Passerini and Ugi Multicomponent Reactions in Polymer Science

Sehlinger, Ansgar; Meier, Michael A. R.

doi:10.1007/12_2014_298

Cited by 45 publications

(40 citation statements)

References 76 publications

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“…In Ugi reaction, the four components including an amine, a carboxylic acid, an aldehyde and an isocyanide react to form one compound with two hydrophilic amide groups, which indeed provides a platform for facile regulation the hydrophilicity and hydrophobicity of products. So far, however, it was rarely reported that the polyamide with thermosensitivity was designed and prepared by Ugi‐4CP . In our study, according to the design principle of thermosensitive polymer proposed by our group, we consciously performed the different combination of several hydrophilic biscarboxylated polyethylene glycols with aldehydes in the Ugi‐4CP.…”

Section: Resultsmentioning

confidence: 99%

“…So far, however, it was rarely reported that the polyamide with thermosensitivity was designed and prepared by Ugi-4CP. [13,21,22] In our study, according to the design principle of thermosensitive polymer proposed by our group, [26,27] we consciously performed the different combination of several hydrophilic biscarboxylated polyethylene glycols with aldehydes in the Ugi-4CP. The hydrophilicity and hydrophobicity of synthesized polyamides are effectively adjusted by this means, which thus leads to endowing the synthesized polyamides with the desired thermosensitivity.…”

Section: Thermosensitivity Of Polyamides Synthesized By Ugi-4cpmentioning

confidence: 99%

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Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Liu

Zhang

et al. 2020

ChemistrySelect

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A series of multifunctionalized polyamides were facilely prepared by Ugi four‐component polymerization (Ugi‐4CP) in one‐pot method at room temperature using several diacids, aldehydes, 1,4 bis‐(3‐aminopropyl) piperazine and tert‐butyl isocyanide as monomers. The simple combination of monomers in Ugi‐4CP led to formation of nine thermosensitive polyamides in water, and their lower critical solution temperatures (LCSTs) were in range of 13.1‐70.1°C. The LCSTs for the subsequently‐quaternized polyamides (PBA‐800‐Br, PIA‐800‐Br and PCA‐800‐Br) were easily readjusted to the desired value in the inorganic salt solutions. PBA‐800‐Br and PIA‐800‐Br exhibited high antibacterial activity against Gram negative E. coli and Gram positive S. aureus. Confocal laser scanning microscope (CLSM) manifested the clear internalization into the cellular inside for the fluorescent molecule‐labelled polyamides. After 24–72 hours of incubation in polyamide solution, the viability rate of HeLa cells reached up to 80–141%, indicating the excellent biocompatibility. In conclusion, the thermosensitive, antibacterial and biocompatible polyamides have great potential to be used as biomaterials.

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Section: Resultsmentioning

confidence: 99%

Section: Thermosensitivity Of Polyamides Synthesized By Ugi-4cpmentioning

confidence: 99%

Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Liu

Zhang

et al. 2020

ChemistrySelect

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“…With the assistance of droplet microfluidics, multicomponent reactions, typically the Passerini three-component (P-3CR), and the Ugi four-component reaction (U-4CR), can be applied to produce microgels with a rather uniform size [70,71]. Unlike the regular methods of microgel formation, where the hydrogel building blocks need to be premodified to introduce certain functions, multicomponent reactions can simply introduce and extend functions by changing one block to another in a library-like fashion [72,73].…”

Section: Fabrication Techniques For Three-dimensional (3d) Cell Micromentioning

confidence: 99%

Biopolymer-Based Microcarriers for Three-Dimensional Cell Culture and Engineered Tissue Formation

Huang

Abdalla

Xiao

et al. 2020

IJMS

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The concept of three-dimensional (3D) cell culture has been proposed to maintain cellular morphology and function as in vivo. Among different approaches for 3D cell culture, microcarrier technology provides a promising tool for cell adhesion, proliferation, and cellular interactions in 3D space mimicking the in vivo microenvironment. In particular, microcarriers based on biopolymers have been widely investigated because of their superior biocompatibility and biodegradability. Moreover, through bottom-up assembly, microcarriers have opened a bright door for fabricating engineered tissues, which is one of the cutting-edge topics in tissue engineering and regeneration medicine. This review takes an in-depth look into the recent advancements of microcarriers based on biopolymers—especially polysaccharides such as chitosan, chitin, cellulose, hyaluronic acid, alginate, and laminarin—for 3D cell culture and the fabrication of engineered tissues based on them. The current limitations and potential strategies were also discussed to shed some light on future directions.

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“…Recently, some efficient multicomponent reactions have been introduced in the synthesis of sequence‐controlled polymers. In reviews published before, the applications of isocyanide‐based multicomponent reactions in polymer chemistry were discussed, including the synthesis of sequence‐controlled polymers . In this feature article, we focus on the very recent progress in the field of multicomponent reactions that have been used to synthesize sequence‐controlled and sequence‐defined polymers, including but not limited to isocyanide‐based multicomponent reactions.…”

Section: Introductionmentioning

confidence: 99%

Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

Zhang

You

Hong

2018

Macromol. Rapid Commun.

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Control over the monomer sequence during polymerization has attracted great attention in polymer science, but it remains a serious challenge. Recently, multicomponent reactions have been playing a significant role in the synthesis of sequence-controlled polymers due to their inherent advantage of combining three or more starting materials in time-saving, one-pot operations to afford complex microstructures. In this feature article, the recent representative developments in the synthesis of sequence-controlled polymers by multicomponent reactions are highlighted to give insight on the design of novel sequence-controlled polymers with sufficient molecular diversity and complexity. The main part of this article is divided into three sections according to the different polymerization strategies using multicomponent reactions: direct multicomponent polymerization, multicomponent cascade polymerization, and iterative multicomponent reaction, respectively. It is anticipated that this feature article may provide some guidance for the fabrication of sequence-controlled polymers by multicomponent reactions.

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Passerini and Ugi Multicomponent Reactions in Polymer Science

Cited by 45 publications

References 76 publications

Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Biopolymer-Based Microcarriers for Three-Dimensional Cell Culture and Engineered Tissue Formation

Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

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