Perfume compositions

Details Perfume compositions Perfume compositions

2001-01-05

2002-11-05

Dees, José G. (Department: 1616)

Drug, bio-affecting and body treating compositions

Anti-perspirants or perspiration deodorants

C424S070100, C424S400000, C424S401000, C424S489000, C510S119000, C510S130000, C510S276000, C512S001000, C512S008000, C512S020000, C512S025000, C512S026000, C512S027000

Reexamination Certificate

active

06475473

ABSTRACT:

This invention relates to perfume compositions, that is to say compositions of fragrance materials, to personal products and other products containing such perfume compositions, and to the use of such perfume compositions to give a deodorant effect.
EP-B-3172, EP-A-5618, U.S. Pat. Nos. 4,304,679, 4,322,308, 4,278,658, 4,134,838, 4,288,341, 4,289,641 and 4,906,454 all describe perfume compositions which exhibit a deodorant action, (i.e. addresses the problem of human body odour, particularly that of the axillae) either when applied to human skin using a cosmetically acceptable vehicle or when included in a detergent product or fabric conditioning product used in laundering of textiles. EP-B-147191 and U.S. Pat. No. 4,663,068 describes deodorant perfume compositions which are stable in the presence of bleaching materials.
A difficulty with the perfume compositions disclosed in these documents is that they generally include appreciable quantities of relatively high molecular weight perfume components which help to extend the effective lifetime of deodorant action following product application, but which tend to have less perfume impact and to exhibit odour characteristics which span a finite range. This limitation on perfume composition represents a compromise between long term deodorant efficacy and optimal hedonic performance.
We have now found that deodorant perfumes can be made by the use of materials from certain specified categories of perfume materials which makes it possible to obtain fragrances containing lower quantities of high boiling components while also obtaining good long term deodorant properties. Forms of this invention can deliver a deodorant performance which improves on that obtained from compositions exemplified in the prior documents above. In particular compositions according to the invention are good at reducing sulphurous malodours in body odour.
Accordingly, the present invention provides a perfume composition comprising
(1) at least 15% by weight of the perfume composition of one or more aldehydes of general formula:
R′CHO
 having an octanol-water partition coefficient within the range of 2.0 to 4.4 (in logarithmic form), and wherein the group R
1
is a hydrocarbyl radical which may comprise aromatic or aliphatic groups, and mixtures thereof, and which may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups, with the proviso that at least 1% by weight of the perfume composition comprises aliphatic aldehydes of this general formula, and
(2) at least 30%, preferably at least 70%, by weight of the perfume composition of at least one, preferably at least two, and more preferably at least three of the following five categories of perfumery ingredients;
a) at least 2.0%, preferably at least 4.0%, by weight of the perfume composition of one or more hydroxylic materials of general formula:
R′OH
 having an octanol-water partition coefficient within the range of 2.5 to 3.6 (in logarithmic form), and wherein the group R′ is a hydrocarbyl radical containing no more than one olefinic double bond, and comprising aromatic or aliphatic groups, and mixtures thereof, and which may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups,
b) at least 2.0%, preferably at least 4.0%, by weight of the perfume composition of one or more ketones of general formula:
R
1
COR
2
 having an octanol-water partition coefficient within the range of 3.0 to 4.1 (in logarithmic form), and wherein the groups R
1
and R
2
are independently hydrocarbyl radicals which may comprise aromatic or aliphatic groups, and mixtures thereof, and may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups,
c) at least 2.0%, preferably at least 4.0%, by weight of the perfume composition of one or more ethers of general formula:
R
1
O R
2
 having an octanol-water partition coefficient within the range 3.0 to 4.0 (in logarithmic form), and wherein the groups R
1
and R
2
are independently hydrocarbyl radicals which may comprise aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched and optionally substituted with other groups, with the proviso that at least one of R
1
and R
2
comprises an olefinic double bond,
d) at least 2.0%, preferably at least 4.0%, by weight of the perfume composition of one or more esters of general formula:
R
1
CO
2
R
2
 having an octanol-water partition coefficient within the range 2.6 to 4.3 (in logarithmic form), and wherein the groups R
1
and R
2
are independently hydrocarbyl radicals which may comprise saturated aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched, cyclic or acyclic, and optionally substituted with other groups, and
e) at least 2.0%, preferably at least 4.0% by weight of the perfume composition of one or more nitrites of general formula:
R
1
CN
 having an octanol-water partition coefficient within the range 3.0 to 4.4 (in logarithmic form), and wherein the group R
1
is a hydrocarbyl radical comprising an olefinic double bond, which may comprise aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched, cyclic or acyclic and optionally substituted with other groups.
The invention also provides a deodorant product comprising a perfume composition as defined above.
The invention further provides the use, as a deodorant, of a perfume composition and a deodorant product as defined above.
The term ‘perfume material (or ingredient)’ is herein taken to represent materials which may be acceptably employed within fragrances to provide an odour contribution to the overall hedonic performance of the fragrance. Typically, such materials will be generally recognised as possessing odours in their own right, and will be relatively volatile, and characterised by molecular weights within the range of around 100 to 300 amu.
The concentration of perfume materials or ingredients referred to herein is relative to the total concentration of perfume components present in the composition, ie excludes, for example, the presence of any optional diluent.
The octanol-water partition coefficient (or its common logarithm to base 10, ‘logP’) is well known in the literature as an indicator of hydrophobicity and water solubility (see Hansch and Leo,
Chemical Reviews,
526 to 616, (1971), 71; Hansch, Quinlan and Lawrence,
J.Organic Chemistry,
347 to 350 (1968), 33). Where such values are not available in the literature they may be measured directly, or approximately estimated using mathematical algorithms. Software providing such estimations are available commercially, for example ‘LogP’ from Advanced Chemistry Design Inc.(ACD). For the purposes of the present invention the results obtained using ACD software are preferred.
A perfume composition according to the present invention has the following preferred features, either singly or in any combination;
(i) hydroxylic materials of category (2)(a) which are one or more of
Citronellol
Dimethylheptanol
Tetraihydrolinalol,
(ii) aldehydes of category (1) which comprise less than two hydrogen atoms in the position directly adjacent to the formyl functional group,
(iii) ethers of category (2) (c) in which R
1
comprises an alicyclic or aromatic ring, and
(iv) esters of category (2)(d) in which R
1
or R
2
comprises an alicyclic or aromatic ring.
In cyclic esters according to category (2)(d), R
1
and R
2
may be directly connected, as in lactones.
In certain instances, it may be that materials are capable of classification into more than one category, for example, 4-(4′-hydroxy-4′-methylpentyl)cyclohex-3-enecarbaldehyde comprises both hydroxyl and formyl functional groups and hence could be a member of category (1) as well as (2)(a). In such cases the material is deemed to be within the first named category, that is, in (1) before (2), in (2)(a) before (2)(b) and so forth. Acetals are considered herein as ethers. With regard to th

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