CA2299781A1 - Peroxide preparations containing microencapsulated colorants - Google Patents
Peroxide preparations containing microencapsulated colorants Download PDFInfo
- Publication number
- CA2299781A1 CA2299781A1 CA 2299781 CA2299781A CA2299781A1 CA 2299781 A1 CA2299781 A1 CA 2299781A1 CA 2299781 CA2299781 CA 2299781 CA 2299781 A CA2299781 A CA 2299781A CA 2299781 A1 CA2299781 A1 CA 2299781A1
- Authority
- CA
- Canada
- Prior art keywords
- preparations
- contain
- colorants
- microcapsules
- weight
- 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.)
- Abandoned
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 49
- 239000003086 colorant Substances 0.000 title claims abstract description 34
- 150000002978 peroxides Chemical class 0.000 title claims abstract description 21
- 239000003094 microcapsule Substances 0.000 claims description 33
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 14
- 150000002170 ethers Chemical class 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 10
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 229920001817 Agar Polymers 0.000 claims description 5
- 235000010419 agar Nutrition 0.000 claims description 5
- 235000010443 alginic acid Nutrition 0.000 claims description 5
- 229920000615 alginic acid Polymers 0.000 claims description 5
- 239000002775 capsule Substances 0.000 claims description 5
- 239000003352 sequestering agent Substances 0.000 claims description 5
- 229920002472 Starch Polymers 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 229960000541 cetyl alcohol Drugs 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- 239000008107 starch Substances 0.000 claims description 4
- 235000019698 starch Nutrition 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- 102000008186 Collagen Human genes 0.000 claims description 3
- 108010035532 Collagen Proteins 0.000 claims description 3
- 108010010803 Gelatin Proteins 0.000 claims description 3
- 229920000084 Gum arabic Polymers 0.000 claims description 3
- 235000010489 acacia gum Nutrition 0.000 claims description 3
- 239000000205 acacia gum Substances 0.000 claims description 3
- 239000000783 alginic acid Substances 0.000 claims description 3
- 229960001126 alginic acid Drugs 0.000 claims description 3
- 150000004781 alginic acids Chemical class 0.000 claims description 3
- 229920001436 collagen Polymers 0.000 claims description 3
- 239000003925 fat Substances 0.000 claims description 3
- 235000019197 fats Nutrition 0.000 claims description 3
- 239000008273 gelatin Substances 0.000 claims description 3
- 229920000159 gelatin Polymers 0.000 claims description 3
- 229940014259 gelatin Drugs 0.000 claims description 3
- 235000019322 gelatine Nutrition 0.000 claims description 3
- 235000011852 gelatine desserts Nutrition 0.000 claims description 3
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- 150000004804 polysaccharides Chemical class 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 3
- 229920000936 Agarose Polymers 0.000 claims description 2
- 102000009027 Albumins Human genes 0.000 claims description 2
- 108010088751 Albumins Proteins 0.000 claims description 2
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- 229920001800 Shellac Polymers 0.000 claims description 2
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- 229920002647 polyamide Polymers 0.000 claims description 2
- 239000004208 shellac Substances 0.000 claims description 2
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 claims description 2
- 229940113147 shellac Drugs 0.000 claims description 2
- 235000013874 shellac Nutrition 0.000 claims description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims 1
- 241000978776 Senegalia senegal Species 0.000 claims 1
- 239000008272 agar Substances 0.000 claims 1
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- 229940045110 chitosan Drugs 0.000 claims 1
- 229960005188 collagen Drugs 0.000 claims 1
- 229940067606 lecithin Drugs 0.000 claims 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims 1
- -1 Peroxide compounds Peroxide compounds Chemical class 0.000 description 28
- 125000000217 alkyl group Chemical group 0.000 description 23
- 239000000203 mixture Substances 0.000 description 17
- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 239000002304 perfume Substances 0.000 description 14
- 150000001412 amines Chemical class 0.000 description 12
- 150000002191 fatty alcohols Chemical class 0.000 description 11
- 239000011257 shell material Substances 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 9
- 150000004760 silicates Chemical class 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 239000007844 bleaching agent Substances 0.000 description 6
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 6
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 229920000151 polyglycol Polymers 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229920002125 Sokalan® Chemical class 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
- 235000011007 phosphoric acid Nutrition 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
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- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 4
- 241000206672 Gelidium Species 0.000 description 4
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- 150000007513 acids Chemical class 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 150000003009 phosphonic acids Chemical class 0.000 description 4
- 150000003016 phosphoric acids Chemical class 0.000 description 4
- CZCBTSFUTPZVKJ-UHFFFAOYSA-N rose oxide Chemical compound CC1CCOC(C=C(C)C)C1 CZCBTSFUTPZVKJ-UHFFFAOYSA-N 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 3
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 3
- DNRJTBAOUJJKDY-UHFFFAOYSA-N 2-Acetyl-3,5,5,6,8,8-hexamethyl-5,6,7,8- tetrahydronaphthalene Chemical compound CC(=O)C1=C(C)C=C2C(C)(C)C(C)CC(C)(C)C2=C1 DNRJTBAOUJJKDY-UHFFFAOYSA-N 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- 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 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 235000000484 citronellol Nutrition 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 150000002431 hydrogen Chemical group 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 3
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 3
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 3
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 2
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- TVPWKOCQOFBNML-SEYXRHQNSA-N (z)-octadec-6-en-1-ol Chemical compound CCCCCCCCCCC\C=C/CCCCCO TVPWKOCQOFBNML-SEYXRHQNSA-N 0.000 description 2
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- QZVSYHUREAVHQG-UHFFFAOYSA-N diberyllium;silicate Chemical compound [Be+2].[Be+2].[O-][Si]([O-])([O-])[O-] QZVSYHUREAVHQG-UHFFFAOYSA-N 0.000 description 1
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- 229940095104 dimethyl benzyl carbinyl acetate Drugs 0.000 description 1
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- YGANSGVIUGARFR-UHFFFAOYSA-N dipotassium dioxosilane oxo(oxoalumanyloxy)alumane oxygen(2-) Chemical compound [O--].[K+].[K+].O=[Si]=O.O=[Al]O[Al]=O YGANSGVIUGARFR-UHFFFAOYSA-N 0.000 description 1
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- 239000001813 ethyl (2R)-2-methylbutanoate Substances 0.000 description 1
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- 229920001249 ethyl cellulose Polymers 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 1
- 229910000248 eudialyte Inorganic materials 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000010433 feldspar Substances 0.000 description 1
- 239000001148 ferula galbaniflua oil terpeneless Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- ONKNPOPIGWHAQC-UHFFFAOYSA-N galaxolide Chemical compound C1OCC(C)C2=C1C=C1C(C)(C)C(C)C(C)(C)C1=C2 ONKNPOPIGWHAQC-UHFFFAOYSA-N 0.000 description 1
- 239000004864 galbanum Substances 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 1
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 229940091561 guaiac Drugs 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229910052864 hemimorphite Inorganic materials 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- LIIALPBMIOVAHH-UHFFFAOYSA-N herniarin Chemical compound C1=CC(=O)OC2=CC(OC)=CC=C21 LIIALPBMIOVAHH-UHFFFAOYSA-N 0.000 description 1
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- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 229910052610 inosilicate Inorganic materials 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 150000002499 ionone derivatives Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 239000001851 juniperus communis l. berry oil Substances 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
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 150000002584 ketoses Chemical class 0.000 description 1
- 229940094522 laponite Drugs 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021500 melanophlogite Inorganic materials 0.000 description 1
- 239000001098 melissa officinalis l. leaf oil Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- ZLQJVGSVJRBUNL-UHFFFAOYSA-N methylumbelliferone Natural products C1=C(O)C=C2OC(=O)C(C)=CC2=C1 ZLQJVGSVJRBUNL-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 229910052627 muscovite Inorganic materials 0.000 description 1
- 229930008383 myrcenol Natural products 0.000 description 1
- DUNCVNHORHNONW-UHFFFAOYSA-N myrcenol Chemical compound CC(C)(O)CCCC(=C)C=C DUNCVNHORHNONW-UHFFFAOYSA-N 0.000 description 1
- 239000002088 nanocapsule Substances 0.000 description 1
- 239000002077 nanosphere Substances 0.000 description 1
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
- 239000000978 natural dye Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000001702 nutmeg Substances 0.000 description 1
- 239000010450 olivine Substances 0.000 description 1
- 229910052609 olivine Inorganic materials 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 229910001732 osumilite Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 239000001298 pelargonium graveolens oil Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229910052842 phenakite Inorganic materials 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical class NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003220 pyrenes Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000009183 running Effects 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 239000010670 sage oil Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000019351 sodium silicates Nutrition 0.000 description 1
- KWVISVAMQJWJSZ-VKROHFNGSA-N solasodine Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CC[C@H](O)CC4=CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CN1 KWVISVAMQJWJSZ-VKROHFNGSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052606 sorosilicate Inorganic materials 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 229910052889 tremolite Inorganic materials 0.000 description 1
- OHOTVSOGTVKXEL-WJXVXWFNSA-K trisodium;(2s)-2-[bis(carboxylatomethyl)amino]propanoate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)[C@H](C)N(CC([O-])=O)CC([O-])=O OHOTVSOGTVKXEL-WJXVXWFNSA-K 0.000 description 1
- 229940057402 undecyl alcohol Drugs 0.000 description 1
- WXETUDXXEZHSCS-MAVITOTKSA-N vertofix coeur Chemical compound C[C@@H]1CC[C@@]2(C(/CC3)=C\C(C)=O)[C@@H]3C(C)(C)[C@@H]1C2 WXETUDXXEZHSCS-MAVITOTKSA-N 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- GDJZZWYLFXAGFH-UHFFFAOYSA-M xylenesulfonate group Chemical group C1(C(C=CC=C1)C)(C)S(=O)(=O)[O-] GDJZZWYLFXAGFH-UHFFFAOYSA-M 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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
- C11D3/40—Dyes ; Pigments
-
- 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
- C11D3/3947—Liquid compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Cosmetics (AREA)
Abstract
The invention relates to peroxide-containing preparations which are characterized in that they contain colorants in microencapsulated form.
Description
PEROXIDE PREPARATIONS CONTAINING MICROENCAPSULATED
COLORANTS
Field of the Invention This invention relates generally to bleaching agents and disinfectants and, more particularly, to peroxide preparations containing colorants in microencapsulated form.
Background of the Invention Prior Art In Mediterranean countries and also in the United States, cold water is still predominantly used for washing laundry. The effect of this is that conventional bleaching agents, for example perborates or percarbonates, are hardly used because they do not develop any particular activity at temperatures around 20°C. For this reason, liquid bleaches - generally surface-active preparations containing up to 10% by weight of peroxide -are normally added to the wash liquor. These peroxide bleaching liquors rarely contain colorants because colorants are readily oxidized and change color in peroxide-containing environments.
Accordingly, the problem addressed by the present invention was to formulate colorants in a stable manner in peroxide-containing preparations, thereby improving their appearance.
Description of the Invention The present invention relates to peroxide-containing preparations which are characterized in that they contain colorants in microencapsulated form.
It has surprisingly been found that colorants can be stably formulated in peroxide-containing preparations, thereby improving their appearance, providing they are incorporated in microencapsulated form.
The microcapsules are chemically and physically, more particularly spatially, stable in the preparations according to the invention, i.e. the microcapsules do not undergo decomposition or sedimentation in the preparations. In this way, virtually any known colorants can be used in peroxide-containing preparations.
Peroxide compounds Peroxide compounds in the context of the invention are understood to be substances wich contain an O-O-group. Typical examples are perborates, percarbonates, percarboxylic acids and, in particular, hydrogen peroxide. The aqueous preparations according to the invention preferably contain hydrogen peroxide in quantities of 0.5 to 10% by weight, preferably in quantities of 5 to 8% by weight and more preferably in quantities of 6 to 7% by weight, based on 100% active substance. The hydrogen peroxide is used, for example, in the form of a 35% by aqueous solution.
Microcapsules "Microcapsules" are understood to be aggregates which contain at least one solid or liquid core surrounded by at least one continuous shell.
More precisely, they are normally finely dispersed liquid or solid phases coated with film-forming polymers, in the production of which the polymers are deposited onto the material to be encapsulated after emulsification and coacervation or interfacial polymerization. The microscopically small capsules, also known as nanocapsules, can be dried in the same way as powders. Besides single-core microcapsules, there are also multiple-core aggregates, also known as microspheres, which contain two or more cores distributed in the continuous shell material. In addition, single-core or multiple-core microcapsules may be surrounded by an additional second, third etc. shell. Single-core microcapsules with a continuous shell are preferred. The shell may consist of natural, semisynthetic or synthetic materials. Natural shell materials are, for example, gum arabic, agar agar, agarose, maltodextrins, alginic acid and salts thereof, for example sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides, such as starch or dextran, sucrose and waxes. Semisynthetic shell materials are inter alia chemically modified celluloses, more particularly cellulose esters and ethers, for example cellulose acetate, ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose and carboxymethyl cellulose, and starch derivatives, more particularly starch ethers and esters. Synthetic shell materials are, for example, polymers, such as polyacrylates, polyamides, polyvinyl alcohol or polyvinyl pyrrolidone.
Although they may be produced in any shape, the microcapsules are preferably substantially spherical. Their diameter along their largest spatial dimension may be between 10 nm (visually not discernible as a capsule) and 10 mm, depending on the substances present in their interior and the application envisaged. Visible microcapsules between 0.1 mm and 7 mm and, more particularly, between 0.4 mm and 5 mm in diameter are preferred. Microcapsules invisible to the naked eye have a diameter of preferably 20 to 500 nm and more preferably 50 to 200 nm. The microcapsules may be obtained by known processes, of which coacervation and interfacial polymerization are the most important. Any commercially available surfactant-stable microcapsules may be used as the microcapsules, including for example the commercial products (the shell material is shown in brackets) Hallcrest Microcapsules (gelatin, gum arabic), Coletica Thalaspheres (maritime collagen), Lipotec Millicapseln (alginic acid, agar agar), Induchem Unispheres (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose), Unicerin C30 (lactose, micro-crystalline cellulose, hydroxypropylmethyl cellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar agar) and Kuhs Probiol Nanospheres (phospholipids).
The active substances are released from the microcapsules by mechanical, thermal, chemical or enzymatic destruction of the shell, normally during the use of the preparations containing the microcapsules.
In the case of the bleaching agents normally used in undiluted form, they are preferably released by mechanical action, more particularly by mech-anical forces to which the microcapsules are exposed during dosing, pump-circulation or spinning in the washing machine. In one preferred embodiment of the invention, the preparations contain the same microcapsules or different microcapsules in quantities of 0.1 to 10% by weight, more preferably in quantities of 0.2 to 8% by weight and most preferably in quantities of 0.5 to 6% by weight.
Colorants In the context of the present invention, colorants are understood to be any inorganic and organic substances with a coloring effect [DIN 55944 (Nov. 1973)]. Both natural and synthetic colorants may be used. The inorganic colorants are pigments and may even have a filler-like character while the organic colorants encompass both pigments and dyes. The colorants also include, for example, gloss, pearlescent and luminous pigments. These colorants do not include fluorescent dyes, so-called optical brighteners.
Dyes in the context of the invention are colorants which are soluble in solvents and/or binders and which absorb in the visible light region. Both natural dyes, for example flower and plant dyes, and synthetic dyes, for example aromatic or heterocyclic, ionic or nonionic compounds, may be used.
Suitable pigments are, for example, green chlorophthalocyanines (Pigmosol~ Griin, Hostaphine~ Griin), yellow Solar Yellow BG 300 (Sandoz), blue chlorophthalocyanine (Hostaphine~ Blau) and Cosmenyl~
Blau.
An overview of the colorants available in Europe can be found in "Textilbetrieb", Wiirzburg, 1978, pp. 51-71. The substances suitable and approved as dyes which are listed, for example, in the publication "Kosmetische Farbemittel" of the Farbstoff Kommission der Deutschen Forschungsgemeinschaft, 3rd fully revised edition, Verlag Chemie, 5 Weinheim, 1991, pp. 81-106.
These colorants are used in microencapsulated form in the preparations according to the invention. By this is meant not only the use of a single colorant in microencapsulated form, for example a colorless peroxide bleaching agent containing blue microcapsules, but also the use of various colorants in microencapsulated form, for example a colorless peroxide bleaching agent containing blue and green microcapsules. This is not meant to imply a limit to the number of microencapsulated colorants used at the same time; for example, the microcapsules may contain three, four or five etc. different colorants.
In one particular embodiment of the invention, non-microencapsulated colorants may also be added to the peroxide-containing preparations besides microencapsulated colorants. These are understood, for example, to include blue peroxide bleaching compositions containing blue andlor red microcapsules. Colored peroxide bleaching compositions containing many differently colored microencapsulated colorants are also possible, for example a green peroxide bleaching composition containing blue, green, red etc. microcapsules. It is possible in this way to obtain mixtures in which the microcapsules and the compositions according to the invention can contain both identical and different colorants.
The colorants are used in concentrations of preferably 0.05 to 0.4%
by weight and more preferably 0.1 to 0.3% by weight, based on the mixture as a whole.
Seq~uesterinq a ents If the preparations are used for treating fabrics, it is advisable to add to them electrolytes which act as sequestrants for heavy metal ions and which therefore counteract yellowing of the fabrics. Suitable sequestering agents are, for example, silicates, phosphonic acids and phosphonates, polyacrylic acid compounds, alkali metal carbonates, lignin sulfonates and mixtures of the electrolytes mentioned. The total quantity of sequestrant used is normally 0.1 to 2% by weight, preferably 0.3 to 1.5% by weight and more preferably 0.5 to 1.0% by weight, based on the preparation.
Silicates in the context of the invention are understood to be salts and esters of orthosilicic acid Si(OH)4 and self-condensation products thereof. Accordingly, the following crystalline substances, for example, may be used as silicates:
(a) neosilicates (island silicates) such as, for example, phenakite, olivine and zircon;
(b) sorosilicates (group silicates) such as, for example, thortveitite and hemimorphite;
(c) cyclosilicates (ring silicates) such as, for example, benitoite, axinite, beryl, milarite, osumilite or eudialyte;
(d) inosilicates (chain and band silicates) such as, for example, metasilicates (for example diopside) or amphiboles (for example tremolite);
(e) phyllosilicates (sheet and layer silicates) such as, for example, talc, kaolinite and mica (for example muscovite);
(f) tectosilicates (framework silicates) such as, for example, feldspars and zeolites and clathrasils or dodecasils (for example melanophlogite), thaumasite and neptunite.
In contrast to the ordered crystalline silicates, silicate glasses such as, for example, soda waterglass or potash waterglass are preferably used.
These silicate glasses may be of natural origin (for example montmorillonite) or may have been produced by a synthetic route. In another embodiment of the invention, alumosilicates may also be used.
Typical examples of alkali metal or alkaline earth metal silicates are sodium and/or potassium silicates with a modulus of 1.0 to 3.0 and preferably 1.5 to 2Ø
Phosphoric acids in the context of the invention are understood to be organic derivatives of the acid HP(O)(OH)2; phosphonates represent the salts and esters of these phosphoric acids. The organic phosphoric acids and phosphonates preferably used are known chemical compounds which may be prepared, for example, by the Michaelis-Arbuzov reaction.
They correspond, for example, to formula (I):
O
R'-P-OR2 (I) in which R' is an optionally substituted alkyl andlor alkenyl group containing 1 to 22 carbon atoms, preferably 2 to 18 carbon atoms and more preferably 6 to 12 carbon atoms and R2 is hydrogen, an alkali metal and/or alkaline earth metal, ammonium, alkylammonium and/or alkanol-ammonium or an optionally substituted alkyl and/or alkenyl group containing 1 to 22, preferably 2 to 18 and more preferably 6 to 12 carbon atoms. Typical examples are optionally hydroxy-, nitrilo- and/or amino substituted phosphoric acids such as, for example, ethyl phosphoric acid, nitrilotris-(methylenephosphonic acid), 1-amino- and 1-hydroxyalkane-1,1 diphosphonic acids. One preferred embodiment of the invention is characterized by the use of amine oxide phosphoric acids corresponding to formula (II):
HO-P-(CH2)m(CH)n-N->O (ll) in which R3 is hydrogen, a (CH2)m(CHCH3)"NH20 group or an alkali metal, m is a number of 1 to 4 and n has a value of 0 or 1. Amine oxide phosphonic acids are builders or sequestrants which are marketed, for example, by Bozetto (Italy) under the name of Sequion~. They are produced by reacting aminophosphonic acids to form the amine oxide.
According to the invention, both mono- and diamine oxides in the form of the phosphonic acids (or salts) corresponding to formula (II) may be used.
Amine oxide phosphonic acids in which R3 is hydrogen, m = 3 and n = 0 (amine oxide based on aminotrimethylene phosphonic acid) are preferably used.
Polyacrylic acid compounds are understood to be homopolymers of acrylic acid and methacrylic acid and esters thereof. Besides the acids, esters of the acids with alcohols containing 1 to 4 carbon atoms may also be polymerized. Polyacrylic acid compounds having a particularly advantageous stabilizing effect are present as alkali metal salts and have an average molecular weight in the range from 1,000 to 10,000 dalton and more particularly in the range from 4,000 to 6,000 dalton.
Surfactants To support their cleaning performance, the preparations may additionally contain peroxide-stable surfactants, for example fatty acid salts, alkyl sulfates, alkyl sulfonates, alkyl benzenesulfonates, xylene sulfonates, sarcosinates, taurides, isethionates, sulfosuccinates, betaines, sugar esters and fatty acid-N-alkyl glucamides. Alkyl ether sulfates, amine oxides, alk(en)yl oligoglycosides and fatty alcohol polglycol ethers are preferably used. The surfactants together generally make up from 1 to 15% by weight and preferably from 5 to 10% by weight of the preparations.
Alkyl ether sulfates are anionic surfactants which may be obtained by sulfation of alkyl polyglycol ethers and subsequent neutralization. Alkyl ether sulfates suitable for use in accordance with the invention correspond to formula (III):
R40-(CH2CH20)~S03X (III) in which R4 is an alkyl group containing 12 to 18 and, more particularly, 12 to 14 carbon atoms, n is a number of 2 to 5 and, more particularly, 2 to 3 and X stands for sodium or potassium. ,Typical examples are the sodium salts of sulfates of the C~2,~4 cocoalcohol +2, +2.3 and +3 EO adduct. The alkyl ether sulfates may have a conventional or narrow homolog distribution. The alkyl ether sulfates are preferably used in quantities of 1 to 8% by weight, preferably 1.5 to 6% by weight and more preferably 2 to 4% by weight, based on the preparation.
Amine oxides are also known compounds which are occasionally classified as cationic surfactants, but generally as nonionic surfactants.
They are produced by oxidation of tertiary fatty amines, which normally have either one long and two short alkyl chains or two short and one long alkyl chain, in the presence of hydrogen peroxide. The amine oxides suitable as surface-active ingredients in accordance with the present invention correspond to formula (IV):
Rs R5-N-~~ (IV) 5 R' in which R5 is a linear or branched alkyl group containing 12 to 18 carbon atoms and R6 and R' independently of one another have the same meaning as R5 or represent an optionally hydroxysubstituted alkyl group 10 containing 1 to 4 carbon atoms. Amine oxides corresponding to formula (IV), in which R5 and R6 represent C~2,~4 or C~v~$ cocoalkyl groups and R' represents a methyl group or a hydroxyethyl group, are preferably used.
Amine oxides corresponding to formula (IV), in which R5 represents a C~2,~4 or C~2,~8 cocoalkyl group and R6 and R' represent a methyl or hydroxyethyl group, are also preferred. The amine oxides are preferably used in quantities of 1.5 to 6% by weight and more preferably in quantities of 2 to 4% by weight, based on the preparation.
Alkyl and alkenyl oligoglycosides are known nonionic surfactants which correspond to formula (V):
R80-[G)p (V) in which R8 is an alkyl and/or alkenyl radical containing 4 to 22 carbon atoms, G is a sugar unit containing 5 or 6 carbon atoms and p is a number of 1 to 10. The alkyl and/or alkenyl oligoglycosides, which are also suitable as surface-active ingredients, may be derived from aldoses or ketoses containing 5 or 6 carbon atoms, preferably glucose. Accordingly, the preferred alkyl andlor alkenyl oligoglycosides are alkyl and/or alkenyl oligoglucosides. The index p in general formula (V) indicates the degree of oligomerization (DP), i.e. the distribution of mono- and oligoglycosides, and is a number of 1 to 10. Whereas p in a given compound must always be an integer and, above all, may assume a value of 1 to 6, the value p for a certain alkyl oligoglycoside is an analytically determined calculated quantity which is generally a broken number. Alkyl and/or alkenyl oligo-glycosides having an average degree of oligomerization p of 1.1 to 3.0 are preferably used. Alkyl andlor alkenyl oligoglycosides having a degree of oligomerization of less than 1.7 and, more particularly, between 1.2 and 1.4 are preferred from the applicational point of view. The alkyl or alkenyl radical Ra may be derived from primary alcohols containing 4 to 11 and preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and the technical mixtures thereof obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxosynthesis. Alkyl oligoglucosides having a chain length of C8 to Coo (DP = 1 to 3), which are obtained as first runnings in the separation of technical C$_~a coconut oil fatty alcohol by distillation and which may contain less than 6% by weight of C~2 alcohol as an impurity, and also alkyl oligoglucosides based on technical C9,» oxoalcohols (DP = 1 to 3) are preferred. In addition, the alkyl or alkenyl radical R8 may also be derived from primary alcohols containing 12 to 22 and preferably 12 to 14 carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and technical mixtures thereof which may be obtained as described above. Alkyl oligoglucosides based on hydrogenated C~2,~4 cocoalcohol with a DP of 1 to 3 are preferred. The glycosides are preferably used in quantities of 1.5 to 6% by weight and more preferably in quantities of 2 to 4% by weight, based on the preparation.
The preparations according to the invention may contain as further surfactants fatty alcohol polyglycol ethers corresponding to formula (VI):
R90(CH2CH20)~H (VI) in which R9 is a linear or branched alkyl and/or alkenyl group containing 6 to 22 and preferably 12 to 18 carbon atoms and n is a number of 1 to 10.
Typical examples are products of the addition of on average 1 to 10 and preferably 2 to 5 moles of ethylene oxide onto caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and the technical mixtures thereof obtained, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as monomer fraction in the dimerization of unsaturated fatty alcohols. Products of the addition of 2 to 5 moles of ethylene oxide onto technical fatty alcohols containing 12 to 18 carbon atoms such as, for example, cocofatty alcohol, palm oil fatty alcohol, palm kernel oil fatty alcohol and tallow fatty alcohol are preferred.
The polyglycol ethers may have a conventional broad homolog distribution, but also a narrow homolog distribution. Mixtures of fatty alcohol polyglycol ethers with a linear and branched alkyl chain have proved to be advantageous by virtue of their favorable thickening effect. In addition, particularly high-performance preparations contain mixtures of various fatty alcohol polyglycol ethers in which one component has an HLB value above 10 and the other an HLB value below 10. The polyglycol ethers are used in quantities of preferably 1 to 5% by weight and more preferably 2 to 4% by weight, based on the preparation.
Thickeners The use of electrolytes is a very simple and inexpensive method of adjusting viscosity. However, it has been found that the presence of chloride ions alongside peroxide can cause pitting in certain textiles through the formation of chlorine. For this reason, organic thickeners are used in one preferred embodiment of the invention. Organic thickeners are, for example, polysaccharides, more particularly xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol monoesters and diesters of fatty acids, polyacrylates (for example Carbopols~ [Goodrich] or Synthalens~ [Sigma]), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, aluminas such as, for example, Laponite~ of Southern Clay Products or Zeothix~ of Huber, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylol propane, narrow-range fatty alcohol ethoxylates or alkyl oligoglucosides, which may be added to the preparations in quantities of 0.1 to 2% by weight.
Commercial Ap~~lications The preparations according to the invention generally have a non aqueous component of 5 to 35% by weight and preferably 8 to 15% by weight and are particularly suitable for the treatment of flat textile materials such as, for example, yarns, fabric webs and, in particular, textiles. They are normally used at low temperatures, i.e. at cold-wash temperatures (ca.
15 to 25°C). Not only are the preparations distinguished by excellent stain removal, they also reliably prevent the deposition of lime and metal traces on the fibers and thus also prevent incrustation and yellowing. Although the actual use of the preparations is directed to the removal of stains during washing, they are also suitable in principle for other applications in which bleaching solutions are used, for example for the cleaning and disinfection of hard surfaces. In addition, the preparations may contain perfumes and optical brighteners and also antioxidants or preservatives, for example 2,6-di-tert.-butyl-4-methylphenol (BHT).
The optical brighteners which are used in microencapsulated form in accordance with the present invention are preferably those which are otherwise unstable in peroxide-containing preparations. Typical examples of suitable optical brighteners are derivatives of diaminostilbene disulfonic acid and alkali metal salts thereof. Suitable optical brighteners are, for example, derivatives of 4,4'-diamino-2,2'-stilbene disulfonic acid (flavonic acid), such as in particular the salts of 4,4'-bis-(2-anilino-4-morpholino-1,3,5-triazinyl-6-amino)-stilbene-2,2'-disulfonic acid or compounds of similar structure which, instead of the morpholino group, contain a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group. Other brighteners which may be present are those of the substituted diphenyl styryl type, for example alkali metal salts of 4,4'-bis-(2-sulfostyryl)-diphenyl, 4,4'-bis-(4-chloro-2-sulfostyryl)-diphenyl or 4-(4-chlorostyryl)-4'-(2-sulfostyryl)-diphenyl, methyl umbelliferone, coumarin, dihydroquinolinone, 1,3-diaryl pyrazoline, naphthalic acid amide, benzoxazole, benzisoxazole and benzimidazole systems linked by CH=CH
bonds, heterocycle-substituted pyrene derivatives and the like. Mixtures of the brighteners mentioned above may also be used. The potassium salt of 4,4'-bis-(1,2,3-triazolyl)-(2)-stilbine-2,2-sulfonic acid marketed under the name of Phorwite~ BHC 766 is preferred. The microcapsules generally contain the optical brighteners in quantities of 1 to 95% by weight, preferably in quantities of 10 to 60% by weight and more preferably in quantities of 25 to 50% by weight, based on the weight of the capsules.
Ther perfumes used in microencapsulated form in accordance with the invention are preferably perfumes which would otherwise be unstable in peroxide-containing preparations. Typical examples of suitable perfumes are mixtures of natural and synthetic perfumes. Natural perfumes include the extracts of blossoms (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamom, costus, iris, calmus), woods (pinewood, sandalwood, guaiac wood, cedarwood, rosewood), herbs and grasses (tarragon, lemon grass, sage, thyme), needles and branches (spruce, fir, 5 pine, dwarf pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, for example civet and beaver, may also be used.
Typical synthetic perfumes are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Examples of perfume 10 compounds of the ester type are benzyl acetate, phenoxyethyl isobutyrate, p-tert.butyl cyclohexylacetate, linalyl acetate, dimethyl benzyl carbinyl acetate, phenyl ethyl acetate, linalyl benzoate, benzyl formate, ethylmethyl phenyl glycinate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate. Ethers include, for example, benzyl ethyl ether while aldehydes 15 include, for example, the linear alkanals containing 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxy-citronellal, lilial and bourgeonal. Examples of suitable ketones are the ionones, a-isomethylionone and methyl cedryl ketone. Suitable alcohols are anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol. The hydrocarbons mainly include the terpenes and balsams. However, it is preferred to use mixtures of different perfume compounds which, together, produce an agreeable fragrance.
Other suitable perfumes are essential oils of relatively low volatility which are mostly used as aroma components. Examples are sage oil, camomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, lime-blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavendin oil. The following are preferably used either individually or in the form of mixtures: bergamot oil, dihydromyrcenol, lilial, lyral, phenylethyl alcohol, a-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, sandelice, citrus oil, mandarin oil, orange oil, allylamyl glycolate, cyclovertal, lavendin oil, clary oil, ~i-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romillate, irotyl and floramate.
Besides the perfumes mentioned above, microencapsulated peroxide-stable perfumes may of course also be used, including for example citronellol (3,7-dimethyl-6-octen-1-ol), dimethyl octanol (3,7-dimethyl-1-octanol), hydroxycitronellol (3,7-dimethyloctane-1,7-diol), mugol (3,7-dimethyl-4,6-octatrien-3-ol), myrcenol (2-methyl-6-methylene-7-octen-2-0l), tetrahydromyrcenol (THM, 2,6-dimethyloctan-2-ol), terpinolene (p-mentho-1,4-(8)-diene), ethyl-2-methyl butyrate, phenyl propyl alcohol, galaxolide (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl cyclopental-2-benzopyran), tonalide (7-acetyl-1,1,3,4,4,6-hexamethyl tetrahydronaphtha-lene), rose oxide, linalol oxide, 2,6-dimethyl-3-octanol, tetrahydroethyl linalool, tetrahydroethyl linalyl acetate, o-sec.-butyl cyclohexyl acetate and isolone diphorenepoxide and also isoborneal, dihydroterpineol, isobornyl acetate, dihydroterpenyl acetate). Other suitable perfumes are the substances mentioned columns 3 and 4 of European patent application EP
0622451 A1 (Procter & Gamble). The microcapsules contain the perfumes in quantities of generally 1 to 95% by weight, preferably 50 to 80% by weight and more preferably 60 to 70% by weight, based on the weight of the capsule.
The preparations according to the invention are prepared by stirring.
The product obtained may optionally be decanted or filtered to remove foreign bodies andlor agglomerates. In addition, the preparations have a viscosity above 100 and preferably above 200 mPas, as measured at 20°C
in a Brookfield viscosimeter (spindle 1, 10 r.p.m.).
Examples Pigments in microcapsule form and, optionally, pure pigments were added to various hydrogen peroxide solutions. Examples 1 to 6 of the preparations according to the invention are set out in Table 1.
Table 1 Composition of the bleaching agents E ~ .~ ", r'~'~~ . , ~. -..3 .~.-., ., ,. , , .
~'~ .... ~ ~ . , ..
~r a .,, ~~~. d ':':
. , s x ,_- E, $ ' r t~~ 2Y ~ ~
.. j. ~T , ' .~a :~3 , : x ~ rx ":
r ,,..... ~ ~!"a.,...~. ~ .a, 8 r";~.. . e. r.
", ~.. .F: E Y : Y ~5::
. r . ~ ,.., a ~,. ~.. " ~.>.
,~ ~. '.; I
Sp,eP ': e.. . "~
;~ .co.~ >.
:!, . fi~;r ~, Y ~f..3 , 3 . t, -s' n.J
'g , y a.., e.... x:r.
"q.~ ' .
i ,> yea.9.rai.
~,., s .~ 1 :.. ,.. f , ., s . , :: a~?:,, S~a. ~ ';.::.. n. ~3 ~ .. ,. ~ ...:
2''.'a ,t -z , .
'': . ~. 3P.: , '::..
t 3 - ~.,.. : i 2 ~,.~.a...~.~,..,.~, ,..
~ . ... GM. .
1' ~ r aW , ~ ~ ,: ~I
b I'~a G N yx~~,,Ea~~~~~::%
.. , ~' 3, . .
r.. ''~t ~ , r s..~ ..."'.3st~'~'z;.:~..'4~,~.:9~.:::r 3 . I
.~ <.ar . .n b ~, ~rs.s.u~.,..
W
Hydrogen peroxide 7.5 7.5 7.5 7.5 7.5 7.5 Cu~a Cocoalcohol+6E08.5 - _ 8.5 _ _ C,v,a Cocoalcohol+4E00.75 - - 0.75 - -C2"4 Cocoalcohol+2E00.75 2 2 0.75 2 2 sulfate, TEA salt Arlipon~ FT - 0.7 0.7 - _ _ Xanthan Gum (Keltrol- - 0.7 - - 0.7 T, Kelco) BHT 0.01 0.01 0.01 0.01 0.01 0.01 EtOH 0.192 0.192 0.192 0.192 0.192 0.192 Pigmosol Blue 0.000350.000350.000350.000350.000350.00035 Polyacrylate'~ - 1.0 - - 1.0 -Trilon~ M2~ 0.1 0.1 0.1 0.1 0.1 0.1 Microcapsules3~ 0.3 0.2 0.1 - - _ Solar Yellow BG 300 Microcapsules3~ - 0.2 - 0.2 0.1 0.1 Cosmenyl~ Blau Microcapsules3~ - - 0.1 - 0.1 0.1 Hostaphine~ Griin Microcapsules3~ - - 0.1 - - 0.1 Hostaphine~ Blau Solar Yellow BG - - - 0.2 - _ Cosmenyl~ Blau - - - - 0.1 -Hostaphine~ Blau - - - - - 0.1 Water ~ to 100 ~~ Carbopol 497 (Goodrich);
2~ Methylglycine diacetic acid trisodium salt (BASF) 3~ shell material: sodium alginate
COLORANTS
Field of the Invention This invention relates generally to bleaching agents and disinfectants and, more particularly, to peroxide preparations containing colorants in microencapsulated form.
Background of the Invention Prior Art In Mediterranean countries and also in the United States, cold water is still predominantly used for washing laundry. The effect of this is that conventional bleaching agents, for example perborates or percarbonates, are hardly used because they do not develop any particular activity at temperatures around 20°C. For this reason, liquid bleaches - generally surface-active preparations containing up to 10% by weight of peroxide -are normally added to the wash liquor. These peroxide bleaching liquors rarely contain colorants because colorants are readily oxidized and change color in peroxide-containing environments.
Accordingly, the problem addressed by the present invention was to formulate colorants in a stable manner in peroxide-containing preparations, thereby improving their appearance.
Description of the Invention The present invention relates to peroxide-containing preparations which are characterized in that they contain colorants in microencapsulated form.
It has surprisingly been found that colorants can be stably formulated in peroxide-containing preparations, thereby improving their appearance, providing they are incorporated in microencapsulated form.
The microcapsules are chemically and physically, more particularly spatially, stable in the preparations according to the invention, i.e. the microcapsules do not undergo decomposition or sedimentation in the preparations. In this way, virtually any known colorants can be used in peroxide-containing preparations.
Peroxide compounds Peroxide compounds in the context of the invention are understood to be substances wich contain an O-O-group. Typical examples are perborates, percarbonates, percarboxylic acids and, in particular, hydrogen peroxide. The aqueous preparations according to the invention preferably contain hydrogen peroxide in quantities of 0.5 to 10% by weight, preferably in quantities of 5 to 8% by weight and more preferably in quantities of 6 to 7% by weight, based on 100% active substance. The hydrogen peroxide is used, for example, in the form of a 35% by aqueous solution.
Microcapsules "Microcapsules" are understood to be aggregates which contain at least one solid or liquid core surrounded by at least one continuous shell.
More precisely, they are normally finely dispersed liquid or solid phases coated with film-forming polymers, in the production of which the polymers are deposited onto the material to be encapsulated after emulsification and coacervation or interfacial polymerization. The microscopically small capsules, also known as nanocapsules, can be dried in the same way as powders. Besides single-core microcapsules, there are also multiple-core aggregates, also known as microspheres, which contain two or more cores distributed in the continuous shell material. In addition, single-core or multiple-core microcapsules may be surrounded by an additional second, third etc. shell. Single-core microcapsules with a continuous shell are preferred. The shell may consist of natural, semisynthetic or synthetic materials. Natural shell materials are, for example, gum arabic, agar agar, agarose, maltodextrins, alginic acid and salts thereof, for example sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides, such as starch or dextran, sucrose and waxes. Semisynthetic shell materials are inter alia chemically modified celluloses, more particularly cellulose esters and ethers, for example cellulose acetate, ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose and carboxymethyl cellulose, and starch derivatives, more particularly starch ethers and esters. Synthetic shell materials are, for example, polymers, such as polyacrylates, polyamides, polyvinyl alcohol or polyvinyl pyrrolidone.
Although they may be produced in any shape, the microcapsules are preferably substantially spherical. Their diameter along their largest spatial dimension may be between 10 nm (visually not discernible as a capsule) and 10 mm, depending on the substances present in their interior and the application envisaged. Visible microcapsules between 0.1 mm and 7 mm and, more particularly, between 0.4 mm and 5 mm in diameter are preferred. Microcapsules invisible to the naked eye have a diameter of preferably 20 to 500 nm and more preferably 50 to 200 nm. The microcapsules may be obtained by known processes, of which coacervation and interfacial polymerization are the most important. Any commercially available surfactant-stable microcapsules may be used as the microcapsules, including for example the commercial products (the shell material is shown in brackets) Hallcrest Microcapsules (gelatin, gum arabic), Coletica Thalaspheres (maritime collagen), Lipotec Millicapseln (alginic acid, agar agar), Induchem Unispheres (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose), Unicerin C30 (lactose, micro-crystalline cellulose, hydroxypropylmethyl cellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar agar) and Kuhs Probiol Nanospheres (phospholipids).
The active substances are released from the microcapsules by mechanical, thermal, chemical or enzymatic destruction of the shell, normally during the use of the preparations containing the microcapsules.
In the case of the bleaching agents normally used in undiluted form, they are preferably released by mechanical action, more particularly by mech-anical forces to which the microcapsules are exposed during dosing, pump-circulation or spinning in the washing machine. In one preferred embodiment of the invention, the preparations contain the same microcapsules or different microcapsules in quantities of 0.1 to 10% by weight, more preferably in quantities of 0.2 to 8% by weight and most preferably in quantities of 0.5 to 6% by weight.
Colorants In the context of the present invention, colorants are understood to be any inorganic and organic substances with a coloring effect [DIN 55944 (Nov. 1973)]. Both natural and synthetic colorants may be used. The inorganic colorants are pigments and may even have a filler-like character while the organic colorants encompass both pigments and dyes. The colorants also include, for example, gloss, pearlescent and luminous pigments. These colorants do not include fluorescent dyes, so-called optical brighteners.
Dyes in the context of the invention are colorants which are soluble in solvents and/or binders and which absorb in the visible light region. Both natural dyes, for example flower and plant dyes, and synthetic dyes, for example aromatic or heterocyclic, ionic or nonionic compounds, may be used.
Suitable pigments are, for example, green chlorophthalocyanines (Pigmosol~ Griin, Hostaphine~ Griin), yellow Solar Yellow BG 300 (Sandoz), blue chlorophthalocyanine (Hostaphine~ Blau) and Cosmenyl~
Blau.
An overview of the colorants available in Europe can be found in "Textilbetrieb", Wiirzburg, 1978, pp. 51-71. The substances suitable and approved as dyes which are listed, for example, in the publication "Kosmetische Farbemittel" of the Farbstoff Kommission der Deutschen Forschungsgemeinschaft, 3rd fully revised edition, Verlag Chemie, 5 Weinheim, 1991, pp. 81-106.
These colorants are used in microencapsulated form in the preparations according to the invention. By this is meant not only the use of a single colorant in microencapsulated form, for example a colorless peroxide bleaching agent containing blue microcapsules, but also the use of various colorants in microencapsulated form, for example a colorless peroxide bleaching agent containing blue and green microcapsules. This is not meant to imply a limit to the number of microencapsulated colorants used at the same time; for example, the microcapsules may contain three, four or five etc. different colorants.
In one particular embodiment of the invention, non-microencapsulated colorants may also be added to the peroxide-containing preparations besides microencapsulated colorants. These are understood, for example, to include blue peroxide bleaching compositions containing blue andlor red microcapsules. Colored peroxide bleaching compositions containing many differently colored microencapsulated colorants are also possible, for example a green peroxide bleaching composition containing blue, green, red etc. microcapsules. It is possible in this way to obtain mixtures in which the microcapsules and the compositions according to the invention can contain both identical and different colorants.
The colorants are used in concentrations of preferably 0.05 to 0.4%
by weight and more preferably 0.1 to 0.3% by weight, based on the mixture as a whole.
Seq~uesterinq a ents If the preparations are used for treating fabrics, it is advisable to add to them electrolytes which act as sequestrants for heavy metal ions and which therefore counteract yellowing of the fabrics. Suitable sequestering agents are, for example, silicates, phosphonic acids and phosphonates, polyacrylic acid compounds, alkali metal carbonates, lignin sulfonates and mixtures of the electrolytes mentioned. The total quantity of sequestrant used is normally 0.1 to 2% by weight, preferably 0.3 to 1.5% by weight and more preferably 0.5 to 1.0% by weight, based on the preparation.
Silicates in the context of the invention are understood to be salts and esters of orthosilicic acid Si(OH)4 and self-condensation products thereof. Accordingly, the following crystalline substances, for example, may be used as silicates:
(a) neosilicates (island silicates) such as, for example, phenakite, olivine and zircon;
(b) sorosilicates (group silicates) such as, for example, thortveitite and hemimorphite;
(c) cyclosilicates (ring silicates) such as, for example, benitoite, axinite, beryl, milarite, osumilite or eudialyte;
(d) inosilicates (chain and band silicates) such as, for example, metasilicates (for example diopside) or amphiboles (for example tremolite);
(e) phyllosilicates (sheet and layer silicates) such as, for example, talc, kaolinite and mica (for example muscovite);
(f) tectosilicates (framework silicates) such as, for example, feldspars and zeolites and clathrasils or dodecasils (for example melanophlogite), thaumasite and neptunite.
In contrast to the ordered crystalline silicates, silicate glasses such as, for example, soda waterglass or potash waterglass are preferably used.
These silicate glasses may be of natural origin (for example montmorillonite) or may have been produced by a synthetic route. In another embodiment of the invention, alumosilicates may also be used.
Typical examples of alkali metal or alkaline earth metal silicates are sodium and/or potassium silicates with a modulus of 1.0 to 3.0 and preferably 1.5 to 2Ø
Phosphoric acids in the context of the invention are understood to be organic derivatives of the acid HP(O)(OH)2; phosphonates represent the salts and esters of these phosphoric acids. The organic phosphoric acids and phosphonates preferably used are known chemical compounds which may be prepared, for example, by the Michaelis-Arbuzov reaction.
They correspond, for example, to formula (I):
O
R'-P-OR2 (I) in which R' is an optionally substituted alkyl andlor alkenyl group containing 1 to 22 carbon atoms, preferably 2 to 18 carbon atoms and more preferably 6 to 12 carbon atoms and R2 is hydrogen, an alkali metal and/or alkaline earth metal, ammonium, alkylammonium and/or alkanol-ammonium or an optionally substituted alkyl and/or alkenyl group containing 1 to 22, preferably 2 to 18 and more preferably 6 to 12 carbon atoms. Typical examples are optionally hydroxy-, nitrilo- and/or amino substituted phosphoric acids such as, for example, ethyl phosphoric acid, nitrilotris-(methylenephosphonic acid), 1-amino- and 1-hydroxyalkane-1,1 diphosphonic acids. One preferred embodiment of the invention is characterized by the use of amine oxide phosphoric acids corresponding to formula (II):
HO-P-(CH2)m(CH)n-N->O (ll) in which R3 is hydrogen, a (CH2)m(CHCH3)"NH20 group or an alkali metal, m is a number of 1 to 4 and n has a value of 0 or 1. Amine oxide phosphonic acids are builders or sequestrants which are marketed, for example, by Bozetto (Italy) under the name of Sequion~. They are produced by reacting aminophosphonic acids to form the amine oxide.
According to the invention, both mono- and diamine oxides in the form of the phosphonic acids (or salts) corresponding to formula (II) may be used.
Amine oxide phosphonic acids in which R3 is hydrogen, m = 3 and n = 0 (amine oxide based on aminotrimethylene phosphonic acid) are preferably used.
Polyacrylic acid compounds are understood to be homopolymers of acrylic acid and methacrylic acid and esters thereof. Besides the acids, esters of the acids with alcohols containing 1 to 4 carbon atoms may also be polymerized. Polyacrylic acid compounds having a particularly advantageous stabilizing effect are present as alkali metal salts and have an average molecular weight in the range from 1,000 to 10,000 dalton and more particularly in the range from 4,000 to 6,000 dalton.
Surfactants To support their cleaning performance, the preparations may additionally contain peroxide-stable surfactants, for example fatty acid salts, alkyl sulfates, alkyl sulfonates, alkyl benzenesulfonates, xylene sulfonates, sarcosinates, taurides, isethionates, sulfosuccinates, betaines, sugar esters and fatty acid-N-alkyl glucamides. Alkyl ether sulfates, amine oxides, alk(en)yl oligoglycosides and fatty alcohol polglycol ethers are preferably used. The surfactants together generally make up from 1 to 15% by weight and preferably from 5 to 10% by weight of the preparations.
Alkyl ether sulfates are anionic surfactants which may be obtained by sulfation of alkyl polyglycol ethers and subsequent neutralization. Alkyl ether sulfates suitable for use in accordance with the invention correspond to formula (III):
R40-(CH2CH20)~S03X (III) in which R4 is an alkyl group containing 12 to 18 and, more particularly, 12 to 14 carbon atoms, n is a number of 2 to 5 and, more particularly, 2 to 3 and X stands for sodium or potassium. ,Typical examples are the sodium salts of sulfates of the C~2,~4 cocoalcohol +2, +2.3 and +3 EO adduct. The alkyl ether sulfates may have a conventional or narrow homolog distribution. The alkyl ether sulfates are preferably used in quantities of 1 to 8% by weight, preferably 1.5 to 6% by weight and more preferably 2 to 4% by weight, based on the preparation.
Amine oxides are also known compounds which are occasionally classified as cationic surfactants, but generally as nonionic surfactants.
They are produced by oxidation of tertiary fatty amines, which normally have either one long and two short alkyl chains or two short and one long alkyl chain, in the presence of hydrogen peroxide. The amine oxides suitable as surface-active ingredients in accordance with the present invention correspond to formula (IV):
Rs R5-N-~~ (IV) 5 R' in which R5 is a linear or branched alkyl group containing 12 to 18 carbon atoms and R6 and R' independently of one another have the same meaning as R5 or represent an optionally hydroxysubstituted alkyl group 10 containing 1 to 4 carbon atoms. Amine oxides corresponding to formula (IV), in which R5 and R6 represent C~2,~4 or C~v~$ cocoalkyl groups and R' represents a methyl group or a hydroxyethyl group, are preferably used.
Amine oxides corresponding to formula (IV), in which R5 represents a C~2,~4 or C~2,~8 cocoalkyl group and R6 and R' represent a methyl or hydroxyethyl group, are also preferred. The amine oxides are preferably used in quantities of 1.5 to 6% by weight and more preferably in quantities of 2 to 4% by weight, based on the preparation.
Alkyl and alkenyl oligoglycosides are known nonionic surfactants which correspond to formula (V):
R80-[G)p (V) in which R8 is an alkyl and/or alkenyl radical containing 4 to 22 carbon atoms, G is a sugar unit containing 5 or 6 carbon atoms and p is a number of 1 to 10. The alkyl and/or alkenyl oligoglycosides, which are also suitable as surface-active ingredients, may be derived from aldoses or ketoses containing 5 or 6 carbon atoms, preferably glucose. Accordingly, the preferred alkyl andlor alkenyl oligoglycosides are alkyl and/or alkenyl oligoglucosides. The index p in general formula (V) indicates the degree of oligomerization (DP), i.e. the distribution of mono- and oligoglycosides, and is a number of 1 to 10. Whereas p in a given compound must always be an integer and, above all, may assume a value of 1 to 6, the value p for a certain alkyl oligoglycoside is an analytically determined calculated quantity which is generally a broken number. Alkyl and/or alkenyl oligo-glycosides having an average degree of oligomerization p of 1.1 to 3.0 are preferably used. Alkyl andlor alkenyl oligoglycosides having a degree of oligomerization of less than 1.7 and, more particularly, between 1.2 and 1.4 are preferred from the applicational point of view. The alkyl or alkenyl radical Ra may be derived from primary alcohols containing 4 to 11 and preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and the technical mixtures thereof obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxosynthesis. Alkyl oligoglucosides having a chain length of C8 to Coo (DP = 1 to 3), which are obtained as first runnings in the separation of technical C$_~a coconut oil fatty alcohol by distillation and which may contain less than 6% by weight of C~2 alcohol as an impurity, and also alkyl oligoglucosides based on technical C9,» oxoalcohols (DP = 1 to 3) are preferred. In addition, the alkyl or alkenyl radical R8 may also be derived from primary alcohols containing 12 to 22 and preferably 12 to 14 carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and technical mixtures thereof which may be obtained as described above. Alkyl oligoglucosides based on hydrogenated C~2,~4 cocoalcohol with a DP of 1 to 3 are preferred. The glycosides are preferably used in quantities of 1.5 to 6% by weight and more preferably in quantities of 2 to 4% by weight, based on the preparation.
The preparations according to the invention may contain as further surfactants fatty alcohol polyglycol ethers corresponding to formula (VI):
R90(CH2CH20)~H (VI) in which R9 is a linear or branched alkyl and/or alkenyl group containing 6 to 22 and preferably 12 to 18 carbon atoms and n is a number of 1 to 10.
Typical examples are products of the addition of on average 1 to 10 and preferably 2 to 5 moles of ethylene oxide onto caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and the technical mixtures thereof obtained, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as monomer fraction in the dimerization of unsaturated fatty alcohols. Products of the addition of 2 to 5 moles of ethylene oxide onto technical fatty alcohols containing 12 to 18 carbon atoms such as, for example, cocofatty alcohol, palm oil fatty alcohol, palm kernel oil fatty alcohol and tallow fatty alcohol are preferred.
The polyglycol ethers may have a conventional broad homolog distribution, but also a narrow homolog distribution. Mixtures of fatty alcohol polyglycol ethers with a linear and branched alkyl chain have proved to be advantageous by virtue of their favorable thickening effect. In addition, particularly high-performance preparations contain mixtures of various fatty alcohol polyglycol ethers in which one component has an HLB value above 10 and the other an HLB value below 10. The polyglycol ethers are used in quantities of preferably 1 to 5% by weight and more preferably 2 to 4% by weight, based on the preparation.
Thickeners The use of electrolytes is a very simple and inexpensive method of adjusting viscosity. However, it has been found that the presence of chloride ions alongside peroxide can cause pitting in certain textiles through the formation of chlorine. For this reason, organic thickeners are used in one preferred embodiment of the invention. Organic thickeners are, for example, polysaccharides, more particularly xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol monoesters and diesters of fatty acids, polyacrylates (for example Carbopols~ [Goodrich] or Synthalens~ [Sigma]), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, aluminas such as, for example, Laponite~ of Southern Clay Products or Zeothix~ of Huber, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylol propane, narrow-range fatty alcohol ethoxylates or alkyl oligoglucosides, which may be added to the preparations in quantities of 0.1 to 2% by weight.
Commercial Ap~~lications The preparations according to the invention generally have a non aqueous component of 5 to 35% by weight and preferably 8 to 15% by weight and are particularly suitable for the treatment of flat textile materials such as, for example, yarns, fabric webs and, in particular, textiles. They are normally used at low temperatures, i.e. at cold-wash temperatures (ca.
15 to 25°C). Not only are the preparations distinguished by excellent stain removal, they also reliably prevent the deposition of lime and metal traces on the fibers and thus also prevent incrustation and yellowing. Although the actual use of the preparations is directed to the removal of stains during washing, they are also suitable in principle for other applications in which bleaching solutions are used, for example for the cleaning and disinfection of hard surfaces. In addition, the preparations may contain perfumes and optical brighteners and also antioxidants or preservatives, for example 2,6-di-tert.-butyl-4-methylphenol (BHT).
The optical brighteners which are used in microencapsulated form in accordance with the present invention are preferably those which are otherwise unstable in peroxide-containing preparations. Typical examples of suitable optical brighteners are derivatives of diaminostilbene disulfonic acid and alkali metal salts thereof. Suitable optical brighteners are, for example, derivatives of 4,4'-diamino-2,2'-stilbene disulfonic acid (flavonic acid), such as in particular the salts of 4,4'-bis-(2-anilino-4-morpholino-1,3,5-triazinyl-6-amino)-stilbene-2,2'-disulfonic acid or compounds of similar structure which, instead of the morpholino group, contain a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group. Other brighteners which may be present are those of the substituted diphenyl styryl type, for example alkali metal salts of 4,4'-bis-(2-sulfostyryl)-diphenyl, 4,4'-bis-(4-chloro-2-sulfostyryl)-diphenyl or 4-(4-chlorostyryl)-4'-(2-sulfostyryl)-diphenyl, methyl umbelliferone, coumarin, dihydroquinolinone, 1,3-diaryl pyrazoline, naphthalic acid amide, benzoxazole, benzisoxazole and benzimidazole systems linked by CH=CH
bonds, heterocycle-substituted pyrene derivatives and the like. Mixtures of the brighteners mentioned above may also be used. The potassium salt of 4,4'-bis-(1,2,3-triazolyl)-(2)-stilbine-2,2-sulfonic acid marketed under the name of Phorwite~ BHC 766 is preferred. The microcapsules generally contain the optical brighteners in quantities of 1 to 95% by weight, preferably in quantities of 10 to 60% by weight and more preferably in quantities of 25 to 50% by weight, based on the weight of the capsules.
Ther perfumes used in microencapsulated form in accordance with the invention are preferably perfumes which would otherwise be unstable in peroxide-containing preparations. Typical examples of suitable perfumes are mixtures of natural and synthetic perfumes. Natural perfumes include the extracts of blossoms (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamom, costus, iris, calmus), woods (pinewood, sandalwood, guaiac wood, cedarwood, rosewood), herbs and grasses (tarragon, lemon grass, sage, thyme), needles and branches (spruce, fir, 5 pine, dwarf pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, for example civet and beaver, may also be used.
Typical synthetic perfumes are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Examples of perfume 10 compounds of the ester type are benzyl acetate, phenoxyethyl isobutyrate, p-tert.butyl cyclohexylacetate, linalyl acetate, dimethyl benzyl carbinyl acetate, phenyl ethyl acetate, linalyl benzoate, benzyl formate, ethylmethyl phenyl glycinate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate. Ethers include, for example, benzyl ethyl ether while aldehydes 15 include, for example, the linear alkanals containing 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxy-citronellal, lilial and bourgeonal. Examples of suitable ketones are the ionones, a-isomethylionone and methyl cedryl ketone. Suitable alcohols are anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol. The hydrocarbons mainly include the terpenes and balsams. However, it is preferred to use mixtures of different perfume compounds which, together, produce an agreeable fragrance.
Other suitable perfumes are essential oils of relatively low volatility which are mostly used as aroma components. Examples are sage oil, camomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, lime-blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavendin oil. The following are preferably used either individually or in the form of mixtures: bergamot oil, dihydromyrcenol, lilial, lyral, phenylethyl alcohol, a-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, sandelice, citrus oil, mandarin oil, orange oil, allylamyl glycolate, cyclovertal, lavendin oil, clary oil, ~i-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romillate, irotyl and floramate.
Besides the perfumes mentioned above, microencapsulated peroxide-stable perfumes may of course also be used, including for example citronellol (3,7-dimethyl-6-octen-1-ol), dimethyl octanol (3,7-dimethyl-1-octanol), hydroxycitronellol (3,7-dimethyloctane-1,7-diol), mugol (3,7-dimethyl-4,6-octatrien-3-ol), myrcenol (2-methyl-6-methylene-7-octen-2-0l), tetrahydromyrcenol (THM, 2,6-dimethyloctan-2-ol), terpinolene (p-mentho-1,4-(8)-diene), ethyl-2-methyl butyrate, phenyl propyl alcohol, galaxolide (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl cyclopental-2-benzopyran), tonalide (7-acetyl-1,1,3,4,4,6-hexamethyl tetrahydronaphtha-lene), rose oxide, linalol oxide, 2,6-dimethyl-3-octanol, tetrahydroethyl linalool, tetrahydroethyl linalyl acetate, o-sec.-butyl cyclohexyl acetate and isolone diphorenepoxide and also isoborneal, dihydroterpineol, isobornyl acetate, dihydroterpenyl acetate). Other suitable perfumes are the substances mentioned columns 3 and 4 of European patent application EP
0622451 A1 (Procter & Gamble). The microcapsules contain the perfumes in quantities of generally 1 to 95% by weight, preferably 50 to 80% by weight and more preferably 60 to 70% by weight, based on the weight of the capsule.
The preparations according to the invention are prepared by stirring.
The product obtained may optionally be decanted or filtered to remove foreign bodies andlor agglomerates. In addition, the preparations have a viscosity above 100 and preferably above 200 mPas, as measured at 20°C
in a Brookfield viscosimeter (spindle 1, 10 r.p.m.).
Examples Pigments in microcapsule form and, optionally, pure pigments were added to various hydrogen peroxide solutions. Examples 1 to 6 of the preparations according to the invention are set out in Table 1.
Table 1 Composition of the bleaching agents E ~ .~ ", r'~'~~ . , ~. -..3 .~.-., ., ,. , , .
~'~ .... ~ ~ . , ..
~r a .,, ~~~. d ':':
. , s x ,_- E, $ ' r t~~ 2Y ~ ~
.. j. ~T , ' .~a :~3 , : x ~ rx ":
r ,,..... ~ ~!"a.,...~. ~ .a, 8 r";~.. . e. r.
", ~.. .F: E Y : Y ~5::
. r . ~ ,.., a ~,. ~.. " ~.>.
,~ ~. '.; I
Sp,eP ': e.. . "~
;~ .co.~ >.
:!, . fi~;r ~, Y ~f..3 , 3 . t, -s' n.J
'g , y a.., e.... x:r.
"q.~ ' .
i ,> yea.9.rai.
~,., s .~ 1 :.. ,.. f , ., s . , :: a~?:,, S~a. ~ ';.::.. n. ~3 ~ .. ,. ~ ...:
2''.'a ,t -z , .
'': . ~. 3P.: , '::..
t 3 - ~.,.. : i 2 ~,.~.a...~.~,..,.~, ,..
~ . ... GM. .
1' ~ r aW , ~ ~ ,: ~I
b I'~a G N yx~~,,Ea~~~~~::%
.. , ~' 3, . .
r.. ''~t ~ , r s..~ ..."'.3st~'~'z;.:~..'4~,~.:9~.:::r 3 . I
.~ <.ar . .n b ~, ~rs.s.u~.,..
W
Hydrogen peroxide 7.5 7.5 7.5 7.5 7.5 7.5 Cu~a Cocoalcohol+6E08.5 - _ 8.5 _ _ C,v,a Cocoalcohol+4E00.75 - - 0.75 - -C2"4 Cocoalcohol+2E00.75 2 2 0.75 2 2 sulfate, TEA salt Arlipon~ FT - 0.7 0.7 - _ _ Xanthan Gum (Keltrol- - 0.7 - - 0.7 T, Kelco) BHT 0.01 0.01 0.01 0.01 0.01 0.01 EtOH 0.192 0.192 0.192 0.192 0.192 0.192 Pigmosol Blue 0.000350.000350.000350.000350.000350.00035 Polyacrylate'~ - 1.0 - - 1.0 -Trilon~ M2~ 0.1 0.1 0.1 0.1 0.1 0.1 Microcapsules3~ 0.3 0.2 0.1 - - _ Solar Yellow BG 300 Microcapsules3~ - 0.2 - 0.2 0.1 0.1 Cosmenyl~ Blau Microcapsules3~ - - 0.1 - 0.1 0.1 Hostaphine~ Griin Microcapsules3~ - - 0.1 - - 0.1 Hostaphine~ Blau Solar Yellow BG - - - 0.2 - _ Cosmenyl~ Blau - - - - 0.1 -Hostaphine~ Blau - - - - - 0.1 Water ~ to 100 ~~ Carbopol 497 (Goodrich);
2~ Methylglycine diacetic acid trisodium salt (BASF) 3~ shell material: sodium alginate
Claims (10)
1. Peroxide-containing preparations, characterized in that they contain colorants in microencapsulated form.
2. Preparations as claimed in claim 1, characterized in that they additionally contain non-microencapsulated colorants.
3. Preparations as claimed in claim 1 and/or 2, characterized in that the preparations and microcapsules contain identical or different colorants.
4. Preparations as claimed in claim 1 and/or 2, characterized in that they contain 0.5 to 10% by weight, based on the preparation, of hydrogen peroxide.
5. Preparations as claimed in at least one of claims 1 to 4, characterized in that they contain 0.1 to 10% by weight, based on the preparation, of microcapsules containing colorants.
6. Preparations as claimed in at least one of claims 1 to 6, characterized in that they contain microcapsules of which the shell substance is selected from the group consisting of gum arabic, agar, agarose, maltodextrins, alginic acid, alginates, fats, fatty acids, cetyl alcohol, collagen, chitosan, lecithin, gelatin, albumin, shellac, polysaccharides, celluloses, cellulose esters, cellulose ethers, starch ethers, starch esters, polyacrylates, polyamides, polyvinyl alcohols and polyvinyl pyrrolidone.
7. Preparations as claimed in at least one of claims 1 to 6, characterized in that they contain microcapsules of which the diameter along their largest spatial dimension is 0.01 to 10,000 µm.
8. Preparations as claimed in at least one of claims 1 to 7, characterized in that they additionally contain sequestrants, surfactants and organic thickeners.
9. Preparations as claimed in at least one of claims 1 to 8, characterized in that they contain microcapsules which contain - based on the weight of the capsules - 1 to 95% by weight of colorants.
10. Preparations as claimed in at least one of claims 1 to 9, characterized in that they have a Brookfield viscosity above 100 mPas.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE29903534.4 | 1999-02-27 | ||
DE29903534U DE29903534U1 (en) | 1999-02-27 | 1999-02-27 | Peroxide-containing preparations with colorants in microcapsules |
Publications (1)
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CA2299781A1 true CA2299781A1 (en) | 2000-08-27 |
Family
ID=8070045
Family Applications (1)
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CA 2299781 Abandoned CA2299781A1 (en) | 1999-02-27 | 2000-02-28 | Peroxide preparations containing microencapsulated colorants |
Country Status (5)
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EP (1) | EP1157089A2 (en) |
AU (1) | AU2672600A (en) |
CA (1) | CA2299781A1 (en) |
DE (1) | DE29903534U1 (en) |
WO (1) | WO2000052120A2 (en) |
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Publication number | Priority date | Publication date | Assignee | Title |
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DE19855346A1 (en) * | 1998-12-01 | 2000-06-08 | Henkel Kgaa | Preparations containing peroxide with stabilized optical brighteners |
DE29903535U1 (en) * | 1999-02-27 | 1999-06-10 | Henkel KGaA, 40589 Düsseldorf | Preparations containing active chlorine with colorants in microcapsules |
EP1065263A1 (en) * | 1999-06-29 | 2001-01-03 | The Procter & Gamble Company | Bleaching compositions |
EP1122299B1 (en) * | 1999-12-28 | 2005-07-06 | Reckitt Benckiser N.V. | Laundry composition |
EP1113069A1 (en) * | 1999-12-28 | 2001-07-04 | Reckitt Benckiser N.V. | Liquid peroxide bleaches comprising speckles in suspension |
DE102015116534A1 (en) * | 2015-07-23 | 2017-01-26 | Sig Technology Ag | Method for sterilizing packaged or partially packed or partially closed consumer goods as well as collecting containers and outer packaging usable for this purpose |
DE102015218190A1 (en) * | 2015-09-22 | 2017-03-23 | Henkel Ag & Co. Kgaa | Surfactant-containing composition for the treatment of textiles with a dye |
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JPS61287996A (en) * | 1985-06-17 | 1986-12-18 | 花王株式会社 | Colored detergent composition |
EP0622453A1 (en) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Process for particulate protection of a combustible product against the action of a chlorinated product mixed therewith |
-
1999
- 1999-02-27 DE DE29903534U patent/DE29903534U1/en not_active Expired - Lifetime
-
2000
- 2000-02-18 AU AU26726/00A patent/AU2672600A/en not_active Abandoned
- 2000-02-18 EP EP00905071A patent/EP1157089A2/en not_active Ceased
- 2000-02-18 WO PCT/EP2000/001310 patent/WO2000052120A2/en not_active Application Discontinuation
- 2000-02-28 CA CA 2299781 patent/CA2299781A1/en not_active Abandoned
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WO2000052120A3 (en) | 2000-12-28 |
EP1157089A2 (en) | 2001-11-28 |
AU2672600A (en) | 2000-09-21 |
WO2000052120A2 (en) | 2000-09-08 |
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