EP0161596A2 - Agents de lavage et de nettoyage - Google Patents
Agents de lavage et de nettoyage Download PDFInfo
- Publication number
- EP0161596A2 EP0161596A2 EP85105456A EP85105456A EP0161596A2 EP 0161596 A2 EP0161596 A2 EP 0161596A2 EP 85105456 A EP85105456 A EP 85105456A EP 85105456 A EP85105456 A EP 85105456A EP 0161596 A2 EP0161596 A2 EP 0161596A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- phenyl
- alkyl
- cycloalkyl
- alkali metal
- mol
- 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- Withdrawn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
- 238000005406 washing Methods 0.000 title claims abstract description 17
- 239000012459 cleaning agent Substances 0.000 title claims abstract description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 56
- -1 alkali metal salts Chemical class 0.000 claims abstract description 31
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 20
- 229920001577 copolymer Polymers 0.000 claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 10
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 10
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000003009 phosphonic acids Chemical class 0.000 claims abstract description 9
- 239000000654 additive Substances 0.000 claims abstract description 8
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 239000004094 surface-active agent Substances 0.000 claims abstract description 5
- 230000000996 additive effect Effects 0.000 claims abstract description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 239000003599 detergent Substances 0.000 abstract description 21
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract description 12
- 125000002843 carboxylic acid group Chemical group 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 239000008139 complexing agent Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- UBWXUGDQUBIEIZ-QNTYDACNSA-N nandrolone phenpropionate Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@H]4CCC(=O)C=C4CC3)CC[C@@]21C)C(=O)CCC1=CC=CC=C1 UBWXUGDQUBIEIZ-QNTYDACNSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 102000005701 Calcium-Binding Proteins Human genes 0.000 description 5
- 108010045403 Calcium-Binding Proteins Proteins 0.000 description 5
- 150000001447 alkali salts Chemical class 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical class CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 239000007844 bleaching agent 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
- 239000007859 condensation product Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 238000004453 electron probe microanalysis Methods 0.000 description 3
- UFZOPKFMKMAWLU-UHFFFAOYSA-N ethoxy(methyl)phosphinic acid Chemical compound CCOP(C)(O)=O UFZOPKFMKMAWLU-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- YOKDQEBPBYOXHX-UHFFFAOYSA-N prop-1-en-2-ylphosphonic acid Chemical compound CC(=C)P(O)(O)=O YOKDQEBPBYOXHX-UHFFFAOYSA-N 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- 238000004679 31P NMR spectroscopy Methods 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000004380 ashing Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 229960001484 edetic acid Drugs 0.000 description 2
- 238000009533 lab test Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 125000005341 metaphosphate group Chemical group 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 235000019394 potassium persulphate Nutrition 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 239000001226 triphosphate Substances 0.000 description 2
- JIRHAGAOHOYLNO-UHFFFAOYSA-N (3-cyclopentyloxy-4-methoxyphenyl)methanol Chemical class COC1=CC=C(CO)C=C1OC1CCCC1 JIRHAGAOHOYLNO-UHFFFAOYSA-N 0.000 description 1
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 description 1
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical class OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 description 1
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 1
- VUIWJRYTWUGOOF-UHFFFAOYSA-N 2-ethenoxyethanol Chemical compound OCCOC=C VUIWJRYTWUGOOF-UHFFFAOYSA-N 0.000 description 1
- ZMPRRFPMMJQXPP-UHFFFAOYSA-N 2-sulfobenzoic acid Chemical class OC(=O)C1=CC=CC=C1S(O)(=O)=O ZMPRRFPMMJQXPP-UHFFFAOYSA-N 0.000 description 1
- LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 240000008100 Brassica rapa Species 0.000 description 1
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- QEVGZEDELICMKH-UHFFFAOYSA-N Diglycolic acid Chemical compound OC(=O)COCC(O)=O QEVGZEDELICMKH-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical class OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 229920002125 Sokalan® Chemical class 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- ZUBJEHHGZYTRPH-KTKRTIGZSA-N [(z)-octadec-9-enyl] hydrogen sulfate Chemical compound CCCCCCCC\C=C/CCCCCCCCOS(O)(=O)=O ZUBJEHHGZYTRPH-KTKRTIGZSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Chemical class 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- WOSVXXBNNCUXMT-UHFFFAOYSA-N cyclopentane-1,2,3,4-tetracarboxylic acid Chemical class OC(=O)C1CC(C(O)=O)C(C(O)=O)C1C(O)=O WOSVXXBNNCUXMT-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- FSBVERYRVPGNGG-UHFFFAOYSA-N dimagnesium dioxido-bis[[oxido(oxo)silyl]oxy]silane hydrate Chemical compound O.[Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O FSBVERYRVPGNGG-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000012851 eutrophication Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- LPTIRUACFKQDHZ-UHFFFAOYSA-N hexadecyl sulfate;hydron Chemical compound CCCCCCCCCCCCCCCCOS(O)(=O)=O LPTIRUACFKQDHZ-UHFFFAOYSA-N 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical class OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
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- JRKICGRDRMAZLK-UHFFFAOYSA-N peroxydisulfuric acid Chemical compound OS(=O)(=O)OOS(O)(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- VSAISIQCTGDGPU-UHFFFAOYSA-N phosphorus trioxide Inorganic materials O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 description 1
- 239000004584 polyacrylic acid Chemical class 0.000 description 1
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- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
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- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- MRXVCTWDXRBVLW-UHFFFAOYSA-N prop-2-enoylsulfamic acid Chemical compound OS(=O)(=O)NC(=O)C=C MRXVCTWDXRBVLW-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Chemical class 0.000 description 1
- 229920005989 resin Chemical class 0.000 description 1
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- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- IWMMSZLFZZPTJY-UHFFFAOYSA-M sodium;3-(dodecylamino)propane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCNCCCS([O-])(=O)=O IWMMSZLFZZPTJY-UHFFFAOYSA-M 0.000 description 1
- HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
- 238000004162 soil erosion Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical class OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 description 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical class OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000004154 testing of material Methods 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- 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
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3784—(Co)polymerised monomers containing phosphorus
Definitions
- NTPP phosphates from other sources, such as fertilizers, faeces, soil erosion, etc. - contributes to the entry of phosphorus into the water. Excessive phosphorus concentrations, especially in stagnant and slow-flowing waters, can lead to symptoms of eutrophication.
- the task was therefore to find phosphate substitutes which improve the action of the builders system and thus the action of the detergent again.
- NTPP replacements e.g. Zeolite A, trisodium nitrilotriacetate and sodium citrate.
- Zeolite A trisodium nitrilotriacetate
- sodium citrate sodium citrate
- copolymers of the invention are preferably polymerized to give the copolymers used according to the invention.
- copolymers of the invention are preferably incorporated into the detergents and cleaning agents as builders or builders additives together with pentasodium triphosphate, zeolite A or trisodium nitrilotriacetate as further builders.
- acrylic acid, methacrylic acid, vinyl acetic acid or maleic anhydride are used as ethylenically unsaturated carboxylic acids or as their anhydrides
- 1-phenylvinyl-1-phosphonic acid or propene-2-phosphonic acid is preferably used as ethylenically unsaturated phosphonic acids.
- the copolymerization of other olefinically unsaturated compounds without carbon or phosphonic acid groups is not necessary, but e.g.
- Ethylene, butadiene, chloroprene, acrylamide, methacrylamide, acrylamidosulfonic acid, vinyl sulfonic acid, allylsulfonic acid, vinyl acetate, hydroxyethyl or propyl acrylate, vinyl glycol or (meth) acrylic acid methyl ester can be copolymerized.
- copolymers functioning as builders according to the invention also have the character of polymeric carboxylic acids and phosphonic acids and develop their excellent incrustation-inhibiting and dispersing properties with different builders systems, e.g. in combination with NTPP and zeolite A.
- the monomeric ethylenically unsaturated carboxylic acids are generally commercially available products; the monomeric ethylenically unsaturated phosphonic acids are simple and economical e.g. by reacting ketones with phosphorus trichloride (DE-OS 33 23 392) or with tetraphosphorus hexoxide (DE-OS 31 25 329 and DE-OS 32 10 419).
- DE-OS 18 01 411 describes the use of water-soluble salts of organic polymer compounds which contain phosphonic and carboxylic acid groups in the side chains as the sole builders in detergents and cleaning agents.
- Vinylphosphonic acid serves as the phosphonic acid monomer.
- the sole use of these builders is not economically feasible.
- the builders contained in the detergents and cleaning agents according to the invention can be incorporated into the detergents and cleaning agents in a customary manner by spray drying, mixing or spray mixing processes.
- Another advantage of the builders or builders additives according to the invention is their contribution to "anti-caking", i.e. to prevent segregation in detergent slurries that are rich in non-ionic surfactants.
- the washing and cleaning agents according to the invention are distinguished by excellent washing results. They have a very high calcium binding capacity as well as excellent dispersing and threshold effects, so that besides the incrustation-inhibiting effect they have to be attributed clear graying-inhibiting properties.
- the detergent and cleaning agent of the invention preferably contains anionic, zwitterionic (ampholytic) or nonionic in nature as surfactants.
- Nonionic surfactants are understood to mean those compounds which have an organic, hydrophobic group and a hydrophilic radical, for example the condensation products of alkylphenols or higher fatty alcohols with ethylene oxide, the condensation products of polypropylene glycol with ethylene oxide or propylene oxide, the condensation products of ethylene oxide with the reaction product from ethylenediamine and propylene oxide, as well as long-chain tertiary amine oxides
- Suitable builders for the detergents according to the invention are weakly acidic, neutral or alkaline inorganic or organic salts, in particular inorganic or organic complexing agents.
- Useful, weakly acidic, neutral or alkaline-reacting salts are, for example, the bicarbonates, carbonates or silicates of the alkalis, and also mono-, di- or trialkali orthophosphates.
- water-soluble salts of benzene, toluene or xylene sulfonic acid water-soluble salts of sulfoacetic acid, sulfobenzoic acid or salts of sulfodicarboxylic acids as well as the salts of acetic acid, lactic acid, citric acid, tartaric acid, oxydiacetic acid (HOOC-CH 2 -0-CH 2 -COOH) , Oxydisuccinic acid, 1,2,3,4-cyclopentanetetracarboxylic acid, polyacrylic acid and polymaleic acid.
- acetic acid lactic acid, citric acid, tartaric acid, oxydiacetic acid (HOOC-CH 2 -0-CH 2 -COOH)
- Oxydisuccinic acid 1,2,3,4-cyclopentanetetracarboxylic acid
- polyacrylic acid and polymaleic acid polymaleic acid.
- the weakly acidic metaphosphates and the alkaline polyphosphates, in particular tripolyphosphate, are also suitable as complex-forming framework substances. They can be replaced in whole or in part by organic complexing agents.
- Organic complexing agents include, for example, nitrilotriacetic acid, ethylenediaminetetra acetic acid, N-hydroxyethylethylenediamine triacetic acid, polyalkylene-polyamine-N-polycarboxylic acids and other known organic complexing agents, it also being possible to use combinations of different complexing agents.
- Detergent additives according to the invention include products such as the alkali or ammonium salts of sulfuric acid, silica, carbonic acid, boric acid, alkylene, hydroxyalkylene or aminoalkylenephosphonic acid, as well as bleaching agents, stabilizers for peroxide compounds (bleaching agents) and water-soluble organic complexing agents.
- the bleaching agents include sodium perborate mono- or tetrahydrate, the alkali salts of peroxomono- or peroxodisulfuric acid, the alkali salts of peroxodiphosphoric acid (Fi 4 P 2 0 8 ).
- water-soluble, precipitated magnesium silicate acts as a stabilizer for these bleaches.
- Organic complexing agents are the alkali salts of iminodiacetic acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, methylenediphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid and nitrilotrismethylenephosphonic acid.
- Washing aids that increase the dirt-carrying capacity of washing liquors, such as carboxymethyl cellulose, carboxymethyl starch, methyl cellulose or copolymers of maleic anhydride with methyl vinyl ether, foam regulators, such as mono- and dialkyl phosphoric acid esters with 16 to 20 carbon atoms in the alkyl radical, and optical brighteners, disinfectants and / or proteolytic enzymes additional components of the softening detergent.
- the product obtained is 952 g of an aqueous, viscous solution which, according to 31 P-NMR spectroscopy, is free of monomeric 1-phenyl-vinyl-1-phosphonic acid.
- Example 2 In an apparatus analogous to Example 1, 240 g (3.3 mol) of acrylic acid and 40.3 g (0.33 mol) of propene-2-phosphonic acid are boiled in 500 ml of water. The polymerization is started by adding 5 ml of 5% potassium peroxydisulfate solution as a radical initiator. After 15 min. 780 g of a viscous, colorless solution are obtained, the residual monomer content of propene-2-phosphonic acid being determined by 31 P-NMR spectroscopy. 90% of the phosphonic acid used is polymer-bound.
- the amount of complexing agent was determined in the form of the sodium salt present at pH 10, which is required to redissolve a given amount of freshly precipitated CaC0 3 precipitate.
- this method can also be used at elevated temperatures. If the solution remains clear at 60 ° C in the same proportions as at 20 ° C, the 20 ° C value also applies to the elevated temperature.
- the method has an error of the order of ⁇ 5% because the titration rate influences the titration result.
- the resulting Numerical values therefore only give an indication of the magnitude of the calcium binding capacity. In general, calcium binding capacity decreases with increasing temperature. The results are shown in Table I.
- the threshold effect can be made visible by scattered light measurement (TYNDALL effect).
- the assessment is based on the following grading scale
- EMPA cotton as in Example 6 was washed 25 times at 60 ° C and 18 ° d with a test detergent B of the following composition (dosage 160 g, only plain wash):
- the inorganic tissue incrustation was determined by ashing at 800 ° C. The experiment was repeated in the presence of 1.6% by weight of copolymer according to Example 2, based on the amount of detergent, whereby almost the same reduction in tissue incrustation was achieved as by adding 3.1% by weight of sodium nitrilotriacetate (NTA) (Table II).
- NTA sodium nitrilotriacetate
- test detergent B by adding 1.6% by weight of copolymer acrylic acid-1-phenylvinyl-1-phosphonic acid (ACS / PVP; molar ratio 10: 1) (Table II).
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843418494 DE3418494A1 (de) | 1984-05-18 | 1984-05-18 | Wasch- und reinigungsmittel |
| DE3418494 | 1984-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0161596A2 true EP0161596A2 (fr) | 1985-11-21 |
Family
ID=6236213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP85105456A Withdrawn EP0161596A2 (fr) | 1984-05-18 | 1985-05-04 | Agents de lavage et de nettoyage |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0161596A2 (fr) |
| JP (1) | JPS60255899A (fr) |
| DE (1) | DE3418494A1 (fr) |
| DK (1) | DK217185A (fr) |
| ES (1) | ES8607379A1 (fr) |
| NO (1) | NO851975L (fr) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0468103A1 (fr) * | 1989-02-22 | 1992-01-29 | The Procter & Gamble Company | Détergents liquides stabilisés, contenant un agent de blanchiment |
| EP0495355A1 (fr) * | 1991-01-12 | 1992-07-22 | Hoechst Aktiengesellschaft | Copolymères de diallylaminoalkylène phosphonates et d'acides carboxyliques insaturés |
| WO1998030666A1 (fr) * | 1997-01-13 | 1998-07-16 | Ecolab Inc. | Detergent alcalin renfermant des sequestrants organiques et inorganiques et permettant une meilleure elimination des salissures |
| US6258765B1 (en) | 1997-01-13 | 2001-07-10 | Ecolab Inc. | Binding agent for solid block functional material |
| US6410495B1 (en) | 1997-01-13 | 2002-06-25 | Ecolab Inc. | Stable solid block metal protecting warewashing detergent composition |
| US6583094B1 (en) | 1997-01-13 | 2003-06-24 | Ecolab Inc. | Stable solid block detergent composition |
| US6632291B2 (en) | 2001-03-23 | 2003-10-14 | Ecolab Inc. | Methods and compositions for cleaning, rinsing, and antimicrobial treatment of medical equipment |
| US6638902B2 (en) | 2001-02-01 | 2003-10-28 | Ecolab Inc. | Stable solid enzyme compositions and methods employing them |
| US7517846B2 (en) | 1991-05-14 | 2009-04-14 | Ecolab Inc. | Solid, two part chemical concentrate |
| WO2015197533A1 (fr) * | 2014-06-27 | 2015-12-30 | Henkel Ag & Co. Kgaa | Détergent pour lave-vaisselle comprenant des polymères contenant du phosphate |
| EP3599273A1 (fr) * | 2018-07-27 | 2020-01-29 | Henkel AG & Co. KGaA | Détergent ayant des performances améliorées |
| CN116063345A (zh) * | 2021-10-30 | 2023-05-05 | 中国石油化工股份有限公司 | 一种膦酸基单体及其制备方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2772841B2 (ja) * | 1989-12-22 | 1998-07-09 | タイホー工業株式会社 | インクジェットプリンター用メンテナンス液 |
| DE10342632A1 (de) * | 2003-09-15 | 2005-04-07 | Henkel Kgaa | Maschinelle Geschirrspülmittel mit speziellen Polymeren |
-
1984
- 1984-05-18 DE DE19843418494 patent/DE3418494A1/de not_active Withdrawn
-
1985
- 1985-05-04 EP EP85105456A patent/EP0161596A2/fr not_active Withdrawn
- 1985-05-15 NO NO851975A patent/NO851975L/no unknown
- 1985-05-15 DK DK217185A patent/DK217185A/da not_active Application Discontinuation
- 1985-05-17 JP JP60104154A patent/JPS60255899A/ja active Pending
- 1985-05-17 ES ES543261A patent/ES8607379A1/es not_active Expired
Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0468103A1 (fr) * | 1989-02-22 | 1992-01-29 | The Procter & Gamble Company | Détergents liquides stabilisés, contenant un agent de blanchiment |
| TR25960A (tr) * | 1989-02-22 | 1993-11-01 | Procter & Gamble | Kararli hale getirilmis agartici ihtiva eden, sivi deterjan terkipleri. |
| EP0495355A1 (fr) * | 1991-01-12 | 1992-07-22 | Hoechst Aktiengesellschaft | Copolymères de diallylaminoalkylène phosphonates et d'acides carboxyliques insaturés |
| US7517846B2 (en) | 1991-05-14 | 2009-04-14 | Ecolab Inc. | Solid, two part chemical concentrate |
| US7087569B2 (en) | 1997-01-13 | 2006-08-08 | Ecolab Inc. | Stable solid block metal protecting warewashing detergent composition |
| US6831054B2 (en) | 1997-01-13 | 2004-12-14 | Ecolab Inc. | Stable solid block detergent composition |
| US6258765B1 (en) | 1997-01-13 | 2001-07-10 | Ecolab Inc. | Binding agent for solid block functional material |
| US6410495B1 (en) | 1997-01-13 | 2002-06-25 | Ecolab Inc. | Stable solid block metal protecting warewashing detergent composition |
| US6436893B1 (en) | 1997-01-13 | 2002-08-20 | Ecolab Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| US6503879B2 (en) | 1997-01-13 | 2003-01-07 | Ecolab Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| US6583094B1 (en) | 1997-01-13 | 2003-06-24 | Ecolab Inc. | Stable solid block detergent composition |
| US8906839B2 (en) | 1997-01-13 | 2014-12-09 | Ecolab Usa Inc. | Alkaline detergent containing mixing organic and inorganic sequestrants resulting in improved soil removal |
| WO1998030666A1 (fr) * | 1997-01-13 | 1998-07-16 | Ecolab Inc. | Detergent alcalin renfermant des sequestrants organiques et inorganiques et permettant une meilleure elimination des salissures |
| US6653266B2 (en) | 1997-01-13 | 2003-11-25 | Ecolab Inc. | Binding agent for solid block functional material |
| US6660707B2 (en) | 1997-01-13 | 2003-12-09 | Ecolab Inc. | Stable solid block metal protecting warewashing detergent composition |
| US6150324A (en) * | 1997-01-13 | 2000-11-21 | Ecolab, Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| US6835706B2 (en) | 1997-01-13 | 2004-12-28 | Ecolab Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| MY119471A (en) * | 1997-01-13 | 2005-05-31 | Ecolab Inc | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| AU724865B2 (en) * | 1997-01-13 | 2000-10-05 | Ecolab Inc. | Alkaline detergent containing mixed organic and inorganic sequestrants resulting in improved soil removal |
| US7094746B2 (en) | 1997-01-13 | 2006-08-22 | Ecolab Inc. | Stable solid block detergent composition |
| US6638902B2 (en) | 2001-02-01 | 2003-10-28 | Ecolab Inc. | Stable solid enzyme compositions and methods employing them |
| US6632291B2 (en) | 2001-03-23 | 2003-10-14 | Ecolab Inc. | Methods and compositions for cleaning, rinsing, and antimicrobial treatment of medical equipment |
| WO2015197533A1 (fr) * | 2014-06-27 | 2015-12-30 | Henkel Ag & Co. Kgaa | Détergent pour lave-vaisselle comprenant des polymères contenant du phosphate |
| EP3599273A1 (fr) * | 2018-07-27 | 2020-01-29 | Henkel AG & Co. KGaA | Détergent ayant des performances améliorées |
| CN116063345A (zh) * | 2021-10-30 | 2023-05-05 | 中国石油化工股份有限公司 | 一种膦酸基单体及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3418494A1 (de) | 1985-11-21 |
| ES8607379A1 (es) | 1986-06-01 |
| NO851975L (no) | 1985-11-19 |
| DK217185A (da) | 1985-11-19 |
| DK217185D0 (da) | 1985-05-15 |
| ES543261A0 (es) | 1986-06-01 |
| JPS60255899A (ja) | 1985-12-17 |
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