CN117229766A - Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof - Google Patents
Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof Download PDFInfo
- Publication number
- CN117229766A CN117229766A CN202311045625.5A CN202311045625A CN117229766A CN 117229766 A CN117229766 A CN 117229766A CN 202311045625 A CN202311045625 A CN 202311045625A CN 117229766 A CN117229766 A CN 117229766A
- Authority
- CN
- China
- Prior art keywords
- drilling fluid
- organic amine
- plant polyphenol
- fluid additive
- modified plant
- 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
- 238000005553 drilling Methods 0.000 title claims abstract description 93
- 239000012530 fluid Substances 0.000 title claims abstract description 91
- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 78
- 150000008442 polyphenolic compounds Chemical class 0.000 title claims abstract description 74
- 150000001412 amines Chemical class 0.000 title claims abstract description 66
- 239000000654 additive Substances 0.000 title claims abstract description 58
- 230000000996 additive effect Effects 0.000 title claims abstract description 53
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 150000004985 diamines Chemical class 0.000 claims abstract description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 229920001864 tannin Polymers 0.000 claims description 13
- 235000018553 tannin Nutrition 0.000 claims description 13
- 239000001648 tannin Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 claims description 11
- 239000001263 FEMA 3042 Substances 0.000 claims description 11
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 claims description 11
- LRBQNJMCXXYXIU-QWKBTXIPSA-N gallotannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@H]2[C@@H]([C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-QWKBTXIPSA-N 0.000 claims description 11
- 229920002258 tannic acid Polymers 0.000 claims description 11
- 235000015523 tannic acid Nutrition 0.000 claims description 11
- 229940033123 tannic acid Drugs 0.000 claims description 11
- 229940074391 gallic acid Drugs 0.000 claims description 10
- 235000004515 gallic acid Nutrition 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 9
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 8
- 229910052601 baryte Inorganic materials 0.000 claims description 8
- 239000010428 baryte Substances 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000002689 soil Substances 0.000 claims description 4
- -1 caO Substances 0.000 claims description 3
- 238000006011 modification reaction Methods 0.000 claims description 3
- 239000005456 alcohol based solvent Substances 0.000 claims description 2
- 239000004210 ether based solvent Substances 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims 2
- 238000000967 suction filtration Methods 0.000 claims 1
- 238000004062 sedimentation Methods 0.000 abstract description 23
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract description 4
- 238000006683 Mannich reaction Methods 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 16
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 13
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 11
- 238000000227 grinding Methods 0.000 description 9
- 230000003068 static effect Effects 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- 238000002329 infrared spectrum Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 230000032683 aging Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000005452 bending Methods 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- JPZYXGPCHFZBHO-UHFFFAOYSA-N 1-aminopentadecane Chemical compound CCCCCCCCCCCCCCCN JPZYXGPCHFZBHO-UHFFFAOYSA-N 0.000 description 1
- 229920002488 Hemicellulose Polymers 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000004427 diamine group Chemical group 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- JMLPVHXESHXUSV-UHFFFAOYSA-N dodecane-1,1-diamine Chemical compound CCCCCCCCCCCC(N)N JMLPVHXESHXUSV-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- FBQUUIXMSDZPEB-UHFFFAOYSA-N hexadecane-1,1-diamine Chemical compound CCCCCCCCCCCCCCCC(N)N FBQUUIXMSDZPEB-UHFFFAOYSA-N 0.000 description 1
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- BUHXFUSLEBPCEB-UHFFFAOYSA-N icosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN BUHXFUSLEBPCEB-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- KJOMYNHMBRNCNY-UHFFFAOYSA-N pentane-1,1-diamine Chemical compound CCCCC(N)N KJOMYNHMBRNCNY-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallyl group Chemical group C1(=C(C(=CC=C1)O)O)O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- NMWCVZCSJHJYFW-UHFFFAOYSA-M sodium;3,5-dichloro-2-hydroxybenzenesulfonate Chemical compound [Na+].OC1=C(Cl)C=C(Cl)C=C1S([O-])(=O)=O NMWCVZCSJHJYFW-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
Abstract
The invention relates to the technical field of petrochemical industry, in particular to an organic amine modified plant polyphenol drilling fluid additive, a preparation method and application thereof. The organic amine comprises one or more of monoamine of 12-20 carbons or diamine of 4-16 carbons. The invention utilizes the quinone carbonyl structure oxidized by plant polyphenol to carry out Mannich reaction with organic amine, and simultaneously carboxyl can also react with the organic amine, thereby successfully modifying the plant polyphenol. The additive can effectively improve the high-temperature high-pressure rheological stability and sedimentation stability of the drilling fluid.
Description
Technical Field
The invention relates to the technical field of petrochemical industry, in particular to an organic amine modified plant polyphenol drilling fluid additive, and a preparation method and application thereof.
Background
Plant polyphenols are forest byproducts with the yield inferior to hemicellulose, cellulose and lignin in China, are macromolecular compounds with a phenolic hydroxyl group structure naturally, and are widely used in plants. Plant polyphenol is taken as a green resource with rich reserves and reproducibility, and becomes one of important resource treasures for human use along with the gradual consumption of other disposable resources and the improvement of environmental protection requirements. The plant polyphenol has complex and various structures, and most of the plant polyphenol contains active groups such as phenolic hydroxyl groups, ester groups, ether groups and the like, and can be combined with various substances so as to have the functions of antioxidation, ion adsorption and the like. The plant polyphenol functional material is widely applied to the fields of medical processing, food production, sewage treatment and the like. However, plant polyphenols have structural disadvantages, and in order to be more fully used in industrial production, the structure of the plant polyphenols needs to be modified, for example, the plant polyphenols form a quinone-based structure after oxidation, and the structure can react with organic amine to introduce carbon-nitrogen bonds, so that the stability of the whole structure is improved.
With the increasing decrease of petroleum resources and the pollution of the environment by a large number of hard-to-degrade synthetic polymers, the research on the preparation of drilling fluid additives from natural polyphenols has attracted a great deal of attention. The density of the drilling fluid is critical to the pressure control of the formation, while rheology and sedimentation stability control are one of the main technical difficulties in high density drilling fluid technology. Heavy particulate matter tends to settle out of suspension due to gravity and the like, a significant change in drilling fluid density caused by settling of barite or other weighting materials in highly deviated wells, designated as "settling" in the drilling industry. Sedimentation may lead to various drilling and completion problems, such as: in the drilling process, the density of drilling fluid for controlling the formation pressure is insufficient due to the sedimentation of the weighting material, so that the problems of difficult well control and the like are caused; in addition, the settled weighting material may interfere with the proper operation of the casing or cause incomplete displacement during the cementing operation. It is thus important to ensure the suspension properties of the high-temperature and high-density drilling fluid.
Li Zi et al have been proposed to solve the problems of high-temperature and high-density drilling fluid rheological property and stability which are used in high-temperature deep wells, and to use polyetheramine D-2000, sebacic acid and polyol to react, thereby generating amide groups and ester groups which are target functional groups, and to form a grid structure by using polar groups and long chains in the molecules. At a density of 2.2g/cm 3 And preferably the addition amount is 1%, under the condition of 150 ℃, the apparent viscosity of the drilling fluid is 37 mPa.s, the dynamic shear force is 10.5Pa, and the demulsification voltage is high>700V, static sedimentation coefficient sf=0.504, dynamic sedimentation coefficient vsst=0.081 g/cm 3 The drilling fluid has good rheological property and suspension stability, and good electric stability (Li Yu, yu Peizhi. Synthesis and evaluation of oil-based drilling fluid cutting agent [ J)]Chemical application, 2022, (05): 1252-1255.). However, the preparation method and the raw material composition are complex, which is not beneficial to reducing the cost, and the raw material biodegradability is poor, which is not beneficial to popularization and application.
Therefore, there is a need to provide an organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof to solve the above problems.
Disclosure of Invention
The invention aims to provide an organic amine modified plant polyphenol drilling fluid additive, a preparation method and application thereof, wherein plant polyphenol is used as a raw material, and the organic amine is used for modifying the plant polyphenol to synthesize the organic amine modified plant polyphenol drilling fluid additive so as to achieve the purpose of improving the rheological property and sedimentation stability of drilling fluid.
In order to achieve the above object, in a first aspect, the present invention provides a method for preparing an organic amine modified plant polyphenol drilling fluid additive, wherein an organic amine is used for modifying oxidized plant polyphenol to obtain the organic amine modified plant polyphenol drilling fluid additive.
With the continuous deep exploration and development, under the action of high temperature and high pressure at the bottom of the well, the oil-based drilling fluid treating agent can be degraded and solidified, so that the layered accumulation sedimentation and rheological property of the system are difficult to control, and the problems of instability, lost circulation, well control and the like of a well shaft are caused.
Further, the organic amine includes one or more of a monoamine of 12 to 20 carbons or a diamine of 4 to 16 carbons. The monoamine is selected from one or more of dodecylamine, pentadecylamine, hexadecylamine, octadecylamine and eicosylamine, preferably octadecylamine; the diamine is selected from one or more of butanediamine, pentanediamine, hexanediamine, octanediamine, dodecanediamine and hexadecanediamine, and is preferably 1, 6-hexanediamine.
Further, the plant polyphenol comprises one or more of gallic acid, tannic acid and tannin extract.
The additive for drilling fluid is based on plant polyphenol with a pyrogallol structure such as gallic acid, tannic acid, tannin extract and the like, the plant polyphenol is oxidized into an o-quinoid structure under alkaline conditions, a quinone carbonyl structure and organic amine are subjected to Mannich reaction, carboxylic acid in the plant polyphenol containing carboxylic acid is easy to react with the organic amine to generate a compound containing a carbonyl group, an amino group and the like, and the obtained additive for drilling fluid can effectively improve the high-temperature high-pressure rheological stability and sedimentation stability of the drilling fluid. When the types and the contents of the plant polyphenol and the amine are changed, the drilling fluid additive with better rheological stability after high-temperature aging can be obtained.
Further, the temperature of the modification reaction is between room temperature and 75 ℃ and the time is between 1 and 8 hours; preferably at 45-75deg.C for 2-4 hr. This temperature interval is more favorable for the reaction to take place.
Further, the oxidation of the plant polyphenol is performed under alkaline conditions, preferably by adjusting the pH to alkaline with NaOH solution.
Further, when the organic amine is monoamine, the molar ratio of the organic amine to the plant polyphenol is (1-10): 1; when the organic amine is diamine, the molar ratio of the organic amine to the plant polyphenol is (0.5-5): 1.
Further, the method comprises the following steps:
s1, dissolving plant polyphenol in a solvent, and regulating the pH value to 8-10;
s2, adding organic amine into the solution obtained in the step S1, and reacting for 1-8 hours at the room temperature of-75 ℃;
s3, cooling to room temperature, filtering, drying and grinding to obtain the organic amine modified plant polyphenol drilling fluid additive.
Further, in the step S1, the solvent is one or more of water, alcohol and ether solvents; preferably water. The alcohol is one or more selected from ethanol, propanol and isopropanol; the ether is selected from diethyl ether.
In the step S2, the organic amine is firstly dissolved in an organic solvent and then added into the solution obtained in the step S1, and preferably three times of addition are carried out; the organic solvent is miscible with the solvent of step S1, preferably ethanol.
In a second aspect, the invention provides an organic amine modified plant polyphenol drilling fluid additive, which is prepared by adopting the preparation method of any one of the above.
In a third aspect, the present invention provides the use of an organoamine modified plant polyphenol drilling fluid additive as described above for use in a drilling fluid as an anti-settling agent for a drilling fluid.
Further, the dosage of the organic amine modified plant polyphenol drilling fluid additive is 0.5-5% of the mass of the drilling fluid, preferably 1-3%;
further, the drilling fluid comprises white oil, an emulsifying agent, organic soil and CaCl 2 Aqueous solution, caO, filtrate reducer and barite.
The addition amount of each component is as follows, based on 100mL of white oil: 8-12g of emulsifying agent, 2.8-3.3g of organic soil and 15-25% of CaCl 2 20-30mL of aqueous solution, 2-3g of CaO, 4-6g of filtrate reducer and 250-300g of barite.
The beneficial effects of the invention are as follows:
the organic amine modified plant polyphenol drilling fluid additive provided by the invention is prepared by modifying plant polyphenol by using organic amine, so that the high-temperature-resistant drilling fluid anti-settling agent is obtained, the high-temperature high-pressure rheological stability and settling stability of the drilling fluid can be effectively improved, and the environment-friendly, efficient and harmless development concept is met.
Drawings
In order to more clearly illustrate the invention or the technical solutions of the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described, and it is obvious that the drawings in the description below are some embodiments of the invention, and other drawings can be obtained according to these drawings without inventive effort for a person skilled in the art.
FIGS. 1 a-c are FT-IR spectra of the galling material and the additives obtained in examples 1 and 2, respectively;
FIGS. 2 a-c are FT-IR spectra of the tannin starting materials and additives obtained in examples 3 and 4, respectively;
FIGS. 3 a-c are FT-IR spectra of tannin extract raw materials and additives obtained in examples 5 and 6, respectively;
FIG. 4 is a physical diagram of the additive obtained in example 1.
Detailed Description
For the purpose of making the objects, technical solutions and advantages of the present invention more apparent, the technical solutions in the present invention will be clearly and completely described below, and it is apparent that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 8g gallic acid was weighed and dissolved in 40mL deionized water, heated to complete dissolution and stirred uniformly at a speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 12.8g of octadecylamine is weighed and dissolved in 64mL of ethanol and stirred well.
(4) Firstly, transferring gallic acid into a three-necked flask, continuously stirring, adding octadecylamine into the three-necked flask for three times, and reacting for 2 hours in a water bath at 50 ℃.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive.
Example 2
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 10g gallic acid was weighed and dissolved in 50mL deionized water, heated to complete dissolution and stirred uniformly at a speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 12.65g of 1, 6-hexamethylenediamine is weighed and dissolved in 64mL of ethanol and stirred uniformly.
(4) Firstly, transferring gallic acid into a three-necked flask, continuously stirring, adding 1, 6-hexamethylenediamine into the three-necked flask for three times, and reacting for 2 hours in a water bath at 50 ℃.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive. As shown in fig. 4.
As shown in fig. 1, wherein a is the infrared spectrum of gallic acid, and b and c are the infrared spectra of example 1 and example 2, respectively. In line a, 3490cm -1 Is located at the stretching vibration peak of-OH in carboxyl, 3270cm -1 Is provided with a stretching vibration peak of phenolic hydroxyl group of 1690cm -1 The stretching vibration peak of C=O is 1600cm -1 The position is the stretching vibration peak of the benzene ring. b. 2930cm in line c -1 、2850cm -1 at-CH 2 Is 721cm -1 at-CH 2 Is 1550cm -1 Bending vibration peak of N-H at 1340cm -1 The new generated C-N stretching vibration peak proves that the organic amine is used for successfully modifying the gallic acid.
Example 3
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 18.9g of tannic acid was weighed out and dissolved in 95mL of deionized water and stirred uniformly at a speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 3g of octadecylamine was weighed and dissolved in 15mL of ethanol and stirred well.
(4) Firstly, transferring tannic acid into a three-necked flask, continuously stirring, adding octadecylamine into the three-necked flask for three times, and reacting for 2 hours in a water bath at 50 ℃.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive.
Example 4
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 18g of tannic acid was weighed and dissolved in 90mL of deionized water and stirred uniformly at a speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 2.3g of 1, 6-hexamethylenediamine is weighed and dissolved in 11.5mL of ethanol, and the mixture is stirred uniformly.
(4) Firstly, transferring tannic acid into a three-necked flask, continuously stirring, adding 1, 6-hexamethylenediamine into the three-necked flask for three times, and reacting for 2 hours in a water bath at 50 ℃.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive.
As shown in fig. 2, wherein a is the infrared spectrum of the tannic acid raw material, and b, c are the infrared spectra of example 3 and example 4, respectively. In line a, 3300cm -1 Is provided with a stretching vibration peak of phenolic hydroxyl group of 1690cm -1 The stretching vibration peak of C=O is 1600cm -1 The position is the stretching vibration peak of the benzene ring. b. 2930cm in line c -1 、2850cm -1 at-CH 2 Is 729cm -1 at-CH 2 Is 1550cm -1 Bending vibration peak of N-H at 1340cm -1 The new generated C-N stretching vibration peak proves that the organic amine is used for successfully modifying the tannic acid.
Example 5
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 40g of tannin extract is weighed and dissolved in 120mL of deionized water, and evenly stirred at the speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 20g of octadecylamine is weighed and dissolved in 100mL of ethanol and stirred uniformly.
(4) Firstly, tannin extract is transferred into a three-necked flask, stirring is carried out continuously, octadecylamine is added into the three-necked flask for three times, water bath is carried out at 50 ℃, and reaction is carried out for 2 hours.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive.
Example 6
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 50g of tannin extract is weighed and dissolved in 250mL of deionized water, and evenly stirred at the speed of 300 r/min.
(2) The pH was adjusted to 8.5 with 10% NaOH solution.
(3) 20g of 1, 6-hexamethylenediamine is weighed and dissolved in 100mL of ethanol, and the mixture is stirred uniformly.
(4) Firstly, tannin extract is transferred into a three-necked flask, stirring is carried out continuously, then 1, 6-hexamethylenediamine is added into the three-necked flask for three times, water bath is carried out at 50 ℃, and reaction is carried out for 2 hours.
(5) Cooling to room temperature, and filtering and drying to obtain the product.
(6) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive
As shown in fig. 3, a is an infrared spectrum of the tannin extract raw material, and b and c are infrared spectra of example 5 and example 6, respectively. 3400cm in line a -1 The position is a stretching vibration peak of phenolic hydroxyl group at 1570cm -1 、1420cm -1 The position is a telescopic vibration peak of benzene ring, 1110cm -1 The symmetrical telescopic vibration peak of C-O-C is shown. b. 2930cm in line c -1 、2850cm -1 at-CH 2 Is 729cm -1 at-CH 2 Bending vibration peak of 1560cm -1 Bending vibration peak N-H at 1330cm -1 The new generated C-N expansion vibration peak proves that the organic amine is used for successfully modifying the tannin extract.
Comparative example 1
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 8g of gallic acid and 12.8g of octadecylamine are weighed and dissolved and uniformly mixed.
(2) Grinding the mixture to obtain the organic amine modified plant polyphenol drilling fluid additive.
Comparative example 2
An organic amine modified plant polyphenol drilling fluid additive and a preparation method thereof, comprising the following steps:
(1) 18.9g of tannic acid was weighed out and dissolved in 95mL of deionized water and stirred uniformly at a speed of 300 r/min.
(2) 3g of octadecylamine was weighed and dissolved in 15mL of ethanol and stirred well.
(7) Firstly, transferring tannic acid into a three-necked flask, continuously stirring, adding octadecylamine into the three-necked flask for three times, and reacting for 2 hours in a water bath at 50 ℃.
(8) Cooling to room temperature, and drying to obtain the product.
(9) Grinding the product to obtain the organic amine modified plant polyphenol drilling fluid additive.
Comparative example 3
The tannin extract powder is directly used as a drilling fluid additive.
Test 1: compatibility test
The compatibility of the drilling fluid additive in the oil-based drilling fluid is evaluated according to whether the drilling fluid additive can be well dispersed and suspended in the oil-based drilling fluid without affecting the rheological property of the oil-based drilling fluid and the stability of the oil-based drilling fluid.
Configuration of oil-based drilling fluid base slurry: 240mL of white oil is added into a high stirring cup, and 24g of main emulsifier HT-MUL, 7.5g of organic soil and 60mL of 20% CaCl are added in sequence under the condition of high-speed stirring rotation speed of 11000r 2 An aqueous solution, 6g of CaO, 12g of filtrate reducer,650g density 1.8g/cm 3 The barite stirring time is 20min, and then each treatment agent is added and stirred for 10min until all the raw materials are added and stirred for 40min together, so as to obtain the oil-based drilling fluid base fluid.
The prepared drilling fluid samples were cooled to room temperature before and after aging (180 ℃ C., 72 hours), and were tested at room temperature using a six-speed viscometer, respectively. Stable readings of Φ600, Φ300, Φ200, Φ100, Φ6, Φ3 were recorded sequentially at different rotational speeds. Apparent viscosity: av=η table=Φ600/2mpa·s; plastic viscosity: pv=ηplastic=Φ600- Φ300mpa·s; dynamic cutting force: yp=τ0= (Φ300-PV)/2=Φ300- Φ600/2Pa; ratio of dynamic to plastic: YP/pv= (Φ300- Φ600/2)/(Φ600- Φ300).
Barite sedimentation test method
The barite sedimentation test method is established for different sedimentation conditions, such as simulated static conditions, dynamic conditions, inclination angles, flow loops, high temperature and high pressure and the like. Static sedimentation test methods are to be used.
Static settlement testing is a method of evaluating the tendency of drilling fluids to settle under static conditions within a wellbore. Adding drilling fluid into stainless steel tank, standing at specific temperature for a period of time, and measuring density ρ of upper part (free liquid lower layer) of drilling fluid column top And density ρ of the bottom bottom . The static sedimentation factor SF is calculated as follows.
SF＝ρ bottom /(ρ bottom +ρ top )
SF 0.50 indicates no static sedimentation, and SF greater than 0.52 indicates poor static sedimentation stability. The operation method is simple and is suitable for on-site use. However, the syneresis is not considered when calculating the static sedimentation factor, i.e. the upper free liquid is not involved in calculation, and the experimental result and the true value have certain deviation.
The results of testing the rheological parameters of the drilling fluid with reference to national standard GB/T29170-2012 drilling fluid laboratory test for oil and gas industry are shown in Table 1.
TABLE 1 influence of the additives prepared in examples 1-6 and comparative examples 1-3 on the rheology, breaking voltage and settling properties of drilling fluids
As can be seen from Table 1, after the product of the embodiment of the invention is added, the rheological parameters of the drilling fluid before and after aging change less, which indicates that the product of the embodiment of the invention has excellent temperature resistance and lower viscosity and viscosity stability. The emulsion breaking voltages of examples 1-4 are up to 1000V or more and the emulsion breaking voltages of examples 5-6 are also up to 400V or more, indicating that the emulsion stability is strong. The sedimentation factor SF is about 0.51, and has very good barite sedimentation prevention effect. In contrast, in comparative example 3, the soft deposition occurred after aging using an unmodified tannin extract. Comparative example 1 was directly physically mixed, so that the sedimentation factor SF was increased and the demulsification voltage was significantly reduced. Comparative example 2 did not employ alkaline oxidation, and the sedimentation factor SF also increased, and the demulsification voltage significantly decreased.
Comparative examples 1-3 simplify the reaction process to direct mixing without oxidation treatment and reaction process; the proportion of organic amine is reduced, plant polyphenol raw materials are directly used, and demulsification voltage is rapidly reduced to below 400V after the drilling fluid is aged, so that the system emulsion structure is proved to be damaged, and the drilling fluid cannot be normally used.
It can be seen from examples 4-6 that after aging, the demulsification voltage does not drop and increases, which indicates that the drilling fluid additive prepared by the method has high-temperature high-pressure rheological stability and sedimentation stability, and is probably because the drilling fluid additive forms substances which are more beneficial to improving sedimentation stability at high temperature.
Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present invention, and are not limiting; although the invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit and scope of the technical solutions of the embodiments of the present invention.
Claims (10)
1. A preparation method of an organic amine modified plant polyphenol drilling fluid additive is characterized in that an organic amine is adopted to carry out modification reaction on oxidized plant polyphenol, and the organic amine modified plant polyphenol drilling fluid additive is obtained.
2. The method of preparing an organoamine modified plant polyphenol drilling fluid additive of claim 1, wherein the organoamine comprises one or more of a monoamine of 12-20 carbons or a diamine of 4-16 carbons.
3. The method of preparing an organoamine modified plant polyphenol drilling fluid additive of claim 1, wherein the plant polyphenol comprises one or more of gallic acid, tannic acid, and tannin extract.
4. The method for preparing an organic amine modified plant polyphenol drilling fluid additive according to any of claims 1 to 3, wherein the temperature of the modification reaction is room temperature to 75 ℃ for 1 to 8 hours;
and/or the oxidation of the plant polyphenol is carried out under alkaline conditions, preferably by adjusting the pH value to alkaline with NaOH solution.
5. The method for preparing an organic amine modified plant polyphenol drilling fluid additive according to any of claims 1 to 4, wherein when the organic amine is monoamine, the molar ratio of the organic amine to the plant polyphenol is (1 to 10): 1; when the organic amine is diamine, the molar ratio of the organic amine to the plant polyphenol is (0.5-5): 1.
6. The method for preparing an organoamine modified plant polyphenol drilling fluid additive according to any of claims 1 to 5, comprising the steps of:
s1, dissolving plant polyphenol in a solvent, and regulating the pH value to 8-10;
s2, adding organic amine into the solution obtained in the step S1, and reacting for 1-8 hours at the room temperature of-75 ℃;
s3, cooling to room temperature, and carrying out suction filtration and drying to obtain the organic amine modified plant polyphenol drilling fluid additive.
7. The method for preparing an organoamine modified plant polyphenol drilling fluid additive according to claim 6, wherein the solvent in step S1 is one or more of water, alcohol and ether solvents;
in the step S3, firstly dissolving the organic amine in an organic solvent, and then adding the organic amine into the solution obtained in the step S1; the organic solvent is miscible with the solvent described in step S1.
8. An organic amine modified plant polyphenol drilling fluid additive, which is characterized by being prepared by the preparation method of any one of claims 1-7.
9. Use of an organoamine modified plant polyphenol drilling fluid additive as defined in claim 8 as an anti-settling agent for a drilling fluid.
10. Use of an organic amine modified vegetable polyphenol drilling fluid additive according to claim 9, wherein the amount of the organic amine modified vegetable polyphenol drilling fluid additive is 0.5-5%, preferably 1-3% of the mass of the drilling fluid;
and/or the drilling fluid comprises white oil, an emulsifying agent, organic soil and CaCl 2 Aqueous solution, caO, filtrate reducer and barite.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311045625.5A CN117229766A (en) | 2023-08-18 | 2023-08-18 | Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311045625.5A CN117229766A (en) | 2023-08-18 | 2023-08-18 | Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117229766A true CN117229766A (en) | 2023-12-15 |
Family
ID=89092023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311045625.5A Pending CN117229766A (en) | 2023-08-18 | 2023-08-18 | Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117229766A (en) |
-
2023
- 2023-08-18 CN CN202311045625.5A patent/CN117229766A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US9410071B1 (en) | Oil-based viscosifier of drilling fluid and the preparation method thereof | |
| CN111139053B (en) | Nano silicon dioxide organic boron crosslinking agent and preparation method thereof | |
| CN103320104A (en) | Water-in-oil-type biodiesel-based drilling fluid and preparation method thereof | |
| CN106367041B (en) | Emulsifier for oil-based drilling fluid and production process and application thereof | |
| CN108728053B (en) | Environment-friendly temperature-resistant salt-resistant plugging fluid loss additive for low-solid-phase brine drilling fluid and preparation method thereof | |
| CN109749722B (en) | Self-lubricating liquid branched polymer shear strength improving agent, preparation method thereof and oil-based drilling fluid | |
| CN108276974B (en) | Deepwater constant-current transformation synthetic base drilling fluid | |
| CN117229766A (en) | Organic amine modified plant polyphenol drilling fluid additive and preparation method and application thereof | |
| CN107814931B (en) | Branched polymer for oil-based drilling fluid, and preparation method and application thereof | |
| CN117447646A (en) | Emulsion type thickening agent for fracturing | |
| CN112500845B (en) | Thickening agent for seawater-based fracturing fluid, fracturing fluid and preparation method of thickening agent | |
| CN113004876A (en) | Carbon dioxide/calcium oxide responsive emulsifier, reversible emulsion and reversible drilling fluid, and preparation and application thereof | |
| CN110760295B (en) | High-temperature tackifier for oil well cement slurry and preparation method thereof | |
| CN113943422B (en) | Flow pattern regulator and preparation method and application thereof | |
| CN108048064A (en) | A kind of preparation method of long-acting water-based wax-proofing agent | |
| CN113969146A (en) | Preparation and application methods and application of barium sulfate dispersion liquid | |
| CN115403785B (en) | Humic acid filtrate reducer and preparation method and application thereof | |
| CN110713822A (en) | High-temperature high-density oil-based drilling fluid | |
| CN107298969B (en) | Filtrate reducer for oil-based drilling fluid and preparation method thereof | |
| CN107815298B (en) | Emulsifier, preparation method thereof and oil-based drilling fluid | |
| CN114605973A (en) | Oil-based drilling fluid with high density and high dynamic-plastic ratio | |
| CN113429580B (en) | Modified hyperbranched polyester grafted carbon microsphere and preparation method and application thereof | |
| CN116836690A (en) | Natural plant-based surfactant for high-temperature resistant synthetic-based drilling fluid and preparation method thereof | |
| CN110591672B (en) | Shear strength improving agent for full-oil-based drilling fluid and preparation method thereof | |
| CN111662693B (en) | Salt-resistant filtrate reducer for drilling fluid and production method 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 |