title: Synthesis and polymerization of new expanding dental monomers.
abstract: The objective of this work was to develop polymeric materials that expand slightly upon polymerization and that could potentially be used as matrix resins for dental composites. A series of stereoisomeric alicyclic spiroorthocarbonates (SOC's) that expand when polymerized were synthesized. Three of these SOC racemates were analyzed: cis/cis-, cis/trans- and trans/trans-2,3,8,9-di(tetramethylene)-1,5,7,11-tetraoxaspiro[5.5] undecane. The degrees of expansion, approximately 3.9% and 3.5%, for the cis/cis and trans/trans, were determined by measuring the specific volume of the monomers and polymers in dilute solutions. This method of determining densities and subsequent calculated expansion or shrinkage was validated by duplicating the reported shrinkage of 4-tert-butylphenyl glycidyl ether, styrene, and methyl methacrylate. Based on these data and spectral data obtained using other analytical techniques, these stereoisomeric alicyclic SOC's appear to have potential as nonshrinking polymer or copolymer matrices for dental composites.
authors.affiliation: Midwest Research Institute, Kansas City, MO.
authors.forename: T J
authors.initials: TJ
authors.lastname: Byerley
authors.forename: J D
authors.initials: JD
authors.lastname: Eick
authors.forename: G P
authors.initials: GP
authors.lastname: Chen
authors.forename: C C
authors.initials: CC
authors.lastname: Chappelow
authors.forename: F
authors.initials: F
authors.lastname: Millich
mesh_terms: D002849:Chromatography, Gas; D003188:Composite Resins / Q000138:chemical synthesis / Q000737:chemistry*; D003511:Cyclohexanols / Q000138:chemical synthesis / Q000737:chemistry; D003764:Dental Materials / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011108:Polymers / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C081313:2,3,8,9-di(tetramethylene)-1,5,7,11-tetraoxaspiro(5,5)undecane; D003188:Composite Resins; D003511:Cyclohexanols; D003764:Dental Materials; D011108:Polymers; D013141:Spiro Compounds