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Preparation and optical characterization of two photoactive poly(bisphenol A ethoxylate diacrylate) copolymers containing designed amino-nitro-substituted azobenzene units, obtained via classical and frontal polymerization, using novel ionic liquids as initiators

Illescas Martínez, Francisco Javier and Ortíz Palacios, Jesús and Esquivel Guzmán, Jair and Ramirez Fuentes, Yessica S. and Rivera, Ernesto and Morales Saavedra, Omar G. and Rodríguez Rosales, Antonio A. and Alzari, Valeria and Nuvoli, Daniele and Scognamillo, Sergio and Mariani, Alberto (2012) Preparation and optical characterization of two photoactive poly(bisphenol A ethoxylate diacrylate) copolymers containing designed amino-nitro-substituted azobenzene units, obtained via classical and frontal polymerization, using novel ionic liquids as initiators. Journal of Polymer Science. Part A: Polymer Chemistry, Vol. 50 (10), p. 1906-1916. eISSN 1099-0518. Article.

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DOI: 10.1002/pola.25962

Abstract

The frontal polymerization (FP) of bisphenol A ethoxylate diacrylate (BPAEDA) was carried with and without the presence of two different azobenzene comonomers by means of an external heating source. The first azomonomer (MDR-1) is a derivative of disperse red-1, N-ethyl-N-(2-hydroxyethyl)-4-(4-nitrophenylazo)aniline, whereas the second (E)-2-(4-((4-nitrophenyl)diazenyl)phenyl)-5,8,11-trioxa-2-azatridecan-13-yl methacrylate (4PEGMAN) comes from the azo-dye Nmethyl- N-{4-[(E)-(4-nitrophenyl)diazenyl]phenyl}-N-(11-hydroxy-3,6,9-trioxaundecas-1-yl) amine. In this work, an ionic liquid trihexyltetradecylphosphonium persulfate was used as initiator. This compound produced stable propagating polymerization fronts with good velocities and moderate maximum temperature values. Moreover, this initiator prevented bubble formation and was found to be the most efficient when it was used in lower amounts with respect to other initiators, such as benzoyl peroxide, 2,20-azobisisobutyronitrile, aliquat persulfate®, and tetrabutylphosphonium persulfate. The thermal properties of the obtained polymers and copolymers were determined by thermogravimetric analysis and differential scanning calorimetry. The nonlinear optical (NLO) characterizations of the developed BPAEDA/MDR-1 and BPAEDA/4PEGMAN copolymers were performed according to the Z-Scan technique in film samples prepared by classical polymerization. It has been proven that samples with higher 4PEGMAN content (0.26 mol %) exhibited outstanding cubic NLO-activity with positive NLO-refractive coefficients in the promising range of n2 = +3.2 x 10-4 esu.

Item Type:Article
ID Code:7560
Status:Published
Refereed:Yes
Uncontrolled Keywords:Azopolymers, frontal polymerization, initiators, NLO, radical polymerization, Z-Scan
Subjects:Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:002 Altri enti e centri di ricerca del Nord Sardegna > INSTM-Consorzio Interuniversitario Nazionale per la Scienza e la Tecnologia dei Materiali, Unità di ricerca di Sassari
001 Università di Sassari > 01-a Nuovi Dipartimenti dal 2012 > Chimica e Farmacia
Publisher:Blackwell / Wiley
eISSN:1099-0518
Deposited On:11 May 2012 12:33

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