WO1998038270A1 - Dye transfer inhibition system - Google Patents
Dye transfer inhibition system Download PDFInfo
- Publication number
- WO1998038270A1 WO1998038270A1 PCT/US1998/000984 US9800984W WO9838270A1 WO 1998038270 A1 WO1998038270 A1 WO 1998038270A1 US 9800984 W US9800984 W US 9800984W WO 9838270 A1 WO9838270 A1 WO 9838270A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- alkyl
- carbon atoms
- mixtures
- group
- Prior art date
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- 230000005764 inhibitory process Effects 0.000 title claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 72
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 55
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 44
- 239000004094 surface-active agent Substances 0.000 claims abstract description 42
- 235000000346 sugar Nutrition 0.000 claims abstract description 33
- -1 alkyl glucose ester Chemical class 0.000 claims abstract description 32
- 239000000654 additive Substances 0.000 claims abstract description 30
- 230000000996 additive effect Effects 0.000 claims abstract description 29
- 239000003599 detergent Substances 0.000 claims abstract description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 24
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 150000001720 carbohydrates Chemical group 0.000 claims abstract description 14
- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 13
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- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 12
- 239000000194 fatty acid Substances 0.000 claims abstract description 12
- 229930195729 fatty acid Natural products 0.000 claims abstract description 12
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 12
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims abstract description 11
- 239000008103 glucose Substances 0.000 claims abstract description 10
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 8
- JCZPMGDSEAFWDY-SQOUGZDYSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide Chemical compound NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO JCZPMGDSEAFWDY-SQOUGZDYSA-N 0.000 claims abstract description 7
- XLGVHAQDCFITCH-UHFFFAOYSA-N 2,3-dihydroxypropanamide Chemical compound NC(=O)C(O)CO XLGVHAQDCFITCH-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 7
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims abstract description 5
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- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 4
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- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical group [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 claims description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
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- 125000003172 aldehyde group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- YOOPHLDCWPOWDX-QCICJENWSA-N beta-D-GlcpA-(1->6)-beta-D-Galp Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@@H]1CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1 YOOPHLDCWPOWDX-QCICJENWSA-N 0.000 description 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 2
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- 125000005447 octyloxy 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])O* 0.000 description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
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- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/044—Hydroxides or bases
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
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- 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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/10—Carbonates ; Bicarbonates
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- 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
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
Definitions
- the present invention generally relates to inhibiting the transfer of fugitive dyes during laundry washing. More particularly, by employing a nonionic sugar surfactant, an ether sulfate, or an aminocarboxylic acid amphoteric surfactant in a detergent formulation, dye transfer between dyed fabrics can be successfully inhibited during the washing process.
- Suspended or solubilized dyes can to some degree be oxidized in solution by employing known bleaching agents. However, it is important at the same time not to bleach the dyes actually remaining on the fabrics, that is, not to cause color damage.
- the present invention is directed to a detergent composition containing:
- an alkali component selected from the group consisting of sodium hydroxide, sodium carbonate, monoethanolamine, diethanolamine, triethanolamine, and mixtures thereof;
- a dye transfer inhibition additive selected from the group consisting of: (i) a sugar surfactant selected from the group consisting of an alkyl polyglycoside having general formula
- R 1 0(Z) a I wherein R, is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; a is a number having a value from 1 to about 6, an alkyl glucose ester, an aldobionamide, a gluconamide, a glyceramide, a glyceroglycolipid, a polyhydroxy fatty acid amide and mixtures thereof;
- the present invention is also directed to a process for inhibiting the transfer of fugitive dyes onto textile substrates during laundering involving contacting the textile substrates, in an aqueous bath, with a dye transfer inhibition additive selected from the group consisting of: (i) a sugar surfactant selected from the group consisting of an alkyl polyglycoside having general formula
- R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms
- Z is a saccharide residue having 5 or 6 carbon atoms
- a is a number having a value from 1 to about 6, an alkyl glucose ester, an aldobionamide, a gluconamide, a glyceramide, a glyceroglycolipid, a polyhydroxy fatty acid amide and mixtures thereof;
- the dye transfer inhibition additive of the present invention comprises either a nonionic sugar surfactant, an anionic alkyl sulfate, an aminocarboxylic acid amphoteric surfactant or mixtures thereof.
- a sugar surfactant in the event that a sugar surfactant is employed as the dye inhibition additive, it may be selected from the group consisting of an alkyl polyglycoside having general formula (I)
- R,0(Z) ⁇ I wherein R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; a is a number having a value from 1 to about 6, an alkyl glucose ester, an aldobionamide, a gluconamide, a glyceramide, a glyceroglycolipid, a polyhydroxy fatty acid amide and mixtures thereof.
- alkyl polyglycoside which may be employed in the present invention corresponds to general formula I:
- R,0(Z) a I wherein R 1 is a monovalent organic radical having from about 6 to about 30 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; a is a number having a value from 1 to about 6.
- the alkyl polyglucosides which can be used in the compositions and processes according to the invention are commercially available, for example, as APG® surfactants, GLUCOPON® surfactants, AGRIMUL® surfactants, or PLANTAREN® surfactants from Henkel Corporation, Ambler, PA 19002. Examples of such surfactants include but are not limited to:
- GLUCOPON® 225 Surfactant - an alkylpolyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
- APG® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 625 Surfactant an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 300 Surfactant an alkyl polyglycoside substantially the same as APG® 325 Surfactant but having an having an average degree of polymerization of 1.4.
- APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.5.
- GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 2000 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 1300 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- GLUCOPON® 220 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.4.
- alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is zero; and R, is an alkyl radical having from 8 to 20 carbon atoms.
- the composition is characterized in that it has increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3 , predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
- compositions also known as peaked alkyl polyglucosides
- the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e. DP2 and DP3 fractions in relation to the sum of all DP fractions.
- Such compositions are disclosed in U.S. Patent No. 5,266,690, the entire contents of which are incorporated herein by reference.
- Preferred alkyl polyglycosides are those in which the alkyl groups contains from 8 to 18 carbon atoms and having an average degree of polymerization of 1.0 to 2.0.
- the most preferred alkyl polyglycosides are those which have alkyl groups containing 8 to 16 carbon atoms and having an average degree of polymerization of 1.3-1.8.
- the alkyl groups can be based on both natural and synthetic raw materials.
- alkyl glucose ester sugar cosurfactants are generally disclosed in U.S. Patent Nos. 5,109,127 and 5,190,747, the entire contents of both being incorporated herein by reference. These sugar cosurfactants have the general formula:
- R represents a fatty acid residue of 6 to 20 carbon atoms, preferably 6 to 12 carbon atoms and R 1 represents an alkyl group having 2 to 6 carbon atoms.
- alkyl glucose esters are l-ethyl-6- caprylglucoside, l-ethyl-6-laurylglucoside, l-butyl-6- caprylglucoside, l-ethyl-6-palmitylglucoside and l-ethyl-6- oleylglucoside.
- the aldobionamide sugar cosurfactants are generally disclosed in U.S. Patent No. 5,310,542 and in published European Patent Application No. 550,281, both of which are incorporated herein by reference.
- An aldobionamide is generally defined as the amide of an aldobionic acid or aldobionolactone and an aldobionic acid in turn is defined as a sugar substance (e.g. any cyclic sugar) in which the aldehyde group has been replaced by a carboxylic acid which upon drying is capable of cyclizing to form an aldonolactone.
- the aldobionamides can be based on compounds comprising two saccharide units, e.g.
- lactobionamides maltobionamides , cellobionamides, melibionamides, or gentiobionamides , or they can be based on compounds comprising more than two saccharide units provided that the polysaccharide has a terminal sugar unit with an aldehyde group available.
- the preferred aldobionamides of the present invention are lactobionamides of the formula
- R 1 and R 2 are the same or different and are selected from hydrogen and an aliphatic hydrocarbon radical containing up to about 36 carbon atoms (e.g. alkyl groups and alkenyl groups which groups may also include a heteroatom such as N, O, S, present, for instance, as an amide, carboxy, ether and/or saccharide moiety) except that R 1 and R 2 cannot simultaneously be hydrogen.
- the aliphatic hydrocarbon radical preferably contains up to 24 carbon atoms, most preferably from 8 to 18 carbon atoms.
- lactobionamides are N- propyl lactobionamide, N-pentyl lactobionamide, N-decyl lactobionamide, N-hexadecyl lactobionamide, N-oleyl lactobionamide, N-dodecyl-N-methyl lactobionamide, and N- dodecyloxypropyl lactobionamide.
- gluconamide sugar cosurfactants are generally disclosed in U.S. Patent 5,352,386, the entire contents of which is incorporated herein by reference. These cosurfactants have the general formula:
- Representative examples of such cosurfactants are N-octylerythronamide, N-decylerythronamide, N- dodecylerythronamide, N-tetradecylerythronamide, N- decylxylonamide and N-dodecylxylonamide.
- the glyceramide sugar cosurfactants are generally disclosed in U.S. Patent 5,352,387, the entire contents of which is incorporated herein by reference. These cosurfactants have the general formula: HOCH 2 CH(OH)C(0)NHR wherein R is a C 8 to C 24 straight or branched chained, saturated or unsaturated aliphatic hydrocarbon in which the R group may also be substituted by a heteroatom selected from oxygen, nitrogen and sulfur.
- Representative examples of such cosurfactants are N-octylglyceramide, N- decylglyceramide and N-hexadecylglyceramide.
- glyceroglycolipids can be of the formula:
- a 1 is a saccharide, preferably having one or more saccharide units, more preferably a mono or disaccharide and most preferably a monosaccharide such as glucose or galactose;
- R and R 1 are the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having from 1 to about 24, preferably from about 6 to about 18 carbon atoms;
- B is OH or a NR 2 R 3 group, wherein R 2 and R 3 may be the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having 1 to 24, preferably from 6 to 18 carbon atoms, and NRR 1 and B are positionally interchangeable.
- cosurfactants are 3-(butylamino)-2-hydroxypropyl- ⁇ -D- galactopyranoside, 3- (octylamino) -2-hydroxypropyl- ⁇ -D- galactopyranoside, 3-(eicosylamino) -2-hydroxypropyl- ⁇ -D- galactopyranoside, 3- (butylamino) -2-hydroxypropyl- ⁇ -D- glucopyranoside, and 3-(pentylamino) -2-hydroxypropyl- ⁇ -D- mannopyranoside.
- glyceroglycolipid cosurfactants are disclosed in published European Patent Application No. 550,280, which is incorporated herein by reference. These cosurfactants are of the formula:
- Such cosurfactants are 3-(butyloxy)-2- hydroxypropyl- ⁇ -D-galactopyranoside, 3-(eicosyloxy) -2- hydroxypropyl- ⁇ -D-galactopyranoside, 3-(decyloxy) -2- hydroxypropyl- ⁇ -D-galactopyranoside, 3- (butyloxy) -2- hydroxypropyl- ⁇ -D-glucopyranoside, 3- (octyloxy) -2- hydroxypropyl- ⁇ -D-mannopyranoside, 3- (tetradecyloxy) -2- hydroxypropyl- ⁇ -D-lactoside, 3- (octadecyloxy) -2- hydroxypropyl- ⁇ -D-maltoside, 3- (octyloxy) -2-hydroxypropyl- ⁇ -D-galactotrioside, and 3-(dodecyloxy)-2-hydroxypropyl- ⁇ - D
- polyhydroxy fatty acid amide sugar cosurfactants are generally disclosed in U.S. Patent Nos. 5,174,927, 5,223,179 and 5,332,528, the entire disclosure of each of which is incorporated herein by reference.
- the polyhydroxy fatty acid amide surfactant component of the present invention comprises compounds of the structural formula:
- R 2 C(0)N(R 1 )Z wherein: R 1 is H, C j -C ⁇ hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, preferably C 1 -C 4 alkyl, more preferably C, or C 2 alkyl, most preferably C, alkyl (i.e., methyl); and R 2 is a C 8 -C ⁇ hydrocarbyl, preferably straight chain C 7 -C 19 alkyl or alkenyl, more preferably straight chain C 9 -C 17 alkyl or alkenyl, most preferably straight chain C -C 17 alkyl or alkenyl, or mixture thereof; and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof.
- Z preferably will be derived from a reducing sugar in a reductive amination reaction; more preferably Z is a glycityl.
- Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose.
- high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars listed above. These corn syrups may yield a mix of sugar components for Z. It should be understood that it is by no means intended to exclude other suitable raw materials.
- Z preferably will be selected from the group consisting of -CH 2 -(CHOH)n-CH 2 OH, -CH (CH 2 OH) - (CHOH) n _.,-CH 2 OH, -CH 2 ⁇ (CHOH) 2 (CHOR' ) (CHOH) -CH 2 OH, where n is an integer from 3 to 5, inclusive, and R' is H or a cyclic or aliphatic monosaccharide, and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly -CH 2 -(CHOH) A -CH 2 OH.
- Formula R 1 can be, for example, N-methyl, N-ethyl, N-propyl, N-isopropyl, N-butyl, N-2-hydroxy ethyl, or N-2-hydroxy propyl.
- R 2 C(0)N ⁇ can be, for example, cocamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmitamide, tallowamide, etc.
- Z can be 1-deoxyglucityl, 2-deoxyfructityl, 1-deoxymaltityl, l-deoxylactityl, 1-deoxygalactityl, 1-deoxymannityl, l-deoxymaltotriotityl, etc.
- cosurfactants are N- methyl-N-1-deoxyglucityl cocoamide and N-methyl-N-1- deoxyglucityl tallowamide.
- Suitable polyhydroxy fatty acid amide cosurfactants are those of the formula: RC(0)N(R 1 )CH 2 CH(OH)CH 2 OH wherein R is a C 7 -C 21 hydrocarbyl species, i.e. coconut, tallow, palm fatty alkyl and oleyl, and R 1 is a C, to C 6 hydrocarbyl or substituted hydrocarbyl species, i.e. N- alkyl-N-(l,2-propanediol) and N-hydroxyalkyl-N-l,2-propane diol fatty acid amides.
- the sugar surfactant is an alkyl polyglycoside of formula I wherein R., is a monovalent organic radical having from about 8 to about 18, and most preferably from about 8 to about 16 carbon atoms, b is zero, and a is a number having a value of from about 1 to about 3 , and most preferably from 1 to 2.
- alkyl sulfates, and salts thereof, which may be employed as a dye transfer inhibition additive in the present invention are of the formula:
- R0-(CH 2 CH 2 O) n -SO 3 wherein R is an alkyl group having from about 8 to about 18 carbon atoms, and preferably from about 12 to about 16 carbon atoms, and n is a number having a value of from 0 to about 10, and preferably from 1 to 3.
- a particularly preferred alkyl sulfate is sodium lauryl ether sulfate.
- aminocarboxylic acid amphoteric surfactants and salts thereof, which may be employed as a dye transfer inhibition additive, are of the formulae:
- a particularly preferred aminocarboxylic acid amphoteric surfactant is sodium N-coco ⁇ -aminopropionate.
- the dye transfer inhibition additive is based on a combination of a sugar surfactant, preferably an alkyl polyglycoside and an alkyl ether sulfate, preferably sodium laureth sulfate, and an aminocarboxylic acid amphoteric, preferably sodium N-coco ⁇ -aminopropionate, wherein these components are combined in a ratio by weight ranging from about 1:0:0 to about 0:1:0, to about 0:0:1, and preferably about 1 : 3 : 1.
- a sugar surfactant preferably an alkyl polyglycoside and an alkyl ether sulfate, preferably sodium laureth sulfate
- an aminocarboxylic acid amphoteric preferably sodium N-coco ⁇ -aminopropionate
- the dye inhibition additive is added to the detergent composition in an amount ranging from about 0.1 to about 50% by weight, and preferably from about 1 to about 30% by weight, based on the total weight of the detergent composition being formulated.
- the dye transfer inhibition additive will preferably be present therein in an amount of from about 1 to about 20% by weight, based on the total weight of the powdered detergent composition.
- the amount of additive present therein will be from about 1 to about 10% by weight, based on the total weight of the liquid detergent composition.
- the detergent compositions to which the dye transfer inhibition additive may be added will contain an alkali component selected from the group consisting of sodium hydroxide, sodium carbonate monoethanolamine, diethanolamine, triethanolamine, and mixtures thereof.
- the amount of alkali component present in the detergent composition is typically in the range of from about 0.1 to about 75% by weight, and preferably from about 1 to about 50% by weight, based on the total weight of the detergent composition.
- the amount of alkali component contained therein will preferably range from about 25 to about 75% by weight, based on the total weight of the powdered detergent composition.
- a liquid detergent the amount of alkali component present therein will be from about 0.1 to about 10% by weight, based on the total weight of the liquid detergent composition.
- the dye transfer inhibition additive may be added to the detergent composition in any known conventional manner such as, for example, by mixing.
- a process for inhibiting the transfer of fugitive dyes onto textile substrates such as, for example, clothes, during the laundering/washing thereof.
- the process involves contacting the textile substrates, in an aqueous bath, with the above-disclosed dye inhibition additive of the present invention.
- the contacting step may be performed either by hand in a suitable receptacle or in a conventional washing machine- type apparatus.
- the detergent composition employed in the present invention may contain additional constituents, other than the sodium hydroxide component.
- additional constituents are well known in the art and may include, for example, anionic surfactants, nonionic surfactant, other than the above-disclosed sugar surfactant, anionic surfactants, other than alkyl ether sulfates, builders, foam stabilizers, anti-redeposition polymers, optical brighteners, peroxygen bleaches, perfumes, and the like.
- Textile substrates are defined as any articles of manufacture made from textiles. Examples include, but are not limited to, clothing, carpeting, linen and the like. The present invention will be better understood from the examples which follow, all of which are meant to be illustrative only and are not meant to unduly limit the scope of the invention in any way. Unless otherwise indicated, percentages are on a weight-by-weight basis. Test Procedure:
- the surfactants and polymers were tested at a concentration of 250 ppm.
- the dyes tested were Blue Direct Dye #1 and Acid Red Dye 151 at concentrations of 1 and 10 ppm.
- the test solution had a pH of 10.5 + 0.1.
- the water hardness of the test solution was 150 ppm (3:2) Ca:Mg.
- test solution A liter of test solution was placed in a tergotometer pot with two 4 x 6 inches of bleached, desized print cloth cotton swatches placed therein. The test solution was stirred for 10 min. at 100 rpm at 80°F + 2F. At the end of the wash cycle, the swatches were removed, squeezed by hand and stirred in a liter of tap water for two minutes. After rinsing, the swatches were again squeeze-dried by hand and air dried at an ambient temperature. Afterwards, their reflectance was measured with a "Hunter Lab Colorquest" spectrophotometer. The reported values are the ⁇ R difference between the initial and final reflectance reading of the swatches.
- PVP® polyvinyl pyrrolidone commercially available from ISP.
- GENAPOL® an ethoxylated alcohol commercially available from Hoechst Corp.
- SURFONIC® an ethoxylated nonylphenol commercially available from Texaco Chemical Co.
- GLUCOPON® 220 UP an alkyl polyglycoside commercially available from Henkel Corp.
- GLUCOPON® 625 UP an alkyl polyglycoside commercially available from Henkel Corp.
- STANDAMID® SD an alkanolamide commercially available from Henkel Corp.
- STANDAPOL® an alcohol ether sulfate commercially available, from Henkel Corp.
- DERIPHATES® an aminocarboxylic acid amphoteric commercially available from Henkel Corp.
- VELVETEX® a betaine commercially available from Henkel Corp.
- ACUSOL® acrylic polymer available from Rohm & Haas Co.
- NATROSOL® hydroxy ethyl cellulose available from AquaIon Inc.
- GANTREX® poly(methyl) vinyl ether/maleic anhydride copolymer available from ISP.
- POLYMER HSP-1180 polyacrylo-amido-methyl-propane sulfonic acid.
- GLUCOPON® 625 UP exhibited more effective dye transfer inhibition than the ethoxylated or nonylphenol.
- STANDAPOL® TG4- SLES and DERIPHAT® 15IC exhibited more effective dye transfer inhibition than the linear alkyl benzene sulfonate.
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Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
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AU59617/98A AU5961798A (en) | 1997-02-28 | 1998-01-29 | Dye transfer inhibition system |
DE69835876T DE69835876T2 (en) | 1997-02-28 | 1998-01-29 | FARBÜBERTRAGUNGSINHIBIERUNGSSYSTEM |
BR9807800-3A BR9807800A (en) | 1997-02-28 | 1998-01-29 | Detergent composition, and, process to inhibit the transfer of evanescent dyes, on textile substrates, during washing. |
EP98902813A EP0975718B1 (en) | 1997-02-28 | 1998-01-29 | Dye transfer inhibition system |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US08/808,581 US6159921A (en) | 1997-02-28 | 1997-02-28 | Dye transfer inhibition system |
US08/808,581 | 1997-02-28 |
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WO1998038270A1 true WO1998038270A1 (en) | 1998-09-03 |
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PCT/US1998/000984 WO1998038270A1 (en) | 1997-02-28 | 1998-01-29 | Dye transfer inhibition system |
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Country | Link |
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US (1) | US6159921A (en) |
EP (1) | EP0975718B1 (en) |
AR (1) | AR011643A1 (en) |
AT (1) | ATE339492T1 (en) |
AU (1) | AU5961798A (en) |
BR (1) | BR9807800A (en) |
DE (1) | DE69835876T2 (en) |
ES (1) | ES2273403T3 (en) |
PE (1) | PE41499A1 (en) |
WO (1) | WO1998038270A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107257849A (en) * | 2015-03-02 | 2017-10-17 | 荷兰联合利华有限公司 | The composition of dyestuff transfer performance with reduction |
US10259837B2 (en) | 2015-03-02 | 2019-04-16 | Conopco, Inc. | Method of separating rhamnolipids from a fermentation broth |
EP3047011B1 (en) * | 2013-09-17 | 2020-04-15 | Henkel AG & Co. KGaA | Use of alkyl-/ alkenyl-oligoglycoside derivatives for treating textiles |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2650353A3 (en) | 2002-12-23 | 2014-01-15 | Basf Se | Laundry care products containing hydrophobically modified polymers as additives |
CN106574212B (en) | 2014-08-22 | 2020-03-20 | 罗门哈斯公司 | Imidazole-modified carbohydrate polymers as laundry dye transfer inhibitors |
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US3676338A (en) * | 1967-07-19 | 1972-07-11 | Henkel & Cie Gmbh | Detergent compositions containing a textile softener |
US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
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DE3519012A1 (en) * | 1985-05-25 | 1986-11-27 | Henkel KGaA, 4000 Düsseldorf | DETERGENT WITH ADDITIVES TO PREVENT DYE AND BRIGHTENER TRANSFER |
US5190747A (en) * | 1989-11-06 | 1993-03-02 | Lion Corporation | Oral or detergent composition comprising a nonionic surface active agent |
JP2775915B2 (en) * | 1989-11-06 | 1998-07-16 | ライオン株式会社 | Nonionic surfactant |
SK25293A3 (en) * | 1990-09-28 | 1994-01-12 | Procter & Gamble | Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions |
US5266690A (en) * | 1991-12-19 | 1993-11-30 | Henkel Corporation | Preparation of alkylpolyglycosides |
DE69210581T2 (en) * | 1991-12-31 | 1996-09-12 | Unilever Nv | Compositions containing a glyceroglycolipid |
CA2086228C (en) * | 1991-12-31 | 1998-09-22 | Robert W. Humphreys | Glycolipid surfactants and compositions containing them |
US5358656A (en) * | 1991-12-31 | 1994-10-25 | Lever Brothers Company, Division Of Conopco, Inc. | Compositions comprising glyceroglycolipids having an amine linkage as a surfactant or cosurfactant |
US5310542A (en) * | 1991-12-31 | 1994-05-10 | Lever Brothers Company, Division Of Conopco, Inc. | Oral hygiene compositions containing antiplaque agents |
US5389279A (en) * | 1991-12-31 | 1995-02-14 | Lever Brothers Company, Division Of Conopco, Inc. | Compositions comprising nonionic glycolipid surfactants |
US5776872A (en) * | 1992-03-25 | 1998-07-07 | The Procter & Gamble Company | Cleansing compositions technical field |
US5223179A (en) * | 1992-03-26 | 1993-06-29 | The Procter & Gamble Company | Cleaning compositions with glycerol amides |
AU4545693A (en) * | 1992-07-15 | 1994-02-14 | Procter & Gamble Company, The | Surfactant-containing dye transfer inhibiting compositions |
US5352387A (en) * | 1992-11-25 | 1994-10-04 | Lever Brothers Company | Alkyl glyceramide surfactants and compositions comprising these surfactants |
US5352386A (en) * | 1992-11-25 | 1994-10-04 | Lever Brothers Company | Compositions free of boron comprising N-alkylerythronamides and N-alkylxylonamides as surfactants |
JPH09509971A (en) * | 1994-03-04 | 1997-10-07 | ザ、プロクター、エンド、ギャンブル、カンパニー | Polyhydroxyamides for imparting dye transfer prevention properties during textile washing |
US5451337A (en) * | 1994-05-31 | 1995-09-19 | The Procter & Gamble Co. | Dye transfer inhibition system containing a peroxidase/accelerator system |
US5525256A (en) * | 1995-02-16 | 1996-06-11 | Henkel Corporation | Industrial and institutional liquid cleaning compositions containing alkyl polyglycoside surfactants |
-
1997
- 1997-02-28 US US08/808,581 patent/US6159921A/en not_active Expired - Fee Related
-
1998
- 1998-01-28 PE PE1998000063A patent/PE41499A1/en not_active Application Discontinuation
- 1998-01-29 BR BR9807800-3A patent/BR9807800A/en not_active Application Discontinuation
- 1998-01-29 AU AU59617/98A patent/AU5961798A/en not_active Abandoned
- 1998-01-29 AT AT98902813T patent/ATE339492T1/en not_active IP Right Cessation
- 1998-01-29 ES ES98902813T patent/ES2273403T3/en not_active Expired - Lifetime
- 1998-01-29 DE DE69835876T patent/DE69835876T2/en not_active Expired - Fee Related
- 1998-01-29 EP EP98902813A patent/EP0975718B1/en not_active Expired - Lifetime
- 1998-01-29 WO PCT/US1998/000984 patent/WO1998038270A1/en active IP Right Grant
- 1998-02-09 AR ARP980100524A patent/AR011643A1/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
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US3676338A (en) * | 1967-07-19 | 1972-07-11 | Henkel & Cie Gmbh | Detergent compositions containing a textile softener |
US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3047011B1 (en) * | 2013-09-17 | 2020-04-15 | Henkel AG & Co. KGaA | Use of alkyl-/ alkenyl-oligoglycoside derivatives for treating textiles |
CN107257849A (en) * | 2015-03-02 | 2017-10-17 | 荷兰联合利华有限公司 | The composition of dyestuff transfer performance with reduction |
US10259837B2 (en) | 2015-03-02 | 2019-04-16 | Conopco, Inc. | Method of separating rhamnolipids from a fermentation broth |
CN107257849B (en) * | 2015-03-02 | 2019-09-27 | 荷兰联合利华有限公司 | The composition of dyestuff transfer performance with reduction |
US10487294B2 (en) | 2015-03-02 | 2019-11-26 | Conopco, Inc. | Compositions with reduced dye-transfer properties |
Also Published As
Publication number | Publication date |
---|---|
US6159921A (en) | 2000-12-12 |
AR011643A1 (en) | 2000-08-30 |
AU5961798A (en) | 1998-09-18 |
PE41499A1 (en) | 1999-05-14 |
BR9807800A (en) | 2000-02-22 |
ATE339492T1 (en) | 2006-10-15 |
EP0975718A4 (en) | 2002-07-31 |
DE69835876D1 (en) | 2006-10-26 |
DE69835876T2 (en) | 2007-03-08 |
EP0975718B1 (en) | 2006-09-13 |
ES2273403T3 (en) | 2007-05-01 |
EP0975718A1 (en) | 2000-02-02 |
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