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<p>Castor oil is a non-edible oil and it is the source of ricinoleic acid, a monounsaturated 18-carbon fatty acid carrying a hydroxyl group on the 12th carbon atom. In this work, methyl ricinoleate was isolated from castor oil methyl esters by extraction. The transamidation of methyl ricinoleate with ethanolamine produced the diol compound. The diol was converted to the diacrylate by reaction with acryloyl chloride. The synthesized diacrylate was characterized by IR, <sup>1</sup>H NMR and <sup>13</sup>C NMR techniques and used as a bio-based crosslinker in the emulsion copolymerization of methyl methacrylate and butyl acrylate. The crosslinked copolymer latexes showed high monomer conversion (&gt; 95%), low viscosity (&lt; 6 cP) and controlled particle size (&lt; 100&#xa0;nm). The bio-crosslinked copolymer didn’t exhibit any deterioration in thermal properties, water absorption and water contact angle. Interestingly, the crosslinking increased the tensile strength (3.4–7.0&#xa0;MPa) compared to the un-crosslinked sample (2.2&#xa0;MPa). All the properties of the bio-crosslinked polymer were compared with commercial petro-based polyethylene glycol diacrylate, where the bio-based crosslinking was found as a better replacement.</p>

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Diacrylate from Methyl Ricinoleate; A Potential Bio-Based Crosslinker for Acrylic Emulsion

  • 期刊论文

  • 发表日期：

    2026年4月12日

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  • Aryadevi V.V.,
  • Shaikh Sumaiya,
  • Thumu Ravinder,
  • Shiva Shanker Kaki,
  • Aruna Palanisamy,
  • Arindam Chakrabarty

摘要

Castor oil is a non-edible oil and it is the source of ricinoleic acid, a monounsaturated 18-carbon fatty acid carrying a hydroxyl group on the 12th carbon atom. In this work, methyl ricinoleate was isolated from castor oil methyl esters by extraction. The transamidation of methyl ricinoleate with ethanolamine produced the diol compound. The diol was converted to the diacrylate by reaction with acryloyl chloride. The synthesized diacrylate was characterized by IR, 1H NMR and 13C NMR techniques and used as a bio-based crosslinker in the emulsion copolymerization of methyl methacrylate and butyl acrylate. The crosslinked copolymer latexes showed high monomer conversion (> 95%), low viscosity (< 6 cP) and controlled particle size (< 100 nm). The bio-crosslinked copolymer didn’t exhibit any deterioration in thermal properties, water absorption and water contact angle. Interestingly, the crosslinking increased the tensile strength (3.4–7.0 MPa) compared to the un-crosslinked sample (2.2 MPa). All the properties of the bio-crosslinked polymer were compared with commercial petro-based polyethylene glycol diacrylate, where the bio-based crosslinking was found as a better replacement.