US3926828A - Method of making transparent soap bars - Google Patents

Method of making transparent soap bars Download PDF

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US3926828A
US3926828A US396230A US39623073A US3926828A US 3926828 A US3926828 A US 3926828A US 396230 A US396230 A US 396230A US 39623073 A US39623073 A US 39623073A US 3926828 A US3926828 A US 3926828A
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acids
acid
saturated
weight
mixture
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John J O'neill
Joseph A Komor
Thomas E Babcock
Robert J Edmundson
Edward G Shay
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Avon Products Inc
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0095Solid transparent soaps or detergents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/005Synthetic soaps
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/22Organic compounds, e.g. vitamins
    • C11D9/30Organic compounds, e.g. vitamins containing nitrogen

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  • ABSTRACT A transparent soap composition, preferably in the form of a bar, which will maintain its transparency and surface gloss after repeated use comprising an admixture of saturated fatty acids and a branched chain C C saturated aliphatic monocarboxylic acid neutralized with an agent comprising a mixture of an alkaline sodium compound and an alkanolamine, and an alkanolamine.
  • the process of making such compositions comprises mixing the acids, neutralizing agent, and alkanolamine as a hot melt and forming the composition to the shape desired by cooling without further workmg.
  • the present invention comprises a transparent soap composition. preferably in the form of a bar, comprising an admixture of saturated free fatty acids and a branched chain C saturated monocarboxylic acid neutralized with an agent comprising a mixture of an alkaline sodium compoundand an alkanolamine, and an alkanolamine.
  • the invention also comprises the method of making such composition comprising forming a hot melt of the components and shaping the composition to the form desired by cooling and without further working of the composition.
  • the essential components of the composition are the saturated free fatty acids, branched chain C saturated aliphatic monocarboxylic acids. and alkanolamines as more particularly set forth hereinafter.
  • the usual preservatives. colorants, perfumes. bleaching agents, antioxidants, chelating agents, and the like can be added to the composition in their usual amounts and for their usual effects without detracting from the novel properties of the subject composition.
  • such cosmetic additives as glycerine, mineral oil, and the like. can be added in minor amounts in order to help reduce skin irritation, and in the case of glycerine to additionally help in preserving the transparent clarity of the composition.
  • these are preferably Clrna saturated fatty acids with mixtures of stearic, palmitic, myristic and lauric acids being preferred. While naturally occurring sources of such fatty acids can be used, whether in the form of a fat or an oil, such as coconut oil, these are not preferred. As to proportions of fatty acids in the mixtures thereof, the most satisfactory results are obtained when substantially equivalent amounts by weight of stearic, palmitic and myristic acid are used with the lauric acid being present in an amount of about 25% to 30% of the weight of myristic acid. In some formulations, the proportions of myristic and lauric acid can be reversed. While C saturated fatty acids have been indicated as a practical upper limit minor percentages of C acids such as aracludic can be tolerated.
  • the branched chain acid used must be a C saturated monocarboxylic acid, preferably one made by caroxylating alkenes.
  • suitable acids are the trialkylacetic acids. more commonly known as neoacids. 2-ethylhexanoic acid, oxoprocess acids (such as S-methyl heptanoic acid) and Versatic 911 acid (an acid of average molecular weight 175 composed of a mixture of saturated monocarboxylic acids, mainly of tertiary structure, having C C and C chain length).
  • neo-acids these are branched chain carboxylic acids produced from olefins and having the representative formula:
  • R, R, and R" are the same or different alkyl groups.
  • Some specific examples thereof are Neopentanoic acid (trimethylacetic acid), Neo-heptanoic acid (95% 2,2-dimethylpentanoic acid and 5% 2-ethyl-2- methylbutanoic acid), and Neo-decanoic acid (a mixture of C trialkylacetic acids typically having an alpha carbon configuration of 31% 2,2-dimethyl, 67% 2- methyl-Z-higher alkyl, and 2% 2,2-di-higher alkyl
  • C C saturated monocarboxylic acids alone is preferred. but certain dibasic and tribasic branched chain saturated acids can be used in combination therewith.
  • Such polybasic acids can be substituted for up to 50% by weight of the monocarboxylic acid.
  • Examples of such polybasic acids are the C aliphatic dibasic acids and C trimer acids containing alkyl side chains. Specific examples are Hystrene 3695 (95% dimer, 4% trimer, 1% monomer), Hystrene 3880 (83% dimer. 17% trimer). Hystrene 3675 dimer, 25% trimer), Empol 1010 (97% dimer. 3% trimer). Empol 1014 (95% dimer. 4% trimer, 1% monomer), and Hystrene 5440 (20% dimer, trimer).
  • the neutralizing agent comprises a combination of an alkaline sodium compound. such as sodium hydroxide or sodium carbonate. with an alkanolamine.
  • the alkanolamine preferred is triethanolamine because the monoalkanolamines such as monoethanolamine tend to have an undesireable odor which is difficult to mask even with perfumes. With respect to dialkanolamines.
  • the preferred neutralizing agent is a combination of sodium hydroxide and triethanolamine.
  • the amount of neutralizing agent used is that required to neutralize the acids. i.e.. the combination of the fatty acids and branched chain saturated acids discussed above.
  • the alkanolamine is preferably added in an amount exceeding that required to neutralize the acids since the final product requires an excess of alkanolamine.
  • the composition should include an amount of alkanolamine. preferably triethanolamine. above that required in the composition for neutralization of from about to 45 parts by weight based on 100 parts by weight of the composition.
  • proportions from about 10 to about parts by weight. based on the total weight of the soap base. must comprise a branched chain C5113 saturated acid and the fatty acid should comprise from about to 75 parts by weight. with the proportion of alkanolamine noted above. or more of the total composition.
  • This soap base comprises at least 50% by weight of the final soap bar.
  • the remainder of the composition, if other materials are added, can comprise the preservatives, colorants. perfumes and other conventional additives as discussed above which are usually added in minor amounts.
  • the method of making the composition is different from that ordinarily employed in making soap.
  • a neutralizing agent such as a mixture of sodium hydroxide and triethanolamine.
  • the heating and neutralization are carried out at a temperature of about 130F to 210F and in any conventional equipment such as vats provided with stirrers and heating means.
  • To this hot melt there are also added the other components of the soap including additional alkanolamine if an excess thereof was not added with the neutralizing agent.
  • the hot melt is then solidified by being cooled and can be shaped during cooling to any desired form. as bars. utilizing the usual and well known molding equipment present employed for the purpose of shaping soaps.
  • the resultant bars were clear and transparent to the eye and had a high surface gloss with the transparency and surface gloss being retained after repeated usage of the bars.
  • Example I The procedure of Example I was followed except that the orthotolyl biguanide and glycerine were included with the acids and hydrosulfite.
  • the products were clear and transparent to the eye with surface gloss present after repeated usage and subsequent drying.
  • Example ll The procedure of Example ll was followed and the products were clear and transparent to the eye with surface gloss present after repeated usage and subsequent drying.
  • Example IV The process of Example I is followed except that for the Neodecanoic acid used therein there is substituted, separately and in turn an equal proportion of 2-ethylhexanoic acid, Versatic 911 acid, neopentanoic acid, and neo-heptanoic acid. In each case the finished product has a high surface gloss and retains such gloss upon repeated usage.
  • Example II The procedure of Example II was followed with respect to the glycerine addition with the antioxidant being included in the preblend.
  • the perfume and color was added to and dispersed in the homogeneous mixture just prior to the mixture being poured into molds.
  • soap bar is meant to define a solidified soap of any shape. i.e.. round, rectangular, square, or any of the myriad shapes in which soaps can be molded.
  • the method of making transparent soap bars comprising the steps of admixing at a temperature of from about 130F to 210F about 25 to parts by weight based on the total weight of the combined components of a C ,C saturated straight chain fatty acid and about 10 to 20 parts by weight based on the total of the combined components of a branch chain C -C saturated unsubstituted aliphatic monocarboxylic acid to form a substantially homogeneous mixture.
  • neutralizing said acids of said mixture while maintaining the mixture at said temperature, by adding thereto a neutralizing agent in an amount at least sufficient to neutralize said acid, and cooling said mixture;
  • said neutralizing agent consisting essentially of an alkaline sodium compound present in an amount sufficient to neutralize from about 40 to percent of the acids and an ethanolamine selected from diethanolamine, triethanolamine and mixtures thereof in an amount above that required for neutralization.
  • fatty acid is a combination of stearic, palmitic. myristic. and lauric acids
  • the branched chain acid is C -trialkylacetic acids
  • the sodium compound is sodium hydroxide
  • the alkanolamine is triethanolamine.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

A transparent soap composition, preferably in the form of a bar, which will maintain its transparency and surface gloss after repeated use comprising an admixture of saturated fatty acids and a branched chain C5- C18 saturated aliphatic monocarboxylic acid neutralized with an agent comprising a mixture of an alkaline sodium compound and an alkanolamine, and an alkanolamine. The process of making such compositions comprises mixing the acids, neutralizing agent, and alkanolamine as a hot melt and forming the composition to the shape desired by cooling without further working.

Description

United States Patent ONeill et al.
METHOD OF MAKING TRANSPARENT SOAP BARS Inventors: John J. ONeill, Cresskill; Joseph A.
Komor, Ramsey; Thomas E. Babcock, Mahwah, all of N.J.; Robert J. Edmundson, Cornwall; Edward G. Shay, Suffern, both of NY.
Assignee: Avon Products, Inc., Suffern, NY.
Filed: Sept. 11, 1973 Appl. No.: 396,230
Related US. Application Data Division of Ser. No. 191,794, Oct. 22, 1971, Pat. No. 3,793,214.
US. Cl. 252/117; 252/117; 252/118; 252/132; 252/134; 252/370; 252/DIG. 16
Int. Cl. ..C1lD 7/32; C1 1D 13/16; CllD 17/00 Field of Search 252/108, 117, 118, 134, 252/132, DIG. 16, 368, 369, 370, 174
References Cited UNITED STATES PATENTS 7/1970 De Acetis 252/108 3,562,167 2/1971 Kamen 252/121 3,607,761 9/1971 Feighner 252/108 3,654,167 4/1972 Akrongold 252/119 Primary E.\-aminer-Harvey E. Behrend Assistant E.\'aminerRalph Palo Attorney, Agent, or Firm-Pennie & Edmonds [57] ABSTRACT A transparent soap composition, preferably in the form of a bar, which will maintain its transparency and surface gloss after repeated use comprising an admixture of saturated fatty acids and a branched chain C C saturated aliphatic monocarboxylic acid neutralized with an agent comprising a mixture of an alkaline sodium compound and an alkanolamine, and an alkanolamine. The process of making such compositions comprises mixing the acids, neutralizing agent, and alkanolamine as a hot melt and forming the composition to the shape desired by cooling without further workmg.
4 Claims, No Drawings METHOD OF MAKING TRANSPARENT SOAP BARS This is a division of application Ser. No. 191 .784 filed Oct. 22, 1971, now US. Pat. No. 3,793,214.
BACKGROUND OF THE INVENTION Numerous attempts have been made to have transparent soap compositions, such as soap bars, which will maintain their initial glassy, high gloss appearance and transparency after repeated use. It is well known that with respect to such products the appearance thereof. particularly high gloss, is an important factor in public acceptance. Heretofore it has not been possible to obtain the combination of maintenance of transparency and high gloss appearance even though various formulation modifications have been made. Thus, US. Pat. No. 3,155,824 is directed to obtaining transparency by the addition of certain polyhydric alcohols to superfatted transparent soap bars. Others, as in US. Pat. No. 2,9 70,1 16, require certain processing steps in order to obtain the desired degree of transparency. Maintenance of such glossy appearance is also difficult in washing compositions generally whether or not they be of the transparent type, as best illustrated in US. Pat. No. 3,223,645. This patent shows that a high glossy surface appearance can be obtained by the addition of certain proportions of sodium and potassium chloride and by carefully regulating the amount of sodium and potassium cation portion of the soap. Also, as set forth in US. Pat. No. 2,820,768, transparent soaps have been made by first saponifying certain fats with the sodium compound and then adding thereto triethanolammonium salts of fatty acids. The resultant products, however, are not satisfactory in that they are only transluscent and do not maintain their surface gloss.
None of these methods or formulations, however, has been found to produce a transparent soap composition, such as a bar, which retains its transparency as well as its initial glossy appearance after repeated usage.
SUMMARY OF THE INVENTION A transparent soap composition and method of making same has now been found which results in products that maintain their transparency as well as their glossy surface appearance even after repeated usage.
The present invention comprises a transparent soap composition. preferably in the form of a bar, comprising an admixture of saturated free fatty acids and a branched chain C saturated monocarboxylic acid neutralized with an agent comprising a mixture of an alkaline sodium compoundand an alkanolamine, and an alkanolamine. The invention also comprises the method of making such composition comprising forming a hot melt of the components and shaping the composition to the form desired by cooling and without further working of the composition.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT The essential components of the composition are the saturated free fatty acids, branched chain C saturated aliphatic monocarboxylic acids. and alkanolamines as more particularly set forth hereinafter. In addition, the usual preservatives. colorants, perfumes. bleaching agents, antioxidants, chelating agents, and the like can be added to the composition in their usual amounts and for their usual effects without detracting from the novel properties of the subject composition. Also, such cosmetic additives as glycerine, mineral oil, and the like. can be added in minor amounts in order to help reduce skin irritation, and in the case of glycerine to additionally help in preserving the transparent clarity of the composition.
With respect to the free fatty acids used, these are preferably Clrna saturated fatty acids with mixtures of stearic, palmitic, myristic and lauric acids being preferred. While naturally occurring sources of such fatty acids can be used, whether in the form of a fat or an oil, such as coconut oil, these are not preferred. As to proportions of fatty acids in the mixtures thereof, the most satisfactory results are obtained when substantially equivalent amounts by weight of stearic, palmitic and myristic acid are used with the lauric acid being present in an amount of about 25% to 30% of the weight of myristic acid. In some formulations, the proportions of myristic and lauric acid can be reversed. While C saturated fatty acids have been indicated as a practical upper limit minor percentages of C acids such as aracludic can be tolerated.
The branched chain acid used must be a C saturated monocarboxylic acid, preferably one made by caroxylating alkenes. Examples of suitable acids are the trialkylacetic acids. more commonly known as neoacids. 2-ethylhexanoic acid, oxoprocess acids (such as S-methyl heptanoic acid) and Versatic 911 acid (an acid of average molecular weight 175 composed of a mixture of saturated monocarboxylic acids, mainly of tertiary structure, having C C and C chain length). With respect to the neo-acids, these are branched chain carboxylic acids produced from olefins and having the representative formula:
wherein R, R, and R" are the same or different alkyl groups. Some specific examples thereof are Neopentanoic acid (trimethylacetic acid), Neo-heptanoic acid (95% 2,2-dimethylpentanoic acid and 5% 2-ethyl-2- methylbutanoic acid), and Neo-decanoic acid (a mixture of C trialkylacetic acids typically having an alpha carbon configuration of 31% 2,2-dimethyl, 67% 2- methyl-Z-higher alkyl, and 2% 2,2-di-higher alkyl The use of C C saturated monocarboxylic acids alone is preferred. but certain dibasic and tribasic branched chain saturated acids can be used in combination therewith. Such polybasic acids can be substituted for up to 50% by weight of the monocarboxylic acid. Examples of such polybasic acids are the C aliphatic dibasic acids and C trimer acids containing alkyl side chains. Specific examples are Hystrene 3695 (95% dimer, 4% trimer, 1% monomer), Hystrene 3880 (83% dimer. 17% trimer). Hystrene 3675 dimer, 25% trimer), Empol 1010 (97% dimer. 3% trimer). Empol 1014 (95% dimer. 4% trimer, 1% monomer), and Hystrene 5440 (20% dimer, trimer).
The neutralizing agent comprises a combination of an alkaline sodium compound. such as sodium hydroxide or sodium carbonate. with an alkanolamine. The alkanolamine preferred is triethanolamine because the monoalkanolamines such as monoethanolamine tend to have an undesireable odor which is difficult to mask even with perfumes. With respect to dialkanolamines.
it is best not to use such alone but in combination with the triethanolamine. and then they should not be substituted for more than about 50% by weight of the triethanolamine nor used in amount less than about by weight of the triethanolamine. In the combination sufficient alkaline sodium compound is used to neutralize completely from about 40% to 80% of the total fatty acid content. The preferred neutralizing agent is a combination of sodium hydroxide and triethanolamine. The amount of neutralizing agent used is that required to neutralize the acids. i.e.. the combination of the fatty acids and branched chain saturated acids discussed above. The alkanolamine is preferably added in an amount exceeding that required to neutralize the acids since the final product requires an excess of alkanolamine. Specifically. the composition should include an amount of alkanolamine. preferably triethanolamine. above that required in the composition for neutralization of from about to 45 parts by weight based on 100 parts by weight of the composition.
As previously noted. additional materials. such as preservatives. antioxidants, colorants. and perfumes can also be used in their usual proportions and for their usual effect.
As to proportions. from about 10 to about parts by weight. based on the total weight of the soap base. must comprise a branched chain C5113 saturated acid and the fatty acid should comprise from about to 75 parts by weight. with the proportion of alkanolamine noted above. or more of the total composition. This soap base comprises at least 50% by weight of the final soap bar. The remainder of the composition, if other materials are added, can comprise the preservatives, colorants. perfumes and other conventional additives as discussed above which are usually added in minor amounts.
The method of making the composition is different from that ordinarily employed in making soap. First, the fatty acids and branched chain acids are heated and then neutralized with a neutralizing agent (such as a mixture of sodium hydroxide and triethanolamine). The heating and neutralization are carried out at a temperature of about 130F to 210F and in any conventional equipment such as vats provided with stirrers and heating means. To this hot melt there are also added the other components of the soap including additional alkanolamine if an excess thereof was not added with the neutralizing agent. The hot melt is then solidified by being cooled and can be shaped during cooling to any desired form. as bars. utilizing the usual and well known molding equipment present employed for the purpose of shaping soaps.
The invention will be further described in connection with the following examples, which are set forth for purposes of illustration only and in which proportions are by weight unless specifically stated to the contrary.
EXAMPLE 1 Transparent soap bars were prepared using the following formulation:
-continued INGREDIENTS "1 BY WEIGHT Sodium Hydrosultite (25% Solution) 0.047 l'ricthzmolumine (Technical grade) 37.563 Sodium Hydroxide 6,456 Water 6.456 Versenex (Pentasodium salt of diethylenetriaminepentaacctic acid) 0.176
1. 45% Stearic acid and 55% Palmitic acid 2. Triethanolamine and 15% Diethanolamine The fatty acids, branched chain acid, and sodium hydrosulfite were heated at F with stirring until a substantially homogeneous molten mass was formed. To this molten mass there was slowly added a preblend of sodium hydroxide, triethanolamine. Versenex 80. and water. The entire mixture was stirred until homogeneous and neutralization of the acids was complete and then poured into standard soap bar molds where the mass was permitted to cool to form the shaped bars.
The resultant bars were clear and transparent to the eye and had a high surface gloss with the transparency and surface gloss being retained after repeated usage of the bars.
EXAMPLE 11 Transparent soap bars were prepared using the following formulation:
The procedure of Example I was followed except that the orthotolyl biguanide and glycerine were included with the acids and hydrosulfite.
The products were clear and transparent to the eye with surface gloss present after repeated usage and subsequent drying.
EXAMPLE III Transparent soap bars were prepared using the following formulation:
% BY WEIGHT INGREDIENTS Versatic Acid 911 14.4793 Stearic Acid (Triple press grade) 14.4793 Myristic Acid 79403 Laurie Acid 2.3353 Glycerine 20.0840 Triethanolamine (Technical grade) 29.8925 Sodium Hydroxide 5.1377 Water 5.1377 Versenex 80 0.1403 Ortho Tolyl Biguanide 0.2802 Sodium Hydrosulfite (25% Solution) 0.0934
The procedure of Example ll was followed and the products were clear and transparent to the eye with surface gloss present after repeated usage and subsequent drying.
EXAMPLE IV The process of Example I is followed except that for the Neodecanoic acid used therein there is substituted, separately and in turn an equal proportion of 2-ethylhexanoic acid, Versatic 911 acid, neopentanoic acid, and neo-heptanoic acid. In each case the finished product has a high surface gloss and retains such gloss upon repeated usage.
EXAMPLE V Transparent soap bars were formed using the following formulation:
INGREDIENTS Fl BY WEIGHT Neo-Decanoic Acid 16 Empol H] Dimer Acid 2.6 Stearic Acid (Triple pressed grade) 20.0 Myristic Acid 9.7 Lauric Acid 2.6 Sodium Hydrosulfite (71 solution) 0.2 Antioxidant (Sopanox) 0.3 Glycerine 6.6 Triethanolamine (Technical grade) 37.6 50% Sodium Hydroxide 8.5 Demineralized Water 6.0 Versenex 80 ().l Lilac perfume (Compound 2-2368) 3.0 Violet color (C.S. D&C Violet No. 2) 0.2
The procedure of Example II was followed with respect to the glycerine addition with the antioxidant being included in the preblend. The perfume and color was added to and dispersed in the homogeneous mixture just prior to the mixture being poured into molds.
Transparent and high gloss soap bars were formed which maintains such characteristics after repeated usage.
While the exact theory of the instant invention is not precisely understood, it is believed that the glassy or high gloss surface appearance of the soap composition of the invention which is maintained after repeated use is due to the fact that the particular combination of fatty acids and branched chain saturated acid prevents phase separation during usage into substances that are not transparent and which would tend to give the surface of the soap a cloudy, dull. opaque appearance.
As used herein, the term soap bar" is meant to define a solidified soap of any shape. i.e.. round, rectangular, square, or any of the myriad shapes in which soaps can be molded.
It will be understood that it is intended to cover all changes and modifications of the disclosure of the invention herein chosen for the purpose of illustration which do not constitute departures from the spirit and scope of the invention.
What is claimed is:
l. The method of making transparent soap bars comprising the steps of admixing at a temperature of from about 130F to 210F about 25 to parts by weight based on the total weight of the combined components of a C ,C saturated straight chain fatty acid and about 10 to 20 parts by weight based on the total of the combined components of a branch chain C -C saturated unsubstituted aliphatic monocarboxylic acid to form a substantially homogeneous mixture. neutralizing said acids of said mixture, while maintaining the mixture at said temperature, by adding thereto a neutralizing agent in an amount at least sufficient to neutralize said acid, and cooling said mixture; said neutralizing agent consisting essentially of an alkaline sodium compound present in an amount sufficient to neutralize from about 40 to percent of the acids and an ethanolamine selected from diethanolamine, triethanolamine and mixtures thereof in an amount above that required for neutralization.
2. The method of claim 1 wherein the ethanolamine is added in an amount sufficient to be present in from about 15 to 45 parts by weight of the final combined components.
3. The method of claim 1 wherein the fatty acid is a combination of stearic, palmitic. myristic. and lauric acids, the branched chain acid is C -trialkylacetic acids, the sodium compound is sodium hydroxide and the alkanolamine is triethanolamine.
4. The method of claim 1 wherein a polybasic branch chain saturated acid selected from the group consisting of C aliphatic diabasic acids and C trimer acids containing alkyl side chains and mixtures thereof, substituted for not more than 50% by weight of the branched chain C -C saturated aliphatic monocar- UNITED STATES PATENT OFFICE 7 CERTIFICATE OF CORRECTION PATENT NO. 3,926,828 D T 1 December 16 1975 INVENTOR(S) John J. O'Neill, Joseph A. Komer, Thomas E. Babcock,
I I Robert J. Edmundson and Edward G. Shax It IS certified that error appears In the above-ldentlfled patent and that sad Le ters Patent are hereby corrected as shown below:
Col. 1, line 18, "3,155,824" should be -3,l55,624
Col. 1, line 51, "CS-C18" should be C C col, 1, line 63, "c should be --c -c Col. 2, line 9, "CR-C18" should be -C -C Col. 2, line 24, "c should be --c -c colya, line 29, "c should be --c -c Col. 6-, line 43, "diabasic" should be dibasic-.
Signed and Scaled this I h [SEAL] D Of Aprzl1976 RUTH C. MASON C. MARSHALL DANN Commissioner ujPalenrs and Trademarks Arresting Officer UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Q PATENT NO. 1 3,926,828
DATED 1 December 16, 1975 INVENT0R(5) 1 John J. O'Neill, Joseph A. Komer, Thomas E. Babcock,
Robert J. Edmundson and Edward G. Shax It rscertrfled that error appears m the above-rdentrfred patent and that sard Le ters Patent are hereby corrected as shown below:
Col. 1, line 18, "3,155,824" should be -3,l55,624
I I! Col. 1, llne 51, C C18 should be C C 8 r u Ir Col. 1, llne 63, C C18 should be C C 'I l Col. 2, line 9, C C18 should be C C C01. 2, llne 24, C should be -C C Q I ll Col. 3, llne 29, C C18 should be C C C01. 6-, line 43, "diabasic" should be -dibasic-.
a Signed and Sealed this sixth Day of April1976 [SEAL] Arrest:
RUTH c. ru rsou c. MARSHALL DANN Commissioner oj'Parenrs and Trademarkx

Claims (4)

1. THE METHOD OF MAKING TRANSPARENT SOAP BARS COMPRISING THE STEPS OF ADMIXING AT A TEMPERATURE OF FROM ABOUT 130*F TO 210*F ABOUT 25 TO 75 PARTS BY WEIGHT BASED ON THE TOTAL WEIGHT OF THE COMBINED COMPONENTS OF A C12-C18 SATURATED STRAIGHT CHAIN FATTY ACID AND ABOUT 10 TO 20 PARTS BY WEIGHT BASED ON THE TOTAL OF THE COMBINED COMPONENTS OF A BRANCH CHAIN C5-C18 SATURATED UNSUBSTITUTED ALIPHATIC MONOCARBOXYLIC ACID TO FORM A SUBSTANTIALLY HOMOGENEOUS MIXTURE, NEUTRALIZING SAID ACIDS OF SAID MIXTURE, WHILE MAINTAINING THE MIXTURE AT SAID TEMPERATURE, BY ADDING THERETO A NEUTRALIZING AGENT IN AN AMOUNT AT LEAST SUFFICIENT TO NEUTRALIZE SAID ACID, AND COOLING SAID MIXTURE, SAID NEUTRALIZING AGENT CONSISTING ESSENTIALLY OF AN ALKALINE SODIUM COMPOUND PRESENT IN AN AMOUNT SUFFICIENT TO NEUTRALIZE FROM ABOUT 40 TO 80 PERCENT OF THE ACIDS AND AN ETHANOLAMINE SELECTED FROM DIETHANOLAMINE, TRIETHANOLAMINE AND MIXTURES THEREOF IN AN AMOUNT ABOVE THAT REQUIRED FOR NEUTRALIZATION.
2. The method of claim 1 wherein the ethanolamine is added in an amount sufficient to be present in from about 15 to 45 parts by weight of the final combined components.
3. The method of claim 1 wherein the fatty acid is a combination of stearic, palmitic, myristic, and lauric acids, the branched chain acid is C10-trialkylacetic acids, the sodium compound is sodium hydroxide and the alkanolamine is triethanolamine.
4. The method of claim 1 wherein a polybasic branch chain saturated acid selected from the group consisting of C36 aliphatic diabasic acids and C54 trimer acids containing alkyl side chains and mixtures thereof, substituted for not more than 50% by weight of the branched chain C5-C18 saturated aliphatic monocarboxylic acid.
US396230A 1971-10-22 1973-09-11 Method of making transparent soap bars Expired - Lifetime US3926828A (en)

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US4078482A (en) * 1976-06-16 1978-03-14 Tokyo International Products, Inc. Method of embossing indicia on soap with an elastomeric coated printing head
US4165293A (en) * 1977-05-16 1979-08-21 Amway Corporation Solid transparent cleanser
US4240760A (en) * 1978-07-21 1980-12-23 Brewster Laboratories, Inc. Foam scrubbing device incorporating a cleanser
US4273684A (en) * 1979-05-03 1981-06-16 Ajinomoto Co., Inc. Transparent detergent bar
US4290904A (en) * 1980-12-01 1981-09-22 Neutrogena Corporation Transparent soap
EP0071987A1 (en) * 1981-08-10 1983-02-16 Armour-Dial, Inc. Soap making process
FR2532655A1 (en) * 1982-09-02 1984-03-09 Colgate Palmolive Co PROCESS FOR PRODUCING ANTIBACTERIAL TRANSLUCENT SOAP
US4468338A (en) * 1983-06-13 1984-08-28 Purex Corporation Transparent soap composition
US4493786A (en) * 1982-09-02 1985-01-15 Colgate-Palmolive Company Translucent soaps and processes for manufacture thereof
US4741854A (en) * 1986-11-04 1988-05-03 Lever Brothers Company Transparent toilet soap of light color
US4762642A (en) * 1982-09-02 1988-08-09 Colgate-Palmolive Company Process for manufacturing translucent antibacterial soap
WO1988006617A1 (en) 1987-02-26 1988-09-07 Finetex, Inc. Transparent combination soap-synthetic detergent bar
JPS63275700A (en) * 1987-04-30 1988-11-14 ニュウトロゼナ コーポレイション Transparent soap and continuous production thereof
EP0296431A2 (en) * 1987-06-25 1988-12-28 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
EP0335640A2 (en) * 1988-03-31 1989-10-04 Unilever Plc Transparent soap bars
US4874538A (en) * 1985-10-29 1989-10-17 The Procter & Gamble Company Toilet soap bar compositions containing water soluble polymers
US4923627A (en) * 1988-10-19 1990-05-08 Colgate-Palmolive Company Hard translucent high moisture soap bar
US4988453A (en) * 1989-03-03 1991-01-29 Lever Brothers Company, Division Of Conopco, Inc. Transparent soap bar containing a monohydric and dihydric alcohol
US5082600A (en) * 1989-04-26 1992-01-21 Ethyl Corporation Transparent soap bar process using trialkylamine oxide dihydrate
WO1992009679A1 (en) * 1990-11-26 1992-06-11 The Procter & Gamble Company Shaped solid made with a rigid, interlocking mesh of neutralized carboxylic acid
TR25393A (en) * 1989-10-27 1993-03-01 Hughes Aircraft Co BREEDED VIBRATION TEST SYSTEM
US5217639A (en) * 1991-12-05 1993-06-08 Elizabeth Arden Company, Division Of Conopco, Inc. Dual phase toilet bar containing a clear portion and an opaque portion joined along a single curvelinear shaped surface
WO1993019158A1 (en) * 1992-03-20 1993-09-30 The Procter & Gamble Company Neutral ph freezer bar and process
US5310495A (en) * 1986-11-04 1994-05-10 Lever Brothers Company, Division Of Conopco, Inc. Transparent soap bar
US5340492A (en) * 1990-11-26 1994-08-23 The Procter & Gamble Company Shaped solid made with a rigid, interlocking mesh of neutralized carboxylic acid
US5417876A (en) * 1993-10-25 1995-05-23 Avon Products Inc. Transparent soap formulations and methods of making same
US5518665A (en) * 1993-01-11 1996-05-21 Ajinomoto Co., Inc. Transparent solid detergents
US5529714A (en) * 1993-10-25 1996-06-25 Avon Products Inc. Transparent soap formulations and methods of making same
US5626685A (en) * 1985-10-18 1997-05-06 Spindler; William E. Method of removing a water insoluble surface coating from a surface
WO1999020728A1 (en) * 1997-10-16 1999-04-29 Henkel Corporation Personal care washing bars containing dimer acids and their derivatives
US5962382A (en) * 1996-07-02 1999-10-05 Johnson & Johnson Consumer Products, Inc. Clear, colorless soap bar with superior mildness, lathering and discoloration resistance
US5993371A (en) * 1996-01-22 1999-11-30 Henkel Corporation Transparent soap bars containing alkyl polyglycosides
US6107262A (en) * 1996-09-12 2000-08-22 Noble, Ii; David S. Enhanced light transmission transparent bar and method of manufacture thereof
US20030236180A1 (en) * 1997-10-23 2003-12-25 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US6689728B2 (en) 2001-04-06 2004-02-10 The Dial Company Composite transparent bar soap containing visible soap insert(s)
US6706675B1 (en) 2002-08-30 2004-03-16 The Dial Corporation Translucent soap bar composition and method of making the same
US20040092419A1 (en) * 2000-02-22 2004-05-13 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
WO2010003819A1 (en) * 2008-07-10 2010-01-14 Unilever Nv A personal wash composition
EP2154234A1 (en) * 2007-06-06 2010-02-17 Kao Corporation Transparent solid soap
US20170051235A1 (en) * 2014-05-08 2017-02-23 Conopco, Inc., D/B/A Unilever Transparent extruded toilet soap
WO2024036124A1 (en) 2022-08-12 2024-02-15 The Procter & Gamble Company Solid dissolvable compositions
WO2024036120A1 (en) 2022-08-12 2024-02-15 The Procter & Gamble Company Solid dissolvable compositions
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US3903008A (en) * 1972-05-01 1975-09-02 Lanvin Charles Of The Ritz Inc Cleansing bar
US3864272A (en) * 1973-01-12 1975-02-04 Armour Dial Inc Process for making translucent soap bars
US4083796A (en) * 1974-08-06 1978-04-11 Armour-Dial, Inc. Dye system for soap and synthetic detergent bars
US4206069A (en) * 1976-04-22 1980-06-03 Colgate-Palmolive Company Transparent detergent pellets
US4256600A (en) * 1978-03-13 1981-03-17 The Greyhound Corp. Translucent soap bar containing citronellyl esters as lime soap dispersants
US4297230A (en) * 1979-02-06 1981-10-27 The Procter & Gamble Company Non-crystallizing transparent soap bars
DE3272256D1 (en) * 1981-04-07 1986-09-04 Mitsubishi Chem Ind Soap composition
GB8518910D0 (en) * 1985-07-26 1985-09-04 Procter & Gamble Ltd Toilet compositions
US4820438A (en) * 1988-01-29 1989-04-11 Quantum Chemical Corporation Novel soap bar composition
LU87179A1 (en) * 1988-03-24 1989-10-26 Oreal TRANSPARENT SOAP COMPOSITION BASED ON SOAP WITH FATTY ACID FROM FUET AND WATER AND AT LEAST ONE ALCANEDIOL-1,2
ZA882340B (en) * 1988-03-31 1989-12-27 Unilever Plc Transparent soap bar
JPH0676593B2 (en) * 1989-09-29 1994-09-28 株式会社資生堂 Transparent solid detergent
ZA9458B (en) * 1993-01-11 1995-08-07 Colgate Palmolive Co Soap composition containing sodium pyrophosphate
US5510049A (en) * 1993-09-09 1996-04-23 The Procter & Gamble Company Bar composition with N-alkoxy or N-aryloxy polyhydroxy fatty acid amide surfactant
US5500150A (en) * 1993-09-09 1996-03-19 The Procter & Gamble Company Solidified detergent additive with n-alkoxy polyhydroxy fatty acid amide and alkoxylated surfactant
US5489393A (en) * 1993-09-09 1996-02-06 The Procter & Gamble Company High sudsing detergent with n-alkoxy polyhydroxy fatty acid amide and secondary carboxylate surfactants
KR100516541B1 (en) * 1996-07-02 2005-12-16 존슨 앤드 존슨 컨수머 캄파니즈, 인코포레이티드 Transparent, colorless soap bar with excellent non-irritating, soap-free, and discoloration resistance
US6007585A (en) * 1997-10-15 1999-12-28 Avlon Industries, Inc. Hair brightening system
US6329330B1 (en) 1998-06-01 2001-12-11 Johnson & Johnson Consumer Companies, Inc Photostable compositions
MXPA04005118A (en) * 2001-11-30 2004-08-11 Unilever Nv Cosmetic composition comprising a fatty acid material and preparation method therefor.
US7674472B2 (en) * 2002-05-22 2010-03-09 Conopco, Inc. Method for preparing a cosmetic composition and cosmetic composition prepared by this method
GB0223793D0 (en) * 2002-10-14 2002-11-20 Unichema Chemie Bv Soap composition
US8093200B2 (en) 2007-02-15 2012-01-10 Ecolab Usa Inc. Fast dissolving solid detergent
WO2018033571A1 (en) * 2016-08-17 2018-02-22 Zobele Holding S.P.A. Water soluble pellet and method for manufacturing said water soluble pellet

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Cited By (63)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4078482A (en) * 1976-06-16 1978-03-14 Tokyo International Products, Inc. Method of embossing indicia on soap with an elastomeric coated printing head
US4165293A (en) * 1977-05-16 1979-08-21 Amway Corporation Solid transparent cleanser
US4240760A (en) * 1978-07-21 1980-12-23 Brewster Laboratories, Inc. Foam scrubbing device incorporating a cleanser
US4273684A (en) * 1979-05-03 1981-06-16 Ajinomoto Co., Inc. Transparent detergent bar
US4290904A (en) * 1980-12-01 1981-09-22 Neutrogena Corporation Transparent soap
EP0071987A1 (en) * 1981-08-10 1983-02-16 Armour-Dial, Inc. Soap making process
US4490280A (en) * 1982-09-02 1984-12-25 Colgate-Palmolive Company Process for manufacturing translucent antibacterial soap
US4493786A (en) * 1982-09-02 1985-01-15 Colgate-Palmolive Company Translucent soaps and processes for manufacture thereof
US4762642A (en) * 1982-09-02 1988-08-09 Colgate-Palmolive Company Process for manufacturing translucent antibacterial soap
FR2532655A1 (en) * 1982-09-02 1984-03-09 Colgate Palmolive Co PROCESS FOR PRODUCING ANTIBACTERIAL TRANSLUCENT SOAP
US4468338A (en) * 1983-06-13 1984-08-28 Purex Corporation Transparent soap composition
US5626685A (en) * 1985-10-18 1997-05-06 Spindler; William E. Method of removing a water insoluble surface coating from a surface
US4874538A (en) * 1985-10-29 1989-10-17 The Procter & Gamble Company Toilet soap bar compositions containing water soluble polymers
US4741854A (en) * 1986-11-04 1988-05-03 Lever Brothers Company Transparent toilet soap of light color
US5310495A (en) * 1986-11-04 1994-05-10 Lever Brothers Company, Division Of Conopco, Inc. Transparent soap bar
WO1988006617A1 (en) 1987-02-26 1988-09-07 Finetex, Inc. Transparent combination soap-synthetic detergent bar
US4851147A (en) * 1987-02-26 1989-07-25 Finetex, Inc. Transparent combination soap-synthetic detergent bar
JPH0637638B2 (en) 1987-04-30 1994-05-18 ニュウトロゼナ コーポレイション Transparent soap and its continuous production method
JPS63275700A (en) * 1987-04-30 1988-11-14 ニュウトロゼナ コーポレイション Transparent soap and continuous production thereof
EP0294010A1 (en) * 1987-04-30 1988-12-07 Neutrogena Corporation Process and apparatus for the continuous production of transparent soap
EP0296431A2 (en) * 1987-06-25 1988-12-28 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
EP0296431A3 (en) * 1987-06-25 1990-12-05 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
EP0335640A3 (en) * 1988-03-31 1990-10-10 Unilever Plc Transparent soap bars
US5041234A (en) * 1988-03-31 1991-08-20 Lever Brothers Company, Division Of Conopco, Inc. Transparent soap bars which may contain short chain monohydric alcohols, and a method of making the same
EP0335640A2 (en) * 1988-03-31 1989-10-04 Unilever Plc Transparent soap bars
US4923627A (en) * 1988-10-19 1990-05-08 Colgate-Palmolive Company Hard translucent high moisture soap bar
US4988453A (en) * 1989-03-03 1991-01-29 Lever Brothers Company, Division Of Conopco, Inc. Transparent soap bar containing a monohydric and dihydric alcohol
US5082600A (en) * 1989-04-26 1992-01-21 Ethyl Corporation Transparent soap bar process using trialkylamine oxide dihydrate
TR25393A (en) * 1989-10-27 1993-03-01 Hughes Aircraft Co BREEDED VIBRATION TEST SYSTEM
TR27291A (en) * 1990-11-26 1994-12-28 Procter & Gamble Neutralized corboxyl acid is formed by a rigid mesh structure that locks into each other.
US5340492A (en) * 1990-11-26 1994-08-23 The Procter & Gamble Company Shaped solid made with a rigid, interlocking mesh of neutralized carboxylic acid
WO1992009679A1 (en) * 1990-11-26 1992-06-11 The Procter & Gamble Company Shaped solid made with a rigid, interlocking mesh of neutralized carboxylic acid
US5217639A (en) * 1991-12-05 1993-06-08 Elizabeth Arden Company, Division Of Conopco, Inc. Dual phase toilet bar containing a clear portion and an opaque portion joined along a single curvelinear shaped surface
WO1993019158A1 (en) * 1992-03-20 1993-09-30 The Procter & Gamble Company Neutral ph freezer bar and process
TR26996A (en) * 1992-03-20 1994-09-13 Procter & Gamble Neutral pH freezer pattern and method.
US5518665A (en) * 1993-01-11 1996-05-21 Ajinomoto Co., Inc. Transparent solid detergents
US5417876A (en) * 1993-10-25 1995-05-23 Avon Products Inc. Transparent soap formulations and methods of making same
US5529714A (en) * 1993-10-25 1996-06-25 Avon Products Inc. Transparent soap formulations and methods of making same
US5993371A (en) * 1996-01-22 1999-11-30 Henkel Corporation Transparent soap bars containing alkyl polyglycosides
US5962382A (en) * 1996-07-02 1999-10-05 Johnson & Johnson Consumer Products, Inc. Clear, colorless soap bar with superior mildness, lathering and discoloration resistance
US6107262A (en) * 1996-09-12 2000-08-22 Noble, Ii; David S. Enhanced light transmission transparent bar and method of manufacture thereof
WO1999020728A1 (en) * 1997-10-16 1999-04-29 Henkel Corporation Personal care washing bars containing dimer acids and their derivatives
US6949502B2 (en) 1997-10-23 2005-09-27 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US20040087461A1 (en) * 1997-10-23 2004-05-06 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US20040097392A1 (en) * 1997-10-23 2004-05-20 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US6916777B2 (en) 1997-10-23 2005-07-12 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US20050153869A1 (en) * 1997-10-23 2005-07-14 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US20030236180A1 (en) * 1997-10-23 2003-12-25 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US20040092419A1 (en) * 2000-02-22 2004-05-13 The Procter & Gamble Company Fatty acids, soaps, surfactant systems, and consumer products based thereon
US6890894B2 (en) 2000-02-22 2005-05-10 The Procter & Gamble Company Fatty acids, soaps surfactant systems, and consumer products based thereon
US6689728B2 (en) 2001-04-06 2004-02-10 The Dial Company Composite transparent bar soap containing visible soap insert(s)
US6706675B1 (en) 2002-08-30 2004-03-16 The Dial Corporation Translucent soap bar composition and method of making the same
EP2154234A1 (en) * 2007-06-06 2010-02-17 Kao Corporation Transparent solid soap
EP2154234A4 (en) * 2007-06-06 2011-05-25 Kao Corp Transparent solid soap
WO2010003819A1 (en) * 2008-07-10 2010-01-14 Unilever Nv A personal wash composition
EA023242B1 (en) * 2008-07-10 2016-05-31 Юнилевер Н.В. Method of cleansing skin
US20170051235A1 (en) * 2014-05-08 2017-02-23 Conopco, Inc., D/B/A Unilever Transparent extruded toilet soap
US9695387B2 (en) * 2014-05-08 2017-07-04 Conopco, Inc. Transparent extruded toilet soap
WO2024036124A1 (en) 2022-08-12 2024-02-15 The Procter & Gamble Company Solid dissolvable compositions
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