Synthesis of didodecylmethyl hydroxyl sulfobetaine and its evaluation for alkali-free flooding

Shi, Changxin; Song, Shemin; Ren, Hongmei; Zen, Qingqiao; Tang, Xianrong

doi:10.1007/s13202-014-0148-4

Cited by 6 publications

(5 citation statements)

References 32 publications

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“…A grafting of phenyl sulfobetaine diazonium cation was confirmed also by the presence of infrared lines at 1210 and 1043 cm –1 (Figure D), corresponding to asymmetric and symmetric stretching vibrational modes of SO 3– . The line at 927 cm –1 is associated with quaternary ammonium. , The absorptions at 1643 and 3449 cm –1 are assigned to deformation and stretching vibrational modes of the OH group of water adsorbed on the grafted sulfobetaine. , …”

Section: Results and Discussionmentioning

confidence: 76%

“…35,36 The absorptions at 1643 and 3449 cm −1 are assigned to deformation and stretching vibrational modes of the OH group of water adsorbed on the grafted sulfobetaine. 37,38 The film morphology was examined with an AFM (Supporting Information Figure S-6). Modification by the diazonium cations generated in situ decreased the roughness (R max ) of the electrode surface from 7.5 nm (bare gold) to 3.6 nm (AME) and 3.3 nm (APSB).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Facile Fabrication of a Sensor with a Bifunctional Interface for Logic Analysis of the New Delhi Metallo-β-Lactamase (NDM)-Coding Gene

et al. 2015

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Surface functionalization has attracted considerable interest from researchers because of its capability for facilitating the interface communication between an energy transducer and a biological system. We report newly synthesized N-(4-aminobenzoyl)-N′-(4-maleimidobenzoyl)-1,2-ethylenediamine (AME) to promote the modification of the surface with thiolated DNA and 3-((4-aminophenyl)dimethylammonio)propane-1-sulfonate (APSB) for the facile formation of a bifunctional interface forming an antifouling surface. Through the formation of diazonium ion, electrochemically reductive deposition of the two arylamines can fabricate simultaneously and effectively a bifunctional surface on a gold electrode and install a DNA probe to form a sensor; the sensor was applied to detect three genetic fragments of the New Delhi Metallo-β-Lactamase (NDM)-coding gene. Effects of the diazotization and the conditions of electrochemical deposition upon the sensing signals were investigated in connection with enumerating the accessible maleimide groups and assessing the diffusion resistance of the electroactive indicator. The detection limit given by the diazonium-constructed system was improved to attain the level of 54 pM, an advance over a conventional self-assembled monolayer.

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Section: Results and Discussionmentioning

confidence: 76%

Section: ■ Experimental Sectionmentioning

confidence: 99%

Facile Fabrication of a Sensor with a Bifunctional Interface for Logic Analysis of the New Delhi Metallo-β-Lactamase (NDM)-Coding Gene

et al. 2015

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“…Commercial AOS with an average molar mass of 313 g mol −1 were supplied by SinoLight Chemical Co. Ltd., China, which are a concentrated aqueous solution with a surface‐active matter content of 33.9% (Yan et al, ). C m HSB with a purity of ≥98% were synthesized and purified in our laboratory using the corresponding tertiary amines (≥98%) supplied by Solvay (Zhangjiagang) Specialty Chemicals Co. Ltd. (Shi et al, ). Crude oil, connate water, sandstone, and PAM (MW = 2.5 × 10 7 ) were provided by the Laboratory of Oil Recovery, Institute of Petroleum Exploring and Development of Daqing, China.…”

Section: Methodsmentioning

confidence: 99%

A New Series of Double‐Chain Single‐Head Sulfobetaine Surfactants Derived from 1,3‐Dialkyl Glyceryl Ether for Reducing Crude Oil/Water Interfacial Tension

Yan

Cui

et al. 2018

J Surfact & Detergents

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A new series of sulfobetaine surfactants with double‐chain single‐head structure were derived from 1,3‐dialkyl glyceryl ethers and their performances in reducing Daqing crude oil/connate water interfacial tension (IFT) in the absence of alkali were studied. With a large hydrophilic head group and double hydrophobic chains, these surfactants are efficient at reducing crude oil/connate water IFT. Those with didecyl and dioctyl are good hydrophobic surfactants that can reduce Daqing crude oil/connate water to ultra‐low IFT by mixing with a small molar fraction of various conventional single‐chain hydrophilic surfactants, such as α‐olefin sulfonates, dodecyl polyoxyethylene (10) ether, and cetyl dimethyl hydroxypropyl sulfobetaine. The asymmetric double‐chain sulfobetaine derived from 1‐decyl‐3‐hexyl glyceryl ether can reduce Daqing crude oil/connate water IFT to ultra‐low solely over a wide concentration range (0.03–10 mM or 0.0017–0.58 wt.%), which allows for use of an individual surfactant instead of mixed surfactants to avoid chromatographic separation in the reservoir. In addition, formulations rich in sulfobetaine surfactants show low adsorption on sandstone, keeping the negatively charged solid surface water‐wet, and forming crude oil‐in‐water emulsions. These new sulfobetaine surfactants are, therefore, good candidates for surfactant‐polymer flooding free of alkali.

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“…C 14–16 α-olefin sulfonates as a concentrated aqueous liquid with an average molar mass of 313 g/mol and a surface-active matter content of 33.9% was supplied by SinoLight Chemicals Co. Ltd., Zhejiang, China. Didodecylmethyl hydroxylpropyl sulfobetaine (diC 12 HSB) was synthesized and purified in the laboratory using corresponding tertiary amine supplied by Solvay (Zhangjiagang) Specialty Chemicals Co. Ltd., Suzhou, China. , Crude oil is from Oil Production Factory No. 3 of the Daqing oil field, which together with the connate water, polyacrylamide (PAM, M = 25 million), and sandstone were provided by the Laboratory of Oil Recovery, Institute of Petroleum Exploring and Development of Daqing, China.…”

Section: Methodsmentioning

confidence: 99%

Performances of Guerbet Alcohol Ethoxylates for Surfactant–Polymer Flooding Free of Alkali

Yan

Cui

et al. 2017

Energy Fuels

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Two series of double-chain single-head nonionic surfactants, Guerbet alcohol ethoxylates (C m GA–E n ; m = 16 and 20, n = 5.7–24.0), were synthesized, and their performances as surfactants for surfactant–polymer (SP) flooding free of alkali were evaluated. The products have relatively low critical micelle concentrations [(6.8 × 10–7)–(1.0 × 10–5 mol/L)] and a wide range of surface tensions at the critical micelle concentration (γcmc) values (30.3–38.0 mN/m) at 25 °C, depending on both the alkyl-chain length and the number of ethylene oxide (EO) units. When used alone, these nonionic surfactants are not efficient for reducing crude oil/connate water interfacial tension (IFT), but their binary mixtures with a highly hydrophobic zwitterionic surfactant, didodecylmethyl hydroxylpropyl sulfobetaine (diC12HSB), are very efficient in reducing Daqing crude oil/connate water IFTs. Ultralow IFTs can be achieved in a wide total concentration range (0.3–10 mM) at 45 °C, and the low limit (0.3 mM) can be further reduced to 0.15 mM by adding an anionic surfactant, α-olefin sulfonate (AOS), to the binary mixtures at a small mole fraction (0.1). Both the binary and ternary mixtures display good resistance against adsorption by Daqing sandstone, and when dissolved in connate water, they prefer to keep the negatively charged rock surface water-wet and produce a crude-oil-in-water emulsion. In addition, the incorporation of AOS into the binary mixtures was found to be beneficial for preventing crystallization of zwitterionic surfactant and flocculation of nonionic surfactants, as reported previously. Comparatively, for SP flooding free of alkali, the Guerbet alcohol ethoxylates are as excellent as the glyceryl ether ethoxylates, nonionic surfactants with a similar double-alkyl single-head structure, but are far superior to the conventional nonionic surfactants with monoalkyl single-head structures.

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Synthesis of didodecylmethyl hydroxyl sulfobetaine and its evaluation for alkali-free flooding

Cited by 6 publications

References 32 publications

Facile Fabrication of a Sensor with a Bifunctional Interface for Logic Analysis of the New Delhi Metallo-β-Lactamase (NDM)-Coding Gene

Facile Fabrication of a Sensor with a Bifunctional Interface for Logic Analysis of the New Delhi Metallo-β-Lactamase (NDM)-Coding Gene

A New Series of Double‐Chain Single‐Head Sulfobetaine Surfactants Derived from 1,3‐Dialkyl Glyceryl Ether for Reducing Crude Oil/Water Interfacial Tension

Performances of Guerbet Alcohol Ethoxylates for Surfactant–Polymer Flooding Free of Alkali

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