DE19713911A1 - Herstellung und Verfahren von Iminodibernsteinsäuresalzen - Google Patents
Herstellung und Verfahren von IminodibernsteinsäuresalzenInfo
- Publication number
- DE19713911A1 DE19713911A1 DE19713911A DE19713911A DE19713911A1 DE 19713911 A1 DE19713911 A1 DE 19713911A1 DE 19713911 A DE19713911 A DE 19713911A DE 19713911 A DE19713911 A DE 19713911A DE 19713911 A1 DE19713911 A1 DE 19713911A1
- Authority
- DE
- Germany
- Prior art keywords
- water
- ammonia
- mol
- msa
- solution
- 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.)
- Withdrawn
Links
- PQHYOGIRXOKOEJ-UHFFFAOYSA-N 2-(1,2-dicarboxyethylamino)butanedioic acid Chemical class OC(=O)CC(C(O)=O)NC(C(O)=O)CC(O)=O PQHYOGIRXOKOEJ-UHFFFAOYSA-N 0.000 title claims description 32
- 238000000034 method Methods 0.000 title claims description 26
- 238000002360 preparation method Methods 0.000 title claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 110
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 72
- 239000007787 solid Substances 0.000 claims abstract description 30
- 239000011541 reaction mixture Substances 0.000 claims abstract description 13
- -1 Iminodisuccinic acid alkaline salts Chemical class 0.000 claims abstract description 10
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 10
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 195
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 130
- 239000000243 solution Substances 0.000 claims description 72
- 229910021529 ammonia Inorganic materials 0.000 claims description 58
- 239000011734 sodium Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 18
- 150000002688 maleic acid derivatives Chemical class 0.000 claims description 15
- 238000004061 bleaching Methods 0.000 claims description 11
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 9
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 9
- 238000004821 distillation Methods 0.000 claims description 9
- 239000012266 salt solution Substances 0.000 claims description 8
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 7
- 239000000835 fiber Substances 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 238000010626 work up procedure Methods 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 238000005352 clarification Methods 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 238000009895 reductive bleaching Methods 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 230000002829 reductive effect Effects 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- JHLPYWLKSLVYOI-UHFFFAOYSA-N trans-Sinapic acid methylester Natural products COC(=O)C=CC1=CC(OC)=C(O)C(OC)=C1 JHLPYWLKSLVYOI-UHFFFAOYSA-N 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 53
- 239000000047 product Substances 0.000 description 48
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 44
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 31
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 31
- 239000011976 maleic acid Substances 0.000 description 31
- 239000001530 fumaric acid Substances 0.000 description 22
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 18
- 235000003704 aspartic acid Nutrition 0.000 description 17
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 17
- 239000008139 complexing agent Substances 0.000 description 12
- 229920001131 Pulp (paper) Polymers 0.000 description 11
- 238000012360 testing method Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 7
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000001630 malic acid Substances 0.000 description 6
- 235000011090 malic acid Nutrition 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 229940082150 encore Drugs 0.000 description 5
- 229910001385 heavy metal Inorganic materials 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 230000009965 odorless effect Effects 0.000 description 5
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000002657 fibrous material Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000009896 oxidative bleaching Methods 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 239000003513 alkali Substances 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
- 238000006065 biodegradation reaction Methods 0.000 description 2
- 239000012496 blank sample Substances 0.000 description 2
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 2
- 239000001639 calcium acetate Substances 0.000 description 2
- 235000011092 calcium acetate Nutrition 0.000 description 2
- 229960005147 calcium acetate Drugs 0.000 description 2
- 238000005251 capillar electrophoresis Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- MSJMDZAOKORVFC-UAIGNFCESA-L disodium maleate Chemical compound [Na+].[Na+].[O-]C(=O)\C=C/C([O-])=O MSJMDZAOKORVFC-UAIGNFCESA-L 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 229960001484 edetic acid Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 2
- 229960003330 pentetic acid Drugs 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 238000005496 tempering Methods 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- VEQPNABPJHWNSG-UHFFFAOYSA-N Nickel(2+) Chemical compound [Ni+2] VEQPNABPJHWNSG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- CKKXWJDFFQPBQL-UAIGNFCESA-N diazanium;(z)-but-2-enedioate Chemical compound [NH4+].[NH4+].[O-]C(=O)\C=C/C([O-])=O CKKXWJDFFQPBQL-UAIGNFCESA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000009713 electroplating Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000012851 eutrophication Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 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 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 229910001453 nickel ion Inorganic materials 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010801 sewage sludge Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000000954 titration curve Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- D21C9/1084—Bleaching ; Apparatus therefor with reducing compounds
- D21C9/1089—Bleaching ; Apparatus therefor with reducing compounds with dithionites
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
-
- 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
-
- 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
- D21C9/16—Bleaching ; Apparatus therefor with per compounds
- D21C9/163—Bleaching ; Apparatus therefor with per compounds with peroxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paper (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Saccharide Compounds (AREA)
Priority Applications (20)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19713911A DE19713911A1 (de) | 1997-04-04 | 1997-04-04 | Herstellung und Verfahren von Iminodibernsteinsäuresalzen |
| KR1020057017741A KR100592446B1 (ko) | 1997-04-04 | 1998-03-23 | 이미노디숙신산염의 제조 방법 및 용도 |
| EP98917048A EP0975582B1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
| DK98917048T DK0975582T3 (da) | 1997-04-04 | 1998-03-23 | Fremstilling og anvendelse af iminodiravsyresalte |
| EP02010124A EP1247800B1 (de) | 1997-04-04 | 1998-03-23 | Verwendung von Iminodibernsteinsäuresalzen bei der Papierherstellung |
| ES98917048T ES2183345T3 (es) | 1997-04-04 | 1998-03-23 | Obtencion y empleo de sales del acido iminodisuccinico. |
| BR9809063-1A BR9809063A (pt) | 1997-04-04 | 1998-03-23 | Preparação e emprego de sais de ácido iminodissuccìnico |
| PCT/EP1998/001670 WO1998045251A1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
| AT02010124T ATE321020T1 (de) | 1997-04-04 | 1998-03-23 | Verwendung von iminodibernsteinsäuresalzen bei der papierherstellung |
| CA002285308A CA2285308C (en) | 1997-04-04 | 1998-03-23 | Preparation and use of iminodisuccinic acid salts |
| DE59806191T DE59806191D1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
| AU70399/98A AU7039998A (en) | 1997-04-04 | 1998-03-23 | Preparation and use of iminodisuccinic acid salts |
| JP54230498A JP4027992B2 (ja) | 1997-04-04 | 1998-03-23 | イミノジこはく酸塩の製造および使用 |
| PT98917048T PT975582E (pt) | 1997-04-04 | 1998-03-23 | Preparacao e utilizacao de sais do acido iminodissuccinico |
| DE59813446T DE59813446D1 (de) | 1997-04-04 | 1998-03-23 | Verwendung von Iminodibernsteinsäuresalzen bei der Papierherstellung |
| KR10-1999-7009039A KR100539643B1 (ko) | 1997-04-04 | 1998-03-23 | 이미노디숙신산염의 제조 방법 및 용도 |
| US09/381,792 US6107518A (en) | 1997-04-04 | 1998-03-23 | Preparation and use of iminodisuccinic acid salts |
| AT98917048T ATE227260T1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
| US09/585,224 US6207010B1 (en) | 1997-04-04 | 2000-06-01 | Preparation and use of iminodisuccinic acid salts |
| JP2007211739A JP2007327168A (ja) | 1997-04-04 | 2007-08-15 | イミノジこはく酸塩の使用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19713911A DE19713911A1 (de) | 1997-04-04 | 1997-04-04 | Herstellung und Verfahren von Iminodibernsteinsäuresalzen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19713911A1 true DE19713911A1 (de) | 1998-10-08 |
Family
ID=7825432
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19713911A Withdrawn DE19713911A1 (de) | 1997-04-04 | 1997-04-04 | Herstellung und Verfahren von Iminodibernsteinsäuresalzen |
| DE59813446T Expired - Lifetime DE59813446D1 (de) | 1997-04-04 | 1998-03-23 | Verwendung von Iminodibernsteinsäuresalzen bei der Papierherstellung |
| DE59806191T Expired - Lifetime DE59806191D1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59813446T Expired - Lifetime DE59813446D1 (de) | 1997-04-04 | 1998-03-23 | Verwendung von Iminodibernsteinsäuresalzen bei der Papierherstellung |
| DE59806191T Expired - Lifetime DE59806191D1 (de) | 1997-04-04 | 1998-03-23 | Herstellung und verwendung von iminodibernsteinsäuresalzen |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US6107518A (enExample) |
| EP (2) | EP0975582B1 (enExample) |
| JP (2) | JP4027992B2 (enExample) |
| KR (2) | KR100539643B1 (enExample) |
| AT (2) | ATE227260T1 (enExample) |
| AU (1) | AU7039998A (enExample) |
| BR (1) | BR9809063A (enExample) |
| CA (1) | CA2285308C (enExample) |
| DE (3) | DE19713911A1 (enExample) |
| DK (1) | DK0975582T3 (enExample) |
| ES (1) | ES2183345T3 (enExample) |
| PT (1) | PT975582E (enExample) |
| WO (1) | WO1998045251A1 (enExample) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10100720A1 (de) * | 2001-01-10 | 2002-07-11 | Beiersdorf Ag | Kosmetische und dermatologische waschaktive Zubereitungen, enthaltend eine wirksame Menge an Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140547A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an bei Raumtemperatur flüssigen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140548A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Dibenzoylmethanderivaten und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140540A1 (de) * | 2001-08-17 | 2003-03-06 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an wasserlöslichen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140546A1 (de) * | 2001-08-17 | 2003-03-06 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an öllöslichen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10155965A1 (de) * | 2001-11-09 | 2003-05-22 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Hydroxybenzophenonen und Iminodibernsteinsäure und/oder ihren Salzen |
| EP1411037A1 (de) | 2002-10-15 | 2004-04-21 | Bayer Chemicals AG | Chelatisierte Pflanzenspurennährstoffe |
| US7833435B2 (en) | 2006-02-24 | 2010-11-16 | Akzo Nobel Chemicals International B.V. | Polishing agent |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6870026B1 (en) | 1999-09-17 | 2005-03-22 | Lidochem, Inc. | Chelation compositions |
| US6444614B2 (en) | 2000-04-12 | 2002-09-03 | Lidochem Inc. | Aspartic acid derivative-containing compositions and use thereof in stimulating and/or regulating plant and plant precursor growth |
| US7166688B1 (en) * | 2000-07-08 | 2007-01-23 | Lidochem, Inc. | Chelation compositions |
| DE10034102A1 (de) * | 2000-07-13 | 2002-01-24 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen in Form von Gelen, enthaltend Iminodibernsteinsäure |
| DE10034101A1 (de) * | 2000-07-13 | 2002-01-24 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen in Form von Emulsionen, enthaltend Iminodibernsteinsäure |
| DE10140536A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Benzotriazolen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140537A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Triazinen und/oder Triazinderivaten und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10142931A1 (de) * | 2001-09-01 | 2003-03-27 | Beiersdorf Ag | Erhöhung der hautbefeuchtenden Eigenschaften von Polyolen |
| DE10142927A1 (de) * | 2001-09-01 | 2003-03-20 | Beiersdorf Ag | Erhöhung der Stabilität von kosmetischen Zubereitungen durch Zusatz von Iminodibernsteinsäure |
| DE10142932A1 (de) * | 2001-09-01 | 2003-03-27 | Beiersdorf Ag | Erhöhung der Stabilität von lecithin-und chitosanhaltigen Formulierungen durch Zusatz von Iminodibernsteinsäure |
| DE10219037A1 (de) * | 2002-04-29 | 2003-11-06 | Bayer Ag | Herstellung und Verwendung von Iminodibernsteinsäureammoniummetallsalzen |
| DE10301535A1 (de) * | 2003-01-17 | 2004-07-29 | Cht R. Beitlich Gmbh | Verfahren zur Veredlung von textilem Fasermaterial |
| DE102004012873A1 (de) * | 2004-03-16 | 2005-10-06 | Bayer Chemicals Ag | Lagerstabile Iminodisuccinatlösungen |
| CN100341847C (zh) * | 2005-02-07 | 2007-10-10 | 刘启民 | 一种可降解螯合型表面活性剂及生产方法 |
| EP1811080A1 (en) * | 2006-01-24 | 2007-07-25 | Solvay SA | Process for the bleaching of mechanical paper pulp |
| US20100101743A1 (en) * | 2007-02-21 | 2010-04-29 | Solvay (Societe Anonyme) | Process for the bleaching of paper pulp |
| GB0721587D0 (en) * | 2007-11-02 | 2007-12-12 | Innospec Ltd | Process for bleaching pulp |
| WO2014116468A1 (en) * | 2013-01-23 | 2014-07-31 | Buckman Laboratories International, Inc. | Bleach stabilizer compositions and methods |
| CN103320139B (zh) * | 2013-06-09 | 2016-06-15 | 沈阳大学 | 一种用于治理重金属污染土壤的环保型淋洗液 |
| CN105461579B (zh) * | 2015-12-24 | 2019-04-02 | 石家庄铁道大学 | 一种亚氨基二琥珀酸及其盐的制备方法 |
| WO2019117903A1 (en) | 2017-12-14 | 2019-06-20 | Colgate-Palmolive Company | Antiperspirant/deodorant compositions including biodegradable amino carboxylates and methods for the same |
| CN108997170B (zh) * | 2018-08-07 | 2021-04-06 | 贾国苓 | 一种易碱解多羧基螯合物及其制备工艺 |
| DE102019124958B4 (de) | 2019-09-17 | 2023-03-23 | Zschimmer & Schwarz Mohsdorf GmbH & Co. KG. | Phosphonsäurederivate und Verfahren zu deren Herstellung |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1306331A (enExample) * | 1970-12-07 | 1973-02-07 | ||
| US5362412A (en) * | 1991-04-17 | 1994-11-08 | Hampshire Chemical Corp. | Biodegradable bleach stabilizers for detergents |
| JPH06329606A (ja) * | 1993-05-24 | 1994-11-29 | Nippon Shokubai Co Ltd | イミノジコハク酸金属塩の製造方法 |
| DE4340043A1 (de) * | 1993-11-24 | 1995-06-01 | Henkel Kgaa | Verwendung Stickstoff-haltiger Komplexbildner bei der Holzstoffbleiche |
| JPH0812631A (ja) * | 1994-06-24 | 1996-01-16 | Nitto Chem Ind Co Ltd | イミノジコハク酸とそのアルカリ金属塩の製造法およびそれらを含む生分解性キレート剤 |
| JPH0841490A (ja) * | 1995-06-23 | 1996-02-13 | Nippon Shokubai Co Ltd | 生分解性の改良された洗剤用ビルダーおよび洗浄剤組成物 |
| DE19638569A1 (de) * | 1996-09-20 | 1998-04-02 | Bayer Ag | Bleichregulatoren und Bleichverfahren damit |
-
1997
- 1997-04-04 DE DE19713911A patent/DE19713911A1/de not_active Withdrawn
-
1998
- 1998-03-23 CA CA002285308A patent/CA2285308C/en not_active Expired - Fee Related
- 1998-03-23 DK DK98917048T patent/DK0975582T3/da active
- 1998-03-23 KR KR10-1999-7009039A patent/KR100539643B1/ko not_active Expired - Fee Related
- 1998-03-23 JP JP54230498A patent/JP4027992B2/ja not_active Expired - Lifetime
- 1998-03-23 EP EP98917048A patent/EP0975582B1/de not_active Expired - Lifetime
- 1998-03-23 DE DE59813446T patent/DE59813446D1/de not_active Expired - Lifetime
- 1998-03-23 AT AT98917048T patent/ATE227260T1/de active
- 1998-03-23 AU AU70399/98A patent/AU7039998A/en not_active Abandoned
- 1998-03-23 ES ES98917048T patent/ES2183345T3/es not_active Expired - Lifetime
- 1998-03-23 EP EP02010124A patent/EP1247800B1/de not_active Expired - Lifetime
- 1998-03-23 AT AT02010124T patent/ATE321020T1/de not_active IP Right Cessation
- 1998-03-23 KR KR1020057017741A patent/KR100592446B1/ko not_active Expired - Fee Related
- 1998-03-23 DE DE59806191T patent/DE59806191D1/de not_active Expired - Lifetime
- 1998-03-23 WO PCT/EP1998/001670 patent/WO1998045251A1/de not_active Ceased
- 1998-03-23 PT PT98917048T patent/PT975582E/pt unknown
- 1998-03-23 BR BR9809063-1A patent/BR9809063A/pt not_active Application Discontinuation
- 1998-03-23 US US09/381,792 patent/US6107518A/en not_active Expired - Lifetime
-
2000
- 2000-06-01 US US09/585,224 patent/US6207010B1/en not_active Expired - Lifetime
-
2007
- 2007-08-15 JP JP2007211739A patent/JP2007327168A/ja active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10100720A1 (de) * | 2001-01-10 | 2002-07-11 | Beiersdorf Ag | Kosmetische und dermatologische waschaktive Zubereitungen, enthaltend eine wirksame Menge an Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140547A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an bei Raumtemperatur flüssigen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140548A1 (de) * | 2001-08-17 | 2003-02-27 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Dibenzoylmethanderivaten und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140540A1 (de) * | 2001-08-17 | 2003-03-06 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an wasserlöslichen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| DE10140546A1 (de) * | 2001-08-17 | 2003-03-06 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an öllöslichen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder ihren Salzen |
| EP1285648A3 (de) * | 2001-08-17 | 2003-05-07 | Beiersdorf AG | Kosmetische und/oder dermatologische Lichtschutzformulierungen mit einem Gehalt an öllöslichen UV-Filtersubstanzen und Iminodibernsteinsäure und/oder deren Salzen |
| DE10155965A1 (de) * | 2001-11-09 | 2003-05-22 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Hydroxybenzophenonen und Iminodibernsteinsäure und/oder ihren Salzen |
| EP1411037A1 (de) | 2002-10-15 | 2004-04-21 | Bayer Chemicals AG | Chelatisierte Pflanzenspurennährstoffe |
| US7833435B2 (en) | 2006-02-24 | 2010-11-16 | Akzo Nobel Chemicals International B.V. | Polishing agent |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2285308A1 (en) | 1998-10-15 |
| EP0975582A1 (de) | 2000-02-02 |
| PT975582E (pt) | 2003-03-31 |
| CA2285308C (en) | 2007-07-24 |
| DE59813446D1 (de) | 2006-05-11 |
| US6107518A (en) | 2000-08-22 |
| KR20010005962A (ko) | 2001-01-15 |
| ATE227260T1 (de) | 2002-11-15 |
| DK0975582T3 (da) | 2003-02-24 |
| EP1247800B1 (de) | 2006-03-22 |
| JP2007327168A (ja) | 2007-12-20 |
| AU7039998A (en) | 1998-10-30 |
| US6207010B1 (en) | 2001-03-27 |
| DE59806191D1 (de) | 2002-12-12 |
| ATE321020T1 (de) | 2006-04-15 |
| BR9809063A (pt) | 2000-08-01 |
| ES2183345T3 (es) | 2003-03-16 |
| JP4027992B2 (ja) | 2007-12-26 |
| EP0975582B1 (de) | 2002-11-06 |
| KR100592446B1 (ko) | 2006-06-22 |
| KR100539643B1 (ko) | 2005-12-29 |
| WO1998045251A1 (de) | 1998-10-15 |
| EP1247800A1 (de) | 2002-10-09 |
| KR20050100709A (ko) | 2005-10-19 |
| JP2001519792A (ja) | 2001-10-23 |
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