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Related Concept Videos

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

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...
Polymer Classification: Architecture01:14

Polymer Classification: Architecture

Polymers are classified as linear or branched on the basis of their chain architecture. The polymer chains in linear polymers have a long chain-like structure with minimal to no branching at all. Even if a polymer features large substituent groups on the monomer, which appear as branches to the skeleton, it is not considered a branched polymer. A branched polymer contains secondary polymer chains that arise from the main polymer chain. The branching occurs when the polymer growth shifts from...
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

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...
Characteristics and Nomenclature of Homopolymers01:00

Characteristics and Nomenclature of Homopolymers

Polymers that are made up of identical monomer units are called homopolymers. Only one repeating unit is involved in the construction of the homopolymer structure. For example, as depicted in Figure 1, polypropylene is a homopolymer constituted of propylene monomers. Here, the only repeating unit in the polymer chain is propylene.
Types of Step-Growth Polymers: Polyesters01:20

Types of Step-Growth Polymers: Polyesters

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...
Characteristics and Nomenclature of Copolymers01:24

Characteristics and Nomenclature of Copolymers

Copolymers are the products obtained from the polymerization of multiple monomer species. So, in a polymer chain itself, there can be multiple repeating units that come from different monomers. The process of synthesizing a polymer from different monomer species is called copolymerization. When two monomers are involved, the polymer is known as a bipolymer. Polymers with three and four monomers are termed terpolymers and quaterpolymers, respectively. Figure 1 depicts the copolymerization of...

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Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction
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Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction

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Molecular recognition in poly(epsilon-caprolactone)-based thermoplastic elastomers.

Eva Wisse1, A J H Spiering, Ellen N M van Leeuwen

  • 1Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, NL-5600 MB Eindhoven, The Netherlands.

Biomacromolecules
|December 13, 2006
PubMed
Summary

This study explores biodegradable thermoplastic elastomers for biomaterials. Poly(urea) 2 showed selective molecular recognition, unlike poly(urethane urea) 1, due to differences in hard segment organization.

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Published on: June 20, 2019

Area of Science:

  • Polymer Science
  • Biomaterials Engineering
  • Supramolecular Chemistry

Background:

  • Biodegradable thermoplastic elastomers offer potential for functionalized biomaterials.
  • Understanding molecular recognition in hydrogen bonding segments is key for material design.
  • Poly(epsilon-caprolactone)-based poly(urea) and poly(urethane urea) were synthesized for comparison.

Purpose of the Study:

  • To explore the molecular recognition properties of hydrogen bonding segments in biodegradable thermoplastic elastomers.
  • To investigate the influence of hard segment structure on biomaterial properties and molecular recognition.
  • To assess the potential for further functionalization of these biomaterials.

Main Methods:

  • Synthesis and characterization of poly(epsilon-caprolactone)-based poly(urea) (2) and poly(urethane urea) (1).
  • Mechanical property, processibility, and histocompatibility testing.
  • Molecular recognition experiments using functionalized azobenzene dyes and peptides.
  • Thermal analysis and variable temperature infrared spectroscopy.

Main Results:

  • Poly(urea) 2 exhibited selective incorporation of a bisureidobutylene-functionalized dye, while poly(urethane urea) 1 showed gradual release of both dyes.
  • Hard block organization differed significantly: poly(urea) 2 had a broad melting trajectory, poly(urethane urea) 1 had a sharp melting point.
  • The PCL-based poly(urea) with a bisureidobutylene unit showed enhanced supramolecular interaction with a functionalized peptide compared to unmodified PCL.

Conclusions:

  • Hard segment structure critically influences molecular recognition properties in these elastomers.
  • Poly(urea) 2 demonstrates superior selectivity for molecular recognition, suggesting precise hydrogen bonding segment organization.
  • These findings highlight the potential of tailored poly(urea) structures for advanced biomaterial applications requiring specific molecular interactions.