US20110308802A1 - Degradable material for different oilfield applications - Google Patents
Degradable material for different oilfield applications Download PDFInfo
- Publication number
- US20110308802A1 US20110308802A1 US12/817,881 US81788110A US2011308802A1 US 20110308802 A1 US20110308802 A1 US 20110308802A1 US 81788110 A US81788110 A US 81788110A US 2011308802 A1 US2011308802 A1 US 2011308802A1
- Authority
- US
- United States
- Prior art keywords
- zein
- fluid
- tubular
- subterranean formation
- wellbore
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000463 material Substances 0.000 title description 26
- 229920002494 Zein Polymers 0.000 claims abstract description 87
- 239000005019 zein Substances 0.000 claims abstract description 87
- 229940093612 zein Drugs 0.000 claims abstract description 87
- 239000012530 fluid Substances 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 32
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 229920002472 Starch Polymers 0.000 claims description 12
- 239000008107 starch Substances 0.000 claims description 12
- 235000019698 starch Nutrition 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 9
- 239000000835 fiber Substances 0.000 claims description 6
- FHDQNOXQSTVAIC-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;chloride Chemical compound [Cl-].CCCCN1C=C[N+](C)=C1 FHDQNOXQSTVAIC-UHFFFAOYSA-M 0.000 claims description 5
- 239000004971 Cross linker Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 238000005259 measurement Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 230000008901 benefit Effects 0.000 description 9
- 238000000576 coating method Methods 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 9
- 239000002608 ionic liquid Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 235000018102 proteins Nutrition 0.000 description 7
- 108090000623 proteins and genes Proteins 0.000 description 7
- 102000004169 proteins and genes Human genes 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 244000303965 Cyamopsis psoralioides Species 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 230000004888 barrier function Effects 0.000 description 6
- 229920001222 biopolymer Polymers 0.000 description 6
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000012065 filter cake Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 238000005553 drilling Methods 0.000 description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- -1 starch Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- IQQRAVYLUAZUGX-UHFFFAOYSA-N 1-butyl-3-methylimidazolium Chemical compound CCCCN1C=C[N+](C)=C1 IQQRAVYLUAZUGX-UHFFFAOYSA-N 0.000 description 2
- VRFOKYHDLYBVAL-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CCN1C=C[N+](C)=C1 VRFOKYHDLYBVAL-UHFFFAOYSA-M 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- OJVAMHKKJGICOG-UHFFFAOYSA-N 2,5-hexanedione Chemical compound CC(=O)CCC(C)=O OJVAMHKKJGICOG-UHFFFAOYSA-N 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
- VVWPSAPZUZXYCM-UHFFFAOYSA-N 9-methoxy-9-oxononanoic acid Chemical compound COC(=O)CCCCCCCC(O)=O VVWPSAPZUZXYCM-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YZBOVSFWWNVKRJ-UHFFFAOYSA-N Monobutylphthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(O)=O YZBOVSFWWNVKRJ-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000013270 controlled release Methods 0.000 description 2
- 229920006237 degradable polymer Polymers 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 229940116333 ethyl lactate Drugs 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 230000006269 (delayed) early viral mRNA transcription Effects 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- MRHPRDYMSACWSG-UHFFFAOYSA-N 1,3-diaminopropan-1-ol Chemical compound NCCC(N)O MRHPRDYMSACWSG-UHFFFAOYSA-N 0.000 description 1
- ZAGUSKAXELYWCE-UHFFFAOYSA-N 1,3-dioxolan-2-ylmethanol Chemical compound OCC1OCCO1 ZAGUSKAXELYWCE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- BSKSXTBYXTZWFI-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;acetate Chemical compound CC([O-])=O.CCCC[N+]=1C=CN(C)C=1 BSKSXTBYXTZWFI-UHFFFAOYSA-M 0.000 description 1
- KXCVJPJCRAEILX-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;hydrogen sulfate Chemical compound OS([O-])(=O)=O.CCCCN1C=C[N+](C)=C1 KXCVJPJCRAEILX-UHFFFAOYSA-M 0.000 description 1
- PUHVBRXUKOGSBC-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;methanesulfonate Chemical compound CS([O-])(=O)=O.CCCC[N+]=1C=CN(C)C=1 PUHVBRXUKOGSBC-UHFFFAOYSA-M 0.000 description 1
- MEMNKNZDROKJHP-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCN1C=C[N+](C)=C1 MEMNKNZDROKJHP-UHFFFAOYSA-M 0.000 description 1
- SIXHYMZEOJSYQH-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;thiocyanate Chemical compound [S-]C#N.CCCCN1C=C[N+](C)=C1 SIXHYMZEOJSYQH-UHFFFAOYSA-M 0.000 description 1
- YYTSGNJTASLUOY-UHFFFAOYSA-N 1-chloropropan-2-ol Chemical class CC(O)CCl YYTSGNJTASLUOY-UHFFFAOYSA-N 0.000 description 1
- OSCREXKVIJBLHA-UHFFFAOYSA-M 1-ethyl-2,3-dimethylimidazol-3-ium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CCN1C=C[N+](C)=C1C OSCREXKVIJBLHA-UHFFFAOYSA-M 0.000 description 1
- XIYUIMLQTKODPS-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;acetate Chemical compound CC([O-])=O.CC[N+]=1C=CN(C)C=1 XIYUIMLQTKODPS-UHFFFAOYSA-M 0.000 description 1
- HZKDSQCZNUUQIF-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;hydrogen sulfate Chemical compound OS([O-])(=O)=O.CCN1C=C[N+](C)=C1 HZKDSQCZNUUQIF-UHFFFAOYSA-M 0.000 description 1
- IXLWEDFOKSJYBD-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;methanesulfonate Chemical compound CS([O-])(=O)=O.CC[N+]=1C=CN(C)C=1 IXLWEDFOKSJYBD-UHFFFAOYSA-M 0.000 description 1
- UYYXEZMYUOVMPT-UHFFFAOYSA-J 1-ethyl-3-methylimidazol-3-ium;tetrachloroalumanuide Chemical compound [Cl-].Cl[Al](Cl)Cl.CCN1C=C[N+](C)=C1 UYYXEZMYUOVMPT-UHFFFAOYSA-J 0.000 description 1
- VASPYXGQVWPGAB-UHFFFAOYSA-M 1-ethyl-3-methylimidazol-3-ium;thiocyanate Chemical compound [S-]C#N.CCN1C=C[N+](C)=C1 VASPYXGQVWPGAB-UHFFFAOYSA-M 0.000 description 1
- BMQZYMYBQZGEEY-UHFFFAOYSA-M 1-ethyl-3-methylimidazolium chloride Chemical compound [Cl-].CCN1C=C[N+](C)=C1 BMQZYMYBQZGEEY-UHFFFAOYSA-M 0.000 description 1
- QHZLMUACJMDIAE-SFHVURJKSA-N 1-hexadecanoyl-sn-glycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)CO QHZLMUACJMDIAE-SFHVURJKSA-N 0.000 description 1
- STCBHSHARMAIOM-UHFFFAOYSA-N 1-methyl-1h-imidazol-1-ium;chloride Chemical compound Cl.CN1C=CN=C1 STCBHSHARMAIOM-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 description 1
- KKFDCBRMNNSAAW-UHFFFAOYSA-N 2-(morpholin-4-yl)ethanol Chemical compound OCCN1CCOCC1 KKFDCBRMNNSAAW-UHFFFAOYSA-N 0.000 description 1
- HYVGFUIWHXLVNV-UHFFFAOYSA-N 2-(n-ethylanilino)ethanol Chemical compound OCCN(CC)C1=CC=CC=C1 HYVGFUIWHXLVNV-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- MWGATWIBSKHFMR-UHFFFAOYSA-N 2-anilinoethanol Chemical compound OCCNC1=CC=CC=C1 MWGATWIBSKHFMR-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical class OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 1
- BXCRLBBIZJSWNS-UHFFFAOYSA-N 2-hydroxyethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCO BXCRLBBIZJSWNS-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- 229940018563 3-aminophenol Drugs 0.000 description 1
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NKMZBGMEVYDZSR-UHFFFAOYSA-N 4-butoxy-2,3-dihydroxy-4-oxobutanoic acid Chemical compound CCCCOC(=O)C(O)C(O)C(O)=O NKMZBGMEVYDZSR-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 description 1
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 102000009123 Fibrin Human genes 0.000 description 1
- 108010073385 Fibrin Proteins 0.000 description 1
- BWGVNKXGVNDBDI-UHFFFAOYSA-N Fibrin monomer Chemical compound CNC(=O)CNC(=O)CN BWGVNKXGVNDBDI-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 108010068370 Glutens Proteins 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- QHZLMUACJMDIAE-UHFFFAOYSA-N Palmitic acid monoglyceride Natural products CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 description 1
- 235000001188 Peltandra virginica Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920002732 Polyanhydride Polymers 0.000 description 1
- 244000197580 Poria cocos Species 0.000 description 1
- 235000008599 Poria cocos Nutrition 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- OSYQOBUUFRGFNG-UHFFFAOYSA-N Sebacic acid monomethyl ester Chemical compound COC(=O)CCCCCCCCC(O)=O OSYQOBUUFRGFNG-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- PNOZWIUFLYBVHH-UHFFFAOYSA-J aluminum;1-butyl-3-methylimidazol-3-ium;tetrachloride Chemical compound [Cl-].Cl[Al](Cl)Cl.CCCCN1C=C[N+](C)=C1 PNOZWIUFLYBVHH-UHFFFAOYSA-J 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- INDFXCHYORWHLQ-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-butyl-3-methylimidazol-3-ium Chemical compound CCCCN1C=C[N+](C)=C1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F INDFXCHYORWHLQ-UHFFFAOYSA-N 0.000 description 1
- LRESCJAINPKJTO-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-ethyl-3-methylimidazol-3-ium Chemical compound CCN1C=C[N+](C)=C1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F LRESCJAINPKJTO-UHFFFAOYSA-N 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000001191 butyl (2R)-2-hydroxypropanoate Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- PCYQQSKDZQTOQG-NXEZZACHSA-N dibutyl (2r,3r)-2,3-dihydroxybutanedioate Chemical compound CCCCOC(=O)[C@H](O)[C@@H](O)C(=O)OCCCC PCYQQSKDZQTOQG-NXEZZACHSA-N 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 229940043276 diisopropanolamine Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UFISFCAVCQQTHV-UHFFFAOYSA-N ethoxyethane;2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CCOCC.CC(O)COC(C)COC(C)CO UFISFCAVCQQTHV-UHFFFAOYSA-N 0.000 description 1
- 229950003499 fibrin Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 125000005908 glyceryl ester group Chemical group 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- TVEOIQKGZSIMNG-UHFFFAOYSA-N hydron;1-methyl-1h-imidazol-1-ium;sulfate Chemical compound OS([O-])(=O)=O.C[NH+]1C=CN=C1 TVEOIQKGZSIMNG-UHFFFAOYSA-N 0.000 description 1
- 230000005660 hydrophilic surface Effects 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 230000005661 hydrophobic surface Effects 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 230000006303 immediate early viral mRNA transcription Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000014725 late viral mRNA transcription Effects 0.000 description 1
- 235000005772 leucine Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- OHPZPBNDOVQJMH-UHFFFAOYSA-N n-ethyl-4-methylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=C(C)C=C1 OHPZPBNDOVQJMH-UHFFFAOYSA-N 0.000 description 1
- WNSXUAGCWVZDQC-UHFFFAOYSA-N n-ethylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=CC=C1 WNSXUAGCWVZDQC-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229950006768 phenylethanolamine Drugs 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 108060006613 prolamin Proteins 0.000 description 1
- 235000013930 proline Nutrition 0.000 description 1
- XXRYFVCIMARHRS-UHFFFAOYSA-N propan-2-yl n-dimethoxyphosphorylcarbamate Chemical compound COP(=O)(OC)NC(=O)OC(C)C XXRYFVCIMARHRS-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- E—FIXED CONSTRUCTIONS
- E21—EARTH OR ROCK DRILLING; MINING
- E21B—EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- E21B43/00—Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
- E21B43/25—Methods for stimulating production
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
-
- C—CHEMISTRY; METALLURGY
- 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
- C09K8/80—Compositions for reinforcing fractures, e.g. compositions of proppants used to keep the fractures open
- C09K8/805—Coated proppants
Definitions
- This invention relates to methods and fluids used in treating a subterranean formation.
- the invention relates to the preparation and use of fluid delivery systems comprising a biodegradable material.
- degradable polymers that may be used in the oil field services industry such as polysaccharides (e.g. starch, guar, chitosan, hydroxypropyl guar, hydroxymethyl guar, xanthan, hydroxyethyl cellulose) and proteins (e.g. collagen, fibrin, and gelatin).
- polysaccharides e.g. starch, guar, chitosan, hydroxypropyl guar, hydroxymethyl guar, xanthan, hydroxyethyl cellulose
- proteins e.g. collagen, fibrin, and gelatin
- Synthetic degradable polymers derived from polyesters, polyanhydride and polyamide have also been developed to target specific applications.
- Starch is currently used in oilfield applications such as fracturing, drilling and diversion. In fracturing application starch is mainly used as a fluid loss additive. Starch is also used as a viscosifier and as a fluid loss additive in drilling fluids.
- the starch is not fully solubilized and is deposited onto the fracture surface or formation wall as part of the filtercake.
- Considerable effort is placed in the cleanup of filter cakes e.g. prior to gravel packing to ensure minimum impairment to flow of formation fluids.
- the mode of degrading the polymers is through hydrolysis, oxidation or exposure to heat.
- Some biopolymers may be degraded through the use of enzymes however, it has temperature limitations. In any event, a low cost, reliable, readily available material is desirable for use in the oil field services industry.
- Embodiments of this invention relate to compositions and methods of treating a subterranean formation including forming a fluid comprising zein, and introducing the fluid to a subterranean formation.
- Embodiments of this invention relate to compositions and methods of treating a subterranean formation comprising a wellbore, including introducing a tubular to the wellbore wherein the tubular comprises zein.
- FIG. 1 is a plot of viscosity as a function of shear rate of an embodiment of the invention.
- FIG. 2 is a schematic view of a tubular comprising an embodiment of the invention.
- FIG. 3 is a schematic view of a tubular comprising an additional embodiment of the invention.
- FIG. 4 is a schematic view of a tubular comprising an additional embodiment of the invention.
- compositions of the present invention are described herein as comprising certain materials, it should be understood that the composition could optionally comprise two or more chemically different materials. In addition, the composition can also comprise some components other than the ones already cited.
- zein may be selected for a variety of oil field services applications. Furthermore, the material properties can be adjusted to target a wide range of specific oilfield applications. The degradability of the material can be controlled by using different chemistries. The applications that can be targeted ranges from swelling packers, degradable completion hardware, degradable canister, screenless completions, degradable bridge or temporary plugs, degradable piping, degradable fluid loss additive, surface modification of proppants, coatings on breakers, coated additives, coating as barriers to oil or water, coating for controlled release of materials with controlled delivery, reactive coating on proppants that become sticky, diversion, lost circulation, conformance, water control, drilling, cementing, gravel packing, wormhole, etc. Shapes and sizes of zein particles or particles coated with zein may be selected to control fluid loss and diversion.
- Some embodiments may benefit from using zein to coat the proppant to change its wettability profile. Likewise, some embodiments may benefit from using zein to change the wettability profile of the subterranean formation.
- Zein is 45-50 percent of the protein present in corn. It is a group of alcohol soluble proteins (prolamins) found in corn endosperm. Centrifugal separation of starch from the endosperm leaves protein rich mass (corn gluten) from which zein is extracted. It is rich in glutamic acid, leucine, alanine and proline that gives it high hydrophobicity. Zein is an alcohol soluble protein and exhibits hydrophobic properties and low water uptake. Zein has alpha, beta, and gamma protein fractions. Alpha accounts from 75-85 percent of the total protein and is dominated by Z19 and Z22 protein corresponding to 19 kDa and 22 kDa molecular weight. Zein is commercially available from Sigma-Aldrich of Houston, Tex., Showa Sangyo Co Ltd of Japan and Freeman Industries of Tuckahoe, N.Y.
- Zein can form tough greaseproof coatings, with flexibility and compressibility. Zein is commercially utilized due to its film formation capability in the food and pharmaceutical industries.
- the thin films of zein are formed that may be edible or may be utilized in biodegradable packaging.
- Plasticization and crosslinking affects its mechanical and barrier properties.
- Polyethylene glycol and glycerol are effective plasticizer for zein dispersion. Zein dissolves in ethyl alcohol/water 90/10 w/w mixture. Stability of the aqueous zein dispersion is dependent on pH and electrolyte content. The dispersion is stable at pH of 3-4. Glass transition temperature of pure zein powder is 170.8 C. Zein dissolves in ethanol and is hydrophobic. Water resistance of zein can be achieved by modifying the hydrophilic side groups such NH 2 , OH, COOH, and SH by hydrophobic groups.
- plasticizers for zein include glycerol, glyceryl monoesters, PEG and fatty acids. Zein is also plasticized by water although it is not soluble in water. Additional plasticizers include glycols such as triethylene glycol, propylene glycol, ethylene glycol, polyethylene glycol, and polypropylene glycol; sulfonamides such as benzene sulfonamide, N-ethyl benzene sulfonamide, p-toluene sulfonamide, and N-ethyl p-toluene sulfonamide; fatty acids such as oleic acid, palmitic acid, myristic acid, and stearic acid; amides such as acetamide, acetanilide, and urea; amides such as triethanolamine and diethanolamine; glyceryl esters such as glyceryl monooleate, glyceryl monopalmitate, and
- Zein on its own has a glass transition temperature of 139° C. and its glass transition temperature decreases rapidly with moisture content.
- Zein may be utilized in the oilfield applications as a tunable glass transition temperature material e.g. in forming a plug of zein that is later removed due to absorption of water and lowering of glass transition temperature.
- Biodegradable fibers of zein on its own or its blend with other polymers such as chitosan may also be used as additives in drilling fluid, fracturing fluids or cement. These fibres could be used to generate diversion during fracturing operations, in the form of plugs, in the form of near wellbore screenouts, or in the form of far field diversion pills. The fibers could be also used as proppant suspension additives or as lost circulation material. Fibers of zein could also be used as strengthening fillers for materials requiring improved compressive, tensile or shear properties, such as cement, plugs, darts for applications such as treat and produce completions, etc.
- Zein could be used to generate thermoplastic parts and pieces, such as plugs for low temperature applications where the material is to be insoluble in water and oil, but might be solubilized and thus removed by injection of alcohol blends of specific composition.
- Zein can be also used in order to prepare melt composites with polyester materials, to alter the mechanical properties and the dissolution and degradation rate of said polyesters to acid, base and alcohol initiated hydrolysis alcoholysis. Zein would be used to alter the Tg and Tm (glass transition temperature, melting temperature) of the blend resulting typically in plasticized polymers, or polymers which would more easily swell, resulting in materials with enhanced degradation rates. This would be used for low temperature fiber applications.
- Zein may be adsorbed preferentially on hydrophobic or hydrophilic surfaces. Such surface modification with zein may be used on proppant coating or targeting specific sites in the subterranean formation. Zein may be used as binding agent e.g. in proppant and preventing proppant flowback.
- Zein may be used for some parts of conventional completions that will eventually degrade.
- Zein articles are degradable with temperature, time, and solvents.
- Zein articles may be made of different size and shape including fibers, particulates, tubulars, rods, and containers.
- the material may be used for casing, cementing, or general completions operations.
- perforating steps may benefit from using materials comprising zein.
- Zein may be used as a viscosifier. Zein may be x-linked to give unique material properties for oilfield applications. Crosslinkers such as borates, zirconium, or other crosslinkers often used in fracturing fluids may also be desirable for fluids comprising zein. Some zein compositions may benefit from further comprising other polymers such as guar or modified guar. Some compositions comprising zein may be used to form energized fluids and/or foams.
- the material may be especially desirable as a coating to protect from brine-based degradation.
- small particles and/or chemicals may be encapsulated with the material for process steps that include the presence of brine.
- zein may be used to encapsulate acids or oils for controlled release.
- Biodegradable nanospherical particles may be formed using zein to encapsulate solids such as breakers and liquids such as acids and alkalis.
- Zein may be used as an oxygen barrier e.g. in sensors since zein has excellent resistance to oxygen permeation.
- Zein may be used to protect encapsulated material from oxidation due to its pronounced oxygen barrier property.
- Zein may be used individually or blended with other resins such as rosin or neutral resins for coating proppants. The coated proppant may aid proppant transport during fracturing.
- Zein may be used to coat tubulars to prevent corrosion. Zein coating on tubulars to give improved cement bonding.
- Zein and fatty acid resin may be used for preparing semi solid resin plugs in oilfield applications.
- Zein may also be used as a barrier to oil and grease e.g. temporary plugs made from zein are dissolved using specific solvent such as methanol, ethylene glycol, DEG, ethyl ether, furfuryl alcohol, ethyl alcohol/water 90/10 w/w, acetic acid, lactic acid, citric acid, phenol+alcohol+water, ionic liquids (e.g. 1-butyl-3-methylimidazolium chloride), benzene, toluene, xylene and acetone.
- specific solvent such as methanol, ethylene glycol, DEG, ethyl ether, furfuryl alcohol, ethyl alcohol/water 90/10 w/w, acetic acid, lactic acid, citric acid, phenol+alcohol+water, ionic liquids (e.g. 1-butyl-3-methyl
- solvents include acetamide, acetic acid, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, o-aminophenol, m-aminophenol, aniline, benzyl alcohol, benzyl cellosolve, butylamine, butyl tartrate, 1,3-butylene glycol, o-cyclohexylphenol, 1,3-diaminopropanol, di[- ⁇ -hydroxyethyl]janiline, diethanolamine, diethylene glycol, diethylene glycol monoethyl ether (carbitol), diethylene glycol monomethyl ether (methyl carbitol), diethylenetriamine, diglycol chlorohydrins, diisopropanolamine, diphenylquanidine, a-diphenylthiourea, dipropylene glycol, o
- Additional solvents include water with acetone, acetonyl acetone, n-butanol, t-butanol, s-butanol, dioxalane, dioxane, ethanol, isobutanol, isopropanol, methanol, or n-propanol.
- solvents include a lower aliphatic alcohol with acetaldehyde, acetone, benzene, butyl lactate, chloroform, dichloromethane, diethylene glycol monoethyl ether, ethyl lactate, ethylene, dichloride, ethylene glycol, ethylene glycol monoethyl ether, furfural, methyl ethyl ketone, methylene chloride, nitroethane, nitromethane, propylene glycol, 1,1,2,2-tetrachloroethane, 1,2,3-trichloroethane, or toluene.
- solvents include a lower aliphatic alcohol with acetaldehyde, acetone, benzene, butyl lactate, chloroform, dichloromethane, diethylene glycol monoethyl ether, ethyl lactate, ethylene, dichloride, ethylene glycol, ethylene glycol monoethyl ether, furf
- ionic liquids may therefore be considered for not only the cleanup of filtercakes containing starch but also filtercakes containing zein or other biopolymers.
- 1-ethyl-3-methylimidazolium ethylsulfate (EMIMEtOSO3) ionic liquid may also be used to dissolve polymers such as guar, starch and zein.
- the ionic liquid may also be used as a pre flush and post flush fluid in gravel pack operations.
- ionic liquids include 1-ethyl-3-methylimidazolium chloride, 1-ethyl-3-methylimidazolium methanesulfonate, 1-butyl-3-methylimidazolium chloride, 1-butyl-3-methylimidazolium methanesulfonate, 1-ethyl-2,3-di-methylimidazolium ethylsulfate, methylimidazolium chloride, methylimidazolium hydrogensulfate, 1-ethyl-3-methylimidazolium hydrogensulfate, 1-ethyl-3-methylimidazolium tetrachloroaluminate, 1-butyl-3-methylimidazolium hydrogensulfate, 1-butyl-3-methylimidazolium tetrachloroaluminate, 1-ethyl-3-methylimidazolium tetrachloroaluminate, 1-ethyl-3-methylimidazol
- zein may be used to suppress scaling especially with calcium or magnesium in either high or low temperature wells.
- This example uses ionic liquid such as 1-butyl-3-methylimidazolium chloride (BMIM Cl) for filtercake cleanup containing biopolymers such as starch and zein.
- BMIM Cl 1-butyl-3-methylimidazolium chloride
- Biopolymers such as starch and zein are soluble in ionic liquids up to 10% w/w concentration at 80° C.
- 1-Butyl-3-methylimidazolium chloride (BMIM Cl) ionic liquid is effective in solubilizing such biopolymers. Photographs show that 5% w/w of zein and starch that are insoluble in water and are soluble in 20% BMIMCl/80% water mixture at 80 C.
- Zein may be used to form solid plugs e.g. degradable plugs or it may be used as zonal isolation plugs. Photographs show that zein is progressively more soluble as the concentration of zein increases at 1, 5, and 10 percent zein. This shows that plugs made from zein and utilized downhole may be dissolved using ethylene glycol.
- FIG. 1 is a plot of viscosity as a function of shear rate of an embodiment of the invention.
- FIG. 1 shows the effect of zein concentration on viscosity, as zein concentration increases, viscosity increases.
- Ethylene glycol was used as a base fluid to solubilize zein.
- Photographs show that zein particles are insoluble in ethylene glycol at 25 C however at 60 C they are completely soluble. This property indicates that diversion and cleanup applications may benefit from using this composition.
- FIG. 2 illustrates an embodiment of a tubular.
- Such tubular will allow logging through casing of formation fluids.
- the composite tubulars/casings have the distinct advantage over the metallic tubular/casings since their non conductive properties makes them electrically transparent.
- such tubulars are also transparent to NMR logging and/or resistivity measurements.
- the material may be degradable, also.
- the casing or tubular may comprise a canister.
- FIG. 3 is a schematic view of a tubular comprising an additional embodiment of the invention.
- a metallic tubular that includes degradable material in a specific formatted array such that the degradable material disappears with time and creates perforations in the tubular. This concept may be used also to form a screen for sand control purposes. The shape and size of the degradable material may be varied.
- FIG. 4 is a schematic view of a tubular comprising an additional embodiment of the invention. Varying the striations may be desirable for perforating process steps. Some embodiments of the invention may benefit from a non conductive, electrically transparent tubular.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Mining & Mineral Resources (AREA)
- Geology (AREA)
- Physics & Mathematics (AREA)
- Geochemistry & Mineralogy (AREA)
- Fluid Mechanics (AREA)
- Environmental & Geological Engineering (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Dairy Products (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/817,881 US20110308802A1 (en) | 2010-06-17 | 2010-06-17 | Degradable material for different oilfield applications |
EP11795264A EP2569392A2 (de) | 2010-06-17 | 2011-05-10 | Abbaubares material für verschiedene ölfeldanwendungen |
AU2011266722A AU2011266722B2 (en) | 2010-06-17 | 2011-05-10 | Degradable material for different oilfield applications |
CA2802141A CA2802141A1 (en) | 2010-06-17 | 2011-05-10 | Degradable material for different oilfield applications |
PCT/IB2011/052052 WO2011158139A2 (en) | 2010-06-17 | 2011-05-10 | Degradable material for different oilfield applications |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/817,881 US20110308802A1 (en) | 2010-06-17 | 2010-06-17 | Degradable material for different oilfield applications |
Publications (1)
Publication Number | Publication Date |
---|---|
US20110308802A1 true US20110308802A1 (en) | 2011-12-22 |
Family
ID=45327653
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/817,881 Abandoned US20110308802A1 (en) | 2010-06-17 | 2010-06-17 | Degradable material for different oilfield applications |
Country Status (5)
Country | Link |
---|---|
US (1) | US20110308802A1 (de) |
EP (1) | EP2569392A2 (de) |
AU (1) | AU2011266722B2 (de) |
CA (1) | CA2802141A1 (de) |
WO (1) | WO2011158139A2 (de) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20120168152A1 (en) * | 2010-12-29 | 2012-07-05 | Baker Hughes Incorporated | Dissolvable barrier for downhole use and method thereof |
US20140190694A1 (en) * | 2013-01-04 | 2014-07-10 | Halliburton Energy Services, Inc. | Method of Treating Ultra-Low Permeable Subterranean Formations Using Proppant Particulates Coated with Degradable Material |
WO2015047211A1 (en) * | 2013-09-24 | 2015-04-02 | Halliburton Energy Services, Inc. | Wettability altering fluids during downhole operations |
US20150107844A1 (en) * | 2013-10-23 | 2015-04-23 | Baker Hughes Incorporated | Well treatment fluids containing biodegradable zirconium crosslinker and methods of using the same |
CN105368414A (zh) * | 2015-11-26 | 2016-03-02 | 天津滨海新区普瑞德石油科技有限公司 | 一种润湿反转剂组合物及其制备方法 |
US20160060500A1 (en) * | 2013-04-09 | 2016-03-03 | Slaheddine Kefi | Composition and Methods for Completing Subterranean Wells |
CN111154468A (zh) * | 2020-01-06 | 2020-05-15 | 西南石油大学 | 一种用于油田堵水的选择性堵水剂 |
WO2020205098A1 (en) * | 2019-04-05 | 2020-10-08 | Baker Hughes Oilfield Operations Llc | Disintegratable bismaleimide composites for downhole tool applications |
US10961427B2 (en) | 2017-09-22 | 2021-03-30 | Baker Hughes, A Ge Company, Llc | Completion tools with fluid diffusion control layer |
CN117860793A (zh) * | 2024-02-28 | 2024-04-12 | 云南白药集团中药资源有限公司 | 一种中药茯苓的产地趁鲜加工方法 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3839260A (en) * | 1971-07-12 | 1974-10-01 | Dow Chemical Co | Cementitious compositions and methods |
US20020019317A1 (en) * | 2000-04-07 | 2002-02-14 | Palmer Bentley J. | Wellbore fluids and their application |
US6840318B2 (en) * | 2002-06-20 | 2005-01-11 | Schlumberger Technology Corporation | Method for treating subterranean formation |
US20080070806A1 (en) * | 2006-09-18 | 2008-03-20 | Lijun Lin | Oxidative Internal Breaker System With Breaking Activators for Viscoelastic Surfactant Fluids |
US7398825B2 (en) * | 2004-12-03 | 2008-07-15 | Halliburton Energy Services, Inc. | Methods of controlling sand and water production in subterranean zones |
US20090029880A1 (en) * | 2007-07-24 | 2009-01-29 | Bj Services Company | Composition containing lonic liquid clay stabilizers and/or shale inhibitors and method of using the same |
US20110005761A1 (en) * | 2009-07-13 | 2011-01-13 | Hongyu Luo | Degradable Diverting Agents and Associated Methods |
US20110005753A1 (en) * | 2009-07-13 | 2011-01-13 | Todd Bradley L | Methods of Fluid-Controlled Geometry Stimulation |
US20110094737A1 (en) * | 2009-10-28 | 2011-04-28 | Yiyan Chen | Shear-activated viscoelastic surfactant fluid and method |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080314594A1 (en) * | 2007-06-25 | 2008-12-25 | Still John W | Method of Heterogeneous Etching of Sandstone Formations |
US20090221453A1 (en) * | 2008-02-29 | 2009-09-03 | Sumitra Mukhopadhyay | Treatment Fluid With Oxidizer Breaker System and Method |
US20100004146A1 (en) * | 2008-07-02 | 2010-01-07 | Panga Mohan K R | Leak-Off Control Agent |
-
2010
- 2010-06-17 US US12/817,881 patent/US20110308802A1/en not_active Abandoned
-
2011
- 2011-05-10 EP EP11795264A patent/EP2569392A2/de not_active Withdrawn
- 2011-05-10 WO PCT/IB2011/052052 patent/WO2011158139A2/en active Application Filing
- 2011-05-10 CA CA2802141A patent/CA2802141A1/en not_active Abandoned
- 2011-05-10 AU AU2011266722A patent/AU2011266722B2/en not_active Ceased
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3839260A (en) * | 1971-07-12 | 1974-10-01 | Dow Chemical Co | Cementitious compositions and methods |
US20020019317A1 (en) * | 2000-04-07 | 2002-02-14 | Palmer Bentley J. | Wellbore fluids and their application |
US6840318B2 (en) * | 2002-06-20 | 2005-01-11 | Schlumberger Technology Corporation | Method for treating subterranean formation |
US7398825B2 (en) * | 2004-12-03 | 2008-07-15 | Halliburton Energy Services, Inc. | Methods of controlling sand and water production in subterranean zones |
US20080070806A1 (en) * | 2006-09-18 | 2008-03-20 | Lijun Lin | Oxidative Internal Breaker System With Breaking Activators for Viscoelastic Surfactant Fluids |
US20090029880A1 (en) * | 2007-07-24 | 2009-01-29 | Bj Services Company | Composition containing lonic liquid clay stabilizers and/or shale inhibitors and method of using the same |
US20110005761A1 (en) * | 2009-07-13 | 2011-01-13 | Hongyu Luo | Degradable Diverting Agents and Associated Methods |
US20110005753A1 (en) * | 2009-07-13 | 2011-01-13 | Todd Bradley L | Methods of Fluid-Controlled Geometry Stimulation |
US20110094737A1 (en) * | 2009-10-28 | 2011-04-28 | Yiyan Chen | Shear-activated viscoelastic surfactant fluid and method |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8668019B2 (en) * | 2010-12-29 | 2014-03-11 | Baker Hughes Incorporated | Dissolvable barrier for downhole use and method thereof |
US20120168152A1 (en) * | 2010-12-29 | 2012-07-05 | Baker Hughes Incorporated | Dissolvable barrier for downhole use and method thereof |
US20140190694A1 (en) * | 2013-01-04 | 2014-07-10 | Halliburton Energy Services, Inc. | Method of Treating Ultra-Low Permeable Subterranean Formations Using Proppant Particulates Coated with Degradable Material |
US20160060500A1 (en) * | 2013-04-09 | 2016-03-03 | Slaheddine Kefi | Composition and Methods for Completing Subterranean Wells |
GB2536527A (en) * | 2013-09-24 | 2016-09-21 | Halliburton Energy Services Inc | Wettability altering fluids during downhole operations |
WO2015047211A1 (en) * | 2013-09-24 | 2015-04-02 | Halliburton Energy Services, Inc. | Wettability altering fluids during downhole operations |
GB2536527B (en) * | 2013-09-24 | 2020-06-24 | Halliburton Energy Services Inc | Wettability altering fluids during downhole operations |
US9863211B2 (en) | 2013-09-24 | 2018-01-09 | Halliburton Energy Services, Inc. | Wettability altering fluids during downhole operations |
US20150107844A1 (en) * | 2013-10-23 | 2015-04-23 | Baker Hughes Incorporated | Well treatment fluids containing biodegradable zirconium crosslinker and methods of using the same |
US9663707B2 (en) * | 2013-10-23 | 2017-05-30 | Baker Hughes Incorporated | Stimulation method using biodegradable zirconium crosslinker |
AU2014340662B2 (en) * | 2013-10-23 | 2017-10-26 | Baker Hughes, A Ge Company, Llc | Well treatment fluids containing a zirconium crosslinker and methods of using the same |
CN105658760A (zh) * | 2013-10-23 | 2016-06-08 | 贝克休斯公司 | 包含锆交联剂的井处理流体及其使用方法 |
CN105368414A (zh) * | 2015-11-26 | 2016-03-02 | 天津滨海新区普瑞德石油科技有限公司 | 一种润湿反转剂组合物及其制备方法 |
US10961427B2 (en) | 2017-09-22 | 2021-03-30 | Baker Hughes, A Ge Company, Llc | Completion tools with fluid diffusion control layer |
WO2020205098A1 (en) * | 2019-04-05 | 2020-10-08 | Baker Hughes Oilfield Operations Llc | Disintegratable bismaleimide composites for downhole tool applications |
US10961812B2 (en) | 2019-04-05 | 2021-03-30 | Baker Hughes Oilfield Operations Llc | Disintegratable bismaleimide composites for downhole tool applications |
CN111154468A (zh) * | 2020-01-06 | 2020-05-15 | 西南石油大学 | 一种用于油田堵水的选择性堵水剂 |
CN117860793A (zh) * | 2024-02-28 | 2024-04-12 | 云南白药集团中药资源有限公司 | 一种中药茯苓的产地趁鲜加工方法 |
Also Published As
Publication number | Publication date |
---|---|
WO2011158139A3 (en) | 2012-04-12 |
CA2802141A1 (en) | 2011-12-22 |
AU2011266722A1 (en) | 2013-01-10 |
WO2011158139A2 (en) | 2011-12-22 |
EP2569392A2 (de) | 2013-03-20 |
AU2011266722B2 (en) | 2014-07-03 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
AU2011266722B2 (en) | Degradable material for different oilfield applications | |
US7703527B2 (en) | Aqueous two-phase emulsion gel systems for zone isolation | |
US7748452B2 (en) | Polymeric microspheres as degradable fluid loss additives in oilfield applications | |
US8003577B2 (en) | Method of treating subterranean formation with crosslinked polymer fluid | |
US6279656B1 (en) | Downhole chemical delivery system for oil and gas wells | |
US8720555B2 (en) | Self-diverting high-rate water packs | |
CN101903615B (zh) | 使用可改变的添加剂处理地下井的方法 | |
US20170015887A1 (en) | Smart lcm for strengthening earthen formations | |
SA516371315B1 (ar) | توليد وتحسين موصلية صدع دقيق | |
MX2011007485A (es) | Microesferas polimericas como aditivos degradables de perdida de fluido en aplicaciones de campo petrolifero. | |
US20100056401A1 (en) | Partially neutralized polyhydroxy acids for well treatments | |
US20100184630A1 (en) | Breaking the rheology of a wellbore fluid by creating phase separation | |
CN104508239A (zh) | 压裂流体和处理含烃地层的方法 | |
AU2022204154B2 (en) | Water soluble polymers for fiber dispersion | |
US10190040B2 (en) | Self-suspending proppant for hydraulic fracturing | |
CA2822208C (en) | Triggered polymer viscous pill and methods of using the same | |
SA517381528B1 (ar) | طرق معالجة بئر لحرف المائع أو العزل النطاقي | |
US10870795B2 (en) | Rheology modifier |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: SCHLUMBERGER TECHNOLOGY CORPORATION, TEXAS Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:LADVA, HEMANT K.J.;ABAD, CARLOS;PANGA, MOHAN K.R.;AND OTHERS;SIGNING DATES FROM 20100625 TO 20100630;REEL/FRAME:024648/0834 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |