WO2024115130A1 - Substrate treatment compositions - Google Patents
Substrate treatment compositions Download PDFInfo
- Publication number
- WO2024115130A1 WO2024115130A1 PCT/EP2023/082149 EP2023082149W WO2024115130A1 WO 2024115130 A1 WO2024115130 A1 WO 2024115130A1 EP 2023082149 W EP2023082149 W EP 2023082149W WO 2024115130 A1 WO2024115130 A1 WO 2024115130A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- composition
- compositions
- fabric
- cpl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 174
- 239000000758 substrate Substances 0.000 title claims description 24
- 239000004744 fabric Substances 0.000 claims abstract description 53
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 239000004094 surface-active agent Substances 0.000 claims description 36
- 229920000642 polymer Polymers 0.000 claims description 24
- 238000012546 transfer Methods 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 22
- 238000005406 washing Methods 0.000 claims description 13
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- 125000000129 anionic group Chemical group 0.000 claims description 6
- -1 poly(vinylpyridine-N-oxide) Polymers 0.000 description 65
- 239000000975 dye Substances 0.000 description 37
- 239000007788 liquid Substances 0.000 description 36
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 30
- 239000003795 chemical substances by application Substances 0.000 description 22
- 150000004702 methyl esters Chemical class 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 150000001720 carbohydrates Chemical class 0.000 description 19
- 239000003599 detergent Substances 0.000 description 19
- 239000007787 solid Substances 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 17
- 238000004140 cleaning Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 15
- 239000003945 anionic surfactant Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 13
- 229930195729 fatty acid Natural products 0.000 description 13
- 239000000194 fatty acid Substances 0.000 description 13
- 230000008569 process Effects 0.000 description 13
- 239000003054 catalyst Substances 0.000 description 12
- 229910021653 sulphate ion Inorganic materials 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000000654 additive Substances 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 9
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 9
- 229960001031 glucose Drugs 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 238000004900 laundering Methods 0.000 description 8
- 229920006395 saturated elastomer Polymers 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- 229930182470 glycoside Natural products 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000004996 alkyl benzenes Chemical class 0.000 description 6
- 239000007844 bleaching agent Substances 0.000 description 6
- 125000002091 cationic group Chemical group 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 239000008103 glucose Substances 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 4
- 108090000790 Enzymes Proteins 0.000 description 4
- 102000004190 Enzymes Human genes 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 229920002504 Poly(2-vinylpyridine-N-oxide) Polymers 0.000 description 4
- 235000019486 Sunflower oil Nutrition 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 4
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 4
- 239000003093 cationic surfactant Substances 0.000 description 4
- 239000008121 dextrose Substances 0.000 description 4
- 229940088598 enzyme Drugs 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 238000007046 ethoxylation reaction Methods 0.000 description 4
- 230000009969 flowable effect Effects 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 125000005456 glyceride group Chemical group 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000010409 ironing Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 4
- 235000012424 soybean oil Nutrition 0.000 description 4
- 239000003549 soybean oil Substances 0.000 description 4
- 239000002600 sunflower oil Substances 0.000 description 4
- 235000020357 syrup Nutrition 0.000 description 4
- 239000006188 syrup Substances 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- SPFMQWBKVUQXJV-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;hydrate Chemical compound O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O SPFMQWBKVUQXJV-BTVCFUMJSA-N 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000006057 Non-nutritive feed additive Substances 0.000 description 3
- 235000019482 Palm oil Nutrition 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000005233 alkylalcohol group Chemical group 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000012459 cleaning agent Substances 0.000 description 3
- 229960000673 dextrose monohydrate Drugs 0.000 description 3
- 239000000982 direct dye Substances 0.000 description 3
- 238000004851 dishwashing Methods 0.000 description 3
- 125000005313 fatty acid group Chemical group 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000002540 palm oil Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000008247 solid mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- AHZYHYXTZOYUEV-UHFFFAOYSA-N 2-amino-1-chloroethanol Chemical compound NCC(O)Cl AHZYHYXTZOYUEV-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 108010059892 Cellulase Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 206010012186 Delayed delivery Diseases 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 235000019485 Safflower oil Nutrition 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 230000001153 anti-wrinkle effect Effects 0.000 description 2
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical group [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- CJMZLCRLBNZJQR-UHFFFAOYSA-N ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC=C1C1=CC=C(F)C=C1 CJMZLCRLBNZJQR-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000003752 hydrotrope Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 235000012149 noodles Nutrition 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 235000021315 omega 9 monounsaturated fatty acids Nutrition 0.000 description 2
- 239000003605 opacifier Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000010603 pastilles Nutrition 0.000 description 2
- IACKKVBKKNJZGN-UHFFFAOYSA-N pentacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCO IACKKVBKKNJZGN-UHFFFAOYSA-N 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 235000005713 safflower oil Nutrition 0.000 description 2
- 239000003813 safflower oil Substances 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 235000020354 squash Nutrition 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 229960004418 trolamine Drugs 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- GYNYBVOAJFHCRG-IVMDWMLBSA-N (1r,2r,6r,7r)-4,8-dioxabicyclo[3.2.1]octane-2,6,7-triol Chemical compound O1C2OC[C@@H](O)[C@]1([H])[C@H](O)[C@H]2O GYNYBVOAJFHCRG-IVMDWMLBSA-N 0.000 description 1
- LGQKSQQRKHFMLI-SJYYZXOBSA-N (2s,3r,4s,5r)-2-[(3r,4r,5r,6r)-4,5,6-trihydroxyoxan-3-yl]oxyoxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)CO[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)OC1 LGQKSQQRKHFMLI-SJYYZXOBSA-N 0.000 description 1
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- AYRXSINWFIIFAE-UHFFFAOYSA-N 2,3,4,5-tetrahydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanal Chemical compound OCC1OC(OCC(O)C(O)C(O)C(O)C=O)C(O)C(O)C1O AYRXSINWFIIFAE-UHFFFAOYSA-N 0.000 description 1
- PFBBCIYIKJWDIN-BUHFOSPRSA-N 2-[(e)-tetradec-1-enyl]butanedioic acid Chemical compound CCCCCCCCCCCC\C=C\C(C(O)=O)CC(O)=O PFBBCIYIKJWDIN-BUHFOSPRSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- DBTMGCOVALSLOR-UHFFFAOYSA-N 32-alpha-galactosyl-3-alpha-galactosyl-galactose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(OC2C(C(CO)OC(O)C2O)O)OC(CO)C1O DBTMGCOVALSLOR-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- LGQKSQQRKHFMLI-UHFFFAOYSA-N 4-O-beta-D-xylopyranosyl-beta-D-xylopyranose Natural products OC1C(O)C(O)COC1OC1C(O)C(O)C(O)OC1 LGQKSQQRKHFMLI-UHFFFAOYSA-N 0.000 description 1
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 description 1
- JKKBSZCOVNFRCQ-UHFFFAOYSA-N 7-ethyl-2-methylundecan-4-ol Chemical compound CCCCC(CC)CCC(O)CC(C)C JKKBSZCOVNFRCQ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
- WQZGKKKJIJFFOK-WHZQZERISA-N D-aldose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-WHZQZERISA-N 0.000 description 1
- WQZGKKKJIJFFOK-IVMDWMLBSA-N D-allopyranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@H](O)[C@@H]1O WQZGKKKJIJFFOK-IVMDWMLBSA-N 0.000 description 1
- RXVWSYJTUUKTEA-UHFFFAOYSA-N D-maltotriose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(O)C(CO)O1 RXVWSYJTUUKTEA-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- SQNRKWHRVIAKLP-UHFFFAOYSA-N D-xylobiose Natural products O=CC(O)C(O)C(CO)OC1OCC(O)C(O)C1O SQNRKWHRVIAKLP-UHFFFAOYSA-N 0.000 description 1
- 108090000371 Esterases Proteins 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241001251094 Formica Species 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- DTGKSKDOIYIVQL-MRTMQBJTSA-N Isoborneol Natural products C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VSOAQEOCSA-N L-altropyranose Chemical compound OC[C@@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-VSOAQEOCSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- FHKPLLOSJHHKNU-INIZCTEOSA-N [(3S)-3-[8-(1-ethyl-5-methylpyrazol-4-yl)-9-methylpurin-6-yl]oxypyrrolidin-1-yl]-(oxan-4-yl)methanone Chemical compound C(C)N1N=CC(=C1C)C=1N(C2=NC=NC(=C2N=1)O[C@@H]1CN(CC1)C(=O)C1CCOCC1)C FHKPLLOSJHHKNU-INIZCTEOSA-N 0.000 description 1
- JNGWKQJZIUZUPR-UHFFFAOYSA-N [3-(dodecanoylamino)propyl](hydroxy)dimethylammonium Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)[O-] JNGWKQJZIUZUPR-UHFFFAOYSA-N 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001312 aldohexoses Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
- SRBFZHDQGSBBOR-STGXQOJASA-N alpha-D-lyxopyranose Chemical compound O[C@@H]1CO[C@H](O)[C@@H](O)[C@H]1O SRBFZHDQGSBBOR-STGXQOJASA-N 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229940106157 cellulase Drugs 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229960005443 chloroxylenol Drugs 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000008162 cooking oil Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 150000002194 fatty esters Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 150000002453 idose derivatives Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002574 ketohexoses Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002972 pentoses Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000005494 tarnishing Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
Definitions
- the present disclosure relates to substrate treatment compositions, such as hard and 5 fabric care compositions for dye transfer inhibition.
- substrate treatment compositions such as hard and 5 fabric care compositions for dye transfer inhibition.
- dye transfer can cause challenges. For example, dye from one portion of a fabric may become released in a wash liquor and may 10 then deposit on a different portion of the fabric, or on a different fabric altogether. Transfer of such dyes (known as "fugitive dyes") can cause greying of fabrics, especially of those of a light or white colour.
- Cotton, polyester, poly /cotton, and nylon fabrics are particularly good acceptor fabrics for 15 fugitive dye, and over multiple wash cycles, fugitive dye re-deposition results in bright and lightly coloured clothes appearing dull or faded over time.
- This problem is particularly difficult to solve in the consumer home since typical wash loads contain mixed fabric types and colours that will have multiple sources of fugitive dyes that can be soluble in the wash liquor (eg. direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process), or insoluble in the wash liquor (eg. particulate or vat dyes).
- direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process or insoluble in the wash liquor (eg. particulate or vat dyes).
- DTI dye transfer inhibitor
- PVP polyvinyl pyrrolidone
- PVNO poly(vinylpyridine-N-oxide)
- PV VI polyvinylpyrrolidone-co-polyvinylimidazole
- PVNO poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide)
- PVNO poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide)
- DTI polymers are quite effective at inhibiting the transfer of direct dyes, which are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
- direct dyes are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
- optical brighteners are other laundry adjuncts, such as optical brighteners.
- direct dyes have become less prevalent in typical laundry loads
- traditional DTI polymers are only effective on a small portion of the garments in the wash load, and consumers continue to have a 5 problem with dye transfer even with detergents that contain traditional DTI polymers. This challenge may be made even more acute by the laundry practices of the modem consumer, including larger loads that tend to have mixed fabric types and colours (e.g., under-sorted loads).
- the present disclosure attempts to solve one or more of the aforementioned needed by providing fabric treatment compositions that include particular compounds useful for dye transfer inhibition (also known as dye control), and related processes.
- the present disclosure further describes a detergent composition that includes certain betaine- functionalised compounds at a level of 0.1 percent to10.
- a substrate treatment composition comprising a betaine-functionalised alkyl polyglucoside (APG) comprising the structure (I): P0000182 EP CPL wherein; R is alkyl having 8 to 22 carbon atoms; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of: 5 and H and wherein 1- 2 of the R groups R 1 , R 2 , R 3 , and R 4 is: and the structure (II): 10 wherein; R is alkyl having 8 to 22 carbon atoms; P0000182 EP CPL R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are independently selected from the group consisting of 5 and H, wherein 1- 2 of the R groups R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are .
- APG betaine-functionalised alkyl polyglucoside
- a method of reducing dye transfer from a coloured or dyed substrate to another substrate during exposure to aqueous fabric treatment solutions comprising the step of treating said a dyed or coloured substrate with a composition of the first aspect.
- a substrate treatment composition of the first aspect to reduce dye transfer from a coloured or dyed substrate during a washing process.
- a method of making a substrate treatment 20 composition of the first aspect comprising the step of incorporating into a surface treatment composition a betaine-functionalised APG comprising the structure (I): wherein; P0000182 EP CPL R is alkyl having 8 to 22 carbon atoms; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of: and H and wherein 1- 2 of the R groups R 1 , R 2 , R 3 , and R 4 is: 5 and the structure (II): 10 wherein; R is alkyl having 8 to 22 carbon atoms; R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are independently selected from the group consisting of P0000182 EP CPL and H, wherein 1- 2 of the R groups R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are 5
- a betaine-functionalised APG comprising the structure (I): wherein; P0000182
- Additional DTI Polymers 15 Additional DTI compounds or polymers such as those mentioned above, may be present in the composition. However, it is preferred that any additional DTI compounds or polymers is/are present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at zero %wt. 20 DETAILED DESCRIPTION OF THE INVENTION
- Alkyl refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group.
- Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbonyl, 10 carbonyloxy, cyano, methylsulfonylamino, or halogen, for example.
- alkyl include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n- pentyl, n-hexyl, 3-methylpentyl, and the like.
- detergent composition in the context of this invention means cleaning compositions, generally containing detersive surfactants, optionally other treatment ingredients, 15 intended for and capable of treating substrates as defined herein.
- cleaning composition are used interchangeably and include compositions and formulations designed for cleaning soiled material.
- compositions include but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, 20 laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, hard surface cleaning compositions, unit dose formulation, delayed delivery formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings 25 herein.
- Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- “detersive surfactant” in the context of this invention denotes a surfactant which provides a detersive (i.e. cleaning) effect to a substrate such as fabric treated as part of a domestic treatment e.g. laundering process or dishwashing process or hard surface 30 washing process.
- “liquid” denotes that a continuous phase or predominant part of the composition is liquid and that the composition is flowable at 15°C and above. Accordingly, the term “liquid” P0000182 EP CPL may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
- Polymer refers to a macromolecule comprising repeat units where the macromolecule has a molecular weight of at least 1000 Daltons.
- the polymer may be a homopolymer, 5 copolymer, terpoymer etc.
- substantially free of or “substantially free from” refers to either the complete absence of an ingredient or a minimal amount thereof merely as impurity or unintended byproduct of another ingredient.
- a composition that is "substantially free” of/from a component means that the composition comprises less than 0.5%, 0.25%, 0.1%, 0.05%, 10 or 0.01%, or even 0%, by weight of the composition, of the component.
- “Substrate” preferably is any suitable substrate and includes but is not limited to any inanimate substrate such as a fabric or a household article e.g. dishes. Fabric substrates includes clothing, linens and other household textiles etc.
- the term “linen” is used to describe certain types of laundry items including bed 15 sheets, pillow cases, towels, tablecloths, table napkins and uniforms and the term “textiles” can include woven fabrics, non-woven fabrics, and knitted fabrics and fabrics can include natural or synthetic fibres such as silk fibres, linen fibres, cotton fibres, polyester fibres, polyamide fibres such as nylon, rayon, acrylic fibres, acetate fibres, and blends thereof including cotton and polyester blends, and fabrics which are elastic and/or 20 contain elastane.
- Dishes is meant generically and encompasses essentially any items which may be found in a dishwashing load, including crockery chinaware, glassware, plasticware, hollowware and cutlery, including silverware.”
- House hold articles may comprise a “household hard surface” meaning any kind of surface typically found in and around houses like kitchens, bathrooms, e.g., floors, walls, tiles, windows, 25 cupboards, sinks, showers, shower plastified curtains, wash basins, WCs, fixtures and fittings and the like made of different materials like ceramic, vinyl, no-wax vinyl, linoleum, melamine, glass, Inox®, Formica®, vitroceramic, any plastics, plastified wood, metal or any painted or varnished or sealed surface and the like; as well as household appliances including, but not limited to refrigerators, freezers, washing machines, automatic dryers, 30 ovens, microwave ovens, dishwashers and so on.
- Substrate treatment composition means any type of treatment composition and may include, but are not limited to, liquid cleaning and disinfecting agents laundry cleaning compositions, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry pre-treatment or pre-washing compositions, laundry 5 pretreating compositions, laundry additives (e.g., rinse additives, wash additives, etc.), post-rinse fabric treatment compositions, dryer compositions, dry cleaning compositions, ironing aid, dish washing compositions, as well as cleaning auxiliaries such as bleach additives rinse aid formulations, hard surface cleaning compositions including hard surface cleaners for kitchens and bathrooms and other suitable compositions that may be 10 apparent to one skilled in the art in view of the teachings herein.
- laundry additives e.g., rinse additives, wash additives, etc.
- post-rinse fabric treatment compositions e.g., dryer compositions, dry cleaning compositions, ironing aid, dish washing compositions, as well as cleaning auxiliaries
- bleach additives rinse aid formulations e
- Treatment in the context of treating substrates means reduction of dye transfer during 15 the wash also known as dye transfer inhibiton.
- the composition may provide further treatment including cleaning, washing, conditioning, lubricating, care, softening, easy- ironing, anti-wrinkle, fragrancing, de-pilling, soaking, pretreatment of substrates, bleaching, soil removal, stain removal and any combination thereof.
- Unit dose means an amount of composition suitable to treat one load of laundry, such 20 as, for example, from about 0.05 g to about 100 g, or from 10 g to about 60 g, or from about 20 g to about 40 g.
- a unit dose product may be in the form of a polymeric film package containing the composition, the package may be referred to as a capsule or pouch. Suitable films are available from MonoSol, LLC (Indiana, USA). 25 “Water-soluble” means the article (film or package) dissolves in water at 20° C.
- Every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower 10 numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly 15 written herein. It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such 20 higher numerical limitations were expressly written herein.
- compositions of the present disclosure may be fabric care compositions. Such 30 compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- the composition may be selected from the group of light duty liquid detergents compositions, heavy duty liquid detergent compositions, detergent gels commonly used for laundry, bleaching compositions, laundry additives, fabric enhancer compositions, and mixtures thereof.
- the composition may be a heavy duty liquid detergent composition. 5
- the composition may be in any suitable form.
- the composition may be in the form of a liquid composition, a granular composition, a single-compartment pouch, a multi- compartment pouch, a sheet, a pastille or bead, a fibrous article, a tablet, a bar, flake, or a mixture thereof.
- the composition can be selected from a liquid, solid, or combination thereof.
- liquid includes free-flowing liquids, as well as pastes, gels, foams and mousses.
- liquids include light duty and heavy duty liquid detergent compositions, fabric enhancers, detergent gels commonly used for laundry, bleach and laundry additives.
- Gases, e.g., suspended bubbles, or solids, e.g. particles, 15 may be included within the liquids.
- a "solid” as used herein includes, but is not limited to, powders, agglomerates, and mixtures thereof.
- solids include: granules, micro-capsules, beads, noodles, and pearlised balls.
- the cleaning composition may be in the form of a unitized dose article, such as a tablet, a pouch, a sheet, or a fibrous article.
- a unitized dose article such as a tablet, a pouch, a sheet, or a fibrous article.
- Such pouches typically include a water-soluble film, 20 such as a polyvinyl alcohol water-soluble film, that at least partially encapsulates a composition. Suitable films are available from MonoSol, LLC (Indiana, USA).
- the composition can be encapsulated in a single or multi-compartment pouch.
- a multi-compartment pouch may 25 have at least two, at least three, or at least four compartments.
- a multi-compartmented pouch may include compartments that are side-by-side and/or superposed.
- the composition contained in the pouch or compartments thereof may be liquid, solid (such as powders), or combinations thereof.
- a fabric care 10 composition that includes such betaine-functionalised compounds may provide improved dye control during fabric treatment processes, such as wash or rinse cycles.
- Method of making the betaine functionalised APGs may provide improved dye control during fabric treatment processes, such as wash or rinse cycles.
- the APG is first amino-functionalised by reacting 15 chloroethanolamine Cl-CH 2 -CH(OH)CH 2 -N-(CH 2 CH 2 OH) 2 with APG according to the reaction below:
- the amino-APG is then reacted with sodium chloro acetate as follows P0000182
- EP CPL Betaine functionality is controlled by either of : a) In the first amination step, restricting the amount of chloroethanolamine which is 5 reacted onto the alkyl polyglycoside and/or b) In the second step, restricting the amount of the choloracetic acid so producing ethanolamine and betaine functionality on the resultant polymer
- Alkyl Glycosides are raw materials used to make the surface-active polyglycoside 10 derivatives of the present invention.
- Saccharides useful in the process of making alkyl glycosides are saccharides that can be alkylated in the "1" position, commonly referred to as “reducing saccharides", or higher saccharides that can be hydrolyzed to provide such a saccharide. These saccharides are 15 typically comprised of aldo- or keto-hexoses or pentoses. Examples of saccharides include glucose (dextrose), fructose, mannose, galactose, talose, allose, altrose, idose, arabinose, xylose, lyxose, and ribose.
- hydrolyzable saccharides that are a source of reducing saccharides include starch, maltose, sucrose, lactose, maltotriose, xylobiose, mellibiose, cellobiose, raffinose,20 stachiose, methyl glycosides, butyl glycosides, levoglucosan, and 1,6- anhydroglucofuranose.
- the physical form of the saccharide may vary.
- the saccharide will typically be in a fluid (as opposed to a solid) state, e.g.
- Crystalline e.g. anhydrous or hydrates
- amorphous saccharide solids in various particle sizes e.g. granules, powders, etc.
- the heating of the reaction medium may well fluidize at least a portion of a solid reactant, if not a predominant portion 5 of the saccharide reactant.
- Aqueous syrups of saccharides typically at saccharide solids of between about 10 percent and 90 percent dry solids by weight can also be used.
- hydrophobic catalysts of this invention should show the most improved results over conventional catalysts in the context of the use of aqueous syrup reactants as compared with processes which employ solid saccharide reactants, 10 particularly with respect to avoiding the formation of deleterious amounts of polysaccharides and very high DP alkyl glycosides during the glycoside formation reaction.
- the preferred saccharides are glucose, galactose, xylose and arabinose, or mixtures 15 thereof, for reasons of availability, low cost, and convenience.
- Glucose in the anhydrous crystalline form is preferred, although dextrose monohydrate, corn syrups of high dry solids (typically 50 percent to 80 percent dry solids) and a high dextrose equivalence (D.E.) (typically greater than 90 D.E and most commonly 95 D.E.) can be commonly employed.
- D.E. dextrose equivalence
- the catalysts of this invention allow the use of a lower purity dextrose source and yet yield a product of substantially equivalent quality as compared with prior catalysts. Because of the ready availability of glucose and its oligomers, much of the remaining description is particularly suited to the use of glucose in its various forms.
- Alcohols useful in the process of this invention are hydroxyl-functional organic compounds capable of alkylating a saccharide in the "I" position.
- the alcohol can be naturally occurring, synthetic, or derived from natural sources and/or derivatized. Examples include monohydric alcohols (more fully discussed below) and polyhydric 30 alcohols (e.g. ethylene glycol, propylene glycol, polyethylene glycols, polypropylene glycols, butylene glycol, glycerol, trimethylolpropane, pentaerythritol, polyester polyols, polyisocyanate polyols, and so on). Other examples include aromatic alcohols such as benzyl alcohol, phenol, substituted phenols (e.g.
- alkylphenols and alkoxylates of each.
- P0000182 EP CPL Preferred alcohols are monohydric alcohols containing from about 1 to about 30 carbon atoms. They may be primary or secondary alcohols, straight or branched chain, saturated or unsaturated (e.g. allyl alcohol, 2-ethylhexenyl alcohol and oleyl alcohol) alkyl or aralkyl alcohols, ether alcohols, cyclic alcohols, or heterocyclic alcohols. In general, these 5 alcohols have minimal solvent power for the saccharide molecule.
- Examples of the monohydric alcohols which may be employed in the present invention include methyl alcohol, isopropyl alcohol, butyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, pentacosyl alcohol, oleyl alcohol, linoleyl alcohol, isoborneol alcohol, hydroabietyl10 alcohol, phenoxyethanol, phenoxypolyethoxyethanol containing five ethoxy groups, 2- methyl-7-ethyl-4-undecanol, and mixtures of one or more of the above.
- a preferred group of alcohols are alkanols having the formula ROH wherein R represents an alkyl group having from 8 to 30 carbon atoms.
- a particularly preferred group of alcohols are those wherein R represents an alkyl radical having from 8 to 20, preferably II 15 to 18, carbon atoms.
- the alkyls can be straight or branched chain.
- Example 1 A one-liter, four-necked, round-bottomed flask was equipped through its centre neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with 20 an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling.
- the flask was charged with 602.4 g (3.105 moles) of a commercial mixture of C 11 to 25 C 15 (98 percent C 12 and C 13 ) straight and branched alkanols (Neodol 23 available form Shell Chemical Co.) and 136.6 g (0.69 moles) of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co. at 9.0 percent moisture). The slurry was heated at a vacuum of 30 mm Hg (absolute).
- Example 2–8 15 The same one-liter, four-necked, round-bottomed flask was equipped through its center neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and 20 on the fourth neck with a septum for sampling.
- the flask was charged with 3.105 moles of the specified alcohol and 136.6 g (0.69 moles) of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co.
- the slurry was heated at a vacuum of 30 mm Hg (absolute). Water was released starting at about 57 degrees centigrade and heating 25 was continued until the slurry had reached 110 degrees centigrade At this time 3.2 g (0.00345 mole of a commercially available mixture of 50 percent dinonylnaphthalenesulfonic acid in heptane (available from King Industries) was added as a catalyst and the theoretical volume of water distilled at about a linear rate over 8 hours. After stirring an additional hour, a stoichiometric amount of aqueous NaOH (33 percent in 30 H 2 O) was added.
- the residue was analyzed using a combination of gas and liquid chromatographic 5 techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of glucose rings to fatty chains of about 1.4.
- HPLC percent polar species
- the hydroxyl value was run on the resultant product and is indicated below.
- the alkyl polyglycoside has on average five hydroxyl groups when the d.p. is 1.4.
- the phosphation can include all five, but in a more preferred 5 embodiment includes between one and three hydroxyl groups. This ratio provides the best degree of water solubility.
- the most preferred number of hydroxyl groups to amine is 2.
- Example 9 adds the specified number of grams of chloro reactant Example 9 under good agitation and nitrogen sparge. Next is added 0.5 percent sodium methylate. The 15 percent is by weight and is based upon the total amount of all materials reacted. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 90–100 degrees centigrade, and is held for 5–8 hours. Testing for the concentration of Chloride ion follows the reaction progress. Once the theoretical value is reached, the 20 reaction is terminated and the product is used without additional purification.
- Step B Preparation of the Betaine Example 18–25 Method: to a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the entire product of examples for the amino alkyl polyglucoside having a solids of 35 percent by weight (examples 10–17). The solution is heated to melt. Next, add the specified number of grams of sodium chloro acetate is added under good agitation and 10 nitrogen sparge. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation.
- compositions of the present disclosure may include a treatment adjunct.
- the treatment adjuncts may be suitable for delivering a treatment benefit to a target surface, 15 such as a fabric or other textile.
- Treatment adjuncts may also include agents that facilitate chemical or physical stability in the treatment compositions, such as buffers, structurants/thickeners, and/or carriers.
- the treatment adjunct(s) may be present in the composition at levels suitable for the intended use of the composition. Typical usage levels range from as low as 0.001 percent 20 by weight of composition for adjuncts such as optical brighteners to 50 percent by weight of composition for builders.
- the treatment adjunct may include a surfactant system including further surfactants, fatty acids and/or salts thereof, enzymes, encapsulated benefit agents, soil release polymers, P0000182 EP CPL hueing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzyme stabilizers, catalytic materials, bleaching agents, bleach catalysts, bleach activators, polymeric dispersing agents, soil removal/anti-redeposition agents, polymeric dispersing agents, polymeric grease cleaning agents, amphiphilic copolymers (including 5 those that are free of vinyl pyrrolidone), brighteners, suds suppressors, dyes, hueing agents, perfume, structure elasticizing agents, fabric softeners, carriers, fillers, hydrotropes, solvents, anti-microbial agents and/or preservatives, neutralizers and/or pH adjusting agents, processing aids, fillers, rheology modifiers or structurants, opacifiers, pearlescent agents, pigments, anti-corrosion and/or anti-t
- the treatment adjunct may include a surfactant system, an optical brightener, a hueing agent, an alkoxylated polyalkyleneimine polymer, an amphiphilic polymer, a traditional DTI polymer, an external structuring system, or combinations thereof.
- the treatment adjunct may include an encapsulated benefit agent, which may be encapsulated perfume, 15 preferably where the encapsulated perfume comprises a shell surrounding a core, preferably where the shell is comprises amine compounds and/or acrylate polymers.
- Surfactant Compositions according to the present invention may comprise a further surfactant or 20 surfactant system wherein the surfactant can be selected from nonionic surfactants, anionic surfactants, cationic surfactants, ampholytic surfactants, further zwitterionic surfactants, semi- polar nonionic surfactants and mixtures thereof.
- Surfactant levels 25 Compositions of the invention preferably comprises from 0.1 % to 70%, more preferably 2 to 60%wt, from 1% to 50% or from 5% to about 40% or from 4 to 30 wt. %.
- the composition comprises anionic surfactants such as sulfonate and sulfate 30 surfactants, preferably alkylbenzene sulphonates, alkyl sulfates and alkyl ether sulfates.
- the alkyl chain is preferably C10-C18.
- Alkyl ether sulfates are also called alcohol ether sulfates.
- P0000182 EP CPL Commonly used in e.g. laundry liquid compositions are C12-C14 alkyl ether sulfates having a straight or branched chain alkyl group having 12 to 14 carbon atoms (C12-14) and containing an average of 1 to 3EO units per molecule.
- a preferred example is sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has 5 been ethoxylated with an average of 3EO units per molecule. Ethoxy units may be partially replaced by propoxy units in anionic and non-ionic surfactants.
- the anionic surfactant is preferably added to the detergent composition in the form of a salt. Preferred cations are alkali metal ions, such as sodium and potassium.
- the salt form of the anionic surfactant may be formed in situ by neutralization of the acid form of the surfactant with alkali such as sodium hydroxide or an amine, such as mono-, di-, or 15 tri-ethanolamine.
- Weight ratios are calculated for the protonated form of the surfactant.
- suitable anionic surfactants are rhamnolipids, alpha-olefin sulfonates, olefin sulfonates, alkene sulfonates, alkane-2,3-diylbis(sulfates), hydroxyalkanesulfonates and disulfonates, fatty alcohol sulfates (FAS), paraffin 20 sulfonates, ester sulfonates, sulfonated fatty acid glycerol esters, methyl ester sulfonate alkyl- or alkenylsuccinic acid, dodecenyl/tetradecenyl succinic acid (DTSA), fatty acid derivatives of amino acids, DATEM’s, CITREM’s and diesters and monoesters of sulfo- succinic acid.
- DTSA dodecenyl/te
- the composition comprises alkyl ether sulphate anionic surfactant.
- the alkyl ether sulphate comprises from 12 to 18 carbon atoms.
- C12 based alkyl ether sulphates are well documented.
- 30 C12 based alkyl ether sulphates are well documented and may be present at any amount from 1 to 30% wt. of the composition.
- a further preferred ether sulfate is of the formula: R2-O-(CH2CH2O)pSO3H P0000182 EP CPL
- R2 is selected from saturated, monounsaturated and polyunsaturated linear C16 and C18 alkyl chains and where p is from 3 to 20, preferably 4 to 12, more preferably 5 to 10.
- the mono-unsaturation is preferably in the 9 position of the chain, where the carbons are counted from the ethoxylate bound chain end.
- the double bond may be in a cis or 5 trans configuration (oleyl or elaidyl), but is preferably cis.
- R2 is selected from saturated C16, saturated C18 and monounsaturated C18. More preferably, the saturated C16 is at least 90% wt. of the C16 content linear alkyl.
- the predominant C18 moiety is C18:1, more preferably C18:1( ⁇ 9).
- the proportion of monounsaturated C18 constitutes at 15 least 50% wt. of the total C16 and C18 alkyl ether sulphate surfactant. More preferably, the proportion of monounsaturated C18 constitutes at least 60% wt., most preferably at least 75 of the total C16 and C18 alkyl ether sulphate surfactant.
- the C16 alcohol ethoxylate surfactant comprises at least 2% wt. and more preferably, from 4% of the total C16 and C18 alkyl ether sulphate surfactant.
- the saturated C18 alkyl ether sulphate surfactant comprises up to 20% wt. and more preferably, up to11% of the total C16 and C18 alkyl ether sulphate surfactant.
- the saturated C18 content is at least 2% wt. of the total C16 and C18 alkyl ether sulphate content. 25
- the composition comprises a mixture of the C16/18 sourced material for the alkyl ether sulphate as well as the more traditional C12 alkyl chain length materials it is preferred that the total C16/18 alkyl ether sulphate content should comprise at least 10% wt.
- the C16 and C18 ether sulfate contains less than 15 wt.%, more preferably 10 less than 8 wt.%, most preferably less than 4wt% and most preferably less than 2% wt. of the ether sulfate polyunsaturated ether sulfate.
- a polyunsaturated ether sulfate contains a hydrocarbon chains with two or more double bonds.
- Ether sulfate may be synthesised by the sulphonation of the corresponding alcohol 15 ethoxylate.
- the alcohol ethoxylate may be produced by ethoxylation of an alkyl alcohol.
- the alkyl alcohol used to produced the alcohol ethoxylate may be produced by transesterification of the triglyceride to a methyl ester, followed by distillation and hydrogenation to the alcohol.
- the process is discussed in Journal of the American Oil Chemists' Society.61 (2): 343–348 by Kreutzer, U. R.
- Preferred alkyl alcohol for the 20 reaction is oleyl alcohol with an iodine value of 60 to 80, preferably 70 to 75, such alcohol are available from BASF, Cognis, Ecogreen.
- the degree of polyunsaturation in the surfactant may be controlled by hydrogenation of the triglyceride as described in: A Practical Guide to Vegetable Oil Processing (Gupta 25 M.K. Academic Press 2017).
- Ethoxylation reactions are described in Non-Ionic Surfactant Organic Chemistry (N. M. van Os ed), Surfactant Science Series Volume 72, CRC Press.
- the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH3.
- these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in WO2007/147866. Lanthanides may also be used.
- Such narrower distribution alcohol ethoxylates are available from Azo Nobel and Sasol.
- the ether sulfate weight is calculated as the protonated form: R2-O-(CH2CH2O)pSO3H.
- R2-O-(CH2CH2O)pSO3 ⁇ with a 10 corresponding counter ion, preferred counter ions are group I and II metals, amines, most preferably sodium.
- Fatty acid nomenclature is to describe the fatty acid by 2 numbers A:B where A is the number of carbons in the fatty acid and B is the number of double bonds it contains.
- A is the number of carbons in the fatty acid
- B is the number of double bonds it contains.
- oleic is 18:1
- stearic is 18:0
- palmitic 16:0 The position of the double bond on the 20 chain may be given in brackets, 18:1(9) for oleic, 18:2 (9,12) for linoleic where 9 if the number of carbons from the COOH end.
- n is the mole average number of ethoxylates 25 Methyl Ester Ethoxylates (MEE) are described in chapter 8 of Biobased Surfactants (Second Edition) Synthesis, Properties, and Applications Pages 287-301 (AOCS press 2019) by G.A. Smith; J.Am.Oil. Chem.Soc. vol 74 (1997) page 847-859 by Cox M.E. and Weerasooriva U; Tenside Surf.Det. vol 28 (2001) page by 72-80 by Hreczuch et al; by C. Kolano. Household and Personal Care Today (2012) page 52-55; J.Am.Oil. Chem.Soc.
- MEE may be produced the reaction of methyl ester with ethylene oxide, using catalysts based on calcium or magnesium. The catalyst may be removed or left in the MEE.
- P0000182 EP CPL An alternative route to preparation is transesterification reaction of a methyl ester or esterification reaction of a carboxylic acid with a polyethylene glycol that is methyl terminated at one end of the chain. 5
- the methyl ester may be produced by transesterification reaction of methanol with a triglyceride, or esterification reaction of methanol with a fatty acid.
- Triglycerides occur naturally in plant fats or oils, preferred sources are rapeseed oil, castor oil, maize oil, cottonseed oil, olive oil, palm oil, safflower oil, sesame oil, soybean oil, high steric/high oleic sunflower oil, high oleic sunflower oil, non-edible vegetable oils, tall oil and any mixture thereof and any derivative thereof.
- the oil from trees is called tall oil.
- Used food 15 cooking oils may be utilised.
- Triglycerides may also be obtained from algae, fungi, yeast or bacteria. Plant sources are preferred. Distillation and fractionation process may be used in the production of the methyl ester or carboxylic acid to produce the desired carbon chain distribution.
- Preferred sources of 20 triglyceride are those which contain less than 35%wt polyunsaturated fatty acids in the oil before distillation, fractionation, or hydrogenation.
- Fatty acid and methyl ester may be obtained from Oleochemical suppliers such as Wilmar, KLK Oleo, Unilever oleochemical Indonesia.
- Biodiesel is methyl ester and these sources may be used.
- 25 When ESB is MEE preferably has a mole average of from 8 to 30 ethoxylate groups (EO), more preferably from 10 to 20.
- the most preferred ethoxylate comprises 12 to 18EO.
- the MEE in the composition has from 9 to 11EO, even more preferably at least 10wt% is exactly 30 10EO.
- at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups.
- the methyl ester ethoxylate preferably has a mole average of from 8 to 13 ethoxylate groups (EO).
- the most preferred ethoxylate has a mol average of from 9 to 11EO, even P0000182 EP CPL more preferably 10EO.
- the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. In the context of the wider MEE contribution, it is preferred that at least 40wt% of the total MEE in the composition is C18:1. 5 In addition, it is preferred that the MEE component also comprises some C16 MEE. Accordingly, it is preferred that the total MEE component comprises from 5 to 50% wt. total MEE, C16 MEE. Preferably the C16 MEE is greater than 90wt%, more preferably greater than 95wt% C16:0.
- the total MEE component comprises less than 15% wt, more preferably less than 10wt%, most preferably less than 5wt% total MEE of polyunsaturated C18, i.e. C18:2 and C18:3.
- C18:3 is present at less than 1 wt%, more preferably less than 0.5wt%, most preferably essentially absent.
- the levels of 15 polyunsaturation may be controlled by distillation, fractionation or partial hydrogenation of the raw materials (triglyceride or methyl ester) or of the MEE.
- the C18:0 component is less than 10wt% by weight of the total MEE present.
- the components with carbon chains of 15 or shorter comprise less than 4wt% by weight of the total MEE present.
- a particularly preferred MEE has 2 to 26 wt.% of the MEE C16:0 chains, 1 to 10 wt.% C18:0 chains, 50 to 85 wt.% C18:1 chains and 1 to 12 wt.% C18:2 chains.
- Preferred sources for the alkyl groups for the MEE include methyl ester derived from 25 distilled palm oil and distilled high oleic methyl ester derived from palm kernel oil, partially hydrogenated methyl ester of low euric rapeseed oil, methyl ester of high oleic sunflower oil, methyl ester of high oleic safflower oil and methyl ester of high oleic soybean oil.
- High Oleic oils are available from DuPont (Plenish high oleice soybean oil), Monsanto (Visitive Gold Soybean oil), Dow (Omega-9 Canola oil, Omega-9 sunflower oil), the 30 National Sunflower Association and Oilseeds International.
- the double bonds in the MEE are greater than 80wt% in the cis configuration.
- the 18:1 component is oleic.
- the 18:2 component is linoleic.
- P0000182 EP CPL The methyl group of the methyl ester may be replace by an ethyl or propyl group. Methyl is most preferred.
- the methyl ester ethoxylate comprises from 0.1 to 95% wt. of the composition methyl ester ethoxylate. More preferably the composition comprises from 2 to 40% MEE 5 and most preferably from 4 to 30% wt. MEE.
- the composition comprises at least 50% wt. water but this depends on the level of total surfactant and is adjusted accordingly.
- the composition comprises anionic surfactant LAS (linear alkyl benzene sulphonate).
- LAS linear alkyl benzene sulphonate
- suitable alkyl benzene sulphonate (LAS) may be obtained, by sulphonating commercially available linear alkyl benzene (LAB);
- suitable LAB includes low 2-phenyl LAB, such as those supplied by Sasol under the tradename Isochem(R) or those supplied 15 by Petresa under the tradename Petrelab(R), other suitable LAB include high 2 -phenyl LAB, such as those supplied by Sasol under the tradename Hyblene(R).
- a suitable anionic detersive surfactant is alkyl benzene sulphonate that is obtained by DETAL catalyzed process, although other synthesis routes, such as HF, may also be suitable.
- a magnesium salt of LAS is used.
- Suitable linear alkylbenzene sulfonates include those with an alkyl chain length of from 10 to 18, preferably 11 to 15 carbon atoms, more preferably with an average chain length of C12.
- Each alkyl chain homologue consists of a mixture of all the possible sulfophenyl isomers except for the 1-phenyl isomer.
- LAS is normally formulated into compositions in 25 acid (i.e. HLAS) form and then at least partially neutralized in-situ.
- LAS is normally formulated into compositions in acid (i.e. HLAS) form and then at least partially neutralized in-situ.
- linear alkyl benzene sulphonate surfactant is present at from 1 to 20% wt., more preferably from 2 to 15% wt. of the composition, most 30 preferably 8 to 12 wt.%.
- the composition comprises nonionic surfactant including the any of alcohol ethoxylates, alkoxylated fatty acid alkyl esters, alkylpolyglycosides (APGs), alkoxylated amines, ethoxylated glycerol esters, fatty acid monoethanolamides, fatty acid 5 diethanolamides, ethoxylated fatty acid monoethanolamides, propoxylated fatty acid monoethanolamides, polyhydroxyalkyl fatty acid amides, or N-acyl N-alkyl derivatives of glucosamine, polysorbates (TWEENS) or mixtures thereof.
- nonionic surfactant including the any of alcohol ethoxylates, alkoxylated fatty acid alkyl esters, alkylpolyglycosides (APGs), alkoxylated amines, ethoxylated glycerol esters, fatty acid monoethanolamides, fatty acid 5 diethanolamides, ethoxyl
- a composition of the invention may contain amphoteric (zwitterionic) and/or cationic 10 surfactants) alone or in addition to the non-soap anionic and/or nonionic surfactants described above.
- Specific cationic surfactants include C8 to C18 alkyl dimethyl ammonium halides and derivatives thereof in which one or two hydroxyethyl groups replace one or two of the 15 methyl groups, and mixtures thereof.
- Cationic surfactants include quaternary ammonium compounds.
- amphoteric (zwitterionic) surfactants include amine oxides having alkyl radicals 20 containing from about 8 to about 22 carbon atoms preferably selected from C12, C14, C16 ,C18 and C18:1, the term “alkyl” being used to include the alkyl portion of higher acyl radicals.
- Preferred amine oxides are alkyl dimethyl amine oxide and alkyl amido propyl dimethyl 25 amine oxide, more preferably alkyl dimethyl amine oxide.
- Some compositions e.g. hard surface cleaning compositions may be free from anionic 30 surfactant, e.g.
- cationic actives e.g. quaternary ammonium compounds.
- Some compositions such as fabric softening compositions may comprise low levels (less than 4%wt) or may be free from anionic or cationic surfactant.
- P0000182 EP CPL The composition may comprise a fabric softening active. These may be any material known to soften fabrics. These may be polymeric materials or compounds known to soften materials. Examples of suitable fabric softening actives include: quaternary 5 ammonium compounds, silicone polymers, polysaccharides, clays, amines, fatty esters, fatty N-oxides, dispersible polyolefins, polymer latexes and mixtures thereof.
- the fabric softening actives may preferably be cationic or non-ionic materials.
- the fabric softening actives of the present invention are cationic materials.
- the preferred 10 softening actives for use in fabric conditioner compositions of the invention are quaternary ammonium compounds (QAC).
- the quaternary ammonium compounds are tri-ethanol amine quaternary ammonium (TEA) compounds.
- the quaternary ammonium compounds may comprise fatty acid chains from any suitable source, preferably palm oil or tallow. It may be preferred that the fatty acid chains are sourced 15 from plant sources.
- Product Form Composition may take any suitable form including liquids or solids and may include unit dose formulations e.g.
- Liquid compositions have a continuous phase or predominant part of the composition in the form of a liquid and are flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
- Liquids may be provided in bulk storage reservoirs, typically for auto-dosing washing machines.
- Bulk storage reservoirs hold multiple doses (i.e. for multiple washing cycle), preferably from 80ml – 3000 ml of liquid.
- a typical example of such a machine is found in P0000182 EP CPL EP-A-3071742 (Electrolux).
- Bulk storage reservoirs may be provided as pre-filled cartridges or the consumer may purchase liquids in a e.g. pouch and then empty the contents into a bulk storage reservoir of the washing machine.
- 5 Liquid compositions may contain from 10-80wt% water but this is dependent on the level of surfactant.
- Solid compositions can take a variety of physical solid forms including forms such as powder, granule, ribbon, noodle, paste, tablet, flake, pastille and bar, and preferably the 10 composition is in the form of powder, granules or a tablet.
- Solid compositions may preferably be in a form selected from powder, unit dose or pouch form, tablet, bar, or flake.
- Solid compositions preferably have a density of more than 350 grams/litre, more 15 preferably more than 450 grams/litre or even more than 570 grams/litre.
- Solid laundry detergent compositions according to the present invention are preferably free flowing.
- the composition is used for laundering fabrics using manual- washing method.
- the composition of the present invention is a solid laundry 20 detergent composition.
- the composition is in the form of a spray -dried powder or particulate free-flowing form.
- Viscosity The viscosity of liquid compositions is preferably from 1 to about 10,000 mPa.s at 25°C 25 at a shear rate of 21 sec -1 . This shear rate is the shear rate that is usually exerted on the liquid when poured from a bottle. In some cases, e.g.laundry detergent liquids the viscosity is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec -1
- Pourable liquid detergent compositions 30 preferably have a viscosity of from 200 to 1,500 mPa.s, preferably from 200 to 700 mPa.s.
- hard surface cleaners preferably have a viscosity at 25°C of 1 to 1000 mPa.s @ 20 s-1.
- the viscosity is measured using an AR 1000 Rheometer (TA instruments) using a 4 cm, 2° cone-plate geometry @ 20 s-1 and 25°C.
- the composition may be more or less viscous. For example, a 5 more water thin viscosity is desired if the composition is to be used in a trigger spray bottle. If dispensed from a squeeze bottle, a more viscous consistency may be desired. A more viscous viscosity may also be desired if the cleaning product is a toilet cleaning product.
- the composition has a viscosity of 100 to 700 mPa.s @ 20 s-1 and more preferably of 200 to 600 mPa.s @ 20 s-1.
- the desired viscosity can suitably be 10 obtained by known methods like for example the use of a viscosity modifying agent.
- Water levels depend on the level of total surfactant and is adjusted accordingly.
- Compositions, such as hard surface cleaning compositions may be aqueous that is to say, the composition comprises water. The amount of water will depend on the desired 15 concentration of the other ingredients but will at least be 75 wt%, like for example at least 85 wt% or at least 90 wt%, but typically not more than 99 wt%.
- the amount of water preferably is from 80 to 99 wt%, more preferably 80 to 95 wt% and even more preferably 85 to 95 wt%.
- the compositions of the present invention may contain further optional home care ingredients including further surfactants, builders, sequestrants, organic acids, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, dye transfer inhibiting agents, alkoxylated cationic or zwitterionic di or polyamine polymers, 25 anti-redeposition polymers e.g.
- alkoxylated polyamines soil release polymers, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, thickening polymers, foam boosters, antifoams, insect repellents, dyes e.g.
- shading or hueing dyes preservatives (e.g., bactericides), pH buffering agents, perfume, perfume delivery systems including perfume microcapsules preferably with cationic deposition 30 aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids, solvents and/or pigments and mixtures thereof, anti-wrinkle agents, anti-shrinking agents, anti-oxidants, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids, antifoams, colourants, pearlisers and/or opacifiers, processing aids, e.g. P0000182 EP CPL electrolytes, hygiene agents, such as anti-bacterials and antifungals e.g.
- preservatives e.g., bactericides
- pH buffering agents perfume
- perfume delivery systems including perfume microcapsules preferably with cationic deposition 30 aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids, solvents
- compositions of the invention may have their rheology further modified by use of one or more external structurants which form a structuring network within the composition.
- external structurants include crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre.
- crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre.
- the presence of an external structurant 10 may provide shear thinning rheology and may also enable materials such as encapsulates and visual cues to be suspended stably in the liquid.
- the composition preferably comprises a crystallizable glyceride.
- the crystallizable glyceride is useful in forming an external structuring system as described in WO2011/031940, the contents of which, in particular as regards 15 manufacture of the ESS are incorporated by reference.
- the ESS of the present invention preferably comprises: (a) crystallizable glyceride(s); (b) alkanolamine; (c) anionic surfactant; (d) additional components; and (e) optional components.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
A fabric treatment composition comprising a betaine-functionalised compound comprising a betaine-functionalised APG preferably comprising the structure (I) wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of (AA) and H, wherein no more than 2 of the R groups R1, R2, R3, and R4 is (BB) and the structure (II) wherein; R is alkyl having 8 to 22 carbon atoms; R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of (CC) and H, wherein no more than 2 of the R groups R5, R6, R7, R8; R9, R10 and R11 are (DD).
Description
P0000182 EP CPL SUBSTRATE TREATMENT COMPOSITIONS FIELD OF THE INVENTION The present disclosure relates to substrate treatment compositions, such as hard and 5 fabric care compositions for dye transfer inhibition. BACKGROUND OF THE INVENTION When treating substrates such as fabrics, dye transfer can cause challenges. For example, dye from one portion of a fabric may become released in a wash liquor and may 10 then deposit on a different portion of the fabric, or on a different fabric altogether. Transfer of such dyes (known as "fugitive dyes") can cause greying of fabrics, especially of those of a light or white colour. Cotton, polyester, poly /cotton, and nylon fabrics are particularly good acceptor fabrics for 15 fugitive dye, and over multiple wash cycles, fugitive dye re-deposition results in bright and lightly coloured clothes appearing dull or faded over time. This problem is particularly difficult to solve in the consumer home since typical wash loads contain mixed fabric types and colours that will have multiple sources of fugitive dyes that can be soluble in the wash liquor (eg. direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process), or insoluble in the wash liquor (eg. particulate or vat dyes). Thus, there remains a problem of dye transfer during the wash. 25 Certain polymers, generally known as dye transfer inhibitor ("DTI") polymers, have traditionally been used in laundry compositions to address the dye transfer problem. Such polymers include polyvinyl pyrrolidone (PVP), poly(vinylpyridine-N-oxide) (PVNO), polyvinylpyrrolidone-co-polyvinylimidazole (P VP/P VI), and poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide) (PVP/PVNO) polymers, which have typically included 30 relatively high levels of vinyl pyrrolidone ("VP"). These traditional DTI polymers are quite effective at inhibiting the transfer of direct dyes, which are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
P0000182 EP CPL However, traditional DTI polymers can lead to stability challenges in combination with other laundry adjuncts, such as optical brighteners. Thus, particularly as direct dyes have become less prevalent in typical laundry loads, traditional DTI polymers are only effective on a small portion of the garments in the wash load, and consumers continue to have a 5 problem with dye transfer even with detergents that contain traditional DTI polymers. This challenge may be made even more acute by the laundry practices of the modem consumer, including larger loads that tend to have mixed fabric types and colours (e.g., under-sorted loads). 10 Cellulase enzymes are known to release dye from unwashed denim to give denim an uneven dye appearance, or so-called "worn" look on denim. Consumers typically want to keep this "just purchased" look of their denim, even after washing multiple times. High cellulase levels in detergent composition can result in the unintended fading of the garment that may also compound the dye transfer negative that can occur in mixed colour 15 loads. Therefore, there remains a need for improved, stable laundry compositions and related processes that can inhibit dye transfer, particularly transfer of particulate dyes. Another problem which may be apparent to consumers is unattached reactive dye eg. 20 from hydrolysed, oxidation or poor fixing during manufacturing process this will be more prevalent with newer garments where potential is greater or as a low level of dye transfer over multiple washed resulting in gradual discolouration of articles. SUMMARY OF THE INVENTION 25 The present disclosure attempts to solve one or more of the aforementioned needed by providing fabric treatment compositions that include particular compounds useful for dye transfer inhibition (also known as dye control), and related processes. The present disclosure further describes a detergent composition that includes certain betaine- functionalised compounds at a level of 0.1 percent to10. 30 Accordingly in one aspect there is provided a substrate treatment composition comprising a betaine-functionalised alkyl polyglucoside (APG) comprising the structure (I):
P0000182 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: 5 and H and wherein 1- 2 of the R groups R1, R2, R3, and R4 is: and the structure (II): 10
wherein; R is alkyl having 8 to 22 carbon atoms;
P0000182 EP CPL R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
5 and H, wherein 1- 2 of the R groups R5, R6, R7, R8; R9, R10 and R11 are . 10 In a further aspect there is provided a method of reducing dye transfer from a coloured or dyed substrate to another substrate during exposure to aqueous fabric treatment solutions, the method comprising the step of treating said a dyed or coloured substrate with a composition of the first aspect. 15 In yet a further aspect there is provided use of a substrate treatment composition of the first aspect to reduce dye transfer from a coloured or dyed substrate during a washing process. In yet a further aspect there is provide a method of making a substrate treatment 20 composition of the first aspect, , the method comprising the step of incorporating into a surface treatment composition a betaine-functionalised APG comprising the structure (I):
wherein;
P0000182 EP CPL R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: and H and wherein 1- 2 of the R groups R1, R2, R3, and R4 is: 5 and the structure (II):
10 wherein; R is alkyl having 8 to 22 carbon atoms; R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
P0000182 EP CPL and H, wherein 1- 2 of the R groups R5, R6, R7, R8; R9, R10 and R11 are 5 Preferably, in the case of both structure I and structure II, no more than two of the R groups( R1, R2, R3, and R4 in structure I and R5, R6, R7, R8; R9, R10 and R11 in structure II) are 10 . Limiting the number of R groups improves the reduction of dye transfer from a coloured or dyed substrate during a washing process. Additional DTI Polymers 15 Additional DTI compounds or polymers such as those mentioned above, may be present in the composition. However, it is preferred that any additional DTI compounds or polymers is/are present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at zero %wt. 20 DETAILED DESCRIPTION OF THE INVENTION Features and benefits of the present invention will become apparent from the following description, which includes examples intended to give a broad representation of the invention. Various modifications will be apparent to those skilled in the art from this 25 description and from practice of the invention. The scope is not intended to be limited to the particular forms disclosed and the invention covers all modifications, equivalents, and alternatives falling within the spirit and scope of the invention as defined by the claims.
P0000182 EP CPL Definitions The following terms, as used here are defined below: “A” and “an”, are understood to mean one or more of what is claimed or described. 5 "Alkyl" refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group. Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbonyl, 10 carbonyloxy, cyano, methylsulfonylamino, or halogen, for example. Examples of "alkyl" include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n- pentyl, n-hexyl, 3-methylpentyl, and the like. “detergent composition” in the context of this invention means cleaning compositions, generally containing detersive surfactants, optionally other treatment ingredients, 15 intended for and capable of treating substrates as defined herein. The phrases "detergent composition" and "cleaning composition" are used interchangeably and include compositions and formulations designed for cleaning soiled material. Such compositions include but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, 20 laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, hard surface cleaning compositions, unit dose formulation, delayed delivery formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings 25 herein. Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation. “detersive surfactant” in the context of this invention denotes a surfactant which provides a detersive (i.e. cleaning) effect to a substrate such as fabric treated as part of a domestic treatment e.g. laundering process or dishwashing process or hard surface 30 washing process. “liquid” denotes that a continuous phase or predominant part of the composition is liquid and that the composition is flowable at 15°C and above. Accordingly, the term “liquid”
P0000182 EP CPL may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes. “Polymer" refers to a macromolecule comprising repeat units where the macromolecule has a molecular weight of at least 1000 Daltons. The polymer may be a homopolymer, 5 copolymer, terpoymer etc. "substantially free of” or "substantially free from" refers to either the complete absence of an ingredient or a minimal amount thereof merely as impurity or unintended byproduct of another ingredient. A composition that is "substantially free" of/from a component means that the composition comprises less than 0.5%, 0.25%, 0.1%, 0.05%, 10 or 0.01%, or even 0%, by weight of the composition, of the component. "Substrate” preferably is any suitable substrate and includes but is not limited to any inanimate substrate such as a fabric or a household article e.g. dishes. Fabric substrates includes clothing, linens and other household textiles etc. In the context of fabrics, wherein the term “linen” is used to describe certain types of laundry items including bed 15 sheets, pillow cases, towels, tablecloths, table napkins and uniforms and the term “textiles” can include woven fabrics, non-woven fabrics, and knitted fabrics and fabrics can include natural or synthetic fibres such as silk fibres, linen fibres, cotton fibres, polyester fibres, polyamide fibres such as nylon, rayon, acrylic fibres, acetate fibres, and blends thereof including cotton and polyester blends, and fabrics which are elastic and/or 20 contain elastane. “Dishes” is meant generically and encompasses essentially any items which may be found in a dishwashing load, including crockery chinaware, glassware, plasticware, hollowware and cutlery, including silverware.” House hold articles may comprise a “household hard surface” meaning any kind of surface typically found in and around houses like kitchens, bathrooms, e.g., floors, walls, tiles, windows, 25 cupboards, sinks, showers, shower plastified curtains, wash basins, WCs, fixtures and fittings and the like made of different materials like ceramic, vinyl, no-wax vinyl, linoleum, melamine, glass, Inox®, Formica®, vitroceramic, any plastics, plastified wood, metal or any painted or varnished or sealed surface and the like; as well as household appliances including, but not limited to refrigerators, freezers, washing machines, automatic dryers, 30 ovens, microwave ovens, dishwashers and so on. Such hard surfaces may be found both in private households as well as in commercial, institutional and industrial environments.
P0000182 EP CPL “Substrate treatment composition” means any type of treatment composition and may include, but are not limited to, liquid cleaning and disinfecting agents laundry cleaning compositions, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry pre-treatment or pre-washing compositions, laundry 5 pretreating compositions, laundry additives (e.g., rinse additives, wash additives, etc.), post-rinse fabric treatment compositions, dryer compositions, dry cleaning compositions, ironing aid, dish washing compositions, as well as cleaning auxiliaries such as bleach additives rinse aid formulations, hard surface cleaning compositions including hard surface cleaners for kitchens and bathrooms and other suitable compositions that may be 10 apparent to one skilled in the art in view of the teachings herein. All of such products which are applicable may be in standard, concentrated or even highly concentrated form even to the extent that such products may in certain aspect be non-aqueous. “Treatment” in the context of treating substrates means reduction of dye transfer during 15 the wash also known as dye transfer inhibiton. The composition may provide further treatment including cleaning, washing, conditioning, lubricating, care, softening, easy- ironing, anti-wrinkle, fragrancing, de-pilling, soaking, pretreatment of substrates, bleaching, soil removal, stain removal and any combination thereof. “Unit dose” means an amount of composition suitable to treat one load of laundry, such 20 as, for example, from about 0.05 g to about 100 g, or from 10 g to about 60 g, or from about 20 g to about 40 g. A unit dose product may be in the form of a polymeric film package containing the composition, the package may be referred to as a capsule or pouch. Suitable films are available from MonoSol, LLC (Indiana, USA). 25 “Water-soluble” means the article (film or package) dissolves in water at 20° C. Unless otherwise noted, all component or composition levels are in reference to the active portion of that component or composition, and are exclusive of impurities, for example, residual solvents or by-products, which may be present in commercially available sources of such components or compositions. 30 Dimensions and values disclosed herein are not to be understood as being strictly
P0000182 EP CPL limited to the exact numerical values recited. Instead, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a value disclosed as "50 microns’ is intended to mean "about 50 microns." 5 All percentages and ratios are calculated by weight unless otherwise indicated. All percentages and ratios are calculated based on the total composition unless otherwise indicated. It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower 10 numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly 15 written herein. It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such 20 higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly written herein. All cited patents and other documents are, in relevant part, incorporated by reference as if 25 fully restated herein. The citation of any patent or other document is not an admission that the cited patent or other document is prior art with respect to the present invention. Composition The compositions of the present disclosure may be fabric care compositions. Such 30 compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
P0000182 EP CPL The composition may be selected from the group of light duty liquid detergents compositions, heavy duty liquid detergent compositions, detergent gels commonly used for laundry, bleaching compositions, laundry additives, fabric enhancer compositions, and mixtures thereof. The composition may be a heavy duty liquid detergent composition. 5 The composition may be in any suitable form. The composition may be in the form of a liquid composition, a granular composition, a single-compartment pouch, a multi- compartment pouch, a sheet, a pastille or bead, a fibrous article, a tablet, a bar, flake, or a mixture thereof. The composition can be selected from a liquid, solid, or combination thereof. 10 As used herein, "liquid" includes free-flowing liquids, as well as pastes, gels, foams and mousses. Non-limiting examples of liquids include light duty and heavy duty liquid detergent compositions, fabric enhancers, detergent gels commonly used for laundry, bleach and laundry additives. Gases, e.g., suspended bubbles, or solids, e.g. particles, 15 may be included within the liquids. A "solid" as used herein includes, but is not limited to, powders, agglomerates, and mixtures thereof. Non-limiting examples of solids include: granules, micro-capsules, beads, noodles, and pearlised balls. The cleaning composition may be in the form of a unitized dose article, such as a tablet, a pouch, a sheet, or a fibrous article. Such pouches typically include a water-soluble film, 20 such as a polyvinyl alcohol water-soluble film, that at least partially encapsulates a composition. Suitable films are available from MonoSol, LLC (Indiana, USA). The composition can be encapsulated in a single or multi-compartment pouch. A multi-compartment pouch may 25 have at least two, at least three, or at least four compartments. A multi-compartmented pouch may include compartments that are side-by-side and/or superposed. The composition contained in the pouch or compartments thereof may be liquid, solid (such as powders), or combinations thereof. 30 Betaine-functionalised APGs with improved dye transfer reduction properties. Example betaine-functionalised structures below:
P0000182 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: 5 and H, wherein 1- 2 of the R groups R1, R2, R3, and R4 are
and 10
wherein; R is alkyl having 8 to 22 carbon atoms;
P0000182 EP CPL R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
and H, 5 wherein 1- 2 of the R groups R5, R6, R7, R8; R9, R10 and R11 are
In a preferred embodiment R is alkyl having 8 to 22 carbon atoms. Without wishing to be bound by theory, it is believed that by carefully selecting the number of betaine moieties in accordance with the present disclosure, a fabric care 10 composition that includes such betaine-functionalised compounds may provide improved dye control during fabric treatment processes, such as wash or rinse cycles. Method of making the betaine functionalised APGs. To make a betaine-functionlised APG, the APG is first amino-functionalised by reacting 15 chloroethanolamine Cl-CH2-CH(OH)CH2-N-(CH2CH2OH)2 with APG according to the reaction below:
The amino-APG is then reacted with sodium chloro acetate as follows
P0000182 EP CPL
Betaine functionality is controlled by either of : a) In the first amination step, restricting the amount of chloroethanolamine which is 5 reacted onto the alkyl polyglycoside and/or b) In the second step, restricting the amount of the choloracetic acid so producing ethanolamine and betaine functionality on the resultant polymer Examples Alkyl Glycosides are raw materials used to make the surface-active polyglycoside 10 derivatives of the present invention. Saccharides useful in the process of making alkyl glycosides are saccharides that can be alkylated in the "1" position, commonly referred to as "reducing saccharides", or higher saccharides that can be hydrolyzed to provide such a saccharide. These saccharides are 15 typically comprised of aldo- or keto-hexoses or pentoses. Examples of saccharides include glucose (dextrose), fructose, mannose, galactose, talose, allose, altrose, idose, arabinose, xylose, lyxose, and ribose. Examples of hydrolyzable saccharides that are a source of reducing saccharides include starch, maltose, sucrose, lactose, maltotriose, xylobiose, mellibiose, cellobiose, raffinose,20 stachiose, methyl glycosides, butyl glycosides, levoglucosan, and 1,6- anhydroglucofuranose. The physical form of the saccharide may vary. The saccharide will typically be in a fluid (as opposed to a solid) state, e.g. as a melt or an aqueous syrup, during at least a portion
P0000182 EP CPL of the period of reaction, if not for a predominant portion of the period of the reaction. Crystalline (e.g. anhydrous or hydrates) or amorphous saccharide solids in various particle sizes, e.g. granules, powders, etc., can be used, but the heating of the reaction medium may well fluidize at least a portion of a solid reactant, if not a predominant portion 5 of the saccharide reactant. Aqueous syrups of saccharides, typically at saccharide solids of between about 10 percent and 90 percent dry solids by weight can also be used. Indeed, the use of the hydrophobic catalysts of this invention should show the most improved results over conventional catalysts in the context of the use of aqueous syrup reactants as compared with processes which employ solid saccharide reactants, 10 particularly with respect to avoiding the formation of deleterious amounts of polysaccharides and very high DP alkyl glycosides during the glycoside formation reaction. The preferred saccharides are glucose, galactose, xylose and arabinose, or mixtures 15 thereof, for reasons of availability, low cost, and convenience. Glucose in the anhydrous crystalline form is preferred, although dextrose monohydrate, corn syrups of high dry solids (typically 50 percent to 80 percent dry solids) and a high dextrose equivalence (D.E.) (typically greater than 90 D.E and most commonly 95 D.E.) can be commonly employed. Indeed, while the higher the purity of the dextrose source, the better the quality 20 of the product (other things being equal), the catalysts of this invention allow the use of a lower purity dextrose source and yet yield a product of substantially equivalent quality as compared with prior catalysts. Because of the ready availability of glucose and its oligomers, much of the remaining description is particularly suited to the use of glucose in its various forms. 25 Alcohols useful in the process of this invention are hydroxyl-functional organic compounds capable of alkylating a saccharide in the "I" position. The alcohol can be naturally occurring, synthetic, or derived from natural sources and/or derivatized. Examples include monohydric alcohols (more fully discussed below) and polyhydric 30 alcohols (e.g. ethylene glycol, propylene glycol, polyethylene glycols, polypropylene glycols, butylene glycol, glycerol, trimethylolpropane, pentaerythritol, polyester polyols, polyisocyanate polyols, and so on). Other examples include aromatic alcohols such as benzyl alcohol, phenol, substituted phenols (e.g. alkylphenols) and alkoxylates of each.
P0000182 EP CPL Preferred alcohols are monohydric alcohols containing from about 1 to about 30 carbon atoms. They may be primary or secondary alcohols, straight or branched chain, saturated or unsaturated (e.g. allyl alcohol, 2-ethylhexenyl alcohol and oleyl alcohol) alkyl or aralkyl alcohols, ether alcohols, cyclic alcohols, or heterocyclic alcohols. In general, these 5 alcohols have minimal solvent power for the saccharide molecule. Examples of the monohydric alcohols which may be employed in the present invention include methyl alcohol, isopropyl alcohol, butyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, pentacosyl alcohol, oleyl alcohol, linoleyl alcohol, isoborneol alcohol, hydroabietyl10 alcohol, phenoxyethanol, phenoxypolyethoxyethanol containing five ethoxy groups, 2- methyl-7-ethyl-4-undecanol, and mixtures of one or more of the above. A preferred group of alcohols are alkanols having the formula ROH wherein R represents an alkyl group having from 8 to 30 carbon atoms. A particularly preferred group of alcohols are those wherein R represents an alkyl radical having from 8 to 20, preferably II 15 to 18, carbon atoms. The alkyls can be straight or branched chain. Alkyl Glycoside Examples Example 1 A one-liter, four-necked, round-bottomed flask was equipped through its centre neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with 20 an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling. The flask was charged with 602.4 g (3.105 moles) of a commercial mixture of C11 to 25 C15 (98 percent C12 and C13) straight and branched alkanols (Neodol 23 available form Shell Chemical Co.) and 136.6 g (0.69 moles) of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co. at 9.0 percent moisture). The slurry was heated at a vacuum of 30 mm Hg (absolute). Water was released starting at about 57 degrees centigrade and heating was continued until the 30 slurry had reached 110 degrees centigrade At this time 3.2 g (0.00345 mole of a commercially available mixture of 50 percent dinonylnaphthalenesulfonic acid in heptane (available from King Industries) was added as a catalyst and the theoretical volume of water distilled at about a linear rate over 8 hours. After stirring an additional hour, a
P0000182 EP CPL stoichiometric amount of aqueous NaOH (33 percent in H2O) was added. An aliquot of the neutralized reaction mixture (3.39 g, 1 g dissolved substance) was dissolved in a total volume of 10 ml with 1:1 isopropanol:water. The pH of this solution was 7.8. The remainder of the reaction mixture was evaporated to a clear melt at 200 degrees 5 centigrade and 1 mm pressure using a Leybold-Heraeus Distact.™. wiped film evaporator operating at a feed rate of 700 ml/hr. The residue was analyzed using a combination of gas and liquid chromatographic techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of 10 glucose rings to fatty chains of about 1.4. Example 2–8 15 The same one-liter, four-necked, round-bottomed flask was equipped through its center neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and 20 on the fourth neck with a septum for sampling. The flask was charged with 3.105 moles of the specified alcohol and 136.6 g (0.69 moles) of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co. at 9.0 percent moisture). The slurry was heated at a vacuum of 30 mm Hg (absolute). Water was released starting at about 57 degrees centigrade and heating 25 was continued until the slurry had reached 110 degrees centigrade At this time 3.2 g (0.00345 mole of a commercially available mixture of 50 percent dinonylnaphthalenesulfonic acid in heptane (available from King Industries) was added as a catalyst and the theoretical volume of water distilled at about a linear rate over 8 hours. After stirring an additional hour, a stoichiometric amount of aqueous NaOH (33 percent in 30 H2O) was added. An aliquot of the neutralized reaction mixture (3.39 g, 1 g dissolved substance) was dissolved in a total volume of 10 ml with 1:1 isopropanol:water. The pH of this solution was 7.8.
P0000182 EP CPL The remainder of the reaction mixture was evaporated to a clear melt at 200 degrees centigrade and 1 mm pressure using a Leybold-Heraeus Distact.™. wiped film evaporator operating at a feed rate of 700 ml/hr. The residue was analyzed using a combination of gas and liquid chromatographic 5 techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of glucose rings to fatty chains of about 1.4. The hydroxyl value was run on the resultant product and is indicated below.
P0000182 EP CPL
It will be clearly understood that the alkyl polyglycoside has on average five hydroxyl groups when the d.p. is 1.4. The phosphation can include all five, but in a more preferred 5 embodiment includes between one and three hydroxyl groups. This ratio provides the best degree of water solubility. The most preferred number of hydroxyl groups to amine is 2. Step A – making the amino-APG 10 To a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the specified amount of the specified alkyl polyglucoside and enough water to make the final product have a solids of 35 percent by weight. The alkyl polyglucoside is heated to melt. Next, add the specified number of grams of chloro reactant Example 9 is added under good agitation and nitrogen sparge. Next is added 0.5 percent sodium methylate. The 15 percent is by weight and is based upon the total amount of all materials reacted. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 90–100 degrees centigrade, and is held for 5–8 hours. Testing for the concentration of Chloride ion follows the reaction progress. Once the theoretical value is reached, the 20 reaction is terminated and the product is used without additional purification.
P0000182 EP CPL
Preferably the amount of choloracetic acid used is less than 400g, more preferably less than 300g, more preferably less than 200g. 5 Step B Preparation of the Betaine Example 18–25 Method: to a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the entire product of examples for the amino alkyl polyglucoside having a solids of 35 percent by weight (examples 10–17). The solution is heated to melt. Next, add the specified number of grams of sodium chloro acetate is added under good agitation and 10 nitrogen sparge. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 90–100 degrees centigrade, and is held for 5–8 hours. Testing for the concentration of chloride ion follows the reaction progress. Once the theoretical value is reached, the reaction is terminated and the product is used without additional 15 purification.
P0000182 EP CPL Reaction with Sodium Chloroacetate.
Preferably the amount of Sodium Chloroacetate reacted is less that 200g, more 5 preferably less than 100g. Without wishing to be bound by theory, it is believed that by carefully selecting the number of betaine moieties in accordance with the present disclosure, a fabric care composition that includes such betaine-functionalised compounds may provide improved 10 dye control during fabric treatment processes, such as wash or rinse cycles. Treatment Adjuncts The compositions of the present disclosure may include a treatment adjunct. The treatment adjuncts may be suitable for delivering a treatment benefit to a target surface, 15 such as a fabric or other textile. Treatment adjuncts, as used herein, may also include agents that facilitate chemical or physical stability in the treatment compositions, such as buffers, structurants/thickeners, and/or carriers. The treatment adjunct(s) may be present in the composition at levels suitable for the intended use of the composition. Typical usage levels range from as low as 0.001 percent 20 by weight of composition for adjuncts such as optical brighteners to 50 percent by weight of composition for builders. The treatment adjunct may include a surfactant system including further surfactants, fatty acids and/or salts thereof, enzymes, encapsulated benefit agents, soil release polymers,
P0000182 EP CPL hueing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzyme stabilizers, catalytic materials, bleaching agents, bleach catalysts, bleach activators, polymeric dispersing agents, soil removal/anti-redeposition agents, polymeric dispersing agents, polymeric grease cleaning agents, amphiphilic copolymers (including 5 those that are free of vinyl pyrrolidone), brighteners, suds suppressors, dyes, hueing agents, perfume, structure elasticizing agents, fabric softeners, carriers, fillers, hydrotropes, solvents, anti-microbial agents and/or preservatives, neutralizers and/or pH adjusting agents, processing aids, fillers, rheology modifiers or structurants, opacifiers, pearlescent agents, pigments, anti-corrosion and/or anti-tarnishing agents, and mixtures 10 thereof. The treatment adjunct may include a surfactant system, an optical brightener, a hueing agent, an alkoxylated polyalkyleneimine polymer, an amphiphilic polymer, a traditional DTI polymer, an external structuring system, or combinations thereof. The treatment adjunct may include an encapsulated benefit agent, which may be encapsulated perfume, 15 preferably where the encapsulated perfume comprises a shell surrounding a core, preferably where the shell is comprises amine compounds and/or acrylate polymers. Surfactant Compositions according to the present invention may comprise a further surfactant or 20 surfactant system wherein the surfactant can be selected from nonionic surfactants, anionic surfactants, cationic surfactants, ampholytic surfactants, further zwitterionic surfactants, semi- polar nonionic surfactants and mixtures thereof. Surfactant levels 25 Compositions of the invention preferably comprises from 0.1 % to 70%, more preferably 2 to 60%wt, from 1% to 50% or from 5% to about 40% or from 4 to 30 wt. %. Anionic surfactants Preferably, the composition comprises anionic surfactants such as sulfonate and sulfate 30 surfactants, preferably alkylbenzene sulphonates, alkyl sulfates and alkyl ether sulfates. The alkyl chain is preferably C10-C18. Alkyl ether sulfates are also called alcohol ether sulfates.
P0000182 EP CPL Commonly used in e.g. laundry liquid compositions are C12-C14 alkyl ether sulfates having a straight or branched chain alkyl group having 12 to 14 carbon atoms (C12-14) and containing an average of 1 to 3EO units per molecule. A preferred example is sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has 5 been ethoxylated with an average of 3EO units per molecule. Ethoxy units may be partially replaced by propoxy units in anionic and non-ionic surfactants. 10 The anionic surfactant is preferably added to the detergent composition in the form of a salt. Preferred cations are alkali metal ions, such as sodium and potassium. However, the salt form of the anionic surfactant may be formed in situ by neutralization of the acid form of the surfactant with alkali such as sodium hydroxide or an amine, such as mono-, di-, or 15 tri-ethanolamine. Weight ratios are calculated for the protonated form of the surfactant. Further examples of suitable anionic surfactants are rhamnolipids, alpha-olefin sulfonates, olefin sulfonates, alkene sulfonates, alkane-2,3-diylbis(sulfates), hydroxyalkanesulfonates and disulfonates, fatty alcohol sulfates (FAS), paraffin 20 sulfonates, ester sulfonates, sulfonated fatty acid glycerol esters, methyl ester sulfonate alkyl- or alkenylsuccinic acid, dodecenyl/tetradecenyl succinic acid (DTSA), fatty acid derivatives of amino acids, DATEM’s, CITREM’s and diesters and monoesters of sulfo- succinic acid. 25 C16 and/or C18 Alcohol ether sulfates Preferably, the composition comprises alkyl ether sulphate anionic surfactant. Preferably, the alkyl ether sulphate comprises from 12 to 18 carbon atoms. C12 based alkyl ether sulphates are well documented. 30 C12 based alkyl ether sulphates are well documented and may be present at any amount from 1 to 30% wt. of the composition. However, a further preferred ether sulfate is of the formula: R2-O-(CH2CH2O)pSO3H
P0000182 EP CPL Where R2 is selected from saturated, monounsaturated and polyunsaturated linear C16 and C18 alkyl chains and where p is from 3 to 20, preferably 4 to 12, more preferably 5 to 10. The mono-unsaturation is preferably in the 9 position of the chain, where the carbons are counted from the ethoxylate bound chain end. The double bond may be in a cis or 5 trans configuration (oleyl or elaidyl), but is preferably cis. The cis or trans ether sulfate CH3(CH2)7-CH=CH-(CH2)8O-(CH2CH2O)nSO3H, is described as C18:1(Δ9) ether sulfate. This follows the nomenclature CX:Y(ΔZ) where X is the number of carbons in the chain, Y is the number of double bonds and ΔZ the position of the double bond on the chain where the carbons are counted from the OH bound chain end. 10 Preferably, R2 is selected from saturated C16, saturated C18 and monounsaturated C18. More preferably, the saturated C16 is at least 90% wt. of the C16 content linear alkyl. As regards the C18 content, it is preferred that the predominant C18 moiety is C18:1, more preferably C18:1(Δ9). Preferably, the proportion of monounsaturated C18 constitutes at 15 least 50% wt. of the total C16 and C18 alkyl ether sulphate surfactant. More preferably, the proportion of monounsaturated C18 constitutes at least 60% wt., most preferably at least 75 of the total C16 and C18 alkyl ether sulphate surfactant. Preferably, the C16 alcohol ethoxylate surfactant comprises at least 2% wt. and more preferably, from 4% of the total C16 and C18 alkyl ether sulphate surfactant. 20 Preferably, the saturated C18 alkyl ether sulphate surfactant comprises up to 20% wt. and more preferably, up to11% of the total C16 and C18 alkyl ether sulphate surfactant. Preferably the saturated C18 content is at least 2% wt. of the total C16 and C18 alkyl ether sulphate content. 25 Where the composition comprises a mixture of the C16/18 sourced material for the alkyl ether sulphate as well as the more traditional C12 alkyl chain length materials it is preferred that the total C16/18 alkyl ether sulphate content should comprise at least 10% wt. of the total alkyl ether sulphate, more preferably at least 50%, even more preferably at least 70%, especially preferably at least 90% and most preferably at least 95% of alkyl 30 ether sulphate in the composition.
P0000182 EP CPL Ether sulfates are discussed in the Anionic Surfactants: Organic Chemistry edited by Helmut W. Stache (Marcel Dekker 1995), Surfactant Science Series published by CRC press. 5 Linear saturated or mono-unsaturated C20 and C22 ether sulfate may also be present. Preferably the weight fraction of sum of ‘C18 ether sulfate’ / ’C20 and C22 ether sulfate’ is greater than 10. Preferably the C16 and C18 ether sulfate contains less than 15 wt.%, more preferably 10 less than 8 wt.%, most preferably less than 4wt% and most preferably less than 2% wt. of the ether sulfate polyunsaturated ether sulfate. A polyunsaturated ether sulfate contains a hydrocarbon chains with two or more double bonds. Ether sulfate may be synthesised by the sulphonation of the corresponding alcohol 15 ethoxylate. The alcohol ethoxylate may be produced by ethoxylation of an alkyl alcohol. The alkyl alcohol used to produced the alcohol ethoxylate may be produced by transesterification of the triglyceride to a methyl ester, followed by distillation and hydrogenation to the alcohol. The process is discussed in Journal of the American Oil Chemists' Society.61 (2): 343–348 by Kreutzer, U. R. Preferred alkyl alcohol for the 20 reaction is oleyl alcohol with an iodine value of 60 to 80, preferably 70 to 75, such alcohol are available from BASF, Cognis, Ecogreen. The degree of polyunsaturation in the surfactant may be controlled by hydrogenation of the triglyceride as described in: A Practical Guide to Vegetable Oil Processing (Gupta 25 M.K. Academic Press 2017). Distillation and other purification techniques may be used. Ethoxylation reactions are described in Non-Ionic Surfactant Organic Chemistry (N. M. van Os ed), Surfactant Science Series Volume 72, CRC Press. Preferably the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH3. Even more preferred are catalyst which provide narrower ethoxy distribution than NaOH, 30 KOH, or NaOCH3. Preferably these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in WO2007/147866. Lanthanides may also be used. Such narrower distribution alcohol ethoxylates are available from Azo Nobel and Sasol.
P0000182 EP CPL Preferably the narrow ethoxy distribution has greater than 70 wt.%, more preferably greater than 80 w.t% of the ether sulfate R2-O-(CH2CH2O)pSO3H in the range R2-O- (CH2CH2O)zSO3H to R2-O-(CH2CH2O)wSO3H where q is the mole average degree of ethoxylation and x and y are absolute numbers, where z = p-p/2 and w = p+p/2. For 5 example when p=6, then greater than 70 wt.% of the ether sulfate should consist of ether sulfate with 3, 4, 5, 6, 7, 8, 9 ethoxylate groups. The ether sulfate weight is calculated as the protonated form: R2-O-(CH2CH2O)pSO3H. In the formulation it will be present as the ionic form R2-O-(CH2CH2O)pSO3⁻ with a 10 corresponding counter ion, preferred counter ions are group I and II metals, amines, most preferably sodium. Methyl Ester Ethoxylate (MEE) Preferably, the composition comprises methyl ester ethoxylate surfactant of the form: 15 R3(-C=O)-O-(CH2CH2-O)n-CH3 where R3COO is a fatty acid moiety, such as oleic, stearic, palmitic. Fatty acid nomenclature is to describe the fatty acid by 2 numbers A:B where A is the number of carbons in the fatty acid and B is the number of double bonds it contains. For example oleic is 18:1, stearic is 18:0 and palmitic 16:0. The position of the double bond on the 20 chain may be given in brackets, 18:1(9) for oleic, 18:2 (9,12) for linoleic where 9 if the number of carbons from the COOH end. The integer n is the mole average number of ethoxylates 25 Methyl Ester Ethoxylates (MEE) are described in chapter 8 of Biobased Surfactants (Second Edition) Synthesis, Properties, and Applications Pages 287-301 (AOCS press 2019) by G.A. Smith; J.Am.Oil. Chem.Soc. vol 74 (1997) page 847-859 by Cox M.E. and Weerasooriva U; Tenside Surf.Det. vol 28 (2001) page by 72-80 by Hreczuch et al; by C. Kolano. Household and Personal Care Today (2012) page 52-55; J.Am.Oil. Chem.Soc. 30 vol 72 (1995) page 781-784 by A.Hama et al. MEE may be produced the reaction of methyl ester with ethylene oxide, using catalysts based on calcium or magnesium. The catalyst may be removed or left in the MEE.
P0000182 EP CPL An alternative route to preparation is transesterification reaction of a methyl ester or esterification reaction of a carboxylic acid with a polyethylene glycol that is methyl terminated at one end of the chain. 5 The methyl ester may be produced by transesterification reaction of methanol with a triglyceride, or esterification reaction of methanol with a fatty acid. Transesterification reactions of a triglyceride to fatty acid methyl esters and glycerol are discussed in Fattah et al (Front. Energy Res., June 2020, volume 8 article 101) and references therein. Common catalysts for these reactions include sodium hydroxide, potassium hydroxide, 10 and sodium methoxide. Esterase and lipases enzyme may also be used. Triglycerides occur naturally in plant fats or oils, preferred sources are rapeseed oil, castor oil, maize oil, cottonseed oil, olive oil, palm oil, safflower oil, sesame oil, soybean oil, high steric/high oleic sunflower oil, high oleic sunflower oil, non-edible vegetable oils, tall oil and any mixture thereof and any derivative thereof. The oil from trees is called tall oil. Used food 15 cooking oils may be utilised. Triglycerides may also be obtained from algae, fungi, yeast or bacteria. Plant sources are preferred. Distillation and fractionation process may be used in the production of the methyl ester or carboxylic acid to produce the desired carbon chain distribution. Preferred sources of 20 triglyceride are those which contain less than 35%wt polyunsaturated fatty acids in the oil before distillation, fractionation, or hydrogenation. Fatty acid and methyl ester may be obtained from Oleochemical suppliers such as Wilmar, KLK Oleo, Unilever oleochemical Indonesia. Biodiesel is methyl ester and these sources may be used. 25 When ESB is MEE preferably has a mole average of from 8 to 30 ethoxylate groups (EO), more preferably from 10 to 20. The most preferred ethoxylate comprises 12 to 18EO. Preferably, at least 10% wt., more preferably at least 30% wt. of the total C18:1 MEE in the composition has from 9 to 11EO, even more preferably at least 10wt% is exactly 30 10EO. For example when the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. The methyl ester ethoxylate preferably has a mole average of from 8 to 13 ethoxylate groups (EO). The most preferred ethoxylate has a mol average of from 9 to 11EO, even
P0000182 EP CPL more preferably 10EO. When the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. In the context of the wider MEE contribution, it is preferred that at least 40wt% of the total MEE in the composition is C18:1. 5 In addition, it is preferred that the MEE component also comprises some C16 MEE. Accordingly, it is preferred that the total MEE component comprises from 5 to 50% wt. total MEE, C16 MEE. Preferably the C16 MEE is greater than 90wt%, more preferably greater than 95wt% C16:0. 10 Further, it is preferred that the total MEE component comprises less than 15% wt, more preferably less than 10wt%, most preferably less than 5wt% total MEE of polyunsaturated C18, i.e. C18:2 and C18:3. Preferably C18:3 is present at less than 1 wt%, more preferably less than 0.5wt%, most preferably essentially absent. The levels of 15 polyunsaturation may be controlled by distillation, fractionation or partial hydrogenation of the raw materials (triglyceride or methyl ester) or of the MEE. Further, it is preferred that the C18:0 component is less than 10wt% by weight of the total MEE present. 20 Further, it is preferred that the components with carbon chains of 15 or shorter comprise less than 4wt% by weight of the total MEE present. A particularly preferred MEE has 2 to 26 wt.% of the MEE C16:0 chains, 1 to 10 wt.% C18:0 chains, 50 to 85 wt.% C18:1 chains and 1 to 12 wt.% C18:2 chains. Preferred sources for the alkyl groups for the MEE include methyl ester derived from 25 distilled palm oil and distilled high oleic methyl ester derived from palm kernel oil, partially hydrogenated methyl ester of low euric rapeseed oil, methyl ester of high oleic sunflower oil, methyl ester of high oleic safflower oil and methyl ester of high oleic soybean oil. High Oleic oils are available from DuPont (Plenish high oleice soybean oil), Monsanto (Visitive Gold Soybean oil), Dow (Omega-9 Canola oil, Omega-9 sunflower oil), the 30 National Sunflower Association and Oilseeds International. Preferably the double bonds in the MEE are greater than 80wt% in the cis configuration. Preferably the 18:1 component is oleic. Preferably the 18:2 component is linoleic.
P0000182 EP CPL The methyl group of the methyl ester may be replace by an ethyl or propyl group. Methyl is most preferred. Preferably, the methyl ester ethoxylate comprises from 0.1 to 95% wt. of the composition methyl ester ethoxylate. More preferably the composition comprises from 2 to 40% MEE 5 and most preferably from 4 to 30% wt. MEE. Preferably, the composition comprises at least 50% wt. water but this depends on the level of total surfactant and is adjusted accordingly. Anionic surfactant weights are calculated as the protonated form. 10 Linear Alkyl Benzene Sulfonate Preferably, the composition comprises anionic surfactant LAS (linear alkyl benzene sulphonate). Suitable alkyl benzene sulphonate (LAS) may be obtained, by sulphonating commercially available linear alkyl benzene (LAB); suitable LAB includes low 2-phenyl LAB, such as those supplied by Sasol under the tradename Isochem(R) or those supplied 15 by Petresa under the tradename Petrelab(R), other suitable LAB include high 2 -phenyl LAB, such as those supplied by Sasol under the tradename Hyblene(R). A suitable anionic detersive surfactant is alkyl benzene sulphonate that is obtained by DETAL catalyzed process, although other synthesis routes, such as HF, may also be suitable. In one aspect a magnesium salt of LAS is used. 20 Suitable linear alkylbenzene sulfonates include those with an alkyl chain length of from 10 to 18, preferably 11 to 15 carbon atoms, more preferably with an average chain length of C12. Each alkyl chain homologue consists of a mixture of all the possible sulfophenyl isomers except for the 1-phenyl isomer. LAS is normally formulated into compositions in 25 acid (i.e. HLAS) form and then at least partially neutralized in-situ. LAS is normally formulated into compositions in acid (i.e. HLAS) form and then at least partially neutralized in-situ. Preferably, linear alkyl benzene sulphonate surfactant is present at from 1 to 20% wt., more preferably from 2 to 15% wt. of the composition, most 30 preferably 8 to 12 wt.%.
P0000182 EP CPL Nonionic surfactants Preferably, the composition comprises nonionic surfactant including the any of alcohol ethoxylates, alkoxylated fatty acid alkyl esters, alkylpolyglycosides (APGs), alkoxylated amines, ethoxylated glycerol esters, fatty acid monoethanolamides, fatty acid 5 diethanolamides, ethoxylated fatty acid monoethanolamides, propoxylated fatty acid monoethanolamides, polyhydroxyalkyl fatty acid amides, or N-acyl N-alkyl derivatives of glucosamine, polysorbates (TWEENS) or mixtures thereof. A composition of the invention may contain amphoteric (zwitterionic) and/or cationic 10 surfactants) alone or in addition to the non-soap anionic and/or nonionic surfactants described above. Specific cationic surfactants include C8 to C18 alkyl dimethyl ammonium halides and derivatives thereof in which one or two hydroxyethyl groups replace one or two of the 15 methyl groups, and mixtures thereof. Cationic surfactants include quaternary ammonium compounds. Specific amphoteric (zwitterionic) surfactants include amine oxides having alkyl radicals 20 containing from about 8 to about 22 carbon atoms preferably selected from C12, C14, C16 ,C18 and C18:1, the term “alkyl” being used to include the alkyl portion of higher acyl radicals. Preferred amine oxides are alkyl dimethyl amine oxide and alkyl amido propyl dimethyl 25 amine oxide, more preferably alkyl dimethyl amine oxide. Especially preferred are lauryl dimethylamine oxide, coco dimethyl amine oxide and coco amido propyl dimethyl amine oxide. Some compositions e.g. hard surface cleaning compositions may be free from anionic 30 surfactant, e.g. cationic actives e.g. quaternary ammonium compounds. Some compositions such as fabric softening compositions may comprise low levels (less than 4%wt) or may be free from anionic or cationic surfactant.
P0000182 EP CPL The composition may comprise a fabric softening active. These may be any material known to soften fabrics. These may be polymeric materials or compounds known to soften materials. Examples of suitable fabric softening actives include: quaternary 5 ammonium compounds, silicone polymers, polysaccharides, clays, amines, fatty esters, fatty N-oxides, dispersible polyolefins, polymer latexes and mixtures thereof. The fabric softening actives may preferably be cationic or non-ionic materials. Preferably, the fabric softening actives of the present invention are cationic materials. The preferred 10 softening actives for use in fabric conditioner compositions of the invention are quaternary ammonium compounds (QAC). Most preferably the quaternary ammonium compounds are tri-ethanol amine quaternary ammonium (TEA) compounds. The quaternary ammonium compounds may comprise fatty acid chains from any suitable source, preferably palm oil or tallow. It may be preferred that the fatty acid chains are sourced 15 from plant sources. Product Form Composition may take any suitable form including liquids or solids and may include unit dose formulations e.g. composition enclosed within a water-soluble polymeric film, 20 delayed delivery formulation, dilutable formulations, compositions contained on or in a porous substrate or nonwoven sheet, liquids in bulk storage for autodosing washing machines, and other suitable forms. Dilutable means that the consumer can purchase a concentrated product and take the concentrate home where it can be diluted for use. 25 Liquid compositions “Liquid” compositions have a continuous phase or predominant part of the composition in the form of a liquid and are flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes. 30 Liquids may be provided in bulk storage reservoirs, typically for auto-dosing washing machines. Bulk storage reservoirs hold multiple doses (i.e. for multiple washing cycle), preferably from 80ml – 3000 ml of liquid. A typical example of such a machine is found in
P0000182 EP CPL EP-A-3071742 (Electrolux). Bulk storage reservoirs may be provided as pre-filled cartridges or the consumer may purchase liquids in a e.g. pouch and then empty the contents into a bulk storage reservoir of the washing machine. 5 Liquid compositions may contain from 10-80wt% water but this is dependent on the level of surfactant. Solid compositions can take a variety of physical solid forms including forms such as powder, granule, ribbon, noodle, paste, tablet, flake, pastille and bar, and preferably the 10 composition is in the form of powder, granules or a tablet. Solid compositions may preferably be in a form selected from powder, unit dose or pouch form, tablet, bar, or flake. Solid compositions preferably have a density of more than 350 grams/litre, more 15 preferably more than 450 grams/litre or even more than 570 grams/litre. Solid laundry detergent compositions according to the present invention are preferably free flowing. Preferably the composition is used for laundering fabrics using manual- washing method. Preferably, the composition of the present invention is a solid laundry 20 detergent composition. Preferably the composition is in the form of a spray -dried powder or particulate free-flowing form. Viscosity The viscosity of liquid compositions is preferably from 1 to about 10,000 mPa.s at 25°C 25 at a shear rate of 21 sec-1. This shear rate is the shear rate that is usually exerted on the liquid when poured from a bottle. In some cases, e.g.laundry detergent liquids the viscosity is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec-1 Pourable liquid detergent compositions 30 preferably have a viscosity of from 200 to 1,500 mPa.s, preferably from 200 to 700 mPa.s.
P0000182 EP CPL In some cases e.g. hard surface cleaners preferably have a viscosity at 25°C of 1 to 1000 mPa.s @ 20 s-1. The viscosity is measured using an AR 1000 Rheometer (TA instruments) using a 4 cm, 2° cone-plate geometry @ 20 s-1 and 25°C. Depending on the required use characteristics the composition may be more or less viscous. For example, a 5 more water thin viscosity is desired if the composition is to be used in a trigger spray bottle. If dispensed from a squeeze bottle, a more viscous consistency may be desired. A more viscous viscosity may also be desired if the cleaning product is a toilet cleaning product. Preferably the composition has a viscosity of 100 to 700 mPa.s @ 20 s-1 and more preferably of 200 to 600 mPa.s @ 20 s-1. The desired viscosity can suitably be 10 obtained by known methods like for example the use of a viscosity modifying agent. Water levels depend on the level of total surfactant and is adjusted accordingly. Compositions, such as hard surface cleaning compositions may be aqueous that is to say, the composition comprises water. The amount of water will depend on the desired 15 concentration of the other ingredients but will at least be 75 wt%, like for example at least 85 wt% or at least 90 wt%, but typically not more than 99 wt%. The amount of water preferably is from 80 to 99 wt%, more preferably 80 to 95 wt% and even more preferably 85 to 95 wt%. 20 Optional Ingredients The compositions of the present invention may contain further optional home care ingredients including further surfactants, builders, sequestrants, organic acids, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, dye transfer inhibiting agents, alkoxylated cationic or zwitterionic di or polyamine polymers, 25 anti-redeposition polymers e.g. alkoxylated polyamines, soil release polymers, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, thickening polymers, foam boosters, antifoams, insect repellents, dyes e.g. shading or hueing dyes, preservatives (e.g., bactericides), pH buffering agents, perfume, perfume delivery systems including perfume microcapsules preferably with cationic deposition 30 aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids, solvents and/or pigments and mixtures thereof, anti-wrinkle agents, anti-shrinking agents, anti-oxidants, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids, antifoams, colourants, pearlisers and/or opacifiers, processing aids, e.g.
P0000182 EP CPL electrolytes, hygiene agents, such as anti-bacterials and antifungals e.g. quaternary ammonium compound, organic acid, hydrogen peroxide or chloroxylenol, skin benefit agents, anti-redeposition agents, sunscreens, or any combination thereof. 5 External Structurants for liquid detergents Compositions of the invention may have their rheology further modified by use of one or more external structurants which form a structuring network within the composition. Examples of such materials include crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre. The presence of an external structurant 10 may provide shear thinning rheology and may also enable materials such as encapsulates and visual cues to be suspended stably in the liquid. The composition preferably comprises a crystallizable glyceride. The crystallizable glyceride is useful in forming an external structuring system as described in WO2011/031940, the contents of which, in particular as regards 15 manufacture of the ESS are incorporated by reference. Where an ESS is present it is preferred that the ESS of the present invention preferably comprises: (a) crystallizable glyceride(s); (b) alkanolamine; (c) anionic surfactant; (d) additional components; and (e) optional components.
Claims
P0000182 EP CPL Claims 1. A fabric treatment composition comprising a betaine-functionalised APG comprising the structure (I):
5 wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of:
and H and wherein no more than - 2 of the R groups R1, R2, R3, and R4 is:
10 and the structure (II):
P0000182 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; 5 R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
and H, 10 wherein no more than 2 of the R groups R5, R6, R7, R8; R9, R10 and R11 are
. 2. A fabric treatment composition according to claim 1 comprising a further surfactant. 15 3. A fabric treatment composition according to any of claims 1 –2 wherein the further surfactant is an anionic and/or a non-ionic surfactant.
P0000182 EP CPL 4. A fabric treatment composition according to any of claims 1 –3 wherein any additional dye transfer (DTI) compounds or polymers present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at zero %wt. 5 5. A method of reducing dye transfer from a coloured or dyed fabric to another fabric during exposure to aqueous substrate treatment solutions, the method comprising the step of treating fabrics with a composition of any of claims 1 – 4. 6. Use of a fabric treatment composition comprising a betaine-functionalised 10 compound according to any of claims 1-4 to reduce dye transfer from a coloured or dyed fabric to another fabric during a washing process.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP22210005 | 2022-11-28 | ||
EP22210005.9 | 2022-11-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2024115130A1 true WO2024115130A1 (en) | 2024-06-06 |
Family
ID=84364300
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2023/082149 WO2024115130A1 (en) | 2022-11-28 | 2023-11-16 | Substrate treatment compositions |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2024115130A1 (en) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6958315B1 (en) * | 2003-09-24 | 2005-10-25 | Colonial Chemical | Amphoteric surfactants based upon alkyl polyglucoside |
WO2007147866A1 (en) | 2006-06-23 | 2007-12-27 | Akzo Nobel N.V. | Process for preparation of alkoxylated alkylamines / alkyl ether amines with peaked distribution |
WO2011031940A1 (en) | 2009-09-14 | 2011-03-17 | The Procter & Gamble Company | External structuring system for liquid laundry detergent composition |
US20110312867A1 (en) * | 2010-06-21 | 2011-12-22 | Ecolab Usa Inc. | Betaine functionalized alkyl polyglucosides for enhanced food soil removal |
CN104323925A (en) * | 2014-09-29 | 2015-02-04 | 江苏万淇生物科技有限公司 | Bath lotion being green, environmental-protective and gentle and containing glucoside derivative |
EP3071742A1 (en) | 2013-11-20 | 2016-09-28 | Electrolux Appliances Aktiebolag | Laundry washing machine with detergent drawer comprising a control panel |
US20220348844A1 (en) * | 2019-09-26 | 2022-11-03 | Colonial Chemical, Inc. | Blends of functionalized poly alkyl glucosides for laundry soil removal |
-
2023
- 2023-11-16 WO PCT/EP2023/082149 patent/WO2024115130A1/en unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6958315B1 (en) * | 2003-09-24 | 2005-10-25 | Colonial Chemical | Amphoteric surfactants based upon alkyl polyglucoside |
WO2007147866A1 (en) | 2006-06-23 | 2007-12-27 | Akzo Nobel N.V. | Process for preparation of alkoxylated alkylamines / alkyl ether amines with peaked distribution |
WO2011031940A1 (en) | 2009-09-14 | 2011-03-17 | The Procter & Gamble Company | External structuring system for liquid laundry detergent composition |
US20110312867A1 (en) * | 2010-06-21 | 2011-12-22 | Ecolab Usa Inc. | Betaine functionalized alkyl polyglucosides for enhanced food soil removal |
EP3071742A1 (en) | 2013-11-20 | 2016-09-28 | Electrolux Appliances Aktiebolag | Laundry washing machine with detergent drawer comprising a control panel |
CN104323925A (en) * | 2014-09-29 | 2015-02-04 | 江苏万淇生物科技有限公司 | Bath lotion being green, environmental-protective and gentle and containing glucoside derivative |
US20220348844A1 (en) * | 2019-09-26 | 2022-11-03 | Colonial Chemical, Inc. | Blends of functionalized poly alkyl glucosides for laundry soil removal |
Non-Patent Citations (8)
Title |
---|
A.HAMA, J.AM.OIL. CHEM.SOC., vol. 72, 1995, pages 781 - 784 |
C. KOLANO, HOUSEHOLD AND PERSONAL CARE TODAY, 2012, pages 52 - 55 |
COX M.E.WEERASOORIVA U: "J.Am.Oil. Chem.Soc.", vol. 74, 1997, pages: 847 - 859 |
FATTAH ET AL., FRONT. ENERGY RES., vol. 8, June 2020 (2020-06-01) |
G.A. SMITH: "Surfactant Organic Chemistry", vol. 72, 2019, AOCS PRESS, article "Synthesis, Properties, and Applications", pages: 287 - 301 |
GUPTA M.K.: "A Practical Guide to Vegetable Oil Processing", 2017, ACADEMIC PRESS |
HRECZUCH ET AL., TENSIDE SURF.DET., vol. 28, 2001, pages 72 - 80 |
KREUTZER, U. R, JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 61, no. 2, pages 343 - 348 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP3666868B1 (en) | Cleaning compositions containing branched alkyl sulfate surfactants and linear alkyl sulfate surfactants | |
EP3374486B1 (en) | Cleaning compositions containing a branched alkyl sulfate surfactant and a short-chain nonionic surfactant | |
KR102294794B1 (en) | Detergent containing amine oxide | |
JPH0559394A (en) | Detergent composition | |
US11879110B2 (en) | Alkylbenzenesulfonate surfactants | |
CA2599224A1 (en) | Detergent compositions with unique builder system for enhanced stain removal | |
WO2016160407A1 (en) | Detergents based on alpha-sulfonated fatty ester surfactants | |
US10647944B2 (en) | Cleaning compositions containing branched alkyl sulfate surfactant with little or no alkoxylated alkyl sulfate | |
WO2016196555A1 (en) | Cold-water cleaning method | |
WO2017079959A1 (en) | Detergent compositions | |
JPH03134096A (en) | Detergent composition | |
WO2024115130A1 (en) | Substrate treatment compositions | |
WO2024115118A1 (en) | Substrate treatment compositions | |
AU2020263826B2 (en) | Surfactant systems | |
WO2024115128A1 (en) | Substrate treatment compositions | |
EP3458565A1 (en) | Pre-treatment composition for fabric stains | |
WO2024133176A1 (en) | Optical brightening agents | |
CN110709497A (en) | Detergent compositions comprising AES surfactants having alkyl chain lengths of fourteen total carbons | |
EP3272850A1 (en) | Easy ironing/anti-wrinkle/less crease benefit of fabric treatment compositions with the help of soil release polymers | |
EP3327108A1 (en) | Easy ironing/anti-wrinkle/less crease benefit of detergents with the help of bentonite or its derivatives | |
WO2024132931A1 (en) | Optical brightening agents | |
JP7548727B2 (en) | Cleaning compositions containing branched alkyl sulfate surfactants and linear alkyl sulfate surfactants | |
WO2024133175A1 (en) | Optical brightening agents |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23806312 Country of ref document: EP Kind code of ref document: A1 |