CN112608726A - Novel EVA modified pour point depressant, and preparation method and application thereof - Google Patents
Novel EVA modified pour point depressant, and preparation method and application thereof Download PDFInfo
- Publication number
- CN112608726A CN112608726A CN202011375178.6A CN202011375178A CN112608726A CN 112608726 A CN112608726 A CN 112608726A CN 202011375178 A CN202011375178 A CN 202011375178A CN 112608726 A CN112608726 A CN 112608726A
- Authority
- CN
- China
- Prior art keywords
- polymer
- pour point
- point depressant
- mixture
- eva modified
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/52—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning
- C09K8/524—Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning organic depositions, e.g. paraffins or asphaltenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
Abstract
The application provides a novel EVA modified pour point depressant, a preparation method and application thereof, wherein the pour point depressant obtained after compounding the novel EVA modified pour point depressant by utilizing a first polymer and a second polymer has a synergistic promotion effect, the adverse effect of wax on the crystallization process is inhibited, the problem of limitation of the pour point depressant with single composition is solved, the application range of the novel EVA modified pour point depressant is wider, the proportion of polar groups and non-polar groups in the first polymer can be adjusted by adding the second polymer, the content of the polar groups and the non-polar groups in the pour point depressant molecules is moderate, and a better pour point depression effect is achieved.
Description
Technical Field
The application belongs to the field of pour point depressant preparation, and particularly relates to a novel EVA modified pour point depressant and a preparation method and application thereof.
Background
At present, most of crude oil is crude oil with high wax content, high condensation point and high viscosity, the low-temperature fluidity of the crude oil is poor, paraffin in the crude oil can be precipitated and crystallized at low temperature to form wax crystals, a three-dimensional space network structure is formed under the action of Van der Waals force, the crude oil loses the low-temperature fluidity, great troubles are brought to storage and transportation of the crude oil, therefore, the method for reducing the condensation point and the viscosity of the crude oil at low temperature is a method for solving the troubles, and the method for adding the pour point depressant is a method which is convenient and economical at present. The structure and the form of the paraffin crystals in the crude oil can be changed by adding the chemical pour point depressant, so that the capability of the three-dimensional network structure formed by the paraffin crystals in the crude oil is weakened, and the flowing property of the crude oil at low temperature is improved.
EVA is a common pour point depressant and has a wide application range, but EVA has the following defects: the adaptability and universality of the crude oil are not high, and the pour point depression effect of the high-wax crude oil is not good.
Disclosure of Invention
In order to solve the above problems, the present application provides a novel EVA-modified pour point depressant comprising a first polymer represented by formula (I) and a second polymer represented by formula (II):
(I):
(II):
wherein: the VA content in the first polymer is 32-45% (mole fraction), and n is 800-2500.
This application first polymer possesses polar group and nonpolar group simultaneously, and nonpolar group and wax carry out the eutectic, and the polar group is stayed the wax crystalline phase outside to hinder interact between the wax crystalline phase, prevent growing up of wax crystalline phase, reduced the freezing point of crude oil, and then reach the mesh of improving crude oil mobility.
On one hand, the second polymer has the effects that the proportion of polar groups to non-polar groups in the first polymer is adjusted, so that the content of the polar groups and the non-polar groups in pour point depressant molecules is moderate, and a better pour point depression effect is achieved; on the other hand, the second polymer has good organic compatibility and monodispersity, the microstructure of the second polymer is a microsphere structure, and because the surface of the microsphere can be provided with polar groups such as hydroxyl, carboxyl, sulfonic acid group and the like in the preparation process, the polar groups can attract the polar groups of the first polymer, so that the first polymer and the second polymer are matched to achieve a better pour point depressing effect.
Preferably, the pour point depressant consists of a first polymer and a second polymer, and the weight ratio of the first polymer to the second polymer is (10-20): 1.
Preferably, the weight ratio of the first polymer to the second polymer is 12:1 by weight.
Preferably, the molecular weight of the first polymer is 10000-25000.
Preferably, the second polymer is PS microspheres prepared by an emulsion polymerization method, and the particle size of the PS microspheres is 300 nm-1 μm.
The application also provides a preparation method of the novel EVA modified pour point depressant, which comprises the following steps:
(1) heating and stirring the first polymer at 115-130 ℃ to be molten;
(2) dropwise adding the second polymer emulsion into the molten first polymer to obtain a mixture;
(3) and (3) cooling and crushing the mixture obtained in the step (2) to obtain the EVA modified pour point depressant.
The melting point of the first polymer is lower than that of the second polymer but higher than the boiling point of the liquid in the second polymer emulsion, so that the second polymer emulsion is added to the first polymer in a molten state, and the second polymer is uniformly dispersed in the first polymer in a molten state with volatilization of the liquid in the second polymer emulsion.
Preferably, the preparation method of the second polymer emulsion comprises the following steps:
(1) dissolving 0.1-0.4 part of dispersant and 2.0-3.5 parts of modifier in 60-72 parts of solvent according to parts by weight to obtain a first mixture, wherein the solvent is an ethanol aqueous solution, the dispersant is polyvinylpyrrolidone, and the modifier is a mixture of acrylic acid, methacrylic acid and maleic anhydride;
(2) dropwise adding 12-20 parts of styrene monomer into the first mixture to obtain a second mixture;
(3) dripping 0.2-0.5 part of initiator into the second mixture, and reacting for 1.5-3.5 h at 82-96 ℃; the initiator is potassium persulfate;
(4) after the reaction is finished, cooling and filtering are carried out to obtain a second polymer emulsion.
In the preparation process of the second polymer emulsion, due to the selection of the modifier and the dispersant, on one hand, microspheres with uniform particle size distribution and good monodispersity can be prepared, and on the other hand, the surfaces of the second polymer microspheres are provided with a large number of polar groups, so that the second polymer microspheres can be better matched with the first polymer.
Preferably, the ethanol content in the solvent in the step (1) is 60-84% (v/v).
Preferably, the mass ratio of acrylic acid, methacrylic acid and maleic anhydride in the step (1) is 1: (1.2-2): (0.8 to 1.2).
On the other hand, the invention also provides the application of the EVA modified pour point depressant in the treatment of the wax-containing crude oil; preferably, the wax content of the waxy crude oil is not less than 10%, more preferably, not less than 15%, 16%, 17%, 18%, 19%, 20%; in a preferred embodiment, the waxy crude oil has a wax content of 20-30%.
This application can bring following beneficial effect:
1. the product molecule simultaneously has a polar group and a nonpolar group, the nonpolar group and the wax are subjected to eutectic crystal, and the polar group prevents wax crystal from growing, so that the freezing point of crude oil is reduced, and the aim of improving the fluidity of the crude oil is fulfilled;
2. according to the pour point depressant, the first polymer and the second polymer are compounded, and the obtained pour point depressant can achieve a good pour point depression effect;
3. the addition of the second polymer can adjust the proportion of polar groups to non-polar groups in the first polymer, so that the content of the polar groups to the non-polar groups in pour point depressant molecules is moderate, and a better pour point depression effect is achieved;
4. the second polymer has good organic compatibility and monodispersity, the microstructure of the second polymer is a microsphere structure, and because polar groups such as hydroxyl, carboxyl, sulfonic acid and the like are arranged on the surface of the microsphere in the preparation process and are attracted with the polar groups of the first polymer, the first polymer and the second polymer are matched to achieve a better pour point depression effect;
5. the melting point of the first polymer is lower than that of the second polymer but higher than the boiling point of the liquid in the second polymer emulsion, so that the second polymer emulsion is added to the first polymer in a molten state, and the second polymer is uniformly dispersed in the first polymer in a molten state with volatilization of the liquid in the second polymer emulsion.
Detailed Description
Example 1: a preparation method of a novel EVA modified pour point depressant comprises the following steps:
(1) heating and stirring the first polymer at 115-130 ℃ to be molten;
(2) dropwise adding the second polymer emulsion into the molten first polymer to obtain a mixture;
(3) and (3) cooling and crushing the mixture obtained in the step (2) to obtain the EVA modified pour point depressant.
The preparation method of the second polymer emulsion comprises the following steps:
(1) dissolving 0.1-0.4 part of dispersant and 2.0-3.5 parts of modifier in 60-72 parts of solvent according to parts by weight to obtain a first mixture, wherein the solvent is an ethanol aqueous solution, the dispersant is polyvinylpyrrolidone, and the modifier is a mixture of acrylic acid, methacrylic acid and maleic anhydride;
(2) dropwise adding 12-20 parts of styrene monomer into the first mixture to obtain a second mixture;
(3) dripping 0.2-0.5 part of initiator into the second mixture, and reacting for 1.5-3.5 h at 82-96 ℃; the initiator is potassium persulfate;
(4) after the reaction is finished, cooling and filtering are carried out to obtain a second polymer emulsion.
The specific implementation conditions are as follows:
TABLE 1 concrete conditions for the novel EVA modified pour point depressant
Example 2: characterization of
The high-wax crude oil adopted in the embodiment is used as experimental oil, the solidifying point of the experimental oil is 33 ℃, the wax content is 23%, the colloid asphaltene content is 10-15%, the viscosity is 800-. Viscosity in this example is a measure of the viscosity of the pour point depressant for crude oil at 60 ℃.
In addition, the dispersion state of a second polymer in the novel EVA modified pour point depressant in a first polymer is also characterized, and the prepared pour point depressant is subjected to microscopic test by using an SEM test instrument, wherein the dispersion is poor if the particle agglomeration phenomenon is observed, and the dispersion is good if the particle agglomeration phenomenon is not occurred.
TABLE 2 test results of novel EVA modified pour point depressant
| Sample numbering | Freezing point/. degree.C | Reduction in amplitude/deg.C | Viscosity mPa.s | Dispersibility |
| 1 | 18 | 15 | 120 | Good taste |
| 2 | 16 | 17 | 72 | Good taste |
| 3 | 10 | 23 | 50 | Good taste |
| 4 | 14 | 19 | 67 | Good taste |
| 5 | 15 | 18 | 69 | Good taste |
| Comparative example 1 | 23 | 10 | 253 | Good taste |
| Comparative example 2 | 25 | 8 | 260 | Good taste |
| Comparative example 3 | 21 | 12 | 170 | Difference (D) |
| Comparative example 4 | 22 | 11 | 340 | Good taste |
| Comparative example 5 | 23 | 10 | 150 | Difference (D) |
| Comparative example 6 | 25 | 8 | 268 | Good taste |
| Comparative example 7 | 28 | 5 | 380 | Difference (D) |
| Comparative example 8 | 26 | 7 | 370 | Difference (D) |
| Comparative example 9 | 28 | 5 | 380 | Difference (D) |
| Comparative example 10 | 29 | 4 | 370 | Difference (D) |
| Comparative example 11 | 29 | 4 | 670 | — |
| Comparative example 12 | 32 | 1 | 860 | — |
| Comparative example 13 | 30 | 3 | 620 | Difference (D) |
| Comparative example 14 | 28 | 5 | 510 | Difference (D) |
| Comparative example 15 | 24 | 9 | 360 | Difference (D) |
| Comparison ofExample 16 | 25 | 8 | 420 | Difference (D) |
| Comparative example 17 | 27 | 6 | 380 | Difference (D) |
According to the experimental data in the table 2, the novel EVA modified pour point depressant obtained by the method can greatly reduce the condensation point of the crude oil through compounding the first polymer and the second polymer, and the reduction range of the condensation point of the crude oil can reach more than 20 ℃.
From the data of comparative examples 1 and 2, it is understood that the VA content of the first polymer also has a great influence on the pour point depressing effect of the pour point depressant, and when the VA content is low, EVA is easily crystallized at a temperature higher than the wax precipitation temperature, cannot sufficiently act with wax crystal molecules, and the pour point depressing effect is poor. However, when the VA content is too high, EVA molecules are easily distorted in crude oil, so that the effect of the EVA molecules on wax crystal molecules is weakened, and the pour point depressing effect is also deteriorated.
The data of comparative examples 3 to 6 and comparative examples 9 and 10 show that the molecular weight of the pour point depressant and the compounding ratio of the first polymer and the second polymer have certain influence on the pour point depressing effect, and the compatibility of the first polymer and the second polymer and the pour point depressing effect are influenced by the over-low molecular weight or the over-high molecular weight.
The data of comparative examples 7 and 8 show that the particle size of the second polymer also affects the compatibility of the first polymer and the second polymer, and further affects the pour point depressing effect; in addition, the dispersibility of the second polymer in the first polymer is also affected.
From the data of comparative examples 11 and 12, it is understood that the pour point depressant has either only the first polymer or only the second polymer, and the pour point depressant has a better pour point depressing effect when the first polymer and the second polymer are compounded.
From the data of comparative examples 12 to 17, it can be seen that the preparation process of the pour point depressant has a great influence on the pour point depressing effect of the prepared pour point depressant and the dispersibility of the second polymer in the first polymer, and the pour point depressant prepared by the preparation method of the present application has a better pour point depressing effect.
The embodiments in the present specification are described in a progressive manner, and the same and similar parts among the embodiments are referred to each other, and each embodiment focuses on the differences from the other embodiments. In particular, for the system embodiment, since it is substantially similar to the method embodiment, the description is simple, and for the relevant points, reference may be made to the partial description of the method embodiment.
The above description is only an example of the present application and is not intended to limit the present application. Various modifications and changes may occur to those skilled in the art. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application should be included in the scope of the claims of the present application.
Claims (10)
1. A novel EVA-modified pour-point depressant characterized by comprising a first polymer represented by the formula (I) and a second polymer represented by the formula (II):
(I):
(II):
wherein: the VA content in the first polymer is 32-45% (mole fraction), and n is 800-2500.
2. The novel EVA modified pour point depressant according to claim 1, wherein: the pour point depressant consists of a first polymer and a second polymer, and the weight ratio of the first polymer to the second polymer is (10-20): 1.
3. The novel EVA modified pour point depressant according to claim 2, wherein: the weight ratio of the first polymer to the second polymer is 12:1 by weight.
4. The novel EVA modified pour point depressant according to claim 1, wherein: the molecular weight of the first polymer is 10000-25000.
5. The novel EVA modified pour point depressant according to claim 1, wherein: the second polymer is PS microspheres prepared by an emulsion polymerization method, and the particle size of the microspheres is 300 nm-1 mu m.
6. A preparation method of a novel EVA modified pour point depressant is characterized by comprising the following steps:
(1) heating and stirring the first polymer at 115-130 ℃ to be molten;
(2) dropwise adding the second polymer emulsion into the molten first polymer to obtain a mixture;
(3) and (3) cooling and crushing the mixture obtained in the step (2) to obtain the EVA modified pour point depressant.
7. The method of claim 6, wherein: the preparation method of the second polymer emulsion comprises the following steps:
(1) dissolving 0.1-0.4 part of dispersant and 2.0-3.5 parts of modifier in 60-72 parts of solvent according to parts by weight to obtain a first mixture, wherein the solvent is an ethanol aqueous solution, the dispersant is polyvinylpyrrolidone, and the modifier is a mixture of acrylic acid, methacrylic acid and maleic anhydride;
(2) dropwise adding 12-20 parts of styrene monomer into the first mixture to obtain a second mixture;
(3) dripping 0.2-0.5 part of initiator into the second mixture, and reacting for 1.5-3.5 h at 82-96 ℃; the initiator is potassium persulfate;
(4) after the reaction is finished, cooling and filtering are carried out to obtain a second polymer emulsion.
8. The method of claim 7, wherein: the ethanol content in the solvent in the step (1) is 60-84%.
9. The method of claim 7, wherein: in the step (1), the mass ratio of acrylic acid to methacrylic acid to maleic anhydride is 1: (1.2-2): (0.8 to 1.2).
10. Use of a pour point depressant according to any one of claims 1 to 5 or prepared by the process of any one of claims 6 to 9 for the treatment of waxy crude oil.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011375178.6A CN112608726A (en) | 2020-11-30 | 2020-11-30 | Novel EVA modified pour point depressant, and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011375178.6A CN112608726A (en) | 2020-11-30 | 2020-11-30 | Novel EVA modified pour point depressant, and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN112608726A true CN112608726A (en) | 2021-04-06 |
Family
ID=75228154
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011375178.6A Pending CN112608726A (en) | 2020-11-30 | 2020-11-30 | Novel EVA modified pour point depressant, and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112608726A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111808587A (en) * | 2019-04-10 | 2020-10-23 | 中国石油化工股份有限公司 | Oil-based wax inhibitor |
| CN113322056A (en) * | 2021-08-02 | 2021-08-31 | 德仕能源科技集团股份有限公司 | High-efficiency pour point depressant for crude oil and preparation method and application thereof |
| CN115960597A (en) * | 2023-03-16 | 2023-04-14 | 德仕能源科技集团股份有限公司 | Compound pour point depressant for crude oil and preparation method thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102070749A (en) * | 2010-12-16 | 2011-05-25 | 沈阳化工大学 | Method for preparing wax-containing crude oil pour point depressant |
| CN104154422A (en) * | 2014-07-15 | 2014-11-19 | 中国石油天然气股份有限公司 | Crude oil pour-point-reducing and viscosity-reducing nanometer base material compound, preparation method thereof and crude oil |
| CN105037903A (en) * | 2015-04-08 | 2015-11-11 | 中国石油大学(华东) | Wax-bearing crude oil rheological aid |
| CN105387347A (en) * | 2015-10-13 | 2016-03-09 | 中国海洋石油总公司 | Oil field crude oil pour point depressant and preparing method thereof |
| CN107448777A (en) * | 2016-05-31 | 2017-12-08 | 中国科学院化学研究所 | A kind of glutinous pour point reducer composition of crude oil nanometer drop and its preparation method and application |
| CN108997521A (en) * | 2018-06-20 | 2018-12-14 | 深圳市广昌达石油添加剂有限公司 | A kind of multiple copolymer and preparation method thereof as pour point depression of crude oil thinner |
-
2020
- 2020-11-30 CN CN202011375178.6A patent/CN112608726A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102070749A (en) * | 2010-12-16 | 2011-05-25 | 沈阳化工大学 | Method for preparing wax-containing crude oil pour point depressant |
| CN104154422A (en) * | 2014-07-15 | 2014-11-19 | 中国石油天然气股份有限公司 | Crude oil pour-point-reducing and viscosity-reducing nanometer base material compound, preparation method thereof and crude oil |
| CN105037903A (en) * | 2015-04-08 | 2015-11-11 | 中国石油大学(华东) | Wax-bearing crude oil rheological aid |
| CN105387347A (en) * | 2015-10-13 | 2016-03-09 | 中国海洋石油总公司 | Oil field crude oil pour point depressant and preparing method thereof |
| CN107448777A (en) * | 2016-05-31 | 2017-12-08 | 中国科学院化学研究所 | A kind of glutinous pour point reducer composition of crude oil nanometer drop and its preparation method and application |
| CN108997521A (en) * | 2018-06-20 | 2018-12-14 | 深圳市广昌达石油添加剂有限公司 | A kind of multiple copolymer and preparation method thereof as pour point depression of crude oil thinner |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111808587A (en) * | 2019-04-10 | 2020-10-23 | 中国石油化工股份有限公司 | Oil-based wax inhibitor |
| CN113322056A (en) * | 2021-08-02 | 2021-08-31 | 德仕能源科技集团股份有限公司 | High-efficiency pour point depressant for crude oil and preparation method and application thereof |
| CN113322056B (en) * | 2021-08-02 | 2021-11-23 | 德仕能源科技集团股份有限公司 | High-efficiency pour point depressant for crude oil and preparation method and application thereof |
| CN115960597A (en) * | 2023-03-16 | 2023-04-14 | 德仕能源科技集团股份有限公司 | Compound pour point depressant for crude oil and preparation method thereof |
| CN115960597B (en) * | 2023-03-16 | 2023-08-15 | 德仕能源科技集团股份有限公司 | Compound crude oil pour point depressant and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN112608726A (en) | Novel EVA modified pour point depressant, and preparation method and application thereof | |
| Yang et al. | Performance improvement of the ethylene-vinyl acetate copolymer (EVA) pour point depressant by small dosages of the polymethylsilsesquioxane (PMSQ) microsphere: An experimental study | |
| Yang et al. | Oil dispersible polymethylsilsesquioxane (PMSQ) microspheres improve the flow behavior of waxy crude oil through spacial hindrance effect | |
| CN115160805B (en) | High-viscosity emulsified asphalt and preparation method thereof | |
| CN110804191B (en) | Preparation method of nano wax-proof pour point depressant | |
| KR20080079472A (en) | A magneto rheological fluid and a process for preparing the same | |
| Hazrati et al. | Long chain alkylated ionic liquids as pour point depressant and rheology improver for crude oil | |
| Yang et al. | Poly (aminopropyl/methyl) silsesquioxane microspheres improve the flowability of model waxy oils associated with asphaltenes | |
| JP7337084B2 (en) | Aqueous ink with renewable materials | |
| CN109652037B (en) | High-temperature stable cement slurry and preparation method thereof | |
| CN115572625B (en) | Compound dispersing agent, activated nano-primary pulp containing compound dispersing agent and preparation method of activated nano-primary pulp | |
| Al-Shafey et al. | Comparative strategy between masterly flow improver and its nanocomposite | |
| Kaide et al. | Preparation of magnetorheological fluid using stabilizing additives | |
| US11370957B2 (en) | Oil-based slurries and methods for making thereof | |
| CN114958017A (en) | Modified matrix asphalt and preparation method thereof | |
| Dastbaz et al. | Preparation, stabilization, and characterization of polyisobutylene aqueous suspension | |
| CN112610898B (en) | Methacrylate pour point depressant and preparation method thereof | |
| CN114181731A (en) | Micelle dispersion type oil slurry settling agent and preparation method thereof | |
| KR102295356B1 (en) | Method of Manufacturing Shear Thickening Fluid Containing Carbon Nanotube | |
| CN110283580B (en) | Pour point depressing and paraffin inhibitor and its prepn | |
| CN113214663A (en) | High-performance rubber asphalt for asphalt pavement and preparation method thereof | |
| CN113621403A (en) | Asphaltene dispersant for light crude oil and preparation method thereof | |
| CN115960597B (en) | Compound crude oil pour point depressant and preparation method thereof | |
| WO2021051342A1 (en) | Environmentally friendly water-based paint for cast aluminum substrate, and preparation method therefor and application thereof | |
| CN115558533B (en) | Naphthalene dispersant for preparing nano hydrocarbon fuel and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| TA01 | Transfer of patent application right | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20210506 Address after: 257000 building 18, college student Pioneer Park, Zoucheng Road, Dongying District, Dongying City, Shandong Province Applicant after: Deshi Energy Technology Group Co.,Ltd. Applicant after: SHANDONG DESHI CHEMICAL Co.,Ltd. Address before: 257000 building 18, college student Pioneer Park, Zoucheng Road, Dongying District, Dongying City, Shandong Province Applicant before: Deshi Energy Technology Group Co.,Ltd. Applicant before: SHANDONG DESHI CHEMICAL Co.,Ltd. Applicant before: Shandong anengtai oil and gas stimulation Technology Research Institute Co.,Ltd. |
|
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210406 |