AU615668B2 - Creation of Inventions and Patents with Artificial Intelligence

AU615668B2 – Depilatory compositions
– Google Patents

AU615668B2 – Depilatory compositions
– Google Patents
Depilatory compositions

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Publication number
AU615668B2

AU615668B2
AU21745/88A
AU2174588A
AU615668B2
AU 615668 B2
AU615668 B2
AU 615668B2
AU 21745/88 A
AU21745/88 A
AU 21745/88A
AU 2174588 A
AU2174588 A
AU 2174588A
AU 615668 B2
AU615668 B2
AU 615668B2
Authority
AU
Australia
Prior art keywords
depilatory
composition
carbon atoms
hair
depilatory composition
Prior art date
1987-09-05
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.)

Ceased

Application number
AU21745/88A
Other versions

AU2174588A
(en

Inventor
Stephen Boothroyd
Christine Sheard
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.)

Boots Co PLC

Original Assignee
Boots Co PLC
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.)
1987-09-05
Filing date
1988-09-01
Publication date
1991-10-10

1988-09-01
Application filed by Boots Co PLC
filed
Critical
Boots Co PLC

1989-04-27
Publication of AU2174588A
publication
Critical
patent/AU2174588A/en

1991-10-10
Application granted
granted
Critical

1991-10-10
Publication of AU615668B2
publication
Critical
patent/AU615668B2/en

2008-09-01
Anticipated expiration
legal-status
Critical

Status
Ceased
legal-status
Critical
Current

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Classifications

A—HUMAN NECESSITIES

A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE

A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES

A61K8/00—Cosmetics or similar toiletry preparations

A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition

A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds

A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen

A61K8/41—Amines

A—HUMAN NECESSITIES

A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE

A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

A61Q9/00—Preparations for removing hair or for aiding hair removal

A61Q9/04—Depilatories

Description

COMMONWEALTH OF AUSTRALIA PATENTS ACT 1952 COMPLETE SPECIFICATION NAME ADDRESS OF APPLICANT: The Boots Company PLC 1 Thane Road West Nottingham United Kingdom NAME(S) OF INVENTOR(S): Stephen BOOTHROYD Christine SHEARD ADDRF,IS FOR SERVICE: DAVIES COLLISON Patent Attorneys 1 Little Collins Street, Melbourne, 3000.
COMPLETE SPECIFICATION FOR THE INVENTION ENTITLED: Depilatory compositions The following statement is a full description of this invention, including the best method of performing it known to me/us:i; i
-A-
This invention relates to compositions useful for removing unwanted hair from the body.
Conventional depilatory compositions, usually in the form of a cream, are applied to the skin of the body at an appropriate place and after 5 to 15 minutes the cream is removed by means of a spatula, cotton wool, sponge or some other suitable material which is wiped over the skin. The active ingredient of such depilatory compositions is usually an alkali or alkaline earth metal salt of an alpha or beta mercaptocarboxylic acid, e.g. potassium or calcium 0«o oo thioglycolate. The active ingredient penetrates the hair and destroys the cysteine bonds between the haio 15 molecules thus weakening the hair to such an extent that merely scraping or wiping the cream off the skin breaks the hair at skin level and thus removes it. The .9 cream has to be used at a pH of 12 to 12.5 so that the 1 active ingredient e.g. potassium thioglycolate can penetrate the hair and thus weaken the hair structure.
The skin has a self-regulating system which restores the pH to the normal range of 5 to 7, usually 5.5 plus or minus 0.5 and any hair which is just below the surface of the skin which has been attacked by the active ingredient will then revert to its normal structure and strength as the cysteine bonds are reformed. Subsequent growth of the hair thus causes it to emerge as a stiff stubble shortly after treatment.
The initial growth of such stubble can be uncomfortable in certain areas of the body particularly where the medical condition of Pseudofoliculitis exists and this discomfort is only relieved after a further day or so as the hair grows longer and more supple. The initial stiff stubble is also inconvenient because it can snag V on fine fabric in clothing.
4 tr I” -2- We have now discovered a depilatory composition which, whilst successful in removing unwanted body hair, substantially avoids the growth of stiff stubble.
Hair conditioning compounds such as those containing long chain fatty moieties, which impart smoothness and shine to hair, are well known. However, many of the known compounds are cationic and cannot be used in compositions having a pH of 12 or more. Others will break down at this pH, for example fatty acid esters will hydrolyse and quaternary ammonium compounds will revert to free amines. Furthermore, other known conditioning compounds cannot be used in depilatory eor :compositions because they coat the hairs and thereby reduce the effective action of the depilatory compound.
o eoa Surprisingly, we have now prepared depilatory 4 o 0compositions containing compounds which are stable at i pH 12, which do not reduce the efficacy of Lhe depilatory compound and which are capable of acting as hair conditioners.
Thus, according to the present invention, there is provided a depilatory composition comprising a depilatory compound and a tertiary amine of general formula I
NR
1
R
2
R
3 I wherein R i1 represents a long chain fatty moiety having 8 to 36 carbon atoms and R 2 and R 3 each independently represent a fatty moiety having 1 to 36 carbon atoms, said composition having a pH of between 11.5 and 12.7.
Preferably said composition has a pH of between 12 and 12.5.
The term “‘fatty moiety” as used herein denotes a hydrocarbon chain which may be derived from a fatty -3 acid. The hydrocarbon chain may be a branched or unbranched aliphatic group, which may be saturated or unsaturated, or an aromatic group and may be optionally substituted for example with one or more hydroxy groups. Preferred fatty moieties are alkyl groups having 1 to 4 carbon atoms, for example methyl, or long chain fatty moieties which may be derived from naturally occurring fats and fatty acids, in particular straight chain saturated or unsaturated aliphatic groups having 8 to 36 carbon atoms, more particularly 16 to 24 carbon atoms.
😮 Particularly preferred amines of formula I are a 6those wherein at least two of the groups R 1 R andR 3 each independently represent a straight chain aliphatic 5 group having 16 to 24 carbon atoms, for example di(hardtallow)methylamine, distearylmethylamine and tri(hardtallow)amine.
The amines of formula I are not generally active as conditioning agents in compositions having a pH of 12 or above such as is found in conventional depilatory compositions but they do become cationic and hence effective at lower pH’s, for example at a pM of 11.5 or less. However, the use of di- and tri- long” chain fatty amines of formula I is preferred and these have been found to quickly become substantive by virtue of their effective pH range of 11.5 to 6.5 (depending on the specific amine used). Particularly preferred amines of formula I become cationic at a pH of between 8 and 11.
When a depilatory composition containing at least one amine of formula I is applied to skin, the composition penetrates the hair follicles and when the composition is wiped off after a suitable period of time the hair external to the skin is removed. The o -4hair follicle below skin level retains the depilatory composition even when the skin is washed with water and the skin pH reverts naturally to a normal pH of 5.5 plus or minus 0.5. The hair thus regains it strength as the cysteine bonds are reformed but is conditioned by the amine of formula I as it becomes cationic and hence substantive and the hair subsequently grows out following the treatment without the formation of a stiff stubble.
Thus, a further aspect of the invention provides a method of removing hair form the body and to give regrowth of hair following treatment without the formation of stiff stubble which comprises applying a o depilatory composition according to the invention to the skin at an appropriate part of the body, leaving the S” composition in contact with the skin until the hair is adequately penetrated, usually 5-15 minutes, and then S. removing the composition from the surface of the skin.
The compositions of the invention may contain varying quantities of an amine compound of formula I in order to give the desired softness of regrowth. Using the novel compositions of this invention we have found that the optimum amount of amine of formula I in the compositions to preclude any substantial growth of stiff stubble is 1 to 10% w/w preferably around 5% w/w.
The depilatory compound is between 3% and 10% w/w of an alkali or alkaline earth metal salt of an alpha or beta mercaptocarboxylic acid, preferably potassium or calcium thioglycolate. Varying quantities of the depilatory compound may be used.
The depilatory compositions of the present invention I may take the form of any of the known 910716,immdat104,a:\21745boo.res,4 c i i
^_JJ
depilatory compositions, for example creams, lotions or aerosols and may be prepared using conventional methods known in the art. In addition to a depilatory compound and a tertiary amine of formula I, compositions according to the invention may contain other components which will be well known to those skilled in the art, for example emolients such as cetyl alcohol, liquid paraffin or white soft paraffin, humectants such as urea or 1,3-butylene glycol, emulsifying agents such as ethoxylated cetyl or stearyl alcohol, antioxidants such as butylated hydroxytoluene, thickeners such as sodium magnesium silicate, sequestrants such as sodium Sheptonate, stabilisers such as sodium metasilicate, or perfumes.
The efficacy of the depilatory compositions described herein may be objectively evaluated in skin substantivity tests. Samples of a depilatory composition according to the invention and a control depilatory composition (containing no amine of formula 20 I) are applied to adjacent areas of skin for a suitable I “period of time, for example 5 to 7 minutes, before being wiped off and the area rinsed well with tap water. At appropriate intervals thereafter the entire area may be treated with a suitable anionic dye, for example the ultra violet fluorescent dye Tinopal CBS-X (trade name of Ciba Geigy, England), in order to locate any cations remaining bound to the skin or the hair.
Compositions according to the present invention are found to deposit cations which remain bound to the skin i and in particular to the tips of growing hairs for up to one week after treatment in contrast to control compositions which leave no substantial cationic deposit on the skin or hair 24 hours after treatment.
L I4 6 The invention is illustrated by the following Examples which are not intended to limit the invention in any way.
In the Examples, sodium magnesium silicate was obtained from Laporte Industries, England, under the trade name Laponite XLS; di(hardtallow)methylamine from Akzo Chemie UK Ltd, England, under the trade name Armeen M2HT; distearylmethylamine from S.A. Synfina Oleofina Belgium, under the trade name Radiamine 6346; propellant from ICI, England, under the trade name Arcton 12/114 40/60; ethoxylated cetyl alcohol from Croda, England under the trade name Cetomacrogol 0 3+ °r°o 1000 BP; and Fe sequestrant from W R Grace Inc, USA, “o under the trade name Detarex HM.
4 t
*I
4 4 4 4 ii e
A
‘0 7 Example 1 Depilatory Cream w/w 04If #4* 4or *#4#o #0 O I 40 Sodium magnesium silicate (La Sodium heptonate Water Cetyl alcohol Ethoxylated cetyl alcohol (Cetomacrogol 1000 BP) Light liquid paraffin 3 mol ethoxylated stearyl alcohol Butylated hydroxytoluene Di(hardtallow)methylamine (Armeen M2HT) 15 Potassium thioglycolate (42%) Calcium hydroxide Urea Perfume ponite XLS 3 0.1 3 2 0.25 to 100 6 soln.
Method a) disperse the sodium magnesium silicate and sodium heptonate in water at 70 0
C;
b) heat constituents of A to 70 0 C with mixing; c) add b to a and homogenize; d) cool to 30 0 C, add potassium thioglycolate and calcium hydroxide; e) add urea and perfume.
C:
I
8 Example 2 Depilatory Lotion w/w Cetyl alcohol mol ethoxylated stearyl alcohol Light liquid paraffin A Distearylmethylamine (Radiamine 6346) 1,3-Butylene glycol 10 Fe 3 sequestrant (Detarex HM) Potassium thioglycolate soln. (42%) Calcium hydroxide Potassium hydroxide Perfume 15 Water 2 1 1 0.1 14 to pH 12.5 to 100% 00 4 *r4 I 0 0 01 1 Method a) heat constituents of A to 70°C with mixing; b) heat water, Fe 3 sequestrant and 1,3-butylene glycol to 70 0
C;
c) add a to b with homogenisation; d) disperse calcium hydroxide in a little water and add to c.
e) cool to 30 0 C, add potassium thioglycolate soln.
and adjust pH to 12.5 with potassium hydroxide; f) add perfume.
V.
I E 9- Example 3 Depilatory (Aerosol Formulation) Concentrate w/w Water to 100% Tri(hardtallow)amine Liquid paraffin BP 3 mol ethoxylated cetyl e’cohol A Cetyl alcohol White soft paraffin 3 Sodium metasilicate Potassium thioglycolate soln. 14 Calcium hydroxide Potassium hydroxide to pH 12.5 Perfume Method a) dissolve sodium metasilicate in water at 70 0
C;
b) heat constituents of A to 70 0 C with mixing; c) add b to a and homogenise; d) cool to 30 0 C and add potassium thioglycolate; e) add calcium hydroxide and disperse; f) add potassium hydroxide to pH 12.5; g) add perfume. Aerosol can fill:j i’I: 4 10 Concentrate Arcton 12/114 40/60 85% w/w 15% w/w Any suitable aerosol can, valve or actuator can be used.
The propellant can also be hydrocarbon eg butane, dimethyl ether or blends.
4 44 4, 4 4 4444 0 04*44 44 4 444 4~44,4 4 4 #0 4 4 4 4 44 9 40 44 4 4 04 4 44 4 44 ‘$54 4 4 ~v.
K
4’-

Claims (6)

1. -11- THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS:- 1. A depilatory composition comprising from 3 to w/w of a depilatory compound selected from the group consisting of alkali and alkaline earth metal salts of alpha and beta mercaptocarboxylic acids and from 1 to w/w of a tertiary amine of general formula I I NRiR 2 R 3 I HJ wherein R 1 represents a long chain fatty moiety having 8 to 36 carbon atoms and R 2 and R 3 each independently I represent a fatty moiety have 1 to 36 carbon atoms, said composition having a pH of between 11.5 and 12.7.

2. A depilatory composition as claimed in claim 1 having a pH of between 12 and 12.5.

3. A depilatory composition as claimed in claim 1 or claim 2 wherein R 1 represents a straight chain aliphatic S group having 8 to 36 carbon atoms and R 2 and R 3 each independently represent an alkyl group having 1 to 4 carbon atoms or a straight chain aliphatic group having 8 to 36 carbon atoms. \^i

4. A depilatory composition as claimed in any one of claims 1 to 3 wherein at least two of the groups R 1 R 2 and R 3 each independently represent a straight chain aliphatic group having 16 to 24 carbon atoms. A depilatory composition as claimed in claim 4 wherein the tertiary amine of formula I is di(hardtallow)methylamine, distearylmethylamine, or tri(hardtallow)amine.

6. A depilatory composition as claimed in any one of S9 d 2 bI 1 910716,immdat 104,a:\21745boo.res,11 O IVT y _II~1

12- claims 1 to 5 which is in the form of a cream, lotion or aerosol. 7. A depilatory composition as claimed in any preceding claim wherein the depilatory compound is potassium or calcium thioglycolate. 8. A depilatory composition as claimed in claim 1 substantially as described herein. 9. A method of removing hair from the body and to give regrowth of hair iollowing treatment without the formation of stiff stubble which comprises applying a S depilatory composition as claimed in any one of claims 1 to 8 to the skin at an appropriate part of the body, leaving the composition in contact with the skin until S the hair is adequately penetrated, usually 5 to minutes, and then removing the composition from the surface of the skin. A method of removing hair from the body as claimed in claim 9 substantially as described herein. DATED this 16th day of July, 1991. THE BOOTS COMPANY PLC By Its Patent Attorneys DAVIES COLLISON 910716,immdat104,a:\21745boo.res,12 NT 0> I

AU21745/88A
1987-09-05
1988-09-01
Depilatory compositions

Ceased

AU615668B2
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

GB878720937A

GB8720937D0
(en)

1987-09-05
1987-09-05
Depilatory compositions

GB8720937

1987-09-05

Publications (2)

Publication Number
Publication Date

AU2174588A

AU2174588A
(en)

1989-04-27

AU615668B2
true

AU615668B2
(en)

1991-10-10

Family
ID=10623358
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

AU21745/88A
Ceased

AU615668B2
(en)

1987-09-05
1988-09-01
Depilatory compositions

Country Status (7)

Country
Link

US
(1)

US4981682A
(en)

EP
(1)

EP0307129B1
(en)

AU
(1)

AU615668B2
(en)

DE
(1)

DE3877865T2
(en)

ES
(1)

ES2037231T3
(en)

GB
(1)

GB8720937D0
(en)

ZA
(1)

ZA886510B
(en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

DE4038693A1
(en)

1990-12-05
1992-06-11
Heverhagen Ulrich

MEANS TO REDUCE GROWTH OR TO REMOVE HAIR ON HUMAN BODY

GB9123076D0
(en)

1991-10-31
1991-12-18
Boots Co Plc
Depilatory compositions

FR2689395A1
(en)

1992-04-01
1993-10-08
Mauger Charles

Composition for the permanent depilation of the human body and material for its application.

GB9521101D0
(en)

1995-10-16
1995-12-20
Reckitt & Colmann Sa
Improvements in or relating to organic compositions

US5958946A
(en)

†

1998-01-20
1999-09-28
Styczynski; Peter
Modulation of hair growth

GB0015774D0
(en)

2000-06-28
2000-08-16
Reckitt & Colmann Prod Ltd
Appliance

US20080138304A1
(en)

2006-12-11
2008-06-12
Biggs Jehann A
Depilatory compositions having high concentrations of alkali metal ions

GB0704599D0
(en)

2007-03-09
2007-04-18
Reckitt Benckiser Uk Ltd
Depilatory composition

US8623344B2
(en)

2007-06-29
2014-01-07
Mcneil-Ppc, Inc.
Structured depilatory compositions

US20090018551A1
(en)

2007-07-13
2009-01-15
Hampton Warren B
Back hair removal system

CN102762185A
(en)

2010-02-17
2012-10-31
宝洁公司
Efficacious depilatory article

EP2368541B1
(en)

2010-03-26
2011-12-21
The Procter & Gamble Company
Method of depilation and depilatory kit

WO2011119557A2
(en)

2010-03-26
2011-09-29
The Procter & Gamble Company
Kit and method for removing hair

Family Cites Families (8)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

CA727589A
(en)

1962-12-27
1966-02-08
Braun Ernest
Depilatory composition

LU57908A1
(en)

1969-02-04
1970-08-04

DE2253117A1
(en)

1972-10-30
1974-05-09
Henkel & Cie Gmbh

HAIR REMOVAL PRODUCTS

US4121904A
(en)

1976-10-26
1978-10-24
Alberto-Culver Company
Depilatory composition for removing hair from live human skin

ATE20359T1
(en)

1981-04-02
1986-06-15
Procter & Gamble

FABRIC SOFTENER COMPOSITIONS.

US4618344A
(en)

1982-06-01
1986-10-21
The Procter & Gamble Company
Depilatory compositions

ATE60219T1
(en)

1984-03-15
1991-02-15
Procter & Gamble

HAIR TREATMENT AGENTS WITH CONDITIONING PROPERTIES.

US4579131A
(en)

1985-06-26
1986-04-01
Syed Ali N
Hair softening method and compositions

1987

1987-09-05
GB
GB878720937A
patent/GB8720937D0/en
active
Pending

1988

1988-08-31
ES
ES198888308026T
patent/ES2037231T3/en
not_active
Expired – Lifetime

1988-08-31
DE
DE8888308026T
patent/DE3877865T2/en
not_active
Expired – Fee Related

1988-08-31
EP
EP88308026A
patent/EP0307129B1/en
not_active
Expired – Lifetime

1988-09-01
AU
AU21745/88A
patent/AU615668B2/en
not_active
Ceased

1988-09-01
ZA
ZA886510A
patent/ZA886510B/en
unknown

1990

1990-03-09
US
US07/494,882
patent/US4981682A/en
not_active
Expired – Lifetime

Also Published As

Publication number
Publication date

ES2037231T3
(en)

1993-06-16

ZA886510B
(en)

1989-04-26

DE3877865D1
(en)

1993-03-11

AU2174588A
(en)

1989-04-27

US4981682A
(en)

1991-01-01

EP0307129B1
(en)

1993-01-27

DE3877865T2
(en)

1993-05-19

EP0307129A1
(en)

1989-03-15

GB8720937D0
(en)

1987-10-14

Contact information