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Reprint
W. Beilfuss, M. Leschke, K. Weber
from
11-2005 A New Concept to Boost the Preservative
Efficacy of Phenoxyethanol
CO S M ET I C S
P R E S E R VAT I V E S
mental to the health of the user or to the tion, without causing harm to humans. In
Abstract aesthetic appearance of the product. Thus, addition, they should be globally ap-
it is necessary to protect the product from proved, cost effective and free of any pub-
such microbial contamination. To this end, lic discussion. Therefore, new concepts in
new cosmetic preservative
A
the cosmetic market demands multipur- preservation are required.
for leave-on products based pose cosmetic preservatives which are
on a combination of the ac- globally approved, cost effective and do
tive ingredient phenoxyethanol not contain actives under any public dis- A sophisticated combination
and the skin care additive and de- cussion. However, the number of actives of phenoxyethanol and
odorant active ethylhexylglycerin
which can be used as preservatives for ethylhexylglycerin
cosmetic applications is limited. Approxi-
is presented. Ethylhexylglycerin mately 15 of the 57 preservative chemis- To address the complex requirements of
boosts the antimicrobial activity of tries listed in Annex VI of the European the cosmetic market, the new cosmetic
phenoxyethanol. Properties, an- Cosmetic Directive (76/768 EEC) are ac- preservative Euxyl® PE 9010 was devel-
timicrobial activity and a possible tively used. Only these few have the physi- oped primarily for the use in leave-on
mechanism of action are dis- cal-chemical properties, as well as the ef- products. This patented liquid concen-
ficacy and the safety assessment, which trate is formulated from phenoxyethanol,
cussed.
fulfil the requirements of the cosmetic the active ingredient, dissolving ethyl-
industry. Furthermore, there are rarely hexylglycerin, a multifunctional additive.
actives on the market due to their strict Phenoxyethanol (Fig. 1) (1,2) is a well-
control by the different legislatures of
European, American and Asian countries.
At present, almost every active actually
used to preserve cosmetic products is the
Introduction subject of public controversy. The car-
cinogenic potential of formaldehyde and
Most cosmetic products designed for topi- formaldehyde-donors, as well as the sen-
cal application contain one or more mi- sitisation potential of organic halogen
crobicidal substances in their formula- compounds is discussed. Parabens are as-
tion. The reasons for this are obvious. The sociated with a pseudo-estrogenic and INCI name: Phenoxyethanol
raw materials used in the manufacturing –androgenic potential, resulting in the Molecular formula: C8H10O2
of these products are rarely perfectly ster- media to linking them to breast cancer.
ile. Finished products containing perfume, Although in most cases scientific assess- CAS-name: 2-Phenoxyethanol
biologically active compounds or vita- ment of the suspected risks is not yet CAS-no.: 122-99-6
mins are too fragile to withstand sterili- completed, the cosmetic industry has EINECS no.: 204-589-7
sation following conditioning. The manu- asked for alternatives to these well-known EINECS name: 2-Phenoxyethanol
facturing process is rarely aseptic. The preservative actives. That is why the cos-
No. according to 76/768/EEC: 29
packaging is not hermetically sealed. metic market urgently needs new and in-
Above all, the use conditions following novative, multipurpose cosmetic preser-
Fig. 1 Chemical structure of
opening are such that a microbial con- vatives that are able to protect cosmetic
phenoxyethanol
tamination can arise, possibly being detri- formulations from microbial contamina-
Phenoxyethanol Ethylhexylglycerin
Europe / USA: INCI name: INCI name:
Phenoxyethanol (active ingredient) Ethylhexylglycerin (auxiliary)
Australia: listed on AICS listed on AICS/NICNAS (NA/966)
Canada: listed on DSL listed on DSL
Japan: phenoxyethanol is approved as a cosmetic ENCS as glycerin monoalkyl (or alkenyl, C8-C24)
preservative up to 1.0% for all types of ether (No.: 2-414)
cosmetics and toiletries without restrictions CLS 1999:
- registered name: 2-Ethylhexyl Glycerylether
- ingredient code: 532289
- fully approved in all categories except eyeliner
preparations, oral preparations, bath preparations
(not allowed) and lip preparations (max. 1.0%)
The maximum allowed concentration able to neutralise the boosting activity with phenoxyethanol and ethylhexyl-
according to EU Cosmetic Directive is of ethylhexylglycerin. glycerin individually. The efficacy can be
1.1%, due to the limit of 1.0% for phe- Due to its high solvency, Euxyl® PE 9010 illustrated by the determination of
noxyethanol. At the recommended use- can serve as a solvent for lipophilic ad- the Minimum Inhibitory Concentration
concentration of 0.5 to 1.0% Euxyl® PE ditives like perfumes, vitamins and es- (MIC) values and by performing germ
9010 is soluble in most cosmetic for- sential oils. Formulas containing natural count reduction tests.
mulations. The low surface tension of raw materials are particularly suscepti-
Euxyl® PE 9010 solutions assures good ble to microbial growth. Fast-acting
dispersion in various systems, even at Euxyl® PE 9010 can eliminate microor- MIC values
low temperature. ganisms quickly, making it more effec- To compare the MIC values of Euxyl® PE
As phenoxyethanol and ethylhexyl- tive than slower acting preservatives. 9010 with phenoxyethanol, the mini-
glycerin are alcohols, the product is Designed as a substitute for paraben- mum inhibitory concentration against
stable to hydrolysis, to higher tempera- containing preservative systems, it also different microorganisms in a serial di-
tures (e.g. 100 °C) and to low as well as offers an alternative to formaldehyde- lution test was determined (Table 2).
high (pH 2 - 12) pH values. Furthermore, releasers and isothiazolinones. Its use is While ethylhexylglycerin alone has no
it remains liquid with a moderate viscos- recommended in leave-on preparations, appreciable effect on microorganisms,
ity at temperatures as low as -20 °C. such as lotions, creams, sun care prod- the enhanced phenoxyethanol in Euxyl®
In general, Euxyl® PE 9010 displays good ucts, transparent gels and others, as well PE 9010 is proven to have better effica-
compatibility with other cosmetic ingre- as cosmetic wet wipes. cy against many microorganisms than
dients. No discolourations have been de- phenoxyethanol alone.
tected. The product shows no interac-
tions with sulphite ions or with pigments Microbiological efficacy
like TiO2. It can tolerate high salt content. Germ count reduction test
Cationic and amphoteric substances do Euxyl® PE 9010 is equally effective against To show the effect of ethylhexylglycerin
not adversely affect the preservative ac- bacteria, yeasts and fungi. It is effective on the performance of phenoxyethanol
tivity. However, it is yet not recommend- within a broad pH range, up to pH 12. It as a preservative, germ count reduction
ed for formulations containing compar- shows higher activity, e.g. in preservative tests on Pseudomonas aeruginosa (ATCC
atively high amounts of ethoxylated sur- efficacy tests (S&M KoKo test) (8,9) or in no. 15442) and Aspergillus niger (ATCC
factants because these surfactants are germ count reduction tests, compared no. 6275) were performed with dilutions
of Euxyl® PE 9010 in sterile tap water
and compared to the single components.
Fifty-ml portions of the end solutions are
Species ATCC- Euxyl® PE 9010 Phenoxy- each inoculated with 0.5 ml microor-
Nr.: [%] ethanol [%] ganism suspension and stirred. The ini-
tial microorganism count of the test so-
Gram-negative: lutions is approximately 108 cfu/ml.
Enterobacter gergoviae 33028 0.5 0.5 These solutions are streaked out onto
Escherichia coli 11229 0.5 0.5 tryptone soya agar (Pseudomonas aeru-
ginosa) or sabouraud-dextrose 4.0% agar
Klebsiella pneumoniae 4352 0.25 0.5
(Aspergillus niger) after 3, 6, 24, 48, 72
Pseudomonas aeruginosa 15442 0.5 0.5 and 168 hours depending on the test or-
Pseudomonas fluorescens 17397 0.25 0.5 ganism. The cultures are incubated for
Pseudomonas putida 12633 0.5 0.5 48 hours at 37 °C or 72 hours at 25 -
27 °C.
Gram-positive: The evaluation is made on the basis of
Staphylococcus aureus 6538 0.5 1.0 semi-quantitative assessment of the mi-
Staphylococcus epidermidis 12228 0.5 1.0 crobial growth of the streaks.
As Fig. 3 clearly demonstrate, ethylhexyl-
Mould fungi: glycerin, without having any efficacy
Aspergillus niger 6275 0.25 0.5 against Pseudomonas aeruginosa or As-
Penicillium funiculosum 36839 0.25 0.25 pergillus niger alone (green line), boosts
the efficacy of phenoxyethanol as the
Yeast:
preservative active in Euxyl® PE 9010 (blue
Candida albicans 10231 0.25 0.5 line) compared to phenoxyethanol alone
Table 2 MIC values (dilution test) of Euxyl® PE 9010 compared to phenoxyethanol (red line). The improved efficacy of the
against different microorganisms combination can be seen after a short
period of time.
Mode of action
4a 4b
Fig. 4a Surface tension [mN/m] of 1.0% Euxyl® PE 9010 in water compared to 0.9% phenoxyethanol, 0.1% ethylhexylglycerin
and water as well as 4b the corresponding water drops on a polyethylene surface
Pseudomonas aeruginosa also in fre- As Fig. 7 shows, gels preserved with the
quently used ethoxylated surfactant so- product (gel 2) stay clear and transpar-
lutions. ent compared to a standard paraben
These results may encourage formulators mixture in phenoxyethanol (gel 3).
to check if the combination of Euxyl® PE
9010 with complexing agents can suc-
cessfully preserve surfactant based rinse- Conclusion
off products. At this early stage of expe-
rience it is strongly recommended to check Euxyl® PE 9010 is an answer to the per-
Fig. 7 Carbomer gels, gel 1: unpreserved; gel the individual finished product as the ef- sonal care industry’s increasing demands
2: preserved with 1.0% Euxyl® PE 9010; gel 3: ficacy might depend on the particular for new preservation concepts. It is an
preserved with 1.0% of a standard paraben formulation. broad-spectrum preservative based on
mixture in phenoxyethanol Furthermore Euxyl® PE 9010 is ideal for phenoxyethanol in combination with the
the preservation of clear, transparent gels. multifunctional ethylhexylglycerin. The
Literature
* Authors’ address:
Dr. Wolfgang Beilfuss
Dr. Marion Leschke
Dr. Klaus Weber
Schülke & Mayr GmbH
22840 Norderstedt
Germany
Email: sai@schuelke-mayr.com