US3781204A - Textile treating composition - Google Patents

Textile treating composition Download PDF

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Publication number
US3781204A
US3781204A US00209454A US3781204DA US3781204A US 3781204 A US3781204 A US 3781204A US 00209454 A US00209454 A US 00209454A US 3781204D A US3781204D A US 3781204DA US 3781204 A US3781204 A US 3781204A
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Prior art keywords
formulation
optical brightener
ingredient
general formula
carbon atoms
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US00209454A
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English (en)
Inventor
M Katsumi
T Sato
T Hara
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Kao Corp
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Kao Corp
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • C11D3/42Brightening agents ; Blueing agents

Definitions

  • R and R are alkyl radicals of 12-22 carbon atoms, R and R are alkyl radicals of L4 carbon atoms and X- is a halogen ion, CH SO or zHs f,
  • M is an alkali metal or an ethanol amine
  • a cationic surface active agent which is characterized by that (i) it has one or more of cationic nitrogen atoms in a molecule
  • the present invention relates to a textile treating composition. More particularly, the present invention relates to a fabric softener having optical brighteners incorporated therewith.
  • Domestic fabric softeners have excellent effects such as softening of textile for providing nice feeling, preventing the accumulation of electrostatic charge on synthetic textile, conditioning textile for smooth ironing and shortem'ng the drying time.
  • Main ingredients of domestic fabric softeners are generally cationic surface active agents of the following general Formula I:
  • XI INEQCMEQmHI IX and M represents Na, K or an ethanolamine.
  • compositions have to satisfy the following two requirements, that is;
  • X of the optical brightener represented by the above general Formula II should be and Y should be a radical of the structure having remarkably hydroph-ilic hydroxyethyl groups, and when such a requirement is chosen, the composition is surely stable.
  • the adsorbed optical brightener is scarcely detected, and, therefore, it cannot be employed practically. It is impossible to prevent the quenching of fluorescence on textiles which is caused by a cationic surface active agent, and to bring about an improvement of the substantivity of optical brighteners incorporated in a fabric softener.
  • a cationic surface active agent such as the compounds as shown by the Formula I is used as a fabric softener, it is expected that, if a cationic optical brightener is added to a fabric brightener, the substantivity of the optical brightener might be improved.
  • cationic optical brightener there are, for example, Tinopal AN of the oxycyanine type (produced by I. R. Geigy, Switzerland, which has the following Formula HI;
  • R is a lower alkyl radical
  • X is an anion such as a halogen ion, etc.
  • Daitophor AN of the his oxazol types produced by Daito Chemical 00., Japan, which has the following Formula IV;
  • optical brighteners which are to be blended in detergents and to be used for whitening cellulose textiles, are of anionic stilbene type, so that these anionic optical brighteners react with the aforesaid cationic optical brighteners in a treating bath to form a complex which will cause to decrease the effect of preventing yellowing and the whitening effect.
  • This will be distinctly observed in treating a textile, which has been finished with an anionic optical brightener, by a cycle which is arranged in the order of washingsofteningdryingwashing Consequently, it cannot be said that the effects of preventing the yellowing and whitening of textiles by treating textiles with a fabric softener, mixed with a known optical brightener, are satisfactory.
  • composition of the present invention consists essentially of the following three ingredients.
  • M represents an alkali metal such as Na or K, or an ethanolamine, and a cationic surface active agent (third ingredient), which is characterized by the facts that (1) it has one or more of cationic nitrogen atoms in a molecule, (2) it has 1 to 3 polyoxyethylene groups at tached on said cationic nitrogen atoms, each polyoxyethylene group having a terminal hydroxy radical and having oxyethylene units of 1-14 moles and (3) it has one or two of (wherein R is an alkyl radical of 11-21 carbon atoms and n is an integer of 1 to 3) in a molecule.
  • the fabric softener composition consisting essentially of the above three ingredients according to the present invention is excellent in the prevention of yellowing and the whitening of textiles.
  • This composition doesnt react with any of stilbene-type optical brighteners which have been often used for commercially available clothes, so that the yellowing of textiles does not substantially happen.
  • the substantivity of the above second ingredient to textiles is better than any known optical brightener.
  • the fabric softener composition consists only of the first and second ingredients, not
  • composition of the present invention is not significantly characterized by either one of the second ingredient and the third ingredient, but rather requires the combination of the above first, second and third ingredients.
  • the respective ingredient cannot be replaced by other similar compounds. Effective prevention of yellowing and effective whitening can be obtained only by this combination of the above three ingredients.
  • the third ingredient can prevent the Tinting phenomenon of the optical brightener.
  • the Tinting phenomenon is a phenomenon that the optical brightener is put in spots on textiles.
  • the composition shows a uniform whitening effect on textile fabrics.
  • the third ingredient reduces the solution viscosity of the fabric softener so that it can be smoothly poured and prevents precipitation after a long storage.
  • the above cationic surface active agent of the general Formula I and the above optical brightener of the general Formula V are reacted in an aqueous solution to form a complex which tends to be precipitated.
  • the complex may stay stably in the solution and the physico-chemical affinity of the complex mainly to cellulosic textiles may be promoted.
  • the oxyethylene units in the polyoxyethylene group is about 1 to 14 moles. In case this is more than 15 moles, the nonionic property of the third ingredient will be increased and, consequently, the substantivity thereof will become worse.
  • the third ingredient is effective in maintaining the complex in a fine dispersion so that the tinting phenomenon could be prevented.
  • any of the above-mentioned cationic surface active agents having the aforesaid structure have these effects.
  • the compounds having the following general Formulae VI to XI are preferable.
  • R and R represent CH C I-I
  • R represents -CH C H or -(CH CH O) H
  • R represents (CH CH ),,H. m and 11: each represent an integer of more than 1, and 2m
  • X represents a halogen ion, CH SO OI CgH5SO (VII) wherein R5 represents -CH R -(CH NHCOR or (CH OOCH (wherein R is an alkyl radical of 11-21 carbon atoms, k is an integer of from 1 to 3), R R and R represent '-(CH CH O) H,
  • R represents CH --C H or X2 Y represent a halogen ion, CH SO or C H SO F, and i represents an integer of from 2 to 3.
  • q are an integer of more than 1 and 2p+q14, respectively, X; is an anion which will be derived from wherein R is an alkyl radical of 11-21 carbon atoms, X; is a halogen ion, CH SO or C H SO t is an integer from 1 to 14, R is CH -C H or noornoni CH OOONa x1 wherein R is an alkyl radical of 11-2- carbon atoms.
  • composition according to the present invention consists essentially of a combination of the above three ingredients and its unexpected remarkable eliects could be obtained by the synergistic action of these ingredients.
  • the purpose of the present invention can be attained by blending said three ingredients in an appropriate blending ratio. It is preferable to blend these ingredients in the ratio that the first ingredient is 1 to 10 parts, the second ingredient is 0.05 to 0.5 part and the third ingredient is 0.5 to 10 parts respectively, in which all parts are parts by weight.
  • Softening agent (first ingredient) Percent by wt.
  • No. 1 An optical brightener having the above Formula II, in which SOaN.
  • omcniorr crnomno which is commercially available under the trade name of Tinopal 23 (produced by J. R. Geigy). Its A is 440 mp.
  • No. 4 An optical brightener of the general Formula III, which is commercially available under the trade name of Tinopal AN (produced by J. R. Geigy). Its k is 420 mp.
  • No. 6 An optical brightener of the general Formula V.
  • optical brighteners were purified by precipitating crystals through acidification and reneutralizing the extracted crystals or by recrystallizing them from ethanol or acetone and then desalting the crystals.
  • Third ingredient No. 1 Stearyl-trimethylammonium chloride.
  • No. 2 Stearyl-di(polyethoxy)methylammonium chloride containing 2 moles of ethylene oxide.
  • No. 3 Lauryl-d-i(polyethoxy)ethylammonium ethylsulfate containing moles of ethylene oxide.
  • No. 5 Stearyl-di(polyethoxy)methylammonium chloride containing 20 moles of ethylene oxide.
  • No. 6 Stearyl-polyethoxymethylbenzylammonium chloride containing 8 moles of ethylene oxide.
  • No. 7 Stearyl-polyethoxymethylbenzylammonium chloride containing 20 moles of ethylene oxide.
  • No. 8 Dicoconutalkyl-polyethoxymethylammonium chloride containing 2 moles of ethylene oxide.
  • No. 9 N-stearyl-N,N-diethyl-tri-(polyoxyethylene) ethylene-diammonium diethylsulfate containing 10 moles of ethylene oxide.
  • No. 10 N-lauryl-N,N'-dimethyl-tri'(polyoxyethylene) propylene-diammonium dichloride containing 3 moles of ethylene oxide.
  • No. 11 N-stearoylaminoethyl-N,N-dimethyl-tri-(polyoxyethylene)ethylene-diammonium dichloride containing 12 moles of ethylene oxide.
  • No. 12 N-lauroyloxypropyl-N,N-diethyl-tri-(polyoxyethylene)-propylene-diammonium ethylsulfate containing 10 moles of ethylene oxide.
  • No. 13 N-lauryl-N,N'-dimethyl-tri- (polyoxyethylene) propylenediammonium dimethylsulfate containing 30 moles of ethylene oxide.
  • No. 16 A salt of N,N'-distearoylaminoethyl-N,N'-dihydroxyethylurea with acetic acid (the mole ratio is 1:1).
  • No. 17 N,N'-dilauroylaminoethyl-N,N'-di(polyoxyethylene)biuret lactate containing 10 moles of ethylene oxide.
  • Formulation 1 Parts by wt. Softening agent No. 1 8 Optical brightener No. 6 0.2 The third ingredient No. 1 2 Ethylene glycol 6 NaCl 0.05 Water Balance The total amount is made to be parts by weight in all formulations.
  • Formulation 3 Parts by wt. Softening agent No. 1 9 Optical brightener No. 6 0.2 The third ingredient No. 3 1.5 Ethylene glycol 6 KCl 0.02 Water Balance Formulation 4:
  • Formulation 28 Except using No. 4 as the optical brightener, other materials were same as in Formulation 1.
  • Formulation 28 Except using No. 5 as the optical brightener, other materials were same as in Formulation 6.
  • the reflectance of each swatch was measured by the use of a spectrophotometer (Hitachi fluorophotoreflectometer FR-l in the EPU-ZA type spectrophotometer).
  • the whiteness was evaluated as the next criteria by 5 persons with their naked eyes under day light, and it was graded by the total of the points evaluated by 5 persons.
  • TEST 2 The effect of whitening by the repeated treatments 1 1 TEST 3 Stability of the formulations After storing the aforesaid compositions at 5 C. C., or C. for two months, their stabilities were first examined with eye to check their phase separation or syneresises, etc. and also they were checked under black light as to if they had troubles such as separation of optical brightener or its precipitation, etc.
  • the formulations 6, 7 and 8 relate to examples having one -(CH CH O),,H chain, and the formulation 8 relates to an example having two long chain alkyl radicals.
  • the formulations 9 to 13 are examples having a compound of the general Formula VII.
  • the formulations 9 to 12 relate to examples having TABLE 1 Results in the Tests 1 to 3 as to prevention of yellowing, Whitening efiects, tinting phenomena and solution stability Prevention etfect of yellowing and whitening efieet in Test 1 Swatches not finished with Swatches finished optical brightener optical brightener Judged Reflectance by Judg- Judgvalue of Test 2 ment ment tinting Reflecwith Reflecwith phe- 5 10 Formulation tance eye tance eye nomena cycles cycles Solution stability by Test 3 1 92 2 120 -3 5 118 119 Phase separation, precipitation of optical brighteners. 2 109 9 127 3 1 131 134 Stable, bright in appearance.
  • the reflectance of the swatch not treated with optical brightener is 89 at A 440 m and, therefore, values over 89% prove whitening effects.
  • the reflectance of the swatch treated with optical brightener (Whitex BB cone.) is 124 and, therefore, the swatches under 124 prove that they are quenched or yellowed by the cationic softening agent.
  • the swatches over 124 prove that they are whitened by the fabric softener.
  • the formulations 1 to 8 are examples in which the third ingredient is a compound to be represented by a general formula similar to the above Formula VI. Because there is no -(CH OH O) H chain in the third ingredient used in the formulation 1, it is an unstable composition. Accordingly, no whitening eifect and no prevention of yellowing are recognized with respect to the formulation 1, and tinting phenomena are remarkable.
  • the formulations 2, 3, 4, 6 and 8 relate to the ones in which the third ingredient belonging to the present invention is incorporated.
  • the formulation 4 shows that the effect is smaller because the mole number of ethylene oxide is 14.
  • the formulations 5 and 7 show that, when n of the (CH CH 0),,H chain is more than 15, the substantivity of optical brighteners will be reduced, so that no whitening effect and no prevention of yellowing are obtained.
  • the third ingredient having (CH CH O) H chain in which n is more 50 R COOCH CH CH It is remarked that the formulation 13 relates to an example having an alkyl radical and, when 55 (CH CH O H of this type of the third ingredient is unreasonably long, the substantivity of optical brightener is inferior.
  • the formulations 14 and 15 relate to examples hav- 0 ing a compound of the general Formula VIII.
  • the formulation 14 relates to an example having an ethylene oxide chain of 10 moles and the formulation 15 relates to an example having an ethylene oxide chain of 20 moles. It should be noted that the ethylene oxide chain 5 connected by R, is different from a chain having an hydroxy group on the end of the chain. This means that X and Y of the compound of the general Formula VIII must be X+Y S 14.
  • the formulations 16 to 18 relate to examples having 7 a compound of the general Formula IX.
  • the formulations 16 and 17 relate to examples having a third ingredient belonging to the present invention, respectively, and the formulation 18 relates to an example having no -(CH CH O) ,H chain and it shows that 75 the effects are inferior in such a case.
  • the formulation 19 in Table 1 relates to an example having a compound of the general Formula X, and it shows that all of the effects are excellent.
  • the formulations 20 and 21 relate to examples having compounds of the general Formula XI.
  • the formulation 20 is excellent, but the formulation 21 shows that any remarkable effect is not obtained because of the presence of no (CH CH O),,H chain.
  • the formulation 23 shows that, when only a cationic surface active agent of the general Formula I and an optical brightener of the general Formula V are blended, a precipitation occurs, so that there is no adsorption of the optical brightener on the fabrics.
  • the formulations 27 and 28 show that the formulation in the combination of a cationic active agent of the general Formula I, the third ingredient of the present invention and a cationic optical brightener of the general Formula III or IV, but it never adsorbs on cellulose textiles and there is no whitening effect.
  • the formulation 29 shows that, when the optical brightener is that of the general Formula II and the third ingredient is a non-ionic surface active agent the composition has no action of stabilizing a complex of the optical brightener with a cationic surface active agent in the system, and the optical brightener does not adsorb on the fabrics.
  • the formulation 30 shows that, when the optical brightener is that of the general Formula III and the third ingredient is a non-ionic surface active agent, the formulation is stable, but the optical brightener slightly adsorbs on fabrics.
  • a textile treating composition consisting essentially of:
  • M is alkali metal or ethanolamine
  • cationic surface active agent selected from the group consisting of (a) a compound of the formula 14 (wherein R is alkyl having 11 to 21 carbon atoms and k is an integer of from 1 to 3) and either One of R11 01' R12 is -CH2R15,
  • R is -(CH CH O'),,H, m and n are integers of more than one, and 2m+n14, X is halogen, 01-1 or C H SOf;
  • R2 a compound of the formula R2: R25 wherein R21 is 'CH2R26, or -(CH OOCR (wherein R is alkyl having 11 to 21 carbon atoms and k is an integer from 1 to R R and R each is OI (cH2CH20) H, and l; m and n each is an integer of more than one, and R25 CH3, --C2H5 0r X and Y; are halogen, CH SO; or C H SO i is an integer of from 2 to 3;
  • R and R are alkyls having 12 to 21 carbon atoms, R is alkylene having more than 2 carbon atoms, R is -CH -C H or m and n are integers of more than one, and 2m+n14, x and y are integers of more than one, and 2x+y14, and X and Y are halogen, CH SO or C H CO (d) a compound of the formula t is an integer from 1 to 14, and X is halogen, CH SO 7 or C H SO (f) a compound of the formula N-CH, RmC ⁇ 5 Hocmc I, CHaCOONa wherein R is alkyl having 11 to 21 carbon 10 atoms.

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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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Coloring (AREA)
US00209454A 1970-12-23 1971-12-17 Textile treating composition Expired - Lifetime US3781204A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP45117164A JPS4835637B1 (fr) 1970-12-23 1970-12-23

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US3781204A true US3781204A (en) 1973-12-25

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US (1) US3781204A (fr)
JP (1) JPS4835637B1 (fr)
CH (1) CH550853A (fr)
DE (1) DE2163003C3 (fr)
ES (1) ES398026A1 (fr)
FR (1) FR2119044B1 (fr)
GB (1) GB1380705A (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3998750A (en) * 1975-06-30 1976-12-21 The Procter & Gamble Company Liquid detergent composition
US4214998A (en) * 1978-02-24 1980-07-29 Imperial Chemical Industries Limited Quaternary ammonium compounds useful as fabric softening agents
US4446042A (en) * 1982-10-18 1984-05-01 The Procter & Gamble Company Brightener for detergents containing nonionic and cationic surfactants
US5066414A (en) * 1989-03-06 1991-11-19 The Procter & Gamble Co. Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols
WO1997031889A1 (fr) * 1996-02-27 1997-09-04 The Procter & Gamble Company Composes cationiques detergents
WO2004104148A1 (fr) * 2003-05-21 2004-12-02 Unilever Plc Utilisation d'agents de reduction de la tension de surface dans une composition de traitement de tissus
US20080160863A1 (en) * 2006-12-20 2008-07-03 Kuster Jeffrey Charles Process for the manufacture of a transpirable, permeable, elastic fabric or a non woven fabric and product thus obtained
RU2580826C1 (ru) * 2012-02-21 2016-04-10 Хенкель Аг Унд Ко. Кгаа Моющее средство с защитой цвета

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS54119148A (en) * 1978-11-06 1979-09-14 Sato Yuriko Lowwtension incombustible whole surface heating element
DE2928603A1 (de) * 1979-07-14 1981-02-05 Hoechst Ag Quaternaere ammoniumverbindungen, deren herstellung und deren verwendung als waescheweichspuelmittel
DE3243983C2 (de) * 1982-11-27 1984-11-22 Degussa Ag, 6000 Frankfurt Wäscheweichmachmittelkonzentrat
US4562002A (en) * 1983-04-20 1985-12-31 Lever Brothers Company Homogeneous aqueous fabric softening composition with stilbene sulfonic acid fluorescent whitener
US4497718A (en) * 1983-04-20 1985-02-05 Lever Brothers Company Homogeneous aqueous fabric softening composition with stilbene sulfonic acid fluorescent whitener
ES2062574T3 (es) * 1990-01-19 1994-12-16 Kao Corp Composicion suavizante liquida para tejidos.
DE4031844A1 (de) * 1990-10-08 1992-04-09 Sandoz Ag Waschverfahren unter verwendung von waschmittel und waschmittelzusatz

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3998750A (en) * 1975-06-30 1976-12-21 The Procter & Gamble Company Liquid detergent composition
US4214998A (en) * 1978-02-24 1980-07-29 Imperial Chemical Industries Limited Quaternary ammonium compounds useful as fabric softening agents
US4446042A (en) * 1982-10-18 1984-05-01 The Procter & Gamble Company Brightener for detergents containing nonionic and cationic surfactants
US5066414A (en) * 1989-03-06 1991-11-19 The Procter & Gamble Co. Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols
WO1997031889A1 (fr) * 1996-02-27 1997-09-04 The Procter & Gamble Company Composes cationiques detergents
WO2004104148A1 (fr) * 2003-05-21 2004-12-02 Unilever Plc Utilisation d'agents de reduction de la tension de surface dans une composition de traitement de tissus
US20070054831A1 (en) * 2003-05-21 2007-03-08 Christopher Boardman Use of nonionic surfactant in a laundry treatment composition
US20080160863A1 (en) * 2006-12-20 2008-07-03 Kuster Jeffrey Charles Process for the manufacture of a transpirable, permeable, elastic fabric or a non woven fabric and product thus obtained
RU2580826C1 (ru) * 2012-02-21 2016-04-10 Хенкель Аг Унд Ко. Кгаа Моющее средство с защитой цвета

Also Published As

Publication number Publication date
DE2163003B2 (de) 1979-08-02
ES398026A1 (es) 1975-05-16
GB1380705A (en) 1975-01-15
FR2119044B1 (fr) 1977-01-14
DE2163003C3 (de) 1980-04-10
DE2163003A1 (de) 1972-09-07
JPS4835637B1 (fr) 1973-10-29
FR2119044A1 (fr) 1972-08-04
CH550853A (fr) 1974-06-28

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