脂肪酸甲酯乙氧基化物的物化性能研究

对不同烷链和不同EO加合数的脂肪酸甲酯乙氧基化物的物化性能进行了测试,并对FMEE在洗衣粉中替代AEO9进行了初步研究。结果表明,与脂肪醇乙氧基化物相比,FMEE泡沫低,水溶速度快,对油脂增溶能力强,用棕榈油甲酯乙氧基化物替代AEO9在洗衣粉中应用可改善去污性能并降低成本。     

椰油酸甲酯乙氧基化物的生产及应用

论述了国内外对脂肪酸甲酯乙氧基化物的应用研究,对抚顺市东远化工厂的装置情况作了介绍,并将椰油酸甲酯乙氧基化物(CMEE-8)与脂肪醇聚氧乙烯醚(AEO9)的生产相比较,经实际应用,CMEE-8在洗衣粉复配中可部分替代AEO9。     

聚甘油脂肪酸酯与AEO_9复配性能研究

聚甘油脂肪酸酯与AEO9复配,对复配体系的性能进行测定,结果表明:m(AEO9)∶m(PGFE)为8∶1时复配体系的cmc和γcmc最低,泡沫体积最大,泡沫稳定性最好;m(AEO9)∶m(PGFE)为1∶2时对体系石蜡的乳化力最强,m(AEO9)∶m(PGFE)为2∶1对大豆油的乳化力最强;复配体系的润湿性能有所提高。     

脂肪酸甲酯磺酸盐的产业化开发

介绍了脂肪酸甲酯磺酸盐(MES)的生产技术和国内外发展的概况,指出MES生产过程的技术关键,提倡自主创新开发这一新的产品。     

Evaluation of Some Nonionic Surfactants Derived from Tannic Acid as Additives for Water‐Based Mud

Water‐based mud is the most‐used mud for oil and gas exploration and is generally considered to be more environmentally friendly than oil‐based or synthetic‐based mud. Therefore in this study we focused on water‐based mud and a series of nonionic surfactants derived from tannic acid was evaluated as additives for water‐based muds. The rheological properties for formulated water‐based muds contain nonionic additives at different temperatures were investigated including: apparent viscosity, plastic viscosity, yield point, gel strength, thixotropy and filtration properties. In addition to the relation between shear stress and shear rate were presented at different temperatures. The results of the studied nonionic surfactant showed improvements in the rheological properties when used as additives for water‐based mud formulation.     

New Vinyl Ester Bio-copolymers Derived from Dimer Fatty Acids: Preparation, Characterization and Properties

Two different vinyl ester resin monomers derived from dimer fatty acids (DA), dimer fatty acids polymerized glycidyl methacrylate (DA-p-GMA) resin and maleic anhydride modified dimer fatty acids polymerized glycidyl methacrylate (MA-m-DA-p-GMA) resin were prepared via simple ring-opening and esterification. FTIR, ¹H-NMR and GPC results demonstrated that these two target products have been successfully synthesized. Moreover, DA-based vinyl ester resin–styrene copolymers with different weight ratios were also prepared by a thermal polymerization, and their mechanical, morphological and thermal properties were investigated. Mechanical tests displayed that the prepared copolymers had excellent mechanical properties, and even at a low styrene content of 30 wt%, the copolymers still had excellent flexural strength of 29.14 MPa and tensile strength of 15.99 MPa. Micro-morphological investigation displayed that the copolymers had glossy and smooth impact resistance fractured surfaces, indicating distinctive fast brittle fracture features. Dynamic mechanical analysis (DMA) revealed that the copolymers’ glass-transition temperatures were within a broad range from 44 to 72 °C. Thermogravimetric results demonstrated that the copolymers had excellent thermal stability, as all copolymers showed a high thermal initial decomposition temperature above 390 °C.     

Interfacial Tensions of Ethoxylated Fatty Acid Methyl Ester Solutions Against Crude Oil

The dynamic interfacial tension (IFT) of ethoxylated fatty acid methyl ester solutions against n‐alkanes, kerosene, and diluted heavy oil have been investigated by spinning drop interfacial tensiometry. The influences of ethylene oxide (EO) groups and alkyl chain length on IFT were investigated. The experiment results show that the water solubility decreases with an increase in alkyl chain length or a decrease in EO groups. The ability to lower the interfacial tension against hydrocarbons improves with both increasing alkyl chain length and EO group at the best hydrophilic‐lipophilic balance, which can be attributed to the enhancement of the interfacial hydrophobic interactions and the rearrangement of interfacial surfactant molecules. The mixed adsorption of surfactant molecules and surface‐active components may reduce IFT to a lower value. C₁₈=E₃ shows the best synergism with surface‐active components. However, the IFT values against pure crude oil are obviously higher than those against hydrocarbons, which may be caused by the nature of heavy oil.     

脂肪酸甲酯磺酸盐（MES）开发的回顾与展望

本文简要回顾了国内外对脂肪酸甲酯磺酸盐（ＭＥＳ）的研究、开发和应用状况,讨论了ＭＥＳ生产过程中的几个重要问题,并对ＭＥＳ的发展前景进行了展望。     

Evaluation of Some Nonionic Surfactants Derived From Vanillin as Corrosion Inhibitors for Carbon Steel During Drilling Processes

Four eco‐friendly nonionic surfactants based on vanillin were investigated as corrosion inhibitors against carbon steel dissolution during the drilling process in the oil field. The corrosion inhibition efficiencies of the tested compounds were determined using weight loss, electrochemical polarization, and electrochemical impedance techniques. The data obtained show that the nonionic surfactants prevent the corrosion of drilling tools and their inhibition efficiency increased with an increase in their concentration. Tafel curves revealed that the surfactants under study act as mixed inhibitors. The adsorption of the inhibitors on carbon steel surface decreases the double‐layer capacitance. The inhibition efficiencies of the surfactants were influenced by their chemical structure and surface activity.     

地沟油改性制备PVC用环氧脂肪酸甲酯增塑剂

以地沟油为原料,采用分步甲酯化、酸催化-环氧化法制备环氧脂肪酸甲酯增塑剂,并对产品的化学结构进行表征。结果表明,产品在839.2cm-1处出现了环氧基特征峰;环氧化反应后原料中的不饱和脂肪酸甲酯含量显著降低,同时生成了环氧脂肪酸甲酯;产品的环氧化程度随环氧化时间的延长逐步提高,在环氧化时间为8h时环氧值达到最大3.9%,碘值相应地从87.7降至8.7;与邻苯二甲酸二辛酯（DOP）相比,环氧脂肪酸甲酯增塑剂闪点高于197℃,对聚氯乙烯（PVC）树脂有相似的增塑效率,50%的增塑剂可使PVC的玻璃化转变温度从87℃降低到-10℃,但耐迁移性尚不及DOP。     

Oligomeric Composition of Polyols From Fatty Acid Methyl Ester: The Effect of Ring‐Opening Reactants of Epoxide Groups

Commercial availability of fatty acid methyl ester (FAME) from palm oil targeted for biodiesel offers a good feedstock for the production of structurally well‐defined polyols for polyurethane applications. The effect of molecular weight (MW), odd and even carbon numbers, and the linear and branched structure reactants used in the ring‐opening reaction of epoxidized fatty acid methyl ester (E‐FAME) on the properties of polyols was investigated. Conversions of E‐FAME to PolyFAME polyols were confirmed by Fourier transform infrared analysis, oxirane oxygen content, and hydroxyl number. Gel permeation chromatography (GPC) calibrated against polyether polyols as a standard and vapor pressure osmometry were used for MW determination. GPC chromatograms of PolyFAME polyols clearly demonstrated the formation of oligomers during ring‐opening reactions. MW, and odd and even carbon numbers in a structure of linear diols and branched diol used in the syntheses of PolyFAME polyols did not have an effect on crystallinity, glass transition, or melt temperatures measured using Differential scanning calorimetry (DSC). PolyFAME polyols ring‐opened with water, methanol, and 1,2‐propanediol contained secondary hydroxyl groups, whereas PolyFAME polyols ring‐opened with linear diols contained a mixture of primary and secondary hydroxyl groups. It was found that the concentration of primary hydroxyl groups increased significantly by increasing the number of carbons from C2 to C3 in the linear diols. The viscosity of PolyFAME polyols also increased with the MW of linear diols used in the E‐FAME ring‐opening reaction. These findings would be beneficial for formulators in choosing the most cost effective polyols for polyurethane formulations.     

Synthesis and Surface Active Properties of Sulfonated Acrylate Esters Based on Al‐Cedre Oil

Sulfonated acrylate esters have been synthesized by using renewable raw materials such as fatty alcohols of Al‐Ceder oil. Mixed fatty acids were isolated from Al‐Ceder oil by hydrolysis; both saturated and unsaturated fatty acids were isolated from the mixed fatty acids. The methyl esters of mixed fatty acid, saturated and unsaturated acids of Al‐Cedre oil were subjected to reduction with (LiAlH4) to give the corresponding fatty alcohols. The products of the reduction process were saponified and the hydroxyl values were estimated to further confirm the reduction occurrence. The acrylate esters were synthesized by esterification of acrylic acid with fatty alcohols of C_16:0, C_18:0, C_18:1, and C_18:2 mixed saturated, mixed unsaturated and mixed fatty acids of Al‐Cedre oil, respectively. This esterification was followed by addition of NaHSO₃ to form bisulfite adducts. The structures of the prepared surfactants were characterized by IR and ¹HNMR spectroscopy. A series of useful surface parameters, stability towards acids and base hydrolysis and calcium stability have been determined.     

Structural Analyses of Hydrated Crystals in Mixed Green Surfactant Systems: α‐Sulfonated Fatty Acid Methyl Ester Salt and Fatty Acid Soap Mixtures

α‐Sulfonated fatty acid methyl ester salts (MES), synthesized from renewable plant resources, are an example of green surfactants used in eco‐friendly washing detergents because of their excellent detergent properties, biodegradability, and enzyme stability. Although various physicochemical properties of MES crystals and micelles have been studied, mixed systems composed of MES and other surfactants have not been well studied. We investigated the crystalline structures of hydrated solids in mixed systems containing MES and soaps, which have been utilized as detergents, using small‐ and wide‐angle X‐ray scattering (SWAXS), differential scanning calorimetry (DSC), and Fourier transform infrared (FTIR) spectroscopy techniques. The minimum dissolution temperature, determined by visual observation, of a 4:1 M ratio of the sodium salt of α‐sulfonated palmitic acid methyl ester (C₁₆MES‐Na) and sodium palmitate (C₁₆‐Na), is indicative of a eutectic mixture. SWAXS measurements reveal that C₁₆MES‐Na and C₁₆‐Na crystals are formed separately in this system. Eutectic mixtures were also observed for the C₁₆MES‐Na/C₁₆MES‐K (α‐sulfonated palmitic acid methyl ester potassium salt) system and in the C₁₆MES‐K/C₁₆‐Na system. Furthermore, in addition to C₁₆MES‐K and C₁₆‐Na crystals, C₁₆MES‐Na crystals were also formed in the C₁₆MES‐K/C₁₆‐Na system, through counterion exchange during crystallization.     

Egg Yolk as Means for Providing Essential and Beneficial Fatty Acids

The new American Dietary Guidelines now recommend optimizing the types of fat consumed instead of reducing or eliminating fat from the diet. Chicken eggs are a means to deliver essential and beneficial human dietary fatty acids (FA), and can be staple component of healthy eating behavior. Additionally, polyunsaturated fatty acids can be increased in the avian egg yolk by simply incorporating selected lipid sources into the avian diet. Poultry feed rich in omega‐3 FA (omega‐3) has allowed commercialization of enriched eggs containing up to 600 mg of omega‐3. Conjugated linoleic acid (CLA) has also been used in the research setting to enrich eggs to provide a portion of the 3–4 g CLA day^?1 needed to promote weight loss to combat obesity. However, Americans consume only 50% of the omega‐3 recommended adequate intake, and average CLA consumption is under 600 mg day^?1. While a variety of foods are naturally rich in omega‐3, conventional sources of CLA are limited to bovine milk and meat, which do not provide enough CLA to produce clinical effects in a balanced diet. Since eggs and egg‐based products are common in the Western diet, eggs enriched with both omega‐3 and CLA using dietary additions to poultry feed may promote consumption of the recommended levels of these FA. This article reviews the design of poultry eggs with enhanced lipid profiles through dietary intervention, and discusses the future direction of enriched egg research.     

Synthesis and Application of Borate Ester Bonding Agents for a Four‐Component Hydroxy‐Terminated Polybutadiene Propellant

Low molecular weight interconnection monomers including polyepichlorohydrin, poly(propylene oxide), poly(ethylene glycol adipate), and poly(butylene adipate) were synthesized to evaluate the effects of the molecular structure of interconnection monomers on the bonding efficiency of borate ester bonding agents (BEBA) applied in four‐component hydroxy‐terminated polybutadiene (HTPB) propellants. The monomers were characterized by IR spectroscopy, elemental analysis, and gel permeation chromatography. A series of new borate ester bonding agents were synthesized using the as‐synthesized interconnection monomers as well as poly(ethylene glycol) and applied in the preparation of four‐component HTPB propellants. The application results showed that BEBA‐4 prepared from poly(butylene adipate) could significantly improve the mechanical properties of the four‐component HTPB propellant, reduce the slurry viscosity leading to improvement of processing properties and aging resistant performance, while no significant effect on the burning characteristics of the propellant was observed.     

Calixarene Derivatives as Novel Nanopore Generators for Templates of Nanoporous Thin Films

Summary: We report herein calixarene derivatives, which could adapt to various fields of application, as novel pore generators for making nanoporous materials. The pore structure of nanoporous materials exhibits disordered pores with small mesopore diameter (2–3 nm), which is similar to the micelle‐like assembled structure of the calixarene compounds. The electro‐optical properties such as dielectric constants and refractive indexes of these porous thin films can easily be manipulated. The calixarene‐templated nanoporous films could find a variety of potential applications, such as low‐dielectric constant (k) materials and high‐surface area materials for catalysis and biotechnology.

PM3‐optimized structures of CA[4] and CA[6].     

Branched‐Chain Fatty Acid Methyl Esters as Cold Flow Improvers for Biodiesel

Biodiesel is an alternative diesel fuel derived mainly from the transesterification of plant oils with methanol or ethanol. This fuel is generally made from commodity oils such as canola, palm or soybean and has a number of properties that make it compatible in compression‐ignition engines. Despite its many advantages, biodiesel has poor cold flow properties that may impact its deployment during cooler months in moderate temperature climates. This work is a study on the use of skeletally branched‐chain‐fatty acid methyl esters (BC‐FAME) as additives and diluents to decrease the cloud point (CP) and pour point (PP) of biodiesel. Two BC‐FAME, methyl iso‐oleate and methyl iso‐stearate isomers (Me iso‐C_18:1 and Me iso‐C_18:0), were tested in mixtures with fatty acid methyl esters (FAME) of canola, palm and soybean oil (CaME, PME and SME). Results showed that mixing linear FAME with up to 2 mass% BC‐FAME did not greatly affect CP, PP or kinematic viscosity (ν) relative to the unmixed biodiesel fuels. In contrast, higher concentrations of BC‐FAME, namely between 17 and 39 mass%, significantly improved CP and PP without raising ν in excess of limits in the biodiesel fuel standard specification ASTM D 6751. Furthermore, it is shown that biodiesel/Me iso‐C_18:0 mixtures matched or exceeded the performance of biodiesel/Me iso‐C_18:1 mixtures in terms of decreasing CP and PP under certain conditions. This was taken as evidence that additives or diluents with chemical structures based on long‐chain saturated chains may be more effective at reducing the cold flow properties of mixtures with biodiesel than structures based on long‐chain unsaturated chains.     

Benzyl ester of dehydrated castor oil fatty acid as plasticizer for poly(vinyl chloride)

The poly(vinyl chloride) (PVC) industry plays an important role in today's total plastics industry. The major volume of PVC is used as soft and plasticized PVC. PVC applications consume approximately 80% of the total production of plasticizers. Most of the common plasticizers are aromatic esters of phthalic acid. In the majority of countries, phthalate plasticizers are banned due to their carcinogenic properties. The concern raised about toxicity led to a large demand for bio‐based non‐toxic plasticizers. Hence, there is an increasing interest in replacing the phthalate plasticizers with those produced from simple bio‐based materials. Dehydrated castor oil fatty acid (DCOFA) is a renewable resource which can be esterified and used as an environment friendly plasticizer for PVC. Benzyl ester (BE) was prepared by reacting DCOFA with benzyl alcohol in the presence of catalyst at 170–180 °C. Esterification was further confirmed by acid value, hydroxyl number, ¹H NMR and Fourier transform IR spectroscopy. The modified plasticizer was used in various proportions as a co‐plasticizer in PVC for partial replacement of dioctyl phthalate (DOP). With an increase in the proportion of BE in PVC samples, a good plasticizing performance was observed. The incorporation of BE also resulted in a reduction in viscosity and viscosity pick‐up and improved mechanical, exudation, thermal degradation and chemical resistance properties. The presence of BE showed a reduction in the whiteness index due to presence of conjugated double bonds in the structure. The results of DSC, XRD and Shore hardness studies showed no significant variation in properties compared with those of DOP‐plasticized sheets and thus we can conclude that BE can be used as a co‐plasticizer in PVC. © 2013 Society of Chemical Industry     

Fatty acid vinyl esters as acylating agents: A new method for the enzymatic synthesis of monoacylglycerols

Lipase-catalyzed synthesis of monoacylglycerols (MAG) was performed by transesterification reactions between fatty acid vinyl esters and either glycerol (1) or 1,2-O-isopropylidene-rac-glycerol (2), without solvents or in the presence ofn-pentane. Vinyl decanoate, vinyl laurate, vinyl stearate and vinyl palmitate have been converted to the corresponding monoacylglycerols. As expected for the reaction with1, a mixture of mono-, di- and triacylglycerols was synthesized. The highest concentrations of MAG were achieved with vinyl stearate (30% 2-MAG and 15% 1-MAG). The reactions of fatty acid vinyl esters with the protected glycerol (2) led to the corresponding protected 3-monoacylglycerols with 100% conversion after short reaction times. The subsequent cleavage of these acetonides was performed by four different methods. The fastest cleavage was found with trifluoroacetic acid as catalyst, whereas the highest concentration of MAG (100%) was obtained for the boric acid-catalyzed hydrolysis of the acetonides.