Hydrolysis of functional monomers in a single-bottle self-etching primer--correlation of 13C NMR and TEM findings.

Journal of Dental Research
N NishiyamaN M King

Abstract

Self-etching primers/adhesives that combine acidic methacrylate monomers with water in a single bottle are hydrolytically unstable and require refrigeration to extend their shelf-lives. This study tested the null hypothesis that one year of intermittent refrigeration of a 4-MET-containing simplified self-etching primer does not result in hydrolytic changes that are identifiable by transmission electron microscopy and (13)C NMR spectroscopy. Human dentin was bonded with UniFil Bond immediately after being unpacked, or after one year of intermittent refrigeration at 4 degrees C. Fresh and aged primers were analyzed by NMR for chemical changes. Ultrastructural observations indicated that there was an augmentation in etching capacity of the aged adhesive that was not accompanied by resin infiltration or effective polymerization. New NMR peaks detected from the aged ethanol-based primer confirmed that degradation occurred initially via esterification with ethanol, followed by hydrolysis of both ester groups in the 4-MET. Hydrolysis of functional methacrylate monomers occurs despite intermittent refrigeration.

References

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Citations

Oct 16, 2010·Operative Dentistry·Yoko Shibuya-ChibaJeffrey A Platt
Jul 10, 2012·Operative Dentistry·I V Luque-MartinezA D Loguercio
Oct 14, 2009·Dental Materials Journal·Kunio IkemuraTakeshi Endo
May 13, 2014·Dental Materials : Official Publication of the Academy of Dental Materials·Adriana Pigozzo MansoRicardo Marins Carvalho
Feb 8, 2014·Operative Dentistry·P PongprueksaK L Van Landuyt
May 30, 2007·Dental Clinics of North America·Jorge Perdigão
Sep 14, 2010·European Journal of Oral Sciences·Jan De MunckBart Van Meerbeek
Aug 6, 2013·Journal of Esthetic and Restorative Dentistry : Official Publication of the American Academy of Esthetic Dentistry ... [et Al.]·Jorge PerdigãoAlessandro D Loguercio
Sep 26, 2006·Journal of Dentistry·Alireza SadrJunji Tagami
Dec 5, 2008·Operative Dentistry·Richard M FoxtonTimothy F Watson
May 29, 2008·Operative Dentistry·Rodrigo Sversut de AlexandreJosé Roberto Lovadino
Apr 7, 2007·Dental Materials Journal·Kunio IkemuraTakeshi Endo
Nov 1, 2013·Brazilian Dental Journal·Ricardo WalterEdward J Swift
Oct 29, 2009·Journal of Dental Research·J De MunckB Van Meerbeek
Oct 12, 2010·Journal of Dental Research·A MineB Van Meerbeek
Oct 27, 2007·Journal of Separation Science·Maria T DulayRichard N Zare
Jan 22, 2008·Dental Materials Journal·Kou FujitaNorihiro Nishiyama
Mar 4, 2020·The Journal of Prosthetic Dentistry·Seda Ustun, Elif Aydogan Ayaz
Nov 29, 2020·Chemico-biological Interactions·Paula Alejandra BaldionJaime E Castellanos

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Methods Mentioned

BETA
nuclear magnetic resonance
transmission electron microscopy
NMR

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