The Journal of Nihon University School of Dentistry
Online ISSN : 1884-2984
Print ISSN : 0029-0432
ISSN-L : 0029-0432
Synthesis of Radiopaque Cyclophosphazene Monomers, Properties of Bulk Polymers and their Application to Composite Resin
Misaki ANZAIMasanori KOBORIKazue YOSHIHASHIHisaji KIKUCHIHideharu HIROSEMinoru NISHIYAMA
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1992 Volume 34 Issue 3 Pages 196-207

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Abstract

A series of studies was conducted on the synthesis of polyfunctional cyclophosphazene monomers having radiopacity and a polymerization group in the same molecule, and their properties and applicability to composite resin were examined. Using octachlorocyclotetraphosphazene, P4N4Cl8 (4PNC), monomers were synthesized by replacing the 1-4 of chlorine (Cl) with p-bromophenol (BrC6H4OH, BrPh), and replacing the residual number of C 1, 7-4, with 2-hydroxyethyl methacrylate [CH2 : C (CH3) COOCH2CH2OH] (HEMA), so as to obtain four kinds of transparent monomer having radiopacity and a polymerization group in the same molecule. We then analyzed these monomers and examined their physical properties after bulk-polymerization. Next, we prepared an organic composite filler using 4PN- (BrPh) 3- (EMA) 5 monomer, which showed comparatively good radiopacity, to produce a new experimental radiopaque composite resin.
Although radiopacity improved in accordance with the increase in the number of BrPh molecules replaced, the mechanical properties of the polymer became poorer. Similarly it was proved that the radiopacity of composite resin made with 4PN- (BrPh) 3- (EMA) 5 monomer was equivalent or even superior, compared with the radiopacity of the front tooth.
Consequently, it was shown that these synthesized monomers can be applied to visible light-cured radiopaque composite resin.

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