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A UV/visible spectroscopic study of water‐soluble conjugated polyenes prepared via the ring‐opening metathesis polymerization reaction
Author(s) -
AmirEbrahimi V.,
Byrne Declan,
Hamilton James G.,
Rooney John J.
Publication year - 1995
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1995.021960123
Subject(s) - conjugated system , polymer chemistry , polymerization , chemistry , metathesis , photochemistry , ring opening polymerization , ring (chemistry) , ring opening metathesis polymerisation , polymer , organic chemistry
A series of water‐soluble conjugated polyenes, based on the poly(furanylvinylene) structure, have been prepared from readily available starting materials using ring‐opening metathesis polymerization followed by dehydrogenation of the resulting polymer. 13 C NMR analysis of the precursor polymers shows that the stereochemistry of the main‐chain double bonds varies from 93% trans to 10% trans and is retained in the water‐soluble derivatives, allowing different degrees of extended conjugation. This is reflected in the UV/vis spectra of the materials. The polymers may be cast into films from aqueous solution, and the UV/vis spectra exhibit vibrational fine structure indicative of conformational rigidity; significantly this fine structure is retained on redissolving the high‐ trans but not the high‐ cis films. The absorption maximum of the visible spectrum shows a stronger pH dependence in the high‐ cis polymers than in the high‐ trans , and this is interpreted in terms of the different modes of hydrogen bonding which cis and trans units can adopt.