1.ApplicationNumber: US-13553849-A
1.PublishNumber: US-2711397-A
2.Date Publish: 19550621
3.Inventor: OWEN EMILY M.
BUC SAUL R.

4.Inventor Harmonized: OWEN EMILY M()
BUC SAUL R()

5.Country: US
6.Claims:

7.Description:
(en)4 251L357; I 'STABILIZED'CREA'M Emily M. omigQsistQomnga-Nai mdajsaultnmuc E ster Pa, ssi uors.teG neral.Aniline;.&.Film-r(lor This invention' relates-to a--process -f in moist; cosmetic preparations-and novel cream-shampoostabilized aga1 s't bacterial grbwtli '7 Many cosmeticsmat 'alsz'suclr asxream sha subject to bacteri formsj'thecomm o e erng I coloredncolonies ohmicrogrgahisrns, molds,'fungi',yeastahd isoromjW-Tdc p p V deterioration, preserving materials must be added. Many L of the commonly used preservatives are -unsuitable for= this use, such as mercurial salts which "arepotential skin irritants. Formaldehyde has an unsatisfactory'odor,qas" do many other compounds, as for examplethe phenols and S-hydroxyquinoline. Other preservatives whichare otherwise suitable are too highly colored for incorporation in cosmetics of low coloration, for-egample, mercur'ochrome, gentianviolet. These additi v 'es may also be used in other neutral or. slightly 'alkalinelcosmetic matei rials, such as wave-sets, tooth pastes, hai'rrcre'amjoils, etc
all of which are subject to micro-biological attack. .Many preservatives are not compatible with synthetic detergents.
Many of the preservatives are incompatiblejwith most a j shampoos as they are ordinarily composed-either of soaps v or of anionic detergents. Y v It has beendiscovered that bacterial growth in moist cosmetic preparations may-'be inhibited by' a compound having'the following general formula! 1 wherein R andR' are selected from the group consisting of hydrogen, bromine,chlor ine, primary. amino and nitro groups. In particular, it has been found that these 'com pounds may be advantageously used together-with; an anionic detergent and soap'inaqueous solution to form astabilized cream shampoo. t
We have found that cosmetic preparations such as cream shampoos, creamhair oils, hand lotions and the f like can be protected against microbial attack by; the
addition of N-hydroxymethylphthalimide and derivatives thereof. Many of these preparations have a final pH "of-- 7 or higher, making them susceptible to attackbybacteria. In addition, some are susceptible tc-molds. Severzilfcosmetic compositions which may be protected include those disclosed in USP 2,460,776.
In addition to the preferable N-methylolphthalimide,
the compounds having this activityfinclude:
N-hydroxymethyl-3-methylphthalirnide N-hydroxymethylA-methylphthalimide N-hydroXymethyl-4,S-dibromophthalimide N-hydroxymethyl-4-chlorophthalimide N-hydroxymethyl-3,4-dichlorophthalimide' i iwell -in the media y After several month sf storage; there was no' evidence of I.
' li hydroxymethyl-fi-aminophthalimide-- 7' The llowinjg (eir'ibodirnents of.
. scopeof'the claims; V j" g 'Batermbgy 93 8 h Editigir "Century Company.) against If and Staphyl0= icoccus aureus and-was foundxtb give militate Q against the former and a K'S IO mm. against :the latte I V Exrzmp le ll v 7 'lo a solution {of :0.0 2"part byweightzof methylphthalimidej in-1 cc. of acetone and '9 was added 'a' solutionof 0.1 part of gree t'est as descr'ibed in i Example[If A' 1.0 *r'nm y obtained'with;Escherichidcolt; and there dence pf inhibition vlvit'l S'tzjzp hylococ cu;v g Y Exam'p H 'o;1'%.,; 'r Nhydroxyinethy1p ftrypton'ephosphatebrothcontaining 2% of sodiuniamonoi glyceride sulfate. (marketedjjby, vColga te-Pahjnolive-P e'et 40 underthe .tradernark- Yel-)'- and inoculated withfA lcu'li gen'es viscosus' and whose r wflrwa'sfound to; be -in hibitedk This medium, is used'injthe laboratory fo the;
which no", N hydroxyrnethylphthali l culturing' of Alcal igeries viscosus; tThis organism the slide germination technique described 1 Q S. E.'1A.*McCallan'et .alqm Contributions of' the Boyce" Thompson 'Institut e" 4", 233 1932) ;*ib id. 9,- 249 (19,3 8)} found that a 0,1, l mide in' l acetone co I 'pletely-inhibitedjthe'gerinination of Sclar'otinia fructic o lafspores, V v p Example) N-hydroxyiiiethylphthal m de1'wasadded to a cream t'ypeshampoo of thefollowing composition:
'01microbiological activity: g i 7 The amountof rnethylolphthalimide used may bevaried gwidely but efiective results are obtained in the range @01 eiiarn'plles are "illustrative of prefer'red V, V in en rifbutjl it will be understood, 'that variationsand bsti't'utions may be made withinthe. I}
ands; testediby'rneans of a Bayne-J'ones, Textbook of; p 957,1fDIl-Appleton',
y oXw --water a soap n; Q,: cc. of -water,'jand jthislsolution .wasused int he 'i 1 Y Y hthaliinide;was-added aw to 0.1% by weight of the total detergents in the composition.
We claim:
l. A cream shampoo comprising essentially an aqueous emulsion of anionic detergent'and a compound of the general formula: I
l? R c m-ornon BI C 1 N-omoH- wherein R and R are selected from the group consisting of hydrogen, bromine, chlorine, primary amino and nitro.
3. An improved cream shampoo comprising in parts by weight:
Glyceryl monostearate 10 I Polyglycol monostearate Lanolin 10 Sodium lauryl sulfate 40 Sodium sulfate 5 Water 106 Perfume 2 N-hydroxymethylphthalimide 0.6
References Cited in the file of this patent UNITED STATES PATENTS 1,990,676 Stern Feb. 12, 1935 2,361,322 7 Schroy Oct. 24, 1944 2,436,362 Lacey Feb. 17, 1948 2,490,459 Lilienfeld Dec. 6, 1949 OTHER REFERENCES Sachs,'Berichte der deutschen chemischen Gesellschaft, vol. 31, p. 1 227.
25 Bennett, Chemical Formulary (1948), pp. 67, 68..