Next Article in Journal
Ameliorative Effects of Curcumin on Type 2 Diabetes Mellitus
Previous Article in Journal
High-Yield Production of Dihydroxyacetone from Crude Glycerol in Fed-Batch Cultures of Gluconobacter oxydans
 
 
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Preparation of Ultra-High Temperature Resistant Cyclodextrin-Based Filtration Loss Reducer for Water-Based Drilling Fluids

1
College of Petroleum Engineering, Yangtze University, Wuhan 430100, China
2
Key Laboratory of Drilling and Production Engineering for Oil and Gas, Yangtze University, Wuhan 430100, China
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(12), 2933; https://doi.org/10.3390/molecules29122933
Submission received: 28 April 2024 / Revised: 4 June 2024 / Accepted: 6 June 2024 / Published: 20 June 2024

Abstract

:
In the development of ultra-deep wells, extremely high temperatures can lead to inefficiency of additives in drilling fluids. Hence, there is a need to prepare additives with a simple preparation process and good effects at ultra-high temperatures to ensure stable drilling fluid performance. In this study, a high temperature resistant filtration loss polymer (LY-2) was prepared using γ-methacryloyloxypropyltrimethoxysilane (KH570), N,N-dimethylallyl ammonium chloride (DMDAAC), sodium p-styrenesulfonate (SSS), and β-cyclodextrin (β-CD). The impact of the different monomer ratios on particle size, rheology, and filtration performance was systematically investigated. Infrared spectroscopy afforded the structural features. Thermogravimetric Analysis detected the temperature stability, and scanning electron microscopy characterized the polymer micromorphology. LY-2 was completely decomposed at a temperature above 600 °C. Experiments showed FLAPI of the drilling fluid containing 3% LY-2 aged at 260 °C/16 h was only 5.1 mL, which is 85.4% lower compared to the base fluid. This is attributed to the synergistic effect of the polymer adsorption through chemical action at high temperatures and the blocking effect of carbon nanoparticles on the filter cake released by cyclodextrin carbonization at high temperatures. Comparing LY-2 with commercial filter loss reducers shows that LY-2 has excellent temperature resistance, which exhibited five times higher filtration performance and relatively low cost, making it possible to be applied to ultra-high temperature drilling operations in an industrial scale-up.

Graphical Abstract

1. Introduction

With the rising consumption of oil and gas resources in recent years, reserves of shallow strata are depleting rapidly. Consequently, petroleum exploration and development have shifted focus from shallow to deep strata. This change in approach has led to an increase in well depth, resulting in more frequent encounters with deep and ultra-deep wells. These encounters often involve challenging formations and higher temperatures at the well bottom. Hence, drilling fluids must perform optimally even in complex and high temperature conditions [1,2,3,4,5,6].
Drilling fluids have three types: water-based, oil-based, and synthetic-based drilling fluids. Oil-based drilling fluids offer excellent wellbore stability but are limited in use due to high costs and strict environmental regulations. Synthetic-based drilling fluids, also known as low-toxicity oil-based mud, use synthetic fluid instead of petroleum as the external phase of the reversed-phase emulsified mud, which is more environmentally friendly compared to oil-based drilling fluids, and the cost is also higher. Water-based drilling fluids consist of water and various additives such as filter loss reducers, encapsulants, viscosity reducers, lubricants, inhibitors, and weighting materials [7,8,9]. Among these additives, the filter loss reducer is particularly important as it helps maintain the drilling fluid’s stable rheological properties and helps with the formation of a smooth and dense mud cake, and it prevents excessive penetration of drilling fluids into formations, which not only maintain the stability of the wellbore but also helps facilitate the suspension and release of rock cuttings [10,11,12,13]. However, water-based drilling fluids may present challenges when encountering water-sensitive formations during drilling. For instance, uncontrolled filtrate may penetrate deeper into the formation, and as a consequence, it might dissolve formation minerals and cause wellbore instability and formation damage [14]. Additionally, changes in the mud’s rheological properties can negatively impact the drilling efficiency. So, it is important to keep the drilling fluid’s rheological properties stable and minimize filtration loss.
Filtration loss reducers are widely used in drilling fluids, mainly consisting of natural polymers and synthetic polymers [15,16]. Natural polymers are usually effective in maintaining the performance of drilling fluids at low temperatures; they include xanthan gum, guar gum, carboxymethyl cellulose, lignin, chitosan, gelatin, natural rubber, humic acid, starch, and so on. Natural materials appear as a safe, more cost-effective, and environmentally friendly option. Nowadays, many scholars have attempted to modify natural polymers to further enhance their properties. Wang et al. [17] found that, through sulfonation modification, graft modification, compounding or complexation modification, and crosslinking modification, they can improve the temperature and salt resistance, improve the rheology, and make the drilling fluid performance more stable. According to Song et al. [18], incorporating nanocellulose into drilling fluids increases viscosity, improves non-Newtonian fluid properties, and effectively controls filtration loss. Following this logic, Zoveidavianpoor et al. [19] developed nanoscale tapioca starch as a water-soluble polymer for water-based drilling fluids and showed that the NPs acted as an efficient filtration control agent with improved performance in terms of viscosity, yield point, gelling strength, and rheological control, but the application of the natural material is limited by thermal stability, and the modification of natural polymers to improve temperature resistance has become a popular research topic. Wang et al. [20,21,22] successfully obtained hydrophobically-conjugated hydroxyethyl cellulose by grafting it onto the surface of calcium carbonate nanoparticles. The resulting copolymer showed excellent properties in reducing filtration loss up to 180 °C.
Starch is a widely used mud additive due to its polyhydroxyl functional groups. Jiang et al. [23,24] prepared modified carboxymethyl starch (CBF) through graft copolymerization, demonstrating good stability in brine mud at a high temperature of 150 °C. Wang et al. [25] introduced sodium silicate to create a novel inorganic silica-modified carboxymethyl starch filter loss reducer (Si-SCMS), which resulted in a filtration loss of only 15.2 mL after hot rolling at 150 °C. Dias et al. [26] investigated the effect of modified starch composition and its performance as a filter loss agent in inverse emulsion drilling fluids at 160 °C. Sagitov et al. [27] evaluated the filtration loss reduction effect of carboxymethylated starch and found that its performance mimics those of low-viscosity polyanionic cellulose (PAC) but at a 30% to 50% lower cost. Hence, carboxymethylated starch can be used as a substitute for PAC in the drilling industry. Ricky et al. [28] prepared a modified corn starch (MCS) that significantly improved the rheological and loss control properties of water-based drilling fluids at 0.3 wt% after aging at 220 °C. Cyclodextrin is a kind of starch-derivative; and after 1975, as the cost of industrial production decreased, research on the application of cyclodextrins continued to increase. There are three main types of cyclodextrins in nature according to the size of the ring diameter in this order: α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin. In industrial production, cyclodextrins can be obtained by acid hydrolysis, enzymatic hydrolysis, and chemical synthesis using three methods [29,30,31]. The method of synthesizing cyclodextrins through the chemical route is more costly and is used more for laboratory research. Enzymatic hydrolysis production, on the other hand, not only can produce high-purity cyclodextrins efficiently but also has less impact on the environment, as many microorganisms can use it as a carbon source and decompose it into small molecules such as glucose and carbon dioxide. Compared with some synthetic polymers that are difficult to degrade, cyclodextrins can be broken down relatively quickly in the environment, thus reducing environmental pollution. It is a non-toxic industrial product. With the in-depth research on cyclodextrins, their industrial applications, such as in the pharmaceutical field, food industry, textile industry, environmental protection field, catalytic field, materials science, etc., are expanding, and cyclodextrin-based metal-organic framework materials are also playing an important role in the fields of food packaging, drug delivery, sensors, adsorbents, and membrane materials [29]. All these applications reflect the multifunctionality of cyclodextrins [32,33,34,35]. In the early 1980s, cyclodextrin-based materials began to be used in oilfields. The difference between β-cyclodextrin and starch is that cyclodextrin is formed by six glucose molecules connected at the head and tail and has a special cone-shaped ring-table shape structure, which gives it good temperature resistance properties. Therefore, because of its stable chair conformation, [31,33,36,37] barrel structure with cavities, as well as its environmental friendliness, cost-effectiveness, and affordability, β-Cyclodextrin has attracted much attention from scholars. Zhong et al. [38] discovered that by preparing cyclodextrin polymer microspheres (β-CDP), β-CDP exhibits a “temperature-responsive” characteristic, which demonstrated good loss reduction performance above 160 °C. The results indicated that cyclodextrin can be used as a filtration control additive for higher-temperature applications.
Using organic monomers to synthesize filtration reducers was a significant advancement to the temperature resistance of polymers. Commonly used monomers in synthetic polymers include polyacrylamide, polyvinyl alcohol, polyacrylic acid, ethylene oxide polymer, etc. [39,40,41,42]. Furthermore, compounds such as 2-acrylamido-2-methylpropanesulfonic acid (AMPS) and acrylamide (AM) can increase the hydration layer repulsion by adsorption of bentonite particles, leading to the dispersion of bentonite particles and, consequently, maintain better stability of the drilling fluid. These polymers have good properties for modifying rheology and controlling filtration at temperatures below 200 °C. However, their properties are compromised by high salt concentrations and temperatures above 200 °C. Similarly, sodium p-styrenesulfonate (SSS) monomer has attracted attention in the petroleum industry due to its excellent thermal stability and strong hydration properties. Wang et al. [43] developed a filtrate reducing agent called DANS, which is resistant to ultra-high temperatures and salt contamination. They used N, N-dimethylacrylamide (DEAM), AMPS, N-vinylpyrrolidone (NVP), and SSS to control API filtration loss to about 10 mL at 240 °C. Ma et al. [44] prepared a bis-quaternary ammonium-type amphoteric copolymer (PADAN), which contains quaternary ammonium cations in its molecular structure. The polymer possessed enhanced adsorption on the surface of clay particles, inhibiting clay swelling and hydration by electrostatic and hydrogen bonding interactions even after aging at 200 °C. Liu et al. synthesized a non-toxic, high temperature polymer (BDF-100S) by combining AMPS, AM, Compound X, and Compound Y. BDF-100S effectively controlled the filtration loss at 200 °C. Additionally, organosilicon polymers can obtain higher temperature resistance due to Si-OH groups in the polymers. These groups allow the polymers to chemisorb onto clay particles, independent of temperature. Ban et al. [45,46] prepared an organosilicon filtration loss reduction agent (AATN) that can withstand high temperatures up to 180 °C. This agent effectively wraps around the bentonite and reduces the filtration loss of drilling fluids by forming a chemisorption layer.
Nanomaterials also have a wide use [47]. For instance, Liu et al. [48] used vinyltrimethoxysilane (A171) to modify the silicon nanoparticles through a free radical polymerization reaction with modified silicon nanoparticles, DMAM, and AMPS. The resulting product (NS-DA) demonstrates good filtration control and maintains stability at a high temperature of 180 °C. ** the rheological properties stable. Overall, the polymer can maintain the adsorption of bentonite at high temperatures through the interactions of chemical bonding, hydrogen bonding, and electrostatic interactions at high temperatures, effectively slowing down the desorption effect at high temperatures, and at the same time, it has a certain stabilizing and regulating effect on the rheological properties of drilling fluids through the carbon nanoparticles of varying sizes.
Compared to the addition of 1 wt% LY-2, increasing the LY-2 addition to 3% only slightly increased the viscosity of the BF. This indicates that the polymer has a good effect on retaining the viscosity of drilling fluid. Furthermore, when 3% LY-2 was added to the BF during the dissolution operation, it dissolved in less than three minutes, which indicated that LY-2 could easily dissolve and had little effect on drilling fluid rheological properties.
In comparison to the BF, the YP of the BF with 3 wt% LY-2 polymer added slightly increased after aging at different temperatures. As the temperature increased to 260 °C, the filtration loss of the BF with 3 wt% LY-2 remained around 5 mL, with only a slight increase, indicating that the loss-reduction remained a good performance at high temperatures. The BF with 3 wt% LY-2 system had a filtration loss of 3 mL, which was 77% lower than that of the blank system sample (13 mL) at ambient temperature, indicating that LY-2 has a better filtration loss reduction effect on the BF at room temperature. After aging at 260 °C for 16 h, the filtration loss of the same sample was 5.1 mL, which was 85.4% lower than the BF aged at the same temperature (35 mL). These test results demonstrate that LY-2 has an excellent filtration loss reduction ability against ultra-high temperatures.

2.3.4. Physical and Microcosmic Images of Filter Cake

To investigate the influence of polymers on bentonite after undergoing high temperature thermal rolling, the filter cake was examined using SEM. Figure 10(a1–a3) shows the microcosmic image of the 3% LY-2 added the BF filter cake at room temperature. The polymer and bentonite have fused completely, with the bentonite crystalline layer being fully covered and wrapped, resulting in a crack-free surface. By magnifying the SEM image, one can observe the presence of large particles forming a crosslinked spherical network structure. These spheres are closely connected to the bentonite surface structure, surrounded by extending branches that penetrate into the interspaces of bentonite. This process effectively seals the cracks in the filter cake and is highly beneficial in ensuring the excellent performance of the filter cake.
When subjected to temperatures exceeding 200 °C during thermal tumbling, the filter cake exhibited a brown color (Figure 10(b1,c1,d1)), which resulted from the decomposition and carbonization of the polymer at high temperatures. Figure 10(b1–b3) illustrates the filter cake after aging at 200 °C; compared to the filter cake aged at room temperature and higher temperatures, the surface layer of the filter cake is flatter and more delicate. The polymer-coated bentonite surface contracts and the reticulation structure integrates almost seamlessly with the bentonite layer. There are only a few dispersed small particles on the surface of the filter cake, and the veins are not very prominent. As the aging temperature increases, the mesh veins become more distinct, and the structure remains intact. This enables the polymer to connect the bentonite platelets through ionic bonding and hydrogen bonding, which helps to control the filtration loss of the drilling fluid. In the SEM image of the filter cake subjected to rolling at 230 °C (Figure 10(c1–c3)), a large number of spherical particles can be observed dispersed on the surface of the filter cake, with a clearer reticulation structure compared to the cake aged at 200 °C. These particles adhere tightly to the surface of the bentonite. The filter cake surface is covered with polymers. With further magnification of the SEM image, it becomes apparent that there are numerous spheres of different sizes, as well as some broken small particles. Meanwhile, these nanoparticles have a sealing effect on the voids of the filter cake, promoting the formation of a low-permeability dense filter cake, improving cake quality, increasing cake compressibility, and thus reducing filtration loss in high temperature environments.
In Figure 10(d1–d3), the SEM image of the filter cake after hot rolling at 260 °C reveals a denser distribution of particles of different sizes, along with the clear appearance of reticular vein drops. Increasing the magnification, it is more evident that a significant number of particles with varying sizes have emerged, which are hydrothermal carbonization products of cyclodextrins. It can maintain good stability and mechanical strength under high temperature environments, also effectively seal in the interstitial space of bentonite clay during filtration, and block the reduction in filtration loss. Additionally, the large side-chain rigidity groups contained in the SSS and silicone monomers further enhance the temperature resistance of the polymers, ensuring that the polymers maintain their loss reducing properties at ultra-high temperatures. Still, at this time, no flaky or rod-like clay mineral structure appeared on the surface of the filter cake, and there were no obvious fracture surfaces, indicating that LY-2 can effectively control filtration loss even after hot rolling at 260 °C. The microcosmic images of the filter cake demonstrate that the polymer particles, with a complex chain structure, are distributed in the voids and on the surface of the filter cake. The carbon nanoparticles, resulting from the decomposition of cyclodextrin crosslinked microspheres, promote the formation of a smooth, homogeneous, and dense filter cake by bridging and blocking the pore space. Additionally, they prevent the agglomeration of bentonite at high temperatures, which would otherwise lead to the formation of large pore spaces and cracks. As a result, the passage of free water in the drilling fluid is further reduced, thus maintaining the drilling fluid and improving its filtration loss performance.

2.3.5. Comparing LY-2 with Other Anti-Temperature Filtrate Reducers

We note that 1 wt% of various anti-temperature filter loss reduction agents were added to the SWBF system. After aging at 200 °C for 16 h, the FLHTHP, FLAPI, and thickness of filter cake were measured. The experiment results are shown in Figure 11a. It can be observed that CFJ-2-containing drilling fluid had the highest FLAPI at 3.2 mL and FLHTHP at 15.8 mL. RST had better anti-temperature filtration loss reduction ability compared to CFJ-2 and DR-8. However, among the four filtration reducer agents used, LY-2 exhibited the best anti-temperature filtration loss reduction performance with API filtration loss of 0.6 mL and low FLHTHP of 7 mL. Additionally, the filter cake was thin and dense, with a thickness of only 0.6 mm. When the temperature gets 240 °C shown in Figure 11b, CFJ-2, DR-8, and RST produced a certain increase in the filtration loss volume, and FLAPI for RST increased from 3.2 to 6.5mL, FLHTHP increased from 15.8 to 30 mL, which has a smaller volume compared with other two filter loss reduction agents, and it means RST has a good resistance to temperature. While FLAPI, FLHTHP, and the cake thickness of LY-2 remained stable and almost unchanged, suggesting that LY-2 has superior filtration loss control ability in the SWBF. In Figure 11c, we can see that LY-2 has the highest temperature resistance ability with a relatively lower cost compared to RST.

3. Materials and Methods

3.1. Materials and Instruments

Sodium hydroxide (NaOH, 98%), β-cyclodextrin (β-CD, 98%), epichlorohydrin (EPI, 98%), anhydrous ethanol (EtOH, 99.5%), acetone (AC, 99.5%), sodium bisulfite (NaHSO3, 98%), sodium p-styrenesulfonate (SSS, 98%), ammonium persulfate (APS, 98%), 3-(Trimethoxymethylsilyl)propyl methacrylate (KH570, 97%), products of Shanghai McLean Biochemistry and Technology Company (Shanghai, China). Dimethyldiallyl ammonium chloride (DMDAAC, 60%), product of Shanghai Bide Pharmaceutical Technology Company (Shanghai, China). Anti-temperature, anti-salt, anti-collapse filtration loss reducing agent DR-8 was supplied by Binzhou Derun Chemical Company (Binzhou, China). Anti-temperature filter loss reducing agent CFJ-2 was provided by Langfang Qingxing Chemical Company (Langfang, China). Anti-temperature and anti-salt filter loss reducing agent RST was provided by Chengdu Dedao Industrial Company (Chengdu, China).

3.2. Synthesis of Copolymer LY-2

We note that 5% SSS, 5% DMDAAC, 30% KH570, and 50% β-CD were sequentially added to distilled water in a three-necked flask connected to an electric stirrer, and 40% NaOH aqueous solution was used to adjust the solution pH to 8–10. Afterward, 10% EPI was added dropwise at 35 °C for 1.5 h at N2 atmosphere. Then, APS and NaHSO3 (3:1) were added to the system, and the reaction temperature was raised to 60 °C for 4 h. To obtain pure solids, the low-viscosity gel product was washed several times with ethanol/acetone (1:1 v/v), dried at 65 °C for 12 h, and then pulverized to obtain an LY-2 filtration loss agent.

3.3. Characterization of LY-2

The particle size distribution of the polymers was tested using the BT-802 laser particle size analyzer produced by Dandong Baxter Instrument Company (Dandong, China). Add 1% LY-2 to 30 mL of distilled water and then ultrasonicate for 0.5 h to achieve uniform dispersibility at room temperature.
The LY-2 samples were pressed into tablets with potassium bromide (KBr), and the functional group characterization was carried out using a Nicolet 710 infrared spectrometer manufactured by Thermo Fisher Scientific (Shanghai, China) at a scanning frequency of 500–4000 cm−1 and a scanning rate of 32 scans/min.
The thermal property of LY-2 was tested using the STA449C Thermogravimetric Analyzer from NETZSCH Scientific Instruments Company (Shanghai, China). Temperature ranges from 25 °C to 600 °C, with a heating rate of 10 °C/min, and the flow rate of nitrogen was 30 mL/min.
The microstructure of the surface of the filter cake was observed after lyophilization, slicing, and gold spraying in a vacuum environment with an ultra-high-resolution field emission scanning electron microscope, Apreo 2C, manufactured by Thermo Fisher Scientific (Shanghai, China).
The zeta potential was measured using a JS94K microelectrophoresis instrument manufactured by Shanghai Zhongchen Digital Technology Equipment Co., Ltd. (Shanghai, China) using a 1000-fold dilution of 1% LY-2 drilling fluid.

3.4. Drilling Fluid Formulation

To prepare the base fluid (BF), 4 wt% bentonite and 0.2 wt% sodium carbonate were dispersed in water, and the mixture was stirred at 4000 rpm for 2 h and allowed to hydrate for 24 h at room temperature [1]. To test the suitability of the prepared polymers in a field environment, a simplified water-based fluid (SWBF) system (Table 2) was prepared, with all components added sequentially and then hydrated for 24 h for the latter testing.

3.5. Evaluation of Rheological Properties

The rheological properties of the drilling fluid were evaluated using a six-speed rotational viscometer, model ZNN-D6A, manufactured by Qingdao Senxin Electromechanical Equipment Company. Viscosity data at 300 and 600 rpm (θ300, θ600) were recorded. Then, calculate the apparent viscosity (AV), plastic viscosity (PV), and yield point (YP) using Equations (1)–(3).
AV = θ600/2
PV = θ600 − θ300
YP = (θ300 − PV)/2

3.6. Evaluation of Filtration Reduction Performance

In accordance with the American Petroleum Institute (API) standards [59], FLAPI was measured at 0.69 MPa pressure and room temperature using the ZNS-2 Medium Pressure Filtration Loss Flow Meter manufactured by Shandong Meike Instrument Company. FLHTHP was measured after the drilling fluid system was aged, at 3.5 MPa and with the same temperature as the aging temperature using a GGS71-B high temperature and high-pressure loss through filtration meter manufactured by Qingdao Hengtaida Mechanical and Electrical Equipment Company (Qingdao, China). All measured data were collected three times to ensure the repeatability of the data, and the average value was taken.

4. Conclusions

In this work, we synthesized an ultra-high temperature resistant filter-loss reducer, LY-2, using KH570, DMDAAC, SSS, and β-CD as raw materials. FTIR revealed that the target product was obtained, and the TG curve showed excellent thermal stability.
The AV of the BF containing 3% LY-2 increased by about 2% compared to 1% LY-2 BHR, and AHR decreased by about 30%, thus revealing stable rheological properties. After aging at 260 °C/16h, FLAPI was 5.1 mL, showing it can maintain good performance under 260 °C. The mechanism of LY-2 in controlling filtration loss was investigated by an SEM test, settling stability measurements and zeta potential analysis. The results showed that LY-2 accelerated the rate of delamination of the BF, reduced the degree of delamination, and had little effect on the zeta potential of the BF. At high temperatures, carbon nanoparticles released from polymer decomposition can adsorb and seal cracks in the mud cake to form a dense filter cake and reduce filtration loss. Additionally, cost comparisons showed that LY-2 breaks the upper limit of ordinary commercial filter loss reducer’s temperature resistance with a lower cost.
LY-2 has a great advantage in its easy preparation process. And it does not produce any irritating odor during use. Notably, the chosen ratio of cyclodextrin to epichlorohydrin is relatively ideal, and the monomer ratio can be further optimized for different practical environments.

Author Contributions

Y.L., methodology; L.D.W.D., Writing—review and editing; B.Y., analysis; C.L., investigation; C.M., funding acquisition. All authors have read and agreed to the published version of the manuscript.

Funding

This research received no external funding.

Institutional Review Board Statement

Not applicable.

Informed Consent Statement

Not applicable.

Data Availability Statement

The original contributions presented in the study are included in the article, further inquiries can be directed to the corresponding author.

Conflicts of Interest

The authors declare no conflicts of interest.

References

  1. Liu, J.-P.; Zhang, X.-F.; Zhang, W.-C.; Lv, K.-H.; Bai, Y.-R.; Wang, J.-T.; Huang, X.-B.; **, J.-F.; Sun, J.-S. Carbon nanotube enhanced Water-based drilling fluid for high temperature and high salinity deep resource Development. Pet. Sci. 2022, 19, 916–926. [Google Scholar] [CrossRef]
  2. Da Câmara, P.C.F.; Madruga, L.Y.C.; Marques, N.D.N.; Balaban, R.C.C. Evaluation of polymer/bentonite synergy on the properties of aqueous drilling fluids for high-temperature and high-pressure oil Wells. J. Mol. Liq. 2021, 327, 114808. [Google Scholar] [CrossRef]
  3. Mao, H.; Qiu, Z.; **e, B.; Wang, Z.; Shen, Z. Development and Application of Ultra-High Temperature Drilling Fluids in Offshore Oilfield Around Bohai Sea Bay Basin, China. In Proceedings of the Offshore Technology Conference Asia, OTC, Kuala Lumpur, Malaysia, 22–25 March 2016. [Google Scholar]
  4. Mao, H.; Yang, Y.; Zhang, H.; Zheng, J.; Zhong, Y. Conceptual design and methodology for rheological control of Water-based drilling fluids in ultra-high temperature and ultra-high pressure drilling Applications. J. Pet. Sci. Eng. 2020, 188, 106884. [Google Scholar] [CrossRef]
  5. Akpan, E.U.; Enyi, G.C.; Nasr, G.; Yahaya, A.A.; Ahmadu, A.A.; Saidu, B. Water-based drilling fluids for high-temperature applications and water-sensitive and dispersible shale Formations. J. Pet. Sci. Eng. 2019, 175, 1028–1038. [Google Scholar] [CrossRef]
  6. Wenlong, Z.; **aoming, W.; Yuming, H.; Jie, X.; Wenshi, W. Research and Application of High-Temperature Drilling Fluid for Scientific Core Drilling Project. In Proceedings of the Abu Dhabi International Petroleum Exhibition & Conference, SPE, Abu Dhabi, United Arab Emirates, 13–16 November 2017. [Google Scholar]
  7. Aghdam, S.B.; Moslemizadeh, A.; Kowsari, E.; Asghari, N. Synthesis and performance evaluation of a novel polymeric fluid loss controller in Water-based drilling fluids: High-temperature and high-salinity Conditions. J. Nat. Gas Sci. Eng. 2020, 83, 103576. [Google Scholar] [CrossRef]
  8. Li, H.; Lv, K.; Huang, X.; Lu, Z.; Dong, X.D. The Synthesis of Polymeric Nanospheres and the Application as High-Temperature Nano-Plugging Agent in Water Based Drilling Fluid. Front. Chem. 2020, 8, 247. [Google Scholar] [CrossRef] [PubMed]
  9. Chu, Q.; Lin, L.; Su, J. Amidocyanogen silanol as a High-temperature-resistant shale inhibitor in water-based drilling Fluid. Appl. Clay Sci. 2020, 184, 105396. [Google Scholar] [CrossRef]
  10. Muhammed, N.S.; Olayiwola, T.; Elkatatny, S. A review on clay chemistry, characterization and shale inhibitors for water-based drilling Fluids. J. Pet. Sci. Eng. 2021, 206, 109043. [Google Scholar] [CrossRef]
  11. Huang, X.-B.; Sun, J.-S.; Huang, Y.; Yan, B.C.; Dong, X.D.; Liu, F.; Wang, R. Laponite: A promising nanomaterial to formulate high-performance water-based drilling Fluids. Pet. Sci. 2021, 18, 579–590. [Google Scholar] [CrossRef]
  12. Gautam, S.; Guria, C.; Rajak, V.K. A state of the art review on the performance of High-pressure and high-temperature drilling fluids: Towards understanding the structure-property relationship of drilling fluid Additives. J. Pet. Sci. Eng. 2022, 213, 110318. [Google Scholar] [CrossRef]
  13. Mahmoud, H.; Hamza, A.; Nasser, M.S.; Hussein, I.A.; Ahmed, R.; Karami, H. Hole cleaning and drilling fluid sweeps in horizontal and deviated wells: Comprehensive Review. J. Pet. Sci. Eng. 2020, 186, 106748. [Google Scholar] [CrossRef]
  14. Elmgerbi, A.; Thonhauser, G.; Fine, A.; Hincapie, R.; Borovina, A. Experimental approach for assessing Filter-cake removability derived from reservoir drill-in Fluids. J. Pet. Explor. Prod. Technol. 2021, 11, 4029–4045. [Google Scholar] [CrossRef]
  15. Wandji Djouonkep, L.D.; **e, B.; Tao, H.; Chen, J.D.; Zhuo, L.; Selabi, S.; Zhao, L. Enhanced amphoteric polymer filtration reducer with Vinyl-functionalized nanosilica for high-salt and ultra-high temperature water-based drilling Environments. Geoenergy Sci. Eng. 2024, 236, 212743. [Google Scholar] [CrossRef]
  16. Cadix, A.; Wilson, J.; Phan, C.; Villafane, L.; Gomez, J.R.; Bzducha, W.; Feuillette, A.; Poix-Davaine, C.; Thant, K.; Nelson, T. New Diblock Copolymers as Fluid Loss Additive for High Temperature Cementing. In Proceedings of the SPE Annual Technical Conference Exhibition, SPE, Dubai, United Arab Emirates, 26–28 September 2016. [Google Scholar]
  17. Wang, Z. Research and application of modified humic acid treatments for drilling fluids. Oilfield Chem. 2008, 25, 381–385. [Google Scholar]
  18. Song, K.; Wu, Q.; Li, M.; Ren, S.; Dong, L. Water-based bentonite drilling fluids modified by novel biopolymer for minimizing fluid loss and formation Damage. Colloids Surf. A Physicochem. Eng. Asp. 2016, 507, 58–66. [Google Scholar] [CrossRef]
  19. Zoveidavianpoor, M.; Samsuri, A. The use of Nano-sized Tapioca starch as a natural water-soluble polymer for filtration control in water-based drilling Muds. J. Nat. Gas Sci. Eng. 2016, 34, 832–840. [Google Scholar] [CrossRef]
  20. Wang, Y.; Jiang, B.; Lan, J.; Xu, N.; Sun, J.S.; Meng, L.T. Synthesis and properties of a High-performance environment-friendly micro–nano filtration Reducer. RSC Adv. 2020, 10, 43204–43212. [Google Scholar] [CrossRef] [PubMed]
  21. Chen, Q.; Yu, H.; Wang, L.; Ul Abdin, Z.; Chen, Y.S. Recent progress in chemical modification of starch and its Applications. RSC Adv. 2015, 5, 67459–67474. [Google Scholar] [CrossRef]
  22. Sugih, A.K.; Christabella, L.; Kristianto, H.; Prasetyo, S. Effect of different types of phosphorylating reagent on the synthesis of modified tapioca starch. IOP Conf. Ser. Mater. Sci. Eng. 2019, 673, 012001. [Google Scholar] [CrossRef]
  23. Jiang, G.; Wang, C.; Zhang, M. Preparation and performance evaluation of a novel filter loss depressant CBF. Oilfield Chem. 2010, 27, 360–365. [Google Scholar]
  24. Tavares, K.M.; Campos, A.D.; Mitsuyuki, M.C.; Luchesi, B.R.; Marconcini, J.M. Corn and cassava starch with carboxymethyl cellulose films and its mechanical and hydrophobic Properties. Carbohydr. Polym. 2019, 223, 115055. [Google Scholar] [CrossRef] [PubMed]
  25. Wang, D.; Wang, J.; Song, Z. Development of inorganic silica-modified sodium carboxymethyl starch filter loss reducer and its performance. Petrochemicals 2010, 39, 440–443. [Google Scholar]
  26. Dias FT, G.; Souza, R.R.; Lucas, E.F. Influence of modified starches composition on their performance as fluid loss additives in Invert-emulsion drilling Fluids. Fuel 2015, 140, 711–716. [Google Scholar] [CrossRef]
  27. Sagitov, R.R.; Minaev, K.M.; Zakharov, A.S.; Korolev, A.S.; Minaeva, D.O. The study of the drilling mud fluid loss reducing agents based on carboxymethyl starch and cellulose. Neft. Khozyaystvo Oil Ind. 2017, 11, 102–105. [Google Scholar] [CrossRef]
  28. Ricky, E.; Mpelwa, M.; Wang, C.; Hamad, B.H.; Xu, X.G. Modified Corn Starch as an Environmentally Friendly Rheology Enhancer and Fluid Loss Reducer for Water-Based Drilling Mud. SPE J. 2022, 27, 1064–1080. [Google Scholar] [CrossRef]
  29. Xu, Y.; Rashwan, A.K.; Osman, A.I.; Abd El-Monaem, E.M.; Elgarahy, A.M.; Eltaweil, A.S.; Omar, M.; Li, Y.; Mehanni, A.H.; Chen, W.; et al. Synthesis and potential applications of Cyclodextrin-based metal–organic frameworks: A Review. Environ. Chem. Lett. 2023, 21, 447–477. [Google Scholar] [CrossRef]
  30. Hedges, A.R. Industrial Applications of Cyclodextrins. Chem. Rev. 1998, 98, 2035–2044. [Google Scholar] [CrossRef]
  31. Poulson, B.G.; Alsulami, Q.A.; Sharfalddin, A.; El Agammy, E.; Mouffouk, F.; Emwas AH, M.; Jaremko, L.; Jaremko, M. Cyclodextrins: Structural, Chemical, and Physical Properties, and Applications. Polysaccharides 2021, 3, 1–31. [Google Scholar] [CrossRef]
  32. Crini, G.; Morcellet, M. Synthesis and applications of adsorbents containing Cyclodextrins. J. Sep. Sci. 2002, 25, 789–813. [Google Scholar] [CrossRef]
  33. Krabicová, I.; Appleton, S.L.; Tannous, M.; Hoti, G.; Caldera, F.; Pedrazzo, A.R.; Cecone, C.; Cavalli, R.; Trotta, F. History of Cyclodextrin Nanosponges. Polymers 2020, 12, 1122. [Google Scholar] [CrossRef]
  34. De Lara, L.S.; Voltatoni, T.; Rodrigues, M.C.; Miranda, C.R.; Brochsztain, S. Potential applications of cyclodextrins in enhanced oil Recovery. Colloids Surf. A Physicochem. Eng. Asp. 2015, 469, 42–50. [Google Scholar] [CrossRef]
  35. Liu, J.; Liu, G.; Liu, W. Preparation of Water-soluble β-cyclodextrin/poly(acrylic acid)/graphene oxide nanocomposites as new adsorbents to remove cationic dyes from aqueous Solutions. Chem. Eng. J. 2014, 257, 299–308. [Google Scholar] [CrossRef]
  36. Narayanan, G.; Shen, J.; Matai, I.; Sachdev, A.; Boy, R.; Tonelli, A.E. Cyclodextrin-based Nanostructures. Prog. Mater. Sci. 2022, 124, 100869. [Google Scholar] [CrossRef]
  37. Loftsson, T.; Saokham, P.; Sá Couto, A.R. Self-association of cyclodextrins and cyclodextrin complexes in aqueous Solutions. Int. J. Pharm. 2019, 560, 228–234. [Google Scholar] [CrossRef] [PubMed]
  38. Zhong, H.; Gao, X.; Qiu, Z. Mechanism of high-temperature filter loss reduction by environmentally friendly β-cyclodextrin polymer microspheres. J. Pet. 2021, 42, 1091–1102, 1112. [Google Scholar]
  39. Yang, J.; Sun, J.; Wang, R.; Liu, F.; Wang, J.; Qu, Y.; Wang, P.; Huang, H.; Liu, L.; Zhao, Z. Laponite-polymer composite as a rheology modifier and filtration loss reducer for water-based drilling fluids at high Temperature. Colloids Surf. A Physicochem. Eng. Asp. 2022, 655, 130261. [Google Scholar] [CrossRef]
  40. Luo, Y.; Lin, L.; Luo, P.; Guo, Y.; **e, S.; Wang, M.; **ong, G.; Gu, H. Polymer nanocomposite ADA@SM as a High-temperature filtrate reducer for water-based drilling fluids and its filtration loss Mechanism. Colloids Surf. A Physicochem. Eng. Asp. 2023, 672, 131701. [Google Scholar] [CrossRef]
  41. Audibert, A.; Rousseau, L.; Pétrole, I.F.; Kieffer, J.; Floerger, S. Novel High-Pressure/High Temperature Fluid Loss Reducer for Water-Based Formulation. In Proceedings of the SPE International Conference on Oilfield Chemistry, Houston, TX, USA, 16–19 February 1999. [Google Scholar]
  42. Chang, X.F.; Sun, J.S.; Zhang, F.; Lv, K.H. Preparation and application of a novel high temperature resistant filtration reducer in Water-based drilling Fluids. IOP Conf. Ser. Mater. Sci. Eng. 2019, 634, 012029. [Google Scholar] [CrossRef]
  43. Wang, G.; Jiang, G.; Yang, J. Novel N,N-dimethylacrylamide copolymer containing multiple rigid comonomers as a filtrate reducer in water-based drilling fluids and mechanism Study. J. Appl. Polym. Sci. 2021, 138, 51001. [Google Scholar] [CrossRef]
  44. Ma, X.; Yang, M.; Zhang, M. Synthesis and properties of a betaine type copolymer filtrate Reducer. Chem. Eng. Process. Process Intensif. 2020, 153, 107953. [Google Scholar] [CrossRef]
  45. Ban, G.; Xu, J.; Zeng, J.; Zhou, S.S. Performance and mechanism of new silicone polymer as filtrate reducer with inhibitory effect for Water-based drilling Fluid. Eng. Res. Express 2022, 4, 025030. [Google Scholar] [CrossRef]
  46. Liu, X.; Gao, Y.; Hou, W.; Ma, Y.; Zhang, Y. Non-Toxic High Temperature Polymer Drilling Fluid Significantly Improving Marine Environmental AcceptabiIity and Reducing Cost for Offshore Drilling. In Proceedings of the International Petroleum Technology Conference, IPTC, Bei**g, China, 26–28 March 2019. [Google Scholar]
  47. Ali FA, A.; Alam, J.; Qaid SM, H.; Shukla, A.K.; Al-Fatesh, A.S.; Alghamdi, A.M.; Fadhillah, M.; Osman, A.I.; Alhoshan, M. Fluoride Removal Using Nanofiltration-Ranged Polyamide Thin-Film Nanocomposite Membrane Incorporated Titanium Oxide Nanosheets. Nanomaterials 2024, 14, 731. [Google Scholar] [CrossRef] [PubMed]
  48. Liu, F.; Yao, H.; Liu, Q.; Wang, X.; Dai, X.; Zhou, M.; Wang, Y.; Zhang, C.; Wang, D.; Deng, Y. Nano-silica/polymer composite as filtrate reducer in water-based drilling Fluids. Colloids Surf. A Physicochem. Eng. Asp. 2021, 627, 127168. [Google Scholar] [CrossRef]
  49. **ong, G.; Lin, L.; Feng, R.; Wang, X.W.; Dai, X.D.; Zhou, M.Y.; Zhang, C.X.; Wang, D.X.; Deng, Y.Q. Preparation and performance evaluation of PDDSA-MS composite as high temperature and high salinity filtration Additive. Geoenergy Sci. Eng. 2024, 234, 212557. [Google Scholar] [CrossRef]
  50. Izyurov, V.; Kharitonov, A.; Semenikhin, I.; Korsunov, E.; Gassan, A.; Tikhonov, E.; Jadan, G.; Stashko, V.; Blagonadeshniy, I.; Manikhin, A.; et al. Selecting Bridging Agents’ Particle Size Distribution for Optimum Plugging While Drilling in Permeable Zones. In Proceedings of the SPE Russian Petroleum Technology Conference, SPE, Moscow, Russia, 22–24 October 2019. [Google Scholar]
  51. Qu, Y.; Lin, L.; Gao, S.; Yang, Y.; Huang, H.; Li, X.; Ren, H.; Luo, W. A molecular dynamics study on adsorption mechanisms of polar, cationic, and anionic polymers on Montmorillonite. RSC Adv. 2023, 13, 2010–2023. [Google Scholar] [CrossRef] [PubMed]
  52. Zhang, C.; Lv, K.; Gong, J.; Wang, Z.; Huang, X.; Sun, J.; Yao, X.; Liu, K.; Rong, K.; Li, M. Synthesis of a hydrophobic quaternary ammonium salt as a shale inhibitor for Water-based drilling fluids and determination of the inhibition Mechanism. J. Mol. Liq. 2022, 362, 119474. [Google Scholar] [CrossRef]
  53. Zhong, H.; Gao, X.; Qiu, Z.; Zhao, C.; Zhang, X.; Guo, B.; Li, G. Formulation and evaluation of β-cyclodextrin polymer microspheres for improved HTHP filtration control in water-based drilling Fluids. J. Mol. Liq. 2020, 313, 113549. [Google Scholar] [CrossRef]
  54. Razavi, O.; Karimi Vajargah, A.; Van Oort, E.; Aldin, M.; Govindarajan, S. Optimum particle size distribution design for lost circulation control and wellbore Strengthening. J. Nat. Gas Sci. Eng. 2016, 35, 836–850. [Google Scholar] [CrossRef]
  55. Cui, W.Y.; Lai, S.J.; Yang, X.L. Synthesis and performance evaluation of temperature- and salt-resistant hydrophobically coupled polymers. Fine Chem. 2024, 41, 447–457. [Google Scholar]
  56. Yang, J.; Bai, Y.; Sun, J.; Lu, K.; Liu, F.; Zhu, Y. Supramolecular gel plugging agent and its plugging mechanism. J. China Univ. Pet. (Nat. Sci. Ed.) 2024, 1–16. Available online: http://kns.cnki.net/kcms/detail/37.1441.TE.20240424.1644.004.html (accessed on 27 April 2024).
  57. Wu, Y.-T.; Quan, H.-P.; Huang, Z.-Y.; Li, B.; Feng, X. Study on synthesis and mechanism of fluid loss reducer for high temperature drilling fluid. Petrochem. Ind. 2023, 52, 946–955. [Google Scholar]
  58. Li, Q.; Yu, X.; **ao, X.; Luo, Y.; Yang, H. Preparation and properties of SiO2 nano-enhanced PAM/PEI gel. Fine Chem. 2021, 38, 200–205. [Google Scholar]
  59. Davoodi, S.; Ramazani, S.A.A.; Jamshidi, S.; Jahromi, A.F. A novel field applicable mud formula with enhanced fluid loss properties in High Pressure-High Temperature well condition containing pistachio shell Powder. J. Pet. Sci. Eng. 2018, 162, 378–385. [Google Scholar] [CrossRef]
Figure 1. Different monomer ratios and their corresponding particle sizes at room temperature.
Figure 1. Different monomer ratios and their corresponding particle sizes at room temperature.
Molecules 29 02933 g001
Figure 2. Different monomer proportions correspond to filter cake BHR and AHR at 200 °C.
Figure 2. Different monomer proportions correspond to filter cake BHR and AHR at 200 °C.
Molecules 29 02933 g002
Figure 3. Effect of different monomer ratio products at 1% concentration on the properties of BF: (a) AV; (b) PV; (c) YP; (d) FLAPI.
Figure 3. Effect of different monomer ratio products at 1% concentration on the properties of BF: (a) AV; (b) PV; (c) YP; (d) FLAPI.
Molecules 29 02933 g003
Figure 4. FTIR spectra of CD and LY-2.
Figure 4. FTIR spectra of CD and LY-2.
Molecules 29 02933 g004
Figure 5. TGA curve of LY-2.
Figure 5. TGA curve of LY-2.
Molecules 29 02933 g005
Figure 6. zeta potential of BF and BF+1%LY-2.
Figure 6. zeta potential of BF and BF+1%LY-2.
Molecules 29 02933 g006
Figure 7. Stratification of BF and BF+1% LY-2 system: (a) BF; (b) BF+1% LY-2 system.
Figure 7. Stratification of BF and BF+1% LY-2 system: (a) BF; (b) BF+1% LY-2 system.
Molecules 29 02933 g007
Figure 8. Volume share of water at BF and BF+1% LY-2 system: (a) BF; (b) BF+1% LY-2 system.
Figure 8. Volume share of water at BF and BF+1% LY-2 system: (a) BF; (b) BF+1% LY-2 system.
Molecules 29 02933 g008
Figure 9. Effect of temperature on the rheological and loss control properties of BF and 3% LY-2 added to BF system: (a) AV; (b) PV; (c) YP; (d) FLAPI.
Figure 9. Effect of temperature on the rheological and loss control properties of BF and 3% LY-2 added to BF system: (a) AV; (b) PV; (c) YP; (d) FLAPI.
Molecules 29 02933 g009
Figure 10. Physical and SEM images of API loss filter cake before and after addition of 3%LY-2 hot roll to the base fluid: (a1a3) BHR; (b1b3) 200 °C; (c1c3) 230 °C; (d1d3) 260 °C.
Figure 10. Physical and SEM images of API loss filter cake before and after addition of 3%LY-2 hot roll to the base fluid: (a1a3) BHR; (b1b3) 200 °C; (c1c3) 230 °C; (d1d3) 260 °C.
Molecules 29 02933 g010
Figure 11. Comparison of different Filter Loss Reducers: (a) AHR at 200 °C; (b) AHR at 240 °C; (c) Cost comparisons.
Figure 11. Comparison of different Filter Loss Reducers: (a) AHR at 200 °C; (b) AHR at 240 °C; (c) Cost comparisons.
Molecules 29 02933 g011
Table 1. Median particle size of LY-2 corresponding to different monomer proportions.
Table 1. Median particle size of LY-2 corresponding to different monomer proportions.
Sample1#2#3#4#5#
ratioβ-CD50 wt% EPI 10 wt%β-CD60 wt%
EPI 10 wt%
β-CD 70 wt%
EPI 10 wt%
β-CD 70 wt%
EPI 15 wt%
β-CD 70 wt%
EPI 25 wt%
D50/μm2740.6850.459.7581.67
Table 2. Simplified water-based fluid (SWBF) formulation.
Table 2. Simplified water-based fluid (SWBF) formulation.
AdditiveConcentration (wt%)
bentonite4
Na2CO30.2
NaOH0.5
sulfonated asphalt2~3
polymerized alcohols0.3~0.5
sulfonated lignite resins1~3
high temperature stabilizers0.1
film-forming sealer1~2
lubricants2
shale inhibitors1~3
potassium chloride7
Disclaimer/Publisher’s Note: The statements, opinions and data contained in all publications are solely those of the individual author(s) and contributor(s) and not of MDPI and/or the editor(s). MDPI and/or the editor(s) disclaim responsibility for any injury to people or property resulting from any ideas, methods, instructions or products referred to in the content.

Share and Cite

MDPI and ACS Style

Liu, Y.; Djouonkep, L.D.W.; Yu, B.; Li, C.; Ma, C. Preparation of Ultra-High Temperature Resistant Cyclodextrin-Based Filtration Loss Reducer for Water-Based Drilling Fluids. Molecules 2024, 29, 2933. https://doi.org/10.3390/molecules29122933

AMA Style

Liu Y, Djouonkep LDW, Yu B, Li C, Ma C. Preparation of Ultra-High Temperature Resistant Cyclodextrin-Based Filtration Loss Reducer for Water-Based Drilling Fluids. Molecules. 2024; 29(12):2933. https://doi.org/10.3390/molecules29122933

Chicago/Turabian Style

Liu, Yilin, Lesly Dasilva Wandji Djouonkep, Boyang Yu, Chenyang Li, and Chao Ma. 2024. "Preparation of Ultra-High Temperature Resistant Cyclodextrin-Based Filtration Loss Reducer for Water-Based Drilling Fluids" Molecules 29, no. 12: 2933. https://doi.org/10.3390/molecules29122933

Article Metrics

Back to TopTop