109-28-4Relevant academic research and scientific papers
A facile route towards the preparation of ultra-long-Chain amidosulfobetaine surfactants
Chu, Zonglin,Feng, Yujun
, p. 2655 - 2658 (2009)
A series of novel, ultra-long-chain amidosulfobetaine surfactants were prepared by amidation of ultra-long-chain fatty acids directly with N,N-dimethyl-1,3-propanediamine in the absence of solvents, followed by quaternization of the intermediates with 1,3-propanesultone in ethyl acetate.
Synthesis and surface activities of amidobetaine surfactants with ultra-long unsaturated hydrophobic chains
Feng, Dan,Zhang, Yongmin,Chen, Quansheng,Wang, Jiyu,Li, Bin,Feng, Yujun
, p. 657 - 661 (2012)
Recent studies have shown that the surfactants bearing an ultra-long hydrophobic chain (>C18) exhibit unique self-assembly properties. However, their synthesis and surface activities have been less documented. In this work, monounsaturated alkyl dimethyl amidopropyl betaines, UCnDAB (n = 18, 22, and 24), were prepared by the reaction of the corresponding fatty acids with N,N-dimethyl-1,3-propanediamine, followed by quaternization with sodium choloroacetate of the obtained intermediates. The intermediates and final surfactants were characterized by 1H NMR and ESI-HRMS, respectively. Krafft temperature (TK) and surface activities of the surfactants were also examined. It was found that TK of all these surfactants is lower than 0°C, and their critical micellar concentration (CMC) is within the range of 10-3 mmol/L. In addition, the linear relationship between lg CMC and n is still in evidence.
Synthesis and Evaluation of Novel Amido-Amine Cationic Gemini Surfactants Containing Flexible and Rigid Spacers
Hussain, S. M. Shakil,Kamal, Muhammad Shahzad,El Ali, Bassam,Sultan, Abdullah S.
, p. 777 - 788 (2017)
New amido-amine-based cationic gemini surfactants with flexible and rigid spacers and different hydrophobic tails were synthesized and characterized. These gemini surfactants were prepared by a modified procedure through amidation of long chain carboxylic acids using 3-(dimethylamino)-1-propylamine followed by treatment with halohydrocarbons. The effect of the trans and cis conformation of the spacer double bond was investigated by means of critical micelle concentration, surface tension reduction, and thermal stability. The short-term thermal stability of the gemini surfactants was assessed using thermogravimetric analysis (TGA) and the long-term thermal stability was examined by a unique approach based on structure characterization techniques including NMR (1H and 13C) and FTIR analysis. TGA results demonstrated excellent short-term thermal stability since no structure degradation was observed up to 200?°C. Structural characterization revealed impressive long-term thermal stability of the gemini surfactants with no structure decomposition after exposing them to 90?°C for 10?days. The critical micelle concentration of gemini surfactants was found to be in the range of 0.77?×?10?4–3.61?×?10?4?mol?L?1 and corresponding surface tension (γCMC) ranged from 30.34 to 38.12?mN?m?1. The surfactant with the trans conformation of spacer double bond showed better surface properties compared to the surfactant with the cis conformation of spacer double bond. Similarly, increasing surfactant tail length and spacer length resulted in decreasing CMC values. Moreover, bromide counterion showed improved surface properties compared to chloride counterion.
Unusual pH-responsive fluid based on a simple tertiary amine surfactant: The formation of vesicles and wormlike micelles
Lu, Hongsheng,Wang, Li,Huang, Zhiyu
, p. 51519 - 51527 (2014)
A novel pH-responsive viscoelastic micellar system was prepared by N,N-dimethyl oleoaminde-propylamine without the addition of hydrotropes. The micellar system undergoes a gradual transition from vesicles to spherical micelles to wormlike micelles by adding an HCl solution. Rheology, Cryo-TEM and dynamic light scattering (DLS) results revealed that the pH-responsive flow behavior is attributed to the microstructural transition among the spherical micelles, vesicles and worm-like micelles. In this paper, we found out that a vesicle is extremely pH sensitive because the degree of protonation and the concentration of Cl- strongly affect the pH areas which could form worm-like micelles. The notable advantages of vesicles and worm-like micelles can be utilized to prepare pH-responsive viscoelastic fluids in the desired pH areas. This journal is
Synthesis and evaluation of magnetic surfactants for high temperature oilfield application
Hussain, S. M. Shakil,Kamal, Muhammad Shahzad,Mahboob, Ahmad
, (2021/08/25)
Magnetic surfactants are a unique class of amphiphiles that can manage self-assembly in a controlled manner in the presence of the applied magnetic field. However, any surfactant for oilfield application must be soluble in water and exhibit high heat stability as it needs to stay in harsh reservoir conditions. Herein, we report a synthesis of two new magnetic surfactants that contain different hydrophobic moieties (ethoxylated alky tail and oleic tail). The chemical structures of the magnetic surfactants and their nonmagnetic parent surfactants were elucidated by ESI-MS, NMR (1H, 13C), and FTIR analysis. Both surfactants display good aqueous solubility due to the insertion of ethoxy units and unsaturation in the hydrophobic tail. The effect of hydrophobic tails on heat and surface/interface properties was investigated. Rendering to thermal gravimetric curves, the degradation temperature of magnetic surfactants was near 270 °C. This clearly showed that the magnetic surfactants contain high thermal stability for elevated temperature reservoirs. However, the effect of change of hydrophobic tail appears to be insignificant in thermal stability tests. An analysis of the surface tension showed that magnetic surfactants were more effective than corresponding nonmagnetic surfactants exhibiting higher surface tension (γ) reduction of water even with no magnetic field. Moreover, the magnetic surfactant containing an ethoxylated alkyl tail showed more surface tension (γ) reduction of water than a magnetic surfactant with an oleic tail. The research outcome on the synthesized magnetic surfactants makes them an attractive choice in a harsh oilfield environment. To the best of our knowledge, this is the first report on the magnetic surfactants that can toleratate high temperature reservoir conditions.
Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase
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Paragraph 0018-0019, (2018/03/01)
The invention discloses a method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase, and belongs to the field of organic chemical synthesis. According to the method,one or several kinds of fatty acids and N,N-dimethylamino compounds are used as raw materials; solid superbase with the advantages of high catalysis activity, cyclic use and environment-friendly effect is used as a catalyst for preparing the fatty acid amide dimethyl tertiary amine compounds. The method has the advantages that the operation is simple and convenient; the post treatment is simple;the reaction conditions are mild; the yield is high; the method belongs to a green novel method for synthesizing the fatty acid amide dimethyl tertiary amine compounds.
Effect of large spacer on surface activity, thermal, and rheological properties of novel amido-amine cationic gemini surfactants
Shakil Hussain,Kamal, Muhammad Shahzad
, p. 1131 - 1137 (2017/08/08)
Three new amido-amine cationic gemini surfactants comprising large spacer groups were synthesized by amidation of carboxylic acids with 3-(dimethylamino)-1-propylamine and subsequent reaction with dibromoalkane. The structures of gemini surfactants were elucidated by NMR, IR, and elemental techniques. Thermogravimetric analysis results showed impressive short-range thermal stability with no structure decomposition up to 260?°C. The structural characterization technique exhibited excellent long-range thermal stability with the survival of original structure of the gemini surfactants after aging them up to 90?°C for ten days. The critical micelle concentration readings were ranged from 0.094?mmol/L to 0.15?mmol/L and the analogous surface tension (γcmc) values were ranged from 34.12?mN/m to 36.47?mN/m. The rheological investigation was done to examine the interactions between cationic polyacrylamide and cationic gemini surfactants. The polymer viscosity and storage modulus were reduced upon addition of gemini surfactants at low shear rate because of charge screening and polymer-surfactant interactions. The gemini surfactants revealed excellent thermal and surface properties and the investigated surfactant-polymer hybrid material found to be an excellent candidate of high-temperature carbonate reservoir in which anionic surfactants are avoided because of high adsorption.
Preparation and hydrophobizing properties of carboxylic acid N-[3-(dimethylamino)propyl]amide hydrochlorides
Vlasova,Latypova,Akhmet’yanova,Gibadullina,Ratner,Telin,Dokichev
, p. 1102 - 1106 (2017/11/22)
Carboxylic acid N-[3-(dimethylamino)propyl]amides were prepared in 90–95% yield by the reaction of carboxylic acid esters with N,N-dimethyl-1,3-diaminopropane in the presence of zeolites as catalysts. Hydrochlorides of these amides show promise as cationic surfactants for hydrophobization of the bottomhole formation zone of oil fields.
In a method for synthesizing temperature clean fracturing fluid thickening agent and its application
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Paragraph 0026, (2016/10/07)
The invention discloses a synthesis method and application of a medium-temperature clean fracturing fluid thickening agent, relating to the technical field of oil production engineering. The synthesis method comprises the steps of amidating long-chain fatty acid under an anaerobic condition or a sodium hydrate catalysis condition or a sodium methoxide catalysis condition; enabling the obtained amide of the long-chain fatty acid to react with hydrogen peroxide to prepare the clean fracturing fluid thickening agent. The clean fracturing fluid thickening agent is mixed with NaCl, NaOH and water to prepare a clean fracturing fluid; the used thickening agent, NaCl and NaOH are small in quantity and low in concentration; when the pH value of an amide oxide water solution is larger than 7, the amide oxide water solution mainly has nonionic surface activity and is little in fracture damage, good in biodegradability and little in environment influence.
Dimer poly-quaternary compounds
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Page/Page column 9, (2008/06/13)
The present invention relates to a novel class of polymeric compounds having specific quaternized amine based upon a dimer acid reacted with an dimethyl amino propyl amine to make an amido amine, which is subsequently reacted to make a polymeric quaternary compound. Dimer acid is a C-36 diacid having a cyclic structure and two amine groups that allow for the synthesis of a high molecular weight cationic compound which is extremely substantitive to human skin and are well tolerated by human tissue making them suitable for use preparation of barrier products for personal care applications.
