CN116925283B - Amphoteric polyacrylamide acid thickener and preparation method thereof - Google Patents
Amphoteric polyacrylamide acid thickener and preparation method thereof Download PDFInfo
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- CN116925283B CN116925283B CN202310903038.9A CN202310903038A CN116925283B CN 116925283 B CN116925283 B CN 116925283B CN 202310903038 A CN202310903038 A CN 202310903038A CN 116925283 B CN116925283 B CN 116925283B
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- 239000002253 acid Substances 0.000 title claims abstract description 100
- 239000002562 thickening agent Substances 0.000 title claims abstract description 75
- 229920002401 polyacrylamide Polymers 0.000 title claims abstract description 61
- 238000002360 preparation method Methods 0.000 title claims abstract description 32
- 239000000178 monomer Substances 0.000 claims abstract description 98
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 50
- 239000011259 mixed solution Substances 0.000 claims abstract description 48
- 239000003999 initiator Substances 0.000 claims abstract description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 34
- -1 alkenyl sulfonic acid Chemical compound 0.000 claims abstract description 30
- KLPPPIIIEMUEGP-UHFFFAOYSA-N 4-dodecylaniline Chemical compound CCCCCCCCCCCCC1=CC=C(N)C=C1 KLPPPIIIEMUEGP-UHFFFAOYSA-N 0.000 claims abstract description 28
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 25
- 125000002091 cationic group Chemical group 0.000 claims abstract description 24
- 239000002131 composite material Substances 0.000 claims abstract description 23
- 239000004094 surface-active agent Substances 0.000 claims abstract description 23
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000002156 mixing Methods 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 13
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 12
- 238000006467 substitution reaction Methods 0.000 claims abstract description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 26
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 26
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 14
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 claims description 13
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 13
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 13
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 13
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 13
- 229910001379 sodium hypophosphite Inorganic materials 0.000 claims description 13
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 12
- 230000001105 regulatory effect Effects 0.000 claims description 12
- GUAQVFRUPZBRJQ-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCCN GUAQVFRUPZBRJQ-UHFFFAOYSA-N 0.000 claims description 11
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 10
- 239000011734 sodium Substances 0.000 claims description 10
- 229910052708 sodium Inorganic materials 0.000 claims description 10
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 6
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 claims description 6
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 claims description 6
- 239000007800 oxidant agent Substances 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 4
- 230000000977 initiatory effect Effects 0.000 claims description 4
- 239000012966 redox initiator Substances 0.000 claims description 4
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 claims description 4
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 claims description 3
- NKZBRZNTHCNZSN-UHFFFAOYSA-N 3-(methylamino)propan-1-ol;hydrochloride Chemical compound Cl.CNCCCO NKZBRZNTHCNZSN-UHFFFAOYSA-N 0.000 claims description 3
- 239000004280 Sodium formate Substances 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 claims description 3
- XJWSAJYUBXQQDR-UHFFFAOYSA-M dodecyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C XJWSAJYUBXQQDR-UHFFFAOYSA-M 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
- HLERILKGMXJNBU-UHFFFAOYSA-N norvaline betaine Chemical compound CCCC(C([O-])=O)[N+](C)(C)C HLERILKGMXJNBU-UHFFFAOYSA-N 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 3
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims description 3
- 235000019254 sodium formate Nutrition 0.000 claims description 3
- 229940001584 sodium metabisulfite Drugs 0.000 claims description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 3
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 3
- 235000010265 sodium sulphite Nutrition 0.000 claims description 3
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 claims description 3
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 claims description 3
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims 1
- 230000015784 hyperosmotic salinity response Effects 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 63
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 60
- 239000000243 solution Substances 0.000 description 34
- 229910001873 dinitrogen Inorganic materials 0.000 description 21
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 20
- 238000001816 cooling Methods 0.000 description 20
- 238000007789 sealing Methods 0.000 description 20
- 239000008367 deionised water Substances 0.000 description 11
- 229910021641 deionized water Inorganic materials 0.000 description 11
- 238000001914 filtration Methods 0.000 description 11
- 238000001704 evaporation Methods 0.000 description 10
- 238000003760 magnetic stirring Methods 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 239000002244 precipitate Substances 0.000 description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 10
- 230000000630 rising effect Effects 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 239000000779 smoke Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 238000005406 washing Methods 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000004090 dissolution Methods 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000000084 colloidal system Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000001165 hydrophobic group Chemical group 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000010008 shearing Methods 0.000 description 5
- 125000000542 sulfonic acid group Chemical group 0.000 description 5
- 239000007789 gas Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- JHUFGBSGINLPOW-UHFFFAOYSA-N 3-chloro-4-(trifluoromethoxy)benzoyl cyanide Chemical compound FC(F)(F)OC1=CC=C(C(=O)C#N)C=C1Cl JHUFGBSGINLPOW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001335 aliphatic alkanes Chemical group 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000003002 pH adjusting agent Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 239000011435 rock Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000033558 biomineral tissue development Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000007873 sieving Methods 0.000 description 2
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- ZFXVRMSLJDYJCH-UHFFFAOYSA-N calcium magnesium Chemical compound [Mg].[Ca] ZFXVRMSLJDYJCH-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 208000012839 conversion disease Diseases 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- 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
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/66—Compositions based on water or polar solvents
- C09K8/68—Compositions based on water or polar solvents containing organic compounds
-
- 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
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/72—Eroding chemicals, e.g. acids
- C09K8/725—Compositions containing polymers
-
- 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
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/72—Eroding chemicals, e.g. acids
- C09K8/74—Eroding chemicals, e.g. acids combined with additives added for specific purposes
-
- 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
- C09K8/882—Compositions based on water or polar solvents containing organic compounds macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention provides an amphoteric polyacrylamide acid thickener and a preparation method thereof, which relate to the technical field of oil fields, and the method comprises the following steps: 4-dodecylaniline and acryloyl chloride are subjected to substitution reaction to obtain a hydrophobic functional monomer; adding acrylamide, an alkenyl sulfonic acid monomer, a cationic monomer, a hydrophobic functional monomer and a surfactant into water, and uniformly mixing to obtain a mixed solution; and adding a composite initiator and a chain transfer agent into the mixed solution to carry out copolymerization reaction to obtain the amphoteric polyacrylamide acid thickener. The amphoteric polyacrylamide acid thickener prepared by the invention has excellent temperature resistance, salt tolerance and acid stability.
Description
Technical Field
The invention relates to the technical field of oil fields, in particular to an amphoteric polyacrylamide acid thickener and a preparation method thereof.
Background
The fracturing acidification transformation technology is one of the main measures for realizing the increase of the production and the injection of the water well of each large oil field at present, and utilizes acid liquor to erode acid-soluble pollutants and minerals in the stratum, and the seepage capability of the stratum is recovered or improved in the manners of descaling, blocking removal and seam making. In order to reduce corrosion of the acid liquor to the on-way pipelines and equipment, improve corrosion inhibition performance of the acid liquor, realize uniform acid feeding of a multi-layer heterogeneous oil-gas reservoir, control acid liquor filtration and the like, a thickening agent is required to be adopted to further thicken the acid liquor.
The acid thickener can not only effectively improve the viscosity of an acid system and reduce the transmission and diffusion speed of hydrogen ions and fluid loss, but also play roles in delaying acid rock reaction and reducing friction resistance in the acid pressure process. With the progress of petroleum exploration technology, the development of oil and gas resources is continuously advanced to depth, well drilling is deeper and deeper, and the temperature of reservoirs to be reformed is also higher and higher. In order to match with the fracturing reformation of a high-temperature oil and gas reservoir, higher requirements are put on the temperature resistance, salt resistance and tackifying property of the thickener, however, the conventional acid thickener is greatly influenced by high temperature and high mineralization degree at present, and the problems of weak tackifying capability, poor temperature resistance, salt resistance, poor acid stability and the like still exist in practical application.
Disclosure of Invention
The embodiment of the invention provides an amphoteric polyacrylamide acid thickener and a preparation method thereof, wherein the amphoteric polyacrylamide acid thickener has excellent temperature resistance, salt tolerance and acid stability.
In a first aspect, the present invention provides a method for preparing an amphoteric polyacrylamide acid thickener, the method comprising:
(1) 4-dodecylaniline and acryloyl chloride are subjected to substitution reaction to obtain a hydrophobic functional monomer;
(2) Adding acrylamide, an alkenyl sulfonic acid monomer, a cationic monomer, the hydrophobic functional monomer and a surfactant into water, and uniformly mixing to obtain a mixed solution; and adding a composite initiator and a chain transfer agent into the mixed solution to carry out copolymerization reaction, so as to obtain the amphoteric polyacrylamide acid thickener.
Preferably, in the step (1), the molar ratio of the 4-dodecylaniline to the acrylic chloride is (1.2 to 1.4): 1.
Preferably, in the step (1), the temperature of the substitution reaction is 10 to 15 ℃ and the reaction time is 4 to 6 hours.
Preferably, in step (2), the alkenyl sulfonic acid monomer is at least one of sodium 2-acrylamido-2-methylpropanesulfonate, sodium allylsulfonate, and allylvinylsulfonic acid.
Preferably, in step (2), the cationic monomer is at least one of N- (3-aminopropyl) methacrylamide, methacryloxyethyl trimethylammonium chloride, acryloxyethyl trimethylammonium chloride, dimethyldiallylammonium chloride.
Preferably, in step (2):
The surfactant is at least one of dodecyl trimethyl ammonium bromide, hexadecyl trimethyl ammonium bromide, octadecyl trimethyl ammonium bromide, oleamide methyl hydroxypropyl ammonium chloride, oleamide propyl betaine and cocoamide propyl hydroxysulfobetaine; and/or
The chain transfer agent is at least one of sodium hypophosphite, sodium formate, thiourea, octanol and glycerol.
Preferably, in step (2):
The amphoteric polyacrylamide acid thickener is prepared from the following components in parts by weight: 200-250 parts of acrylamide, 15-25 parts of alkenyl sulfonic acid monomer, 10-15 parts of cationic monomer, 10-15 parts of hydrophobic functional monomer, 5-10 parts of surfactant, 200-500 parts of water, 0.001-0.5 part of composite initiator and 0.2-1 part of chain transfer agent.
Preferably, in the step (2), the initiation temperature of the copolymerization reaction is 0 to 5 ℃ and the reaction time is 2 to 4 hours.
Preferably, in the step (2), the pH of the mixed solution is adjusted to 4.0 to 4.5, and then the nitrogen is introduced into the mixed solution, and then the composite initiator and the chain transfer agent are added to perform copolymerization.
Preferably, the pH of the mixed solution is adjusted by using a pH regulator; the pH adjuster is preferably phosphoric acid or sulfamic acid.
Preferably, the nitrogen is introduced for 30 to 60 minutes.
Preferably, the initiator is an azo initiator and a redox initiator comprising an oxidizing agent and a reducing agent.
Preferably, the azo initiator is at least one of azobisisobutyrimidine hydrochloride, azobisiso Ding Mi hydrochloride, azobisisoheptonitrile and azobisisobutyronitrile.
Preferably, the oxidant is at least one of sodium persulfate, potassium persulfate and ammonium persulfate;
the reducing agent is at least one of sodium sulfite, sodium bisulfite and sodium metabisulfite.
In a second aspect, the invention provides an amphoteric polyacrylamide acid thickener, which is prepared by the preparation method in any one of the first aspects.
Compared with the prior art, the invention has at least the following beneficial effects:
The amphoteric polyacrylamide acid thickener prepared by the invention is added with the alkenyl sulfonic acid monomer, and the alkenyl sulfonic acid monomer containing sulfonic acid groups is introduced, so that the temperature resistance and salt resistance of the thickener are enhanced; meanwhile, quaternary ammonium salt cations are introduced through cationic monomers, so that the thickening agent has a tackifying effect, the acid resistance of the thickening agent is enhanced, and the hydrochloric acid base solution shows viscosity stability; meanwhile, hydrophobic functional monomers are used for introducing hydrophobic groups such as a benzene ring rigid structure and long-chain alkane groups, so that the intermolecular and intramolecular association is enhanced, the hydrophobic groups are mutually staggered and associated together to form a space network structure, a polymer molecular chain generates a hydrophobic association micro-region, the space network structure formed among molecules achieves the adhesion-increasing effect, and the structural viscosity of an acid liquid system can be enhanced, so that the rigidity and the hydrophobic association of the polymer molecular chain jointly improve the thermal stability of the polymer; therefore, the prepared acid thickener has the advantages of temperature resistance, shearing resistance and excellent rheological property.
The amphoteric polyacrylamide acid thickener prepared by the invention has the functions of tackifying, resisting temperature, resisting salt and shearing, can inhibit the diffusion of hydrogen ions to a rock layer, has a retarding effect on acid rock reaction, has small acidizing corrosion degree on equipment and pipelines, can avoid secondary damage to stratum as much as possible, has simple site construction operation, and can effectively improve the deep well exploitation efficiency of oil and gas fields.
Detailed Description
For the purpose of making the objects, technical solutions and advantages of the embodiments of the present invention more apparent, the technical solutions of the present invention will be clearly and completely described in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are some embodiments of the present invention, but not all embodiments, and all other embodiments obtained by persons of ordinary skill in the art without making creative efforts based on the embodiments of the present invention are all within the scope of protection of the present invention.
The invention provides a preparation method of an amphoteric polyacrylamide acid thickener, which comprises the following steps:
(1) 4-dodecylaniline and acryloyl chloride are subjected to substitution reaction to obtain a hydrophobic functional monomer;
(2) Adding acrylamide, an alkenyl sulfonic acid monomer, a cationic monomer, the hydrophobic functional monomer and a surfactant into water, and uniformly mixing to obtain a mixed solution; and adding a composite initiator and a chain transfer agent into the mixed solution to carry out copolymerization reaction, so as to obtain the amphoteric polyacrylamide acid thickener.
The amphoteric polyacrylamide acid thickener prepared by the invention is added with the alkenyl sulfonic acid monomer, and the alkenyl sulfonic acid monomer containing sulfonic acid groups is introduced, so that the temperature resistance and salt resistance of the thickener are enhanced; meanwhile, quaternary ammonium salt cations are introduced through cationic monomers, so that the thickening agent has a tackifying effect, the acid resistance of the thickening agent is enhanced, and the hydrochloric acid base solution shows viscosity stability; meanwhile, hydrophobic functional monomers are used for introducing hydrophobic groups such as a benzene ring rigid structure, a long-chain alkane group and the like, so that the intermolecular and intramolecular association is enhanced, and the structural viscosity of an acid liquor system can be enhanced; therefore, the prepared acid thickener has the advantages of temperature resistance, shearing resistance and excellent rheological property.
According to some preferred embodiments, in step (1), the molar ratio of 4-dodecylaniline to acryloyl chloride is (1.2-1.4): 1 (e.g., may be 1.2:1, 1.22:1, 1.25:1, 1.28:1, 1.3:1, 1.32:1, 1.35:1, 1.38:1, or 1.4:1).
According to some preferred embodiments, in step (1), the temperature of the substitution reaction is 10-15 ℃ (e.g., may be 10 ℃,11 ℃,12 ℃,13 ℃, 14 ℃ or 15 ℃), and the reaction time is 4-6 hours (e.g., may be 4 hours, 4.5 hours, 5 hours, 5.5 hours or 6 hours).
According to some more preferred embodiments, in step (1), the acryloyl chloride is added dropwise to the mixture of 4-dodecylaniline and organic solvent.
According to the invention, hydrophobic functional monomers are used for introducing hydrophobic groups such as benzene ring rigid structures and long-chain alkane groups, so that the intermolecular and intramolecular association is enhanced, the hydrophobic groups are mutually staggered and associated together to form a space network structure, the polymer molecular chains generate hydrophobic association micro-areas, the space network structure formed among the molecules achieves the tackifying effect, and the structural viscosity of an acid solution system can be enhanced, so that the rigidity and the hydrophobic association of the polymer molecular chains jointly improve the thermal stability of the polymer, and the prepared acid solution thickener has the temperature resistance and shear resistance.
Specifically, the preparation of hydrophobic functional monomers: adding an organic solvent, 4-dodecylaniline and sodium hydroxide particles into a three-necked flask, regulating the temperature to 8-10 ℃ through an ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2 hours, dropwise adding an acid absorbent until no smoke is generated, continuously stirring for 2 hours, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether to remove unreacted monomers and impurities, evaporating the solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain the product of the high-hardening hydrophobic functional monomer. Wherein the organic solvent is at least one of pyridine and tetrahydrofuran; the acid absorbing agent is at least one of sodium hydroxide and triethylamine.
The synthetic chemical reaction formula of the hydrophobic functional monomer is as follows:
Sodium hydroxide is used to provide alkaline conditions for the substitution reaction and is also used to neutralize hydrochloric acid generated in the reaction as an acid absorber.
According to some preferred embodiments, in step (2), the alkenyl sulfonic acid monomer is at least one of sodium 2-acrylamido-2-methylpropanesulfonate, sodium allylsulfonate, allylvinylsulfonic acid.
At least one kind is a mixture of any one or any plurality of kinds mixed in any proportion.
In the invention, the alkenyl sulfonic acid monomer has sulfonic acid groups, the sulfonic acid groups belong to salt-resistant and hydrolysis-resistant groups, the salt-resistant property of the polymer is improved, and meanwhile, the sulfonic acid groups also belong to hydrophilic groups, so that the solubility of the polymer is ensured. Meanwhile, the amphoteric polyacrylamide acid thickener comprises an amide group, a cationic group and a hydroxyl group, wherein the groups belong to hydrophilic groups, so that the amphoteric polyacrylamide acid thickener has good water solubility in water.
According to some preferred embodiments, in step (2), the cationic monomer is at least one of N- (3-aminopropyl) methacrylamide, methacryloxyethyl trimethylammonium chloride, acryloxyethyl trimethylammonium chloride, dimethyldiallylammonium chloride.
According to some preferred embodiments, in step (2), the surfactant is at least one of dodecyltrimethylammonium bromide, cetyltrimethylammonium bromide, octadecyltrimethylammonium bromide, oleamide methylhydroxypropyl ammonium chloride, oleamide propyl betaine, and cocoamide propyl hydroxysulfobetaine.
According to some preferred embodiments, in step (2), the chain transfer agent is at least one of sodium hypophosphite, sodium formate, thiourea, octanol, glycerol.
According to some preferred embodiments, in step (2):
The amphoteric polyacrylamide acid thickener is prepared from the following components in parts by weight: 200 to 250 parts (for example, 200 parts, 205 parts, 210 parts, 215 parts, 220 parts, 225 parts, 230 parts, 235 parts, 240 parts, 245 parts or 250 parts), 15 to 25 parts (for example, 15 parts, 16 parts, 18 parts, 20 parts, 22 parts, 24 parts or 25 parts) of an alkenyl sulfonic acid monomer, 10 to 15 parts (for example, 10 parts, 10.5 parts, 11 parts, 11.5 parts, 12 parts, 12.5 parts, 13 parts, 13.5 parts, 14 parts, 14.5 parts or 15 parts) of a cationic monomer, 10 to 15 parts (for example, 10 parts, 10.5 parts, 11 parts, 11.5 parts, 12 parts, 12.5 parts, 13 parts, 13.5 parts, 14 parts, 14.5 parts or 15 parts) of a surfactant, 5 to 10 parts (for example, may be 5 parts, 5.5 parts, 6 parts, 6.5 parts, 7 parts, 7.5 parts, 8 parts, 8.5 parts, 9 parts, 9.5 parts, or 10 parts), 200-500 parts of water (e.g., may be 200 parts, 250 parts, 300 parts, 350 parts, 400 parts, 450 parts, or 500 parts), 0.001-0.5 parts of a composite initiator (e.g., may be 0.001 parts, 0.005 parts, 0.01 parts, 0.02 parts, 0.05 parts, 0.06 parts, 0.1 parts, 0.15 parts, 0.2 parts, 0.25 parts, 0.3 parts, 0.35 parts, 0.4 parts, 0.45 parts, or 0.5 parts), and 0.2-1 parts of a chain transfer agent (e.g., may be 0.2 parts, 0.25 parts, 0.3 parts, 0.4 parts, 0.5 parts, 0.6 parts, 0.7 parts, 0.8 parts, 0.9 parts, or 1 parts).
In the invention, experiments prove that when the dosage of other components is unchanged, the alkenyl sulfonic acid monomer is limited to 15-25 parts, and if the dosage is too small, the prepared amphoteric polyacrylamide acid thickener has poor temperature resistance and salt resistance; otherwise, the acid thickener has the advantages of insignificant performance improvement, increased production cost and poor economical practicability. When the dosage of other components is unchanged, the cationic monomer is limited to 10-15 parts, and if the dosage is too small, the prepared amphoteric polyacrylamide acid thickener has poor tackifying effect and poor acid resistance; otherwise, the production cost of the acid thickener is increased. When the dosage of other components is unchanged, the hydrophobic functional monomer is limited to 10-15 parts, and if the dosage is too small, the prepared amphoteric polyacrylamide acid thickener has poor temperature resistance, shearing resistance and thermal stability; however, if the amount of the amphoteric polyacrylamide acid thickener is too large, the solubility of the amphoteric polyacrylamide acid thickener is poor, and the performance of the amphoteric polyacrylamide acid thickener in acid fracturing is affected.
According to some preferred embodiments, in step (2), the initiation temperature of the copolymerization reaction is 0 to 5 ℃ (e.g., may be 0 ℃, 0.5 ℃,1 ℃, 1.5 ℃,2 ℃, 2.5 ℃, 3 ℃, 3.5 ℃,4 ℃, 4.5 ℃ or 5 ℃), and the reaction time is 2 to 4 hours (e.g., may be 2 hours, 2.5 hours, 3 hours, 3.5 hours or 4 hours).
According to some preferred embodiments, in step (2), the pH of the mixture is adjusted to 4.0 to 4.5 (for example, 4.0, 4.1, 4.2, 4.3, 4.4 or 4.5 may be obtained), and then the mixture is introduced with nitrogen gas and then the composite initiator and the chain transfer agent are added to perform copolymerization.
In the invention, experiments prove that the pH of the mixed solution is adjusted to 4.0-4.5, so that the influence of the acid-base property of the reaction medium on the decomposition rate of the initiator can be avoided, and the polymerization degree of the amphoteric polyacrylamide acid thickener is ensured.
According to some preferred embodiments, the pH of the mixed liquor is adjusted with a pH adjuster; the pH adjuster is preferably phosphoric acid or sulfamic acid.
According to some preferred embodiments, the nitrogen is introduced for a period of time ranging from 30 to 60 minutes (e.g., 30, 40, 50, or 60 minutes).
In the invention, because oxygen is used as a polymerization inhibitor, the polymerization reaction of polyacrylamide is influenced, so that nitrogen is required to be introduced to remove the oxygen so as to ensure that the polymerization reaction is carried out normally.
According to some more preferred embodiments, the method for preparing the amphoteric polyacrylamide acid thickener specifically comprises: adding acrylamide, an alkenyl sulfonic acid monomer, a cationic monomer, the hydrophobic functional monomer and a surfactant into water, and uniformly mixing to obtain a mixed solution; and (3) regulating the pH value of the mixed solution to be 4.0-4.5 by adopting a pH regulator, adding the mixed solution into a reactor, introducing nitrogen for 30-60 min at the temperature of 0-5 ℃, and then adding a composite initiator and a chain transfer agent to initiate copolymerization reaction in an oxygen-free atmosphere to obtain the colloid-state amphoteric polyacrylamide acid thickener.
The chemical reaction formula of the amphoteric polyacrylamide acid thickener is as follows:
Wherein m=1000 to 1200, n=2800 to 3200, x=3000 to 3400, y=4800 to 5000.
In the application, the colloid-state amphoteric polyacrylamide acid thickener obtained by the invention is subjected to granulation, drying, grinding and sieving and then is packaged, so that the colloid-state amphoteric polyacrylamide acid thickener is more convenient to store and transport, and the transport cost can be further reduced.
According to some preferred embodiments, the initiator is an azo-type initiator and a redox initiator comprising an oxidizing agent, a reducing agent.
According to some preferred embodiments, the azo-based initiator is at least one of azobisisobutyrimidine hydrochloride, azobisiso Ding Mi, azobisisoheptonitrile, and azobisisobutyronitrile.
According to some preferred embodiments, the oxidizing agent is at least one of sodium persulfate, potassium persulfate, ammonium persulfate;
the reducing agent is at least one of sodium sulfite, sodium bisulfite and sodium metabisulfite.
In the invention, the composite initiator can promote the temperature of a reaction system to rise by means of the heat released by initiating the polymerization reaction at a low temperature of the redox initiator, so that the azo initiator is decomposed to generate free radicals to continuously initiate the polymerization reaction, and the energy consumption is reduced, and meanwhile, the copolymerization reaction conversion rate and the molecular weight of the polymer are improved.
In the invention, water is used as a reaction medium for the polymerization reaction, so that the cost is low, the influence of an organic solvent on environmental pollution can be eliminated, the preparation process is simple, and the reaction heat release is not needed to be heated. The reaction medium is neutral in environment, the preparation process is environment-friendly, pollution-free, low in energy consumption, and the product is nontoxic and noncorrosive, does not produce secondary pollution, and accords with the development direction of the green environment-friendly chemical auxiliary agent.
The invention also provides the amphoteric polyacrylamide acid thickener, which is prepared by the preparation method provided by the invention.
In order to more clearly illustrate the technical scheme and advantages of the invention, the following describes an amphoteric polyacrylamide acid thickener and a preparation method thereof in detail through a plurality of examples.
In the following examples, the mass of acrylamide, alkenylsulfonic acid monomer, cationic monomer, hydrophobic functional monomer, surfactant, deionized water, composite initiator, and chain transfer agent are all expressed in parts by weight.
Example 1
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 200 parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 10 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 10 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the amphoteric polyacrylamide acid thickener in a colloid state.
Example 2
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 220 parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 15 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 15 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 200 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the amphoteric polyacrylamide acid thickener in a colloid state.
Example 3
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 200 parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 10 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 10 parts of the hydrophobic functional monomer and 10 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azo diisobutylamidine hydrochloride, 0.0015 part of ammonium persulfate, 0.0015 part of sodium bisulfite) and 0.3 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the amphoteric polyacrylamide acid thickener in a colloid state.
Example 4
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: adding 250 parts of acrylamide, 25 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 15 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 15 parts of the hydrophobic functional monomer and 10 parts of surfactant (cetyl trimethyl ammonium bromide) into 200 parts of deionized water, and uniformly mixing to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the amphoteric polyacrylamide acid thickener in a colloid state.
Example 5
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: adding 250 parts of acrylamide, 25 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 15 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 15 parts of the hydrophobic functional monomer and 10 parts of surfactant (cetyl trimethyl ammonium bromide) into 200 parts of deionized water, and uniformly mixing to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.01 part of composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.5 part of chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the amphoteric polyacrylamide acid thickener in a colloid state.
Example 6
Example 6 is substantially the same as example 1 except that: the molar ratio of 4-dodecylaniline to acryloyl chloride was 1.2:1.
Example 7
Example 7 is substantially the same as example 1 except that: the alkenyl sulfonic acid monomer is sodium allyl sulfonate, the cation monomer is acryloyloxyethyl trimethyl ammonium chloride, and the surfactant is cocamidopropyl hydroxysulfobetaine.
Comparative example 1
200 Parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 10 parts of cationic monomer (N- (3-aminopropyl) methacrylamide) and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the colloidal polyacrylamide acid thickener.
Comparative example 2
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 200 parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 10 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the colloidal polyacrylamide acid thickener.
Comparative example 3
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: adding 200 parts of acrylamide, 10 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 10 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) into 250 parts of deionized water, and uniformly mixing to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the colloidal polyacrylamide acid thickener.
Comparative example 4
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 200 parts of acrylamide, 15 parts of alkenyl sulfonic acid monomer (2-acrylamide-2-methylpropanesulfonic acid sodium), 10 parts of cationic monomer (N- (3-aminopropyl) methacrylamide), 50 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the colloidal polyacrylamide acid thickener.
Comparative example 5
Preparation of hydrophobic functional monomer: adding pyridine, 4-dodecylaniline and sodium hydroxide particles into a 100mL three-necked flask, regulating the temperature to 8-10 ℃ through ice bath, uniformly mixing under magnetic stirring, then dropwise adding acryloyl chloride into the three-necked flask by using a constant pressure funnel within 2h, dropwise adding sodium hydroxide until no smoke is generated after completion, continuously stirring at 10-15 ℃ for 2h, filtering white precipitate, washing and dissolving by using anhydrous diethyl ether, evaporating solvent and the anhydrous diethyl ether, and cooling to room temperature to obtain a hydrophobic functional monomer; wherein, the mol ratio of the 4-dodecylaniline to the acryloyl chloride is 1.4:1.
Preparation of an amphoteric polyacrylamide acid thickener: 200 parts of acrylamide, 10 parts of the hydrophobic functional monomer and 5 parts of surfactant (cetyl trimethyl ammonium bromide) are added into 250 parts of deionized water and uniformly mixed to obtain a mixed solution; adjusting the pH of the mixed solution to 4.0-4.5 by adopting phosphoric acid, adding the mixed solution into a reactor, introducing nitrogen gas at the temperature of 0-2 ℃ for 60min, then adding 0.005 part of a composite initiator (0.02 part of azodiisobutyronitrile, 0.002 part of potassium persulfate and 0.001 part of sodium bisulfite) and 0.2 part of a chain transfer agent (sodium hypophosphite), continuously deoxidizing for 20min, introducing nitrogen gas until the solution becomes viscous, and sealing; recording the rising trend of the solution temperature after sealing, reacting for 2-4 hours until reaching the highest temperature, and naturally cooling for 2 hours to obtain the colloidal polyacrylamide acid thickener.
The amphoteric polyacrylamide acid thickener obtained in examples 1 to 7 and the colloidal polyacrylamide acid thickener obtained in comparative examples 1 to 5 were subjected to granulation, drying (drying at 50 to 70 ℃ for 2 hours), grinding, and sieving to obtain 20 to 80 mesh samples, and the samples were subjected to the following performance tests, respectively, and the test results are shown in table 1.
The performance test comprises the following steps: molecular weight index test, acid dissolution rate test and apparent viscosity test;
a) Molecular weight index test: measured according to GB/T1200.5.1-1989 standard.
B) Acid dissolution rate test: placing 200mL of 20% hydrochloric acid aqueous solution in a 250mL glass beaker, placing under a magnetic stirrer, setting the rotating speed to be 800-1000r/min, accurately weighing a sample, slowly adding the sample into the hydrochloric acid aqueous solution, and completely adding the sample within 1min to ensure that the sample is uniformly dispersed in acid liquor without binding and agglomeration phenomena to prepare a liquid to be measured; wherein the mass fraction of the sample in the liquid to be detected is 6 per mill; after 30min of dissolution, the apparent viscosity of the sample in a sample cup of a six-speed rotary viscometer at 600r/min is tested and recorded as eta 1; after further dissolution for 1h, the apparent viscosity at 600r/min in a six-speed rotational viscometer sample cup was again tested and noted as η 2, acid dissolution rate=η 1/η2 ×100%.
C) Viscosity retention after aging for 6h at 160 ℃): the test solution after complete dissolution in step b) was aged in a 160 ℃ constant temperature oil bath for 6 hours and cooled to room temperature (25 ℃), its stability was observed and its apparent viscosity at 600r/min in a six-speed rotational viscometer sample cup was tested and noted η 3, its viscosity retention k=η 3/η2 ×100%.
D) Preparing salt water with mineralization degree of 850000mg/L and calcium-magnesium ion content of 20000mg/L, preparing hydrochloric acid solution containing 20% mass fraction, namely hypersaline aqueous hydrochloric acid solution, taking 200mL hypersaline aqueous hydrochloric acid solution in a 250mL glass beaker, placing in a magnetic stirrer, setting the rotating speed to be 800-1000 r/min, accurately weighing a sample, slowly adding the sample into the hypersaline aqueous hydrochloric acid solution, and completely adding the sample within 1min to ensure that the sample is uniformly dispersed in acid solution without binding and agglomerating phenomena to prepare to-be-detected liquid; wherein the mass fraction of the sample in the liquid to be detected is 6 per mill; after dissolution for 1.5h, its apparent viscosity at 600r/min in a six-speed rotational viscometer sample cup is designated η 4.
TABLE 1
As can be seen from the data in Table 1, the amphoteric polyacrylamide acid thickener prepared by the invention has excellent temperature resistance, shearing resistance and salt resistance, and has strong acid resistance and tackifying capability in hydrochloric acid solution prepared by hypersalinity brine.
Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present invention, and are not limiting; although the invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit and scope of the technical solutions of the embodiments of the present invention. The invention is not described in detail in a manner known to those skilled in the art.
Claims (14)
1. The preparation method of the amphoteric polyacrylamide acid thickener is characterized by comprising the following steps:
(1) 4-dodecylaniline and acryloyl chloride are subjected to substitution reaction to obtain a hydrophobic functional monomer;
(2) Adding acrylamide, an alkenyl sulfonic acid monomer, a cationic monomer, the hydrophobic functional monomer and a surfactant into water, and uniformly mixing to obtain a mixed solution; adding a composite initiator and a chain transfer agent into the mixed solution to carry out copolymerization reaction to obtain the amphoteric polyacrylamide acid thickener;
the cationic monomer is at least one of N- (3-aminopropyl) methacrylamide, methacryloyloxyethyl trimethyl ammonium chloride, acryloyloxyethyl trimethyl ammonium chloride and dimethyl diallyl ammonium chloride;
the amphoteric polyacrylamide acid thickener is prepared from the following components in parts by weight: 200-250 parts of acrylamide, 15-25 parts of alkenyl sulfonic acid monomer, 10-15 parts of cationic monomer, 10-15 parts of hydrophobic functional monomer, 5-10 parts of surfactant, 200-500 parts of water, 0.001-0.5 part of composite initiator and 0.2-1 part of chain transfer agent.
2. The method of claim 1, wherein in step (1):
the molar ratio of the 4-dodecylaniline to the acryloyl chloride is (1.2-1.4): 1.
3. The method of claim 1, wherein in step (1):
the temperature of the substitution reaction is 10-15 ℃, and the reaction time is 4-6 h.
4. The method of claim 1, wherein in step (2):
The alkenyl sulfonic acid monomer is at least one of 2-acrylamide-2-methylpropanesulfonic acid sodium, allylsulfonic acid sodium and allylvinylsulfonic acid.
5. The method of claim 1, wherein in step (2):
The surfactant is at least one of dodecyl trimethyl ammonium bromide, hexadecyl trimethyl ammonium bromide, octadecyl trimethyl ammonium bromide, oleamide methyl hydroxypropyl ammonium chloride, oleamide propyl betaine and cocoamide propyl hydroxysulfobetaine.
6. The method of claim 1, wherein in step (2):
The chain transfer agent is at least one of sodium hypophosphite, sodium formate, thiourea, octanol and glycerol.
7. The method of claim 1, wherein in step (2):
The initiation temperature of the copolymerization reaction is 0-5 ℃, and the reaction time is 2-4 h.
8. The method of manufacturing according to claim 1, further comprising:
In the step (2), the pH of the mixed solution is regulated to 4.0-4.5, and then nitrogen is introduced into the mixed solution, and the composite initiator and the chain transfer agent are added for copolymerization reaction.
9. The method according to claim 8, wherein,
Adjusting the pH of the mixed solution by adopting a pH regulator; the pH regulator is phosphoric acid or sulfamic acid.
10. The method according to claim 8, wherein,
And introducing nitrogen for 30-60 min.
11. The production method according to any one of claims 1 to 10, characterized in that:
the initiator is azo initiator and redox initiator comprising oxidant and reductant.
12. The method of manufacturing according to claim 11, wherein:
The azo initiator is at least one of azodiisobutylamidine hydrochloride, azodiiso Ding Mi hydrochloride, azodiisoheptonitrile and azodiisobutyronitrile.
13. The method of manufacturing according to claim 11, wherein:
the oxidant is at least one of sodium persulfate, potassium persulfate and ammonium persulfate;
the reducing agent is at least one of sodium sulfite, sodium bisulfite and sodium metabisulfite.
14. An amphoteric polyacrylamide acid thickener, which is characterized by being prepared by the preparation method of any one of claims 1 to 13.
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| CN107033280A (en) * | 2017-03-06 | 2017-08-11 | 山东诺尔生物科技有限公司 | Drilling fluid both sexes heat and salinity tolerance fluid loss additive and preparation method |
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