Macromolecular Research, Vol.19, No.1, 27-32, January, 2011
Characteristics of Dental Restorative Composites Fabricated from Bis-GMA Alternatives and Spiro Orthocarbonates
E-mail:
The characteristics of resin matrices containing 2,2-bis[4-(2-hydroxy-3-methacryloyloxy propoxy) phenyl] propane (Bis-GMA) alternatives and spiro orthocarbonate (SOC) were examined to produce dental restorative composites exhibiting lower curing shrinkage and better mechanical strength than the commercially available dental composites. Bis-GMA alternatives were prepared by replacing the hydroxyl groups in Bis-GMA with alkoxy groups. Various SOCs that showed the expected volume expansion during the curing reaction caused by the ring opening reaction were added to Bis-GMA alternatives for a further decrease in curing shrinkage. The curing shrinkage of the dental composites containing Bis-GMA alternative and SOC was always lower than that of the dental composite used as the control, which contained 70 wt% Bis-GMA and 30 wt% triethylene glycol dimethacrylate (TEGDMA) as the resin matrix. Furthermore, the mechanical strength of the dental composites prepared from the 2,2-bis[4-(2-methoxy-3-methacryloyloxy propoxy)phenyl]propane (Bis-M-GMA) mixture containing approximately 10 wt% SOC was higher than that of the dental composite used as the control.
Keywords:dental composite;resin matrix;curing shrinkage;mechanical strength;Bis-GMA alternatives;spiro orthocarbonate.
- Bowen RL, US Patent 3,066,112 (1962).
- Bowen RL, US Patent 3,194,783 and 3,194,784 (1965).
- Full CA, Hollander WR, J. Dent. Child., 60, 57 (1993)
- Ferracane JL, J. Am. Dent. Assoc., 123, 53 (1992)
- Moszner N, Salz U, Prog. Polym. Sci, 26, 535 (2001)
- Fabrik E, UK Patent 1,263,541 (1972).
- Sandner B, Baudach S, Davy KWM, Braden M, Clarke RL, J. Mater. Sci. -Mater. Med., 17, 39 (1997)
- Sanda F, Endo T, J. Polym. Sci. A: Polym. Chem., 39(2), 265 (2001)
- Kostoryz EL, Tong PY, Chappelow CC, Eick JD, Glaros AG, Yourtee DM, Dent. Mater., 15, 363 (1999)
- Eick JD, Robinson SJ, Byerley TJ, Chappelow CC, Quintessence Int., 24, 632 (1993)
- Retief DH, Int. Dent. J., 44, 19 (1994)
- Cho BH, Dickens SH, Bae JH, Chang CG, Son HH, Um CM, Oper. Dent., 27, 297 (2002)
- Oysaed H, Ruyter I, J. Biomed. Mater. Res., 20, 261 (1986)
- Dickens SH, Cho BH, Dent. Mater., 21, 354 (2005)
- Kim DS, Guiver MD, Seo MY, Cho HI, Kim DH, Rhim JW, Moon GY, Nam SY, Macromol. Res., 15, 12 (2007)
- Kim GP, Jung YS, Yoon SB, Kim DW, Baeck SH, Macromol. Res., 15(7), 693 (2007)
- Chung YS, Jeon MY, Kim CK, Macromol. Res., 17(1), 37 (2009)
- Kim JW, Kim LU, Kim CK, Cho BH, Kim OY, Biomacromolecules, 7(1), 154 (2006)
- Kim LU, Kim JW, Kim CK, Biomacromolecules, 7(9), 2680 (2006)
- Jeon MY, Yoo SH, Kim JH, Kim CK, Cho BH, Biomacromolecules, 8(8), 2571 (2007)
- Kalachandra S, Sankarapandian M, Shobha HK, Tayor DF, Mcgrath JE, J. Mater. Sci. -Mater. Med., 8, 283 (1997)
- Sankarapandian M, Shobha MK, Kalachandra S, Mcgrath JE, J. Mater. Sci. -Mater. Med., 8, 465 (1997)
- Davy KWM, Kalachandra S, Pandain MS, Braden M, Biomaterials, 19, 2002 (1998)
- Davy KWM, Anseau MR, Odlyha M, Foster GM, Polym. Int., 43, 143 (1997)
- Pereira SG, Nunes TG, Kalachandra S, Biomaterials, 23, 3799 (2002)
- Pereira SG, Osorio R, Oledano M, Nunes TG, Dent. Mater., 21, 823 (2005)
- Bailey WJ, Sun RL, Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.), 13, 281 (1972)
- Endo T, Bailey WJ, J. Polym. Sci., Polym. Lett. Ed., 18, 25 (1980)
- Endo T, Okawara M, Yamazaki N, Bailey WJ, J. Polym. Sci. A: Polym. Chem., 19, 1283 (1981)
- Fukuchi I, Sanda F, Endo T, Macromolecules, 34(13), 4296 (2001)
- Wang CS, Zhou BL, J. Mater. Sci. Lett., 18(15), 1259 (1999)
- Stansbury JW, J. Dent. Res., 71, 1408 (1992)
- Moon YJ, Lee JY, Kim CK, Cho BH, J. Biomed. Mater. Res., 71B, 338 (2005)
- Kim JW, Kim LU, Kim CK, Biomacromolecules, 8(1), 215 (2007)