Fe(<scp>iii</scp>)-catalyzed grafting copolymerization of lignin with styrene and methyl methacrylate through AGET ATRP using triphenyl phosphine as a ligand

Li, Haifeng; Pang, Zeng-bo; Gao, Ping; Wang, Lailai

doi:10.1039/c5ra09237j

Cited by 26 publications

(10 citation statements)

References 42 publications

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“…In the meantime, because of the relative high mass weight of Br atom, ash content of feather‐Br was lower than that of the original feather, which has a higher nitrogen content. These phenomena were also discovered and reported in the studies on the modification of other biomasses with BIBB …”

Section: Resultssupporting

confidence: 55%

“…Covalent linkage between nature substrate and vinyl polymer can be formed through ATRP under both homogenous and heterogenous condition. There are successful examples, including cellulose, lignin, chitin, and starch . However, a critical drawback of ATRP is the requirement for a considerable amount of transition metal catalyst, which is copper in normal case.…”

Section: Introductionmentioning

confidence: 99%

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Graft modification of methyl acrylate onto chicken feather via surface initiated Cu(0)‐mediated reversible‐deactivation radical polymerization

Chen

Hori

Kajiyama

et al. 2019

J of Applied Polymer Sci

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In this study, chicken feather was functionalized with 2‐Bromoisobutyryl bromide (BIBB) where methyl acrylate (MA) was grafted through Cu(0)‐mediated reversible‐deactivation radical polymerization (RDRP) catalyzed by copper wire. Feather‐g‐PMAs with three different target degrees of polymerization (Dp) were prepared fast. Besides, molecular mass of PMA was closely associated with the theoretical value; PMA also exhibited relatively low polydispersity (~1.17). The catalyst was removed through simple washing, and thus a colorless product was yielded. However, Cu(0)‐mediated RDRP in the presence of the unmodified chicken feather caused the loss of control. Feather‐g‐PMA with a short graft chain exhibited a uniform interface coated on the feather fiber. Because the grafted PMA and the feather substrate had a strong interaction, and the graft ratio was less, there was only one stage of decomposition, and no glass transition temperature was detected. We detected a rough surface on feather‐g‐PMA with a longer graft chain and observed the glass transition of PMA and obviously two stages of decomposition. After densely graft, the hydrophilicity of chicken feather decreased. These feather‐g‐PMAs exhibited better compatibility in organic solvents (e.g., acetone and toluene). © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 48246.

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Section: Resultssupporting

confidence: 55%

Section: Introductionmentioning

confidence: 99%

Graft modification of methyl acrylate onto chicken feather via surface initiated Cu(0)‐mediated reversible‐deactivation radical polymerization

Chen

Hori

Kajiyama

et al. 2019

J of Applied Polymer Sci

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“…Lignin esters of maleic acid or trans-2-butenoic acid (crotonate) derivatives have also been used for improving the reactivity of lignin towards cross-linking and grafting reactions in thermal processes (Hu et al 2014;Luo et al 2018). The esterification and activation with 2-bromoisobutyryl bromide is also used to increase reactivity of lignin and selectivity for the atom transfer radical polymerization (ATRP) (Li et al 2015).…”

Section: Introductionmentioning

confidence: 99%

Lignin nanoparticles modified with tall oil fatty acid for cellulose functionalization

et al. 2019

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In this study, tall oil fatty acid ester of softwood kraft lignin (TOFA-L) was used to prepare TOFA lignin nanoparticles (TLNP) in water. The average diameters for two prepared TLNPs in 0.1 mg/ ml concentration were 140 nm and 160 nm. TLNPs were attached covalently onto modified and unmodified cellulose fibres to form an antimicrobial composite material. The modified cellulose fibres contained reactive allylic double bonds with a degree of substitution of 0.05. The antimicrobial properties of both TLNPs and TLNP coated fibres (TLNP-C) were studied against Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa using silver nanospheres (average size 10 nm) and Lignoboost lignin particles with 300 and 400 nm sizes as references. Antimicrobial activity of the samples was stronger against Gram-positive S. aureus cells than against Gram-negative target microbes E. coli and P. aeruginosa.

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“…In this study, the redox reaction systems are based on an electron transfer from an electron donor (reducing agent) to an electron acceptor (oxidant agent). A number of investigations have been conducted on the incorporation of KL by polymerization of different monomers and initiators, in order to produce new products by free‐radical polymerization . Some authors reported that the lignin accelerates the polymerization rate due to the existence of phenolic groups and other authors reported that the lignin inhibits the polymerization of vinyl monomers due the macromolecular structure of lignin .…”

Section: Introductionmentioning

confidence: 99%

“…A number of investigations have been conducted on the incorporation of KL by polymerization of different monomers and initiators, in order to produce new products by free-radical polymerization. [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]22] Some authors reported that the lignin accelerates the polymerization rate [12][13][14] due to the existence of phenolic groups and other authors reported that the lignin inhibits the polymerization of vinyl monomers due the macromolecular structure of lignin. [6,[15][16][17] According to Jacob et al [16] the selection of initiator and catalyst systems for graft copolymerization reactions is critical, especially in aqueous medium.…”

Section: Introductionmentioning

confidence: 99%

Emulsion Copolymerization of Styrene With n‐Butyl Acrylate and Methacrylic Acid: Effect of Kraft Lignin Concentration and Peroxide Treatment on the Colloidal Properties

Messmer

Nahra

Oliveira

2019

Macromolecular Symposia

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The focus of this work is to understand the effect of Kraft lignin (KL) treatment with tert‐butyl hydroperoxide (TBHP) and sodium formaldehyde sulfoxylate (SFS) on the properties of the latexes produced by emulsion copolymerization of styrene (Sty) with n‐butyl acrylate (BuA) and methacrylic acid (MAA), with initiator introduced in a shot process. The study intends to understand the effect of KL concentration after peroxide treatment on the properties not only of the latexes, but also on the copolymers themselves. Latexes were characterized in relation to global conversion, average particle size, zeta potential, coagulum concentration, surface tension and latex stability. The polymers were evaluated through molar mass and molar mass distributions, thermogravimetric analysis, and differential scanning calorimetry. The solubility of the KL in water and water/glycol were presented as a function of pH and KL concentration. Stable latexes were produced via emulsion copolymerization with different amounts of KL. The redox initiator system employed in the KL treatment was not efficient to obtain higher conversions. The increase of the KL concentration caused reduction of overall conversion, particle diameter, stability, molar mass and zeta potential. Among the concentrations tested, the greatest concentration of KL, 6.8 wt% relative to the mass of monomer, exhibited the greatest effect on the properties of the latexes and polymers.

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Fe(iii)-catalyzed grafting copolymerization of lignin with styrene and methyl methacrylate through AGET ATRP using triphenyl phosphine as a ligand

Abstract: A novel, effective and environment friendly Fe(iii)-catalyzed AGET ATRP has been presented to carry out the grafting copolymerization of lignin with styrene and methyl methacrylate for the first time.

Cited by 26 publications

References 42 publications

Graft modification of methyl acrylate onto chicken feather via surface initiated Cu(0)‐mediated reversible‐deactivation radical polymerization

Graft modification of methyl acrylate onto chicken feather via surface initiated Cu(0)‐mediated reversible‐deactivation radical polymerization

Lignin nanoparticles modified with tall oil fatty acid for cellulose functionalization

Emulsion Copolymerization of Styrene With n‐Butyl Acrylate and Methacrylic Acid: Effect of Kraft Lignin Concentration and Peroxide Treatment on the Colloidal Properties

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