A new ultra-long chain monounsaturated 4-(N-nervonicamidopropyl-N,N-dimethylammonium)butane sulfonate(NDAS)zwitterionic surfactant with ultralow interfacial tensions was developed through the modification of nervonic ...A new ultra-long chain monounsaturated 4-(N-nervonicamidopropyl-N,N-dimethylammonium)butane sulfonate(NDAS)zwitterionic surfactant with ultralow interfacial tensions was developed through the modification of nervonic acid derived from renewable non-edible seed oils by a simple and effective method.Its structure was characterized by ESI-HRMS,1 H NMR,and 13 C NMR.NDAS surfactant exhibited a strong interfacial activity(~10^(-4) mN/m)between the crude oil and the formation brine at a very low surfactant dosage(0.05 g/L)and at high salinity conditions,which is equivalent to 2%(w/w)of dosage of the most traditional surfactants used in the enhanced oil recovery field.Meanwhile,at a very low concentration(0.05 g/L),NDAS demonstrated strong NaCl compatibility up to 100 g/L,Ca^(2+)ions compatibility up to 200 mg/L,and temperature stability up to 90℃.The surface tension,emulsification,and biodegradability parameters were also evaluated.This work consolidates our hypothesis that increasing the hydrophobic chain length of a surfactant certainly contributes to the high interfacial activity and good compatibility of salts and temperatures.Hence,it will facilitate the design of a sustainable alternative to petroleum-based chemicals to develop bio-based surfactants and extend the domain of bio-based surfactants to new applications such as in enhanced oil recovery(EOR).展开更多
We describe a specific procedure for the synthesis of deuterium-labelled 2-（1-methylalkyl）succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D20 and hydrolysis reaction. ...We describe a specific procedure for the synthesis of deuterium-labelled 2-（1-methylalkyl）succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D20 and hydrolysis reaction. Two novel compounds, 2-[^2H]-2-ethylsuccinic acid and 2-[^2H]-2-（1-methylhep- tyl）succinic acid were prepared via this synthetic route and characterized by mass spectrometry and ^1H NMR. The results showed that the 2-（1-methylalkyl）succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.展开更多
基金supported by grants of National Natural Science Foundation of China(42061134011,52074129,and 42173076)the Natural Science Foundation of Shanghai(21ZR1417400)+2 种基金the Shanghai International Collaboration Program(18230743300)the Fundamental Research Funds for the Central Universities(JKJ012016028)to Yi-Fan Liu,Li-Bin Shou,Shi-Zhong Yang,Jin-Feng Liu,and Bo-Zhong Muthe NSFC/RGC Joint Research Fund(41161160560)to Ji-Dong Gu。
基金financially supported by the National Key Research and Development Program of China (No. 2017YFB0308900)the National Natural Science Foundation of China (No. 51574125)+1 种基金the Fundamental Research Funds for the Central Universities of China (No. 50321101917017)provided by Research Program of State Key Laboratory of Bioreactor Engineering
文摘A new ultra-long chain monounsaturated 4-(N-nervonicamidopropyl-N,N-dimethylammonium)butane sulfonate(NDAS)zwitterionic surfactant with ultralow interfacial tensions was developed through the modification of nervonic acid derived from renewable non-edible seed oils by a simple and effective method.Its structure was characterized by ESI-HRMS,1 H NMR,and 13 C NMR.NDAS surfactant exhibited a strong interfacial activity(~10^(-4) mN/m)between the crude oil and the formation brine at a very low surfactant dosage(0.05 g/L)and at high salinity conditions,which is equivalent to 2%(w/w)of dosage of the most traditional surfactants used in the enhanced oil recovery field.Meanwhile,at a very low concentration(0.05 g/L),NDAS demonstrated strong NaCl compatibility up to 100 g/L,Ca^(2+)ions compatibility up to 200 mg/L,and temperature stability up to 90℃.The surface tension,emulsification,and biodegradability parameters were also evaluated.This work consolidates our hypothesis that increasing the hydrophobic chain length of a surfactant certainly contributes to the high interfacial activity and good compatibility of salts and temperatures.Hence,it will facilitate the design of a sustainable alternative to petroleum-based chemicals to develop bio-based surfactants and extend the domain of bio-based surfactants to new applications such as in enhanced oil recovery(EOR).
基金supported by the National Natural Science Foundation of China(No.41373070,51174092)the National Natural Science Foundation of China/Research Grants Council Joint Research Fund(No.41161160560)
文摘We describe a specific procedure for the synthesis of deuterium-labelled 2-（1-methylalkyl）succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D20 and hydrolysis reaction. Two novel compounds, 2-[^2H]-2-ethylsuccinic acid and 2-[^2H]-2-（1-methylhep- tyl）succinic acid were prepared via this synthetic route and characterized by mass spectrometry and ^1H NMR. The results showed that the 2-（1-methylalkyl）succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.
