CN105713646B - A kind of environment-friendly type crude oil decalcifying agent - Google Patents
A kind of environment-friendly type crude oil decalcifying agent Download PDFInfo
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- CN105713646B CN105713646B CN201610161271.4A CN201610161271A CN105713646B CN 105713646 B CN105713646 B CN 105713646B CN 201610161271 A CN201610161271 A CN 201610161271A CN 105713646 B CN105713646 B CN 105713646B
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- acid
- crude oil
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- 239000010779 crude oil Substances 0.000 title claims abstract description 65
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 48
- 239000002738 chelating agent Substances 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 150000007524 organic acids Chemical class 0.000 claims abstract description 6
- 239000002270 dispersing agent Substances 0.000 claims abstract description 5
- 235000005985 organic acids Nutrition 0.000 claims abstract description 3
- 239000007787 solid Substances 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims description 27
- 239000011734 sodium Substances 0.000 claims description 17
- 229910052708 sodium Inorganic materials 0.000 claims description 17
- -1 sodium ester Chemical class 0.000 claims description 15
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 7
- 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 6
- 239000003999 initiator Substances 0.000 claims description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical class OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 4
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000012298 atmosphere Substances 0.000 claims description 4
- 239000013522 chelant Substances 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims description 3
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 claims description 3
- 229960003330 pentetic acid Drugs 0.000 claims description 3
- 229960005137 succinic acid Drugs 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- KBIWNQVZKHSHTI-UHFFFAOYSA-N 4-n,4-n-dimethylbenzene-1,4-diamine;oxalic acid Chemical compound OC(=O)C(O)=O.CN(C)C1=CC=C(N)C=C1 KBIWNQVZKHSHTI-UHFFFAOYSA-N 0.000 claims description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims description 2
- 229920006243 acrylic copolymer Polymers 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000004584 polyacrylic acid Substances 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 2
- 239000004280 Sodium formate Substances 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 claims 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims 1
- 235000019254 sodium formate Nutrition 0.000 claims 1
- 239000011575 calcium Substances 0.000 abstract description 30
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract description 29
- 229910052791 calcium Inorganic materials 0.000 abstract description 28
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical group [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract description 4
- 239000012043 crude product Substances 0.000 abstract description 2
- 238000000034 method Methods 0.000 description 14
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 238000011033 desalting Methods 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 8
- 229910052742 iron Inorganic materials 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical group [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 150000001261 hydroxy acids Chemical group 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 125000000542 sulfonic acid group Chemical group 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229910001424 calcium ion Inorganic materials 0.000 description 2
- 238000009388 chemical precipitation Methods 0.000 description 2
- 238000005485 electric heating Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 238000009616 inductively coupled plasma Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical compound Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical class OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical group COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NKFIBMOQAPEKNZ-UHFFFAOYSA-N 5-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2NC(C(O)=O)=CC2=C1 NKFIBMOQAPEKNZ-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 244000248349 Citrus limon Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical group OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000004380 ashing Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 150000001669 calcium Chemical class 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- RYSNDQDGZQEOAL-UHFFFAOYSA-N calcium;phenol Chemical compound [Ca].OC1=CC=CC=C1 RYSNDQDGZQEOAL-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 238000000205 computational method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000004993 emission spectroscopy Methods 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 235000019394 potassium persulphate Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/02—Non-metals
-
- 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
- C08F228/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
- C08F228/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a bond to sulfur
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/205—Metal content
Abstract
The present invention is a kind of environment-friendly type crude oil decalcifying agent, the homogeneous transparent mixture that it is 20~40wt.% by the solid content of organic double compound and water mixed preparing at room temperature that the decalcifying agent, which is, the organic double compound is that mixture is formed at room temperature by 30~50wt.% chelating agents, 5~20wt.% organic acids, 5~20wt.% dispersants, 10~30wt.% nertralizers.Environment-friendly type crude oil decalcifying agent prepared by the invention is applied to the crude oil of middle high calcium content, can effectively remove the calcium in crude oil, and product is not phosphorous, environment-friendly.
Description
Technical field
The present invention relates to a kind of environment-friendly type crude oil decalcifying agent, belong to PETROLEUM PROCESSING field, be that one kind is applied to middle high calcium class
The non-phosphate environment-friendly type crude oil decalcifying agent of the removing of the metallic elements such as Calcium in Crude Oil, iron.
Background technology
The exploitation in many oil fields domestic at present was progressed into the middle and later periods, and crude oil heaviness is increasingly severe, so that
The tenor more and more higher in the crude oil of output is obtained, representational metal ingredient is calcium and iron.With Ca2+Exemplified by content, the Liaohe River
Viscous crude calcium ion mass fraction has reached 348 μ g/g；The Sudan Fula-North-3 oil Ca of foreign country2+Mass fraction to be surprising
1990 μ g/g, this cause crude oil decalcifying work become very to be necessary.
Calcium in crude oil is divided into inorganic calcium and the major class of organic calcium two.Inorganic calcium is in forms such as calcium chloride, calcium carbonate, calcium sulfate
In the presence of organic calcium exists in forms such as calcium naphthenate, fat resin acid calcium, phenol calcium.Generally, the calcium salt in crude oil can also be
Because washing, sedimentation separation come out during crude oil electric desalting, and organocalcium compound is soluble in oil and is insoluble in water, in electro-desalting
During be difficult to remove.This part calcium has a negative impact to the processing of follow-up crude oil.Calcium in Crude Oil too high levels are processed to crude oil
There is more serious influence, high calcium can be deposited in the space of catalyst, reduce its specific surface area, catalyst is lost activity,
For hydrocracking catalyst, the excessive calcium in crude oil can block the medium channel of beds, make reactor
In pressure drop increase, while accelerating the deactivated process of catalyst；In the Crude Desalting System of decalcification, Calcium in Crude Oil content
It is too high to increase electrical conductivity so that the electric current increase in Crude Desalting System, add the influence such as consumption of electric energy.
The decalcification technic of current main flow can mainly be attributed to chemical chelating method, chemical acidic treatment and chemical precipitation method.
Chemical chelating method, the method as disclosed in Chinese patent CN1076473, CN87105863, CN10366981, this kind of method uses energy
Crude oil decalcifying is carried out with Ca amino carboxylic acid, dicarboxylic acids, hydroxycarboxylic acid and its esters for generating water soluble chelate compound；At chemical acid
Logos, the method as disclosed in Chinese patent CN1055552, CN1454967, CN1267707, CN1521239 utilizes organic or nothing
Strong acid carries out the hydrionic principle of strong acid in weak acid displacement with the petroleum acids calcium in crude oil in machine, is oil by petroleum acids calcium reduction
Acid removes the calcium in crude oil, have the disadvantage strong acid can severe corrosion equipment, while there is larger penetrating odor, crude oil is fitted
The shortcomings of answering property is poor, decalcifying agent consumption is big；Chemical precipitation decalcification, such as Chinese patent CN1120575, CN1054261,
Method disclosed in CN1760338, this kind of method uses the petroleum acids calcium effect generation in water soluble sulfate, phosphate and crude oil
Slightly soluble or water insoluble calcium sulfate, calcium phosphate precipitation thing, in the presence of surfactant, are deposited on aqueous phase and reach decalcification
Purpose, the shortcoming of this kind of method is that the decalcifying agent of phosphoric acid salt contains phosphorus first, can cause water pollution, and effect on environment is big,
Secondly it is not high to the removal efficiency of calcium, the easy occluding device pipeline of sediment of generation, while the industrial residue produced needs processing.
It is that can effectively remove the calcium in crude oil the characteristics of the crude oil decalcifying agent the present invention relates to a kind of environment-friendly type crude oil decalcifying, and production
Product are not phosphorous, environment-friendly.
The content of the invention
Technical problem：A kind of environment-friendly type crude oil decalcifying agent, during the environment-friendly type crude oil decalcifying agent prepared by the invention is applied to
The crude oil of high calcium content, can effectively remove the calcium in crude oil, and product is not phosphorous, environment-friendly.
Technical scheme：The technical scheme that is used of technical problem of the present invention for：
The environment-friendly type crude oil decalcifying agent of the present invention is that consolidating for mixed preparing contains at room temperature with water by organic double compound
Measure the homogeneous transparent mixture for 20~40wt.%, the organic double compound be by 30~50wt.% chelating agents, 5~
Mixture is formed at room temperature for 20wt.% organic acids, 5~20wt.% dispersants, 10~30wt.% nertralizers.
The chelating agent that the decalcifying agent prepares described in organic double compound used is by ALS, itaconic acid and propylene
Sour hydroxyl esters carry out that ternary is free-radical polymerized to be formed, and the general structure of the chelating agent is：
Wherein：
R is-CH2OH、-CHOHCH3、-CH2CH2CH2One kind in OH；
Degree of polymerization x is that 1~1000, y is that 1~1000, z is 1~1000.
The preparation method of the chelating agent is：In room temperature, N2Under atmosphere, on the basis of ALS quality, by pi-allyl
Sodium sulfonate and the itaconic acid of 0.05~5 times of ALS quality, which are added in reactor, to be mixed, and temperature is risen into 50~95 DEG C
Afterwards, acrylic acid hydroxyl esters, the water of 0.1~5 times of ALS quality of 0.1~5 times of ALS quality are added, is mixed
While the inorganic initiator aqueous solution and mass percentage concentration that dropwise addition mass percentage concentration is 5wt.%~50wt.% are after even
5wt.%~30wt.% chain-transferring agent, the addition of inorganic initiator is 0.01~0.6 times of ALS quality, 0.5
~2h is dripped off, and the addition of chain-transferring agent is 0.01~0.4 times of ALS quality, and 0.5~2h is dripped off, and drips off rear microwave
React under 0.1~0.5h, microwave power is 90~900W, continue at 50~95 DEG C after microwave reaction to react 1~5h, be cooled to room
Temperature, is made the polycarboxylic acids sodium sulfonate esters chelating agent of light yellow clear.
Acrylic acid hydroxyl esters described in the preparation method of above-mentioned polycarboxylic acids sodium sulfonate esters chelating agent are acrylic acid hydroxyl
Ethyl ester, hydroxypropyl acrylate, one kind of hy-droxybutyl；Described inorganic initiator is sodium peroxydisulfate, potassium peroxydisulfate, weighting
Sulfinic acid sodium, the one kind laid particular stress in sulfinic acid potassium, persulfonic acid sodium, persulfonic acid potassium, hydrogen peroxide；Described chain-transferring agent is formic acid
One kind in sodium, sodium sulfite, mercaptoethanol, TGA, DTAC.
The organic acid that above-mentioned decalcifying agent prepares described in organic double compound used is ethanedioic acid, acetic acid, butanedioic acid, lemon
Acid, one or more kinds of combinations of sulfamic acid；Described dispersant is lauryl sodium sulfate, maleic acrylic copolymerization
It is a kind of or many in thing, polyacrylamide, HPMA, polyacrylic acid, acrylic acid/hydroxypropyl acrylate copolymer
The combination planted；Described nertralizer is hexa, diethylenetriamine, EDTA, diethyl pentetic acid, nitrilo- three
One or more kinds of combinations in acetic acid.
Demetalization (calcium, iron) rate is determined：
It is rather oily for Shandong that the present invention evaluates the crude oil that uses, and the calcium content in the crude oil is that 71ppm, iron content are 6.1ppm.
Pending crude oil is added 80 DEG C are preheating to after 6% distilled water, be incubated 20 minutes, add pending crude quality percentage
10ppm demulsifier (YJ-1 types), mix and be demulsified in blender for 5 minutes, is transferred into after demulsification in electrical desalter,
The environment-friendly type crude oil decalcifying agent for adding 100ppm is mixed, and is 140 DEG C in electric desalting apparatus temperature, forceful electric power field voltage is
1000V, the residence time is 15 minutes, and light current field voltage is 400V, and the residence time is 15 minutes, and the sedimentation time is the bar of 30 minutes
Electro-desalting operation is carried out under part, crude oil and electro-desalting waste water are separated afterwards, crude oil is detected after collection is de-, using inductive
Plasma emission spectrum (ICP-AES) determines the content of the metallic element of oil sample.
The de- rear crude oil of 10g is put into dry silica crucible, 15mL ethanol and petroleum ether is separately added into, is placed
In carrying out being slowly heated up to burning in temp.-regulating electric heating device, ashing processing is carried out to it.Deng oil sample self-extinguish and without white cigarette
After emerging, silica crucible is taken out, shifted in Muffle furnace, the carbon that calcination 5h is remained with eliminating in oil sample at 550 DEG C.It is to be seen
Into silica crucible without being taken out after black particle thing, capping is cooled down.Ash sample is soaked with a small amount of distilled water afterwards, along silica crucible
Wall of cup adds 3mLHCl solution (volume ratio 1: 1), 10mL HNO3Solution (volume ratio 1: 1).It is slow in continuation on temp.-regulating electric heating device
Slow heated quartz crucible is completely dissolved up to ash content, is evaporated up to solution residue 2-3mL, and color switchs to transparent, taking-up cooling, will
Gained sample is transferred in 25mL volumetric flasks, and 25mL is settled to distilled water, rocks uniform.Using inductively coupled plasma
Calcium, the content of iron in above-mentioned the prepared solution of body emission spectrometry (ICP-AES) measurement, are designated as X1, operated according to decalcification
Step is handled crude oil, but is added without crude oil decalcifying agent, then according to the measure of demetallization per to only carrying out electro-desalting behaviour
The crude oil sample of work is handled, and measures above-mentioned prepared using inductively coupled plasma emission spectrography (ICP-AES)
The content of calcium in solution, is designated as X0, while the content of iron ion can be measured, show that environment-friendly type is former according to following computational methods
The numerical value of oily decalcifying agent demetallization per：
Demetallization per (%)=(X0-X1)/X0
Beneficial effect：
A kind of environment-friendly type crude oil decalcifying agent of the present invention has the characteristics that：
(1) the environment-friendly type crude oil decalcifying agent is phosphorous, preparation technology green environment is friendly, in compound process and chelating agent
Using water as solvent in preparation process, reaction meets Atom economy, and product can come into operation without separation, operative employee
Skill is easy, environmental protection.
(2) the environment-friendly type crude oil decalcifying agent has taken into full account the association between different groups in preparation process and compound process
Same-action, contained abundant hydroxy-acid group, sulfonic acid group and ester group in chelating agent, the hydroxy-acid group contained can chelate original
Calcium in oil, and the cyclic chelate formed has water solubility；The sulfonic acid group contained can avoid carboxylic acid copolymer from existing
Itself concentration is higher or cation concn produces the defect of gel compared with relative superiority or inferiority；The ester group contained has nonpolar, easy increase oil
The contact area of water termination, so as to improve decalcification effect；The organic acid selected in compound process is to contain abundant hydroxy-acid group
Or the small molecule acid of sulfonic acid group, so that the environment-friendly type crude oil decalcifying agent has a good decalcification effect, and formed
Calcium chelate is soluble in water, it is easy to separate, simple using technique.Meanwhile, microwave treatment is used in chelating agent preparation process, is increased
Plus intermolecular interaction, the reaction time is substantially reduced, chemical reaction rate is improved, product property is stable.
(3) while the environment-friendly type crude oil decalcifying agent has high decalcification effect, the part iron in crude oil can also be removed.
Embodiment
Embodiment 1
N2180g ALSs and 90g itaconic acids, are added in reactor at 25 DEG C, are warming up to after mixing by atmosphere
90 DEG C, 140g hydroxy-ethyl acrylates and 100g water are added, the sodium peroxydisulfate that mass percentage concentration is 10wt.% is added dropwise after mixing
The aqueous solution 65g and sodium sulfite aqueous solution 40g that mass percentage concentration is 10wt.%, after 2h is dripped off, is carried out micro- under microwave field
Ripple reacts 0.5h, after the power of microwave is 450W, microwave reaction, removes microwave field, temperature is adjusted into 75 DEG C, continue to react 4h,
It is cooled to after room temperature, polycarboxylic acids sodium sulfonate esters chelating agent 610g is made, be cooled to 25 DEG C, adds sulfamic acid 350g, poly- third
Olefin(e) acid 350g, diethylenetriamine 450g are mixed, and obtain organic double compound, are added distilled water 6175g mixings, are obtained environment-friendly type former
Oily decalcifying agent.
By the measure of demetallization per, the decalcification rate of the environment-friendly type crude oil decalcifying agent is that 83.8%, deferrization rate is 58.4%.
Embodiment 2
Polycarboxylic acids sodium sulfonate esters chelating agent is used polycarboxylic acids sodium sulfonate esters at chelating agent prepared by example 1,25 DEG C
Chelating agent 610g, sulfamic acid 350g, maleic acid/acrylic copolymer 260g, NTA 520g are mixed, that is, are had
Machine compound, adds distilled water 5220g mixings, that is, obtains environment-friendly type crude oil decalcifying agent.
By the measure of demetallization per, the decalcification rate of the environment-friendly type crude oil decalcifying agent is that 83.2%, deferrization rate is 49.3%.
Embodiment 3
Polycarboxylic acids sodium sulfonate esters chelating agent is used polycarboxylic acids sodium sulfonate esters at chelating agent prepared by example 1,25 DEG C
Chelating agent 610g, citric acid 150g, sulfamic acid 150g, HPMA 300g, hexa 300g are mixed, i.e.,
Organic double compound is obtained, distilled water 3020g mixings is added, that is, obtains environment-friendly type crude oil decalcifying agent.
By the measure of demetallization per, the decalcification rate of the environment-friendly type crude oil decalcifying agent is that 86.9%, deferrization rate is 65.4%.
Embodiment 4
N2120g ALSs and 80g itaconic acids, are added in reactor at 25 DEG C, are warming up to after mixing by atmosphere
60 DEG C, addition 50g hy-droxybutyls and 180g water are added, the over cure that mass percentage concentration is 20wt.% is added dropwise after mixing
The sour potassium 60g and DTAC 60g that mass percentage concentration is 15wt.%, after 1.5h is dripped off, under microwave field
Carry out microwave reaction 0.3h, after the power of microwave is 750W, microwave reaction, removes microwave field, temperature is adjusted to 75 DEG C, continue anti-
Answer 3.5h, be cooled to after room temperature, polycarboxylic acids sodium sulfonate esters chelating agent 550g is made, be cooled to 25 DEG C, add butanedioic acid 110g,
Acetic acid 55g, acrylic acid and hydroxypropyl acrylate copolymer 220g, diethylenetriamine 110g, EDTA55g are mixed, and obtain organic multiple
Compound, adds distilled water 2000g mixings, obtains environment-friendly type crude oil decalcifying agent.
By the measure of demetallization per, the decalcification rate of the environment-friendly type crude oil decalcifying agent is that 86.3%, deferrization rate is 68.5%.
Embodiment 5
Polycarboxylic acids sodium sulfonate esters chelating agent is used polycarboxylic acids sodium sulfonate esters at chelating agent prepared by example 2,25 DEG C
Chelating agent 550g, citric acid 100g, sulfamic acid 120g, polyacrylamide 245g, diethyl pentetic acid 255g are mixed, i.e.,
Organic double compound is obtained, distilled water 2540g mixings is added, that is, obtains environment-friendly type crude oil decalcifying agent.
By the measure of demetallization per, the decalcification rate of the environment-friendly type crude oil decalcifying agent is that 85.2%, deferrization rate is 45.5%.
Claims (6)
1. a kind of environment-friendly type crude oil decalcifying agent, it is characterised in that the crude oil decalcifying agent is mixed at room temperature by organic double compound with water
The solid content being formulated is 20~40wt% homogeneous transparent mixture, and the organic double compound is chelated by 30~50wt%
Mixture is formed at room temperature for agent, 5~20wt% organic acids, 5~20wt% dispersants, 10~30wt% nertralizers；
The chelating agent that the decalcifying agent prepares described in organic double compound used is by ALS, itaconic acid and acrylic acid hydroxyl
Esters carry out that ternary is free-radical polymerized forms, and the general structure of the chelating agent is：
Wherein：
R is-CH2OH、-CHOHCH3、-CH2CH2CH2One kind in OH；
Degree of polymerization x is that 1~1000, y is that 1~1000, z is 1~1000.
2. a kind of environment-friendly type crude oil decalcifying agent according to claim 1, it is characterised in that the preparation method of the chelating agent
For：
In room temperature, N2Under atmosphere, on the basis of ALS quality, by ALS and 0.05~5 times of allyl sulphonic acid
The itaconic acid of sodium quality is added in reactor and mixed, and temperature is risen to after 50~95 DEG C, adds 0.1~5 times of ALS
The water of the acrylic acid hydroxyl esters of quality, 0.1~5 times of ALS quality, mass percentage concentration is added dropwise after mixing simultaneously is
5wt.%~50wt.% inorganic initiator the aqueous solution and mass percentage concentration is 5wt.%~30wt.% chain-transferring agent, nothing
The addition of machine initiator is 0.01~0.6 times of ALS quality, and 0.5~2h is dripped off, and the addition of chain-transferring agent is
0.01~0.4 times of ALS quality, 0.5~2h is dripped off, and drips off rear 0.1~0.5h of microwave reaction, and microwave power is 90
Continue 1~5h of reaction after~900W, microwave reaction at 50~95 DEG C, be cooled to room temperature, the polycarboxylic acids sulphur of light yellow clear is made
Sour sodium ester quasi-chelate compound.
3. a kind of environment-friendly type crude oil decalcifying agent according to claim 2, it is characterised in that described acrylic acid hydroxyl esters are
One kind of hydroxypropyl acrylate, hy-droxybutyl；Described inorganic initiator for lay particular stress on sulfinic acid sodium, lay particular stress on sulfinic acid potassium,
One kind in persulfonic acid sodium, persulfonic acid potassium, hydrogen peroxide；Described chain-transferring agent be sodium formate, mercaptoethanol, TGA,
One kind in DTAC.
4. a kind of environment-friendly type crude oil decalcifying agent according to claim 1, it is characterised in that described organic acid be ethanedioic acid,
Acetic acid, butanedioic acid, citric acid, one or more kinds of combinations of sulfamic acid.
5. a kind of environment-friendly type crude oil decalcifying agent according to claim 1, it is characterised in that described dispersant is maleic acid
It is a kind of or many in acrylic copolymer, HPMA, polyacrylic acid, acrylic acid/hydroxypropyl acrylate copolymer
The combination planted.
6. a kind of environment-friendly type crude oil decalcifying agent according to claim 1, it is characterised in that described nertralizer is six methylenes
One or more kinds of combinations in urotropine, diethylenetriamine, EDTA, diethyl pentetic acid, NTA.
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| CN108641697A (en) * | 2018-04-20 | 2018-10-12 | 黄智慧 | A kind of preparation method of demulsifier |
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| CN103468028A (en) * | 2013-10-08 | 2013-12-25 | 深圳市瑞成科讯实业有限公司 | Efficient calcium slurry dispersant and preparation method thereof |
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| CN103468028A (en) * | 2013-10-08 | 2013-12-25 | 深圳市瑞成科讯实业有限公司 | Efficient calcium slurry dispersant and preparation method thereof |
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