New Aromatic tert-Amines for Application as Photoinitiator Components in Photocurable Dental Materials

A new type of aromatic tert‐amine with a bisphenol A (BPA) skeleton has been prepared and applied as a photoinitiator (PI) component for enhancing photosensitivity in formulations of visible light curable dental polymers. Two N,N‐dimethylamino (DMA) groups were incorporated into BPA diglycidyl ether...

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Bibliographic Details
Published in:Macromolecular chemistry and physics 2003-08, Vol.204 (13), p.1628-1635
Main Authors: Ahn, Kwang-Duk, Han, Dong Keun, Lee, Suck-Hyun, Lee, Chan-Woo
Format: Article
Language:English
Subjects:
Applied sciences
aromatic tert-amines
dental polymers
Exact sciences and technology
photopolymerization
Physicochemistry of polymers
polymerizable photoinitiators
Polymerization
Polymers and radiations
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Summary:A new type of aromatic tert‐amine with a bisphenol A (BPA) skeleton has been prepared and applied as a photoinitiator (PI) component for enhancing photosensitivity in formulations of visible light curable dental polymers. Two N,N‐dimethylamino (DMA) groups were incorporated into BPA diglycidyl ether to make 2,2‐bis[4‐(2‐hydroxy‐3‐(p‐N,N‐dimethylaminobenzoyloxy)propyloxy)phenyl]propane (DMABPA). One or two (meth)acryloyl groups were reacted with the hydroxyl groups of DMABPA to obtain the polymerizable, BPA‐based tert‐amines DMABPA‐1M (one methacrylate), DMABPA‐2M (two methacrylates), and DMABPA‐1A (one acrylate). The aromatic tert‐amines and ethyl p‐(N,N‐dimethylamino)benzoate (EDMAB) were combined with a camphorquinone sensitizer to form a photoinitiating system, which was applied in photopolymerizations of dental resin formulations, based on Bis‐GMA as a matrix prepolymer, by visible light exposure. The photoconversion of the formulations using the new aromatic tert‐amines as PIs was determined by the spectral changes in FTIR absorption intensities of methacrylate groups in cast films. High conversion (over 70%) resulted from photopolymerizations with (meth)acrylated DMABPA‐(1M, 2M, and 1A).
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.200350049