The synthesis of polyaspartic acid derivative PASP-Im and investigation of its scale inhibition performance and mechanism in industrial circulating water

Guo, Xinyu; Zhao, Xiaowei; Xu, Yanhua; Zhang, Panpan; Cheng, Yamin; Ying, Xu

doi:10.1039/d0ra06592g

Cited by 19 publications

(19 citation statements)

References 41 publications

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“…Tables and tabulated the obtained experimental results from the DSR for calcite and barite scales, respectively. It was reported that polyaspartic acid afforded good scale and corrosion inhibition performance for cooling water system applications. − For the oilfield calcite scaling, SI-1 gave very good inhibition activity with an FIC of 5 ppm after 6 and 5 min for both runs, respectively (Table ).…”

Section: Results and Discussionmentioning

confidence: 97%

“…We have synthesized in-house polyaspartic acid ( SI-1 ) via the alkaline hydrolysis of polysuccinimide (Figure , route A), as reported previously in the literature. − To characterize the obtained polyaspartic acid ( SI-1 ), FTIR and NMR spectroscopy techniques were used. FTIR spectra of SI-1 displayed a broad absorption peak at 3300 cm –1 attributed to the N–H bond stretching vibration, the band at 1706 cm –1 revealed the CO of carboxyl, and the absorption band at 1568 revealed the stretching vibration of the CO bond of the amide moiety.…”

Section: Results and Discussionmentioning

confidence: 99%

“…All modified polyaspartic acid derivatives in this project were prepared via aminolysis of polysuccinimide with nucleophilic amine reagents under alkaline conditions. − For example, the ring-opening polymerization of polysuccinimide via aminolysis with imino-bis(methyl phosphonic acid) afforded modified polyaspartic-acid-capped aminomethylene phosphonic acid SI-2 (Figure , route B). FTIR and NMR ( 1 H and 13 P NMR) spectroscopy were also utilized to elucidate the obtained compound.…”

Section: Results and Discussionmentioning

confidence: 99%

“…It is well-known that polyaspartic-acid-based amide linkage is widely used as green SI in industrial circulating cooling water and topside petroleum applications. Many research groups have synthesized and investigated antiscaling evaluation of modified polyaspartic acid for industrial cooling water systems at low temperatures. − The main problem of polyaspartic acid derivatives is being not thermally stable under harsh reservoir conditions, affording short squeeze lifetimes. Polyaspartic acid can be applied in squeeze applications at only 85 °C .…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Study of Modified Polyaspartic Acid Coupled Phosphonate and Sulfonate Moieties As Green Oilfield Scale Inhibitors

Mady

Rehman

Kelland

2021

Ind. Eng. Chem. Res.

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The petroleum industry has strived for several years to explore environmentally friendly scale inhibitors with no acute environmental impact. Well-known industrial biodegradable polyaspartic acid is widely used as a potent scale inhibitor (SI) against various inorganic scales in industrial circulating cooling water and topside petroleum applications. However, polyaspartic acid showed weak thermal stability at the petroleum reservoir temperatures. Here, we attempt to develop a new class of polyaspartic acid for squeeze treatment applications under harsh conditions. In this project, a series of modified polyaspartic acid, including pendant anionic functional moieties (phosphonate and sulfonate) were synthesized and investigated as new SIs to inhibit the calcium carbonate (calcite, CaCO3) and barium sulfate (barite, BaSO4) scales under oilfield conditions. These classes were synthesized via aminolysis of polysuccinimide with nucleophilic amine reagents under alkaline conditions. The products are polyaspartic acid-capped aminomethylene phosphonic acid (SI-2), polyaspartic acid-capped bisphosphonic acid (SI-3), polyaspartic acid-capped aminomethanesulfonic acid (SI-4), and polyaspartic acid-capped aminoethanesulfonic acid (SI-5), as well as in-house synthesized polyaspartic acid (SI-1). The scale inhibition activities of these compounds against carbonate and sulfate scales were determined using the dynamic scale loop test at 100 °C and 80 bar. Furthermore, the long-term thermal aging and calcium tolerance experiments were also investigated. It was found that polyaspartic-acid-capped aminomethylene phosphonic acid (SI-2) gave outstanding calcite scale inhibition performance and showed excellent thermal stability at 130 °C for 7 days compared to SI-1 and other modified SIs (SI-3-SI-5). This phosphonated polymer also exhibited superior calcium tolerance performance with Ca2+ ions up to 100 ppm, and moderate performance in the range of 1000–10 000 ppm calcium ions. This project highlights the success of designing and developing a new environmentally friendly calcite SI-based polyaspartic acid under harsh oilfield conditions.

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Section: Results and Discussionmentioning

confidence: 97%

Section: Results and Discussionmentioning

confidence: 99%

Section: Results and Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis and Study of Modified Polyaspartic Acid Coupled Phosphonate and Sulfonate Moieties As Green Oilfield Scale Inhibitors

Mady

Rehman

Kelland

2021

Ind. Eng. Chem. Res.

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“…At present, many chemical scale inhibitors have been applied to the prevention and control of oilfield scale, but the scale inhibition efficiency is low and the cost is high. Commercial scale inhibitors for carbonate and sulfate scaling are usually polymers, such as poly(acrylic acid), polymaleic anhydride, polyphosphate, etc. − Polyphosphonic acid scale inhibitors play a key role in the performance of oilfield scale inhibition, and they are also the most widely used . However, most of the phosphonic acid scale inhibitors currently on the market, such as amino trimethylene phosphonic acid (ATMP) and ethylene diamine tetramethylene phosphonic acid (EDTMPA), have poor compatibility with calcium ions and will cause complex precipitation .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a New Type of 2-Phosphonobutane-1,2,4-tricarboxylic-Acid-Modified Terpolymer Scale Inhibitor and Its Application in the Oil Field

et al. 2021

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A hydrophilic terpolymer scale inhibitor (AA–APES–HPAY) was prepared by free radical polymerization with acrylic acid (AA), hydroxypropyl acrylate modified by 2-phosphonobutane-1,2,4-tricarboxylic acid (HPAY), and allyl polyethoxyammonium sulfonate (APES) as monomers in aqueous solution. The structure of the copolymer was characterized by Fourier transform infrared spectroscopy and hydrogen nuclear magnetic resonance spectroscopy. The effectiveness of AA–APES–HPAY depends upon the monomer mass ratio, temperature, and amount of initiator. According to the oil field scale prevention performance test method, the inhibition efficiency of CaCO3 reached 89.2% at a level of 21 mg/L and the CaSO4 inhibition was 92.4% at the low level of 3 mg/L. The surface morphology and crystal form of the scale and the principle of scale inhibition were analyzed by scanning electron microscopy and X-ray powder diffraction. The scale inhibition mechanism is proposed and analyzed in detail.

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An efficient silica scale inhibiting strategy for geothermal systems: Combination of cationic and anionic polymers

Chen

Peng

et al. 2023

J of Applied Polymer Sci

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Cationic silica scale inhibitors are widely used, but are prone to precipitation and exhibit poor performance in geothermal systems. In this study, the cationic polymer polyethyleneimine ethoxylate (PEIE) was first found to have high silica scale inhibition efficiency. Three anionic polymers were added separately to PEIE solutions to alleviate the precipitation and scaling. The inhibition effect of PEIE alone and PEIE with anionic polymers were measured at 40 C without salt and 136.7 C with salt. Molecular dynamics simulation was used to investigate the inhibition mechanism. The results showed that PEIE exhibited good inhibition efficiency of 62% at 40 C without salt and 48% at 136.7 C with salt, while the addition of the anionic polymer acrylic acid-2-acrylamide-2-methylpropanesulfonic acid (AA/AMPS) to PEIE further improved to 71% and 62%. Compared with commercial inhibitors, the PEIE + AA/AMPS enhanced at least 15% scale inhibition efficiency. This is because the addition of AA/AMPS: (1) enhances the attraction of PEIE to silicic acid and inhibits the silicic acid condensation process; (2) chelates metal ions that promote condensation; and (3) enhances dispersion ability, stabilizing the colloid formed by PEIE and silicic acid. This study provides a promising new inhibitor and efficient strategy for inhibiting silica scale in geothermal systems.

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The synthesis of polyaspartic acid derivative PASP-Im and investigation of its scale inhibition performance and mechanism in industrial circulating water

Abstract: A polyaspartic acid derivative (PASP-Im) as a novel scale inhibitor was synthesized by a simple green synthesis route with polysuccinimide and iminodiacetic acid as the starting materials.

Cited by 19 publications

References 41 publications

Synthesis and Study of Modified Polyaspartic Acid Coupled Phosphonate and Sulfonate Moieties As Green Oilfield Scale Inhibitors

Synthesis and Study of Modified Polyaspartic Acid Coupled Phosphonate and Sulfonate Moieties As Green Oilfield Scale Inhibitors

Synthesis of a New Type of 2-Phosphonobutane-1,2,4-tricarboxylic-Acid-Modified Terpolymer Scale Inhibitor and Its Application in the Oil Field

An efficient silica scale inhibiting strategy for geothermal systems: Combination of cationic and anionic polymers

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