CA1330948C - Wash-off-resistant skin preparation - Google Patents

Wash-off-resistant skin preparation

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Publication number
CA1330948C
CA1330948C CA000584185A CA584185A CA1330948C CA 1330948 C CA1330948 C CA 1330948C CA 000584185 A CA000584185 A CA 000584185A CA 584185 A CA584185 A CA 584185A CA 1330948 C CA1330948 C CA 1330948C
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Canada
Prior art keywords
skin
weight
skin preparation
percent
substantive
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.)
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Application number
CA000584185A
Other languages
French (fr)
Inventor
David Richard Tubesing
Maxine Lee Truax
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.)
Kao USA Inc
Original Assignee
Andrew Jergens Co
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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
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/73Polysaccharides
    • A61K8/732Starch; Amylose; Amylopectin; Derivatives thereof
    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Abstract

Wash-Off Resistant Skin Preparation Abstract A skin preparation such as a skin lotion or cream which is resistant to being removed when the skin is washed includes a skin-preparation base and a plurality of wash-off-resistance substantivity agents. The wash-off-resistance substantivity agents include a polymeric skin-feel-modifying compound, a quaternary ammonium compound, a hydrophobic modified starch, a substantive silicone and a substantive emollient.

Description

369~013 , NASH-OFF-RESIST~NT SKIN ~REP~RATION

Technical YiQld The pre6ent invention c:oncerns a skin preparation such aa a hand lotion or body lotion for ~kin care ox cosmetic applic~tlons.

Backqround Art Skin lotion~ are widely avallable for relieving dry ~in and imparting a 80~t and ~mooth ~eel to the ~Xin.
However, conventlonal ~k~n lotionE3 readily wash off when the ~kin is wa~hed with 80ap ~nd water. Conse~uently ~ch ~ime after wa~hing handR or bathlng, a user mu~t reapply the ~kin 15 lotion to retain the bene~ite of the lotion.

United State~ patent No. ~,852,475 to Tarangul di~closQ~ a compo~ition PoF topical application which contains ~olid petrolatum and a hydrophobic starch such as an aluminum ~alt of a low substituted ~tarch oatenyl succinic half ester.
According to the patent, the starch-aontaining petrolatum composition feels and appears le~s greasy when applied to the ~kin than conventional petrolatum ~elly. In addition, the patent disclose~ that the ¢ombination of the hydrophobia ~tarch and petrolatum i~ 1QR~ re~iBtant to wa~hlng with cold 26 ~oap and deterqent oolutlons than petrolatum alone.

~; Vnited States patent No. 4,323,694 to Scala is directed to certain benzoic acid esters u~eful in ~kin care compositlons. Mineral oil, slliaone oil, alum~num~6tarah 30 oàtenyl succinate and dimethicone are di~closed to be among many cosmetic ingredient~ wh~ch can be combined with the benzoic acid e~ter~. Example 30 of the patent discloses an after-bath 1QmOn body lotlon which includes aluminum 6tarch octenyl ~uccinate.

.

f~ -2- 1 330948 ~:~
, .
Un~ted State~ patent No. 4,559l225 to Fourman di6clo~es a water-proof sunocreen compositlon which lncludes a film-forming cellulosic polymer, a ~olvent, an emollient, and a ~un3creening agent. According to the patent, when 6pread on 5 the ~kin, the c~mposition leav~s a non-grea~y film with a superior resistance to removal ~y water. A preferred film- ;
forming celluloslc polymer 1~ di6c:1Osed at column 2, lines 21 through 27 to be a cellulo6e ether. Dimethicone~ are di6closed at column 2, lines 64 through 66 o~ the patent to be 10 ~uitable plasticizers for the comE~06ition. An example of the ~unscreen composition of the patent i8 set forth in column 3 ~-and includes dimethicone and cellulo~e ethyl ether.

United State~ patent No. 4,673,525 to Small et al.
15 is directed to a skin cleanslng composition. According to the patent, ~ polymeric ingredient ~old under the tradename "Polymer JR" may be included in the cleansing ~ompositions a~
a polymeric skin feel and mlldness aid. See column 7, line 45 through column 8, line 2 of the patent.

~ ritish patent ~o. 2,076,290 to Mackles and Leone i~ dlrected to an antiperspirant stick composition. According to page 1, line6 13 through 15 of the patent, incorporating a starch into an antiper~pirant stick along with other ingredients eliminates a greasy, oily feel. A 6uitable 6tarch iB disclosed to be the aluminum salt of the reaction product of octenyl succinate anhydride and starch, ~old under the trade name of "DRY FLO." Silicone oils are also disclosed to be suitable for incorporation in antiperspirant 6ticks. Two examples of antiperspirant stick compo6itions on page 3 of the~;~
patent include "DRY FLO" st~rch ~nd a silicone.

SummarY of the Inventlon We have lnvented a skln preparation which is re~istant to being removed when the 6kin i8 washed.

* Trade-mark ~ 3 l 3~094~ :

The skin prep~ratlon o~ th~ lnventlon may be in lotion, cream, or other ~orm. The skin preparation lncludes a skin-preparation base and a plurality of wa~h-of~-resistan~e su~stantivity agent~ so that the ~kln preparation has a 5 fraction o~ nona~ueous components retained a~ measured in a wash-off resi6tance te~t described below of a~out ~-~ percent or greater. The wash-off-resi6tance sub~tantlvity agent6 include a polymeric skln-feel-modifying compound, a quaternary ammonlum compound, a hydrophobic modif~ed starch, a 6ubstantlve silicone and a 6ubstantive emollient. The terms ~substantive" and "6ub6tantivlty" refer in the pre~ent context to resl~tance to removal from the ~kin, consistent with the use of those terms ln the oosmetlc chemistry field.

Preferred skin-preparation base~ for the ~kin preparation of the invention include mineral oil or petrolatum or both. Preferred skin-preparation bases may include in -~
addltion one or more of th~ compounds glycerin, urea, Cl2-15 alcohols benzoate, ce~earyl alcohol, ceteareth-20, palm oil glyceride, i~opropyl pal~itate, cyclomethicone, l-hexadecanol, stearyl alcohol, isopropyl myri~tate, sorbitol, POE sorbitan monostearate, avocado oil, glycerol dilaurate, and allantoin.
Blends of cetearyl alcohol and ceteareth-20 are commercially available under the trade name "Promulgen D" from Amerchol Corporation of Edison, New Jersey, under the trade name 2 "~osmowax J" from Croda Corporation of New York, New York and - ~-under ~he trade name "Lexemul CS-20" from Inolex Corporation of Philadelphia, Pennsylvania. Preferably the skin-preparation base is nonlonic. An anionic skin-preparation base may interfere with the functioning of cationiC
30 ingredients in preferred skin preparat;ions of the invention.

Preferred polymeric ~kin-feel-modifying compounds for the skin preparation of the invention include individually or in combination: (a) c~tionic cellulosic derlvatives having * Trade-mark r~

~4~ 1 330948 . . ~ . ,.
a molecular we~ght in the range of from about 120,000 to about 850,000, ~uch a~ polyquaternium 4, 6, 7, 10, 11, and 12;
(b) guar gums; (c) nonionic poly~ccharides ~uch a0 nonlonic hydroxypropyl guar gum~ - aB an example, a nonlonlc 5 hydroxypropyl guar gum commercially available under the trade -name "Jaquar HP-60" from H1-Tek Polymer6, Inc. of Louisville, Kentucky: (d~ cellulo~lc nonionic polymer~ such a~
hydroxyethyl cellulose: (e) cationic starches such as~ for example, "Sta-Loc 300" and "Sta-Loc 400" commercially 10 available from Staley, Inc. of Dec:ateur, Illinois:
(f) copolymers of methacrylates and acrylamide, copolymers of dimethylaminoethylmethacrylate and acrylamide, and copolymers of dimethyldiallylammonium chloride and acrylamide - in the case of 6uch copolymers the proportion of cationic monomer ~ -15 units to neutral monomer units ie preferably selected to yield copolymer~ having a net cationic charge; (g3 the polymeric compounds commercially available under the trade name "Merquat 100" and "Mer~uat 550" from Merck and Company Inc. of Rahway, New Jersey and related water-soluble cyclopolymers disclosed, for example, ln United States patent No. 4,438,095 to Grollier and Allec t"the Grollier and Allec '095 patent") at column 5, section 8: (h) the polymeric compounds commercially available ;
under the trade name "Jaguar C-14-5" from Hi-Tek Polymers, Inc. noted above; (i) the polymeric compound commercially available under the trade name "Mirapol A15" from Miranol Chemical Company, Inc. of Dayton, New Jersey; (~) the polymeric compound commercially available under the trade name *
"GalactaQol 811" from Henkel, Inc. of TeanecX, New Jersey; (k) derivatives of cellulose ethers involving quaternary ammonium groupings, such as, for example, the polymers commercially available from Union Carbide Corporation of Danbury, Connecticut, under the trade designation~ "JR" and "LR," such * * * * * ,~
as "JR-125," "JR-400," "JR-30 M," "LR-500" and "LR-30 M," and ~ ~
under the trade designation "Quatrisoft LM:" (1) derivatives ~ -of cationic cellulose 6uch as the polymers commerclally r ~ * Trade-mark "'.'~

1 3309~8 available under the trade names "Celquat L 200," "Celquat L
60," Rnd '~Celquat H lO0" from National Starch Company of sridgewater, New Jer~ey; (m) homopolymers or copolymer~ of acrylic a¢id or methacryl~c acld dl~closed in the Grollier and 5 Allec '095 patent at column 8, ~ection lO: (n) polyalkylene imines such as, for example, polyethylenlmlne~: (o) polymer~
containing vinyl~yridine or vinylpyridinium unit6 in the chain; (p) condensates of polyamine~ and of epichlorohydrine, quaternary polyureylenes, and chitine derivatives; (q) 10 catlonlc protein~, such as steartrimonium hydrolyzed animal protein; and (r) nonionic proteins, such as collagen, hydrolyzed collagen, elastin, and hydrolyzed elastln. The concentration o the polymeric 6kln-feel-modifying compound in the skin preparation of the invention i~ preferably in the 15 range of from about 0.05 to about 3 percent by weight relative to the weight of the skin preparation. More preferably, the concentra~lon of the polymerlc skin-feel-modifying compound is in the range of from about O.l to about 2 percent by weight.

Preferred quaternary ammonium compounds for the skin preparation of the invention include 6tearalkonium chloride, ditallow dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and cetyl trimethyl ammonium chloride. The concentration of the quaternary ~mmonium compound in the skin preparation of the invention is preferably in the range of from about O.l to about 6 percent by weight relative to the weight of the skin prepar~tion, and more preferably in the range of from about 0.5 to about 4 percent by weight.

Preferred hydrophobic modified starches for the skin preparation of the invention include aluminum starch octenyl succinate and amylum non mucilaginosum starch. ;
Preferred hydrophobic modified starches may be derived from a number of vegetable sources, lncluding corn, wheat, potato, . :

* Trade-mark ~ -~
~, ..

~i -6- 1 3 3 0 9 4 ~
.
rice, waxy maize, sago, arrow root, taploaa, and ~weet potato.
The concentration of the hydrophobic modifled starch in the ~kin preparation of the invention is preferably in the range of from about 0.5 to about 10 percent by welght relative to 5 the weight of the skin preparation, and more preferably in th~ ;-range of from about 1 to about 6 percent by weight. - -Preferred 6ubstantive ~ilicones for the skin preparatlon of the invention include dimethicone or a 10 modification o~ dimethicone 6uch a8 amodimethicone or a mixture of dlmethicone and trimethylsiloxy silicate. The concentration of the eubstantive silicone in the skin preparation of the invention ia preferably in the range of from about 0.1 to about 8 percent by weight relative to the 15 weight of the ~kln preparatlon, and more preferably in the range of ~rom about 0.75 to about 4 percent by weight.

A substantive emollient i8 a substantive compound ~;
which tends to moisturize and protect the skin. Preferred 20 substantive ~mollients for the skin preparation of the inventlon include 2-ethyl hexyl pelargonate, diisostearyl dimerate, i~opropyl isostearate, isopropyl palmitate, and isostearyl neopentanoate. Diisostearyl dimerate is also referred to as dii~ostearyl dilinoleate. ~he concentration of the substantive emollient ln the skin preparation of the invention i8 preferably in~the range~of from about 0.1 to 8 percent by weight relative to the weight of the skin preparation, and more prePerably in the~range of from about 0.5 to about 4 percent by weight.

All of the inqredients of the ~kin preparation of the invention should be safe for application to human skin in the preparation and their use should be approved by the applicable regulatory authorities as required.
:~ .: '': ~ .

,,.~ ~.

: ., , 1 330q48 If desired, the ~in preparation of the invention may al~o include one or mora moi~turizer~, stahllizers, humectants, ~unscreen~, preservatlves, ~r~grance~, or coloring agents.

A particularly preferred skin lotion of the ;.
invention includes five wa~h-off-resistance substa~tivity.
agents ln a lotion base containing both petrolatum and mineral oil. The flve wash-off-resi6tance 6ubstantivity agents are:
10 (l) the polymeric skin-feel-modiying compound polyquaternium-lO, a cationic cellulosic resin which is commerc~ally available under the trade name "Polymer JR" from Vnion Carbide corporatlon of Danbury, Connecticuts (2) the ~ :
quaternary ammonium compound distearyl dimethyl ammonium :
15 chloride, a quaternary ammonium salt sold under the trade designation "Quaternium-5;" (3) the hydrophobic modified tarch aluminum starch octenylsuccinate, which is the aluminum salt of the reaction product of octenylsuccinic anhydride with : :~
~ starch sold under the trade name "DRY FL0;" (4) the : substantive silicone6 d~meth~cone and trimethyl~iloxy silicate : ::
~ commerc~ally available a8 a blend under the trade name "593 ~:~
: Fluid" from Dow Corning of Midland, Michigan or under the :~
trade name "SS-4267" from General Electr~c Company of Waterford, New York: and (5) the substantive emollient diisostearyl dimerate, which is the dlester of isostearyl ~ ~:
alcohol and dilinoleic acid. Four of the five wash-off-resistance substantivity agent~ lndividually when combined with a lotion base containing petrolatum and mineral oil improves the wash-off resistance of the resulting lotion to a degree as compared to the lotion base alone, as discussed below. However, when all five wash-off-resistance substantivity agents are combined with the same lotion base, the wash-off resistance is lmproved substantially relative to the lotion base combined with any of the individual r ~ * Trade-mark I 3309~3 ~ngredien~ alone or wlth ~ny combinatlon of two, ~ ree or four of the agents.
,.
The preferred sXin lotion described in the 5 preceding paragraph including all five wash-off-reslstant substantivlty agents in a lotion base containing mineral oil and petrolatum was testQd with consumers and found to leave the skin feellng moist, soft and smooth, even after the skin had been washed with soap and water sub~quent to application of the skin lotion to tho ~kln.
, ' Best Mode for Carrying Out the Inventlon Compositional formula~ for ~ix preferred sXin lotions of the invention are set forth in Table I below. The 0kin lotions of Table I may be prepared by one of the two pre~erred methods set ~orth in the following paragraphs.

Method A
~,, .
Into a ~acketed mixing vessel is charged the required quantity of deionized water at about 25-C.
20 Thereafter the required quantities of glycerin, allantoin, urea and polyquaternium 10 are added with mild agitation. The resulting mixture is slowly heated to between about 70- and about 75-C with agitation for about 30 minutes. The resulting mixture ls identified as component A.

In a se~arate ~acketed mixing vessel is charged the required amounts of cetearyl alcohol and ceteareth-20, mineral oil, petrolatum, palm oil glyceride, quaternium-5, `
quaternlum-18, quaternium-48, isopropyl palmitate, C12-15 30 alcohols benzoate,;l- hexadecanol, stearyl alcohol, `~
diisostearyl dilinoleate, isostearyl neopentanoate and aluminum starch octenylsuccinate. The resulting mixture is slowly heated with agitation to between about 70- and about 75AG. The resulting mixture is identified as component B.

- 1 330q4~

Thereafter component B is added to component A with mild agit~tion. The resulting mixtur~ is then cooled to about 45~C and the remaining ingredient~ are added with moderate agitation until a homogeneous lotion i~ ~ormed.
Method B
Method A is repeated with the exception that about 25 percent of the required de~onized water is added to component B to improve its mixlng properties.

Wash-O~f Resistanoe Test A wash-off resi~tancQ test measures the ability of a lotion ~ormulation to reBi~t being wa~hed off a surface by a Bolution o~ liquid dstergent. A sheet of polyvinylchloride fllm approximately 0.002 inches ~50 ~m) thick was stored in a deniccator for about 24 houre to dry the film thoroughly. ~ -Polyvinylchloride fil~ i~ a breathable materi~l roughly ; similar to human skin. An embroidery hoop approximately six ~;~ inches (150 ~m) in diameter was placed on a laboratory scale and the ~cale tared to zero~ A ~heet of the dried ~~-~
~polyvinylchloride film wa~ stretched over the embroidery hoop to ~imulate a skin ~ubstrate. The embroidery hoop wlth the film mounted in it was then weighed to obtain the weight of the film. A sample of a lotion formulation of approximately ; one gram wàs spread generally evenly upon the polyvinylchloride film mounted in the embroidery hoop to form a thin layer. The embroidery hoop with the film and sample of lotion formulation wa6 then promptly weighed to obtain the initial weight of the lotion formulation s~mple. The sample -~
was then allowed to dry ln air for approximately ten minute~ rr,~
;~ - ' ` :
An approximately one-percent solution by weight of detergent in water was prepared and placed in a laboratory beaXèr large enough in diameter to accommodate the embroidery ho ~ with rou~hly a ono inoh t25 mm) radial clearance about . :, ~, .

-lo- I 3309~

tha perimeter of the hoop. A magnetic st~rring bar,wa~ placed in the beakar and the beaker plaoed on a magnet~c ~tirrer.
After the sample of lotion formulation on the polyvinylchloride film had dried for approximately ten 5 minutes, a ~mall weight was attached to the perimeter of the embroidery hoop holding the film and sample. The embroidery hoop was conneoted to a ~upport bar placed across the top of the beaker at a point on the perimeter of the hoop generally diagonally opposite the weight, so that the hoop was suspended 10 in the beaker with the weight at the bottom of the hoop. The waight caused the embroidery hoop to maintain a generally verti~al orientation in the beaker. The embroidery hoop was restrained against rotating by the conneation to the support bar. The detergent solution in the beaker was agitated mildly for about one hour by the magnetic stirrer with the embroidery hoop, the ~ilm, and the ~ample fully immersed in the solution.
The solution of detergent was at a temperature in the range of from about 22~ to about 25 C. The embroldery hoop film and sample were then removed from the detergent solution and the sample allowed to dry in air at approximately 5Q C for about 20 24 hours. The film of polyvinylchloride was then removed from the em~roidery hoop and weighed to determine the weight of the residual ~ample left on the film after immersion in the agitated detergent sol~tion. The result is reported as the fraction of the total sample retained in percent.
~-The initial ratio of the weight of the ingredients other than water to the weiqht of all ingredients including water can be calculated from the composition of the lotion formulation and reported as the fraction of nonaqueous 30 ingrcdients in percent. The initial ratio of weight of nonaqueous ingredients to the weight of all ingredients is multiplied by the initial weight of the sample of lotion formulation to obtain the initial weight of nonaqueous ingredients in the 6ample. The resulting initial weight of 1 3309~8 nonaqueou~ ingredient~ iB divide~ into the weight af the re~dual sample on the film after lmmer~ion and drying to obta~n the fractlon of nonaqueous lngredlent~ retained, reported in percent.

A ~eries of lotion formulation~ wa~ prepared wlth a lotion base and various combination~ of the following five wash-off-resistance ~ubstantlvity agents in the weight percentages listed in column VI oP Table I: i (l) dimethicone and trLmethylsiloxy 6ilicate, (2) d16tearyl dimethyl ammonium chloridè, ~3) aluminum starah octenyl ~uccinate, ~4) polyquaternium lO, and (5) diisostearyl dimerate.
Specifically, lotion formulations were prepared having the 15 lotion base combinsd with every combination of from none to all of the five ingredlents in the percentages given. When an ingredient was omitted from the formulation, an equal weight ;~ percentage of deion$zed water was substituted for it. The wash-off-re~i~tance test de6cribed in the preceding paragraphs was carried out for each ~uch lotion formulation to measure the fraction of total retained ~ample, the fraction of nonaqueous ingredient~, and fraction of nonaqueous ~qredients `~
retained. The results of the tests are set forth in Table II
~ below, in which the five wash-off-resi6tance 6ub6tantivity ;~
;~ agents are identified by number from the list above. In addition, tha formulations of columns I through V of Table I
and two commercially available hand lotions were tested by the wa~h-off-resistance te~t and the results are fiet forth in ~`
Table II. In the case of the two commercial hand lotions, the initial ratio of the weight of nonaqueous ingredie~ts to the 3 welght of all ingredients had to be estimated, slnce the exact composition of tho lotions wn~ not known. `~

AB may be ~een in Table II, four of the five wash-off-resistance E;ubstantivity agent~ individually imparted a ''~

f-- -12-1 3309~

degree of wash-off resi~tance to the lotlon base. The pre~ence of all five wa~h-off re~i~tanae ~ubstantivity agent~
wa~ found to give a fraction o nonaqueous ingredie~ts ~
retained of approximately 82.3 percent As may be seen in 5 Table II, any lotion formulation derived from column VI of Table I had a substantially lower average fraction of nonaqueous ingredients retained than the value observed for the base with all five ingredients. Moreover, each lotion formulation from Table I having all five wash-off-resi~tance 10 ~ubstantlvity agents had a substantially greater average fraction of nonaqueous ingredient~ retained than either of the commercially-availa~le hand lotions tested.

It i~ not intended to limit the present invention to the specific embodimenta disclo6ed above. It i6 recognized ~ ~-that changes may be made in the formulatlons specif1cally described herein without departing from the ~cope and teachings of the instant invention. For exampls, it is not necessary in every case to include all five classes of wash~
off-resi6tance-substantivity agents ~n a preparation formulation to achieve substantial benefits of wash-off resistance and agreeable s~in feel of the skin preparation of the invention, although inolu~ion of compounds from each of the flvQ classes of agents in appropriate concentrations generally results in the best performance. It i8 intended to encompas~ all other embodiments, alternatlves and modificat10ns aons1stent with the pre~ent invention.
: , ~ 30 ~ ~

~ ,,, ~.
:, .
:
~

~ -13-TABLE I
Composition I II III IV V VI
Ingredient Approximate Weight Percent Mineral Oil 2.0 1.0 4.0 1.0 3.0 1.0 ~-~
Petrolatum 1.0 4.0 2.5 1.0 1.0 1.0 Glycerin 4.0 4.0 4.0 4.0 4.0 4.0 C12-15 Alcohols Benzoate 2.7 3.0 2.0 2.0 1.0 2.0 Cetearyl Alcohol and Ceteareth-20 2.0 3~0 3.0 3.0 2.0 3.0 Palm oll Glyceride 1.5 1.5 1.5 1.5 1.5 1.5 15 I50propyl Palmitate 1.0 1.0 0.5 0.5 1.0 0.5 ~;
l-Hexadecanol 0.5 0.5 0.5 0.5 0.5 0.5 Stearyl Alcohol 0.5 0.5 0.5 0.5 0.5 0.5 Cyclometh~cone0.5 1.0 1.5 1.0 0.5 1.0 20 Allantoin 0.2 0.2 0.2 0.4 0.1 0.2 ~ Urea ~ 3.0 ; Polyquaternium-10 0.2 0.2 0.2 0.2 0.2 0.2 Quaternium-18 1.0 25 Quaternium-48 - 1~0 - _ 1.0 Quaternium-5 - - 1.0 1.0 - 1.0 Aluminum Starch Octenylsuccinate 1.5 5.0 4.0 3.0 3.0 3.0 ~-30 Dimethicone and Trimethylsiloxy Silicate 3.0 2.5 3.0 2.5 2.5 2.5 Diisostearyl Dilinoleate 1.0 - 1.0 1.0 1.0 1.0 35 Isostearyl Neopentanoate - 1.0 - - 1.0 Deioni2ed Water, Perfume, ~ ~
Colorant, Preservatlve (8alance to 100 percent) ;

',.",~
.'~'"'.':

~: -14- 1 33094~

TABLE II
Frac~ion Fraction ~otal Fraction Nonaqueous Retained Nona~ueou~ Retained ::
Compo~ition ~Percent) (PQrcent) (Percent) Ba~e 3 . 0 19 . 5 p 15 . 4 Ba~e + 1 6.0 22.0~ 27.2 8ase + 2 12.8 20.562.3 Ba~e + 3 5.0 22.522.2 .
Bas~ + 4 3.0 19.715.2 Base + 5 14.0 20.568.2 :~
~ace + 1 + 2 16.0 24.066.6 : 10 Ba~e + 1 + 3 6.0 25.024.0 :~
~ase + 1 ~ 4 16.5 22.274.2 :Base + 1 + 5 9.5 , 24.039.5 Base + 2 + 3 12.8 22.556.8 ~ ~
Base + 2 + 4 11.5 20.755.4 :~.:
Base + 2 + 5 13.5 21.562.7 Ba~e ~ 3 + 4 16.5 22.772.6 -~
Base + 3 + 5 9.0 24.536.7 15 Ba5e + 4 + 5 13.5 19.768.4 BasQ + 1 + 2 + 3 17.0 26.065.3 Ba~e + 1 + 2 ~ 4 11.5 23.249.5 Ba~e + 1 + 2 + 5 16.0 24.066.6 ::
Base + 1 + 3 + 4 17.5 25.269.3 ; -:
Base + 1 ~ 3 + 5 12.5 26.048.0 - ;
8ase ~ 1 + 4 + 5 14.0 24.257.8 20 Ba8e + 2 + 3 + 4 18.0 23.775.8 Base + 2 + 3 + 5 14.0 24.557.0 :~ Base + 2 + 4 + 5 14.5 21.766.7 :Base + 3 + 4 + 5 13.5 24.754.6 ~ase + 1 + 2 + 3 + 4 17.5 26.166.9 Base + 1 + 2 + 3 + 5 18.8 29.463.7 . .
Base + 1 + 2 + 4 + 5 17.0 24.170.4 :::
Base + 1 + 3 + 4 + 5 11.5 26.144.0 25 Base + 2 ~ 3 + 4 ~ 516.8 24.668.0 . ~
Base + 1 + 2 + 3 + 4 + 524.4 29.682.3 ~ ~I
(Formulation VI) Formulation I 20.5 24.085.3 :~ Formulation II : 23.0 30.8 74.6 :
Formulation III 29.5 30.5 96.7 Formulation IV 20.5 24.2 . 84.7 30 Formulation V 19.5 25.2 77.3 Commercial Hand Lotion A 15.5 24.2* 64.1* ~ -Commercial Hand Lotion B ; 7.5 16.5* 45.5*
: ~Estimated.
~.~
.~ .
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' ' ' '.'"';''~
' .~','.: ',''' ,;

Claims (29)

1. A skin preparation comprising:
a) a skin-preparation base; and b) a plurality of wash-off-resistance substantivity agents, the wash-off-resistance substantivity ag-ents being selected from the group consisting of:
(b.1) a polymeric skin-feel-modifying compound, (b.2) a quaternary ammonium compound, (b.3) a hydrophobic modified starch, (b.4) a substantive silicone, and (b.5) a substantive emollient, the skin preparation having a fraction of retained nonaqueous components as measured by a wash-off-resistance test of about 70 percent or greater, said substantivity agents each being present in an amount which contributes to the wash-off-resistance of the composition.
2. A skin preparation comprising:
a) a skin-preparation base;
b) a polymeric skin-feel-modifying compound;
c) a quaternary ammonium compound;
d) a hydrophobic modified starch;
e) a substantive silicone; and f) a substantive emollient;
wherein components b) through f) are each present in an amount which contributes to the desired wash-off-resistance of the com-position.
3. The skin preparation according to claim 2 in which the skin-preparation base includes a compound selected from the group consisting of petrolatum and mineral oil.
4. The skin preparation according to claim 3 in which the skin-preparation base is a lotion.
5. The skin preparation according to claim 3 in which the polymeric skin-feel-modifying compound is a cationic cellu-losic derivative.
6. The skin preparation according to claim 5 in which the polymeric skin-feel-modifying compound is polyquaternium-10.
7. The skin preparation according to claim 3 in which the quaternary ammonium compound is selected from the group con-sisting of stearalkonium chloride, ditallow dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and cetyl trime-thyl ammonium chloride.
8. The skin preparation according to claim 3 in which the hydrophobic modified starch is selected from the group con-sisting of aluminum starch octenylsuccinate and amylum non mu-cilaginosum starch.
9. The skin preparation according to claim 3 in which the substantive silicone is selected from the group consisting of dimethicone, amodimethicone, and trimethylsiloxy silicate.
10. The skin preparation according to claim 3 in which the substantive emollient is selected from the group consisting of 2-ethyl hexyl pelargonate, diisostearyl dimerate, isopropyl isostearate, and isostearyl neopentanoate.
11. The skin preparation according to claim 3 in which:
the concentration of the polymeric skin-feel modi-fying compound is in the range of from about 0.05 to ab-out 3 percent by weight relative to the weight of the skin preparation, the concentration of the quaternary ammonium com-pound is in the range of from about 0.1 to about 6 per-cent by weight relative to the weight of the skin pre-paration, the concentration of the hydrophobic modified starch is in the range of from about 0.5 to about 10 percent by weight relative to the weight of the skin preparation, the concentration of the substantive silicone is in the range of from about 0.1 to about 8 percent by weight relative to the weight of the skin preparation, and the concentration of the substantive emollient is in the range of from about 0.1 to about 8 percent by weight relative to the weight of the skin preparation.
12. The skin preparation according to claim 11 in which:
the concentration of the polymeric skin-feel-modi-fying compound is in the range of from about 0.15 to ab-out 2 percent by weight relative to the weight of the skin preparation, the concentration of the quaternary ammonium com-pound is in the range of from about 0.5 to about 4 per-cent by weight relative to the weight of the skin pre-paration, the concentration of the hydrophobic modified starch is in the range of from about 1 to about 6 per-cent by weight relative to the weight of the skin pre-paration, the concentration of the substantive silicone is in the range of from about 0.75 to about 4 percent by weight relative to the weight of the skin preparation, and the concentration of the substantive emollient is in the range of from about 0.5 to about 4 percent by weight relative to the weight of the skin preparation.
13. The skin preparation according to claim 12 in which:
the polymeric skin-feel-modifying compound is poly-quaternium-10, the quaternary ammonium compound is distearyl dime-thyl ammonium chloride, the hydrophobic modified starch is aluminum starch octenylsuccinate, the substantive silicone is a mixture of dimethi-cone and trimethylsiloxy silicate, and the substantive emollient is diisostearyl dimerate.
14. A skin preparation comprising:
a) a skin-preparation base; and b) a plurality of wash-off-resistance substantivity ag-ents, the wash-off-resistance substantivity agents being selected from the group consisting of:
(b.1) a polymeric skin-feel-modifying compound in an amount of from about 0.05 to about 3 per-cent by weight of the skin preparation, (b.2) a quaternary ammonium compound in an amount of from about 0.1 to about 6 percent by weight of the skin preparation, (b.3) a hydrophobic modified starch in an amount of from about 0.5 to about 10 percent by weight of the skin preparation, (b.4) a substantive silicone in an amount of from about 0.1 to about 8 percent by weight of the skin preparation, and (b.5) a substantive emollient in an amount of from about 0.1 to about 8 percent by weight of the skin preparation;
the skin preparation having a fraction of retained nonaqueous components as measured by a wash-off-resistance test of about 70 percent or greater.
15. A skin preparation comprising:
a) a skin-preparation base;
b) a polymeric skin-feel-modifying compound in an am-ount of from about 0.05 to about 3 percent by weight of the skin preparation;

c) a quaternary ammonium compound in an amount of from about 0.1 to about 6 percent by weight of the skin preparation;
d) a hydrophobic modified starch in an amount of from about 0.5 to about 10 percent by weight of the skin preparation;
e) a substantive silicone in an amount of from about 0.1 to about 8 percent by weight of the skin pre-paration; and f) a substantive emollient in an amount of from about 0.1 to about 8 percent by weight of the skin pre-paration;
said components present in combination in an amount effective to resist wash-off by detergent after said preparation is applied to skin.
16. The skin preparation according to claim 15 in which the skin-preparation base includes a compound selected from the group consisting of petrolatum and mineral oil.
17. The skin preparation according to claim 16 in which the skin-preparation base is a lotion.
18. The skin preparation according to claim 16 in which the polymeric skin-feel-modifying compound is a cationic cellu-losic derivative.
19. The skin preparation according to claim 18 in which the polymeric skin-feel-modifying compound is a polymeric quater-nary ammonium salt of hydroxyethyl cellulose reacted with a tri-methyl ammonium substituted epoxide.
20. The skin preparation according to claim 16 in which the quaternary ammonium compound is selected from the group con-sisting of stearalkonium chloride, ditallow dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and cetyl trime-thyl ammonium chloride.
21. The skin preparation according to claim 16 in which the hydrophobic modified starch is selected from the group con-sisting of aluminum starch octenylsuccinate and amylum non mu-cilaginosum starch.
22. The skin preparation according to claim 16 in which the substantive silicone is selected from the group consisting of dimethicone, amodimethicone, and trimethylsiloxy silicate.
23. The skin preparation according to claim 16 in which the substantive emollient is selected from the group consisting of 2-ethyl hexyl pelargonate, diisostearyl dimerate, isopropyl isostearate, and isostearyl neopentanoate.
24. The skin preparation according to claim 14 in which:
the concentration of the polymeric skin-feel-modi-fying compound is in the range of from about 0.15 to ab-out 2 percent by weight relative to the weight of the skin preparation, the concentration of the quaternary ammonium com-pound is in the range of from about 0.5 to about 4 per-cent by weight relative to the weight of the skin pre-paration, the concentration of the hydrophobic modified starch is in the range of from about 1 to about 6 per-cent by weight relative to the weight of the skin pre-paration, the concentration of the substantive silicone is in the range of from about 0.75 to about 4 percent by weight relative to the weight of the skin preparation, and the concentration of the substantive emollient is in the range of from about 0.5 to about 4 percent by weight relative to the weight of the skin preparation.
25. The skin preparation according to claim 24 in which:
the polymeric skin-feel-modifying compound is a polymeric quaternary ammonium salt of hydroxyethyl cel-lulose reacted with a trimethyl ammonium substituted epoxide, the quaternary ammonium compound is distearyl dime-thyl ammonium chloride, the hydrophobic modified starch is aluminum starch octenylsuccinate, the substantive silicone is a mixture of dimethyl-polysiloxane and trimethylsiloxy silicate, and the substantive emollient is diisostearyl dimerate.
26. The skin preparation of claim 15 having a fraction of retained nonaqueous components as measured by a wash-off-resistance test of about 70 percent or greater.
27. The skin preparation according to claim 19 in which the polymeric skin-feel-modifying compound is cellulose-.omega.-ether with .alpha.-[2-hydroxy-3-(trimethylammonio)propyl]-.omega.-hydroxy poly (oxy-1,2-ethanediyl) chloride.
28. A skin preparation comprising:
a) a skin-preparation base; and b) a plurality of wash-off-resistance substantivity ag-ents, the wash-off-resistance substantivity agents being selected from the group consisting of:
(b.1) a polymeric skin-feel-modifying compound in an amount of from about 0.05 to about 3 per-cent by weight of the skin preparation, such compound being selected from the group consisting of cationic cellulose deriva-tives, guar gums, nonionic polysaccharides, cellulosic nonionic polymers, cationic starches, copolymers of methacrylate and acrylamide, poly(dimethyl diallyl ammonium chloride), guar hydroxypropyltrimonium chlo-ride, poly(oxy-1,2-ethanediyl) (dimethylim-ino)-1,3-propanediylimino carbonylimino-1,3-propanediyl (dimethylimino)-1,2-ethanediyl dichloride, hydroxypropyl guar, cellulose ether derivatives, homopolymers or copoly-mers of acrylic acid or methacrylic acid, polyalkylene imines, polymers containing vi-nylpyridine or vinylpyridinium units, con-densates of polyamines and of epichlorohyd-rine, quaternary polyureylenes and chitin derivatives, cationic proteins, and noni-onic proteins, (b.2) a quaternary ammonium compound in an amount of from about 0.1 to about 6 percent by weight of the skin preparation, such com-pound being selected from the group consist-ing of stearalkonium chloride, ditallow di-methyl ammonium chloride, distearyl dimeth-yl ammonium chloride, and cetyl trimethyl ammonium chloride, (b.3) a hydrophobic modified starch in an amount of from about 0.5 to about 10 percent by weight of the skin preparation, such starch being selected from the group consisting of aluminum starch octenylsuccinate, and amy-lum non mucilaginosum starch, (b.4) a substantive silicone in an amount of from about 0.1 to about 8 percent by weight of the skin preparation, such silicone being selected from the group consisting of dime-thylpolysiloxane or modifications thereof and mixture of dimethylpolysiloxane and tri-methylsiloxy silicate, and (b.5) a substantive emollient in an amount of from about 0.1 to about 8 percent by weight of the skin preparation, such emollient be-ing selected from the group consisting of 2-ethyl hexyl pelargonate, diisostearyl dimer-ate, isopropyl isostearate, isopropyl palmi-tate, and isostearyl neopentanoate;
the skin preparation having a fraction of retained nonaqueous components as measured by a wash-off-resistance test of about 70 percent or greater.
29. The skin preparation according to claim 28 in which:
the polymeric skin-feel-modifying compound is pre-sent in an amount of from about 0.15 to about 2 percent by weight of the skin preparation, the quaternary ammonium compound is present in an amount of from about 0.5 to about 4 percent by weight of the skin preparation, the hydrophobic modified starch is present in an am-ount of from about 1 to about 6 percent by weight of the skin preparation, the substantive silicone is present in an amount of from about 0.75 to about 4 percent by weight of the skin preparation, and the substantive emollient is present in an amount of from about 0.5 to about 4 percent by weight of the skin preparation.
CA000584185A 1987-11-30 1988-11-25 Wash-off-resistant skin preparation Expired - Lifetime CA1330948C (en)

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US126,453 1987-11-30

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