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Volumn 8, Issue 3, 2006, Pages 143-150

pKa value and buffering capacity of acidic monomers commonly used in self-etching primers

Author keywords

4 META; Acid etching; Acidic monomer; Adhesive; Buffering; Dentin bonding; MDP; pH value; pKa value; Self etching

Indexed keywords

4 METHACRYLOXYETHYLTRIMELLITIC ACID ANHYDRIDE; 4-METHACRYLOXYETHYLTRIMELLITIC ACID ANHYDRIDE; ACETONE; ACID; BIOMEDICAL AND DENTAL MATERIALS; BUFFER; CALCIUM; HYDROCHLORIC ACID; HYDROXYAPATITE; METHACRYLIC ACID DERIVATIVE; METHACRYLOYLOXYDECYL DIHYDROGEN PHOSPHATE; PHOSPHORIC ACID; RESIN CEMENT; SODIUM HYDROXIDE; WATER;

EID: 33745748591     PISSN: 14615185     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (68)

References (57)
  • 1
    • 0020202717 scopus 로고
    • Bjerrum plots for the determination of systematic concentration errors in titration data
    • Avdeef A, Kearney DL, Brown JA, Chemotti AR Jr. Bjerrum plots for the determination of systematic concentration errors in titration data. Anal Chem 1982;54:2322-2326.
    • (1982) Anal Chem , vol.54 , pp. 2322-2326
    • Avdeef, A.1    Kearney, D.L.2    Brown, J.A.3    Chemotti Jr., A.R.4
  • 2
    • 0035468033 scopus 로고    scopus 로고
    • Physicochemical profiling (solubility, permeability and charge state)
    • Avdeef A. Physicochemical profiling (solubility, permeability and charge state). Curr Top Med Chem 2001;1:277-351.
    • (2001) Curr Top Med Chem , vol.1 , pp. 277-351
    • Avdeef, A.1
  • 3
    • 0017980065 scopus 로고
    • Adhesive bonding of various materials to hard tooth tissues - Solubility of dentinal smear layer in dilute acid buffers
    • Bowen RL. Adhesive bonding of various materials to hard tooth tissues - Solubility of dentinal smear layer in dilute acid buffers. Int Dent J 1978;28:97-107.
    • (1978) Int Dent J , vol.28 , pp. 97-107
    • Bowen, R.L.1
  • 4
    • 1542389179 scopus 로고    scopus 로고
    • Ultramorphology of self-etching adhesives on round enamel: A high resolution SEM study
    • Breschi L, Gobbi P, Falconi M, Mazzotti G, Prati C, Perdigao J. Ultramorphology of self-etching adhesives on round enamel: a high resolution SEM study. Am J Dent 2003;16 Spec No:57A-62A.
    • (2003) Am J Dent , vol.16 , Issue.SPEC. NO.
    • Breschi, L.1    Gobbi, P.2    Falconi, M.3    Mazzotti, G.4    Prati, C.5    Perdigao, J.6
  • 6
    • 0034157461 scopus 로고    scopus 로고
    • Buffering action of human dentin, in vitro
    • Camps J, Pashley DH. Buffering action of human dentin, in vitro. J Adhes Dent 2000;2:39-50.
    • (2000) J Adhes Dent , vol.2 , pp. 39-50
    • Camps, J.1    Pashley, D.H.2
  • 8
    • 1542758208 scopus 로고    scopus 로고
    • Bonding of mild self-etching primers/adhesives to dentin with thick smear layers
    • Chan K-M, Tay FR, King NM, Imazato S, Pashley DH. Bonding of mild self-etching primers/adhesives to dentin with thick smear layers. Am J Dent 2003;16:340-346.
    • (2003) Am J Dent , vol.16 , pp. 340-346
    • Chan, K.-M.1    Tay, F.R.2    King, N.M.3    Imazato, S.4    Pashley, D.H.5
  • 11
    • 0033233519 scopus 로고    scopus 로고
    • Practitioner variability effects on dentin bonding with an acetone-based, one-bottle adhesive
    • Finger WJ, Balkenhol M. Practitioner variability effects on dentin bonding with an acetone-based, one-bottle adhesive. J Adhes Dent 1999;1:311-314.
    • (1999) J Adhes Dent , vol.1 , pp. 311-314
    • Finger, W.J.1    Balkenhol, M.2
  • 12
    • 0034157977 scopus 로고    scopus 로고
    • Rewetting strategies for bonding to dry dentin with an acetone-based adhesive
    • Finger WJ, Balkenhol M. Rewetting strategies for bonding to dry dentin with an acetone-based adhesive. J Adhes Dent 2000;2:51-56.
    • (2000) J Adhes Dent , vol.2 , pp. 51-56
    • Finger, W.J.1    Balkenhol, M.2
  • 13
    • 15244345686 scopus 로고    scopus 로고
    • Evidence of chemical bonding to hydroxyapatite by phosphoric acid esters
    • Fu B, Sun X, Qian W, Shen Y, Chen R, Hannig M. Evidence of chemical bonding to hydroxyapatite by phosphoric acid esters. Biomaterials 2005;26:5104-5110.
    • (2005) Biomaterials , vol.26 , pp. 5104-5110
    • Fu, B.1    Sun, X.2    Qian, W.3    Shen, Y.4    Chen, R.5    Hannig, M.6
  • 14
    • 0034231236 scopus 로고    scopus 로고
    • Technique sensitivity of dentin bonding: Effect of application mistakes on bond strength and marginal adaptation
    • Frankenberger R, Krämer N, Petschelt A. Technique sensitivity of dentin bonding: effect of application mistakes on bond strength and marginal adaptation. Oper Dent 2000;25:324-330.
    • (2000) Oper Dent , vol.25 , pp. 324-330
    • Frankenberger, R.1    Krämer, N.2    Petschelt, A.3
  • 15
    • 33748428561 scopus 로고
    • The preparation and properties of phosphonic acids
    • Freedman LD, Doak GO. The preparation and properties of phosphonic acids. Chem Rev 1957;57:479-523.
    • (1957) Chem Rev , vol.57 , pp. 479-523
    • Freedman, L.D.1    Doak, G.O.2
  • 16
    • 0021738286 scopus 로고
    • Smear layer: Morphological considerations
    • Gwinnett AJ. Smear layer: morphological considerations. Oper Dent Suppl 1984;3:2-12.
    • (1984) Oper Dent Suppl , vol.3 , pp. 2-12
    • Gwinnett, A.J.1
  • 18
    • 0033127728 scopus 로고    scopus 로고
    • Self-etching primer vs phosphoric acid: An alternative concept for composite-to-enamel bonding
    • Hannig M, Reinhardt KJ, Bott B. Self-etching primer vs phosphoric acid: an alternative concept for composite-to-enamel bonding. Oper Dent 1999;24:172-180.
    • (1999) Oper Dent , vol.24 , pp. 172-180
    • Hannig, M.1    Reinhardt, K.J.2    Bott, B.3
  • 19
    • 0036885702 scopus 로고    scopus 로고
    • Inter-crystallite nanoretention of self-etching adhesives at enamel imaged by transmission electron microscopy
    • Hannig M, Bock H, Bott B, Hoth-Hannig W. Inter-crystallite nanoretention of self-etching adhesives at enamel imaged by transmission electron microscopy. Eur J Oral Sci 2002;110:464-470.
    • (2002) Eur J Oral Sci , vol.110 , pp. 464-470
    • Hannig, M.1    Bock, H.2    Bott, B.3    Hoth-Hannig, W.4
  • 21
    • 0042994081 scopus 로고    scopus 로고
    • Effect of artificial saliva contamination on pH value change and dentin bond strength
    • Hiraishi N, Kitasako Y, Nikaido T, Nomura S, Burrow MF, Tagami J. Effect of artificial saliva contamination on pH value change and dentin bond strength. Dent Mater 2003;19:429-434.
    • (2003) Dent Mater , vol.19 , pp. 429-434
    • Hiraishi, N.1    Kitasako, Y.2    Nikaido, T.3    Nomura, S.4    Burrow, M.F.5    Tagami, J.6
  • 23
    • 0141838924 scopus 로고    scopus 로고
    • Bonding mechanism and ultrastructural interfacial analysis of a single step adhesive to dentin
    • Ikemura K, Tay FR, Hironaka T, Endo T, Pashley DH. Bonding mechanism and ultrastructural interfacial analysis of a single step adhesive to dentin. Dent Mater 2003;18:707-715.
    • (2003) Dent Mater , vol.18 , pp. 707-715
    • Ikemura, K.1    Tay, F.R.2    Hironaka, T.3    Endo, T.4    Pashley, D.H.5
  • 24
    • 0001362738 scopus 로고
    • A study on the resin-impregnated layer of dentin. Part I. A comparative study on the decalcified and undecalcified sections and the application of argon ion beam etching to disclose the resin-impregnated layer of dentin
    • Inokoshi S, Hosoda H, Harnirahisai C, Shimida Y, Tatsumi T. A study on the resin-impregnated layer of dentin. Part I. A comparative study on the decalcified and undecalcified sections and the application of argon ion beam etching to disclose the resin-impregnated layer of dentin. Jpn J Conserv Dent 1990;33:427-442.
    • (1990) Jpn J Conserv Dent , vol.33 , pp. 427-442
    • Inokoshi, S.1    Hosoda, H.2    Harnirahisai, C.3    Shimida, Y.4    Tatsumi, T.5
  • 27
    • 0026906858 scopus 로고
    • Effect of resin primer solvents and surface wetness on resin composite bond strength to dentin
    • Kanca J. Effect of resin primer solvents and surface wetness on resin composite bond strength to dentin. Am J Dent 1992;5:213-215.
    • (1992) Am J Dent , vol.5 , pp. 213-215
    • Kanca, J.1
  • 28
    • 0030310132 scopus 로고    scopus 로고
    • Wet bonding: Effect of drying time and distance
    • Kanca J. Wet bonding: Effect of drying time and distance. Am J Dent 1996;9:273-276.
    • (1996) Am J Dent , vol.9 , pp. 273-276
    • Kanca, J.1
  • 30
    • 33947439042 scopus 로고
    • The acid strength of mono and diesters of phosphoric acid. The n-alkyl esters from methyl to butyl, the esters of biological importance, and the natural guanidine phosphoric acids
    • Kumler WD, Eiler JJ. The acid strength of mono and diesters of phosphoric acid. The n-alkyl esters from methyl to butyl, the esters of biological importance, and the natural guanidine phosphoric acids. J Am Chem Soc 1943;65:2355-2361.
    • (1943) J Am Chem Soc , vol.65 , pp. 2355-2361
    • Kumler, W.D.1    Eiler, J.J.2
  • 32
    • 0033580290 scopus 로고    scopus 로고
    • The nature of the hydrated excess proton in water
    • Marx D, Tuckerman ME, Hutter J, Parrinello M. The nature of the hydrated excess proton in water. Nature 1999;397:601-604.
    • (1999) Nature , vol.397 , pp. 601-604
    • Marx, D.1    Tuckerman, M.E.2    Hutter, J.3    Parrinello, M.4
  • 33
    • 0346447224 scopus 로고
    • Belmont: Wadsworth Publishing
    • Mortimer CE. Chemistry. Belmont: Wadsworth Publishing, 1987.
    • (1987) Chemistry
    • Mortimer, C.E.1
  • 34
    • 0001681895 scopus 로고    scopus 로고
    • Monomers for adhesive polymers, 2: Synthesis and radical polymerisation of hydrolytically stable acrylic phosphonic acids
    • Moszner N, Zeuner F, Fischer UK, Rheinberger V. Monomers for adhesive polymers, 2: Synthesis and radical polymerisation of hydrolytically stable acrylic phosphonic acids. Macromol Chem Phys 1999;200:1062-1067.
    • (1999) Macromol Chem Phys , vol.200 , pp. 1062-1067
    • Moszner, N.1    Zeuner, F.2    Fischer, U.K.3    Rheinberger, V.4
  • 35
    • 0035971537 scopus 로고    scopus 로고
    • Monomers for adhesive polymers, 3: Synthesis, radical polymerization and adhesive properties of hydrolytically stable phosphonic acid monomers
    • Moszner N, Zeuner F, Pfeiffer S, Schurte I, Rheinberger V, Drache M. Monomers for adhesive polymers, 3: Synthesis, radical polymerization and adhesive properties of hydrolytically stable phosphonic acid monomers. Macromol Mater Eng 2001;286:225-231.
    • (2001) Macromol Mater Eng , vol.286 , pp. 225-231
    • Moszner, N.1    Zeuner, F.2    Pfeiffer, S.3    Schurte, I.4    Rheinberger, V.5    Drache, M.6
  • 36
    • 0020137778 scopus 로고
    • The promotion of adhesion bythe infiltration of monomers into tooth substrates
    • Nakabayashi N, Kojima K, Masuhara E. The promotion of adhesion bythe infiltration of monomers into tooth substrates. J Biomed Mater Res 1982;16:265-273.
    • (1982) J Biomed Mater Res , vol.16 , pp. 265-273
    • Nakabayashi, N.1    Kojima, K.2    Masuhara, E.3
  • 38
    • 33745756102 scopus 로고    scopus 로고
    • Phosphate monoester adhesive composition. US 4612384. Kuraray Co. 1986
    • Omura I, Yamauchi J, Nagase Y, Uemura F. Phosphate monoester adhesive composition. US 4612384. Kuraray Co. 1986.
    • Omura, I.1    Yamauchi, J.2    Nagase, Y.3    Uemura, F.4
  • 41
    • 0035463789 scopus 로고    scopus 로고
    • Aggressiveness of contemporary self-etching systems. Part II. Etching effects on unground enamel
    • Pashley DH, Tay FR. Aggressiveness of contemporary self-etching systems. Part II. Etching effects on unground enamel. Dent Mater 2001;17:430-444.
    • (2001) Dent Mater , vol.17 , pp. 430-444
    • Pashley, D.H.1    Tay, F.R.2
  • 42
    • 33745742068 scopus 로고    scopus 로고
    • Comments by moderator, In: Self-etching primer: Current status and its evolution
    • Tagami J (ed). Tokyo: Kuraray Medical Inc
    • Pashley DH. Comments by moderator, In: Self-etching primer: current status and its evolution. In: Tagami J (ed). Proceedings of the International Symposium 2001 in Tokyo. Tokyo: Kuraray Medical Inc, 2001:10-11.
    • (2001) Proceedings of the International Symposium 2001 in Tokyo , pp. 10-11
    • Pashley, D.H.1
  • 43
    • 17144400131 scopus 로고    scopus 로고
    • Hydrolytic stability of self-etching adhesive systems
    • Salz U, Zimmermann J, Zeuner F, Moszner N. Hydrolytic stability of self-etching adhesive systems. J Adhes Dent 2005;7:107-116.
    • (2005) J Adhes Dent , vol.7 , pp. 107-116
    • Salz, U.1    Zimmermann, J.2    Zeuner, F.3    Moszner, N.4
  • 45
    • 0002293876 scopus 로고
    • The behaviour of carboxylic acids in mixed solvents
    • Pesec B (ed). New York: Pergamon Press
    • Shedolvsky T. The behaviour of carboxylic acids in mixed solvents. In: Pesec B (ed). Electrolytes. New York: Pergamon Press, 1962:146-152.
    • (1962) Electrolytes , pp. 146-152
    • Shedolvsky, T.1
  • 46
    • 0030180192 scopus 로고    scopus 로고
    • Micromorphological spectrum from overdrying to overwetting acid-conditioned dentin in water-free, acetone-based, single-bottle primer/adhesives
    • Tay FR, Gwinnett AJ, Wei SHY. Micromorphological spectrum from overdrying to overwetting acid-conditioned dentin in water-free, acetone-based, single-bottle primer/adhesives. Dent Mater 1996;12:236-244.
    • (1996) Dent Mater , vol.12 , pp. 236-244
    • Tay, F.R.1    Gwinnett, A.J.2    Wei, S.H.Y.3
  • 47
    • 0030307212 scopus 로고    scopus 로고
    • Resin permeation into acid-conditioned, moist and dry dentin: A paradigm using water-free adhesive primers
    • Tay FR, Gwinnett AJ, Pang KM, Wei SHY. Resin permeation into acid-conditioned, moist and dry dentin: A paradigm using water-free adhesive primers. J Dent Res 1996;75:1034-1044.
    • (1996) J Dent Res , vol.75 , pp. 1034-1044
    • Tay, F.R.1    Gwinnett, A.J.2    Pang, K.M.3    Wei, S.H.Y.4
  • 48
    • 0035405736 scopus 로고    scopus 로고
    • Aggressiveness of contemporary self-etching systems. Part I. Depth of penetration beyond dentin smear layers
    • Tay FR, Pashley DH. Aggressiveness of contemporary self-etching systems. Part I. Depth of penetration beyond dentin smear layers. Dent Mater 2001;17:296-308.
    • (2001) Dent Mater , vol.17 , pp. 296-308
    • Tay, F.R.1    Pashley, D.H.2
  • 50
    • 0642275700 scopus 로고    scopus 로고
    • Dentin adhesives: Have they become too hydrophilic?
    • Tay FR, Pashley DH. Dentin adhesives: have they become too hydrophilic? J Can Dent Assoc 2003a;69:724-731.
    • (2003) J Can Dent Assoc , vol.69 , pp. 724-731
    • Tay, F.R.1    Pashley, D.H.2
  • 52
    • 0026903849 scopus 로고
    • Morphological aspects of the resin-dentin interdiffusion zone with different dentin adhesive systems
    • Van Meerbeek B, Inokoshi S, Braem M, Lambrechts P, Vanherle G. Morphological aspects of the resin-dentin interdiffusion zone with different dentin adhesive systems. J Dent Res 1992;71:1530-1540.
    • (1992) J Dent Res , vol.71 , pp. 1530-1540
    • Van Meerbeek, B.1    Inokoshi, S.2    Braem, M.3    Lambrechts, P.4    Vanherle, G.5
  • 53
    • 0027546912 scopus 로고
    • Comparative SEM and TEM examination of the ultrastructure of the resin-dentin interdiffusion zone
    • Van Meerbeek B, Dhem A, Goret-Nicaise M, Braem M, Lambrechts P, Vanherle G. Comparative SEM and TEM examination of the ultrastructure of the resin-dentin interdiffusion zone. J Dent Res 1993;72:494-501.
    • (1993) J Dent Res , vol.72 , pp. 494-501
    • Van Meerbeek, B.1    Dhem, A.2    Goret-Nicaise, M.3    Braem, M.4    Lambrechts, P.5    Vanherle, G.6
  • 55
    • 0001266728 scopus 로고
    • Dissociation constants of some carboxylic acids in mixed aqueous solvents
    • Yasuda M. Dissociation constants of some carboxylic acids in mixed aqueous solvents. Bull Chem Soc Jpn 1952;32:429-432.
    • (1952) Bull Chem Soc Jpn , vol.32 , pp. 429-432
    • Yasuda, M.1
  • 57
    • 1642382987 scopus 로고    scopus 로고
    • A simple method for the preparation of functionalized steric hindered methacrylic acid esters and amides
    • Zeuner F, Quint S, Geipel F, Moszner N. A simple method for the preparation of functionalized steric hindered methacrylic acid esters and amides. Synthetic Commun 2003;34:749-755.
    • (2003) Synthetic Commun , vol.34 , pp. 749-755
    • Zeuner, F.1    Quint, S.2    Geipel, F.3    Moszner, N.4


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