A tetrathia-[7]-helicene bearing in the 2 and 13 positions cyanovinyl groups was used as comonomer in the Michael-type polyaddition reaction with N,N'-bis(beta-mercaptoethyl)piperazine. This led to a new polymer bearing tetrathia-[7]helicene units regularly distributed along the polymer backbone, which may be regarded as the first example of a new family of potentially useful nonlinear optical materials. All products were structurally characterized by H-1 and C-13 NMR spectroscopy. Differential scanning calorimetry characterizations revealed the presence, in both monomeric and polymeric helicenes, of glass-transition like temperatures, associated to some conformational variation of the helicene units. The optical properties, the film formation and the morphology of the polymer-containing tetratia-[7]-helicenes were also investigated.

Synthesis of polymers containing regularly distributed tetrathia-[7]-helicene units along the backbone / F. Fenili, C. Rigamonti, A. Bossi, P. Ferruti, A.G. Manfredi, S. Maiorana, C. Baldoli, S. Cauteruccio, E. Licandro, E. Ranucci. - In: JOURNAL OF POLYMER SCIENCE. PART A, POLYMER CHEMISTRY. - ISSN 0887-624X. - 48:21(2010 Nov), pp. 4704-4710. [10.1002/pola.24260]

Synthesis of polymers containing regularly distributed tetrathia-[7]-helicene units along the backbone

F. Fenili
Primo
;
C. Rigamonti
Secondo
;
A. Bossi;P. Ferruti;A.G. Manfredi;S. Maiorana;S. Cauteruccio;E. Licandro
;
E. Ranucci
Ultimo
2010

Abstract

A tetrathia-[7]-helicene bearing in the 2 and 13 positions cyanovinyl groups was used as comonomer in the Michael-type polyaddition reaction with N,N'-bis(beta-mercaptoethyl)piperazine. This led to a new polymer bearing tetrathia-[7]helicene units regularly distributed along the polymer backbone, which may be regarded as the first example of a new family of potentially useful nonlinear optical materials. All products were structurally characterized by H-1 and C-13 NMR spectroscopy. Differential scanning calorimetry characterizations revealed the presence, in both monomeric and polymeric helicenes, of glass-transition like temperatures, associated to some conformational variation of the helicene units. The optical properties, the film formation and the morphology of the polymer-containing tetratia-[7]-helicenes were also investigated.
Michael-type polyaddition; NLO; polyamines; polyaromatics; tetrathia-[7]-helicenes
Settore CHIM/04 - Chimica Industriale
Settore CHIM/06 - Chimica Organica
nov-2010
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/154608
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