Adsorption of Zirconyl Salts and Their Acids on Hydroxyapatite: Use of the Salts as Coupling Agents to Dental Polymer Composites
Zirconyl methacrylate (I) and zirconyl-2-ethylhexanoate (II) were synthesized, and their adsorption isotherms from solutions onto synthetic hydroxyapatite were studied. The isotherms of methacrylic and 2-ethylhexanoic acids were also determined from the same solvents. The adsorption of I was irrever...
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Published in | Journal of dental research Vol. 64; no. 12; pp. 1405 - 1408 |
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Main Author | |
Format | Journal Article |
Language | English |
Published |
Los Angeles, CA
SAGE Publications
01.12.1985
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Abstract | Zirconyl methacrylate (I) and zirconyl-2-ethylhexanoate (II) were synthesized, and their adsorption isotherms from solutions onto synthetic hydroxyapatite were studied. The isotherms of methacrylic and 2-ethylhexanoic acids were also determined from the same solvents.
The adsorption of I was irreversible from methylene chloride, and that of II was irreversible from cyclohexane. The adsorption in both cases was constant from solutions above a certain concentration, and exhaustive below this threshold concentration. Both compounds rendered the dried apatite powder extremely hydrophobic; however, the adsorbate was slowly washed off by excess water. The configuration of the adsorbate molecules, deduced from the maximum adsorption and other adsorption characteristics of the two compounds, indicated that: (i) in both cases the adsorbate may be held to the surface by concerted hydrogen bonding of the carboxylate and zirconyl oxygen atoms; and (ii) the hydrocarbon moieties in both adsorbates expose themselves toward the solution, thereby making the dried surface hydrophobic. The adsorptive behavior of the respective acids was similar to that of the salts.
Polymer, filled with synthetic hydroxyapatite covered with irreversibly adsorbed I, had a diametral tensile strength about 50% greater than that of the polymer filled with untreated apatite. The strength of the composite was not affected by treatment of the apatite with II or with the acids. |
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AbstractList | Zirconyl methacrylate (I) and zirconyl-2-ethylhexanoate (II) were synthesized, and their adsorption isotherms from solutions onto synthetic hydroxyapatite were studied. The isotherms of methacrylic and 2-ethylhexanoic acids were also determined from the same solvents. The adsorption of I was irreversible from methylene chloride, and that of II was irreversible from cyclohexane. The adsorption in both cases was constant from solutions above a certain concentration, and exhaustive below this threshold concentration. Both compounds rendered the dried apatite powder extremely hydrophobic; however, the adsorbate was slowly washed off by excess water. The configuration of the adsorbate molecules, deduced from the maximum adsorption and other adsorption characteristics of the two compounds, indicated that: (i) in both cases the adsorbate may be held to the surface by concerted hydrogen bonding of the carboxylate and zirconyl oxygen atoms; and (ii) the hydrocarbon moieties in both adsorbates expose themselves toward the solution, thereby making the dried surface hydrophobic. The adsorptive behavior of the respective acids was similar to that of the salts. Polymer, filled with synthetic hydroxyapatite covered with irreversibly adsorbed I, had a diametral tensile strength about 50% greater than that of the polymer filled with untreated apatite. The strength of the composite was not affected by treatment of the apatite with II or with the acids. Zirconyl methacrylate (I) and zirconyl-2-ethylhexanoate (II) were synthesized, and their adsorption isotherms from solutions onto synthetic hydroxyapatite were studied. The isotherms of methacrylic and 2-ethylhexanoic acids were also determined from the same solvents. The adsorption of I was irreversible from methylene chloride, and that of II was irreversible from cyclohexane. The adsorption in both cases was constant from solutions above a certain concentration, and exhaustive below this threshold concentration. Both compounds rendered the dried apatite powder extremely hydrophobic; however, the adsorbate was slowly washed off by excess water. The configuration of the adsorbate molecules, deduced from the maximum adsorption and other adsorption characteristics of the two compounds, indicated that: (i) in both cases the adsorbate may be held to the surface by concerted hydrogen bonding of the carboxylate and zirconyl oxygen atoms; and (ii) the hydrocarbon moieties in both adsorbates expose themselves toward the solution, thereby making the dried surface hydrophobic. The adsorptive behavior of the respective acids was similar to that of the salts. Polymer, filled with synthetic hydroxyapatite covered with irreversibly adsorbed I, had a diametral tensile strength about 50% greater than that of the polymer filled with untreated apatite. The strength of the composite was not affected by treatment of the apatite with II or with the acids. |
Author | Misra, D.N. |
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Cites_doi | 10.1021/ba-1969-0091 10.1016/0021-9797(75)90080-6 10.1016/0142-9612(81)90084-3 10.1016/0021-9797(80)90425-7 10.1016/0021-9797(77)90412-X 10.1016/0003-9969(75)90021-7 10.1016/0021-9797(80)90505-6 10.1021/j100838a042 10.1177/00220345770560120101 10.1016/0021-9797(81)90264-2 10.1016/0021-9797(81)90005-9 10.1177/00220345730520021501 10.1007/978-1-4757-9012-2_7 10.1021/j100524a008 |
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References | Loebenstein, W.V. 1973; 52 Misra, D.N., Bowen, R.L., Antonucci, J.M., Cuth-Rell, W.F. 1980; 77 Zahradnik, R.T., Moreno, E.C. 1975; 20 Dry, M.E., Beebe, R.A. 1960 1972 1973; 64 Misra, D.N., Bowen, R.L. 1977; 81 Misra, D.N., Bowen, R.L. 1981; 2 Bladon, J.J. 1980; 78 Misra, D.N., Bowen, R.L. 1977; 61 Misra, D.N., Bowen, R.L., Wallace, B.M. 1975; 51 Voegel, J.C., Frank, R.M. 1981; 83 Voegel, J.C., Gillmeth, S., Frank, R.M. 1981; 84 Rootare, H.M., Craig, R.G. 1978; 56 atypb9 atypb8 atypb15 atypb16 atypb11 atypb12 Schildknecht, C.E. (atypb13) 1977 atypb14 atypb1 atypb3 atypb2 atypb10 atypb5 atypb4 atypb7 atypb6 |
References_xml | – volume: 78 start-page: 175 year: 1980 end-page: 190 article-title: Adsorption of Aqueous n-Alkyl Carboxylic and Dicarboxylic Acids Onto Hydroxyapatite Simulated by a Lattice Adsorption Model publication-title: J Colloid Interface Sci contributor: fullname: Bladon, J.J. – volume: 20 start-page: 317 year: 1975 end-page: 325 article-title: Structural Features of Human Dental Enamel as Revealed by Isothermal Water Vapor Sorption publication-title: Arch Oral Biol contributor: fullname: Moreno, E.C. – volume: 83 start-page: 26 year: 1981 end-page: 34 article-title: Adsorption of Benzene Carboxylic Acids onto Hydroxyapatite and Human Enamel Powder publication-title: J Colloid Interface Sci contributor: fullname: Frank, R.M. – volume: 81 start-page: 842 year: 1977 end-page: 846 article-title: Adhesive Bonding of Various Materials to Hard Tooth Tissues. XI. Chemisorption of an Adduct of the Diglycidyl Ether of Bisphenol A with N-phenylglycine on Hydroxyapatite publication-title: J Phys Chem contributor: fullname: Bowen, R.L. – volume: 84 start-page: 108 year: 1981 end-page: 113 article-title: Phosphate and Calcium Ion Release During Benzene Polycarboxylic Acid Adsorption onto Apatites; their Possible Role During the Adsorption Process publication-title: J Colloid Interface Sci contributor: fullname: Frank, R.M. – volume: 2 start-page: 28 year: 1981 end-page: 32 article-title: Adsorptive Bonding to Hydroxyapatite I. Adsorption of Anthranilic Acid - the Effect of Solvents. Search for Surface Bonding Groups for Coupling Agents to Teeth publication-title: Biomaterials contributor: fullname: Bowen, R.L. – volume: 52 start-page: 271 year: 1973 end-page: 280 article-title: Adsorption of Water on Tooth Components and Related Materials publication-title: J Dent Res contributor: fullname: Loebenstein, W.V. – volume: 64 start-page: 1300 194 year: 1960 1972 1973 end-page: 1304 article-title: Adsorption Studies on Bone Mineral and Synthetic Hydroxyapatite Guide to Dental Materials and Devices publication-title: J Phys Chem contributor: fullname: Beebe, R.A. – volume: 51 start-page: 36 year: 1975 end-page: 43 article-title: Adhesive Bonding of Various Materials to Hard Tooth Tissues. VIII. Nickel and Copper Ions on Hydroxyapatite; Role of Ion Exchange and Surface Nucleation publication-title: J Colloid Interface Sci contributor: fullname: Wallace, B.M. – volume: 56 start-page: 1437 year: 1978 end-page: 1448 article-title: Vapor Phase Adsorption of Water on Hydroxyapatite publication-title: J Dent Res contributor: fullname: Craig, R.G. – volume: 61 start-page: 14 year: 1977 end-page: 20 article-title: Adhesive Bonding of Various Materials to Hard Tooth Tissues. XII. Adsorption of N-(2-hydroxy-3-methacryloxypropyl)-N-phenylglycine (NPG-GMA) on Hydroxyapatite publication-title: J Colloid Interface Sci contributor: fullname: Bowen, R.L. – volume: 77 start-page: 143 year: 1980 end-page: 150 article-title: Adsorption of a Polyfunctional Surface-Active Amine Accelerator on Hydroxyapatite publication-title: J Colloid Interface Sci contributor: fullname: Cuth-Rell, W.F. – ident: atypb11 doi: 10.1021/ba-1969-0091 – ident: atypb5 doi: 10.1016/0021-9797(75)90080-6 – ident: atypb9 doi: 10.1016/0142-9612(81)90084-3 – ident: atypb8 doi: 10.1016/0021-9797(80)90425-7 – ident: atypb7 doi: 10.1016/0021-9797(77)90412-X – ident: atypb16 doi: 10.1016/0003-9969(75)90021-7 – ident: atypb1 – ident: atypb2 doi: 10.1016/0021-9797(80)90505-6 – ident: atypb3 doi: 10.1021/j100838a042 – volume-title: Polymerization Processes year: 1977 ident: atypb13 contributor: fullname: Schildknecht, C.E. – ident: atypb12 doi: 10.1177/00220345770560120101 – ident: atypb15 doi: 10.1016/0021-9797(81)90264-2 – ident: atypb14 doi: 10.1016/0021-9797(81)90005-9 – ident: atypb4 doi: 10.1177/00220345730520021501 – ident: atypb10 doi: 10.1007/978-1-4757-9012-2_7 – ident: atypb6 doi: 10.1021/j100524a008 |
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Snippet | Zirconyl methacrylate (I) and zirconyl-2-ethylhexanoate (II) were synthesized, and their adsorption isotherms from solutions onto synthetic hydroxyapatite were... |
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SubjectTerms | Acids Adsorption Bisphenol A-Glycidyl Methacrylate Caproates Composite Resins Dental Bonding Dentistry Durapatite Hydroxyapatites Methacrylates Polyethylene Glycols Polymers Polymethacrylic Acids Salts Tensile Strength Zirconium |
Title | Adsorption of Zirconyl Salts and Their Acids on Hydroxyapatite: Use of the Salts as Coupling Agents to Dental Polymer Composites |
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