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Home  >  Journal list  >  Polymer Journal  >  Vol.45  No.8 (2013)  >  pp.790-796

Polymer Journal
<<Previous article Vol.45  No.8 (2013)   pp.790 - 796 Next article>>

Synthesis and properties of conjugated polymers from 3,6-di(4-chlorophenyl)-3,6-dihydrophthalic acid diethyl ester and application to the photo-sensitizer of a solar cell

Atsushi Morikawa1 and Hirotoshi Kakuta1
1Department of Biomolecular Functional Engineering, Ibaraki University, Hitachi, Ibaraki, Japan

Ni(0)-catalyzed coupling polymerizations of 3,6-di(4-chlorophenyl)-3,6-dihydrophthalic acid diethyl ester 1 were accompanied by isomerization of the 1,4-cyclohexadiene moiety into a 3,5-cyclohexadiene group, yielding a conjugated polymer. The structure of this conjugated polymer was the same as that of the conjugated polymer from 3,6-di(4-chlorophenyl)-1,2-dihydrophthalic acid diethyl ester 2. The number-average degree of polymerization was only ~7 due to the low solubility of the conjugated polymer. The conjugated polymer exhibited a λ max at 430nm in the absorption spectrum, and could be applied as a photo-sensitizer of a solar cell. The incident monochromatic photon (450nm)-to-current conversion efficiencies of photocurrent from an indium-titanium oxide (ITO)/TiO2 electrode modified with the conjugated polymer was 6.1% in the I3-3I electrolyte wet system. The conjugated polymer exhibited a glass transition temperature of 210°C and was converted by thermal treatment at 300°C to poly(p-phenylene) (PPP) with the elimination of ethoxycarbonyl groups.


Keyword:
conjugated polymers; 3,6-di(4-chlorophenyl)-1,2-dihydrophthalic acid diethyl ester; 3,6-di(4-chlorophenyl)-3,6-dihydrophthalic acid diethyl ester; Ni(0)-catalyzed coupling polymerizations; photo-sensitizer of a solar cell

Received: September 13, 2012 , Revised: November 06, 2012
Accepted: November 08, 2012 , Published online: January 30, 2013
© 2013 The Society of Polymer Science, Japan

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