CN113004877B - Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof - Google Patents
Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof Download PDFInfo
- Publication number
- CN113004877B CN113004877B CN201911327107.6A CN201911327107A CN113004877B CN 113004877 B CN113004877 B CN 113004877B CN 201911327107 A CN201911327107 A CN 201911327107A CN 113004877 B CN113004877 B CN 113004877B
- Authority
- CN
- China
- Prior art keywords
- lubricant
- glycoside
- sulfonated
- drilling fluid
- alkyl glycoside
- 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.)
- Active
Links
- -1 Sulfonated amino alkyl glycoside Chemical class 0.000 title claims abstract description 78
- 229930182470 glycoside Natural products 0.000 title claims abstract description 64
- 239000000314 lubricant Substances 0.000 title claims abstract description 57
- 238000005553 drilling Methods 0.000 title claims abstract description 56
- 239000012530 fluid Substances 0.000 title claims abstract description 48
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- 229910003202 NH4 Inorganic materials 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 4
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 30
- 239000007795 chemical reaction product Substances 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 229910001868 water Inorganic materials 0.000 claims description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000004359 castor oil Substances 0.000 claims description 13
- 235000019438 castor oil Nutrition 0.000 claims description 13
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 13
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 10
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 150000002924 oxiranes Chemical class 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- ITMIRWIISVVMAK-UHFFFAOYSA-N 2-chloro-3-ethyloxirane Chemical compound CCC1OC1Cl ITMIRWIISVVMAK-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims description 3
- 235000006408 oxalic acid Nutrition 0.000 claims description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- 150000007514 bases Chemical class 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 238000005461 lubrication Methods 0.000 abstract description 11
- 230000001050 lubricating effect Effects 0.000 abstract description 8
- 238000010276 construction Methods 0.000 abstract description 5
- 239000003079 shale oil Substances 0.000 abstract description 2
- 238000003756 stirring Methods 0.000 description 21
- 229930182478 glucoside Natural products 0.000 description 14
- 239000000047 product Substances 0.000 description 12
- 238000001514 detection method Methods 0.000 description 11
- 239000002002 slurry Substances 0.000 description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 239000000440 bentonite Substances 0.000 description 7
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 7
- 229910000278 bentonite Inorganic materials 0.000 description 6
- 229940092782 bentonite Drugs 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000004321 preservation Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 229940080314 sodium bentonite Drugs 0.000 description 3
- 229910000280 sodium bentonite Inorganic materials 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- ONCZQWJXONKSMM-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4] ONCZQWJXONKSMM-UHFFFAOYSA-N 0.000 description 2
- 238000005098 hot rolling Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- JVAZJLFFSJARQM-RMPHRYRLSA-N (2r,3r,4s,5s,6r)-2-hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O JVAZJLFFSJARQM-RMPHRYRLSA-N 0.000 description 1
- BZANQLIRVMZFOS-ZKZCYXTQSA-N (3r,4s,5s,6r)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BZANQLIRVMZFOS-ZKZCYXTQSA-N 0.000 description 1
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 1
- 235000019737 Animal fat Nutrition 0.000 description 1
- JDRSMPFHFNXQRB-CMTNHCDUSA-N Decyl beta-D-threo-hexopyranoside Chemical compound CCCCCCCCCCO[C@@H]1O[C@H](CO)C(O)[C@H](O)C1O JDRSMPFHFNXQRB-CMTNHCDUSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 229940073499 decyl glucoside Drugs 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- HEGSGKPQLMEBJL-RKQHYHRCSA-N octyl beta-D-glucopyranoside Chemical compound CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HEGSGKPQLMEBJL-RKQHYHRCSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
- C07H15/08—Polyoxyalkylene derivatives
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33396—Polymers modified by chemical after-treatment with organic compounds containing nitrogen having oxygen in addition to nitrogen
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/334—Polymers modified by chemical after-treatment with organic compounds containing sulfur
- C08G65/3344—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur
- C08G65/3346—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur having sulfur bound to carbon and oxygen
-
- 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
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterized by the type of post-polymerisation functionalisation
- C08G2650/04—End-capping
-
- 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
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/34—Lubricant additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Genetics & Genomics (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Lubricants (AREA)
Abstract
The invention provides a sulfonated amino alkyl glycoside lubricant for drilling fluid, which has a structure shown in a formula I; in the formula I, m is 1-5; n is 1 to 7; o is 1 to 7; r is1Is an alkyl group having 4 to 12 carbon atoms; r2An alkylene group having 1 to 3 carbon atoms; m is Na, K or NH4. The sulfonated amino alkyl glycoside lubricant for the drilling fluid provided by the invention has a good lubricating effect. In addition, the sulfonated amino alkyl glycoside provided by the invention has no biotoxicity. The sulfonated amino alkyl glycoside provided by the invention can be applied to drilling fluid, is suitable for drilling construction of shale oil gas horizontal well long horizontal section and high-temperature high-density drilling fluid, meets the requirement of drilling fluid lubrication anti-sticking control, and realizes green, safe and efficient drilling. The invention also provides a preparation method and application of the sulfonated amino alkyl glycoside lubricant.
Description
Technical Field
The invention belongs to the technical field of oilfield chemical drilling fluid treating agents, and particularly relates to a sulfonated amino alkyl glycoside lubricant and a preparation method and application thereof.
Background
In recent years, with more and more difficult wells such as deep wells, ultra-deep wells, long horizontal section horizontal wells, extended reach wells and the like, the requirement on drilling fluid lubrication anti-sticking is higher and higher. In the early stage, mineral oil such as crude oil, diesel oil, white oil and the like is mixed in the drilling fluid to better meet the requirement of underground lubrication and anti-sticking, but the application of mineral oil lubricants is limited along with the increasing strictness of environmental protection requirements, so that the research and development of green and environment-friendly high-performance lubricants become a main development trend. Certain work is carried out on vegetable oil ester and animal fat lubricants at home and abroad, the product types are more, but the performance of the lubricant cannot well meet the lubrication requirements of high-difficulty wells such as long horizontal section horizontal wells and high-temperature high-density drilling fluids at present.
Disclosure of Invention
In view of the above, the invention aims to provide a sulfonated amino alkyl glycoside lubricant for drilling fluid, and a preparation method and application thereof.
The invention provides a sulfonated amino alkyl glycoside lubricant for drilling fluid, which has a structure shown in formula I:
in the formula I, m is 1-5, preferably 1-3;
n is 1 to 7, preferably 1 to 5;
o is 1 to 7, preferably 1 to 5;
R1is an alkyl group having 4 to 9 carbon atoms, preferably-C4H9、-C6H13、-C8H17、-C10H21or-C12H25;
R2Is an alkylene group having 1 to 3 carbon atoms, preferably-CH2-or-C2H4-;
M is Na, K or NH4。
The sulfonated amino alkyl glycoside lubricant for the drilling fluid has a specific structure, and the lubricant with the specific structure has a good lubricating effect. In addition, the sulfonated amino alkyl glycoside lubricant for the drilling fluid provided by the invention has no biotoxicity. The sulfonated amino alkyl glycoside lubricant for the drilling fluid can be applied to the drilling fluid, is suitable for the drilling construction of a shale oil-gas horizontal well long horizontal section and a high-temperature high-density drilling fluid, meets the requirement of drilling fluid lubrication anti-sticking control, and realizes green, safe and efficient drilling.
The invention provides a preparation method of a sulfonated amino alkyl glycoside lubricant for drilling fluid, which comprises the following steps:
1) reacting glycerol, alkyl glycoside, epoxide, water and a catalyst to obtain a first reaction product;
2) reacting the first reaction product with triethanolamine to obtain a second reaction product;
3) and reacting the second reaction product with sulfonated castor oil and an alkaline compound to obtain the sulfonated amino alkyl glycoside lubricant for the drilling fluid.
In the present invention, the alkyl glycoside is preferably selected from butyl glycoside, hexyl glycoside, octyl glycoside, decyl glycoside or dodecyl glycoside. The source of the alkyl glycoside is not particularly limited in the present invention, and alkyl glycosides of the above kind well known to those skilled in the art may be used and commercially available.
In the present invention, the epoxide is preferably selected from epichlorohydrin or chloroepoxybutane.
In the present invention, the catalyst is preferably one or more selected from the group consisting of sulfuric acid, hydrochloric acid, oxalic acid, p-toluenesulfonic acid and sulfamic acid.
The source of the sulfonated castor oil is not particularly limited in the present invention, and the sulfonated castor oil known to those skilled in the art can be used and can be purchased from the market.
In the present invention, the basic compound is preferably selected from sodium hydroxide, potassium hydroxide or aqueous ammonia.
In the invention, the mass ratio of glycerol, alkyl glycoside, epoxide, water, catalyst, triethanolamine, sulfonated castor oil and alkaline compound is preferably 37 (78-96): (38-48): 60-120): 4-8): (120-150): (150-180): (12-16), more preferably 37 (80-90), (40-45), (80-100), (5-7): (130-140): (160-170): (13-15); most preferably 37 (83-87) (42-43) (85-95): 6: (133-137): (163-167): 14.
in the present invention, the reaction in step 1) is preferably carried out in a reactor with a condensing reflux device; the reaction is preferably carried out under the condition of stirring, and the stirring speed is preferably 800-1000 r/min, more preferably 850-950 r/min, and most preferably 900 r/min; the reaction temperature is preferably 95-105 ℃, more preferably 98-102 ℃, and most preferably 100 ℃; the reaction time is preferably 1 to 3 hours, more preferably 1.5 to 2.5 hours, and most preferably 1 hour.
In the invention, the reaction in the step 2) is preferably carried out under the condition of stirring, and the stirring speed is preferably 800-1000 r/min, more preferably 850-950 r/min, and most preferably 900 r/min; the reaction temperature is preferably 100-110 ℃, more preferably 102-108 ℃, and most preferably 104-108 ℃; the reaction time is preferably 1 to 2 hours, and more preferably 1.5 hours. In the invention, after the reaction in the step 2) is finished, the temperature is preferably reduced to 45-55 ℃, more preferably 48-52 ℃, and most preferably 50 ℃ to obtain a second reaction product.
In the invention, the reaction in the step 3) is preferably carried out under the condition of stirring, and the stirring speed is preferably 800-1000 r/min, more preferably 850-950 r/min, and most preferably 900 r/min; the reaction temperature is preferably 70-90 ℃, more preferably 75-85 ℃, and most preferably 80 ℃; the reaction time is preferably 3 to 5 hours, more preferably 3.5 to 4.5 hours, and most preferably 4 hours.
The sulfonated amino alkyl glycoside lubricant is prepared by adopting the alkyl glycoside, the epoxide, the glycerol, the triethanolamine and the sulfonated castor oil as raw materials, has mild reaction conditions, takes water as a solvent, has simple process operation, does not discharge waste water, waste gas and waste residue, is green and environment-friendly in synthesized product, and is an excellent efficient lubricant for drilling fluid.
The invention provides an application of the sulfonated amino alkyl glycoside lubricant for drilling fluid or the sulfonated amino alkyl glycoside lubricant for drilling fluid prepared by the method in the technical scheme in the drilling fluid, which comprises the following specific steps:
adding the sulfonated amino alkyl glycoside lubricant for the drilling fluid into the drilling fluid.
In the invention, the mass concentration of the sulfonated amino alkyl glycoside lubricant for the drilling fluid in the drilling fluid is preferably 0.4-0.6%, and more preferably 0.5%.
The invention has no special limitation on the type and components of the drilling fluid, and a person skilled in the art can select a drilling fluid with a proper component according to actual conditions. In the present invention, the drilling fluid may comprise: water, sodium carbonate and bentonite.
In the invention, the sodium carbonate is preferably anhydrous sodium carbonate, and each 1L of water preferably contains 2-3 g of sodium carbonate, and more preferably 2.5 g; the bentonite is preferably sodium bentonite, and each 1L of water preferably contains 45-55 g of bentonite, more preferably 48-52 g, and most preferably 50g of bentonite; the mass content of the bentonite in the drilling fluid is preferably 4-6%, and more preferably 5%.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the embodiments or the prior art descriptions will be briefly described below, it is obvious that the drawings in the following description are only embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the provided drawings without creative efforts.
FIG. 1 is an infrared spectrum of a sulfonated aminoalkyl glycoside lubricant prepared according to example 1 of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other examples, which may be modified or appreciated by those of ordinary skill in the art based on the examples given herein, are intended to be within the scope of the present invention.
In the following examples of the present invention, all the raw materials are commercially available products, the alkyl glycoside used is an industrial grade product provided by chemical Limited liability company of Yangcun, Beijing, and the sulfonated castor oil used is an industrial grade product provided by chemical Limited company of Jinlan, Jinan.
Example 1
Adding 37g of glycerol, 78g of butyl glucoside, 38g of epichlorohydrin, 60g of water and 4g of sulfuric acid into a reactor with a condensation reflux device, and carrying out heat preservation reaction at 95 ℃ for 1.0h at a stirring speed of 800r/min to obtain a first reaction product; adding 120g of triethanolamine into the first reaction product, reacting for 1.0h at 100 ℃ at a stirring speed of 800r/min, and cooling to 50 ℃ to obtain a second reaction product; and adding 150g of sulfonated castor oil and 12g of sodium hydroxide into the second reaction product, and reacting at 70 ℃ for 3.0h at a stirring speed of 800r/min to obtain a red brown viscous liquid which is the sulfonated aminobutyl glucoside lubricant, wherein the product yield is 91.15%.
Infrared spectrum detection is carried out on the sulfonated aminobutyl glucoside lubricant prepared in the embodiment 1 of the invention, and the detection result is shown in figure 1, wherein the sulfonated aminobutyl glucoside lubricant prepared in the embodiment 1 of the invention has a structure shown in a formula I, and m is 1-3 in the formula I; n is 1 to 5; o is 1 to 5; r1is-C4H9;R2is-CH2-; m is Na.
Example 2
Adding 37g of glycerol, 82g of hexyl glucoside, 42g of chloroepoxy butane, 70g of water and 5g of hydrochloric acid into a reactor with a condensation reflux device, and carrying out heat preservation reaction at 100 ℃ for 2.0h at a stirring speed of 900r/min to obtain a first reaction product; adding 130g of triethanolamine into the first reaction product, reacting for 2.0h at 105 ℃ at a stirring speed of 900r/min, and cooling to 50 ℃ to obtain a second reaction product; 160g of sulfonated castor oil and 14g of potassium hydroxide are added into the second reaction product, and the mixture reacts for 4.0 hours at 80 ℃ at the stirring speed of 900r/min to obtain a red brown viscous liquid which is the sulfonated amino hexyl glycoside lubricant, and the product yield is 90.37%.
Infrared spectrum detection is carried out on the sulfonated amino hexyl glucoside lubricant prepared in the embodiment 2 of the invention, and the detection result is that the sulfonated amino hexyl glucoside lubricant prepared in the embodiment 2 of the invention has a structure shown in a formula I, wherein m is 1-3; n is 1 to 5; o is 1 to 5; r1is-C6H13;R2is-C2H4-; m is K.
Example 3
Adding 37g of glycerol, 88g of octyl glucoside, 44g of epichlorohydrin, 90g of water and 6g of oxalic acid into a reactor with a condensation reflux device, and carrying out heat preservation reaction at 105 ℃ for 3.0h at a stirring speed of 1000r/min to obtain a first reaction product; adding 140g of triethanolamine into the first reaction product, reacting for 2.0h at 110 ℃ at a stirring speed of 1000r/min, and cooling to 50 ℃ to obtain a second reaction product; 170g of sulfonated castor oil and 16g of ammonia water are added into the second reaction product, and the mixture reacts for 5.0 hours at 90 ℃ at the stirring speed of 1000r/min to obtain a red brown viscous liquid which is the sulfonated amino octyl glucoside lubricant, and the product yield is 92.21 percent.
Infrared spectrum detection is carried out on the sulfonated amino octyl glucoside lubricant prepared in the embodiment 3 of the invention, and the detection result is that the sulfonated amino octyl glucoside lubricant prepared in the embodiment 3 of the invention has a structure shown in the formula I, wherein m is 1-3; n is 1 to 5; o is 1 to 5; r1is-C8H17;R2is-CH2-; m is NH4。
Example 4
Adding 37g of glycerol, 92g of decyl glucoside, 44g of epichlorohydrin, 110g of water and 7g of p-toluenesulfonic acid into a reactor with a condensation reflux device, and carrying out heat preservation reaction at 105 ℃ for 3.0h at a stirring speed of 1000r/min to obtain a first reaction product; adding 150g of triethanolamine into the first reaction product, reacting for 2.0h at 110 ℃ at a stirring speed of 1000r/min, and cooling to 50 ℃ to obtain a second reaction product; adding 180g of sulfonated castor oil and 16g of sodium hydroxide into the second reaction product, and reacting for 5.0h at 90 ℃ at a stirring speed of 1000r/min to obtain a reddish brown viscous liquid which is the sulfonated aminodecyl glucoside lubricant, wherein the product yield is 92.97%.
The sulfonated aminodecyl glucoside lubricant prepared in the embodiment 4 of the invention is subjected to infrared spectrum detection, and the detection result is that the sulfonated aminodecyl glucoside lubricant prepared in the embodiment 4 of the invention has a structure shown in a formula I, wherein m is 1-3; n is 1 to 5; o is 1 to 5; r1is-C10H21;R2is-CH2-; m is Na.
Example 5
Adding 37g of glycerol, 96g of dodecyl glucoside, 48g of epoxy chloropropane, 120g of water and 8g of sulfamic acid into a reactor with a condensation reflux device, and carrying out heat preservation reaction at 105 ℃ for 3.0h at a stirring speed of 1000r/min to obtain a first reaction product; adding 150g of triethanolamine into the first reaction product, reacting for 2.0h at 110 ℃ at a stirring speed of 1000r/min, and cooling to 50 ℃ to obtain a second reaction product; adding 180g of sulfonated castor oil and 16g of sodium hydroxide into the second reaction product, and reacting for 5.0 hours at 90 ℃ at the stirring speed of 1000r/min to obtain a red brown viscous liquid which is the sulfonated aminododecyl glucoside lubricant and has the product yield of 93.35%.
Infrared spectrum detection is carried out on the sulfonated aminododecyl glucoside lubricant prepared in the embodiment 5 of the invention, and the detection result is that the sulfonated aminododecyl glucoside lubricant prepared in the embodiment 5 of the invention has a structure shown in a formula I, wherein m is 1-3; n is 1 to 5; o is 1 to 5; r1is-C12H25;R2is-CH2-; m is Na.
Example 6
The lubricating performance of the sulfonated amino alkyl glycoside lubricant product prepared in the embodiments 1-5 of the invention on 5% soil slurry hot rolling for 16h at 180 ℃ (the amount of the 5% soil slurry is 350mL, the mass concentration of the lubricant product in the soil slurry is 0.5%) and the biotoxicity EC50The values and the detection results are shown in Table 1.
TABLE 1 Performance test results for sulfonated aminoalkyl glycoside lubricants prepared in accordance with the present examples
The preparation method of the 5% soil slurry comprises the following steps: 2.5g of anhydrous sodium carbonate and 50g of sodium bentonite for drilling fluid test are added into 1L of water, stirred for 20min and placed at room temperature for 24h to obtain the bentonite, wherein the mass concentration of the bentonite in the fresh water soil slurry is 5%.
The extreme pressure lubrication coefficient test method comprises the following steps: immersing a slide block in an extreme pressure lubrication instrument into 0.5% sulfonated amino alkyl glycoside lubricant slurry to be tested (the mass concentration of the slurry is 5%), adjusting the torque wrench value to be 16.95N/m, running the instrument for 5min, and reading out a numerical value X displayed on the instrument when the 0.5% sulfonated amino alkyl glycoside lubricant slurry is immersed in the slide block; the slide block in the instrument is immersed in clear water, the value of the torque wrench is adjusted to be 16.95N/m, the instrument runs for 5min, the numerical value displayed on the instrument when the slide block is immersed in the clear water is read to be Y, and the extreme pressure lubrication coefficient calculation formula is as follows:
in the above formula: k is the extreme pressure lubrication coefficient; x is a numerical value displayed on an instrument when the 0.5 percent sulfonated amino alkyl glycoside lubricant soil slurry is soaked in the sliding block; and Y is a numerical value displayed on the instrument when the slide block is soaked in clear water.
Biotoxicity EC50Method for testing valueThe method comprises the following steps: the sulfonated amino alkyl glycoside lubricant prepared in the embodiment of the invention is added into sodium chloride solution with the mass concentration of 3 percent to be respectively prepared into 0mg.dm-3、5000mg.dm-3、10000mg.dm-3、25000mg.dm-3、50000mg.dm-3、100000mg.dm-3Standing the solution of the sample to be detected for 60min, wherein the solution is 10mL each; sequentially adding 10mg of luminous bacteria T3 powder into the sample solution to be detected, fully shaking and uniformly mixing, and respectively determining the biotoxicity EC of the luminous bacteria after the luminous bacteria and the sample solution to be detected are contacted for 15min by taking sodium chloride solution with the mass concentration of 3% as comparison50The value is obtained.
As can be seen from the data in Table 1, 0.5% of sulfonated amino alkyl glycoside lubricant is added into 350mL of 5% slurry, and the lubricating coefficient is reduced from 0.3986 to 0.0508-0.0596 and the reduction rate of the lubricating coefficient is 85.05% -87.26% compared with the 5% slurry after hot rolling for 16 hours at a high temperature of 160 ℃, so that the sulfonated amino alkyl glycoside lubricant has better lubricating property; sulfonated amino alkyl glycoside lubricant EC50The value is more than 480000mg/L (far more than the emission standard 30000mg/L), has no biotoxicity and is green and environment-friendly. The sulfonated amino alkyl glycoside prepared by the embodiment of the invention has better lubricating property; meanwhile, the paint has no biological toxicity and is green and environment-friendly. The sulfonated amino alkyl glycoside prepared by the embodiment of the invention is suitable for the drilling construction of shale oil gas horizontal well long horizontal section and high-temperature high-density drilling fluid, can meet the requirement of drilling fluid lubrication anti-sticking control, and realizes green, safe and efficient drilling of field drilling construction.
From the above embodiments, the invention provides a sulfonated amino alkyl glycoside lubricant for drilling fluids, which has a structure of formula I; in the formula I, m is 1-5; n is 1 to 7; o is 1 to 7; r1Is an alkyl group having 4 to 12 carbon atoms; r2An alkylene group having 1 to 3 carbon atoms; m is Na, K or NH4. The sulfonated amino alkyl glycoside provided by the invention has a good lubricating effect. In addition, the sulfonated amino alkyl glycoside provided by the invention has no biotoxicity. The sulfonated amino alkyl glycoside provided by the invention can be applied to drilling fluid, is suitable for drilling construction of long horizontal section and high-temperature high-density drilling fluid of shale oil-gas horizontal well, and meets the requirement of drillingThe well fluid lubrication anti-blocking control requirement is met, and green, safe and efficient drilling is realized.
While only the preferred embodiments of the present invention have been shown and described, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention.
Claims (10)
1. A sulfonated amino alkyl glycoside lubricant for drilling fluid is characterized by having a structure shown in formula I:
formula I;
in the formula I, m is 1-5; n is 1 to 7; o is 1 to 7;
R1is an alkyl group having 4 to 12 carbon atoms;
R2an alkylene group having 1 to 3 carbon atoms;
m is Na, K or NH4。
2. The sulfonated amino alkyl glycoside lubricant for drilling fluid as claimed in claim 1, wherein m is 1-3; n is 1 to 5; o is 1 to 5.
3. The sulfonated aminoalkyl glycoside for drilling fluids of claim 1, wherein R is selected from the group consisting of1is-C4H9、-C6H13、-C8H17、-C10H21or-C12H25;
R2is-CH2-or-C2H4-。
4. The preparation method of the sulfonated amino alkyl glycoside lubricant for drilling fluid, which is characterized by comprising the following steps:
1) reacting glycerol, alkyl glycoside, epoxide, water and a catalyst to obtain a first reaction product;
2) reacting the first reaction product with triethanolamine to obtain a second reaction product;
3) and reacting the second reaction product with sulfonated castor oil and an alkaline compound to obtain the sulfonated amino alkyl glycoside lubricant for the drilling fluid.
5. The method according to claim 4, characterized in that the alkyl glycoside is selected from butyl glycoside, hexyl glycoside, octyl glycoside, decyl glycoside or dodecyl glycoside.
6. Process according to claim 4, characterized in that the epoxide is chosen from epichlorohydrin or chloroepoxybutane.
7. The method of claim 4, wherein the catalyst is selected from one or more of sulfuric acid, hydrochloric acid, oxalic acid, p-toluenesulfonic acid, and sulfamic acid.
8. The method according to claim 4, wherein the basic compound is selected from sodium hydroxide, potassium hydroxide or ammonia.
9. The method of claim 4, wherein the mass ratio of the glycerol, the alkyl glycoside, the epoxide, the water, the catalyst, the triethanolamine, the sulfonated castor oil and the alkaline compound is 37 (78-96): (38-48): 60-120): 4-8): (120-150): (150-180): (12-16).
10. Use of the sulfonated aminoalkyl glycoside lubricant for drilling fluids according to claim 1 or the sulfonated aminoalkyl glycoside lubricant for drilling fluids prepared according to the method of claim 4 in drilling fluids.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201911327107.6A CN113004877B (en) | 2019-12-20 | 2019-12-20 | Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201911327107.6A CN113004877B (en) | 2019-12-20 | 2019-12-20 | Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN113004877A CN113004877A (en) | 2021-06-22 |
CN113004877B true CN113004877B (en) | 2022-07-08 |
Family
ID=76382054
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201911327107.6A Active CN113004877B (en) | 2019-12-20 | 2019-12-20 | Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN113004877B (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991013896A1 (en) * | 1990-03-05 | 1991-09-19 | Henkel Kommanditgesellschaft Auf Aktien | Method for sulphonation of mixtures containing alkyl glycosides |
CN107973827A (en) * | 2016-10-25 | 2018-05-01 | 中石化石油工程技术服务有限公司 | A kind of aminoalkyl glucosides graft copolymer and preparation method thereof and drilling fluid |
CN109694699A (en) * | 2017-10-23 | 2019-04-30 | 中石化石油工程技术服务有限公司 | A kind of shale oil air water horizontal well water-base drilling fluid |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9598625B2 (en) * | 2013-12-06 | 2017-03-21 | M J Research & Development, LP | Lubrication for drilling fluid |
-
2019
- 2019-12-20 CN CN201911327107.6A patent/CN113004877B/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991013896A1 (en) * | 1990-03-05 | 1991-09-19 | Henkel Kommanditgesellschaft Auf Aktien | Method for sulphonation of mixtures containing alkyl glycosides |
CN107973827A (en) * | 2016-10-25 | 2018-05-01 | 中石化石油工程技术服务有限公司 | A kind of aminoalkyl glucosides graft copolymer and preparation method thereof and drilling fluid |
CN109694699A (en) * | 2017-10-23 | 2019-04-30 | 中石化石油工程技术服务有限公司 | A kind of shale oil air water horizontal well water-base drilling fluid |
Non-Patent Citations (1)
Title |
---|
钻井液用聚醚胺基烷基糖苷的合成及性能;司西强等;《应用化工》;20190731;第48卷(第7期);第1568-1571页 * |
Also Published As
Publication number | Publication date |
---|---|
CN113004877A (en) | 2021-06-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US11008496B2 (en) | Composition for preparing anti-wear lubricant for drilling fluid and preparation method of anti-wear lubricant for drilling fluid and drilling fluid | |
US5614010A (en) | Hydrocarbon gels useful in formation fracturing | |
CN103013459B (en) | A kind of super-high density drilling fluid dispersion agent, preparation method and application | |
CN108251078B (en) | Plugging type extreme pressure lubricant and preparation method and application thereof | |
CN113004877B (en) | Sulfonated amino alkyl glycoside lubricant for drilling fluid and preparation method and application thereof | |
CN109135880A (en) | Aqueous industrial gear oil and preparation method thereof is held in a kind of synthesis | |
CN111320971B (en) | Alkyl shell oligoglycoside polyether, preparation method thereof and drilling fluid | |
CN109825265B (en) | Liquid non-fluorescent lubricant for well drilling | |
CN106854259A (en) | A kind of water-base drilling fluid fluid loss additive and preparation method thereof | |
CN109233758B (en) | Salt-resistant lubricant for drilling fluid and preparation method thereof | |
CN105086954B (en) | Lubricant for drilling fluids and preparation method thereof | |
CN105238379B (en) | A kind of long-acting corrosion inhibiter of acidification of gas well and its preparation method and application method | |
CN111320659B (en) | Sulfamidoglyceryl glycoside, preparation method thereof and drilling fluid | |
US10793759B2 (en) | Sulfur- and phosphorus-free extreme pressure lubricant and preparation method and application thereof | |
CN108977259A (en) | A kind of synthesis is energy saving to hold water type gas compression machine oil and preparation method thereof | |
CN111320972B (en) | Amido chitosan, preparation method thereof and drilling fluid | |
CN100537702C (en) | Thick oil thinning agent | |
CN114507511A (en) | Emulsion molybdenum lubricant for environment-friendly drilling fluid salt slurry system and preparation method thereof | |
CN111320658A (en) | Sulfonated castor oil based alkyl glycoside, preparation method thereof and drilling fluid | |
CN101638575A (en) | High-temperature resistant thinner for drilling fluid and production method and use method thereof | |
KR100439663B1 (en) | Hydraulic or Slide-way oil the same water-cutting fluids composition | |
CN110699051B (en) | Biomass base oil and preparation method thereof | |
CN116426256B (en) | Antiwear drag reduction treating agent, preparation method, lubricant composition and application | |
CN110699050B (en) | High-temperature-resistant and saturated-salt-resistant biological lubricant and preparation method thereof | |
CN113924352B (en) | Method of drilling a well bore using a diluent composition |
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 | ||
GR01 | Patent grant | ||
GR01 | Patent grant |