Bis-porphyrin copolymers covalently linked by pyridinium spacers obtained by electropolymerization from β-octaethylporphyrins and pyridyl-substituted porphyrins

Xia, Yun; Schaming, Delphine; Farha, Rana; Goldmann, Michel; Ruhlmann, Laurent

doi:10.1039/c1nj20790c

Cited by 24 publications

(19 citation statements)

References 39 publications

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“…They also showed that couplings between pyridinium units on the free base porphyrins occurred but did not occur through the zinc octaethylporphyrins. 22 Walter and Wamser reported an oxidatively electropolymerized tetraaminophenylporphyrin (Fig. 6).…”

Section: Types Of Porphyrin Polymers and Preparative Methodsmentioning

confidence: 98%

Porphyrin polymers and organic frameworks

Day

Wamser

Walter

2015

Polymer International

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The versatility of porphyrins as optoelectronic or catalytic units makes them attractive elements for inclusion in functional materials. Polymers that include porphyrins have been created with a wide variety of structures and used in a wide range of applications. This review covers recent developments in the synthesis, characterization and applications of polymeric materials in which porphyrins are key components of the repeat units, including the rapidly growing area of metal-organic frameworks and related covalent organic frameworks. © 2015 Society of Chemical Industry Keywords: review; porphyrin; metal-organic framework; covalent organic framework PORPHYRINS AS FUNCTIONAL BUILDING BLOCKSThe porphyrin ring and its many structural relatives are common functional units in both natural and synthetic systems (Fig. 1). Porphyrins have a variety of properties that allow them to be useful in applications, especially their broad-ranging optoelectronic and catalytic capabilities. Furthermore, these properties are readily modulated by incorporation of various metals inside the ring or by substituent effects at various locations around the ring. In many cases, nature provides guidance for specific structure-function correlations and applications -the so-called biomimetic approaches. In nature, porphyrin (heme) units are typically embedded in a biological matrix that controls the environment of and access to the porphyrin. In synthetic systems, porphyrins in polymeric matrices have been developed in similar fashion to help control the specific application.In this review, we briefly cite previous reviews and summarize recent results regarding the synthesis, structure, properties and applications of polymeric porphyrins. We only include polymers that contain multiple porphyrin units as an integral part of the polymer, as opposed to polymeric matrices that are simply used to encapsulate individual porphyrin units. We also cover the rapidly growing field of metal-organic frameworks (MOFs) and covalent organic frameworks (COFs), where they specifically include porphyrins as a key component of the framework. Structures related to porphyrins (phthalocyanines, corroles, chlorins, etc.) and porphyrin dimers are not covered, but some porphyrin oligomers are discussed; reviews on many of these are available in the comprehensive series Handbook of Porphyrin Science.

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Section: Types Of Porphyrin Polymers and Preparative Methodsmentioning

confidence: 98%

Porphyrin polymers and organic frameworks

Day

Wamser

Walter

2015

Polymer International

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“…Thus, Ruhlmann and coworkers used dipyridyldiphenylporphyrins in the presence of (OEP)Zn and obtained copolymers having two different kinds of perfectly alternating macrocycles (see Figure 28A). 142 This method of electropolymerization appears to be the simplest allowing the formation of bis-porphyrin copolymers.…”

Section: Formation Of Bis-porphyrin Copolymersmentioning

confidence: 99%

“…In order to permit better control of the geometry of the polymers, (OEP)Zn macrocycles substituted by two protecting groups such as chlorides (see Figure 27B) 130,142 or pyridiniums 136 were used. In these cases, linear wires of polymers were obtained.…”

Section: Formation Of Linear Polymeric Chainsmentioning

confidence: 99%

Electrosynthesis Processes Based on Oxidative Couplings of Porphyrins for the Formation of Supramolecular Assemblies

Schaming¹

2014

Handbook of Porphyrin Science (Volume 32)

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“…One should note that an advantageous feature of these copolymers is that the spacer present between macrocycles is shorter than previously in polymerization used bipyridinium or py-Tz-py units, since here only pyridinium groups serve for linking of two macrocycles [69].…”

Section: Zinc(ii) Porphyrins With Electrochemical Propertiesmentioning

confidence: 99%

Porphyrins functionalized by quaternary pyridinium units

Girek

Śliwa

2013

J. Porphyrins Phthalocyanines

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In this review, free-base and metalloporphyrins, functionalized on meso-positions by quaternary pyridinium units, also referred to as cationic porphyrins, are presented. The article consists of five parts. In the first part free-base porphyrins are described, especially taking account on generation of singlet oxygen; next parts concern metalloporphyrins. The second and third parts deal with zinc and manganese porphyrins, respectively; in the fourth part copper, palladium, and platinum porphyrins are presented. In the fifth part, describing porphyrins with various metal ions an attention is paid to porphyrin metal-organic frameworks (MOFs) and metal-organic materials (MOMs) in which metalloporphyrins are immobilized; syntheses and characterization of obtained products are shown.

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Bis-porphyrin copolymers covalently linked by pyridinium spacers obtained by electropolymerization from β-octaethylporphyrins and pyridyl-substituted porphyrins

Cited by 24 publications

References 39 publications

Porphyrin polymers and organic frameworks

Porphyrin polymers and organic frameworks

Electrosynthesis Processes Based on Oxidative Couplings of Porphyrins for the Formation of Supramolecular Assemblies

Porphyrins functionalized by quaternary pyridinium units

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