DE1901875A1 - Compound for treating surfaces - Google Patents

Description

1 901 R7.1

15 YES? J :: s9

The Gillette Company, Boston, Mass., V.St.A,

Compound for treating surfaces

This invention relates to an aqueous composition which is an organic cationic surfactant Contains agents and which when applied to the surface of a solid material, in particular hair, Skin or textile fibers or fabrics, the active agent deposited, so that the surface properties of the material be changed.

Cationic surfactants are widely used in treating textile fibers and fabrics as well has been used in cosmetic preparations for treating hair and skin. In particular, you have them on your hair applied to make the hair easier to comb and maneuverable. The effect is especially important in the case wet hair, especially if it has been bleached or otherwise chemically treated. If also such hair treatment preparations have been given a variety of expressions, they are called each

0098 A A / 1695

but generally as a hair rinse. Regardless of whether the surfactant is applied to hair or skin, or whether it is used on textile fibers or fabrics, it is usually diluted in the form of a diluted one aqueous solution applied. However, the deposition rate is of the active agent from such an aqueous solution is undesirably low, a fact which means low efficiency and is costly. When treating textile fibers or fabrics for example, where the contact time between the solution and the material to be treated is regulated subject to excessively long contact times Achieving the desired effect may be required, thereby increasing labor costs. In case of a cosmetic preparation such as a hair rinse, where each individual regulates the contact time for himself, Failure to provide full, recommended contact time can result in most of the active agent is wasted.

An object of this invention is to provide a slurry containing a free cationic surfactant in a form such that the deposition rate of the active agent on the surface to which the mass is applied is increased will. Another object is to provide a free cationic surfactant containing aqueous mass, which is stable on storage, but an increased ability of rapid deposition more actively Has means when the mass is applied to the desired solid surface. Farsightedness goal is ■ the creation of an aqueous cosmetic preparation which is a free cationic surfactant ale contains conditioning material, the preparation an increased ability to deposit quickly

009844/1695

of the active agent possesses " Venn the preparation;." is applied to hair or skin. Others and further *. * Objective * result from the following description *

Be found that by using a special Combination of free cationic surface-active agent] and organic solvents in an aqueous mass a remarkably increased rate of deposition of the active agent is achieved when using the Masoe applies to the desired surface. The mass is not effective if the cationic agent is only in form a complex is present, for example when it is complexed with an anionic agent. One can according to the invention use any of the common cationic surfactants which are at least contain a hydrophobic group containing 8 to 20 carbon atoms. Of these means are preferred: Quaternary compounds and long-chain, primary, secondary and tertiary Aaine such as cocoalkyl-dimethylbenzylammonium chloride (available under the trade name BTC), dietearyl-dimethyl-ammonium chloride, stearyl-dimethylben »ylamaonium chloride, Lauryl isoehinolinium halide, for example the chloride or bromide, (diisobutyl-phenoxyethoxy) -ethyl-di-methylbenzylammonium chloride, a mixture of alkyl-dimethyl-benzyl-ammonium chlorides, in which the alkyl groups contain 12 to 18 carbon atoms (available under the trade name BTC 824), stearylamine, methylstearylamine, dimethylstearylamine and the like

The organic solvent, which, together with the cationic surfactants and the water, which is the third constituent of the mass, must be such which is chemically inert to the cationic surfactant, i.e. which is with the cationic means or with water under ordinary

009844/1695

BATH

Conditions, ie at λ tmoepheric pressure and at temperatures up to 100 ° C, does not enter into chemical heat. The solvent must be one in which the cationic surfactant is soluble at 20 ° C and atmospheric pressure to an extent of at least 0.04% by weight, preferably at least 2% by weight of the solvent. Organic solvents which dissolve much larger amounts of the cationic surfactant are useful, with no upper limit to the degree of solubility of the cationic agent in the solvent. The solvent must also be one which itself is soluble in water or miscible with water within certain proportions; it must be soluble in water or miscible with water at 20 ° C. and atmospheric pressure to the extent of at least 0.04% by weight of the water, but not more than 400% by weight. Best results are generally obtained when the solvent is miscible to the extent of 1 to 20 wt .- # at 20 ° C and one atmosphere with water. Solvents which have been found useful in the present invention include benzyl alcohol, 2-ethylhexane-1,3-diol, n-butanol, n-hexanol, n-decanol, isopropyl acetate, 2-hexyl ethanol, the monohexyl ether of diethylene glycol, diethyl ketone , Methyl ethyl ketone, methyl n-propyl ketone, methyl isoamy! Ketone, diisobutyl ketone, methyl isobutyl ketone, carbon monoxide and chloroform.

The amount of cationic surfactant to be present in the composition can vary within a wide range from 0.01 to 10% by weight of the total composition, but is preferably 0.5 to 5% by weight. The amount of organic solvent present can also vary widely. Even if it has been found that as little as $ 0.5> organic solvent in the total mass has a noticeable increase in

00984 £ / 1695

tion of the deposition rate of the cationic By means of shows, it is preferred to use at least 1% by weight in the practice of this invention » Masses containing as much as 50% by weight of organic solvent or Bogar even more, based on the total mass, show an increased deposition rate. However, the incorporation of such large amounts of organic solvent is common not required and is actually undesirable from an aesthetic and cost point of view «Practical it is therefore preferred to use no more than 16 wt .- ^ organic Solvent to use.

The deposition of the free cationic surfactant on the desired surface is easily accomplished, by bringing the mass into contact with the surface, followed by deposition at ordinary room temperature takes place «, In those cases where two phases are present in the crowd, for example when a larger proportion organic solvent is used as is miscible with water, the mass should be used immediately before use shaken or moved, or, where this is feasible, the mass should be moved during use will; but you can also alternatively eulsifying or surface-active agents, such as additional cationic surface-active Use agent or nonionic or ampholytic surface-active agent to form a mass in the form of a relatively stable dispersion. The degree of separation of the active agent can be easily determined be determined by measuring the amount of surface-active material which is in the bath or in the mass remains in contact with the surface to be treated and compares this amount with the amount originally present. The compositions of the invention show an increased rate of deposition, i.e. an increased rate of deposition Speed of deposition on the surface of keratin

009844/1695

190137G

containing materials such as human hair and skin, textile fibers (including yarns made from them and fabrics) such as wool, silk, regenerated casein, super polyamides, polyamidoacrylates, and polyamido polyester fibers and the like, as well as cellulose materials such as cotton, cellulose acetate and the like «

The following specific examples are provided to further illustrate the present invention.

example 1

Four different masses are prepared. From the first Both masses each contain 0.3% by weight of stegryldimethylbenzylammonium chloride as an ionic agent and 4 wt .- # benzyl alcohol, the remainder; Water is. The first Mass is used at a pH of 5 (the intrinsic pH of the mass), while the second mass is used with normal Buffer adjusted to a pH of 9 '/ ird. the third and fourth mass contain only 0.3 wt .- ^ des Stearyl-dimethyl-benzylammonium-dichloride in water while organic solvent of any kind is not present, the third mass having a pH of 5 and the fourth has a pH of 9.

A few 25 cm samples of each mass are then placed in individual containers and individual locks of hair, weighing about 1.6 g each, are then dipped into and withdrawn from the container for various times at room temperature, after which the degree of depletion of cationic agent in the mass is determined measured by analysis using conventional cationic titration. The results are reported in the table below as the molar depletion of cationic agent from each individual bath.

009844/1695

INSPECTED

- ₇ _ 1.01-

Mole exhaustion

with 4? ί benzyl alcohol pH 5 pH 9 without benzyla] alcohol Immersion time, min. 0 0 pH 5, pH 9 0 12.5 30.0 0 0 5 15.0 42.0 8.1 14.0 10 19.3 60.1 8.1 18.4 20th 28.6 90.0 9.4 23, 2 40 47.8 91.5 12.0 28.6 80 12.9 39.0

From the above data it can be seen that both measles containing benzyl alcohol have a greatly increased separation rate of the cationic agent on the hair compared to the compositions which do not contain benzyl alcohol.

Example 2

Several different masses are prepared, each of which is water and 0.27% by weight of the total mass of Alkyldiwnethylbenzylasuioniumchlorid (available under the trade name BTC 824) and each contains a predetermined one Has amount of a specific, organic solvent. All of these masses are reduced to one by means of ammonia pH adjusted to 9. A 25 cn sample of each mass is then placed in a separate container and in each a lock of human hair weighing approximately 1.6 grams is immersed. Hach 30 minutes at Eauateaperatur is the curl removed from each bath, and the depletion in molar cationic agent is then determined with each bath. The results are shown in the following table:

009844/1695

Organic solvent

none n-butanol n-hexanol Chloroform carbon tetrachloride n-hexanol n-decanol

f> Solution I lol- # exhaustion middle O 27.9 10 84.1 5 97.1 5 83.2 5 37.2 25th 83.8 10 81.0

As can be seen from the above, a variety of organic solvents can be seen with any particular cation Surfactants are used to increase the rate of deposition of the cationic Induction means on hair.

Example 3

Control solutions of several different cationic surfactants are prepared in water, the concentration in each case being 0.0276 wt .- # and the pH being adjusted to 9 with normal buffers. Similar solutions are prepared using as solvent (instead of pure water), a mixture of water with 8 percent - used $> benzyl alcohol.. 25 cm samples of the above masses are placed in individual containers and a normal lock of hair, which weighs about 1.6 g, is immersed in each sample for 40 minutes at room temperature. The amount of cationic agent which is deposited or sorbed on each lock of hair is then determined as millimoles of cationic agent per gram of hair. The results are shown in the following table:

0098U / 1 695

Cationic agents

Coconut alkyl diniethylbenzylammonium chloride (BTC)

Lauryl isoquinolinium bromide

Dietearyldimethylammonium chloride

(Diis obutylphenoxyethoxy) -äthyldimethylbenzylammonium- chloride

Amount of cationic agent assorted on hair in millimoles / g hair

Benzyl alcohol
lind water

0.098 0.092

0.058 0.089

Control solutions " "

0.026 0.030

0.010

0.014

These results show a three to six fold increase in deposition speed when $ 8 Benzyl alcohol are present in the mixture.

Example 4

There are prepared mixtures of water with 3 ketones, which ~ $> contained in each case 5 wt. Of ketones · In each mixture is dissolved 0.027 wt .- # distearyl dimethyl ammonium chloride and provides the solution with a Hormalpuffer on the pH of 9 a. A normal lock of hair weighing about 1.6 g is immersed in a 25 cm sample of each mixture for 40 minutes at room temperature, after which the lock is removed and the amount of cationic agent which has been sorbed on the hair is determined. A similar patrol will take place

carried out using a 25 cm sample of water containing 0.027 wt, - # cationic agent at the same pH contains but does not contain a ketone. The bind results are shown in the following table:

009844/1695

Solvent! Mixture

Amount of distearyldimethylammonium chloride sorbed on hair, Millimoles / g hair

Mixed solvent Control gen
mix 5 $ aqueous
Methyl n-propyl ketone 0.033 0.009 5 $ igee watery
Methyl isoamyl ketone 0.031 0.009 5 $ aqueous
Diisobutyl ketone 0.025 0.009

In each case the presence of a ketone in the water increases the rate of deposition of the cationic Means very remarkable.

Example 5

The procedure described in Example 4 is repeated with the exception that cocoalkyl-dimethylbenzylammonium chloride is used as the cationic agent instead of di-stearyl-dimethylammonium chloride, and benzyl alcohol is used instead of one of the ketones. The results are shown in the following table:

Solvent mixture

Amount of coconut alkyldimethylbenzylammonium chloride sorbed on hair, Millimoles / g

Solvents according to the control

mix

8 ^ iger watery
Benzyl alcohol

8? 6 aqueous

Methyl-n-propy l-ke clay

0.097
0.047

0.024 0.024

009844/169

19 ° 187 Γ- - 11 -

8 ^ igee watery

Methyl isoamyl ketone 0.040 0.024

The presence of each of the organic solvents in the Mass causes a substantial increase in the rate of deposition of the cationic agent.

Example 6

It becomes a series of mixtures of water with methyl-npropy! Ketone in which the amount of ketone present varies from mixture to mixture. Dissolves in any mixture one 0.3 wt, -? 6 of a particular cationic surface-active By means of and thus forms a treatment mass «Each mass is adjusted to pH 9 with a normal buffer set. Into a 25 cm sample of each of these masoons becomes a normal lock of hair weighing about 1.6 g at room temperature immersed. After 40 minutes, remove the lock of hair and determine the amount of sorbent on the hair, cationic agent. The results are shown in the following table:

cationic agent ketone sorbed in bulk on hair

Amount of cationic agent, millimoles //;

0.3 1 » coconut alkyl 0 0.024

difflethylbenzyl- 2 0.027

ammonium- 5 0.033

Chloride 8 0.044

10 0.054

15 0.058

0.3 i> distearyl- 0 0.010

diiethy! ammonium- 2 0.011

Chloride 5 0.033

• 10 0.041

009844/1695

As shown above, even small numbers call organic solvent an appreciable increase in the rate of deposition of the cationic Means out of the watery mass.

Example 7

A series of masses are prepared which are 0.276 Ga * - $ Contain coconut alkyl dimethylbenzylammonium chloride and 8 # benzyl alcohol, with the remainder being Waseer. The pH of everyone The mass is adjusted to a particular value within the range from 3.9 to 9 »O by adding normal buffers. A similar set of control masses is prepared using water alone as the solvent and no alcohol is present. In a 25 cnr sample A standard lock of hair weighing approximately 1.6 g is immersed in each mass and then immersed for 4-0 minutes the lock of hair is removed at room temperature and the amount of cationic agent which sorbs on the hair is determined is. The results are shown in the following table:

pH of the mass Amount of cationic sorbed on hair

Mean, millimoles / g

aqueous benzyl Control mass alcohol 0.087 0.004 0.087 0.008 0.120 0.015 0.073 0.013 0.072 0.022 0.097 0.024

These results show that the separation rate dee cationic means with the help of the present

009844 / 1.6 95

Invention can be increased over a wide pH range can.

Example 8

A mass is prepared which contains 0.276 wt .- ^ cocoalkyldimethylbenzylammonium chloride and 8 fo benzyl alcohol and which is adjusted to a pH of 9 by means of a formal buffer. A similar control mass is prepared which contains only water as a solvent without alcohol. Normal locks of hair, each weighing about 1.6 g, are dipped into 25 cm samples of these masses. The samples are held at different temperatures throughout the 40 minute immersion period. Thereafter, the amount of cationic agent which is sorbed on the hair is determined in each case. The results are shown in the following table:

Temperature ⁰ C Amount of cationic agent sorbed on hair

Millimoles / a

Aqueous benzyl alcohol control mass

0 , 013 0 , 026 0 , 053

10 0.048

25 0.098

50 0.114

The results show that an effective increase in the rate of deposition through the presence of organic Solvent in the aqueous mass is caused over a wide temperature range.

Example 9
Eb a Maeee is prepared, which 0.276 wt .- ^ coconut alkyl

009844/1695

dime thyIbenzylammoniumchlorid and 8 wt _e - $ benzyl alcohol, the balance being water. The mass is adjusted to a pH of 9 using a normal buffer. Prepare a similar control, except that the benzyl alcohol is blown away and the only solvent present is water. A normal hair curtain and a piece of cotton gauze are dipped into separate samples of each mass, the weight ratio of the sample bath 2 to the weight of the hair or the gases in each case being 12.5 J 2. After 40 minutes of immersion at room temperature, the amount of cationic agent that is sorted on the hair or on the gauze is determined, the results being shown in the following table:

material

Amount of cationic agent sorbed on hair in millimoles / g.

aqueous benzyl alcohol

Control mass

hair
Cotton gauze

0.098 0.055

0.026 0.010

As can be seen from the above, the degree of increase in the deposition rate is even greater when the mass is applied to cotton gauze instead of hair.

Example 10

There are prepared masses in which stearylmethylamine in mixtures of water with 8 Gew .- ^ three different organic solvent is dissolved. The amount of stearylmethylamine in each case is 0.26% by weight. Further a control solution is prepared which contains the same amount of stearylmethylamine in water without any organic solution

009844 / 16-9

87: Λ

contains medium.

Immerse each of the preceding masses in a 25 cm sample a normal lock of hair, which weighs about 1.6 g. Nac> « Remove 40 minutes of immersion at room temperature one locks the hair and determines the amount of cationic middle Xr, which eats sorbed on the hair. The results are as follows:

solvent

Amount of cationic agent sorbed on hair in millimoles / g

control

8 Seiger aqueous benzyl alcohol

8 $ aqueous 2-hexylethanol

8 # aqueous phenoxy ethanol

0.00064 0.1001

0.1092 0.0409

The rate of increase in the rate of deposition of this cationic agent is extremely great when organic Solvent is mixed with water.

Example 11

The procedure described in Example 10 is repeated with the exception that the cationic agent used Is stearyldiaethylamine and additional organic solvents are used. The results are as follows:

solvent

Amount of cationic sorbed on hair means millimoles / g

control

8% aqueous isopropyl acetate

0.004 0.006

009844/1695

- ID -

8 # watery Butö & y-

n-propanol O ₁ Oi

8 $ aqueous phenoxy

ethanol oil 0.08

8 # aqueous 2-hexyl

ethanbl 0.105

8 fig watery benzyl alcohol 0.112

The extent to which the rate of deposition has increased ranges from $ 50 to $ 2800 if the organic Solvents are present in the hates.

Example 12

A mass is prepared which contains 0.3 wt and 8 §few .- # methyl-n-propyl ketone contains, the remainder being water, i) the pH value of the The mass is about 9. A normal lock of hair, which weighs about 1.6 g, is dipped into a 25 cm sample of the mass. To 40 minutes of immersion at room temperature the curl removed, under cold tap water for a minute rinsed and compared to appearance and combing properties of a similar curl which was similarly treated in a control composition containing 0.3 wt of the same cationic agent in water alone, with no ketone. The curl, softened into the inventive Was immersed, not only shows a greater sheen, but can be combed much more easily when wet. Similar results are obtained when using methyl isoemyl ketone eiüeetzt as a solvent and one uses biisobutyl ketone.

Item 13
Bb are various mixtures of water with benzyl alcohol

G098U / 1695

"prepared which contain various ^ quantities of alcohol. In each mixture 0.15 wt. ~ #, Based on the total weight of water and alcohol, alkyldimethylbenzylammonium chloride (BTC 824) stirred in.

A normal lock of hair is dipped into a sample of each such mass a, which weighs about 1.6 g, the weight ratio of bath to hair in each case 33 ί 1. Immersion is continued for 30 minutes at room temperature, after which the level of cationic depletion Means as in Example 1 is measured. The results are as follows:

Percent benzyl alcohol
in water Mole percent exhaustion 0 4th 17th 8th 38 * 20th 80 51

The effect of the benzyl alcohol varies depending on the relative proportions of alcohol and water, however amounts of benzyl alcohol as high as about 50 <$> produce a substantial increase in the rate of settling.

Conventional thickeners, emollients, salts, dyes, wecs and perfumes can add to the present invention Masses are incorporated together with other conventional additives, which are opposite to the cationic agent and are inert to the organic solvent and which are usually used in the manufacture of cosmetic preparations such as Hair treatment preparations can be used.

When a composition according to the invention is applied to scalp hair, the exact weight ratio is of course that

0098 A4 / 1695

Difficult to control measures to hair. However, it has been found that the ratio is generally about 3 to 1, so that the extent of the increase in the rate of deposition, which is achieved according to the invention is of actual importance in practice. The pH of the Mass can vary from about 4 to 10; when the mass is applied to the skin as "skin lotion" it is common it is preferred that the pH value is 6 to 8 µm avoid possible irritation. In the case of textile fabrics and fibers, the pH value can vary depending on the nature of the particular fabric or =, the particular Paser vary, as known to those skilled in the art.

009844/1695

Claims (8)

ι V 5187 :, 19 - claims 1. Composition for treating surfaces, characterized> that it consists of a mixture or contains a mixture, the latter essentially consisting of 0 * 01 to 10 GeV. - $>, based on the weight of these mixtures!> free, cationic surface-active agent, oil | 5 to 50% by weight of organic solvent, Reit Wksfeer, the solvent being a liquid in which the surface-active agent is up to dissolves to an extent of at least 0.04 wt. 2. Mass according to claim 1, characterized in that the amount of surfactant 0.5 to 5 wt. ~ # and the amount of solvent is 1 to 16 wt .- # based on the weight of the mixture, 3. Composition according to claim 1 or 2, characterized in that the solvent is a liquid which dissolves the surface-active agent to an extent of at least 2 wt .- # at 20 ° C and which at 2O ⁰ C to the extent of 1 up to 20 wt .- ^ is miscible with water. · 4. Cash register according to one of the preceding claims, characterized in that the solvent is benzyl alcohol. 5. mass according to one of the preceding claims, characterized characterized in that the cationic surfactant is distearyl dimethyl aramonuachloride. 009844/1635 6. Hasse according to one of claims 1 to 4, characterized in that that the cationic surfactant is stearyl dimethyl benzyl ammonium chloride. 7. Maeee according to one of claims 1 to 4, characterized in that that the cationic surfactant is lauryl ieoquinolinium halide. 8. Composition according to one of claims 1 to 4, characterized in that that the cationic surfactant is a mixture of alkyl-dimethyl-benzy! ammonium " Chlorides in which the alkyl groups are 12 to 18 carbon contain atoms. 009844/1695