Poly(alkylene biguanides) as Proton Conductors for High‐Temperature PEMFCs

Britz, J.; Meyer, Wolfgang; Wegner, Gerhard

doi:10.1002/adma.200902834

Cited by 22 publications

(15 citation statements)

References 31 publications

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“…The same properties that makes PHMB effective as biocide also makes it an interesting molecule to technological applications: It is as good a metal chelator as its parent molecule, biguanide [6]; the five conjugated amines can bind to neighboring molecules with multiple hydrogen bonds, which is attractive for supramolecular chemistry [7]; films of PHMB are transparent and very adherent to metal, plastics and glass; it is a proton conductor, potentially applicable to proton exchange membrane fuel cells [8]; finally, it is soluble in both water and alcohol, commonly used as solvents for paints and lacquers [9].…”

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Physical and Chemical Characterization of Poly(hexamethylene biguanide) Hydrochloride

2011

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Abstract:We present the characterization of commercially available Poly(hexamethylene biguanide) hydrochloride (PHMB), a polymer with biocidal activity and several interesting properties that make this material suitable as a building block for supramolecular chemistry and -smart‖ materials. We studied polymer structure in water solution by dynamic light scattering, surface tension and capacitance spectroscopy. It shows typical surfactant behavior due to amphiphilic structure and low molecular weight. Spectroscopic (UV/Vis, FT-NIR) and thermal characterization (differential scanning calorimetry, DSC, and thermogravimetric analysis, TGA) were performed to give additional insight into the material structure in solution and solid state. These results can be the foundation for more detailed investigations on usefulness of PHMB in new complex materials and devices.

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“…Technical literature provides some properties of commercial PHMB [1]; however, lacks details on how data was obtained. Even fundamental properties like molecular weight are not well supplied, which leads to misinterpretation [8].…”

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Physical and Chemical Characterization of Poly(hexamethylene biguanide) Hydrochloride

2011

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“…The spectrum of the pure SF sponges showed strong absorption bands at approximately 1640 cm −1 , 1520 cm −1 , and 1230 cm −1 , indicating the presence of a β-sheet conformation in the porous SF sponges (Figure 4b). The spectrum of the PHMB (Figure 4a) showed an absorption band at 2170 cm −1 , which was attributed to C=N stretching vibrations [32]. As the loading content of PHMB increased in the porous PHMB/SF sponges, the characteristic absorption of SF did not change obviously.…”

Section: Ftir Spectramentioning

confidence: 97%

Porous Poly(Hexamethylene Biguanide) Hydrochloride Loaded Silk Fibroin Sponges with Antibacterial Function

et al. 2020

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In order to endue silk fibroin (SF) sponges with antibacterial function, positively charged poly(hexamethylene biguanide) hydrochloride (PHMB) was incorporated in SF through electrostatic interaction and by freeze-drying technique. The influence of PHMB on the structure and antibacterial activities of SF sponges was investigated. The zeta potential of SF was increased significantly when PHMB was incorporated in SF. The pores with size from 80 to 300 µm and the microscale holes in the pore walls within PHMB-loaded SF sponges provided the channels of PHMB release. The PHMB loaded in the porous sponges showed continuous and slow release for up to 20 days. Effective growth inhibition of both Escherichia coli and Staphylococcus aureus was achieved when the mass ratio of PHMB/SF was higher than 2/100. These results suggest that the porous PHMB/SF sponges have the potential to be used as a novel wound dressing for open skin wounds.

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“…Aliphatic amines also react with sodium dicyanamide, but the conditions are generally harsher, requiring higher temperatures and longer reaction times. For example, Britz et al synthesized various polyalkylene-biguanides by the reaction of equimolar amounts of diamine dihydrochlorides and sodium dicyanamide in refluxing butanol with modest yields (36-54%) [54]. The resulting compounds were tested as proton-conducting materials (Scheme 23A metformin analogs with anticancer activity against pancreatic carcinoma and triple-negative breast cancer (Scheme 23B) [55].…”

Section: Addition Of Amines To Dicyanamide (Pathway B)mentioning

confidence: 99%

Synthetic accesses to biguanide compounds

Grytsai

Ronco

Benhida

2021

Beilstein J. Org. Chem.

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Biguanide is a unique chemical function, which has attracted much attention a century ago and is showing resurgent interest in recent years after a long period of dormancy. This class of compounds has found broad applications such as reaction catalysts, organic strong bases, ligands for metal complexation, or versatile starting materials in organic synthesis for the preparation of nitrogen-containing heterocycles. Moreover, biguanides demonstrate a wide range of biological activities and some representatives are worldwide known such as metformin, the first-line treatment against type II diabetes, or chlorhexidine, the gold standard disinfectant and antiseptic. Although scarcely represented, the number of “success stories” with biguanide-containing compounds highlights their value and their unexploited potential as future drugs in various therapeutic fields or as efficient metal ligands. This review provides an extensive and critical overview of the synthetic accesses to biguanide compounds, as well as their comparative advantages and limitations. It also underlines the need of developing new synthetic methodologies to reach a wider variety of biguanides and to overcome the underrepresentation of these compounds.

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Poly(alkylene biguanides) as Proton Conductors for High‐Temperature PEMFCs

Cited by 22 publications

References 31 publications

Physical and Chemical Characterization of Poly(hexamethylene biguanide) Hydrochloride

Physical and Chemical Characterization of Poly(hexamethylene biguanide) Hydrochloride

Porous Poly(Hexamethylene Biguanide) Hydrochloride Loaded Silk Fibroin Sponges with Antibacterial Function

Synthetic accesses to biguanide compounds

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