Related Experiment Video
Updated: Jun 20, 2025
08:12
Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
Published on: December 16, 2022
3.3K
Reactive Processing of Furan-Based Monomers via Frontal Ring-Opening Metathesis Polymerization for High Performance
Zhenchuang Xu1,2, Lauren Chua3, Avni Singhal3
1Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana - Champaign, Urbana, IL, 61801, USA.
Advanced Materials (Deerfield Beach, Fla.)
|July 22, 2024
Summary
This study introduces new monomers for frontal ring-opening metathesis polymerization (FROMP), creating advanced thermoplastic polymers. These novel materials offer tunable properties and enable efficient 3D printing without supports.
Area of Science:
- Polymer Chemistry
- Materials Science
- Organic Synthesis
Background:
- Frontal ring-opening metathesis polymerization (FROMP) typically uses norbornene derivatives.
- There is a need for energy-efficient polymer production methods with tunable properties.
Purpose of the Study:
- To expand the monomer scope for FROMP using novel cycloaddition products.
- To develop high-performance thermoplastic polymers with enhanced thermomechanical properties.
Main Methods:
- Computational screening of Diels-Alder products for FROMP suitability.
- Synthesis and polymerization of 1,4-dihydro-1,4-epoxynaphthalene (HEN) derivatives.
- Incorporation of HEN-based crosslinkers for high-temperature applications.
Main Results:
- Identified HEN derivatives as viable monomers for FROMP.
- Demonstrated that substituents modulate polymerization kinetics and material properties.
- Developed thermoplastic materials with tunable thermomechanical performance.
- Achieved high-temperature stability (>200 °C) using HEN crosslinkers.
- Utilized direct ink writing (DIW) for unsupported 3D structure fabrication.
Conclusions:
- Successfully broadened the monomer repertoire for FROMP with bio-sourced derivatives.
- Established a versatile platform for producing high-performance polymers with tailored properties.
- Enabled efficient additive manufacturing of complex 3D structures.
Keywords:
biosourced furan derivativescomputational screeningfrontal ring opening metathesis polymerizationmonomersMore Related Videos
Related Concept Videos
01:16Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
2.6K
Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...
2.6K
01:13Olefin Metathesis Polymerization: Overview
2.1K
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.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
2.1K
00:53Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
1.9K
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...
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...
1.9K
02:35Free-Radical Chain Reaction and Polymerization of Alkenes
7.8K
The conversion of alkenes to macromolecules called polymers is a reaction of high commercial importance. The structure of the polymer is defined by a repeating unit, while the terminal groups are considered insignificant. The average degree of polymerization represents the number of repeating units in the polymer molecule and is denoted by the subscript n.
7.8K
01:03Step-Growth Polymerization: Overview
3.4K
Step-growth or condensation polymerization is a stepwise reaction of bi or multifunctional monomers to form long-chain polymers. As all the monomers are reactive, most of the monomers are consumed at the early stages of the reaction to form small chains of reactive oligomers, which then combine to form long polymer chains in the late stages. Hence, the reaction has to proceed for a long time to achieve high molecular weight polymers.
Many natural and synthetic polymers are produced by...
Many natural and synthetic polymers are produced by...
3.4K
01:09Radical Chain-Growth Polymerization: Mechanism
2.5K
The radical chain-growth polymerization mechanism consists of three steps: initiation, propagation, and termination of polymerization. The polymerization initiates when a free radical generated from the radical initiator adds to the unsaturated bond in the monomer. The unpaired electron of the free radical and one π electron in the unsaturated bond creates a σ bond between the free radical and the monomer. As a result, the other π electron in the unsaturated bond converts this...
2.5K