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

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: 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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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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The cationic polymerization mechanism consists of three steps: initiation, propagation, and termination. In the initiation step of the polymerization process, the π bond of a monomer gets protonated by the Lewis acid catalyst, which is formed from boron trifluoride and water. The protonation of the π bond generates a carbocation stabilized by the electron‐donating group. In the propagation step, the π bond of the second monomer acts as a nucleophile and attacks the generated carbocation,...

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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

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Cyclic alternating ring-opening metathesis polymerization (CAROMP). Rapid access to functionalized cyclic polymers.

Airong Song¹, Kathlyn A Parker, Nicole S Sampson

¹Department of Chemistry, Stony Brook University, Stony Brook, New York 11794-3400, USA.

Organic Letters

|August 6, 2010

Summary

This summary is machine-generated.

This study demonstrates cyclic alternating ring-opening metathesis polymerization (ROMP) using a Hoveyda-Grubbs catalyst. This method successfully produced a cyclic polymer with a functional chloride group for further chemical modification.

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Area of Science:

Polymer Chemistry
Organometallic Chemistry

Background:

Ring-opening metathesis polymerization (ROMP) is a versatile method for polymer synthesis.
Controlled polymerization techniques are crucial for designing functional polymers.

Purpose of the Study:

To achieve cyclic alternating ring-opening metathesis polymerization (AROMP).
To synthesize a functional cyclic polymer using a second-generation Hoveyda-Grubbs catalyst.

Main Methods:

Catalysis of alternating ROMP using (H(2)IMes)Cl(2)Ru=CHPh(OiPr), a second-generation Hoveyda-Grubbs catalyst.
Optimization of reaction conditions for cyclic AROMP.

Main Results:

An entirely cyclic alternating polymer was successfully synthesized.
The polymer contained a primary alkyl chloride functional group on a repeat unit.
This functional group allowed for subsequent polymer elaboration.

Conclusions:

Cyclic AROMP is a viable method for producing well-defined cyclic polymers.
The synthesized polymer serves as a platform for creating more complex macromolecular architectures.