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Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

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The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
3.1K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

2.0K
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...
2.0K
Types of Step-Growth Polymers: Polyesters01:20

Types of Step-Growth Polymers: Polyesters

2.3K
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...
2.3K
Anionic Chain-Growth Polymerization: Overview01:20

Anionic Chain-Growth Polymerization: Overview

2.1K
The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
2.1K
Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

4.1K
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
4.1K
Step-Growth Polymerization: Overview01:03

Step-Growth Polymerization: Overview

3.6K
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...
3.6K

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Related Experiment Video

Updated: Aug 11, 2025

Fabricating Reactive Surfaces with Brush-like and Crosslinked Films of Azlactone-Functionalized Block Co-Polymers
10:09

Fabricating Reactive Surfaces with Brush-like and Crosslinked Films of Azlactone-Functionalized Block Co-Polymers

Published on: June 30, 2018

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Biobased, Degradable, and Conjugated Poly(Azomethine)s.

Azalea Uva1, Angela Lin1, Helen Tran1,2

  • 1Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.

Journal of the American Chemical Society
|February 7, 2023
PubMed
Summary
This summary is machine-generated.

This study introduces novel carotenoid-based polymers with tunable solubility and on-demand degradation. These biobased conjugated polymers offer a sustainable alternative for advanced material applications.

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Designed for Molecular Recycling: A Lignin-Derived Semi-aromatic Biobased Polymer
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Characterization of Synthetic Polymers via Matrix Assisted Laser Desorption Ionization Time of Flight MALDI-TOF Mass Spectrometry
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Characterization of Synthetic Polymers via Matrix Assisted Laser Desorption Ionization Time of Flight MALDI-TOF Mass Spectrometry

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Last Updated: Aug 11, 2025

Fabricating Reactive Surfaces with Brush-like and Crosslinked Films of Azlactone-Functionalized Block Co-Polymers
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Designed for Molecular Recycling: A Lignin-Derived Semi-aromatic Biobased Polymer
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Characterization of Synthetic Polymers via Matrix Assisted Laser Desorption Ionization Time of Flight MALDI-TOF Mass Spectrometry
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Characterization of Synthetic Polymers via Matrix Assisted Laser Desorption Ionization Time of Flight MALDI-TOF Mass Spectrometry

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Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Biobased Materials

Background:

  • Carotenoids, biobased conjugated molecules, share structural similarities with conductive polymers like polyacetylene.
  • Solubility is crucial for polymer processing, often enhanced by alkyl side chains in conjugated systems.
  • Carotenoid-based polymers with tunable solubility and degradability remain underexplored.

Purpose of the Study:

  • To synthesize and characterize novel carotenoid-based polymers with varying alkyl side chain lengths.
  • To investigate the solubility and degradation properties of these biobased polymers.
  • To explore carotenoids as building blocks for sustainable conjugated polymers.

Main Methods:

  • Synthesis of carotenoid and p-phenylenediamine-based monomers via imine polycondensation.
  • Quantitative solubility determination using ultraviolet-visible (UV-vis) absorption spectroscopy.
  • Degradation studies employing UV-vis spectroscopy, 1H nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, gel permeation chromatography (GPC), and high-resolution mass spectroscopy (HRMS).

Main Results:

  • Carotenoid-based poly(azomethine)s with tunable solubility were successfully synthesized.
  • Maximum solubility correlated with varying alkyl chain lengths.
  • Polymers exhibited two degradation modes: accelerated degradation via acid hydrolysis and additional products from artificial sunlight exposure.

Conclusions:

  • Carotenoid monomers are viable building blocks for creating biobased, degradable, and conjugated polymers.
  • The developed polymer system demonstrates on-demand degradation capabilities.
  • This research paves the way for sustainable alternatives in polymer science.