CN108440277A - The copper carboxylate salt liquid of stable concentration - Google Patents
The copper carboxylate salt liquid of stable concentration Download PDFInfo
- Publication number
- CN108440277A CN108440277A CN201810443621.5A CN201810443621A CN108440277A CN 108440277 A CN108440277 A CN 108440277A CN 201810443621 A CN201810443621 A CN 201810443621A CN 108440277 A CN108440277 A CN 108440277A
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- Prior art keywords
- acid
- copper
- molar ratio
- water
- equal
- 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.)
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Links
- 239000010949 copper Substances 0.000 title claims abstract description 78
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 76
- -1 copper carboxylate salt Chemical class 0.000 title claims abstract description 51
- 239000007788 liquid Substances 0.000 title claims abstract description 33
- 239000002253 acid Substances 0.000 claims abstract description 96
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 52
- 239000000203 mixture Substances 0.000 claims description 21
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 150000007513 acids Chemical class 0.000 claims description 11
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 10
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 claims description 9
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims description 8
- 239000003513 alkali Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 7
- 150000001734 carboxylic acid salts Chemical class 0.000 claims description 7
- 150000001735 carboxylic acids Chemical class 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 7
- 239000012266 salt solution Substances 0.000 claims description 7
- 239000010410 layer Substances 0.000 claims description 6
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 5
- 150000001879 copper Chemical class 0.000 claims description 5
- 239000012044 organic layer Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 4
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 claims description 3
- 239000005864 Sulphur Substances 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 2
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 2
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 2
- 239000005639 Lauric acid Substances 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021314 Palmitic acid Nutrition 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 239000004327 boric acid Substances 0.000 claims description 2
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical compound OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 claims description 2
- 229950000244 sulfanilic acid Drugs 0.000 claims description 2
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 claims description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims 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 claims 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 6
- 230000006641 stabilisation Effects 0.000 abstract description 6
- 238000011105 stabilization Methods 0.000 abstract description 6
- 239000003381 stabilizer Substances 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 33
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- 150000007942 carboxylates Chemical class 0.000 description 5
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical group [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 5
- 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 description 4
- 238000010533 azeotropic distillation Methods 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 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 4
- 238000001556 precipitation Methods 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical group CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 238000001838 alkalimetric titration Methods 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 235000011007 phosphoric acid Nutrition 0.000 description 3
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical group CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical class NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000002479 acid--base titration Methods 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 235000010338 boric acid Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 2
- 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 2
- 238000004519 manufacturing process Methods 0.000 description 2
- IGGUPRCHHJZPBS-UHFFFAOYSA-N nonacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCC IGGUPRCHHJZPBS-UHFFFAOYSA-N 0.000 description 2
- 125000005474 octanoate group Chemical group 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- FCWBXMTVLZGVEG-UHFFFAOYSA-N 2,2,4-trimethylhexanoic acid Chemical class CCC(C)CC(C)(C)C(O)=O FCWBXMTVLZGVEG-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical class CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- ASAHZDPKCCONIV-UHFFFAOYSA-N 2,5-dimethylhexanoic acid Chemical class CC(C)CCC(C)C(O)=O ASAHZDPKCCONIV-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- MWYMHSXSPUXVNC-UHFFFAOYSA-N 3,3,4-trimethylhexanoic acid Chemical class CCC(C)C(C)(C)CC(O)=O MWYMHSXSPUXVNC-UHFFFAOYSA-N 0.000 description 1
- KTWWTCBUJPAASC-UHFFFAOYSA-N 3,5-dimethylhexanoic acid Chemical class CC(C)CC(C)CC(O)=O KTWWTCBUJPAASC-UHFFFAOYSA-N 0.000 description 1
- PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical class CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229910015444 B(OH)3 Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- ALKZAGKDWUSJED-UHFFFAOYSA-N dinuclear copper ion Chemical compound [Cu].[Cu] ALKZAGKDWUSJED-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical class CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- NTQMYELHSZGLKV-UHFFFAOYSA-N n-(2-phenylpropan-2-yl)prop-2-enamide Chemical class C=CC(=O)NC(C)(C)C1=CC=CC=C1 NTQMYELHSZGLKV-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical class CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
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Abstract
The invention discloses the copper carboxylate salt liquid of the stabilization with high concentration, it is prepared by stabilizer such as water and/or acid.The liquid includes about 4 10% copper.Also disclose a kind of new preparation method.
Description
The technical field of the present invention
The present invention relates to high concentration copper and preferably with low viscosity, the copper carboxylate salt liquid of no crystal precipitation.
The background of the present invention
Carboxylic acid mantoquita has a wide range of applications field.Be mainly used for shipbottom paint anti-fouling agent processed, submarine cable and general cable it is anti-
Aqua;The inhibitor of unsaturated polyester (UP);It is additionally operable to mould proof, the preservative of other products.In addition nearest application is additionally operable to organic
The preparation of ink solution.
Carboxylic acid mantoquita is usually to produce in organic solvent in solvent and be supplied to formulator at present.In order to valuably
Reduce business storage and transportation cost, and the active material being industrially advantageously provided in less solvent, production concentration tool
There is long-chain(C6-C32)The copper carboxylate salt liquid of branched carboxylic acids is an ideal target.This material be easier handle and
Transport.In addition, it is also to prepare to be easy to provide greater flexibility.In addition, some fields such as ceramic ink, it is desirable that carboxylic acid
The higher the better for copper coin cellulose content in mantoquita, and cannot have precipitate at normal temperatures, and moisture and solvent content are the smaller the better.
The concentration copper carboxylate salt liquid can provide the copper more than 4%, and preferably under normal storage and use condition still
So stablize.Unstability shows as precipitating, and crystal precipitation and/or misty or hazy appearance and/or viscosity increase.
The object of the present invention is to provide comprise more than concentration copper carboxylate saline solution of about 4% weight to the copper of 10% weight
Body.The liquid preferably has less than the viscosity of about 200 centipoises.
The general introduction of the present invention
The present invention relates to the concentrated liquid carboxylates of copper, wherein the ligand with metal coordination is preferably carboxylic acid, it is optimal
Select 2 ethyl hexanoic acid, neodecanoic acid(versatic)And aphthenic acids.These liquid include 4% to about 10%, the preferably copper coin of 6-10%
Element.In addition, describing a kind of method preparing the composition.
Unless otherwise stated, all numbers, ratio or percentage are by weight.
" alkyl " used herein refers to containing carbochain, it can be straight chain, branch or cricoid, substitution(It is single- or multi-)
Or it is undersaturated;And saturation.
" free acid " used herein refers to passing through acid preferably by sodium hydroxide as alkalimetric titration agent using aqueous solution
The H+ concentration that alkalimetric titration measures.
"comprising" used herein refers to that each component may be used in combination.Therefore, term "consisting essentially of ..." and
" Consists of " is the materialization of term "comprising".
The detailed description of the present invention
The copper carboxylate salt liquid includes carboxylic acid mantoquita.Carboxylic acid mantoquita is prepared preferably by carboxylic acid and water-soluble copper salt.
It includes that aliphatic series, cyclic aliphatic, alicyclic and aromatics is mono- and polybasic carboxylic acid to be suitble to the carboxylic acid used.The acid can be full
And/or it is undersaturated, linear chain or branched chain.Organic carboxyl acid can be or mixtures thereof natural or synthesis, such as tall oil acid and
Cyclic carboxylic acids, such as aphthenic acids.Various synthesis of carboxylic acid, especially aliphatic series or cycloaliphatic monocarboxylic and its mixture are all useful.
Long-chain, branched carboxylic acids are preferred.
Organic carboxyl acid is preferably C6-C32, more preferable C6-C18, most preferably C8-C10.If using mixture, can make
Use C5, C2 or one or more acid less than the carboxylic acid of C6 as the mixture.Preferably, compared with present in it more than C6
Carboxylic acid, C6 or lower carboxylic acids exist on a small quantity.The example of useful organic carboxyl acid include isovaleric acid, caproic acid, 2 Ethylbutanoic acid,
N-nonanoic acid, capric acid, 2 ethyl hexanoic acid, isooctyl acid, octanoic acid, isononanoic acid, neodecanoic acid(Versatic), undecenoic acid, lauric acid, palm fibre
The commercial mixture of palmitic acid acid, stearic acid, oleic acid, linoleic acid and one or more carboxylic acids such as aphthenic acids.It is preferred that the acid of aphthenic acids
Value is about 160-300 milligrams KOH/ grams.Mixture of carboxylic acids is suitble to use.
It is preferable to use carboxylic acid be neodecanoic acid(Neodecanoic acid such as by Shell the Versatic provided and being provided by Exxon)、
2 ethyl hexanoic acid, aphthenic acids(Preferred acid number is about 160-300 milligrams KOH/ grams), 2-Methyl Butyric Acid, 3 Methylbutanoic acid, 2,2- bis-
Methylpropanoic acid, 3,5- dimethylhexanoic acids, 2- ethylpentanoics, 2,5- dimethylhexanoic acids, 3- thylhexoic acids, 2,2,4 tri-methyl hexanoic acids,
3,3,4- tri-methyl hexanoic acids, octanoic acid, neodecanoic acid, 2,6- dimethyl are sad, 4,6- dimethyl is sad, 2,4,6- trimethyls are sad,
2,4,6- trimethylnonanoics and 2,4,6- trimethyls nonacosane acid.
Carboxylic acid most preferably with is aphthenic acids(Preferred acid number is about 160-300 milligrams KOH/ grams), neodecanoic acid
(Versatic), octanoic acid and 2 ethyl hexanoic acid.
Carboxylic acid suitable for preparing carboxylic acid mantoquita is also applied for the molar ratio for realizing stable free acid to copper.
When preparing copper carboxylate salt liquid, carboxylic acid salt solution is preferably prepared by reacting for carboxylic acid and alkali, the alkali
For alkali metal, alkaline-earth metal or ammonium(It is preferred that four(Low alkyl group)Oxide, hydroxide, carbonate or the bicarbonate of ammonium.It is suitable
Close preferred I alkali metal of race of alkali with carboxylic acid reaction, the preferably hydroxide of lithium, sodium or potassium.The alkali is most preferably the hydroxide of sodium
Object.It is suitble to the alkali packet used to live:Sodium hydroxide, lithium hydroxide, potassium hydroxide, ammonium hydroxide.Carboxylic acid preferably exists with reacting for alkali
It is carried out in the presence of water to form carboxylic acid salt solution, that is, water is preferred reaction medium.The pH value of carboxylic acid salt solution is preferably from about
7.5-12, more preferably from about 8.5-11, most preferably from about 9-10.PH value may be needed to adjust to meet these ranges.
Then preferably by carboxylate(The preferably form of salting liquid)It generates with water-soluble copper reactant salt and is situated between in organic solvent
Carboxylic acid mantoquita in matter.It is copper sulphate, copper chloride, copper nitrate to be suitble to the water-soluble copper salt used.In general, it can use and appoint
What water-soluble mantoquita or salt mixture.
Reaction medium includes organic solvent.Suitable solvent is selected from hexane, hexamethylene, heptane, methylpentane, methyl ring penta
Alkane etc. and its isomers and mixture.Organic solvent for use in the present invention includes hexane(N-hexane content is 95-99.9%)、
Normal heptane, pentane, 3- methylpentanes, 2- methyl cyclopentanes, 2,3- dimethylbutanes, toluene and its mixture.
Carboxylate and water-soluble copper salt are reacted, conventional Liquid-liquid extraction is then carried out.React completion
Afterwards, water layer is removed.This can be carried out by any conventional method.It is preferred that the organic layer is then washed with water.Thick liquid can be with
The content for adjusting water and free acid by conventional method afterwards, to reach water to copper and/or free acid to the suitable of copper
Molar ratio.Such as the concentration of water can be adjusted by azeotropic distillation and/or addition water.Free acid concentration can be by being added carboxylic acid
And/or another stable acid is adjusted.
Viscosity preferably less than about 300 centipoises of final copper carboxylate salt liquid, more preferably less than about 200 centipoises are most preferably low
In about 50 centipoises.
Preferably less than about 50 DEG C of carboxylate and the temperature of water-soluble copper salt reacted, more preferably at about carry out at room temperature.
The method for being preferred for the stable concentration copper carboxylate salt liquid of production passes through below to preparing isooctyl acid copper of the present invention
The description of liquid illustrates.
There are two key steps.
1. the preparation of carboxylic acid salt solution
R-COOH + NaOH → R-COONa + H2O
Isooctyl acid sodium iso-octoate
2. the carboxylic acid mantoquita in water/organic solvent(Isooctyl acid copper)Preparation
CuSO4 + 2R-COONa → Cu(OOCR)2 + 2Na2SO4
Copper sulphate isooctyl acid copper
Isooctyl acid copper is made by mixing copper sulphate solution and carboxylic acid salt solution in two dicyandiamide solutions.Discard gained water
Layer.Organic layer can be washed with water.
In order to fall into free acid in the molar ratio of copper, carboxylic acid and/or another stabilization can be additionally incorporated at this stage
Acid.The concentration of free acid can be measured by acid/base titration known to the ordinarily skilled artisan.It is preferably used as alkalimetric titration
Agent is sodium hydroxide solution.
In addition to free acid, isooctyl acid copper liquid body may include water.Stability of the water for concentration copper carboxylate salt liquid, it is possible to provide
Stabilization.Water content can be determined by Karl-Fischer analytic approach well known in the art.Water content is carried by adjusting
For the appropriate molar ratios of this paper defineds.This can be carried out by removal such as azeotropic distillation and/or by the way that water is added.When distillation
Between can be different, this depends on the boiling point of scale and solvent.
It has been found that the water and/or acid as additive can effectively stablize the concentration carboxylic acid mantoquita organic
In solvent.It is any or both can a certain concentration exist.It is brilliant that liquid without any water or free acid can generate rapidly precipitation
Body.The composition of the present invention is preferred to be stablized at least about 3 days, more preferably at least about 7 days, most preferably at least about 14 days.
To stability importantly, the copper carboxylate salt liquid has suitable water to copper molar ratio and/or free acid
To copper molar ratio and required copper concentration.Preferably, water to copper molar ratio and free acid to copper coin
Plain molar ratio all in the range of providing herein.
Those skilled in the art can be seen that can before producing carboxylic acid mantoquita, among or use later conventional
Method adjusts the molar ratio of water, free acid or water and free acid.
Water can provide stabilization to copper carboxylate salt liquid.Especially, in a certain range mole of water and copper
Than the stability that the concentration copper carboxylate salt liquid can be improved.In order to reach suitable molar ratio, water can be added or using conventional
Method, as azeotropic distillation method goes to remove water.
Acid can provide stabilization to carboxylic acid mantoquita.It is all compatible with organic solvent and carboxylic acid mantoquita to be suitble to the acid used
Organic acid.Compatibility refers to that the organic acid can dissolve to required degree to reach required free acid concentration.The skilled skill in this field
Art personnel can make this judgement.Especially, in a certain range high concentration can be improved in the molar ratio of free acid and copper
The stability of copper carboxylate salt liquid.Free acid(H+)Concentration can be determined by conventional acid/base titration.It is preferable to use alkali
Property titrant be sodium hydroxide solution.In order to reach free acid ratio, acid is used.It is suitble to the acid used to include:Carboxylic acid, including with
Those of upper description, sour and ester, the acid based on sulphur compound and ester based on phosphorus compound, the acid based on roc compound and ester,
And its mixture.
It includes phosphoric acid to be suitble to the sour and ester based on phosphorus compound used(H3PO4);The list and dialkyl ester of phosphoric acid(Such as,
R1H2P4 and R1R2HPO4, wherein R1 and R2 are methyl, ethyl, propyl, isopropyl, butyl, amyl, hexyl, 2- ethylhexyls
And combinations thereof form);O- phosphorous acid(HPO3);Metaphosphoric acid;Monoalkyl-phosphonic acid(Such as, RH2PO3, wherein R are methyl, ethyl or 1-
Propyl);The monoesters of alkyl phosphonic acid(Such as, RR1HPO3, wherein R are methyl, ethyl and 1- propyl, and R1 is methyl, ethyl, third
Base, isopropyl, butyl, amyl, hexyl, 2- ethylhexyls, and combinations thereof form);The organic derivative of phosphinic acids(Such as
RR1HPO2, wherein R and R1 are methyl, ethyl, propyl, isopropyl, butyl, amyl, hexyl, 2- ethylhexyls and combinations thereof shape
Formula);And its mixture.
It includes sulfuric acid to be suitble to the sour and ester based on sulphur compound used;Pyrosulfuric acid;Alkane and arene-sulfonic acids(Such as,
RSO3H, wherein R are methyl, ethyl, n-propyl, 2- propyl, butyl, amyl, hexyl, trifluoromethyl, phenyl, 3,5- dimethyl
Phenyl, m- nitrobenzene, 2- aminobenzenes, 3- aminobenzenes, p- detergent alkylate, p- toluene, 1- naphthalenes, 2- naphthalenes, 2- acrylamidos
Propane, 2- acrylamido -2- methylpropanes, 2- methacryl amido -2- methylpropanes, 3- acrylamidos -2,4,4-
Trimethylpentane, 2- acrylamido -2- diphenylphosphino ethanes, 2- acrylamido -2- phenyl-propanes, 2- acrylamidos -2-
(P- tolyl)Ethane), sulfamic acid(H2NSO3H);P- aminobenzenesulfonic acid;Alkane and aromatic hydrocarbons sulfinic acid(Such as, RSO3H,
Middle R is alkyl or aryl);And its mixture.
It includes boric acid to be suitble to the acid based on boron compound used(B(OH)3)And metaboric acid(HBO2).
Acid can before preparing carboxylic acid mantoquita, among or use later.Preferably, acid is before or during preparation process
It uses.Acid can be added in single step or in several steps.For example, carboxylic acid is available as produced carboxylic acid mantoquita, and if need
It wants, other carboxylic acid can be added after the preparation to reach suitable molar ratio.In addition, acid is combinable or is used alone.Such as
Fruit is used in combination, and acid can be premixed and is added simultaneously, or be individually added into.Acid can as the acid or the form of the salt of the acid adds
Enter.
Preferred carboxylic acid mantoquita is prepared using aphthenic acids, neodecanoic acid, 2 ethyl hexanoic acid, octanoic acid and its mixture.The new last of the ten Heavenly stems
It is Cu while sour copper(C10H19O2)3.The general formula of 2 ethyl hexanoic acid copper and cupric octoate is Nd(C8H15O2)3.
The isooctyl acid copper liquid body of the present invention includes about 4-10%, preferably from about 6-10%, the most preferably from about copper of 7-10% weight.It is excellent
Choosing, isooctyl acid copper liquid body are made using hexane, hexamethylene, methylpentane and its isomers or mixture as solvent
It is standby.
Neodecanoic acid copper, 2 ethyl hexanoic acid copper, cupric octoate and free acid in copper naphthenate solution and copper molar ratio light rain or
Equal to about 5, preferably less than or equal to about, most preferably less than or equal to about 3. pairs of molar ratios to copper are preferably small less than or equal to 5
In or equal to 0.5, most preferably less than or equal to about 0.1.
Method and product of the following embodiment for preferably describing and defining the present invention.They for illustration purposes, because
This is it should be understood that can be changed or change to these following not illustrated compositions.These variations will not change from substantial
Composition, formula, method or function, thus be still considered as falling by the spirit and scope of the present invention described in appended claims it
It is interior.
1 following embodiment of embodiment illustrates a kind of method being used to prepare present invention concentration copper carboxylate salt liquid;
In 2 liters of reactors, 250 grams of sodium hydroxide solutions are added(20%)About 405 grams of isooctyl acids(Purity is more than 99%), prepare
Go out sodium iso-octoate/aqueous solution.First, 700 grams of technical grade hexanes are added into the transparent colourless solution at 25 DEG C, then add
Enter copper sulfate solution(Containing 155 grams of cupric sulfate pentahydrates), in the case where being vigorously mixed, the latter is added dropwise in about 40 minutes.Product is immediately
It is precipitated out and is quickly soluble in organic layer in water layer.It is added after completing, is further stirred for the mixture 30 minutes and abandons
Fall water layer, with the 3*250 milliliters of water washing organic layers.Then the reactor is loaded onto into Dean-Stark connectors, then by altogether
Boiling distills to remove the desired amount of water.Final product is a kind of stabilization, dark green solution.It is following that analysis determines that the product has
Composition:
Copper 8%
Free isooctyl acid 45%
Water 1530ppm
Free isooctyl acid/copper molar ratio
45 grams/144=0.3125m(The molecular weight of 144=isooctyl acid)
8 grams/64=0.125m
0.3125/0.125=2.5
Water/copper molar ratio:
0.1530 gram/18=0.0085
0.0085/0.125=0.068
The summation of two molar ratios:2.568
The viscosity of the product is 20 centipoises.Water is greater than or equal to the summation of the molar ratio of copper copper and free acid
1。
2 following embodiment of embodiment with embodiment 1 for being compared:
The step of repeating embodiment 1, only the addition of isooctyl acid is 250 grams and water concentration is reduced to by azeotropic distillation
1500ppm or less.In distillation process, viscosity increases.After distillation is completed, analyzes and determine that the product has consisting of:
Copper 8%
Free isooctyl acid 14.5%
Water 1450ppm
Free isooctyl acid/copper molar ratio
14.5 grams/144=0.1m(The molecular weight of 144=isooctyl acid)
8 grams/64=0.125m
0.1/0.125=0.8
Water/copper molar ratio:
0.1450 gram/18=0.008
0.008/0.125=0.064
The summation of two molar ratios:0.864
The product is within subsequent a few houres(Less than about 2 hours)Precipitation, green crystal are precipitated.Water is to copper and dissociates
Acid is less than 1 to the summation of the molar ratio of copper.
Claims (8)
1. a kind of method being used to prepare copper carboxylate salt liquid, comprises the steps of:
It is added selected from single and dicarboxyl, acid and its ester based on phosphorus, acid and its ester based on sulphur, the acid based on boron;And its mixture
Acid, to be less than or free acid equal to 5 is to the molar ratio of copper;
Wherein the copper containing 4-10% weight in copper carboxylate salt liquid, the acid are selected from;Isovaleric acid, caproic acid, 2- ethyl fourths
It is acid, n-nonanoic acid, capric acid, 2 ethyl hexanoic acid, isooctyl acid, octanoic acid, isononanoic acid, neodecanoic acid, undecenoic acid, lauric acid, palmitic acid, hard
Resin acid, oleic acid, linoleic acid, aphthenic acids, phosphoric acid, o- phosphorous acid, monoalkyl-phosphonic acid, the monoesters of alkyl phosphonic acid, phosphinic acids, sulfuric acid,
Pyrosulfuric acid, alkane and arene-sulfonic acids, sulfamic acid, p- aminobenzenesulfonic acid, alkane and aromatic hydrocarbons sulfinic acid, boric acid, metaboric acid and
Its mixture.
2. the method according to claim 1, wherein the free acid is less than or equal to 3 to the molar ratio of copper.
3. a kind of preparing the method for including 4-10% copper carboxylate salt liquid, include the following steps:Water, which is added, makes water to copper
Molar ratio is less than or equal to 6.
4. method according to claim 3, wherein the molar ratio is less than or equal to 0.3.
5. a kind of method preparing copper carboxylate salt liquid, includes the following steps:
Free acid is adjusted to less than or equal to 5 the molar ratio of copper;Or
Water is adjusted to less than or equal to 6 the molar ratio of copper;Or
Adjust molar ratio of the free acid to the molar ratio of copper and water to copper so that the summation of the molar ratio is more than
Or it is equal to 1.
6. method according to claim 5, wherein free acid are less than or equal to 3 to the molar ratio of copper;Water is to copper coin
The molar ratio of element is less than or equal to 0.3;And the summation of the molar ratio is greater than or equal to 1.5.
7. a kind of method preparing copper carboxylate salt liquid, includes the following steps:
By carboxylic acid with alkali reacting in water, prepare carboxylic acid salt solution;
In presence of organic solvent, the carboxylic acid salt solution is reacted with water-soluble copper salt, is formed a kind of with water layer
With the liquid of organic layer;
Remove the water layer;
Free acid is adjusted to less than or equal to 3 the molar ratio of copper, or water is adjusted to the molar ratio of copper small
In or equal to 6;Or adjust simultaneously free acid to the molar ratio and water of copper to the molar ratio of copper so that described mole
The summation of ratio is greater than or equal to 1.5.
8. a kind of method preparing carboxylic acid mantoquita, includes the following steps:The content for adjusting water, free acid or water and free acid, makes
It obtains water and free acid and 1 is greater than or equal to the summation of the molar ratio of copper.
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1231485C (en) * | 1998-04-17 | 2005-12-14 | 罗狄亚电子工程与催化公司 | Stable concentrated rare earth carboxylate liquids |
CN107827736A (en) * | 2017-12-08 | 2018-03-23 | 成都蓉橙九天生物科技有限公司 | A kind of preparation method of cupric octoate and sad copper products |
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2018
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Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1231485C (en) * | 1998-04-17 | 2005-12-14 | 罗狄亚电子工程与催化公司 | Stable concentrated rare earth carboxylate liquids |
CN107827736A (en) * | 2017-12-08 | 2018-03-23 | 成都蓉橙九天生物科技有限公司 | A kind of preparation method of cupric octoate and sad copper products |
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