CA2268055C - Procede de production d'une composition detergente sans l'utilisation d'une tour - Google Patents
Procede de production d'une composition detergente sans l'utilisation d'une tour Download PDFInfo
- Publication number
- CA2268055C CA2268055C CA002268055A CA2268055A CA2268055C CA 2268055 C CA2268055 C CA 2268055C CA 002268055 A CA002268055 A CA 002268055A CA 2268055 A CA2268055 A CA 2268055A CA 2268055 C CA2268055 C CA 2268055C
- Authority
- CA
- Canada
- Prior art keywords
- mixer
- surfactant
- agglomerates
- detergent
- process according
- 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.)
- Expired - Fee Related
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- 239000003599 detergent Substances 0.000 title claims abstract description 82
- 238000000034 method Methods 0.000 title claims abstract description 80
- 230000008569 process Effects 0.000 title claims abstract description 76
- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 239000004094 surface-active agent Substances 0.000 claims abstract description 44
- 239000000843 powder Substances 0.000 claims abstract description 35
- 239000007788 liquid Substances 0.000 claims abstract description 31
- 239000011248 coating agent Substances 0.000 claims abstract description 12
- 238000005507 spraying Methods 0.000 claims abstract description 7
- 238000000576 coating method Methods 0.000 claims abstract description 6
- -1 alkyl alkoxy sulfates Chemical class 0.000 claims description 23
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 17
- 239000007921 spray Substances 0.000 claims description 17
- 239000000243 solution Substances 0.000 claims description 16
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical group [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 14
- 239000003945 anionic surfactant Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 12
- 150000004760 silicates Chemical class 0.000 claims description 10
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 8
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 7
- 235000017550 sodium carbonate Nutrition 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 6
- 239000003093 cationic surfactant Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 6
- 235000011152 sodium sulphate Nutrition 0.000 claims description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 3
- 244000060011 Cocos nucifera Species 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 3
- 235000021317 phosphate Nutrition 0.000 claims description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 3
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 150000001860 citric acid derivatives Chemical class 0.000 claims description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 claims description 2
- 239000000463 material Substances 0.000 description 26
- 239000012530 fluid Substances 0.000 description 21
- 239000002245 particle Substances 0.000 description 18
- 239000008187 granular material Substances 0.000 description 17
- 238000005054 agglomeration Methods 0.000 description 15
- 230000002776 aggregation Effects 0.000 description 15
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 15
- 239000004615 ingredient Substances 0.000 description 15
- 238000005342 ion exchange Methods 0.000 description 15
- 239000002253 acid Substances 0.000 description 14
- 238000001035 drying Methods 0.000 description 13
- 229920005646 polycarboxylate Polymers 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 11
- 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 9
- 125000002947 alkylene group Chemical group 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical group [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- 239000004115 Sodium Silicate Substances 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 229920000768 polyamine Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 235000019351 sodium silicates Nutrition 0.000 description 6
- 238000001694 spray drying Methods 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 5
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000001340 alkali metals Chemical class 0.000 description 5
- 229910001424 calcium ion Inorganic materials 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 229930182556 Polyacetal Natural products 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 229940077388 benzenesulfonate Drugs 0.000 description 4
- 150000007942 carboxylates Chemical class 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229920006324 polyoxymethylene Polymers 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 229920002873 Polyethylenimine Polymers 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001335 aliphatic alkanes Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000011031 large-scale manufacturing process Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- 238000004513 sizing Methods 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- PSZAEHPBBUYICS-UHFFFAOYSA-N 2-methylidenepropanedioic acid Chemical compound OC(=O)C(=C)C(O)=O PSZAEHPBBUYICS-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical group [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229940091181 aconitic acid Drugs 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 2
- 229940018557 citraconic acid Drugs 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 229910001425 magnesium ion Chemical group 0.000 description 2
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical class OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 description 2
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 229910021647 smectite Inorganic materials 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 2
- FXTWIIBOJYNFAW-UHFFFAOYSA-N (2,2-dihydroxyethylamino) propane-1-sulfonate Chemical compound CCCS(=O)(=O)ONCC(O)O FXTWIIBOJYNFAW-UHFFFAOYSA-N 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 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
- TYIOVYZMKITKRO-UHFFFAOYSA-N 2-[hexadecyl(dimethyl)azaniumyl]acetate Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC([O-])=O TYIOVYZMKITKRO-UHFFFAOYSA-N 0.000 description 1
- XYJLPCAKKYOLGU-UHFFFAOYSA-N 2-phosphonoethylphosphonic acid Chemical class OP(O)(=O)CCP(O)(O)=O XYJLPCAKKYOLGU-UHFFFAOYSA-N 0.000 description 1
- WCSAPKHLAQFSIW-UHFFFAOYSA-N 3-(dimethylamino)-2-hydroxypropane-1-sulfonic acid Chemical compound CN(C)CC(O)CS(O)(=O)=O WCSAPKHLAQFSIW-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 238000006677 Appel reaction Methods 0.000 description 1
- 201000004002 Aromatase excess syndrome Diseases 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical group CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 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
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 101100117236 Drosophila melanogaster speck gene Proteins 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical class OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-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
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical class OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- SXKQTYJLWWQUKA-UHFFFAOYSA-N O.O.O.O.O.O.O.O.O.O.OB(O)O.OB(O)O.OB(O)O.OB(O)O Chemical compound O.O.O.O.O.O.O.O.O.O.OB(O)O.OB(O)O.OB(O)O.OB(O)O SXKQTYJLWWQUKA-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920000388 Polyphosphate Chemical class 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 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
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
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- 125000004450 alkenylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical class [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
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- CMFFZBGFNICZIS-UHFFFAOYSA-N butanedioic acid;2,3-dihydroxybutanedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)CCC(O)=O.OC(=O)C(O)C(O)C(O)=O CMFFZBGFNICZIS-UHFFFAOYSA-N 0.000 description 1
- HXDRSFFFXJISME-UHFFFAOYSA-N butanedioic acid;2,3-dihydroxybutanedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)C(O)C(O)C(O)=O HXDRSFFFXJISME-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
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- 238000000280 densification Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- MRXJLUSSMZAJGV-UHFFFAOYSA-N dimethylamino hexane-1-sulfonate Chemical compound CCCCCCS(=O)(=O)ON(C)C MRXJLUSSMZAJGV-UHFFFAOYSA-N 0.000 description 1
- DUCCPNVOQJMMAN-UHFFFAOYSA-N dimethylamino hexanoate Chemical compound CCCCCC(=O)ON(C)C DUCCPNVOQJMMAN-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- UZABCLFSICXBCM-UHFFFAOYSA-N ethoxy hydrogen sulfate Chemical class CCOOS(O)(=O)=O UZABCLFSICXBCM-UHFFFAOYSA-N 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
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- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 229910052816 inorganic phosphate Inorganic materials 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- 230000007246 mechanism Effects 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
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- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical class CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
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- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000001205 polyphosphate Chemical class 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- POWFTOSLLWLEBN-UHFFFAOYSA-N tetrasodium;silicate Chemical class [Na+].[Na+].[Na+].[Na+].[O-][Si]([O-])([O-])[O-] POWFTOSLLWLEBN-UHFFFAOYSA-N 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000002888 zwitterionic surfactant 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
- C11D11/0088—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads the liquefied ingredients being sprayed or adsorbed onto solid particles
-
- 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
-
- 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
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
-
- 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
- C11D11/02—Preparation in the form of powder by spray drying
-
- 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
-
- 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
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
-
- 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
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
- C11D17/065—High-density particulate detergent compositions
-
- 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
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- 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
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)
Abstract
Cette invention se rapporte à un procédé n'utilisant pas de tour et servant à préparer en continu une composition détergente granulaire ayant une densité d'au moins 600 g/l environ. Ce procédé consiste: (a) à disperser un tensioactif et revêtir ce tensioactif d'une fine poudre ayant un diamètre compris entre 0,1 et 500 microns, dans un mélangeur: et (b) à réduire ces agglomérats en granulés dans un ou plusieurs appareils de fluidisation. Ce procédé peut également comprendre une phase (a') qui consiste à vaporiser un liquide finement atomisé sur les premiers agglomérats dans un mélangeur, cette étape se situant entre l'étape (a) et l'étape (b).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
WOPCT/US96/15881 | 1996-10-04 | ||
PCT/US1996/015881 WO1998014549A1 (fr) | 1996-10-04 | 1996-10-04 | Procede de production d'une composition de detergent de faible densite par un processus sans colonne |
PCT/US1997/009789 WO1998014551A1 (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2268055A1 CA2268055A1 (fr) | 1998-04-09 |
CA2268055C true CA2268055C (fr) | 2004-02-03 |
Family
ID=22255901
Family Applications (9)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002267291A Expired - Fee Related CA2267291C (fr) | 1996-10-04 | 1996-10-04 | Procede de production d'une composition de detergent de faible densite par un processus sans colonne |
CA002268062A Expired - Fee Related CA2268062C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268060A Expired - Fee Related CA2268060C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268068A Expired - Fee Related CA2268068C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268063A Expired - Fee Related CA2268063C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268067A Expired - Fee Related CA2268067C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268055A Expired - Fee Related CA2268055C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002267424A Expired - Fee Related CA2267424C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268052A Expired - Fee Related CA2268052C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
Family Applications Before (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002267291A Expired - Fee Related CA2267291C (fr) | 1996-10-04 | 1996-10-04 | Procede de production d'une composition de detergent de faible densite par un processus sans colonne |
CA002268062A Expired - Fee Related CA2268062C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268060A Expired - Fee Related CA2268060C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268068A Expired - Fee Related CA2268068C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268063A Expired - Fee Related CA2268063C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268067A Expired - Fee Related CA2268067C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002267424A Expired - Fee Related CA2267424C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
CA002268052A Expired - Fee Related CA2268052C (fr) | 1996-10-04 | 1997-06-05 | Procede de production d'une composition detergente sans l'utilisation d'une tour |
Country Status (12)
Country | Link |
---|---|
EP (9) | EP0929645A1 (fr) |
JP (9) | JP3305327B2 (fr) |
CN (8) | CN1133738C (fr) |
AR (6) | AR010510A1 (fr) |
AT (5) | ATE223476T1 (fr) |
AU (9) | AU7388196A (fr) |
BR (7) | BR9612732A (fr) |
CA (9) | CA2267291C (fr) |
DE (5) | DE69721287T2 (fr) |
ES (5) | ES2193386T3 (fr) |
MX (2) | MX219077B (fr) |
WO (9) | WO1998014549A1 (fr) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996031510A1 (fr) * | 1995-04-03 | 1996-10-10 | Novartis Ag | Derives de pyrazole et leurs procedes de preparation |
GB9526097D0 (en) * | 1995-12-20 | 1996-02-21 | Unilever Plc | Process |
GB9712580D0 (en) * | 1997-06-16 | 1997-08-20 | Unilever Plc | Production of detergent granulates |
GB9712583D0 (en) | 1997-06-16 | 1997-08-20 | Unilever Plc | Production of detergent granulates |
GB9713748D0 (en) * | 1997-06-27 | 1997-09-03 | Unilever Plc | Production of detergent granulates |
US6355606B1 (en) | 1997-07-14 | 2002-03-12 | The Procter & Gamble Company | Process for making a low density detergent composition by controlled agglomeration in a fluid bed dryer |
CN1192091C (zh) | 1997-07-14 | 2005-03-09 | 普罗格特-甘布尔公司 | 通过控制附聚颗粒大小制备低密度洗涤剂组合物的方法 |
EP1002044B1 (fr) | 1997-07-15 | 2004-05-06 | The Procter & Gamble Company | Procede de production d'agglomerats detergents fortement actifs par injection d'une pate tensioactive en plusieurs etapes |
US6440342B1 (en) | 1998-07-08 | 2002-08-27 | The Procter & Gamble Company | Process for making a low density detergent composition by controlling nozzle height in a fluid bed dryer |
US6492319B1 (en) | 1998-08-20 | 2002-12-10 | The Procter & Gamble Company | High density detergent-making process involving a moderate speed mixer/densifier |
US6794354B1 (en) * | 1998-09-18 | 2004-09-21 | The Procter & Gamble Company | Continuous process for making detergent composition |
CA2346926A1 (fr) * | 1998-10-26 | 2000-05-04 | Christopher Andrew Morrison | Procedes de preparation d'une composition detergente granuleuse avec une apparence et une solubilite ameliorees |
GB9825558D0 (en) * | 1998-11-20 | 1999-01-13 | Unilever Plc | Granular detergent components and particulate detergent compositions containing them |
GB9913546D0 (en) | 1999-06-10 | 1999-08-11 | Unilever Plc | Granular detergent component containing zeolite map and laundry detergent compositions containing it |
EP1187904B1 (fr) * | 1999-06-21 | 2004-08-11 | The Procter & Gamble Company | Procede de fabrication d'une composition granulaire detergente |
US6894018B1 (en) | 1999-06-21 | 2005-05-17 | The Procter & Gamble Company | Process for making granular detergent in a fluidized bed granulator having recycling of improperly sized particles |
GB0009877D0 (en) † | 2000-04-20 | 2000-06-07 | Unilever Plc | Granular detergent component and process for its preparation |
EP2123742A1 (fr) | 2008-05-14 | 2009-11-25 | The Procter and Gamble Company | Compositions de détergent solide pour lessive comprenant du sel de silicate à faible densité |
WO2011061045A1 (fr) | 2009-11-20 | 2011-05-26 | Unilever Nv | Granulé de détergent et son procédé de fabrication |
CN114774206A (zh) | 2014-04-10 | 2022-07-22 | 宝洁公司 | 复合洗涤剂颗粒和包含复合洗涤剂颗粒的衣物洗涤组合物 |
WO2019148090A1 (fr) | 2018-01-26 | 2019-08-01 | Ecolab Usa Inc. | Solidification de tensioactifs liquides d'oxyde d'amine, de bétaïne et/ou de sultaïne ayant un véhicule |
JP7485606B2 (ja) * | 2018-01-26 | 2024-05-16 | エコラボ ユーエスエー インコーポレイティド | 液体アニオン性界面活性剤の固化 |
EP3743494A1 (fr) | 2018-01-26 | 2020-12-02 | Ecolab Usa Inc. | Solidification de tensioactifs d'oxyde d'amine, de bétaïne et/ou de sultaïne liquide à l'aide d'un liant et d'un éventuel un vecteur |
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US3625902A (en) * | 1968-10-11 | 1971-12-07 | Stauffer Chemical Co | Method of preparing agglomerated detergent composition |
US4169806A (en) * | 1978-08-09 | 1979-10-02 | The Procter & Gamble Company | Agglomeration process for making granular detergents |
US4992079A (en) * | 1986-11-07 | 1991-02-12 | Fmc Corporation | Process for preparing a nonphosphate laundry detergent |
GB2209172A (en) * | 1987-08-28 | 1989-05-04 | Unilever Plc | Preparation of solid particulate components for detergents |
KR0170424B1 (ko) * | 1990-07-05 | 1999-01-15 | 호르스트 헤를레,요한 글라슬 | 세제 및 청정제용 표면 활성제 과립의 제조방법 |
CA2096255C (fr) * | 1990-11-14 | 1998-01-20 | Jeffrey D. Painter | Compositions pour detersifs pour lave-vaisselle sans phosphate avec agent de blanchiment a l'oxygene et procede de preparation |
EP0555622B1 (fr) * | 1992-02-14 | 1997-07-09 | The Procter & Gamble Company | Procédé pour la production de granules de détergent par neutralisation des acides sulfoniques |
DE69332270T3 (de) * | 1992-06-15 | 2006-08-17 | The Procter & Gamble Company, Cincinnati | Verfahren zum herstellen von kompakten waschmittelzusammensetzungen |
DE69227311T2 (de) * | 1992-07-15 | 1999-06-02 | The Procter & Gamble Co., Cincinnati, Ohio | Waschmittelzusammensetzungen |
CA2173108A1 (fr) * | 1993-10-15 | 1995-04-20 | Scott William Capeci | Procede continu pour produire un detergent granulaire a haute densite |
GB9322530D0 (en) * | 1993-11-02 | 1993-12-22 | Unilever Plc | Process for the production of a detergent composition |
PT663439E (pt) * | 1994-01-17 | 2000-12-29 | Procter & Gamble | Processo para a preparacao de granulos de detergente |
US5489392A (en) * | 1994-09-20 | 1996-02-06 | The Procter & Gamble Company | Process for making a high density detergent composition in a single mixer/densifier with selected recycle streams for improved agglomerate properties |
US5516448A (en) * | 1994-09-20 | 1996-05-14 | The Procter & Gamble Company | Process for making a high density detergent composition which includes selected recycle streams for improved agglomerate |
US5554587A (en) * | 1995-08-15 | 1996-09-10 | The Procter & Gamble Company | Process for making high density detergent composition using conditioned air |
-
1996
- 1996-10-04 MX MX9903195A patent/MX219077B/es not_active IP Right Cessation
- 1996-10-04 MX MX9903193A patent/MX219076B/es not_active IP Right Cessation
- 1996-10-04 AU AU73881/96A patent/AU7388196A/en not_active Abandoned
- 1996-10-04 EP EP96936168A patent/EP0929645A1/fr not_active Withdrawn
- 1996-10-04 WO PCT/US1996/015881 patent/WO1998014549A1/fr not_active Application Discontinuation
- 1996-10-04 JP JP53523397A patent/JP3305327B2/ja not_active Expired - Fee Related
- 1996-10-04 CA CA002267291A patent/CA2267291C/fr not_active Expired - Fee Related
- 1996-10-04 BR BR9612732A patent/BR9612732A/pt not_active IP Right Cessation
-
1997
- 1997-06-05 JP JP51648998A patent/JP3299981B2/ja not_active Expired - Fee Related
- 1997-06-05 ES ES97931058T patent/ES2193386T3/es not_active Expired - Lifetime
- 1997-06-05 BR BR9712490-7A patent/BR9712490A/pt not_active IP Right Cessation
- 1997-06-05 CA CA002268062A patent/CA2268062C/fr not_active Expired - Fee Related
- 1997-06-05 CA CA002268060A patent/CA2268060C/fr not_active Expired - Fee Related
- 1997-06-05 DE DE69721287T patent/DE69721287T2/de not_active Expired - Fee Related
- 1997-06-05 ES ES97929815T patent/ES2201305T3/es not_active Expired - Lifetime
- 1997-06-05 CA CA002268068A patent/CA2268068C/fr not_active Expired - Fee Related
- 1997-06-05 EP EP97931057A patent/EP0929652A1/fr not_active Ceased
- 1997-06-05 DE DE69726439T patent/DE69726439T2/de not_active Expired - Fee Related
- 1997-06-05 EP EP97928872A patent/EP0929649B1/fr not_active Expired - Lifetime
- 1997-06-05 AT AT97928871T patent/ATE223476T1/de not_active IP Right Cessation
- 1997-06-05 AT AT97929815T patent/ATE246726T1/de not_active IP Right Cessation
- 1997-06-05 CA CA002268063A patent/CA2268063C/fr not_active Expired - Fee Related
- 1997-06-05 JP JP51649598A patent/JP3299986B2/ja not_active Expired - Fee Related
- 1997-06-05 JP JP51649298A patent/JP3345022B2/ja not_active Expired - Fee Related
- 1997-06-05 WO PCT/US1997/009790 patent/WO1998014552A1/fr active IP Right Grant
- 1997-06-05 CN CNB971802785A patent/CN1133738C/zh not_active Expired - Fee Related
- 1997-06-05 AU AU34782/97A patent/AU3478297A/en not_active Abandoned
- 1997-06-05 WO PCT/US1997/009793 patent/WO1998014555A1/fr not_active Application Discontinuation
- 1997-06-05 DE DE69726440T patent/DE69726440T2/de not_active Expired - Fee Related
- 1997-06-05 DE DE69723986T patent/DE69723986T2/de not_active Expired - Fee Related
- 1997-06-05 JP JP51649098A patent/JP3299982B2/ja not_active Expired - Fee Related
- 1997-06-05 WO PCT/US1997/009794 patent/WO1998014556A1/fr active IP Right Grant
- 1997-06-05 AT AT97928872T patent/ATE255159T1/de not_active IP Right Cessation
- 1997-06-05 BR BR9712492-3A patent/BR9712492A/pt not_active IP Right Cessation
- 1997-06-05 BR BR9713249-7A patent/BR9713249A/pt not_active Application Discontinuation
- 1997-06-05 EP EP97929815A patent/EP0929650B1/fr not_active Expired - Lifetime
- 1997-06-05 JP JP51649198A patent/JP3299983B2/ja not_active Expired - Fee Related
- 1997-06-05 JP JP51649398A patent/JP3299984B2/ja not_active Expired - Fee Related
- 1997-06-05 CA CA002268067A patent/CA2268067C/fr not_active Expired - Fee Related
- 1997-06-05 CN CNB971802939A patent/CN1133739C/zh not_active Expired - Fee Related
- 1997-06-05 EP EP97931056A patent/EP0929651B1/fr not_active Expired - Lifetime
- 1997-06-05 WO PCT/US1997/009796 patent/WO1998014558A1/fr active Application Filing
- 1997-06-05 CA CA002268055A patent/CA2268055C/fr not_active Expired - Fee Related
- 1997-06-05 AU AU33030/97A patent/AU3303097A/en not_active Abandoned
- 1997-06-05 BR BR9711861A patent/BR9711861A/pt not_active Application Discontinuation
- 1997-06-05 ES ES97928871T patent/ES2178778T3/es not_active Expired - Lifetime
- 1997-06-05 AU AU34785/97A patent/AU3478597A/en not_active Abandoned
- 1997-06-05 JP JP51649698A patent/JP3299987B2/ja not_active Expired - Fee Related
- 1997-06-05 BR BR9711865A patent/BR9711865A/pt not_active IP Right Cessation
- 1997-06-05 BR BR9713246-2A patent/BR9713246A/pt not_active IP Right Cessation
- 1997-06-05 JP JP51649498A patent/JP3299985B2/ja not_active Expired - Fee Related
- 1997-06-05 WO PCT/US1997/009795 patent/WO1998014557A1/fr active IP Right Grant
- 1997-06-05 EP EP97932153A patent/EP0929655A1/fr not_active Ceased
- 1997-06-05 AU AU33785/97A patent/AU3378597A/en not_active Abandoned
- 1997-06-05 CN CN97180298.XA patent/CN1239995A/zh active Pending
- 1997-06-05 EP EP97931059A patent/EP0929654A1/fr not_active Withdrawn
- 1997-06-05 CN CNB971802793A patent/CN1156560C/zh not_active Expired - Fee Related
- 1997-06-05 CN CNB971802963A patent/CN1156562C/zh not_active Expired - Fee Related
- 1997-06-05 WO PCT/US1997/009791 patent/WO1998014553A1/fr active IP Right Grant
- 1997-06-05 ES ES97931056T patent/ES2210544T3/es not_active Expired - Lifetime
- 1997-06-05 AT AT97931056T patent/ATE255160T1/de not_active IP Right Cessation
- 1997-06-05 CA CA002267424A patent/CA2267424C/fr not_active Expired - Fee Related
- 1997-06-05 CN CNB971802807A patent/CN1156561C/zh not_active Expired - Fee Related
- 1997-06-05 AU AU35683/97A patent/AU3568397A/en not_active Abandoned
- 1997-06-05 AT AT97931058T patent/ATE238409T1/de not_active IP Right Cessation
- 1997-06-05 WO PCT/US1997/009792 patent/WO1998014554A1/fr not_active Application Discontinuation
- 1997-06-05 AU AU34783/97A patent/AU3478397A/en not_active Abandoned
- 1997-06-05 AU AU33031/97A patent/AU3303197A/en not_active Abandoned
- 1997-06-05 WO PCT/US1997/009789 patent/WO1998014551A1/fr active IP Right Grant
- 1997-06-05 CA CA002268052A patent/CA2268052C/fr not_active Expired - Fee Related
- 1997-06-05 CN CN97180294.7A patent/CN1239992A/zh active Pending
- 1997-06-05 EP EP97931058A patent/EP0929653B1/fr not_active Expired - Lifetime
- 1997-06-05 EP EP97928871A patent/EP0929648B1/fr not_active Expired - Lifetime
- 1997-06-05 AU AU34784/97A patent/AU3478497A/en not_active Abandoned
- 1997-06-05 DE DE69715224T patent/DE69715224T2/de not_active Expired - Fee Related
- 1997-06-05 ES ES97928872T patent/ES2212109T3/es not_active Expired - Lifetime
- 1997-06-05 CN CNB971802971A patent/CN1156563C/zh not_active Expired - Fee Related
- 1997-10-03 AR ARP970104578A patent/AR010510A1/es unknown
- 1997-10-03 AR ARP970104574A patent/AR010507A1/es unknown
- 1997-10-03 AR ARP970104579A patent/AR010511A1/es unknown
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