CN110117347A - A kind of aqueous furan sand consolidation host agent and preparation method thereof and sand-fixating agent - Google Patents
A kind of aqueous furan sand consolidation host agent and preparation method thereof and sand-fixating agent Download PDFInfo
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- CN110117347A CN110117347A CN201910349426.0A CN201910349426A CN110117347A CN 110117347 A CN110117347 A CN 110117347A CN 201910349426 A CN201910349426 A CN 201910349426A CN 110117347 A CN110117347 A CN 110117347A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
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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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
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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
- C09K8/56—Compositions for consolidating loose sand or the like around wells without excessively decreasing the permeability thereof
- C09K8/57—Compositions based on water or polar solvents
- C09K8/572—Compositions based on water or polar solvents containing inorganic compounds
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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
- C09K8/56—Compositions for consolidating loose sand or the like around wells without excessively decreasing the permeability thereof
- C09K8/57—Compositions based on water or polar solvents
- C09K8/575—Compositions based on water or polar solvents containing organic compounds
- C09K8/5751—Macromolecular compounds
- C09K8/5755—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Abstract
The present invention provides a kind of aqueous furan sand consolidation host agent and preparation method thereof and sand-fixating agent, aqueous furan sand consolidation host agent chemical formula are as follows:
Description
Technical field
The invention belongs to sand-fixating agent preparation technical fields, and in particular to a kind of aqueous furan sand consolidation host agent and its preparation
Method and sand-fixating agent.
Background technique
Most area oil fields belong to loose sand oil accumulation and widely distributed, and reserves are big, and yield also occupies an important position.
With China's rapid economic development, oil product dosage increases, and oil field development enters the middle and later periods, increasingly complex of shaking out, polynary
Change, so effective technology must be taken to solve problems.Now, main sand control technique mainly has mechanical anti-
Sand technology, chemical classes sand control technique and composite sand prevention technology three categories, wherein again most with chemical sand control technical application.Chemistry is anti-
Sand technology is generally to squeeze into shaft bottom with the adhesives such as epoxy resin, liquid phenolic resin and curing agent branch, adds expanding agent guarantor
Stratum permeability is held, consolidates sand grains using formation temperature, this method raw material is easy to get, technology maturation, can solve to a certain extent
Certainly because of the problem of decline of molecule migration bring oil well output, extract difficulty increase in stratum.But this sand control technique because
Oilfield Water Injection Rate increases in recent years, so that oil temperature reduces, and then its solidification temperature is not achieved in resin sand consolidation agent, causes solid sand up to not
To ideal effect, equally because of temperature problem, resin sand consolidation agent is not suitable for part low-temperature reservoir yet.Therefore, it is badly in need of researching and developing newly
Sand-fixating agent reduces water injection well and shakes out, it is ensured that oil field high yield, stable yields, while ensuring the purpose of recovery ratio.
Summary of the invention
Aiming at the problems existing in the prior art, the present invention provides a kind of aqueous furan sand consolidation host agent and its preparation side
Method and sand-fixating agent, Gu sand host agent and sandstone handover intensity are big, permeability is high, Gu sand validity period is long, acidproof alkaline media is good.
The present invention is to be achieved through the following technical solutions:
A kind of aqueous furan sand consolidation host agent, structural formula are as follows:
Wherein, m=5~100, n=2~10.
The preparation method of the aqueous furan sand consolidation host agent, includes the following steps:
(1) urea and formaldehyde are subjected to addition reaction under alkaline condition, obtain reaction solution 1;
(2) it is 4~6 that furfuryl alcohol is added into reaction solution 1 and adjusts pH, carries out polymerization reaction, obtains reaction solution 2;
(3) polyethylene oxide is added into reaction solution 2, reacts, obtains aqueous furan sand consolidation host agent.
Preferably, in step (1), the molar ratio of urea and formaldehyde is 1:2.
Preferably, in step (1), alkaline condition is specifically that pH value is 8~9.
Preferably, in step (1), reaction temperature is 50-70 DEG C, and the reaction time is 0.5~2h.
Preferably, the molar ratio of furfuryl alcohol and formaldehyde in step 1 is (3~5) in step (2): 1.
Preferably, in step (2), reaction temperature is 50~70 DEG C, and the reaction time is 4~6h.
Preferably, polyethylene oxide and the molar ratio of urea in step 1 are (0.3-0.5) in step (3): 1.
Preferably, in step (3), reaction temperature is 30-60 DEG C, reaction time 1-3h.
A kind of aqueous furan sand consolidation agent, including the solid sand host agent and curing agent, curing agent is to toluene sulphur
One of acid, benzene sulfonic acid, phosphoric acid and sulfuric acid or a variety of Compound-acids.
Compared with prior art, the invention has the following beneficial technical effects:
Aqueous furan sand consolidation host agent of the present invention, (1) Thermo-sensitive containing polyethylene oxide segment, when solid sand host agent
It injects in high-temperature oil well, as when temperature, which increases, is more than cloud point, segment hydrophobicity enhancing makes solid sand host agent Molecular Adsorption in sand
Grain surface, contacts with sand grains surface layer convenient for solid sand host agent, is cured reaction;(2) on the one hand segment containing furans, furans segment are made
It is on the other hand also to carry out random crosslinking, cured primary structure under the catalysis of outer acid adding for connecting group;(3) small in ph value
Under the conditions of 3, aqueous furan sand consolidation host agent tail end the hydroxyl (- CH2- OH) with the polar group (Si-OH) of sand grain surface
Condensation reaction easily occurs, passes through covalent bonding;Meanwhile under the conditions of ph value is less than 3, between the furfuryl alcohol segment in the polymer
Also reaction can be crosslinked, the network polymers with branched structure is formed, which can enhance between sand grains
Bond densities and bond strength enhance solid sand host agent and consolidate sand ability and solid sand effect;(4) contain a large amount of alcoxyl in the polymer
Base and epoxy group can form hydrogen bond with the polar group (Si-OH) on grains of sand surface after the hydrolysis of these functional groups, de- by heat cure
Si-O-Si covalent bond is formed after water, to form one layer of viscous film in sand grain surface, is realized the unity effect between sand grains, is reached
The purpose of fixation in situ formation fines further increases solid sand effect.
Detailed description of the invention
Fig. 1 is aqueous furan sand consolidation host agent infrared spectrum prepared by embodiment 1.
Specific embodiment
Below with reference to specific embodiment, the present invention is described in further detail, it is described be explanation of the invention and
It is not to limit.
A kind of aqueous furan sand consolidation host agent, structural formula are as follows:
Wherein, m=5~100, n=2~10.
The method for preparing above-mentioned aqueous furan sand consolidation host agent, includes the following steps:
(1) reactant urea and formaldehyde are added in the three-necked flask with stirring and condenser, is acted in alkaline condition
Lower progress first step addition reaction, obtains reaction solution 1;Wherein, the molar ratio of urea and formaldehyde be 1:2, pH value between 8-9,
Reaction temperature is 50-70 DEG C, reaction time 0.5-2h;Shown in reaction equation such as formula (1).
(2) furfuryl alcohol is added into reaction solution 1 and adjusts pH to faintly acid (pH=4~6), carries out second step polymerization reaction,
Obtain reaction solution 2;Wherein, the ratio between the amount of the substance of furfuryl alcohol and the amount of substance of formaldehyde be (3~5): 1, reaction temperature be 50~
70 DEG C, the reaction time is 4~6h;Shown in reaction equation such as formula (2).
(3) and then into reaction solution 2 polyethylene oxide is added to be reacted, it is thick that rufous is presented in products therefrom
Liquid, wherein polyethylene oxide and the mass ratio of the material of urea are (0.3-0.5): 1, reaction temperature is 30-60 DEG C, when reaction
Between be 1-3h;Shown in reaction equation such as formula (3).
Wherein, m=5~100, n=2~10.
Solid sand host agent of the invention is used in compounding with curing agent, curing agent be sulphonic acids strong acid, can for p-methyl benzenesulfonic acid,
One of benzene sulfonic acid, phosphoric acid and sulfuric acid or a variety of Compound-acids, the additive amount of curing agent are the 15% of solid sand host agent.
The aqueous furan sand consolidation host agent of new non-ionic type prepared by the present invention introduces polycyclic oxygen by polymerization reaction
Ethane segment obtains the aqueous furans resin of faintly acid;Under mildly acidic conditions, introducing into the molecule has the slow cured chaff of control
Alcohol segment realizes high-intensitive, fixation in situ formation fines effects.
Below by the technical scheme in the embodiment of the invention is clearly and completely described.Obviously, described implementation
Example is only a part of the embodiment of the present invention, instead of all the embodiments.Based on the embodiments of the present invention, the common skill in this field
Art personnel every other embodiment obtained without creative efforts belongs to the model that the present invention protects
It encloses.
Embodiment 1
Reactant urea and formaldehyde are added in the three-necked flask with stirring and condenser, under alkaline condition effect into
Row first step addition reaction, wherein the molar ratio of urea and formaldehyde is 2:1, and pH value 8, reaction temperature is 70 DEG C, the reaction time
For 0.5h;It adds furfuryl alcohol to be adjusted to reaction solution faintly acid (pH=4), carries out second step polymerization reaction, wherein the substance of furfuryl alcohol
Amount and the ratio between the amount of substance of formaldehyde be 3:1, in 50 DEG C of reaction 4h.Later, polyethylene oxide L35 is added in the system,
The ratio between the amount of its substance and urea are 0.5:1, and in 50 DEG C of reaction 2h, rufous viscous liquid is presented in products therefrom.Wherein should
Aqueous furan sand consolidation agent host agent, m=100, n=10.
Embodiment 2
Reactant urea and formaldehyde are added in the three-necked flask with stirring and condenser, under alkaline condition effect into
Row first step addition reaction, wherein the molar ratio of urea and formaldehyde is 2:1, and pH value 8, reaction temperature is 70 DEG C, the reaction time
For 1h;Furfuryl alcohol is added, reaction solution is adjusted to faintly acid (pH=5), carries out second step polymerization reaction, wherein the substance of furfuryl alcohol
The ratio between amount and the amount of substance of formaldehyde are 4:1, in 55 DEG C of reaction 4h.Later, polyethylene oxide L35 is added in the system,
The ratio between the amount of substance and urea are 0.5:1, and in 60 DEG C of reaction 1h, rufous viscous liquid is presented in products therefrom.The wherein water
Property furan sand consolidation agent host agent, m=50, n=5.
Embodiment 3
Reactant urea and formaldehyde are added in the three-necked flask with stirring and condenser, under alkaline condition effect into
Row first step addition reaction, wherein the molar ratio of urea and formaldehyde is 2:1, and pH value 9, reaction temperature is 60 DEG C, the reaction time
For 1.5h;Furfuryl alcohol is added, reaction solution is adjusted to faintly acid (pH=6), carries out second step polymerization reaction, wherein the substance of furfuryl alcohol
Amount and the ratio between the amount of substance of formaldehyde be 4:1, in 60 DEG C of reaction 5h.Later, polyethylene oxide L35 is added in the system,
The ratio between the amount of its substance and urea are 0.3:1, and in 40 DEG C of reaction 3h, rufous viscous liquid is presented in products therefrom.Wherein should
Aqueous furan sand consolidation agent host agent, m=30, n=7.
Embodiment 4
Reactant urea and formaldehyde are added in the three-necked flask with stirring and condenser, under alkaline condition effect into
Row first step addition reaction, wherein the molar ratio of urea and formaldehyde is 2:1, and pH value 9, reaction temperature is 50 DEG C, the reaction time
For 2h;Furfuryl alcohol is added, reaction solution is adjusted to faintly acid (pH=6), carries out second step polymerization reaction, wherein the substance of furfuryl alcohol
The ratio between amount and the amount of substance of formaldehyde are 5:1, in 70 DEG C of reaction 6h.Later, polyethylene oxide L35 is added in the system,
The ratio between the amount of substance and urea are 0.4:1, and in 30 DEG C of reaction 3h, rufous viscous liquid is presented in products therefrom.The wherein water
Property furan sand consolidation agent host agent, m=5, n=2.
The infrared spectrum of embodiment 1 is as shown in Figure 1, it is found that product is in 3350cm-1There is the stretching vibration of hydroxyl in left and right
Absorption peak, 2843~3000cm-1For the c h bond stretching vibration peak and flexural vibrations peak on methine, methylene, 1630~
1659cm-1The peak of appearance is the C=C key stretching vibration absworption peak of furfuryl alcohol, 1390cm-1Place generates a large amount of furfuryl alcohol hydroxyl absorption peaks,
And in 1100~1200cm-1Locate two groups of both shoulders peaks as caused by the C-O key stretching vibration of ethers, shows successfully to synthesize target production
Object.
Gu sand performance test
It is compounded with the aqueous furan sand consolidation host agent provided in embodiment with p-methyl benzenesulfonic acid, the addition of p-methyl benzenesulfonic acid
Amount is the 15% of aqueous furan sand consolidation host agent, the lotion that mass concentration is 30% is diluted with water to, to sand sample (sand grains diameter
Consolidation test is carried out for 0.4~0.8mm, high 10cm), tests the sand-fixating agent to the consolidated sand strength and permeability of loose sand.By each reality
The sand-fixating agent lotion for applying example is injected separately into the mold equipped with 100g sand sample, keeps standing under fluid-tight state.The specification of mold is
250cm × 25mm, solidifies 48h at 60 DEG C, then measures consolidation strength, permeability and the porosity of each sand sample.Concrete outcome
As shown in 1 table of table.
As it can be seen from table 1 aqueous furan sand consolidation agent can consolidate sand grains in an underwater environment, and keep sand column
Higher permeability, maximum intensity can meet oil field and consolidate sand requirement up to 4.67Mpa, permeability 6.73Darcy.
Above-mentioned p-methyl benzenesulfonic acid could alternatively be benzene sulfonic acid, phosphoric acid or sulfuric acid or a variety of Compound-acids.
Claims (10)
1. a kind of aqueous furan sand consolidation host agent, which is characterized in that its structural formula are as follows:
Wherein, m=5~100, n=2~10.
2. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which comprises the steps of:
(1) urea and formaldehyde are subjected to addition reaction under alkaline condition, obtain reaction solution 1;
(2) it is 4~6 that furfuryl alcohol is added into reaction solution 1 and adjusts pH, carries out polymerization reaction, obtains reaction solution 2;
(3) polyethylene oxide is added into reaction solution 2, reacts, obtains aqueous furan sand consolidation host agent.
3. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (1), urea and
The molar ratio of formaldehyde is 1:2.
4. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (1), alkaline item
Part is specifically that pH value is 8~9.
5. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (1), reaction temperature
Degree is 50~70 DEG C, and the reaction time is 0.5~2h.
6. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (2) furfuryl alcohol with
The molar ratio of formaldehyde is (3~5) in step 1: 1.
7. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (2), reaction temperature
Degree is 50~70 DEG C, and the reaction time is 4~6h.
8. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that polycyclic oxygen in step (3)
The molar ratio of urea is (0.3~0.5) in ethane and step 1: 1.
9. the preparation method of aqueous furan sand consolidation host agent described in claim 1, which is characterized in that in step (3), reaction temperature
Degree is 30~60 DEG C, and the reaction time is 1~3h.
10. a kind of aqueous furan sand consolidation agent, which is characterized in that including solid sand host agent described in claim 1 and solidification
Agent, curing agent are one of p-methyl benzenesulfonic acid, benzene sulfonic acid, phosphoric acid and sulfuric acid or a variety of Compound-acids.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111732944A (en) * | 2020-05-27 | 2020-10-02 | 东营东方化学工业有限公司 | Sand consolidation agent composition for oil field and manufacturing method thereof |
CN114479806A (en) * | 2020-10-27 | 2022-05-13 | 中国石油化工股份有限公司 | Novel temperature-control sand consolidation agent for reaction in reservoir, and preparation method and application thereof |
CN117229598A (en) * | 2023-11-10 | 2023-12-15 | 北京平储能源技术有限公司 | Molybdenum disulfide nanosheet Janus composite resin and preparation method and application thereof |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3536137A (en) * | 1962-06-06 | 1970-10-27 | Continental Oil Co | Use of a coupling agent in consolidating incompetent subterranean formations with a resinous composition |
US4936385A (en) * | 1989-10-30 | 1990-06-26 | Halliburton Company | Method of particulate consolidation |
US20050051330A1 (en) * | 2003-09-05 | 2005-03-10 | Nguyen Philip D. | Methods for forming a permeable and stable mass in a subterranean formation |
CN102660246A (en) * | 2012-04-28 | 2012-09-12 | 武汉工程大学 | Precoated sand used for sand prevention for intermediate and low temperate oil deposit and preparation method thereof |
CN108311068A (en) * | 2018-01-26 | 2018-07-24 | 西南石油大学 | A kind of temperature sensitive intelligent microcapsules, preparation method and its application in oil recovery |
-
2019
- 2019-04-28 CN CN201910349426.0A patent/CN110117347B/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3536137A (en) * | 1962-06-06 | 1970-10-27 | Continental Oil Co | Use of a coupling agent in consolidating incompetent subterranean formations with a resinous composition |
US4936385A (en) * | 1989-10-30 | 1990-06-26 | Halliburton Company | Method of particulate consolidation |
US20050051330A1 (en) * | 2003-09-05 | 2005-03-10 | Nguyen Philip D. | Methods for forming a permeable and stable mass in a subterranean formation |
CN102660246A (en) * | 2012-04-28 | 2012-09-12 | 武汉工程大学 | Precoated sand used for sand prevention for intermediate and low temperate oil deposit and preparation method thereof |
CN108311068A (en) * | 2018-01-26 | 2018-07-24 | 西南石油大学 | A kind of temperature sensitive intelligent microcapsules, preparation method and its application in oil recovery |
Non-Patent Citations (4)
Title |
---|
佘跃惠 等: ""改性呋喃树脂固砂剂试验研究"", 《江汉石油学院学报》 * |
李乐梅 等: ""糠醇-脲-甲醛树脂固砂剂"", 《油田化学》 * |
王际平主编: "《中国纺织品整理及进展 第2卷》", 31 May 2015, 中国轻工业出版社 * |
邱文革 等: ""高水分呋喃树脂的合成"", 《北京工业大学学报》 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111732944A (en) * | 2020-05-27 | 2020-10-02 | 东营东方化学工业有限公司 | Sand consolidation agent composition for oil field and manufacturing method thereof |
CN114479806A (en) * | 2020-10-27 | 2022-05-13 | 中国石油化工股份有限公司 | Novel temperature-control sand consolidation agent for reaction in reservoir, and preparation method and application thereof |
CN114479806B (en) * | 2020-10-27 | 2023-06-16 | 中国石油化工股份有限公司 | Novel temperature-control sand solidification agent for in-reservoir reaction, and preparation method and application thereof |
CN117229598A (en) * | 2023-11-10 | 2023-12-15 | 北京平储能源技术有限公司 | Molybdenum disulfide nanosheet Janus composite resin and preparation method and application thereof |
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