IE52627B1 - Detergent compositions - Google Patents

Abstract

The invention provides detergent compositions of low irritancy whose active ingredients consist essentially of (a) from about 1 to 50% by weight of an amphoteric-fatty acid complex of the formula wherein R1 is alkyl or substituted alkyl containing from about 6 to 18 carbon atoms and mixtures thereof; R2 is alkyl containing from about 8 to 18 carbon atoms and mixtures thereof or alkyl amido of the formula wherein R3 is alkyl containing from about 8 to 18 carbon atoms, Z is H or lower alkyl containing from 1 to 4 carbon atoms; and Y is alkylene containing from 1 to 4 carbon atoms; A1 and A2 are the same or different and are selected from the group of anionic salt moieties consisting of the following -[-CH2CH2-COOX]n -[-CH2-COOX]n -[-CH2CHOH-CH2SO3X]n -[-CH2-CHOH-CH2-OPO3X]n wherein X is a water soluble cation and n is an integer of 1 or 2 with the proviso that if only one of A1 and A2 are selected from the anionic salt moieties above the other can be lower alkyl or lower hydroxyalkyl containing from 1 to 4 carbon atoms; and (b) from about 2 to 50% by weight of an anionic detergent selected from the group consisting of sulfosuccinates, alkyl carboxylates, sulfo fatty acid and ester carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid protein condensates.

Description

Detergent and cleansing compositions intended for use as personal cleansing products not only must exhibit good cleansing and foam characteristics but they must also be non-irritating or have low irritation potential to the 5 skin and the eyes.

Synthetic detergents which are useful in such detergent and cleansing compositions are well known in the art and include anionic, cationic, amphoteric and nonionic detergents or surfactants, as they are usually referred to. The surfactants generally exhibiting the more superior properties in terms of foaming,- cleaning and end result attributes are the anionic detergents. Thus, most detergent and cleansing formulations intended for personal use contain anionic surfactants as one of the active ingredients. These surfactants, however, have a tendency to be very irritating to the skin and the eyes in the levels normally utilized, i.e., above 10% by weight of the total composition. For this reason, detergent compositions intended for personal use containing anionic surfactants are modified by substituting a significant amount of nonionic surfactants which are generally mild although of less effective foaming and cleansing ability. Certain amphoteric surfactants have also been reported to have a low eye irritation potential. Although numerous detergent and cleansing compositions are available commercially, there is still a need for compositions in which irritancy can be substantially eliminated without sacrificing other desired properties such as cleansing and foaming attributes. 52637 Several U.S. patents describe compositions in which both amphoteric and nonionic surfactants are incorporated in detergent compositions containing anionic surfactants. Thus, in U.S. Patents Nos. 2,999,069 an 3,055,836 there are described shampoo compositions comprising certain mixtures of ethoxylated anionic, amphoteric and polyethoxylated nonionic surfactants. Further, in U.S. Patent No. 3,928,251 there are described shampoo compositions comprising certain mixtures of anionic, nonionic and zwitterionic surfactants. Similarly, in U.S. Patent No. 3,950,417 shampoo compositions are described for which low ocular irritancy is claimed. In these compositions, nonionic and amphoteric surfactants have been added to modify anionic surfactants. All of these compositions include a nonionic surfactant as an essential component as well as an anionic surfactant and as mentioned above, these surfactants have various negatives.

It is, therefore, an object of this invention to provide improved detergent and cleansing compositions.

It is a further object of this invention to provide improved detergent and cleansing compositions which exhibit low irritation potential to the eyes and skin.

It is a further object of this invention to provide improved detergent and cleansing compositions which exhibit good foaming properties including excellent foam stability.

Other objects of this invention will be set forth in or be apparent from the following detailed description of the invention.

The foregoing objects and other features and advantages of the present invention are achieved by detergent and cleansing compositions comprising a synergistic mixture of surfactants which exhibit low eye and skin irritancy and good foam properties. More specifically, the present invention relates to detergent and cleansing compositions comprising a synergistic mixture of a specific amphoteric-fatty acid complex and specific anionic surfactants containing at least one carboxylic acid moiety.

In general, this invention comprises a synergistic mixture of a specific amphoteric-fatty acid complex and a specific anionic surfactant in a ratio of e.g. 1:4 to 4:1. The term synergistic mixture as used herein refers to a mixture of two discrete compounds which display a degree of initial foam height and quality which is greater than the sum of the initial foam heights of the compounds taken individually.

The present invention actually provides a low irritating detergent and cleansing composition wherein the active ingredients consist essentially of (a) from 1 to 50% by weight of the total composition of an amphoteric-fatty acid complex of the formula II R.jC-0 R,-N—-2½. 2 I\ H A2 wherein R^ is alkyl containing from 6 to 18 carbon atoms and mixtures thereof; R2 is alkyl containing from 8 to 18 carbon atoms and mixtures thereof or alkanaraidoalkyl of the formula 82827 R3-C0-NZ-Ywherein R3 is alkyl containing from 8 to 18 carbon atoms, Z is H or lower alkyl containing from 1 to 4 carbon atoms; and Y is alkylene containing from 1 to 4 carbon atoms; A^ and A2 are the same or different and are each selected from the following anionic salt moieties: •{•ch2ch2-coox] •tCH2-COOX] {ch2choh-ch2-so3x] {-CH2-CH0H-CH2-0P03X] wherein X is a water soluble cation, or one of Αχ and A2 is selected from the anionic salt moieties above and the other is lower alkyl or lower hydroxyalkyl containing from 1 to 4 carbon atoms; or R^ is tallow fatty acid alkyl, R2 is C^2H25' A1 is H' an<3 A2 CH2CH2COONa; and (b) from 2 to 50% by weight of the total composition of an anionic detergent selected from sulfosuccinates, alkyl carboxy lates, α-sulfo fatty acid and ester carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid protein condensates.

The amphoteric-fatty acid complexes used in the present invention are novel compounds described and claimed in U.K. Patent Application No. 8206774 filed March 8, 1982, and can be prepared in accordance with the processes described therein; the teachings of said copending application are incorporated herein by reference.

Representative amphoteric-fatty acid complexes used in the present invention include the following: 52637 Γ Ο Η C2H«OH wherein Κχ is a CuH23 C18H37 mixture. Γ S 1Θ Γ /H2CH2COONa1 (B) Ri-C-0 C14H29-< L J I PCH2CH2C00Na wherein Ri is an 80%/20% tallow coconut fatty acid residue mixture.

(C) Γ 0 Ί I Ri-C-0 © O CH3 CH2CHOHCH2SO3K R3-C-N-(CH2,2-i/J 1'CH2CHOHCH2OPO3Na2 • H « wherein Rj is tallow fatty acid residue and R3 is a C11H23"C17H2S mixture.

(D) Ο 1Θ RXC-O CH2CHOHCH2SO3, CiaH37-N< 1 'CH-CHOHCH-SO,' )Mg wherein &χ is a 708/30% mixture of lauric and myristic acid residues.

(E, Γ 0 Ί II RjC-0 © H 1 Cl2H25-N-CH2CH2C00Na . H wherein Rj is tallow fatty acid - residue.

S2627 CH2CB2COONa ,CH2CH2COONa Ci2H25-Nx I xCH2CH2COONa wherein Ri is a CgHi3 - €13837 mixture.

The amphoteric-fatty acid complexes used in the composi5 tions of this invention, which, as stated above, form 1 to 50%· by weight of the total composition, preferably form 5 to 15% by weight of the total composition.

The specific anionic surfactants used in the present invention, i.e. those (containing at least one carboxylic acid moiety) selected from sulfosuccinates, alkyl carboxylates, a -sulfo fatty acid and ester carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid protein condensates are well known in the art and can be prepared according to well-recognized processes.

The sulfosuccinates are Of the general formula wherein R is alkyl containing from 6 to 18 carbon 20 atoms and mixtures thereof, and can be prepared by reacting maleic acid with a suitable fatty alcohol followed by the addition of NaHSO3 to the double bond.

The a-sulfo fatty acid and eater carboxylates are of the 5 following general formulae respectively II R-CH-C-OX' and I SO3X II , R-CH-C-OR’ I SO3X and can be prepared by sulfonation of the suitable fatty acids and esters.

The alkyl carboxylates are of the following general formula R-0[(CH2)20]a-CH2COOX wherein a is 1-4; and these compounds can be prepared by the Williamson ether synthesis which involves reacting an alkoxide with chloroacetic acid.

The alkyl succinates are of the general formula I R-O-C-CH2CH2COOX S2627 and are the reaction product of a suitable fatty alcohol with succinic acid or succinic anhydride.

The alkyl sarcosinates are of the general formula r-c-n-ch2coox and are the reaction product of a suitable fatty acid with a lower substituted amine such as glycine or N-raethyl glycine.

The fatty acid protein condensates are of the general formula II R' 0 R I II I R-C-(NH-CH- C-NH-CH)n COOX and are the reaction products of a suitable fatty acid with an amino hydrolysate.

Specific examples of suitable anionic surfactants include.

II o 52827 (DD) R-O-C-CH2-CH2-C-OK wherein R is 50/50 mixture of CX2H25 - C14H29 (EE) C13H27-O-[{CH2)2OI4 ~ CH2COONa CH3O CH3 II 18 I (FF) C HH23-C-(NH-CH-C-NH-CH)5 QCOONa CH3 8 I (GG) CnH23-C-N-CH2COONa The anionic surfactants used in the compositions of this invention, which as stated above, form from 2 to 5G% by weight of the total composition, preferably from 5 to 40% by weight of the total composition.

Further, to achieve the desired results of the present invention, the amphoteric-fatty acid complex and the specific anionic surfactant should be in a ratio of from 4:1 to 1:4, more preferably from 2:1 to 1:2.

In preparing various formulations and compositions, if desired and if compatible, various other surfactants can be utilized such as other anionics, nonionics, amphoterics, cationics. In addition to such other surfactants, other ingredients conventionally added to detergent and cleansing compositions for personal use, such as dyes, preservatives, perfumes, thickeners, opacifiers, conditioners, emollients, buffering agents, may be added in minor amounts. Ingredients such as dyes, preservatives and perfumes together usually constitute lees than 2% by weight of the total composition.

The detergent and cleansing compositions of the present invention may be in the form of liquid detergent compositions or detergent bar compositions, as desired.

Liquid detergent formulations utilizing the compositions of the present invention can be prepared by admixing the amphoteric-fatty acid complex and anionic surfactant at room temperature or slightly elevated temperatures (about 50"C) and then sufficient deionized water is added to bring the composition to about three quarters of its intended weight. Other ingredients such as other surfactants, various detergency adjuncts, fillers, carriers, perfumes, preservatives, gelling agents, are added as required followed by the balance of the water. The pH is then adjusted to within the desired range by the addition of strong acid, e.g., HCI, or strong base NaOH, as needed.

Detergent bar formulations utilizing the compositions of the present invention can be prepared by admixing the amphoteric-fatty acid complex and the anionic surfactant in a steam jacketed rotary mixer at temperatures within the range of 60-80°C. Other surfactants, fillers, whitening agents and processing oils can be added, as needed, to the hot slurry. After adequate mixing to assure homogeneity and moisture balance the product is chill rolled or drum dried into flakes. Dyes and fragrances are added to the flakes in a standard amalgamator together with additional water to provide ΟήΟ«5 proper bar formation. After adequate mixing the flakes are milled and plodded into logs which are then cut into blanks prior to stamping into bar form.

The detergent compositions of the present invention can be tested for ocular irritation by the following modified Draize Test (J.H. et al., Toilet Goods Assn. No. 17, May 1952, No. 1, Proc. Sci. Sect.).

An 0.1 ml. sample of a neutral composition under test is dropped into one eye of an albino rabbit, the other eye serving as a control. Six rabbits are employed for each composition. Observations are made after 1, 24, 48, 72 and 96 hours and 7 days after initial instillation; second and third instillations are made after the 24 and 48 hour readings. Results may vary from substantially no change or only a slight irritation in the appearance of the rabbit's eye after 7 days to severe irritation and/or complete corneal opacity. Ocular lesions are scored for the cornea, iris and conjunctiva with a higher number indicating greater ocular irritation and the scores are 2o added to give a total numerical value for each reading for six rabbits and averaged. The averaged score is an indication of the irritation potential of the composition under test. Based on the averaged score, descriptive irritation evaluation may be given, e.g., none, slight, moderate, severe, as the case may be.

Detergent compositions of the invention provide high foam volume and moreover outstanding foam stability as measured by an adaption of the well-known Ross-Miles foam test principle Oil and Soap 18.9-102 (1941): Lanolin, anhydrous, cosmetic grade is mixed with dioxane (technical grade) in the proportion of 2.5 grams lanolin and 100 grams of dioxane. The lanolin is first mixed with cc. of dioxane. This mixture is heated over a steam bath to 45°C in order to dissolve the lanolin in the dioxane. The remainder of the dioxane is then added and mixed. This lanolin dioxane solution, which is stored in an amber bottle, should be prepared fresh on the day that the tests are run.

The composition to be tested is diluted by adding 376 cc. of distilled water to 4 grams of the composition, and then by adding 20 cc. of the lanolin dioxane solution described above while mixing. Heat is produced when the lanolin dioxane solution is added to the solution of the composition in water and care must be taken in adjusting the temperature of this solution to 24’-25’C. Both of these intermediate solutions should therefore be adjusted to 23°C before mixing. The cooling of the lanolin dioxane solution should be gradual in order to avoid precipitation of the lanolin. This will produce a final solution with a temperature of 24°-25"C.

The final solution of the composition to be tested, water, dioxane and lanolin described above, is then run in a modified Ross-Miles foam column in the usual way. All tests are conducted in duplicate, and the average of the two results is taken. Foam stability is determined by measuring the decay in foam height after two minutes, expressed as a percentage of the original height.

Specific embodiments of the present invention are illustrated by the following representative examples. It will be understood, however, that the invention is not confined to the specific limitations set forth in the individual examples, but rather to the scope of the appended claims.

Examples I-IX The following compositions are prepared by admixing the surfactant components, adjusting the pH to 7.2+.2 with dilute acid or base as required and adding deionized water to 100%; % wt/wt. EXAMPLES I II III IV V VI VII VIII (a) Compound B 5.0 2.5 2.5 2.5 (b) lauryl succinnic acid 5.0 2.5 (c) (d) disodium sulfococoate* lauryl ether (4) 5.0 2.5 carboxylate 5.0 2.5 (e) lauryl disodium sulfosuccinate deionized water q.s. to 100% 5.0 2.5% wt/wt each of (a) and (e) are employed in Example IX. Example X The compositions prepared in Examples I-IX are tested for hard water foam properties using the modified Ross-Miles procedure set forth hereinbefore and the results are as follows: Initial Foam Height in mm 25 Example 200 ppm h I 358 II 330 III 348 IV 330 V 330 VI 365 VII 375 VIII 368 IX 378 * defined hereinbelow As can be readily seen from the results above, the compositions containing a mixture of the specific amphoteric - fatty acid complexes and the anionic surfactants of the present invention (Examples VI-IX) exhibit a synergistic increase in initial foam height. It is also observed that the quality of the foam generated by the compositions of the present invention is superior to that of the other compositions in that it is denser and creamier. A generated foam of this nature is not only perceived to be better by the consumer, but is also capable of supporting and suspending soils in a manner superior to the more open, lace-like foam of the compositions of Examples I-IV and thus these soils are more easily removed.

Example XI A detergent bar composition is prepared by charging to a steam-jacketed rotary mixer 23.7 parts by weight stearic acid, 13.3 parts by weight dextrin, 35.1 parts by weight disodium a-sulfococoate*, 14 2 parts by weight compound A, 0.2 parts titanium dioxide and 10.0 parts water. The mixture is heated to 50-60’C and mixed until homogeneous and the pH is adjusted to 7.2+.2 with 50% NaOH solution. The resulting product is chilled, rolled in flakes, milled, plodded and stamped into bars having the following composition: % wt/wt stearic acid 23.7 dextrin 13.3 disodium a-sulfococoate* 35.1 Compound A 14.2 Tio2 0.2 50% NaOH 5.2 deionized water 8.3 100.0 * defined hereinbelow 53627 The resulting bar foams copiously in hard and soft water and free of lime soap deposits and is also found to be a slight ocular irritant when tested.

Disodium-a-sulfococoates are prepared by reacting methyl5 esters of cocoa fatty acids with SO^ to form an a-sulfonate of the formula II R - CH - C - OMe I so3H wherein R is as already defined, which upon hydrolysis and neutralization with sodium hydroxide yields a disodium-a10 sulfococoate of the formula r-CH-C-O- Na I SO3- Na wherein R is as already defined.

Example XII A low pH detergent bar composition is prepared in accordance with the procedure of Example XI and has the following formulation: % wt/wt Compound B 20.00 stearic acid 15.00 polyethylene glycol 4000 5.00 dextrin 10.00 talc 10.00 l0 disodium lauryl sulfosuccinate 35.00 deionized water 5.00 100.00 Example XIII A liquid cream soap product is prepared as follows: 87.5 parts by weight of compound C and 20.0 parts by weight of lauryl succinic acid are charged to a vessel equipped with a stirrer and steam and are heated to 45’C. The pH is adjusted to 7.0+.2 with dilute NaOH followed by the addition of 1 part of propylene glycol and 95 grams of deionized water. The mass is cooled to 30°C and 2 parts of a fragrance are added prior to filling into tubes.

The resulting product has the following formulation; % wt/wt Compound C 42.57 lauryl succinate 9.73 propylene glycol 0.48 fragrance 0.97 deionized water q.s. to 100% product is a smooth opaque mild cream gel easily dispensed from tubes. 52637 Example XIV An opaque liquid soap is prepared having the following formulation: % wt/wt Compound D 30.0 lauryl sarcosinate 20.0 polyethylene glycol 6000 distearate 3.0 deionized water q.s. to 100 The pH of the above formulation is adjusted to 6.0 with 10 dilute HCl. Example XV An opaque liquid soap is prepared having the following formulation: % wt/wt 15 sulfosuccinate 3.00 Compound A 2.50 ammonium lauryl (3) ether sulfate 3.00 polyoxyethylene 80 sorbitan monolaurate 5.00 preservative .10 20 dye and fragrance .25 deionized water q.s. to 100 The pH of the above formulation is adjusted to 6,0 with dilute HCl. 52637

Claims (11)

Claims.

1. A low irritating detergent and cleansing composition wherein the active ingredients consist essentially of (a) from 1 to 50% by weight of the total com5 position of an amphoteric-fatty acid complex of the formula wherein R^ is alkyl containing from 6 to 18 carbon atoms and mixtures thereof; R 2 is alkyl containing from 8 to 18 carbon atoms 10 and mixtures thereof or alkanamidoalkyl of the formula r 3 -co-nz-ywherein R3 is alkyl containing from 8 to 18 carbon atoms, Z is H or lower alkyl containing from 1 to 4 carbon atoms; and Y is alkylene containing from 1 to 4 15 carbon atoms; Αχ and Αχ are the same or different and are each selected from the following anionic salt moieties: fCH 2 CH2-COOX] iCH 2 -COOX] 4CH 2 CHOH-CH 2 -SO 3 X] KH2-CHOH-CH2-OPO3X] wherein X is a water soluble cation or one of Α χ and A 2 is selected from the anionic salt moieties above and the other is lower alkyl or lower hydroxyalkyl 5 containing from 1 to 4 carbon atoms; or R^ is tallow fatty acid alkyl, is C ^2 H 25' Aj, is H, and A2 is CELjCI^COONa; and (b) from 2 to 50% by weight of the total composition of an anionic detergent selected from the sulfosuccinates, alkyl carboxylates, a -sulfo fatty acid and ester 10 carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid protein condensates.

2. The composition of fatty acid complex and ratio of from 1:4 to 4 claim 1 wherein the amphotericthe anionic surfactant are in the 1. 15

3. The composition of claim 1 wherein the amphotericfatty acid complex is of the formula fx-i-o] 0 • 0 H U I C 11 H 23 _C N(CH 2 ) 2' C2H 4 OH -I© 'CH2COOK wherein Rj. is a Cj.jH23 - C18H37 mixture. 20

4. The composition of claim 1 wherein the amphotericfatty acid complex is of the formula 0 II © /CH 2 CH 2 COONa R^C-0 C 12 H 25 NXcjj^j^cooNa “ H w wherein R 2 is a CgH^ - C^gl^ mixture.

5. The composition of claim 1 wherein the amphotericfatty acid complex is of the formula 0 II Θ H^CH 2 CH 2 COONa C H H 23C-O C14H29-N 'CH 2 CH 2 COONa . *»

6. The composition of claim 1 wherein the amphoteric5 fatty and complex is from 5 to 15% by weight of the total composition.

7. The composition of claim 1 wherein the anionic surfactant is an alkyl sarcosinate.

8. The composition of claim 1 wherein the anionic 1° surfactant is a sulfosuccinate.

9. The composition of claim 1 wherein the anionic surfactant is an alkyl succinate.

10. The composition of claim 1 wherein the anionic surfactant is from 5 to 40% by weight of the total 15 composition.

11. A composition as claimed in claim 1, substantially as set forth in respect of any of the foregoing Examples VI-IX and XI-XV. Dated this the 8th day of March, 1982 F. R. KELLY 4 OX BYt EXECUTIVE