Steric Effects of N-Acyl Group in O-Methacryloyl-N-Acyl Tyrosines on the Adhesiveness of Unetched Human Dentin

Jiro Tanaka, Kunio Ishikawa, Hirofumi Yatani, Atsushi Yamashita, Kazuomi Suzuki

研究成果: Contribution to journalArticle査読

2 被引用数 (Scopus)

抄録

We have prepared various O-methacryloyl-N-acyl tyrosines (MAATY) to reveal the relationship between molecular structure near carboxylic acid and adhesive strength of MAATY-HRMA type adhesive resin to unetched dentin. In this study, we attempted to change the steric hindrance effect without changing the HLB value, i.e., introducing an iso-acyl group instead of n-acyl group into MAATY. O-methacryloyl-N-ethylbutyryl tyrosine (MIHTY) showed significantly lower adhesive strength when compared with O-methacryloyl-N-hexanoyl tyrosine even though both MAATY have the same HLB value. The possible explanation of the significantly different adhesive strength was that the 2-ethylbutyryl group in MIHTY was bulky, resulting in inhibition of the hydrogen bonding of the carboxylic group. The HLB value is independent of the steric effect of molecular structure, and thus the steric factor should be taken into consideration for the explanation of different adhesive strengths within the adhesive monomers having the same HLB value but different molecular structures.

本文言語英語
ページ(範囲)233-238
ページ数6
ジャーナルdental materials journal
17
4
DOI
出版ステータス出版済み - 1998
外部発表はい

All Science Journal Classification (ASJC) codes

  • セラミックおよび複合材料
  • 歯科学(全般)

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