CN114763468A - Hydrolyzed lignin amide, water shutoff profile control agent, and preparation method and application thereof - Google Patents
Hydrolyzed lignin amide, water shutoff profile control agent, and preparation method and application thereof Download PDFInfo
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- CN114763468A CN114763468A CN202110049341.8A CN202110049341A CN114763468A CN 114763468 A CN114763468 A CN 114763468A CN 202110049341 A CN202110049341 A CN 202110049341A CN 114763468 A CN114763468 A CN 114763468A
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- Prior art keywords
- lignin
- water
- profile control
- amide
- control agent
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- 229920005610 lignin Polymers 0.000 title claims abstract description 145
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 111
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 77
- 150000001408 amides Chemical class 0.000 title claims abstract description 64
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 229920002401 polyacrylamide Polymers 0.000 claims abstract description 44
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 19
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 15
- 238000000605 extraction Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 47
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- 150000001412 amines Chemical class 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 23
- 238000003756 stirring Methods 0.000 claims description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 10
- 230000003301 hydrolyzing effect Effects 0.000 claims description 10
- 150000001263 acyl chlorides Chemical class 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 9
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 230000007062 hydrolysis Effects 0.000 claims description 7
- 238000006460 hydrolysis reaction Methods 0.000 claims description 7
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 230000010933 acylation Effects 0.000 claims description 6
- 238000005917 acylation reaction Methods 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical group [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 5
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 5
- 238000005576 amination reaction Methods 0.000 claims description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 5
- 229910052804 chromium Inorganic materials 0.000 claims description 5
- 239000011651 chromium Substances 0.000 claims description 5
- 238000000227 grinding Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 239000013067 intermediate product Substances 0.000 claims description 5
- -1 linolenyl chloride Chemical compound 0.000 claims description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 5
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 4
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 claims description 4
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 4
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 claims description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 4
- ATHGHQPFGPMSJY-UHFFFAOYSA-N spermidine Chemical compound NCCCCNCCCN ATHGHQPFGPMSJY-UHFFFAOYSA-N 0.000 claims description 4
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 claims description 4
- 238000000967 suction filtration Methods 0.000 claims description 4
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims description 3
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 claims description 3
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 3
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 claims description 3
- 235000019345 sodium thiosulphate Nutrition 0.000 claims description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 2
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 claims description 2
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 108010009736 Protein Hydrolysates Proteins 0.000 claims description 2
- 239000005700 Putrescine Substances 0.000 claims description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims description 2
- 239000012346 acetyl chloride Substances 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- JOSWYUNQBRPBDN-UHFFFAOYSA-P ammonium dichromate Chemical compound [NH4+].[NH4+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O JOSWYUNQBRPBDN-UHFFFAOYSA-P 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 235000010350 erythorbic acid Nutrition 0.000 claims description 2
- 238000004880 explosion Methods 0.000 claims description 2
- 229940026239 isoascorbic acid Drugs 0.000 claims description 2
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 2
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000001632 sodium acetate Substances 0.000 claims description 2
- 235000017281 sodium acetate Nutrition 0.000 claims description 2
- 235000010265 sodium sulphite Nutrition 0.000 claims description 2
- 229940063673 spermidine Drugs 0.000 claims description 2
- 229940063675 spermine Drugs 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- PVFOMCVHYWHZJE-UHFFFAOYSA-N trichloroacetyl chloride Chemical compound ClC(=O)C(Cl)(Cl)Cl PVFOMCVHYWHZJE-UHFFFAOYSA-N 0.000 claims description 2
- 230000007071 enzymatic hydrolysis Effects 0.000 claims 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims 1
- 125000001924 fatty-acyl group Chemical group 0.000 claims 1
- 230000018044 dehydration Effects 0.000 abstract description 13
- 238000006297 dehydration reaction Methods 0.000 abstract description 13
- 238000002347 injection Methods 0.000 abstract description 7
- 239000007924 injection Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 238000010276 construction Methods 0.000 abstract description 5
- 239000003129 oil well Substances 0.000 abstract description 5
- 239000000499 gel Substances 0.000 description 37
- 238000004132 cross linking Methods 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 6
- 239000002131 composite material Substances 0.000 description 6
- 230000033558 biomineral tissue development Effects 0.000 description 5
- 238000011161 development Methods 0.000 description 5
- 230000018109 developmental process Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 4
- 235000015110 jellies Nutrition 0.000 description 4
- 239000008274 jelly Substances 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- MRKXCQPDRPTZCG-IUQGRGSQSA-N (9e,12e,15e)-octadeca-9,12,15-trienoyl chloride Chemical compound CC\C=C\C\C=C\C\C=C\CCCCCCCC(Cl)=O MRKXCQPDRPTZCG-IUQGRGSQSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229910001430 chromium ion Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 239000004318 erythorbic acid Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/50—Compositions for plastering borehole walls, i.e. compositions for temporary consolidation of borehole walls
- C09K8/504—Compositions based on water or polar solvents
- C09K8/506—Compositions based on water or polar solvents containing organic compounds
- C09K8/508—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/512—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
-
- 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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/887—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention belongs to the technical field of water shutoff and profile control of oil fields, and particularly relates to hydrolyzed lignin amide, a water shutoff and profile control agent, and a preparation method and application thereof. The water shutoff profile control agent comprises hydrolyzed lignin amide, polyacrylamide, a cross-linking agent, a reducing agent, a pH regulator and water. The water shutoff profile control agent can control the gel (6h-15d) within a wider oil reservoir temperature range (30-120 ℃), does not break the gel within 150 days, has a dehydration rate less than 5%, expands the temperature use range and has higher strength. The long gel time can be used for plugging a high-permeability strip of a water injection well, the short gel time can be used for plugging a single water layer in the oil well, and the gel agent has the characteristics of high viscosity, high plugging strength, controllable gel time, wide application range and the like, effectively reduces the production cost of the water plugging profile control agent, meets the performance and economic requirements of field construction, has high practicability, and can be applied to the water plugging profile control in the oil extraction process of an oil field.
Description
Technical Field
The invention belongs to the technical field of water shutoff and profile control of oil fields, and particularly relates to hydrolyzed lignin amide, a water shutoff and profile control agent, and a preparation method and application thereof.
Background
Profile control means that a plugging agent system is injected from a water injection well to plug a high permeable formation, so that the absorption profile of a water injection layer section is adjusted, the aim of reservoir balanced displacement is fulfilled, and an effective way for improving the water flooding development effect is achieved. The water shutoff and profile control technology is an effective means for improving the heterogeneity of a reservoir under low oil price, realizing balanced displacement and stable yield of an oil field. The existing plugging and conditioning agents can be roughly divided into several categories, such as jelly, gel, precipitate, particles, microspheres, foams, microorganisms and the like, wherein the chromium jelly is a plugging and conditioning agent generated by the cross-linking reaction of polyacrylamide and chromium polynuclear hydroxyl bridge chromium ions, and has the characteristics of adjustable freezing time, controllable strength and capability of plugging different distances from a well hole. However, with the fluctuation of the price of fossil-based raw materials and the higher requirement on the biodegradability of oil field chemicals in the field application process of an oil field, the development of a jelly system which has low cost and stable product performance and meets the environmental protection requirement has important significance on the sustainable development of water shutoff profile control technology.
In the future, the bulk oil field chemical manufacturing industry will mainly develop towards the direction of efficient resource utilization, diversified raw materials, high-valued products and low-carbon and green process. Compared with the traditional petrochemical refining and chemical synthesis methods, the biological production has the characteristics of greenness, high efficiency, mildness, low carbon, sustainability and the like, becomes a current global strategic emerging industry and presents a high-speed growth situation. Lignin is a complex natural polymer, and is a three-dimensional network structure of a hetero-branched chain formed by combining phenylpropyl with ether (C-O-C) or carbon-carbon bond (C-C) bonds. The second most natural organic substance is lignin, which is second to cellulose in nature. The industrial lignin has rich sources and low price, and has different structures due to different sources and separation methods; mainly has active groups such as aromatic group, phenolic hydroxyl group, alcoholic hydroxyl group, carbonyl group, methoxyl group, carboxyl group, conjugated double bond and the like, and can carry out various chemical reactions such as oxidation, reduction, hydrolysis, alcoholysis, photolysis, acylation, sulfonation, alkylation, halogenation, nitration, condensation, graft copolymerization and the like. Therefore, the development of the chromium jelly system with low cost and excellent product performance has important significance for the sustainable development of the water shutoff profile control technology.
Disclosure of Invention
The invention aims to provide a new application of hydrolyzed lignin amide, in particular to an application in preparing a water shutoff profile control agent; the water shutoff profile control agent can control gel (6h-15d) within a wide oil reservoir temperature range (30-120 ℃), does not break the gel within 150 days, has a dehydration rate less than 5%, expands the temperature use range, and has high strength. The gel time is longer, can be used for plugging a high-permeability strip of a water injection well, the gel time is shorter, can be used for plugging a single water layer in the oil well, and has the characteristics of high viscosity, high plugging strength, controllable gel time, wide application range and the like, so that the production cost of the water plugging profile control agent is effectively reduced, the requirements on the performance and the economy of field construction are met, and the practicability is higher.
In order to achieve the above object, a first aspect of the present invention provides the use of a hydrolyzed lignin amide for the preparation of a water shutoff profile control agent for oil recovery in an oil field.
Preferably, in the above application, the water shutoff profile control agent includes, based on the total weight of the water shutoff profile control agent:
0.1-4.5 wt% of hydrolyzed lignin amide;
0.02-1.2 wt% of polyacrylamide;
0.02-1.2 wt% of cross-linking agent;
0.03-1.8 wt% of reducing agent;
0.01-0.45 wt% of pH regulator;
90.85-99.82 wt% of water.
As a further preferable scheme, in the above application, the water shutoff profile control agent includes, based on the total weight of the water shutoff profile control agent:
0.5-2 wt% of hydrolyzed lignin amide;
0.05-0.5 wt% of polyacrylamide;
0.05 to 0.4 weight percent of cross-linking agent;
0.1-0.6 wt% of reducing agent;
0.01-0.2 wt% of pH regulator;
96.3-99.29 wt% of water.
In a second aspect of the present invention, there is provided a water shutoff profile control agent, comprising, based on the total weight of the water shutoff profile control agent:
0.1-4.5 wt% of hydrolyzed lignin amide;
0.02-1.2 wt% of polyacrylamide;
0.02-1.2 wt% of cross-linking agent;
0.03-1.8 wt% of reducing agent;
0.01 to 0.45 weight percent of pH regulator;
90.85-99.82 wt% of water.
In order to further obtain a better effect, specifically, make the water shutoff profile control agent can realize controllable crosslinking at a higher gelling temperature, and the gel strength is better, as a preferred scheme, with the total weight of the water shutoff profile control agent as a reference, the above water shutoff profile control agent includes:
0.5-2 wt% of hydrolyzed lignin amide;
0.05-0.5 wt% of polyacrylamide;
0.05 to 0.4 weight percent of cross-linking agent;
0.1-0.6 wt% of reducing agent;
0.01-0.2 wt% of pH regulator;
96.3-99.29 wt% of water.
Preferably, the polyacrylamide is at least one selected from anionic polyacrylamide, cationic polyacrylamide, nonionic polyacrylamide and amphoteric polyacrylamide; more preferably, the molecular weight of the polyacrylamide is 500 to 3500 ten thousand, and more preferably 1500 to 2500 ten thousand.
Preferably, the cross-linking agent is a chromium cross-linking agent; further preferably, the crosslinking agent is selected from at least one of sodium dichromate, ammonium dichromate, and potassium dichromate.
Preferably, the reducing agent is at least one selected from the group consisting of sodium thiosulfate, sodium sulfite, sodium bisulfite, sodium dithionite, m-phenylenediamine, erythorbic acid, and thiourea.
Preferably, the pH adjuster is at least one selected from the group consisting of dilute hydrochloric acid, dilute sulfuric acid, a sodium hydroxide solution, a sodium carbonate solution, a sodium bicarbonate solution, a sodium acetate solution, and ammonia water.
In the present invention, the water is not particularly limited, and may be river water, lake water, atmospheric water, seawater, ground water, artificial water or oilfield produced water, etc., and is preferably water having a mineralization degree of less than 20000 mg/L.
Preferably, the hydrolyzed lignin amide is obtained by sequentially carrying out amination, acylation and hydrolysis on lignin.
The inventor of the invention unexpectedly discovers in research that the hydrolyzed lignin amide is obtained by amination, acylation and hydrolysis modification of lignin, lignin crosslinking sites are increased, lignin crosslinking activity is improved and finally the performance of the plugging and blending agent is improved by the amination and acylation modification of the lignin. The rigid molecular structure of the hydrolyzed lignin amide and the flexible molecular structure of the polymer are 'made up for the weakness' to form an interpenetrating network gel structure; the gel can be controlled to be gel (6h-15d) within a wider oil reservoir temperature range (30-120 ℃) by matching with other components of the water plugging profile control agent, the gel is not broken within 150 days, the dehydration rate is less than 5%, the temperature application range is expanded, the strength is higher, longer gel time can be used for plugging a high-permeability strip of a water injection well, and shorter gel time can be used for plugging a single water layer in the oil well; the water plugging profile control agent has the characteristics of high viscosity, high plugging strength, controllable gelling time, wide application range and the like, effectively reduces the production cost of the water plugging profile control agent, meets the requirements on the performance and the economy of field construction, and has higher practicability.
In the invention, the lignin, the organic amine and the acyl chloride are all commercially available, and preferably, the effective content of the lignin is 80-99.9%.
Further preferably, the hydrolyzed lignin amide is prepared by a method comprising the following steps:
(a) carrying out a first contact reaction on lignin aqueous solution and organic amine to obtain lignin amine;
(b) dissolving the lignin amine in water, and then continuously carrying out a second contact reaction with acyl chloride to obtain lignin amide;
(c) and continuously carrying out a third contact reaction on the lignin amide and a hydrolyzing agent to obtain the hydrolyzed lignin amide.
Preferably, the first contact reaction is carried out in the following manner: preparing lignin into lignin aqueous solution, and then dripping organic amine into the lignin aqueous solution under the stirring state.
Preferably, the second contact reaction is carried out in the following manner: preparing lignin amine into lignin amine aqueous solution, and then dripping acyl chloride into the lignin amine aqueous solution under the stirring state.
Preferably, the lignin is at least one selected from alkali lignin, enzymatic lignin, chlorinated lignin, steam explosion lignin, lignosulfonate and sulfur lignin.
Preferably, the organic amine is at least one selected from the group consisting of dimethylamine, ethylenediamine, trimethylamine, triethylamine, ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, putrescine, cadaverine, spermidine, and spermine.
Preferably, the acid chloride is at least one selected from the group consisting of acetyl chloride, benzoyl chloride, oxalyl chloride, chloroacetyl chloride, trichloroacetyl chloride, fatty acid chloride, stearoyl chloride, linolenoyl chloride, oleic acid chloride, and palmitoyl chloride.
Preferably, the hydrolytic agent is at least one selected from the group consisting of a sodium hydroxide solution, a sodium carbonate solution, a sodium bicarbonate solution and a potassium hydroxide solution.
In the present invention, the conditions for the contact reaction are not particularly limited, and the lignin may be amidated and modified.
Preferably, in the step (a), the mass ratio of the organic amine to the lignin in the aqueous lignin solution is 0.05-4.5: 1.
preferably, in the step (b), the mass ratio of the acid chloride to the lignin amine is 0.5-2.5: 1.
preferably, in the step (c), the mass ratio of the hydrolyzing agent to the lignin amide is 0.0001-0.8: 1.
preferably, in step (c), the concentration of the hydrolytic agent is 15 to 50 wt%.
Preferably, in step (a), the first contact reaction is carried out at a temperature of 60-75 ℃ for 1.5-4 h.
Preferably, in step (b), the temperature of the second contact reaction is 55-65 ℃ and the time is 1-4 h.
Preferably, in step (c), the temperature of the third contact reaction is 60-80 ℃ and the time is 2-12 h.
The inventors found in their studies that the following conditions are satisfied at the same time: 1. in the step (a), the temperature of the first contact reaction is 60-75 ℃ and the time is 1.5-4 h; 2. in the step (b), the temperature of the second contact reaction is 55-65 ℃ and the time is 1-4 h; 3. in the step (c), the temperature of the third contact reaction is 60-80 ℃ and the time is 2-12h, and the obtained hydrolyzed lignin amide can obtain better effect when used in a water-plugging profile control agent.
According to a particularly preferred embodiment of the invention, the hydrolyzed ligninamides are prepared by a process comprising the steps of:
(1) dissolving lignin and NaOH in water, and uniformly stirring to obtain a lignin aqueous solution;
(2) dropping organic amine into the lignin aqueous solution, dropping formaldehyde under the stirring state, carrying out a first contact reaction through heating and refluxing to separate out a product, and washing and drying to obtain an intermediate product lignin amine;
(3) dissolving lignin amine in water, dropwise adding acyl chloride under a stirring state, carrying out a second contact reaction, and carrying out suction filtration, washing, drying and grinding to obtain lignin amide;
(4) and mixing the lignin amide with hydrolysate, and carrying out a third contact reaction to obtain the hydrolyzed lignin amide.
Preferably, in the step (1), the concentration of lignin in the aqueous lignin solution is 3 to 50 wt%.
Preferably, in the step (1), the concentration of NaOH in the aqueous lignin solution is 0.001-8.0 wt%.
Preferably, in the step (2), after the organic amine is dropped and/or after the first contact reaction is completed, the method further includes: adjusting the pH value of the system to 10.0-11.5.
Preferably, in the step (2), the mass ratio of the organic amine to the formaldehyde to the lignin in the aqueous lignin solution is 0.05-4.5: 0.02-1.5: 1.
preferably, after dissolving the lignin amine in water in step (3), the method further comprises: adjusting the pH value of the system to 8.0-9.5.
Preferably, in the step (3), the mass ratio of the acid chloride to the lignin amine is 0.5-2.5: 1.
as a preferred embodiment, the hydrolyzed lignin amide is prepared by the following method:
1) dissolving lignin and NaOH in water at room temperature to prepare lignin aqueous solution;
2) then, organic amine is dripped into the lignin aqueous solution, the pH is adjusted to 10.0-11.5, formaldehyde is dripped in under stirring, a first contact reaction is carried out through heating and refluxing, the pH is adjusted to be nearly neutral after the reaction is finished, a product is separated out, and the intermediate product lignin amine is obtained through washing and drying;
3) dissolving intermediate lignin amine in water, adjusting and keeping the pH value to be 8.0-9.5, dripping acyl chloride while stirring, heating to 55-65 ℃ for a second contact reaction for 1-4h, and after the reaction, performing suction filtration, washing, drying and grinding to obtain a lignin amide product;
4) mixing the lignin amide with a sodium hydroxide solution, carrying out a third contact reaction (namely hydrolysis), sealing, and reacting at 60-80 ℃ for 2-12h to obtain hydrolyzed lignin amide; wherein the mass ratio of the usage amount of the hydrolytic agent to the usage amount of the lignin amide is 0.0001-0.8: 1, the concentration of the hydrolytic agent is 15-50 wt%.
According to the present invention, the method of adjusting the pH of the system is a method commonly used in the art, and preferably, the pH adjustment is performed by adding an alkaline substance. The alkaline substance may be sodium hydroxide, potassium hydroxide, sodium carbonate solution, etc.
A third aspect of the present invention provides a method for preparing the above water shutoff profile control agent, including:
uniformly mixing water, hydrolyzed lignin amide and polyacrylamide under a stirring state;
adding a cross-linking agent, a reducing agent and a pH regulator, and uniformly mixing to obtain the water plugging profile control agent.
In the present invention, the order of adding the crosslinking agent, the reducing agent and the pH adjuster is not particularly limited, and is subject to uniform mixing to obtain the water shutoff profile control agent.
In one embodiment, the method for preparing the water shutoff profile control agent comprises the following steps:
respectively adding hydrolyzed lignin amide and polyacrylamide into water under stirring, and uniformly mixing until the hydrolyzed lignin amide and the polyacrylamide are dissolved;
and respectively adding a cross-linking agent, a reducing agent and a pH regulator, uniformly mixing and reacting to obtain the water plugging profile control agent.
The fourth aspect of the invention provides the application of the water shutoff profile control agent in oil recovery in an oil field.
The invention has the beneficial effects that:
the water shutoff profile control agent can control the gel (6h-15d) within a wider oil reservoir temperature range (30-120 ℃), does not break the gel within 150 days, has a dehydration rate less than 5%, expands the temperature use range and has higher strength. The long gel time can be used for plugging a high-permeability strip of a water injection well, the short gel time can be used for plugging a single water layer in the oil well, and the gel time has the characteristics of high viscosity, high plugging strength, controllable gel time, wide application range and the like, so that the production cost of the water plugging profile control agent is effectively reduced, the performance and economic requirements of field construction are met, the practicability is high, and the gel time can be applied to the oil extraction process of an oil field for water plugging and profile control.
Additional features and advantages of the invention will be set forth in the detailed description which follows.
Detailed Description
Preferred embodiments of the present invention will be described in more detail below. While the following describes preferred embodiments of the present invention, it should be understood that the present invention may be embodied in various forms and should not be limited by the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art.
The endpoints of the ranges and any values disclosed herein are not limited to the precise range or value, and such ranges or values should be understood to encompass values close to those ranges or values. For ranges of values, between the endpoints of each of the ranges and the individual points, and between the individual points may be combined with each other to give one or more new ranges of values, and these ranges of values should be considered as specifically disclosed herein.
The present invention will be described in detail below by way of examples.
In the following examples and comparative examples:
the complex viscosity was measured using a rotational rheometer (available from seimer feishell technologies ltd., RS 6000).
The lignin is enzymolysis lignin, which is purchased from Shandong Longli Biotechnology GmbH, and has an effective content of 94.8%.
Polyacrylamide B was purchased from Shandong Baomo Moore, Biochemical industries, Inc. under the model BM72526, with a solid content of 90%.
Polyacrylamide C was obtained from Shandong Baomo Moore, Biochemical industries, Inc. with BM 72020% solid content of 89%.
Diethylenetriamine, tetraethylenepentamine, oleic acid acyl chloride and palmitoyl chloride were all available from carbofuran technologies ltd.
Other components not shown to be of origin are all conventional commercial products.
Preparation example 1
Preparation of hydrolyzed lignin amide L1.
(1) Dissolving 10g of lignin and 1.67g of NaOH in water at room temperature to prepare 15 wt% lignin aqueous solution;
(2) then, dripping 12g of diethylenetriamine into the lignin aqueous solution, adjusting the pH value to 10.5, dripping 14.4g of formaldehyde under stirring, heating and refluxing to perform a first contact reaction for 2.5h at the temperature of 70 ℃, adjusting the pH value to be nearly neutral after the reaction is finished, separating out a product, washing and drying to obtain an intermediate product lignin amine;
(3) and 6g of intermediate product lignin amine is dissolved in water, the pH value is adjusted and kept at 8.5, 7.65g of oleic acid acyl chloride is dropwise added under stirring, then the temperature is raised to 60 ℃ for second contact reaction, the reaction time is 3 hours, and after the reaction, the lignin amide is obtained through suction filtration, washing, drying and grinding.
(4) 6.5g of lignin amide and 1.75g of 30 wt% NaOH solution are mixed, sealed and placed at 80 ℃ for a third contact reaction (hydrolysis) for 8 hours, and after the reaction, the product L1 is obtained by drying and grinding.
Preparation example 2
Preparation of hydrolyzed lignin amide L2.
The procedure of preparation example 1 was followed except that 12g of diethylenetriamine was replaced with 21.6g of tetraethylenepentamine and 7.65g of oleic acid chloride was replaced with 7.05g of palmitoyl chloride to give a hydrolyzed lignin amide product L2.
Example 1
Dissolving 9.2g of hydrolyzed lignin amide L1 and 4.5g of polyacrylamide B in 1L of prepared water with the mineralization degree of 6000mg/L, and stirring at the rotating speed of 500r/min until the hydrolyzed lignin amide L1 and the polyacrylamide B are uniformly dissolved; then adding 2.56g of thiourea, 0.14g of ammonia water and 1.54g of sodium dichromate, uniformly stirring to obtain the water plugging profile control agent, starting gelling after 5.5 days at 80 ℃, and after the crosslinking reaction is finished, the composite viscosity reaches 62310mPa & s, the gel is not broken in 99 days, and the dehydration rate is 3.2%.
Example 2
Dissolving 12.1g of hydrolyzed lignin amide L2 and 3.8g of polyacrylamide B in 1L of prepared water with the mineralization degree of 6500mg/L, and stirring at the rotating speed of 500r/min until the hydrolyzed lignin amide L2 and the polyacrylamide B are uniformly dissolved; then adding 2.54g of sodium hydrosulfite, 0.23g of ammonia water and 1.81g of sodium dichromate, and uniformly stirring to obtain the water plugging profile control agent, wherein the water plugging profile control agent starts to gel after 4 days at 90 ℃, the composite viscosity reaches 85030mPa & s after the crosslinking reaction is finished, the gel is not broken in 91 days, and the dehydration rate is 3.5%.
Example 3
Dissolving 6.3g of hydrolyzed lignin amide L1 and 1.8g of polyacrylamide C in 1L of preparation water with the mineralization degree of 1500mg/L, and stirring at the rotating speed of 500r/min until the hydrolyzed lignin amide L1 and the polyacrylamide C are uniformly dissolved; then adding 2.5g of sodium bisulfite, 0.16g of dilute hydrochloric acid and 2.02g of sodium dichromate, and uniformly stirring to obtain the water plugging profile control agent, wherein the water plugging profile control agent starts to gel after 20 days at 115 ℃, the composite viscosity reaches 69670mPa & s after the crosslinking reaction is finished, the gel is not broken in 101 days, and the dehydration rate is 4.5%.
Example 4
Dissolving 8.8g of hydrolyzed lignin amide L2 and 3.2g of polyacrylamide C in 1L of prepared water with the mineralization degree of 2500mg/L, and stirring at the rotation speed of 500r/min until the hydrolyzed lignin amide L2 and the polyacrylamide C are uniformly dissolved; then adding 1.89g of sodium thiosulfate, 0.32g of ammonia water and 1.74g of sodium dichromate, uniformly stirring to obtain the water-plugging profile control agent, starting to glue after 9 days at the temperature of 60 ℃, and after the crosslinking reaction is finished, the composite viscosity reaches 73480mPa & s, the glue is not broken in 132 days, and the dehydration rate is 1.2%.
Comparative example 1
An experiment was carried out according to the method of example 1, except that hydrolyzed lignin amide L1 and polyacrylamide B were replaced with polyacrylamide B having the same total mass as the two, the obtained water shutoff profile control agent started to gel after 30 hours at 80 ℃, the complex viscosity reached 35230mPa · s after the crosslinking reaction was completed, the gel was not broken in 37 days, and the dehydration rate was 12.5%.
Comparative example 2
An experiment was performed according to the method of example 2, except that hydrolyzed lignin amide L2 and polyacrylamide B were replaced with polyacrylamide B having the same total mass as the two, the obtained water-blocking profile control agent started to gel after 29 hours at 90 ℃, the composite viscosity reached 40510mPa · s after the crosslinking reaction was completed, the gel was not broken in 42 days, and the dehydration rate was 13.2%.
Comparative example 3
An experiment was performed according to the method of example 3, except that hydrolyzed lignin amide L1 and polyacrylamide C were replaced with polyacrylamide C having the same total mass as the two, the obtained water-blocking profile control agent started to gel after 24 hours at 115 ℃, the complex viscosity reached 32360mPa · s after the crosslinking reaction was completed, the gel was not broken in 28 days, and the dehydration rate was 21.2%.
Comparative example 4
An experiment was performed according to the method of example 4, except that the hydrolyzed lignin amide L2 and the polyacrylamide C were replaced with the polyacrylamide C having the same total mass as the both, and the obtained water-blocking profile control agent started to gel after 35 hours at 60 ℃, the composite viscosity reached 39750mPa · s after the crosslinking reaction was completed, the gel was not broken after 60 days, and the dehydration rate was 9.3%.
Compared with the comparative example, the invention has the advantages that lignin crosslinking sites are increased, the lignin crosslinking activity is improved and the performance of the plugging and blending agent is finally improved by amination, acylation and hydrolysis modification of lignin. The water plugging profile control agent provided by the invention can control gel (6h-15d) within a wider oil reservoir temperature range (30-120 ℃), the gel can not break in 150 days, the dehydration rate is less than 5%, the temperature application range is expanded, the strength is higher, longer gel time can be used for plugging a high-permeability strip of a water injection well, and shorter gel time can be used for plugging a single water layer in the oil well; the water plugging profile control agent has the characteristics of high viscosity, high plugging strength, controllable gelling time, wide application range and the like, effectively reduces the production cost of the water plugging profile control agent, meets the requirements of site construction on performance and economy, and has higher practicability.
While embodiments of the present invention have been described above, the above description is illustrative, not exhaustive, and not limited to the disclosed embodiments. Many modifications and variations will be apparent to those of ordinary skill in the art without departing from the scope and spirit of the described embodiments.
Claims (10)
1. The application of hydrolyzed lignin amide in preparing water shutoff profile control agent for oil extraction in oil field.
2. Use according to claim 1, wherein the water shutoff profile control agent comprises, based on the total weight of the water shutoff profile control agent:
0.1-4.5 wt% of hydrolyzed lignin amide;
0.02-1.2 wt% of polyacrylamide;
0.02-1.2 wt% of cross-linking agent;
0.03-1.8 wt% of reducing agent;
0.01-0.45 wt% of pH regulator;
90.85-99.82 wt% of water;
preferably, the water shutoff profile control agent comprises the following components by weight:
0.5-2 wt% of hydrolyzed lignin amide;
0.05-0.5 wt% of polyacrylamide;
0.05 to 0.4 weight percent of cross-linking agent;
0.1-0.6 wt% of reducing agent;
0.01-0.2 wt% of pH regulator;
96.3-99.29 wt% of water.
3. A water shutoff profile control agent, which is characterized by comprising the following components by taking the total weight of the water shutoff profile control agent as a reference:
0.1-4.5 wt% of hydrolyzed lignin amide;
0.02-1.2 wt% of polyacrylamide;
0.02-1.2 wt% of cross-linking agent;
0.03-1.8 wt% of reducing agent;
0.01-0.45 wt% of pH regulator;
90.85-99.82 wt% of water;
preferably, the water shutoff profile control agent comprises, based on the total weight of the water shutoff profile control agent:
0.5-2 wt% of hydrolyzed lignin amide;
0.05-0.5 wt% of polyacrylamide;
0.05 to 0.4 weight percent of cross-linking agent;
0.1-0.6 wt% of reducing agent;
0.01-0.2 wt% of pH regulator;
96.3-99.29 wt% of water.
4. The water shutoff profile control agent of claim 3,
the polyacrylamide is selected from at least one of anionic polyacrylamide, cationic polyacrylamide, nonionic polyacrylamide and amphoteric polyacrylamide; preferably, the molecular weight of the polyacrylamide is 500 to 3500 ten thousand, more preferably 1500 to 2500 ten thousand;
the cross-linking agent is a chromium cross-linking agent; preferably, the crosslinking agent is selected from at least one of sodium dichromate, ammonium dichromate, and potassium dichromate;
the reducing agent is selected from at least one of sodium thiosulfate, sodium sulfite, sodium bisulfite, sodium dithionite, m-phenylenediamine, isoascorbic acid and thiourea;
the pH regulator is at least one selected from dilute hydrochloric acid, dilute sulfuric acid, sodium hydroxide solution, sodium carbonate solution, sodium bicarbonate solution, sodium acetate solution and ammonia water.
5. The water shutoff profile control agent according to claim 2 or 3, wherein the hydrolyzed lignin amide is obtained by sequentially carrying out amination, acylation and hydrolysis on lignin;
preferably, the hydrolyzed lignin amide is prepared by a method comprising the following steps:
(a) carrying out a first contact reaction on a lignin aqueous solution and organic amine to obtain lignin amine;
(b) dissolving the lignin amine in water, and then continuously carrying out a second contact reaction with acyl chloride to obtain lignin amide;
(c) and continuously carrying out a third contact reaction on the lignin amide and a hydrolyzing agent to obtain the hydrolyzed lignin amide.
6. The water shutoff profile control agent of claim 5,
the lignin is selected from at least one of alkali lignin, enzymatic hydrolysis lignin, chlorinated lignin, steam explosion lignin, lignosulfonate and sulfur lignin;
the organic amine is selected from at least one of dimethylamine, ethylenediamine, trimethylamine, triethylamine, ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, putrescine, cadaverine, spermidine and spermine;
the acyl chloride is at least one selected from acetyl chloride, benzoyl chloride, oxalyl chloride, chloroacetyl chloride, trichloroacetyl chloride, fatty acyl chloride, stearoyl chloride, linolenyl chloride, oleic acyl chloride and palmitoyl chloride;
the hydrolytic agent is at least one selected from sodium hydroxide solution, sodium carbonate solution, sodium bicarbonate solution and potassium hydroxide solution.
7. The water shutoff profile control agent of claim 5,
in the step (a), the mass ratio of the organic amine to the lignin in the lignin aqueous solution is 0.05-4.5: 1;
in the step (b), the mass ratio of the acyl chloride to the lignin amine is 0.5-2.5: 1;
in the step (c), the mass ratio of the hydrolytic agent to the lignin amide is 0.0001-0.8: 1;
in the step (c), the concentration of the hydrolytic agent is 15-50 wt%;
in the step (a), the temperature of the first contact reaction is 60-75 ℃, and the time is 1.5-4 h;
in the step (b), the temperature of the second contact reaction is 55-65 ℃ and the time is 1-4 h;
in the step (c), the temperature of the third contact reaction is 60-80 ℃ and the time is 2-12 h.
8. The water shutoff profile control agent of claim 5, wherein the hydrolyzed lignin amide is prepared by a method comprising:
(1) dissolving lignin and NaOH in water, and uniformly stirring to obtain a lignin aqueous solution;
(2) dropping organic amine into the lignin aqueous solution, dropping formaldehyde under the stirring state, carrying out a first contact reaction through heating and refluxing to separate out a product, and washing and drying to obtain an intermediate product lignin amine;
(3) dissolving lignin amine in water, dropwise adding acyl chloride under a stirring state, carrying out a second contact reaction, and carrying out suction filtration, washing, drying and grinding to obtain lignin amide;
(4) mixing the lignin amide with hydrolysate, and carrying out a third contact reaction to obtain the hydrolyzed lignin amide;
preferably, in the step (1), the concentration of lignin in the aqueous lignin solution is 3-50 wt%;
preferably, in the step (1), the concentration of NaOH in the lignin aqueous solution is 0.001-8.0 wt%;
preferably, in the step (2), after the organic amine is dropped and/or after the first contact reaction is completed, the method further includes: adjusting the pH value of the system to 10.0-11.5;
preferably, in the step (2), the mass ratio of the organic amine to the formaldehyde to the lignin in the aqueous lignin solution is 0.05-4.5: 0.02-1.5: 1;
preferably, in the step (3), after dissolving the lignin amine in water, the method further comprises: adjusting the pH value of the system to 8.0-9.5;
preferably, in the step (3), the mass ratio of the acid chloride to the lignin amine is 0.5-2.5: 1.
9. the method of any one of claims 3 to 8, wherein the method of preparation of the water shutoff profile control agent comprises:
uniformly mixing water, hydrolyzed lignin amide and polyacrylamide under a stirring state;
adding a cross-linking agent, a reducing agent and a pH regulator, and uniformly mixing to obtain the water plugging profile control agent.
10. Use of the water shutoff profile control agent of any one of claims 3 to 8 in oil recovery in an oil field.
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| CN202110049341.8A CN114763468A (en) | 2021-01-14 | 2021-01-14 | Hydrolyzed lignin amide, water shutoff profile control agent, and preparation method and application thereof |
| PCT/CN2021/126751 WO2022134839A1 (en) | 2020-12-24 | 2021-10-27 | Plugging agent for oil extraction in oilfield and a preparation method therefor and application thereof |
| JP2023539130A JP2024500525A (en) | 2020-12-24 | 2021-10-27 | Blocking agent for oil field extraction, its preparation method and use |
| US18/257,923 US20240052232A1 (en) | 2020-12-24 | 2021-10-27 | Plugging agent for oil extraction in oilfield and a preparation method therefor and application thereof |
| EP21908840.8A EP4261265A4 (en) | 2020-12-24 | 2021-10-27 | Plugging agent for oil extraction in oilfield and a preparation method therefor and application thereof |
| ZA2023/07292A ZA202307292B (en) | 2020-12-24 | 2023-07-21 | Plugging agent for oil extraction in oilfield and a preparation method therefor and application thereof |
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