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ROMP-based biorenewable polymers of norbornene modified with triglycerides or esters from natural buriti oil

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Abstract

Two novel monomers, norbornenyl buriti olein (NBO) and norbornenyl buriti ester (NB-FAME), were synthesized by reactions of 5-norbornene-2-carboxylic acid with triglycerides and with methyl esters from buriti oil, respectively. No polymers were produced via ROMP of NBO or NB-FAME using Grubbs second-generation catalyst at 30 °C for 1 h. However, copolymers of NBO or NB-FAME in the presence of norbornene (NBE) were obtained raising the initial compositions of the buriti oil-derived monomers from 20 to 80%, under the same conditions. The polymers were insoluble in water and typical organic solvents. In chloroform at 30 °C for 48 h, the polymers from synthesis with 80 wt% of buriti oil-derived monomers resulted in a mass gain of 1709% for polymer from NBO and 929 wt% for polymer from NB-FAME. SEM micrographs showed smooth morphologies and non-porous surfaces, which differ from the porous polyNBE. TGA analyses indicated thermal stability up to 200 °C. The poly(NBO-co-NBE) and poly(NB-FAME-co-NBE) have been proved to be the final products.

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Acknowledgements

B. S. Lima-Neto is indebted to FAPESP, Proc. 2017/06329-5, for financial support.

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Authors and Affiliations

  1. Instituto de Química de São Carlos, Universidade de São Paulo, CP 780, São Carlos, SP, 13560-970, Brazil

    Marcella S. Ferreira, Henrique Fernandes & Benedito S. Lima-Neto

  2. Centro de Ciências da Natureza, Universidade Estadual do Piauí, Teresina, PI, 64002-150, Brazil

    José L. Silva Sá

  3. Faculdade de Ciências e Tecnologia, Univ. Estadual Paulista, Presidente Prudente, SP, 19060-900, Brazil

    Valdemiro P. Carvalho Jr.

Authors
  1. Marcella S. Ferreira
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  2. Henrique Fernandes
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  3. José L. Silva Sá
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  4. Valdemiro P. Carvalho Jr.
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  5. Benedito S. Lima-Neto
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Correspondence to Valdemiro P. Carvalho Jr. or Benedito S. Lima-Neto.

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Ferreira, M.S., Fernandes, H., Sá, J.L.S. et al. ROMP-based biorenewable polymers of norbornene modified with triglycerides or esters from natural buriti oil. Polym. Bull. 76, 5399–5413 (2019). https://doi.org/10.1007/s00289-018-2664-8

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