Accession Number : ADA296069

Title :   Visible Light Photopolymerization: Synthesis of New Fluorone Dyes and Photopolymerization of Acrylic Monomers Using Them.

Descriptive Note : Technical rept.,

Corporate Author : BOWLING GREEN STATE UNIV OH CENTER FOR PHOTOCHEMICAL SCIENCES

Personal Author(s) : Tanabe, Takayoshi ; Torres-Filho, Afranio ; Neckers, D. C.

PDF Url : ADA296069

Report Date : 15 JUN 1995

Pagination or Media Count : 31

Abstract : Several 3-alkoxy-5,7diiodo-6-fluorones (max = 470 nm) have been synthesized and evaluated as initiators for photopolymerization triggered with the 515.5 nm line of an Ar+ laser. 2-Acyl and 2-lkylA,5,7-triiodo 3-hydroxy-6-fluorones were also tested at 515.5 nrn. 9-Cyano.2-acyl- and 9-cyano-2-alkyl-4,5,7-triiodo-3-hydroxy-6-fluorones were studied and could be excited with the 632 nm line of a He-Ne laser. Dyes with long linear carbon chain alkoxy groups at C-6 showed larger molar extinction coefficients and formed polymers with better mechanical properties than did compounds with shorter carbon chains, or did the corresponding C-6 phenols. The optimum side chain length of the C-6 ether alkyl group is between 4 to carbon atoms. With longer carbon chain alkoxy groups at C-S, e.g., octyl, the mechanical properties of the formed polymers are inferior to systems formed with the butyl isomer as photoinitiator. In the case of alkoxy groups with branched alkyl groups (e. g. 2- ethylbutyl) the relationship between dye structure and the properties of the polymers formed is less straightforward. Though the dyes react from their triplet state, the fluorescence quantum yields of the dyes and the performance of the dyes as photoinitiators appear directly related.

Descriptors :   *FLUORESCENCE, *POLYMERIZATION, *DYES, *ACRYLATES, MECHANICAL PROPERTIES, PHOTOCHEMICAL REACTIONS, SYNTHESIS, POLYMERS, LIGHT, CARBON, LASERS, CHEMICAL BONDS, LENGTH, CHAINS, QUANTUM EFFICIENCY, MONOMERS, ENERGY LEVELS, HELIUM NEON LASERS, ALKOXY RADICALS.

Subject Categories : Organic Chemistry
      Physical Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE