Compound with heterocyclic structure, preparation method and application thereof, and drilling fluid composition
By preparing compounds with heterocyclic structures, the problem of increased viscosity in water-based drilling fluids after crude oil contamination was solved, achieving reduced viscosity and stable rheological properties of the drilling fluid, thereby improving drilling safety and efficiency.
Patent Information
- Application Number
- CN202410490630.5
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-04-23
- Publication Date
- 2025-10-24
AI Technical Summary
The viscosity of water-based drilling fluid increases after being contaminated by crude oil, which is difficult to control, resulting in uncontrolled rheological properties and threatening drilling safety. Existing treatment agents have compatibility issues and limited viscosity reduction effects.
By using compounds with heterocyclic structures, a compound that can significantly reduce drilling fluid viscosity was prepared by mixing monomer A with monomer B and a pH stabilizer, adding an oxidant to adjust the pH value, and then adding a catalyst to carry out a reflux reaction. This compound was then applied to drilling fluids.
It significantly reduces the viscosity of water-based drilling fluids, maintains good rheological and filtration properties, improves drilling efficiency and safety, and reduces downtime.
Smart Images

Figure CN120829470A_ABST
Abstract
Description
TECHNICAL FIELD
[0001] The present application relates to the field of oil drilling, in particular, to a compound with a heterocyclic structure and a preparation method and application thereof and a drilling fluid composition. BACKGROUND
[0002] In the field of oil and gas drilling engineering, water-based drilling fluid is widely used and has gradually become one of the important technical means for deep and ultra-deep drilling and unconventional oil and gas resource drilling of shale oil. However, in the process of drilling in active oil and gas reservoirs, water-based drilling fluid is easily affected by crude oil invasion; especially after large-scale invasion of crude oil, the viscosity of the water-based drilling fluid will increase dramatically, the rheological property will be out of control, and at the same time, the effective density of the drilling fluid will be reduced, which even threatens the safety of drilling and brings great technical challenges to drilling engineering.
[0003] In recent years, researchers at home and abroad have developed a series of drilling fluid additives with viscosity reduction function, but most of them are used in high solid phase, high polymer content and high density drilling fluids, and the research on viscosity reducers for water-based drilling fluid contaminated by crude oil is not deep enough. Although traditional additives such as Span, Tween, sodium dodecyl benzene sulfonate and other surfactants have ultra-high surface activity, their emulsification effect on crude oil with high gum and asphaltene is limited, and their addition to drilling fluid may cause foaming phenomenon, and the addition of some cationic surfactants to drilling fluid may also cause compatibility problems, leading to further deterioration of the rheological property and filtration loss of drilling fluid. Therefore, it is urgent to develop an efficient viscosity reducer suitable for water-based drilling fluid, which has good compatibility and can resist high temperature and crude oil pollution. SUMMARY
[0004] The purpose of the present application is to overcome the problem that the viscosity of water-based drilling fluid increases after being contaminated by large-scale crude oil, which is difficult to control, and to provide a compound with a heterocyclic structure and a preparation method and application thereof and a drilling fluid composition.
[0005] In order to achieve the above-mentioned purpose, the first aspect of the present application provides a compound with a heterocyclic structure, characterized in that the compound has a structure shown in formula I,
[0006]
[0007] wherein R1 is hydrogen or cycloalkylmethyl alcohol;
[0008] R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 are alkyl with carbon atom number greater than or equal to 8;
[0009] R4 and R5 are each independently C1-C8 alkylene;
[0010] R6 is C1-C8 alkyl.
[0011] The second aspect of the present application provides a preparation method of a compound with a heterocyclic structure, characterized in that the method comprises:
[0012] After the monomer A is mixed and dissolved with the monomer B and the pH stabilizer, an oxidant is added, then the pH value of the reaction system is adjusted, a catalyst is added for reflux reaction, and after the reaction is completed, solid-liquid separation is performed to obtain a product, and the solid-phase product obtained by the solid-liquid separation contains a compound with a structure of formula I;
[0013] The monomer A is The monomer B is
[0014]
[0015] X is selected from one of halogens;
[0016] R1 is hydrogen or cycloalkylmethyl alcohol;
[0017] R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 are alkyl with a carbon atom number greater than or equal to 8;
[0018] R4 and R5 are each independently C1-C8 alkylene;
[0019] R6 is C1-C8 alkyl.
[0020] The third aspect of the present application provides an application of the compound with the structure of formula I or the compound with the structure of formula I prepared by the above method in the field of oil and gas drilling engineering to reduce the viscosity of drilling fluid.
[0021] The fourth aspect of the present application provides a drilling fluid, characterized in that the drilling fluid contains the compound with the structure of formula I or the compound with the structure of formula I prepared by the above preparation method.
[0022] Through the above technical solution, the present application at least has the following beneficial effects: the compound with a heterocyclic structure of the present application significantly improves the applicability of water-based drilling fluid under complex geological conditions, especially in the drilling of unconventional oil and gas horizontal wells, effectively reduces the viscosity of water-based drilling fluid after being contaminated by crude oil, maintains the good rheological properties and filtration properties of water-based drilling fluid, helps to ensure the drilling efficiency and safety, reduces the engineering downtime, has a wide application prospect and great application value. BRIEF DESCRIPTION OF DRAWINGS
[0023] Figure 1 The infrared spectrum of the compound with a heterocyclic structure (formula I-1) prepared in Example 1.
[0024] Figure 2A nuclear magnetic resonance hydrogen spectrum of a compound having a heterocyclic structure (Formula I-1) prepared in Example 1.
[0025] Figure 3 An infrared spectrum of monomer A1 (Formula A1) prepared in Example 1.
[0026] Figure 4 A nuclear magnetic resonance carbon spectrum of monomer A1 (Formula A1) prepared in Example 1. DETAILED DESCRIPTION
[0027] The endpoints of the ranges and any values disclosed herein are not limited to the precise values stated. The endpoints of the ranges and any values are understood to be approximate values. The exact values are understood to be within the range of values. Any numerical value, however, can be expressed as approximately or approximately.
[0028] The first aspect of the present application provides a compound having a heterocyclic structure, characterized in that the compound has a structure represented by Formula I,
[0029]
[0030] wherein R1 is hydrogen or a cycloalkylmethyl alcohol;
[0031] R2 and R3 are the same or different, each independently hydrogen or a C1-C10 alkyl group, and R2 and / or R3 is an alkyl group having a carbon number of 8 or more;
[0032] R4 and R5 are each independently a C1-C8 alkylene group;
[0033] R6 is a C1-C8 alkyl group.
[0034] The "alkyl" or "alkylene" in the present application can be a straight-chain or branched alkyl or alkylene.
[0035] In the present application, the cycloalkyl in the cycloalkylmethyl alcohol is selected from C4-C7 cycloalkyl, preferably C5-C6 cycloalkyl; preferably, the cycloalkylmethyl alcohol is selected from one of cyclopentyl dimethyl alcohol, cyclopentyl methyl diol, cyclohexyl trimethyl alcohol, cyclohexyl dimethyl diol, or cyclohexyl methyl triol. For example, the cycloalkyl hydroxyl group includes, but is not limited to, a cycloalkyl hydroxyl group having a structure represented by
[0036]
[0037] In the present application, in the compound with heterocyclic structure, preferably, R1 is cyclohexylmethyl triol; and / or R2 and R3 are the same or different, each independently C5-C10 alkyl, and R2 and / or R3 are alkyl with carbon number greater than or equal to 8; and / or R4 is C1-C6 alkylene; and / or R5 is C4-C8 alkylene; and / or R6 is C4-C8 alkyl.
[0038] In the preferred embodiment of the present application, R1 is and / or R2 and R3 are the same or different, each independently C8-C10 alkyl; and / or R4 is C2-C5 alkylene; and / or R5 is C6-C8 alkylene; and / or R6 is C6-C8 alkyl; more preferably, R1 is R2 is C8 alkyl; R3 is C8 alkyl; R4 is C2 alkylene; R5 is C6 alkylene; and R6 is C6 alkyl.
[0039] The second aspect of the present application provides a preparation method of a compound with heterocyclic structure, characterized in that the method comprises:
[0040] After monomer A is mixed and dissolved with monomer B and a pH stabilizer, an oxidant is added, then the pH value of the reaction system is adjusted, a catalyst is added for reflux reaction, after the reaction is completed, solid-liquid separation is performed to obtain a product, and the solid-phase product obtained by solid-liquid separation contains a compound with formula I structure;
[0041] In the present application, monomer A is monomer B is
[0042] In the present application, monomer A is
[0043] R1 is hydrogen or cycloalkylmethyl alcohol;
[0044] R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 are alkyl with carbon number greater than or equal to 8;
[0045] R4 and R5 are each independently C1-C8 alkylene;
[0046] R6 is C1-C8 alkyl.
[0047] In the present application, preferably, the method further comprises: monomer A is obtained by a self-made method; wherein the method for preparing monomer A is: mixing monomer C with an organic solvent, an epoxy halogenated alkyl and a strong oxidizing acid, then performing reflux reaction, after the reaction is completed, solid-liquid separation is performed to obtain monomer A;
[0048] In the present application, monomer C is
[0049] wherein the selection of each substituent is the same as the selection of the aforementioned substituents. The method can further comprise washing the solid phase after the solid-liquid separation (e.g. washing with acetone), and the product after washing is mainly monomer A. The washing can be performed once or multiple times.
[0050] In the present application, the reflux reaction conditions for preparing monomer A are not particularly limited, as long as the reaction can be carried out. Preferably, the reflux temperature for preparing monomer A is 60-100°C, more preferably 80-100°C; and the reflux time is 1-5h, more preferably 1-4h, and further preferably 2-3h.
[0051] In the present application, the reflux reaction conditions for preparing the compound having the structure of Formula I are not particularly limited, as long as the reaction can be carried out. Preferably, the reflux reaction temperature is 35-70°C, and the reflux time is 1-6h during the reflux reaction with the addition of a catalyst; more preferably, the reflux reaction temperature is 40-60°C, and the reflux time is 2-5h. The method can further comprise a step of washing the solid phase product (e.g. washing with acetone). The washing can be performed once or multiple times.
[0052] In the present application, preferably, the cycloalkyl group in the cycloalkyl methyl alcohol is selected from C4-C7 cycloalkyl groups, and more preferably C5-C6 cycloalkyl groups; and preferably, the cycloalkyl methyl alcohol is selected from one of cyclopentyl dimethyl alcohol, cyclopentyl methyl diol, cyclohexyl trimethyl alcohol, cyclohexyl dimethyl diol, or cyclohexyl methyl triol. The cycloalkyl hydroxyl group includes but is not limited to those having the structures shown above.
[0053] In the present application, preferably, X is selected from one of fluorine, chlorine, bromine, and iodine; and / or R1 is or cyclohexyl methyl triol; and / or R2 and R3 are the same or different, each independently a C5-C10 alkyl group, and R2 and / or R3 is an alkyl group having a carbon number of 8 or more; and / or R4 is a C1-C6 alkylene group; and / or R5 is a C4-C8 alkylene group; and / or R6 is a C4-C8 alkyl group.
[0054] In the preferred embodiments of the present application, X is selected from one of fluorine, chlorine, and bromine; and / or R1 is and / or R2 and R3 are the same or different, each independently a C8-C10 alkyl group; and / or R4 is a C2-C5 alkylene group; and / or R5 is a C6-C8 alkylene group; and / or R6 is a C6-C8 alkyl group; more preferably, X is selected from chlorine; R1 is R2 is a C8 alkyl group; R3 is a C8 alkyl group; R4 is a C2 alkylene group; R5 is a C6 alkylene group; and R6 is a C6 alkyl group.
[0055] In the present application, the organic solvent, the pH stabilizer, the catalyst and the epoxy halogenated alkane are not particularly limited as long as they can ensure that the reaction can be carried out, preferably, the organic solvent is selected from at least one of acetone, toluene, dichloromethane, chloroform and cyclohexane, further preferably at least one of acetone, toluene and dichloromethane; preferably, the pH stabilizer is selected from at least one of anhydrous sodium carbonate, sodium bicarbonate, sodium tetraborate and sodium dihydrogen phosphate, further preferably anhydrous sodium carbonate and / or sodium tetraborate; preferably, the catalyst is selected from at least one of aluminum isopropoxide, cobalt acetylacetonate, manganese acetylacetonate, vanadyl acetylacetonate, cobalt tetra-pyridine dichromate and cerium ammonium nitrate, further preferably at least one of aluminum isopropoxide, manganese acetylacetonate and cerium ammonium nitrate; preferably, the epoxy halogenated alkane is selected from at least one of epichlorohydrin, epibromohydrin, methyl epichlorohydrin, 3-bromobutene oxide and chloromethyl epoxide, further preferably at least one of epichlorohydrin, methyl epichlorohydrin and 3-bromobutene oxide.
[0056] In the present application, preferably, the strong oxidizing acid is selected from at least one of hypochlorous acid, chloric acid, perchloric acid, perbromic acid or orthoperiodic acid, more preferably perchloric acid.
[0057] In the present application, preferably, the oxidizing agent is selected from at least one of alkali metal peroxide, alkaline earth metal peroxide, hydrogen peroxide, ozone or ferrous oxide, more preferably at least one of hydrogen peroxide, sodium peroxide, potassium peroxide, calcium peroxide, peroxo oxygen, ozone or ferrous oxide, further preferably hydrogen peroxide.
[0058] In the present application, preferably, the weight ratio of the organic solvent to monomer C is 1:0.5-2, more preferably 1:1-2; preferably, the molar ratio of monomer C, epoxy halogenated alkane and perchloric acid is 1:1-2:0.1-0.5, more preferably 1:1.5-2:0.3-0.5.
[0059] In the present application, preferably, the molar ratio of monomer A, monomer B and pH stabilizer is 1:0.75-1.5:0.1-0.5, further preferably 1:1-1.25:0.2-0.3; preferably, the mass ratio of the catalyst to monomer B is 0.1-0.5:1, further preferably 0.15-0.35:1.
[0060] In the present application, preferably, the pH value of the reaction system is adjusted to 7.5-9, further preferably 8-8.5; preferably, the amount of hydrogen peroxide added accounts for 1.5-3 vol% of the total volume of the reaction system, further preferably 1.8-2.4 vol%.
[0061] In a preferred embodiment of the present invention, the monomer A may have a chiral structure, for example: the chiral structure of the monomer A is And the preferred substituent of R1 also has a chiral structure, for example: the chiral structure of the preferred substituent of R1 is Further preferably, the chiral structure of the monomer A is
[0062]
[0063] A third aspect of the present invention provides the use of the compound having the structure of Formula I, or a compound having the structure of Formula I prepared by the above method, for reducing the viscosity of drilling fluids in oil and gas drilling applications. In the present invention, the solid phase product after the reflux reaction can be used directly (without additional purification steps) in oil and gas drilling applications.
[0064] A fourth aspect of the present invention provides a drilling fluid, characterized in that the drilling fluid comprises the compound having the structure of Formula I or the compound having the structure of Formula I prepared by the above-mentioned preparation method.
[0065] In the present invention, preferably, based on the total weight of the drilling fluid, the content of the compound having the structure of formula I may be 0.1-15 wt%, more preferably 0.5-10 wt%, further preferably 0.5-8 wt%.
[0066] The present invention also relates to a drilling method, comprising: circulating the drilling fluid in a wellbore when a drilling device is drilling a wellbore.
[0067] The present invention is described in detail below through examples. In the following examples, infrared absorption spectra were measured using an infrared spectrometer, parameters such as apparent viscosity, plastic viscosity, and dynamic shear force were measured using rheological tests, and API fluid loss was measured using a medium-pressure fluid loss test. The structures of the intermediate and final products were verified using infrared absorption spectroscopy and nuclear magnetic resonance testing.
[0068] Monomer A (Formula C1) was purchased from Inokai Reagent Co., Ltd.
[0069] Monomer B (Formula B1) was purchased from Shanghai Aladdin Biochemical Technology Co., Ltd.
[0070] Monomer C (Formula C2) was purchased from Shanghai MacLean Biochemical Technology Co., Ltd.
[0071] Monomer butyl (Formula B2) was purchased from Shanghai Aladdin Biochemical Technology Co., Ltd.
[0072] The monomer pentyl (formula C3) was purchased from Sigma-Aldrich (Shanghai) Biological Reagent Co., Ltd.
[0073] The monomer heptyl (such as Formula C4) was a commercially available product from Sigma-Aldrich (Shanghai) Biotech Co., Ltd.
[0074] The monomer heptyl (such as Formula C4) was a commercially available product from Sigma-Aldrich (Shanghai) Biotech Co., Ltd.
[0075] The monomer octyl (such as Formula B4) was a commercially available product from Beijing Mayrida Technology Co., Ltd.
[0076] The monomer nonyl (such as Formula C5) was a commercially available product from Beijing Huawenxin Cheng Technology Co., Ltd.
[0077] The monomer decyl (such as Formula B5) was a commercially available product from Beijing Huawenxin Cheng Technology Co., Ltd.
[0078] The remaining chemicals were commercially available products from National Pharmaceutical Group (Shanghai) Chemical Reagent Co., Ltd.
[0079] Example 1
[0080] A three-necked flask was charged with 64.8 g of monomer methyl (such as Formula C1) and 13.8 g of epichlorohydrin, and then 100 g of toluene and 4 g of perchloric acid were sequentially added. After refluxing at 80°C for 2 h, the reaction mixture was filtered, the filter cake was washed with acetone three times, and then dried at 50°C to obtain an intermediate product monomer A1. A three-necked flask was charged with 71 g of monomer A1, 38.3 g of monomer ethyl (such as Formula B1), and 2.12 g of anhydrous sodium carbonate, which was dissolved in distilled water. About 30 mL of 30% hydrogen peroxide solution was added while stirring at 50°C, and then the pH of the reaction system was adjusted to 8.0. Then, 11.5 g of cerium ammonium nitrate was slowly added, and the mixture was stirred and refluxed for 4 h. After filtration, the filter cake was washed with acetone three times, and then dried at low temperature to obtain a product containing a compound having the structure shown in Formula I-1.
[0081]
[0082]
[0083] The structural formula of monomer A1 of this example is shown in Formula A1, the infrared spectrum thereof is shown in Figure 3 , and the carbon nuclear magnetic resonance spectrum thereof is shown in Figure 4 .
[0084] The infrared spectrum of the compound (Formula I-1) with a heterocyclic structure prepared in this example is shown in Figure 1 . As can be seen therefrom, the O-H stretching vibration absorption peak in the molecule is at 3489 cm -1 , the C-H stretching vibration absorption peak in the molecule connected to C=O is at 3220 cm -1 , and the C-H stretching vibration absorption peak in the molecule connected to C=C is at 2290 cm -1C-H stretching absorption peak of the oxygen-containing ring, 2129 cm -1 stretching vibration absorption peak of unsaturated carbon-carbon bond, 1400 cm -1 O-H in-plane bending vibration absorption peak, 1123 cm -1 absorption peak at 750 cm is the stretching vibration absorption peak of C-O in -COO- -1 out-of-plane bending vibration absorption peak of the substituted O-H. It indicates that each monomer has reacted, and the synthetic product molecule chain has the chain segment of the raw material.
[0085] The proton nuclear magnetic resonance spectrum of the compound with heterocyclic structure (Formula I-1) prepared in this example is shown in Figure 2 The chemical shift of the characteristic chain segment of the raw material involved in the reaction appears in the product, indicating that each monomer has reacted, and the synthetic product molecule chain has the chain segment of the raw material.
[0086] Example 2
[0087] 44.8 g of monomer propyl (such as Formula C2) and 13.87 g of epichlorohydrin were added into a three-necked flask, respectively, and then 40 g of toluene and 5 g of perchloric acid were added in sequence. After refluxing at 80°C for 2 h, the filter cake was washed with acetone for three times and dried at 50°C to obtain an intermediate product. 40.5 g of the above product was weighed into a three-necked flask, 54.88 g of monomer butyl (such as Formula B2) and 2.12 g of anhydrous sodium carbonate were added, and then fully dissolved with distilled water. About 30 mL of 30% hydrogen peroxide solution was added while stirring at 50°C, and then the pH value of the reaction system was adjusted to 8.0. 11.5 g of cerium ammonium nitrate was slowly added, and then fully stirred. After refluxing for 4 h, the filter cake was washed with acetone for three times, and then dried at low temperature to obtain the product. The product contains a compound with the structure shown in Formula I-2.
[0088]
[0089] Example 3
[0090] 62.2 g of monomer pentyl (such as Formula C3) and 13.87 g of epichlorohydrin were added into a three-necked flask, respectively, and then 50 g of toluene and 5 g of perchloric acid were added in sequence. After refluxing at 80°C for 2 h, the filter cake was washed with acetone for three times and dried at 50°C to obtain an intermediate product. 62 g of the above product was weighed into a three-necked flask, 58.38 g of monomer hexyl (such as Formula B3) and 2.12 g of anhydrous sodium carbonate were added, and then fully dissolved with distilled water. About 30 mL of 30% hydrogen peroxide solution was added while stirring at 50°C, and then the pH value of the reaction system was adjusted to 8.0. 11.5 g of cerium ammonium nitrate was slowly added, and then fully stirred. After refluxing for 4 h, the filter cake was washed with acetone for three times, and then dried at low temperature to obtain the product. The product contains a compound with the structure shown in Formula I-3.
[0091]
[0092]
[0093] Example 4
[0094] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that 38.3 g of monomer B was replaced by 76.6 g.
[0095] Example 5
[0096] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that 13.8 g of epichlorohydrin was replaced by 27.75 g.
[0097] Example 6
[0098] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that the pH of the reaction system was adjusted to 6.0.
[0099] Example 7
[0100] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that monomer A was replaced by monomer heptane (as formula C4), monomer B was replaced by monomer octane (as formula B4), and the product contained a compound represented by formula I-4.
[0101]
[0102] Comparative Example 1
[0103] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that 64.8 g of monomer A was replaced by 58.8 g of monomer nonane (as formula C5), and the product contained a compound represented by formula I-5.
[0104]
[0105] Comparative Example 2
[0106] The antigen oil pollution viscosity reducer was prepared according to the method of Example 1, except that 38.3 g of monomer B was replaced by 83.0 g of monomer decane (as formula B5), and the product contained a compound represented by formula I-6.
[0107]
[0108]
[0109] Test Example 1
[0110] In order to investigate the adaptability of the synthetic product of the application in the water-based drilling fluid system, compatibility tests were carried out with the commonly used zwitterionic polymer fluid loss additive (FA367), xanthan gum (XC), polyanionic cellulose (PAC-LV), asphalt powder, sulfonated lignite resin (SPNH), sulfomethyl phenolic resin (SMP-II) and the like. In the following formulations, in addition to the listed substances, the remaining components are deionized water. The test method is described in GB / T16783_1-2014 Field Testing of Petroleum and Natural Gas Industry Drilling Fluids Part 1: Water-based Drilling Fluids. Unless otherwise specified, the addition ratio of each component in the test example is mass volume fraction (unit: g / 100mL).
[0111] 1: 3% bentonite + 0.07% XC + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0112] 2: 3% bentonite + 0.07% XC + 1% sample prepared in Example 1 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0113] 3: 3% bentonite + 0.07% XC + 1% sample prepared in Example 2 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0114] 4: 3% bentonite + 0.07% XC + 1% sample prepared in Example 3 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0115] 5: 3% bentonite + 0.07% XC + 1% sample prepared in Example 4 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0116] 6: 3% bentonite + 0.07% XC + 1% sample prepared in Example 5 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0117] 7: 3% bentonite + 0.07% XC + 1% sample prepared in Example 6 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0118] No. 8: 3% bentonite + 0.07% XC + 1% sample prepared in Example 7 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0119] No. 9: 3% bentonite + 0.07% XC + 1% sample prepared in Comparative Example 1 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0120] No. 10: 3% bentonite + 0.07% XC + 1% sample prepared in Comparative Example 2 + 0.1% FA367 + 0.6% PAC-LV + 1.5% SMP-II + 1.5% SPNH + 1.5% asphalt powder
[0121] Drilling fluids were prepared according to the above formulations, and the performance of the slurries before and after hot rolling at 130°C for 16h was tested, and the results are shown in Table 1.
[0122] Table 1 Rheological properties and filtration properties of drilling fluids with different formulations
[0123]
[0124]
[0125] As can be seen from Table 1 above, the apparent viscosity and plastic viscosity of the drilling fluid systems of Nos. 2-8, which are prepared by adding the anti-oil pollution viscosity reducer prepared in the present application, are slightly increased compared to No. 1, but the apparent viscosity and plastic viscosity reduction rates of Nos. 2-8 before and after hot rolling are relatively small, the API filtration loss of Nos. 2-8 is low, and the yield power and static shear force retention rate is high, thereby proving that the anti-oil pollution viscosity reducer prepared in the present application has good compatibility with the commonly used zwitterionic polymer filtration reducer, xanthan gum, polyanionic cellulose, asphalt powder, sulfonated lignite resin, sulfomethyl phenolic resin, etc. in the water-based drilling fluid system.
[0126] Test Example 2
[0127] In order to investigate the effect of the synthetic product of the present application on the oil-contaminated drilling fluid, different commercially available drilling fluid treatment agents with emulsification and viscosity reduction effects were added to the oil-contaminated water-based drilling fluid, and the effect after hot rolling at 130°C for 16h was tested. The test method is described in GB / T 16783_1-2014 Field Testing of Petroleum and Natural Gas Industry Drilling Fluids Part 1: Water-based Drilling Fluids. The maximum range of the apparent viscosity test instrument specified in the test standard is 150. Unless otherwise specified, the addition ratio of each component in this test example is mass / volume fraction (unit: g / 100mL).
[0128] Table 2 Water-based drilling fluid anti-oil pollution test
[0129]
[0130] The apparent viscosity of the uncontaminated water-based drilling fluid is 48 mPa·s after hot rolling at 130℃ for 16h, and the apparent viscosity increases to 144 mPa·s after being contaminated by 30% crude oil. After adding 1% of the anti-oil pollution viscosity reducer product prepared in the embodiment of the present application, the apparent viscosity of the contaminated water-based drilling fluid is greatly reduced. In particular, when 1% of the sample of Example 1 of the present application is added, the apparent viscosity of the contaminated water-based drilling fluid is reduced from 144 mPa·s to 53 mPa·s, and the apparent viscosity reduction rate is more than 60%. The experiment shows that the product prepared by the preferred preparation method of the present application has a good effect of dispersing crude oil and can improve the anti-oil capacity of the water-based drilling fluid.
[0131] The preferred embodiments of the present application are described in detail above, but the present application is not limited thereto. Within the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, including the combination of various technical features in any other suitable manner. These simple modifications and combinations should also be considered as disclosed by the present application and fall within the protection scope of the present application.
Claims
1. A compound having a heterocyclic structure, characterized by, The compound has a structure shown in Formula I, wherein R1 is hydrogen or a cycloalkyl methyl alcohol; R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 is alkyl with carbon atoms greater than or equal to 8; R4 and R5 are each independently C1-C8 alkylene; R6 is C1-C8 alkyl.
2. The compound of claim 1, wherein, The cycloalkyl in the cycloalkyl methyl alcohol is selected from C4-C7 cycloalkyl, preferably C5-C6 cycloalkyl; Preferably, the cycloalkyl methyl alcohol is selected from one of cyclopentyl dimethyl alcohol, cyclopentyl methyl diol, cyclohexyl trimethyl alcohol, cyclohexyl dimethyl diol or cyclohexyl methyl triol; Preferably, R1 is cyclohexyl methyl triol; and / or R2 and R3 are the same or different, each independently C5-C10 alkyl, and R2 and / or R3 is alkyl with carbon atoms greater than or equal to 8; and / or R4 is C1-C6 alkylene; and / or R5 is C4-C8 alkylene; and / or R6 is C4-C8 alkyl.
3. The compound of claim 1 or 2, wherein, said R1 is and / or R2 and R3 are identical or different, each independently C8-C10 alkyl; and / or R4 is C2-C5 alkylene; and / or R5 is C6-C8 alkylene; and / or R6 is C6-C8 alkyl; Preferably, said R1 is R2 is C8alkyl; R3 is C8alkyl; R4 is C2alkylene; R5 is C6alkylene; R6 is C6alkyl.
4. A method for producing a compound having a heterocyclic structure, characterized by, The method comprises: After mixing and dissolving monomer A with monomer B and a pH stabilizer, an oxidizing agent is added, then the pH value of the reaction system is adjusted, a catalyst is added for reflux reaction, after the reaction is completed, solid-liquid separation is performed to obtain a product, and the solid-phase product obtained by solid-liquid separation contains a compound with a structure shown in Formula I; wherein the monomer A is the monomer B is wherein X is selected from one of halogen; R1 is hydrogen or a cycloalkyl methyl alcohol; R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 is alkyl with carbon atoms greater than or equal to 8; R4 and R5 are each independently C1-C8 alkylene; R6 is C1-C8 alkyl.
5. The production method according to claim 4, wherein The method further comprises that monomer A is obtained by a self-made method; wherein the method for preparing monomer A is mixing monomer C with an organic solvent, an epoxy halogenated alkyl and a strong oxidizing acid, then performing reflux reaction, and after the reaction is completed, solid-liquid separation is performed to obtain monomer A; wherein the monomer C is wherein R1 is hydrogen or a cycloalkyl methyl alcohol; R2 and R3 are the same or different, each independently hydrogen or C1-C10 alkyl, and R2 and / or R3 is alkyl with carbon atoms greater than or equal to 8.
6. The production method according to claim 4, wherein The cycloalkyl in the cycloalkyl methyl alcohol is selected from C4-C7 cycloalkyl, more preferably C5-C6 cycloalkyl; Preferably, the cycloalkyl methyl alcohol is selected from one of cyclopentyl dimethyl alcohol, cyclopentyl methyl diol, cyclohexyl trimethyl alcohol, cyclohexyl dimethyl diol or cyclohexyl methyl triol; Preferably, X is selected from one of fluorine, chlorine, bromine and iodine; and / or R1 is cyclohexyl methyl triol; and / or R2 and R3 are the same or different, each independently C5-C10 alkyl, and R2 and / or R3 is alkyl with carbon atoms greater than or equal to 8; and / or R4 is C1-C6 alkylene; and / or R5 is C4-C8 alkylene; and / or R6 is C4-C8 alkyl.
7. The production method according to claim 4 or 6, wherein said X is selected from one of fluorine, chlorine, bromine; and / or R1is and / or R2and R3are the same or different, each independently C8-C10alkyl; and / or R4is C2-C5alkylene; and / or R5is C6-C8alkylene; and / or R6is C6-C8alkyl; Preferably, said X is selected from chlorine; R1is R2is C8alkyl; R3is C8alkyl; R4is C2alkylene; R5is C6alkylene; R6is C6alkyl.
8. The production method according to any one of claims 4, 6, 7, wherein, The pH stabilizer is selected from at least one of sodium carbonate, sodium bicarbonate, sodium tetraborate and sodium dihydrogen phosphate, preferably sodium carbonate and / or sodium tetraborate; Preferably, the oxidizing agent is selected from at least one of alkali metal peroxide, alkaline earth metal peroxide, hydrogen peroxide, ozone or ferrous oxide, preferably at least one of hydrogen peroxide, sodium peroxide, potassium peroxide, calcium peroxide, peroxide oxygen, ozone or ferrous oxide; Preferably, the catalyst is selected from at least one of aluminum isopropoxide, cobalt acetylacetonate, manganese acetylacetonate, vanadyl acetylacetonate, cobalt tetra-pyridine dichromate and cerium ammonium nitrate, more preferably at least one of aluminum isopropoxide, manganese acetylacetonate and cerium ammonium nitrate.
9. The production method according to claim 5, wherein The epoxide haloalkane is selected from at least one of epichlorohydrin, epibromohydrin, methyl epichlorohydrin, 3-bromobutylene oxide and chloromethyl oxirane, further preferably at least one of epichlorohydrin, methyl epichlorohydrin and 3-bromobutylene oxide. The strong oxidizing acid is selected from at least one of hypochloric acid, chloric acid, perchloric acid, perbromic acid or orthoperiodic acid; Preferably, the organic solvent is selected from at least one of acetone, toluene, dichloromethane, chloroform and cyclohexane, preferably at least one of acetone, toluene and dichloromethane.
10. The production method according to claim 5, wherein, The weight ratio of the organic solvent to monomer C is 1:0.5-2, more preferably 1:1-2; Preferably, the molar ratio of free hydrogen ions in monomer C, epoxide haloalkane and strong oxidizing acid is 1:1-2:0.1-0.5, more preferably 1:1.5-2:0.3-0.
5.
11. The method of making according to any one of claims 4, 6-8, wherein, The molar ratio of monomer A, monomer B and pH stabilizer is 1:0.75-1.5:0.1-0.5, preferably 1:1-1.25:0.2-0.3; Preferably, the mass ratio of the catalyst to monomer B is 0.1-0.5:1, more preferably 0.15-0.35:
1.
12. The method of making according to any one of claims 4, 6-8, 11, wherein, The pH value of the reaction system is adjusted to 7.5-9, preferably 8-8.5; Preferably, the amount of the oxidizing agent added accounts for 1.5-3 vol%, more preferably 1.8-2.4 vol% of the total volume of the reaction system.
13. The use of the compound having the structure of Formula I in claim 1-3 or the compound having the structure of Formula I prepared by the method in claim 4-12 in the field of oil and gas drilling engineering to reduce the viscosity of drilling fluid.
14. A drilling fluid, characterized by, The drilling fluid comprises the compound having the structure of Formula I in claim 1-3 or the compound having the structure of Formula I prepared by the method in claim 4-12.