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Related Concept Videos

Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

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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.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
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Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

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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...
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Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

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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...
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Free-Radical Chain Reaction and Polymerization of Alkenes02:35

Free-Radical Chain Reaction and Polymerization of Alkenes

8.9K
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.
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Types of Step-Growth Polymers: Polyesters01:20

Types of Step-Growth Polymers: Polyesters

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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 polymer...
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Step-Growth Polymerization: Overview01:03

Step-Growth Polymerization: Overview

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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...
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Related Experiment Video

Updated: Nov 26, 2025

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

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Selectively Depolymerizable Polyurethanes from Unsaturated Polyols Cleavable by Olefin Metathesis.

Brad H Jones1, Chad Staiger2, Jackson Powers1

  • 1Department of Organic Materials Science, Sandia National Laboratories, Albuquerque, NM, 87185, USA.

Macromolecular Rapid Communications
|December 10, 2020
PubMed
Summary
This summary is machine-generated.

Chemically recyclable polyurethanes (PUs) were developed using novel polyols. These PUs depolymerize under mild conditions via ring-closing metathesis, yielding re-polymerizable products.

Keywords:
cycloalkenesdepolymerizationolefin metathesispolyurethanesring-closing metathesis

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Area of Science:

  • Polymer Chemistry
  • Organic Synthesis
  • Materials Science

Background:

  • Traditional polyurethanes (PUs) pose recycling challenges.
  • Developing sustainable and recyclable polymers is crucial.
  • Metathesis chemistry offers potential for polymer degradation and regeneration.

Purpose of the Study:

  • To synthesize novel linear and crosslinked polyurethanes (PUs).
  • To achieve selective depolymerization of these PUs under mild conditions.
  • To enable chemical recyclability of PUs through orthogonal metathesis.

Main Methods:

  • Synthesis of two unique polyols with unsaturated units.
  • Co-polymerization of polyols with toluene diisocyanate and trifunctional isocyanates.
  • Depolymerization using Grubbs' catalyst and ring-closing metathesis (RCM).

Main Results:

  • Novel linear and crosslinked polyurethanes (PUs) were successfully synthesized.
  • The PUs underwent rapid depolymerization under mild conditions using Grubbs' catalyst.
  • Depolymerized products retained vinyl and cycloalkene functionalities for re-polymerization.

Conclusions:

  • A novel approach for chemically recyclable polyurethanes (PUs) was demonstrated.
  • Ring-closing metathesis (RCM) provides an effective method for PU backbone cleavage.
  • This strategy can be extended to other condensation polymers for enhanced sustainability.