NO791794L - CHELATIZER AND CHELATER. - Google Patents
CHELATIZER AND CHELATER.Info
- Publication number
- NO791794L NO791794L NO791794A NO791794A NO791794L NO 791794 L NO791794 L NO 791794L NO 791794 A NO791794 A NO 791794A NO 791794 A NO791794 A NO 791794A NO 791794 L NO791794 L NO 791794L
- Authority
- NO
- Norway
- Prior art keywords
- alkali metal
- compound
- metal ion
- nitrile
- apepana
- Prior art date
Links
- 238000000034 method Methods 0.000 claims description 37
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 15
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 14
- -1 alkali metal cyanide Chemical class 0.000 claims description 14
- 239000002738 chelating agent Substances 0.000 claims description 14
- 229910052783 alkali metal Inorganic materials 0.000 claims description 13
- 238000004061 bleaching Methods 0.000 claims description 13
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 12
- 239000013522 chelant Substances 0.000 claims description 10
- 150000002825 nitriles Chemical class 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000012736 aqueous medium Substances 0.000 claims description 7
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 7
- 229910052742 iron Inorganic materials 0.000 claims description 7
- 229920001131 Pulp (paper) Polymers 0.000 claims description 6
- 229910001385 heavy metal Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 229910052750 molybdenum Inorganic materials 0.000 claims description 5
- 239000011733 molybdenum Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
- 239000010941 cobalt Substances 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000002978 peroxides Chemical group 0.000 claims description 4
- 229910052700 potassium Chemical group 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 239000011591 potassium Chemical group 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- SCHTXWZFMCQMBH-UHFFFAOYSA-N pentane-1,3,5-triamine Chemical compound NCCC(N)CCN SCHTXWZFMCQMBH-UHFFFAOYSA-N 0.000 claims 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- 239000007844 bleaching agent Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims 1
- 229910001414 potassium ion Inorganic materials 0.000 claims 1
- 229910001415 sodium ion Inorganic materials 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- FYLGZBNNVGZPIW-UHFFFAOYSA-N 1-[4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)phenyl]ethanone Chemical compound C1=CC(C(=O)C)=CC=C1N1CCC2(OCCO2)CC1 FYLGZBNNVGZPIW-UHFFFAOYSA-N 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- 229910021529 ammonia Inorganic materials 0.000 description 7
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 239000008098 formaldehyde solution Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000005119 centrifugation Methods 0.000 description 5
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000010908 decantation Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 238000001694 spray drying Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011573 trace mineral Substances 0.000 description 2
- 235000013619 trace mineral Nutrition 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004155 Chlorine dioxide Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 1
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 235000019398 chlorine dioxide Nutrition 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000797 iron chelating agent Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
- 229910052808 lithium carbonate Inorganic materials 0.000 description 1
- JORQDGTZGKHEEO-UHFFFAOYSA-N lithium cyanide Chemical compound [Li+].N#[C-] JORQDGTZGKHEEO-UHFFFAOYSA-N 0.000 description 1
- 239000011565 manganese chloride Substances 0.000 description 1
- 235000002867 manganese chloride Nutrition 0.000 description 1
- WJZHMLNIAZSFDO-UHFFFAOYSA-N manganese zinc Chemical compound [Mn].[Zn] WJZHMLNIAZSFDO-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- DTSDBGVDESRKKD-UHFFFAOYSA-N n'-(2-aminoethyl)propane-1,3-diamine Chemical compound NCCCNCCN DTSDBGVDESRKKD-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000012256 powdered iron Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000004076 pulp bleaching Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/68—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water
- C02F1/683—Treatment of water, waste water, or sewage by addition of specified substances, e.g. trace elements, for ameliorating potable water by addition of complex-forming compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3942—Inorganic per-compounds
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/1026—Other features in bleaching processes
- D21C9/1042—Use of chelating agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Description
Chelatiseringsmiddel og chelater.Chelating agent and chelates.
Foreliggende oppfinnelse vedrører den nye forbindelse som kan anvendes som chelatiseringsmidler og fremgangsmåte for fremstilling av slike forbindelser. The present invention relates to the new compound which can be used as chelating agents and to the method for producing such compounds.
Det er kjente metoder for fremstilling av visse alifatiske polykarboksylaminosyrer eller alkalimetallsalter derav, se f.eks. Bersworth, U.S. patent nr. 2,407,645 og 2 , 387 , 735;- Munz, U.S. There are known methods for producing certain aliphatic polycarboxylic amino acids or alkali metal salts thereof, see e.g. Bersworth, U.S. Patent Nos. 2,407,645 and 2,387,735;- Munz, U.S.
nr. 2,130,505," og Singer et al, U.S. patent nr. 3,061,628. Singer et al angir også i U.S. patent nr. 2,855,428 en fremgangsmåte for fremstilling av visse alifatiske polyaminonitriller (som er mellomprodukter på veien til Singer et al frem til alifatiske polykarboksylaminosyrer), og i U.S. patent nr. 3,155,511 angis i en fremgangsmåte for fremstilling av jernsjelater av slike syrer. Scanlon et al, U.S. patent nr. 3,7.80,099 angir en fremgangsmåte for fremstilling av et jernsjelat av et salt av en aminoeddiksyre. No. 2,130,505," and Singer et al., U.S. Patent No. 3,061,628. Singer et al. also disclose in U.S. Patent No. 2,855,428 a process for the preparation of certain aliphatic polyaminonitriles (which are intermediates on the Singer et al. route to aliphatic polycarboxylic amino acids) , and U.S. Patent No. 3,155,511 discloses a process for preparing iron chelates of such acids.Scanlon et al, U.S. Patent No. 3,780,099 discloses a process for preparing an iron chelate from a salt of an aminoacetic acid.
Foreliggende oppfinnelse tilveiebringer:The present invention provides:
a) et sjelatiseringsmiddel med formelen:a) a chelating agent of the formula:
hvor M er hydrogen eller et alkalimetall (f.eks. K,Na eller Li) where M is hydrogen or an alkali metal (e.g. K, Na or Li)
ion) (b) fremgangsmåte for fremstilling av dette sjelatiseringsmiddel) og (c) sjelater derav med tung-metallioner som innbe-fatter men ikke er begrenset til jern, sink, kobolt, kopper, mangan, kalsium, krom og molybdenioner. ion) (b) method of making this chelating agent) and (c) chelates thereof with heavy metal ions including but not limited to iron, zinc, cobalt, copper, manganese, calcium, chromium and molybdenum ions.
Dette sjelatiseringsmiddel har mange anvendelser og deriblant fremstilling av chelater av sporelementer (jern, sink, mangan,; kobolt, molybden o.l.) som er anvendelige til å gi sporelementer til voksne planter. This chelating agent has many uses, including the production of chelates of trace elements (iron, zinc, manganese; cobalt, molybdenum, etc.) which are useful for providing trace elements to adult plants.
Chelatiseringsmiddelet kan også anvendes til å chelatisere ioner av tungmetaller slik som jern og mangan ved bleking av tremasse for bruk ved papirfremstilling hvorved det gjøres lettere å fjerne slike ioner fra det vanndige system som pulpen utgjør. For dette formål har det den fordel at det er biologisk ned-brytbart. The chelating agent can also be used to chelate ions of heavy metals such as iron and manganese when bleaching wood pulp for use in papermaking, thereby making it easier to remove such ions from the aqueous system that constitutes the pulp. For this purpose, it has the advantage of being biodegradable.
Foreliggende oppfinnelse tilveiebringer et nitril som er et mel-lomprodukt for dette chelatiseringsmiddel og nitrilet har formelen: The present invention provides a nitrile which is an intermediate product for this chelating agent and the nitrile has the formula:
Dette nitrillet kan betegnes "aminopropyletylendiaminopenta-acetonitril" som kan forkortes til APEPAN. This nitrile can be termed "aminopropylethylenediaminopenta-acetonitrile" which can be abbreviated to APEPAN.
Når M er hydrogen kan chelatiseringsmiddelet ifølge foreliggende oppfinnelse kalles: When M is hydrogen, the chelating agent according to the present invention can be called:
(a) pentakarboksylmetymetylert aminopropyl ethlendiamin,'(a) pentacarboxylmethylmethylated aminopropyl ethylenediamine,'
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(b) N-(2-aminoetyl)-1,3-propandiamin, N,N,N',N , N - penta-eddiksyrej (b) N-(2-aminoethyl)-1,3-propanediamine, N,N,N',N , N -penta-acetic acidj
(c) propanediamin, N- (2-aminoetyl) pentakarboksymetylat',(c) propanediamine, N-(2-aminoethyl)pentacarboxymethylate',
(d) propanediamin, N- (2-aminoetyl) pentaeddiksyre', eller (e) aminopropyletylenediaminpentaeddiksyre. Når M er hydrogen, kan det betegnes "APEPA" og når M er et alkalimetallion kan de følgende betegnelser brukes (avhengig av alkalimetallionet): (d) propanediamine, N-(2-aminoethyl)pentaacetic acid', or (e) aminopropylethylenediaminepentaacetic acid. When M is hydrogen, it may be designated "APEPA" and when M is an alkali metal ion, the following designations may be used (depending on the alkali metal ion):
' Tre generelle metoder er kjente for utførelse av fremstillingen av chelatiseringsmiddelet ifølge foreliggende oppfinnelse. Disse er: Fremgangsmåte nr. 1 Three general methods are known for carrying out the production of the chelating agent according to the present invention. These are: Method #1
som kan kalles "APDA" omsettes i et alkalisk vanndig medium med et alkalimetallcyanid og formaldehyd for å gi et alkalimetallsalt av APEPA (f.eks. APEPAK, APEPANa eller APEPALij. Biproduktet ammoniakk fordampes fra det vanndige systemet ettersom det (ammoniakken) dannes. Alkalimetallsaltet av APEPA ut-vinnes som et fast stoff, det f.eks. ved sprøytetørking, éller ved å fordampe en vesentlig mengde vann fra systemet og deretter kjøle den vanndige resten slik at alkalimetallsaltet av APEPA utfelles! Det utfelte saltet isoleres ved filtrering, dekantering eller sentrifugering. which may be called "APDA" is reacted in an alkaline aqueous medium with an alkali metal cyanide and formaldehyde to give an alkali metal salt of APEPA (eg APEPAK, APEPANa or APEPALij. The by-product ammonia is evaporated from the aqueous system as it (the ammonia) is formed. The alkali metal salt of APEPA is recovered as a solid substance, e.g. by spray drying, or by evaporating a significant amount of water from the system and then cooling the aqueous residue so that the alkali metal salt of APEPA is precipitated! The precipitated salt is isolated by filtration, decantation or centrifugation.
Det følgende skjema angir reaksjonen hvorved saltet av APEPA fremstilles ved anvendelse av fremgangsmåte nr. 1: The following scheme indicates the reaction by which the salt of APEPA is prepared using method No. 1:
M i det ovenstående skjema representerer et alkalimetallion. M in the above scheme represents an alkali metal ion.
APDA er handelsvare. Det kan fremstilles ved å omsette etylen-diamin med akrylon.itril og hydrogenere det resulterende produkt. APDA is a commercial product. It can be prepared by reacting ethylenediamine with acrylonitrile and hydrogenating the resulting product.
Eksempel 1, infra illustrerer fremstillingen av APEPANa ved fremgangsmåte nr. 1. Example 1, infra illustrates the production of APEPANa by method no. 1.
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i Fremgangsmåte nr. 2 in Procedure No. 2
APDA omsettes i et alkalisk vånndig medium med et alkalimetallsalt av monokloreddiksyre og et alkalimetallhydroksyd under dannelse av et alkalimetallsalt av APEPA, vann, og et alkali-metallklorid. Dette saltet av APEPA kan isoleres som beskrevet i fremgangsmåte nr. 1. APDA is reacted in an alkaline aqueous medium with an alkali metal salt of monochloroacetic acid and an alkali metal hydroxide to form an alkali metal salt of APEPA, water, and an alkali metal chloride. This salt of APEPA can be isolated as described in method no. 1.
Det følgende skjema angir reaksjonen hvorved alkalimetallsaltet av APEPA dannes ved bruk av fremgangsmåte nr. 2: The following scheme indicates the reaction by which the alkali metal salt of APEPA is formed using method #2:
inn i ovennevnte ligning utgjør et alkalimetallion. For enkel-hets skyld viser ovennevnte ligning et alkalimetallhydroksyd (MOH), men også et alkalimetallkarbonat (f.eks. kalium eller natriumkarbonat) kan anvendes for å gi alkalisk reaksjon. P.g.a. sin lave løslighet anbefales ikke litiumkarbonat. into the above equation constitutes an alkali metal ion. For the sake of simplicity, the above equation shows an alkali metal hydroxide (MOH), but also an alkali metal carbonate (eg potassium or sodium carbonate) can be used to give an alkaline reaction. Because of. due to its low solubility, lithium carbonate is not recommended.
Fremgangsmåte 1, infra, illustrerer fremstillingen av APEPANa ved fremgangsmåte nr. 2. Method 1, infra, illustrates the preparation of APEPANa by method no. 2.
Fremgangsmåte nr. 3Method #3
APDA omsettes i en sur vanndig løsning med HCN og formaldehyd og gir et nitril med formelen APDA is reacted in an acidic aqueous solution with HCN and formaldehyde and gives a nitrile with the formula
Dette nitrilet som kan kalles aminopropyletylendiaminopenta^acetonitril kan betegnes "APEPAN". This nitrile which can be called aminopropylethylenediaminopenta^acetonitrile can be called "APEPAN".
APEPAN kan adskilles fra den sure moder lut hvori det dannes i ved fordampning av en vesentlig andel av vann fra det sure vanndige system omfattende APEPAN og kjøling av det resulterende vanndig system (f.eks. til 1 til 25°C eller 5 til 15°C) for å utfelle APEPAN og isolere det utfelte APEPAN (f.eks. ved filtrering, dekantering eller sentrifugering). Om ønsket kan det isolerte APEPAN vaskes med kaldt vann for å befri det (APEPAN) for syre. APEPAN can be separated from the acidic mother liquor in which it is formed by evaporating a substantial portion of water from the acidic aqueous system comprising APEPAN and cooling the resulting aqueous system (eg, to 1 to 25°C or 5 to 15° C) to precipitate APEPAN and isolate the precipitated APEPAN (eg by filtration, decantation or centrifugation). If desired, the isolated APEPAN can be washed with cold water to free it (APEPAN) from acid.
Det adskilte APEPAN omsettes med en vanndig alkalimetallhydrok-sydløsning for å gi et alkalimetallsalt av APEPA og biproduktet ammoniakk som fordampes fra reaksjonsblandingen. The separated APEPAN is reacted with an aqueous alkali metal hydroxide solution to give an alkali metal salt of APEPA and the byproduct ammonia which is evaporated from the reaction mixture.
Alkalimetallsaltet av APEPA kan isoleres ved metode som er beskrevet i fremgangsmåte nr. 1. The alkali metal salt of APEPA can be isolated by the method described in method no. 1.
De følgende skjemaer angir reaksjoner hvorved alkalimetallsalt av APEPA fremstilles ved å bruke fremgangsmåte nr. 3: The following schemes indicate reactions by which the alkali metal salt of APEPA is prepared using method #3:
M representerer i ovenstående skjema et alkalimetallion (f.eks. kalium, natrium eller litium). M in the above scheme represents an alkali metal ion (e.g. potassium, sodium or lithium).
Fremgangsmåte 2, Infra, illustrerer fremstillingen av APEPAN og APEPANa ved fremgangsmåte nr. 3. Method 2, Infra, illustrates the preparation of APEPAN and APEPANa by method No. 3.
De følgende eksempler og fremgangsmåter illusterer videre foreliggende oppfinnelse. Eksemplene ble utført.. Selv om frem gangsmåten ikke ble utført, vil de illustrere visse aspekter ved oppfinnelsen. The following examples and methods further illustrate the present invention. The examples were carried out.. Although the method was not carried out, they will illustrate certain aspects of the invention.
Eksempel 1Example 1
( Fremstilling av APEPANa ved fremgangsmåte nr. 1)(Preparation of APEPANa by method no. 1)
Et alkalisk vanndig system ble fremstilt ved å blande i en be-. luftet reaksjonssone utstyrt med en oppvarmingsanordning, en kjøleanordning, en røranordning, og to inntak: (a) 500 kg vann) An alkaline aqueous system was prepared by mixing in a be-. aerated reaction zone equipped with a heating device, a cooling device, a piping device, and two intakes: (a) 500 kg of water)
(b) 1172 kg (10,0 kilomol) APDA) og (c) 80 kg (2 kilomol) natriumhydroksyd tilsatt som en .50 % vanndig løsning. 4 464 kg av en vanndig 37 % formaldehydløsning (55,0 kilomol HCHO) og 8904 kg av en vanndig 30 % NaCN løsning (54,5 kilomol NaCN) ble tilsatt reaksjonssonen under røring av den resulterende reaksjonsblanding deri og under opprettholdelse av denne blandingen ved kokepunktet for å fordampe biproduktet ammoniakk derifra hoved-saklig etter som ammoniakken ble dannet. Natriumcyanid løs-ningen og formaldehyd løsningen ble tilsatt med slik hastighet at - inntil reaksjonen var praktisk talt ferdig - var cyanidet til-stede i lite overskudd utover formaldehydet. (b) 1172 kg (10.0 kilomol) APDA) and (c) 80 kg (2 kilomol) sodium hydroxide added as a .50% aqueous solution. 4464 kg of an aqueous 37% formaldehyde solution (55.0 kilomol HCHO) and 8904 kg of an aqueous 30% NaCN solution (54.5 kilomol NaCN) were added to the reaction zone while stirring the resulting reaction mixture therein and maintaining this mixture at the boiling point to evaporate the by-product ammonia from it mainly after the ammonia was formed. The sodium cyanide solution and the formaldehyde solution were added at such a rate that - until the reaction was practically complete - the cyanide was present in a small excess over the formaldehyde.
Den fordampede ammoniakk ble gjenvunnet.The evaporated ammonia was recovered.
Når reaksjonen var fullstendig og all natriumcyanid og formaldehyd løsning var tilsatt, ble vann fordampet fra det vanndige produktet inntil dettes totale volum var redusert til ca. 6 0 % When the reaction was complete and all the sodium cyanide and formaldehyde solution had been added, water was evaporated from the aqueous product until its total volume was reduced to approx. 6 0%
og det resulterende konsentrerte vanndig produkt ble avkjølt til atmosfæretemperatur (ca. 20°C) for å hjelpe på utfellingen av APEPANa. and the resulting concentrated aqueous product was cooled to ambient temperature (about 20°C) to aid in the precipitation of APEPANa.
Det utfelte APEPANa ble fraskilt ved sentrifugering og gjenvunnet. The precipitated APEPANa was separated by centrifugation and recovered.
Om ønsket kan APEPAK fremstilles ved å erstatte NaCN og NaQH med KCN og KOH henholdsvis, og APEPALi kan fremstilles' ved å bruke LiCN og LiOH. If desired, APEPAK can be prepared by replacing NaCN and NaQH with KCN and KOH respectively, and APEPALi can be prepared using LiCN and LiOH.
Alternativt kan APEPANa gjenvinnes ved sprøytetørking av det vanndige produkt som inneholder APEPANa2før eller etter fordampning av vann i det ovennevnte konsentreringstrinnet. Alternatively, APEPANa can be recovered by spray drying the aqueous product containing APEPANa2 before or after evaporation of water in the above concentration step.
Natriumhydroksydet er ikke en reaktant men tilsettes for å kon-trollere pH for å sikre at systemet er alkalisk hele tiden og for å.hindre dannelse av HCN. Ved å bruke forraaldehyd som inneholder lite eller ingen syre, kan natriumhydroksydet ute-lates eller den anvendte mengde kan reduseres. Imidlertid foretrekkes det å arbeide ved en pH over 9. The sodium hydroxide is not a reactant but is added to control the pH to ensure that the system is alkaline at all times and to prevent the formation of HCN. By using forraaldehyde which contains little or no acid, the sodium hydroxide can be omitted or the amount used can be reduced. However, it is preferred to work at a pH above 9.
Paraformaldehyd eller treoksan kan anvendes som en formaldehyd kilde. Paraformaldehyde or treoxane can be used as a formaldehyde source.
Eksmepel 2Example 2
( Bruk av APEPANa j blekning av tremasse)(Use of APEPANa j bleaching of wood pulp)
Bruken av chelatiseringsmidler ved bleking av tremasse (f.eks. når den blekte tremassen skal brukes i papirfabrikasjon) er vel-kjent og beskrevet på side 191 i "The Bleaching of Pulp", TAPPI Monograph Series nr. 27, Technical Association of the Pulp and Paper Industry (360 Lexington Avenue, New York, N. Y. 10017, USA) 1963. The use of chelating agents in pulp bleaching (e.g. when the bleached pulp is to be used in papermaking) is well known and described on page 191 of "The Bleaching of Pulp", TAPPI Monograph Series No. 27, Technical Association of the Pulp and Paper Industry (360 Lexington Avenue, New York, N.Y. 10017, USA) 1963.
Malt tremasse fra Utansjø ble underkastet standard bleking i et termostatistert bad som følger: Painted wood pulp from Utansjø was subjected to standard bleaching in a thermostatic bath as follows:
1. I sats nr. 2 og 3 ble chelatiseringsmidlene fylt i en for-behandling (1 t. 40°C, konsentrasjon 3 %). Dette ble etter-fulgt av vask. 2. I sats nr. 4,5 og 6 ble chelatiseringsmiddlene tilsatt di-rekte i blekebadet. 1. In batches no. 2 and 3, the chelating agents were filled in a pre-treatment (1 h. 40°C, concentration 3%). This was followed by washing. 2. In batches no. 4, 5 and 6, the chelating agents were added directly to the bleaching bath.
Dosering av chelatiseringsmiddelDosage of chelating agent
0,2 og 0,4 % handelsprodukt beregnet som i vekt av tørr masse ble fylt i. I forbehandlingen ble springvann brukt og i det<1>0.2 and 0.4% commercial product calculated as the weight of dry mass was filled in. In the pre-treatment tap water was used and in it<1>
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følgende vasketrinn mineralfritt vann brukt. following washing step mineral-free water used.
Etter bleketrinnet ble massen.vasket med mineralfritt vann og After the bleaching step, the mass was washed with mineral-free water and
herk ble fremstilt ifølge SCAN. Resultatene er angitt i den følgende tabell: herk was produced according to SCAN. The results are shown in the following table:
Resultatene fra de ovennevnte satser viser at: 1. Forsøksresultatene for APEPANa, hvor dette ble satt til blekebadet var like gode som for DTPA: 2. Ved fylling av APEPANa i forbehandlingen ble et noe bedre, resultat oppnådd ( lyshet og restperoksyd) avhengig enten av bedre effektivitet i de mer fortynnede løsninger eller vask-ingen i det følgende vasketrinn. The results from the above-mentioned rates show that: 1. The test results for APEPANa, where this was added to the bleaching bath, were as good as for DTPA: 2. When filling APEPANa in the pretreatment, a slightly better result was obtained (brightness and residual peroxide) depending either on better efficiency in the more dilute solutions or no washing in the following washing step.
Selv om ovennevnte forsøk ble utført ved å bruke APEPANa i et peroksyd blekesystem, er APEPANa (eller APEPA pr. se) anvende-lig i .andre blekesystemer som innebefatter men ikke er begrenset til et hydrosulfit blekesystem (ved pH 5 til 6), et•klor-blekesystem og et. klordioksyd blekesystem. Although the above experiments were conducted using APEPANa in a peroxide bleaching system, APEPANa (or APEPA per se) is useful in other bleaching systems including but not limited to a hydrosulfite bleaching system (at pH 5 to 6), a • chlorine-bleaching system and a. chlorine dioxide bleaching system.
Fremgangsmåte 1Procedure 1
( Fremstilling av APEPANa ved metode nr. 2)(Preparation of APEPANa by method no. 2)
En vanndig alkalisk reaksjonsblanding kan fremstilles ved å blande i en reaksjonssone utstyrt med et røremiddel og et oppvarmingsmiddel: (a) 750 g vann,' (b) 117 ,2 g (1,0 mol) APDA,<*>582,5 (5,0 mol) natriummonokloracetat (ClCH2COONa) ', og 265 g (2,5 mol) natriumkarbonat. Reaksjonsblandingen kan holdes på 90 - 98°C i 4 - 6 timer for å gi et vanndig produkt inneholdene APEPANa og en moderlut. APEPANa kan isoleres ved å koke det vanndige produktet inntil ca. 60 % eller mer av vannet er fordampet og kjøle (f.eks. til 1 - 25°C eller 5 - 15°C) for å utfelle APEPANa som kan separeres (f.eks. ved filtrering, sentrifugering eller dekantering) og isoleres. Det isolerte rå APEPANa kan vaskes med kaldt (f.eks. 1 - 25°C eller 5 15°C) vann for fjerne vannløslige forurensninger. An aqueous alkaline reaction mixture can be prepared by mixing in a reaction zone equipped with a stirring agent and a heating agent: (a) 750 g of water,' (b) 117 .2 g (1.0 mol) APDA,<*>582.5 ( 5.0 mol) of sodium monochloroacetate (ClCH2COONa)', and 265 g (2.5 mol) of sodium carbonate. The reaction mixture can be held at 90 - 98°C for 4 - 6 hours to give an aqueous product containing APEPANa and a mother liquor. APEPANa can be isolated by boiling the aqueous product until approx. 60% or more of the water is evaporated and cooled (eg to 1 - 25°C or 5 - 15°C) to precipitate APEPANa which can be separated (eg by filtration, centrifugation or decantation) and isolated. The isolated crude APEPANa can be washed with cold (eg 1 - 25°C or 5 15°C) water to remove water-soluble impurities.
Sprøytetørking kan også anvendes for å isolere rått APEPANa. Spray drying can also be used to isolate crude APEPANa.
Hvis en renere grad av APEPANa er ønsket, kan det vanndige produkt som inneholder moderlut og APEPANa behandles med syre (f.eks. saltsyre eller svovelsyre) for å innstille pH på ca. 1,3 for å overføre APEPANa til APEPA som utfelles. Det utfelte APEPA kan separeres, vaskes med vann om ønsket og isoleres. Alternativt kan det separerte APEPA overføres til APEPANa ved behandling med ca. en støkiometrisk mengde av nat-triumhydroksyd i et vanndig medium, separeres og isoleres. If a purer grade of APEPANa is desired, the aqueous product containing mother liquor and APEPANa can be treated with acid (e.g. hydrochloric or sulfuric acid) to adjust the pH to about 1.3 to transfer APEPANa to APEPA which is precipitated. The precipitated APEPA can be separated, washed with water if desired and isolated. Alternatively, the separated APEPA can be transferred to APEPANa by treatment with approx. a stoichiometric amount of sodium hydroxide in an aqueous medium, is separated and isolated.
Fremgangsmåte 2Procedure 2
( Fremstilling av APEPAN og APEPANa ved metode nr. 3)(Preparation of APEPAN and APEPANa by method no. 3)
En 405,8 g porsjon av en vanndig 37 % formaldehydløsning (5,0 mol HCHO) og 135,2 g (5,0 mol) HCN kan blandes i en beluftet reaksjonssone (beluftningen består av et tilbakeløpsmiddel holdt under 15°C) hvor reaksjonssonen er utstyrt med et kjølemiddel, et oppvarmingsmiddel, to inntak og et røremiddel. Formaldehyd-løsning.en og HCN kan blandes og pH i den resulterende blanding kan justeres til en pH under 1,0 med svovelsyre mens temperaturen i blandingen holdes under ca. 20°C. A 405.8 g portion of an aqueous 37% formaldehyde solution (5.0 mol HCHO) and 135.2 g (5.0 mol) HCN can be mixed in an aerated reaction zone (the aeration consists of a reflux agent kept below 15°C) where the reaction zone is equipped with a cooling medium, a heating medium, two intakes and a stirring medium. Formaldehyde solution and HCN can be mixed and the pH of the resulting mixture can be adjusted to a pH below 1.0 with sulfuric acid while the temperature of the mixture is kept below approx. 20°C.
Et vanndig system omfattende 750 g vann og 117,2 g (1,0 mol) APDA kan settes til blandingen i reaksjonssonen med slik hastighet at: (a) temperaturen i blandingen i reaksjonssonen ikke overskrider ca. 60°C) (b) pH i denne blandingen forblir under 1,0. An aqueous system comprising 750 g of water and 117.2 g (1.0 mol) of APDA can be added to the mixture in the reaction zone at such a rate that: (a) the temperature of the mixture in the reaction zone does not exceed approx. 60°C) (b) The pH of this mixture remains below 1.0.
Etter at hele det vanndige systemet som inneholder APDA er satt til kan materialet i reaksjonssonen oppvarmes til ca. 70 - 80°C i ca. en time og deretter kjøles til ca.l5°C. I det vesentlige alt av produktet (APEPAN) vil utfelles ved 15°C. After the entire aqueous system containing APDA has been set up, the material in the reaction zone can be heated to approx. 70 - 80°C for approx. one hour and then cooled to approx.15°C. Essentially all of the product (APEPAN) will precipitate at 15°C.
Det utfelte APEPAN kan separeres ved dekantering, filtrering eller sentrifugering ved ca. 15°C. Om ønsket kan det utfelte APEPAN vaskes med kaldt (f.eks. 10 - 20°C) vann for å befri det (APEPAN) for svovelsyre. The precipitated APEPAN can be separated by decantation, filtration or centrifugation at approx. 15°C. If desired, the precipitated APEPAN can be washed with cold (e.g. 10 - 20°C) water to free it (APEPAN) from sulfuric acid.
Det separerte APEPAN kan isoleres.The separated APEPAN can be isolated.
Alternativt kan formaldehydløsningen og APDA blandes til å danne et kondensat hvilket, etter justering av pH til en verdi under 1,0 kan settes til HCN som er i den ovenfor beskrevne reaksjonssone. Kondensatet bør tilsettes med slik hastighet at temperaturen i den resulterende reaksjonsblanding forblir under ca. 60°C. Etter at alt kondensatet er satt til HCN i reaksjonssonen, kan temperaturen til materialet i reaksjonssonen justeres til ca. 70 - 80°C og holdes ved denne tempera-tur i omtrent 1 time. APEPAN produktet kan fraskilles og isoleres etter kjøling av materialet i reaksjonssonen til ca. 15°C. Alternatively, the formaldehyde solution and APDA can be mixed to form a condensate which, after adjusting the pH to a value below 1.0, can be added to HCN which is in the reaction zone described above. The condensate should be added at such a rate that the temperature of the resulting reaction mixture remains below approx. 60°C. After all the condensate has been added to HCN in the reaction zone, the temperature of the material in the reaction zone can be adjusted to approx. 70 - 80°C and held at this temperature for approximately 1 hour. The APEPAN product can be separated and isolated after cooling the material in the reaction zone to approx. 15°C.
APEPANa kan fremstilles ved å blande 156,2 g (0,5 mol) APEPAN og 650 g vann under dannelse en oppslemning og sette denne oppslemningen til en beluftet ventilasjonssone som inneholder 108 g (2,7 mol) natriumhydroksyd i form av en vanndig 25 % natriumhydroksydløsning. Oppslemningen tilsettes med slik hastighet at den resulterende reaksjonsblanding i den beluftede reaksjonssone koker svakt. Beluftningen tjener som et utløp forbi produkt av ammoniakk som gjenvinnes. Reaksjonssonen er utstyrt med et oppvarmingsmiddel, et kjølemiddel, en røranord-ning og en inntaksåpning. APEPANa can be prepared by mixing 156.2 g (0.5 mol) of APEPAN and 650 g of water to form a slurry and placing this slurry in an aerated ventilation zone containing 108 g (2.7 mol) of sodium hydroxide in the form of an aqueous 25 % sodium hydroxide solution. The slurry is added at such a rate that the resulting reaction mixture in the aerated reaction zone boils slightly. The aeration serves as an outlet past the product of ammonia which is recovered. The reaction zone is equipped with a heating medium, a cooling medium, a pipe device and an intake opening.
Når hydrolysen er fullstendig kan materialet i reaksjonssonen kokes kraftig for å fjerne ca. 40 - 60 % av vannet derfra. When the hydrolysis is complete, the material in the reaction zone can be boiled vigorously to remove approx. 40 - 60% of the water from there.
Den varme blandingen kan kjøles til ca. 20°C og det resulterende utfelte APEPANa kan fraskilles og isoleres. Alternativt kan APEPANa gjenvinnes ved sprøytetørking. The hot mixture can be cooled to approx. 20°C and the resulting precipitated APEPANa can be separated and isolated. Alternatively, APEPANa can be recovered by spray drying.
Fremgangsmåte 3Procedure 3
( Fremstilling av et jernchelat av APEPANa)(Preparation of an iron chelate of APEPANa)
En løsning av et jern (III) chelat av APEPANa kan fremstilles ved å blande 548,8 g av en vanndig 25 % jern (III) klorid-løsning (1,0 mol FeCl3) og 5173,0 g av en vanndig 10 % APEPANa løsning (1,0 mol APEPANa). Under fremstillingen av jern (III) chelatet kan vanndig natriumhydroksydløsning (ca. 25 vekt-% NaOH) tilsettes etter behov for å holde pH i den resulterende jern (III) chelatløsning.på ca. 8. A solution of an iron (III) chelate of APEPANa can be prepared by mixing 548.8 g of an aqueous 25% iron (III) chloride solution (1.0 mol FeCl3) and 5173.0 g of an aqueous 10% APEPANa solution (1.0 mol APEPANa). During the preparation of the iron (III) chelate, aqueous sodium hydroxide solution (approx. 25% by weight NaOH) can be added as needed to maintain the pH of the resulting iron (III) chelate solution at approx. 8.
Andre metallchelatløsninger (f.eks. kalsium, sink mangan, kobolt eller molybden) kan fremstilles ved den ovenfor beskrevne metode ved å erstatte jern (III) kloridet med kalsiumklorid, sinkklorid, mangan (II) klorid, koboltklorid eller molybden Other metal chelate solutions (e.g. calcium, zinc manganese, cobalt or molybdenum) can be prepared by the method described above by replacing the iron (III) chloride with calcium chloride, zinc chloride, manganese (II) chloride, cobalt chloride or molybdenum
(II) klorid henholdsvis på en mol til mol basis.(II) chloride respectively on a mole to mole basis.
Om ønsket kan APEPANa ersattes av APEPAK og jern (III) klor-If desired, APEPANa can be replaced by APEPAK and iron (III) chloride
idet kan erstattes med jern (II) klorid, jern (III) sulfat eller jern (II) sulfat på en mol til mol basis. Om ønsket kan også natriumhydroksydet ersattes på en mol til mol basis med kaliumhydroksyd. idet can be replaced by iron (II) chloride, iron (III) sulfate or iron (II) sulfate on a mole to mole basis. If desired, the sodium hydroxide can also be replaced on a mole to mole basis with potassium hydroxide.
Alternativt kan et chelat av jern (eller annet tungmetall) fremstilles ved å behandle .pulverisert jern med en vanndig APEPA oppslemning ved å bruke den generelle fremgangsmåte fra U.S. Alternatively, a chelate of iron (or other heavy metal) can be prepared by treating powdered iron with an aqueous APEPA slurry using the general procedure of U.S. Pat.
patent nr. 3.115.511. Om ønsket kan det resulterende chelat behandles med natrium (eller kalium) hydrogenkarbonat for å over-føre APEPA liganden til en APEPAK ligande. Patent No. 3,115,511. If desired, the resulting chelate can be treated with sodium (or potassium) bicarbonate to convert the APEPA ligand to an APEPAK ligand.
Claims (20)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB24771/78A GB1598610A (en) | 1978-05-31 | 1978-05-31 | Aliphatic polyamino polycarboxylic acid and its salts and their use as chelating agents |
Publications (1)
Publication Number | Publication Date |
---|---|
NO791794L true NO791794L (en) | 1979-12-03 |
Family
ID=10217009
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO791794A NO791794L (en) | 1978-05-31 | 1979-05-30 | CHELATIZER AND CHELATER. |
Country Status (7)
Country | Link |
---|---|
DE (1) | DE2918842A1 (en) |
FI (1) | FI791668A (en) |
FR (1) | FR2434141A1 (en) |
GB (1) | GB1598610A (en) |
IT (1) | IT1114278B (en) |
NO (1) | NO791794L (en) |
SE (1) | SE7904273L (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4647447A (en) * | 1981-07-24 | 1987-03-03 | Schering Aktiengesellschaft | Diagnostic media |
DE3129906C3 (en) * | 1981-07-24 | 1996-12-19 | Schering Ag | Paramagnetic complex salts, their preparation and agents for use in NMR diagnostics |
US4957939A (en) * | 1981-07-24 | 1990-09-18 | Schering Aktiengesellschaft | Sterile pharmaceutical compositions of gadolinium chelates useful enhancing NMR imaging |
US4481129A (en) * | 1981-12-23 | 1984-11-06 | Lever Brothers Company | Bleach compositions |
SE8301395L (en) * | 1983-03-15 | 1984-09-16 | Wallac Oy | KELATIZING COMPOUNDS WITH FUNCTIONAL GROUPS WHICH ALLOW COVALENT COUPLING TO BIO-ORGANIC MOLECULES |
SE8502573D0 (en) * | 1985-05-23 | 1985-05-23 | Jouko Kanakre | FLUORESCENT LANTHANIDE CHELATES USEFUL AS LABELS OF PHYSIOLOGICALLY ACTIVE MATERIALS |
EP0209228B2 (en) * | 1985-06-17 | 1999-06-09 | The Clorox Company | Stabilized liquid hydrogen peroxide bleach compositions |
US4900468A (en) * | 1985-06-17 | 1990-02-13 | The Clorox Company | Stabilized liquid hydrogen peroxide bleach compositions |
DE3855239T2 (en) * | 1987-07-16 | 1996-10-31 | Nycomed Imaging As | Aminocarboxylic acid and derivatives |
US5531978A (en) * | 1987-07-16 | 1996-07-02 | Nycomed Imaging As | Aminopolycarboxylic acids and derivatives thereof |
GB8900719D0 (en) * | 1989-01-13 | 1989-03-08 | Nycomed As | Compounds |
DE102005005016A1 (en) * | 2005-02-03 | 2006-08-10 | Basf Ag | Polymers hydrophobic aminonitrile quats for bleach activation |
CN102875400B (en) * | 2012-09-21 | 2014-08-06 | 万华化学集团股份有限公司 | Diethylenetriamine pentaacetic acid preparation method |
-
1978
- 1978-05-31 GB GB24771/78A patent/GB1598610A/en not_active Expired
-
1979
- 1979-05-10 DE DE19792918842 patent/DE2918842A1/en not_active Withdrawn
- 1979-05-15 SE SE7904273A patent/SE7904273L/en unknown
- 1979-05-18 IT IT22844/79A patent/IT1114278B/en active
- 1979-05-25 FI FI791668A patent/FI791668A/en not_active Application Discontinuation
- 1979-05-30 FR FR7913839A patent/FR2434141A1/en active Pending
- 1979-05-30 NO NO791794A patent/NO791794L/en unknown
Also Published As
Publication number | Publication date |
---|---|
DE2918842A1 (en) | 1979-12-13 |
FI791668A (en) | 1979-12-01 |
SE7904273L (en) | 1979-12-01 |
IT7922844A0 (en) | 1979-05-18 |
IT1114278B (en) | 1986-01-27 |
FR2434141A1 (en) | 1980-03-21 |
GB1598610A (en) | 1981-09-23 |
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