CN117384335B - Sulfonated phenolic resin for well drilling and preparation method thereof - Google Patents
Sulfonated phenolic resin for well drilling and preparation method thereof Download PDFInfo
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- CN117384335B CN117384335B CN202311703569.XA CN202311703569A CN117384335B CN 117384335 B CN117384335 B CN 117384335B CN 202311703569 A CN202311703569 A CN 202311703569A CN 117384335 B CN117384335 B CN 117384335B
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- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 238000005553 drilling Methods 0.000 title claims abstract description 57
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims abstract description 39
- -1 p-hydroxybenzoic acid-aniline Chemical compound 0.000 claims abstract description 18
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 78
- 238000003756 stirring Methods 0.000 claims description 57
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- 239000007864 aqueous solution Substances 0.000 claims description 39
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 24
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 21
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 16
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 16
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 16
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 16
- 239000007787 solid Substances 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 239000000706 filtrate Substances 0.000 claims description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 229940101006 anhydrous sodium sulfite Drugs 0.000 claims description 10
- JXAZAUKOWVKTLO-UHFFFAOYSA-L sodium pyrosulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OS([O-])(=O)=O JXAZAUKOWVKTLO-UHFFFAOYSA-L 0.000 claims description 10
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 10
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- 230000001105 regulatory effect Effects 0.000 claims 1
- 239000006260 foam Substances 0.000 abstract description 6
- 239000005011 phenolic resin Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 4
- 229920001568 phenolic resin Polymers 0.000 abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 3
- 239000001257 hydrogen Substances 0.000 abstract description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 2
- 239000013067 intermediate product Substances 0.000 abstract description 2
- 230000035484 reaction time Effects 0.000 abstract description 2
- 239000012530 fluid Substances 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 229960003742 phenol Drugs 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229920003002 synthetic resin Polymers 0.000 description 3
- 239000000057 synthetic resin Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000001514 detection method Methods 0.000 description 2
- 239000003077 lignite Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000011085 pressure filtration Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 229940061610 sulfonated phenol Drugs 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- QJZYHAIUNVAGQP-UHFFFAOYSA-N 3-nitrobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2(C(O)=O)[N+]([O-])=O QJZYHAIUNVAGQP-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004021 humic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
Classifications
-
- 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
- C08G8/28—Chemically modified polycondensates
-
- 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
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention discloses sulfonated phenolic resin for well drilling and a preparation method thereof, and relates to the technical field of phenolic resin; modifying the sulfonated phenolic resin by adopting a parahydroxybenzoic acid-aniline condensate to obtain the sulfonated phenolic resin for drilling; according to the sulfonated phenolic resin for well drilling, the p-hydroxybenzoic acid-aniline condensate is adopted to modify the sulfonated phenolic resin, and as carboxylic acid is introduced to the opposite side of hydroxyl, compared with p-hydroxybenzene, the ortho-activity of hydroxyl is high, the reaction time is shortened, and an intermediate product with insufficient reaction is avoided; according to the invention, the aniline structure is introduced into the sulfonated phenolic resin, so that the intermolecular hydrogen bonding effect is reduced, the stability of a liquid film is reduced, and the occurrence of foam is reduced.
Description
Technical Field
The invention relates to the technical field of phenolic resin, in particular to sulfonated phenolic resin for drilling and a preparation method thereof.
Background
In petroleum drilling, the drilling fluid filtrate reducer has the functions of keeping the stability of the drilling fluid and realizing safe and efficient drilling, and is a drilling fluid treating agent with wide application and maximum dosage. The prior art discloses various drilling fluid filtrate reducers, such as natural materials of cellulose, starch, humic acid, xanthan gum and the like and modified products thereof, or synthetic resins of phenolic resin and the like, or multipolymers formed by copolymerization of acrylic acid, acrylamide and the like, wherein the synthetic resin type drilling fluid filtrate reducer has wide application prospect due to the advantages of good heat-resistant stability, good water loss reducing effect and the like.
The sulfonated phenolic resin (SMP) is the most commonly used synthetic resin drilling fluid filtrate reducer, the prior art discloses a plurality of synthetic processes of the sulfonated phenolic resin, the modification of the sulfonated phenolic resin is one of effective methods for improving the salt resistance and the filtrate reduction performance of the sulfonated phenolic resin, but the existing sulfonated phenolic resin is easy to be adsorbed on a bubble liquid film at high temperature due to the structural characteristics of the sulfonated phenolic resin, and the liquid film is more stable due to the intermolecular hydrogen bonding, so that foam can be generated in working, and the working process of drilling is influenced.
Disclosure of Invention
In order to solve the problems, the invention aims to provide sulfonated phenolic resin for drilling and a preparation method thereof.
The invention aims to achieve the aim, and the aim is achieved by the following technical scheme:
a sulfonated phenolic resin for well drilling is prepared through modifying the sulfonated phenolic resin with p-hydroxybenzoic acid-aniline condensate.
The invention also discloses a preparation method of the sulfonated phenolic resin for drilling, which comprises the following steps:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 48-60 parts of p-hydroxybenzoic acid, 41-53 parts of aniline and 24-36 parts of N, N' -dicyclohexylcarbodiimide into 400-450 parts of solvent I, adding 0.5-1.5 parts of 4-dimethylaminopyridine under stirring to react for 2-8 hours at 20-40 ℃, cooling to 0-3 ℃ after the reaction is finished, stirring for 0.5-3 hours, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 300-350 parts of solvent to obtain a p-hydroxybenzoic acid-aniline condensate;
the solvent I is dichloromethane, tetrahydrofuran or toluene;
the second solvent is ethyl acetate or ethanol;
(2) adding 34-42 parts of p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 114-256 parts of formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using sodium hydroxide aqueous solution, heating to 95-110 ℃, and stirring for reacting for 1-3 hours to obtain a reaction solution;
(3) and (3) adding 55-65 parts of formaldehyde aqueous solution, 22-44 parts of sodium pyrosulfate and 51-72 parts of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 95-110 ℃, stirring for 1-3 hours, adding 30-40 parts of formaldehyde aqueous solution again, maintaining the temperature at 98-110 ℃, stirring for 2-4 hours, and drying to obtain the sulfonated phenolic resin for drilling.
The reaction route of the invention is as follows
Preferably, the mass concentration of the formaldehyde aqueous solution is 35-40%.
Preferably, the mass concentration of the sodium hydroxide aqueous solution is 20-25%.
Preferably, in the step (2), when the pH value is adjusted by using a sodium hydroxide aqueous solution, the temperature of the reaction kettle is 25-40 ℃.
Preferably, the mass ratio of the sodium pyrosulfate to the anhydrous sodium sulfite is 1: 2-3.
Preferably, the drying temperature in the step (3) is 55-65 ℃.
Preferably, the first solvent is dichloromethane; the second solvent is ethyl acetate.
Compared with the prior art, the invention has the following advantages:
according to the sulfonated phenolic resin for well drilling, the p-hydroxybenzoic acid-aniline condensate is adopted to modify the sulfonated phenolic resin, and as carboxylic acid is introduced to the opposite side of hydroxyl, compared with p-hydroxybenzene, the ortho-activity of hydroxyl is high, the reaction time is shortened, and an intermediate product with insufficient reaction is avoided; according to the invention, the aniline structure is introduced into the sulfonated phenolic resin, so that the intermolecular hydrogen bonding effect is reduced, the stability of a liquid film is reduced, and the occurrence of foam is reduced.
The sulfonated phenolic resin for well drilling has good filtration-reducing performance and salt-resistant performance, the dry content is more than 90%, the water insoluble substance is less than 10%, the cloud point salinity is more than 105 ℃, the apparent viscosity is less than 25 mPas, the high-temperature high-pressure filtration loss is less than 25ml, and the sulfonated phenolic resin has excellent salt-resistant performance and high-temperature high-pressure filtration loss performance. After the modified sulfonated phenolic resin is obtained, the modified sulfonated phenolic resin, base slurry, sulfonated lignite and sodium chloride are prepared into drilling fluid, foam is not generated in the working process, the working process of drilling can be effectively propelled, and the drilling efficiency is improved.
Detailed Description
The invention aims to provide sulfonated phenolic resin for drilling and a preparation method thereof, and the invention is further described below with reference to specific examples.
Example 1 a process for preparing a sulfonated phenolic resin for drilling comprising the steps of:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 48kg of p-hydroxybenzoic acid, 41kg of aniline and 24kg of N, N' -dicyclohexylcarbodiimide into 400kg of dichloromethane, adding 0.5-1.5 kg of 4-dimethylaminopyridine under stirring, stirring at 20 ℃ for reaction for 8 hours, cooling to 3 ℃ after the reaction is finished, stirring for 0.5 hour, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 300kg of ethyl acetate to obtain a p-hydroxybenzoic acid-aniline condensate;
(2) adding 114kg of the p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 34kg of phenol and a formaldehyde aqueous solution with the mass concentration of 35% into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using a sodium hydroxide aqueous solution with the mass concentration of 20% at 25 ℃, heating to 95 ℃, and stirring for reacting for 3 hours to obtain a reaction solution;
(3) and (3) adding 55kg of formaldehyde aqueous solution with the mass concentration of 35%, 22kg of sodium pyrosulfate and 51kg of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 95 ℃, stirring for 3 hours, adding 30kg of formaldehyde aqueous solution with the mass concentration of 35%, maintaining the temperature at 110 ℃, stirring for 2 hours, and drying at 55 ℃ to obtain the sulfonated phenolic resin for drilling.
Example 2 a process for preparing a sulfonated phenolic resin for drilling comprising the steps of:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 60kg of parahydroxybenzoic acid, 53kg of aniline and 36kg of N, N' -dicyclohexylcarbodiimide into 450kg of tetrahydrofuran, adding 1.5kg of 4-dimethylaminopyridine under stirring, stirring and reacting for 2 hours at 40 ℃, cooling to 0 ℃ after the reaction is finished, stirring for 0.5 hour, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 350kg of ethanol to obtain a parahydroxybenzoic acid-aniline condensate;
(2) adding 256kg of the p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 42kg of phenol and 40% formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using a sodium hydroxide aqueous solution at 40 ℃, heating to 110 ℃, and stirring for reacting for 1 hour to obtain a reaction solution; the mass concentration of the sodium hydroxide aqueous solution is 25%;
(3) and (3) adding 65kg of 40% formaldehyde aqueous solution, 44kg of sodium pyrosulfate and 72kg of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 110 ℃, stirring for 1 hour, adding 40kg of 40% formaldehyde aqueous solution again, maintaining the temperature at 98 ℃, stirring for 4 hours, and drying at 65 ℃ to obtain the sulfonated phenolic resin for drilling.
Example 3 a method of preparing a sulfonated phenolic resin for drilling comprising the steps of:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 50kg of p-hydroxybenzoic acid, 45kg of aniline and 30kg of N, N' -dicyclohexylcarbodiimide into 420kg of toluene, adding 0.8kg of 4-dimethylaminopyridine under stirring, stirring at 25 ℃ for reacting for 5 hours, cooling to 1 ℃ after the reaction is finished, stirring for 1 hour, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 320kg of ethanol to obtain a p-hydroxybenzoic acid-aniline condensate;
(2) adding 120kg of the p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 35kg of phenol and 37% formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using 22% sodium hydroxide aqueous solution at 30 ℃, heating to 100 ℃, and stirring for reacting for 2 hours to obtain a reaction solution;
(3) 58kg of formaldehyde aqueous solution with the mass concentration of 37%, 30kg of sodium pyrosulfate and 30kg of anhydrous sodium sulfite are added into the reaction solution obtained in the step (2), the temperature is maintained at 98 ℃, the mixture is stirred for 2.5 hours, 38kg of formaldehyde aqueous solution with the mass concentration of 37% is added again, the temperature is maintained at 105 ℃, the mixture is stirred for 2.5 hours, and the mixture is dried at 55 ℃ to obtain the sulfonated phenolic resin for drilling.
Example 4 a process for preparing a sulfonated phenolic resin for drilling comprising the steps of:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 55kg of p-hydroxybenzoic acid, 48kg of aniline and 25kg of N, N' -dicyclohexylcarbodiimide into 430kg of dichloromethane, adding 1kg of 4-dimethylaminopyridine under stirring, stirring at 25 ℃ for 4 hours, cooling to 2 ℃ after the reaction is finished, stirring for 2 hours, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 340kg of ethyl acetate to obtain a p-hydroxybenzoic acid-aniline condensate;
(2) adding 200kg of p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 38kg of phenol and 37% formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using 24% sodium hydroxide aqueous solution at 35 ℃, heating to 105 ℃, and stirring for reacting for 1.5 hours to obtain a reaction solution;
(3) 58kg of formaldehyde aqueous solution with the mass concentration of 37%, 24kg of sodium pyrosulfate and 72kg of anhydrous sodium sulfite are added into the reaction solution obtained in the step (2), the temperature is maintained at 100 ℃, the mixture is stirred for 2.5 hours, 35kg of formaldehyde aqueous solution with the mass concentration of 38% is added again, the temperature is maintained at 100 ℃, the mixture is stirred for 3.5 hours, and the mixture is dried at 65 ℃ to obtain the sulfonated phenolic resin for drilling.
Example 5 a process for preparing a sulfonated phenolic resin for drilling comprising the steps of:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 55kg of p-hydroxybenzoic acid, 45kg of aniline and 30kg of N, N' -dicyclohexylcarbodiimide into 440kg of dichloromethane, adding 0.8kg of 4-dimethylaminopyridine under stirring, stirring at 30 ℃ for reaction for 5 hours, cooling to 2 ℃ after the reaction is finished, stirring for 2 hours, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 340kg of ethyl acetate to obtain a p-hydroxybenzoic acid-aniline condensate;
(2) adding 140kg of p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 38kg of phenol and 37% formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using 24% sodium hydroxide aqueous solution at 30 ℃, heating to 100 ℃, and stirring for reacting for 2 hours to obtain a reaction solution;
(3) adding 60kg of formaldehyde aqueous solution with the mass concentration of 37%, 25kg of sodium pyrosulfate and 60kg of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 105 ℃, stirring for 1.5 hours, adding 35kg of formaldehyde aqueous solution with the mass concentration of 37%, maintaining the temperature at 105 ℃, stirring for 3 hours, and drying at 60 ℃ to obtain the sulfonated phenolic resin for drilling.
The sulfonated phenolic resins for drilling obtained in examples 1-5 were subjected to performance detection, the detection standard is GB/T16783.1-2014 drilling fluid field test, and the results are shown in Table 1.
Table 1 Performance index of the sulfonated phenol resins for drilling obtained in examples 1 to 5
As can be seen from the results in Table 1, the sulfonated phenol resin for well drilling of the present invention has a dry content of 90% or more, a water insoluble content of 10% or less, a cloud point salinity of 105 ℃ or more, an apparent viscosity of 25 mPas or less, a high temperature and high pressure fluid loss of 25ml or less, and excellent salt resistance and high temperature and high pressure fluid loss properties.
The drilling fluid consisting of the base slurry, 5% of the modified sulfonated phenolic resin prepared by the invention, 5% of sulfonated lignite and 35% of NaCl is stirred at a high speed, the working state of the drilling fluid is simulated, the foam state of the drilling fluid is observed, and the commercially available sulfonated phenolic resin is purchased for comparison experiments, and the results are shown in Table 2.
Table 2 foaming of drilling fluids
As can be seen from the results in Table 2, the sulfonated phenolic resin of the invention does not generate foam during operation at high temperature, and can effectively promote the working process of drilling and improve the drilling efficiency.
Claims (8)
1. A sulfonated phenolic resin for drilling, which is characterized in that: modifying the sulfonated phenolic resin by adopting a parahydroxybenzoic acid-aniline condensate to obtain the sulfonated phenolic resin for drilling;
the preparation method of the sulfonated phenolic resin for drilling comprises the following steps:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 48-60 parts of p-hydroxybenzoic acid, 41-53 parts of aniline and 24-36 parts of N, N' -dicyclohexylcarbodiimide into 400-450 parts of solvent I, adding 0.5-1.5 parts of 4-dimethylaminopyridine under stirring to react for 2-8 hours at 20-40 ℃, cooling to 0-3 ℃ after the reaction is finished, stirring for 0.5-3 hours, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 300-350 parts of solvent to obtain a p-hydroxybenzoic acid-aniline condensate;
the solvent I is dichloromethane, tetrahydrofuran or toluene;
the second solvent is ethyl acetate or ethanol;
(2) adding 34-42 parts of p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 114-256 parts of formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using sodium hydroxide aqueous solution, heating to 95-110 ℃, and stirring for reacting for 1-3 hours to obtain a reaction solution;
(3) and (3) adding 55-65 parts of formaldehyde aqueous solution, 22-44 parts of sodium pyrosulfate and 51-72 parts of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 95-110 ℃, stirring for 1-3 hours, adding 30-40 parts of formaldehyde aqueous solution again, maintaining the temperature at 98-110 ℃, stirring for 2-4 hours, and drying to obtain the sulfonated phenolic resin for drilling.
2. The method for preparing the sulfonated phenolic resin for well drilling according to claim 1, which is characterized in that: the method comprises the following steps:
(1) preparation of parahydroxybenzoic acid-aniline condensate: adding 48-60 parts of p-hydroxybenzoic acid, 41-53 parts of aniline and 24-36 parts of N, N' -dicyclohexylcarbodiimide into 400-450 parts of solvent I, adding 0.5-1.5 parts of 4-dimethylaminopyridine under stirring to react for 2-8 hours at 20-40 ℃, cooling to 0-3 ℃ after the reaction is finished, stirring for 0.5-3 hours, filtering, distilling the obtained filtrate under reduced pressure to obtain a solid, and recrystallizing the obtained solid twice with 300-350 parts of solvent to obtain a p-hydroxybenzoic acid-aniline condensate;
the solvent I is dichloromethane, tetrahydrofuran or toluene;
the second solvent is ethyl acetate or ethanol;
(2) adding 34-42 parts of p-hydroxybenzoic acid-aniline condensate obtained in the step (1), 114-256 parts of formaldehyde aqueous solution into a reaction kettle with a stirring and reflux condensing device, starting stirring, adjusting the pH value to be more than 12 by using sodium hydroxide aqueous solution, heating to 95-110 ℃, and stirring for reacting for 1-3 hours to obtain a reaction solution;
(3) and (3) adding 55-65 parts of formaldehyde aqueous solution, 22-44 parts of sodium pyrosulfate and 51-72 parts of anhydrous sodium sulfite into the reaction solution obtained in the step (2), maintaining the temperature at 95-110 ℃, stirring for 1-3 hours, adding 30-40 parts of formaldehyde aqueous solution again, maintaining the temperature at 98-110 ℃, stirring for 2-4 hours, and drying to obtain the sulfonated phenolic resin for drilling.
3. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: the mass concentration of the formaldehyde aqueous solution is 35-40%.
4. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: the mass concentration of the sodium hydroxide aqueous solution is 20-25%.
5. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: and (2) when the pH value is regulated by using a sodium hydroxide aqueous solution, the temperature of the reaction kettle is 25-40 ℃.
6. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: the mass ratio of the sodium pyrosulfate to the anhydrous sodium sulfite is 1: 2-3.
7. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: the drying temperature of the step (3) is 55-65 ℃.
8. The method for preparing the sulfonated phenolic resin for well drilling according to claim 2, wherein the method comprises the following steps: the first solvent is dichloromethane; the second solvent is ethyl acetate.
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Citations (5)
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| CN102516963A (en) * | 2011-10-17 | 2012-06-27 | 中国石油天然气股份有限公司 | Chemical composite resin mounting agent for oil-water well casing restoration |
| CN109679041A (en) * | 2018-12-10 | 2019-04-26 | 沈阳化工大学 | A kind of benzidine modified phenolic resin material and preparation method thereof |
| CN111253541A (en) * | 2020-03-09 | 2020-06-09 | 新乡市振华钻井液材料有限公司 | Foamless modified sulfonated phenolic resin for drilling fluid and preparation method thereof |
| CN114085343A (en) * | 2020-08-24 | 2022-02-25 | 中石化石油工程技术服务有限公司 | Modified sulfonated phenolic resin filtrate reducer for drilling fluid and preparation method thereof |
| CN114437288A (en) * | 2020-10-16 | 2022-05-06 | 中国石油化工股份有限公司 | Filtrate reducer for drilling fluid and preparation method and application thereof |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516963A (en) * | 2011-10-17 | 2012-06-27 | 中国石油天然气股份有限公司 | Chemical composite resin mounting agent for oil-water well casing restoration |
| CN109679041A (en) * | 2018-12-10 | 2019-04-26 | 沈阳化工大学 | A kind of benzidine modified phenolic resin material and preparation method thereof |
| CN111253541A (en) * | 2020-03-09 | 2020-06-09 | 新乡市振华钻井液材料有限公司 | Foamless modified sulfonated phenolic resin for drilling fluid and preparation method thereof |
| CN114085343A (en) * | 2020-08-24 | 2022-02-25 | 中石化石油工程技术服务有限公司 | Modified sulfonated phenolic resin filtrate reducer for drilling fluid and preparation method thereof |
| CN114437288A (en) * | 2020-10-16 | 2022-05-06 | 中国石油化工股份有限公司 | Filtrate reducer for drilling fluid and preparation method and application thereof |
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