DE1087764B - Process for the production of products containing water-soluble wool fats and of aqueous solutions containing these products - Google Patents

Description

GERMAN

The raw wool fat is a mixture of fatty acids, waxy bodies, fatty acid esters, higher molecular ones Alcohols and unsaponifiables; it becomes common processed into the ointment-like lanolin, which has practically no soaps, fatty acids and mineral components contains and is characterized by limited water absorption. It's in 20-bis 30% aqueous emulsion, possibly with the addition of paraffin oil, an estimated ointment base, because it doesn't get rancid or moldy, rub well into the skin and mix with remedies leaves. The lanolin is widely used in cosmetic preparations and the like. The exact composition of lanolin, which varies according to its origin, is not yet known in detail. It contains Over 90% esters of various higher molecular weight fatty acids with higher molecular weight alcohols, in particular Esters of cholesterol, isocholesterol, triterpene alcohols and various other aliphatic ones Alcohols, the fatty acids being a mixture of normal acid and oxy, iso and anteiso acids represent (see. "Journal of the Soc. of Cosmetic Chemists", Vol. 5 [1954], pp. 11 to 22). Even it may contain small amounts of free alcohols and acids as well as hydrocarbons. Of the Cholesterol content is usually above about 15 percent by weight. The lanolin is in different degrees of purity available in which it is applied to carry out the method according to the present invention can be.

You could emulsify the lanolin with a limited amount of water. It can do two to three times as much Amount of its weight in water to absorb. However, it is insoluble in water and you could get out of it Lanolin does not produce clear aqueous solutions.

It is known that mono- and dialkylolamides of fatty acids alone or together with anionic substances, such as soaps, or with nonionic surfactants such as polyethylene oxide compounds, e.g. B. polyethylene oxide-alkylphenol, To be used as an emulsifier and solubilizer for oils and waxes. Also, liquid aqueous shampoos are already known, which in addition to 15 to 50 parts of lanolin 10 to 35 parts of stearic acid monoisopropanolamide, 15 to 40 parts of sodium lauryl sulfate and 0 to 54 parts Contain water, the amide content should be at least 70% of the lanolin content. All Although these known regulations relate to the production of emulsions, so far it has not been possible to produce clear aqueous solutions from lanolin because the pure wool fat is insoluble in water and can only absorb about two to three times its weight in water and thus one Forms emulsion.

Method of manufacture

of water-soluble wool fats

containing products and from them

Aqueous products containing

solutions

Applicant:

Colgate-Palmolive Company,
New York, NY (V. St. A.)

Representative: Dr.-Ing. G. Knoth, patent attorney,
Hamburg-Wellingsbüttel, Up de Worth 24

Claimed priority:
V. St. v. America 5 July 1957

Ling Wei, North Bergen, NJ (V. St. Α.),
has been named as the inventor

The invention relates to a process for the production of water-soluble wool fat products, such as Lanolin, and their aqueous solutions; it consists in getting the lanolin, preferably to the exclusion of water, with a fatty acid amide or its substitution or conversion products or their adducts, e.g. B. with an acylated alkanolamine, the acyl radical of which has about 8 to 18 carbon atoms, expediently 10 to 14 carbon atoms, and its alkanol radical up to 5 carbon atoms, preferably 2 to 3 carbon atoms, contains, such as lauroyl, nyristoyl, oleyl, stearoyl diethanol or diisopropanolamide, processed into a homogeneous mixture and this in water or an aqueous liquid stirred to a solution.

According to a particular embodiment, the lanolin and / or the fatty acid amide are mixed as a solubilizer, a water-soluble, surface-active substance such as soap, alkylolamine or water-soluble, anion-active sulfonates or sulfuric acid esters, too. Approximately equal parts by weight are expedient the lanolin and the fatty acid amide mixed and about 0.05 to 5% lanolin, Aqueous solution containing 0.25 to 50% amide and 0.25 to 50% solubilizer was prepared.

According to the invention, all water-insoluble wool fat products are referred to as "lanolin" as well as the water-insoluble ones produced therefrom

009 588 / 394-

Lanolin preparations understood, including those from which are mixed. Should the alkanolamide be solid or the free alcohols, free fatty acids and the like are not sufficiently liquid removed, so it can be by moderate are. The liquid heating has proven to be particularly suitable, which is the production of a Lanolin fraction has been shown to facilitate the homogeneous basic mixture from liquid lanolin. The lanolin esters with a cholesterol content of at least 5 are dissolved or liquefied by the alkanolamide. 15% exists. The concentrated basic mixture obtained according to the invention represents each drive fatty acid to be mixed with the lanolin - according to the physical properties of the alkylolamides are z. B. the higher aliphatic alkylol amides a transparent or translucent liquid amide. The alkylol residues can be all in one or a homogeneous waxy mass. Mono- or polyoxyalkyl exist and substituents io. The constituents are expediently in certain wear. Quantities mixed together. Usually 0.05

Preferably, the dialkylolamides are up to 5 parts of lanolin with 0.25 to 50 parts of the diheater Fatty acids used that are more soluble are mixed with alkanolamids, being a sufficient verals the corresponding monoalkylolamides. This fluidity is achieved.

Dialkylolamides can be prepared in the usual way. and used in pure or commercial form in part quantities of water. It means that will. Preferably, water-soluble liquid larger amounts of water that can cause precipitation of the Cause condensation products of the dialkylolamides from a lanolin or the liquefaction of the would thwart higher molecular weight fatty acid compounds with a lanolin, should not be present, lower dialkylolamine, such as diethanolamine, if the lanolin is added to an agent, the larger one ratio 1: 2 used. These condensation products contain amounts of water, and then one mixes that usually have a dialkylolamide content of alkanolamide, a two-phase at least is usually formed about 60% as well as chemical or physical system in which the lanolin is either in particulate form kaiisch related by-products, how little floats or one on the aqueous medium Quantities of soap (e.g. 5 to 25%), free alkylol-25 sediment forms. Depending on the nature and the amine (e.g. 1 to 10%), ester amides and the like. Example amount of the constituents should be water In general, the reaction mixture from the mixture is only suitable in amounts below 30%, preferably Densation of commercially available, distilled laurine - less than 20%, be present.

acid or the fatty acids of coconut oil with handeis- According to a special embodiment of the invention

common diethanolamine. It contains, on solids 30 dung, is the mixture of lanolin and alkanolamide calculated, about 65% fatty acid diethanolamide, mixed with a solubilizer that removes the alkanol 10% Diethanolamine soap, about 5% free alkylolamide soluble in water or in an aqueous system amine, small amounts of various by-products, makes it dispersible, so that clear solutions are formed, such as ester amides, piperazine derivatives and the like, apparently such solubilizers for the alkanolamide promotes the presence of small amounts of such minor surfactants, such as soaps and free products the water solubility and liquefaction of the amines of the kind described above, as they are in some Dialkylolamides. Soap and free dialkylolamine- alkanolamide products are included. It can increase the solubility of the amide in water and ion-active or non-ionic surface-active result in clear, see-through or translucent fabrics such as cleaning agents or laundry detergents Solutions. 40, however, will get the best results with the

Also higher molecular weight fatty acid monoalky- water-soluble anion-active soaps and synthetilolamides, such as fatty acid monoethanolamides, η-Pro- see detergents and mixtures thereof erpanolamides and isopropanolamides, can be used. These include the water-soluble anionenz. B. Lauroyl monoethanolamide and isopropanolamide, active sulfonates, such as the higher molecular weight alkyl or the corresponding ethanolamides of coconut oil 45 arylsulfonates, the higher molecular weight alkyl sulfates, the fatty acids, oleyl monoethanolamide and isopropanol sulfuric acid esters of polyhydric alcohols with amide and the like free hydroxyl groups, the higher molecular weight fatty

Depending on the type of acyl radical and the alkylolamine acid ester of oxypropanesulfonic acid, the higher molesowie the condensation conditions have the Er- kular fatty acid esters of alkylolsulfonic acids Testimonies of various physical properties. 50 lower alkyl radical, the higher molecular weight fatty acid-you can be liquid, pasty or waxy alkylolamide sulfates, the higher molecular weight fatty acid substances and can be soluble in water, dispersamides of the aminoalkylsulphonic acids and the like. Others be yawable or relatively insoluble. anion-active synthetic detergents are the

The production of these alkanolamide products is not based on higher molecular weight fatty acid amides of the aminocarbon Subject of the invention. 55 acids. These include dodecylbenzenesulfonate,

In the production of clear aqueous solutions from propylene tetramer benzene sulfonate, keryl benzene sulfonate, Lanolin is the result of the process steps the monoglyceride monosulfate of higher molecular weight fat properties to adapt the components. Here acids, lauryl sulfate, the sulfates of fatty alcohols from is referred to under "soluble" or similar expressions as coconut oil, the esters of ethanolamide sulfate stood that the lanolin is a real or colloidal coconut oil fatty acids, lauroylamide of taurine, the oil-aqueous Forms a solution or dispersion in which the acid ester of isethionic acid, the lauroylamide des Lanolin as such at room temperature with sarcosine and the like, including water-soluble soaps Not visible to the eye. higher molecular weight fatty acids can be used

The basic mixture according to the invention is made up of natural or synthetic fats. Stirring the lanolin and alkanolamide into one 65 oils and waxes are obtained, e.g. B. made of coconut oil, smooth, soft and homogeneous mixture. Corn oil, hydrogenated coconut oil, lauric acid, myristic - the mixing temperature is not essential acidic, palm oil, olive oil, palm kernel oil and the like.
interpretation, and the mixing can take place at room temperature. These various anion-active solubilizers or higher temperatures up to 82 ° C. The medium is in the form of their water-soluble salts. Lanolin can be used in solid or molten form. B. the alkali salts and ammonium salts, as well as the

5 6

Amine salts used. So the sodium, sub-cosmetic preparations are all products Potassium, lithium, ammonium and alkylolamine- to understand those used to treat the hair, the salts. At least one skin or other part of the body will be used from the latter, Share added because they have a greater solubility in z. B. Deodorisers, bactericidal preparations, Have water. The mono-, di- and trietbanol 5 shaving preparations, shampoos, hair treatment amine salts or mixtures thereof are particularly agents, skin care agents and the like, in which the appropriating. Essence of lanolin is desired.

It is also possible to use nonionic surface-active products according to the invention Substances are used as solubilizers, e.g. B. other ingredients can be added so that Polyoxyethylene ether of alkylated aromatic io far they are compatible with the mixture, for. B. ge-oxy compounds, such as Polyalkylenenkondensationspro- amounts of complexing substances, such as products of higher alkylphenols, polyethylene ethers, water-soluble phosphate compounds, eg. B. Monovon higher aliphatic alcohols, polyoxyalkylene sodium phosphate, of preservatives, such as esters of higher fatty acids, alkylolamide condensation formaldehyde and the like, also dyes, hair treatment products and the like 15 agents, bactericidal substances such as dioxy-hexachloro

The surface diphenylmethane, fragrances and the like used according to the invention.

active solubilizers can be used with the lanolin.

or the dialkalolamide or both in the manufacture explained in more detail, where all amounts of weight

ment of the basic mixture can be mixed. Unless otherwise stated, mean "to merge".

These solubilizers seem to make the 20th .

Solution of the lanolin in the alkanolamide. The ... egg spat

Solubilizers are expediently in the form of their _ η ς τ ί

added to aqueous solutions, but the water- ^? ° ^1ιη : · · ·. · · y ·· "···:. ;; ^U ' ^{b ieile}

amount should be kept so low that the lanolin Diathanola.mid of the coconut oil

does not become insoluble, but a homogeneous base 25 - ^ l ""! ^ ' η λ

mixture arises. The solubilizers can be the Kiecnstott u, 4

Basic mixture of lanolin and alkanolamide also The diethanolamide of coconut oil fatty acids is used in are subsequently added with stirring, in a known manner by converting the fatty acids of the Again, it is important to ensure that a homogeneous coconut oil with diethanolamine in the ratio of about Mixing is achieved before the water as final 30 1: 2 in the form of a water-soluble liquid Solvent is added. gained, which contains about 65% diethanolamide from coconut oil

The amount of solubilizers used, i.e. acids, about 15% soap and about 5% alkylolamine

on surface-active substance, can contain further as well as small amounts of by-products within.

Boundaries fluctuate. So much should be added that the ingredients are taking at room temperature

that the amide is completely dissolved. Usually 35 are gradual addition of lanolin to liquid

about 0.25 to 50 parts by weight, mixed with the amide diethanolamide condensate. Then the

calculated, required. In the production of to- odoriferous substance added and stirred until a

Preparations that are used as shampoos have created a clear, transparent, viscous liquid.

The product according to Example 1 with stirring is expediently a foam-forming one

water-soluble organic detergent added in quantities of 40 to about 90 parts of water at room temperature,

from about 5 to 50 parts, preferably from 10 to then, a homogeneous, aqueous, clear, trans-

30 parts, calculated on the finished mixture, added. parente and permanent solution, from which spatial

After preparing the basic mixture from temperature, even after a long period of time, no constituent lanolin and alkanolamide (with or without the addition of the part)
surface-active solubilizer) can be any given 45 Example 2
desired amount of water to be added in the

The solution brought into solution by the alkanolamide is a clear, transparent liquid that is used as hair,

Lanolin dissolves. The water used in the basic detergent mix is prepared as follows:

added with stirring until a homogeneous solution was obtained. Mixture I

hold is. Mixing with the usual 50 Lanolin 0 5 parts

liquid diethanolamides made of liquid diethanolamides

will. In general, the added water coconut oil fatty acids is 5.0 parts

amount at least 50% of the final aqueous fragrance 0.4 parts

Solution and preferably at least about 60 Ge,

weight percent. The solution obtained can be a little cloudy 55 ^S , _T ^U. ,, ,, "" ™.,

its due to contamination by lanolin wax Natnumlaurylsulfat ········ ■ ·· 9.0 parts

is due. This cloudiness can be due to mechani-

Shem way, z. B. by filtration, are eliminated, sulionate 8, U 1 rush

a clear, light-colored and transparent filtrate was produced. Potash ropes 2.5 parts

in which the lanolin is dissolved. The ^e ° mixture III

Lanolin content of this filtrate can be 73.9 parts with suitable water

Analytical methods, e.g. B. by determining the sodium o-phosphate, prim. .... 0.5 parts

Cholesterol content by means of digitoxin precipitation formaldehyde 0.2 parts

method. 100 0 parts

The basic mix 65 produced according to the invention

of lanolin and alkanolamide (with or without additives The components of mixture I are at Raumeines Solubilizer and with or without additional temperature for 30 minutes thoroughly durchlarger Water quantities) can be mixed in many ways for the production. Then the components of the Complex Cosmetic and Pharmaceutical Preparations Mixture II each in a small amount of water, the or used by cleaning agents. 7 ° of the mixture III is removed, dissolved and after

Claims (1)

7 8 and after mixture I for 30 minutes under example 11 thorough stirring added so that a homogeneous liquid mixture is created. The remaining water- The following components will create a clear, amount, the phosphate and the preservative, non-alcoholic cosmetic preparation produced the the formaldehyde of mixture III are then used as aftershave for rubbing the skin after set and stirred for a further 90 minutes. After all, shaving is eminently suitable. The mixture is constituents through a cotton filter cloth ^filt «ert._ _ Lanolin 0.5« / o It becomes a completely clear, transparent solution. Liquid diethanolamide keep that at room temperature practically completely ίο coconut oil fatty acids 5.0Vo is constant. The lanolin content of this solution is dioxyhexachlorodiphenylmethane ... 0.25 <Vo about 0.5 vol. When used as a shampoo, fragrance 0 1 ° / the product develops a permanent foam water ad 100 ° / and improves the workability of the hair. '"" τ> · ■ ι ο ¹ S ^ - * ^a Lanolin, the diethanolamide condensate according to ^{Example ό} Example 1, the 2 _ä 2'-dioxy-3,5,6,3 ', 5', 6'-hexachloro-The process of Example 2 is repeated, diphenylmethane and the fragrance are just that an amber-colored, liquid Fraction of the living temperature to a homogeneous, stirred by lanolin from the liquid lanolin esters with a translucent mixture, and this basic cholesterol content of 5 to 17% is used. The ao mixture is gradually mixed with the water, the aqueous solution is completely clear, transparent. Finally it is filtered. It becomes a clear, long-lasting solution and can be obtained excellently as a hair-washing-resistant solution,
use medium. _Ώ · -,, Example 12 Example 4 25 After the regulation and the procedure The procedure of Example 2 is the same _m AESS Example 11 is a clear cosmetic prepara- Constituents repeated, only that the mixture I and _t ung produced, which can be used as hair or hand care the triethanolamine dodecylbenzenesulfonate is particularly suitable for: Schung II can be dissolved in about 5 parts of water. ... The remainder of the water after mixture III becomes 30 _T ⁿ !. Fragrance added. After filtering, a t; f. ^no . "V""V": y: ' ^{/ o} clear, luminous, transparent solution achieved by the liquid diethanolamides is extraordinarily stable and an excellent coconut fatty acid 20.0 / 0 Dispenses shampoo. Dioxyhexachlorodiphenylmethane ... 1.0Vo ^fa fragrance 0.1% Examples 5 to 9 ³⁵ water ad 100% The procedure of Example 4 is repeated, only that instead of the condensate from diethanolamine and claims: Coconut oil fatty acids of mixture I the following substances 1. Process for the production of water-soluble are used: 40 borrowed, wool fats, z. B. lanolin, containing pro a) a mixture of lauryl and myristyl diethanol products and wäßamid containing these products (1: 1), rigen solutions, characterized in that one b) practically pure diethanolamide of coconut oil fat - wool fat, for example lanolin, with a fatty acid a
acids, or its substitution or conversion pro c) Monoethanolamide of coconut oil fatty acids, 45 products or adducts with a fatty acid alkanol d) Oleylisopropanolamide, amide, the acyl radical of which has about 8 to 18 carbon e) Isopropanolamide of coconut oil fatty acids. atoms, suitably 10 to 14 carbon atoms, Substances a) and c) are solid and are made up of up to 5 carbon atoms by Er and its alkanol radical, warm liquefied. They result with the lanolin under preferably 2 to 3 carbon atoms, contains, Stir a homogeneous mixture. The substances b), d) 5 ° such as lauroyl, myristoyl, oleyl, stearoyl di and e) are liquid and can easily with ethanol or ^ diisopropanolamide, to a homo- mixed with the lanolin. genes mixture processed, with wool fats and After adding the constituents of mixture III and fatty acid amides, the possible after filtering, all products contain clear, little water, not more than 30%, transparent liquids in which the lanolin 55 preferably does not exceed 20 ^fl / o, based on the is resolved. · Mixture of these substances, contain, and that one this Example 10 mixture, optionally in water or an aqueous mixed liquid to a solution. According to example 1, a basic mixture of 2. The method according to claim 1, characterized in that 0.5 parts of lanolin and 5 parts of diethanolamide con-60 draws that the lanolin and / or the Densat made of coconut oil fatty acids and the obtained fatty acid amide as a solubilizer a water- tene homogeneous liquid mixture with about 95 parts soluble, surface-active compound, such as soap, a 23% aqueous solution of the ammonium salt alkylolamines or water-soluble, anion-active of the monoglyceride of coconut oil fatty acids, with stirring, sulfonates or salts of sulfuric acid esters combined at room temperatures. The product is mixed with 65 fatty alcohols. filtered, after which a clear liquid is obtained, in which the lanolin is dissolved. The product can be based on the publications considered: different ways, e.g. As a shampoo, Skin USA. Patent No. 2,756,178; cleaning fluid and bubble bath mixture, magazine "The Manufacturing Chemist", 1957, be turned. 70 pp. 176 to 180.