scholarly journals SYNTESIS of DIMERIC SURFACTANTS based on SYNTHANOL DS-10 AND ADIPINIC ACID

Author(s):  
Elena A. Lominoga ◽  
Konstantin S. Burmistrov ◽  
Victor S. Gevod

Mono- and di- esters of adipinic acid with long chain ethoxylated aliphatic alcohols (mixture of C10 – C12 and C16 – C18 alkohols) were obtained by the reaction of Synthanol DS-10 and adipinic acid and its dichloroanhydride. If adipinic acid with p-toluenesulfonic acid as catalyst were used as acylating agent and the mole ratio of Synthanol DS-10 to adipinic acid is 1:1 the yield of monoacylated product was 76 %. (temperature 120-125 °C, 3 h). If the mole ratio of Synthanol DS-10 to adipinic acid is 2:1 the yield of diacylated product was 80 % (temperature 120-125 °C, 6 h). Using dichloroanhydride of adipinic acid as acylating agent gives the 90 % (temperature 90-100 °C, 7.5 h) yield of diacylated product. The structure of all compounds was established by IR and NMR spectroscopy. Surface tension dependence on concentration in aqueous and alkaline medium was investigated for the obtained compounds. It was determined that the colloidal properties of the synthesized products differ significantly from the original Synthanol DS-10. The minimal surface tension of synthesized compounds is 25-33 mN/m. The surface activity of monoester in 5 % sodium hydroxide is 5.74 N·m2·mol-1 (for Synthanol DS-10 3.06 N·m2·mol-1). But in water their surface activity is 4.00 and 4.17, respectively. Opacity temperature in different mediums was established for the new compounds. Cloud point at the concentration of 0.25 g/dm3 of diester of adipinic acid in water (>100 °C) is significantly higher than for Synthanol DS-10 (81 °C) and for monoester (46 °C). In 5 % solution of sodium hydroxide the cloud points of all these compounds are the same (difference is 2-3 °C). The new products are stable in water and alkaline medium, but not stable in 0.1N solution of hydrochloric acid. The new synthesized surfactants from Synthanol DS-10 and adipinic acid (by the complex of colloidal and physical-chemical properties) are interesting as the ingredients of technical and household compositions. Forcitation:Lominoga E.A., Burmistrov K.S., Gevod V.S. Syntesis of dimeric surfactants based on synthanol DS-10 and adipinic acid. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2018. V. 61. N2. P. 91-96

2021 ◽  
pp. 50-56
Author(s):  
А. В. Хільковець

Nitrogen-containing heterocyclic compounds are widely represented in modern organic chemistry. A special place among the huge number of substances presented is occupied by derivatives of 1,2,4-triazole due to their uniqueness and prospects. In recent years, these derivatives have remained the object of close attention of both synthetic chemists and researchers engaged in the search for new biologically active substances of a wide spectrum of action, the synthesis of optical materials, dyes, corrosion inhibitors, veterinary drugs, etc. It is known from the literature that the combination of the aromatic heterocycle of thiophene and 1,2,4-triazole is a promising area for research. The result of such combinations is a number of compounds obtained with fairly high yields and a wide range of activities. Thus, further chemical modification of 1,2,4-triazole derivatives by additional administration of a typical thiophene pharmacophore is an urgent task. The aim of the study is to obtain new compounds in a number of S-substituted 5-thiophene-(3-ylmethyl)-4R-1,2,4-triazole-3-thiols and study their physico-chemical properties using complex analysis methods. The study of the physical and chemical properties of the compounds obtained was carried out according to methods that meet the standards of the state pharmacopoeia of Ukraine. The synthesis of new compounds was carried out according to generally accepted methods. The previously obtained 5-thiophene-(3-ylmethyl)-4h-1,2,4-triazole-3-thiol and 5-thiophene-(3-ylmethyl)-4-phenyl-1,2,4-triazole-3-thiol were used as starting compounds. Preparation of thioethanones was performed in an alkaline medium in the presence of methanol. The acids were obtained in an alcohol-alkaline medium with the addition of monochloroacetic acid. To obtain esters, two conventional methods were used. The first method is based on the alkylation in an alkaline-alcohol medium of the starting thiols with isopropyl ester of monochloroacetic acid. The second method is the classical esterification reaction. To confirm the structure and study of the physical and chemical properties, all the resulting compounds were crystallized. As a result, some new compounds that were not previously described were obtained, namely: thioethanones, thioacetamides, thioacetic acids, thioacetates, and a number of other thiopo-derivatives of these initial compounds. The structure and individuality of the obtained molecules were confirmed by elemental analysis (CHNS), IR and 1H NMR spectra. A number of new S-derivatives of 5-thiophene-(3-ylmethyl)-4R-1,2,4-triazole-3-thiols have been obtained. The physical and chemical properties of the obtained compounds are determined and their structure is confirmed using modern analysis methods. Some compounds will be transferred for further research.


2021 ◽  
Vol 13 (15) ◽  
pp. 8122
Author(s):  
Shijie Tian ◽  
Weiqiang Tan ◽  
Xinyuan Wang ◽  
Tingting Li ◽  
Fanhao Song ◽  
...  

Surface activity of humic acid (HA) and its six sub-fractions isolated from forest soil were characterized by surface tension measurements, dynamic light scattering, and laser doppler electrophoresis. The surface tension of HA and its sub-fractions reduced from 72.4 mN·m−1 to 36.8 mN·m−1 in exponential model with the increasing concentration from 0 to 2000 mg·L−1. The critical micelle concentration (CMC) and Z-average particle size ranged from 216–1024 mg·L−1 and 108.2–186.9 nm for HA and its sub-fractions, respectively. The CMC have related with alkyl C, O-alkyl C, aromatic C, and carbonyl C (p < 0.05), respectively, and could be predicted with the multiple linear regression equation of CMC, CMC = 18896 − 6.9 × C-296 × alkyl C-331 × aromatic C-17019 × H/C + 4054 × HB/HI (p < 0.05). The maximum particle size was 5000 nm after filtered by a membrane with pore size of 450 nm, indicating HA and its sub-fractions could progressed self-assembly at pH 6.86. The aggregate sizes of number-base particle size distributions were mainly in six clusters including 2 ± 1 nm, 5 ± 2 nm, 10 ± 3 nm, 21 ± 8 nm, 40 ± 10 nm, and >50 nm analyzed by Gaussian model that maybe due to the inconsistency of the components and structures of the HA sub-fractions, requiring further study. It is significance to explore the surface activity of HA and its sub-fractions, which is helpful to clarify the environmental behavior of HA.


2013 ◽  
Vol 690-693 ◽  
pp. 2076-2080
Author(s):  
Zhen Zhong Fan ◽  
Lan Lan Li ◽  
Li Feng Zhang ◽  
Qing Wang Liu

Cationic Gemini surfactant concentration, the inorganic salts added and the pH value of surface tension obtained cationic gemini surfactant critical micelle concentration is 0.4mmol / L;by adding three kinds of inorganic salts NaCl, MgCl2, and Na2SO4 ,which Na2SO4 has the greatest impact on surface tension, followed by MgCl2.The surface minimum tension of the pH ranged from 9 to 11 , indicating that the surface activity of cationic gemini surfactants achieved the highest.


1934 ◽  
Vol 30 (2) ◽  
pp. 216-224
Author(s):  
P. C. Ho

Owing to its physical and chemical properties being greatly different from those of any of the liquids which have hitherto been used in the Wilson cloud chamber, mercury has been used in the experiments described in this paper and the condensation phenomena of its vapour at different temperatures observed. Before constructing the apparatus it was considered necessary to get from theoretical considerations some idea about the magnitude of the critical supersaturation for mercury vapour in equilibrium with a drop carrying unit charge. Assuming that J. J. Thomson's formula.where s is the supersaturation of mercury vapour in equilibrium with a drop of mercury of radius a, charge e, density σ and surface tension T, the value of which is assumed here to be independent of the radius of the drop, K the specific inductive capacity of the dielectric surrounding the drop, and R the gas constant for one gramme of weight, all at temperature θ, can be applied to the present problem, this critical supersaturation sm is given by the formula


2007 ◽  
Vol 7 (3) ◽  
pp. 6077-6112
Author(s):  
T. Anttila ◽  
V.-M. Kerminen

Abstract. Aitken mode particles are potentially an important source of cloud droplets in continental background areas. In order to find out which physico-chemical properties of Aitken mode particles are most important regarding their cloud-nucleating ability, we applied a global sensitivity method to an adiabatic air parcel model simulating the number of cloud droplets formed on Aitken mode particles, CD2. The technique propagates uncertainties in the parameters describing the properties of Aitken mode to CD2. The results show that if the Aitken mode particles do not contain molecules that are able to reduce the particle surface tension more than 30% and/or decrease the mass accommodation coefficient of water, α, below 10−2, the chemical composition and modal properties may have roughly an equal importance at low updraft velocities characterized by maximum supersaturations <0.1%. For larger updraft velocities, however, the particle size distribution is clearly more important than the chemical composition. In general, CD2 exhibits largest sensitivity to the particle number concentration, followed by the particle size. Also the shape of the particle mode, characterized by the geometric standard deviation (GSD), can be as important as the mode mean size at low updraft velocities. Finally, the performed sensitivity analysis revealed also that the chemistry may dominate the total sensitivity of CD2 to the considered parameters if: 1) the value of α varies at least one order of magnitude more than what is expected for pure water surfaces (10−2–1), or 2) the particle surface tension varies more than roughly 30% under conditions close to reaching supersaturation.


2019 ◽  
Vol 35 (6) ◽  
Author(s):  
Heli Heros Teodoro de Assunção ◽  
Saulo Felipe Brockes Campos ◽  
Luciana Alves Sousa ◽  
Ernane Miranda Lemes ◽  
Cesar Henrique Souza Zandonadi ◽  
...  

The frequent tank mixing of phytosanitary products, adjuvants, and foliar fertilizers highlights the lack of information which sustains decisions about what products can be mixed for spray application. Thus, the aim of this study was to evaluate the physical and chemical characteristics of fungicides, herbicides, and insecticides in combination with some adjuvants on the Brazilian market. The experimental design was completely randomized and spray mixes of the phytosanitary products: fungicide (azoxystrobin+benzovindiflupir), herbicide (diamônio salt of N-(phosponomethyl)) or insecticide (fenpropathrin) were evaluated in combination with adjuvants (mineral oil base, foliar fertilizer or lecithin + propionic acid), and in two application rates (95 and 52 L ha-1); all with four replications. Surface tension, electrical conductivity, pH, dynamic viscosity and density of spray mixes were evaluated. The adjuvants presented characteristics capable of significantly altering the physicochemical properties of the phytosanitary spray mixes, and thus, alter the biological effectiveness and efficiency of the spray applications. However, its effects are also dependent on the phytosanitary product added to the spray mix, which makes general recommendations a difficult task. The greatest pH reduction, as well as the greatest increase in electrical conductivity, were caused by the adjuvant lecithin + propionic acid. All phytosanitary products and adjuvants studied, associated or not, resulted in a reduction in the surface tension of the spray mix in relation to water. The magnitude of change of density and dynamic viscosity promoted by adjuvants was lower than the other characteristics evaluated.


Energies ◽  
2020 ◽  
Vol 13 (24) ◽  
pp. 6564
Author(s):  
Krzysztof Górski ◽  
Ruslans Smigins ◽  
Rafał Longwic

Physico-chemical properties of diethyl ether/linseed oil (DEE/LO) fuel blends were empirically tested in this article for the first time. In particular, kinematic viscosity (ν), density (ρ), lower heating value (LHV), cold filter plugging point (CFPP) and surface tension (σ) were examined. For this research diethyl ether (DEE) was blended with linseed oil (LO) in volumetric ratios of 10%, 20% and 30%. Obtained results were compared with literature data of diethyl ether/rapeseed oil (DEE/RO) fuel blends get in previous research in such a way looking on differences also between oil types. It was found that DEE impacts significantly on the reduction of plant oil viscosity, density and surface tension and improve low temperature properties of tested oils. In particular, the addition of 10% DEE to LO effectively reduces its kinematic viscosity by 53% and even by 82% for the blend containing 30% DEE. Tested ether reduces density and surface tension of LO up to 6% and 25% respectively for the blends containing 30% DEE. The measurements of the CFPP showed that DEE significantly improves the low temperature properties of LO. In the case of the blend containing 30% DEE the CFPP can be lowered up to −24 °C. For this reason DEE/LO blends seem to be valuable as a fuel for diesel engines in the coldest season of the year. Moreover, DEE/LO blends have been tested in the engine research. Based on results it can be stated that the engine operated with LO results in worse performance compared with regular diesel fuel (DF). However, it was found that these disadvantages could be reduced with DEE as a component of the fuel mixture. Addition of this ether to LO improves the quality of obtained fuel blends. For this reason, the efficiency of DEE/LO blend combustion process is similar for the engine fuelled with regular diesel fuel. In this research it was confirmed that the smoke opacity reaches the highest value for the engine fuelled with plant oils. However, addition of 20% DEE reduces this emission to the value comparable for the engine operated with diesel fuel.


1998 ◽  
Vol 84 (1) ◽  
pp. 146-156 ◽  
Author(s):  
Olga V. Lopatko ◽  
Sandra Orgeig ◽  
Christopher B. Daniels ◽  
David Palmer

Lopatko, Olga V., Sandra Orgeig, Christopher B. Daniels, and David Palmer. Alterations in the surface properties of lung surfactant in the torpid marsupial Sminthopsis crassicaudata. J. Appl. Physiol. 84(1): 146–156, 1998.—Torpor changes the composition of pulmonary surfactant (PS) in the dunnart Sminthopsis crassicaudata [C. Langman, S. Orgeig, and C. B. Daniels. Am. J. Physiol. 271 ( Regulatory Integrative Comp. Physiol. 40): R437–R445, 1996]. Here we investigated the surface activity of PS in vitro. Five micrograms of phospholipid per centimeter squared surface area of whole lavage (from mice or from warm-active, 4-, or 8-h torpid dunnarts) were applied dropwise onto the subphase of a Wilhelmy-Langmuir balance at 20°C and stabilized for 20 min. After 4 h of torpor, the adsorption rate increased, and equilibrium surface tension (STeq), minimal surface tension (STmin), and the %area compression required to achieve STmin decreased, compared with the warm-active group. After 8 h of torpor, STmin decreased [from 5.2 ± 0.3 to 4.1 ± 0.3 (SE) mN/m]; %area compression required to achieve STmindecreased (from 43.4 ± 1.0 to 27.4 ± 0.8); the rate of adsorption decreased; and STeqincreased (from 26.3 ± 0.5 to 38.6 ± 1.3 mN/m). ST-area isotherms of warm-active dunnarts and mice at 20°C had a shoulder on compression and a plateau on expansion. These disappeared on the isotherms of torpid dunnarts. Samples of whole lavage (from warm-active and 8-h torpor groups) containing 100 μg phospholipid/ml were studied by using a captive-bubble surfactometer at 37°C. After 8 h of torpor, STmin increased (from 6.4 ± 0.3 to 9.1 ± 0.3 mN/m) and %area compression decreased in the 2nd (from 88.6 ± 1.7 to 82.1 ± 2.0) and 3rd (from 89.1 ± 0.8 to 84.9 ± 1.8) compression-expansion cycles, compared with warm-active dunnarts. ST-area isotherms of warm-active dunnarts at 37°C did not have a shoulder on compression. This shoulder appeared on the isotherms of torpid dunnarts. In conclusion, there is a strong correlation between in vitro changes in surface activity and in vivo changes in lipid composition of PS during torpor, although static lung compliance remained unchanged (see Langman et al. cited above). Surfactant from torpid animals is more active at 20°C and less active at 37°C than that of warm-active animals, which may represent a respiratory adaptation to low body temperatures of torpid dunnarts.


2011 ◽  
Vol 331 ◽  
pp. 245-248
Author(s):  
Yun Zhang ◽  
Xi Tao Sun ◽  
Xiang Rong Wang

Ethanediyl-N-hexadecyl-tri(sodium α-glycinate) (N-hexadecyl ED3A), which belongs to the chelating surfactants, was synthesized by three-step reactions in this study. The structure of the product was characterized by IR. The surface activity and the properties of N-hexadecyl ED3A as degumming agent were investigated. The IR spectra showed the characteristic bands corresponding to the stretching vibration of C-N, -COONa, and C-H groups. The critical micelle concentration (cmc) of N-hexadecyl ED3A was 0.249mmol•L-1, and the surface tension at the cmc (γcmc) of it was 33.03mN•m-1. This revealed that the surfactant had fairly low cmc and excellent surface activity. Lower dosage of N-hexadecyl ED3A showed as good result as the conventional soap in silk degumming process, and the degumming result was also excellent without adding the chelating dispersant.


2012 ◽  
Vol 550-553 ◽  
pp. 99-102
Author(s):  
Bao Cai Xu ◽  
Gui Ju Zhang ◽  
Yun Xia Li ◽  
Lu Cui

Amide surfactants have modified structures with lipophilic groups connecting hydrophilic groups through amido bond. The preparation of three families of amide surfactants including long chain N-acyl sarcosinates, amidopropyl dimethyl hydroxypropyl sulfobetaines and lauryl amidopropyl trimethyl ammoniums were discussed. The study of the surface activity of these compounds by measuring the equilibrium surface tensions of their dilute aqueous solutions were described. The minimum surface tension and the critical micelle concentration values of these compounds are given.


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