US2494331A - Aluminum stearate solution - Google Patents

Aluminum stearate solution Download PDF

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US2494331A
US2494331A US710940A US71094046A US2494331A US 2494331 A US2494331 A US 2494331A US 710940 A US710940 A US 710940A US 71094046 A US71094046 A US 71094046A US 2494331 A US2494331 A US 2494331A
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aluminum stearate
phosphate
acid
solvent
octyl
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US710940A
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Cunder Joseph
Francis J Licata
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Nopco Chemical Co
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Nopco Chemical Co
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/10—Phosphorus-containing compounds
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/14—Carboxylic acids; Derivatives thereof

Definitions

  • Patented .Fan. 10, 1950 ALUMINUM STEARATE SOLUTION Joseph Cunder, East Orange, and Francis J.
  • This invention relatesin general to solutions of aluminum stearate and, more particularly, to aluminum stearate solutions of high concentration, and to correlated improvements in other compositions, such as, for example, waterproofing compositions, produced therefrom.
  • the general object of the invention is to obviate the foregoing and other disadvantages.
  • a specific object of the invention is to provide an improved free-flowing concentrated aluminum stearate solution.
  • a further object of the invention isto provide an improved coating and 'waterproofing, com-' position.
  • Another object-of the invention is to provide 2 concentrated aluminum stearate solutions containing up to of aluminum stearate.
  • compositions of the invention are particularly adapted for use in coating and waterproofing paper, textiles, leather and other similar materials and particularly in the waterproofing of building materials such as stone, concrete, bricks, wood and the like.
  • the expressions solution and dissolving are used in a broad sense and they are to include dispersions and dispersing, respectively. 7
  • the invention accordingly comprises a composition of matter possessing the characteristics, properties and the relation of components which will be exemplified in the composition hereinafter described and the scope of the invention will be indicated in the claims.
  • any suitable solvent may be used, such as the hydrocarbons or their halogenated derivatives, examples of which include petroleum spirits, naphthas, gasolene, toluo1,"benzol, xylol, terpenes, carbon tetrachloride, trichloroethane, solvents such as Amsco Solvent F and Varsol which are hydrocarbon solvents having approximate boiling point ranges of from.l C. to 215 C. and C. to 205 C., respectively, etc.
  • Oxygencontaining solvents such as. alcohols, aldehydes, ketones, etc., may alsobe used in combination with the foregoing type.
  • the percentage of aluminum stearate present in the final composition may be varied up to 50%- depending upon the particular use of the composition.
  • the quantity of phosphoric acid ester may likewise be variedto obtain the desired properties in the composition? Best resultshave been obtained by using an amount of phosphoric acid ester within the range of about 0.25% to 20% by weight of the composition, the quantity used depending in part on the quantity of soap included.
  • the viscosity of the solutions will be proportional to the quantity of the soap contained therein, with the solutions of low concentration being very fluid and those of high concentration being more viscous.
  • alkyl esters of phosphoric acid which we employ in the process of our invention are monoalkyl, dialkyl or trialkyl esters containing a total of at least three carbon atoms in the various alkyl groups.
  • mono acid esters of phosphoric acid such as, for example, ethyl-octyl-acid-o-phosphate,
  • dioctyl-aeid-o-phosphate isoamyl 'octyl acid-o phosphate, diethyl-acid-o-phosphate, etc; however, if desired, the monoalkyl or trialkyl esters of phosphoric acid which contain a total of at least three carbon atoms in the various alkyl groups, e. g., monoamyl phosphoric acid, tributyl phosphate, triethyl phosphate, trimethyl phosphate, etc., may also be used in the process of our invention.
  • the aluminum stearate solutions may be prepared in any convenient manner. In most cases it is preferred to dissolve the thinning agent in the solvent and then add'the aluminum stearate thereto. Preferably the mixture is heated to aid in dissolving the soap in the solvent.
  • the solvent may be heated, if desired, to a temperature oi from 80C. to 100 C., for example, before addition of' the soap thereto, or the mixture may be heated afterthe soap is added.
  • any other suitable procedure may be utilized in preparing the -compositions ofthe invention.
  • Suitable solvents other than those previously mentioned or appropriate mixtures of solvents may also be employed in; preparing the products of our invention.
  • the solvent orsolvents to be used should be selected according to their boiling point in order to obtain the desired rate of evaporation. *In applications where drying is to be effected at atmospheric conditions, solvents having a'boiling point of 150 C. or less are recommended, while higher boiling solvents may be employed when drying is to be carried out under heat and/or under reduced pressure.
  • the foregoing composition is a free-flowing liquid and can readily be spread evenly on surfaces to be coatedand/or waterproofed.
  • Example 11 The following compositions are all similar to that of Example I and allhave the same desirable characteristics thereof:
  • a 'freee'flowing composition consisting essentially of from about 3% i to about 50% of aluminum stearate, from about 0.25% to about 20% of an alkyl ester of phosphoric acid containing a total ofat least three carbon atoms, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes,- aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing composition consisting essentially of from about 3% -to about 50% of aluminum. stearate, irom' about 0.25% to about 20% of a dialkylester of phosphoric acid containing a YAmsco solvent F- g '73 vs total of at least three carbon atoms; and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of a trialkyl ester of phosphoric acid containing a total of at least three carbon atoms, and a liquid solvent for aluminum stearate selected from a group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of a monoalkyl ester of phosphoric acid containing at least three carbon atoms, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-ortho-phosphate, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of dioctyl-acid-o-phosphate, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of monoamyl phosphoric acid, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-o-phosphate, and toluol.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-o-phosphate, and petroleum spirits.
  • a free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 50% of ethyl-octyl-acid-o-phosphate, and carbon tetrachloride.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Description

Patented .Fan. 10, 1950 ALUMINUM STEARATE SOLUTION Joseph Cunder, East Orange, and Francis J.
Licata, West Chemical Company, tion of New Jersey Caldwell, N. J assignors to Nopco Harrison, N. J., a corpora- No Drawing. Application November 19, 1946, Serial No. 710,940
Claims. (Cl. 106-243) This invention relatesin general to solutions of aluminum stearate and, more particularly, to aluminum stearate solutions of high concentration, and to correlated improvements in other compositions, such as, for example, waterproofing compositions, produced therefrom.
The waterproofing properties of aluminum stearate have been fully recognized and its use for this purpose is now well established. The most convenient method of applying aluminum stearate to various surfacesis to produce a solution thereof in a solvent therefor. Various organic solvents have beenused in the preparation of aluminum stearate solutions, the more common ones including, among others, the hydrocarbons and their halogenated derivatives. While the foregoing practice has enjoyed some success, many dificulties have been encountered in view of the fact that when more than about 2% or 3% of thesoap is dissolved in solvent, the resulting mass forms a stiff gel under atmospheric conditions thus rendering it substantially useless as a coating or waterproofing composition. While the gel can be heated to render it somewhat fluid,
' the application. thereof 'in a heated state is entirely unsatisfactory for most purposes. The application of solutions containing from 2% to 3% of aluminum stearate is also highly impractical in view of the. diluteness of the solution- Moreover, the cost is high due .to the large amounts of solvent necessary.
Various proposals have been offered in an attempt to solve the foregoing problem by increasing the soap concentration without affecting the fluidity of the resulting solution. Peptizing agents such asacetio acid, "phenol, tartaric acid, oxalic acid andthe like have been used to increase soap 'concentrations'in solvent mixtures without affecting the fluidity thereof. These proposals, however; have not proven to be very desirable commercially. Another proposal includes the use of theethanolamines or the ethanolamine salts of the higher fatty acids for the purpose of increasing the concentration of aluminum stearate solutions. A solution produced according to this teaching also has its drawbacks.
The general object of the invention is to obviate the foregoing and other disadvantages.
A specific object of the invention is to provide an improved free-flowing concentrated aluminum stearate solution.
A further object of the invention isto provide an improved coating and 'waterproofing, com-' position. f
Another object-of the invention is to provide 2 concentrated aluminum stearate solutions containing up to of aluminum stearate.
' Other objects will in part be obvious and will in part appear hereinafter.
It has now been found that the foregoing and other objects of the invention can be achieved by the use of a compound selected from the group consisting of mono-, diand trialkyl esters of phosphoric acid containing a total of at least three carbon atoms in the various alkyl groups. According to the invention a relatively small proportion of such an alkyl ester of phosphoric acid is used in the process of dissolving aluminum stearate in suitable organic solvents. The quantity of phosphoric acid'esterused is 'usually determined by the'concentrationf' as wellas by the fluidity desired in the ultimate product. While any phosphoricacid ester falling in the above classification canbe used, it is preferred to use dialkyl esters or a mixture of such esters. The compositions of the invention "are particularly adapted for use in coating and waterproofing paper, textiles, leather and other similar materials and particularly in the waterproofing of building materials such as stone, concrete, bricks, wood and the like. The expressions solution and dissolving are used in a broad sense and they are to include dispersions and dispersing, respectively. 7
The invention accordingly comprises a composition of matter possessing the characteristics, properties and the relation of components which will be exemplified in the composition hereinafter described and the scope of the invention will be indicated in the claims.
In the preparation of the;compositions of the invention any suitable solvent may be used, such as the hydrocarbons or their halogenated derivatives, examples of which include petroleum spirits, naphthas, gasolene, toluo1,"benzol, xylol, terpenes, carbon tetrachloride, trichloroethane, solvents such as Amsco Solvent F and Varsol which are hydrocarbon solvents having approximate boiling point ranges of from.l C. to 215 C. and C. to 205 C., respectively, etc. Oxygencontaining solvents such as. alcohols, aldehydes, ketones, etc., may alsobe used in combination with the foregoing type.
The percentage of aluminum stearate present in the final composition may be varied up to 50%- depending upon the particular use of the composition. Moreover, the quantity of phosphoric acid ester may likewise be variedto obtain the desired properties in the composition? Best resultshave been obtained by using an amount of phosphoric acid ester within the range of about 0.25% to 20% by weight of the composition, the quantity used depending in part on the quantity of soap included. In general it may be said that the viscosity of the solutions will be proportional to the quantity of the soap contained therein, with the solutions of low concentration being very fluid and those of high concentration being more viscous.
The alkyl esters of phosphoric acid which we employ in the process of our invention are monoalkyl, dialkyl or trialkyl esters containing a total of at least three carbon atoms in the various alkyl groups. We prefer i. e., mono acid esters of phosphoric acid such as, for example, ethyl-octyl-acid-o-phosphate,
to utilize dialkyl esters,
dioctyl-aeid-o-phosphate, isoamyl 'octyl acid-o phosphate, diethyl-acid-o-phosphate, etc; however, if desired, the monoalkyl or trialkyl esters of phosphoric acid which contain a total of at least three carbon atoms in the various alkyl groups, e. g., monoamyl phosphoric acid, tributyl phosphate, triethyl phosphate, trimethyl phosphate, etc., may also be used in the process of our invention.
The aluminum stearate solutions may be prepared in any convenient manner. In most cases it is preferred to dissolve the thinning agent in the solvent and then add'the aluminum stearate thereto. Preferably the mixture is heated to aid in dissolving the soap in the solvent. The solvent may be heated, if desired, to a temperature oi from 80C. to 100 C., for example, before addition of' the soap thereto, or the mixture may be heated afterthe soap is added. However, any other suitable procedure may be utilized in preparing the -compositions ofthe invention.
Suitable solvents other than those previously mentioned or appropriate mixtures of solvents mayalso be employed in; preparing the products of our invention. The solvent orsolvents to be used should be selected according to their boiling point in order to obtain the desired rate of evaporation. *In applications where drying is to be effected at atmospheric conditions, solvents having a'boiling point of 150 C. or less are recommended, while higher boiling solvents may be employed when drying is to be carried out under heat and/or under reduced pressure.
For a fuller understanding of the nature and objects of theinvention, reference should be had to the following examples which are given merely to further illustrate the invention and are not to be construed in a limiting sense, all parts given being by weight:
Example I 7 Percent Aluminum s'tearate Ethyl-'octyl-acid-o-phosphate 7 AmscoSolvent F" '73 7 The foregoing compositionis a free-flowing liquid and can readily be spread evenly on surfaces to be coatedand/or waterproofed.
- Example 11 The following compositions are all similar to that of Example I and allhave the same desirable characteristics thereof:
Percent a A Aluminum stearate 20 Diethylacid-o-phosphate 7 B Aluminum stearate i 20 Ethyl-octyl-acid-o-phosphate '7 ioluol '73 0 Aluminum stearate 20 Monoamyl phosphoric acid 7 Amsco Solvent F 73 D Aluminum stearate 20 Dioctyl-acid o-phosphate 7 Amsco Solvent F 73 E Aluminum stearate 20 Ethyl-octyl-acid-o-phosphate '7 fVarsol '13 F Aluminum stearate 20. Ethyl-octyl-acid-o-phosphate 7 Carbon tetrachloride '73 Example III Examples of othercompositions wherein the thinning agents 'of-the invention may advantageously 'be employedare:
Percent 'A Aluminum stearate 20 Ethyl-.octyl-acid c-phosphate 5 Amsco Solvent Ff B Aluminum stearate e e 30 Ethyl-.-octyl-acid-o-phosphate- 7 Amsco Solvent F 63 C Aluminum stearate 5 Ethyl-octyl-acid-o phosphate --s 0.25 Amsco Solvent F 94.75
'D Aluminum stearate 24.5 Ethyl-octyl- -acid-o-phosphate 10.5 "Amsco Solvent F A 65 Aluminum istearaten 10 Ethyl-octyl-acid-o-phosphate '1 Amsco' Solvent'F- 89 Aluminum stearate 40 Ethyl-octyl-acid-o-phosphate i l5 Amsco Solvent F 45 G Aluminum ste'arate 15 Ethyl-octyl-acid-o-phosphate 5 Amsco Solvent F' The above compositions are all free-flowing liquids at room' temperature which may convenieritly be used for coating, waterproofing or other suitable purposes.
Having described our invention, whatwe claim as new and desire'to. securebyLetters Patent is:
1. A 'freee'flowing composition consisting essentially of from about 3% i to about 50% of aluminum stearate, from about 0.25% to about 20% of an alkyl ester of phosphoric acid containing a total ofat least three carbon atoms, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes,- aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
" 2. A free-flowing composition consisting essentially of from about 3% -to about 50% of aluminum. stearate, irom' about 0.25% to about 20% of a dialkylester of phosphoric acid containing a YAmsco solvent F- g '73 vs total of at least three carbon atoms; and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
3. A free-flowing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of a trialkyl ester of phosphoric acid containing a total of at least three carbon atoms, and a liquid solvent for aluminum stearate selected from a group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
4. A free-flowing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of a monoalkyl ester of phosphoric acid containing at least three carbon atoms, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
5. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-ortho-phosphate, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
6. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of dioctyl-acid-o-phosphate, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
7. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of monoamyl phosphoric acid, and a liquid solvent for aluminum stearate selected from the group consisting of terpenes, aromatic hydrocarbons, aliphatic hydrocarbons, and chlorinated hydrocarbons.
8. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-o-phosphate, and toluol.
9. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 20% of ethyl-octyl-acid-o-phosphate, and petroleum spirits.
10. A free-flowing waterproofing composition consisting essentially of from about 3% to about 50% of aluminum stearate, from about 0.25% to about 50% of ethyl-octyl-acid-o-phosphate, and carbon tetrachloride.
JOSEPH CUNDER, FRANCIS J. LICATA.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,005,619 Graves June 18, 1935 1,858,830 Kratoville May 17, 1932

Claims (1)

1. A FREE-FLOWING COMPOSITION CONSISTING ESSENTIALLY OF FROM ABOUT 3% TO ABOUT 50% OF ALUMINUM STEARATE, FROM ABOUT 0.25% TO ABOUT 20% OF AN ALKYL ESTER OF PHOSPHORIC ACID CONTAINING A TOTAL OF AT LEAST THREE CARBON ATOMS, AND A LIQUID SOLVENT FOR ALUMINUM STEARATE SELECTED FROM THE GROUP CONSISTING OF TERPENES, AROMATIC HYDROCARBONS, ALIPHATIC HYDROCARBONS, AND CHLORINATED HYDROCARBONS.
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2868666A (en) * 1956-12-11 1959-01-13 Nopco Chem Co Aluminum soap water-proofing composition and process of making the same
US2952555A (en) * 1957-09-16 1960-09-13 Ales M Kapral Coating compositions
EP0058254A1 (en) * 1981-02-17 1982-08-25 The Quaker Oats Company Method for treating Portland cement concrete

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1858830A (en) * 1927-07-26 1932-05-17 Barrett Co Waterproofing composition and method of preparing
US2005619A (en) * 1934-11-10 1935-06-18 Du Pont Esters of acids of phosphorus

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1858830A (en) * 1927-07-26 1932-05-17 Barrett Co Waterproofing composition and method of preparing
US2005619A (en) * 1934-11-10 1935-06-18 Du Pont Esters of acids of phosphorus

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2868666A (en) * 1956-12-11 1959-01-13 Nopco Chem Co Aluminum soap water-proofing composition and process of making the same
US2952555A (en) * 1957-09-16 1960-09-13 Ales M Kapral Coating compositions
EP0058254A1 (en) * 1981-02-17 1982-08-25 The Quaker Oats Company Method for treating Portland cement concrete

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