US3919107A - Built detergent compositions containing dextrin esters of poly carboxylic acids - Google Patents
Built detergent compositions containing dextrin esters of poly carboxylic acids Download PDFInfo
- Publication number
- US3919107A US3919107A US344465A US34446573A US3919107A US 3919107 A US3919107 A US 3919107A US 344465 A US344465 A US 344465A US 34446573 A US34446573 A US 34446573A US 3919107 A US3919107 A US 3919107A
- Authority
- US
- United States
- Prior art keywords
- acid
- weight
- carbon atoms
- ether sulfate
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000000203 mixture Substances 0.000 title claims abstract description 128
- 239000003599 detergent Substances 0.000 title claims abstract description 84
- 229920001353 Dextrin Polymers 0.000 title claims abstract description 29
- 239000004375 Dextrin Substances 0.000 title claims abstract description 29
- 235000019425 dextrin Nutrition 0.000 title claims abstract description 29
- 150000002148 esters Chemical class 0.000 title description 7
- 150000001735 carboxylic acids Chemical class 0.000 title description 4
- 150000003839 salts Chemical class 0.000 claims abstract description 37
- 239000004094 surface-active agent Substances 0.000 claims abstract description 25
- -1 N-methyl-4-oxo-piperidone oxide Chemical compound 0.000 claims description 87
- 125000004432 carbon atom Chemical group C* 0.000 claims description 68
- 239000011734 sodium Substances 0.000 claims description 60
- 229910052708 sodium Inorganic materials 0.000 claims description 60
- 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 claims description 58
- 150000001875 compounds Chemical class 0.000 claims description 47
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 31
- 239000007844 bleaching agent Substances 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000002253 acid Substances 0.000 claims description 24
- 239000003760 tallow Substances 0.000 claims description 16
- 125000000864 peroxy group Chemical group O(O*)* 0.000 claims description 15
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 13
- 238000007046 ethoxylation reaction Methods 0.000 claims description 13
- 239000012190 activator Substances 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 10
- 150000001768 cations Chemical class 0.000 claims description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 229910002651 NO3 Inorganic materials 0.000 claims description 9
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 9
- 238000006467 substitution reaction Methods 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 244000060011 Cocos nucifera Species 0.000 claims description 7
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 7
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 claims description 6
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 5
- 229910052744 lithium Inorganic materials 0.000 claims description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 5
- IOSXLUZXMXORMX-UHFFFAOYSA-N 1-ethenoxypentane Chemical group CCCCCOC=C IOSXLUZXMXORMX-UHFFFAOYSA-N 0.000 claims description 4
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 claims description 4
- GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-N 0.000 claims description 4
- GCAIEATUVJFSMC-UHFFFAOYSA-N benzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1C(O)=O GCAIEATUVJFSMC-UHFFFAOYSA-N 0.000 claims description 4
- RRDBXTBGGXLZHD-UHFFFAOYSA-N benzene-1,4-dicarboperoxoic acid Chemical compound OOC(=O)C1=CC=C(C(=O)OO)C=C1 RRDBXTBGGXLZHD-UHFFFAOYSA-N 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- MLTWWHUPECYSBZ-UHFFFAOYSA-N ethene-1,1,2-triol Chemical group OC=C(O)O MLTWWHUPECYSBZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000011065 in-situ storage Methods 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- IQVLXQGNLCPZCL-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate Chemical compound CC(C)(C)OC(=O)NCCCCC(NC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O IQVLXQGNLCPZCL-UHFFFAOYSA-N 0.000 claims description 3
- CIOXZGOUEYHNBF-UHFFFAOYSA-N (carboxymethoxy)succinic acid Chemical compound OC(=O)COC(C(O)=O)CC(O)=O CIOXZGOUEYHNBF-UHFFFAOYSA-N 0.000 claims description 3
- YAOJJEJGPZRYJF-UHFFFAOYSA-N 1-ethenoxyhexane Chemical group CCCCCCOC=C YAOJJEJGPZRYJF-UHFFFAOYSA-N 0.000 claims description 3
- SRSJBAFHUBRCAH-UHFFFAOYSA-O 1-methylpiperidin-1-ium-4-one;nitrate Chemical compound [O-][N+]([O-])=O.C[NH+]1CCC(=O)CC1 SRSJBAFHUBRCAH-UHFFFAOYSA-O 0.000 claims description 3
- JUVDEAXMLQQRFP-UHFFFAOYSA-N 1h-imidazol-2-yl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)C1=NC=CN1 JUVDEAXMLQQRFP-UHFFFAOYSA-N 0.000 claims description 3
- RYTWPAUCABOYJP-UHFFFAOYSA-N 2-(3-oxocyclohexyl)acetic acid Chemical compound OC(=O)CC1CCCC(=O)C1 RYTWPAUCABOYJP-UHFFFAOYSA-N 0.000 claims description 3
- ZZBHBQQTYFOSNB-UHFFFAOYSA-N 2-(4-methylmorpholin-4-ium-4-yl)-1-phenylethanone;nitrate Chemical compound [O-][N+]([O-])=O.C=1C=CC=CC=1C(=O)C[N+]1(C)CCOCC1 ZZBHBQQTYFOSNB-UHFFFAOYSA-N 0.000 claims description 3
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 claims description 3
- ZUGHSJIRMAZPBK-UHFFFAOYSA-N 4-chlorobenzene-1,2-dicarboperoxoic acid Chemical compound OOC(=O)C1=CC=C(Cl)C=C1C(=O)OO ZUGHSJIRMAZPBK-UHFFFAOYSA-N 0.000 claims description 3
- ZJAFQAPHWPSKRZ-UHFFFAOYSA-N 4-nitrobenzenecarboperoxoic acid Chemical compound OOC(=O)C1=CC=C([N+]([O-])=O)C=C1 ZJAFQAPHWPSKRZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- QNSOHXTZPUMONC-UHFFFAOYSA-N benzene pentacarboxylic acid Natural products OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O QNSOHXTZPUMONC-UHFFFAOYSA-N 0.000 claims description 3
- KXEMXOYVVPLGSD-UHFFFAOYSA-N benzene-1,3-dicarboperoxoic acid Chemical compound OOC(=O)C1=CC=CC(C(=O)OO)=C1 KXEMXOYVVPLGSD-UHFFFAOYSA-N 0.000 claims description 3
- RNFNDJAIBTYOQL-UHFFFAOYSA-N chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 claims description 3
- 229960002327 chloral hydrate Drugs 0.000 claims description 3
- DCZFGQYXRKMVFG-UHFFFAOYSA-N cyclohexane-1,4-dione Chemical compound O=C1CCC(=O)CC1 DCZFGQYXRKMVFG-UHFFFAOYSA-N 0.000 claims description 3
- YKFKEYKJGVSEIX-UHFFFAOYSA-N cyclohexanone, 4-(1,1-dimethylethyl)- Chemical compound CC(C)(C)C1CCC(=O)CC1 YKFKEYKJGVSEIX-UHFFFAOYSA-N 0.000 claims description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- IREPGQRTQFRMQR-UHFFFAOYSA-N furantetracarboxylic acid Chemical compound OC(=O)C=1OC(C(O)=O)=C(C(O)=O)C=1C(O)=O IREPGQRTQFRMQR-UHFFFAOYSA-N 0.000 claims description 3
- 125000001046 glycoluril group Chemical group [H]C12N(*)C(=O)N(*)C1([H])N(*)C(=O)N2* 0.000 claims description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- CWKLZLBVOJRSOM-UHFFFAOYSA-N methyl pyruvate Chemical compound COC(=O)C(C)=O CWKLZLBVOJRSOM-UHFFFAOYSA-N 0.000 claims description 3
- UFOIOXZLTXNHQH-UHFFFAOYSA-N oxolane-2,3,4,5-tetracarboxylic acid Chemical compound OC(=O)C1OC(C(O)=O)C(C(O)=O)C1C(O)=O UFOIOXZLTXNHQH-UHFFFAOYSA-N 0.000 claims description 3
- 125000005342 perphosphate group Chemical group 0.000 claims description 3
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 3
- 239000002243 precursor Substances 0.000 claims description 3
- XFTOTHNHXWGHQR-UHFFFAOYSA-N 1,1-dimethylpiperidin-1-ium-4-one Chemical compound C[N+]1(C)CCC(=O)CC1 XFTOTHNHXWGHQR-UHFFFAOYSA-N 0.000 claims description 2
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 claims description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 2
- QPOWUYJWCJRLEE-UHFFFAOYSA-N dipyridin-2-ylmethanone Chemical compound C=1C=CC=NC=1C(=O)C1=CC=CC=N1 QPOWUYJWCJRLEE-UHFFFAOYSA-N 0.000 claims description 2
- 150000002484 inorganic compounds Chemical class 0.000 claims description 2
- 229910010272 inorganic material Inorganic materials 0.000 claims description 2
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 claims 2
- ZUHRWOJETIUWJE-UHFFFAOYSA-L 1-methyl-1-[[4-[(1-methyl-4-oxopiperidin-1-ium-1-yl)methyl]phenyl]methyl]piperidin-1-ium-4-one;dichloride Chemical compound [Cl-].[Cl-].C=1C=C(C[N+]2(C)CCC(=O)CC2)C=CC=1C[N+]1(C)CCC(=O)CC1 ZUHRWOJETIUWJE-UHFFFAOYSA-L 0.000 claims 1
- 229920005646 polycarboxylate Polymers 0.000 abstract description 3
- 229910052799 carbon Inorganic materials 0.000 description 21
- 235000013350 formula milk Nutrition 0.000 description 16
- 150000001721 carbon Chemical group 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 150000007513 acids Chemical class 0.000 description 14
- 125000000129 anionic group Chemical group 0.000 description 14
- 239000000271 synthetic detergent Substances 0.000 description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
- 239000004615 ingredient Substances 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 12
- 229910052700 potassium Inorganic materials 0.000 description 11
- 239000011591 potassium Substances 0.000 description 11
- 241000894007 species Species 0.000 description 11
- 238000004140 cleaning Methods 0.000 description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 229920002472 Starch Polymers 0.000 description 8
- 239000007859 condensation product Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 230000002209 hydrophobic effect Effects 0.000 description 8
- 235000019698 starch Nutrition 0.000 description 8
- 239000003240 coconut oil Substances 0.000 description 7
- 235000019864 coconut oil Nutrition 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 7
- 239000000344 soap Substances 0.000 description 7
- 239000008107 starch Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000001931 aliphatic group Chemical class 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- ILRSCQWREDREME-UHFFFAOYSA-N dodecanamide Chemical compound CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 6
- 150000002191 fatty alcohols Chemical class 0.000 description 6
- 150000004676 glycans Chemical class 0.000 description 6
- 229920001282 polysaccharide Polymers 0.000 description 6
- 239000005017 polysaccharide Substances 0.000 description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 6
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 6
- 229920000945 Amylopectin Polymers 0.000 description 5
- 102000004190 Enzymes Human genes 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 229940088598 enzyme Drugs 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 229920002527 Glycogen Polymers 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229920000388 Polyphosphate Polymers 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 229940096919 glycogen Drugs 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000001205 polyphosphate Substances 0.000 description 4
- 235000011176 polyphosphates Nutrition 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- 229920000856 Amylose Polymers 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000007824 aliphatic compounds Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 229940096386 coconut alcohol Drugs 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical class OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229940116335 lauramide Drugs 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 235000019832 sodium triphosphate Nutrition 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910002056 binary alloy Inorganic materials 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229910003002 lithium salt Inorganic materials 0.000 description 2
- 159000000002 lithium salts Chemical class 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229940043348 myristyl alcohol Drugs 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
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- 235000013875 sodium salts of fatty acid Nutrition 0.000 description 1
- AOVQVJXCILXRRU-UHFFFAOYSA-M sodium;2-(dodecylamino)ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCNCCOS([O-])(=O)=O AOVQVJXCILXRRU-UHFFFAOYSA-M 0.000 description 1
- RTVVXRKGQRRXFJ-UHFFFAOYSA-N sodium;2-sulfobutanedioic acid Chemical compound [Na].OC(=O)CC(C(O)=O)S(O)(=O)=O RTVVXRKGQRRXFJ-UHFFFAOYSA-N 0.000 description 1
- HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-M succinamate Chemical compound NC(=O)CCC([O-])=O JDVPQXZIJDEHAN-UHFFFAOYSA-M 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical class NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 229940044609 sulfur dioxide Drugs 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 235000010269 sulphur dioxide Nutrition 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000004026 tertiary sulfonium compounds Chemical class 0.000 description 1
- 150000004685 tetrahydrates Chemical group 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical class [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- GHTMQNZCRVHCQP-UHFFFAOYSA-J tetrasodium;4-[1,2-dicarboxyethyl(octadecyl)amino]-4-oxo-2-sulfobutanoate Chemical compound [Na+].[Na+].[Na+].[Na+].CCCCCCCCCCCCCCCCCCN(C(CC(O)=O)C(O)=O)C(=O)CC(C([O-])=O)S(O)(=O)=O.CCCCCCCCCCCCCCCCCCN(C(CC(O)=O)C(O)=O)C(=O)CC(C([O-])=O)S(O)(=O)=O.CCCCCCCCCCCCCCCCCCN(C(CC(O)=O)C(O)=O)C(=O)CC(C([O-])=O)S(O)(=O)=O.CCCCCCCCCCCCCCCCCCN(C(CC(O)=O)C(O)=O)C(=O)CC(C([O-])=O)S(O)(=O)=O GHTMQNZCRVHCQP-UHFFFAOYSA-J 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/226—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin esterified
Definitions
- sodium tripolyphosphates are most widely used in granular detergent compositions, whereas potassium pyrophosphates are preferred for use in liquid detergent compositions. That latter choice is in order because tripolyphosphates hydrolyze in liquid medium thereby forming a certain amount of orthophosphate which tends to adversely effect cleaning performance.
- U.S. Pat. No. 2,311,008, Tucker discloses water-soluble salts of aliphatic polycarboxylic acids containing, per molecule, three or more carboxyl groups, as well as ether groupings. These salts can advantageously be used for water-softening; they can be prepared by etherifying polyhydroxy substances such as starch, glucose, gums and the like, or polyhydr'ic alcohols such as glycerol, sorbitol, mannitol, xylitol.
- US. Pat. No. 3,634,392, Lyness discloses carboxymethylated derivatives of diand tri-saccharide compounds as detergent builders. It is known, however, that the prior art carbohydrate derivatives, although possessing detergency characteristics in combination with surface-active agents, are not well suitable for being used because of their deficient bioegradability characteristics.
- compositions which are substantially free of phosphoruscontaining builder salts.
- Said compositions, especially the detergent builder component are biodegradable and thus can be degraded under naturally occurring conditions, i.e., they do not have, with respect to ecological conditions, the shortcomings of polyphosphates and the like detergent builder ingredients known in the art.
- n is an integer from about 20 to about 120; Y is selected from the group consisting of hydrogen and polycarboxylic moieties; the degree of substitution 1 (DS) is in the range from about 0.2 to 3; whereby the j weight ratio of said organic surface active agents to said builders is in the range from about 20:1 to about 1: l5.
- compositions of this invention comprise (l) a water-soluble salt of an organic surface-active agent; and (2) a detergent builder derived from a low molecular weight carbohydrate esterified with polycarboxylic acids. Each of these components is discussed in detail hereinafter.
- the instant detergent compositions comprise from about 5% to about 95%, preferably from about 20% to about of a water-soluble organic surface-active agent selected from the group consisting of anionic,
- Anionic Soap and Non-Soap Synthetic Detergents includes ordinary alkali metal soaps such as the sodium, potassium, ammonium and alkylolammonium salts of higher fatty acids containing from about eight to about 24 carbon atoms and preferably from about l to about 20 carbon atoms.
- Suitable fatty acids can be obtained from natural sources such as, for instance, from plant or animal esters (e.g., palm oil, coconut oil, babassu oil, soybean oil, castor oil, tallow, whale and fish oils, grease, lard, and mixtures thereof).
- the fatty acids also can be synthetically prepared (e.g., by the oxidation of petroleum, or by hydrogenation of carbon monoxide by the Fischer-Tropsch process).
- Resin acids are suitable such as rosin and those resin acids in tall oil.
- Napthenic acids are also suitable.
- Sodium and potassium soaps can be made by direct saponification of the fats and oils or by the neutralization of the free fatty acids which are prepared in a separate manufacturing process. Particularly useful are the sodium and potassium salts of the mixtures of fatty acids derived from coconut oil and tallow, i.e., sodium or potassium tallow and coconut soap.
- This class of detergents also includes water-soluble salts, particularly the alkali metal salts of organic sulfuric reaction products having in their molecular structure an alkyl radical containing from about eight to about 22 carbon atoms and a sulfonic acid or sulfuric acid ester radical.
- alkyl is the alkyl portion of higher acyl radicals.
- this group of synthetic detergents which form a part of the preferred built detergent compositions of the present invention are the sodium or potassium alkyl sulfates, especially those obtained by sulfating the higher alcohols (C, C carbon atoms) produced by reducing the glycerides of tallow or coconut oil; sodium or potassium alkyl benzene sulfonates, in which the alkyl group contains from about nine to about carbon atoms, in straight chain or branched chain configuration, e.g., those of the type described in US. Pat. Nos.
- 2,220,099 and 2,477,383 (especially valuable are linear straight chain alkyl benzene sulfonates in which the average of the alkyl groups is about 13 carbon atoms abbreviated hereinafter as C,,LAS); sodium alkyl glyceryl ether sulfonates, especially those ethers of higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulfonates and sulfates; sodium or potassium salts of alkyl phenol ethylene oxide ether sulfate with about one to about l0 units of ethylene oxide per molecule and in which the alkyl radicals contain about eight to about 12 carbon atoms.
- C,,LAS linear straight chain alkyl benzene sulfonates in which the average of the alkyl groups is about 13 carbon atoms abbreviated hereinafter as C,,LAS
- sodium alkyl glyceryl ether sulfonates especially those
- Anionic phosphate surfactants are also useful in the present invention. These are surface active materials having substantial detergent capability in which the anionic solubilizing group connecting hydrophobic moieties is an oxyacid of phosphorus.
- the more common solubilizing groups are SO,H, SO H,
- Alkyl phosphate esters such as (RO),.
- R represents an alkyl chain containing from about eight to about carbon atoms are useful.
- esters can be modified by including in the molecule from one to about 40 alkylene oxide units, e.g., ethylene oxide units.
- Formulae for these modified phosphate anionic detergents are in which R represents an alkyl group containing from about eight to 20 carbon atoms, or an alkylphenyl group in which the alkyl group contains from about eight to 20 carbon atoms, and M represents a soluble cation such as hydrogen, sodium, potassium, ammonium or substituted ammonium; and in which n is an integer from I to about 40.
- Suitable anionic organic detergents particularly useful in this invention includes salts of 2- acyloxy-alkane-lsulfonic acids. These salts have the formula where R is alkyl of about nine to about 23 carbon atoms (forming with the two carbon atoms an alkane group); R is alkyl of one to about eight carbon atoms; and M is a salt-forming radical.
- the salt-forming radical M in the hereinbefore described structural formula is a water-solubilizing cation and can be, for example, an alkali metal cation (e.g., sodium, potassium, lithium), ammonium or substituted-ammonium cation.
- alkali metal cation e.g., sodium, potassium, lithium
- substituted ammonium cations include methyl-, dimethyl-, and trimethylammonium cations and quaternary ammonium cations such as tetramethyl-ammonium and dimethyl piperdinium cations and those derived from alkylamines such as ethylamine, diethylamine, triethylamine, mixtures thereof, and the like.
- Preferred beta-acyloxy-alkane-l-sulfonate salts therein are the alkali metal salts of beta-acetoxyalkanel -sulfonic acids corresponding to the above for mula wherein R, is an alkyl of about 12 to about 16 carbon atoms, these salts being preferred from the standpoints of their excellent cleaning properties and ready where R is a straight chain alkyl group having from six to 20 carbon atoms, R is a lower alkyl group having from one to three carbon atoms, and M is a salt-forming radical hereinbefore described.
- beta-alkyloxy alkane sulfonates or alternatively 2-alkyloxy-alkane-l-sulfonates utilizable herein to provide superior cleaning and whitening levels under household washing conditions include:
- anionic non-soap synthetic detergents which come within the terms of the present invention are the reaction product of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut oil; sodium or potassium salts of fatty acid amide of methyl tauride in which the fatty acids, for example, are derived from coconut oil.
- Other anionic synthetic detergents of this variety are set forth in US. Nos. 2,486,921; 2,486,922; and 2,396,278.
- anionic, non-soap, synthetic detergents which come within the terms of the present invention, are the compounds which contain two anionic functional groups. These are referred to as dianionic detergents.
- Suitable di-anionic detergents are the disulfonates, disulfates, or mixtures thereof which may be represented by the following formulae:
- R is an acyclic aliphatic hydrocarbyl group having to carbon atoms and M is a water-solubilizing cation, for example, the C to C disodium 1,2-alkyldisulfates, C to C dipotassium-l,2-alkyldisulfonates or disulfates, disodium l,9-hexadecyl disulfates, C to C disodium-l,2-alkyldisulfonates, disodium 1,9- stearyldisulfates and 6,l0-octadecyldisulfates.
- the aliphatic portion of the disulfates or disulfonates is generally substantially linear, desirable, among other reasons, because it imparts desirable biodegradable 1 properties to the detergent compound.
- the water-solubilizing cations include the customary 1 cations known in the detergent art, ie., the alkali metals, and the alkaline earth metals, as well as other metals in group [1A, [1B, "A, [VA and NE of the Periodic Table except for Boron.
- ing cations are sodium or potassium. These dianionic detergents are more fully described in Brit. Pat. specification No. l,l5l,392.
- Still other anionic synthetic detergents include the class designated as succinamates.
- This class includes such surface-active agents as disodium N-octadecylsulfo succinamate; tetrasodium N-( 1,2-dicarboxyethyl)-N-octadecyl-sulfo-succinamate; diamyl ester of sodium sulfosuccinic acid; dioctyl ester of sodium sulfosuccinic acid.
- Preferred anionic surface-active agents for use in the compositions of the instant invention include alkyl ether sulfates and olefin sulfonates.” Said detergents are preferably used in an amount from about 20% to about
- the preferred alkyl ether sulfates have the formula wherein R is alkyl or alkenyl of about l0 to about ,20 carbon atoms, x is l to 30, and M is a salt-forming cat- Especially preferred are those alkyl ether sulfates wherein R has from about 14 to about 18 carbon atoms and wherein x has an average value of about 1 to about 6.
- especially preferred species are: sodium coconut alkyl ethylene glycol ether sulfate; sodium tallow alkyl trioxyethylene ether sulfate; sodium tallow alkyl pentaoxyethylene sulfate; ammonium tetradecyl pentaoxyethylene sulfate and ammonium lauryl hexaoxyethylene sulfate.
- Especially preferred alkyl ether sulfate components have an average (arithmetic mean) carbon chain length within the range of from about 12 to 16 carbon atoms,
- Such mixtures comprise from about 0.05% to 5% by weight of mixture of C compounds, from about 55% to 70% by weight of mixture of C1445 compounds, from about 25% to 40% by weight of mixture of C compounds and from about 0.1% to 5% by weight of mixture of C1849 compounds.
- such preferred alkyl ether sulfate mixtures comprise from about 15% to 25% by weight of mixture of compounds having a degree of ethoxylation of 0, from about 50% to 65% by weight of mixture of compounds having a degree of 5 sawe. 1
- gredients can be produced by sulfonation of a-olefrns by means of uncomplexed sulfurdioxide followed by July 25, 1967, enclosed herein by reference.
- Said a-olefin sulfonates can be represented either by individual species or by mixtures containing structurally difierent sulfonation products, Preferred mixtures are disclosed by Kessler, et al.; one such mixture consists essentially of from about 30% to about 70% by weight of a Component A, from about 20% to about 70% by weight of a Component B, and from about 2% to about 15% of a Component C, wherein a.
- said Component A is a mixture of double-bond positional isomers of water-soluble salts of alkene-lsulfonic acids containing from about 20 to about 24 carbon atoms, said mixture of positional isomers including about 10% to about 25% of an alpha-beta unsaturated isomer, about 30% to about 70% of a beta-gamma unsaturated isomer, about 5% to about 25% of gamma-delta unsaturated isomer, and about 5% to about of a delta-epsilon unsaturated isomer;
- said Component B is a mixture of water-soluble salts of bifunctionally-substituted sulfur-containing saturated aliphatic compounds containing from about to about 24 carbon atoms, the functional units being hydroxy and sulfonate radicals with the sulfonate radical always being on the terminal carbon and the hydroxyl radical being attached to a carbon atom at least two carbon atoms removed from the terminal carbon atoms, at least 90% of the hydroxy radical substitutions being in 3, 4, and 5 positions; and
- said Component C is a mixture comprising from about 30-95% water-soluble salts of alkene disulfonates containing from about 20 to about 24 carbon atoms, and from about 5% to about 70% water-soluble salts of hydroxy disulfonates containing from about 20 to about 24 carbon atoms, said alkene disulfonates containing a sulfonic group attached to a terminal carbon atom and a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed TABLE I MlXTURE CHARACTERISTlC ALKYL ETHER SULFATE MIXTURE Average carbon chain 1 11 111 IV Length (No.
- the preferred olefm sulfonates utilizable herein have from about 12 to about 24 carbon atoms. Said in- 20 from said terminal carbon atom, the alkene double bond being distributed between the terminal carbon atom and about the seventh carbon atoms, said hydroxy disulfonates being saturated aliphatic compounds having a sulfonate radical attached to a terminal carbon, a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, and a hydroxy group attached to a carbon atom which is not more than about four carbon atoms removed from the site of attachment of said second sulfonate group.
- compositions are 3-, 4-, and S-hydroxy allcyl sulfonates and mixtures thereof.
- hydroxy-sulfonates include sodium salts of sodium 3-hydroxy-n-decy1- 1 -sulfonate,
- the 4-hydroxy substituent is preferred, e.g., for use in combination with 3- hydroxyand/or 5-hydroxy-compounds. This means that in a binary system of the 4-substituent in combination with the 3- and 5- substituents or either one of these alone, the 4-substituent is present in an amount of at least 50% of the mixture of 4 and 3 and/or S-substituents.
- Nonionic Synthetic detergents may be broadly defined as compounds produced by the condensation of alkylene oxide groups (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
- the length of the hydrophilic or polyoxyalkylene radical which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
- nonionic synthetic detergents are made available on the market under the trade name of Pluronic. These compounds are formed by condensing ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol.
- the hydrophobic portion of the molecule which, of course, exhibits water insolubility, has a molecular weight of from about 1,500 to 1,800.
- the addition of polyoxyethylene radicals to this hydrophobic portion tends to increase the water solubility of the molecule as a whole and the liquid character of the product is retained up to the point where polyoxyethylene content is about 50% of the total weight of the condensation product.
- nonionic synthetic detergents include:
- the polyethylene oxide condensates of alkyl phenols, e.g., the condensation products of alkyl phenols having an alkyl group containing from about six to 12 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to to 25 moles of ethlylene oxide per mole of alkyl phenol.
- the alkyl substituent in such compounds may be derived from polymerized propylene, diisobutylene, octene, or nonene, for example.
- ethylene oxide e.g., a coconut alcohol-ethylene oxide condensate having from 5 to 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from to 14 carbon atoms.
- Nonionic detergents include nonyl phenol condensed with either about 10 or about 30 moles of ethylene oxide per mole of phenol and the condensation products of coconut alcohol with an average of either about 5.5 or about 15 moles of ethylene oxide per mole of alcohol and the condensation product of about 15 moles of ethylene oxide with one mole of tridecanol.
- a detergent having the formula R,R R N O@ v (amine oxide detergent) wherein R is an alkyl group? containing from about 10 to about 28 carbon atoms, j from zero to about two hydroxy groups and from zero i to about five ether linkages, there being at least one diethyltetradecylamine oxide, dipropyldodecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, bis- (Z-hydroxyethyl )-3-dodecoxyl -hydroxypropylamine oxide, (2-hydroxypropyl)methyltetradecylamine oxide, dimethyloleylamine oxide, dimethyl-( 2-hydrox ydodecyl)amine oxide, and the corresponding decyl, hexadecyl and octadecyl homologs of the above compounds.
- a detergent having the formula t l r P (sulfoxide detergent) wherein R, is an alkyl radical containing from about 10 to about 28 carbon atoms, from zero to about five ether linkages and from zero to about two hydroxyl substituents at least one moiety of 3 R being an alkyl radical containing zero ether linkages f and containing from about 10 to about 18 carbon.
- R is an alkyl radical containing from one to three carbon atoms and from one to two 1 hydroxyl groups: octadecyl methyl sulfoxide, dodecyl methyl sulfoxide, tetradecyl methyl sulfoxide, 3- hydroxytridecyl methyl sulfoxide, 3-methoxytridecyl i methyl sulfoxide, 3-hydroxy-4-dodecoxybutyl methyl sulfoxide, octadecyl 2-hydroxyethyl sulfoxide, dodecylethyl sulfoxide.
- nonionic surfactants include the condensation product of nonyl phenol with about 9.5 moles of ethylene oxide per mole of nonyl phenol, thecondensation product of coconut fatty alcohol with about 6 moles of ethylene oxide per mole of coconut fatty alcohol, the condensation product of tallow fatty alcohol with about l 1 moles of ethylene oxide per mole of tallow fatty alcohol and the condensation product of: a secondary fatty alcohol containing about 15 carbon: atoms with about 9 moles of ethylene oxide per mole of fatty alcohol.
- Ampholytic Synthetic detergents can be broadly described as derivatives of aliphatic or aliphatic deriva tives of heterocyclic secondary and tertiary amines, in which the aliphatic radical may be straight chain or branched and wherein one of the aliphatic substituents 1 contains from about eight to 18 carbon atoms and at least one contains an anionic water-solubilizing group, e.g., carboxy, sulfo, sulfato.
- Examples of compounds falling within this definition are sodium 3- (dodecylamino)-propionate, sodium 3- (dodecylamino)propanel -sulfonate, sodium 2- (dodecylamino)ethyl sulfate, sodium 2-(dime- D.
- Zwitterionic Synthetic detergents can be broadly described as derivatives of aliphatic quaternary ammonium and phosphonium or tertiary sulfonium compounds, in which the cationic atom may be part of a heterocyclic ring, and in which the aliphatic radical may be straight chain or branched, and wherein one of the aliphatic substituents contains from about three to 18 carbon atoms, and at least one aliphatic substituent contains an anionic water-solubilizing group, e.g., carboxy, sulfo, sulfato, phosphato, or phosphono.
- anionic water-solubilizing group e.g., carboxy, sulfo, sulfato, phosphato, or phosphono.
- Examples of compounds falling within this definition are 3- (N,N-dimethyl-N-hexadecyl-ammonio)-2-hydroxypropane- 1 -sulfonate, 3-( N ,N-dimethyl-N-hexadecylammonio )-prop ane- 1 -sulfonat'e, 2-(N,N-dimethy1-N- dodecylammonio)acetate, 3-(N,N-dimethyl N- dodecylammonio)propionate, 2-(N,N-dimethyl-N- octadecylammonio)-ethyl sulfate, Z-(trimethylammonio)ethyl dodecylphosphonate, ethyl 3-(N,N- dimethyl-N-dodecylammonio)-propylphosphonate, 3- (P,P-dimethyl-P-dodecylphosphonio)
- preferred compounds include 3(N,N-dimethyl-N-alkylammonio)-propane-l-sulfonate and 3(N,N- dirnethyl-N-alkylammonio )-2-hydroxypropanel -sulfonate wherein in both compounds the alkyl group averages 14.8 carbon atoms in length; 3(N,N-dimethyl-N- hexadecylammonio)-propane-l-sulfonate; 3(N,N- dimethyl-N-hexadecylammonio)-2-hydroxypropane-lsulfonate; 3-(N-dodecylbenzyl-N,N-dimethylamrnonio)-propane- 1 -su1fonate; (N-dodecylbenzyl-N,N-dimethylammonio)acetate; 3-(N-
- Another essential ingredient for use in the instant compositions m a water-soluble biodegradable detergent builder salt.
- Said builder has the general formula:
- n is an integer from about 20 to about Y is selected from the group consisting of hydrogen and polycarboxylic acids; the degree of substitution is in the range from about 0.2 to 3.
- the weight ratio of said builders to the organic surface-actives, as already referred to hereinbefore, is in the range from about 15:1 to about 1:20, preferably from 8:1 to 1:12.
- the builder is used in an amount from about 5% to about 95%, preferably from about 20% to about 70%.
- the essential builder component is an ester of polysaccharides and polycarboxylic acids.
- the polysaccharides suitable for use have a degree of polymerization of about 20 to about 120, preferably of about 20 to about 80, and is commonly known as dextrin.
- Dextrins are derived from more highly polymerized branched and linear polysaccharides such as starch and glycogen. These raw materials are hydrolyzed to dextrin thereby using any technique suitable for that purpose.
- dextrin can be produced from dryroasted starch by various degradation-recombinations.
- the species known as white dextrin is, for example, prepared by hydrolytic breakdown of starch in the presence of moisture and high acidity at a temperature of about C.
- Yellow dextrin is prepared from starch at temperatures from about 150 to 200C under conditions of moderate acidity and low moisture (as compared to the conditions for preparing white dextrins).
- Species prepared by molecular rearrangement and repolymerization are, also, well-known and may serve as raw material for the essential builder ingredient.
- Starch and glycogen are the commonest food reserve materials of the plant animal kingdom, respectively.
- Starch is a mixture of two main polysaccharide components, namely, a linear species called amylose and a highly branched species called amylopectin.
- Glycogen is constituted of a single polysaccharide species with a similar, but more highly branched structure than amylopectin.
- starches contain, depending upon their origin, up to 30% of amylose and up to 98% of amylopectin.
- Amylose contains linear chains of l 4' a-D- glycopyranose having a degree of polymerization of about 1,000 to about 6,000.
- Amylopectin has a molecular weight in the range from 10 to 10 million. It has a branched structure whereby the chains having 1 4 a- D-glycopyranose bonds are branched through 1 6 linkages. Glycogen is essentially similar to amylopectin except that the degree of branching is somewhat greater. For more details, see POLYSACCHARIDES, by Gerald O. Aspinall, Pergarnmon Press, New York, 1st Edition, 1970, incorporated herein by reference.
- Polycarboxylic acids suitable for the dextrin esterification include aromatic and aliphatic polycarboxylic acids.
- aromatic and aliphatic polycarboxylic acids examples include mellitic acid, benzene pentacarboxylic acid, benzene wherein R is selected from:
- cloon (icon coon coon and R is selected from:
- polyethercarboxylic acids include oxydiacetic acid having the formula:
- the degree of substitution (with respect to the hydroxyl functions of the dextrin) is in the range from ents of the instant compositions at normal usage concentration, for example, in laundry solutions containing from about 0.05% to about 1% of detergent compositions of the instant invention.
- the biodegradable builders for use in the instant compositions can be prepared using techniques known in the art. As an example, dextrin succinate was prepared as described hereinafter.
- the protonated succinates can be converted to the TABLE II Average Degree of Polymerization Polycarboxylic Average Degree of of Dextrin (n) Acid Moiety Substitution (DS) 50 Succinic acid 2.0 30 Maleic acid 2.0
- the preferred builder ingredients listed above have a degree of esterification (DE) of about 1, i.e., one of the esterifiable carboxylic moieties per mole of polyacid reacts, on the average, with one hydroxyl group of the dextrin.
- DE degree of esterification
- the free (non-esterified) carboxylic radicals can be neutralized partially or wholly whereby the choice of the neutralizing cation, to a certain extent, determines the water solubility.
- Suitable cations can be represented by sodium, potassium, lithium, amines and alka- .nolamines such as triethanolamine, diethanolamine and monoethanolamine.
- .'lhe peroxy bleach compound can be represented by all usual inorganic and organic ingredients which are known to be satisfactory for being incorporated for that purpose in detergent compositions.
- inorganic peroxy bleach compounds are the alkaline metal salts of perborates, percarbonates, persilicates, persulfates, and perphosphates.
- the perborates can have different degrees of hydration. Although frequently the tetrahydrate form is used, it is for certain purposes desirable to incorporate the perborates having a lower degree of hydration water, for example, 1 mole, 2 moles, or 3 moles.
- Organic peroxy bleach agents may be used as well.
- the like ingredients can be incorporated as such, i.e., they have been prepared previously or they may be prepared in situ through the addition of, for example, any peroxy bleach agents suitable for being used in combination with an organic peroxy-bleach activator.
- organic peroxy-bleach compounds are the water-soluble salts of monoand diperoxy acids such as perazelaic acid, monoperoxyphthalic acid, diperoxy-terephthalic acid, 4- chlorodiperoxyphthalic acid.
- Preferred aromatic peracids include the water-soluble salts of diperisophthalic acid, m-chloroperbenzoic acid and p-nitroperbenzoic acid.
- peroxy bleach compound In the event the peroxy bleach compound is to be prepared in situ, then its precursors, i.e., the peroxy bleach agent and peroxygen activators are to be added separately to the detergent composition.
- the peroxygen bleach can be represented by all oxyen bleaching agents which are commonly used in detergent technology, i.e., organic and inorganic species, as mentioned hereinbefore.
- the activating agents can be represented by all the oxygen activators known as being suitable for use in detergent technology. Specific examples of the preferred activators include acylated glycoluriles, tetra-acetyl methylene diamine, tetra-acetyl ethylene diamine, triacetyl isocyanurate and benzoylimidazole.
- Acid anhydride activators which bear at least one double bond between carbon atoms in 01,01 to the carbonyl group of the anhydride radical can be used as well.
- Examples thereof are phthalic and maleic anhydrides.
- Especially preferred bleach activators are based on aldehydes, ketones, and bisulfite adducts of aldehydes and ketones.
- cially preferred activators include: 1,4-cyclohexanedione; cyclohexanone; 3-oxo-cyclohexylacetic acid; 4-tertbutylcyclohexaneone; 5-diethylmethylammonio-Z-pentanone nitrate; N- methyLmorpholinioacetophenone nitrate; acetone, methyl ethyl ketone; 3-pentanone; methyl-pyruvate; N-methyl-4-oxo-piperidine oxide; l,4-bis(N-methyl-4- oxopiperidiniomethyl) benzene chloride; N-methyltropinonium nitrate; thiapyranonium nitrate; N-benzyl; N-methyl-4-oxopiperidinium nitrate; N ,N-dimethyl-4-oxo-piperidinium nitrate; di-Z-pyridyl ketone
- the molar ratio of peroxygen bleach agent to bleach activator shall preferably be in the range from about 5:1 to 1:2, especially from 2:1 to 1:12.
- composition ingredients used herein include suds regulating agents such as suds boosters and suds suppressing agents, tarnish inhibitors, soil suspending agents, buffering agents, enzymes, brighteners, flurorescers, perfumes, dyes and mixture.
- the suds boosters can, e.g., be represented by diethanolamides.
- Silicones, hydrogenated fatty acid, and hydrophobic alkylene oxide condensates can be used in the like compositions for suds suppressing purposes or, more generally, for suds regulating purposes.
- Benzotn'azole and ethylenethiourea can be used as tarnish inhibitors.
- Carboxymethyl cellulose is a well-known soil suspensing agent.
- Enzymes are frequently added because of their contribution to degrade soil thereby rendering said soil more soluble and more easily removable which, in turn, amounts to a cleaning perfonnance improvement. Because of their specific soil degrading action, mixtures of different enzyme species are frequently preferred.
- an enzyme selected from the group consisting of proteases, amylases, lipases and peroxidases mixtures thereof. Said enzymes are used in an amount from 0.001% to 3.00% of the detergent composition.
- the detergent compositions of the instant invention can be of any physical state, i.e., liquid, pasty, powdered and granular. Highly preferred are solid, including powdered and granular, detergent compositions.
- composition A Example I Sodium dextrin succinate (average degree of polyl merization (n) about 50) OS 2.2 6 parts Sodium tripolyphosphate 6 pans Sodium B-acetoxyhexadecyl sulfonate 4 parts Sodium linear C alkyl benzene sulfonate 4 parts DS degree of substitution Substantially identical results are obtained in the event the sodium dextrin succinate is replaced with an equivalent amount of the water-soluble salts of any of the dextrin polycarboxylates listed in Table II hereinbefore.
- detergent compositions of Example I are substantially biodegradable.
- detergent compositions containing polycarboxylated corn starch builders are substantially non-biodegradable upon testing under identical conditions.
- said Component A is a mixture of double-bond positional isomers of water-soluble salts of alkene-1- sulfonic acids containing from about 20 to about 24 carbon atoms, said mixture of positional isomers 5 including about 20% of an alpha-beta unsaturated f isomer, about 50% of a beta-gamma unsaturated j isomer, about 20% of gamma-delta unsaturated isomer, and about 10% of a delta-epsilon unsatu rated isomer; b.
- said Component B is a mixture of water-soluble positions; and
- said Component C is a mixture comprising from about water-soluble salts of alkene disulfonates containing from about 20 to about 24 carbon atoms, and from about 30% water-soluble salts of hydroxy disulfonates containing from about 20 to j about 24 carbon atoms, said alkene disulfonates containing a sulfonic group attached to a terminal carbon atom and a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, the alkene double bond being distributed between the terminal carbon atom and about 5 the seventh carbon atoms, said hydroxy disulfonates being saturated aliphatic compounds having a sulfonate radical attached to a terminal carbon, a
- second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, and a hydroxy group attached to a carbon atom which is not more than about four carbon atoms removed from the site of attachment of said second sulfonate group.
- a detergent composition consisting essentially of a. from about to about 95% by weight of a watersoluble organic surface-active agent selected from the group consisting of anionic, nonionic, ampholytic and zwitterionic detergents and mixtures thereof; and b.
- a watersoluble builder consisting of dextrin esterified with a polycarboxylic acid selected from mellitic acid, benzene pentacarboxylic acid, benzene tetracarboxylic acid, benzene tn'carboxylic acid, oxydisuccinic acid, carboxymethyloxysuccinic acid, furan tetracarboxylic acid, and tetrahydrofuran tetracarboxylic acid, said builder being characterized by a degree of substitution from about 0.2 to 3 and a degree of esterification of l; the weight ratio of the surface-active agent to the builder being in the range from about :1 to about 1:15.
- a detergent composition in accordance with claim 1 4 which, in addition, contains from about 5% to about 40% by weight of a peroxy bleach compound.
- peroxy bleach compound is a water-soluble salt selected from the group consisting of perazelaic acid, monoperoxy-phthalic acid, diperoxy-terephthalic acid, 4-chlorodiperoxyphthalic acid, diperisophthalic acid, m-chloroperbenzoic acid, p-nitroperbenzoic acid,
- diethylmethylammonio-Z-pentanone nitrate 4-methylmorpholinioacetophenone nitrate; acetone; methyl ethyl ketone; 3-pentanone; methyl pyruvate; N-methyl- 4-oxo-piperidone oxide; l,4-bis( N-methyl-4- f oxopiperidiniomethyl) benzene chloride; N-methyl- 20 tropinonium nitrate; l-methyl-4-oxotetrahydrothiapyranonium nitrate; N-benzyl; N-methyl-4- oxopiperidinium nitrate; N,N-dimethyl-4-oxopiperidinium nitate; di-2-pyridyl ketone; chloral hydrate and mixtures thereof; the molar ratio of peroxygen bleach agent to bleach activator being in the range of from about 5:1 to about 1:2.
- a detergent composition in accordance with claim 3 wherein the weight ratio of the component (a) organic surfaceactive agent to component (b) detergent builder is in the range from 12:1 to 1:8.
- a detergent composition in accordance with claim 8 wherein the organic surface-active agent is selected from the group consisting of i. olefin sulfonates having from about 12 to about 24 carbon atoms; and ii. alkylethersulfates having the general formula wherein R is alkyl or alkenyl of about 10 to about 20 carbon atoms, x is 1 to 30 and M is a salt-fonning cat- I011.
- alkyl ether sulfate organic surfaceactive agent is selected from the group consisting of sodium coconut alkyl ethylene glycol ether sulfate; lithium tallow alkyl glycol ether sulfate; sodium tallow alkyl pentaoxyethylene sulfate; ammonium tetradecylpentaoxy ethylene sulfate; ammonium lauryl hexaoxyethylene sulfate; sodium tallow alkyl trioxyethylene sulfate; and alkyl ether sulfate mixture having an average carbon chain length of from about 14 to 15 carbon atoms and an average degree of ethoxylation between about 2 and 3 moles of ethylene oxide, said alkyl ether sulfate mixture comprising from about 0.05% to 5% by weight of said alkyl ether sulfate mixture of compounds containing 12 to 13 carbon atoms;
Abstract
Detergent compositions comprising a combination of certain water-soluble organic surface-active agents and, as detergent builders, certain water-soluble salts of dextrin polycarboxylates.
Description
AU 165 EX 0 R 3 9 9 l 9 9 1 0 7 United States Patent 1191 Thompson 1 BUILT DETERGENT COMPOSITIONS CONTAINING DEXTRIN ESTERS OF POLY CARBOXYLIC ACIDS [75] Inventor: James Edwin Thompson, Cincinnati.
Ohio
[73] Assignee: The Procter & Gamble Company, Cincinnati, Ohio [22.1 Filed: Mar. 23, 1973 1211 Appl. No.: 344,465
[52] US. Cl. 252/99; 252/89; 252/132; 252/135; 252/180; 252/532; 252/536; 252/551; 252/555; 260/233.5
1511 1111.01. c111) 1/08 [58] Field of Search 252/135, 95. 99
[56] References Cited UNITED STATES PATENTS 2.311.008 2/1943 Tucker 252/89 X 3.332.880 7/1967 Kessler et al. 252/161 3.494.786 2/1971) Nielsen 252/95 Prinmry Eruminer-Benjamin R. Padgett Assistant Ernminer-Christine M. Nucker Attorney, Agent, or Firm-George W. Allen; Jerry .1. Yetter; Jack D. Schaeffer [57] ABSTRACT Detergent compositions comprising a combination of certain water-soluble organic surface-active agents and, as detergent builders, certain water-soluble salts of dextrin polycarboxylates.
10 Claims, No Drawings BUILT DETERGENT COMPOSITIONS CONTAINING DEXTRIN ESTERS OF POLY CARBOXYLIC ACIDS BACKGROUND OF THE INVENTION Sequestering builders, particularly polyphosphates, have been used for several decades as builder salts in detergent compositions. Phosphate builders serve multiple purposes, the better known ones of which relate to their capability for softening water, and, hence protecting the surfactants, particularly the calcium-sensitive surfactants from being, partially or wholly, inactivated by water hardness. Known sequestering builders also contribute in a manner which can be termed as synergistic, to cleaning performance when combined with organic surface-active agents. As an example, sodium tripolyphosphates are most widely used in granular detergent compositions, whereas potassium pyrophosphates are preferred for use in liquid detergent compositions. That latter choice is in order because tripolyphosphates hydrolyze in liquid medium thereby forming a certain amount of orthophosphate which tends to adversely effect cleaning performance.
It has been reported that the presence of phosphates in streams and lakes allegedly contributes to what is called excessive eutrophication. Or, in other words, the presence of said phosphates in water apparently facilitates the uptake by algae and other water plants of nutrients present in water, thereby initiating an accelerated growth of said water plants. This increased growth speed requires more oxygen thereby creating an oxygen deficiency in water which, in turn, results in more difficult conditions or even impossibility for fish to live in said waters. It, therefore, has become desirable to substitute said polyphosphate builders, wholly or partially, by effective detergent builder salts which do not have the shortcomings of polyphosphates, i.e., which are likely to be eliminated from water, through natural purification steps including degradability and biodegradability, under naturally occurring conditions.
U.S. Pat. No. 2,311,008, Tucker, discloses water-soluble salts of aliphatic polycarboxylic acids containing, per molecule, three or more carboxyl groups, as well as ether groupings. These salts can advantageously be used for water-softening; they can be prepared by etherifying polyhydroxy substances such as starch, glucose, gums and the like, or polyhydr'ic alcohols such as glycerol, sorbitol, mannitol, xylitol. US. Pat. No. 3,634,392, Lyness, discloses carboxymethylated derivatives of diand tri-saccharide compounds as detergent builders. It is known, however, that the prior art carbohydrate derivatives, although possessing detergency characteristics in combination with surface-active agents, are not well suitable for being used because of their deficient bioegradability characteristics.
It is a main object of this invention to provide detergent compositions which are substantially free of phosphorus-containing builder salts.
It is another object of this invention to provide detergent compositions, capable of effective cleaning performance, containing water-soluble builder salts which are readily biodegradable and, therefore, will not disturb ecological conditions.
It is still another object of this invention to provide detergent compositions containing surface-active agents and biodegradable water-soluble detergent 2 builder salts, namely, low molecular weight carbohydrates esters.
It is a further object of this invention to provide built detergent compositions whereby the builder component is degradable and biodegradable under naturally j occurring conditions, and, accordingly will not contribute to environmental nuisances.
By utilizing certain detergent builder ingredients, i I
made from low molecular weight carbohydrates and i polycarboxylic acids, in combination with organic sur-' 3 face-active agents, these above-described objectives 5 can be attained and built detergent compositions formulated which are substantially free of phosphoruscontaining builder salts. Said compositions, especially the detergent builder component, are biodegradable and thus can be degraded under naturally occurring conditions, i.e., they do not have, with respect to ecological conditions, the shortcomings of polyphosphates and the like detergent builder ingredients known in the art.
SUMMARY OF THE INVENTION I i H OY n wherein n is an integer from about 20 to about 120; Y is selected from the group consisting of hydrogen and polycarboxylic moieties; the degree of substitution 1 (DS) is in the range from about 0.2 to 3; whereby the j weight ratio of said organic surface active agents to said builders is in the range from about 20:1 to about 1: l5.
DETAILED DESCRIPTION OF THE INVENTION Detergent compositions of this invention comprise (l) a water-soluble salt of an organic surface-active agent; and (2) a detergent builder derived from a low molecular weight carbohydrate esterified with polycarboxylic acids. Each of these components is discussed in detail hereinafter.
Unless indicated to the contrary, the indications used hereinafter stand for percent by weight.
The instant detergent compositions comprise from about 5% to about 95%, preferably from about 20% to about of a water-soluble organic surface-active agent selected from the group consisting of anionic,
A. Anionic Soap and Non-Soap Synthetic Detergents This class of detergents includes ordinary alkali metal soaps such as the sodium, potassium, ammonium and alkylolammonium salts of higher fatty acids containing from about eight to about 24 carbon atoms and preferably from about l to about 20 carbon atoms. Suitable fatty acids can be obtained from natural sources such as, for instance, from plant or animal esters (e.g., palm oil, coconut oil, babassu oil, soybean oil, castor oil, tallow, whale and fish oils, grease, lard, and mixtures thereof). The fatty acids also can be synthetically prepared (e.g., by the oxidation of petroleum, or by hydrogenation of carbon monoxide by the Fischer-Tropsch process). Resin acids are suitable such as rosin and those resin acids in tall oil. Napthenic acids are also suitable. Sodium and potassium soaps can be made by direct saponification of the fats and oils or by the neutralization of the free fatty acids which are prepared in a separate manufacturing process. Particularly useful are the sodium and potassium salts of the mixtures of fatty acids derived from coconut oil and tallow, i.e., sodium or potassium tallow and coconut soap.
This class of detergents also includes water-soluble salts, particularly the alkali metal salts of organic sulfuric reaction products having in their molecular structure an alkyl radical containing from about eight to about 22 carbon atoms and a sulfonic acid or sulfuric acid ester radical. (Included in the term alkyl is the alkyl portion of higher acyl radicals.) Examples of this group of synthetic detergents which form a part of the preferred built detergent compositions of the present invention are the sodium or potassium alkyl sulfates, especially those obtained by sulfating the higher alcohols (C, C carbon atoms) produced by reducing the glycerides of tallow or coconut oil; sodium or potassium alkyl benzene sulfonates, in which the alkyl group contains from about nine to about carbon atoms, in straight chain or branched chain configuration, e.g., those of the type described in US. Pat. Nos. 2,220,099 and 2,477,383 (especially valuable are linear straight chain alkyl benzene sulfonates in which the average of the alkyl groups is about 13 carbon atoms abbreviated hereinafter as C,,LAS); sodium alkyl glyceryl ether sulfonates, especially those ethers of higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulfonates and sulfates; sodium or potassium salts of alkyl phenol ethylene oxide ether sulfate with about one to about l0 units of ethylene oxide per molecule and in which the alkyl radicals contain about eight to about 12 carbon atoms.
Anionic phosphate surfactants are also useful in the present invention. These are surface active materials having substantial detergent capability in which the anionic solubilizing group connecting hydrophobic moieties is an oxyacid of phosphorus. The more common solubilizing groups, of course, are SO,H, SO H,
and CO,H. Alkyl phosphate esters such as (RO),.
- P0, and ROPO H, in which R represents an alkyl chain containing from about eight to about carbon atoms are useful.
4 These esters can be modified by including in the molecule from one to about 40 alkylene oxide units, e.g., ethylene oxide units. Formulae for these modified phosphate anionic detergents are in which R represents an alkyl group containing from about eight to 20 carbon atoms, or an alkylphenyl group in which the alkyl group contains from about eight to 20 carbon atoms, and M represents a soluble cation such as hydrogen, sodium, potassium, ammonium or substituted ammonium; and in which n is an integer from I to about 40.
Another class of suitable anionic organic detergents particularly useful in this invention includes salts of 2- acyloxy-alkane-lsulfonic acids. These salts have the formula where R is alkyl of about nine to about 23 carbon atoms (forming with the two carbon atoms an alkane group); R is alkyl of one to about eight carbon atoms; and M is a salt-forming radical.
The salt-forming radical M in the hereinbefore described structural formula is a water-solubilizing cation and can be, for example, an alkali metal cation (e.g., sodium, potassium, lithium), ammonium or substituted-ammonium cation. Specific examples of substituted ammonium cations include methyl-, dimethyl-, and trimethylammonium cations and quaternary ammonium cations such as tetramethyl-ammonium and dimethyl piperdinium cations and those derived from alkylamines such as ethylamine, diethylamine, triethylamine, mixtures thereof, and the like.
Specific examples of beta-acyloxy-alkane-l-sulfon ates, or alternatively 2-acyloxy-alkane-l-sulfonates, utilizable herein to provide superior cleaning levels under substantially neutral washing conditions include the sodium salt of Z-acetoxy-tridecane-l-sulfonic acid; the potassium salt of 2-propionyloxy-tetradecanel -sulfonic acid; the lithium salt of 2-butanoyloxy-tetradecane-lsulfonic acid; the sodium salt of Z-pentanoyloxypentadecane-l-sulfonic acid; the sodium salt of 2- acetoxy-hexadecane-l-sulfonic acid; the potassium salt of 2-octanoyloxy-tetradecane-l-sulfonic acid; the sodium salt of 2-acetoxy-heptadecane-l-sulfonic acid; the lithium salt of Z-acetoxy-octadecane-l-sulfonic acid; the potassium salt of 2-acetoxy-nonadecane-lsulfonic acid; the sodium salt of 2-acetoxy-uncosane-lsulfonic acid; the sodium salt of 2-propionyloxy-docd sane-l-sulfonic acid; the isomers thereof.
Preferred beta-acyloxy-alkane-l-sulfonate salts therein are the alkali metal salts of beta-acetoxyalkanel -sulfonic acids corresponding to the above for mula wherein R, is an alkyl of about 12 to about 16 carbon atoms, these salts being preferred from the standpoints of their excellent cleaning properties and ready where R is a straight chain alkyl group having from six to 20 carbon atoms, R is a lower alkyl group having from one to three carbon atoms, and M is a salt-forming radical hereinbefore described.
Specific examples of beta-alkyloxy alkane sulfonates or alternatively 2-alkyloxy-alkane-l-sulfonates, utilizable herein to provide superior cleaning and whitening levels under household washing conditions include:
potassium beta-methoxydecanesulfonate,
sodium beta-methoxy-tridecanesulfonate,
potassium beta-ethoxytetradecylsulfonate,
sodium beta-isopropoxyhexadecylsulfonate,
lithium beta-tert-butoxytetradecylsulfonate,
sodium beta-methoxyoctadecylsulfonate, and
ammonium beta-n-propoxydodecylsulfonate.
Additional examples of anionic non-soap synthetic detergents which come within the terms of the present invention are the reaction product of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut oil; sodium or potassium salts of fatty acid amide of methyl tauride in which the fatty acids, for example, are derived from coconut oil. Other anionic synthetic detergents of this variety are set forth in US. Nos. 2,486,921; 2,486,922; and 2,396,278.
Additional examples of anionic, non-soap, synthetic detergents, which come within the terms of the present invention, are the compounds which contain two anionic functional groups. These are referred to as dianionic detergents. Suitable di-anionic detergents are the disulfonates, disulfates, or mixtures thereof which may be represented by the following formulae:
3)z z 4)z z 6 3) 0 2 where R is an acyclic aliphatic hydrocarbyl group having to carbon atoms and M is a water-solubilizing cation, for example, the C to C disodium 1,2-alkyldisulfates, C to C dipotassium-l,2-alkyldisulfonates or disulfates, disodium l,9-hexadecyl disulfates, C to C disodium-l,2-alkyldisulfonates, disodium 1,9- stearyldisulfates and 6,l0-octadecyldisulfates.
6 The aliphatic portion of the disulfates or disulfonates is generally substantially linear, desirable, among other reasons, because it imparts desirable biodegradable 1 properties to the detergent compound.
The water-solubilizing cations include the customary 1 cations known in the detergent art, ie., the alkali metals, and the alkaline earth metals, as well as other metals in group [1A, [1B, "A, [VA and NE of the Periodic Table except for Boron. The preferred water-solubiliz-.
ing cations are sodium or potassium. These dianionic detergents are more fully described in Brit. Pat. specification No. l,l5l,392.
Still other anionic synthetic detergents include the class designated as succinamates. This class includes such surface-active agents as disodium N-octadecylsulfo succinamate; tetrasodium N-( 1,2-dicarboxyethyl)-N-octadecyl-sulfo-succinamate; diamyl ester of sodium sulfosuccinic acid; dioctyl ester of sodium sulfosuccinic acid.
Preferred anionic surface-active agents for use in the compositions of the instant invention include alkyl ether sulfates and olefin sulfonates." Said detergents are preferably used in an amount from about 20% to about The preferred alkyl ether sulfates have the formula wherein R is alkyl or alkenyl of about l0 to about ,20 carbon atoms, x is l to 30, and M is a salt-forming cat- Especially preferred are those alkyl ether sulfates wherein R has from about 14 to about 18 carbon atoms and wherein x has an average value of about 1 to about 6. Specific examples of especially preferred species are: sodium coconut alkyl ethylene glycol ether sulfate; sodium tallow alkyl trioxyethylene ether sulfate; sodium tallow alkyl pentaoxyethylene sulfate; ammonium tetradecyl pentaoxyethylene sulfate and ammonium lauryl hexaoxyethylene sulfate.
Especially preferred alkyl ether sulfate components have an average (arithmetic mean) carbon chain length within the range of from about 12 to 16 carbon atoms,
preferably from about 14 to 15 carbon atoms; and an average (arithmetic mean) degree of ethoxylation of from about 1 to 4 moles of ethylene oxide, preferably from about 2 to 3 moles of ethylene oxide.
Such mixtures comprise from about 0.05% to 5% by weight of mixture of C compounds, from about 55% to 70% by weight of mixture of C1445 compounds, from about 25% to 40% by weight of mixture of C compounds and from about 0.1% to 5% by weight of mixture of C1849 compounds. In addition, such preferred alkyl ether sulfate mixtures comprise from about 15% to 25% by weight of mixture of compounds having a degree of ethoxylation of 0, from about 50% to 65% by weight of mixture of compounds having a degree of 5 sawe. 1
gredients can be produced by sulfonation of a-olefrns by means of uncomplexed sulfurdioxide followed by July 25, 1967, enclosed herein by reference.
' Said a-olefin sulfonates can be represented either by individual species or by mixtures containing structurally difierent sulfonation products, Preferred mixtures are disclosed by Kessler, et al.; one such mixture consists essentially of from about 30% to about 70% by weight of a Component A, from about 20% to about 70% by weight of a Component B, and from about 2% to about 15% of a Component C, wherein a. said Component A is a mixture of double-bond positional isomers of water-soluble salts of alkene-lsulfonic acids containing from about 20 to about 24 carbon atoms, said mixture of positional isomers including about 10% to about 25% of an alpha-beta unsaturated isomer, about 30% to about 70% of a beta-gamma unsaturated isomer, about 5% to about 25% of gamma-delta unsaturated isomer, and about 5% to about of a delta-epsilon unsaturated isomer;
b. said Component B is a mixture of water-soluble salts of bifunctionally-substituted sulfur-containing saturated aliphatic compounds containing from about to about 24 carbon atoms, the functional units being hydroxy and sulfonate radicals with the sulfonate radical always being on the terminal carbon and the hydroxyl radical being attached to a carbon atom at least two carbon atoms removed from the terminal carbon atoms, at least 90% of the hydroxy radical substitutions being in 3, 4, and 5 positions; and
c. said Component C is a mixture comprising from about 30-95% water-soluble salts of alkene disulfonates containing from about 20 to about 24 carbon atoms, and from about 5% to about 70% water-soluble salts of hydroxy disulfonates containing from about 20 to about 24 carbon atoms, said alkene disulfonates containing a sulfonic group attached to a terminal carbon atom and a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed TABLE I MlXTURE CHARACTERISTlC ALKYL ETHER SULFATE MIXTURE Average carbon chain 1 11 111 IV Length (No. C Atoms) 14.86 14.68 14.86 14.88 12-13 carbon atoms (wt. 4% 1% 1% 3% 14-15 carbon atoms (wt. 55% 65% 65% 57% 16-17 carbon atoms (wt. 35% 33% 33% 38% 18-19 carbon atoms (wt. 6% 1% 1% 2% Average degree of ethoxylation (No. Moles E0) 1.98 2.25 2.25 3.0 0 moles ethylene oxide (wt. 15% 21% 22.9% 18% 1-4 moles ethylene oxide (wt. 63% 59% 65% 55% 5-8 moles ethylene oxide (wt. 21% 17% 12% 22% 9+ moles ethylene oxide (wt. 1% 3% 0.1% 5% Salt K Na Na Na The preferred olefm sulfonates utilizable herein have from about 12 to about 24 carbon atoms. Said in- 20 from said terminal carbon atom, the alkene double bond being distributed between the terminal carbon atom and about the seventh carbon atoms, said hydroxy disulfonates being saturated aliphatic compounds having a sulfonate radical attached to a terminal carbon, a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, and a hydroxy group attached to a carbon atom which is not more than about four carbon atoms removed from the site of attachment of said second sulfonate group.
Especially preferred for use in the instant compositions are 3-, 4-, and S-hydroxy allcyl sulfonates and mixtures thereof. Specific examples of said hydroxy-sulfonates include sodium salts of sodium 3-hydroxy-n-decy1- 1 -sulfonate,
sodium 3-hydroxy-n-dodecyl- 1 -su1fonate,
sodium 3-hydroxy-n-tetradecy1- 1 -su1fonate,
sodium 3-hydroxy-n-hexadecy1-1-su1fonate,
sodium 3-hydroxy-n-octadecyll -sulfonate,
sodium 3-hydroxy-n-eicosy1- 1 -sulfonate,
sodium 3-hydroxy-n-docosyl- 1 -su1fonate,
sodium 3-hydroxy-n-tetracosyl- 1 -su1fonate,
sodium 4-hydroxy-n-decy1- l -su1fonate,
sodium 4-hydroxy-n-dodecy1- l -sulfonate,
sodium 4-hydroxy-n-tetradecy1- l -su1fonate,
sodium 4-hydroxy-n-hexadecyl- 1 -sulfonate,
sodium 4-hydroxy-n-o ctadecyl- 1 -su1fonate,
sodium 4-hydroxy-n-eicosy1- 1 -su1fonate,
sodium 4-hydroxy-n-docosyl- 1 -su1fonate,
sodium 4-hydroxy-n-tetracosyl-l-sulfonate,
sodium S-hydroxy-n-d ecyl- 1 -sulfonate,
sodium S-hydroxy-n-dodecyl- 1 -sulfonate,
sodium S-hydroxy-n-tetradecyl- 1 -sulfonate,
sodium 5-hydroxy-n-h exadecyl- 1 -su1fonate sodium 5-hydroxy-noctadecyll-sulfonate,
sodium S-hydroxy-n-eicosyl- 1 -su1fonate,
sodium S-hydroxy-n-docosyl-l-sulfonate, and
sodium S-hydroxy-n-tetracosyll -su1fonate.
Among these preferred species the 4-hydroxy substituent is preferred, e.g., for use in combination with 3- hydroxyand/or 5-hydroxy-compounds. This means that in a binary system of the 4-substituent in combination with the 3- and 5- substituents or either one of these alone, the 4-substituent is present in an amount of at least 50% of the mixture of 4 and 3 and/or S-substituents.
B. Nonionic Synthetic Detergents Nonionic synthetic detergents may be broadly defined as compounds produced by the condensation of alkylene oxide groups (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature. The length of the hydrophilic or polyoxyalkylene radical which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
For example, a well-known class of nonionic synthetic detergents is made available on the market under the trade name of Pluronic. These compounds are formed by condensing ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol. The hydrophobic portion of the molecule which, of course, exhibits water insolubility, has a molecular weight of from about 1,500 to 1,800. The addition of polyoxyethylene radicals to this hydrophobic portion tends to increase the water solubility of the molecule as a whole and the liquid character of the product is retained up to the point where polyoxyethylene content is about 50% of the total weight of the condensation product.
Other suitable nonionic synthetic detergents include:
1. The polyethylene oxide condensates of alkyl phenols, e.g., the condensation products of alkyl phenols having an alkyl group containing from about six to 12 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to to 25 moles of ethlylene oxide per mole of alkyl phenol. The alkyl substituent in such compounds may be derived from polymerized propylene, diisobutylene, octene, or nonene, for example.
2. Those derived from the condensation of ethylene oxide with the product'resulting from the reaction of propylene oxide and ethylene diamine. For example, compounds containing from about 40% to about 80% polyoxyethylene by weight and having a molecular weight of from about 5,000 to about 11,000 resulting from the reaction of ethylene oxide groups with a hydrophobic base constituted of the reaction product of ethylene diamine and excess propylene oxide, said base having a molecular weight of the order of 2,500 and 3,000, are satisfactory.
3. The condensation product of aliphatic alcohols having from eight to 22 carbon atoms, in either straight chain or branched chain configuration, with ethylene oxide, e.g., a coconut alcohol-ethylene oxide condensate having from 5 to 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from to 14 carbon atoms.
4. Nonionic detergents include nonyl phenol condensed with either about 10 or about 30 moles of ethylene oxide per mole of phenol and the condensation products of coconut alcohol with an average of either about 5.5 or about 15 moles of ethylene oxide per mole of alcohol and the condensation product of about 15 moles of ethylene oxide with one mole of tridecanol.
Other examples include dodecylphenol condensed with 12 moles of ethylene oxide per mole of phenol; dinonylphenol condensed with 15 moles of ethylene oxide per mole of phenol; dodecyl mercaptan condensed with 10 moles of ethylene oxide per mole of mercaptan; bis-(N-Z-hydroxyethyl) lauramide; nonyl 10 phenol condensed with 20 moles of ethylene oxide per mole of nonyl phenol; myristyl alcohol condensed with 10 moles of ethylene oxide per mole of myristyl alcohol; lauramide condensed with 15 moles of ethylene, oxide per mole of lauramide; and di-iso-octylphenol; condensed with 15 moles of ethylene oxide.
5. A detergent having the formula R,R R N O@ v (amine oxide detergent) wherein R is an alkyl group? containing from about 10 to about 28 carbon atoms, j from zero to about two hydroxy groups and from zero i to about five ether linkages, there being at least one diethyltetradecylamine oxide, dipropyldodecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, bis- (Z-hydroxyethyl )-3-dodecoxyl -hydroxypropylamine oxide, (2-hydroxypropyl)methyltetradecylamine oxide, dimethyloleylamine oxide, dimethyl-( 2-hydrox ydodecyl)amine oxide, and the corresponding decyl, hexadecyl and octadecyl homologs of the above compounds.
6. A detergent having the formula t l r P (sulfoxide detergent) wherein R, is an alkyl radical containing from about 10 to about 28 carbon atoms, from zero to about five ether linkages and from zero to about two hydroxyl substituents at least one moiety of 3 R being an alkyl radical containing zero ether linkages f and containing from about 10 to about 18 carbon. atoms, and wherein R is an alkyl radical containing from one to three carbon atoms and from one to two 1 hydroxyl groups: octadecyl methyl sulfoxide, dodecyl methyl sulfoxide, tetradecyl methyl sulfoxide, 3- hydroxytridecyl methyl sulfoxide, 3-methoxytridecyl i methyl sulfoxide, 3-hydroxy-4-dodecoxybutyl methyl sulfoxide, octadecyl 2-hydroxyethyl sulfoxide, dodecylethyl sulfoxide. Of all the above-described types of nonionic surfactants, preferred nonionic surfactants include the condensation product of nonyl phenol with about 9.5 moles of ethylene oxide per mole of nonyl phenol, thecondensation product of coconut fatty alcohol with about 6 moles of ethylene oxide per mole of coconut fatty alcohol, the condensation product of tallow fatty alcohol with about l 1 moles of ethylene oxide per mole of tallow fatty alcohol and the condensation product of: a secondary fatty alcohol containing about 15 carbon: atoms with about 9 moles of ethylene oxide per mole of fatty alcohol.
C. Ampholytic Synthetic Detergents Ampholytic synthetic detergents can be broadly described as derivatives of aliphatic or aliphatic deriva tives of heterocyclic secondary and tertiary amines, in which the aliphatic radical may be straight chain or branched and wherein one of the aliphatic substituents 1 contains from about eight to 18 carbon atoms and at least one contains an anionic water-solubilizing group, e.g., carboxy, sulfo, sulfato. Examples of compounds falling within this definition are sodium 3- (dodecylamino)-propionate, sodium 3- (dodecylamino)propanel -sulfonate, sodium 2- (dodecylamino)ethyl sulfate, sodium 2-(dime- D. Zwitterionic Synthetic Detergents Zwitterionic synthetic detergents can be broadly described as derivatives of aliphatic quaternary ammonium and phosphonium or tertiary sulfonium compounds, in which the cationic atom may be part of a heterocyclic ring, and in which the aliphatic radical may be straight chain or branched, and wherein one of the aliphatic substituents contains from about three to 18 carbon atoms, and at least one aliphatic substituent contains an anionic water-solubilizing group, e.g., carboxy, sulfo, sulfato, phosphato, or phosphono. Examples of compounds falling within this definition are 3- (N,N-dimethyl-N-hexadecyl-ammonio)-2-hydroxypropane- 1 -sulfonate, 3-( N ,N-dimethyl-N-hexadecylammonio )-prop ane- 1 -sulfonat'e, 2-(N,N-dimethy1-N- dodecylammonio)acetate, 3-(N,N-dimethyl N- dodecylammonio)propionate, 2-(N,N-dimethyl-N- octadecylammonio)-ethyl sulfate, Z-(trimethylammonio)ethyl dodecylphosphonate, ethyl 3-(N,N- dimethyl-N-dodecylammonio)-propylphosphonate, 3- (P,P-dimethyl-P-dodecylphosphonio)-propane- 1 -sulfonate, 2-(S-methyl-S-tert.hexadecyl-sulfonio)ethanel-sulfonate, 3-(S-methyl-S-dodecylsulfonio)propionate, sodium 2-(N,N-dimethyl-N-dodecylammonio)e- ,thylphosphonate, 4-(S-methyl-S-tetradecylsulfonio)butyrate, l 2-hydroxyethy1)-2-undecylimidazoliuml-acetate, 2-(trimethylammonio)octadecanoate, and
, 3-( N,N-bis-( 2-hydroxyethyl )-N-octadecylammonio)-2- hydroxypropane-l-sulfonate. Some of these detergents are described in the following U.S. Patents: U.S. Pat. Nos. 2,129,264; 2,178,353; 2,774,786; 2,813,898; and 2,828,332.
Of all the above-described types of zwitterionic surfactants, preferred compounds include 3(N,N-dimethyl-N-alkylammonio)-propane-l-sulfonate and 3(N,N- dirnethyl-N-alkylammonio )-2-hydroxypropanel -sulfonate wherein in both compounds the alkyl group averages 14.8 carbon atoms in length; 3(N,N-dimethyl-N- hexadecylammonio)-propane-l-sulfonate; 3(N,N- dimethyl-N-hexadecylammonio)-2-hydroxypropane-lsulfonate; 3-(N-dodecylbenzyl-N,N-dimethylamrnonio)-propane- 1 -su1fonate; (N-dodecylbenzyl-N,N-dimethylammonio)acetate; 3-(N-dodecylbenzyl-N,N-dimethylammonio)propionate; 6-(N-dodecy1benzyl-N,N-
dirnethylammonio)hexanoate; and (N,N-dimethyl-N- 3 hexadecylammonio)acetate.
Another essential ingredient for use in the instant compositions m a water-soluble biodegradable detergent builder salt. Said builder has the general formula:
cmov
H (Iro H 1 H \l c wherein n is an integer from about 20 to about Y is selected from the group consisting of hydrogen and polycarboxylic acids; the degree of substitution is in the range from about 0.2 to 3. The weight ratio of said builders to the organic surface-actives, as already referred to hereinbefore, is in the range from about 15:1 to about 1:20, preferably from 8:1 to 1:12. The builder is used in an amount from about 5% to about 95%, preferably from about 20% to about 70%.
The essential builder component is an ester of polysaccharides and polycarboxylic acids.
The polysaccharides suitable for use have a degree of polymerization of about 20 to about 120, preferably of about 20 to about 80, and is commonly known as dextrin. Dextrins are derived from more highly polymerized branched and linear polysaccharides such as starch and glycogen. These raw materials are hydrolyzed to dextrin thereby using any technique suitable for that purpose.
By way of example, dextrin can be produced from dryroasted starch by various degradation-recombinations. The species known as white dextrin is, for example, prepared by hydrolytic breakdown of starch in the presence of moisture and high acidity at a temperature of about C. Yellow dextrin is prepared from starch at temperatures from about 150 to 200C under conditions of moderate acidity and low moisture (as compared to the conditions for preparing white dextrins). Species prepared by molecular rearrangement and repolymerization are, also, well-known and may serve as raw material for the essential builder ingredient.
Starch and glycogen are the commonest food reserve materials of the plant animal kingdom, respectively. Starch is a mixture of two main polysaccharide components, namely, a linear species called amylose and a highly branched species called amylopectin. Glycogen is constituted of a single polysaccharide species with a similar, but more highly branched structure than amylopectin.
In general, starches contain, depending upon their origin, up to 30% of amylose and up to 98% of amylopectin.
Amylose contains linear chains of l 4' a-D- glycopyranose having a degree of polymerization of about 1,000 to about 6,000. Amylopectin has a molecular weight in the range from 10 to 10 million. It has a branched structure whereby the chains having 1 4 a- D-glycopyranose bonds are branched through 1 6 linkages. Glycogen is essentially similar to amylopectin except that the degree of branching is somewhat greater. For more details, see POLYSACCHARIDES, by Gerald O. Aspinall, Pergarnmon Press, New York, 1st Edition, 1970, incorporated herein by reference.
Polycarboxylic acids suitable for the dextrin esterification include aromatic and aliphatic polycarboxylic acids. Examples of preferred aromatic species include mellitic acid, benzene pentacarboxylic acid, benzene wherein R is selected from:
Cl-l COOH; CH CH COOH;
cloon (icon coon coon and R is selected from:
CH COOH; CH CH COOH;
cn -cn, coon coon coon coon coon: coon; c =c coon coon and CH CH whereby R and R form a closed ring structure in the event said radicals are selected from:
CIOOH (ITOOH COOH COOH Specific examples of polyethercarboxylic acids include oxydiacetic acid having the formula:
/ CH ,COOH
oxydisuccinic acid having the formula:
coon coon cn cn, cn cn,
coon coon carboxy methyl oxysuccinic acid having the formula:
coon coon cn-cn, cn,-coon furan tetracarboxylic acid having the formula:
and tetrahydrofuran tetracarboxylic acid having the formula:
coon poon C OOH COOH The degree of substitution (with respect to the hydroxyl functions of the dextrin) is in the range from ents of the instant compositions at normal usage concentration, for example, in laundry solutions containing from about 0.05% to about 1% of detergent compositions of the instant invention. The biodegradable builders for use in the instant compositions can be prepared using techniques known in the art. As an example, dextrin succinate was prepared as described hereinafter.
PREPARATION OF DEXTRIN SUCCINATE Dextrin (50.0 g., 0.3 mole) was placed in a 2-liter, three-necked flask along with 1 liter of pyridine. The flask was equipped with a magnetic stirrer, Dean-Stark trap, thermometer, and an argon inlet.
The above mixture was refluxed for 1 hour while -l00 ml. of distillate was collected (this removes excess moisture). The reactants were then cooled to 60-70C and succinic anhydride (120 g., 12 moles) was added all at once. The reaction mixture was then heated at C overnight.
Most of the pyridine was then stripped from the dextrin reaction mixture; thereafter the residue was cooled in an ice bath and acidified to pH 2-3 with hydrochloric acid. A sticky mass fon'ned which was hard to stir.
The supernatant was decanted and the residue was washed three times with water. The residue was dissolved in acetone and ether was added until a thick, molasses-like solid precipitated. The supernatant was decanted and the remaining solvent was removed on a flash evaporator. This was repeated until a crystalline product was obtained. The product was then vacuum dried to give 81 g. of dextrin succinate.
The protonated succinates can be converted to the TABLE II Average Degree of Polymerization Polycarboxylic Average Degree of of Dextrin (n) Acid Moiety Substitution (DS) 50 Succinic acid 2.0 30 Maleic acid 2.0
TABLE lI-continued Average Degree of Polymerization Average Degree of Polycarboxylic carboxylic acid The preferred builder ingredients listed above have a degree of esterification (DE) of about 1, i.e., one of the esterifiable carboxylic moieties per mole of polyacid reacts, on the average, with one hydroxyl group of the dextrin.
The free (non-esterified) carboxylic radicals can be neutralized partially or wholly whereby the choice of the neutralizing cation, to a certain extent, determines the water solubility. Suitable cations can be represented by sodium, potassium, lithium, amines and alka- .nolamines such as triethanolamine, diethanolamine and monoethanolamine.
1n the foregoing, the essential ingredients which are comprised in the detergent formulations of this invention are described in great detail. However, in the finished detergent formulations of this invention, there are usually added other optional detergent composition ingredients which make the product more effective and more attractive. So, for example, organic and inorganic peroxy bleach compounds can be incorporated in these compositions in an amount from about 5% to about 40%.
.'lhe peroxy bleach compound can be represented by all usual inorganic and organic ingredients which are known to be satisfactory for being incorporated for that purpose in detergent compositions. Examples of inorganic peroxy bleach compounds are the alkaline metal salts of perborates, percarbonates, persilicates, persulfates, and perphosphates. As is well known, the perborates can have different degrees of hydration. Although frequently the tetrahydrate form is used, it is for certain purposes desirable to incorporate the perborates having a lower degree of hydration water, for example, 1 mole, 2 moles, or 3 moles. Organic peroxy bleach agents may be used as well. The like ingredients can be incorporated as such, i.e., they have been prepared previously or they may be prepared in situ through the addition of, for example, any peroxy bleach agents suitable for being used in combination with an organic peroxy-bleach activator.
Specific examples of the organic peroxy-bleach compounds are the water-soluble salts of monoand diperoxy acids such as perazelaic acid, monoperoxyphthalic acid, diperoxy-terephthalic acid, 4- chlorodiperoxyphthalic acid. Preferred aromatic peracids include the water-soluble salts of diperisophthalic acid, m-chloroperbenzoic acid and p-nitroperbenzoic acid.
In the event the peroxy bleach compound is to be prepared in situ, then its precursors, i.e., the peroxy bleach agent and peroxygen activators are to be added separately to the detergent composition. The peroxygen bleach can be represented by all oxyen bleaching agents which are commonly used in detergent technology, i.e., organic and inorganic species, as mentioned hereinbefore. The activating agents can be represented by all the oxygen activators known as being suitable for use in detergent technology. Specific examples of the preferred activators include acylated glycoluriles, tetra-acetyl methylene diamine, tetra-acetyl ethylene diamine, triacetyl isocyanurate and benzoylimidazole. Acid anhydride activators which bear at least one double bond between carbon atoms in 01,01 to the carbonyl group of the anhydride radical can be used as well. Examples thereof are phthalic and maleic anhydrides. Especially preferred bleach activators are based on aldehydes, ketones, and bisulfite adducts of aldehydes and ketones. Examples of these esp; cially preferred activators include: 1,4-cyclohexanedione; cyclohexanone; 3-oxo-cyclohexylacetic acid; 4-tertbutylcyclohexaneone; 5-diethylmethylammonio-Z-pentanone nitrate; N- methyLmorpholinioacetophenone nitrate; acetone, methyl ethyl ketone; 3-pentanone; methyl-pyruvate; N-methyl-4-oxo-piperidine oxide; l,4-bis(N-methyl-4- oxopiperidiniomethyl) benzene chloride; N-methyltropinonium nitrate; thiapyranonium nitrate; N-benzyl; N-methyl-4-oxopiperidinium nitrate; N ,N-dimethyl-4-oxo-piperidinium nitrate; di-Z-pyridyl ketone; and chloral hydrate.
In the event the peracid is prepared in situ, then the molar ratio of peroxygen bleach agent to bleach activator shall preferably be in the range from about 5:1 to 1:2, especially from 2:1 to 1:12.
Other detergent composition ingredients used herein include suds regulating agents such as suds boosters and suds suppressing agents, tarnish inhibitors, soil suspending agents, buffering agents, enzymes, brighteners, flurorescers, perfumes, dyes and mixture. The suds boosters can, e.g., be represented by diethanolamides. Silicones, hydrogenated fatty acid, and hydrophobic alkylene oxide condensates can be used in the like compositions for suds suppressing purposes or, more generally, for suds regulating purposes. Benzotn'azole and ethylenethiourea can be used as tarnish inhibitors. Carboxymethyl cellulose is a well-known soil suspensing agent. The above additional ingredients, when used in the instant compositions, shall be employed in the usual ranges. Enzymes are frequently added because of their contribution to degrade soil thereby rendering said soil more soluble and more easily removable which, in turn, amounts to a cleaning perfonnance improvement. Because of their specific soil degrading action, mixtures of different enzyme species are frequently preferred. Especially preferred for use in the instant compositions is an enzyme selected from the group consisting of proteases, amylases, lipases and peroxidases mixtures thereof. Said enzymes are used in an amount from 0.001% to 3.00% of the detergent composition.
The detergent compositions of the instant invention can be of any physical state, i.e., liquid, pasty, powdered and granular. Highly preferred are solid, including powdered and granular, detergent compositions.
The following examples are illustrative but do not limit the novel compositions of the present invention.
l-methyl-4-oxo-tetrahydro- EXAMPLE I Detergent compositions having the following formula provided comparable cleaning performance when used in comparative cleaning tests.
Composition A Example I Sodium dextrin succinate (average degree of polyl merization (n) about 50) OS 2.2 6 parts Sodium tripolyphosphate 6 pans Sodium B-acetoxyhexadecyl sulfonate 4 parts Sodium linear C alkyl benzene sulfonate 4 parts DS degree of substitution Substantially identical results are obtained in the event the sodium dextrin succinate is replaced with an equivalent amount of the water-soluble salts of any of the dextrin polycarboxylates listed in Table II hereinbefore.
The detergent compositions of Example I, especially the polycarboxylated dextrin builders, are substantially biodegradable. In contrast thereto, detergent compositions containing polycarboxylated corn starch builders are substantially non-biodegradable upon testing under identical conditions.
EXAMPLE II An effective and readily biodegradable detergent composition has the following formula:
Sodium tallow alkyl trioxyethylene sulfate 35 parts Sodium dextrin (n averages 60) oxydisuccinate (DS L8) parts Sodium sulfate 28 parts Minor ingredients including moisture, brightener, dyes, 40
perfumes Balance to 100 parts LII EXAMPLE "I The following composition provides excellent cleaning and is biodegradable.
Sodium salt of sulfonated l-hexadecene 25 parts Sodium dextrin (n averages 40) succinate (DS 1.3) 20 parts Sodium sulfate 20 parts Sodium perborate 30 parts Substantially similar results are obtained in the event the sodium salt of sulfonated l-hexadecene is substituted by an equivalent amount of a surface-active mixture, said mixture consisting essentially of about 50% of a Component A, about 40% of a Component B, and about 10% of a Component C, wherein a. said Component A is a mixture of double-bond positional isomers of water-soluble salts of alkene-1- sulfonic acids containing from about 20 to about 24 carbon atoms, said mixture of positional isomers 5 including about 20% of an alpha-beta unsaturated f isomer, about 50% of a beta-gamma unsaturated j isomer, about 20% of gamma-delta unsaturated isomer, and about 10% of a delta-epsilon unsatu rated isomer; b. said Component B is a mixture of water-soluble positions; and
said Component C is a mixture comprising from about water-soluble salts of alkene disulfonates containing from about 20 to about 24 carbon atoms, and from about 30% water-soluble salts of hydroxy disulfonates containing from about 20 to j about 24 carbon atoms, said alkene disulfonates containing a sulfonic group attached to a terminal carbon atom and a second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, the alkene double bond being distributed between the terminal carbon atom and about 5 the seventh carbon atoms, said hydroxy disulfonates being saturated aliphatic compounds having a sulfonate radical attached to a terminal carbon, a
second sulfonate group attached to an internal carbon atom not more than about six carbon atoms removed from said terminal carbon atom, and a hydroxy group attached to a carbon atom which is not more than about four carbon atoms removed from the site of attachment of said second sulfonate group.
Substantially similar results are also obtained when the sodium salt of sulfonated l-hexadecene is replaced with an equivalent amount of a mixture of the sodium salts of 3-, 4-, and S-hydroxy alkyl sulfonates, whereby in a binary system of these, the 4-hydroxy is present in excess of 50% by reference to the sum of the 3-, or 5- hydroxy with the 4-hydroxy alkyl sulfonates.
EXAMPLE lV Another detergent composition of this invention which is readily biodegradable and provides excellent cleansing has the following formula:
Sodium salt of sulfonated 40 parts Substantially similar results are also obtained in the event the sodium perborate tetrahydrate is substituted 19 by an equivalent amount of perazelaic acid, monoperoxy-phthalic acid, diperoxy-terephthalic acid, 4 chlorodiperoxy-phthalic acid.
What is claimed is: l. A detergent composition, consisting essentially of a. from about to about 95% by weight of a watersoluble organic surface-active agent selected from the group consisting of anionic, nonionic, ampholytic and zwitterionic detergents and mixtures thereof; and b. from about 95% to about 5% by weight of a watersoluble builder consisting of dextrin esterified with a polycarboxylic acid selected from mellitic acid, benzene pentacarboxylic acid, benzene tetracarboxylic acid, benzene tn'carboxylic acid, oxydisuccinic acid, carboxymethyloxysuccinic acid, furan tetracarboxylic acid, and tetrahydrofuran tetracarboxylic acid, said builder being characterized by a degree of substitution from about 0.2 to 3 and a degree of esterification of l; the weight ratio of the surface-active agent to the builder being in the range from about :1 to about 1:15.
2. A detergent composition in accordance with claim 1 wherein the component (a) organic surface-active agent is used in an amount from about 20% to about 5 70% by weight.
; 3. A detergent composition in accordance with claim 2 wherein the component (b) builder salt is used in an amount from about 20% to about 70% by weight.
4. A detergent composition in accordance with claim 3 wherein the builder salt has a degree of substitution from about 0.8 to about 2.2.
S. A detergent composition in accordance with claim 1 4 which, in addition, contains from about 5% to about 40% by weight of a peroxy bleach compound.
6. A detergent composition in accordance with claim 5 wherein the peroxy bleach compound is a water-soluble salt selected from the group consisting of perazelaic acid, monoperoxy-phthalic acid, diperoxy-terephthalic acid, 4-chlorodiperoxyphthalic acid, diperisophthalic acid, m-chloroperbenzoic acid, p-nitroperbenzoic acid,
. and mixtures thereof.
7. A detergent composition in accordance with claim 6 wherein the peroxy bleach compound is prepared in i situ and whereby the precursors for said peroxy bleach compounds consist of an inorganic compound selected 1 from the alkaline metal salts of perborates, percarbonj ates, persilicates, persulfates, perphosphates, and mixtures thereof; and a peroxygen bleach activator selected from the group consisting of acylated glycoluriles, tetra-acetyl methylene diamine, tetra-acetyl ethylene diamine, triacetyl isocyanurate, benzoylimidazole, maleic anhydride, phthalic anhydride,
" 1,4-cyclohexanedione; cyclohexanone; 3-oxo cyclohexylacetic acid; 4-tertbutylcyclohexanone; 5-
; diethylmethylammonio-Z-pentanone nitrate; 4-methylmorpholinioacetophenone nitrate; acetone; methyl ethyl ketone; 3-pentanone; methyl pyruvate; N-methyl- 4-oxo-piperidone oxide; l,4-bis( N-methyl-4- f oxopiperidiniomethyl) benzene chloride; N-methyl- 20 tropinonium nitrate; l-methyl-4-oxotetrahydrothiapyranonium nitrate; N-benzyl; N-methyl-4- oxopiperidinium nitrate; N,N-dimethyl-4-oxopiperidinium nitate; di-2-pyridyl ketone; chloral hydrate and mixtures thereof; the molar ratio of peroxygen bleach agent to bleach activator being in the range of from about 5:1 to about 1:2.
8. A detergent composition in accordance with claim 3 wherein the weight ratio of the component (a) organic surfaceactive agent to component (b) detergent builder is in the range from 12:1 to 1:8.
9. A detergent composition in accordance with claim 8 wherein the organic surface-active agent is selected from the group consisting of i. olefin sulfonates having from about 12 to about 24 carbon atoms; and ii. alkylethersulfates having the general formula wherein R is alkyl or alkenyl of about 10 to about 20 carbon atoms, x is 1 to 30 and M is a salt-fonning cat- I011.
10. A detergent composition in accordance with claim 9 wherein the alkyl ether sulfate organic surfaceactive agent is selected from the group consisting of sodium coconut alkyl ethylene glycol ether sulfate; lithium tallow alkyl glycol ether sulfate; sodium tallow alkyl pentaoxyethylene sulfate; ammonium tetradecylpentaoxy ethylene sulfate; ammonium lauryl hexaoxyethylene sulfate; sodium tallow alkyl trioxyethylene sulfate; and alkyl ether sulfate mixture having an average carbon chain length of from about 14 to 15 carbon atoms and an average degree of ethoxylation between about 2 and 3 moles of ethylene oxide, said alkyl ether sulfate mixture comprising from about 0.05% to 5% by weight of said alkyl ether sulfate mixture of compounds containing 12 to 13 carbon atoms;
from about 55% to by weight of said alkyl ether sulfate mixture of compounds containing 14 to 15 carbon atoms;
from about 25% to 40% by weight of said alkyl ether sulfate mixture of compounds containing 16 or 17 carbon atoms;
from about 0.1% to 5% by weight of said alkyl ether sulfate mixture of compounds containing 18 or 19 carbon atoms;
from about 15% to 25% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of zero; from about 50% to 65% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of from 1 to 4;
from about 12% to 22% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of from 5 to 8; and
from about 0.5% to 10% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation greater than 8; and mixtures thereof.
Claims (10)
1. A DETERGENT COMPOSITION, CONSISTING ESSENTIALLY OF A. FROM ABOUT 5% TO ABOUT 95% BY WEIGHT OF A WATER-SOLUBLE ORGANIC SURFACE-ACTIVE AGENT SELECTED FROM THE GROUP CONSISTING OF ANIONIC, NONIONIC, AMPHOLYTIC AND ZWITTERIONIC DETERGENTS AND MIXTURES THEREOF, AND B. FROM ABOUT 95% TO ABOUT 5% BY WEIGHT OF A WATER-SOLUBLE BUILDER CONSISTING OF DEXTRIN ESTERIFIED WITH A POLYCARBOXYLIC ACID SELECTED FROM MELLITIC ACID, BENZENE PENTACARBOXYLIC ACID, BENZENE TETRACARBOXYLIC ACID, BENZENE TRICARBOXYLIC ACID, OXYDISUCCINIC ACID, CARBOXYMETHYLOXYSUCCINIC ACID, FURAN TETRACARBOXYLIC ACID, AND TETRAHYDROFURAN TETRACARBOXYLIC ACID, SAID BUILDER BEING CHARACTERIZED BY A DEGREE OF SUBSTITUTION FROM ABOUT 0.2 TO 3 AND A DEGREE OF ESTERIFICATION OF 1, THE WEIGHT RATIO OF THE SURFACE-ACTIVE AGENT TO THE BUILDER BEING IN THE RANGE FROM ABOUT 20:1 TO ABOUT 1:15.
2. A detergent composition in accordance with claim 1 wherein the component (a) organic surface-active agent is used in an amount from about 20% to about 70% by weight.
3. A detergent composition in accordance with claim 2 wherein the component (b) builder salt is used in an amount from about 20% to about 70% by weight.
4. A detergent composition in accordance with claim 3 wherein the builder salt has a degree of substitution from about 0.8 to about 2.2.
5. A detergent composition in accordance with claim 4 which, in addition, contains from about 5% to about 40% by weight of a peroxy bleach compound.
6. A detergent composition in accordance with claim 5 wherein the peroxy bleach compound is a water-soluble salt selected from the group consisting of perazelaic acid, monoperoxy-phthalic acid, diperoxy-terephthalic acid, 4-chlorodiperoxyphthalic acid, diperisophthalic acid, m-chloroperbenzoic acid, p-nitroperbenzoic acid, and mixtures thereof.
7. A detergent composition in accordance with claim 6 wherein the peroxy bleach compound is prepared in situ and whereby the precursors for said peroxy bleach compounds consist of an inorganic compound selected from the alkaline metal salts of perborates, percarbonates, persilicates, persulfates, perphosphates, and mixtures thereof; and a peroxygen bleach activator selected from the group consisting of acylated glycoluriles, tetra-acetyl methylene diamine, tetra-acetyl ethylene diamine, triacetyl isocyanurate, benzoylimidazole, maleic anhydride, phthalic anhydride, 1,4-cyclohexanedione; cyclohexanone; 3-oxo-cyclohexylacetic acid; 4-tertbutylcyclohexanone; 5-diethylmethylammonio-2-pentanone nitrate; 4-methylmorpholinioacetophenone nitrate; acetone; methyl ethyl ketone; 3-pentanone; methyl pyruvate; N-methyl-4-oxo-piperidone oxide; 1,4-bis(N-methyl-4-oxopiperidiniomethyl) benzene chloride; N-methyltropinonium nitrate; 1-methyl-4-oxotetrahydrothiapyranonium nitrate; N-benzyl; N-methyl-4-oxopiperidinium nitrate; N,N-dimethyl-4-oxo-piperidinium nitate; di-2-pyridyl ketone; chloral hydrate and mixtures thereof; the molar ratio of peroxygen bleach agent to bleach activator being in the range of from about 5:1 to about 1:2.
8. A detergent composition in accordance with claim 3 wherein the weight ratio of the component (a) organic surfaceactive agent to component (b) detergent builder is in the range from 12:1 to 1:8.
9. A detergent composition in accordance with claim 8 wherein the organic surface-active agent is selected from the group consisting of i. olefin sulfonates having from about 12 to about 24 carbon atoms; and ii. alkylethersulfates having the general formula RO(C2H4O)xSO3M wherein R is alkyl or alkenyl of about 10 to about 20 carbon atoms, x is 1 to 30 and M is a salt-forming cation.
10. A detergent composition in accordance with claim 9 wherein the alkyl ether sulfate organic surface-active agent is selected from the group consisting of sodium coconut alkyl ethylene glycol ether sulfate; lithium tallow alkyl glycol ether sulfate; sodium tallow alkyl pentaoxyethylene sulfate; ammonium tetradecylpentaoxy ethylene sulfate; ammonium lauryl hexaoxyethylene sulfate; sodium tallow alkyl trioxyethylene sulfate; and alkyl ether sulfate mixture having an average carbon chain length of from about 14 to 15 carbon atoms and an average degree of ethoxylation between about 2 and 3 moles of ethylene oxide, said alkyl ether sulfate mixture comprising from about 0.05% to 5% by weight of said alkyl ether sulfate mixture of compounds containing 12 to 13 carbon atoms; from about 55% to 70% by weight of said alkyl ether sulfate mixture of compounds containing 14 to 15 carbon atoms; from about 25% to 40% by weight of said alkyl ether sulfate mixture of compounds containing 16 or 17 carbon atoms; from about 0.1% to 5% by weight of said alkyl ether sulfate mixture of compounds containing 18 or 19 carbon atoms; from about 15% to 25% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of zero; from about 50% to 65% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of from 1 to 4; from about 12% to 22% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation of from 5 to 8; and from about 0.5% to 10% by weight of said alkyl ether sulfate mixture of compounds having a degree of ethoxylation greater than 8; and mixtures thereof.
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US344465A US3919107A (en) | 1973-03-23 | 1973-03-23 | Built detergent compositions containing dextrin esters of poly carboxylic acids |
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US344465A US3919107A (en) | 1973-03-23 | 1973-03-23 | Built detergent compositions containing dextrin esters of poly carboxylic acids |
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US344465A Expired - Lifetime US3919107A (en) | 1973-03-23 | 1973-03-23 | Built detergent compositions containing dextrin esters of poly carboxylic acids |
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Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4011392A (en) * | 1975-09-02 | 1977-03-08 | The Sherwin-Williams Company | Mixed starch esters and the use thereof |
US4029590A (en) * | 1973-08-22 | 1977-06-14 | Fmc Corporation | Dextrin carboxylates and their use as detergent builders |
US4031025A (en) * | 1971-05-10 | 1977-06-21 | Societe Anonyme Dite: L'oreal | Chitosan derivative, sequestering agents for heavy metals |
US4100342A (en) * | 1976-08-09 | 1978-07-11 | Fmc Corporation | Process of producing dextrin carboxylates |
US4563421A (en) * | 1980-01-19 | 1986-01-07 | Hoechst Aktiengesellschaft | Method for determining the presence of endohydrolase in a liquid and composition therefor |
US4800038A (en) * | 1988-01-21 | 1989-01-24 | Colgate-Palmolive Company | Acetylated sugar ethers as bleach activators detergency boosters and fabric softeners |
US4889651A (en) * | 1988-01-21 | 1989-12-26 | Colgate-Palmolive Company | Acetylated sugar ethers as bleach activators and detergency boosters |
US5047168A (en) * | 1988-01-21 | 1991-09-10 | Colgate-Palmolive Co. | Sugar ethers as bleach stable detergency boosters |
EP0694060B1 (en) * | 1993-04-13 | 1997-12-17 | Henkel Kommanditgesellschaft auf Aktien | Enzymatic washing agent |
WO1998000501A1 (en) * | 1996-06-28 | 1998-01-08 | The Procter & Gamble Company | Detergent composition comprising dianionic cleaning agent and an enzyme |
US5840883A (en) * | 1995-04-05 | 1998-11-24 | Chiba Flour Milling Co., Ltd. | Dextrin ester of fatty acids and use thereof |
US5968886A (en) * | 1995-03-04 | 1999-10-19 | Sudzucker Aktiengesellschaft | Peracetylated or acylated carbohydrates as bleaching agent activators or complexing agents in detergent formulations |
US20040202772A1 (en) * | 2003-04-10 | 2004-10-14 | Matsutani Chemical Industries Co., Ltd. | Method for preparing glucose polymer having ion-exchanging ability and composition containing the same |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2311008A (en) * | 1939-06-12 | 1943-02-16 | Procter & Gamble | Process and composition for softening hard water |
US3332880A (en) * | 1965-01-04 | 1967-07-25 | Procter & Gamble | Detergent composition |
US3494786A (en) * | 1966-12-19 | 1970-02-10 | Ppg Industries Inc | Coated perphthalic acid and method of making same |
US3532634A (en) * | 1966-03-01 | 1970-10-06 | United States Borax Chem | Bleaching compositions and methods |
US3629121A (en) * | 1969-12-15 | 1971-12-21 | Ibrahim A Eldib | Carboxylated starches as detergent builders |
US3665000A (en) * | 1969-12-23 | 1972-05-23 | Fmc Corp | Tricarboxystarch derivatives |
US3686124A (en) * | 1969-03-28 | 1972-08-22 | Procter & Gamble | Carboxymethylated derivatives of diand tri-saccharide compounds and detergent compositions containing them |
US3801511A (en) * | 1972-04-17 | 1974-04-02 | Procter & Gamble | Spray-dried detergent composition |
US3849341A (en) * | 1970-09-30 | 1974-11-19 | Lever Brothers Ltd | Ester-linked derivatives of carbohydrates as builders for detergent compositions |
US3859224A (en) * | 1971-09-24 | 1975-01-07 | Hoechst Ag | Detergent composition containing, as a builder, the sodium salt of glycerol tricitrate |
-
1973
- 1973-03-23 US US344465A patent/US3919107A/en not_active Expired - Lifetime
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2311008A (en) * | 1939-06-12 | 1943-02-16 | Procter & Gamble | Process and composition for softening hard water |
US3332880A (en) * | 1965-01-04 | 1967-07-25 | Procter & Gamble | Detergent composition |
US3532634A (en) * | 1966-03-01 | 1970-10-06 | United States Borax Chem | Bleaching compositions and methods |
US3494786A (en) * | 1966-12-19 | 1970-02-10 | Ppg Industries Inc | Coated perphthalic acid and method of making same |
US3686124A (en) * | 1969-03-28 | 1972-08-22 | Procter & Gamble | Carboxymethylated derivatives of diand tri-saccharide compounds and detergent compositions containing them |
US3629121A (en) * | 1969-12-15 | 1971-12-21 | Ibrahim A Eldib | Carboxylated starches as detergent builders |
US3665000A (en) * | 1969-12-23 | 1972-05-23 | Fmc Corp | Tricarboxystarch derivatives |
US3849341A (en) * | 1970-09-30 | 1974-11-19 | Lever Brothers Ltd | Ester-linked derivatives of carbohydrates as builders for detergent compositions |
US3859224A (en) * | 1971-09-24 | 1975-01-07 | Hoechst Ag | Detergent composition containing, as a builder, the sodium salt of glycerol tricitrate |
US3801511A (en) * | 1972-04-17 | 1974-04-02 | Procter & Gamble | Spray-dried detergent composition |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4031025A (en) * | 1971-05-10 | 1977-06-21 | Societe Anonyme Dite: L'oreal | Chitosan derivative, sequestering agents for heavy metals |
US4029590A (en) * | 1973-08-22 | 1977-06-14 | Fmc Corporation | Dextrin carboxylates and their use as detergent builders |
US4011392A (en) * | 1975-09-02 | 1977-03-08 | The Sherwin-Williams Company | Mixed starch esters and the use thereof |
US4100342A (en) * | 1976-08-09 | 1978-07-11 | Fmc Corporation | Process of producing dextrin carboxylates |
US4563421A (en) * | 1980-01-19 | 1986-01-07 | Hoechst Aktiengesellschaft | Method for determining the presence of endohydrolase in a liquid and composition therefor |
EP0325184A1 (en) * | 1988-01-21 | 1989-07-26 | Colgate-Palmolive Company | Acetylated sugar ethers as bleach activators detergency boosters and fabric softener |
US4800038A (en) * | 1988-01-21 | 1989-01-24 | Colgate-Palmolive Company | Acetylated sugar ethers as bleach activators detergency boosters and fabric softeners |
US4889651A (en) * | 1988-01-21 | 1989-12-26 | Colgate-Palmolive Company | Acetylated sugar ethers as bleach activators and detergency boosters |
US5047168A (en) * | 1988-01-21 | 1991-09-10 | Colgate-Palmolive Co. | Sugar ethers as bleach stable detergency boosters |
EP0694060B1 (en) * | 1993-04-13 | 1997-12-17 | Henkel Kommanditgesellschaft auf Aktien | Enzymatic washing agent |
US5968886A (en) * | 1995-03-04 | 1999-10-19 | Sudzucker Aktiengesellschaft | Peracetylated or acylated carbohydrates as bleaching agent activators or complexing agents in detergent formulations |
US5840883A (en) * | 1995-04-05 | 1998-11-24 | Chiba Flour Milling Co., Ltd. | Dextrin ester of fatty acids and use thereof |
WO1998000501A1 (en) * | 1996-06-28 | 1998-01-08 | The Procter & Gamble Company | Detergent composition comprising dianionic cleaning agent and an enzyme |
US20040202772A1 (en) * | 2003-04-10 | 2004-10-14 | Matsutani Chemical Industries Co., Ltd. | Method for preparing glucose polymer having ion-exchanging ability and composition containing the same |
EP1475390A1 (en) * | 2003-04-10 | 2004-11-10 | Matsutani Chemical Industries Co. Ltd. | Method for preparing glucose polymer having ion-exchanging ability and composition containing the same |
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