Postfunctionalization of Poly(Propargyl Methacrylate) Using Copper Catalyzed 1,3-Dipolar Huisgen Cycloaddition: An Easy Route to Electro-Optic Materials

作者：Scarpaci Annabelle; Cabanetos Clement; Blart Errol; Montembault Veronique; Fontaine Laurent; Rodriguez Vincent; Odobel Fabrice^*

来源：Journal of Polymer Science Part A: Polymer Chemistry , 2009, 47(21): 5652-5660.

DOI：10.1002/pola.23606

• functionalization of polymers
• high temperature materials
• NLO
• structure-property relations

A one-pot synthetic route based on copper-catalyzed Huisgen reaction has been developed to functionalize a methacrylate propargylic polymer with azido-substituted moieties. This procedure was used for the preparation of electro-optic materials containing well-known Disperse Red One (DR1) chromophores along with bulky adamantyl moieties (Adam). The postfunctionalization of the propargylic polymer was successfully achieved using different molar ratios of DR1/Adam. These novel polymers exhibit high glass transition temperature owing to the rigid structure of adamantyl units. Moreover, the second harmonic generation measurements demonstrated the effectiveness of adamantyl groups to act as insulating shield limiting thus the electrostatic interactions between chromophores. Indeed, higher optimal chromophore concentration (50 mol %) than in conventional DR1-containing polymers (30 mol %) allowed us to increase the d(33) coefficient up to 92 pm/V.

• 出版日期2009-11-1