Effect of organoclay and silver‐substituted zeolite on the mechanical and antibacterial properties of a silicone rubber filled with 2‐hydroxypropyl‐3‐piperazinyl‐quinoline carboxylic acid methacrylate

Silicone rubber compounds filled with different loadings of organoclay (OC) and silver substituted zeolite (SSZ) solid fillers were prepared and cured with 2,5‐dimethyl‐2,5‐di(tert‐butylperoxy) hexane. The rubber vulcanizates contained an antimicrobial agent to protect them against Escherichia coli (E. coli ATCC 25922) and Staphylococcus aureus (S. aureus ATCC 25923) bacteria. The tensile strength, elongation at break, stored energy density at break, Young's modulus, modulus at 100% elongation, cyclic fatigue life, and glass transition temperature of the rubber vulcanizates were subsequently measured. The antimicrobial performance of the rubber surfaces were determined by disk diffusion testing and plate count agar method. The antimicrobial agent had an adverse effect on the mechanical properties, but the cyclic fatigue life of the rubber vulcanizate improved. The addition of OC and SSZ could improve the tensile strength, elongation at break and stored energy density at break, but deteriorated the tear energy, Young's modulus and modulus at 100% elongation. The inclusion of the fillers was not beneficial to the antimicrobial activity of the rubber against bacteria. The HPQM in the rubber was effective more against E. coli. than against S. aureus. Furthermore, the antimicrobial activity increased when the contact time in the test solution was increased. POLYM. ENG. SCI., 54:932–941, 2014. © 2013 Society of Plastics Engineers     

Effects of UV weathering on the mechanical and antibacterial performance of peroxide‐cured silicone rubber containing biocide HPQM

2‐Hydroxypropyl‐3‐piperazinyl‐quinoline carboxylic acid methacrylate (HPQM) was used as a biocide in a silicone rubber compound. Antibacterial and mechanical performance of the compound was assessed before and after exposure to UV light for different times. Drop‐plate and halo tests were employed to evaluate qualitatively and quantitatively the antibacterial performance of the compound against Escherichia coli (E. coli, ATCC 25922) and Staphylococcus aureus (S. aureus, ATCC 25923). The results showed that the cure characteristics and the physical and mechanical properties of the HPQM‐containing rubber compound were strongly affected by the UV light. The tensile properties and hardness increased with UV aging. The lightness (L*) of the rubber compound without HPQM did not change with UV exposure, whereas that for the compound with HPQM decreased with UV exposure. The longer the contact time, the better the ability for killing the bacteria. After experiencing initial UV aging for 3 days, the rubber compound with HPQM showed an effective killing ability. However, after prolonged UV exposure, the antibacterial efficacy was reduced as a result of HPQM removal from the rubber surface during the condensation stage and a post‐curing reaction of the residual peroxide in the rubber compound. Under UV light, the silicone rubber compound with HPQM had a greater preference for killing the E. coli. J. VINYL ADDIT. TECHNOL., 20:49–56, 2014. © 2014 Society of Plastics Engineers     

Efficiency of silver‐based antibacterial additives and its influence in thermoplastic elastomers

Styrene‐butylene/ethylene‐styrene‐based thermoplastic elastomers (TPE) are polymers with soft touch properties that are widely used for manufacturing devices that involve hand contact. However, when contaminated with microorganisms these products can contribute to spreading diseases. The incorporation of antibacterial additives can help maintain low bacteria counts. This work evaluated the antibacterial action of TPE loaded with silver ions and silver nanoparticles. The additives nanosilver on fumed silica (NpAg_silica), silver phosphate glass (Ag⁺_phosphate), and bentonite organomodified with silver (Ag⁺_bentonite) were added to the TPE formulation. The compounds were evaluated for tensile and thermal properties and antimicrobial activity against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus). All the additives eliminated over 90% of E. coli, but only NpAg_silica killed more than 80% of S. aureus population. The better effect of NpAg_silica was attributed to the additive's high specific surface area, which promoted greater contact with bacteria cells. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 43956.     

Adsorption and antibacterial activity of silver‐dispersed carbon aerogels

Silver‐dispersed carbon aerogels (Ag/CAs) were obtained by the direct immersion of organic aerogels in aqueous AgNO₃ solutions and then carbonization of the resulting material under a nitrogen atmosphere. The adsorption and antibacterial activity of Escherichia coli and Staphylococcus aureus on Ag/CAs were studied by the measurement of the amount of viable bacteria in suspensions and scanning electron microscopy (SEM) observations. The adsorbed amount of bacteria on samples without silver increased with an increase in the carbonization temperature and contact time. SEM studies showed that the adsorption capacity of Ag/CAs decreased with an increase in the silver content; this was considered to be mainly due to the dissolution behavior of bacteria by silver ions. The antibacterial test showed that 2.5 mg of Ag/CAs with more than 3.6% Ag could inhibit the growth of 10⁵ cfu/mL E. coli in 10 mL of a Mueller–Hinton broth culture, but in the case of S. aureus, 10‐mg samples just got the same antibacterial effect. An antibacterial persistency test showed that 25 mg of Ag/CAs with 6.5% Ag could kill 50 mL of 10⁵ cfu/mL E. coli eight times. These results indicate that Ag/CAs possess strong and long‐term antibacterial activity. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102: 1030–1037, 2006     

Rice‐husk‐ash‐filled natural rubber. II. Partial replacement of commercial fillers and the effect on the vulcanization process

In a previous investigation, we observed that in the presence of a conventional vulcanization system, the addition of white rice husk ash (WRHA) to natural rubber (NR) compounds increased the rate of crosslinking and lowered the apparent activation energy (E_a) of the vulcanization reaction more strongly than the other fillers used. In this work, commercial fillers, such as precipitated silica (Zeosil‐175) and carbon black (N762), were partially replaced by black rice husk ash and WRHA. Cure studies were carried out on a TI‐100 curometer at 150, 160, 170, and 180°C, and the overall rates and the E_a's for the vulcanization process were calculated for each compound, with the assumption that vulcanization followed first‐order kinetics. Again, WRHA showed some catalytic effect on the NR vulcanization. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 87: 1405–1413, 2003     

Preparation of superabsorbent polymer hydrogels from trialkyl‐4‐vinylbenzyl phosphonium chloride–acrylamide–methylenebisacrylamide terpolymers and their properties

Superabsorbent polymer gels were synthesized by terpolymerization of three kinds of tri‐n‐alkyl‐4‐vinylbenzyl phosphonium chloride (TRVB) with alkyl chains of different lengths, with acrylamide (AAm), and with N,N′‐methylenebisacrylamide (MBAAm). The water‐absorption ability and antibacterial activity of the gels against Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli) were investigated. The water content of TRVB–AAm–MBAAm terpolymers increased with increasing phosphonium groups in the terpolymers, while the water content decreased with increasing chain length of alkyl groups in the phosphonium groups as well as an increasing degree of crosslinking in the terpolymers. The water content of the terpolymers was depressed by the addition of NaCl. The degree of effect of NaCl addition became higher as the chain length of alkyl groups in the phosphonium groups of the terpolymers became longer. The tri‐n‐octyl‐4‐vinylbenzyl phosphonium chlorides (TOVB)–AAm–MBAAm terpolymers exhibited high antibacterial activity against S. aureus and E. coli in deionized water. The antibacterial activity decreased in 0.9 wt % NaCl solution. The antibacterial activity of TOVB–AAm–MBAAm terpolymers with almost the same phosphonium content increased with the increasing swelling ratio of the terpolymers. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 78: 1833–1844, 2000     

Effect of blending sodium polyethylene‐5‐sulfoisophthalate on adhesion of clinical bacteria on polyethylene terephthalate

This work studies the adhesion of clinical infecting bacteria, S. aureus and E. coli, on prosthetic polymeric materials. Membranes were prepared from polyethylene terephthalate (PET) blending at various ratios with sodium polyethylene‐5‐sulfoisophthalate (SPES). The membranes were characterized by measuring the contact angle, equilibrium water content, and the surface concentration of sodium sulfonate. The results show that sulfonate makes the membrane more hydrophilic. The surface properties of bacteria were determined by measuring the adhesion to n‐octane (B%) and the contact angles to water and α‐bromonaphthalene. For the four bacteria studied, encapsulated S. aureus was the most hydrophobic and had the highest amount of bacteria attached to the surface of SPES/PET membrane. Furthermore, the attached amount decreased with the increase of the content of SPES. Empirical correlations for predicting the attached amount from the surface properties of both polymer and bacteria were obtained from linear regression. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 91: 3587–3594, 2004     

Effect of non‐rubber substances on vulcanization kinetics of natural rubber

Effect of non‐rubber components on vulcanization kinetics of natural rubber was studied with the use of a Rheometer MDR‐2000. The results show that the rate constants of induction period and curing period of natural rubber (NR) are greater than that of natural rubber extracted with acetone (NR_E), and the activation energies of induction period and curing period of NR are lower than that of NR_E. The activation energy of induction period of NR is reduced by16.9% and the activation energy of curing period of NR is reduced by 3.2% compared to the activation energies of NR_E. The time t_dis of NR is shorter than that of NR_E at the same temperature. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Antibacterial functionalization of cotton fabrics by electric‐beam irradiation

An N‐halamine precursor monomer, 2,2,6,6‐tetramethylpiperidinyl acrylate (TMPA), was synthesized and successfully grafted onto cotton fibers via an impregnation process (IP) and electron‐beam irradiation (EB). The grafted cotton fibers could provide antibacterial efficacy after chlorination through a dilute sodium hypochlorite solution. The antibacterial efficacy was challenged against Staphylococcus aureus and Escherichia coli. The cotton fibers grafted with TMPA and acrylic acid by EB inactivated all of the bacteria within 30 min of contact, whereas the samples grafted with TMPA via an IP could not completely kill the bacteria with 60 min. The breaking strength and UVA light stability also improved significantly. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42023.     

Research on the preparation and antibacterial properties of 2‐N‐thiosemicarbazide‐6‐O‐hydroxypropyl chitosan membranes with iodine

The 2‐N‐thiosemicarbazide‐6‐O‐hydroxypropyl chitosan (ATU‐HPCS) was prepared by chitosan grafted hydroxypropyl and thiosemicarbazide through the method of “amino protection‐graft‐deprotection,” while the ATU‐HPCS gel membranes were obtained from gelatin and polyvinyl pyrrolidone as additives, and the ATU‐HPCS membranes with iodine (ATU‐HPCS‐I₂‐M) were prepared by adding the ethanol solution of iodine in the ATU‐HPCS gel membranes. The ATU‐HPCS‐I₂‐M were characterized to evaluate their potential applications as antibacterial materials. The iodine releasing rule of ATU‐HPCS‐I₂‐M showed a sustained‐release effect of iodine, the maximum emission was approximately 0.80%. The inhibition zone diameters of ATU‐HPCS‐I₂‐M against Staphylococcus aureus (as Gram‐positive bacteria) and Escherichia coli (as Gram‐negative bacteria) were both greater than 15 mm, it demonstrated significant antibacterial activity compared with the ATU‐HPCS gel membranes. The double effects of the biocompatibility of chitosan and the sustained‐release of iodine provided an ideal healing environment for wound surface. These properties have made ATU‐HPCS‐I₂‐M highly potential as a novel natural macromolecule antimicrobial material preventing the bacteria from burns, surgery wounds, etc. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 40535.     

Antimicrobial activity of some new 4‐arylazo‐3‐methylthiophene disperse dyes on polyester fabrics

A series of novel 4‐arylazo‐3‐methylthiophenes was synthesized by the heterocyclization of 2‐arylhydrazono‐2‐acetyl thioacetanilide derivatives with a variety of α‐halogenated reagents, such as chloroacetone, phenacyl bromide, ethyl chloroacetate, and chloroacetonitrile. The structures of the synthesized thiophene derivatives were confirmed by ultraviolet–visible, IR, and ¹H‐NMR spectroscopic techniques and elemental analysis. The synthesized dyes were applied to polyester fabrics as disperse dyes, and their fastness properties were evaluated. The dyed polyester fabrics displayed antibacterial efficacy against Gram‐positive (Staphylococcus aureus) and Gram‐negative (Escherichia coli) bacteria. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Poly(ε‐caprolactone) composites containing gentamicin‐loaded β‐tricalcium phosphate/gelatin microspheres as bone tissue supports

In this work, novel antibacterial composites were prepared by using poly(ε‐caprolactone) (PCL) as the main matrix material, and gentamicin‐loaded microspheres composed of β‐tricalcium phosphate (β‐TCP) and gelatin. The purpose is to use this biodegradable material as a support for bone tissue. This composite system is expected to enhance bone regeneration by the presence of β‐TCP and prevent a possible infection that might occur around the defected bone region by the release of gentamicin. The effects of the ratio of the β‐TCP/gelatin microspheres on the morphological, mechanical, and degradation properties of composite films as well as in vitro antibiotic release and antibacterial activities against Escherichia coli and Staphylococcus aureus were investigated. The results showed that the composites of PCL and β‐TCP/gelatin microspheres had antibacterial activities for both bacteria. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013     

Physicochemical and antimicrobial properties of natural rubber latex films in the presence of vegetable oil microemulsions

A series of vegetable oil microemulsions are formulated and incorporated into NR latex to study the potent antimicrobial activity of vegetable oil‐plasticized NR latex film against the adherent bacteria on the treated film. The particle size of latex incorporated with 2.50 phr of oil has attained up to 424 nm after incubated at 35 ± 2 °C for 24 h. The tensile stress of all NR latex films are relatively low, ranged 0.289 to 0.511 MPa. All emulsions are found compatible with NR and the low contact angles (<90°) corresponded to no oil blooming onto the surfaces of NR latex films. The crosslink densities are in good correlation with tensile strengths. The potent antimicrobial properties of the NR latex films are investigated from the viability assessment of the adherent tested Escherichia coli ATCC 25922 (E. coli ATCC 25922) and Staphylococcus aureus ATCC 25923 (S. aureus ATCC 25923). Results shows that NR latex film incorporated with palm kernel oil/soybean oil blend, NR‐E(P/S = 7/3), has significantly killed the adherent S. aureus with 92.5% reduction but showed no significant log reduction in E. coli. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134, 44788.     

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

Bi‐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.     

Preparation,characterization, and antibacterial activities of quaternarized N‐halamine‐grafted cellulose fibers

A viable method for coating of cellulose fiber with quaternarized N‐halamine is reported in this article. The use of quaternary ammonium salt group in combination with N‐halamine group can reinforce the antibacterial activity. The chemical structure of as‐synthesized N‐halamine precursor 4‐(Bromo‐acetic acid methylester)‐4‐ethyl‐2‐ oxazolidinone (BEO) was characterized by ¹H‐NMR. The cellulose fibers were characterized by Fourier transform infrared spectra and X‐ray photoelectron spectra. The spectra data confirmed that the quaternarized N‐halamine‐grafted cellulose fibers were successfully obtained. The antibacterial properties of functional fibers were challenged with both Gram positive and Gram negative bacteria. The antibacterial tests and showed that the as‐prepared antibacterial cellulose fibers exhibited powerful and rapid bactericidal performance against both Gram negative E. coli and Gram positive S. aureus. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42702.     

1,2,3‐Triazolium‐Based Cationic Amphipathic Peptoid Oligomers Mimicking Antimicrobial Helical Peptides

Amphipathic cationic peptoids (N‐substituted glycine oligomers) represent a promising class of antimicrobial peptide mimics. The aim of this study is to explore the potential of the triazolium group as a cationic moiety and helix inducer to develop potent antimicrobial helical peptoids. Herein we report the first solid‐phase synthesis of peptoid oligomers incorporating 1,2,3‐triazolium‐type side chains and their evaluation against Escherichia coli, Enterococcus faecalis, and Staphylococcus aureus. Several triazolium‐based oligomers, even of short length, selectively kill bacteria over mammalian cells. SEM visualization of S. aureus cells treated with a dodecamer and a hexamer reveals severe cell membrane damage and suggests that the longer oligomer acts by pore formation.     

Improving blood compatibility of natural rubber by UV‐induced graft polymerization of hydrophilic monomers

Natural rubber (NR) latex films surface‐grafted with hydrophilic monomers, poly(ethylene glycol) methacrylate (PEGMA), N‐vinylpyrrolidone (VPy), and 2‐methacryloyloxyethyl phosphorylcholine (MPC), were prepared by UV‐induced graft polymerization using benzophenone as a photosensitizer. The grafting yield increases of vulcanized NR latex films as a function of time and monomer concentration were of lesser magnitude than those of the unvulcanized NR latex films. This can be explained as a result of the crosslinked network generated during vulcanization acting as a barrier to the permeation of the photosensitizer and the monomer. The appearance of a characteristic carbonyl stretching in the attenuated total reflectance‐Fourier transform infrared spectroscopy (ATR‐FTIR) spectra of NR latex films after the surface grafting of PEGMA and MPC indicates that the modification has proceeded at least to the sampling depth of ATR‐FTIR (∼ 1–2 μm). According to the water contact angle of the modified NR latex films, the surface grafting density became higher as the grafting time and monomer concentration increased. The complete absence of plasma protein adsorption and platelet adhesion on the surface‐modified NR latex films having grafting yield above 1 wt % is a strong indication of improved blood compatibility. Results from tensile tests suggest that graft polymerization does not cause adverse effects on the mechanical properties of vulcanized NR latex films. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Antibacterial Thin Film Composite Polyamide Membranes Prepared by Sequential Interfacial Polymerization

In this work, thin film composite polyamide (PA) membranes are modified by polyethyleneimine (PEI) and 2,6‐diaminopyridine (DAP) through sequential interfacial polymerization to fabricate contact active antibacterial membranes. The modified membranes show improved hydrophilicity and enhancement of zeta potential. Upon tethering with PEI and DAP onto the PA membranes, the membrane flux increases from 35.7 to 46.7 and 50.0 L m^?2 h^?1, respectively. Further the salt rejection rate improves from 96.6% to 98.0% and 98.8%, respectively. The PA‐PEI membranes have a better antibacterial performance than PA‐DAP, with a bacteria killing ratio for both Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) over 96.7%, while a commercial LC LE‐4040 membrane presents bacteria killing ratio of 13.3% for E. coli and 8.4% for S. aureus, respectively.     

Development of a cashew nut shell liquid (CNSL)‐based polymer for antibacterial activity

A biobased polymer derived from cashew nut shell liquid (CNSL) as a renewable resource was investigated for use as an antibacterial material. CNSL is a mixture of aromatics containing cardanol as the main component and cardol and 2‐methylcardol as minor components. CNSL composition analyses showed that the minor components (i.e., cardol and 2‐methylcardol) in CNSL had higher contents of unsaturated structures than cardanol. These higher unsaturated contents promoted the thermal polymerization in the preparation of an epoxy CNSL prepolymer (ECNP). The biobased polymer film was fabricated by the reaction of amine compounds and ECNP without any organic solvent. The ECNP film took less than 2.0 h to reach a hardened dry condition at room temperature because of the crosslinking reaction between epoxy and amine groups. The antibacterial activities of the biobased polymer against Escherichia coli and Staphylococcus aureus were evaluated. CNSL showed antibacterial activity against S. aureus, whereas epoxy CNSL and ECNP alone showed no significant antibacterial activity against E. coli or S. aureus. This indicated that the antibacterial activity was based on the phenolic and catechol hydroxyl groups of CNSL. In addition, a biobased polymer film derived from CNSL and diamine showed antibacterial activity against both E. coli and S. aureus, even with alcohol conditioning. This suggested that the antibacterial activity was certainly fixed in the structure of the ECNP‐based polymers after the standard antisepsis treatment in medical facilities. Therefore, this biobased polymer could be useful in antibacterial materials as a coating and resin for health care applications. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42725.     

Synthesis and characterization of 2‐hydroxyethylmethacrylate/2‐(3‐indol‐yl)ethylmethacrylamide‐based novel hydrogels as drug carrier with in vitro antibacterial properties

In this study, a new cationic monomer 2‐(3‐indol‐yl)ethylmethacrylamide (IEMA) derived from tryptamine was synthesized in a single step and characterized by Fourier transform infrared (FTIR), ¹H‐NMR, and ¹³C‐NMR. Then, one‐step preparation of novel poly[2‐hydroxyethylmethacrylate‐c‐2‐(3‐indol‐yl)ethylmethacrylamide], or p(HEMA‐c‐IEMA), copolymeric hydrogels has been performed successfully with IEMA and 2‐hydroxyethylmethacrylate (HEMA) as monomers using free radical aqueous polymerization. The hydrogels were characterized with scanning electron microscopy, FTIR, elemental analysis, thermogravimetric analysis, and texture profile analysis instruments. p(HEMA‐c‐IEMA) hydrogels were used for swelling, diffusion, drug release, and antibacterial activity studies. The drug‐release behavior of the hydrogels was determined as a function of time at 37 °C in pH 1.2 and 7.2. The swelling and drug‐release studies showed that an increased IEMA amount caused a higher increase in swelling and drug‐release values. Additionally, zero‐order, first‐order, and Higuchi equation kinetic models were applied to the drug‐release data, and the data fit well in the Higuchi model, and the Peppas power‐law model was applied to the release mechanism. Finally, the antibacterial activities of the hydrogels were screened against Gram‐positive bacteria (Bacillus cereus and Staphylococcus aureus) and Gram‐negative bacteria (Escherichia coli and Salmonella typhimurium). © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134, 45550.