EP1794274B2 - Laundry treatment compositions - Google Patents

Laundry treatment compositions Download PDF

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Publication number
EP1794274B2
EP1794274B2 EP05771350.5A EP05771350A EP1794274B2 EP 1794274 B2 EP1794274 B2 EP 1794274B2 EP 05771350 A EP05771350 A EP 05771350A EP 1794274 B2 EP1794274 B2 EP 1794274B2
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EP
European Patent Office
Prior art keywords
hydrolysed
laundry treatment
group
treatment composition
reactive dye
Prior art date
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Application number
EP05771350.5A
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German (de)
English (en)
French (fr)
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EP1794274A1 (en
EP1794274B1 (en
Inventor
Stephen N. Unilever R & D Port Sunlight BATCHELOR
Jayne Michelle Unilever R & D Port Sunlight BIRD
John Unilever R & D Port Sunlight LLOYD
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Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Publication of EP1794274A1 publication Critical patent/EP1794274A1/en
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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
    • C11D3/40—Dyes ; Pigments

Definitions

  • the present invention relates to laundry treatment compositions which comprise a dye.
  • Reactive dyes are coloured compounds with one or more functional groups capable of forming a covalent bond with a suitable substrate, generally cotton or other cellulosic fibres.
  • Typical reactive groups of the reactive dyes are monochlorotriazinyl, monofluorotrazinyl and 2-sulfooxyethylsulfonyl.
  • Typical chromophores of the reactive dyes are azo, anthraquinone, phthalocyanine, formazan and triphendioaxazine.
  • the reactive dyes have specific functional groups that can undergo addition or substitution reactions with -OH, -SH and -NH2 groups present in textile fibers. A consequence of the nature of these specific functional groups is that reactive dyes can cause irritation/sensitization of the respiratory tract and skin. There is also evidence that they give rise to contact dermatitis, allergic conjunctivis, rhinitis, occupational asthma and other allergic reactions.
  • US 3,960,744 discloses a powder detergent composition comprising a bluing dye precursor.
  • hydrolysed reactive dyes may be used to impart shading to textiles whilst reducing the risk of irritation/sensitization of the respiratory tract and skin in comparison to reactive dyes.
  • the present invention provides a laundry treatment composition according to claim 1, comprising between 0.0001 to 0.1 wt % of a hydrolysed reactive dye as defined in claim 1 and between 2 to 60 wt % of a surfactant, with the proviso that the composition does not comprise more than 0.1 wt% hydrolysed reactive dye.
  • the present invention provides a method of treating a textile according to claim 8, the method comprising the steps of: (i) treating a textile with an aqueous solution of a hydrolysed reactive dye as defined in any of claims 1 to 7, the aqueous solution comprising from 10 ppb to 1 ppm of the hydrolysed reactive dye and from 0.2 g/L to 3 g/L of a surfactant; and, (ii) rinsing and drying the textile; with the proviso that the aqueous solution does not comprise more than 1 ppm hydrolysed reactive dye.
  • the hydrolysed reactive dye is at a concentration in the range from 100 ppb to 500 ppb
  • a "unit dose” as used herein is a particular amount of the laundry treatment composition used for a type of wash, conditioning or requisite treatment step.
  • the unit dose may be in the form of a defined volume of powder, granules or tablet or unit dose detergent liquid.
  • the reactive dyes may be considered to be made up of a chromophore which is linked to an anchoring moiety,
  • the chromophore may be linked directly to the anchor or via a bridging group.
  • the chromophore serves to provide a colour and the anchor to bind to a textile substrate.
  • a marked advantage of reactive dyes over direct dyes is that their chemical structure is much simpler, their absorption bands are narrower and the dyeing/shading are brighter; industrial Dyes, K. Hunger ed. Wiley-VCH 2003 ISBN 3-527-30426-6.
  • mammalian contact with reactive dyes results in irritation and/or sensitisation of the respiratory tract and/or skin.
  • wash conditions are not ideal for deposition of dyes because the efficiency of deposition is low.
  • each individual anchor group of each reactive dyes is hydrolysed such that the most reactive group(s) of anchor groups of the dye is/are hydrolysed.
  • hydrolysed reactive dye encompasses both fully and partially hydrolysed reactive dyes.
  • the reactive dye may have more than one anchor. If the dye has more than one anchor, then each and every anchor, that contributes to irritation and/or sensitisation, needs to be hydrolysed to the extent discussed above.
  • the dyes used in.the present invention comprise a chromophore and an anchor that are covalenly bound and may be represented in the following manner: Chromophore-anchor.
  • the ionic strength of the resultant aqueous laundry treatment composition is between 0.001 to 0.5, more preferably between 0.02 to 0.2.
  • the hydrolysed reactive dye comprises a chromophore moiety covalently bound to an anchoring group, the anchoring group for binding to cotton, the anchoring group selected from the group defined in claim 1.
  • the anchor group is selected from: wherein:
  • the chromophore is selected from the group consisting of: azo, anthraquinone, phthalocyanine, formazan and triphendioaxazine.
  • hydrolysed reactive dyes are hydrolysed Reactive Black 5, and hydrolysed Reactive Blue 19.
  • the laundry treatment composition in addition to the hydrolysed reactive dye and surfactant, comprises the balance carriers and adjunct ingredients to 100 wt % of the composition.
  • These may be, for example, builders, foam agents, anti-foam agents, solvents, fluorescers, bleaching agents, and enzymes.
  • the use and amounts of these components are such that the composition performs depending upon economics, environmental factors and use of the composition.
  • the composition comprises a surfactant and optionally other conventional detergent ingredients.
  • the composition may also comprise an enzymatic detergent composition which comprises from 0.1 - 50 wt %, based on the total detergent composition, of one or more surfactants.
  • This surfactant system may in turn comprise 0 - 95 wt % of one or more anionic surfactants and 5 to 100 wt % of one or more nonionic surfactants.
  • the surfactant system may additionally contain amphoteric or zwitterionic detergent compounds, but this in not normally desired owing to their relatively high cost.
  • the enzymatic detergent composition according to the invention will generally be used as a dilution in water of about 0.05 to 2 wt%.
  • the composition comprises between 2 to 60 wt % of a surfactant, preferably 10 to 30 wt %.
  • a surfactant preferably 10 to 30 wt %.
  • the nonionic and anionic surfactants of the surfactant system may be chosen from the surfactants described " Surface Active Agents" Vol. 1, by Schwartz & Perry, Interscience 1949 , Vol. 2 by Schwartz, Perry & Berch, Interscience 1958, in the current edition of " McCutcheon's Emulsifiers and Detergents” published by Manufacturing Confectioners Company or in " Tenside-Taschenbuch", H. Stache, 2nd Edn., Carl Hauser Verlag, 1981 .
  • Suitable nonionic detergent compounds which may be used include, in particular, the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
  • Specific nonionic detergent compounds are C 6 -C 22 alkyl phenol-ethylene oxide condensates, generally 5 to 25 EO, i.e. 5 to 25 units of ethylene oxide per molecule, and the condensation products of aliphatic C 8 -C 18 primary or secondary linear or branched alcohols with ethylene oxide, generally 5 to 40 EO.
  • Suitable anionic detergent compounds which may be used are usually water-soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher C 8 -C 18 alcohols, produced for example from tallow or coconut oil, sodium and potassium alkyl C 9 -C 20 benzene sulphonates, particularly sodium linear secondary alkyl C 10 -C 15 benzene sulphonates; and sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum.
  • the preferred anionic detergent compounds are sodium C 11 -C 15 alkyl benzene sulphonates and sodium C 12 -C 18 alkyl sulphates.
  • surfactants such as those described in EP-A-328 177 (Unilever), which show resistance to salting-out, the alkyl polyglycoside surfactants described in EP-A-070 074 , and alkyl monoglycosides.
  • Preferred surfactant systems are mixtures of anionic with nonionic detergent active materials, in particular the groups and examples of anionic and nonionic surfactants pointed out in EP-A-346 995 (Unilever).
  • surfactant system that is a mixture of an alkali metal salt of a C 16 -C 18 primary alcohol sulphate together with a C 12 -C 15 primary alcohol 3-7 EO ethoxylate.
  • the nonionic detergent is preferably present in amounts greater than 10%, e.g. 25-90 wt % of the surfactant system.
  • Anionic surfactants can be present for example in amounts in the range from about 5% to about 40 wt % of the surfactant system.
  • the present invention When the present invention is used as a fabric conditioner it needs to contain a cationic compound.
  • the quaternary ammonium compound is a quaternary ammonium compound having at least one C 12 -C 22 alkyl chain.
  • the quaternary ammonium compound has the following formula: in which R 1 is a C 12 to C 22 alkyl or alkenyl chain; R 2 , R 3 and R 4 are independently selected from C 1 -C 4 alkyl chains and X - is a compatible anion.
  • R 1 is a C 12 to C 22 alkyl or alkenyl chain; R 2 , R 3 and R 4 are independently selected from C 1 -C 4 alkyl chains and X - is a compatible anion.
  • a preferred compound of this type is the quaternary ammonium compound cetyl trimethyl quaternary ammonium bromide.
  • a second class of materials for use with the present invention are the quaternary ammonium of the above structure in which R 1 and R 2 are independently selected from C 12 to C 22 alkyl or alkenyl chain; R 3 and R 4 are independently selected from C 1 -C 4 alkyl chains and X - is a compatible anion.
  • the ratio of cationic to nonionic surfactant is from 1:100 to 50:50, more preferably 1:50 to 20:50.
  • the cationic compound may be present from 0.02 wt % to 20 wt % of the total weight of the composition.
  • the cationic compound may be present from 0.05 wt % to 15 wt %, a more preferred composition range is from 0.2 wt % to 5 wt %, and most preferably the composition range is from 0.4 wt % to 2.5 wt % of the total weight of the composition.
  • the level of cationic surfactant is from 0.05wt % to 10wt % of the total weight of the composition.
  • the cationic compound may be present from 0.2 wt % to 5 wt %, and most preferably from 0.4 wt % to 2.5 wt % of the total weight of the composition.
  • the level of cationic surfactant is 0.05 wt % to 15 wt % of the total weight of the composition.
  • a more preferred composition range is from 0.2 wt % to 10 wt %, and the most preferred composition range is from 0.9 wt % to 3.0 wt % of the total weight of the composition.
  • the laundry treatment composition may comprise bleaching species.
  • the bleaching species for example, may be selected from perborate and percarbonate. These peroxyl species may be further enhanced by the use of an activator, for example, TAED or SNOBS.
  • a transition metal catalyst may be used with the peroxyl species.
  • a transition metal catalyst may also be used in the absence of peroxyl species where the bleaching is termed to be via atmospheric oxygen, see, for example WO02/48301 .
  • Photobleaches including singlet oxygen photobleaches, may be used with the laundry treatment composition. A preferred photobleach is vitamin K.
  • the laundry treatment composition preferably comprises a fluorescent agent(optical brightener).
  • fluorescent agents are well known and many such fluorescent agents are available commercially. Usually, these fluorescent agents are supplied and used in the form of their alkali metal salts, for example, the sodium salts.
  • the total amount of the fluorescent agent or agents used in laundry treatment composition is generally from 0.005-2 wt %, more preferably 0.01 to 0.1 wt %.
  • Preferred classes of fluorescer are: Di-styryl biphenyl compounds, e.g. Tinopal (Trade Mark) CBS-X, Di-amine stilbene di-sulphonic acid compounds, e.g.
  • Preferred fluorescers are: sodium 2 (4-styryl-3-sulfophenyl)-2H-naphthol [1,2-d]triazole, disodium 4,4'-bis ⁇ [(4-anilino-6-(N methyl-N-2 hydroxyethyl) amino 1,3,5-triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, disodium 4,4'-bis ⁇ [(4-anilino-6-morpholino-1,3,5-triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, and disodium 4,4'-bis(2-sulfostyryl)biphenyl.
  • a stock solution of 1.5 g/L of a base washing powder in water was created.
  • the washing powder contained 18 % NaLAS, 73 % salts (silicate, sodium tri-poly-phosphate, sulphate, carbonate), 3 % minors including perborate, fluorescer and enzymes, remainder impurities and water.
  • the solution was divided into 60 ml aliquots and hydrolysed reactive dye added to this to give a solution of optical density of approximately one (5 cm pathlength) at the maximum absorption of the dye in the visible lengths, 400 to 700nm.
  • the optical density was measured using a UV-visible spectrometer.
  • One piece of bleached, non-mercerised, non-fluorescent woven cotton cloth (ex Phoenic Calico) weighing 1.3 g was placed in the solution at room temperature (20 °C). This cloth represents a slightly yellow cotton. The cloth was left to soak for 45 minutes then the solution agitated for 10 min., rinsed and dried. Following this the optical density of the solution was re-measured and the amount of dye absorbed by the cloth calculated.
  • Reactive Red 2 [17804-49-8] represents a dichlorotriazinyl azo dye having the following structure:
  • Reactive Blue 4 represents a dichlorotriazinyl anthraquinone dye having the following structure:
  • Reactive Black 5 [17095-24-8] represents a two anchor vinyl sulfonyl azo dye having the following structure:
  • Reactive Blue 19 [2580-78-1] represents a vinyl sulfonyl anthraquinone dye having the following structure:
  • hydrolysed dyes were found to be substantive to nylon.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP05771350.5A 2004-09-11 2005-08-15 Laundry treatment compositions Active EP1794274B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB0420203.2A GB0420203D0 (en) 2004-09-11 2004-09-11 Laundry treatment compositions
PCT/EP2005/008861 WO2006027086A1 (en) 2004-09-11 2005-08-15 Laundry treatment compositions

Publications (3)

Publication Number Publication Date
EP1794274A1 EP1794274A1 (en) 2007-06-13
EP1794274B1 EP1794274B1 (en) 2008-03-26
EP1794274B2 true EP1794274B2 (en) 2019-12-18

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EP (1) EP1794274B2 (pt)
CN (1) CN100577787C (pt)
AR (1) AR053967A1 (pt)
AT (1) ATE390476T1 (pt)
BR (1) BRPI0515066A (pt)
DE (1) DE602005005702T2 (pt)
ES (1) ES2301042T3 (pt)
GB (1) GB0420203D0 (pt)
WO (1) WO2006027086A1 (pt)
ZA (1) ZA200701947B (pt)

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AR053967A1 (es) 2007-05-30
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BRPI0515066A (pt) 2008-07-01
CN101056971A (zh) 2007-10-17
ES2301042T3 (es) 2008-06-16
DE602005005702D1 (de) 2008-05-08
ATE390476T1 (de) 2008-04-15
WO2006027086A1 (en) 2006-03-16
EP1794274A1 (en) 2007-06-13
EP1794274B1 (en) 2008-03-26
ZA200701947B (en) 2008-07-30
DE602005005702T2 (de) 2009-04-09

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