Synthesis and characterization of polyoxetanes containing 4-cyanobiphenyl-based side groups for nonlinear optical applications, 2. Synthesis, characterization and polymerization of 3,3-bis(4-cyano-4′-biphenylyloxymethyl)oxetane

3,3‐Bis(4‐cyano‐4′‐biphenylyloxymethyl)oxetane was prepared by reaction of 3,3‐bis‐(chloromethyl)oxetane with the sodium salt of 4‐cyano‐4′‐hydroxybiphenyl. With highly purified dichloromethane, single crystals could be prepared. The X‐ray patterns could be indexed in terms of a monoclinic cell a =...

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Published in:Macromolecular chemistry and physics 1996-11, Vol.197 (11), p.3631-3656
Main Authors: Guichard, Bertrand, Poirier, Véronique, Noël, Claudine, Reyx, Danièle, Le Borgne, Alain, Leblanc, Marc, Large, Maryanne, Kajzar, François
Format: Article
Language:English
Subjects:
Applied sciences
Exact sciences and technology
Fundamental areas of phenomenology (including applications)
Optical materials
Optics
Organic polymers
Physicochemistry of polymers
Physics
Polymers and organics
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
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Summary:3,3‐Bis(4‐cyano‐4′‐biphenylyloxymethyl)oxetane was prepared by reaction of 3,3‐bis‐(chloromethyl)oxetane with the sodium salt of 4‐cyano‐4′‐hydroxybiphenyl. With highly purified dichloromethane, single crystals could be prepared. The X‐ray patterns could be indexed in terms of a monoclinic cell a = 13,87 Å, b = 14,74 Å, c = 13,91 Å and β = 118,68°. Some experiments were carried out to determine the cationic polymerization behavior of this oxetane. The initiating system BF3 ċ Et2O/dichloromethane was used and it was shown that unusually high initiator concentrations were necessary to observe polymerization. By means of steric exclusion chromatography and NMR spectroscopy, the formation of cyclic oligomers was evidenced. Upon heating, all the polymers showed a nematic phase. Some preliminary Corona poling experiments were performed and the second harmonic generation coefficients d31 and d33 were measured. It was shown that one can gain in net polar ordering by starting with a liquid crystalline system. The ratio d33/d31 was found to be much larger than 3 in agreement with the molecular statistical models for electric field poling of liquid crystals.
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.1996.021971112