CN113136195A - Oligomeric polyphenol resin cross-linking agent for improving recovery ratio of oil field and preparation method thereof - Google Patents
Oligomeric polyphenol resin cross-linking agent for improving recovery ratio of oil field and preparation method thereof Download PDFInfo
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- CN113136195A CN113136195A CN202010065589.9A CN202010065589A CN113136195A CN 113136195 A CN113136195 A CN 113136195A CN 202010065589 A CN202010065589 A CN 202010065589A CN 113136195 A CN113136195 A CN 113136195A
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- 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
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/588—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/20—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with polyhydric phenols
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Abstract
The invention provides an oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field and a preparation method thereof, wherein the cross-linking agent consists of bisphenol A, formaldehyde, a catalyst solution, an accelerant and a reinforcing agent, wherein the molar ratio of the bisphenol A to the formaldehyde is 1 (1-3), the dosage of the catalyst is 3-10% of the mass of the bisphenol A, the mass concentration of the catalyst solution is 4-7%, the dosage of the accelerant is 1-10% of the mass of the bisphenol A, and the dosage of the reinforcing agent is 1-3% of the mass of the bisphenol A. The application of the cross-linking agent is not only beneficial to the high-efficiency development of high-water-content oil fields, but also the bisphenol A with low toxicity is used for replacing phenol to participate in the reaction in the synthesis process, so that the pollution to the environment in the synthesis and application processes of the cross-linking agent is reduced; the raw material cost is low, the synthesis process is simple, the synthetic cross-linking agent is convenient to use on site, the gelling effect is good, and the economic benefit is higher.
Description
Technical Field
The invention relates to the technical field of oilfield chemistry, in particular to an oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oilfield and a preparation method thereof.
Background
Most of domestic oil fields are insufficient in natural energy, and oil reservoirs are developed mostly by adopting water drive. Along with the increase of the water drive age, the heterogeneity of oil layers is stronger and stronger, and the water drive ineffectiveness is increased. Injecting polymer gel is one of the important measures commonly used in oil field to improve the heterogeneity of oil reservoir and raise oil recovery rate. The polymer gel crosslinking agent mainly comprises a metal ion crosslinking agent and an organic crosslinking agent. The metal ion crosslinking agent includes an aluminum ion crosslinking agent, a chromium ion crosslinking agent, a zirconium ion crosslinking agent and the like. The organic crosslinking agent is mainly phenolic resin crosslinking agent. Because the metal ion crosslinking agent is difficult to meet the requirements of oil field construction in the aspects of gelling time, gelling strength, environmental protection and the like, the application is less at present. The organic phenolic resin cross-linking agent has wide application in oil field because of adjustable gelatinizing time and gelatinizing strength.
The prior art discloses phenolic resins prepared by reacting phenol with aldehydes, and bisphenol A with aldehydes. The phenolic resin for improving the recovery ratio of the oil field is generally prepared by the reaction of phenol and aldehydes, the phenol with high toxicity is utilized in the synthesis process of the cross-linking agent, and the phenolic resin solution contains free phenol, so that certain environmental protection problems exist. The toxicity of the bisphenol A is greatly reduced compared with that of phenol, and the phenolic resin prepared by the reaction of the bisphenol A and aldehydes is commonly used for preparing polyimide flexible copper clad laminates and is not applied to the aspect of improving the recovery ratio of oil fields. The phenolic resin prepared by reacting bisphenol A and aldehydes in the prior art has low contents of first-order phenol hydroxyl phenol and second-order phenol, and the crosslinked polymer has the problems of low gel strength, poor temperature resistance and salt tolerance stability and the like.
Disclosure of Invention
The invention overcomes the defects in the prior art, and the prior phenolic resin cross-linking agent utilizes phenol in the synthesis process, and the cross-linking agent solution contains free phenol, so that the problem of environmental protection exists, and provides the oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of the oil field and the preparation method thereof, wherein the application of the cross-linking agent is not only beneficial to the high-efficiency development of the high-water-content oil field, but also the bisphenol A with low toxicity is used for replacing phenol to participate in the reaction in the synthesis process, so that the pollution to the environment in the synthesis and application processes of the cross-linking agent is reduced; the raw material cost is low, the synthesis process is simple, the synthetic cross-linking agent is convenient to use on site, the gelling effect is good, and the economic benefit is higher.
The purpose of the invention is realized by the following technical scheme.
An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field comprises bisphenol A, formaldehyde, a catalyst solution, an accelerant and a reinforcing agent, wherein the molar ratio of the bisphenol A to the formaldehyde is 1 (1-3), the dosage of the catalyst is 3-10% of the mass of the bisphenol A, the mass concentration of the catalyst solution is 4-7%, the dosage of the accelerant is 1-10% of the mass of the bisphenol A, and the dosage of the reinforcing agent is 1-3% of the mass of the bisphenol A.
The catalyst adopts a mixture of sodium hydroxide and barium hydroxide, and the molar ratio of the sodium hydroxide to the barium hydroxide is (2-3): 1.
The promoter is methanol, ethanol or isopropanol.
The reinforcing agent adopts thiourea, hexamethylenetetramine or sodium thiosulfate.
The content of hydroxymethyl in the oligomeric polyphenol resin crosslinking agent is 19.32-24.51%.
A preparation method of an oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field comprises the steps of adding a catalyst solution into a reaction container, uniformly mixing, heating to 40-45 ℃, wherein the mass percent of the catalyst solution is 4-7%, the adding amount of the catalyst is 3-10% of the mass of bisphenol A, adding an accelerator into the reaction container, the adding amount of the accelerator is 1-10% of the mass of bisphenol A, adding bisphenol A into the reaction container, uniformly mixing, heating to 50-70 ℃, then adding a reinforcing agent and formaldehyde, wherein the molar ratio of bisphenol A to formaldehyde is 1 (1-3), the adding amount of the reinforcing agent is 1-3% of the weight of bisphenol A, and reacting at 50-70 ℃ for 30-70min to obtain the oligomeric polyphenol resin cross-linking agent.
The catalyst adopts a mixture of sodium hydroxide and barium hydroxide, and the molar ratio of the sodium hydroxide to the barium hydroxide is (2-3): 1.
The promoter is methanol, ethanol or isopropanol.
The reinforcing agent adopts thiourea, hexamethylenetetramine or sodium thiosulfate.
The gel system formed by the oligomeric polyphenol resin cross-linking agent and the polymer can be stabilized for 90-100 days at 60-80 ℃ and 100000mg/L of mineralization degree, the gel forming time of the gel system is 0.5-5 days (measured by a GSC code method), and the gel forming strength of the gel system is 10000-60000mPa & s.
The invention has the beneficial effects that: the cross-linking agent is liquid, has high solubility, can be dissolved in water quickly, has small pungent smell, and is safe and convenient to use on site; the cross-linking agent has the advantages of adjustable gelling time and gelling strength, and can be used for technologies of oil displacement, profile control, water shutoff and the like in oilfield production increasing measures; the gel system formed by the cross-linking agent and the polymer can be stabilized for more than 90 days at the temperature of 60-80 ℃ and the mineralization degree of 100000 mg/L; the cross-linking agent is not only beneficial to oil increasing and water reducing development of oil fields, but also can eliminate the problem of phenol pollution in the synthesis and application processes, reduce the toxicity of the cross-linking agent and reduce the harm to the environment; the cross-linking agent has simple preparation process, low raw material cost, good oil increasing and water reducing effects and higher economic benefit.
Detailed Description
The technical solution of the present invention is further illustrated by the following specific examples.
Example 1
An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is prepared from the following raw materials: bisphenol A, 37% formaldehyde solution, sodium hydroxide, barium hydroxide, an accelerator, an enhancer and distilled water.
The preparation method comprises the following steps:
fixing a 250mL three-neck flask arranged on a magnetic stirring electric heating jacket on a bracket, installing a thermometer and a reflux condenser, starting magnetic stirring, adding 3.02g of sodium hydroxide and barium hydroxide (molar ratio is 2:1) into the three-neck flask, adding 46.91g of distilled water, heating to 41 ℃ after the sodium hydroxide is completely dissolved, adding 1.59g of accelerator, adding 35.19g of bisphenol A into the flask, continuously stirring and heating to 70 ℃, adding 0.98g of reinforcing agent and 24.03g of formaldehyde solution, reacting at constant temperature for 30min, and cooling to obtain the liquid cross-linking agent A1.
Example 2
An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is prepared from the following raw materials: bisphenol A, 37% formaldehyde solution, sodium hydroxide, barium hydroxide, an accelerator, an enhancer and distilled water.
The preparation method comprises the following steps:
fixing a 250mL three-neck flask arranged on a magnetic stirring electric heating jacket on a bracket, installing a thermometer and a reflux condenser, starting magnetic stirring, adding 3.02g of sodium hydroxide and barium hydroxide (molar ratio is 2:1) into the three-neck flask, adding 46.91g of distilled water, heating to 41 ℃ after the sodium hydroxide is completely dissolved, adding 1.59g of accelerator, adding 35.19g of bisphenol A into the flask, continuously stirring and heating to 70 ℃, adding 0.98g of reinforcing agent and 23.13g of formaldehyde solution, reacting at constant temperature for 60min, and cooling to obtain the liquid cross-linking agent A2.
Example 3
An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is prepared from the following raw materials: bisphenol A, 37% formaldehyde solution, sodium hydroxide, barium hydroxide, an accelerator, an enhancer and distilled water.
The preparation method comprises the following steps:
fixing a 250mL three-mouth flask arranged on a magnetic stirring electric heating jacket on a bracket, installing a thermometer and a reflux condenser, starting magnetic stirring, adding 3.02g of sodium hydroxide and barium hydroxide (molar ratio is 2.5:1) into the three-mouth flask, adding 46.91g of distilled water, heating to 41 ℃ after the sodium hydroxide is completely dissolved, adding 1.59g of accelerator, adding 35.19g of bisphenol A into the flask, continuously stirring and heating to 70 ℃, adding 0.98g of reinforcing agent and 20.23g of formaldehyde solution, reacting at constant temperature for 30min, and cooling to obtain the liquid crosslinking agent A3.
Example 4
An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is prepared from the following raw materials: bisphenol A, 37% formaldehyde solution, sodium hydroxide, an accelerator, an enhancer and distilled water.
The preparation method comprises the following steps:
fixing a 250mL three-mouth flask arranged on a magnetic stirring electric heating jacket on a bracket, installing a thermometer and a reflux condenser, starting magnetic stirring, adding 2.14g of sodium hydroxide and barium hydroxide (molar ratio is 2:1) into the three-mouth flask, adding 51.54g of distilled water, heating to 41 ℃ after the sodium hydroxide is completely dissolved, adding 3.27g of accelerator, heating to 41 ℃, adding 40.52g of bisphenol A into the flask, continuously stirring and heating to 70 ℃, adding 0.98g of reinforcing agent and 40.43g of formaldehyde solution, reacting at constant temperature for 60min, and cooling to obtain liquid crosslinking agent A4.
The prepared cross-linking agent is subjected to evaluation test:
method of measuring viscosity (i.e., measurement of gel formation Strength of gel System formed by oligomeric Polyphenol resin crosslinking agent and Polymer)
The crosslinker viscosity was measured using a Brookfield viscometer, USA, with a 0# spindle at 6rpm and 20 ℃.
The results of the crosslinker experiments obtained in examples 1-4 were compared to those of the conventional phenolic resin crosslinker B1 crosslinked polymer. The conventional phenolic resin cross-linking agent is from Shida oil clothing company, and the recommended concentration is 0.4-0.8%; the polymer for experiment is sulfonate anionic polymer, is sourced from Beijing Hengji company, and has recommended concentration of 0.2-0.5%; the experimental water is NaCl saline, the degree of mineralization is 100000mg/L, the experimental temperature is 70 ℃, and the experimental data is shown in Table 1:
TABLE 1 gelling experiment of crosslinkers and polymers
As can be seen from Table 1, the cross-linking performance of the oligomeric polyphenol resin cross-linking agent is equivalent to that of the conventional phenolic resin, but the novel cross-linking agent has higher safety and wide market application prospect because bisphenol A is adopted to replace phenol in the synthesis process.
The invention has been described in an illustrative manner, and it is to be understood that any simple variations, modifications or other equivalent changes which can be made by one skilled in the art without departing from the spirit of the invention fall within the scope of the invention.
Claims (10)
1. An oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is characterized in that: the catalyst comprises bisphenol A, formaldehyde, a catalyst solution, an accelerant and a reinforcing agent, wherein the molar ratio of the bisphenol A to the formaldehyde is 1 (1-3), the dosage of the catalyst is 3-10% of the mass of the bisphenol A, the mass concentration of the catalyst solution is 4-7%, the dosage of the accelerant is 1-10% of the mass of the bisphenol A, and the dosage of the reinforcing agent is 1-3% of the mass of the bisphenol A.
2. The oligomeric polyphenolic resin crosslinking agent for enhanced oil recovery in oil fields according to claim 1, wherein: the catalyst adopts a mixture of sodium hydroxide and barium hydroxide, and the molar ratio of the sodium hydroxide to the barium hydroxide is (2-3): 1.
3. The oligomeric polyphenolic resin crosslinking agent for enhanced oil recovery in oil fields according to claim 1, wherein: the promoter is methanol, ethanol or isopropanol.
4. The oligomeric polyphenolic resin crosslinking agent for enhanced oil recovery in oil fields according to claim 1, wherein: the reinforcing agent adopts thiourea, hexamethylenetetramine or sodium thiosulfate.
5. The oligomeric polyphenolic resin crosslinking agent for enhanced oil recovery in oil fields according to claim 1, wherein: the content of hydroxymethyl in the oligomeric polyphenol resin crosslinking agent is 19.32-24.51%.
6. A preparation method of an oligomeric polyphenol resin cross-linking agent for improving the recovery ratio of an oil field is characterized by comprising the following steps: adding a catalyst solution into a reaction vessel, uniformly mixing, heating to 40-45 ℃, wherein the mass percent of the catalyst solution is 4-7%, the adding amount of the catalyst is 3-10% of the mass of the bisphenol A, adding an accelerator into the reaction vessel, the adding amount of the accelerator is 1-10% of the mass of the bisphenol A, adding the bisphenol A into the reaction vessel, uniformly mixing, heating to 50-70 ℃, then adding a reinforcing agent and formaldehyde, wherein the molar ratio of the bisphenol A to the formaldehyde is 1 (1-3), the adding amount of the reinforcing agent is 1-3% of the weight of the bisphenol A, and reacting at 50-70 ℃ for 30-70min to obtain the polyphenol resin cross-linking agent.
7. The method of claim 6, wherein the cross-linking agent is selected from the group consisting of: the catalyst adopts a mixture of sodium hydroxide and barium hydroxide, and the molar ratio of the sodium hydroxide to the barium hydroxide is (2-3): 1.
8. The method of claim 6, wherein the cross-linking agent is selected from the group consisting of: the promoter is methanol, ethanol or isopropanol.
9. The method of claim 6, wherein the cross-linking agent is selected from the group consisting of: the reinforcing agent adopts thiourea, hexamethylenetetramine or sodium thiosulfate.
10. The use of the oligomeric polyphenolic resin crosslinking agent for enhanced oil recovery in oil fields according to any one of claims 1 to 5 for the preparation of crosslinked polymer gels, characterized in that: the gel system formed by the oligomeric polyphenol resin cross-linking agent and the polymer can be stabilized for 90-100 days at 60-80 ℃ and 100000mg/L of mineralization degree, the gel forming time of the gel system is 0.5-5 days, and the gel forming strength of the gel system is 10000-60000mPa & s.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114588942A (en) * | 2022-02-25 | 2022-06-07 | 呼和浩特市联合鼎盛固体废物处理有限公司 | Solar hydrogen production method |
| CN116656172A (en) * | 2023-06-21 | 2023-08-29 | 雅昌文化(集团)有限公司 | High-adhesiveness fragrant ink and preparation and printing methods thereof |
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| CN101381440A (en) * | 2007-09-04 | 2009-03-11 | 中国石油天然气股份有限公司 | Preparation method of polyacrylamide phenolic resin crosslinking agent for improving oilfield recovery |
| CN109735315A (en) * | 2018-12-22 | 2019-05-10 | 东营方立化工有限公司 | A kind of environment-friendly type oil recovery delay crosslinking profile control agent and preparation method and purposes |
| CN110317591A (en) * | 2019-06-05 | 2019-10-11 | 大庆油田有限责任公司 | A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof |
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2020
- 2020-01-20 CN CN202010065589.9A patent/CN113136195A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4964461A (en) * | 1989-11-03 | 1990-10-23 | Mobil Oil Corporation | Programmed gelation of polymers using melamine resins |
| CN101381440A (en) * | 2007-09-04 | 2009-03-11 | 中国石油天然气股份有限公司 | Preparation method of polyacrylamide phenolic resin crosslinking agent for improving oilfield recovery |
| CN109735315A (en) * | 2018-12-22 | 2019-05-10 | 东营方立化工有限公司 | A kind of environment-friendly type oil recovery delay crosslinking profile control agent and preparation method and purposes |
| CN110317591A (en) * | 2019-06-05 | 2019-10-11 | 大庆油田有限责任公司 | A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114588942A (en) * | 2022-02-25 | 2022-06-07 | 呼和浩特市联合鼎盛固体废物处理有限公司 | Solar hydrogen production method |
| CN114588942B (en) * | 2022-02-25 | 2023-10-13 | 呼和浩特市联合鼎盛固体废物处理有限公司 | Method for producing hydrogen by solar energy |
| CN116656172A (en) * | 2023-06-21 | 2023-08-29 | 雅昌文化(集团)有限公司 | High-adhesiveness fragrant ink and preparation and printing methods thereof |
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