Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Structure and Nomenclature of Epoxides02:38

Structure and Nomenclature of Epoxides

Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms present in their ring system. Cyclic ethers with a three-membered ring system are called “oxirane”, four-membered ring systems as “oxetane”, five-membered ring systems as “oxolane”, and six-membered ring systems as “oxane”. The cyclic structure of these rings imposes angle strain, and this strain is more in the ring having a smaller number of...
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Alkylation of β-Diester Enolates: Malonic Ester Synthesis01:14

Alkylation of β-Diester Enolates: Malonic Ester Synthesis

Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
Preparation of Epoxides03:00

Preparation of Epoxides

Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Acid-Catalyzed Ring-Opening of Epoxides02:24

Acid-Catalyzed Ring-Opening of Epoxides

Epoxides that are three-membered ring systems are more reactive than other cyclic and acyclic ethers. The high reactivity of epoxides originates from the strain present in the ring. This ring strain acts as a driving force for epoxides to undergo ring-opening reactions either with halogen acids or weak nucleophiles in the presence of mild acid. The acid catalyst converts the epoxide oxygen, a poor leaving group, into an oxonium ion, a better leaving group, making the reaction feasible. The...
Base-Catalyzed Ring-Opening of Epoxides02:26

Base-Catalyzed Ring-Opening of Epoxides

Due to their highly strained structures, epoxides can readily undergo ring-opening reactions through nucleophilic substitution, either in the presence of an acid or a base. The nucleophilic substitution reactions in the presence of acid are called acid-catalyzed ring-opening reactions, and nucleophilic substitution reactions in the presence of a base are called base-catalyzed ring-opening reactions. Epoxides undergo base-catalyzed ring-opening reactions in the presence of a strong nucleophile...

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

A fully integrated and automated 24-sample microfluidic system for sample-in-amplicon-out forensic analysis.

Microsystems & nanoengineering·2026
Same author

Combined organic amendments reduce Cd accumulation in double-cropping rice by restructuring soil bacterial communities.

Ecotoxicology and environmental safety·2026
Same author

The miR-195-3p is a Novel Prognostic Biomarker, Inhibiting Angiogenesis in Lung Adenocarcinoma.

MicroRNA (Shariqah, United Arab Emirates)·2026
Same author

Targeted sequestration of antimony via adsorption-induced topological transformation on supramolecular microcrystal-functionalized biochar.

Journal of hazardous materials·2026
Same author

Incidence, Risk Factors, and Impact of Immunotherapy on Brain Metastasis in Extensive-Stage Small Cell Lung Cancer Without Baseline Brain Involvement.

JCO oncology practice·2026
Same author

SMARCA4-deficient thoracic tumors exhibit an immunosuppressive microenvironment and respond to combined antiangiogenic and immune checkpoint inhibitor therapy.

Lung cancer (Amsterdam, Netherlands)·2026

Related Experiment Video

Updated: Jul 13, 2026

Preparation of Monodomain Liquid Crystal Elastomers and Liquid Crystal Elastomer Nanocomposites
12:21

Preparation of Monodomain Liquid Crystal Elastomers and Liquid Crystal Elastomer Nanocomposites

Published on: February 6, 2016

Dimethacrylate based on cycloaliphatic epoxide for dental composite.

Suqing Shi1, Jun Nie

  • 1Key Laboratory of Biomedical Polymers of Ministry of Education, Department of Chemistry, Wuhan University, Wuhan 430072, PR China.

Dental Materials : Official Publication of the Academy of Dental Materials
|August 4, 2007
PubMed
Summary

This study explored cycloaliphatic epoxide dimethacrylate (EPCDMA) for dental composites. EPCDMA demonstrates comparable mechanical properties and reactivity to Bis-GMA, suggesting its potential as a dental restorative material.

More Related Videos

Evaluating the Effects of Different Polishing Methods on Color Stability of Dental Restorations in Pediatric Dentistry
03:37

Evaluating the Effects of Different Polishing Methods on Color Stability of Dental Restorations in Pediatric Dentistry

Published on: June 6, 2025

Stereolithographic 3D Printing with Renewable Acrylates
08:28

Stereolithographic 3D Printing with Renewable Acrylates

Published on: September 12, 2018

Related Experiment Videos

Last Updated: Jul 13, 2026

Preparation of Monodomain Liquid Crystal Elastomers and Liquid Crystal Elastomer Nanocomposites
12:21

Preparation of Monodomain Liquid Crystal Elastomers and Liquid Crystal Elastomer Nanocomposites

Published on: February 6, 2016

Evaluating the Effects of Different Polishing Methods on Color Stability of Dental Restorations in Pediatric Dentistry
03:37

Evaluating the Effects of Different Polishing Methods on Color Stability of Dental Restorations in Pediatric Dentistry

Published on: June 6, 2025

Stereolithographic 3D Printing with Renewable Acrylates
08:28

Stereolithographic 3D Printing with Renewable Acrylates

Published on: September 12, 2018

Area of Science:

  • Dental Materials Science
  • Polymer Chemistry
  • Biomaterials Engineering

Background:

  • Dental restorative composites require monomers with optimal mechanical properties and controlled polymerization.
  • Cycloaliphatic epoxides offer potential advantages in monomer design for dental applications.

Purpose of the Study:

  • To investigate the polymerization kinetics and mechanical properties of a cycloaliphatic epoxide dimethacrylate (EPCDMA) monomer.
  • To evaluate EPCDMA's performance in dental restorative composites when copolymerized with TEGDMA.

Main Methods:

  • Copolymerization of EPCDMA with TEGDMA under varied conditions (composition, light intensity).
  • Real-time near FTIR spectroscopy to monitor polymerization kinetics (double bond conversion, rate).
  • Dynamic mechanical analysis (DMA) and pycnometry to assess mechanical properties and volume shrinkage.

Main Results:

  • Two peaks in polymerization rate (Rpmax) observed with >30wt% TEGDMA.
  • Increased TEGDMA content led to higher conversion, shrinkage, and decreased glass transition temperature (Tg).
  • EPCDMA/TEGDMA (70/30) showed similar reactivity and shrinkage but higher Tg compared to Bis-GMA/TEGDMA (70/30).

Conclusions:

  • EPCDMA exhibits comparable mechanical properties to Bis-GMA.
  • The EPCDMA/TEGDMA system shows promise for dental restorative applications due to its balanced properties.