DE1792789A1 - PROCEDURE FOR REFRESHING HAIR - Google Patents

Description

PATENT LAWYERS PROF. DR. DR. J. REITSTÖTTER DR.-ING. WOLFRAM BUNTE DR. WERNER KINZEBACH

D-SOOO MUNICH 4O, BAUERSTRAS * E 21 FERNRUF (OS9) 37 68 S3 TELEX BXIBSOS ISAR D POSTAL ADDRESS: D-SOOO MÜNCHEN 43. POST BOX 7SO

Munich, November 18, 1975 M / 16 279

L ¹ ORiCAL in Paris (France)

Ancestors for freshening up hair.

The invention relates to the opposing sand characterized in the claims.

It is l'olcnrmt, (lous living hair d; ir ii ri'ioünh.'irJK.iK '! Actions, y,. Ii. By Bin' ./ ii'kun "; vou .Sniinc or ^T; eorwnssor, " -.her on Ij dnr 'ti r iio.it i. ii -'- ii; »-Mh.nid I im en, ■ -. ι. (ϊνιςι h

iCnt Γ '1'I) UiIC ₁ ITi or!), i iu>i'w 1 I Ui! ";na': Ι.ι · ι I i ' ¹ bei-i ii ι'! - ■! ■ · L ', vcrflon.

The present invention relates to a method by which? hair damaged in this way becomes effective again freshened up, so there;:, they in their mechanical properties look like undamaged hair.

Γ »ο ii hair becomes noticeably better kowmet ischo properties (z .. {. Ginn /., appearance, grip, loosening, Durability) than with the previously known methods.

6 098-3 / 1112

It has already been suggested the strength and Blantizit.it to increase living hair by treatment with solutions, the dirnethylolurea or dirnethylolthiourea contain; these compounds result in a reinforcement of the grain-in-casfir rhir.li l'polymerization in the same.

However, such a process cannot always be used in practice because dimethylolurea or dimethylol

! solutions containing thiourea are so volatile that that after a short period of time they contain such unsavory amounts of free formaldehyde that such solutions cannot be used without adversely affecting the scalp.

In various countries there are laws for the protection of health, which prohibit the use of cosmetic punches containing formaldehyde above a certain upper limit value; this upper limit is relatively: low and is generally about 0.2 %.

ι,

ι In addition, dimethylolurea or dimethylol

'thiourea solutions that are not because of their instability can be produced in advance, even in their production immediately vox · use difficulties because ■ ' the two in l'ulvcrforin before! Legends connections themselves difficult to dissolve in water, so that the preparation of the solutions is not easy *.

In addition, both of the aforementioned compounds have themselves if they are in powder form, the stability is not satisfactory because they are always with increasing age harder to get into solution.

609843/1112

BATH ORIGINAL

ί - 3 -

Regardless of the difficulties with which dirnethylolurea and dimethylolthiourea can be brought into solution, these two compounds are in water only soluble in relatively small amounts.

SchliesHlioh results from the prewonding of the original sound means a practically unsolvable problem in that it is a j

! show cumulative effect, according to which the hair at + holter application of these agents through an accumulation of

ί Polymerization products become brittle and fragile.

The invention now relates to a method with which the hair

can be refreshed very effectively without j

the disadvantages mentioned above occur..1. The inventive.

ι proper procedure is that you look at your hair at least a pre-binding of the general formula dissolved or distributed in a cosmetic carrier substance

: N === C - NH - C - NH - CH ₀ - OR

ι It

! ■ NH '

in which R denotes hydrogen or an alkyl radical, before or after applying an acidic catalyst or simultaneously with this and applying the hair after ciiier to. 2o to 10 min. Exposure time dries.

To carry out the method according to the invention come according to the formula mentioned monomethyloldicyandiamide or its ether, e.g. the methoxymethyldicyandiamide, in Consider. The monomethyloldiuyandiamide has the advantage that it is easily soluble in water. In addition, this compound can be stored very easily as a powder and its

6.0.9843 / 11 1.2

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BATH ORIGINAL

Dissolution at the time of application does not cause any difficulties problems. !

The required when using the inventive method ]

derlichon acidic catalysts can be used before odor after dom Applying the active pre-binding to be used j applied to the hair. {

Acid catalysts which can be used are all cosmetically usable substances with which the pH can be reduced to a value which allows condensation or polymerization of the active compounds. Organic acids such as acetic, lactic or citric acid or inorganic acids such as phosphoric or sulfuric acid or acid salts can be used for this purpose. i

The polymerization products resulting from the in the invention | connections used according to procedures, can \

They can be removed again by simply washing the ileae, so that an undesirable cumulative effect is avoided will.

In addition, these compounds are much more stable than the known products because they only contain a small amount Eliminate formaldehyde, which is suitable for cosmetic use

! is easily portable.

ι ·

j Finally, with the inventive method the j Hair has particularly valuable cosmetic properties, in particular in terms of shine, grip and loosening.

Particularly good results are obtained when treating hair that has previously been decolorized or a decolorized one Subjected to coloring with the help of oxidizing dyes became. The hair treated according to the invention j are expediently placed on water waves. The treated hair shows a greater shine and is easier to get into Keeping things tidy, slashing better and being easy comb through. In addition, the hair is stronger and lighter loosenable. Another advantage is that the hair treated according to the invention is decolorized after a or non-decolorizing coloring to extend their shelf life. In addition, the colorations obtained are more pronounced and the water waves more permanent.

Because of the excellent stability of an aqueous solution of monomethyloldieyandiamide, a concentrated aqueous solution, possibly with a content of 20 % , can be stored. This concentrate is diluted in the desired manner immediately before use, for example with an acidic solution serving as a catalyst.

The ethers of monomethyloldicyandiamide and especially methoxyniethyldiyandiamide have a lower solubility than monomethyloldieyandiamide. The solubility can be improved in a manner that is satisfactory for cosmetic use if warm water, for example water at 5 ° C., is used for the solution. In this case, solutions are the ether of Monomethyloldicyandiamids obtain _T whose concentration is a few per cent. When such solutions are allowed to cool to room temperature, the ethers do not precipitate again.

60 98 43/1 112

3 loo g methoxymethyldicyandiamide, which is 100 cm absolute

Ethyl alcohol are suspended 25 cm added "12 N hydrochloric acid. The mixture is then heated to Löson with stirring to 0 ^ ⁰ C. The result is an alcoholic solution which contains 2o / 0 Methoxymethylverbindung.

This solution is acidified immediately prior to its use with Water diluted.

Procedure II:

-G-

If necessary, can improve the solubility such products and their usability without changing their cosmetic properties also through the following j

chemical treatment described can be achieved. i

i This treatment consists in responding to the methylene compound or their ether in the presence of an alcohol, e.g. Methyl, ethyl or propyl alcohol act with hydrochloric acid leaves. The amount of hydrochloric acid can vary, but it should not be 0.5 moles per mole of the alkoxymethyldicyandiamide exceed.

Procedure 1:

ll'i g (1 mol) of monomethyl o J. dicyandiamide are used in counter- tvart of 5 cm (G, 06 Hol) I2N hydrochloric acid in 1 l of methyl alcohol registered; the mixture is then up to the achieved Solution heated to 30 C, the corresponding methyl ether is obtained. The excess methyl alcohol is removed by heating under reduced pressure.

60 9843/1112

BATH ORIGINAL

A powder is obtained that is ready for use immediately either in water or in an alcohol, e.g. ethanol, is resolved.

Procedure III:

114 g (1 mol) of monomethyloldicyandiamide are in counter

3 3 ··

was added by 35 cm of 12N hydrochloric acid in 7oo cm of ethyl alcohol; the mixture is increased until the solution is achieved 3o C warmed.

An ethyl alcoholic solution is obtained which contains 20 % ethoxymethyl dicyandiamide. This alcoholic solution can be used directly for carrying out the method according to the invention.

The acidic catalysts to be considered are expediently added to the agent immediately before its application. .

2ο5 / dl

609843/1112

example 1

The following solution is applied to hair that has already undergone numerous discoloration:

Monomethyloldicyandiamide: 10 g

Cetyl pyridine bromide 0.1 g

Phosphoric acid until a pH value of. 2.5

Make up to 100 g with water

The hair is dried under the hood at 45 C for about 30 minutes and then treated with a reducing solution containing ammonium thioglycolate in the manner known for permanent waving. After the subsequent laying of water waves in the usual way, it can be seen that the [ hair shows a remarkable vivacity, it is loosened up and has an increased shine. Compared to hair that has been permanently waved but not treated according to the invention, they show significantly improved cosmetic properties.

Example 2

The following solution is applied to previously bleached hair after washing and drying:

ι Monomethyloldicyandiamid 2 g

Cetylpyridine bromide ' _f · 0.1 g

Polyvinyl pyrrolidone / vinyl acetate copolymer 0.5 g

Acetic acid until a pH of 3.5 i
j Make up to 100 g with water

The hair is then rolled up on curlers and laid into water waves in the usual way. An award-winning

6 0 9 8 A 3/1 1 1 2

■: ■ - 9 - ■ ■

net get durable and good looking hairstyle. Example 3

Under the conditions given in Example 2, hair, which have previously been subjected to a decolourising dye, treated with the following solution:

Methyl ether of Monorcethyloldicyandiamids 1 g alcohol 10 cm

Cetyl pyridine bromide 0.15 g

Phosphoric acid until a pH value is reached from 2.5

Make up to 100 g with water

Regarding the vivacity and durability of the water waves excellent results are also obtained.

Be i s ρ i e 1 4

On hair that has already been permanently waved several times; the following solution is applied ^:!

Monomethyloldicyandiamids methyl ether 6 9 "

Cetyl pyridine bromide * 0.1 g

Polyvinyl pyrrolidone / vinyl acetate copolymer 0.5 g

Acetic acid until a pH value of 3 is reached

Top up with water. 100 g

Water waves are laid in the usual way. Those treated like that Hair is shiny, firm and the hairstyle is looser than a permed hairstyle that is not were subjected to treatment according to the invention.

Example5

- 60 9843 / 111.2

Under the conditions given in Example 2 are previously

Π92789

Treated bleached hair with the following solution:

Methyl ether of monomethyloldicyandiamide 3.5 g, cetyltrimethylammonium bromide 0.1 g

Alcohol 10 cm

Acetic acid until a pH value of 3 is reached. Make up to 100 g with water

The water waves produced on the hair treated according to the invention are more permanent than those on hair that are not treated according to the invention.

Example 6

Hair that has previously been bleached and rinsed is washed acidic, then rinsed again and treated with a gel composed in the following way:

Paraffin oil

Oleic alcohol, 10 moles O.E.

Monomethyloldicyandiamide Fragrance

water

23 g 25 g 1 g 0.2 g 52 g

The hair is rolled up on curlers and laid in waves of water in the usual way. After drying are the hair can be combed out easily, is shiny and looks very lively.

Example 7

The following solution is applied to previously bleached hair:

MonomethyIo! Dicyandiamide

Methyl ether of monomethyloldicyandiamide

B 0 9 8 4 3/1 1 1 2

ι g 1.8 g

10 cm ³ G G O ₁ , 004 g O ₁ r5 2, 100 rl

■ - 11 -

Alcohol cetyl trimethyl ammonium bromide Violet dye.

Lactic acid until a pH value of

Fill up with water

After laying water waves in the usual way can be noted that the treated hair has a more pleasing appearance, is more grippy and that the hairstyle is loosened up ' is as well as has a good shelf life.

■ i

Example 8

Under the conditions given in Example 7, the following ■ Solution used:

Ethyl ether of monomethyloldicyandiamide

Alcohol fragrance

Monopotassium phosphate '

Fill up with water

Good results are also achieved with this solution. ! Example 9 . '■■

For the production of an aerosol suitable as a water wave agent 50 g of the obtained by procedure I are obtained 20% alcoholic solution used. A propellant gas, e.g. nitrogen, is injected into this under a pressure of 1.5 kg and optionally also 2.7 g of dichlorodifluoromethane were introduced. On the previously washed, rinsed and rolled up on curlers Hair, the aerosol is atomized in an amount sufficient to impregnate all locks of hair. Then under

609843/1112

2 G 20th cm 0, 1 g 0, 3 g 100 cm

the hood dried under the supply of heat. The received water waves appear lively, the treated hair looks good, is loosened up and has an excellent quality Grip.

j The agents described in Examples 1 to 9 can e.g. prepared by adding a concentrated alcoholic solution of the active compounds at the time of their use is diluted with another aqueous solution to the desired concentration.

j The active compounds according to the invention can also be used in

Powdered form to be stored. This powder is made at the time

■ its use in the other components of the agent

j solves.

In the process according to the invention, in particular using the agents described in the examples, ' no embrittlement of the hair caused by accumulation, because the condensation products of the methylol derivatives by simple Washing the hair can be removed easily.

609843/1112

Claims (5)

PATENTANWXi-TB PROF. DR. DR. J. REITSTÖTTER DR-ING. WOLFRAM BUNTE DR. WERNER KINZEBACH D-eOOO MUNICH 4O. BAUER8TRASSE 22 PERNRUP (Οββ) 37 6B 83 TELEX 5210208 ISAR D POSTAL ADDRESS: D-SOOO MÖNCHEN 43, POSTPACH 7SO M / 16279 claims 1. Method of freshening hair that one have suffered harmful influences or changes, to give them improved cosmetic and mechanical properties, characterized in that that on the Ilaare at least one compound dissolved or distributed in a cosmetic carrier substance the general formula N = C-NH-C-NH-CH ₀ -OR NH in which R denotes hydrogen or an alkyl radical, before or after applying an acidic catalyst or at the same time it applies and the hair, after about 20 to 60 minutes of exposure dries. 2. The method according to claim 1, characterized in that that as compounds of the formula given in claim 1 monomethyloldicyandiamide or methoxyraethyldicyandiamide be used. 0984a / 144 2- 3. The method according to claims i and 2, characterized in that that as acidic catalysts cosmetically applicable organic or inorganic acids or acid salts can be used. Method according to Claim 3i, characterized in that that the organic acid is acetic, lactic or citric acid and the inorganic acid is phosphorus or. Sulfuric acid is used. 5. The method goinäi. '· Claims I bi "h, characterized in that the hair with a water-Jen i <, w.'isscrig-alkolioiisciion solution or a gel or a cream or an aerosol or a water wave lotion treated, and optionally various additives customary in cosmetics, such as fragrances, dyes, surface-active agents, swelling agents or the like. Used. ■ / ² ° 3 '' ^dl 609843/1112