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Related Concept Videos

Types of Step-Growth Polymers: Polyesters01:20

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The introduction of polyesters has brought major development to the textile industry. The wrinkle-free behavior of polyester blends has eliminated the need for starching and ironing clothes.
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the...
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Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
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Bioplastics derived from microbial processes present a sustainable alternative to conventional petroleum-based plastics. Among these, polyhydroxyalkanoates (PHAs), particularly polyhydroxybutyrates (PHBs), have emerged as prominent candidates due to their biodegradability and biocompatibility. These polymers are synthesized by a variety of bacteria, such as Cupriavidus necator and Pseudomonas putida, which naturally accumulate PHAs as intracellular carbon and energy reserves, especially under...
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Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

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Stereolithographic 3D Printing with Renewable Acrylates
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A high-performance renewable thermosetting resin derived from eugenol.

Benjamin G Harvey1, Christopher M Sahagun, Andrew J Guenthner

  • 1Research Department, Materials Chemistry Branch, US Navy, Naval Air Warfare Center, Weapons Division (NAWCWD), 1900 N. Knox Rd. Stop 6303, China Lake, CA 93555 (USA). benjamin.g.harvey@navy.mil.

Chemsuschem
|May 1, 2014
PubMed
Summary

A novel renewable bisphenol was synthesized and converted into a high-performance cyanate ester resin. This sustainable material demonstrates excellent thermal stability and low water uptake, ideal for demanding applications.

Keywords:
biomasscoupling reactionmaterials sciencepolymersrenewable resources

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Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Sustainable Chemistry

Background:

  • Traditional bisphenols raise environmental and health concerns.
  • There is a growing need for high-performance resins derived from renewable resources.

Purpose of the Study:

  • To synthesize a renewable bisphenol and its corresponding cyanate ester.
  • To evaluate the thermal and water resistance properties of the resulting thermoset.

Main Methods:

  • Solvent-free, ruthenium-catalyzed olefin metathesis of eugenol.
  • Hydrogenation, purification, and conversion to a bis(cyanate) ester.
  • Characterization using NMR spectroscopy and X-ray diffraction.

Main Results:

  • The synthesized bisphenol and cyanate ester were rigorously characterized.
  • The cured cyanate ester exhibited thermal stability >350°C and a glass transition temperature (Tg) of 186°C.
  • The thermoset showed low water uptake (1.8%) and maintained a high wet Tg (167°C).

Conclusions:

  • The renewable cyanate ester resin offers excellent thermal stability and moisture resistance.
  • The material's properties make it suitable for maritime applications.
  • Sustainable feedstocks can yield high-performance thermosetting resins.