CN110317591A - A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof - Google Patents
A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof Download PDFInfo
- Publication number
- CN110317591A CN110317591A CN201910485779.3A CN201910485779A CN110317591A CN 110317591 A CN110317591 A CN 110317591A CN 201910485779 A CN201910485779 A CN 201910485779A CN 110317591 A CN110317591 A CN 110317591A
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- CN
- China
- Prior art keywords
- profile control
- cardanol
- control agent
- aldehyde resin
- preparation
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 20
- 229920000642 polymer Polymers 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000012744 reinforcing agent Substances 0.000 claims abstract description 10
- 229920003023 plastic Polymers 0.000 claims abstract description 6
- 229920002401 polyacrylamide Polymers 0.000 claims description 8
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 7
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 6
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 6
- 229960004011 methenamine Drugs 0.000 claims description 6
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 5
- VBIXEXWLHSRNKB-UHFFFAOYSA-N ammonium oxalate Chemical compound [NH4+].[NH4+].[O-]C(=O)C([O-])=O VBIXEXWLHSRNKB-UHFFFAOYSA-N 0.000 claims description 5
- 239000003708 ampul Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
- 239000011259 mixed solution Substances 0.000 claims description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract description 7
- 239000005011 phenolic resin Substances 0.000 abstract description 7
- 229920001568 phenolic resin Polymers 0.000 abstract description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 3
- 238000000034 method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 244000226021 Anacardium occidentale Species 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 235000020226 cashew nut Nutrition 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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
- C09K8/5083—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
-
- 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
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to technical field of oil production engineering, more particularly to a kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof.Present invention mainly solves the phenolic resin crosslinking agent used in gel profile control agent, raw material phenol is serious to human body and environmental hazard in synthesis process, and its resource provisioning is nervous, problem at high price.The present invention is composed of the following components by the weight percentage: 0.2%~0.4% polymer, 0.2%~0.3% crosslinking agent, 0.05%~0.1% slow reinforcing agent, 0.05%~0.1% promotor, surplus are water.Crosslinking agent used by profile control agent of the present invention is water-soluble cardanol-aldehyde resin, is to be synthesized by anacardol with paraformaldehyde.The present invention has many advantages, such as that plastic effect is good, pollutes small, at low cost, application value with higher.
Description
Technical field
The present invention relates to technical field of oil production engineering, in particular to a kind of cardanol-aldehyde resin gel profile control agent and its preparation
Method.
Background technique
Gel profile control agent is the most commonly used a kind of profile control agent in current oil field, wherein used crosslinking agent has been broadly divided into
Machine and inorganic and compound crosslinking agent, phenolic resin are wherein relatively conventional organic crosslinking agents, pass through methylol and poly- third
Acrylamide crosslinks and generates gel, the performance characteristics high with gelling strength, thermal stability is good.Phenolic resin is by poly first
Aldehyde and phenol under the action of catalyst, are synthesized by polycondensation reaction.But raw material phenol is more toxic, to preparation process and waste
There is larger pollution in discharge, and with a large amount of consumption of oil and coal resource, the price of phenol is constantly soaring, it is tight to supply
?.And anacardol, as the agricultural by product in cashew nut process, performance is similar to phenol, and because of cheap, source
Extensively, environmentally protective to cause common concern.Cashew nut phenolic resin is also rapidly developed, and coating and adhesive are mainly used for
Preparation, the application as crosslinking agent in gel profile control agent are rarely reported.
Summary of the invention
It is water-soluble cardanol-aldehyde resin the object of the present invention is to provide crosslinking agent, by anacardol substitution part phenol and more
Polyformaldehyde reaction synthesis, has low cost, a kind of cardanol-aldehyde resin gel profile control agent of low pollution and preparation method thereof.
To achieve the above object, the invention adopts the following technical scheme: a kind of cardanol-aldehyde resin gel profile control agent is by weight
Amount percentage be made of following ingredients: 0.2%~0.4% polymer, 0.2%~0.3% crosslinking agent, 0.05%~0.1% slow reinforcing agent,
0.05%~0.1% promotor, surplus are water；
Preparation method are as follows:
(1) first 0.2%~0.4% polymer of total weight is added in the blender equipped with water, is uniformly dispersed, under normal temperature condition sufficiently
Stirring 2.5 hours, the aqueous solutions of polymers after being cured；
(2) 0.2%~0.3% crosslinking agent, 0.05%~0.1% slow reinforcing agent are sequentially added, 0.05%~0.1% promotor continues to stir
It mixes 30 minutes, is uniformly mixed it；
(3) mixed solution obtained is poured into ampoule bottle and is sealed, is placed in 70~80 DEG C of baking ovens, institute is obtained after its plastic
The gel profile control agent stated.
The polymer is partially hydrolyzed polyacrylamide (PHPA), and molecular weight is 1600~19,000,000, degree of hydrolysis 25%.
The crosslinking agent is water-soluble cardanol-aldehyde resin.
The slow reinforcing agent is the combination of one or both of thiocarbamide, methenamine.
The promotor be between one or both of amino-phenol, ammonium oxalate combination.
Compared with the prior art the present invention has the advantages that
The polymer gel of cardanol-aldehyde resin crosslinking provided by the invention, crosslinking agent use water-soluble cardanol-aldehyde resin, with
Simple phenolic resin is compared as the polymer gel of crosslinking agent, and the plastic effect of the two is substantially suitable, but inventive gel has
The advantage for having raw material sources extensive, low in cost, environmentally protective.
Specific embodiment: below with reference to embodiment, the invention will be further described: a kind of cardanol-aldehyde resin gel
Profile control agent is composed of the following components by the weight percentage: 0.2%~0.4% polymer, 0.2%~0.3% crosslinking agent, 0.05%~
0.1% slow reinforcing agent, 0.05%~0.1% promotor, surplus are water；
Preparation method are as follows:
(1) first 0.2%~0.4% polymer of total weight is added in the blender equipped with water, is uniformly dispersed, under normal temperature condition sufficiently
Stirring 2.5 hours, the aqueous solutions of polymers after being cured；
(2) 0.2%~0.3% crosslinking agent, 0.05%~0.1% slow reinforcing agent are sequentially added, 0.05%~0.1% promotor continues to stir
It mixes 30 minutes, is uniformly mixed it；
(3) mixed solution obtained is poured into ampoule bottle and is sealed, is placed in 70~80 DEG C of baking ovens, institute is obtained after its plastic
The gel profile control agent stated.
The polymer is partially hydrolyzed polyacrylamide (PHPA), and molecular weight is 1600~19,000,000, degree of hydrolysis 25%.
The crosslinking agent is water-soluble cardanol-aldehyde resin.
The slow reinforcing agent is the combination of one or both of thiocarbamide, methenamine.
The promotor be between one or both of amino-phenol, ammonium oxalate combination.
Embodiment 1, inventive gel profile control agent is composed of the following components by the weight percentage in the present embodiment:
Partially hydrolyzed polyacrylamide (PHPA): 0.2%；
Water-soluble cardanol-aldehyde resin: 0.25%；
Methenamine: 0.05%；
Ammonium oxalate: 0.1%；
Surplus is water；
Specific preparation method are as follows:
(1) 0.4g partially hydrolyzed polyacrylamide (PHPA) is dispersed and is dissolved in 200mL water, stirred 2.5 hours, cure it sufficiently,
Obtain the aqueous solution of partially hydrolyzed polyacrylamide (PHPA)；
(2) 0.5g water solubility cardanol-aldehyde resin, 0.1g methenamine are sequentially added in the above solution, and 0.2g ammonium oxalate stirs
It mixes 30 minutes, it is made to be uniformly mixed and sufficiently dissolve to get profile control agent of the present invention is arrived.
Embodiment 2, inventive gel profile control agent is composed of the following components by the weight percentage in the present embodiment:
Partially hydrolyzed polyacrylamide (PHPA): 0.3%；
Water-soluble cardanol-aldehyde resin: 0.2%；
Thiocarbamide: 0.1%；
Between amino-phenol: 0.05%；
Surplus is water；
Preparation method is the same as embodiment 1.
Embodiment 3, inventive gel profile control agent is composed of the following components by the weight percentage in the present embodiment:
Partially hydrolyzed polyacrylamide (PHPA): 0.4%；
Water-soluble cardanol-aldehyde resin: 0.3%；
Methenamine: 0.1%；
Between amino-phenol: 0.1%；
Surplus is water；
Preparation method is the same as embodiment 1.
Embodiment 4, profile control agent gel-forming property evaluation experimental.
Gel profile control agent is prepared by the proportion in Examples 1 to 3, while crosslinking agent is done using phenolic resin, by embodiment 3
Proportion prepares profile control agent, and prepared profile control agent sample is sealed in ampoule bottle, is placed in 75 DEG C of baking ovens, observation plastic effect
Fruit takes out an ampoule bottle respectively and smashes as aging 1d, 8d, 20d, 40d, utilizes the viscous of cloth viscosity measurement wherein colloid
Degree, the results are shown in Table 1.
The results showed that profile control agent of the present invention is at 75 DEG C of temperature, 20d, gelling strength reaches peak value, is greater than at adhesiveness
12000mPas reaches profile control to gelling strength requirement.Compared with the gel profile control agent of phenolic resin crosslinking, profile control of the present invention
The gel-forming property of agent is substantially suitable with it, and cost reduces by 29.3%.
1 gel profile control agent gel-forming property test result of table
Claims (5)
1. a kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof, it is characterised in that: a kind of cardanol-aldehyde resin gel
Profile control agent is composed of the following components by the weight percentage: 0.2%~0.4% polymer, 0.2%~0.3% crosslinking agent, 0.05%~
0.1% slow reinforcing agent, 0.05%~0.1% promotor, surplus are water；
Preparation method are as follows:
(1) first 0.2%~0.4% polymer of total weight is added in the blender equipped with water, is uniformly dispersed, under normal temperature condition sufficiently
Stirring 2.5 hours, the aqueous solutions of polymers after being cured；
(2) 0.2%~0.3% crosslinking agent, 0.05%~0.1% slow reinforcing agent are sequentially added, 0.05%~0.1% promotor continues to stir
It mixes 30 minutes, is uniformly mixed it；
(3) mixed solution obtained is poured into ampoule bottle and is sealed, is placed in 70~80 DEG C of baking ovens, institute is obtained after its plastic
The gel profile control agent stated.
2. a kind of cardanol-aldehyde resin gel profile control agent according to claim 1 and preparation method thereof, it is characterised in that: institute
The polymer stated is partially hydrolyzed polyacrylamide (PHPA), and molecular weight is 1600~19,000,000, degree of hydrolysis 25%.
3. a kind of cardanol-aldehyde resin gel profile control agent according to claim 1 and preparation method thereof, it is characterised in that: institute
The crosslinking agent stated is water-soluble cardanol-aldehyde resin.
4. a kind of cardanol-aldehyde resin gel profile control agent according to claim 1 and preparation method thereof, it is characterised in that: institute
The slow reinforcing agent stated is the combination of one or both of thiocarbamide, methenamine.
5. a kind of cardanol-aldehyde resin gel profile control agent according to claim 1 and preparation method thereof, it is characterised in that: institute
The promotor stated be between one or both of amino-phenol, ammonium oxalate combination.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910485779.3A CN110317591A (en) | 2019-06-05 | 2019-06-05 | A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910485779.3A CN110317591A (en) | 2019-06-05 | 2019-06-05 | A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110317591A true CN110317591A (en) | 2019-10-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910485779.3A Pending CN110317591A (en) | 2019-06-05 | 2019-06-05 | A kind of cardanol-aldehyde resin gel profile control agent and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113136195A (en) * | 2020-01-20 | 2021-07-20 | 中国海洋石油集团有限公司 | Oligomeric polyphenol resin cross-linking agent for improving recovery ratio of oil field and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 water plugging agent |
| CN104194754A (en) * | 2014-08-29 | 2014-12-10 | 荆州市大地石油科技有限责任公司 | Temperature-resistant salt-resistant HPAM/Cr<3+>/phenolic aldehyde compound crosslinked weak gel profile adjusting and water plugging agent and preparation method thereof |
| CN106317352A (en) * | 2016-08-19 | 2017-01-11 | 中国石油天然气集团公司 | Crosslinking agent and preparation method and application thereof |
| 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 |
| CN110790959A (en) * | 2019-05-30 | 2020-02-14 | 大港油田集团有限责任公司 | Water-soluble phenolic resin crosslinking agent low-temperature rapid gelling and crosslinking promoting agent and preparation method and application thereof |
-
2019
- 2019-06-05 CN CN201910485779.3A patent/CN110317591A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 water plugging agent |
| CN104194754A (en) * | 2014-08-29 | 2014-12-10 | 荆州市大地石油科技有限责任公司 | Temperature-resistant salt-resistant HPAM/Cr<3+>/phenolic aldehyde compound crosslinked weak gel profile adjusting and water plugging agent and preparation method thereof |
| CN106317352A (en) * | 2016-08-19 | 2017-01-11 | 中国石油天然气集团公司 | Crosslinking agent and preparation method and application thereof |
| 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 |
| CN110790959A (en) * | 2019-05-30 | 2020-02-14 | 大港油田集团有限责任公司 | Water-soluble phenolic resin crosslinking agent low-temperature rapid gelling and crosslinking promoting agent and preparation method and application thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113136195A (en) * | 2020-01-20 | 2021-07-20 | 中国海洋石油集团有限公司 | Oligomeric polyphenol resin cross-linking agent for improving recovery ratio of oil field and preparation method thereof |
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| TA01 | Transfer of patent application right |
Effective date of registration: 20211221 Address after: 163453 Heilongjiang Province, Daqing City Ranghulu District No. 233 South Central Avenue Applicant after: Daqing Oilfield Co.,Ltd. Applicant after: PetroChina Company Limited Address before: 163453 Heilongjiang Province, Daqing City Ranghulu District No. 233 South Central Avenue Applicant before: Daqing Oilfield Co.,Ltd. |
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| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20191011 |