US2635055A

US2635055A - Water repellent composition

Info

Publication number: US2635055A
Application number: US37535A
Authority: US
Inventors: Hans G Figdor
Original assignee: Individual
Current assignee: Individual
Priority date: 1948-07-08
Filing date: 1948-07-08
Publication date: 1953-04-14
Anticipated expiration: 1970-04-14

Description

Patented Apr. 14, 1953 WATER REPELLENT COMPOSITION Hans G. Figdcr, Philadelphia, .Pa.

NoDrawing. Application July 8, 1948, Serial No. 37,535

16 Claims.

Thepresent'invention relates to treatment of fabrics-and it'particularlyrelates to water-repellent treatment of fabrics.

Although the present invention will be particularly directed to the treatment of textile fiberspyarns and woven or knitted materials to give them water repellency, the invention also has broader application to treatment of many diiferent types of material to give them waterrepellent properties, such as paper, sheet material of various characters, various types of surfaces or walls, etc.

The present invention will also be particularly described in connection with water-repellent compositions in which a wax or wax-like material ,is combined with a polyvalent metal salt, and in which such emulsions are stabilized to prevent aprecipitate from forming, as for example with an anionic surface active agent such assoap as the emulsifying 'agent. Where soap was employed protective colloids primarily consisting of water soluble protein were also required, such protein material, for example, taking the form of glue or gelatin.

Such protective colloid, whether glue or gelatin,'was designed to prevent or to disperse the precipitate which would normally be formed as a result of the combination of the soap used as an emulsifier and the polyvalent metal salt. However, even in this instance, although an apparently homogeneous heavy paste might result by blending the wax, the polyvalent metal salt, othesoap and the protective colloid with vigorous agitation, upon dilution the stability would decrease.

Moreover, theemulsion orhea-vy paste would be quite thick and not readily flowable, as is desirable, nor would it be stable on storage, and itwould tend to lose its ability to be diluted with water. Moreover, it would tend to acquire a putrid odor and render the goods to which it was*appliedtreadilysubject to attack by mildew. At high temperature too there would be a complete breakdown of the emulsion after a relativelyshortperi-od of time.

It-"was rnotjfound readily possible-to use more stable types :of colloids such as polyvinyl alcohol or methyl cellulose. These last mentioned :protectivepolloids had the tendency of thickening and decreasing the flowability of emulsion :and moreover :after application and drying on the'textile tstill' tended to retain their water dis- .persibility which decreased the .water repellency "of :the coating.

oOn .the other hand, where cationic emulsifyhandled, stored or shipped with varying climatic conditions over extended periods without loss of strength or its desirable properties and without premature precipitation or decomposition which will avoid the above objectionable characteristics.

Another object is to provide a novel-waterrepellent treatment for textile fabrics and other materials which will give water repellency of much greater efiectiveness and of more durability without substantial increase in the amountof wax or other water-repellent solid which .must be employed and without the need for using protective colloids, such as glue, gelatin, polyvinyl alcohol or methyl cellulose.

Another object is to provide a novel waterrepellent composition and water-repellent treatment which will altogether eliminate the necessity of utilizing protective colloids giving riseto objectionable odors and tending to putrefy upon storage, and likely to render the water-proofed fabric readily attacked by mildew and other microorganisms, and which most objectionably may tend to decrease the tensile strength of fabric materials.

A further object of the present invention is to provide'a stable wax emulsion containing an aluminum or zirconium salt, which emulsion is thin and pourable, stable on storage, does not putrefy, and may be readily diluted at the time of its use without breakdown and without precipitation of wax particles and which may be stored indefinitely at elevated temperatures without loss of stability.

A still further object of the inventionis to provide a textile treating process by which Itextile fibers, fabrics, yarns and similar materials may be rendered water-repellent with an.emulsion of a wax and an aluminum or zirconium salt, without rendering the materialssusceptible to attack by micro-organisms, without imparting to the materials objectionable :odor insstanding and without decreasing their tensile strength-Jon storage.

It has Jaeen found that the: above objects may be most satisfactorily accomplished where small amounts of synthetic, non-soap, non-ionic emulsifying agents are added to or combined with a wax, a water soluble polyvalent metal salt and an anionic surface active agent.

The most satisfactory composition consists of a combination of wax, soap as an anionic agent, a solution of a water soluble polyvalent metal salt and a non-ionic surface-active agent of the synthetic type.

The wax employed in preparing the emulsion may be a mineral, vegetable, or animal wax, having a melting point above room temperature. It is preferably hard and of amorphous, crystalline or microcrystalline structure at room temperature.

Unctuous materials, like lanolin or petrolatum-although sometimes classified as waxesare preferably not employed. I

Examples of suitable waxes are:

Paraffln Beeswax Carnauba wax Candelilla wax Ouricury wax Mixtures of two or more waxes may be employed if desired. Paraflin wax of a melting point between 50 and 60 C. is preferred.

The anionic agent is desirably an alkali metal, ammonium, or organic amine soap. Amine soaps are preferred because they decompose on the fiber, increasing in this way the hydrophobic properties. Ammonium soaps are usually not preferred since they are less stable and more difflcult to control, on account of the greater volatility.

The amine component of the soap may be a primary, secondary or tertiary amine, a polyamine, or a substituted amine, such as a hydroxyamine. Examples of such products are:

Methylamine Dimethylamine Trimethylamine Butylamine Ethylenediamine Morpholine Monoethanolamine Diethanolamine Triethanolamine Isopropanolamine Hydroxyethyl-ethylenediamine Diethylamino-ethanol 2-ethyl-2-amino-l-propanol 2-methyl-2-amino-1-3-propanediol Laurie acid 'Myristic acid Palmitic acid Stearic acid Arachidic acid Behenic acid Mixtures of such fatty acids may be employed, such as the fatty acids from fish oil which have been hydrogenated to a very low iodine number.

*For the purpose of this invention, it is'not necessary to prepare the anionic agent separately. The anionic agent may also be formed in situ, by adding the amine to the water phase, melting the fatty acid together with the wax, and combining the two phases at a temperature above the melting point of the wax and the fatty acid.

The polyvalent metal salt may be a water soluble salt of any metal of group II to group VIII in'the periodic table of elements, with a short chain, volatile organic acid, like formic or acetic acid. The salts of aluminum and zirconium are preferred.

The non-ionic surface-active agents used in the emulsion should be water dispersible. They may be:

(a) polyvalent alcohols and their anhydrides partly esterified with a long chain carboxylic acid, containing at least 12 carbon atoms, such as mannitan monopalmitate, sorbitan monomyristate;

(b) or an ethylene oxide addition compound of such a product, containing, for example, 15 or more recurring CHQCHZO units to form a poly; oxy-ethylene ether;

(c) or a condensation product of an alkylphenol with ethylene oxide, such as the reaction product of iso-octylphenol with 6, or more, CHaCI-IzO units to form polyoxy-ethylene ethers of the formula R-CeI-Li-O(CH2CH2O)1*H, in which R is an alkyl and a': is an integer, e. g. 6 or more;

(01) or a condensation product of alkyl-thiophenol with 10 to 15 ethylene oxideunits forming a polyoxy-ethylene ether of the formula a-cem-s- (01120320) 11H in which R. is an alkyl and y is an integer, e. g. 10 to 15; I

(e) or a reaction product of a long chain fatty alcohol with ethylene oxide (10 to 15 molecules) of the formula R'o-(CHzCHzohH, in whichR is the radicle of a long fatty alcohol, and z is an integer, e. g. 10 to 15;

(,f) or a monoor di-ester of long chain fatty acids containing at least 12 carbon atoms with a polyalkylene glycol of a molecular weight of between 400 and 1540, such as nona-ethylene glycol monolaurate, trideca-ethylene glycol monolaurate, trideca-ethylene glycol dilaurate, the monostearic ester of Carbowax 1000 (a polyethylene glycol of an average molecular weight of 1000), the dipalmitic ester of Carbowax 1000, the monooleic ester of Carbowax 1540 (a poly-ethyleneglycol of an average molecular weight of 1540), the diricinoleic ester of Carbowax 1540;

(g) or a non-ionic condensation product of a long chain fatty acid, or its derivative, with at least two molecules of a hydroxylated amine.

Mixtures of two or more of these non-ionic surface active agents may be employed; Products which contain ethylene oxide chains in their molecules are preferred. Water soluble resinlike products and thickening agents, like polyvinyl alcohol, or methyl cellulose, however, are generally not desirable.

The ingredients described above may'be'employed in varying proportions. The amount of wax should not be substantially above 30% in the case of paraffin wax, or 25% in the case'of animal or vegetable wax, by weight of the total composition.

The amount of amine soap may vary from about 8 parts to about 25 parts for 100 partsof the wax. The amine and the fatty acid, from which ingredients this amine soap is made, may be used in stoichiometric proportions, or a slight accepts excess of the fatty --ac-id over the amine may "be employed. An excess of the amine over the fatty acid should only be employed if the amine is highly volatile and might be partially lost during themanufacture of the emulsion. Higher amounts of the amine soapmay be used, but this is not necessary and will detract from the hydrophobic properties of the materials treated withthe emulsion.

"The 'polyv'alent metal salt is .preterably used in form of the aqueous solution. The metal Salt50111171011 TIIEYCOIlStitHtSTbEtWEGIL I0 and 30% by weight, .of the total composition. A 20% aluminum 'formate or 24% .alumimim :acetate solution may'zbe .used; :or between Band 25%, by weight, of the total composition may consist of zirconium acetate solution of 1.238 specific gravity (containing 15% Zr'Ozper liter).

.The non-ionic surface active agent may be used from about 0.25% up to 3 on an anhydrous basis, by weight of the total composition. The optimum amount will somewhat depend on the nature .of the .non-ionic agent. Some non-ionic agents,.like ethylene oxide addition products of sorbitan monofatty acid esters, are active at a lower concentration than others, e. g., non-ionic fatty acid-hydroxylated amine condensation products.

Higher proportions of the non-ionic agents may .be employed. The amount of non-ionic agent required to thin out and disperse a precipitate already formed is smaller than the amount necessary to entirely prevent formation of a precipitate. For most purposes, using enough nonionic agent to avoid entirely formation of a precipitate is preferred over just adding enough to thin out and disperse the precipitate.

The wax-amine soap emulsion may be prepared by melting the amine, fatty acid, and wax together and then adding gradually the water While stirring and cooling. Mixing the molten wax into thehot aqueous amine soap solution or melting wax and fatty acid together and pouring .them into ahot mixture of water and amine are alternate procedures.

The wax-amine soap emulsion is desirably cooled to not substantially above room tempera ture before it is mixed with the solution of the vpolyvalent metal salt.

The non-ionic agent may be added:

(a) To the wax-amine soap emulsion while it is molten, or

(b) To the aqueous phase before mixing, or

to) .To the wax phase before mixing, or

(d) .To the wax-amine soap emulsion while cooling, or after cooling, or

(e) To the polyvalent metal salt solution, or

(f) To the final emulsion after the polyvalent metal salt has been mixed with the other ingredients.

It is, however, preferred to add the non-ionic agent to the wax-amine soap emulsion during or after cooling, and before mixing with the .polyvalent metal salt solution.

It is also preferred to pour the amine soap-wax emulsion into the solution of the polyvalent metal salt at or below room temperature, with vigorous agitation.

The final emulsion may be passed through a colloid mill or similar homogenizing equipment, if desired. This is, however, not required since the emulsion is smooth and homogeneous. Other ingredients useful in treating textiles and paper may be added to improve or modify the properties of these materials; e. 'g. materials to reduce winflammability, to :improve rmi-ldew :resistance, hand, and appearance. ;Asmentioned later, these novel emulsions are compatible with :a great numbernf otheringredients;and,:11neXpectedly, also with synthetimlatices.

The invention may :he Zillustrated ,byuthe .following examples, in which parts nnean ;.parts by weight:

flazamplell An emulsion is prepared "from 20"parts -of parafiin (melting ,point, 52 to 55 0;), *3 :parts of stearic acid, 1.5 parts of triethanolaminearfdfib parts of water. The emulsion is cooledtoroom temperature, and 20 parts ofaluminum acetate solution (241%) rare :added, with :agitation. A heavy precipitate :firstiorms, which .cdisperses, however, on continued iagitationtoiormzaheayy paste, which :cannot .be poured, and cannot be diluted with water withouttbreakdown.

To 100 parts of this ,paste, 1 .part .of monolauric acid ester of a polyethylene, glycoloflansaverage molecular weight of 6001s added, with vigorous agitation. After ashort while, the.heavy paste changes its consistency andforms a thin, po.urable, milky liquid, which .is.stablefonstoragezand easily dilutable with water.

Example II 22 parts of paraffin wax (melting point, :60 to 62 C.) are heated together with :3 parts of .a hydrogenated fish oil fattyacid fractionof acid value 179 (corresponding to a fatty.-acid.of:an average chain length of 20 carbon atoms) and poured into a solution of 0.7 part of morpholine in 34.3 parts of water, with vigorous .agitation at a temperature of .between '80 and .C.

The mixture is allowed to cool withstirring. When the emulsion hasreached room temperature, a solution of .1.5 parts of mono-oleic acid ester of a polyethylene glycol "of average molecular weight of 15401111 22.5 "parts-of water isiadded.

Then the mixture :is poured, with :stirring, into 15 parts of iazirconiumacetate solution ;of specific gravity 1.23.8.

The resulting emulsion is thin and monrable, and stable on storage.

Example III 25 parts of an emulsion of copolymer of 60% styrene and 40% butadiene (availableas Dow Latex 512 fromDow Chemical .Co.) .arezgradually added to ,parts :of the emulsion .of Example II.

The resulting product is thin, readily dilutable with water, and stable for a period of many months without breakdown.

Example] V 22 parts of paraffin of. melt ng 'pointi52to '55 C. and 2 parts of hydrogenated fish oil fatty acid are melted together and poured into a boiling solution of 0.5 part of monoisopropanolamine in 35.5 parts of water.

The mixture is allowed to cool to room temperature. Then 0.5 part of the ethylene oxide addition product vof iso-octyl phenol, dissolved in 19.5 parts of water, are added. The mixture is finally poured into 20 parts of a-20%-a1uminum formate solution.

The emulsion has a similar appearance as the emulsions described in the previous examples.

Example V 21 parts of parafiin (melting point, 52-:to-r55" .C.) are melted together with.-2rpartsz o'frpalmitic acid and poured into a boiling solution of 1.2 parts of triethanolamine in 35.8 parts of water, with agitation.

After cooling to room temperature, 2 parts of the coconut fatty acid diester of a polyethylene glycol of average molecular weight 1000, dispersed in 8 parts of water, are added. This emulsion is poured into a solution of 6 parts of copper acetate and 1 part of glacial acetic acid in 19 parts of water.

This emulsion may be usedafter dilution with waterto increase the mildew resistance of textiles.

Example VI 1.9 parts of triethanolamine, 3.6 parts of stearic acid and 50.5 parts of water. are heated to 100 C. 20 parts of beeswax are melted separately and added, with good agitation, to the boiling amine soap solution and allowed to cool. 2 parts of the mono-myristic acid ester of a polyethylene glycol of average molecular weight 1000, dissolved in 2 parts of water, are added. The mixture is then poured into 20 parts of 24% aluminum acetate solution, with stirring. A smooth emulsion is formed.

Example VII 1.4 parts of triethanolamine, 2.6 parts of hydrogenated fish oil fatty acid and 60 parts of water are heated to 100 C. 15 parts of carnauba wax are heated separately to 100 C. and added, with good agitation, to the boiling soap solution. The mixture is stirred until cool.

1 part of the ethylene oxide addition product of sorbitan monolaurate is added, and the mixture is poured into 20 parts of a 24% aluminum acetate solution, with stirring. A smooth emulsion is formed, easily dilutable with water.

Example VIII yielding a smooth, pourable emulsion.

Example IX 27 parts of parafiin (melting point, 55 to 60 C.) are melted together with 3.8 parts of a hydrogenated fish oil fatty acid fraction of acid value 179, and stirred into a boiling mixture of 0.9 part of morpholine and 44.3 parts of water.

After cooling, a dispersion of 2 parts of nonaethyleneglycol monolaurate in 2 parts of water is added and the mixture is stirred into 20 parts of a zirconium acetate solution containing 15% 2102.

Example X 20 parts of paraffin and 2 parts of candelilla wax are emulsified in a mixture of 1 part 2- methyl-2-amino-1-3-propanediol, 3 parts of hydrogenated fish oil fatty acid and 40 parts of water. To the cooled emulsion a solution of 1 part of the monolauric acid ester of polyethylene glycol of average molecular weight of 1000 and 0.25 part of the coconut fatty acid Example XI 21 parts of parafiin (melting point, 60 to 62 C.) are melted with 3 parts of behenic acid and stirred into a boiling mixture of 0.5 part of monoethanolamine and 35.5 parts of water.

After cooling, a dispersion of 2.5 parts of man nitan monopalmitate in 17.5 parts of water is added. Then the emulsion is stirred into 20 parts of 20% aluminum formate solution.

Example XII 5 parts of the emulsion described in Example II are diluted with parts of water of 35 C.

A textile fabric is impregnated with this solution, squeezed to remove excess liquid, and dried at C. The fabric shows an excellent water repellency. A short heat treatment, for example, at 3 minutes at C'. will improve the permanency of this effect;

Generally, the inclusion of the non-ionic agent results in quite unusual properties. If a small amount of non-ionic surface active agents is added to a heavy paste resulting after addition of a solution of a water soluble polyvalent metal salt to a wax emulsion containing soap as emulsifler, the heavy paste thins out to a pourable consistency, and may be diluted with water without breakdown.

If a small amount of said non-ionic agent is added to a soap containing wax emulsion, prior to the addition of the polyvalent metal salt, the precipitate of the polyvalent metal-soap-wax complex will not form at all, or if it does form, it will readily disappear on stirring, forming a water-thin mixture, which is readily dilutable with water.

Moreover, such an emulsion is perfectly stable on storage. It does neither cream, nor show any signs of breakdown, nor lose its property of being readily dilutable with water, for a period of many months, or longer. Besides, the diluted emulsion yields a superior water-repellent effect on textiles and paper, and does not show any greasy spots.

Synthetic resin latices, prepared from vinyl acetate, or butadiene and styrene, or butadiene and acrylonitrile, by the so-called emulsion polymerization, may also be added to the above emulsion without coagulation of the mixture. Since these latices are very sensitive to polyvalent metal ions, and usually coagulate immediately in presence of these ions, this behavior is quite unexpected.

The mixture of latex and the above wax emulsions may be used to impart a very desirable finish to textile materials in a one-bath procedure.

The present invention is most valuable in treating materials to render them water-repellent. The wax emulsions of this invention are quite different from those containing glue or gelatin. Such glue or gelatin emulsions do not flow freely at the higher wax concentrations, are heavy pastes, and are not readily dilutable with water before use.

The wax emulsions of the present invention, on the other hand, are thin and flowable, may readily be diluted with water to any desired concentration by simple mixing.

anemone Generally; in; summary, the present applicant has found that most satisfactory water-repellent compositions are not obtained by using as the dispersing or emulsifying agents combinations of cationic surface active agents and protein protective colloids, non-ionic surface active agents and protein colloids and anionic surface active agentsandprotein protective colloids since not only do they permit ready break-down of the wax emulsion with poor dilutability and undesirable' thickening with the additional defect of resulting in putrefacation of the emulsion and mildew attack upon the treated cloth.

Moreover, it is not readily possible to. employ asthe. desired agents cationic or non-ionic surface active agents by themseives, since these agents give coarse emulsions which tend to breakdown or become disrupted quite readily. The present invention is particularly directed to an emulsion in which an anionic surface active agent and a non-ionic surface active agent excluding a cationic agent and protein protective colloids are employed to give a stable wax water-proofing emulsion.

Generally, the preferred anionic agent is an ethanolamine soap while the preferred non-ionic surface active agents are alkylene oxide condensation products containing at least 6 alkylene oxide groups which are generally known by the trade-marks of Tweens, Igepal, Triton N. E., Sharples Non-Ionic No. 218, Emulphcr, Peregal or Carbowax esters.

The non-ionic agents may also be anhydrides of polyhydric alcohols which are partly esterfied such as those known as Span, or condensation products of alkanolamines and high molecular weight fatty acids, known in the trade as Ninol, Ultrapon, Cerfak N-100 and Alrosol.

Generally, the compounds known as Tweens, Igepal and Carbowax 1000 monolaurate are most satisfactorily employed.

Not only may the present emulsions be used for water-proofing or water repellent treatment, but they also may be utilized in connection with flame-proofing, finishing fabrics to give a soft or pliable hand, or to apply resin finishes thereto, as for example in connection with crush proofing or slip proofing. The emulsions of the present application may also be applied to leather goods, metal goods and to sheet plastics.

While there has been herein described a preferred form of the invention, it should be understood that the same may be altered in details and in relative arrangement of parts within the scope of the appended claims.

Having now particularly described and ascertained the nature of the invention, and in what manner the same is to be performed, what is claimed is:

1. An aqueous emulsion of the oil-in-water type suitable for waterproofing textiles and the like, comprising about 10 to 30% of a wax, about 0.8 to 7.5% of an amine soap of a saturated fatty acid having at least 12 carbon atoms, about 8 to 30% of a solution of a water soluble polyvalent metal salt of an organic acid of about 4 to 15% strength (calculated as the oxide of said metal), about 0.25 to 3% of a water soluble non-ionic surface active agent, the balance being water said polyvalent metal salt being selected from the group consisting of aluminum zirconium and copper.

2. An aqueous emulsion of the oil-in-water type suitable for waterproofing textiles and the like, as described in claim 1, in which the wax I0 is lparafiin wax, and-iiniwhich:thenoneionic agent contains. a. high molecular weight polyoxy alkylene ether containing at: least: five recurring alkylene oxide: units said. polyvalent. metal: salt being selected from the group consisting: of aluminum zirconium and copper.

3. A textile treating. aqueous= waxemulsion: of the oil in water typeacontaininga water-soluble soap and a waten-solublezpolyvalent-z heavyzmetal salt without mutual inter-precipitation. concentrated and diluted: form and upon. storage, said emulsion including'aawax, anzamine soapof a high molecular weight fatty acid, a Water soluble polyvalent metal saltzofian organic acid and arsufiicientquantitp of: a,water soluble non-ionic surface active: agent; to; preventsaidi inter-precipitation said polyvalent metal salt being selected from the group consisting of aluminum zirconium and copper.

4. A textile treating aqueous wax emulsion of the oil in water type containing a water-soluble soap and a water-soluble polyvalent heavy metal salt without mutual inter-precipitation in concentrated and diluted form and upon storage, said emulsion including parafiin, morpholine salt of the fatty acids of hydrogenated fish oil and aluminum acetate and a sufiicient quantity of a water soluble non-ionic surface active agent to prevent said inter-precipitation.

5. A textile treating aqueous wax emulsion of the oil in water type containing a water-soluble soap and a water-soluble polyvalent heavy metal salt without mutual inter-precipitation in concentrated and diluted form and upon storage, said emulsion including parafiin, morpholine salt of the fatty acids of hydrogenated fish oil and zirconium acetate and a sufiicient quantity of a water soluble non-ionic surface active agent to prevent said inter-precipitation.

6. A textile treating aqueous wax emulsion of the oil in water type containing a water-soluble soap and a water-soluble polyvalent heavy metal salt without mutual inter-precipitation in concentrated and diluted form and upon storage, said emulsion including a wax, an amine soap of a high molecular weight fatty acid, a water soluble polyvalent metal salt of an organic acid and a sufficient quantity of a non-ionic surface active agent to prevent said inter-precipitation, said non-ionic surface agent being an alkylene oxide condensation product and containing at least five recurring ethylene oxide units in an etherlike linkage.

'7. A thin pourable water repellant concentrated emulsion for textiles and the like containing a dispersion of about 10 to 30% of a wax together with a water-soluble soap, a water soluble polyvalent metal salt of an organic acid and a synthetic water soluble non-ionic surface active agent, said emulsion being stable in storage and readily dilutable with water without precipitation said polyvalent metal salt being selected from the group consisting of aluminum zirconium and copper.

8. The emulsion of claim 7, in which the soap is an amine soap.

9. The emulsion of claim 7, in which the soap is a morpholine compound of saturated high molecular weight fatty acid.

10. The emulsion of claim 7, in which the soap is an ethanolamine compound of saturated high molecular weight fatty acid.

11. The emulsion of claim 7, in which the wax is parafiin.

11 12. The emulsion of claim 7, in which the polyvalent metal salt is zirconium acetate.

13. The emulsion of claim 7, in which the polyvalent metal salt is aluminum acetate.

. 14. The emulsion of claim 7, in which the polyvalent metal salt is aluminum formate.

15. An aqueous emulsion of the oil-in-water type suitable for waterproofing textiles and the like, as described in claim 1, in which the wax is paraflin wax and in which the non-ionic agent is a condensation product of a long chain fatty acid with at least 2 molecules of a hydroxylated amine.

16. An aqueous emulsion of the oil-in-water type suitable for waterproofing textiles and the like, as described in claim 15, in which the long 12 chain fatty acid is coconut fatty acid, and the amine is diethanolamine.

HANS G. FIGDOR.

References Cited in the file of this patent UNITED STATES PATENTS Number Name Date 2,015,865 Muller Oct. 1, 1935 2,133,480 Schoeller et a1 Oct. 18, 1938 2,206,090 Haggenmacher July 2, 1940 2,269,529 Goldsmith Jan. 13, 1942 2,328,431 Doser et a1. Aug. 31, 1943 2,369,992 Treaey Feb. 20, 1945 2,447,475 Kaberg et al Aug. 17, 1948 2,456,595 Rood Dec. 14, 1948

Claims

1. AN AQUEOUS EMULSION OF THE OIL-IN-WATER TYPE SUITABLE FOR WATERPROFFING TEXTILES AND THE LIKE, COMPRISING ABOUT 10 TO 30% OF A WAX, ABOUT 0.8 TO 7.5% OF AN AMINE SOAP OF A SATURATED FATTY ACID HAVING AT LEAST 12 CARBON ATOMS, ABOUT 8 TO 30% OF A SOLUTION OF A WATER SOLUBLE POLYVALENT METAL SALT OF AN ORGANIC ACID OF ABOUT 4 TO 15% STRENGTH (CALCULATED AS THE OXIDE OF SAID METAL), ABOUT 0.25 TO 3% OF A WATER SOLUBLE NON-IONIC SURFACE ACTIVE AGENT, THE BALANCE BEING WATER SAID POLYVALENT METAL SALT BEING SELECTED FROM THE GROUP CONSISTING OF ALUMINUM ZIRCONIUM AND COPPER.