrero
Ana M. Herrera-González
spellingShingle Alma Antonia Pérez-Mondragón
Carlos Enrique Cuevas-Suárez
Jesús García-Serrano
Nayely Trejo-Carbajal
A. Lobo-Guerrero
Ana M. Herrera-González
Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
Polymers
adhesives
resins
photopolymerization
mechanical properties
aging
author_facet Alma Antonia Pérez-Mondragón
Carlos Enrique Cuevas-Suárez
Jesús García-Serrano
Nayely Trejo-Carbajal
A. Lobo-Guerrero
Ana M. Herrera-González
author_sort Alma Antonia Pérez-Mondragón
title Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
title_short Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
title_full Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
title_fullStr Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
title_full_unstemmed Adhesive Resins with High Shelf-Life Stability Based on Tetra Unsaturated Monomers with Tertiary Amines Moieties
title_sort adhesive resins with high shelf-life stability based on tetra unsaturated monomers with tertiary amines moieties
publisher MDPI AG
series Polymers
issn 2073-4360
publishDate 2021-06-01
description This work reports the use of two monomers with two tertiary amines and four methacrylic (TTME) or acrylic (TTAC) terminal groups as co-initiators in the formulation of experimental resin adhesive systems. Both monomers were characterized by FT-IR and <sup>1</sup>H NMR spectroscopies. The control adhesive was formulated with BisGMA, TEGDMA, HEMA, and the binary system CQ-EDAB as a photo-initiator system. For the experimental adhesives, the EDAB was completely replaced for the TTME or the TTAC monomers. The adhesives formulated with TTME or TTAC monomers achieved double bond conversion values close to 75%. Regarding the polymerization rate, materials formulated with TTME or TTAC achieved lower values than the material formulated with EDAB, giving them high shelf-life stability. The degree of conversion after shelf simulation was only reduced for the EDAB material. Ultimate tensile strength, translucency parameter, and micro-tensile bond strength to dentin were similar for control and experimental adhesive resins. Due to their characteristics, TTME and TTAC monomers are potentially useful in the formulation of photopolymerizable resins for dental use with high shelf-life stability.
topic adhesives
resins
photopolymerization
mechanical properties
aging
url https://www.mdpi.com/2073-4360/13/12/1944
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