EP3230430B1 - Procédé de production de compositions liquides à limite d'écoulement contenant des agents tensioactifs - Google Patents
Procédé de production de compositions liquides à limite d'écoulement contenant des agents tensioactifs Download PDFInfo
- Publication number
- EP3230430B1 EP3230430B1 EP15804529.4A EP15804529A EP3230430B1 EP 3230430 B1 EP3230430 B1 EP 3230430B1 EP 15804529 A EP15804529 A EP 15804529A EP 3230430 B1 EP3230430 B1 EP 3230430B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- surfactant
- composition
- surfactants
- acid
- particles
- 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.)
- Revoked
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- 239000000203 mixture Substances 0.000 title claims description 140
- 239000004094 surface-active agent Substances 0.000 title claims description 55
- 239000007788 liquid Substances 0.000 title claims description 45
- 238000004519 manufacturing process Methods 0.000 title description 14
- 238000000034 method Methods 0.000 claims description 32
- 239000002245 particle Substances 0.000 claims description 31
- 238000010923 batch production Methods 0.000 claims description 25
- 239000003792 electrolyte Substances 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 230000004069 differentiation Effects 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 7
- 230000003068 static effect Effects 0.000 claims description 5
- 239000003094 microcapsule Substances 0.000 claims description 4
- 239000012905 visible particle Substances 0.000 claims description 2
- 238000011437 continuous method Methods 0.000 claims 3
- 238000009472 formulation Methods 0.000 description 37
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 35
- 239000000047 product Substances 0.000 description 24
- -1 household cleaners Substances 0.000 description 21
- 238000010924 continuous production Methods 0.000 description 19
- 239000003945 anionic surfactant Substances 0.000 description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- 239000003599 detergent Substances 0.000 description 16
- 150000002191 fatty alcohols Chemical class 0.000 description 16
- 239000002736 nonionic surfactant Substances 0.000 description 16
- 239000000975 dye Substances 0.000 description 15
- 235000002639 sodium chloride Nutrition 0.000 description 15
- 239000007787 solid Substances 0.000 description 15
- 230000008569 process Effects 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 239000002304 perfume Substances 0.000 description 13
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 239000002585 base Substances 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 239000000194 fatty acid Substances 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 238000005406 washing Methods 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 239000002775 capsule Substances 0.000 description 9
- 239000012459 cleaning agent Substances 0.000 description 9
- 239000004064 cosurfactant Substances 0.000 description 9
- 150000004665 fatty acids Chemical class 0.000 description 9
- 239000007789 gas Substances 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 102000004190 Enzymes Human genes 0.000 description 7
- 108090000790 Enzymes Proteins 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 230000008859 change Effects 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 6
- 239000012467 final product Substances 0.000 description 6
- 239000011325 microbead Substances 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
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- 239000000470 constituent Substances 0.000 description 5
- 229910017053 inorganic salt Inorganic materials 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- 239000003760 tallow Substances 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 4
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- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011258 core-shell material Substances 0.000 description 4
- DUYCTCQXNHFCSJ-UHFFFAOYSA-N dtpmp Chemical compound OP(=O)(O)CN(CP(O)(O)=O)CCN(CP(O)(=O)O)CCN(CP(O)(O)=O)CP(O)(O)=O DUYCTCQXNHFCSJ-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
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- 230000003287 optical effect Effects 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000003125 aqueous solvent Substances 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 238000004851 dishwashing Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000000693 micelle Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- CIEZZGWIJBXOTE-UHFFFAOYSA-N 2-[bis(carboxymethyl)amino]propanoic acid Chemical compound OC(=O)C(C)N(CC(O)=O)CC(O)=O CIEZZGWIJBXOTE-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004435 Oxo alcohol Substances 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 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 2
- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920005646 polycarboxylate Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
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- 235000011151 potassium sulphates Nutrition 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
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- 229940031723 1,2-octanediol Drugs 0.000 description 1
- NPMRPDRLIHYOBW-UHFFFAOYSA-N 1-(2-butoxyethoxy)propan-2-ol Chemical compound CCCCOCCOCC(C)O NPMRPDRLIHYOBW-UHFFFAOYSA-N 0.000 description 1
- QWOZZTWBWQMEPD-UHFFFAOYSA-N 1-(2-ethoxypropoxy)propan-2-ol Chemical compound CCOC(C)COCC(C)O QWOZZTWBWQMEPD-UHFFFAOYSA-N 0.000 description 1
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- GQCZPFJGIXHZMB-UHFFFAOYSA-N 1-tert-Butoxy-2-propanol Chemical compound CC(O)COC(C)(C)C GQCZPFJGIXHZMB-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
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- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
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- 230000002776 aggregation Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 229910002056 binary alloy Inorganic materials 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 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
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
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- 239000002537 cosmetic Substances 0.000 description 1
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- 239000013530 defoamer Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [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
- 230000005489 elastic deformation Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 235000010492 gellan gum Nutrition 0.000 description 1
- 239000000216 gellan gum Substances 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229940100573 methylpropanediol Drugs 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([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])C([H])([H])[H] 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 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
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- YLQLIQIAXYRMDL-UHFFFAOYSA-N propylheptyl alcohol Chemical compound CCCCCC(CO)CCC YLQLIQIAXYRMDL-UHFFFAOYSA-N 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 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
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003470 sulfuric acid monoesters Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 230000016776 visual perception Effects 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0013—Liquid compositions with insoluble particles in suspension
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
Definitions
- the present invention relates to a process for the preparation of liquid compositions with yield point, which contain one or more surfactants, and the compositions obtained therefrom.
- Liquid, surfactant-containing compositions have become indispensable in everyday life.
- these are personal care products such as shampoos, shower gels or bubble baths.
- washing or cleaning agents such as household cleaners, fabric softeners, laundry detergents, floor care products, all-purpose cleaners, manual dishwashing detergents, automatic dishwashing detergents or heavy-duty detergents are included.
- the batch process is a discontinuous production process.
- certain quantities of starting materials are conveyed according to a predetermined recipe in a container and mixed there.
- a reaction vessel is completely filled with the starting materials, ie the educts.
- the reaction of the reactants with each other towards the final product takes place within the reaction vessel.
- the reaction vessel is completely emptied and the desired formulation is filled into suitable containers for sale or optionally for storage.
- the reaction vessel has to be prepared for the next filling. This means a thorough cleaning of the reaction vessel and optionally the lines through which the starting materials are introduced into the reaction vessel, as well as the implementation of upcoming maintenance.
- Such a batch process has the advantage that the formulation of the recipe can still be adjusted in the reaction vessel if necessary. Replenishment of individual components are possible here. In terms of quality, this must take into account the possibility of batch tracing.
- reaction vessel is always completely filled; that is, it will always be produced large quantities of a product.
- a batch or batch
- it must be processed first before another batch batch approach can be made. Is not a direct processing or filling possible, an already manufactured product must be stored outside the reaction vessel. Again, this leads to a high space requirement and the creation of additional costs.
- liquid detergents and cleaning agents which, even after storage and transport, develop optimally at the time of use. This requires that the contents of the liquid washing and cleaning agent have neither been previously deposited or decomposed nor volatilized.
- a concept for the incorporation of sensitive, chemically or physically incompatible as well as volatile components consists in the use of particles and in particular microcapsules in which these ingredients are trapped stable storage and transport.
- structuring agents In order to generate a stable network in personal care, washing or cleaning agents, in which solids can be stably suspended, so-called structuring agents are often used, which usually after activation with the remaining constituents of the formulation, such as surfactants, solvents or builders are mixed together, whereby a structured product is obtained by producing a flow limit.
- Such external structuring can be achieved, for example, by the use of structuring gums, such as xanthan gum, guar gum, locust bean gum, gellan gum, wellar gum or carrageenan or of polyarcrylate thickeners. From an aesthetic point of view, it is desirable for the agents to be transparent or at least translucent. However, the use of structuring gums often results in cloudy compositions.
- liquid detergents which are capable of suspending particles in a size of 300 to 5000 microns, comprising at least 15 wt .-% of surfactant and 0.01 to 5 wt .-% of a polymeric gum.
- the application contains no information as to whether the liquid detergents have yield points.
- yield-point compositions containing activated citrus fibers as external structurants are prepared.
- flow limits can be achieved by forming a lamellar structure of the surfactants.
- certain amounts of surfactants, cosurfactants and inorganic salt are mixed together to change the originally micellar structure of the surfactants by means of co-surfactants and salts in a lamellar structure.
- Corresponding structured means are for example in WO 2013/064357 A1 described in detail.
- EP 1 466 959 A1 are flow-containing formulations having high levels of anionic surfactants described that have no polymeric thickener, but anionic and cationic surfactants in a specific, effective for generating a yield point ratio.
- a fabric e.g. a composition according to the definition of the invention is solid when in the solid state at 25 ° C and 1013 mbar.
- a fabric e.g. a composition according to the definition of the invention is liquid when in liquid state at 25 ° C and 1013 mbar.
- liquid also includes gel.
- an approximately air-free production process in which both liquid and solid starting materials can be used, realized thereby can be that in a first step in a batch process, a basic recipe is prepared, which is then differentiated in a second step.
- the composition according to the invention has a yield point.
- the yield point is understood as the shear stress (in Pa) below which a specimen exclusively or at least largely elastically deforms and above which an irreversible, plastic deformation, ie, a flow, takes place.
- the yield strength of the liquid, surfactant-containing composition is measured using a TA-Instruments, type AR G2 absolute rotary rheometer (shear stress controlled rheometer, cone-plate measuring system with 40 mm diameter, 2 ° cone angle, 20 ° C.).
- This is a so-called shear stress controlled rheometer.
- the samples in the rheometer with a time-increasing shear stress ⁇ (t) are applied.
- the shear stress can be increased from the lowest possible value (for example, 0.01 Pa) to, for example, 100 Pa in the course of 30 minutes.
- the deformation ⁇ of the sample is measured.
- the composition produced according to the invention preferably has a yield point in the range from 0.01 Pa to 50 Pa, preferably from 0.1 Pa to 10 Pa, particularly preferably from 0.5 Pa to 5 Pa. In this case, those compositions are particularly preferred which have a yield point of not more than 10 Pa. Such are particularly well filled and well dosed by the consumer.
- the base formulation comprises at least one surfactant and at least one solvent.
- the base formulation may thus have one or more surfactants. These surfactants are selected from the group consisting of anionic, cationic, zwitterionic, nonionic surfactants and mixtures thereof. If the composition comprises a plurality of surfactants, these may be, for example, several different nonionic surfactants. However, it is also possible that the composition comprises, for example, both nonionic and anionic surfactants. This applies analogously to the other surfactants.
- the base formulation comprises at least one anionic surfactant and at least one nonionic surfactant.
- the level of surfactant in the final composition is preferably 0.1-40% by weight of surfactant, more preferably 5% to 30% by weight of surfactant, even more preferably 10-25% by weight of surfactant.
- the base formulation comprises an anionic surfactant
- this is preferably selected from the group consisting of C 9-13 -alkylbenzenesulfonates, olefinsulfonates, C 12-18 -alkanesulfonates, ester sulfonates, alk (en) ylsulfates, fatty alcohol crude ether sulfates and mixtures thereof. It has been found that these sulfonate and sulfate surfactants are particularly suitable for the preparation of stable liquid compositions with yield point. Liquid compositions comprising as anionic surfactant C 9-13 -alkylbenzenesulfonates and fatty alcohol ether sulfates have particularly good dispersing properties.
- Preferred surfactants of the sulfonate type are C 9-13 -alkylbenzenesulfonates, olefinsulfonates, that is to say mixtures of alkene and hydroxyalkanesulfonates and also disulfonates, as are obtained, for example, from C 12-18 -monoolefins having terminal or internal double bonds by sulfonation with gaseous Sulfur trioxide and subsequent alkaline or acid hydrolysis of the sulfonation obtained.
- esters of ⁇ -sulfo fatty acids for example the ⁇ -sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
- Alk (en) ylsulfates are the alkali metal salts and, in particular, the sodium salts of the sulfuric monoesters of C 12 -C 18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or the C 10 -C 20 oxo alcohols and those half-esters of secondary alcohols of these chain lengths are preferred.
- the C 12 -C 16 alkyl sulfates and C 12 -C 15 alkyl sulfates and C 14 -C 15 alkyl sulfates are preferred.
- 2,3-alkyl sulfates are also suitable anionic surfactants.
- fatty alcohol ether sulfates such as the sulfuric acid monoesters of straight-chain or branched C 7-21 -alcohols ethoxylated with from 1 to 6 mol of ethylene oxide, such as 2-methyl-branched C 9-11- alcohols having on average 3.5 mol of ethylene oxide (EO) or C 12 -18 fatty alcohols with 1 to 4 EO are suitable.
- the liquid composition prepared according to the invention contains a mixture of sulfonate and sulfate surfactants.
- the liquid composition C 9-13 alkylbenzenesulfonates and fatty alcohol ether sulfates as anionic surfactant.
- the liquid composition in the base formulation may also contain soaps.
- soaps Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids.
- the anionic surfactants and the soaps may be in the form of their sodium, potassium or magnesium or ammonium salts.
- the anionic surfactants are in the form of their sodium salts.
- Further preferred counterions for the anionic surfactants are also the protonated forms of choline, triethylamine, monoethanolamine or methylethylamine.
- the base formulation may also comprise at least one nonionic surfactant in addition to the anionic surfactant.
- the nonionic surfactant includes alkoxylated fatty alcohols, alkoxylated fatty acid alkyl esters, fatty acid amides, alkoxylated fatty acid amides, polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides, alkyl polyglucosides, and mixtures thereof.
- the nonionic surfactant used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 4 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical may be linear or preferably methyl-branched in the 2-position or may contain linear and methyl-branched radicals in the mixture, as they are usually present in Oxoalkoholresten.
- alcohol ethoxylates having linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example coconut, palm, tallow or oleyl alcohol, and on average 5 to 8 EO per mole of alcohol are preferred.
- the preferred ethoxylated alcohols include, for example, C 12-14 alcohols with 4 EO or 7 EO, C 9-11 alcohols with 7 EO, C 13-15 alcohols with 5 EO, 7 EO or 8 EO, C 12-18 Alcohols with 5 EO or 7 EO and mixtures of these.
- the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
- Preferred alcohol ethoxylates have a narrow homolog distribution (narrow range ethoxylates, NRE).
- fatty alcohols with more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
- Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention.
- a mixture of a (more) branched ethoxylated fatty alcohol and an unbranched ethoxylated fatty alcohol such as a mixture from a C 16-18 fatty alcohol with 7 EO and 2-propylheptanol with 7 EO.
- the washing, cleaning, after-treatment or washing assistant contains a C 12-18 fatty alcohol with 7 EO or a C 13-15 oxo alcohol with 7 EO as nonionic surfactant.
- composition prepared according to the invention further comprises one or more solvents in its basic formulation. These may be water and / or non-aqueous solvents. Preferably, the base formulation contains water as the main solvent.
- the masterbatch may further comprise non-aqueous solvents. Suitable non-aqueous solvents include monohydric or polyhydric alcohols, alkanolamines or glycol ethers.
- the solvents are selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexylene glycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol methyl ether, Diethylene glycol ethyl ether, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol propyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol
- a basic formulation is prepared in a conventional batch process or batch process, which in particular has a viscosity of 1000 mPa ⁇ s or less, in particular 200 to 800 mPa ⁇ s, especially 400 to 700 mPa ⁇ s.
- the viscosity is determined at a temperature of 20 ° C (Viscometer HATDV II from Brookfield, 20 rpm spindle 2).
- the basic formula air is added. Due to the low viscosity, however, this air can escape from the basic formulation within a very short time without any intervention, so that in effect an approximately air-free product is obtained.
- the base formulation may further comprise builders and / or alkaline substances.
- builders for example, polymeric polycarboxylates are suitable. These are, for example, the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example, those having a molecular weight of 600 to 750,000 g / mol.
- Suitable polymers are in particular polyacrylates, which preferably have a molecular weight of from 1,000 to 15,000 g / mol. Because of their superior solubility, the short-chain polyacrylates, which have molecular weights of from 1,000 to 10,000 g / mol, and particularly preferably from 1,000 to 5,000 g / mol, may again be preferred from this group.
- copolymeric polycarboxylates in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid.
- the polymers may also contain allylsulfonic acids, such as allyloxybenzenesulfonic acid and methallylsulfonic acid, as a monomer.
- silicates As builders which may be present in the composition produced according to the invention, in particular silicates, aluminum silicates (in particular zeolites), carbonates, salts of organic di- and polycarboxylic acids and mixtures of these substances may be mentioned.
- Organic builders which may furthermore be present in the composition prepared according to the invention are, for example, the polycarboxylic acids which can be used in the form of their sodium salts, polycarboxylic acids meaning those carboxylic acids which carry more than one acid function. These are, for example, citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, sugar acids, aminocarboxylic acids, nitrilotriacetic acid (NTA), methylglycinediacetic acid (MGDA) and derivatives thereof and mixtures thereof.
- Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof.
- soluble builders such as, for example, citric acid, or acrylic polymers having a molar mass of from 1,000 to 5,000 g / mol in the basic formulation.
- alkaline substances or wash alkalis are chemicals for raising and stabilizing the pH of the composition.
- those constituents of the composition are preferably added to the basic formulation in the batch process, which can be metered exclusively in a batch process.
- these are in particular those components which are present exclusively as a solid and thus can not be introduced into a composition in a continuous process.
- this relates to citric acid and its salts, such as sodium citrate, or boric acid. These must be introduced as a solution or suspension.
- a differentiation of the basic formulation then takes place in a second step following the first step. This takes place in a continuous process. It is possible to directly transfer the basic formulation obtained in the first step into a continuous process. However, it is also possible to initially store the basic recipe and use it only when needed in the continuous process.
- Differentiation in the sense of the present invention means that a basic formulation which is the same for several different liquid, surfactant-containing compositions is then differentiated to the actual desired end product.
- the inventively prepared liquid, surfactant-containing composition such as dyes, perfume compositions, enzymes dyes, perfume capsules, microbeads, opacifiers, color Transfer inhibitors (dye transfer inhibitors DTI), brighteners, saline solutions, cosurfactants or water.
- the continuous process is characterized in that there is an overpressure within the plant in which the continuous process takes place.
- the basic recipe is passed through a pipe system. By means of pumps, the flow rate of the composition and thus the pressure in the pipe system is controlled. Pressure sensors attached to the piping system allow feedback to the pumps to control the pressure within the piping system. For example, pressure sensors of the company Endress and Hauser, Germany can be used.
- the line into which the basic formulation is introduced is called the main stream. In this line, the other components are dosed to differentiate the basic formula.
- the continuous process under overpressure allows to avoid a gas / air entry into the composition.
- the continuous process is carried out at a relative to the ambient pressure increased pressure of 0.5 to 6 bar, in particular from 0.5 to 4 bar.
- liquid products are liquids or solutions of solids in a suitable solvent as well as stable suspensions, dispersions or emulsions.
- the differentiation runs along the main stream, through which the basic formula flows.
- the compositions to be metered can be premixed and dosed together into the main stream or individually or in different combinations of eg 2-3 components are metered via separate feed lines in the main stream.
- a mixer in particular a static mixer, which ensures the rapid and homogeneous distribution of the metered means in the main stream.
- dyes, microcapsules and perfume can be metered separately from each other in the stream. From the introduction of the basic recipe, the perfume can be used first, and the dye in a subsequent step be dosed.
- the order of dosing can also be done in reverse order, ie first dye and then perfume.
- a dye is first dosed into the basic formulation and only in a later step is the perfume or another substance, the path taken by the dye through the system is long, so that when changing the recipe, significantly more cleaning effort has to be done to remove the last traces of dye. Therefore, it may be advantageous to dose dyes last in the main stream to allow a quick and favorable change of the dye.
- the place of dosage of perfume is to be determined in this regard.
- the visual perception is stronger than the odor-specific, so in case of doubt, the colorant to be dosed after the perfume, to avoid that the consumer perceives unintentional product discoloration by recipe change.
- the differentiation is effected in particular by the addition of one or more cosurfactants and / or one or more electrolytes.
- the co-surfactant or the co-surfactants change the micellar structure of the surfactants in the basic formulation.
- electrolytes By one or more electrolytes, this effect can be strengthened. This results in a lamellar structure of the surfactants.
- Corresponding structured detergents or cleaning agents with yield point are in the prior art, for example in WO 2013/064357 A1 described. The content of this application is fully incorporated by reference.
- Co-surfactants for the purposes of the present invention are amphiphilic molecules with a small, hydrophilic head group. In a binary system with water, these co-surfactants are often only weakly or not at all soluble. Accordingly, they do not form micelles there either. In the presence of the surfactants of the basic formulation, the co-surfactants are incorporated into their associates, thereby changing the morphology of these associates. The spherical micelles become rod-shaped and / or disc-shaped micelles. With a sufficiently high total surfactant content, lamellar phases or structures are formed.
- the cosurfactant is preferably selected from the group consisting of alkoxylated C 8 -C 18 fatty alcohols having a degree of alkoxylation ⁇ 3, aliphatic C 6 -C 14 -alcohols, aromatic C 6 -C 14 -alcohols, aliphatic C 6 -C 12 Dialcohols, monoglycerides of C 12 -C 18 fatty acids, monoglycerol ethers of C 8 -C 18 fatty alcohols, and mixtures thereof.
- Other suitable cosurfactants are 1-hexanol, 1-heptanol, 1-octanol, 1,2-octanediol, stearic monoglycerol and mixtures thereof.
- fragrance alcohols such as geraniol, nerol, citronellol, linalool, rhodinol and other terpene alcohols or fragrance aldehydes such as lilial or decanal as co-surfactants.
- Preferred cosurfactants are C 12 -C 18 fatty alcohols having a degree of alkoxylation ⁇ 3. These cosurfactants are particularly well incorporated into the preferred anionic and nonionic surfactant associates.
- Suitable alkoxylated C 12 -C 18 fatty alcohols having a degree of alkoxylation ⁇ 3 include, for example, iC 13 H 27 O (CH 2 CH 2 O) 2 H, iC 13 H 27 O (CH 2 CH 2 O) 3 H, C 12-14 -Alcohol with 2 EO, C 12-14 -alcohol with 3 EO, C 13-15 -alcohol with 3 EO, C 12-18 -alcohols with 2 EO and C 12-18 -alcohols with 3 EO.
- An electrolyte in the sense of the present invention is an inorganic salt.
- Preferred inorganic salts include sodium chloride, potassium chloride, sodium sulfate, sodium carbonate, potassium sulfate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, calcium chloride, magnesium chloride, and mixtures thereof. Particularly stable compositions are obtained using sodium chloride or mixtures of sodium chloride and potassium sulfate.
- the addition of the inorganic salt promotes the formation of lamellar structures.
- the inorganic salt has an influence on the viscosity, so that the viscosity of the liquid composition can be adjusted by means of the inorganic salt.
- the compositions prepared according to prior art methods can not or not to the same extent stabilize the gas / air entries in the compositions such that the lamellar structure is enhanced by buoyancy of the gas bubbles is at least partially destroyed and mix in the individual layers located components.
- optical particles can attach to the gas bubbles and be floated with. Thus, it becomes difficult to evenly distribute optical particles in the composition.
- the flow limit is produced by the dosage of the cosurfactants and / or one or more electrolytes in the continuous process.
- This has the advantage that the components metered in the continuous process are the same in the desired lamellar structure.
- the proportion of cosurfactants and / or electrolytes in the final liquid, surfactant-containing composition having a yield point of up to 15% by weight, preferably up to 10% by weight, more preferably up to 5% by weight.
- the base formulation in the second step further dispersed particles are added for differentiation.
- Dispersed particles in the sense of the present invention are not soluble in the solvent of the basic formulation. They can, however, be dispersed therein.
- the inventive method allows a homogeneous distribution and stable dispersion of these particles.
- these dispersed particles may be functional and / or have an aesthetic function. Functional materials affect the effect of the composition, whereas aesthetic materials only affect the appearance or odor.
- the dispersed particles are visible particles. This means that the particles are clearly visible to the consumer with the eye in the composition (in the final product) and to be distinguished from the other constituents.
- colored particles are meant herewith. Such particles give the composition a special impression that is appreciated by consumers.
- the composition may contain a dissolved dye and, in addition, colored particles having a color that is a contrasting color to the dissolved dye.
- Functionally dispersed particles may be capsules, abrasives, granules or compounds for the purposes of the present invention.
- capsule means on the one hand aggregates with a core-shell structure and on the other hand aggregates with a matrix.
- Core-shell capsules (microcapsules, microbeads) contain at least one solid or liquid core, which is enclosed by at least one continuous shell, in particular a shell of polymer (s).
- the capsules may include, for example, optical brighteners, surfactants, complexing agents, bleaches, bleach activators, bleach catalysts, dyes and fragrances, antioxidants, builders, enzymes, enzyme stabilizers, antimicrobial agents, graying inhibitors, anti-redeposition agents, pH adjusters, electrolytes, detergency boosters, vitamins , Proteins, foam inhibitors and / or UV absorbers.
- the fillings of the capsules may be solids or liquids in the form of solutions or emulsions or suspensions.
- the dispersed particles may have a density which corresponds to that of the liquid composition. According to the invention, this means that the density of the dispersed particles corresponds to 90% to 110% of the composition. However, it is also possible that the dispersed particles have a different density. Nevertheless, it is due to the invention Method also possible here to obtain a uniform dispersion of the particles in the composition. They can consist of different materials such as alginates, gelatin, cellulose, agar, waxes or polyethylenes. Particles which do not have a core-shell structure may also have an active ingredient in a matrix of a matrix-forming material. Such particles are referred to as "speckles". The matrix formation in these materials takes place for example via gelation, polyanion-polycation interaction or polyelectrolyte-metal ion interaction and is well known in the art as well as the production of particles with these matrix-forming materials.
- the composition produced according to the invention has a yield strength of from 0.01 Pa to 50 Pa, preferably from 0.1 Pa to 10 Pa, particularly preferably from 0.5 Pa to 5 Pa.
- the composition is characterized in particular in that it has a viscosity measured at 20 ° C of 50,000 mPa ⁇ s or less, in particular 3000 mPa ⁇ s or less.
- the compositions of the invention differ from the known compositions by their lower gas / air content and the higher density associated therewith. As a result, the lamellar structures remain stable longer. Particles in the composition do not accumulate on the surface of the composition as is usual. Thus, the compositions are well fillable without the particles floating after bottling or storage. The absence or lower proportion of gas / air ensures that the composition can be filled more precisely.
- the composition has more surfactant per volume, so that the washing power per volume is higher than in conventional compositions.
- the viscosity of a composition refers to each with a Brookfield viscometer HATDV II with spindle 2 at 20 U / min at 20 ° C certain value.
- composition is in particular a body care, washing or cleaning agent.
- personal care, detergents or cleaning agents in the context of the present invention include cosmetics, household cleaners, fabric softeners, laundry detergents, floor care products, all-purpose cleaners, dishwashing detergents for manual and machine cleaning, heavy-duty detergents, shampoos, shower gels and bubble baths. It is preferably a washing or cleaning agent.
- the process according to the invention allows freedom from air in the product and thus improved product stability compared to processes described in the prior art.
- a "one pass" production enables targeted uniform homogenization.
- Investment costs can be reduced because the product formulation is based on a basic formulation that can be prepared in a simple process. This once made Basic recipe can then be used for different products. This saves the storage of batches of end products that are not immediately put on sale. This will reduce energy and production costs while increasing the capacity of existing facilities.
- the process according to the invention is carried out during the continuous differentiation under overpressure.
- overpressure pressure of at least 0.1 bar above atmospheric pressure is considered.
- the overpressure prevents gases, especially air, from being introduced during differentiation of the composition.
- a product is obtained which is more air-free than products originating from a batch process. This makes it possible to dose the composition more reliably and accurately. Because less gas is included in the compositions of this invention, they have a higher density than comparative compositions.
- the quantities in the exemplary embodiments are in% a.s., In% active substance.
- the data refer in all examples to 100% of the final product.
- Example 2a In the batch process (Example 1, Example 2a) was stirred with a stirrer from Intermig at a speed of 30 to 40 revolutions / min.
- water was initially introduced in a batch kettle.
- the amount of water which is presented here, is about 50 wt .-% to 60 wt .-% based on 100 wt .-% of the final product.
- the choice of the exact amount is within the usual scope of the expert and depends on the desired end product. It should be noted that water can also be added by adding other ingredients.
- the content of water in the end product may according to the invention be from 60% by weight to 75% by weight.
- a liquid, surfactant-containing composition was prepared in a conventional batch process. For this purpose, water was placed in a 35 m 3 batch kettle. While stirring, 1.9% of NaOH, 1% of boric acid and 2% of citric acid were added. After the added components had dissolved (after stirring for about 5 minutes), a complexing agent (diethylenetriaminepenta (methylenephosphonic acid) in the form of 7 sodium salt (DTPMP ⁇ 7Na)) was added in an amount of 0.7% as.
- a complexing agent diethylenetriaminepenta (methylenephosphonic acid) in the form of 7 sodium salt (DTPMP ⁇ 7Na)
- the aqueous solution was cooled to a temperature of about 30 to 32 ° C.
- 0.03% as of a defoamer, 2% as ethanol as a solvent, 0.1% as a preservative and 0.35% as of brighteners were added.
- 0.2% perfume capsules, 1.1% as perfume and 0.28% as color solutions were added and also incorporated.
- enzymes 1.16% as
- a saline solution 3% as
- a nonionic surfactant isotridecanol with 3 moles EO / mole
- microbeads 0.25% as
- the air-containing product obtained by the conventionally produced process shows a milky appearance.
- the density was 0.927 g / cm 3 .
- the density was measured with a pycnometer from Erichsen (model 290). The method complies with the requirements of DIN 53217 (ISO 2811-1) and the regulations cited therein. The measurement was carried out at a temperature of 23 ⁇ 0.5 ° C.
- a surfactant-containing composition was prepared according to the method of the invention. First, water was placed in a batch kettle. With stirring, NaOH (2.3% as), boric acid (1.2% as) and citric acid (2.4% as) were added. After being dissolved in the water, diethylenetriaminepenta (methylenephosphonic acid) was added in the form of the sodium salt (DTPMP ⁇ 7Na) (0.85% as).
- surfactants nonionic surfactant (nonionic surfactant) having 12 to 18 carbon atoms and 7 moles EO / mol (2.4% as), linear alkylbenzenesulfonate having 10 to 13 carbon atoms (4.8% as) and a fatty acid with 12 to 18 carbon atoms and low odor (0.6% as)
- anionic surfactant alkyl ether sulfate with C 12 chain, 9.7% as
- the viscosity of the basic formulation was 750 mPa s at 20 ° C.
- the viscosity was determined using a Brookfield viscometer HATDV II with spindle 2 at 20 rpm at 20 ° C.
- the composition of the batch was pumped into a line system.
- the diameter of the main pipe was 65 mm.
- the flow rate was in the range of 0.5 to 1.9 m / s.
- the pressure in the line system was 0.1 to 6 bar above normal pressure.
- the air-free product thus produced in the process according to the invention had a higher density of 1.062 g / cm 3 .
- the determination was carried out, as indicated above, also here in a pycnometer according to DIN 53217. The measurement was carried out at a temperature of 23 ⁇ 0.5 ° C. The viscosity was 1500 to 2500 mPa s. The viscosity was determined using a Brookfield viscometer HATDV II with spindle 2 at 20 rpm at 20 ° C. The yield value of the composition was 2.1 Pa.
- composition 1 and 2b contained core-shell particles (microbeads), which clearly represented red dots in the composition. While the particles in the air-containing product (Example 1, prior art) swell up after a short time (since air attaches to them), these particles were uniformly distributed in the product in the air-free composition according to the invention (Example 2).
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Claims (9)
- Procédé de production d'une composition liquide contenant un tensioactif et présentant une limite d'élasticité située dans la plage allant de 0,01 Pa à 50 Pa, dans lequel- dans une première étape, on prépare dans un processus discontinu une formulation de base comprenant au moins un tensioactif et au moins un solvant, et- dans une seconde étape, on différencie ensuite cette formulation de base dans un procédé en continu,i) dans l'installation en continu, toutes les substances étant dosées ensemble sous forme liquide dans une conduite et homogénéisées au moyen d'un mélangeur dynamique et/ou statique, etii) le procédé en continu étant effectué à une pression augmentée de 0,5 à 6 bar par rapport à la pression ambiante.
- Procédé selon la revendication 1, caractérisé en ce que la composition présente une limite d'élasticité située dans la plage allant de 0,1 Pa à 10 Pa, de manière particulièrement préférée de 0,5 Pa à 5 Pa.
- Procédé selon la revendication 1 ou 2, caractérisé en ce que la formulation de base présente une viscosité inférieure ou égale à 1 000 mPas, en particulier située dans la plage allant de 200 à 800 mPa·s, particulièrement de 400 à 700 mPa·s, la viscosité étant déterminée au moyen d'un viscosimètre Brookfield de type HATDV II avec la broche 2 à 20 tours par minute à 20 °C.
- Procédé selon l'une des revendications 1 à 3, caractérisé en ce que la formulation de base comprend en outre des adjuvants et/ou des substances alcalines.
- Procédé selon l'une des revendications 1 à 4, caractérisé en ce que le procédé en continu est effectué à une pression augmentée de 0,5 à 4 bar par rapport à la pression ambiante.
- Procédé selon l'une des revendications 1 à 5, caractérisé en ce que la différenciation est réalisée par l'addition d'un ou plusieurs co-tensioactifs et/ou d'un ou plusieurs électrolytes, la proportion de co-tensioactifs et/ou d'électrolytes représentant en particulier jusqu'à 15 % en poids, de préférence jusqu'à 10 % en poids, et de manière encore davantage préférée jusqu'à 5 % en poids de la composition liquide finale contenant un tensioactif et présentant une limite d'élasticité.
- Procédé selon l'une des revendications 1 à 6, caractérisé en ce que dans la seconde étape, on ajoute en outre à la formulation de base des particules dispersées pour effectuer la différenciation.
- Procédé selon la revendication 7, caractérisé en ce que les particules sont des particules visibles.
- Procédé selon la revendication 7 ou 8, caractérisé en ce que les particules sont des microcapsules.
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DE102014225145.1A DE102014225145A1 (de) | 2014-12-08 | 2014-12-08 | Verfahren zur Herstellung flüssiger, Tensid-enthaltender Zusammensetzungen mit Fließgrenze |
PCT/EP2015/078614 WO2016091733A1 (fr) | 2014-12-08 | 2015-12-04 | Procédé de production de compositions liquides à limite d'écoulement contenant des agents tensioactifs |
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EP3230430A1 EP3230430A1 (fr) | 2017-10-18 |
EP3230430B1 true EP3230430B1 (fr) | 2019-02-27 |
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EP15804529.4A Revoked EP3230430B1 (fr) | 2014-12-08 | 2015-12-04 | Procédé de production de compositions liquides à limite d'écoulement contenant des agents tensioactifs |
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US (1) | US20170267954A1 (fr) |
EP (1) | EP3230430B1 (fr) |
DE (1) | DE102014225145A1 (fr) |
WO (1) | WO2016091733A1 (fr) |
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DE102015212131A1 (de) * | 2015-06-30 | 2017-01-05 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung einer flüssigen, Tensid enthaltenden Zusammensetzung |
DE102018222190A1 (de) * | 2018-12-18 | 2020-06-18 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung einer Partikel- und Tensid-haltigen Flüssigkeit |
DE102019126124A1 (de) * | 2019-09-27 | 2021-04-01 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung Tensid enthaltender Zusammensetzungen in einem sequenziellen Verfahren |
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US20040058837A1 (en) | 2002-09-20 | 2004-03-25 | Unilever Home And Personal Care Usa, Division Of Conopco, Inc. | Process of making gel detergent compositions |
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US6362156B1 (en) | 1998-12-16 | 2002-03-26 | Unilever Home & Personal Care, Usa, Division Of Conopco, Inc. | Pourable transparent/translucent liquid detergent composition with suspended particles |
DE10316001A1 (de) | 2003-04-07 | 2004-10-21 | Goldschmidt Ag | Wässrige Formulierungen enthaltend Kombinationen aus anionischen und kationischen Tensiden zur Erzeugung einer Fließgrenze |
DE102005018243A1 (de) * | 2005-04-19 | 2006-10-26 | Henkel Kgaa | Verfahren zur Erzeugung flüssiger Zubereitungen mit Festkörpergehalt |
NZ599223A (en) | 2009-11-04 | 2013-07-26 | Colgate Palmolive Co | Process to produce stable composition of surfactant and suspending agent with gas level determined by gas bubble test |
EP2551337A1 (fr) * | 2011-07-27 | 2013-01-30 | The Procter & Gamble Company | Procédé pour la production d'une composition contenant un modificateur de rhéologie |
WO2013064357A1 (fr) | 2011-11-02 | 2013-05-10 | Henkel Ag & Co. Kgaa | Produit de lavage ou de nettoyage structuré à limite d'écoulement |
EP2841550B1 (fr) * | 2012-04-23 | 2016-01-20 | Unilever Plc. | Compositions de détergent liquide isotrope aqueux structuré extérieurement |
DE102012216399A1 (de) * | 2012-09-14 | 2014-05-15 | Henkel Ag & Co. Kgaa | Strukturiertes, wasserarmes, flüssiges Waschmittel mit Partikeln |
DE102012222186A1 (de) * | 2012-12-04 | 2014-06-05 | Henkel Ag & Co. Kgaa | Strukturiertes Reinigungsmittel mit Fließgrenze |
-
2014
- 2014-12-08 DE DE102014225145.1A patent/DE102014225145A1/de not_active Withdrawn
-
2015
- 2015-12-04 WO PCT/EP2015/078614 patent/WO2016091733A1/fr active Application Filing
- 2015-12-04 EP EP15804529.4A patent/EP3230430B1/fr not_active Revoked
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2017
- 2017-06-07 US US15/616,407 patent/US20170267954A1/en not_active Abandoned
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US20040058837A1 (en) | 2002-09-20 | 2004-03-25 | Unilever Home And Personal Care Usa, Division Of Conopco, Inc. | Process of making gel detergent compositions |
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US20170267954A1 (en) | 2017-09-21 |
WO2016091733A1 (fr) | 2016-06-16 |
DE102014225145A1 (de) | 2016-06-09 |
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