Green and facile synthesis of aminated lignin-silver complex and its antibacterial activity

Chen, Jiansong; An, Liangliang; Bae, Jin Ho; Heo, Jeongwon; Han, Song; Kim, Yong Sik

doi:10.1016/j.indcrop.2021.114102

Cited by 44 publications

(19 citation statements)

References 56 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The band located at ∼3404 cm −1 for KL was assigned to the hydroxyl groups in the aliphatic and phenolic structures of lignin, while the relatively broader band in the 3500−3300 cm −1 range of AL was attributed to N−H stretching vibrations of the primary and secondary amines grafted by the amination reaction. 39 The peaks at 2928 and 2840 cm −1 originated from the C−H asymmetrical and symmetrical stretching vibrations of the methyl and methylene groups, respectively, 40 and their peak intensities increased significantly after modification. This suggests the successful introduction of the molecular chains containing numerous methyl and methylene groups during the amination reaction.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Chung

Hwang

Kim

et al. 2023

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

Although the typical antioxidant, N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD), ensures high durability and long lifespan for rubber compounds, it generates a highly toxic quinone in water, causing serious environmental pollution. Herein, as an alternative material of 6PPD, we newly introduce ecofriendly amine-functionalized lignin (AL) to be incorporated in rubber, which can provide excellent combinatorial antiaging properties of thermal stability and ozone/fatigue resistances through radical scavenging effect. The heterolytic ring-opening reaction of AL and sulfur can accelerate curing and improve the cross-link density by 28% (v, 4.107 × 10 −4 mol/cm 3 ), consequently reducing the ozone vulnerable areas of the matrix and further improving the aging resistance. Notably, AL allows its rubber compound to exhibit superior anti-ozone performance after ozone aging, with the arithmetic surface roughness (Sa) of 2.077 μm, which should be compared to that of 6PPD (4.737 μm). The developed chemically modified lignin and the methodology have enormous potential as a promising additive for future eco-friendly rubber compounds. The eco-friendly lignin-based antioxidant manufactured by amination reaction has the potential to reduce environmental pollution for the future rubber industry.

show abstract

Section: ■ Results and Discussionmentioning

confidence: 99%

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Chung

Hwang

Kim

et al. 2023

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

show abstract

“…2a). The band located at ~ 3404 cm − 1 for KL was assigned to the hydroxyl groups in the aliphatic and phenolic structures of lignin while the relatively broader band in the 3500-3300 cm − 1 range of AL was attributed to N-H stretching vibrations of the primary and secondary amines grafted by the amination reaction [32]. The peaks at 2928 and 2840 cm − 1 were originated from the C-H asymmetrical and symmetrical stretching vibrations of the methyl and methylene groups, respectively [33], and their peak intensities increased signi cantly after modi cation.…”

Section: Resultsmentioning

confidence: 99%

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Chung

Hwang

Kim

et al. 2022

Preprint

View full text Add to dashboard Cite

Although the typical antioxidant, N-(1,3-dimethylbutyl)-N’-phenyl-p-phenylenediamine (6PPD), ensures high durability and long lifespan for rubber compounds, it generates a highly toxic quinone in water, causing a serious environmental pollution. Herein, as an alternative material of 6PPD, we newly introduce eco-friendly amine-functionalized lignin (AL) to be incorporated in rubber, which can provide excellent combinatorial anti-aging properties of thermal stability and ozone/fatigue resistances through radical scavenging effect. The heterolytic ring-opening reaction of AL and sulfur can accelerate curing and improve crosslink density by 28% (v, 4.107 × 10−4 mol/cm3), consequently reducing ozone vulnerable areas of the matrix, and further improving aging resistance. Notably, AL allows its rubber compound to exhibit superior anti-ozone performance after ozone aging, with the arithmetic surface roughness (Sa) of 2.077 μm, which should be compared to that of 6PPD (4.737 μm). The developed chemically modified lignin and the methodology have enormous potential as a promising additive for the future eco-friendly rubber compounds.

show abstract

“…After the acetylation of the amine groups in PAL and SAL, a new peak appeared at 1645 cm -1 , which was assigned to the amide group (Fig. S1) (Chen et al 2021). In the TAL spectrum, a peak at 1645 cm -1 was not observed, suggesting that the tertiary amine groups did not yield amide groups because the tertiary amine group did not react easily with acetic anhydride.…”

Section: Characterization Of Alsmentioning

confidence: 99%

“…7) of the ALs show the difference before and after metal ion adsorptions. The broad peaks at approximately 3400 and 3170 cm -1 were attributed to hydroxyl (-OH) and amine (-NR2) groups, respectively (An et al 2020;Popovic et al 2020;Chen et al 2021). In addition, the peak at 1100 cm -1 was assigned to Si-O, C-N, and C-O-C bonding, while the peak at 1030 cm -1 was assigned to Si-O-Si and C-O bonding (Li et al 2019a;Heo et al 2022).…”

Section: Characterization Of the Interaction Between Als And Heavy Me...mentioning

confidence: 99%

Application of three types of aminated lignins for efficient removal of Cd(II) and Pb(II) ions in aqueous solution

Heo

Chen

et al. 2022

BioRes

Self Cite

View full text Add to dashboard Cite

Lignin is a renewable natural aromatic polymer that is generated as a co-product during lignocellulosic biorefinery processes, and it has been applied widely as a functional biomaterial. In this study, the adsorption behavior of Cd(II) and Pb(II) metal ions was investigated via ion chelation using aminated lignins (ALs) with primary, secondary, and tertiary amine groups. ALs exhibited optimal Cd(II) and Pb(II) adsorption capacities in solution under neutral conditions due to their chelating, electrostatic, and cationic–π interactions with metal ions. The AL with the primary amine group showed the highest adsorption capacities for both Cd(II) and Pb(II), reaching 83.2 and 159.7 mg·g-1, respectively, followed by the ALs with secondary and tertiary amine groups. The adsorption kinetics and isotherm analysis demonstrated that all adsorption behaviors followed the Langmuir isotherm and pseudo-second-order kinetics. Thermodynamic studies revealed that the adsorption processes of Cd(II) and Pb(II) using the ALs were spontaneous and endothermic. These results demonstrate that ALs are promising adsorbents for the removal of Cd(II) and Pb(II) metal ions.

show abstract

Green and facile synthesis of aminated lignin-silver complex and its antibacterial activity

Cited by 44 publications

References 56 publications

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds

Application of three types of aminated lignins for efficient removal of Cd(II) and Pb(II) ions in aqueous solution

Contact Info

Product

Resources

About