Publication detail

A Study of Isosorbide Synthesis from Sorbitol for Material Applications Using Isosorbide Dimethacrylate for Enhancement of Bio-Based Resins

JAŠEK, V. FUČÍK, J. KRHUT, J. MRAVCOVÁ, L. FIGALLA, S. PŘIKRYL, R.

Original Title

Type

journal article in Web of Science

Language

English

Original Abstract

Bio-based cross-linkers can fulfill the role of enhancing additives in bio-sourced curable materials that do not compare with artificial resin precursors. Isosorbide dimethacrylate (ISDMMA) synthesized from isosorbide (ISD) can serve as a cross-linker from renewable sources. Isosorbide is a bicyclic carbon molecule produced by the reaction modification of sorbitol and the optimal conditions of this reaction were studied in this work. The reaction temperature of 130 & DEG;C and 1% w/w amount of para-toluenesulfonic acid (p-TSA) were determined as optimal and resulted in a yield of 81.9%. Isosorbide dimethacrylate was synthesized via nucleophilic substitution with methacrylic anhydride (MAA) with the conversion of 94.1% of anhydride. Formed ISD and ISDMMA were characterized via multiple verification methods (FT-IR, MS, 1H NMR, and XRD). Differential scanning calorimetry (DSC) proved the curability of ISDMMA (activation energy Ea of 146.2 kJ/mol) and the heat-resistant index of ISDMMA (Ts reaching value of 168.9) was determined using thermogravimetric analysis (TGA). Characterized ISDMMA was added to the precursor mixture containing methacrylated alkyl 3-hydroxybutyrates (methyl ester M3HBMMA and ethyl ester E3HBMMA), and the mixtures were cured via photo-initiation. The amount of ISDMMA cross-linker increased all measured parameters obtained via dynamic mechanical analysis (DMA), such as storage modulus (E') and glass transition temperature (Tg), and the calculated cross-linking densities (& nu;e). Therefore, the enhancement influence of bio-based ISDMMA on resins from renewable sources was confirmed.

Keywords

isosorbide; isosorbide dimethacrylate; PHB; alkyl 3-hydroxybutyrates; enhancement; cross-linker

Authors

JAŠEK, V.; FUČÍK, J.; KRHUT, J.; MRAVCOVÁ, L.; FIGALLA, S.; PŘIKRYL, R.

Released

4. 9. 2023

Publisher

MDPI

Location

BASEL

ISBN

2073-4360

Periodical

Polymers

Year of study

Number

State

Swiss Confederation

Pages from

Pages to

Pages count

URL

https://www.mdpi.com/2073-4360/15/17/3640

Full text in the Digital Library

http://hdl.handle.net/11012/214430

BibTex

@article{BUT184641,
  author="Vojtěch {Jašek} and Jan {Fučík} and Jiří {Krhut} and Ludmila {Mravcová} and Silvestr {Figalla} and Radek {Přikryl}",
  title="A Study of Isosorbide Synthesis from Sorbitol for Material Applications Using Isosorbide Dimethacrylate for Enhancement of Bio-Based Resins",
  journal="Polymers",
  year="2023",
  volume="15",
  number="17",
  pages="1--18",
  doi="10.3390/polym15173640",
  issn="2073-4360",
  url="https://www.mdpi.com/2073-4360/15/17/3640"
}