Enzymatic synthesis of phenol polymer and its functionalization

Zhang, Lei; Zhao, Wei; Chen, Hengzhen; Cui, Yuanchen

doi:10.1016/j.molcatb.2012.10.015

Cited by 14 publications

(6 citation statements)

References 33 publications

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“…More recently these authors reported that sodium dodecyl sulfate (SDS) was more effective compared with SDBS. 33 In fact, when polymerization was performed in phosphate buffer (pH ¼ 7.0) the nal conversion was less than 6%, while the addition of 0.15 g of SDS enhance it to higher than 90% which was higher than the observed in the previous study with the same amount of SDBS (less than 50%). The polymeric structure obtained is partly soluble in solvents as acetone, THF or DMF, being the polymer composed of a mixture of phenylene and oxyphenylene units in both cases.…”

Section: Enzymatic Polymerizationmentioning

confidence: 63%

“…Even more important the chromatographic separation and hydrolysis showed the achievement of a signicant enantiomeric excess (ee 65%) being this the rst example where stereocontrol was observed in enzymatic coupling reactions of phenylpropenoidic phenols. 77b Later on cross-coupling reactions of equimolecular mixtures of ferulic and sinapic acids amides, with a R-methyl benzyl amine group as chiral auxiliary, gave diastereomeric excess of the new dihydrobenzofuran bis(R-methylbenzylamide) (33). However, b-5 benzofuran 34 from dimerization of ferulic methyl benzyl amide and b-b-aryltetralin 35 from the dimerization of sinapic methyl benzyl amide were also detectable products (Fig.…”

Section: Enzymatic Couplingmentioning

confidence: 99%

“…However, particularly interest has been given to phenol which is the most important phenolic compound in industrial elds. 33 Moreover, the enzymatic polymerization of phenol derivatives with peroxidases is known to be chemoselective when more than two reactive groups are present in the phenol derivative. 34 More than twenty ve years ago, Dordick and co-workers reported the HRP catalysed polymerization of phenols in non-aqueous media.…”

Section: Enzymatic Polymerizationmentioning

confidence: 99%

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Horseradish peroxidase (HRP) as a tool in green chemistry

2014

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Section: Enzymatic Polymerizationmentioning

confidence: 63%

Section: Enzymatic Couplingmentioning

confidence: 99%

Section: Enzymatic Polymerizationmentioning

confidence: 99%

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Horseradish peroxidase (HRP) as a tool in green chemistry

2014

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“…Recently, the efficient enzymatic polymerization of phenol in aqueous solution was developed in the presence of templates, such as poly (ethylene oxide) (PEG) [34,35], cyclodextrin derivates [36,37], or surfactant [38,39]. The polymerization is fast and moderate without toxic formaldehyde.…”

Section: Introductionmentioning

confidence: 99%

Core–Shell Structured Phenolic Polymer@TiO2 Nanosphere with Enhanced Visible-Light Photocatalytic Efficiency

Zhang

et al. 2020

Nanomaterials

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Core–shell structured TiO2 is a promising solution to promote the photocatalytic effectiveness in visible light. Compared to metal or semiconductor materials, polymers are rarely used as the core materials for fabricating core–shell TiO2 materials. A novel core–shell structured polymer@TiO2 was developed by using phenolic polymer (PP) colloid nanoparticles as the core material. The PP nanoparticles were synthesized by an enzyme-catalyzed polymerization in water. A subsequent sol–gel and hydrothermal reaction was utilized to cover the TiO2 shell on the surfaces of PP particles. The thickness of the TiO2 shell was controlled by the amount of TiO2 precursor. The covalent connection between PP and TiO2 was established after the hydrothermal reaction. The core–shell structure allowed the absorption spectra of PP@TiO2 to extend to the visible-light region. Under visible-light irradiation, the core–shell nanosphere displayed enhanced photocatalytic efficiency for rhodamine B degradation and good recycle stability. The interfacial C–O–Ti bonds and the π-conjugated structures in the PP@TiO2 nanosphere played a key role in the quick transfer of the excited electrons between PP and TiO2, which greatly improved the photocatalytic efficiency in visible light.

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“…However, from the standpoint of environment benign process for preparing phenolic polymers, the use of organic solvents is not preferred. Aqueous micellar system has been developed in our group for the enzymatic polymerizations of phenol, 4‐methylphenol, and 4‐methoxyphenol. Nevertheless, it is very tedious to remove the surfactant from the desired phenol polymers.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of oligo(4‐methoxyphenol) in water and evaluation of its efficiency in stabilization of polypropylene

Jiang

Chai

et al. 2018

Polymers for Advanced Techs

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A hindered polyphenol, oligo(4-methoxyphenol), has been first successfully synthesized via a mild biocatalytic pathway using horseradish peroxidase as catalyst in water without any additive.Then the efficiency of oligo(4-methoxyphenol) in stabilization of polypropylene (PP) was evaluated in terms of thermal analysis and accelerated aging test. It was observed that the apparent activation energy for thermal decomposition of PP/oligo(4-methoxyphenol) calculated by Friedman's method is higher than that of virgin PP. Oligo(4-methoxyphenol)-stabilized PP maintains its tensile strength even after aging at 120°C for 800 hours. Oxidation induction time and onset oxidation temperature of PP/oligo(4-methoxyphenol) are higher than both virgin PP and PP/4-methoxyphenol, as well as PP stabilized with commercially available 6-di-tert-buty-4-methylphenol or 1076. These results indicate that oligo(4-methoxyphenol) can effectively improve the thermo-oxidative resistance of PP. Noting that oligo(4-methoxyphenol) is synthesized via enzymatic polymerization in water under mild condition with a facile procedure, oligo(4-methoxyphenol) is thus proposed as a new efficiency and readily available antioxidant for PP.

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Enzymatic synthesis of phenol polymer and its functionalization

Cited by 14 publications

References 33 publications

Horseradish peroxidase (HRP) as a tool in green chemistry

Horseradish peroxidase (HRP) as a tool in green chemistry

Core–Shell Structured Phenolic Polymer@TiO2 Nanosphere with Enhanced Visible-Light Photocatalytic Efficiency

Facile synthesis of oligo(4‐methoxyphenol) in water and evaluation of its efficiency in stabilization of polypropylene

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