CN111909671A - Preparation method and application of phenolic resin cross-linking agent - Google Patents
Preparation method and application of phenolic resin cross-linking agent Download PDFInfo
- Publication number
- CN111909671A CN111909671A CN202010819914.6A CN202010819914A CN111909671A CN 111909671 A CN111909671 A CN 111909671A CN 202010819914 A CN202010819914 A CN 202010819914A CN 111909671 A CN111909671 A CN 111909671A
- Authority
- CN
- China
- Prior art keywords
- parts
- phenolic resin
- phenol
- aldehyde
- water
- 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
- C09K8/50—Compositions for plastering borehole walls, i.e. compositions for temporary consolidation of borehole walls
- C09K8/504—Compositions based on water or polar solvents
- C09K8/506—Compositions based on water or polar solvents containing organic compounds
- C09K8/508—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/512—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
-
- 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
- C08G8/10—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenol
-
- 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
- C09K8/50—Compositions for plastering borehole walls, i.e. compositions for temporary consolidation of borehole walls
- C09K8/504—Compositions based on water or polar solvents
- C09K8/506—Compositions based on water or polar solvents containing organic compounds
- C09K8/508—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/5083—Compositions based on water or polar solvents containing organic compounds macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C09K8/50—Compositions for plastering borehole walls, i.e. compositions for temporary consolidation of borehole walls
- C09K8/504—Compositions based on water or polar solvents
- C09K8/506—Compositions based on water or polar solvents containing organic compounds
- C09K8/508—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/5086—Compositions based on water or polar solvents containing organic compounds macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention discloses a phenolic resin cross-linking agent which comprises, by weight, 30-90 parts of aldehyde, 30-80 parts of phenol and 1-3 parts of a catalyst. A preparation method of a phenolic resin cross-linking agent comprises the following steps: adding 30-90 parts of aldehyde, 30-80 parts of phenol and 1-30 parts of water into a flask, stirring and heating to dissolve the aldehyde, the phenol and the water, and uniformly mixing; adding 1-3 parts of catalyst into a flask for reaction at 40-80 ℃; and cooling, and regulating the pH value by using a pH regulator to obtain the phenolic resin crosslinking agent. The method has the characteristics of low polymer use concentration, low base fluid viscosity, continuously adjustable gelling time, wider adjustable range and the like, and can meet the technical requirements of deep profile control and water shutoff in an oil reservoir environment at the temperature of 30-120 ℃.
Description
Technical Field
The invention relates to the technical field of profile control and water shutoff in oil exploitation, in particular to a preparation method and application of a phenolic resin cross-linking agent.
Background
At present, the polymer which is widely applied to profile control and water shutoff is hydrolyzed polyacrylamide, and the used crosslinking agents comprise aldehydes, resins, polyvalent metal ions and the like. The aldehyde and resin crosslinking agents are difficult to gel or have long gelling time at the temperature of lower than 30 ℃ generally, and the gel strength formed by low polymer concentration is not high; the metal ion plugging agent has a wider gelling temperature range and high gel strength, but has short gelling time and poorer operability. Therefore, it is necessary to research and develop a profile control water shutoff agent with wider gelling temperature range and low polymer use concentration.
Disclosure of Invention
In view of the above-mentioned drawbacks and deficiencies of the prior art, it would be desirable to provide a method for preparing a phenolic resin crosslinking agent and its application, which has a wider gelling temperature range and a low polymer use concentration.
According to the technical scheme provided by the embodiment of the application, the phenolic resin cross-linking agent comprises the following components, by weight, 30-90 parts of aldehyde, 30-80 parts of phenol and 1-3 parts of a catalyst.
The invention comprises the following components in parts by weight: 30-90 parts of aldehyde, 30-80 parts of phenol, 1-3 parts of catalyst, 1-30 parts of water and a pH regulator.
In the invention, the aldehyde is one or a mixture of formaldehyde and paraformaldehyde.
In the invention, the phenol is one or a mixture of phenol and bisphenol A.
In the invention, the catalyst is one or a mixture of more of sodium hydroxide, potassium hydroxide, sodium carbonate and barium hydroxide.
In the invention, the pH regulator is one or a mixture of acetic acid and citric acid.
A preparation method of a phenolic resin cross-linking agent comprises the following steps:
1) adding 30-90 parts of aldehyde, 30-80 parts of phenol and 1-30 parts of water into a flask, stirring and heating to dissolve the aldehyde, the phenol and the water, and uniformly mixing;
2) adding 1-3 parts of catalyst into a flask for reaction at 40-80 ℃;
3) and cooling, and regulating the pH value by using a pH regulator to obtain the phenolic resin crosslinking agent.
The invention provides application in a profile control water shutoff agent system.
To sum up, the beneficial effect of this application: the method has the characteristics of low polymer use concentration, low base fluid viscosity, continuously adjustable gelling time, wider adjustable range and the like, and can meet the technical requirements of deep profile control and water shutoff in an oil reservoir environment at the temperature of 30-120 ℃.
Detailed Description
The present application will be described in further detail with reference to examples. It is to be understood that the specific embodiments described herein are merely illustrative of the relevant invention and not restrictive of the invention.
It should be noted that the embodiments and features of the embodiments in the present application may be combined with each other without conflict. The present application will be described in detail with reference to the following examples.
Example 1
(1) Preparing phenolic resin: 60 parts of aldehyde, 20 parts of phenol, 2 parts of catalyst, 18 parts of water and a pH regulator, wherein the synthesis temperature is 40 ℃.
(2) Preparing a profile control agent: 0.12-0.2% of polyacrylamide, 0.2-0.3% of phenolic resin cross-linking agent, 0.2-0.3% of adhesion promoter and the balance of water.
(3) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 30 ℃ for 2 days, and measuring the viscosity of the crosslinked solution to be 1200mpa & s; the viscosity after crosslinking was 750 mPa.s measured over 30 days.
(4) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 70 ℃ for 2 days, and measuring the viscosity of the crosslinked material to be 1800mpa & s; after 30 days, the viscosity after crosslinking was determined to be 1240 mpa.s.
(5) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at a constant temperature of 120 ℃ for 2 days, and measuring the viscosity of the crosslinked material to be 2500mpa & s; the viscosity after crosslinking was 1300 mpa.s measured 30 days.
Example 2
(1) Preparing phenolic resin: 70 parts of aldehyde, 26 parts of phenol, 1.5 parts of catalyst, 2.5 parts of water and a pH regulator, wherein the synthesis temperature is 60 ℃.
(2) Preparing a profile control agent: 0.12-0.2% of polyacrylamide, 0.2-0.3% of phenolic resin cross-linking agent, 0.2-0.3% of adhesion promoter and the balance of water.
(3) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 30 ℃ for 2 days, and measuring the viscosity after crosslinking to be 1240mpa & s; the viscosity after crosslinking was determined at 30 days to be 745mPa · s.
(4) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 70 ℃ for 2 days, and measuring the viscosity of the crosslinked solution to be 2000mpa & s; the viscosity after crosslinking was 1400 mPas measured over 30 days.
(5) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at constant temperature of 120 ℃ for 2 days, and measuring the viscosity after crosslinking to 2600mpa & s; the viscosity after crosslinking was 1500 mPa.s measured 30 days.
Example 3
(1) Preparing phenolic resin: 35 parts of aldehyde, 35 parts of phenol, 3 parts of catalyst, 27 parts of water and a pH regulator, wherein the synthesis temperature is 80 ℃.
(2) Preparing a profile control agent: 0.12-0.2% of polyacrylamide, 0.2-0.3% of phenolic resin cross-linking agent, 0.2-0.3% of adhesion promoter and the balance of water.
(3) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 30 ℃ for 2 days, and measuring the viscosity of the crosslinked material to be 1280mpa & s; the viscosity after crosslinking was determined at 760 mPa.s over 30 days.
(4) Pouring 100mL of the profile control solution in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 70 ℃ for 2 days, and measuring the viscosity of the crosslinked solution to 2180mpa & s; the viscosity after crosslinking was 1300 mpa.s measured 30 days.
(5) Pouring 100mL of the profile control solution obtained in the step (2) into a sealed storage tank, placing the tank in an oven, maintaining the tank at the constant temperature of 120 ℃ for 2 days, and measuring the viscosity of the crosslinked solution to be 2800mpa & s; the viscosity after crosslinking was measured at 1570 mPa.s over 30 days.
The foregoing description is only exemplary of the preferred embodiments of the application and is provided for the purpose of illustrating the general principles of the technology and the like. Meanwhile, the scope of the invention according to the present application is not limited to the technical solutions in which the above-described technical features are combined in a specific manner, and also covers other technical solutions in which the above-described technical features or their equivalent are combined arbitrarily without departing from the inventive concept described above. For example, the above features may be replaced with (but not limited to) features having similar functions disclosed in the present application.
Claims (8)
1. A phenolic resin cross-linking agent is characterized in that: comprises the following components, by weight, 30-90 parts of aldehyde, 30-80 parts of phenol and 1-3 parts of catalyst.
2. The phenolic resin crosslinking agent of claim 1, wherein: comprises the following components in parts by weight: 30-90 parts of aldehyde, 30-80 parts of phenol, 1-3 parts of catalyst, 1-30 parts of water and a pH regulator.
3. The phenolic resin crosslinking agent of claim 1, wherein: the aldehyde is one or a mixture of formaldehyde and paraformaldehyde.
4. The phenolic resin crosslinking agent of claim 1, wherein: the phenol is one or a mixture of phenol and bisphenol A.
5. The phenolic resin crosslinking agent of claim 1, wherein: the catalyst is one or a mixture of more of sodium hydroxide, potassium hydroxide, sodium carbonate and barium hydroxide.
6. The phenolic resin crosslinking agent of claim 1, wherein: the pH regulator is one or a mixture of acetic acid and citric acid.
7. A preparation method of a phenolic resin cross-linking agent is characterized by comprising the following steps: the method comprises the following steps:
1) adding 30-90 parts of aldehyde, 30-80 parts of phenol and 1-30 parts of water into a flask, stirring and heating to dissolve the aldehyde, the phenol and the water, and uniformly mixing;
2) adding 1-3 parts of catalyst into a flask for reaction at 40-80 ℃;
3) and cooling, and regulating the pH value by using a pH regulator to obtain the phenolic resin crosslinking agent.
8. Use of the phenolic resin crosslinking agent of any one of claims 1 to 6 or the phenolic resin crosslinking agent obtained by the preparation method of claim 7 in a profile control and water shutoff agent system.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202010819914.6A CN111909671A (en) | 2020-08-14 | 2020-08-14 | Preparation method and application of phenolic resin cross-linking agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202010819914.6A CN111909671A (en) | 2020-08-14 | 2020-08-14 | Preparation method and application of phenolic resin cross-linking agent |
Publications (1)
Publication Number | Publication Date |
---|---|
CN111909671A true CN111909671A (en) | 2020-11-10 |
Family
ID=73284053
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202010819914.6A Pending CN111909671A (en) | 2020-08-14 | 2020-08-14 | Preparation method and application of phenolic resin cross-linking agent |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN111909671A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
CN102559159A (en) * | 2011-12-14 | 2012-07-11 | 中国石油天然气股份有限公司 | High-temperature resistant phenolic resin weak gel profile control plugging agent |
CN102994026A (en) * | 2011-09-15 | 2013-03-27 | 吕燕 | Binder |
CN103641798A (en) * | 2013-12-06 | 2014-03-19 | 中国石油大学(华东) | Crosslinking agent and preparation method of crosslinking controllable high-temperature-resistant gel |
CN108484851A (en) * | 2018-03-26 | 2018-09-04 | 中国石油化工股份有限公司 | Water soluble phenol resin prepolymer and preparation method thereof and Analytical Method of Polymerization Degree |
CN109777384A (en) * | 2018-12-21 | 2019-05-21 | 陕西长兴石油科技有限公司 | A kind of compound resin water shutoff material and preparation method thereof |
-
2020
- 2020-08-14 CN CN202010819914.6A patent/CN111909671A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
CN102994026A (en) * | 2011-09-15 | 2013-03-27 | 吕燕 | Binder |
CN102559159A (en) * | 2011-12-14 | 2012-07-11 | 中国石油天然气股份有限公司 | High-temperature resistant phenolic resin weak gel profile control plugging agent |
CN103641798A (en) * | 2013-12-06 | 2014-03-19 | 中国石油大学(华东) | Crosslinking agent and preparation method of crosslinking controllable high-temperature-resistant gel |
CN108484851A (en) * | 2018-03-26 | 2018-09-04 | 中国石油化工股份有限公司 | Water soluble phenol resin prepolymer and preparation method thereof and Analytical Method of Polymerization Degree |
CN109777384A (en) * | 2018-12-21 | 2019-05-21 | 陕西长兴石油科技有限公司 | A kind of compound resin water shutoff material and preparation method thereof |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN105860946A (en) | Profile control and water plugging system with controllable low temperature gelatinizing and preparation method thereof, and profile control and water plugging method | |
CN110387222B (en) | Porous gel plugging agent, preparation method and application thereof | |
CA1240440A (en) | Curable compositions | |
TW201700703A (en) | Sealing mass based on mercaptoterminated basis polymer/epoxid compound and process to harden by means of a photolatent catalyst | |
CN111909671A (en) | Preparation method and application of phenolic resin cross-linking agent | |
CN105377939A (en) | Epoxide resin composition for fiber-matrix semifinished products | |
CN107418372B (en) | Permeable water-based epoxy waterproof coating and preparation method thereof | |
CN109705373A (en) | A kind of high-intensitive three network aqueous gel and preparation method thereof | |
Neuser et al. | Fracture toughness healing in epoxy containing both epoxy and amine loaded capsules | |
CN106317352A (en) | Crosslinking agent and preparation method and application thereof | |
CN107057667B (en) | Modified phenolic crosslinking agent and preparation method and application thereof | |
CN107903365B (en) | Urea phenolic resin cross-linking agent and synthesis method thereof | |
CN114560996B (en) | Degradable biological epoxy resin prepared by tannic acid curing and high Wen Dulou application thereof | |
US2614096A (en) | Condensation products of phenol, formaldehyde, and unsubstituted mononuclear dihydric phenols | |
CN110790959A (en) | Water-soluble phenolic resin crosslinking agent low-temperature rapid gelling and crosslinking promoting agent and preparation method and application thereof | |
US4544432A (en) | Method of bonding phosphated steel surfaces electrodeposited with a primer | |
CN112094629B (en) | Plugging agent suitable for fractured oil reservoir | |
CN115947930A (en) | Water-based cationic epoxy curing agent and preparation method thereof | |
CN112442345B (en) | Anti-dilution hydrogel control system and preparation method and application thereof | |
GB1429076A (en) | Process for coating substrates with high molecular weight epoxy resins | |
CN114437688B (en) | Plugging agent raw material composition, polymer gel plugging agent, preparation method and application of polymer gel plugging agent and oil reservoir exploitation method | |
CN107365573A (en) | A kind of preparation method and application of middle low-temperature environment-friendly crosslinking agent | |
CN114456784B (en) | Long-storage phenolic resin crosslinking agent and high-temperature high-salt gel prepared by using same | |
CN102070757A (en) | Preparation method of water-dispersed phenolic resin | |
CN108003276B (en) | Polymer with water shutoff profile control performance and preparation method 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 | ||
RJ01 | Rejection of invention patent application after publication | ||
RJ01 | Rejection of invention patent application after publication |
Application publication date: 20201110 |