Evaluation of copolymers from 1-vinyl-3-alkylimidazolium bromide and N -vinylcaprolactam as inhibitors of clathrate hydrate formation

Rebolledo-Libreros, Marı́a Esther; Reza, Joel; Trejo, Arturo; Guzmán‐Lucero, Diego

doi:10.1016/j.jngse.2017.02.008

Cited by 27 publications

(16 citation statements)

References 53 publications

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“…37 This compound is a polyvinyl caprolactam polymer well known as an efficient KHI and antiagglomerant. 3,4 1 H NMR (300 MHz) and 13 C NMR (75.4 MHz) spectra were obtained with a Jeol Eclipse-300 using TMS as the internal standard and deuterated chloroform (CDCl 3 ) as the solvent at 25 °C. Microwave experiments were conducted using a CEM Discover synthesis unit (monomode system) operating at 2450 MHz with simultaneous air cooling.…”

Section: Methodsmentioning

confidence: 99%

“…1 H NMR (300 MHz, CDCl 3 ) δ 0.87 (t, J = 6.7 Hz, 3H), 1.23 (s, 10H), 1.25−1.34 (m, 8H), 2.05 (qi, J = 7.5 Hz, 2H), 4.97 (t, J = 7.5 Hz, 2H), 8.22 (t, J = 7.5 Hz, 2H), 8.60 (t, J = 7.5 Hz, 1H), 9.49 (d, J = 5.4 Hz, 2H) ppm. 13 2.3. Experimental Methodologies.…”

Section: Methodsmentioning

confidence: 99%

“…10 Particularly, polymers based on the monomers N-vinyl caprolactam, N-vinyl pyrrolidone, or Nisopropyl methacrylamide are part of the commercial formulations that have been frequently used to avoid the formation of gas hydrates in the present century. 11 Recently, copolymers 12,13 and terpolymers based on N-vinyl caprolactam with ionic polymerizable monomers have been developed, showing good performance as KHIs. 14 Ionic liquids (ILs) have greatly attracted the attention of the scientific community in recent years due to interesting properties such as their being "green-design" solvents and wide variety of industrial applications, 15,16 where the oil industry has been diversely benefited.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Evaluation of a Pyridinium-Based Ionic Liquid-Type Surfactant as a New Low-Dosage Methane Hydrate Inhibitor

et al. 2020

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This work reports the synthesis of a new low-dosage kinetic hydrate inhibitor (KHI) based on the ionic liquid C12PyBr (N-dodecyl pyridinium bromide), which was characterized and evaluated in order to determine its inhibition performance. By means of a microwave-assisted reaction scheme, a high-purity product was obtained and the commercial product Inhibex 101 (IC) was employed as a comparison reference at 0.1, 0.5,, and 1.0 wt % in aqueous solution to test the inhibition of methane hydrate formation. In this sense, it was discovered that, by using C12PyBr at 0.1 wt %, the formation of methane hydrates was inhibited at a subcooling of 11.2 K and at a concentration one order of magnitude lower than that used with Inhibex 101 to reach the same performance as KHI. This fact could be used as an attractive factor when establishing gas hydrate inhibition plans for offshore and deep-water scenarios.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Evaluation of a Pyridinium-Based Ionic Liquid-Type Surfactant as a New Low-Dosage Methane Hydrate Inhibitor

et al. 2020

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“…1 The inhibiting properties of PVP and PVCap have been fully examined, 3−7 and some kinds of VCap- or VP-involved copolymers were also reported to increase the gas inhibition performance by introducing a functional monomer with ionic or hydrophobic groups. 3,4,8−11 For example, a commercial terpolymer of VCap, VP, and dimethylaminoethyl methacrylate called as Gaffix VC-713 had a significant gas inhibition effect with respect to PVP and PVCap homopolymers. 3,4 Furthermore, a terpolymer of VCap, VP, and 2-acrylamide-2-methyl-1-propane sulfonate (AMPS) possessed an enhanced salt and temperature tolerance by incorporating the anionic AMPS units.…”

Section: Introductionmentioning

confidence: 99%

“…4,7 The copolymer of VCap and 1-vinyl-3-alkylimidazolium bromide also indicated the promising KHI performance to prevent or delay gas hydrate formation especially in highly saline aqueous systems. 8…”

Section: Introductionmentioning

confidence: 99%

Amphiphilic Copolymers Containing POSS and SBMA with N-Vinylcaprolactam and N-Vinylpyrrolidone for THF Hydrate Inhibition

Zhao

et al. 2018

ACS Omega

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Icelike gas hydrates deposited in the pipelines under low temperatures and high pressures could remarkably reduce the transport efficiency, and a low dosage of water-soluble polymers could act as kinetic hydrate inhibitors (KHIs) to prevent gas hydrate formation. It was believed that the hydrophobic moiety in the water-soluble polymers played a vital role in enhancing the KHI performance. In this work, amphiphilic copolymers containing hydrophobic polyhedral oligomeric silsesquioxane (POSS) and superhydrophilic sulfobetaine methacrylate (SBMA) as well as N -vinylcaprolactam (VCap) and N -vinylpyrrolidone (VP) were prepared, and an efficient effect of the obtained amphiphilic copolymers on tetrahydrofuran (THF) hydrate inhibition was found. When a certain amount of the amphiphilic copolymers was introduced, the THF hydrate as an analogue of structure II gas hydrates presented a prolonged induction time and gave rise to a looser state rather than a crystalline solid. Analyses of low-field nuclear magnetic resonance and differential scanning calorimetry verified that there were strong interactions between the copolymer and water molecules by incorporation of SBMA units, which could enhance the KHI properties of the prepared amphiphilic copolymers. Additionally, the hydrophobic POSS in the amphiphilic copolymers could possibly modulate the hydrophilic/hydrophobic balance, contributing to the synergistical ability of the copolymers for THF hydrate inhibition. It was suggested that the amphiphilic copolymers containing POSS and zwitterionic units with VCap or VP could have potential for the inhibition and antiaggregation of gas hydrates in the transportation pipelines.

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Hydration Behavior of Polylactam Clathrate Hydrate Inhibitors and theirSmall‐MoleculeModel Compounds

Chambers¹,

Hall²,

Musa³

et al. 2021

Handbook of Pyrrolidone and Caprolactam Based Materials

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Evaluation of copolymers from 1-vinyl-3-alkylimidazolium bromide and N -vinylcaprolactam as inhibitors of clathrate hydrate formation

Cited by 27 publications

References 53 publications

Synthesis and Evaluation of a Pyridinium-Based Ionic Liquid-Type Surfactant as a New Low-Dosage Methane Hydrate Inhibitor

Synthesis and Evaluation of a Pyridinium-Based Ionic Liquid-Type Surfactant as a New Low-Dosage Methane Hydrate Inhibitor

Amphiphilic Copolymers Containing POSS and SBMA with N-Vinylcaprolactam and N-Vinylpyrrolidone for THF Hydrate Inhibition

Hydration Behavior of Polylactam Clathrate Hydrate Inhibitors and theirSmall‐MoleculeModel Compounds

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