Ozonization of Lignin Model Compounds

Hatakeyama, Hyōe; Tonooka, Toyoho; Nakano, Junzo; Migita, Nobuhiko

doi:10.1246/nikkashi1898.70.12_2348

Cited by 9 publications

(8 citation statements)

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“…Ozone oxidation has been used extensively in the paper and pulping industry as a bleaching agent and in the pretreatment of the paper wastewater. − Ozone reportedly attacks lignin model compounds at the C3–C4 position of aromatic ring forming muconic acid derivatives. − Different types of lignin model compounds have different reactivity toward ozone, and α-carbonyl type compounds are more stable than benzyl alcohol type compounds. , On this basis, we postulated that the treatment of lignin particles with ozone in an aqueous solution would result in activated aromatic rings at the surface of lignin particles that would be selectively cleaved to produce carboxyl groups, while aromatic rings within lignin particles would be less subject to attack from ozone within the limited treatment time. The resulting newly formed carboxyl groups would then improve the solubility of the lignin and offer a site for esterification.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Highly Reactive Lignin by Ozone Oxidation: Application as Surfactants with Antioxidant and Anti-UV Properties

Chen

Zhang

Wang

et al. 2019

ACS Sustainable Chem. Eng.

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Enhancement of lignin reactivity plays a critical role in the chemical modification of lignin. In the current study, a simple, green, and effective method, of ozone oxidation, was developed to improve the reactivity of enzymatic lignin through the formation of carboxyl groups. The resultant ozonate of enzymatic lignin (OzEL) indicated a higher reactivity of esterification. The ozonated enzymatic lignin grafted to polyethylene glycol (OzEL-PEGs) afforded satisfactory water solubility, good surface activity, and good emulsifying properties. The remaining phenolic hydroxyl groups in OzEL-PEGs also maintain excellent antioxidant and UV absorbing properties. This ozone oxidation process provides an effective and green method for the preparation of highly reactive lignin, which can be applied in the manufacture of a multifunctional lignin polymer.

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Section: Introductionmentioning

confidence: 99%

Preparation of Highly Reactive Lignin by Ozone Oxidation: Application as Surfactants with Antioxidant and Anti-UV Properties

Chen

Zhang

Wang

et al. 2019

ACS Sustainable Chem. Eng.

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“…These quinoids again decompose to aliphatic products with carbonyl and carboxyl groups due to opening of an aromatic ring. 109 Ozone can also attack molecular sites with an electron deficit (such as -COO -) and, more frequently, at sites with carbon carrying electronwithdrawing groups (such as -NH 3 + , -NO 2 , -CN, -SO 3 H, etc).…”

Section: A Final Ozonide (Iv) Can Be Produced By Another 13-cycloaddmentioning

confidence: 99%

“…attack on phenol via electrophilic substitution 109. To increase the concentration of hydroxyl radicals, ozone is activated with UV, H 2 O 2 , and various catalysts such as activated carbon, alumina, Ferral, platinised TiO 2 .…”

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confidence: 99%

Decolorisation of effluent with ozone and re-use of spent dyebath

Hassan

Hawkyard

2007

Environmental Aspects of Textile Dyeing

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“…The degree of destruction depends on the medium in which the ozonization is carried out and on the type of lignin used. Moreover, ozone can also react with double bonds in the side-chain of phenyl-propane units, which are more reactive than the aromatic rings (Hatakeyama, 1967). Lignin is reported to have one double bond per 40-60 C, monomeric units (Tiscenko, 1959).…”

Section: Figure 4 Ir Spectra Of the Original And Ozonized Ligninmentioning

confidence: 99%

Synthesis of Polymer Structures From Lignocellulose Feedstocks

Tock

Chen

Richardson

1987

Chemical Engineering Communications

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Two types of polymer structures were synthesized from feedstocks derived from mesquite wood. One appears to be a random copolymer with styrene which was polymerized by free radical mechanisms in a water suspension. As much as 10% by weight of the mesquite feedstock was added to the copolymer structure. This addition raised the Tg of the copolymer by 10°C over that of the polystyrene homopolymer.The second polymer structure was a modified adhesive resin. In this case, the mesquite wood feedstock was reacted with paraformaldehyde by condensation to a B stage. Particle boards containing 55 parts of ground mesquite to 45 parts of adhesive resin were compression molded for test purposes.As had been demonstrated by earlier investigators, the use of paraformaldehyde was required to bridge the substituted aromatic structures derived from the mesquite lignin.It was concluded that substantial fractions of lignin recovered from biomass could be utilized in the synthesis of high molecular weight polymers. The major difficulties include product uniformity and the removal of substantial quantities of water in order to concentrate the reactants.

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Ozonization of Lignin Model Compounds

Cited by 9 publications

References 0 publications

Preparation of Highly Reactive Lignin by Ozone Oxidation: Application as Surfactants with Antioxidant and Anti-UV Properties

Preparation of Highly Reactive Lignin by Ozone Oxidation: Application as Surfactants with Antioxidant and Anti-UV Properties

Decolorisation of effluent with ozone and re-use of spent dyebath

Synthesis of Polymer Structures From Lignocellulose Feedstocks

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