A new crosslinkable polyphenol from a renewable resource

Ikeda, Rinsei; Tanaka, Hozumi; Uyama, Hiroshi; Kobayashi, Shiro

doi:10.1002/(sici)1521-3927(20000501)21:8<496::aid-marc496>3.0.co;2-g

Cited by 98 publications

(61 citation statements)

References 6 publications

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“…[23] Cardanol, a phenol derivative mainly having a C15 unsaturated hydrocarbon chain with 1-3 double bonds at m-position, was polymerized by Fe-salen, yielding the polyphenol containing unsaturated alkyl groups in the side chain. [24] The resulting polymer was cured by cobalt naphthenate catalyst or thermal treatment, yielding the crosslinked polymeric film with high gloss surface.…”

Section: Synthesis Of Urushiol Analoguesmentioning

confidence: 99%

Crosslinkable Polyphenols from Urushiol Analogues

Tsujimoto

Ikeda

Uyama

et al. 2001

Macromol. Chem. Phys.

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Synthesis and curing behaviors of polyphenol from urushiol analogues have been examined. The analogues were synthesized by lipase‐catalyzed esterification of 4‐hydroxyphenethyl alcohol with unsaturated fatty acids, in which the primary hydroxy group was regioselectively acylated to give the phenol derivatives having the unsaturated group in the para position. The oxidative polymerization of the analogues was performed using iron‐salen or peroxidase as catalyst. Under appropriate reaction conditions, an oily soluble polymer was obtained in high yields. NMR analysis of the product polymer showed that only the phenolic moiety was polymerized and the unsaturated group was not involved in reaction during the polymerization. The polymer was subjected to the hardening by cobalt naphthenate catalyst or thermal treatment, yielding crosslinked film (artificial urushi) with high gloss surface.

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Section: Synthesis Of Urushiol Analoguesmentioning

confidence: 99%

Crosslinkable Polyphenols from Urushiol Analogues

Tsujimoto

Ikeda

Uyama

et al. 2001

Macromol. Chem. Phys.

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“…The polyphenol was readily cured to produce films (also artificial urushi) showing excellent dynamic viscoelasticity. [218] …”

Section: Phenolic Polymersmentioning

confidence: 99%

Biomacromolecules and Bio‐Related Macromolecules

Kobayashi

Uyama

2003

Macro Chemistry & Physics

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The present article briefly reviews research developments in the area of biomacromolecules and bio‐related macromolecules, whose research papers have been published for several decades preferably in the Macromolecular Journals. The area covers the important classes of macromolecules, polysaccharides (cellulose, amylose, chitin, etc.), polyesters (poly(lactic acid), poly(hydroxyalkanoate)s, etc.), and phenolic polymers (lignin, urushi, etc.). These polymers and their derivatives are very important for scientific interests as well as for industrial applications. Their synthesis, structure, reactions, and properties are mainly mentioned, and important topics of the target polymers are selected and mostly chronologically reviewed.

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“…We have examined the synthesis and curing of polymer 10 obtained by oxidative polymerization of 9 with peroxidase or its model complex as catalyst (Scheme 5). [11,12] This curing reaction is regarded as a new formaldehyde-free coating system for 9. Scheme 5.…”

Section: Preparation Of Cross-linked Polymeric Film From Cardanolmentioning

confidence: 99%

Artificial Urushi

2001

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A new concept for the design and laccase-catalyzed preparation of "artificial urushi" from new urushiol analogues is described. The curing proceeded under mild reaction conditions to produce the very hard cross-linked film (artificial urushi) with a high gloss surface. A new cross-linkable polyphenol was synthesized by oxidative polymerization of cardanol, a phenol derivative from cashew-nut-shell liquid, by enzyme-related catalysts. The polyphenol was readily cured to produce the film (also artificial urushi) showing excellent dynamic viscoelasticity.

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A new crosslinkable polyphenol from a renewable resource

Cited by 98 publications

References 6 publications

Crosslinkable Polyphenols from Urushiol Analogues

Crosslinkable Polyphenols from Urushiol Analogues

Biomacromolecules and Bio‐Related Macromolecules

Artificial Urushi

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