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Copolymers of long-side-chain di-n-alkyl itaconates or methyl n-alkyl itaconates with styrene: synthesis, characterization, and thermal properties

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Abstract

Two series of copolymers of styrene with di-n-alkyl itaconates or methyl n-alkyl itaconates with n-alkyl side chains of 12, 14, 16, 18, and 22, using different compositions in the feed have been prepared in bulk via radical at 60 °C with AIBN as initiator. In most of the cases the copolymers were obtained in goods yields, their composition being close to the feed composition and their physical states depending on the composition and the itaconate structure. The copolymers were characterized by FTIR and NMR spectroscopy. The 1H NMR studies indicate that the copolymers have a mainly random distribution of the monomeric units. The thermal degradation process occurs in one step with decomposition temperatures intermediate between those of polyitaconate and polystyrene. Finally, the alkyl side chains of the itaconate moieties are able to crystallize in a paraffinic phase where the melting temperature and enthalpy increase as the itaconate content and the side chain length rise.

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Acknowledgments

This study has been supported by the Consejo de Desarrollo Científico Humanístico y Tecnológico de la Universidad de Los Andes, Mérida (Venezuela) (CDCHT-ULA) through the grants C-1517-08-A and C-1746-11-08-B. The authors also thank Drs. Alí Bahsas and Sonia Koteich-Khatib of the Laboratorio de Resonancia Magnética Nuclear, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes (Mérida, Venezuela) for performing the NMR experiments and their help in the interpretation of the spectra.

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Authors and Affiliations

  1. Grupo de Polímeros ULA, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida, 5101, Venezuela

    Francisco López-Carrasquero, Elizabeth Rangel-Rangel, Mayrin Cárdenas, Carlos Torres & Nahir Dugarte

  2. Grupo FIMAC, Departamento de Física, Universidad Simón Bolívar, Apartado 89000, Caracas, 1080, Venezuela

    Estrella Laredo

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  1. Francisco López-Carrasquero
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  2. Elizabeth Rangel-Rangel
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  3. Mayrin Cárdenas
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  4. Carlos Torres
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  6. Estrella Laredo
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Correspondence to Francisco López-Carrasquero.

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López-Carrasquero, F., Rangel-Rangel, E., Cárdenas, M. et al. Copolymers of long-side-chain di-n-alkyl itaconates or methyl n-alkyl itaconates with styrene: synthesis, characterization, and thermal properties. Polym. Bull. 70, 131–146 (2013). https://doi.org/10.1007/s00289-012-0788-9

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