Quaternary Ammonium Salt Monomers Research Articles

Monomer in situ polymerization as topological sutures to achieve strong interfacial adhesion and long-term anti-mold of renewable adhesive

Integrated long-term anti-mold and high bonding capacity properties into renewable biomass adhesives hold significant importance for promoting the green and sustainable development of the wood industry, yet it remains an immense challenge. Drawing inspiration from the design of molecular suture materials, we successfully developed a series of innovative quaternary ammonium salt monomers (APM12) that polymerize in situ with glycidyl methacrylate (GMA) at the interface of bonded adherents. This process constructed molecular sutures on the molecular scale, forming a robust topological entanglement network between the adhesive and the wood substrate. Such a rational structure design allowed the modified soybean meal (SM) adhesive to present a boosted bonding strength and water resistance (2.08 and 1.05MPa). The stably riveting high-effect anti-germ platform imparted the protein adhesive with ultra-long mildew resistance of 150 days for liquid SM@GMA-APM12 adhesives, outperforming all the previously reported protein-based bio-adhesives. The implementation of the suture strategy through an in situ sutural interspersed crosslinking network provided a straightforward approach and offered a novel solution for creating renewable adhesives with multiple desirable properties. Moreover, this suture strategy can be applied to other interface strong adhesion and anti-bacterial materials comprised of polymer structure, such as hydrogel, organic coatings, and membrane, broadening its scope of applications.

A Comprehensive Narrative Review of Nanomaterial Applications in Restorative Dentistry: Demineralization Inhibition and Remineralization Applications (Part I).

Nanotechnology is extensively employed in various aspects of dentistry, including restorative dentistry, because of its substantial improvement and promising potential in the clinical efficacy of restorative materials and procedures. The main purpose of this review is to explore the different uses of nanomaterials in restorative dentistry. The review is divided into two parts: the current review (Part 1) focuses on the prevention of demineralization and promotion of remineralization, while the upcoming review (Part 2) will discuss the reinforcement of restorative materials and their therapeutic applications. Nanofillers are added to dental materials to boost their antibacterial, anticaries, and demineralization inhibitory capabilities. Additionally, they improve remineralization and enhance both mechanical properties and therapeutic features. The nanoparticles (NPs) used to increase antibacterial and remineralization inhibitions can be classified into two main groups: inorganic and organic NPs. Examples of inorganic NPs include silver, zinc oxide, titanium oxide, and gold. Examples of organic NPs include silica, quaternary ammonium salt monomers, and chitosan NPs. Furthermore, the nanofillers utilized to enhance the process of remineralization include various types such as metals, nano-hydroxyapatite, nano-amorphous calcium phosphate (ACP), dicalcium phosphate NPs, casein phosphopeptide-ACP (CPP-ACP), and calcium fluoride NPs. These uses underscore the potential applications of NPs in restorative dentistry, although there are still some limitations to address.

Grafting modification of thin-film composite membrane with quaternary ammonium polyelectrolyte for Mg2+/Li+ separation

The positively charged nanofiltration membrane (NF) has a strong repulsive effect on divalent magnesium ions, thus could be applied for the separation of Mg2+/Li+. Chemical grafting modification is an effective way to prepare positively charged membranes. However, it is difficult to achieve chemical modification on the surface of polyamide membrane as the chemical stability of polyamide. By introducing hydroxyl rich monomers (3-[n-tris(hydroxymethyl)methylamino]−2-hydroxypropanesulfonic, HMAH) as active sites in the interfacial polymerization process, the olefin monomers containing quaternary ammonium salt functional groups (acryloxyethyl trimethyl ammonium chloride, ATA) were reacted onto the surface of NF membrane through radical polymerization initiated by cerium ions to obtain positively charged NF membrane. The successful grafting reaction of quaternary ammonium salt monomer onto the surface of NF membrane was verified by Fourier-transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS) and scanning electron microscope (SEM). The membrane with dense and smooth surface layer showed C-N+ characteristic peak in XPS N1s spectra and high isoelectric point. Meanwhile, the as-prepared membrane achieved high MgCl2 rejection of 95.74% and low LiCl rejection of 18.1%, with pure water permeance of 9.43 L·m−2·h−1·bar−1. After 60 hours of mixture filtration experiment, the membrane exhibited good long-term stability, maintaining the ionic separation selectivity over 30, which indicated that the positively charged membrane prepared by grafting method has potential application in the separation of Mg2+/Li+.

The comparison of polymerization activity of typical cationic quaternary ammonium salt monomers

AbstractThe cationic water‐soluble polymers, which are widely used in many areas such as papermaking and separation process, are typically synthesized through polymerization of cationic monomers represented by quaternary ammonium salt. In this work, the polymerization reaction kinetics of three typical quaternary ammonium salt cationic monomers including acryloyl oxygen ethyl trimethyl ammonium chloride (DAC), methyl acryloyl oxygen ethyl trimethyl ammonium chloride (DMC), and methyl acrylamide propyl trimethyl ammonium chloride (MAPTAC) was examined by using the dilatometer method. The results showed that the polymerization rate of all three monomers increased with the increase of initiation temperature, monomer concentration, and initiator concentration. Under the same conditions, the polymerization activity of the three monomers followed the order: DAC > DMC > MAPTAC. The activation energies for the polymerization reaction under the specified conditions were EaDAC = 138.97 kJ/mol, EaDMC = 141.24 kJ/mol, and EaMAPTAC = 226.97 kJ/mol, respectively. The polymerization rate equations were RpDAC = k1[M]4.25[I]0.51, RpDMC = k2[M]3.77[I]0.50, and RpMAPTAC = k3[M]3.30[I]0.49. The polymerization activity of the monomers may be influenced by electronic effects and steric hindrance of the monomer structure. This work has provided a theoretical and experimental foundation for the actual work of structural design and preparation of cationic water‐soluble polymers.

Mussel-inspired hydrogels with UCST for temperature-controlled reversible adhesion

Achieving on-demand adhesion on different surfaces remains an adaunting challenge for polymer adhesives. Herein, we report a temperature-controlled adhesion strategy of hydrogels based on the reversible exposure and shielding of adhesive promoters regulated by microphase separation. The hydrogels are constructed by the physical crosslinking (hydrogen bonding and ion interaction) of a ternary random copolymer (PQAM) derived from the copolymerization of catechol containing quaternary ammonium salt monomer (QCA), acrylic acid (AA), and acrylamide (AAm). The physically crosslinked polymer networks can effectively toughen the hydrogels, resulting in tensile fracture strength, elongation, and energy up to 43.3 kPa, 1223%, and 9.5 kJ/m2, respectively. PQAM hydrogels exhibit upper critical solution temperature (UCST) behavior, and the transition temperature can be easily adjusted from 42.1 to 49.0 °C by changing the content of PQCA. PQAM hydrogels are non-transparent and non-adhesive at temperatures below UCST, while become transparent and highly adhesive at temperatures above UCST. By simply controlling the temperature, PQAM hydrogels can repeatedly attach to and detach from various substrates (including glass, plastics, ceramic, rock, wood, and metal) with an optimal adhesion strength up to 35.5 kPa. The strategy of hiding adhesive promoters may be interesting in the design of smart adhesives.

Research Progress on Typical Quaternary Ammonium Salt Polymers.

Quaternary ammonium salt polymers, a kind of polyelectrolyte with a quaternary ammonium group, are widely used in traditional and emerging industries due to their good water-solubility, adjustable cationicity and molecular weight, high efficiency and nontoxicity. In this paper, firstly, the properties and several synthesis methods of typical quaternary ammonium salt monomers were introduced. Secondly, the research progress on the synthesis of polymers was summarized from the perspective of obtaining products with high molecular weight, narrow molecular weight distribution and high monomer conversion, and special functional polymers. Thirdly, the relationships between the structures and properties of the polymer were analyzed from the perspectives of molecular weight, charge density, structural stability, and microstructural regulation of the polymer chain unit. Fourthly, typical examples of quaternary ammonium salt polymers in the application fields of water treatment, daily chemicals, petroleum exploitation, papermaking, and textile printing and dyeing were listed. Finally, constructive suggestions were put forward on developing quaternary ammonium salt polymers with high molecular weights, strengthening the research on the relationships between the structures and their properties and pinpointing relevant application fields.

Synthesis and properties of temperature-tolerance resistant hydrophobically associating polymer suspension agent using response surface method

Aiming at the problem that the oil well cement slurry is easy to settle and lose its stability under high temperature environment, and combining with the characteristics of traditional cement admixtures "thickening at low temperature and thinning at high temperature", we developed a kind of high-temperature resistant cement suspension agent. A quadripolymer suspension agent P-AN18 was synthesized by free radical polymerization using 2-Acrylamido-2-methylpropane sulfonic acid (AMPS), acrylamide (AM), quaternary ammonium salt monomer N-N octadecyl dimethyl allyl ammonium chloride (DMAAC-18), and high-temperature resistant monomer N-Vinyl-2-Pyrrolidinone (NVP). The synthesis conditions were optimized using the response surface method (RSM) innovatively, the response surface graph (3D) showed the influence of independent variables on the rheological properties and density difference of cement slurry influence. The hydrophobic association structure and high-temperature resistance mechanism of P-AN18 were analyzed by infrared spectroscopy, nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), nanoparticle size analyzer, fluorescence probe test and scanning electron microscope (SEM) in a freezing environment. The effect of P-AN18 on maintaining the stability of cement slurry system at high temperature was evaluated. The results showed that the polymer suspension P-AN18 has good temperature resistance and compatibility with cement slurry. At 200 ℃, P-AN18 can keep the cement slurry system stable, and the density difference between the upper and lower part of the solidified cement column is less than 0.01 g/cm 3 . P-AN18 provides a new method for controlling the settlement stability of high-temperature cement slurry, which is expected to be used to improve the safety and cementing quality of deep well cementing. • Predicting density contrast using RSM model. • Characterizing Polymer suspensions from macro and micro perspectives. • Effective prevention of thermal thinning and particle settling of cement slurry.

Preparation of a highly crosslinked biosafe dental nanocomposite resin with a tetrafunctional methacrylate quaternary ammonium salt monomer

The design of antimicrobial dental nanocomposite resin to prevent secondary dental caries and minimize biosafety problems is an important endeavor with both fundamental and practical implications. In the present work, a novel tetrafunctional methacrylate-based polymerizable quaternary ammonium monomer (TMQA) was synthesized with the aim of using it as an immobilized antibacterial agent in methacrylate dental composites, and its structure was characterized. The antibacterial action of TMQA and polymerized resin specimens against suspected cariogenic bacteria Streptococcus mutans were evaluated. Furthermore, the double bond conversion, contact angle, water sorption, solubility, heterogeneity, and crosslink density of the experimental resins with different concentrations of TMQA were investigated. CCK-8 and real-time cell analyses were used to evaluate the cytotoxicity of the experimental resins. The results showed that TMQA was successfully synthesized and had strong antibacterial properties against Streptococcus mutans. The experimental resins with different concentrations of TMQA had a similar degree of conversion and contact angle to the neat resin. With the addition of 4% TMQA to the resins, water absorption and solubility were reduced while their heterogeneity and crosslink density increased. The cell viability of each experimental group was similar to that of the neat resin group and was higher than that of the commercial adhesive single bond 2 group. Therefore, TMQA can be used to impart antibacterial properties to resins and increase the crosslink density of dental resin composites.

Physical and chemical properties of model composites containing quaternary ammonium methacrylates

ObjectiveInvestigate physical and chemical properties of model composites formulated with quaternary ammonium salt monomers (QAS) at different concentrations and alkyl chains lengths MethodsQAS with 12 dimethylaminododecyl methacrylate (DMADDM) and 16 dimethylaminohexadecyl methacrylate (DMAHDM) chains lengths were synthesized and incorporated at 5 and 10% in model composites, resulting in four groups: G12.5 (DMADDM 5%), G12.10 (DMADDM 10%), G16.5 (DMAHDM 5%), G16.10 (DMAHDM 10%). One group was used as control group (CG 0%). Degree of conversion (DC); water sorption (WS) and solubility (SL); hygroscopic expansion (HE); degradation temperature (DT); glass transition temperature (Tg) and polymerization shrinkage (PS) were determined. Knoop hardness (KNH), flexural strength (FS) and elastic modulus (EM) were measured before and after storage Data were submitted to ANOVA and Tukey's test (p≤0.05). ResultsDC ranged between 76.1 (G12.10) and 70.7 (G16.5) %; CG had the lowest WS, SL and HE. There was no statistical difference for PS and FS. KHN values ranged between 30.2 (GC) and 25 (G16.10) and after storage the performance was depended on QAS concentration and chain length. For EM, CG had the highest values before and after storage and no difference was observed in the QAS groups before storage. After storage, the results were dependent on QAS concentration (3.5-4.3GPa). SignificanceIn general, the addition of QAS increased composite’s degradation compared with the CG. In the tested QAS, the addition of DMADDM at 5% concentration resulted in a less degradable material.

Controllable synthesis and antimicrobial activities of acrylate polymers containing quaternary ammonium salts

A series of acrylate polymers containing quaternary ammonium salts (PDMAEMA-BC) having tunable molecular weights were synthesized via atom transfer radical polymerization (ATRP), and the effect of the degree of polymerization (DP) on the antimicrobial activity against bacteria (Escherichia coli, Staphylococcus albus), pathogenic fungi (Candida albicans) and phytopathogenic fungi (Rhizoctonia solani and Fusarium oxysporum f. sp. cubense race 4) was systematically assessed. The antimicrobial properties against E. coli, S. albus and C. albicans were characterized using the minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) or minimum bactericidal concentration (MBC) values, whereas the antimicrobial activities against R. solani and Foc4 were evaluated using the effective concentration (EC50 and EC90), MIC and MFC values. The results indicated that the PDMAEMA-BC homopolymers showed better antimicrobial activities than the corresponding monomer, i.e., the acrylate quaternary ammonium salt monomer (DMAEMA-BC), and the optimal antimicrobial activities were obtained for moderate PDMAEMA-BC chain lengths. These results help to understand the antimicrobial mechanism of polymeric quaternary ammonium salts and highlight their potential application as fungicidal agents for controlling both human and plant diseases.

Synthesis and characterization of hybrid clay/poly (N,N‐dimethylaminoethyl methacrylate) nanocomposites

Four quaternary ammonium salt monomers (2a–d) were synthesized from N,N‐dimethylaminoethyl methacrylate and subsequently polymerized to afford cationic polymers (3a–d). The synthesized monomers and polymers were characterized by Fourier transform infrared (FTIR) and proton nuclear magnetic resonance (1H NMR) spectroscopy. Molecular weights of the synthesized polymers were determined using gel permeation chromatography. Polymer/clay nanocomposites (4a–d) were prepared using solution‐intercalation method and characterized by FTIR, X‐ray diffraction, high‐resolution transmission electron microscopy, energy dispersive X‐ray, and thermogravimetric analysis. Data analysis showed that polymer/clay nanocomposites have intercalated structure. The dielectric properties of the polymer/clay nanocomposites were studied as a function of both temperature and frequency. POLYM. COMPOS., 37:2950–2959, 2016. © 2015 Society of Plastics Engineers

In vitro antibacterial activity of a novel resin-based pulp capping material containing the quaternary ammonium salt MAE-DB and Portland cement.

BackgroundVital pulp preservation in the treatment of deep caries is challenging due to bacterial infection. The objectives of this study were to synthesize a novel, light-cured composite material containing bioactive calcium-silicate (Portland cement, PC) and the antimicrobial quaternary ammonium salt monomer 2-methacryloxylethyl dodecyl methyl ammonium bromide (MAE-DB) and to evaluate its effects on Streptococcus mutans growth in vitro.MethodsThe experimental material was prepared from a 2∶1 ratio of PC mixed with a resin of 2-hydroxyethylmethacrylate, bisphenol glycerolate dimethacrylate, and triethylene glycol dimethacrylate (4∶3∶1) containing 5 wt% MAE-DB. Cured resin containing 5% MAE-DB without PC served as the positive control material, and resin without MAE-DB or PC served as the negative control material. Mineral trioxide aggregate (MTA) and calcium hydroxide (Dycal) served as commercial controls. S. mutans biofilm formation on material surfaces and growth in the culture medium were tested according to colony-forming units (CFUs) and metabolic activity after 24 h incubation over freshly prepared samples or samples aged in water for 6 months. Biofilm formation was also assessed by Live/Dead staining and scanning electron microscopy.Results S. mutans biofilm formation on the experimental material was significantly inhibited, with CFU counts, metabolic activity, viability staining, and morphology similar to those of biofilms on the positive control material. None of the materials affected bacterial growth in solution. Contact-inhibition of biofilm formation was retained by the aged experimental material. Significant biofilm formation was observed on MTA and Dycal.ConclusionThe synthesized material containing HEMA-BisGMA-TEGDMA resin with MAE-DB as the antimicrobial agent and PC to support mineralized tissue formation inhibited S. mutans biofilm formation even after aging in water for 6 months, but had no inhibitory effect on bacteria in solution. Therefore, this material shows promise as a pulp capping material for vital pulp preservation in the treatment of deep caries.

Relationships Between Structures and Properties of Diallylmethylalkylammonium Bromide

The properties and performances of four kinds of quaternary ammonium salt monomers were researched. The relationships between structures and properties or performances for the four kinds of diallylmethylalkyl(n = 12,14,16,18) ammonium bromides(marked C12,C14,C16,C18) were discussed on the basis of the determination of the thermal stability, surfactivity and flocculation ability. Quaternary ammonium salts C12 ~ C18 decompose within 170 ~ 300 ℃,172 ~ 303 ℃,170 ~ 293 ℃ and 170 ~ 310 ℃,their mass loss rates are 92. 8%, 92. 6%, 96. 4% and 87. 4%, respectively. Their critical micelle concentration(cmc) and the corresponding surface tension(γcmc) are 2. 0,3. 5,1. 4,1. 1 mmol/L and 26. 6,25. 2,33. 8,35. 8 m N/m,respectively. All monomers show excellent surfactivity. The quaternary ammonium salt C16 possesses the best foaming power and foam stability. C12 Krafft point is 0 ℃. Krafft points of C14,C16 and C18 are 1 ℃,8 ℃ and 19 ℃,respectively. The C12 and C14 appear the strongest flocculation ability to bentonite and kaolin suspansion,indicating that the flocculation performance of monomers are of certain selectivity to structures.

Dual action bactericides: Quaternary ammonium/N‐halamine‐functionalized cellulose fiber

ABSTRACTBi‐functional antibacterial material was prepared by co‐grafting N‐halamine and quaternary ammonium salt monomers from cellulose fiber. The grafted fiber was characterized by Fourier transform infrared spectra, and X‐ray photoelectron spectra. The N‐halamine derived from the precursor 4‐[(acryloxy)methyl]‐4‐ethyl‐2‐oxazolidinone via chlorination treatment and the oxidative chlorine (Cl+) leaching behavior were investigated. The antibacterial activities of singly (only QAs‐functionalized or only Cl+‐releasing) and dual (QAs‐functionalized and Cl+‐releasing) functional cellulose fibers were tested against Gram‐negative Escherichia coli and Gram‐positive Staphylococcus aureus. Compared to singly functionalized formulations, the bi‐functional cellulose fiber exhibited excellent and rapid bactericidal performance against both E. coli and S. aureus. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40070.

Functional Military Textile: Plasma-Induced Graft Polymerization of DADMAC for Antimicrobial Treatment on Nylon-Cotton Blend Fabric

In this study, diallyldimethylammonium chloride (DADMAC), a quaternary ammonium salt monomer, is graft polymerized on 50–50 Nylon-Cotton (NyCo) standard military fabric using atmospheric pressure glow discharge plasma to impart self-detoxification capability. Atmospheric pressure plasma is used to induce free radical chain polymerization of the DADMAC monomer to introduce a graft polymerized network on the fabric with durable antimicrobial properties. Pentaerythritol tetraacrylate (PETA) is used as a cross-linking agent to obtain a highly cross-linked, durable polymer network. The presence of polyDADMAC on the fabric surface is confirmed using acid dye staining, SEM, and TOF–SIMS. Antibacterial performance is investigated using standard AATCC Test Method 100 for both gram positive and gram negative bacteria. Results show 99.9 % reduction in the bacterial activities of Klebsiella pneumoniae and Staphylococcus aureus.

Synthesis and Characterization of Fluorescent Acrylamide Water Soluble Macromer

Fluorescent acrylamide water soluble macromer was synthesized from dimethylaminopropylmethacrylamide-9-(chloromethyl)anthracene quaternary ammonium salt monomer using an inverse emulsion polymerization method. It was initiated by benzoylperoxide and stabilized by a co-emulsifier system consisting of Span®80 and Tween®60 dispersed in a continuous phase of cyclohexane with HLB value of 6.42. The polymerization was done at 80°C for 4 hours. The obtained macromer exhibited similar functional groups, ultraviolet-visible absorption and fluorescent emission but different solubility when compared to the monomer. Further analyses by proton nuclear magnetic resonance spectroscopy and mass spectrometry revealed the chemical structure of the macromer as a dimer of the monomer containing carcon-carbon double bonds.

Synthesis of antibacterial polymers from 2-dimethylamino ethyl methacrylate quaternized by dimethyl sulfate

An antibacterial quaternary ammonium acrylic monomer (1) was synthesized by quaternization of 2-dimethylamino ethyl methacrylate with dimethyl sulfate. This synthetic route to quaternary ammonium salt monomer proved to be of high yield and lower cost than that used to synthesize alkyl halide. The corresponding homopolymers (2) were then obtained by free radical polymerization using potassium persulfate as the initiator. The chemical structure was characterized by Fourier transform infrared and 1H-nuclear magnetic resonance, and molecular weights (MWs) were compared by the viscosity method. Factors influencing the synthesis of (1) and (2) were also investigated. Antibacterial activity was tested against Escherichia coli and Staphylococcus aureus using a minimum biocidal concentration test and the shaking flask method. Monomer (1) exhibited moderate antibacterial activity; however, the polymers had significantly stronger antibacterial activity than the monomer. Therefore, their potential for antibacterial application was established. Similar to other quaternary ammonium compounds, the antibacterial activity of the polymers depended on their MW, and this dependence varied with the type of testing microorganisms.

Preparation and antibacterial activity of quaternary ammonium salt monomers

To prepare three quaternary ammonium salt (QAS) monomers, and to compare their antibacterial activities against four oral bacterial strains. Three antibacterial monomers [methacryloxyethyl benzyl dimethyl ammonium chloride (DMAE-BC), methacryloxyethyl m-chloro benzyl dimethyl ammonium chloride (DMAE-m-CBC), methacryloxyethyl cetyl dimethyl ammonium chloride (DMAE-CB)] were synthesized according to the general structure of target monomers. Their antibacterial effects were investigated using the broth dilution test on Gram-positive and Gram-negative bacterial strains (Streptococcus mutans, Streptococcus sanguis, Porphyromonas gingivalis, Prevotella melaninogenica ). Three different monomers were successfully obtained. All the tested bacterial strains were susceptible to the three monomers, among which DMAE-CB exhibited the lowest minimal inhibitory concentrations (MIC) ranging from 1.2 to 4.8 mg/L. All these three QAS monomers have different antibacterial activities against four oral bacteria strains. The data indicate that DMAE-CB may be a candidate antibacterial agent for oral infectious diseases.

Antibacterial effects of three experimental quaternary ammonium salt (QAS) monomers on bacteria associated with oral infections

The aim of this study was to test the antibacterial effects of three experimental quaternary ammonium salt monomers in order to evaluate their potential applications as dental materials. In vitro susceptibility testing of the monomers was performed by the broth dilution method on bacteria associated with oral infections: Streptococcus mutans ATCC 25175, Actinomyces viscosus ATCC 15987, Staphylococcus aureus ATCC 29213 and Lactobacillus casei ATCC 393. The time-kill kinetics of the monomer with relatively higher antibacterial activity against S. mutans were also investigated. It was found that all the tested bacteria strains were susceptible to the three monomers, among which methacryloxylethyl cetyl ammonium chloride (DMAE-CB) exhibited the lowest minimal inhibitory concentrations, ranging from 1.2 to 4.8 microg/ml. The time-kill curve showed that DMAE-CB achieved 99.44% killing at 19.2 microg/ml (4 times the minimal bactericidal concentration) against S. mutans after 1 min and 100% killing within 10 min of contact. This result indicates that the quaternary ammonium salt monomer DMAE-CB may be a candidate antibacterial agent for incorporation into dental restorative materials.

Studies on a Cationically Modified Quaternary Ammonium Salt of Lignin

A new quaternary ammonium salt monomer was synthesized and a quaternary amination of lignin(noted as QL), with the monomer was carried out by grafting copolymerization. The products were characterized by Fourier Transform Infrared spectroscopy(FTIR). The experimental results indicate that the yield of the monomer was 99.06%, and the conversion of the monomer and the grafting yield of QL were 93.69% and 185.78%, respectively. The feasibility of QL as the flocculant to be applied in color removal of five artificial dyes, eriochrome black T(dye A), gongo red(dye B), direct fast black G(dye C), cuprofix blue green B(dye D), and acid black ATT(dye E) was examined. Results show that QL exhibits the favorable flocculation performance and high stability.