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Preparation of Nitriles01:12

Preparation of Nitriles

2.7K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.7K
Preparation of Amides01:29

Preparation of Amides

4.2K
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
4.2K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones01:38

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

4.0K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
4.0K
Preparation of Amines: Alkylation of Ammonia and Amines01:30

Preparation of Amines: Alkylation of Ammonia and Amines

4.9K
Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
4.9K
Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

4.8K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
4.8K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

2.3K
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...
2.3K

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Related Experiment Video

Updated: Mar 6, 2026

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
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The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry

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Permanently Reprocessable Highly Cross-Linked Thiourethane Networks Derived from Isocyanate-Reactive Amine Catalyst.

Kailing Lin1,2, Andrew Terentjev2, Alessandro Bonifacio3

  • 1Cavendish Laboratory, University of Cambridge, J. J. Thomson Avenue, Cambridge CB3 0HE, U.K.

ACS Applied Polymer Materials
|March 5, 2026
PubMed
Summary
This summary is machine-generated.

This study introduces recyclable thiourethane vitrimers with shape-memory properties. Covalently bonding catalysts and a novel reprocessing method enhance material sustainability and performance for multiple life cycles.

Keywords:
covalent adaptable networksrecyclingshape memorythiourethanevitrimer

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Area of Science:

  • Materials Science
  • Polymer Chemistry
  • Sustainable Materials

Background:

  • Vitrimers offer a unique combination of thermoset stability and thermoplastic reprocessability.
  • Thiourethane polymers leverage dynamic covalent chemistry for enhanced properties and recyclability.
  • Developing sustainable smart materials with multiple life cycles is a key challenge in polymer science.

Purpose of the Study:

  • To develop high-performance, recyclable thiourethane vitrimer networks with tunable properties.
  • To enhance the recyclability of thiourethane polymers through catalyst immobilization and advanced reprocessing.
  • To create robust shape-memory polymer networks with improved sustainability and reduced environmental impact.

Main Methods:

  • Synthesis of thiourethane polymers with covalently bonded amine catalysts.
  • Development of a reprocessing method involving blending recycled material with uncured resin.
  • Curing and compression under heat to restore mechanical and optical properties of recycled materials.

Main Results:

  • Achieved high-performance, recyclable thiourethane networks with tunable structure-property relationships.
  • Demonstrated excellent shape-memory behavior in the developed polymer networks.
  • Successfully restored mechanical and optical properties of recycled materials through the novel reprocessing technique.

Conclusions:

  • Covalently bonding catalysts prevents leaching and ensures permanent recyclability of thiourethane vitrimers.
  • The developed reprocessing method enables seamless, mechanically robust shape-memory polymer networks.
  • These findings support the sustainable design of smart materials with multiple life cycles and reduced environmental impact.