Publication detail

Innovative Castor Oil Derivative Synthesized through a Sustainable Approach Generating Reactive Cross-Linker from Secondary Products for Additive Manufacturing

JAŠEK, V. LAVRINČÍKOVÁ, V. BARTOŠ, O. PROKEŠ, J. PŘIKRYL, R. FIGALLA, S.

Original Title

Innovative Castor Oil Derivative Synthesized through a Sustainable Approach Generating Reactive Cross-Linker from Secondary Products for Additive Manufacturing

Type

journal article in Web of Science

Language

English

Original Abstract

Additive manufacturing utilizes various reactive precursors to fabricate diverse products, including prototypes, functional components, and designer objects. This work presents a synthesis approach toward a novel biobased printable compound, 2-hydroxypropyl ricinoleate dimethacrylate (2-HPRDM). Our proposed strategy involves the castor oil transesterification process, producing 2-hydroxypropyl ricinoleate (2-HPR). We used high-performance liquid chromatography (HPLC) analysis to investigate the reaction progress at equimolar and excess reactant concentrations. This fatty acid ester was modified with methacrylic anhydride to form 2-HPRDM, releasing the secondary reaction product methacrylic acid (MA). This compound was used for the synthesis of propylene glycol dimethacrylate (PGDMA), which valorized all potential wastes generated during the 2-HPRDM production. This article presents the innovative vacuum-distillation esterification approach that generates PGDMA. All synthesized compounds were structurally characterized via NMR, ESI-MS, and FTIR analyses. The formed curable compounds were fabricated into testing specimens and a detailed prototype by an mSLA three-dimensional (3D) printer to confirm their usability. The 3D-printed object was used for the mechanical and thermomechanical characterization of the formulated curable resins via dynamic mechanical analysis (DMA), tensile, and flexural tests. The best-performing 2-HPRDM-based system contained 45 wt % of PGDMA and recorded a storage modulus of 750 MPa, a glass-transition temperature of 85.6 degrees C, a cross-linking density of 18.9 kmol/m3, a tensile strength of 16.1 +/- 2.4 MPa, and a flexural strength of 14.3 +/- 1.0 MPa.

Keywords

castor oil; methacrylate; biobased; curable resin; transesterification; additive manufacturing

Authors

JAŠEK, V.; LAVRINČÍKOVÁ, V.; BARTOŠ, O.; PROKEŠ, J.; PŘIKRYL, R.; FIGALLA, S.

Released

30. 7. 2025

Publisher

AMER CHEMICAL SOC

Location

WASHINGTON

ISBN

2694-2453

Periodical

ACS Polymers Au

Year of study

5

Number

5

State

United States of America

Pages from

1

Pages to

12

Pages count

12

URL

https://pubs.acs.org/doi/10.1021/acspolymersau.5c00055

BibTex

@article{BUT198520,
  author="Vojtěch {Jašek} and Veronika {Lavrinčíková} and Otakar {Bartoš} and Jan {Prokeš} and Radek {Přikryl} and Silvestr {Figalla}",
  title="Innovative Castor Oil Derivative Synthesized through a Sustainable Approach Generating Reactive Cross-Linker from Secondary Products for Additive Manufacturing",
  journal="ACS Polymers Au",
  year="2025",
  volume="5",
  number="5",
  pages="1--12",
  doi="10.1021/acspolymersau.5c00055",
  issn="2694-2453",
  url="https://pubs.acs.org/doi/10.1021/acspolymersau.5c00055"
}