CA1091585A - Triethanolamine lauryl sulfate, encapsulated oil and a thickener as shampoo-hair conditioner - Google Patents

Triethanolamine lauryl sulfate, encapsulated oil and a thickener as shampoo-hair conditioner

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Publication number
CA1091585A
CA1091585A CA278,049A CA278049A CA1091585A CA 1091585 A CA1091585 A CA 1091585A CA 278049 A CA278049 A CA 278049A CA 1091585 A CA1091585 A CA 1091585A
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CA
Canada
Prior art keywords
weight
hair
composition according
lauryl sulfate
triethanolamine lauryl
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
Application number
CA278,049A
Other languages
French (fr)
Inventor
Jack Mausner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Parbel of Florida Inc
Original Assignee
Parbel of Florida Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Parbel of Florida Inc filed Critical Parbel of Florida Inc
Application granted granted Critical
Publication of CA1091585A publication Critical patent/CA1091585A/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54Polymers characterized by specific structures/properties
    • A61K2800/542Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5424Polymers characterized by specific structures/properties characterized by the charge anionic

Abstract

ABSTRACT OF THE DISCLOSURE
A shampoo-hair conditioning composition in a clear suspension which comprises about 0.5-60% by weight of at least one surfactant for shampooing the hair, said at least one surfactant being triethanolamine lauryl sulfate, about 0.1 to 5% by weight of discrete visible particles of mineral oil encapsulated in gelatin, said particles being for conditioning the hair, and a thickened aqueous vehicle comprising up to 5% by weight of a carboxy vinyl polymer neutralized with a base, said composition containing total emollients, including the encapsulated mineral oil, in an amount of 0.25-10% by weight. The composition can also contain an antidandruff agent.

Description

~vg~s~s Th~ present invention relates to shampoo compositions providing, in one single application, the dual effects of shampooing and conditioning the hair, and optionally the third effect of anti-dandruff treatmentO
Shampoo compositions utilizing various surfactants are known in the art~ Generally, the consumer applies small ~- portions of the shampoo to the hair and works it into a lather with water. Thereafter, the lather is removed by rinsing with water. The detergent action of the surfactants present in these compositions will often times cause the hair to lose its luster and suppleness thereby rendering the hair unruly and un-manageable~ Anti-dandruff active ingredients, if present, also adversely affect the appearance of the hair~ Consequently, to restore the hair to its original luster and suppleness after cleansing with the shampoo~ there is required an additional appLication of a hair conditioning composition. That is to say, a two-step operation, i.e~, the cleansing of the hair with the ~ shampoo and of the restoration with a conditioning agent of the .
-~ hair to its original luster and manageability is needed.
The present invention relates to a single uni~ue com-position providing the desired dual action of shampooing and -hair conditioning, or the desired triple action of shampooing~
scalp treatment and hair conditioning without settling of the active ingredientO This composition comprises together with other materials, a combination of a surfactant or a combination ,.:

., ~

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~)9:~585 of surfactants, and discrete and visible particle~ o~ hair con-ditioning agents in an aqueous vehicle. Optionally, an anti dandruf activ~ ingredient is included. The ~ur~actants are the active ingr~dients providing the shampooing effect~
In accordance w.ith the present lnventio~ there is pro vided a shampoo-hair conditioning composltion in a clear suspension which comprises about 0.5-60% by weight of at least one surfactant ~or shampooing the hair, said at least one suractant being triethanolamine lauryl sulfate, about 0.1 to 5~ by weight of discrete visible partiales of mineral oil ~ encapsulated in gelatin, said pa~ticles being for condi~ioning - the hair, and a thickened aqueous vehicle comprising up ~o 5%
~ ......... ,--- by weight of a carboxy vinyl polymex neukralized with a ba~e, said compGsition containing total emollients, including the encapsulated mineral oil, in an amount of 0.2S-10% by weight.
` The above clear suspensi~n contains visible capsules of the - hair conditioning agent.
- In the case of the anti-dandru~f composition the thick-ening agents, sueh as a carboxy vinyl polymer, serves the dual purpose of maintaining the active ingredients in susp~nsion Th~
- anti-dandruff active ingredie~t, if u~ed, can be any of the well known scalp treating agents, such as selenium disul~ide, coal - tar derivatives, pyridine thione derivatives such a~ zinç Omadine ` which is the zinc salt of l-hyd~oxy-2-thi~ne ~2-mer~aptopyridine-N-oxide~ or s~dium or magnesium Omadine, qua~ernary ammonlum compounds, hexachlorophene or other anti-bacterials.
The compositiQns o~ ~his inv~ntion are aqueous in na~ure. Surfactants, suitably ani~nic in nature, alone or in . ~ .
combination with non-ionic and cationic surfactants are pr~sent usually in an amount of from about 5~ by weight to a~out 25% by weight of the composition. Ths precise combination of these . . . . . . .

, ~ " ' " ' - .
.

~ u9~ s surfactants may be varied depending upon the nature of the hair to be treated, the amount of lather desired and the degree of conditioning. That is to say, if the compositions are applied ~- to oily hair, the amount of surfactants may be increased. The treatment, on the other hand, for normal or dry hair require less sur~actants. In short, the amount of the surfactant in the composition varies depending upon the nature of the surfactant chosen and the condition of the hair to be treated. For example, in formulating a shampoo for normal hair, a mixture of about ciX
parts by weight of polyoxyethylene polyoxypropylene polyoxyethyl~
ene is used. On the other hand, if oily hair is to be treated, the amount of the triethanolamine lauryl sulfate is increased to - an amount of about 30~ by weight of the compositionO
Among ~he surfackants which may be advantageously em-ployed in the compositions o~ the present invention, are those disclosed in McCutchen's Handbo~k of Detergents. One group of surfactants is the non-ionic surfactants which include, for example, con~ensates of alkylene oxide as well as groups having an organic hydrophobic compound with an active hydrogenO Suit-ably, polyoxyethylene sorbitan monostearate can be used. Thenext group of surfactaht~ are the anionic surfactants and - illustratively, alkyl banzene sulphonates such as sodium dodecyl sulphonate, primary alkyl sulphates such as, for example, tri-ethanolamine lauryl sulfate and also secondary alkyl sulfates - 25 such as, for example, diethanolamin~ lauryl sulfakes. The anionic surfactants can be used in amounts varylng between 0.5 and 60%, preferably 5 to 20%, by we~ght of the composition. The la~ group of surfaotants are the cationic surfactants and these material can be used in small am~unts, e.~., up to about 3~0%, by weight, of the oomposition. Suitably, cationio surfactants . . . . ~.. . . ........ .. . .

: ~ ,.

.: . ~ . .-,. ,:

1.ei85 such as distearyl dimethyl ammonium chloride, dilauryl dimethyl ammonium choride and N-cetyl pyrldinium bromide, can be used.
To improve the applicalbility as well a3 the wettabil-ity of the shampoo compo~ition, additives such as, for example, humectants, o~her emollients ancl chelating agents are included.
- Fragrances, coloring materials, preservatives as well as U.V.
light absorbers are also added to increase the ~tability and cosmetic elegance of the composition.
Among the humectants, there may be mentioned, for example, polyhydroxy alcoh~ls such as propylene glycol, glycerine, and the like, and these materials can be used in - amounts up to about 15%, or up to about 20~, by weight of the composition.
Illustrative of the U4V. light absorber used, is, for example, 2,2'-dihydroxy-4-methoxy ben~ophenone. ~ small amount, ; typically, about 0.1%-0.5% by weight is usedO Typical chelating " .
agents are the disodium salt ~f athyl~nediamine tetra acetic acid (EDTA~ and citric acid which are known in the art. These materials can be used in amounts up to about 0.7%, or up to about 1%, by weight of~the cc~mposition.
Included in the ç~mposition, are emollients including the mineral oil, varying in amount 0.25 to about 10%, usually from 0.5 to about 5%, by wei~ht ~ the compositiQnr me anti-dandru~f active ing~edien~ is used in an 25 amount cf from 1.00 to 7,50~, hy weight of the composition.
; In a typical preparation ~f a ~hampo~-hair condi~ioner composition, a s1urry of the thlckaning agen~ for example, a carboxy vinyl pol~mer, available und~r the tradqmark Carbop~l 941, is dispersed in water by slowly mixing, preferably without - 30 aeration. The carboxy vinyl polymer is usually used in an amount , .
- : . , ~ :: . -.~ . . . ..

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..
.. . .

i8~

up to about S~, preferably 0,10~2.5%, by weight of the composi-tion. The resulting su~pension is heated to a uniorm tempera ture of about 85~C. To this 19 added the solut~on of surfact-ants also at a temperature o~ about 85C. Again, the mixing is accomplished without aeration. After the mixture has cooled to room temperature, a suitable base typically, triethanolamine, is added until a clear gel is obtained.
The hair conditioniny age~ts, i.e., gelatin capsules containing mineral oil, are then ~ispersed in the result~nt clear gelO me aforementianed optional additional ingxedients, e.g., U.V. light absorber ~ormalin, chelating agents, are dis-solved in water and combined with the aforesaid surfactant solution.
The coloring material , fragrances are ad~ed to the - 15 final ~omposition.
In a typical preparation of a aomposition o~ the in-vention containing an anti-dandruf~ agent, a slurry of the .
- thickening agent for example, a carboxy vinyl polymer, avail~
able under the trademark Carbopol 941, is di~persçd in a ~ 20 sufficient amount of water by slowly mixing, pr~erably without aeration and stirred until no lump~ remainO To this is added the surfactan~s along ~he wall o~ the vessel to avoi~ splashing .
and foaming. Again, the mixing is accomplished without aera-~ tion. In a separ~te vessel, a dispersion oP zinc Omadine in -; 25 water is made and r2circulated throug~ a aoll~id mill, such as the Gi~f~rd Woocl c~lloid mill, with the smallest possible cl~arance between the rotor and ~he stator. The zinc Omadine - dispersion i~ then added to the Carbop~l slurry. The remainingwater and chalating agent, such as Sequestrene Na2 (disodium ~ 30 EDTA), are added to anoth~r vessel. Wlth a mixer running, ~6-, .- . : .. , : : . : . ........ .- : ~,,, . : . .

.. . . . . . . .

-~9~5~ilS

a protective colloid such as Cellosize ~tradma~k) QP-4400-H ~a hydroxyethylcellulose modified with a quaternary ammonium cation on approximacely every other anhydro glucose unit) i~ added by sprinkling it on the surface of the di3persion. When the Cellosize i9 dispersed well, the mixture is heated to about 75C.
for one hour or until the Cellosize i5 completely dissolved.
The propylene glycol and NeoFat 255 ~a coconut fatty acid blend) are addedO The bland is mixed until translucent. Mix-ing i8 stopped long e~ough to allow bubbles to rise to the sur-face and triethanolamine is added while mixing until ~ry~talclear. The Cellosize disper~ion is slowly added to the Carbo-polzinc Omadine mixture and, if lumps are pre~ent, homogenized with ~ Homo-mixer, and then cooled to 40CO The perfume, pre-servative (formalin) and coloring are added and mixed until uniform~ With reverse mixing the capsules, described more fully hereinbel~w, are added. The mixin~ with the capsules sh~uld b~
gentle.
; The compositions of this invention occur in the form o~ a clear gel with visible capsules ~ hair oondi~ioning agents suspended therein. In use, the consumer wets the hair and applies ~ ut 5 t~ 20 ml. ~f ~his oomposition of this in-vention into the hair and works up the lather. After about a five to ten minute lathering treatment, the lather is rlnsed off with water and ~he hair is dri~d. It has been ~ound, following such a treatment that the hair is not only effec~ively cleansed but also con~i~ioned simultaneously~
If a more viscous gel is desired, ad~itlo~al carboxy vinyl polymer may be added alone or ~n combination with other thickening agents such as hydroxy ethyl cellulose, hydroxy ~- 30 propyl cellulose and so on. ~he amount ~f the a~ditional .... . .. ...
-. . .
' :

: . .:

3L~9~ 5 thickening agent ~o be added i9 within the purview of those qkilled in the art.
: In order to illustrate further the practice of the pre~ent invention, the following example~ are include~:
S EXAMPLE: 1 Shampoo-~air Conditi.oning Compositions For Normal Hair : 0,74 Grams o~ Carbopol 941 are slurried in 28 . 76 ml .
of water and heated to a tempera~ure of about 90~C. with gentle mixing. In a separate kettle, 6 gram3 of triethanolamine lauryl :~ sulfate, 0.9 gram~ of polyoxyethylene polyoxypropylene polyoxy-- ethylene, 0 1~ grams of 2,2-dihydroxy-4-methoxy benz~phenone, 180 ml. of a 25% aqueous soluti~n of hydrochloric acid, 0.3G
grams of EDTA an~ 0.15 grams ~ a çati~nic celluiose ~rivative , 1 gram of quaternized hydr~xy alkyl amin~ gluc~namide are dis-- solved in sufficient ~ater, accompanied by heat, at a tempera-~ure of about 8~-90C. When a solution is ohtained, the solu-. tion iS combined with the Carbopol slurry at ap~roximately 80-: 90C. The mixture is gently mixed without introducing aera~ion~
When the produc~ has cooled ~o room temperatuxe, about 0 60 ml.
~f triethanolamine is added to o~tain a clear gel. Thereafter, . 0.3 gram6 of gelatine capsules containing min~ral ~il are adde~, ::
ac~ompanied by mixing.
n.20 Ml. of formalin, 1.50 ml. Q~ ethyl alc~hol, and 0.3 grams Qf fra~rances are mixed in~o the aforesaid pxoduct.
.
Sinc~ water may be l~t, by evaporation, during prepar--. ation, tha ~inal volum~ c~ ~he pr~uct is adjusted to 100% with - more water, if needed. The product ocaurs in the form of a .~ *a hydroxy ethyl cellulose modified with a quatarnary ammonium 30 ca~i~n on approximately every other a~hydr~ glucosa unit. This . product i8 manu~acture~ and sold by the Union Carbide C~mpany.
:

~9~S85 clear gel with visible capsules o~ hair conditioning agents suspended therein.

The following ormulation i9 designed to treat dry S hair:
. % by weight of Ma~erial _ com Propylene glycol 8.00 Cationic cellulose derivative 2.50 10 Triethanolamine lauryl sulfate 3~00 Disodium salt of a dicarboxylated : imidazoline derivative 14,50 Gelatine capsules containing mineral oil 0.40 15 Carboxy vinyl polymer 0.74 -~;` Quaternized hydroxy alkyl amino gluccnamide 2.00 Triethanolamine 0.3Q
2,2-dihydroxy-4-methoxy benzophenone 0.10 Hydrochloric acid (25% aqO soln~) 0.80 Formalin 0.20 Disodium salt of ethylenediamine tetra acetic acid (EDTA) 0~3 Polyoxyethylene polyoxypxqpylene poly-25 oxyethylene 0O90 Ethyl alcoho~ SD-40 1.50 Perfume 0.35 ~approx.) -: C~lors - D,C~ Green No. 8 D.C. Green Ns. 5 ~ 3 ..
: 30 Water up to 100%
The ~bove ~ormulation is prepared in acaordance wi~h the procedure as set out in Example 1.
Other suitable water-soluble colors can also be used.

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The following ingredielnts are utilized in the prepara-tion of a formulation for oily hair:
% by weight of 5 Material comno~ition Propylene glycol 8.00 Triethanolamine lauryl sulfate 30.00 Galatin capsules containing mineral oil 0.20 Carboxy vinyl polymer 0,g7 10 Triethanolamine 1.10 2,2'-dihydroxy-4-methoxy-benzophenone 0.10 : Formalin 0.20 : Disodium salt of ethylenediamine tetra acetic acid 0,30 15 Hydroxyethylcellulose ~.40 Polyoxyethylene polyoxypropylene poly-oxyethylene 0.90 Ethyl alcohol S~-40 1.50 Fragrance 0.35 (appr~x.) - 20 Colors - D.C Red No. 33 .- D~C~ Green No. 5 0~1-3%
; Water up to 100%
Again, the above formulation is prepared by the pro-cedure as set out in Example 1.
~ 25 Additionally, o~her water-s~luble c~lors can ~uitably -- be used.

Shampoo anti-dandruff compositions were made a~cording to the procedure just discussea having the following 3Q composition, in per cent by weight of t~e to*al c~mposi~ion:
Carbopol 941 0.10-2.5 .~ Standapol TS-100 0,5-60.00 zinc Omadine (48% aq. disp.) 1.00-7.50 . . . . . .
: -, ' ' . ; ' ' ':

' . ~ ., ' ', ,, ' ' ,' Sequestrene Na2* 0~10-1.00 Cellosize QP-4400-H* 0.10-3.00 Propylene glycol USP 0.50 20.00 Neo-Fat 255* 0.25-10.00 Triethanolamine 0.10-5O00 Perfume C-1901 0 20 Formalin 0.10 FDC Blue 1 (0,2% aqO solnD~ 0,70 Blue capsules 0.10-5.00 Deionized water qs. 100%
The zinc Omadine remained suspended àfter standing for days, The composition did not require shaking before use.
~ The conditioning agents present in the instant com-; positions are encapsulated oils, the capsules being visible and : 15 varying in size from about 0O5 mm to about 3 mm in diameter.
A suitable encapsulated oil is the encapsulated mineral oil, a well known commercially available prGduct produced by National Cash Register Company, the capsules being prepared by the pro-cess disclosed in United States Patent 3,341,466 and 3,726,803.
Oils other than mineral oil can be used such as, for example, isopropyl myristate, Lipid-like oils, fatty acid esters, hydro-carbon oils~ and the like~ The encapsulated mineral oil is `~ used in amounts of about Ool to 5%, usually up to about 2.0%, by weight of the composi~ion~

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Claims (10)

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:
1. A shampoo-hair conditioning composition in a clear suspension which comprises about 0.5-60% by weight of at least one surfactant for shampooing the hair, said at least one surfactant being triethanolamine lauryl sulfate, about 0.1 to 5% by weight of discrete visible particles of mineral oil encapsulated in gelatin, said particles being for conditioning the hair, and a thickened aqueous vehicle comprising up to 5% by weight of a carboxy vinyl polymer neutralized with a base, said composition containing total emollients, including the encapsulated mineral oil, in an amount of 0.25-10% by weight.
2. A composition according to claim 1, wherein the surfactant also includes polyoxyethylene polyoxy-propylene polyoxyethylene.
3. A composition according to claim 2, wherein there is about 6% by weight of triethanolamine lauryl sulfate and about 0.90% by weight of polyoxyethylene polyoxypropylene polyoxyethylene.
4. A composition according to claim 2, wherein there is about 3% by weight of triethanolamine lauryl sulfate and about 0.90% by weight of polyoxyethylene polyoxypropylene polyoxyethylene.
5. A composition according to claim 2, wherein there is about 30% by weight of triethanolamine lauryl sulfate and about 0.90% parts by weight of polyoxyethylene polyoxypropylene polyoxyethylene.
6. A composition according to claim 1 or 2, wherein there is 0.2 to 2% by weight of the encapsulated oil.
7. A composition according to claim 1, which includes an anti-dandruff agent.
8. A composition according to claim 7, wherein the anti-dandruff agent comprises a pyridine thione.
9. A composition according to claim 8, which comprises about 1-7.5% by weight of the zinc salt of 1-hydroxpyridine-2-thione.
10. A composition according to claim 7, which comprises in per cent by weight:

CA278,049A 1976-05-11 1977-05-10 Triethanolamine lauryl sulfate, encapsulated oil and a thickener as shampoo-hair conditioner Expired CA1091585A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US68533576A 1976-05-11 1976-05-11
US685,335 1976-05-11
US78698477A 1977-04-13 1977-04-13
US786,984 1977-04-13

Publications (1)

Publication Number Publication Date
CA1091585A true CA1091585A (en) 1980-12-16

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Country Status (9)

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JP (1) JPS534010A (en)
AU (1) AU508026B2 (en)
BR (1) BR7702988A (en)
CA (1) CA1091585A (en)
DE (1) DE2721278A1 (en)
ES (1) ES458646A1 (en)
FR (1) FR2350835A1 (en)
IT (1) IT1079004B (en)
MX (1) MX148705A (en)

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US4835149A (en) * 1986-11-13 1989-05-30 Basf Corporation Solubilization of salts of pyridine-2-thiol-1-oxide
US5141664A (en) * 1987-12-30 1992-08-25 Lever Brothers Company, A Division Of Conopco, Inc. Clear detergent gel compositions having opaque particles dispersed therein
US5160448A (en) * 1987-12-30 1992-11-03 Lever Brothers Company, Division Of Conopco, Inc. Gel detergent compositions containing a clay and a cross-linked polycarboxylic polymer
GB8910076D0 (en) 1989-05-03 1989-06-21 Thackray C F Ltd Sterilisable lubricant
US5213716A (en) * 1989-06-21 1993-05-25 Colgate-Palmolive Company Hair conditioning shampoo containing long chain alcohol component
US6048520A (en) * 1992-09-24 2000-04-11 Helene Curtis, Inc. Clear leave-on hair treatment composition and method
TW382635B (en) 1993-12-20 2000-02-21 Canon Kk Liquid composition and ink set, and image-forming process and apparatus using the same
WO1998011870A1 (en) * 1996-09-23 1998-03-26 The Procter & Gamble Company Liquid personal cleansing compositions which contain an encapsulated lipophilic skin moisturizing agent comprised of relatively large droplets
US5854293A (en) * 1996-09-23 1998-12-29 The Procter & Gamble Company Liquid personal cleansing composition which contain a lipophilic skin moisturizing agent comprised of relatively large droplets
US5886031A (en) * 1997-01-27 1999-03-23 Pacific Corporation Hair-care cosmetic compositions having dandruff formation-suppressing effect
EP1139984A1 (en) * 1999-01-04 2001-10-10 The Procter & Gamble Company Hair conditioning composition comprising carboxylic acid/carboxylate copolymer and breakable visible particle
WO2000040212A1 (en) * 1999-01-04 2000-07-13 The Procter & Gamble Company Transparent hair conditioning composition comprising hydrophobic emulsifier and breakable visible particle

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GB1471406A (en) * 1974-05-21 1977-04-27 Unilever Ltd Detergent composition

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Publication number Publication date
DE2721278A1 (en) 1977-11-24
AU508026B2 (en) 1980-03-06
FR2350835B1 (en) 1983-02-04
FR2350835A1 (en) 1977-12-09
ES458646A1 (en) 1978-10-16
JPS6154767B2 (en) 1986-11-25
MX148705A (en) 1983-06-06
BR7702988A (en) 1977-12-20
AU2504877A (en) 1978-11-16
JPS534010A (en) 1978-01-14
IT1079004B (en) 1985-05-08

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