Methyl Butyl Research Articles

Synthesis and Properties of Self-Polishing Antifouling Coatings Based on BIT-Acrylate Resins

Painting antifouling coatings is one of the most important methods to prevent marine biofouling. Acrylic resin is widely used in marine antifouling because of its excellent stickiness, water resistance, and film-forming capabilities. At present, the widely used acrylate antifouling coatings require a high concentration of cuprous oxide as antifoulant. The release and accumulation of copper ions are the main factors affecting the marine environment. In this study, BIT–allyl methacrylate (BM) and zinc acrylate (ZM) were selected as functional monomers copolymerized with methyl methacrylate (MMA) and butyl acrylate (BA) to prepare a series of BIT acrylate antifouling resins. The inhibitory effects of all resins against marine bacteria (S. aureus, V. coralliilyticus, and V. parahaemolyticus), marine algae (Chlorella, I. galbana, and C. curvisetus), and barnacle larvae were studied. Moreover, marine field tests on the BIT modified resin in coastal waters were conducted. The results demonstrate that the grafted BIT–zinc acrylate resin not only exhibits excellent antifouling properties but also a significant self-polishing performance, providing a novel strategy to design a long-term antifouling resin with stable antifoulant release.

A rapid and environmentally friendly method for determination of parabens preservatives in flavors by supercritical fluid chromatography-tandem mass spectrometry.

A rapid method for determination of parabens preservatives (methyl paraben, ethyl paraben, isopropyl paraben, propyl paraben, isobutyl paraben, and butyl paraben) in flavors was established by using supercritical fluid chromatography-tandem mass spectrometry combined with dispersive solid-phase extraction. After adding methanol and primary secondary amine to the sample simultaneously, high extraction efficiency and good sample cleanup could be obtained by simple shaking. Parabens were well separated on a Chiralpak IG-3 column in 6min by gradient elution. Recoveries from spiked blank samples at 0.5, 1.0, and 5.0mg/kg were determined to be 88.3-106.6%with relative standard deviations less than 8.0%. All analytes achieved good linear relation (r ≥ 0.999 2). The limits of detection for all analytes ranged from 0.03 to 0.09mg/kg and the limits of quantification from 0.11 to 0.31mg/kg, respectively. A total of 20 actual samples were successfully analyzed by taking the proposed method. Being simple, rapid, green, and reliable, this method can be taken for the determination of parabens preservatives in flavors.

Effects of Carbon Chain Length of Acrylate Monomer on Sizing Properties of Locust Bean Gum-g-P (AA-co-Acrylate)

In order to impart good application properties to locust bean gum size for all-polyester yarn, a series of acrylate monomers including methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, and common hydrophilic monomer–acrylic acid were grafted onto molecular chains of native locust bean gum to obtain locust bean gum- g-P(AA-co-acrylate) products with similar grafting ratios through Fenton’s reagent, respectively. The effects of carbon chain length of the series of acrylates on sizing properties of the grafted locust bean gum for polyester warp were studied. It was found that by grafting acrylates onto the molecular chains of locust bean gum the sizing properties of the locust bean gum were improved markedly. Under the condition of similar grafting ratios, locust bean gum- g-poly(AA-co-methyl acrylate) showed the highest apparent viscosity, water solubility, film strength, wettability, and adhesion to polyester fiber in all the grafted locust bean gum prepared. Meanwhile, locust bean gum- g-poly(AA-co-butyl acrylate) and locust bean gum- g-poly(AA-co-2-ethylhexyl acrylate) had the highest wear resistance and elongation of sizing film, respectively. The modified locust bean gum grafted with acrylate monomers with different carbon chain lengths was able to meet various requirements in the sizing process for polyester yarn.

The effect of acrylic silane crosslinker on room‐temperature cured acrylate binder for road markings

AbstractAn acrylic binder with excellent physical properties is prepared using copolymer of methyl methacrylate (MMA) and butyl acrylate monomer (BAM), 2‐hydroxyethyl methacrylate (2‐HEMA), 3‐(trimethoxysilyl)propyl methacrylate (TMSPMA), and additives. The obtained acrylic resins are subjected to a redox initiator system (ROIS) for room temperature curing. The effects of the TMSPMA concentration and [acryl‐copolymer]/[2‐HEMA] ratio on backbone content are studied in terms of traffic marking paint. The mechanical and morphological properties are thoroughly evaluated using universal testing machine (UTM), UV spectrum, and SEM. With increasing TMSPMA content, the adhesive strength and transmittance of the cured resins increase up to a limiting value of TMSPMA content because of the optimizing crosslink network in backbone structure. The introduction of TMSPMA may be effectively attributed to strong adhesive and high transparency of an acrylic resin series. Consequently, acrylic resins with optimal TMSPMA content can be mostly utilized as a high‐performance binder in the traffic marking paint field.

Effects of Solvation Structures on the Co-intercalation Suppression Ability of the Solid Electrolyte Interphase Formed on Graphite Electrodes

The effect of solvation structures on solvated Li+ migration in a solid electrolyte interphase (SEI) was investigated using glyme-solvated Li+ as probes for co-intercalation reactions. The intercalation of bare Li+ into graphite occurred in the presence of the SEI derived from vinylene carbonate and when butyl methyl triglyme was the solvent. Based on the results of density functional theory calculations, both the size of solvated Li+ and the width of the ionic path of SEIs are crucial to determine whether Li+ is desolvated.

2-Hydroxyethylammonium Bisulfate (2-HEAS) as a Brønsted Acidic Ionic Liquid Catalyst for Esterification

Brønsted acidic ionic liquids (BAILs) with great variety as effective catalysts for the synthesis of valuable chemicals such as esters have attracted particular attention. In this work, an ionic acid 2-hydroxyethylammonium bisulfate (2-HEAS) was successfully synthesized and used to catalyze esterification reactions. The powerful FTIR and NMR techniques were used to determine the ionic liquid properties. All results and data showed that the ionic liquid has been synthesized successfully. The catalytic activity of IL during esterification of acetic acid in the presence of various alcohols was investigated. The impacts of a few imperative parameters such as reaction time and temperature, molar ratio of acid to alcohol, and catalyst dosage were investigated. The results showed that the 2-HEAS catalyst is suitable for esterification of methanol, ethanol, and butanol. Furthermore, the esterification efficiencies of methyl acetate, ethyl acetate, and butyl acetate produced were high and quantitative. Moreover, a homogeneous catalyst was employed to separate esters from the reaction medium. Additionally, the catalyst was easily removed from products and was reusable six times.

Production of C3 -C6 Acetate Esters via CO Electroreduction in a Membrane Electrode Assembly Cell.

Electrocatalytic carbon monoxide reduction has been previously reported to yield a range of carbonaceous products including alcohols, hydrocarbons and carboxylic acids. However, esters, an important family of organic compounds, have not been formed. Herein, we report the electrosynthesis of C3 to C6 acetate esters (H3 C-(C=O)-O-R) from carbon monoxide using copper catalysts in a membrane electrode assembly cell. Ethyl acetate and propyl acetate could be produced with an unprecedented total Faradaic efficiency (FE) of ∼22 % and with a current density of up to -55 mA cm-2 , alongside minor quantities of methyl acetate and butyl acetate. The esters are produced via the addition reaction of ethenone (H2 C=C=O) and alcohols produced during CO reduction. We show that the near water-free reaction conditions and the high local pH play key roles in the formation of the esters.

Production of C3–C6 Acetate Esters via CO Electroreduction in a Membrane Electrode Assembly Cell

AbstractElectrocatalytic carbon monoxide reduction has been previously reported to yield a range of carbonaceous products including alcohols, hydrocarbons and carboxylic acids. However, esters, an important family of organic compounds, have not been formed. Herein, we report the electrosynthesis of C3 to C6 acetate esters (H3C−(C=O)−O−R) from carbon monoxide using copper catalysts in a membrane electrode assembly cell. Ethyl acetate and propyl acetate could be produced with an unprecedented total Faradaic efficiency (FE) of ∼22 % and with a current density of up to −55 mA cm−2, alongside minor quantities of methyl acetate and butyl acetate. The esters are produced via the addition reaction of ethenone (H2C=C=O) and alcohols produced during CO reduction. We show that the near water‐free reaction conditions and the high local pH play key roles in the formation of the esters.

Kinetic and Mechanistic Investigations of OH-Initiated Atmospheric Degradation of Methyl Butyl Ketone.

Methyl butyl ketone (MBK, 2-hexanone) is a common atmospheric oxygenated volatile organic compound (OVOC) owing to broad industrial applications, but its atmospheric oxidation mechanism remains poorly understood. Herein, the detailed mechanisms and kinetic properties of MBK oxidation initiated by OH radicals and subsequent transformation of the resulting intermediates are performed by employing quantum chemical and kinetic modeling methods. The calculations show that H-abstraction at the C4 position of MBK is more favorable than those at the other positions, with the total rate coefficient of k(T) = 4.13 × 10-14 exp(1576/T) cm3 molecule-1 s-1 at 273-400 K. The dominant pathway of unimolecular degradation of the C-centered alkyl radical is 1,2-acyl group migration. For the isomerization of the peroxy radical RO2, 1,5- and 1,6-H shifts are more favorable than 1,3- and 1,4-H shifts. The multiconformer rate coefficient kMC-TST of the first H-shift of the RO2 radical is estimated to be 1.40 × 10-3 s-1 at room temperature. Compared to the H-shifts of analogous aliphatic RO2 radicals, it can be concluded that the carbonyl group enhances the H-shift rates by as much as 2-4 orders of magnitude. The rate coefficients of the RO2 radical reaction with the HO2 radical exhibit a weakly negative temperature dependence, and the pseudo-first-order rate constant k'HO2 = kHO2[HO2] is calculated to be 3.32-22.10 × 10-3 s-1 at ambient temperature. The bimolecular reaction of the RO2 radical with NO leads to the formation of 3-oxo-butanal as the main product with the formation concentration of 2.2-7.4 μg/m3 in urban areas. The predicted pseudo-first-order rate constant k'NO = kNO[NO] is 2.20-9.98 s-1 at room temperature. By comparing the kMC-TST, k'HO2, and k'NO, it can be concluded that reaction with NO is the dominant removal pathway for the RO2 radical formed from the OH-initiated oxidation of MBK. These findings are expected to deepen our understanding of the photochemical oxidation of ketones under realistic atmospheric conditions.

Transformation behaviour of salts composed of calcium ions and phosphate esters with different linear alkyl chain structures in a simulated body fluid modified with alkaline phosphatase

ABSTRACT Ceramic biomaterials have been used for the treatment of bone defects and have stimulated intense research on such materials. We have previously reported that a salt composed of calcium ions and a phosphate ester (SCPE) transformed into hydroxyapatite (HAp) in a simulated body fluid (SBF) modified with alkaline phosphatase (ALP), and proposed SCPEs as a new category of ceramic biomaterials, namely bioresponsive ceramics. However, the factors that affect the transformation of SCPEs to HAp in the SBF remained unclear. Therefore, in this study, we investigated the behaviour of calcium salts of methyl phosphate (CaMeP), ethyl phosphate (CaEtP), butyl phosphate (CaBuP), and dodecyl phosphate (CaDoP) in SBF with and without ALP modification. For the standard SBF, an X-ray diffraction (XRD) analysis indicated that these SCPEs did not readily transform into calcium phosphate. However, CaMeP, CaEtP, and CaBuP were transformed into HAp and octacalcium phosphate in the SBF modified with ALP; therefore, these SCPEs can be categorised as bioresponsive ceramics. Although CaDoP did not exhibit a sufficient response to ALP to be detected by XRD, it is likely to be a bioresponsive ceramic based on the results of morphological observations. The transformation rate for the SCPEs decreased with increasing size of the linear alkyl group of the phosphate esters. The rate-determining steps for the transformation reaction of the SCPEs were changed from the dissolution of the SCPEs to the hydrolysis of the phosphate esters with increasing size of the phosphate ester alkyl groups. These findings contribute to designing novel bioresponsive ceramic biomaterials.

Preparation of Some Optically Active 2-Methyl Butyl Ethers of Phenols

Preparation of Some Optically Active 2-Methyl Butyl Ethers of Phenols

Comparative evaluation of apple juice concentrate and spray dried apple powder for nutritional, antioxidant and rheological behaviour

A higher proportion of apples produced in Jammu and Kashmir (J&K) is wasted due to pre-harvest drop which can be utilised for the development of various value-added products. Although apples are mostly processed into single strength juice and concentrate in J&K, there is a need to introduce new apple-based products. Thus, a study was conducted to develop apple powder from apple juice concentrate (AJC) using spray drying technique. AJC was evaluated for physico-chemical composition, phytochemical constituents, flow behaviour, thermophysical aspect, flavour compounds and viscosity, and was compared with spray dried apple powder (SDAP) developed from the same concentrate. Results inferred from the comparison of AJC with SDAP revealed that SDAP recorded lower moisture content (2.91%) and aw (0.217) but significantly (p < 0.05%) higher fibre (0.07%), carbohydrate content (95.28%) and total soluble solids (TSS) (95.78oBrix). An increase in phenolic, anthocyanin and antioxidant potential of SDAP was also recorded. Viscosity analysis demonstrated that AJC possessed content viscous nature with a viscosity of 552.8 mPa-s which was well supported by rheogram depicting Newtonian behaviour of the concentrate. Further, Fourier transform infrared spectroscopy (FTIR) analysis indicated the presence of major ester, aromatic acids, and primary and secondary alcohol groups which were further revealed by GC-MS that detected the presence of major flavour compounds (2-methyl butyl acetate) in AJC. Flow behaviour of SDAP (after reconstitution) depicted non-Newtonian (shear thinning) behaviour with low viscosity. FTIR and GC showed the presence of all chemical constituents already present in AJC thereby confirming efficiency of spray drying process. The results from the comparison study inferred that AJC can prove as an excellent raw material for spray drying after dilution.

Tuning adhesion performance of an acrylic pressure‐sensitive adhesive using polysilsesquioxane‐acrylic core‐shell nanoparticles

AbstractSurface migration of unmodified inorganic or polymer core‐inorganic shell nanoparticles has limited their application for improvement of pressure‐sensitive adhesives (PSAs) properties. The efficiency of utilization of modified inorganic nanoparticles with sticky polymer brushes was investigated to overcome this problem. For this purpose, polymethacryloxypropylsilsesquioxane‐acrylic core‐shell (CS) nanoparticles were synthesized and added to poly(methyl methacrylate‐co‐butyl acrylate) (MBC) acrylic PSA through latex blending. Using CS nanoparticles, a concomitant increase in the peel and shear strengths of the acrylic PSA was achieved, and also the limitation of surface migration of nanoparticles at high volume fractions was overcome. Moreover, CS nanoparticles acted as a compatibilizer for MBC chains, rich in methyl methacrylate (MMA) or butyl acrylate (BA). These MMA‐rich and BA‐rich chains were formed during the synthesis of MBC latex through batch emulsion copolymerization method, due to the difference in the reactivity ratio of BA and MMA radicals. The compatibility of CS nanoparticles with each of the components of MBC was systematically investigated in terms of grafting density, swelling ratio, and thermodynamic affinity and was correlated to the final properties.

Air-Tolerant Reversible Complexation Mediated Polymerization (RCMP) Using Aldehyde.

An air-tolerant reversible complexation mediated polymerization (RCMP) technique, which can be carried out without prior deoxygenation, is developed. The system contains a monomer, an alkyl iodide initiating dormant species, air (oxygen), an aldehyde, N-hydroxyphthalimide (NHPI), and a base. Oxygen is consumed via the NHPI-catalyzed conversion of the aldehyde (RCHO) to a carboxylic acid (RCOOH). The generated RCOOH is further converted to a carboxylate anion (RCOO- ) by the base. The RCOO- generated in situ works as an RCMP catalyst; the polymerization proceeds with the monomer, alkyl iodide dormant species, and RCOO- catalyst. Thus, the system is not only air-tolerant but also does not require additional RCMP catalysts, which is a notable feature of this system. (NHPI is used as an oxidation catalyst for converting RCHO to RCOOH.) This technique is amenable to methyl methacrylate, butyl methacrylate, benzyl methacrylate, 2-hydroxyethyl methacrylate, and styrene, yielding polymers with relatively low-dispersity (Mw /Mn =1.20-1.49), where Mw and Mn are the weight- and number-average molecular weights, respectively.

Comments on “Volumetric, acoustic and IR spectroscopic properties of binary mixtures (1,2-diaminopropane + methyl-, ethyl-, n-propyl- and n-butyl acetates: A combined experimental and first-principles investigation”

A polemic is given regarding the volumetric properties reported in the published by Parmar and coworkers. The authors’ calculated partial molar volumes and partial molar excess volumes of the individual mixture components are both found to be thermodynamically inconsistent with the respective excess molar volumes of the four binary systems containing 1,2-diaminopropane and alkyl acetates (methyl acetate, ethyl acetate, propyl acetate and butyl acetate).

Simultaneous HPLC Determination of Arbutin, Niacinamide and 3-O-Ethyl Ascorbic Acid in Whitening Cream Products in the Presence of Parabens.

Arbutin, niacinamide and 3-O-ethyl ascorbic acid (a new generation of vitamin C derivatives) are compounds that have a whitening effect on skin and are widely used in whitening cream products wherein parabens such as methyl paraben, ethyl paraben, propyl paraben and butyl paraben are also often added as preservatives. This study aims to develop a validated high-performance liquid chromatography (HPLC) method that can be used to determine arbutin, niacinamide and 3-O-ethyl ascorbic acid simultaneously in whitening cream products without interference from the parabens. The optimum conditions for the HPLC system were obtained using ODS-3 RP-C18 Inertsil column, mobile phase consisting of a mixture of aquabides, methanol and acetonitrile with gradient elution mode. Detection was carried out using a UV detector at 220nm. Validation studies demonstrated a good linearity for all analytes over each range concentration with a correlation coefficient >0.999 and Vx0 < 2%. The accuracy test also met the requirements with the recoveries being 96.93-99.55%, 98.60-99.73% and 97.88-100.63% for arbutin, niacinamide and 3-O-ethyl ascorbic acid, respectively. Intra-day and inter-day precision test gave a relative standard deviation (% RSD) of <2% along with a HorRat value of <2 for all analytes. The results of this study indicate that the developed HPLC method has a good selectivity, linearity, accuracy and precision. Due to its simplicity, the method can be used to analyze arbutin, niacinamide and 3-O-ethyl ascorbic acid in the presence of parabens in whitening cream products simultaneously.

Polymeric diallyl quaternary ammonium salts for inhibiting banana Fusarium wilt

Banana Fusarium wilt is a typical soil-borne pathogen disease caused by Fusarium oxysporum f. sp. cubense (Foc) and is difficult to control because Foc conidia can survive for many years in soil. Thus, the inhibition of Foc conidia in soil would be an effective and possible way to control banana Fusarium wilt. In this work, three kinds of poly(N,N-diene propyl quaternary ammonium salts) (PDPQASs), namely, poly(methyl butyl diallyl ammonium chloride) (PM), poly(methyl benzyl diallyl ammonium chloride) (PB) and poly(dimethyl diallyl ammonium chloride) (PD), were synthesized, and the antifungal activities on Foc4, the adsorption and leaching properties in soil, and the biotoxicities on silkworms, zebrafish and mice were evaluated. It was found that the three kinds of PDPQAS showed obvious and stronger inhibiting effects on Foc4 conidia, and they were essentially nontoxic to silkworms and mice. Their toxicities were much lower than that of benzalkonium chloride (BC, a typical commercial small molecular QAS) to zebrafish, in which PB showed the best comprehensive properties in antifungal activities and biotoxicities. Benefitting from the stronger polymer-soil interaction, PB could absorb in soil more easily and hardly be leached from the soil, which helped PB stay in the soil more stably and effectively inhibited Foc4 conidia in the long term, giving PB a potential application in the control of banana Fusarium wilt.

Janus particles by simplified RAFT-based emulsion polymerization process for polymer coating

We describe a simplified method to synthesize film forming polymer Janus particles by phase separation during RAFT-based free radical emulsion polymerization. Fully crosslinked snowman- or football-shaped polystyrene Janus particles (PSJPs) were first produced in a one-step batch process using amphiphilic triblock macro-RAFT copolymers as stabilizers. Such particles were in turn employed as seeds in a continuous emulsion polymerization in which a monomer mixture of methyl methacrylate (MMA) and butyl acrylate (BA) (1/1 by weight) was constantly injected into the reaction in the presence of a water soluble initiator. The added monomers wetted seed particle surface and their polymerization led to formations of 93-nm film forming single- or two-headed Janus particles. The resulted latex was successfully used to disperse and encapsulate solid calcite extender.Graphical abstract

A photothermally triggered one-component shape memory polymer material prepared by cross-linking porphyrin-based amphiphilic copolymer self-assemblies.

Photothermally triggered shape memory polymer materials are usually prepared by dispersing photothermally responsive fillers or compounds into shape memory polymer matrixes through physical blending, while the migration and non-biodegradability of the fillers limit their potential applications (e.g., in the biomedical field). Here, we synthesized a new type of porphyrin-based amphiphilic random copolymer bearing a reactive moiety of carbonyl group by co-polymerizing methyl methacrylate (MMA), butyl acrylate (BA), diacetone acrylamide (DAAM), acrylic acid (AA) and double-bonded vinyl porphyrin monomers, followed by induced self-assembly in aqueous solution to give rise to amphiphilic random copolymer nanoparticles. The nanoparticles were further crosslinked by means of adipic dihydrazide (ADH) to fabricate the photothermally triggered one-component shape memory polymer material. Compared with the most-studied multi-phase/multi-component shape memory polymer materials, the porphyrin moiety, playing the role of a photo-to-heat converter, covalently bonded into the polymer structure would certainly make it more homogeneous and more stable in principle.

Somatic Embryogenesis of Brachiaria brizantha (Syn. Urochloa brizantha) Analyzed by In Situ Hybridization.

In situ hybridization with mRNA probes enables the detection and localization of gene expression in plant somatic embryogenesis samples. BbrizSERK is a gene that is expressed in embryogenic cells and tissues of Brachiaria. Here we describe methods used for in situ hybridization to localize BbrizSERK transcripts during somatic embryogenesis of Brachiaria brizantha according to the plant material and observations intended, using paraffin or butyl methyl methacrylate resin-embedded samples, as well as a method for whole-mount preparation applicable for the analysis of other genes involved in embryogenic processes, along with other in vitro processes.