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Publication numberUS2055581 A
Publication typeGrant
Publication dateSep 29, 1936
Filing dateDec 15, 1933
Priority dateDec 21, 1932
Publication numberUS 2055581 A, US 2055581A, US-A-2055581, US2055581 A, US2055581A
InventorsLeben Jack
Original AssigneeOrmul Products Ltd
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Soap compositions
US 2055581 A
Abstract  available in
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Claims  available in
Description  (OCR text may contain errors)

Patented Sept. 29, 1936 i UNITED STATES PATENT OFFICE 2.05am soar comos'rrrons Jack Leben, Bushey, England, assignor to Ormnl Products, Limited. London, England No Drawing. Application December 15, 1933, Serial No. 102,643. In Great Britain December (llaiml. (01. 87-5) This invention relates to compositions of matused in accordance with the invention, the folter containing soaps, the wordsoap being used lowing are given:- hereinafter as indicating alkali metal compounds Benzoic acid and its homologues, and derivaof fatty acids or sulphonation products or detives, the toluic acids and the like: or chloroor 6 rivatives thereo nitro-benzoic acids or anthranilic acid and the is One of the objects of the invention is to prolike; vide compositions of matter possessing quick and Salicylic acid and its derivatives and-homocopious and yet lasting lathering properties. logues such as thiosalicylic, acetylsalicylic; gallic,

A further object of the invention is to provide tannic acids, ortannin and the like; 10 compositions of matter adapted to be employed Homologues andderivatives of phenylacetic l0 for the purposes to which soaps are normally acid, for instance amino-phenylacetic acid, or

employed and particularly compositions of mathydrocinnamic acid and the like; ter containing soaps possessing a high degree of Thephthalic acids, their homologues and destability in storage and use and which, for. in-- rivatives such as mellitic acid, phthalimide and stance, do not develop rancidity whereby, for the like.

instance, in the production of perfumed saponl- The alkylolamine salts of poly-carboxylic fled compositions a change in odor will be avoided acids employed in accordance with the invenand the employment of large proportions of tion may be those in which all or only certain of masking perfumes rendered unnecessary. the carboxylic groups are combined with alkylolprovide compositions of matter adapted for-use ing carboxylic groups may be combined with as detergents and other purposes to which soaps other organic or with inorganic bases. are applied which in the presence of water are The alkylolamine salts may be compounds of more resistant to hydrolysis and which will not mono-, di-, or trlalkylolamines, for instance,

A still further object of the invention is to amine residues and in the latter case the remain- 20 saponify or otherwise decompose fatty matter. mono-, di-, or triethanolamines. or propanol- 25 The invention is based upon the observation amines and the like.

that the foregoing objects may be achieved by the Generally, however, salts of commercial ethaincorporation with alkali-metal salts of higher nolamine will be used.

fatty acids, of a proportion of alkylolamine salts In the production of compositions in accord- The alkylolamine salts employed may be almay be first formed and then added to the other kylolamine salts of acids containing mono-cyclic constituents of the composition, for instance, to or poly-cyclic groups and they may be salts of a preformed body of soap or the salts may be substituted or unsubstituted aromatic mono or formed in situ in the composition. poly carbocyclic. acids including salts of acids Thus, for example the soap may be mixed with 35 in which one or more of the hydrogen atoms an alkylolamine and theacid employed for formof the nucleus or a side-chain are replaced ing the salt of the alkylolamine added at the same by groups such as the hydroxyl group, the nitro time or subsequently. group, the amino group, an alkyl. group or by The following particulars are given by way of halogens, for instance, chlorine, or acids in which example to illustrate suitable manners of carry- 44 the hydrogen atom of an hydroxyl group ating the invention into effect:- tached to the nucleus or to a side-chain issubsti- Exam Z8 1 tuted by an acyl or by an alkyl or aryl group. p

g Thus, alkylolamine salts of monocarboxylic 150 parts of commercial triethanolamine which acids in which the carboxylic group is directly consists of a mixture of mono-, di-', and tri-hy- 41 connected to the aromatic nucleus may be emdroxy-mono-, diand tri-ethylamine, the latter ployed as may also be acids in which the nucleus compound predominating, are warmed slightly is connected through a saturated or unsaturated and mixed with 125 parts of benzoic acid; heatside-chain with a carboxylic group. ing and agitation is continued until the acid dis- Further, there may be employed in accord-' solves in the triethanolamine to a pale yellow 5 ance with the invention alkylolamine salts of semi-liquid mass which solidifies on cooling. This acids in which an aromatic acyl group is concompound namely the benzoic acid salts of the nected with an amino aliphatic acid. alkylolamines which is more or less crystalline, is As examples of acids containing a carbocyclic dissolved in warm water or in warm glycerinated 55. group, the alkylolamine salts of which may be water, that is water containing a small percent- 5 of aromatic carboxylic'acids. ance with the invention, the alkylolamine salts b 140 parts of salicylic acid are stirred into 150 parts of commercial triethanolamine and warmed until the acid dissolves to a yellowsyrup after which about 30 parts of boric .(boracic) acidrare incorporated, and mixed and heated until a homogeneous viscous liquid is obtained. This product is mixed with from five to ten times its weight of soap in the manner indicated in the previous example.

Example 3 150 parts of salicylic acid, British pharmacopoeia, or its equivalent weight of commercial product, are mixed thoroughly with 150 parts of triethanolamineuntil the salicylic acid dissolves in the triethanolamine forming a homogeneous viscous to semi-solid mass.

Example 4 136 parts of pure phenylacetic acid or its equivalent weight of the commercial acid are mixed with warm triethanolamine resulting in a viscous to semi-solid mass which solidifies on cooling. This product can be used also as a substitute for soap perfume. 1

Example 5 150 parts of triethanolamine are mixed with 85 partsof phthalic acid and agitated until dissolved giving a straw coloured viscous liquid.

Example 6 150 parts of triethanolamin e are mixed, if necessary with the aid of heat, with 170 parts of phthalic acid and stirred until solution is effected.

Example 7 The product of the foregoing example is mixed with a metallic hydroxide or a metallic compound, for example the 318 parts of the agent are combined with 40 parts'of sodium hydroxide, or with 100 parts of potassium carbonate.

Example 8 Example 9 208 parts of naphthalene sulphonic acid are mixed with 150 parts of triethanolamine and heated until dissolved.

In connection with Examples 3 to 9 it is to be remarked that the product obtained in accordance with these examples is mixed with soap in suitable proportions or otherwise worked up into compositions of matter in combination with other materials and particularly such as are of a saponaceous character.

By the incorporation of alkylolamine compounds in accordance with the invention in soaps formed in such manner as to give a quick but evanescent lather the lather given by such soaps may be stabilized.

In conclusion it is to be pointed out that the invention is concernedwith the production of soaps in the form in which they are normally sold and it extends merely to the incorporation in such soaps of the salts of alkylolamines as distinguished from the esters, amides, or esteramides formed by the interaction of alkylolamines and acids.

I claim:

1. A soap consisting essentially of an alkali metal salt of a higher fatty acid, associated with from 5 to 20 per cent of an alkylolamine salt of salicylic acid, as a retarder of hydrolysis.

2. A soap consisting essentially of an alkali metal salt of a higher fatty acid in association with an alkylolamine salt of an aromatic carboxylic acid in a proportion of between 5 and 20 per cent of the amount of the former, whereby the degree of hydrolysis of the alkali metal salt when dissolved in water, is reduced.


Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US2441063 *Jun 4, 1943May 4, 1948Quaker Chemical Products CorpSalts of alkylolamine boric esters
US2586496 *Mar 8, 1947Feb 19, 1952Swift & CoDetergent composition and process of preparing same
US3932316 *Nov 13, 1974Jan 13, 1976The Procter & Gamble CompanyFree flowing detergent compositions containing benzoate salts
U.S. Classification510/481, 516/201, 516/68, 516/DIG.700
International ClassificationC11D9/30, C11D9/26
Cooperative ClassificationC11D9/30, Y10S516/07, C11D9/26
European ClassificationC11D9/26, C11D9/30