Literature DB >> 31806495

Multifunctional monomer acts as co-initiator and crosslinker to provide autonomous strengthening with enhanced hydrolytic stability in dental adhesives.

Linyong Song1, Rizacan Sarikaya2, Qiang Ye3, Anil Misra4, Candan Tamerler2, Paulette Spencer5.   

Abstract

OBJECTIVE: The purpose of this study was to evaluate a new synthesized multifunctional monomer, aminosilane functionalized methacrylate (ASMA), containing polymerizable methacrylate, tertiary amine, and methoxysilane functionalities in dental adhesive formulations, and to investigate the polymerization kinetics, leachates, thermal and mechanical properties of copolymers.
METHODS: Adhesive contained HEMA/BisGMA (45/55, w/w) was used as a control, and mixtures based on HEMA/BisGMA/ASMA at the mass ratio of 45/(55-x)/x were used as experimental adhesive. Adhesives were characterized with regard to water miscibility, photo-polymerization behavior (Fourier transform infrared spectroscopy, FTIR), leached co-monomers (high performance liquid chromatography, HPLC), thermal properties (modulated differential scanning calorimeter, MDSC), and mechanical properties (dynamic mechanical analyzer, DMA). Stress relaxation times and the corresponding moduli, obtained from stress relaxation tests, are used in a simulated linear loading case.
RESULTS: As compared to the control, ASMA-containing adhesives showed higher water miscibility, lower viscosity, improved monomer-to-polymer conversion, significantly greater Tg and rubbery modulus. HPLC results indicated a substantial reduction of leached HEMA (up to 85wt%) and BisGMA (up to 55wt%) in ethanol. The simulation reveals that the ASMA-containing adhesive becomes substantially stiffer than the control. SIGNIFICANCE: ASMA monomer plays multiple roles, i.e. it serves as both a co-initiator and crosslinker while also providing autonomous strengthening and enhanced hydrolytic stability in the adhesive formulations. This multifunctional monomer offers significant promise for improving the durability of the adhesive at the composite/tooth interface.
Copyright © 2019 The Academy of Dental Materials. Published by Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Autonomous strengthening; Co-initiator; Dental adhesive; Hydrolytic stability; Mechanical property; Modulated DSC; Multifunctional monomer; Prony series; Stress relaxation

Mesh:

Substances:

Year:  2019        PMID: 31806495      PMCID: PMC7012759          DOI: 10.1016/j.dental.2019.11.007

Source DB:  PubMed          Journal:  Dent Mater        ISSN: 0109-5641            Impact factor:   5.304


  63 in total

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Authors:  Lorenzo Breschi; Annalisa Mazzoni; Alessandra Ruggeri; Milena Cadenaro; Roberto Di Lenarda; Elettra De Stefano Dorigo
Journal:  Dent Mater       Date:  2007-04-17       Impact factor: 5.304

2.  Organocatalytic asymmetric aza-Michael additions.

Authors:  Dieter Enders; Chuan Wang; Jens X Liebich
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Review 3.  Mechanisms of polymer degradation and erosion.

Authors:  A Göpferich
Journal:  Biomaterials       Date:  1996-01       Impact factor: 12.479

4.  Probing the neutralization behavior of zwitterionic monomer-containing dental adhesive.

Authors:  Linyong Song; Qiang Ye; Xueping Ge; Anil Misra; Candan Tamerler; Paulette Spencer
Journal:  Dent Mater       Date:  2017-03-31       Impact factor: 5.304

5.  Synthesis and evaluation of a novel co-initiator for dentin adhesives: polymerization kinetics and leachables study.

Authors:  Xueping Ge; Qiang Ye; Linyong Song; Jennifer S Laurence; Paulette Spencer
Journal:  JOM (1989)       Date:  2015-04-01       Impact factor: 2.471

6.  The influence of triethylene glycol derived from dental composite resins on the regulation of Streptococcus mutans gene expression.

Authors:  Peyman Khalichi; Jatinderpreet Singh; Dennis G Cvitkovitch; J Paul Santerre
Journal:  Biomaterials       Date:  2008-11-05       Impact factor: 12.479

7.  Effect of photoinitiator system and water content on dynamic mechanical properties of a light-cured bisGMA/HEMA dental resin.

Authors:  Jonggu Park; Qiang Ye; Elizabeth M Topp; Anil Misra; Sarah L Kieweg; Paulette Spencer
Journal:  J Biomed Mater Res A       Date:  2010-06-15       Impact factor: 4.396

8.  Enzyme-catalyzed hydrolysis of dentin adhesives containing a new urethane-based trimethacrylate monomer.

Authors:  Jong-Gu Park; Qiang Ye; Elizabeth M Topp; Paulette Spencer
Journal:  J Biomed Mater Res B Appl Biomater       Date:  2009-11       Impact factor: 3.368

9.  Effects of water content and initiator composition on photopolymerization of a model BisGMA/HEMA resin.

Authors:  Xinglin Guo; Yong Wang; Paulette Spencer; Qiang Ye; Xiaomei Yao
Journal:  Dent Mater       Date:  2007-11-28       Impact factor: 5.304

10.  Effect of crosslinking density of polymers and chemical structure of amine-containing monomers on the neutralization capacity of dentin adhesives.

Authors:  Xueping Ge; Qiang Ye; Linyong Song; Paulette Spencer; Jennifer S Laurence
Journal:  Dent Mater       Date:  2015-09-02       Impact factor: 5.304

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  6 in total

1.  Synthesis, characterization and evaluation of azobenzene nanogels for their antibacterial properties in adhesive dentistry.

Authors:  Rinku Trivedi; Dixa Gautam; Gannon M Kehe; Humberto D Escobedo; Kruti Patel; Jeffrey W Stansbury; Michael J Schurr; Devatha P Nair
Journal:  Eur J Oral Sci       Date:  2021-12-19       Impact factor: 2.160

2.  Methacrylate-functionalized proanthocyanidins as novel polymerizable collagen cross-linkers - Part 2: Effects on polymerization, microhardness and leaching of adhesives.

Authors:  Rong Wang; Yong Li; Viviane Hass; Zhonghua Peng; Yong Wang
Journal:  Dent Mater       Date:  2021-05-06       Impact factor: 5.687

3.  Autonomous-Strengthening Adhesive Provides Hydrolysis-Resistance and Enhanced Mechanical Properties in Wet Conditions.

Authors:  Mohammadamin Ezazi; Qiang Ye; Anil Misra; Candan Tamerler; Paulette Spencer
Journal:  Molecules       Date:  2022-08-27       Impact factor: 4.927

4.  Improve Dentin Bonding Performance Using a Hydrolytically Stable, Ether-Based Primer.

Authors:  Xiaohong Wang; Shinobu Yamauchi
Journal:  J Funct Biomater       Date:  2022-08-26

Review 5.  Meta-analytical analysis on components released from resin-based dental materials.

Authors:  Francesco De Angelis; Nela Sarteur; Michal Šteffl; Camillo D'Arcangelo; Matteo Buonvivere; Mirco Vadini
Journal:  Clin Oral Investig       Date:  2022-07-23       Impact factor: 3.606

6.  Evolution of Network Structure and Mechanical Properties in Autonomous-Strengthening Dental Adhesive.

Authors:  Rizacan Sarikaya; Linyong Song; Qiang Ye; Anil Misra; Candan Tamerler; Paulette Spencer
Journal:  Polymers (Basel)       Date:  2020-09-12       Impact factor: 4.329

  6 in total

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