Compound, and preparation method therefor and use thereof

Abstract

A compound, and a preparation method therefor and the use thereof. The compound has a structure as represented by formula (I). In formula (I), R1 is selected from H and a substituted or unsubstituted C1-C6 alkyl; R2, R3, R4 and R5 are each independently selected from H, a substituted or unsubstituted C1-C6 alkyl and a substituted or unsubstituted C6-C12 aryl; R6 is selected from a substituted or unsubstituted C1-C4 alkylene; and M is selected from H or an alkali metal. The compound can be used as a viscosity reducer applied to thickened oil exploitation, and has the effects of strong high-temperature resistance and a good viscosity reduction effect.

Description

Compound, preparation method and application thereof

[0001] Cross-reference to related applications

[0002] This application claims the benefit of Chinese Patent Application No. 202410530366.3, filed on April 29, 2024, the contents of which are incorporated herein by reference. TECHNICAL FIELD

[0003] The present application relates to the technical field of oilfield exploitation, in particular to a compound, a preparation method and application thereof. BACKGROUND

[0004] The existing heavy oil exploitation includes thermal recovery and cold recovery, wherein the energy consumption of heavy oil thermal recovery is large and the cost is high; and the heavy oil cold recovery does not need heating, and realizes the heavy oil viscosity reduction and recovery through the action of chemical viscosity reducer, CO2 injection, microorganism and external physical field, and is more and more widely applied. The characteristics of heavy oil are high viscosity, large density, poor flowability, sensitivity to temperature, low content of light components and high content of gum and asphaltene. Studies have shown that the crude oil viscosity below 400 mPa·s can be exploited and transported. Therefore, the core problem of heavy oil exploitation is how to effectively reduce the viscosity of crude oil and improve its flowability.

[0005] The heavy oil viscosity reduction technologies used in industry include emulsification viscosity reduction by mixing with a water-soluble surfactant solution, viscosity reduction by mixing with a thin crude oil, viscosity reduction by mixing with an organic solvent (gasoline, diesel, light hydrocarbon, mixed benzene, etc.), viscosity reduction by mixing with an oil-soluble viscosity reducer, and viscosity reduction by mixing with a composite viscosity reducer, etc., wherein the water-soluble emulsifier is one of the viscosity reducers with the most technical and economic value.

[0006] The heavy oil viscosity reducer must be fully mixed with the crude oil during use. Due to the limited permeability of the reservoir and the poor flowability of the crude oil, it is difficult to mix inside the reservoir, and it is necessary to improve the flowability of the crude oil in the reservoir. The main means to improve the flowability during heating is to improve the viscosity reducer temperature, and the ordinary viscosity reducer has poor high-temperature performance due to the synthesis process and the characteristics of the agent, so it is very critical to improve the use temperature of the viscosity reducer.

[0007] The water-soluble emulsification viscosity reduction technology, as the chemical viscosity reduction technology with the largest viscosity reduction amplitude and the most economical use, has been widely applied in various heavy oil fields in China, and the viscosity reduction effect is more obvious when used as an auxiliary viscosity reduction means in combination with steam stimulation and steam flooding and other thermal oil recovery.

[0008] In summary, in view of the defects of the existing viscosity reducers and market demand, a water-soluble viscosity reducer, a preparation method and application thereof are urgently needed, which can not only solve the deficiencies of viscosity reducers at home and abroad, but also solve the problem of poor viscosity reduction effect of heavy oil under high-temperature reservoir conditions. SUMMARY

[0009] The compound provided by the present application has the advantages of good temperature resistance, good viscosity reduction effect, good natural sedimentation and dehydration performance, and good water solubility, and is green, low-carbon, and simple in matching injection process, and is suitable for actual application in oil fields.

[0010] In order to achieve the above-mentioned purpose, the present application provides a compound in a first aspect, characterized in that the compound has a structure shown in formula (I),

[0011] In formula (I), R1 is selected from H, substituted or unsubstituted C1-C6 alkyl, R2, R3, R4 and R5 are each independently selected from H, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C 12 aromatic group, R6 is selected from substituted or unsubstituted C1-C4 alkylene, and M is selected from H or alkali metal.

[0012] The present application provides a preparation method of the compound shown in formula (I) in a second aspect, which comprises: reacting compound A and compound B in the presence of a catalyst in a non-oxidizing atmosphere;

[0013] wherein the compound A and the compound B have structures shown in formula (II) and formula (III) respectively;

[0014] R'2-C=C-R'3 (III);

[0015] R'1 is selected from H, substituted or unsubstituted C1-C6 alkyl, and M' is selected from H or alkali metal; R'2, R'3, R'4 and R'5 are each independently selected from H, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C 12 aromatic group, and R'6 is selected from substituted or unsubstituted C1-C4 alkylene.

[0016] The present application provides the application of the compound provided in the first aspect of the present application in heavy oil exploitation, plugging removal and transportation.

[0017] Compared with the prior art, the present application has at least the following advantages:

[0018] (1) The compound provided by the present application has strong temperature resistance, especially up to 350 DEG C; at the same time, the double bond has strong lipophilicity, can stably embed in heavy oil heavy components, and the exposed sulfonate is bound around the oil phase through its strong hydrophilic performance to form an oil-in-water emulsion, so as to improve the flowability of the heavy oil and achieve the effect of viscosity reduction;

[0019] (2) The compound provided by the present invention not only has the advantages of good viscosity reduction effect, good natural sedimentation and dehydration performance, and anti-viscosity rebound, but also has good water solubility, is green and low carbon, and has a simple supporting injection process, making it suitable for actual oilfield applications.

[0020] (3) The compound provided by the present invention is used in heavy oil extraction, which solves the problem of poor viscosity reduction effect of heavy oil under high temperature reservoir conditions, so that the viscosity reduction rate is ≥95%, and it can be used for both high temperature reservoir chemical viscosity reduction huff and puff and steam injection huff and puff. Attached Figure Description

[0021] Figure 1 is the 1H NMR spectrum of product S1 obtained in Example 10 of this invention.

[0022] Figure 2 is the carbon NMR spectrum of product S1 obtained in Example 10 of this invention.

[0023] Figure 3 is the infrared spectrum of product S1 obtained in Example 10 of this invention. Detailed Implementation

[0024] The endpoints and any values ​​of the ranges disclosed herein are not limited to the precise ranges or values, and these ranges or values ​​should be understood to include values ​​close to these ranges or values. For numerical ranges, the endpoint values ​​of the various ranges, the endpoint values ​​of the various ranges and individual point values, and individual point values ​​can be combined with each other to obtain one or more new numerical ranges, which should be considered as specifically disclosed herein.

[0025] A first aspect of the present invention provides a compound having the structure shown in formula (I).

[0026] In formula (I), R1 is selected from H, substituted or unsubstituted C1-C6 alkyl groups, and R2, R3, R4 and R5 are each independently selected from H, substituted or unsubstituted C1-C6 alkyl groups, substituted or unsubstituted C6-C6 alkyl groups. 12 Aromatic group, R6 is selected from substituted or unsubstituted C1-C4 alkylene groups, and M is selected from H or alkali metal.

[0027] In this invention, unless otherwise specified, substituted or unsubstituted C1-C6 alkyl groups include substituted C1-C6 alkyl groups and unsubstituted C1-C6 alkyl groups. In substituted C1-C6 alkyl groups, the substituent groups can be selected from methyl groups, heteroatoms (e.g., O, S, and N), halogens (e.g., F, Cl, Br, I), etc. Similarly, substituted or unsubstituted C6-C6 alkyl groups... 12 Aromatic groups include: substituted C6-C 12 Aromatic group, unsubstituted C6-C 12 Aromatic groups, wherein the substituted C6-C 12The substituent groups in the aryl group can be selected from methyl, ethyl, heteroatoms (e.g., O, S, and N), halogen (e.g., F, Cl, Br, I), and the like.

[0028] In the present application, the compound represented by formula (I) does not include the case where R1, R2, R4, and R5 are all hydrogen, R3 is methyl, and R6 is ethylene.

[0029] In some embodiments of the present application, preferably, in formula (I), R1 is selected from H, substituted or unsubstituted C1-C3 alkyl.

[0030] Preferably, R2 and R3 are each independently selected from H, substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aryl group.

[0031] In the present application, in formula (I), R2 and R3 can be the same or different.

[0032] In some embodiments of the present application, further preferably, in formula (I), R1 is selected from H, unsubstituted C1-C3 alkyl.

[0033] Further preferably, R2 and R3 are each independently selected from H, unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aryl group.

[0034] In some embodiments of the present application, more preferably, in formula (I), R1 is selected from H, methyl, ethyl.

[0035] In some embodiments of the present application, more preferably, R2 is selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl.

[0036] In some embodiments of the present application, most preferably, in formula (I), R1 is selected from H, methyl, ethyl.

[0037] Most preferably, R2 is selected from H, methyl, ethyl, or phenyl.

[0038] Most preferably, R3 is selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, and particularly preferably from H, methyl, phenyl, benzyl, or p-tolyl.

[0039] In some embodiments of the present application, preferably, R4 and R5 are each independently selected from H, substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aryl group, more preferably from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, and further preferably methyl.

[0040] In some embodiments of the present application, preferably, R6 is selected from substituted or unsubstituted C1-C3 alkylene, preferably methylene.

[0041] In the present application, R4 and R5 in formula (I) can be the same or different.

[0042] According to a preferred embodiment of the present application, R4 and R5 are methyl and R6 is methylene.

[0043] In some embodiments of the present application, preferably, M is selected from Na or K.

[0044] In the present application, formula (I) satisfying the above range is more advantageous to improve the high-temperature resistance and viscosity reduction of the compound.

[0045] According to the most preferred embodiment of the present application, in formula (I), R1 is H, M is Na, R2 and R3 are both phenyl, R4 and R5 are both methyl, and R6 is methylene (S10).

[0046] In some embodiments of the present application, the compound can withstand high temperature of 280-380°C, preferably high temperature of 300-350°C.

[0047] In the present application, the compound can be obtained by reacting compound A and compound B in the presence of a catalyst. However, in order to further improve the yield of the compound, the second aspect of the present application provides a preparation method of the compound represented by formula (I), which comprises: reacting compound A and compound B in the presence of a catalyst in a non-oxidizing atmosphere to obtain a product as the compound.

[0048] wherein, the compound A and the compound B have structures represented by formula (II) and formula (III), respectively.

[0049] R'2—C≡C—R'3 (III);

[0050] R'1 is selected from H, substituted or unsubstituted C1-C6 alkyl, M' is selected from H or alkali metal; R'2, R'3, R'4 and R'5 are each independently selected from H, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C 12 aromatic group, and R'6 is selected from substituted or unsubstituted C1-C4 alkylene.

[0051] In one specific embodiment of the present application, compound A having the structure of formula (II) (i.e., 2-alkene amide-2-methyl-propane sulfonate) and compound B having the structure of formula (III) (i.e., alkyne compound) are subjected to a carbon-hydrogen activation addition reaction in the presence of a catalyst to obtain a compound having the structure of formula (I), i.e., the exemplary reaction equation is shown below:

[0052] In the present application, the non-oxidizing atmosphere is selected from at least one of a nitrogen atmosphere, a helium atmosphere, an argon atmosphere, and a neon atmosphere, and is preferably an argon atmosphere.

[0053] In some embodiments of the present application, preferably, in formula (II), R'1 is selected from substituted or unsubstituted C1-C3 alkyl; further preferably, R'1 is selected from H, unsubstituted C1-C3 alkyl, and most preferably from H, methyl, or ethyl.

[0054] In some embodiments of the present application, preferably, in formula (III), R'2 and R'3 are each independently selected from H, substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aromatic group; further preferably, R'2 and R'3 are each independently selected from unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aromatic group; further preferably, R'2 and R'3 are each independently selected from unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C

[0055] In the present application, in formula (III), R'2 and R'3 can be the same or different.

[0056] In some embodiments of the present application, preferably, in formula III, R'2 is selected from H, methyl, ethyl, or phenyl.

[0057] In some embodiments of the present application, preferably, in formula III, R'3 is selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, and particularly preferably from H, methyl, phenyl, benzyl, or p-tolyl.

[0058] In some embodiments of the present application, preferably, R'4 and R'5 are each independently selected from H, substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C 10 aromatic group, and preferably from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl. R'4 and R'5 can be the same or different.

[0059] In some embodiments of the present application, preferably, R'6 is selected from substituted or unsubstituted C1-C3 alkylene, more preferably methylene.

[0060] According to a preferred embodiment of the present application, R'4 and R'5 are methyl and R'6 is methylene.

[0061] In some embodiments of the present application, preferably, M' is selected from Na or K.

[0062] According to the most preferred embodiment of the present application, in formula (II) and (III), R'1 is H, M is Na, R'2 and R'3 are both phenyl, R'4 and R'5 are both methyl, and R'6 is methylene.

[0063] In some preferred embodiments of the present application, preferably, the reaction is carried out in the presence of a solvent.

[0064] In some preferred embodiments of the present application, preferably, the solvent is selected from at least one of water and C1-C4 alcohol, preferably at least one of water, methanol, ethanol, n-propanol and n-butanol, more preferably water and / or methanol.

[0065] In some preferred embodiments of the present application, the amount of compound A is 20-30 parts by weight, and the amount of compound B is 2-24 parts by weight.

[0066] In some embodiments of the present application, preferably, the weight ratio of compound A to the solvent is 0.1-0.4:1.

[0067] In some embodiments of the present application, preferably, the weight ratio of compound B to the solvent is 0.01-0.3:1.

[0068] According to the most preferred embodiment of the present application, the solvent is water and methanol.

[0069] According to the most preferred embodiment of the present application, compound A participates in the reaction in the form of an aqueous solution thereof (i.e. an aqueous solution containing compound A), and compound B participates in the reaction in the form of a methanol solution thereof (i.e. a methanol solution containing compound B).

[0070] In some embodiments of the present application, preferably, the molar ratio of the aqueous solution containing compound A to the methanol solution containing compound B is 1:0.8-1.2, based on compound A.

[0071] In the present application, the aqueous solution containing compound A consists of compound A and water; and the methanol solution containing compound B consists of compound B and methanol.

[0072] In some embodiments of the present application, the weight ratio of the compound A and water in the aqueous solution containing the compound A is 20-30:80-100. That is, the amount of water is 80-100 parts by weight relative to 20-30 parts by weight of the compound A.

[0073] In some embodiments of the present application, the weight ratio of the compound B and methanol in the methanol solution containing the compound B is 2-24:10-50. That is, the amount of methanol is 10-50 parts by weight relative to 2-24 parts by weight of the compound B.

[0074] In some embodiments of the present application, the catalyst is selected from at least one of bis(1,5-cyclooctadiene)nickel, nickel acetylacetonate and ferric bromide, preferably bis(1,5-cyclooctadiene)nickel.

[0075] In some embodiments of the present application, the weight ratio of the catalyst and the compound A is 0.03-0.25:1.

[0076] In some embodiments of the present application, preferably, the conditions of the reaction include: the temperature is 60-90℃, preferably 65-75℃, more preferably 70℃. The conditions of the reaction also include: the time is 0.1-48h, preferably 1-36h, more preferably 24h.

[0077] The third aspect of the present application provides the use of the compound provided by the first aspect of the present application in heavy oil exploitation, plugging removal and transportation, preferably in high-temperature reservoir chemical viscosity reduction and steam injection.

[0078] The compound provided by the present application has high-temperature resistance, can be injected into the formation with steam, simplifies the injection and production process, has good viscosity reduction effect on super-deep heavy oil and super-heavy oil, has good water solubility, is green and low-carbon, has simple supporting process, and is suitable for actual application in oilfields.

[0079] The fourth aspect of the present application provides a method for heavy oil exploitation, which comprises: injecting an aqueous solution of a compound into an oil well, contacting and mixing with heavy oil therein, obtaining a mixture containing heavy oil and exploiting it out.

[0080] In the aqueous solution of the compound, the compound is selected from the compound provided by the first aspect of the present application.

[0081] In some embodiments of the present application, preferably, the content of the compound in the aqueous solution of the compound is 0.1-3wt%, for example, 0.1wt%, 1wt%, 1.5wt%, 2wt%, 2.5wt%, 3wt%, and any value in the range of any two numerical values, preferably 1-3wt%.

[0082] In some embodiments of the present application, the weight ratio of the aqueous solution of the compound to the heavy oil is preferably 0.4-2.5:1.

[0083] In a preferred embodiment of the present application, the viscosity of the heavy oil at 50°C is 100-5000 mPa-s.

[0084] In some embodiments of the present application, steam is preferably injected into the oil well together with the aqueous solution of the compound.

[0085] In some embodiments of the present application, the volume ratio of the aqueous solution of the compound to steam is preferably 1:5-15, more preferably 1:8-12.

[0086] In some embodiments of the present application, the temperature of the steam is preferably 250-500°C, more preferably 300-400°C.

[0087] In the present application, the conditions for the exploitation are not particularly limited and can be performed according to the conventional operation procedures in the art.

[0088] In the present application, the "viscosity" is the "degassed viscosity", which refers to the viscosity measured after removing the free water and air bubbles in the heavy oil by stirring.

[0089] The present application will be described in detail below by way of examples. The viscosity was measured by a Brookfield DVIII rotational viscometer (two parallel samples for each sample, and the arithmetic mean was taken as the measurement result). The degassing method for the viscosity measurement was as follows: the stirring paddle was placed in the center of a beaker in a 25°C constant temperature water bath, the rotation speed was adjusted to 250 r / min, and the stirring was performed for 2 min under constant temperature conditions. The viscosity reduction rate = (μ0-μ) / μ0x 100%, wherein μ0is the initial viscosity measured at 25°C, and μ is the viscosity measured at 25°C after adding the viscosity reducer.

[0090] Example 1

[0091] (1) 20 g of compound A (in formula (II), R'1is selected from H, M' is selected from Na, R'4is selected from methyl, R'5is selected from methyl, and R'6is selected from methylene) was dissolved in 80 g of deionized water to obtain an aqueous solution containing compound A; 2.2 g of compound B (in formula (III), R'2is selected from H, and R'3is selected from H) was dissolved in 10 g of methanol to obtain a methanol solution containing compound B;

[0092] (2) The above compound A-containing aqueous solution and compound B-containing methanol solution were added into a 250 mL round-bottom flask, a magnetic stirrer was added for stirring, oxygen was removed by argon for 1 h, 1 g of catalyst bis(1,5-cyclooctadiene)nickel was added, and the reaction was carried out at 70°C for 24 h. After cooling to 25°C, the reaction solution was concentrated, and then separated by a silica gel column (200 mL silica gel column, 200-300 mesh silica gel, and methanol as the eluent) to obtain a product S1 having the structure of formula (I), wherein R1 is selected from H, M is selected from Na, and R2 and R3 are both selected from H.

[0093] The yield of the above product S1 was 97.8%.

[0094] Examples 2-4

[0095] According to the method of Example 1, except that Examples 2-4 were carried out according to the reaction parameters in Table 1, respectively, the amount of catalyst was changed, and the other conditions were the same, to obtain products S2-S4.

[0096] Examples 5-6

[0097] According to the method of Example 1, except that Examples 5-6 were carried out according to the reaction parameters in Table 1, respectively, the concentration of the compound A-containing aqueous solution and / or the compound B-containing methanol solution was changed, and the other conditions were the same, to obtain products S5-S6.

[0098] Examples 7-8

[0099] According to the method of Example 1, except that Examples 7-8 were carried out according to the reaction parameters in Table 1, respectively, the amount and type of catalyst were changed, and the other conditions were the same, to obtain products S7-S8.

[0100] Examples 9-14

[0101] According to the method of Example 1, except that Examples 9-14 were carried out according to the reaction parameters in Table 1, respectively, and the other conditions were the same, to obtain products S9-S14.

[0102] Example 15

[0103] According to the method of Example 1, except that the R’1 in compound A represented by formula II was replaced by tert-butyl (t-Bu), and the other conditions were the same, to obtain product S15.

[0104] Comparative Example 1

[0105] According to the method of Example 1, except that the R’2 in compound B represented by formula III was replaced by n-heptyl (n-C7), and the other conditions were the same, to obtain product D1.

[0106] Table 1 Table 1

[0107] Continued Table 1

[0108] As can be seen from the data in Table 1, by comparing Examples 1 - 4, it can be seen that when using the same amount of Compound A and Compound B, the amount of the catalyst increases from 1 g to 5 g, and the yield increases from 97.8% to 98.3%, only increasing by 0.5%. Therefore, in the scheme of the present invention where the weight parts of the catalyst are 1 - 5, the yield of the product can be further increased, that is, the yield of the viscosity reducer is increased.

[0109] By comparing Examples 4 - 6, it can be seen that when using the same amount of the catalyst, when the concentration of the aqueous solution containing Compound A and / or the aqueous solution containing Compound B decreases, the yield also slightly decreases. Therefore, by controlling the concentration of the aqueous solution containing Compound A and / or the aqueous solution containing Compound B within the preferred range of the present invention, the yield of the product can be further increased.

[0110] By comparing Example 1 with Examples 7 - 8, it can be seen that in Examples 7 - 8, 5 g of nickel acetylacetonate and iron bromide are used as the catalyst, and the yields are 97.3% and 97.6% respectively, while in Example 1, 1 g of bis(1,5 - cyclooctadiene)nickel is used as the catalyst, and the yield is as high as 97.8%. Therefore, using bis(1,5 - cyclooctadiene)nickel as the catalyst can further increase the yield of the product.

[0111] Test Example 1

[0112] The chemical structures of the products obtained in the above examples and comparative examples were verified by proton nuclear magnetic resonance spectrum, carbon spectrum and infrared spectrum. The analysis results show that the structures of the final products of each example are as shown in formula (I), and the specific substituents are shown in Table 2. Among them, the proton nuclear magnetic resonance spectrum of the product S10 of Example 10 is shown in Figure 1.

[0113] The carbon spectrum of the product S10 of Example 10 is shown in Figure 2.

[0114] The infrared spectrum of the product S10 of Example 10 is shown in Figure 3, FTIR(KBr, cm -1 ): For O=C - NH -, N - H is 3447.66; C=O is 1608.41; SO3 is 1361.68; C=C - C=C is 1081.31, 873.83; C6H5 is 772.9. According to the above spectra and infrared characteristic absorption peaks, it can be proved that the target product S10 was prepared in Example 10 (the structure is as shown in formula (I), and R1 is H, M is Na, R2 and R3 are both phenyl groups, R4 and R5 are both methyl groups, and R6 is methylene).

[0115] The products prepared by using the products prepared in Examples 1, 9-15 and Comparative Example 1 as viscosity reducing agents were used to prepare a 1wt% aqueous solution of the viscosity reducing agent, and viscosity reduction tests were carried out on thick oil a, thick oil b, thick oil c, thick oil d and thick oil e with degassed viscosities of 243 mPa·s, 1510 mPa·s, 2700 mPa·s, 3651 mPa·s and 4889 mPa·s at 25°C, respectively, according to the weight ratio of the agent to oil of 3:7 (see the standard Q / SHCG 65-2013 Technical Requirements for Thick Oil Viscosity Reducers). The viscosity reduction results are shown in Table 2.

[0116] Table 2

[0117] Table 2 (continued)

[0118] As can be seen from the data in Table 2, when the viscosity of the thick oil is less than 1000 mPa·s, the emulsification viscosity reduction effect of the potassium salt is better. As the viscosity of the thick oil increases, the viscosity reduction effect is obviously higher when R2 and R3 are phenyl, achieving effective viscosity reduction of the thick oil. The overall viscosity reduction performance of the product S10 prepared in Example 10 is the best. The viscosity reduction effect of the product of Comparative Example 1 is obviously lower than that of Examples 1-14, and the viscosity reduction performance decreases as the viscosity of the crude oil increases.

[0119] Test Example 2

[0120] The product S10 prepared in Example 10 was prepared into aqueous solutions with concentrations of 1wt%, 1.5wt%, 2wt%, 2.5wt% and 3wt%, respectively, and viscosity reduction tests were carried out on thick oil a, thick oil b, thick oil c, thick oil d and thick oil e with degassed viscosities of 243 mPa·s, 1510 mPa·s, 2700 mPa·s, 3651 mPa·s and 4889 mPa·s at 25°C, respectively, according to the weight ratio of the agent to oil of 3:7. The viscosity reduction results are shown in Table 3.

[0121] Table 3

[0122] As can be seen from the data in Table 3, as the concentration of the viscosity reducing agent increases, the viscosity reduction rate increases. Taking the product S10 as an example, the viscosity reduction rate is basically stable as the concentration of the viscosity reducing agent increases from 1wt% to 3wt%. The viscosity reduction rate remains above 98% under the condition of the highest concentration of 3wt%.

[0123] Test Example 3

[0124] The product S10 prepared in Example 10 was formulated into an aqueous solution with a concentration of 3 wt%, and was aged at 350℃ for 5, 7, 15, 30 and 45 days in a closed system; viscosity reduction tests were conducted on thickened oil a, b, c, d and e with degassed viscosities of 243 mPa-s, 1510 mPa-s, 2700 mPa-s, 3651 mPa-s and 4889 mPa-s at 25℃ respectively, according to a weight ratio of 3:7 of the product to the thickened oil, and the results are shown in Table 4.

[0125] Table 4

[0126] As shown in Table 4, the viscosity reduction performance of the product S10 remained basically unchanged after being aged at 350℃ for 7 days. After being aged for 45 days, the viscosity reduction rate for thickened oil a was reduced by 2% at most, but remained above 96.5%, and the product had good viscosity reduction performance.

[0127] Test Example 4

[0128] The product S10 prepared in Example 10 was formulated into an aqueous solution with a concentration of 3 wt%, and was aged at 280℃, 300℃, 330℃ and 380℃ for 45 days in a closed system; viscosity reduction tests were conducted on thickened oil a with a degassed viscosity of 243 mPa-s at 25℃, according to a weight ratio of 3:7 of the product to the thickened oil, and the results are shown in Table 5.

[0129] Table 5

[0130] As shown in Table 5, the viscosity reduction performance of the product S10 remained basically unchanged after being aged at 300℃ or below for 45 days. After being aged at 300-350℃ for 45 days, the viscosity reduction rate was reduced by 2% at most, but remained above 96.5%. At 380℃, the viscosity reduction rate was reduced by 6%, but remained at 92.5%. Therefore, the viscosity reducer provided by the present application has good high-temperature resistance, and has feasibility in high-temperature reservoir chemical viscosity reduction and steam huff and puff.

[0131] Application Example

[0132] A horizontal well in an oilfield has a buried depth of 480 m, a crude oil viscosity of 4810 mPa-s, a core permeability of 1558 md, a porosity of 30.3%, and an effective oil layer thickness of 5.6 m. Steam huff and puff was conducted for 23 rounds, with a steam injection volume of 1800 m 3 per round, a recovery degree of 21.9%, a water content of 61.6%, and an average single-round steam huff and puff yield of 512 tons.

[0133] The product S10 prepared in Example 10 was formulated into an aqueous solution with a concentration of 3 wt%, and was aged at 280℃, 300℃, 330℃ and 380℃ for 45 days in a closed system; viscosity reduction tests were conducted on thickened oil a with a degassed viscosity of 243 mPa-s at 25℃, according to a weight ratio of 3:7 of the product to the thickened oil, and the results are shown in Table 5. 3 3 ​The steam injection temperature is 350 DEG C, and the cycle production is 721 tons, which is increased by 40.8% than the production of single steam injection, and the production increasing effect is obvious.

[0134] 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 that various technical features are combined in any other suitable manner, and these simple modifications and combinations should also be considered as the disclosed content of the present application, and all fall within the protection scope of the present application.

Claims

1. A compound, characterized in that, The compounds have a structure according to Formula (I): In formula (I), R1is selected from H, substituted or unsubstituted C1-C6alkyl, R2, R3, R4and R5are each independently selected from H, substituted or unsubstituted C1-C6alkyl, substituted or unsubstituted C6-C 12 aryl, R6is selected from substituted or unsubstituted C1-C4alkylene, and M is selected from H or an alkali metal.

2. The compound of claim 1, wherein, R1is selected from H, substituted or unsubstituted C1-C3alkyl, preferably selected from H, methyl or ethyl.

3. The compound of claim 1 or 2, wherein, R2 is selected from H, substituted or unsubstituted C1-C3 alkyl groups, and substituted or unsubstituted C6-C4 alkyl groups. 10 The aromatic group is preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl or m-tolyl, and more preferably from H, methyl, ethyl or phenyl.

4. The compound according to any one of claims 1-3, wherein, R3is selected from H, substituted or unsubstituted C1-C3alkyl, substituted or unsubstituted C6-C10aryl, substituted or unsubstituted C6-C10arylalkyl, substituted or unsubstituted C3-C6cycloalkyl, and substituted or unsubstituted C3-C6cycloalkylalkyl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, more preferably selected from H, methyl, phenyl, benzyl, or p-tolyl; 10 aryl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, more preferably selected from H, methyl, phenyl, benzyl, or p-tolyl; and / or, R4and R5are each independently selected from H, substituted or unsubstituted C1-C3alkyl, substituted or unsubstituted C6-C10aryl, substituted or unsubstituted 5-6 membered heteroaryl, substituted or unsubstituted 3-6 membered cycloalkyl, substituted or unsubstituted 3-6 membered cycloalkenyl, and / or substituted or unsubstituted 3-6 membered heterocycloalkyl, wherein the heteroaryl and heterocycloalkyl groups are connected to the carbon atom through a carbon atom; 10 aryl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl; and / or, R6is selected from substituted or unsubstituted C1-C3alkylene, preferably methylene.

5. The compound according to any one of claims 1-4, wherein, M is selected from Na or K.

6. A method of preparing a compound of formula (I) ###0002### (I) characterized in that, The production method includes: in a non-oxidizing atmosphere, reacting compound A represented by formula (II) and compound B represented by formula (III) in the presence of a catalyst; wherein R'1is selected from H, substituted or unsubstituted C1-C6alkyl, M' is selected from H or an alkali metal; R'2, R'3, R'4and R'5are each independently selected from H, substituted or unsubstituted C1-C6alkyl, substituted or unsubstituted C6-C 12 aryl, R'6is selected from substituted or unsubstituted C1-C4alkylene; wherein R1to R6and M have the same definition as that in any one of claims 1-5.

7. The production method according to claim 6, wherein R’1is selected from H, substituted or unsubstituted C1-C3alkyl, preferably selected from H, methyl or ethyl.

8. The production method according to claim 6 or 7, wherein R'2 is selected from H, substituted or unsubstituted C1-C3 alkyl groups, substituted or unsubstituted C6-C2 groups. 10 The aromatic group is preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl or m-tolyl, and more preferably from H, methyl, ethyl or phenyl.

9. The production process according to any one of claims 6 to 8, wherein R'3is selected from H, substituted or unsubstituted C1-C3alkyl, substituted or unsubstituted C6-C10aryl, substituted or unsubstituted C6-C10arylalkyl, substituted or unsubstituted C3-C6cycloalkyl, and substituted or unsubstituted C3-C6cycloalkylalkyl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, more preferably selected from H, methyl, phenyl, benzyl, or p-tolyl; 10 aryl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl, more preferably selected from H, methyl, phenyl, benzyl, or p-tolyl; and / or, R'4and R'5are each independently selected from H, substituted or unsubstituted C1-C3alkyl, substituted or unsubstituted C6-C10aryl, substituted or unsubstituted C3-C8cycloalkyl, substituted or unsubstituted C1-C3alkoxy, halogen, CN, and / or OH; 10 aryl, preferably selected from H, methyl, ethyl, propyl, phenyl, benzyl, p-tolyl, o-tolyl, or m-tolyl; and / or, R’6is selected from substituted or unsubstituted C1-C3alkylene, preferably methylene.

10. The method of manufacturing according to any one of claims 6-9, wherein, M’ is selected from Na or K.

11. The method of any of claims 6-10, wherein, The reaction is carried out in the presence of a solvent; Preferably, the solvent is selected from at least one of water and C1-C4alcohol, preferably at least one of water, methanol, ethanol, n-propanol and n-butanol, more preferably water and / or methanol; Preferably, the amount of compound A is 20-30 parts by weight, and the amount of compound B is 2-24 parts by weight.

12. The method of any of claims 6-11, wherein, The weight ratio of compound A to the solvent is 0.1-0.4:

1. and / or, the weight ratio of compound B to the solvent is 0.01-0.3:

1.

13. The method of any of claims 6-12, wherein, The catalyst is selected from at least one of bis(1,5-cyclooctadiene)nickel, nickel acetylacetone and iron bromide; and / or, the weight ratio of the catalyst to compound A is 0.03-0.25:

1.

14. The method of any of claims 6-13, wherein, The reaction conditions include: temperature is 60-90℃, preferably 65-75℃; time is 0.1-48h, preferably 1-36h.

15. The use of the compound of any one of claims 1-5 in heavy oil exploitation, plugging removal and transportation.

Images