CA3028940A1 - Composition for removing iron sulfide - Google Patents
Composition for removing iron sulfide Download PDFInfo
- Publication number
- CA3028940A1 CA3028940A1 CA3028940A CA3028940A CA3028940A1 CA 3028940 A1 CA3028940 A1 CA 3028940A1 CA 3028940 A CA3028940 A CA 3028940A CA 3028940 A CA3028940 A CA 3028940A CA 3028940 A1 CA3028940 A1 CA 3028940A1
- Authority
- CA
- Canada
- Prior art keywords
- iron sulfide
- group
- composition
- carbon atoms
- methyl
- 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
- MBMLMWLHJBBADN-UHFFFAOYSA-N Ferrous sulfide Chemical compound [Fe]=S MBMLMWLHJBBADN-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 239000004480 active ingredient Substances 0.000 claims abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 7
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 5
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims description 12
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 52
- SEPQTYODOKLVSB-UHFFFAOYSA-N 3-methylbut-2-enal Chemical compound CC(C)=CC=O SEPQTYODOKLVSB-UHFFFAOYSA-N 0.000 description 32
- 150000001299 aldehydes Chemical class 0.000 description 26
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 10
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 10
- 229940043350 citral Drugs 0.000 description 9
- -1 for example Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 6
- ACWQBUSCFPJUPN-UHFFFAOYSA-N Tiglaldehyde Natural products CC=C(C)C=O ACWQBUSCFPJUPN-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- XGADWNHARGAKQG-GQCTYLIASA-N (e)-3-methylpent-2-enal Chemical compound CC\C(C)=C\C=O XGADWNHARGAKQG-GQCTYLIASA-N 0.000 description 3
- OOSZCNKVJAVHJI-UHFFFAOYSA-N 1-[(4-fluorophenyl)methyl]piperazine Chemical compound C1=CC(F)=CC=C1CN1CCNCC1 OOSZCNKVJAVHJI-UHFFFAOYSA-N 0.000 description 3
- JQLMXAXMYSJAPJ-UHFFFAOYSA-N 3-ethylpent-2-enal Chemical compound CCC(CC)=CC=O JQLMXAXMYSJAPJ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 231100001261 hazardous Toxicity 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 239000003209 petroleum derivative Substances 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- 230000007096 poisonous effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229940074545 sodium dihydrogen phosphate dihydrate Drugs 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- SZSUJIHXUCGMHA-VQHVLOKHSA-N (e)-3-methyloct-2-enal Chemical compound CCCCC\C(C)=C\C=O SZSUJIHXUCGMHA-VQHVLOKHSA-N 0.000 description 2
- MBDOYVRWFFCFHM-UHFFFAOYSA-N 2-hexenal Chemical compound CCCC=CC=O MBDOYVRWFFCFHM-UHFFFAOYSA-N 0.000 description 2
- ZTCBCVXFPLORRS-UHFFFAOYSA-N 3-ethylhex-2-enal Chemical compound C(C)C(=CC=O)CCC ZTCBCVXFPLORRS-UHFFFAOYSA-N 0.000 description 2
- GYDWAHVMHVWZOZ-UHFFFAOYSA-N 3-methylhex-2-enal Chemical compound CCCC(C)=CC=O GYDWAHVMHVWZOZ-UHFFFAOYSA-N 0.000 description 2
- DTCCTIQRPGSLPT-UHFFFAOYSA-N beta-Aethyl-acrolein Natural products CCC=CC=O DTCCTIQRPGSLPT-UHFFFAOYSA-N 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- MMFCJPPRCYDLLZ-UHFFFAOYSA-N dec-2-enal Chemical compound CCCCCCCC=CC=O MMFCJPPRCYDLLZ-UHFFFAOYSA-N 0.000 description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- SSNZFFBDIMUILS-UHFFFAOYSA-N dodec-2-enal Chemical compound CCCCCCCCCC=CC=O SSNZFFBDIMUILS-UHFFFAOYSA-N 0.000 description 2
- 239000002803 fossil fuel Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- NDFKTBCGKNOHPJ-UHFFFAOYSA-N hept-2-enal Chemical compound CCCCC=CC=O NDFKTBCGKNOHPJ-UHFFFAOYSA-N 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- NRNCYVBFPDDJNE-UHFFFAOYSA-N pemoline Chemical compound O1C(N)=NC(=O)C1C1=CC=CC=C1 NRNCYVBFPDDJNE-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 210000002345 respiratory system Anatomy 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- IQGZCSXWIRBTRW-ZZXKWVIFSA-N (2E)-2-ethyl-2-butenal Chemical compound CC\C(=C/C)C=O IQGZCSXWIRBTRW-ZZXKWVIFSA-N 0.000 description 1
- 239000001910 (2E)-2-ethylidenehexanal Substances 0.000 description 1
- QKTZBZWNADPFOL-BNFZFUHLSA-N (2E,4E)-2,4-Dodecadienal Chemical compound CCCCCCC\C=C\C=C\C=O QKTZBZWNADPFOL-BNFZFUHLSA-N 0.000 description 1
- JZQKTMZYLHNFPL-BLHCBFLLSA-N (2E,4E)-deca-2,4-dienal Chemical compound CCCCC\C=C\C=C\C=O JZQKTMZYLHNFPL-BLHCBFLLSA-N 0.000 description 1
- HZYHMHHBBBSGHB-UHFFFAOYSA-N (2E,6E)-2,6-Nonadienal Natural products CCC=CCCC=CC=O HZYHMHHBBBSGHB-UHFFFAOYSA-N 0.000 description 1
- DRJLBCUBINNBSR-ONEGZZNKSA-N (2e)-5-methylhexa-2,4-dienal Chemical compound CC(C)=C\C=C\C=O DRJLBCUBINNBSR-ONEGZZNKSA-N 0.000 description 1
- KNECBQPKWOLHOS-VOTSOKGWSA-N (2e)-octa-2,7-dienal Chemical compound C=CCCC\C=C\C=O KNECBQPKWOLHOS-VOTSOKGWSA-N 0.000 description 1
- PPXGQLMPUIVFRE-ONEGZZNKSA-N (2e)-penta-2,4-dienal Chemical compound C=C\C=C\C=O PPXGQLMPUIVFRE-ONEGZZNKSA-N 0.000 description 1
- ZHHYXNZJDGDGPJ-BSWSSELBSA-N (2e,4e)-nona-2,4-dienal Chemical compound CCCC\C=C\C=C\C=O ZHHYXNZJDGDGPJ-BSWSSELBSA-N 0.000 description 1
- CMKUXOGSJXLFFZ-HULFFUFUSA-N (2e,4e)-trideca-2,4-dienal Chemical compound CCCCCCCC\C=C\C=C\C=O CMKUXOGSJXLFFZ-HULFFUFUSA-N 0.000 description 1
- ZUZGMJKUENNLQL-ICDJNDDTSA-N (2e,4e,6e)-octa-2,4,6-trienal Chemical compound C\C=C\C=C\C=C\C=O ZUZGMJKUENNLQL-ICDJNDDTSA-N 0.000 description 1
- HZYHMHHBBBSGHB-DYWGDJMRSA-N (2e,6e)-nona-2,6-dienal Chemical compound CC\C=C\CC\C=C\C=O HZYHMHHBBBSGHB-DYWGDJMRSA-N 0.000 description 1
- 239000001208 (E)-2-ethylhept-2-enal Substances 0.000 description 1
- DTCCTIQRPGSLPT-ONEGZZNKSA-N (E)-2-pentenal Chemical compound CC\C=C\C=O DTCCTIQRPGSLPT-ONEGZZNKSA-N 0.000 description 1
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- DVVATNQISMINCX-YTXTXJHMSA-N (E,E)-2,4-Octadienal Chemical compound CCC\C=C\C=C\C=O DVVATNQISMINCX-YTXTXJHMSA-N 0.000 description 1
- BATOPAZDIZEVQF-MQQKCMAXSA-N (E,E)-2,4-hexadienal Chemical compound C\C=C\C=C\C=O BATOPAZDIZEVQF-MQQKCMAXSA-N 0.000 description 1
- SATICYYAWWYRAM-VNKDHWASSA-N (E,E)-hepta-2,4-dienal Chemical compound CC\C=C\C=C\C=O SATICYYAWWYRAM-VNKDHWASSA-N 0.000 description 1
- PYLMCYQHBRSDND-VURMDHGXSA-N (Z)-2-ethyl-2-hexenal Chemical compound CCC\C=C(\CC)C=O PYLMCYQHBRSDND-VURMDHGXSA-N 0.000 description 1
- LYGMPIZYNJGJKP-BENRWUELSA-N (e)-2-butyl-2-octenal Chemical compound CCCCC\C=C(C=O)\CCCC LYGMPIZYNJGJKP-BENRWUELSA-N 0.000 description 1
- JBGRAQBQMATPJJ-VMPITWQZSA-N (e)-2-ethyl-4-methylpent-2-enal Chemical compound CC\C(C=O)=C/C(C)C JBGRAQBQMATPJJ-VMPITWQZSA-N 0.000 description 1
- VLUMOWNVWOXZAU-VQHVLOKHSA-N (e)-2-methyl-3-phenylprop-2-enal Chemical compound O=CC(/C)=C/C1=CC=CC=C1 VLUMOWNVWOXZAU-VQHVLOKHSA-N 0.000 description 1
- IGNVJMUTQIKSHB-SOFGYWHQSA-N (e)-2-methylhept-2-enal Chemical compound CCCC\C=C(/C)C=O IGNVJMUTQIKSHB-SOFGYWHQSA-N 0.000 description 1
- BRLKFSODKAIVGM-FNORWQNLSA-N (e)-2-methylhex-2-enal Chemical compound CCC\C=C(/C)C=O BRLKFSODKAIVGM-FNORWQNLSA-N 0.000 description 1
- IDEYZABHVQLHAF-GQCTYLIASA-N (e)-2-methylpent-2-enal Chemical compound CC\C=C(/C)C=O IDEYZABHVQLHAF-GQCTYLIASA-N 0.000 description 1
- DVBAJGKNAHJKGX-SOFGYWHQSA-N (e)-3-methylhept-2-enal Chemical compound CCCC\C(C)=C\C=O DVBAJGKNAHJKGX-SOFGYWHQSA-N 0.000 description 1
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- BAYHQPAXPMJOSU-AATRIKPKSA-N (e)-4-ethylhex-2-enal Chemical compound CCC(CC)\C=C\C=O BAYHQPAXPMJOSU-AATRIKPKSA-N 0.000 description 1
- SZZOEJIDVFOQJV-ONEGZZNKSA-N (e)-5-methylhex-2-enal Chemical compound CC(C)C\C=C\C=O SZZOEJIDVFOQJV-ONEGZZNKSA-N 0.000 description 1
- 125000004815 1,2-dimethylethylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([*:2])C([H])([H])[H] 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- DBAIQTGNLJEOHJ-UHFFFAOYSA-N 2,3-diethylhept-2-enal Chemical compound C(C)C(C=O)=C(CCCC)CC DBAIQTGNLJEOHJ-UHFFFAOYSA-N 0.000 description 1
- BIXIZZVISIZZDM-NRSJTBBXSA-N 2,4,7-tridecatrienal Chemical compound CCCCC\C=C\C\C=C\C=C\C=O BIXIZZVISIZZDM-NRSJTBBXSA-N 0.000 description 1
- ZHHYXNZJDGDGPJ-UHFFFAOYSA-N 2,4-Nonadienal Natural products CCCCC=CC=CC=O ZHHYXNZJDGDGPJ-UHFFFAOYSA-N 0.000 description 1
- UVIUIIFPIWRILL-XBLVEGMJSA-N 2,4-Undecadienal Chemical compound CCCCCC\C=C\C=C\C=O UVIUIIFPIWRILL-XBLVEGMJSA-N 0.000 description 1
- FUUYJBMFFJCKNK-UHFFFAOYSA-N 2,5,5-trimethylcyclopentene-1-carbaldehyde Chemical compound CC1=C(C=O)C(C)(C)CC1 FUUYJBMFFJCKNK-UHFFFAOYSA-N 0.000 description 1
- VLEFURUQJDQMMJ-UHFFFAOYSA-N 2-(2-methylcyclohexylidene)propanal Chemical compound CC1CCCCC1=C(C)C=O VLEFURUQJDQMMJ-UHFFFAOYSA-N 0.000 description 1
- ROOHEHRVQJVZSM-UHFFFAOYSA-N 2-(3-methylcyclopentylidene)propanal Chemical compound CC1CCC(=C(C)C=O)C1 ROOHEHRVQJVZSM-UHFFFAOYSA-N 0.000 description 1
- RAPHJZMCZKGDSB-XBXARRHUSA-N 2-Ethylidenehexanal Chemical compound CCCC\C(=C/C)C=O RAPHJZMCZKGDSB-XBXARRHUSA-N 0.000 description 1
- MBDOYVRWFFCFHM-SNAWJCMRSA-N 2-Hexenal Natural products CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 description 1
- IDEYZABHVQLHAF-UHFFFAOYSA-N 2-Methyl-2-pentenal Natural products CCC=C(C)C=O IDEYZABHVQLHAF-UHFFFAOYSA-N 0.000 description 1
- BSAIUMLZVGUGKX-UHFFFAOYSA-N 2-Nonenal Natural products CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 1
- UGFAORVUXXBFEK-UHFFFAOYSA-N 2-butylhept-2-enal Chemical compound CCCCC=C(C=O)CCCC UGFAORVUXXBFEK-UHFFFAOYSA-N 0.000 description 1
- ZXFJGQOJPPJWJF-UHFFFAOYSA-N 2-butylhex-2-enal Chemical compound CCCCC(C=O)=CCCC ZXFJGQOJPPJWJF-UHFFFAOYSA-N 0.000 description 1
- PGRMRVHMKHRINI-UHFFFAOYSA-N 2-cyclohexylidenebutanal Chemical compound CCC(C=O)=C1CCCCC1 PGRMRVHMKHRINI-UHFFFAOYSA-N 0.000 description 1
- GAGCGKIFCPUIQR-UHFFFAOYSA-N 2-cyclohexylidenehexanal Chemical compound CCCCC(C=O)=C1CCCCC1 GAGCGKIFCPUIQR-UHFFFAOYSA-N 0.000 description 1
- ANVWIZWIHLDQNE-UHFFFAOYSA-N 2-cyclopentylidenehexanal Chemical compound CCCCC(C=O)=C1CCCC1 ANVWIZWIHLDQNE-UHFFFAOYSA-N 0.000 description 1
- PKDXJVUIPVYDPW-UHFFFAOYSA-N 2-cyclopentylidenepropanal Chemical compound O=CC(C)=C1CCCC1 PKDXJVUIPVYDPW-UHFFFAOYSA-N 0.000 description 1
- RKQKOUYEJBHOFR-CLFYSBASSA-N 2-ethyl-2-heptenal Chemical compound CCCC\C=C(\CC)C=O RKQKOUYEJBHOFR-CLFYSBASSA-N 0.000 description 1
- BGQVZXHXNGIDPC-UHFFFAOYSA-N 2-ethyloct-2-enal Chemical compound CCCCCC=C(CC)C=O BGQVZXHXNGIDPC-UHFFFAOYSA-N 0.000 description 1
- STWQWFMLBVYZTH-UHFFFAOYSA-N 2-ethylpent-2-enal Chemical compound CCC=C(CC)C=O STWQWFMLBVYZTH-UHFFFAOYSA-N 0.000 description 1
- NDYPMNCLXBBUQQ-UHFFFAOYSA-N 2-methyl-5-propan-2-ylcyclopentene-1-carbaldehyde Chemical compound CC(C)C1CCC(C)=C1C=O NDYPMNCLXBBUQQ-UHFFFAOYSA-N 0.000 description 1
- UIQWQZNKPBBMRY-UHFFFAOYSA-N 2-methylcycloheptene-1-carbaldehyde Chemical compound CC1=C(C=O)CCCCC1 UIQWQZNKPBBMRY-UHFFFAOYSA-N 0.000 description 1
- SHPCPYUZYHBAMC-UHFFFAOYSA-N 2-methylcyclohexene-1-carbaldehyde Chemical compound CC1=C(C=O)CCCC1 SHPCPYUZYHBAMC-UHFFFAOYSA-N 0.000 description 1
- YZQGQKGKYXXGKL-UHFFFAOYSA-N 2-methylcyclopentene-1-carbaldehyde Chemical compound CC1=C(C=O)CCC1 YZQGQKGKYXXGKL-UHFFFAOYSA-N 0.000 description 1
- 125000004807 2-methylethylene group Chemical group [H]C([H])([H])C([H])([*:2])C([H])([H])[*:1] 0.000 description 1
- BSAIUMLZVGUGKX-FPLPWBNLSA-N 2-nonenal Chemical compound CCCCCC\C=C/C=O BSAIUMLZVGUGKX-FPLPWBNLSA-N 0.000 description 1
- LVBXEMGDVWVTGY-SREVYHEPSA-N 2-octenal Chemical compound CCCCC\C=C/C=O LVBXEMGDVWVTGY-SREVYHEPSA-N 0.000 description 1
- OEFHASHQBKCDRV-UHFFFAOYSA-N 2-propan-2-ylbut-2-enal Chemical compound CC=C(C=O)C(C)C OEFHASHQBKCDRV-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- JZQKTMZYLHNFPL-UHFFFAOYSA-N 2-trans-4-trans-decadienal Natural products CCCCCC=CC=CC=O JZQKTMZYLHNFPL-UHFFFAOYSA-N 0.000 description 1
- VMUNAKQXJLHODT-VAWYXSNFSA-N 2-tridecenal Chemical compound CCCCCCCCCC\C=C\C=O VMUNAKQXJLHODT-VAWYXSNFSA-N 0.000 description 1
- CARAWRLMQBIBRP-UHFFFAOYSA-N 3,3-dimethylcyclobutene-1-carbaldehyde Chemical compound C(=O)C1=CC(C1)(C)C CARAWRLMQBIBRP-UHFFFAOYSA-N 0.000 description 1
- LKBVQJUWCZNRHD-UHFFFAOYSA-N 3,3-dimethylcyclohexene-1-carbaldehyde Chemical compound CC1(C)CCCC(C=O)=C1 LKBVQJUWCZNRHD-UHFFFAOYSA-N 0.000 description 1
- JELDIZOGZQFOHA-UHFFFAOYSA-N 3,3-dimethylcyclopentene-1-carbaldehyde Chemical compound CC1(C)CCC(C=O)=C1 JELDIZOGZQFOHA-UHFFFAOYSA-N 0.000 description 1
- AQHLCHLIIMAFAA-UHFFFAOYSA-N 3,5,5-trimethylhex-2-enal Chemical compound CC(C)(C)CC(C)=CC=O AQHLCHLIIMAFAA-UHFFFAOYSA-N 0.000 description 1
- ZAUAFFKABKNGKX-UHFFFAOYSA-N 3-(2-methylphenyl)prop-2-enal Chemical compound CC1=CC=CC=C1C=CC=O ZAUAFFKABKNGKX-UHFFFAOYSA-N 0.000 description 1
- DKOUYOVAEBQFHU-NSCUHMNNSA-N 3-(4-Methylphenyl)-2-propenal Chemical compound CC1=CC=C(\C=C\C=O)C=C1 DKOUYOVAEBQFHU-NSCUHMNNSA-N 0.000 description 1
- CYBYCTRONGWLSV-UHFFFAOYSA-N 3-butylhept-2-enal Chemical compound CCCCC(=CC=O)CCCC CYBYCTRONGWLSV-UHFFFAOYSA-N 0.000 description 1
- IPHQYBUPDAORSS-UHFFFAOYSA-N 3-methylcycloheptene-1-carbaldehyde Chemical compound CC1CCCCC(C=O)=C1 IPHQYBUPDAORSS-UHFFFAOYSA-N 0.000 description 1
- VHWMVBZKOFEBJW-UHFFFAOYSA-N 3-methylcyclohexene-1-carbaldehyde Chemical compound CC1CCCC(C=O)=C1 VHWMVBZKOFEBJW-UHFFFAOYSA-N 0.000 description 1
- IESCSGMYFIICHV-UHFFFAOYSA-N 3-methylcyclopentene-1-carbaldehyde Chemical compound CC1CCC(C=O)=C1 IESCSGMYFIICHV-UHFFFAOYSA-N 0.000 description 1
- RLLYCZVPYROAKX-UHFFFAOYSA-N 3-methyldec-2-enal Chemical compound CCCCCCCC(C)=CC=O RLLYCZVPYROAKX-UHFFFAOYSA-N 0.000 description 1
- ZUYOYYUCHZWHRG-UHFFFAOYSA-N 3-methylnon-2-enal Chemical compound CCCCCCC(C)=CC=O ZUYOYYUCHZWHRG-UHFFFAOYSA-N 0.000 description 1
- CTFXRRWFKNVUKI-UHFFFAOYSA-N 3-methylundec-2-enal Chemical compound CCCCCCCCC(C)=CC=O CTFXRRWFKNVUKI-UHFFFAOYSA-N 0.000 description 1
- HNLYLATXGIOQGO-UHFFFAOYSA-N 4,5-dimethylcyclopentene-1-carbaldehyde Chemical compound CC1CC=C(C=O)C1C HNLYLATXGIOQGO-UHFFFAOYSA-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
- RIWPMNBTULNXOH-ARJAWSKDSA-N 4-methyl-2-pentenal Chemical compound CC(C)\C=C/C=O RIWPMNBTULNXOH-ARJAWSKDSA-N 0.000 description 1
- XOCCVRXEDMBAOL-UHFFFAOYSA-N 4-methyl-2-propan-2-ylhex-2-enal Chemical compound CCC(C)C=C(C=O)C(C)C XOCCVRXEDMBAOL-UHFFFAOYSA-N 0.000 description 1
- SWMKZYNXLMIGLA-UHFFFAOYSA-N 4-methyl-2-propan-2-ylidenepentanal Chemical compound C(C(C)C)C(C=O)=C(C)C SWMKZYNXLMIGLA-UHFFFAOYSA-N 0.000 description 1
- LBXNNWMNNHICMV-UHFFFAOYSA-N 4-methylcyclohexene-1-carbaldehyde Chemical compound CC1CCC(C=O)=CC1 LBXNNWMNNHICMV-UHFFFAOYSA-N 0.000 description 1
- PKOVRWKTLYBDGH-UHFFFAOYSA-N 4-methylhex-2-enal Chemical compound CCC(C)C=CC=O PKOVRWKTLYBDGH-UHFFFAOYSA-N 0.000 description 1
- BVHNHGGBDBZFPW-UHFFFAOYSA-N 5,5-dimethylcyclohexene-1-carbaldehyde Chemical compound CC1(C)CCC=C(C=O)C1 BVHNHGGBDBZFPW-UHFFFAOYSA-N 0.000 description 1
- BXRHTYIYAZHIHF-UHFFFAOYSA-N 5-ethylcyclopentene-1-carbaldehyde Chemical compound CCC1CCC=C1C=O BXRHTYIYAZHIHF-UHFFFAOYSA-N 0.000 description 1
- ZOPZRKJZKZVIGO-UHFFFAOYSA-N 5-methylcyclohexene-1-carbaldehyde Chemical compound CC1CCC=C(C=O)C1 ZOPZRKJZKZVIGO-UHFFFAOYSA-N 0.000 description 1
- AXYQVSMERIHUIB-UHFFFAOYSA-N 5-methylcyclopentene-1-carbaldehyde Chemical compound CC1CCC=C1C=O AXYQVSMERIHUIB-UHFFFAOYSA-N 0.000 description 1
- HYHOGSPGVZSSIZ-UHFFFAOYSA-N 6-methylcyclohexene-1-carbaldehyde Chemical compound CC1CCCC=C1C=O HYHOGSPGVZSSIZ-UHFFFAOYSA-N 0.000 description 1
- QZJWCDGDMUTIHW-UHFFFAOYSA-N 7-methylocta-2,4,6-trienal Chemical compound CC(C)=CC=CC=CC=O QZJWCDGDMUTIHW-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229940123973 Oxygen scavenger Drugs 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 238000009412 basement excavation Methods 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- JKSNROQTUQPFQT-UHFFFAOYSA-N cyclobutene-1-carbaldehyde Chemical compound O=CC1=CCC1 JKSNROQTUQPFQT-UHFFFAOYSA-N 0.000 description 1
- XFXBZUGAKSVCJA-UHFFFAOYSA-N cycloheptene-1-carbaldehyde Chemical compound O=CC1=CCCCCC1 XFXBZUGAKSVCJA-UHFFFAOYSA-N 0.000 description 1
- OANSOJSBHVENEI-UHFFFAOYSA-N cyclohexene-1-carbaldehyde Chemical compound O=CC1=CCCCC1 OANSOJSBHVENEI-UHFFFAOYSA-N 0.000 description 1
- TZBOAAPYTXFCMK-UHFFFAOYSA-N cyclooctene-1-carbaldehyde Chemical compound O=CC1=CCCCCCC1 TZBOAAPYTXFCMK-UHFFFAOYSA-N 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- MZYGUISKQYKORT-UHFFFAOYSA-N hexa-2,5-dienal Chemical compound C=CCC=CC=O MZYGUISKQYKORT-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- PANBRUWVURLWGY-UHFFFAOYSA-N intreleven aldehyde Natural products CCCCCCCCC=CC=O PANBRUWVURLWGY-UHFFFAOYSA-N 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000003949 liquefied natural gas Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 231100000754 permissible exposure limit Toxicity 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000001902 propagating effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 239000002455 scale inhibitor Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229940048181 sodium sulfide nonahydrate Drugs 0.000 description 1
- WMDLZMCDBSJMTM-UHFFFAOYSA-M sodium;sulfanide;nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[SH-] WMDLZMCDBSJMTM-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- BATOPAZDIZEVQF-UHFFFAOYSA-N sorbic aldehyde Natural products CC=CC=CC=O BATOPAZDIZEVQF-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical compound OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- ACWQBUSCFPJUPN-HWKANZROSA-N trans-2-methyl-2-butenal Chemical compound C\C=C(/C)C=O ACWQBUSCFPJUPN-HWKANZROSA-N 0.000 description 1
- LVBXEMGDVWVTGY-UHFFFAOYSA-N trans-2-octenal Natural products CCCCCC=CC=O LVBXEMGDVWVTGY-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 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
- C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
- C10G75/02—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of corrosion inhibitors
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/16—Oxygen-containing compounds
-
- 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
- C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
- C10G25/003—Specific sorbent material, not covered by C10G25/02 or C10G25/03
-
- 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
- C10G29/20—Organic compounds not containing metal atoms
- C10G29/22—Organic compounds not containing metal atoms containing oxygen as the only hetero atom
- C10G29/24—Aldehydes or ketones
-
- 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
- C10G9/00—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
- C10G9/14—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils in pipes or coils with or without auxiliary means, e.g. digesters, soaking drums, expansion means
- C10G9/16—Preventing or removing incrustation
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
- C23G1/24—Cleaning or pickling metallic material with solutions or molten salts with neutral solutions
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Mechanical Engineering (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
- Fats And Perfumes (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Paper (AREA)
Abstract
Provided is a composition for removing iron sulfide, the composition containing an a,ß-unsaturated aldehyde represented by general formula (1) as an active ingredient (wherein: R1-R3 each independently represent a hydrogen atom, an alkyl group having 1-10 carbon atoms, an alkenyl group having 2-10 carbon atoms, or an aryl group having 6-12 carbon atoms; R1 may be bonded with R2 or R3 to form an alkylene group having 2-6 carbon atoms; and R1 and R2 would not simultaneously be hydrogen atoms).
Description
DESCRIPTION
Title of Invention COMPOSITION FOR REMOVING IRON SULFIDE
Technical Field [0001]
The present invention relates to a composition for removing iron sulfide and a method for removing iron sulfide, which includes using the same.
Background Art
Title of Invention COMPOSITION FOR REMOVING IRON SULFIDE
Technical Field [0001]
The present invention relates to a composition for removing iron sulfide and a method for removing iron sulfide, which includes using the same.
Background Art
[0002]
Hydrogen sulfide that often exists in hydrocarbons, such as fossil fuels and refined petroleum products, for example, natural gas, liquefied natural gas, sour gas, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, heavy oil, FCC slurry, asphalt, and oil field concentrates, corrodes iron which is used in excavation facilities, etc., to cause generation of iron sulfide. The iron sulfide is accumulated as a deposit within production facilities of fossil fuels and refined petroleum products, to lower operational efficiency of instruments in heat exchanger, cooling tower, reactor, transmission pipeline, furnace, etc., or disturb precise measurement for facility maintenance, and therefore, it is desired to remove this.
Hydrogen sulfide that often exists in hydrocarbons, such as fossil fuels and refined petroleum products, for example, natural gas, liquefied natural gas, sour gas, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, heavy oil, FCC slurry, asphalt, and oil field concentrates, corrodes iron which is used in excavation facilities, etc., to cause generation of iron sulfide. The iron sulfide is accumulated as a deposit within production facilities of fossil fuels and refined petroleum products, to lower operational efficiency of instruments in heat exchanger, cooling tower, reactor, transmission pipeline, furnace, etc., or disturb precise measurement for facility maintenance, and therefore, it is desired to remove this.
[0003]
As a method for removing iron sulfide, a method of dissolving iron sulfide with acrolein is known, and announcement regarding the removal of iron sulfide with acrolein as an active ingredient is also made in SPE Annual Technical Conference and Exhibition SPE 146080, held in the city of Denver, Colorado, USA on October 30 to November 2, 2011 (NPL 1). However, the acrolein is a compound which is strongly toxic and whose concentration is strictly regulated from the viewpoint of occupational safety and from the viewpoint of environmental safety, so that it involves such a problem that attention is required for handling. In addition to the above, the acrolein is problematic from the viewpoint that it is extremely easily polymerized and lacks in thermal stability and also from the viewpoint that it lacks in pH
stability, so that its abundance gradually decreases depending upon the pH of =
the environment to be used.
Citation List Non-Patent Literature
As a method for removing iron sulfide, a method of dissolving iron sulfide with acrolein is known, and announcement regarding the removal of iron sulfide with acrolein as an active ingredient is also made in SPE Annual Technical Conference and Exhibition SPE 146080, held in the city of Denver, Colorado, USA on October 30 to November 2, 2011 (NPL 1). However, the acrolein is a compound which is strongly toxic and whose concentration is strictly regulated from the viewpoint of occupational safety and from the viewpoint of environmental safety, so that it involves such a problem that attention is required for handling. In addition to the above, the acrolein is problematic from the viewpoint that it is extremely easily polymerized and lacks in thermal stability and also from the viewpoint that it lacks in pH
stability, so that its abundance gradually decreases depending upon the pH of =
the environment to be used.
Citation List Non-Patent Literature
[0004]
NPL 1; SPE Annual Technical Conference and Exhibition SPE 146080, 2011; http://dx.doi.org/10.2118/146080-MS
Summary of Invention Technical Problem
NPL 1; SPE Annual Technical Conference and Exhibition SPE 146080, 2011; http://dx.doi.org/10.2118/146080-MS
Summary of Invention Technical Problem
[0005]
In the light of the above, in using acrolein for the purpose of removing iron sulfide, there are problems from the viewpoint of safety and thermal stability and also from the viewpoint of pH stability, and therefore, a safer and more stable compound is desired as a substitute therefor. Now, an object of the present invention is to provide a composition containing an active ingredient with high thermal stability and pH stability and being capable of removing iron sulfide safely and efficiently.
Solution to Problem
In the light of the above, in using acrolein for the purpose of removing iron sulfide, there are problems from the viewpoint of safety and thermal stability and also from the viewpoint of pH stability, and therefore, a safer and more stable compound is desired as a substitute therefor. Now, an object of the present invention is to provide a composition containing an active ingredient with high thermal stability and pH stability and being capable of removing iron sulfide safely and efficiently.
Solution to Problem
[0006]
In accordance with the present invention, the aforementioned object is achieved by the following [1] to [7].
[1] A composition for removing iron sulfide, containing, as an active ingredient, an a,p-unsaturated aldehyde represented by the following general formula (1) (hereinafter referred to as "aldehyde (1)");
In accordance with the present invention, the aforementioned object is achieved by the following [1] to [7].
[1] A composition for removing iron sulfide, containing, as an active ingredient, an a,p-unsaturated aldehyde represented by the following general formula (1) (hereinafter referred to as "aldehyde (1)");
[0007]
(1)
(1)
[0008]
wherein RI- to R3 each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an aryl group having 6 to 12 carbon atoms, provided that R1 may be connected to R2 or R3, to constitute an alkylene group having 2 to 6 carbon atoms; and that R1 and R2 are not a hydrogen atom at the same time.
[2] The composition of [1], wherein R1 to R3 are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.
[3] The composition of [1] or [2], wherein R3 is a hydrogen atom.
[4] A method for removing iron sulfide, including bringing the composition of any of [1] to [3] into contact with iron sulfide.
[5] The method of [4], wherein the aldehyde (1) in the composition is added in an amount of 0.1 to 100 parts by mass based on 1 part by mass of iron sulfide.
[6] The method of [4] or [5], including bringing the aldehyde (1) in the composition into contact with iron sulfide in a range of from -30 C to 150 C.
[7] Use of the composition of any of [1] to [3], for removing iron sulfide.
Advantageous Effects of Invention
wherein RI- to R3 each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an aryl group having 6 to 12 carbon atoms, provided that R1 may be connected to R2 or R3, to constitute an alkylene group having 2 to 6 carbon atoms; and that R1 and R2 are not a hydrogen atom at the same time.
[2] The composition of [1], wherein R1 to R3 are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.
[3] The composition of [1] or [2], wherein R3 is a hydrogen atom.
[4] A method for removing iron sulfide, including bringing the composition of any of [1] to [3] into contact with iron sulfide.
[5] The method of [4], wherein the aldehyde (1) in the composition is added in an amount of 0.1 to 100 parts by mass based on 1 part by mass of iron sulfide.
[6] The method of [4] or [5], including bringing the aldehyde (1) in the composition into contact with iron sulfide in a range of from -30 C to 150 C.
[7] Use of the composition of any of [1] to [3], for removing iron sulfide.
Advantageous Effects of Invention
[0009]
Since the composition of the present invention contains the aldehyde (1), an excellent removal performance of iron sulfide is exhibited.
In particular, as compared with a conventional iron sulfide remover containing acrolein, the composition of the present invention has such an advantage that it is extremely low in toxicity and high in thermal stability and pH stability. Though the reasons for this are not elucidated yet, it may be considered as one of factors that since the aldehyde (1) has at least one of an alkyl group, an alkenyl group, and an aryl group at the f3-position thereof, an addition reaction to the 3-position of a bulky molecule, such as a biomolecule and a propagating chain, is hard to occur as compared with acrolein not having a substituent at the V-position thereof. Meanwhile, with respect to the removal of iron sulfide, it may be considered that the aldehyde (1) comes to bond to hydrogen sulfide that is existent in an equilibrium state with iron sulfide to thereby remove hydrogen sulfide, dissolution of iron sulfide is promoted, and as a result, the iron sulfide is removed; and while the aldehyde (1) has a substituent at the 13-position thereof, an attack from hydrogen sulfide that is in general a small molecule is not hindered so much, whereby the removal performance of iron sulfide is kept.
Brief Description of Drawings , =
Since the composition of the present invention contains the aldehyde (1), an excellent removal performance of iron sulfide is exhibited.
In particular, as compared with a conventional iron sulfide remover containing acrolein, the composition of the present invention has such an advantage that it is extremely low in toxicity and high in thermal stability and pH stability. Though the reasons for this are not elucidated yet, it may be considered as one of factors that since the aldehyde (1) has at least one of an alkyl group, an alkenyl group, and an aryl group at the f3-position thereof, an addition reaction to the 3-position of a bulky molecule, such as a biomolecule and a propagating chain, is hard to occur as compared with acrolein not having a substituent at the V-position thereof. Meanwhile, with respect to the removal of iron sulfide, it may be considered that the aldehyde (1) comes to bond to hydrogen sulfide that is existent in an equilibrium state with iron sulfide to thereby remove hydrogen sulfide, dissolution of iron sulfide is promoted, and as a result, the iron sulfide is removed; and while the aldehyde (1) has a substituent at the 13-position thereof, an attack from hydrogen sulfide that is in general a small molecule is not hindered so much, whereby the removal performance of iron sulfide is kept.
Brief Description of Drawings , =
[0010]
r ' Fig. 1 is a graph showing pH stability of senecioaldehyde (SAL).
Fig. 2 is a graph showing pH stability of acrolein.
Description of Embodiments
r ' Fig. 1 is a graph showing pH stability of senecioaldehyde (SAL).
Fig. 2 is a graph showing pH stability of acrolein.
Description of Embodiments
[0011]
The composition of the present invention includes the aldehyde (1) as an active ingredient.
In the aldehyde (1), the alkyl group having 1 to 10 carbon atoms, which Ri- to R3 each independently represent, may be linear, branched, or cyclic, and examples thereof include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a t-butyl group, a n-pentyl group, a n-hexyl group, a n-octyl group, a n-decyl group, a n-dodecyl group, and a cyclopentyl group. Above all, from the viewpoint of removal performance of iron sulfide, a methyl group, an ethyl group, or a n-propyl group is preferred, a methyl group or an ethyl group is more preferred, and a methyl group is still more preferred.
The alkenyl group having 2 to 10 carbon atoms, which R1 to R3 each independently represent, may be linear, branched, or cyclic, and examples thereof include a vinyl group, an allyl group, a 1-penten-1-y1 group, a 4-methyl-3-penten-1-y1 group, a 4-penten-1-y1 group, a 1-hexen-1-y1 group, a 1-octen-1-y1 group, and a 1-decen-1-y1 group. Above all, an alkenyl group having 1 to 8 carbon atoms is preferred, and an alkenyl group having 1 to 6 carbon atoms is more preferred.
Examples of the aryl group having 6 to 12 carbon atoms, which 11,1- to R3 each independently represent, include a phenyl group, a tolyl group, an ethylphenyl group, a xylyl group, a trimethylphenyl group, a naphthyl group, a biphenylyl group. Above all, an aryl group having 6 to 10 carbon atoms is preferred.
In the case where R1 is connected to R2 or R3, to constitute an alkylene group having 2 to 6 carbon atoms, examples of the alkylene group include an ethylene group, a n-propylene group, a n-butylene group, a n-pentylene group, a hexylene group, a 2-methylethylene group, a 1,2-dimethylethylene group, a 2-methyl-n-propylene group, a 2,2-dimethyl-n-propylene group, and a 3-methyl-n-pentylene group.
It is preferred that RI- to R3 are each independently a hydrogen atom or , an alkyl group having 1 to 5 carbon atoms.
From the viewpoint of exhibiting removal performance of iron sulfide and keeping thermal stability and pH stability, it is preferred that at least one of RI- and R2 is a methyl group, and it is still more preferred that both RI-and R2 are a methyl group.
From the viewpoint of promoting the reaction with hydrogen sulfide and efficiently removing iron sulfide, it is preferred that R3 is a hydrogen atom.
The composition of the present invention includes the aldehyde (1) as an active ingredient.
In the aldehyde (1), the alkyl group having 1 to 10 carbon atoms, which Ri- to R3 each independently represent, may be linear, branched, or cyclic, and examples thereof include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a t-butyl group, a n-pentyl group, a n-hexyl group, a n-octyl group, a n-decyl group, a n-dodecyl group, and a cyclopentyl group. Above all, from the viewpoint of removal performance of iron sulfide, a methyl group, an ethyl group, or a n-propyl group is preferred, a methyl group or an ethyl group is more preferred, and a methyl group is still more preferred.
The alkenyl group having 2 to 10 carbon atoms, which R1 to R3 each independently represent, may be linear, branched, or cyclic, and examples thereof include a vinyl group, an allyl group, a 1-penten-1-y1 group, a 4-methyl-3-penten-1-y1 group, a 4-penten-1-y1 group, a 1-hexen-1-y1 group, a 1-octen-1-y1 group, and a 1-decen-1-y1 group. Above all, an alkenyl group having 1 to 8 carbon atoms is preferred, and an alkenyl group having 1 to 6 carbon atoms is more preferred.
Examples of the aryl group having 6 to 12 carbon atoms, which 11,1- to R3 each independently represent, include a phenyl group, a tolyl group, an ethylphenyl group, a xylyl group, a trimethylphenyl group, a naphthyl group, a biphenylyl group. Above all, an aryl group having 6 to 10 carbon atoms is preferred.
In the case where R1 is connected to R2 or R3, to constitute an alkylene group having 2 to 6 carbon atoms, examples of the alkylene group include an ethylene group, a n-propylene group, a n-butylene group, a n-pentylene group, a hexylene group, a 2-methylethylene group, a 1,2-dimethylethylene group, a 2-methyl-n-propylene group, a 2,2-dimethyl-n-propylene group, and a 3-methyl-n-pentylene group.
It is preferred that RI- to R3 are each independently a hydrogen atom or , an alkyl group having 1 to 5 carbon atoms.
From the viewpoint of exhibiting removal performance of iron sulfide and keeping thermal stability and pH stability, it is preferred that at least one of RI- and R2 is a methyl group, and it is still more preferred that both RI-and R2 are a methyl group.
From the viewpoint of promoting the reaction with hydrogen sulfide and efficiently removing iron sulfide, it is preferred that R3 is a hydrogen atom.
[0012]
Examples of the aldehyde (1) include 2-butenal, 2-pentenal, 2-hexenal, 2-heptenal, 2-octenal, 2-nonenal, 2-decenal, 2-undecenal, 2-dodecenal, 2-tridecenal, 4-methyl-2-pentenal, 4-methyl-2-hexenal, 5-methyl-2-hexenal, 4,4-dimethy1-2-pentenal, 6-mehy1-2-heptenal, 4-ethyl-2-hexenal, 2-methyl-2-butenal, 2-methyl-2-pentenal, 2-methyl-2-hexenal, 2-methyl-2-heptenal, 2-methy1-2-octenal, 4-methyl-2-propy1-2-hexenal, 2,4-dimethy1-2-pentenal, 2,4-dimethy1-2-hexenal, 2,4-dimethy1-2-heptenal, 2,5-dimethy1-2-hexenal, 2,6-dimethy1-2-heptenal, 2,4,4-trimethy1-2-pentena1, 2-ethyl-2-butenal, 2-ethyl-2-pentenal, 2-ethyl-2-hexenal, 2-ethyl-2-heptenal, 2-ethyl-2-octenal, 2-ethyl-4-methyl-2-pentenal, 2-ethyl-4-methy1-2-hexenal, 2-propy1-2-butenal, 2-propy1-2-pentenal, 2-propy1-2-hexenal, 2-propy1-2-heptenal, 2-propy1-4-methyl-2-pentenal, 2-propy1-5-methy1-2-hexenal, 2-isopropyl-2-butenal, 2-isopropyl- 4-methyl- 2-pe ntenal, 2-isopropyl-4-methyl-2-hexenal, 2-isopropyl- 5- methy1-2-hexenal, 2-butyl-2-butenal, 2 -buty1-2-pentenal, 2-butyl-2-hexenal, 2-butyl-2-heptenal, 2-butyl-2-octenal, 2-isobuty1-2-heptenal, 2-isobuty1-6-methyl-2-heptenal, 2-penty1-2-butenal, 2-penty1-2-pentenal, 2-penty1-2-hexenal, 2-penty1-2-heptenal, 2-penty1-2-octenal, 3-methyl-2-butenal, 3-methyl-2-pentenal, 3-methyl-2-hexenal, 3-methyl-2-heptenal, 3-methyl-2-octenal, 3-methyl-2-nonenal, 3-methyl-2-decenal, 3-methyl-2-undecenal, 3-methy1-2-dodecena1, 3-methy1-2-tridecena1, 3-ethyl-2-pentenal, 3,4-dimethy1-2-pentenal, 3,4,4-trimethy1-2-pentenal, 3-isopropy1-4-methy1-2-pentena1, 3-ethyl-2-hexenal, 3-propy1-2-hexenal, 3,5-dimethy1-2-hexenal, 3-(t-butyl) -4,4-dimethy1-2-pentenal, 3-butyl-2-heptenal, 2,3-dimethy1-2-butenal, 2-ethy1-3-methy1-2-butena1, =
2-isopropyl- 3-methy1-2-butena1, 2, 3- dimethy1-2-pentenal, 2,3, 4-trimethy1-2 -hexenal, 2-isobutyl- 3-methyl- 2-butenal, 3-methyl- 2-p entyl- 2-pentenal, 2,3-diethyl- 2-heptenal, 2-(1,1-dimethylpropy1)-3-methy1-2-butenal, 3, 5,5-trimethyl- 2-hexenal, 2,3,4-trimethy1-2-pentena1, 2-cyclopropylpyridenepropanal, 2-cyclopentylidenepropanal, 2-cyclopentylidenehexanal, 2- (3- methylcyclopentylidene)prop anal, 2-cyclohexylidienepropanal, 2-(2-methylcyclohexylidene)propanal, 2-cyclohexylidenebutanal, 2-cyclohexylidenehexanal, 1-formylcyclobutene, 1- formyl- 3,3 - dimethylcyclobutene, 1-cyclopropy1-2-formylcyclobutene, 1- formylcyclop entene, 5-ethyl- 1-formylcyclopentene, 1- formyl- 3- methylcyclopentene, 1-formy1-4-methylcyclopentene, 1-formyl- 5 -methylcyclopentene, 1-formyl- 3, 3- dimethylcyclopentene, 1-formyl- 4,5- dimethylcyclopentene, 1-formyl- 2-methylcyclopentene, 1-formyl- 5 -isopropyl- 2-methylcyclopentene, 1-formyl- 2, 5, 5 -trimethylcyclopentene, 1-formylcyclohexene, 1-formyl- 3- methylcyclohexene, 1-formyl-4-methylcyclohexene, 1-formyl-5-methylcyclohexene, 1-formyl- 6- methylcyclohexene, 1-formyl- 3,3- dimethylcyclohexene, 1-formyl-5,5-dimethylcyclohexene, 1-formyl- 2 -methylcyclohexene, 1-formy1-2, 5,6, 6-tetramethylcyclohexene, 1-formy1-2,4,6,6-tetramethylcyclohexene, 1-formylcycloheptene, 1-formyl- 2- methylcycloheptene, 1-formyl- 3- methylcycloheptene , 1-formylcyclooctene, 2,4-pentadienal, 2,4-hexadienal, 2,5-hexadienal, 5-methyl- 2, 4-hexadienal, 2, 4-heptadienal, 2, 4-octadienal, 2, 7-octadienal, 3,7 - dimethyl- 2,6- octadienal (citral), 2,4,6-octatrienal, 7-methyl-2,4,6-octatrienal, 2,4-nonadienal, 2,6-nonadienal, 4,8- dimethy1-2,7-nonadienal, 2,4-decadienal, 2,4-undecadienal, 2,4-dodecadienal, 2,4-tridecadienal, 2,4,7-tridecatrienal, 3-phenylpropenal, 3-phenyl-2-methylpropenal, 3-(o-tolyl)propenal, 3-(p-tolyl)propenal, and 3-napthylpropenal. Above all, 3-methyl-2-butenal, 3-methyl-2-pentenal, 3 -methyl- 2 - hexenal, 3-methy1-2-heptena1, 3-methyl-2-octenal, 3,7-dimethy1-2,6-octadienal (citral), 3-ethyl-2-pentenal, 3-ethyl-2-hexenal, and 3-propy1-2-hexenal are preferred; 3-methyl-2-butenal, 3-methyl-2-pentenal, and 3-ethyl-2-pentenal are more preferred; and 3-methyl-2-butenal (senecioaldehyde, hereinafter referred to simply as "SAL") is still more preferred.
With respect to compounds having a trans-isomer and a cis-isomer, either one of them may be used, or a mixture of the both isomers may also be used. In the case of using a mixture, those having an arbitrary mixing ratio can be used.
Examples of the aldehyde (1) include 2-butenal, 2-pentenal, 2-hexenal, 2-heptenal, 2-octenal, 2-nonenal, 2-decenal, 2-undecenal, 2-dodecenal, 2-tridecenal, 4-methyl-2-pentenal, 4-methyl-2-hexenal, 5-methyl-2-hexenal, 4,4-dimethy1-2-pentenal, 6-mehy1-2-heptenal, 4-ethyl-2-hexenal, 2-methyl-2-butenal, 2-methyl-2-pentenal, 2-methyl-2-hexenal, 2-methyl-2-heptenal, 2-methy1-2-octenal, 4-methyl-2-propy1-2-hexenal, 2,4-dimethy1-2-pentenal, 2,4-dimethy1-2-hexenal, 2,4-dimethy1-2-heptenal, 2,5-dimethy1-2-hexenal, 2,6-dimethy1-2-heptenal, 2,4,4-trimethy1-2-pentena1, 2-ethyl-2-butenal, 2-ethyl-2-pentenal, 2-ethyl-2-hexenal, 2-ethyl-2-heptenal, 2-ethyl-2-octenal, 2-ethyl-4-methyl-2-pentenal, 2-ethyl-4-methy1-2-hexenal, 2-propy1-2-butenal, 2-propy1-2-pentenal, 2-propy1-2-hexenal, 2-propy1-2-heptenal, 2-propy1-4-methyl-2-pentenal, 2-propy1-5-methy1-2-hexenal, 2-isopropyl-2-butenal, 2-isopropyl- 4-methyl- 2-pe ntenal, 2-isopropyl-4-methyl-2-hexenal, 2-isopropyl- 5- methy1-2-hexenal, 2-butyl-2-butenal, 2 -buty1-2-pentenal, 2-butyl-2-hexenal, 2-butyl-2-heptenal, 2-butyl-2-octenal, 2-isobuty1-2-heptenal, 2-isobuty1-6-methyl-2-heptenal, 2-penty1-2-butenal, 2-penty1-2-pentenal, 2-penty1-2-hexenal, 2-penty1-2-heptenal, 2-penty1-2-octenal, 3-methyl-2-butenal, 3-methyl-2-pentenal, 3-methyl-2-hexenal, 3-methyl-2-heptenal, 3-methyl-2-octenal, 3-methyl-2-nonenal, 3-methyl-2-decenal, 3-methyl-2-undecenal, 3-methy1-2-dodecena1, 3-methy1-2-tridecena1, 3-ethyl-2-pentenal, 3,4-dimethy1-2-pentenal, 3,4,4-trimethy1-2-pentenal, 3-isopropy1-4-methy1-2-pentena1, 3-ethyl-2-hexenal, 3-propy1-2-hexenal, 3,5-dimethy1-2-hexenal, 3-(t-butyl) -4,4-dimethy1-2-pentenal, 3-butyl-2-heptenal, 2,3-dimethy1-2-butenal, 2-ethy1-3-methy1-2-butena1, =
2-isopropyl- 3-methy1-2-butena1, 2, 3- dimethy1-2-pentenal, 2,3, 4-trimethy1-2 -hexenal, 2-isobutyl- 3-methyl- 2-butenal, 3-methyl- 2-p entyl- 2-pentenal, 2,3-diethyl- 2-heptenal, 2-(1,1-dimethylpropy1)-3-methy1-2-butenal, 3, 5,5-trimethyl- 2-hexenal, 2,3,4-trimethy1-2-pentena1, 2-cyclopropylpyridenepropanal, 2-cyclopentylidenepropanal, 2-cyclopentylidenehexanal, 2- (3- methylcyclopentylidene)prop anal, 2-cyclohexylidienepropanal, 2-(2-methylcyclohexylidene)propanal, 2-cyclohexylidenebutanal, 2-cyclohexylidenehexanal, 1-formylcyclobutene, 1- formyl- 3,3 - dimethylcyclobutene, 1-cyclopropy1-2-formylcyclobutene, 1- formylcyclop entene, 5-ethyl- 1-formylcyclopentene, 1- formyl- 3- methylcyclopentene, 1-formy1-4-methylcyclopentene, 1-formyl- 5 -methylcyclopentene, 1-formyl- 3, 3- dimethylcyclopentene, 1-formyl- 4,5- dimethylcyclopentene, 1-formyl- 2-methylcyclopentene, 1-formyl- 5 -isopropyl- 2-methylcyclopentene, 1-formyl- 2, 5, 5 -trimethylcyclopentene, 1-formylcyclohexene, 1-formyl- 3- methylcyclohexene, 1-formyl-4-methylcyclohexene, 1-formyl-5-methylcyclohexene, 1-formyl- 6- methylcyclohexene, 1-formyl- 3,3- dimethylcyclohexene, 1-formyl-5,5-dimethylcyclohexene, 1-formyl- 2 -methylcyclohexene, 1-formy1-2, 5,6, 6-tetramethylcyclohexene, 1-formy1-2,4,6,6-tetramethylcyclohexene, 1-formylcycloheptene, 1-formyl- 2- methylcycloheptene, 1-formyl- 3- methylcycloheptene , 1-formylcyclooctene, 2,4-pentadienal, 2,4-hexadienal, 2,5-hexadienal, 5-methyl- 2, 4-hexadienal, 2, 4-heptadienal, 2, 4-octadienal, 2, 7-octadienal, 3,7 - dimethyl- 2,6- octadienal (citral), 2,4,6-octatrienal, 7-methyl-2,4,6-octatrienal, 2,4-nonadienal, 2,6-nonadienal, 4,8- dimethy1-2,7-nonadienal, 2,4-decadienal, 2,4-undecadienal, 2,4-dodecadienal, 2,4-tridecadienal, 2,4,7-tridecatrienal, 3-phenylpropenal, 3-phenyl-2-methylpropenal, 3-(o-tolyl)propenal, 3-(p-tolyl)propenal, and 3-napthylpropenal. Above all, 3-methyl-2-butenal, 3-methyl-2-pentenal, 3 -methyl- 2 - hexenal, 3-methy1-2-heptena1, 3-methyl-2-octenal, 3,7-dimethy1-2,6-octadienal (citral), 3-ethyl-2-pentenal, 3-ethyl-2-hexenal, and 3-propy1-2-hexenal are preferred; 3-methyl-2-butenal, 3-methyl-2-pentenal, and 3-ethyl-2-pentenal are more preferred; and 3-methyl-2-butenal (senecioaldehyde, hereinafter referred to simply as "SAL") is still more preferred.
With respect to compounds having a trans-isomer and a cis-isomer, either one of them may be used, or a mixture of the both isomers may also be used. In the case of using a mixture, those having an arbitrary mixing ratio can be used.
[0013]
As for the aldehyde (1), a commercially available product may be used, or it may be synthesized through an oxidative dehydrogenation reaction of a corresponding a,13-unsaturated alcohol (see, for example, JP 60-224652 A).
As for the aldehyde (1), a commercially available product may be used, or it may be synthesized through an oxidative dehydrogenation reaction of a corresponding a,13-unsaturated alcohol (see, for example, JP 60-224652 A).
[0014]
Though a content proportion of the aldehyde (1) that is an active ingredient in the composition of the present invention can be properly set according to the use embodiment, it is typically 1 to 99.9% by mass, and from viewpoint of cost-effectiveness, it is preferably 5 to 99.9% by mass, and more preferably 5 to 95% by mass.
Though a content proportion of the aldehyde (1) that is an active ingredient in the composition of the present invention can be properly set according to the use embodiment, it is typically 1 to 99.9% by mass, and from viewpoint of cost-effectiveness, it is preferably 5 to 99.9% by mass, and more preferably 5 to 95% by mass.
[0015]
The composition of the present invention may contain other iron sulfide remover, such as acrolein, tetrakis(hydroxymethyl)phosphine or a corresponding phosphonium salt, hydrochloric acid, and formic acid, as long as the effects of the present invention are not impaired.
The composition of the present invention may contain an appropriate solvent, such as cyclohexane, toluene, xylene, a heavy aromatic naphtha, and a petroleum distillate; and a monoalcohol or dialcohol having 1 to 10 carbon atoms, e.g., methanol, ethanol, and ethylene glycol.
The composition of the present invention may contain other iron sulfide remover, such as acrolein, tetrakis(hydroxymethyl)phosphine or a corresponding phosphonium salt, hydrochloric acid, and formic acid, as long as the effects of the present invention are not impaired.
The composition of the present invention may contain an appropriate solvent, such as cyclohexane, toluene, xylene, a heavy aromatic naphtha, and a petroleum distillate; and a monoalcohol or dialcohol having 1 to 10 carbon atoms, e.g., methanol, ethanol, and ethylene glycol.
[0016]
The composition of the present invention may contain, in addition to the aldehyde (1), a component, such as a surfactant, a corrosion inhibitor, an oxygen scavenger, an iron control agent, a crosslinking agent, a breaker, a coagulant, a temperature stabilizer, a pH adjuster, a dehydration regulator, a swelling prevention agent, a scale inhibitor, a biocide, a friction reducer, a defoaming agent, an agent for preventing a lost circulation of mud water, a lubricating agent, a clay dispersant, a weighting agent, and a gelling agent, as long as the effects of the present invention are not impaired.
The composition of the present invention may contain, in addition to the aldehyde (1), a component, such as a surfactant, a corrosion inhibitor, an oxygen scavenger, an iron control agent, a crosslinking agent, a breaker, a coagulant, a temperature stabilizer, a pH adjuster, a dehydration regulator, a swelling prevention agent, a scale inhibitor, a biocide, a friction reducer, a defoaming agent, an agent for preventing a lost circulation of mud water, a lubricating agent, a clay dispersant, a weighting agent, and a gelling agent, as long as the effects of the present invention are not impaired.
[0017]
The composition of the present invention is not particularly limited . .
with respect to its production method, and it can be, for example, produced by , , adding and mixing the aldehyde (1) with the aforementioned arbitrary component, such as an iron sulfide remover and a solvent.
Though the composition of the present invention is suitably a liquid, it may be converted in a solid form, such as a powder and a fluid, upon being properly supported on a carrier, etc., according to a form to be used for the purpose of removing iron sulfide.
The composition of the present invention is not particularly limited . .
with respect to its production method, and it can be, for example, produced by , , adding and mixing the aldehyde (1) with the aforementioned arbitrary component, such as an iron sulfide remover and a solvent.
Though the composition of the present invention is suitably a liquid, it may be converted in a solid form, such as a powder and a fluid, upon being properly supported on a carrier, etc., according to a form to be used for the purpose of removing iron sulfide.
[0018]
As a preferred embodiment of the present invention, the treatment is performed by adding the composition of the present invention in an amount sufficient for the removal of iron sulfide to a liquid containing iron sulfide. In the method of removing iron sulfide by using the composition of the present invention, the composition of the present invention is added such that the amount of the aldehyde (1) contained in the composition of the present invention is preferably 0.1 to 100 parts by mass, and more preferably 2 to 100 parts by mass based on 1 part by mass of iron sulfide. A temperature on the occasion of performing the treatment in which the composition of the present invention is added to and brought into contact with a liquid containing iron sulfide is preferably in a range of from 0 C to 150 C, and more preferably from 20 C to 130 C.
Examples
As a preferred embodiment of the present invention, the treatment is performed by adding the composition of the present invention in an amount sufficient for the removal of iron sulfide to a liquid containing iron sulfide. In the method of removing iron sulfide by using the composition of the present invention, the composition of the present invention is added such that the amount of the aldehyde (1) contained in the composition of the present invention is preferably 0.1 to 100 parts by mass, and more preferably 2 to 100 parts by mass based on 1 part by mass of iron sulfide. A temperature on the occasion of performing the treatment in which the composition of the present invention is added to and brought into contact with a liquid containing iron sulfide is preferably in a range of from 0 C to 150 C, and more preferably from 20 C to 130 C.
Examples
[0019]
The present invention is hereunder specifically described by reference to Examples and the like, but it should be construed that the present invention is by no means limited by the following Examples. SAL, citral, and acrolein used in the Examples and Comparative Example are those mentioned below.
SAL: One synthesized from prenol in conformity with the method described in JP 60-224652 A (purity: 98.1%) Citral: Product available from Kuraray Co., Ltd. (purity: 98.0%, trans/cis = 51/49 to 57/43 (molar ratio)) Acrolein: Product available from Tokyo Chemical Industry Co., Ltd., which contains hydroquinone as a stabilizer
The present invention is hereunder specifically described by reference to Examples and the like, but it should be construed that the present invention is by no means limited by the following Examples. SAL, citral, and acrolein used in the Examples and Comparative Example are those mentioned below.
SAL: One synthesized from prenol in conformity with the method described in JP 60-224652 A (purity: 98.1%) Citral: Product available from Kuraray Co., Ltd. (purity: 98.0%, trans/cis = 51/49 to 57/43 (molar ratio)) Acrolein: Product available from Tokyo Chemical Industry Co., Ltd., which contains hydroquinone as a stabilizer
[0020]
<Example 1> Removal Test of Iron Sulfide (SAL) In a 1L three-necked flask equipped with a thermometer, a stirrer, and a condenser, 500 mL of distilled water, 1 mL of 1 mol/L hydrochloric acid, 120.0 mg (0.5 mmol) of sodium sulfide nonahydrate, and 138.2 (0.5 mmol) of iron sulfate heptahydrate were added and stirred. As a result, iron sulfide was produced as a fine black precipitate. 126.3 mg (1.5 mmol) of SAL was added thereto, and the reaction solution was subjected to temperature rise to 50 C
while stirring at 500 rpm. The point of time at when SAL was added was defined as 0 hour, and the behavior of iron sulfide was observed. As a result, after elapsing 4 hours, the iron sulfide was dissolved, and the reaction solution became colorless transparent.
<Example 1> Removal Test of Iron Sulfide (SAL) In a 1L three-necked flask equipped with a thermometer, a stirrer, and a condenser, 500 mL of distilled water, 1 mL of 1 mol/L hydrochloric acid, 120.0 mg (0.5 mmol) of sodium sulfide nonahydrate, and 138.2 (0.5 mmol) of iron sulfate heptahydrate were added and stirred. As a result, iron sulfide was produced as a fine black precipitate. 126.3 mg (1.5 mmol) of SAL was added thereto, and the reaction solution was subjected to temperature rise to 50 C
while stirring at 500 rpm. The point of time at when SAL was added was defined as 0 hour, and the behavior of iron sulfide was observed. As a result, after elapsing 4 hours, the iron sulfide was dissolved, and the reaction solution became colorless transparent.
[0021]
<Example 2> Removal Test of Iron Sulfide (Citral) The same test as in Example 1 was carried out, except that citral was used in place of SAL. After elapsing 7 hours, iron sulfide was dissolved, and the reaction solution became colorless transparent.
<Example 2> Removal Test of Iron Sulfide (Citral) The same test as in Example 1 was carried out, except that citral was used in place of SAL. After elapsing 7 hours, iron sulfide was dissolved, and the reaction solution became colorless transparent.
[0022]
<Comparative Example 1> Removal Test of Iron Sulfide (Acrolein) The same test as in Example 1 was carried out, except that acrolein was used in place of SAL. After elapsing 4 hours, iron sulfide was dissolved, and the reaction solution became colorless transparent.
<Comparative Example 1> Removal Test of Iron Sulfide (Acrolein) The same test as in Example 1 was carried out, except that acrolein was used in place of SAL. After elapsing 4 hours, iron sulfide was dissolved, and the reaction solution became colorless transparent.
[0023]
<Test Example 1> Thermal Stability Test 50 mL of each of SAL and acrolein was charged in three-necked flask, and the contents were subjected to temperature rise to 50 C in a nitrogen atmosphere. On the occasion when the content of each of SAL and acrolein immediately after the temperature rise was defined as 100%, a change of the content ratio was observed according to the calibration curve method by means of gas chromatography with an internal standard. The results are shown in Table 1.
<Test Example 1> Thermal Stability Test 50 mL of each of SAL and acrolein was charged in three-necked flask, and the contents were subjected to temperature rise to 50 C in a nitrogen atmosphere. On the occasion when the content of each of SAL and acrolein immediately after the temperature rise was defined as 100%, a change of the content ratio was observed according to the calibration curve method by means of gas chromatography with an internal standard. The results are shown in Table 1.
[0024]
[Gas Chromatography Analysis]
Analysis instrument: GC-14A (available from Shimadzu Corporation) Detector: FID (hydrogen flame ionization detector) Column used: DB-1701 (length: 50 m, film thickness: 1 1.im, inner diameter: 0.32 mm) (available from Agilent Technologies) Analysis conditions: Injection temperature: 250 C, detection temperature: 250 C
Temperature rise conditions: 70 C ¨> (temperature rise at 5 C/min) ¨>
Internal standard substance: Diglyme (diethylene glycol dimethyl ether)
[Gas Chromatography Analysis]
Analysis instrument: GC-14A (available from Shimadzu Corporation) Detector: FID (hydrogen flame ionization detector) Column used: DB-1701 (length: 50 m, film thickness: 1 1.im, inner diameter: 0.32 mm) (available from Agilent Technologies) Analysis conditions: Injection temperature: 250 C, detection temperature: 250 C
Temperature rise conditions: 70 C ¨> (temperature rise at 5 C/min) ¨>
Internal standard substance: Diglyme (diethylene glycol dimethyl ether)
[0025]
Table 1: Results of thermal stability test 0 h 2 hours 4 hours 6 hours 10 hours our elapsed elapsed elapsed elapsed SAL 100.0% 100.0% 100.0% 100.0% 99.9%
Acrolein 100.0% 99.5% 98.3% 98.1% 96.6%
Table 1: Results of thermal stability test 0 h 2 hours 4 hours 6 hours 10 hours our elapsed elapsed elapsed elapsed SAL 100.0% 100.0% 100.0% 100.0% 99.9%
Acrolein 100.0% 99.5% 98.3% 98.1% 96.6%
[0026]
After elapsing 10 hours, SAL remained in a ratio of 99.9%, whereas nevertheless acrolein contained hydroquinone as a stabilizer, it was lost in a ratio of 3.4%. It is noted from these results that SAL is extremely high in the thermal stability as compared with acrolein.
After elapsing 10 hours, SAL remained in a ratio of 99.9%, whereas nevertheless acrolein contained hydroquinone as a stabilizer, it was lost in a ratio of 3.4%. It is noted from these results that SAL is extremely high in the thermal stability as compared with acrolein.
[0027]
<Test Example 2> pH Stability Test Each of SAL and acrolein was dissolved in 0.5 mol/L of phosphoric acid buffer solutions having a pH different from each other, thereby preparing 0.1 wt% solutions. 50 mL of each of the solutions was charged in a sample vial in a nitrogen atmosphere and stored at 23 2 C. On the occasion when the content of each of SAL and acrolein at the time of preparation was defined as 100%, a change of the content ratio was observed according to the absolute calibration curve by means of high-performance liquid chromatography analysis. The results are shown in Figs. 1 and 2.
It is noted from these results that SAL is extremely high in the pH
stability as compared with acrolein.
<Test Example 2> pH Stability Test Each of SAL and acrolein was dissolved in 0.5 mol/L of phosphoric acid buffer solutions having a pH different from each other, thereby preparing 0.1 wt% solutions. 50 mL of each of the solutions was charged in a sample vial in a nitrogen atmosphere and stored at 23 2 C. On the occasion when the content of each of SAL and acrolein at the time of preparation was defined as 100%, a change of the content ratio was observed according to the absolute calibration curve by means of high-performance liquid chromatography analysis. The results are shown in Figs. 1 and 2.
It is noted from these results that SAL is extremely high in the pH
stability as compared with acrolein.
[0028]
[Preparation of Phosphoric Acid Buffer Solution]
pH 1.7: 4.9 g of 75% phosphoric acid and 7.8 g of sodium dihydrogen phosphate dihydrate were dissolved in 200 mL of distilled water.
pH 6.2: 7.8 g of sodium dihydrogen phosphate dihydrate and 7.1 g of disodium hydrogen phosphate were dissolved in 200 mL of distilled water.
pH 8.1: 0.3 g of sodium dihydrogen phosphate dihydrate and 13.9 g of disodium hydrogen phosphate were dissolved in 200 mL of distilled water.
[Preparation of Phosphoric Acid Buffer Solution]
pH 1.7: 4.9 g of 75% phosphoric acid and 7.8 g of sodium dihydrogen phosphate dihydrate were dissolved in 200 mL of distilled water.
pH 6.2: 7.8 g of sodium dihydrogen phosphate dihydrate and 7.1 g of disodium hydrogen phosphate were dissolved in 200 mL of distilled water.
pH 8.1: 0.3 g of sodium dihydrogen phosphate dihydrate and 13.9 g of disodium hydrogen phosphate were dissolved in 200 mL of distilled water.
[0029]
[High-Performance Liquid Chromatography Analysis]
Analysis instrument: Prominence System (available from Shimadzu Corporation) Column used: Cadenza CD-C18 (length: 150 m, inner diameter: 4.6 mm) Developing solution: H20/Me0H = 45/55 (volume ratio), H3PO4 = 1 mol/L
Flow rate: 1 mL/min
[High-Performance Liquid Chromatography Analysis]
Analysis instrument: Prominence System (available from Shimadzu Corporation) Column used: Cadenza CD-C18 (length: 150 m, inner diameter: 4.6 mm) Developing solution: H20/Me0H = 45/55 (volume ratio), H3PO4 = 1 mol/L
Flow rate: 1 mL/min
[0030]
<Reference Example>
SAL, citral, and acrolein are each an existing compound, and the information regarding the safety is disclosed. For reference, the information regarding the safety is shown in Table 2. SAL and citral are extremely low in the toxicity and safe as compared with acrolein.
[00311 Table 2: Information regarding safety of SAL, citral, and acrolein SAL Citral Acrolein Category IV, Class II petroleum Category IV, Class III petroleum Category IV, Class I petroleum Fire Service Act Hazardous grade III, water-insoluble Hazardous grade III, water-insoluble Hazardous grade II, water-insoluble Poisonous and Deleterious Substances Control Law Not applicable Not applicable Poisonous substance United Nations Classification Class 3 (inflammable liquid) Not applicable Class 6.1 (poisonous substance) Acute toxicity Rat LD50: 690 mg/kg Rat LD50:
4,960 mg/kg Rat LD50: 42 mg/kg GHS Classification; Section 1 (upper 0.1 ppm Respiratory organs, nervous system, Permissible Exposure Limit respiratory tract) No information and liver are considered to be target Irritative symptom in respiratory tract at organs 100 ppm or more Anesthetic action .
,õ
,õ
,õ
[00321 It is noted from the aforementioned Examples, Comparative Example, and Reference Example that the aldehyde (1), such as SAL, has an iron sulfide removal ability equivalent to acrolein and is higher in the thermal stability and the pH stability and safer than acrolein.
Industrial Applicability [0033]
The composition of the present invention is useful in view of the fact that it is high in the thermal stability and the pH stability and is able to remove iron sulfide safely and efficiently.
<Reference Example>
SAL, citral, and acrolein are each an existing compound, and the information regarding the safety is disclosed. For reference, the information regarding the safety is shown in Table 2. SAL and citral are extremely low in the toxicity and safe as compared with acrolein.
[00311 Table 2: Information regarding safety of SAL, citral, and acrolein SAL Citral Acrolein Category IV, Class II petroleum Category IV, Class III petroleum Category IV, Class I petroleum Fire Service Act Hazardous grade III, water-insoluble Hazardous grade III, water-insoluble Hazardous grade II, water-insoluble Poisonous and Deleterious Substances Control Law Not applicable Not applicable Poisonous substance United Nations Classification Class 3 (inflammable liquid) Not applicable Class 6.1 (poisonous substance) Acute toxicity Rat LD50: 690 mg/kg Rat LD50:
4,960 mg/kg Rat LD50: 42 mg/kg GHS Classification; Section 1 (upper 0.1 ppm Respiratory organs, nervous system, Permissible Exposure Limit respiratory tract) No information and liver are considered to be target Irritative symptom in respiratory tract at organs 100 ppm or more Anesthetic action .
,õ
,õ
,õ
[00321 It is noted from the aforementioned Examples, Comparative Example, and Reference Example that the aldehyde (1), such as SAL, has an iron sulfide removal ability equivalent to acrolein and is higher in the thermal stability and the pH stability and safer than acrolein.
Industrial Applicability [0033]
The composition of the present invention is useful in view of the fact that it is high in the thermal stability and the pH stability and is able to remove iron sulfide safely and efficiently.
Claims (7)
- [Claim 1]
A composition for removing iron sulfide, comprising, as an active ingredient, an .alpha.,.beta.-unsaturated aldehyde represented by the following general formula (1);
wherein R1 to R3 each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an aryl group having 6 to 12 carbon atoms, provided that R1 may be connected to R2 or R3, to constitute an alkylene group having 2 to 6 carbon atoms; and that R1 and R2 are not a hydrogen atom at the same time. - [Claim 2]
The composition according to claim 1, wherein R1 to R3 are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. - [Claim 3]
The composition according to claim 1 or 2, wherein R3 is a hydrogen atom. - [Claim 4]
A method for removing iron sulfide, comprising bringing the composition of any of claims 1 to 3 into contact with iron sulfide. - [Claim 5]
The method according to claim 4, wherein the .alpha.,.beta.-unsaturated aldehyde in the composition is added in an amount of 0.1 to 100 parts by mass based on part by mass of iron sulfide. - [Claim 6]
The method according to claim 4 or 5, comprising bringing the .alpha.,.beta.-unsaturated aldehyde in the composition into contact with iron sulfide in a range of from -30°C to 150°C. - [Claim 7]
Use of the composition according to any of claims 1 to 3, for removing iron sulfide.
Applications Claiming Priority (3)
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JP2016-127916 | 2016-06-28 | ||
JP2016127916 | 2016-06-28 | ||
PCT/JP2017/022837 WO2018003624A1 (en) | 2016-06-28 | 2017-06-21 | Composition for removing iron sulfide |
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CA3028940A1 true CA3028940A1 (en) | 2018-01-04 |
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CA3028940A Abandoned CA3028940A1 (en) | 2016-06-28 | 2017-06-21 | Composition for removing iron sulfide |
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US (1) | US20190241822A1 (en) |
EP (1) | EP3486353A4 (en) |
JP (1) | JPWO2018003624A1 (en) |
CN (1) | CN109415819A (en) |
BR (1) | BR112018076690A2 (en) |
CA (1) | CA3028940A1 (en) |
MX (1) | MX2018016415A (en) |
RU (1) | RU2018145752A (en) |
SG (1) | SG11201811541TA (en) |
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WO (1) | WO2018003624A1 (en) |
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WO2019124340A1 (en) * | 2017-12-22 | 2019-06-27 | 株式会社クラレ | Treatment agent for extraction of crude oil or natural gas |
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US2402615A (en) * | 1940-09-19 | 1946-06-25 | Du Pont | Catalytic process and products thereof |
US2571739A (en) * | 1949-10-28 | 1951-10-16 | Pure Oil Co | Prevention of corrosion of structural metals by hydrogen sulfide, air, and water |
US4400368A (en) * | 1981-11-24 | 1983-08-23 | Shell Oil Company | H2 S Removal process |
JPS60224652A (en) | 1984-04-23 | 1985-11-09 | Kuraray Co Ltd | Production of 3-methyl-2-buten-1-al |
US4734259A (en) * | 1985-11-22 | 1988-03-29 | Dowell Schlumberger Incorporated | Mixtures of α,β-unsaturated aldehides and surface active agents used as corrosion inhibitors in aqueous fluids |
JP3942721B2 (en) * | 1998-02-27 | 2007-07-11 | 日本工業洗浄株式会社 | Cleaning method of equipment with heavy hydrocarbon sludge and piping structure for cleaning |
US6086056A (en) * | 1998-04-29 | 2000-07-11 | Leask; Jim | Float sink header |
US6068056A (en) * | 1999-10-13 | 2000-05-30 | Schlumberger Technology Corporation | Well treatment fluids comprising mixed aldehydes |
US6436880B1 (en) * | 2000-05-03 | 2002-08-20 | Schlumberger Technology Corporation | Well treatment fluids comprising chelating agents |
US6887840B2 (en) * | 2003-01-21 | 2005-05-03 | Milborn Enterprises Llc | Iron sulfide clean-up composition and method |
US20080227669A1 (en) * | 2007-03-12 | 2008-09-18 | Halliburton Energy Services, Inc. | Corrosion-inhibiting additives, treatment fluids, and associated methods |
US20080227668A1 (en) * | 2007-03-12 | 2008-09-18 | Halliburton Energy Services, Inc. | Corrosion-inhibiting additives, treatment fluids, and associated methods |
US7855171B2 (en) * | 2008-10-16 | 2010-12-21 | Trahan David O | Method and composition to remove iron and iron sulfide compounds from pipeline networks |
AU2011293734B2 (en) * | 2010-08-27 | 2015-04-02 | Anitox Corporation | Antimicrobial formulation |
US20130261032A1 (en) * | 2012-03-29 | 2013-10-03 | Schlumberger Technology Corporation | Additive for subterranean treatment |
JP5951426B2 (en) * | 2012-09-14 | 2016-07-13 | 株式会社J−オイルミルズ | Cholecystokinin secretion promoting composition |
CN103194325B (en) * | 2013-04-25 | 2014-09-10 | 甘肃黑马石化工程有限公司 | Ferrous sulfide dirt neutral complexing cleaning agent and preparation method thereof |
WO2015142642A1 (en) * | 2014-03-19 | 2015-09-24 | Enersciences Holdings, Llc | Methods and apparatus for treating sulfides in produced fluids |
MX2018016410A (en) * | 2016-06-28 | 2019-05-09 | Kuraray Co | Composition for removing sulfur-containing compound. |
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- 2017-06-21 US US16/312,363 patent/US20190241822A1/en not_active Abandoned
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- 2017-06-21 JP JP2018525091A patent/JPWO2018003624A1/en not_active Withdrawn
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- 2017-06-21 CN CN201780038445.0A patent/CN109415819A/en active Pending
- 2017-06-21 BR BR112018076690-9A patent/BR112018076690A2/en not_active Application Discontinuation
- 2017-06-21 RU RU2018145752A patent/RU2018145752A/en not_active Application Discontinuation
- 2017-06-21 CA CA3028940A patent/CA3028940A1/en not_active Abandoned
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RU2018145752A3 (en) | 2020-07-28 |
JPWO2018003624A1 (en) | 2019-05-16 |
WO2018003624A1 (en) | 2018-01-04 |
TW201816098A (en) | 2018-05-01 |
MX2018016415A (en) | 2019-05-09 |
RU2018145752A (en) | 2020-07-28 |
BR112018076690A2 (en) | 2019-04-02 |
EP3486353A1 (en) | 2019-05-22 |
US20190241822A1 (en) | 2019-08-08 |
EP3486353A4 (en) | 2020-03-04 |
CN109415819A (en) | 2019-03-01 |
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