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Related Concept Videos

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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.
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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.
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Acetoacetic ester synthesis is a method to obtain ketones from alkyl halides and β-keto esters. The reaction occurs in the presence of an alkoxide base that abstracts the acidic proton of the β-keto esters. The step results in an enolate ion which is doubly stabilized. The enolate then reacts with an alkyl halide via the SN2 process to produce an alkylated ester intermediate with a new C–C bond. The hydrolysis of the intermediate, followed by acidification, results in an...
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The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
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Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
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Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction
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Direct Access to Functional (Meth)acrylate Copolymers through Transesterification with Lithium Alkoxides.

Carolin Fleischmann1, Athina Anastasaki1, Will R Gutekunst1

  • 1Materials Research Laboratory, University of California, Santa Barbara, California 93106, United States.

Journal of Polymer Science. Part A, Polymer Chemistry
|September 26, 2017
PubMed
Summary

Poly(methyl methacrylate) (PMMA) can be efficiently functionalized into valuable copolymers using a novel transesterification method. This versatile technique introduces diverse side groups, expanding the utility of PMMA-based materials.

Keywords:
functionalization of polymersgraft copolymerspoly(methyl methacrylate)radical polymerizationtransesterification

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Area of Science:

  • Polymer Chemistry
  • Organic Synthesis
  • Materials Science

Background:

  • Poly(methyl methacrylate) (PMMA) is a widely used polymer with limitations in its functional versatility.
  • Developing efficient methods to modify PMMA is crucial for creating advanced materials with tailored properties.

Purpose of the Study:

  • To present a straightforward and efficient synthetic method for transforming PMMA into value-added functional copolymers.
  • To demonstrate the versatility of the method across various PMMA architectures and side groups.

Main Methods:

  • Modification of PMMA via transesterification using lithium alkoxides generated from primary alcohols and LDA.
  • Optimization of reaction conditions to achieve high functionalization percentages.
  • Application of the method to PMMA homo- and block copolymers synthesized via radical and anionic polymerization.

Main Results:

  • Achieved up to 65% functionalization of PMMA.
  • Successfully introduced diverse side groups including alkyl, alkene, alkyne, benzyl, and (poly)ether functionalities.
  • Demonstrated the method's applicability to various polymer architectures and backbones.

Conclusions:

  • The developed transesterification protocol offers a versatile and efficient route to functionalize PMMA.
  • This method enables the synthesis of a wide range of PMMA-based copolymers from a single starting material.
  • The strategy holds significant potential for creating novel functional polymers for diverse applications.