Water-dispersible cationic polyurethanes containing pendant trialkylphosphoniums

Zhang, Musan; Hemp, Sean T.; Zhang, Mingqiang; Allen, Michael; Carmean, R. Nicholas; Moore, Robert B.; Long, Timothy Edward

doi:10.1039/c3py01779f

Cited by 41 publications

(29 citation statements)

References 41 publications

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“…Expanding upon the aforementioned synthetic strategies, there are two popular approaches to incorporate ionic sites into polyurethanes, i.e., using preformed charged monomers or a post‐polymerization modification reaction such as alkylation . In either route, the ionic content will reside in either the HS or SS at varying levels simply depending on the monomer(s) chosen and desired amounts .…”

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Additionally, each monomer depicted contains a different counterion. The counterion is often a result of the reagents used in the monomer synthesis, but is tunable with a simple anion (or cation) exchange reaction . Wang et al utilized compound D in the synthesis of ion‐containing segmented polyurethanes and upon cation exchange reactions, the investigators evaluated the effect of nine different ionic liquid (IL) countercations (including sodium, ammonium, imidazolium, and phosphonium ions) on various polyurethane properties.…”

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Commercially available oligomeric polyols are often used in the synthesis of segmented polyurethanes as an easily accessible starting material with known

{\overline{M}}_{n}

and confirmed difunctionality, which eliminate the needs for (multistep) reactions and arduous purification . Common oligomers include PEG, PTMO, poly(propylene glycol) (PPG), and poly(caprolactone) (PCL) .…”

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Commercially available oligomeric polyols are often used in the synthesis of segmented polyurethanes as an easily accessible starting material with known

{\overline{M}}_{n}

{\overline{M}}_{n}

values, which is convenient for probing the effect of SS

{\overline{M}}_{n}

on polymer properties; however, most commercially available oligomers are neutral and lack necessary functionality for incorporating charged species.…”

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Continuing our survey of some fundamental structure–property relationships of ion‐containing segmented polyurethane copolymers, Zhang et al synthesized a novel phosphonium diol with varying alkyl chain lengths. Using the phosphonium diol as a chain extender in the traditional prepolymer method and systematically varying the HS to SS ratio, a series of phosphonium‐containing segmented polyurethanes with ethyl (compound A in Figure ) or butyl pendant alkyl chains resulted.…”

Section: Effect Of Ion‐incorporation On Segmented Polyurethane Propermentioning

confidence: 99%

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Synthesis, Properties, and Applications of Ion‐Containing Polyurethane Segmented Copolymers

Nelson

Long

2014

Macro Chemistry & Physics

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Despite the well-established foundation of polyurethane chemistry in both industry and academia, research continues at a vigorous pace to refi ne synthetic processes and discover new functional materials. Incorporating ionic groups into polymers is a synthetic parameter capable of tailoring polymer properties and enabling emerging technologies. This review focuses on recent effort in the fi eld of ion-containing segmented polyurethane copolymers. Multiple synthetic strategies to incorporate both cationic and anionic sites, including a particular focus on waterborne polyurethane dispersions and green synthetic methods, are examined. Fundamental structure-property relationships based on ionic structure, content, and placement are explored and many applications, including biomedical products and polymer electrolytes for energy devices are discussed.(PEG) or poly(tetramethylene oxide) (PTMO), to the polyurethane reaction. The hydrogen bonding, depicted in Figure 1 , between the urethane carbonyl oxygen and urethane hydrogen, coupled with crystallization, constructs the hard segment (HS) domains, while the functionalized fl exible spacers comprise the soft segments (SSs) in an alternating fashion. The microphase-separated morphology of segmented polyurethanes is the foundation for their versatility, with the ability to further tune materials for a specifi c application with other synthetic parameters such as chemical composition and molecular weight. Yilgör and co-workers, [ 5 ] Yurtsever and co-workers, [ 6 ] and Wilkes and co-workers [ 7 ] extensively studied various model segmented polyurethane systems to further understand the morphology and factors infl uencing morphology on a fundamental structure-property level.Many comprehensive reviews and peer-reviewed journal articles focus on fundamental structure-property relationships of segmented polyurethanes.

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Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Commercially available oligomeric polyols are often used in the synthesis of segmented polyurethanes as an easily accessible starting material with known

{\overline{M}}_{n}

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

“…Commercially available oligomeric polyols are often used in the synthesis of segmented polyurethanes as an easily accessible starting material with known

{\overline{M}}_{n}

{\overline{M}}_{n}

values, which is convenient for probing the effect of SS

{\overline{M}}_{n}

on polymer properties; however, most commercially available oligomers are neutral and lack necessary functionality for incorporating charged species.…”

Section: Synthesis Of Ion‐containing Segmented Polyurethanesmentioning

confidence: 99%

Section: Effect Of Ion‐incorporation On Segmented Polyurethane Propermentioning

confidence: 99%

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Synthesis, Properties, and Applications of Ion‐Containing Polyurethane Segmented Copolymers

Nelson

Long

2014

Macro Chemistry & Physics

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Recent Developments in Phosphonium Chemistry

Berchel

Jaffrès

2019

Organophosphorus Chemistry

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Tailoring Charged Block Copolymer Architecture for Performance

White¹,

Liu²,

Drummey³

et al. 2022

Macromolecular Engineering

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Charged block copolymers (BCPs) find use in numerous applications spanning from gene delivery to electromechanical transducers. Recent advances in polymer synthesis have provided researchers with the necessary tools to study the properties of a wide variety of BCPs bearing cationic and anionic substituents. Controlling the architecture of these charged BCPs plays a key role in tailoring their performances in the desired application. Likewise, the polymer morphology significantly affects ion transport and thermomechanical properties of the charged BCP. This article aims to compare the structure–property relationships in charged BCPs across a variety of different polymer architectures including linear, branched, segmented, and multiply charged BCPs with a focus on tailoring properties for specific applications. Linear BCPs comprise of diblock, triblock, and multiblock copolymers. Diblocks frequently serve as micelles for drug delivery while triblocks, multiblocks, and segmented BCPs act as ion exchange membranes for transducers and fuel cells. The section on branched BCPs discusses polymer brushes, stars, micelles, and cross‐linked networks. The final section describes synthetic routes toward synthesizing multiply charged monomers and polymers while also emphasizing the challenges and benefits associated with these materials.

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Water-dispersible cationic polyurethanes containing pendant trialkylphosphoniums

Abstract: Water-dispersible, cationic polyurethanes containing pendant trialkylphosphoniums demonstrated desirable properties in broad applications from thermoplastic elastomers to nucleic acid delivery vectors.

Cited by 41 publications

References 41 publications

Synthesis, Properties, and Applications of Ion‐Containing Polyurethane Segmented Copolymers

Synthesis, Properties, and Applications of Ion‐Containing Polyurethane Segmented Copolymers

Recent Developments in Phosphonium Chemistry

Tailoring Charged Block Copolymer Architecture for Performance

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