EP1305386A1 - Activateurs de blanchiment enrobes - Google Patents
Activateurs de blanchiment enrobesInfo
- Publication number
- EP1305386A1 EP1305386A1 EP01969508A EP01969508A EP1305386A1 EP 1305386 A1 EP1305386 A1 EP 1305386A1 EP 01969508 A EP01969508 A EP 01969508A EP 01969508 A EP01969508 A EP 01969508A EP 1305386 A1 EP1305386 A1 EP 1305386A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- alkyl
- weight
- coating material
- bleach activator
- 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.)
- Granted
Links
- 239000012190 activator Substances 0.000 title claims abstract description 27
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 27
- -1 amino alkyl nitrile Chemical class 0.000 claims abstract description 37
- 239000000463 material Substances 0.000 claims abstract description 35
- 239000002245 particle Substances 0.000 claims abstract description 22
- 238000000576 coating method Methods 0.000 claims description 30
- 239000011248 coating agent Substances 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 229920000728 polyester Polymers 0.000 claims description 13
- 229920002472 Starch Polymers 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 239000008107 starch Substances 0.000 claims description 12
- 235000019698 starch Nutrition 0.000 claims description 12
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 11
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims description 11
- 150000001450 anions Chemical class 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 239000008187 granular material Substances 0.000 claims description 9
- 239000012188 paraffin wax Substances 0.000 claims description 8
- 235000019809 paraffin wax Nutrition 0.000 claims description 8
- 235000019271 petrolatum Nutrition 0.000 claims description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 239000012459 cleaning agent Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000002002 slurry Substances 0.000 claims description 5
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052910 alkali metal silicate Inorganic materials 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 230000008901 benefit Effects 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 claims description 3
- JBVOQKNLGSOPNZ-UHFFFAOYSA-N 2-propan-2-ylbenzenesulfonic acid Chemical compound CC(C)C1=CC=CC=C1S(O)(=O)=O JBVOQKNLGSOPNZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 235000010980 cellulose Nutrition 0.000 claims description 3
- 229940071118 cumenesulfonate Drugs 0.000 claims description 3
- 235000021317 phosphate Nutrition 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000001993 wax Substances 0.000 claims description 3
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- ZZXDRXVIRVJQBT-UHFFFAOYSA-M Xylenesulfonate Chemical compound CC1=CC=CC(S([O-])(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-M 0.000 claims description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001720 carbohydrates Chemical class 0.000 claims description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 claims description 2
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims description 2
- 235000011180 diphosphates Nutrition 0.000 claims description 2
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims description 2
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims description 2
- 229940043264 dodecyl sulfate Drugs 0.000 claims description 2
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 229940070765 laurate Drugs 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000005341 metaphosphate group Chemical group 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 229920005646 polycarboxylate Polymers 0.000 claims description 2
- 150000004760 silicates Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 229920003169 water-soluble polymer Polymers 0.000 claims description 2
- 229940071104 xylenesulfonate Drugs 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 2
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 150000008051 alkyl sulfates Chemical class 0.000 claims 1
- 150000001805 chlorine compounds Chemical class 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 3
- 239000003599 detergent Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 8
- 239000012876 carrier material Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000003827 glycol group Chemical group 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229920001634 Copolyester Polymers 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical group OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000005871 repellent Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- 229920000858 Cyclodextrin Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 2
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 229920003086 cellulose ether Polymers 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000004455 differential thermal analysis Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium 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
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- SFHBJXIEBWOOFA-UHFFFAOYSA-N 5-methyl-3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical compound O=C1OC(C)COC(=O)C2=CC=C1C=C2 SFHBJXIEBWOOFA-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920001612 Hydroxyethyl starch Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- QECVIPBZOPUTRD-UHFFFAOYSA-N N=S(=O)=O Chemical class N=S(=O)=O QECVIPBZOPUTRD-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 229910003902 SiCl 4 Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 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
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910052915 alkaline earth metal silicate Inorganic materials 0.000 description 1
- 125000005011 alkyl ether group Chemical group 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam 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
- 230000009477 glass transition Effects 0.000 description 1
- 125000001046 glycoluril group Chemical group [H]C12N(*)C(=O)N(*)C1([H])N(*)C(=O)N2* 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000001469 hydantoins Chemical class 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229940050526 hydroxyethylstarch Drugs 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical class COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000004028 organic sulfates Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 238000012858 packaging process Methods 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- QSKQNALVHFTOQX-UHFFFAOYSA-M sodium nonanoyloxybenzenesulfonate Chemical compound [Na+].CCCCCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O QSKQNALVHFTOQX-UHFFFAOYSA-M 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- PWUYHXAEVMUADU-UHFFFAOYSA-M sodium;2-(7-methyloctanoyloxy)benzenesulfonate Chemical compound [Na+].CC(C)CCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O PWUYHXAEVMUADU-UHFFFAOYSA-M 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3935—Bleach activators or bleach catalysts granulated, coated or protected
-
- 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
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3907—Organic compounds
- C11D3/3917—Nitrogen-containing compounds
- C11D3/3925—Nitriles; Isocyanates or quarternary ammonium nitriles
Definitions
- the present invention relates to coated bleach activators of the quaternized aminoalkyl nitrile type.
- detergents In addition to the ingredients that are indispensable for the washing process, such as surfactants and builder materials, detergents generally contain other constituents, which can be summarized under the term washing aids and which include such different active ingredient groups as foam regulators, graying inhibitors, bleaching agents and color transfer inhibitors. Such auxiliaries also include substances which support the surfactant through the oxidative degradation of soiling on the textile or such in the liquor. The same applies analogously to cleaning agents for hard surfaces. Inorganic peroxygen compounds, in particular hydrogen peroxide and solid peroxygen compounds which dissolve in water with the liberation of hydrogen peroxide, such as sodium perborate and sodium carbonate perhydrate, have long been used as oxidizing agents for disinfection and bleaching purposes.
- oxidation effect of these substances in dilute solutions depends strongly on the temperature; For example, with HO or perborate in alkaline bleaching liquors, sufficiently quick bleaching of soiled textiles can only be achieved at temperatures above about 60 ° C. At lower temperatures, the oxidation effect of the inorganic peroxygen compounds can be improved by adding so-called bleach activators, for which numerous suggestions, especially from the substance classes of the N- or O-acyl compounds, for example multiply acylated alkylenediamines, especially tetraacetylethylenediamine, acylated glycolurils, especially tetraacetylglycoluril, N- acylated hydantoins, hydrazides, triazoles, hydrotriazines, urazoles, diketopiperazines, sulfurylamides and cyanurates, also carboxylic acid anhydrides, especially phthalic anhydride, carboxylic acid esters, especially sodium nonanoyloxy-benzenes
- European patent application EP 0 464 880 discloses bleach-intensifying cationic nitriles of the general formula R'R “R '" N + -CR 1 R 2 -CN X " in which R t and R 2 are hydrogen or a substituent with at least one C. -Atom, R 'is a C 1-24 - alkyl, alkenyl or alkyl ether group or a group -CR]; R 2 -CN, and R “and R” are each a C 1-2 alkyl or hydroxyalkyl group and that Counter anion X "is an organic sulfonate, an organic sulfate or a carboxylate.
- the present invention relates to particles with a bleach activator of the general formula (I),
- R 3 in the R 1 represents -H, -CH 3 , a C 2-24 alkyl or alkenyl radical, a substituted C 2-2 alkyl or alkenyl radical with at least one substituent from the group -Cl, -Br .
- the anions X " include in particular the halides such as chloride, fluoride, iodide and bromide, nitrate, hydroxide, phosphate, hydrogen phosphate, dihydrogen phosphate, pyrophosphate, metaphosphate, hexafluorophosphate, carbonate, hydrogen carbonate, sulfate, hydrogen sulfate, C 1- o-alkyl sulfate, C.
- halides such as chloride, fluoride, iodide and bromide, nitrate, hydroxide, phosphate, hydrogen phosphate, dihydrogen phosphate, pyrophosphate, metaphosphate, hexafluorophosphate, carbonate, hydrogen carbonate, sulfate, hydrogen sulfate, C 1- o-alkyl sulfate, C.
- alkyl sulfonate optionally -C -18 - alkyl-substituted aryl sulfonate, chlorate, perchlorate and / or the anions of C 1-24 - carboxylic acids such as formate, acetate, laurate, benzoate or citrate, alone or in any mixtures.
- the compound according to general formula I can be used in solid form as such or in particulate form, that is to say applied to an organic and / or inorganic carrier material, as the starting material in the coating according to the invention.
- the compound of the formula (I) can be applied to the support material in such a way that the support material is stirred into a solution of the compound of the formula I, as is obtained in the course of its preparation, and the aqueous solvent, if appropriate, in vacuo, if desired at elevated Temperature, subtracts.
- the solution of the compound of the formula I can also be sprayed onto the support material and, if appropriate, or subsequently, subjected to a drying process.
- Suitable carriers are all substances which do not interact in an unacceptably negative way with the compound of the formula I, for example alkali metal sulfonate, surfactants, organic acids and polymers, alkali metal carbonates, alkali metal sulfates, alkali metal hydrogen sulfates, alkali metal hydrogen carbonates, alkali metal phosphates, alkali metal hydrogen phosphates,
- Support materials are preferably used whose inner surface is in the range from 10 m 2 / g to 500 m 2 / g, in particular 100 m 2 / g to 450 m 2 / g.
- the silicate carrier materials which are particularly suitable in the context of the present invention include, for example, both alkali silicates and also silicas, silica gels and clays and mixtures thereof. However, the carrier material is preferably free of zeolites.
- silicate-containing carrier material optionally contains further particulate inert constituents which do not unreasonably impair the stability of the compounds of the formula I.
- Silicas which have been produced by a thermal process can be used as well as silicas produced by wet processes.
- Silica gels are colloidal silicas with elastic to firm consistency and one largely loose pore structure, which results in a high fluid absorption capacity. They can be produced by the action of mineral acids on water glass.
- Clays are naturally occurring crystalline or amorphous silicates of aluminum, iron, magnesium, calcium, potassium and sodium, for example kaolin, talc, pyrophyllite, attapulgite, sepiolite, montmorillionite and bauxite.
- the use of aluminum silicate as a carrier material or as a component of a carrier material mixture is also possible.
- the carrier material preferably has particle sizes in the range from 100 ⁇ m to 1.5 mm.
- the coating materials should prove to be as chemically inert as possible as far as possible with respect to the bleach activator, that is to say the rate of degradation for the particles containing the bleach activator according to formula (I) to be used according to the invention and which are stored for about 4 months should be as low as possible.
- the coating materials must be soluble in water or aqueous solutions sufficiently quickly so that the granules, as constituents of detergents or cleaning agents, release the bleach activator at the desired point in time or over the desired period of time when they are used in corresponding aqueous washing or cleaning solutions.
- the use of the appropriately coated particles in laundry detergents often shows a higher avoidance of color damage to textiles washed with them than when the pure substance of the formula (I) is used.
- inorganic salts such as alkali metal sulfates, alkali metal chlorides, alkali metal silicates, alkali metal phosphate and alkali metal phosphonates, alkaline earth metal sulfates and alkaline earth metal silicates, paraffin waxes, water-soluble polymeric compounds based on saccharide, such as starch or starch or cellulose derivatives, polymeric alcohols, for example, are suitable as coating materials for the purposes of this invention.
- Paraffin wax is generally a complex mixture of substances without a sharp melting point. For characterization, it is customary to determine its melting range by differential thermal analysis (DTA), as described in "The Analyst” 87 (1962), 420, and / or its solidification point. This is the temperature at which molten material slowly changes from the liquid to the solid state. Waxes which solidify in the range from 20 ° C. to 70 ° C. are preferably used. It should be noted that even paraffin wax mixtures that appear solid at room temperature can contain different proportions of liquid paraffin.
- DTA differential thermal analysis
- the liquid fraction is as high as possible at 40 ° C. without already being 100% at this temperature.
- Particularly preferred paraffin wax mixtures have a liquid content of at least 50% by weight, in particular from 55% by weight to 80% by weight, at 40 ° C and a liquid content of at least 90% by weight at 60 ° C. It is also important to ensure that the paraffins contain the lowest possible volatile components.
- Preferred paraffin waxes contain less than 1% by weight, in particular less than 0.5% by weight, of parts which can be evaporated at 110 ° C. and normal pressure. Paraffin waxes which are particularly useful according to the invention can be obtained, for example, under the trade names Lunaflex® from Guer and Deawax® from DEA Mineralöl AG.
- the water-soluble starch or cellulose derivatives which can be used as coating materials include, in particular, starch ethers and cellulose ethers.
- starch ethers are methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, methyl hydroxyethyl cellulose, methyl hydroxypropyl cellulose and
- Carboxymethyl cellulose which is normally used as the sodium salt.
- depolymerized starch can be considered as starch.
- Suitable starch ethers are, for example, carboxymethyl starch, hydroxyethyl starch and methyl starch.
- Sodium carboxymethyl cellulose and starch have proven to be particularly suitable.
- Gelatin is also used as a coating material with particular advantage.
- Polyvinyl alcohols are not accessible through direct polymerization processes because the necessary basic monomer vinyl alcohol does not exist. Polyvinyl alcohols are therefore obtained via polymer-analogous reactions by hydrolysis, but technically in particular by alkaline-catalyzed transesterification of polyvinyl acetates with alcohols (e.g. methanol) prepared in solution.
- alcohols e.g. methanol
- Polyvinyl alcohols which are preferably used according to the invention and are commercially available as white-yellowish powders or granules have molar masses in the range from 3000 g / mol to 320,000 g / mol, in particular 8000 g / mol to 200000 g / mol (corresponding to degrees of polymerization in Range of about 75-8000, especially about 200 to 5000). They preferably have degrees of hydrolysis from 20% by weight to 100% by weight, in particular from 30% by weight to 90% by weight.
- these are wholly or partially saponified polyvinyl alcohol esters, in particular polyvinyl acetates, with a residual content of acyl groups, in particular acetyl groups, of up to about 80% by weight, in particular from 10% by weight to 70% by weight.
- the polyvinyl alcohols can be characterized in more detail by stating the degree of polymerization of the starting polymer, the degree of hydrolysis, the saponification number or the solution viscosity.
- the transition temperatures of the polyvinyl alcohols depend on the acetyl group content, the distribution of the acetyl groups along the chain and the tacticity of the polymers.
- Fully hydrolyzed polyvinyl alcohols have a glass transition temperature of 85 ° C, whereby the value for partially hydrolyzed (87-89%) products is significantly lower at approx. 58 ° C.
- polyvinyl alcohols which normally have a density of approximately 1.2-1.3 g / cm 3 , are normally soluble in water and strongly polar organic solvents such as formamide, dimethylformamide and dimethyl sulfoxide, (chlorinated) hydrocarbons, esters, fats and oils are not attacked.
- Polyvinyl alcohols are classified as toxicologically safe and are biodegradable.
- Other suitable coating materials are polyethylene glycols, which for example have a relative molecular mass between 10,000 and 20,000.
- Homo- and copolymeric carboxylates such as polyacrylates, polymethacrylates and in particular copolymers of acrylic acid with maleic acid, preferably those with about 50% by weight to 10% by weight maleic acid, are also useful.
- the relative molecular weight of these homopolymers is generally between 1,000 and 100,000, that of the copolymers between 2,000 and 200,000, preferably 50,000 to 120,000, based on free acid.
- a particularly preferred acrylic acid-maleic acid copolymer has a relative molecular weight of 50,000 to 100,000.
- Suitable compounds of this class are also copolymers of acrylic acid or metha- acrylic acid with vinyl ethers, such as vinyl methyl ethers, in which the proportion of the acid is preferably at least 50% by weight.
- a further embodiment of the invention results from the use of so-called host molecules or compounds which, due to their structure or arrangement, can protect bleach activators which, if appropriate, can contain the molecules like the bleach activators indicated inside.
- a preferred cage compound is cyclodextrin.
- the bleach activator according to formula (I) and cyclodextrin are used with particular advantage in a molar ratio of 1: 1 to 1: 2.
- polyesters used as coating materials preference is given to those which impart dirt-repellent properties to the laundry fiber and which, if present during the washing process, support the dirt-removing ability of the other detergent components. These are often referred to as “soil release” agents or because of their ability to make the treated surface of the fiber dirt-repellent, “soil repellents". The same effect can also be observed when used in cleaning agents for hard surfaces. Because of their chemical similarity to polyester fibers, particularly effective and therefore preferred dirt-releasing active ingredients, but which can also have the desired effect on fabrics or surfaces made of another material, are copolyesters which contain dicarboxylic acid units, alkylene glycol units and polyalkylene glycol units.
- German Offenlegungsschrift DT 22 00 911 relates to detergents which contain nonionic surfactant and a copolymer of polyoxyethylene glycol and polyethylene terephthalate.
- German laid-open specification DT 22 53 063 mentions acidic textile finishing agents which contain a copolymer of a dibasic carboxylic acid and an alkylene or cycloalkylene polyglycol and optionally an alkylene or cycloalkylene glycol.
- Polymers with a molecular weight of 15,000 to 50,000 made of ethylene terephthalate and polyethylene oxide terephthalate, the polyethylene glycol units having molecular weights of 1000 to 10,000 and the molar ratio of ethylene terephthalate to polyethylene oxide terephthalate being 2: 1 to 6: 1, can be according to the German published patent application DE 33 24258 can be used in detergents.
- European patent EP 066 944 relates to textile treatment agents which contain a copolyester of ethylene glycol, polyethylene glycol, aromatic dicarboxylic acid and sulfonated aromatic dicarboxylic acid in certain molar ratios.
- European or European patent EP 0 185 427 discloses methyl or ethyl end-capped polyesters with ethylene and / or propylene terephthalate and polyethylene oxide terephthalate units and detergents which contain such a soil release polymer.
- European patent EP 0 241 984 relates to a polyester which, in addition to oxyethylene groups and terephthalic acid units, also contains substituted ethylene units and glycerol units.
- Polyesters are known from European patent EP 0 241 985 which, in addition to oxyethylene groups and terephthalic acid units, contain 1,2-propylene, 1,2-butylene and / or 3-methoxy-1,2-propylene groups and glycerol units and are combined with C - C 4 -alkyl groups are end group-capped.
- European patent EP 0 253 567 relates to soil release polymers with a molecular weight of 900 to 9000 made of ethylene terephthalate and polyethylene oxide terephthalate, the polyethylene glycol units having molecular weights of 300 to 3000 and the molar ratio of ethylene terephthalate to polyethylene oxide terephthalate 0.6 is up to 0.95.
- European patent application EP 0 272 033 discloses polyesters with poly-propylene terephthalate and polyoxyethylene terephthalate units which are at least partially capped by C 1- alkyl or acyl radicals.
- European patent EP 0274 907 describes sulfoethyl end group-capped terephthalate-containing soil release polyesters.
- European patent application EP 0 357 280 soil-release polyesters with terephthalate, alkylene glycol and poly-C 2-4 -glycol units are produced by sulfonation of unsaturated end groups.
- a is a number from 2 to 8
- b is a number from 1 to 300
- o is a number from 2 to 8
- p is a number from 1 to 300
- y is a number from 1 to 500
- Ph is an o-, m- or p-phenylene radical which can carry 1 to 4 substituents selected from alkyl radicals having 1 to 22 carbon atoms, sulfonic acid groups, carboxyl groups and mixtures thereof,
- R is selected from hydrogen, an alkyl radical having 1 to 22 carbon atoms and mixtures thereof, and
- X and Y independently of one another from hydrogen, alkyl and aryl monocarboxylic acid residues with 5 to 32 C atoms, hydroxymonocarboxylic acid residues with 2 to 22 C atoms and a degree of oligomerization from 1 to 100 and dicarboxylic acid half-ester residues, the second carboxylic acid group of which with an alcohol A- (OCHZCH 2 ) d -OH is esterified, in which A is an alkyl or alkenyl radical with 8 to 22 C atoms, Z is hydrogen or an alkyl radical with 1 to 2 C atoms and d is a number from 1 to 40, with the proviso that X and Y are not simultaneously hydrogen if R is hydrogen or an alkyl radical with 1 C atom, a and / or o 2 and b and / or p 1.
- nonionic surfactants which are to be understood in particular as polyalkoxylates of fatty alcohols which are solid at room temperature
- anionic surfactants in particular C 9 -C 13 alkylbenzenesulfonates, C 1 -C 18 fatty alcohol sulfates and C 1 -C 18 fatty acids, as coating materials and their salts, and mixtures of these, the anionic surfactants generally being in the form of alkali salts, in particular sodium salts.
- the particles according to the invention have a bleach activator content according to formula (I) of preferably at least 40% by weight and in particular from 50% by weight to 92% by weight; the coating material is preferably in amounts up to 60% by weight, in particular from 3% by weight to 50% by weight and with particular advantage from 10% by weight up to 25 wt .-%, based on the total of bleach activator and coating material, contained in the granules.
- the granules may contain small amounts of free water which is not bound as water of crystallization or in a comparable form. These should be as low as possible, although amounts of up to about 5% by weight can normally be tolerated. However, the granules preferably contain 0 to 3% by weight of water.
- the invention further relates to a process for the preparation of encapsulated bleach activator according to formula (I) by containing the bleach activator according to formula (I), which is present in solid, in particular powdery form, if desired in admixture with binder and / or solid filler or as a prefabricated one Granules, sprayed with a liquid or liquefied by heating organic coating material, the material to be coated is preferably kept in motion, for example by being in a fluidized bed, a mixer or granulator. In the latter case, particularly if binders are present or the coating material also has binder properties, the desired particle size or particle size distribution of the resulting coated particles can be adjusted in a simple manner essentially over the duration of the mixing or granulation.
- Organic and also inorganic coating materials such as the alkali or alkaline earth salts mentioned, in particular if they are solid at room temperature, can also be applied in this way if they are previously converted into a solution or at least a pumpable and sprayable slurry, water being the preferred solution - or slurry, and if desired, the solvent or slurry can be at least partially removed again after the coating process by a drying step.
- the drying step can also take place simultaneously with the coating process, in particular if the coating is carried out in a fluidized bed with introduced air at temperatures of preferably 25 ° C. to 80 ° C. and in particular 45 ° C. to 75 ° C.
- a further embodiment of the method according to the invention consists in the Introduce bleach activator according to formula (I) into coating material liquefied by heating, cool the resulting mixture below the melting point or the softening temperature of the coating material and thereby or subsequently convert it into granules in a known manner, for example by pelleting, pastilling, extruding or, if desired, grinding.
- Preferred coating materials in this process variant are the waxes, polyesters and fatty acids mentioned above, in particular stearic acid.
- coated granules tend to stick too much, they can be post-treated with conventional powdering agents, for example finely divided silica or zeolites.
- Enveloped particles according to the invention or produced by the method according to the invention preferably have average particle diameters in the range from 0.2 mm to 3 mm, in particular 0.4 mm to 1.8 mm. They are stable over prolonged periods of storage, in particular against hydrolysis of the bleach activator according to formula (I), and are used in particular in particulate detergents and cleaning agents, preferably in amounts such that these agents contain from 0.1% by weight to 10% by weight .-%, in particular from 0.2% by weight to 7% by weight of bleach activator according to formula (I).
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- 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)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10038832 | 2000-08-04 | ||
DE10038832A DE10038832A1 (de) | 2000-08-04 | 2000-08-04 | Umhüllte Bleichaktivatoren |
PCT/EP2001/008598 WO2002012426A1 (fr) | 2000-08-04 | 2001-07-25 | Activateurs de blanchiment enrobes |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1305386A1 true EP1305386A1 (fr) | 2003-05-02 |
EP1305386B1 EP1305386B1 (fr) | 2006-12-20 |
Family
ID=7651826
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01969508A Expired - Lifetime EP1305386B1 (fr) | 2000-08-04 | 2001-07-25 | Activateurs de blanchiment enrobes |
Country Status (8)
Country | Link |
---|---|
US (1) | US20050148484A9 (fr) |
EP (1) | EP1305386B1 (fr) |
JP (1) | JP2004517160A (fr) |
AT (1) | ATE348870T1 (fr) |
AU (1) | AU2001289747A1 (fr) |
DE (2) | DE10038832A1 (fr) |
ES (1) | ES2277940T3 (fr) |
WO (1) | WO2002012426A1 (fr) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10159388A1 (de) * | 2001-12-04 | 2003-06-12 | Henkel Kgaa | Verfahren zur Herstellung von umhüllten Bleichaktivatorgranulaten |
AU2003238372A1 (en) | 2002-05-31 | 2003-12-19 | Henkel Kommanditgesellschaft Auf Aktien | Deodorisation of cationic ammonium acetonitrile derivatives |
WO2004029187A1 (fr) * | 2002-09-20 | 2004-04-08 | Henkel Kommanditgesellschaft Auf Aktien | Compositions de detergent de lave-vaisselle (mgsm) contenant des activateurs de blanchiment speciaux (iii) |
CN1741989A (zh) | 2002-12-18 | 2006-03-01 | 宝洁公司 | 有机活化剂 |
ES2283831T3 (es) * | 2002-12-20 | 2007-11-01 | Henkel Kommanditgesellschaft Auf Aktien | Detergentes o limpiadores que contienen blanqueador. |
DE10351321A1 (de) * | 2003-02-10 | 2004-08-26 | Henkel Kgaa | Verstärkung der Reinigungsleistung von Waschmitteln durch eine Kombination von Cellulosderivaten |
DE502004002541D1 (de) * | 2003-02-10 | 2007-02-15 | Henkel Kgaa | Erhöhung der wasseraufnahmefähigkeit von textilien |
WO2004069976A2 (fr) * | 2003-02-10 | 2004-08-19 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation de derives cellulosiques en tant que regulateurs de moussage |
DE10351325A1 (de) * | 2003-02-10 | 2004-08-26 | Henkel Kgaa | Wasch- oder Reinigungsmittel mit wasserlöslichem Buildersystem und schmutzablösevermögendem Cellulosederivat |
DE502004003835D1 (de) * | 2003-02-10 | 2007-06-28 | Henkel Kgaa | Bleichmittelhaltige wasch- oder reinigungsmittel mit wasserlöslichem buildersystem und schmutzablösevermögendem cellulosederivat |
EP1747259A1 (fr) * | 2004-05-17 | 2007-01-31 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage comprenant un complexe de metal de transition qui renforce le blanchiment et est produit eventuellement in situ |
DE102004028494A1 (de) * | 2004-06-11 | 2005-12-29 | Clariant Gmbh | Mischungen von Ammoniumnitril-Bleichaktivatoren und Aminosäuren |
DE102005026522B4 (de) * | 2005-06-08 | 2007-04-05 | Henkel Kgaa | Verstärkung der Reinigungsleistung von Waschmitteln durch Polymer |
DE102005026544A1 (de) | 2005-06-08 | 2006-12-14 | Henkel Kgaa | Verstärkung der Reinigungsleistung von Waschmitteln durch Polymer |
JP2007172716A (ja) * | 2005-12-20 | 2007-07-05 | Sony Corp | 再生装置、再生方法および再生プログラム、記録媒体およびデータ構造、ならびに、オーサリング装置、オーサリング方法およびオーサリングプログラム |
US8182785B2 (en) * | 2008-06-11 | 2012-05-22 | Nutech Ventures | Methods and compositions for generating singlet oxygen |
WO2011005827A1 (fr) * | 2009-07-09 | 2011-01-13 | The Procter & Gamble Company | Compositions contenant des co-particules dagent de blanchiment |
US20110009305A1 (en) * | 2009-07-09 | 2011-01-13 | Nigel Patrick Somerville Roberts | Layered Particles and Compositions Comprising Same |
EP2447350A1 (fr) * | 2010-10-29 | 2012-05-02 | The Procter & Gamble Company | Coparticule de blanchiment |
WO2015022195A1 (fr) * | 2013-08-14 | 2015-02-19 | Budich International Gmbh | Tablette détergente à plusieurs phases |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA989557A (en) * | 1971-10-28 | 1976-05-25 | The Procter And Gamble Company | Compositions and process for imparting renewable soil release finish to polyester-containing fabrics |
US4116885A (en) * | 1977-09-23 | 1978-09-26 | The Procter & Gamble Company | Anionic surfactant-containing detergent compositions having soil-release properties |
GB9012001D0 (en) * | 1990-05-30 | 1990-07-18 | Unilever Plc | Bleaching composition |
US5888419A (en) * | 1995-06-07 | 1999-03-30 | The Clorox Company | Granular N-alkyl ammonium acetontrile compositions |
DE19609953A1 (de) * | 1996-03-14 | 1997-09-18 | Basf Ag | Feste Zusammensetzung aus heterocyclischen Verbindungen und/oder Oximestern und inerten porösen Trägermaterialien und ihre Verwendung als stabile Bleichaktivator-Komponente in Wasch-, Bleich- und Reinigungsmitteln |
DE19641708A1 (de) * | 1996-10-10 | 1998-04-16 | Clariant Gmbh | Verfahren zur Herstellung eines gecoateten Bleichaktivatorgranulats |
DE19649375A1 (de) * | 1996-11-29 | 1998-06-04 | Henkel Kgaa | Acetonitril-Derivate als Bleichaktivatoren in Reinigungsmitteln |
DE19740671A1 (de) * | 1997-09-16 | 1999-03-18 | Clariant Gmbh | Bleichaktivator-Granulate |
DE19740669A1 (de) * | 1997-09-16 | 1999-03-18 | Clariant Gmbh | Gecoatete Ammoniumnitril-Bleichaktivatorgranulate |
DE19740668A1 (de) * | 1997-09-16 | 1999-03-18 | Clariant Gmbh | Lagerstabiles Bleichaktivator-Granulat |
DE19857596A1 (de) * | 1998-12-15 | 2000-06-21 | Henkel Kgaa | Teilchenförmig konfektionierte Acetonitril-Derivate als Bleichaktivatoren in festen Reinigungsmitteln |
WO2000036061A2 (fr) * | 1998-12-15 | 2000-06-22 | Henkel Kommanditgesellschaft Auf Aktien | Derives d'acetonitrile confectionnes sous forme de particules utilises comme activateurs de blanchiment dans des detergents solides |
-
2000
- 2000-08-04 DE DE10038832A patent/DE10038832A1/de not_active Ceased
-
2001
- 2001-07-25 JP JP2002517717A patent/JP2004517160A/ja active Pending
- 2001-07-25 WO PCT/EP2001/008598 patent/WO2002012426A1/fr active IP Right Grant
- 2001-07-25 EP EP01969508A patent/EP1305386B1/fr not_active Expired - Lifetime
- 2001-07-25 DE DE50111695T patent/DE50111695D1/de not_active Expired - Fee Related
- 2001-07-25 AU AU2001289747A patent/AU2001289747A1/en not_active Abandoned
- 2001-07-25 ES ES01969508T patent/ES2277940T3/es not_active Expired - Lifetime
- 2001-07-25 AT AT01969508T patent/ATE348870T1/de not_active IP Right Cessation
- 2001-07-25 US US10/343,877 patent/US20050148484A9/en not_active Abandoned
Non-Patent Citations (1)
Title |
---|
See references of WO0212426A1 * |
Also Published As
Publication number | Publication date |
---|---|
AU2001289747A1 (en) | 2002-02-18 |
JP2004517160A (ja) | 2004-06-10 |
US20050148484A9 (en) | 2005-07-07 |
EP1305386B1 (fr) | 2006-12-20 |
DE10038832A1 (de) | 2002-03-28 |
ES2277940T3 (es) | 2007-08-01 |
ATE348870T1 (de) | 2007-01-15 |
DE50111695D1 (de) | 2007-02-01 |
WO2002012426A1 (fr) | 2002-02-14 |
US20040067863A1 (en) | 2004-04-08 |
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