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Preparation of Epoxides03:00

Preparation of Epoxides

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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...
8.9K
Base-Catalyzed Ring-Opening of Epoxides02:26

Base-Catalyzed Ring-Opening of Epoxides

9.8K
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...
9.8K
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

2.4K
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...
2.4K
Types of Step-Growth Polymers: Polyesters01:20

Types of Step-Growth Polymers: Polyesters

2.5K
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...
2.5K
Acid-Catalyzed Ring-Opening of Epoxides02:24

Acid-Catalyzed Ring-Opening of Epoxides

8.5K
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...
8.5K
Step-Growth Polymerization: Overview01:03

Step-Growth Polymerization: Overview

4.2K
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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Video Experimental Relacionado

Updated: Dec 23, 2025

Synthesis of Soft Polysiloxane-urea Elastomers for Intraocular Lens Application
11:49

Synthesis of Soft Polysiloxane-urea Elastomers for Intraocular Lens Application

Published on: March 8, 2019

13.0K

Los poliuretanos y los polialofanatos mediante la copolimerización selectiva de las secuencias de los epóxidos y los

Mark Jurrat1,2, Benjamin J Pointer-Gleadhill1,2, Liam T Ball1,2

  • 1GSK Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham, Triumph Road, Nottingham NG7 2TU, U.K.

Journal of the American Chemical Society
|April 21, 2020
PubMed
Resumen
Este resumen es generado por máquina.

Este estudio introduce isocyanatos de arilo para la copolimización de apertura de anillos con epóxidos, creando nuevos poliuretanos y polialofanatos. Este avance expande la química de los polímeros, permitiendo el acceso a estructuras de materiales únicos.

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Área de la Ciencia:

  • Química de los polímeros
  • Síntesis orgánica
  • Ciencias de los materiales

Sus antecedentes:

  • La copolimización por apertura de anillo (ROCOP) es una técnica de polimerización versátil.
  • La incorporación de isocyanatos en el ROCOP con epoxidos presenta desafíos sintéticos.
  • Los métodos existentes ofrecen un control limitado de la microestructura del polímero.

Objetivo del estudio:

  • Introducir los isocianatos de arilo como comonomeros en el ROCOP junto con los epoxidos.
  • Para lograr una selectividad de secuencia divergente para diferentes tipos de copolímero utilizando un solo catalizador.
  • Desarrollar nuevos poliuretanos (PU) y polialofanatos (PA) con microestructuras únicas.

Principales métodos:

  • Se utilizó un único catalizador de dimagnesio para ROCOP.
  • Investigar la cinética de la reacción para controlar la selectividad de la secuencia.
  • Se utilizan como comonomeros los isocyanatos de arilo y los epoxidos.

Principales resultados:

  • Se ha logrado una síntesis selectiva de copolímeros de tipo AB y ABB.
  • Desarrolló una nueva clase de poliuretanos con átomos de nitrógeno carbamílico terciario completamente sustituidos.
  • Creó una nueva clase de polialofanatos con una estructura vertebral sin precedentes.

Conclusiones:

  • Los isocyanatos de arilo pueden utilizarse eficazmente como comonomeros en ROCOP con los epoxidos.
  • Esta metodología amplía el alcance de ROCOP y ofrece nuevas vías para diversos materiales poliméricos.
  • El estudio proporciona acceso a microestructuras de PU privilegiadas y microestructuras de PA inexploradas.