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Related Concept Videos

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

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

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...
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

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

Free-Radical Chain Reaction and Polymerization of Alkenes

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.
Step-Growth Polymerization: Overview01:03

Step-Growth Polymerization: Overview

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...
Ziegler–Natta Chain-Growth Polymerization: Overview01:17

Ziegler–Natta Chain-Growth Polymerization: Overview

Ziegler–Natta polymerization is another form of addition or chain‐growth polymerization used for synthesizing linear polymers over branched polymers. The catalyst used for polymerization is the Ziegler–Natta catalyst, named after Karl Ziegler and Giulio Natta, who developed it in 1953. This catalyst is an organometallic complex of titanium tetrachloride and triethyl aluminum, with the active form of the catalyst being an alkyl titanium compound. Using the Ziegler–Natta catalyst, high molecular...

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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

Functional end groups for polymers prepared using ring-opening metathesis polymerization.

Stefan Hilf1, Andreas F M Kilbinger

  • 1Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Germany.

Nature Chemistry
|March 8, 2011
PubMed
Summary
This summary is machine-generated.

Precise polymer chain-end functionalization is key. This review details end-functionalization methods for ring-opening metathesis polymerization, offering a guide for selecting optimal strategies with various catalysts.

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Area of Science:

  • Polymer Chemistry
  • Organic Synthesis
  • Materials Science

Background:

  • Precise control over macromolecule chain-ends is crucial in polymer research.
  • Living polymerization techniques typically dictate end-functionalization strategies based on active species and reaction kinetics.
  • Ring-opening metathesis polymerization (ROMP) is highly functional-group-tolerant but offers limited inherent functionalization routes.

Purpose of the Study:

  • To review diverse end-functionalization methods developed for ROMP.
  • To adapt functionalization strategies to specific metathesis catalysts and complex functional groups.
  • To provide a practical guide for selecting appropriate functionalization approaches in ROMP.

Main Methods:

  • Overview of end-functionalization techniques for various ROMP catalyst generations.
  • Analysis of how catalyst reactivity schemes influence functionalization.
  • Discussion of methods tailored to different functional group complexities.

Main Results:

  • Compilation of established and novel end-functionalization methods for ROMP.
  • Categorization of methods based on catalyst type and functional group compatibility.
  • Identification of key factors influencing the choice of functionalization strategy.

Conclusions:

  • ROMP's functional-group tolerance necessitates specialized end-functionalization techniques.
  • A systematic approach to selecting methods is vital for successful polymer synthesis.
  • This review serves as a valuable resource for polymer chemists seeking to functionalize ROMP polymers.