FI67723C - TVAETTMEDELKOMPOSITION INNEHAOLLANDE AMPHOTERISKT FETTSYRAKOMPLEX - Google Patents

Description

1 67723

Detergent composition containing an amphoteric fatty acid complex

Detergent and detergent compositions for personal hygiene should, in addition to having good cleaning and foaming properties, be as irritating to the skin and eyes as possible.

Synthetic detergents for use in such detergent and detergent compositions are known in the art; they include anionic, cationic, amphoteric and nonionic surfactants as they are commonly referred to. In general, the best foaming properties, cleaning ability and result are obtained with anionic detergents. Thus, most detergent and cleaning compositions for personal hygiene contain an anionic surfactant as one of the active ingredients. However, these surfactants tend to at normal levels of use, i. 10% by weight of the total weight of the composition, severely irritating to the skin and eyes. For this reason, detergent compositions containing anionic surfactants for personal hygiene are modified by replacing a significant portion with nonionic surfactants, which are generally less effective, albeit less foaming and less cleansing. Some amphoteric surfactants have also been reported to be minor eye irritants. Although numerous detergent and detergent compositions are commercially available, there is still a need to develop a composition that is virtually non-irritating and still retains desirable properties such as good cleaning and foaming properties.

Several U.S. patents describe detergent compositions containing both amphoteric and nonionic surfactants. For example, U.S. Patent Nos. 2,999,069 and 3,055,836 describe shampoo compositions containing mixtures of ethoxylated anionic, amphoteric and polyethoxylated nonionic surfactants. 2,677,223. U.S. Patent 3,928,251 describes shampoo compositions which contain a mixture of certain anionic, nonionic and zwitterionic surfactants.

Similarly, U.S. Patent No. 3,950,417 describes shampoo-5 compositions which are reported to be only mildly irritating to the eyes. In these compositions, nonionic and amphoteric surfactants have been added to the anionic surfactant to modify it. All of these compositions contain, as an essential component, a non-ionic surfactant as well as an anionic surfactant, and, as mentioned above, these surfactants have various negative properties.

It is therefore an object of the present invention to provide improved detergent and detergent compositions.

It is a further object of the invention to provide improved detergent and cleanser compositions having low eye and skin irritant properties.

It is a further object of the invention to provide improved detergent and cleaning compositions having good foaming properties and in addition good foam stability.

Other objects of the invention will become apparent from the following detailed description of the invention.

The above objects and other features and advantages of the invention are achieved by detergent and detergent compositions containing as a synergistic mixture surfactants having low eye and skin irritating properties and good foaming properties. More specifically, the invention relates to detergent and detergent compositions comprising as a synergistic mixture a particular amphoteric fatty acid complex and a particular anionic surfactant containing at least one carboxylic acid group.

In general terms, the invention provides a synergistic composition comprising a particular amphoteric fatty acid complex and a particular anionic surfactant in a ratio of about 1: 4 to 4: 1. As used herein, the term "synergistic mixture" means a mixture of two different compounds in which the height and quality of the initial foam obtained exceeds the sum of the initial foams of the 67723 compounds taken separately.

Amphoteric fatty acid complexes found to be useful in the present invention are non-zwitterionic in nature and have the formula 5 ° i Θ Γ /M.1 ©

HlC-0 * 2 - «<A,

L J L H “J

wherein alkyl of 6 to 18 carbon atoms or substituted alkyl or a mixture thereof, R 2 is alkyl of 8 to 18 carbon atoms or a mixture of such or a mixture of formula

0 Z

15 II I

--R3-C-N Y

wherein R 3 is alkyl of 8 to 18 carbon atoms, Z is H or alkyl of 1 to 4 carbon atoms and 2q Y is alkylene of 1 to 4 carbon atoms, A 1 and A 2 are the same or different and represent anionic salt groups: -frCH 2 CH 2 - COOX] n £ CH2 "C00X] 4CH2CHOH-CH2-SO3X] n, 25 -tCH2" CHOH-CH2-OPO3] n where X is a water-soluble cation such as Na +, K +, Ca ++,

Mg ++ and the like, and n is an integer of 1 or 2, provided that when only one of A 1 and A 2 is an anionic salt group, the other may be lower alkyl or lower hydroxyalkyl having 1 to 4 carbon atoms.

Amphoteric fatty acid complexes suitable for use in the present invention are novel and are the subject of co-pending patent application in co-pending 35 FI Patent Application No. 820796, filed March 8, 1982.

and can be prepared by the method set forth therein; 4,677,223 The contents of this pending patent application are incorporated herein by reference.

As examples of suitable amphoteric fatty acid complexes for use in the present invention, the fins are as follows:

Γ η f IQ

o OH .OH C2H4OH

Il M / 2 4 (A) Ri-C-0 CllH23 ~ C-N (CH2) 2 ”Nv

10 L J | XH2COOK

B

mm where R- ^ is cnH23 “C18H37 mixture 15 Γ o" 1 © Γ Ί®

(R) is a 80% / 20% mixture of tallow and coconut fatty acids.

Λ r Ί ©

25 Γ0 lQ O CH3 CH2CH0HCH2SO3K

II II I / (C) R1-C-O R2-C-N- (CH2) 2 ”N \ 1 | XH2CH0HCH20P03Na2

J L H J

wherein R 1 is a tallow fatty acid mixture and R 2 is a C11H23 ”C17H25“ 30 mixture.

r * -1 © Γ O IO CH-.CHOHCH-.SO,

II / 2 2 3 \ (D) RiC-0 c18h37 "n \ |% CH, CHOHCH-, SO -," ^

J c L J

wherein R 2 is a 70% / 30% mixture of lauric and myristic acids.

5 67723 Γ 0 1Θ Η

II I

(E) R 1 -C 0 C 12 H 25 N-CH 2 CH 2 COONa L Π 5 wherein R 1 is a tallow fatty acid mixture.

Γ 0 ΊΟ Γ H CH2CH2COONal0 10 1 1 / (F) Cj.2H25C “Oj Ci4H29“ N * J NCH2CH2COONa mm r n © 0 10 CH2CH2COONa 15 [/ (G) RtC-0 Ci2H25 “Nv 1 1 I NCH2CH2COONa

L H J

with a mixture of C 9 H 12 Cl 2 H 3 O 3.

2q In the compositions of the invention, amphoteric fatty acid complexes are present in about 1-50% by weight of the total composition, preferably about 5-15% by weight of the total composition.

Suitable anionic surfactants for use in the present invention include those containing at least one carboxylic acid group; these include sulfosuccinates, alkyl carboxylates, N-sulfonic fatty acid and α-sulfonic fatty acid ester carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid-protein condensates. All of these compounds are well known in the art and can be prepared by well known methods.

Sulfosuccinates have the general formula 0 il r-o-c-chch2coox

35 I

0 SO 3 Na 6 67723 and can be prepared by reacting maleic acid with a suitable fatty alcohol and adding NaHSO 4 to the double bond.

The α-sulfuric fatty acid and d-sulfonic acid ester carboxylates have the following formulas:

II

R-CH-C-OX '

S03X

10

O

II

R-CH-C-OR

SO3X

and can be prepared by sulfonation of appropriate fatty acids and esters.

Alkyl carboxylates have the following general formula r-o / Tch2) 207a-CH2coox 20 wherein a is 1-4; these compounds can be prepared by Williamson ether synthesis by reacting the alkoxide with chloroacetic acid.

Alkyl succinates have the general formula 25 ®

R-0-C CH2CH2COOX

and are reaction products from the reaction between a suitable fatty alcohol and succinic anhydride or succinic anhydride.

Alkyl sarcosinates have the following general formula 0 X

»I 1

R-C-N-CH2COOX

7,67723 and are reaction products from a reaction between a suitable fatty acid and a lower substituted amine such as glycine or N-methylglycine.

Fatty acid protein condensates have the general formula 5 0 R '0 R "

Il I II I

R-C- (NH-C-H-C-NH-CH) n COOX

10 and are reaction products from the reaction between a suitable fatty acid and an amino hydrolyzate.

Examples of suitable anionic surfactants are as follows: 15

O O

tl II

(AA) C 11 H 23 O-C-CHCH 2 -C-O-Na OSC> 3Na 20

O

II

(BB) C12H25-CH-C-O-Na SO3Na 25 0 11 (CC) c10h21-ch-c-och3 SO3Na 30 0 0

Il II

(DD) R-O-C-CH2-CH2-C-OK

In 35 R is C, Hot- / C., HOQ 50:50.

12 25 14 29 8 67723 (EE) C] _H27-0-t (CH2) 2 ° 1 4 ~ CH2COONa O CH3O CH3

Il I II 1 (FF) CiiH23-C “(NH-CH“ C “: m“ CH) 50COONa 5 O CH3

Il I

(GG) CnH23-C-N-CH2COONa

Suitable anionic surfactants for use in the compositions of the invention are used in the compositions in an amount of about 2-50% by weight of the total composition, preferably about 5-90% by weight of the total composition.

In addition, the composition of the invention should be from about 4: 1 to 1: 4, preferably from about 2: 1 to 1: 2, with respect to the specific and anionic active agent of the amphoteric fatty acid complex to achieve the desired result.

Various other surfactants, such as other anionic, nonionic, amphoteric or cationic surfactants, may be used in the preparation of the various compositions, if desired, provided that they are compatible with the other ingredients of the composition. In addition to such other surfactants, small amounts of other ingredients commonly used in personal care cleansers may be added, such as dyes, preservatives, perfumes, thickeners, opacifiers, conditioners, degreasers, buffers, and the like. the amount is usually less than 2% by weight of the total composition, and the total amount of the lead is usually about 1 to about 3% by weight of the total composition.

The detergent and cleaning compositions of the invention may, if desired, be in the form of liquid detergent compositions or solid detergent bodies.

The liquid detergent compositions of the invention 9 67723 can be prepared by mixing the amphoteric fatty acid complex and the anionic surfactant at room temperature or at a slightly elevated temperature (about 50 ° C) and diluting the mixture with deionized water to about 3/4 of the intended final weight. Other ingredients such as other surfactants, cleaning agents, fillers, carriers, perfumes, preservatives, gelling agents, etc. are added as needed with the remaining water to be added. The pH is then adjusted to the desired range by the addition of a strong acid, e.g. HCl or a strong 10 base e.g. NaOH.

The solid detergent articles of the invention can be prepared by mixing an amphoteric fatty acid complex and an anionic surfactant in a steam jacketed rotary mixer at a temperature in the range of 60-80 ° C. Other surfactants, fillers, bleaches and process oils may be added to the hot mass as required. After sufficient mixing, the homogeneous and moisture-balanced product is rolled cold or tumble-dried into flakes. Color 20 and perfume are added to the flakes in a standard dyeing machine and a suitable amount of water to form detergent pieces. The flakes are mixed, piled and compressed into bars, cut into pieces which are stamped.

The ocular irritant effect of the detergent compositions of the invention can be tested with the following modified

By Draizep experiment (J.H. et al., Toilet Goods Assn, No. 17, May 1952, No. 1, Proc. Sci. Sect.).

0.1 ml of the neutral sample to be tested is instilled into one eye of the albino rabbit with the other eye under control. For each composition, 6 rabbits are used. Observations are made 1, 24, 48, 72, and 96 hours and 7 days after the first eye instillation, and second and third eye instillations are made after 24 and 48 hours of observations. Results may range from almost unchanged or mild eye irritation in the rabbit eye after 7 days to severe irritation and / or complete corneal opacity. Corneal, lens, and conjunctival lesions are assessed, with a higher number indicating more severe eye irritation, and the scores obtained from each assessment are summed for each of the 5 six rabbits and divided by the number of rabbits to obtain an average. Mean scores indicate the irritancy of the test composition. Based on the average scores, the irritancy of the composition can be reported, e.g., as follows: non-irritant, mild, moderate, or severe irritant.

The compositions according to the invention give a high foam volume and excellent foam stability, as shown by measurements carried out according to the well-known principle of the Ross-Miles foam test, "Oil and 15 Soap" 18.9-102 (1941):

Anhydrous cosmetic grade lanolin is mixed with dioxane (technical grade) in a ratio of 2.5 g lanolin + 100 g dioxane. The lanolin is first mixed with 25 ml of dioxane. The mixture is heated on a steam bath at 45 ° C to dissolve the lanolin in dioxane. The rest of the dioxane is added and stirred. This lanolin dioxane solution is stored in brown bottles and should always be prepared on the same day as the test.

The test composition is diluted by adding 376 ml of distilled water to 4 g of the composition and then mixing with 20 ml of the lanolinedioxane solution prepared above. When lanolin dioxane solution is added to the aqueous solution of the composition, heat is generated, and care must be taken to maintain the temperature of the solution at 24-25 ° C. Thus, each of these 30 solutions to be mixed should be adjusted to 23 ° C prior to mixing. Cooling of the lanolin dioxane solution should be performed gradually to avoid precipitation of lanolin. This gives a final solution with a temperature of 24-25 ° C.

The final solution containing the composition to be tested, water 11 67723 dioxane and lanolin described above is then poured onto a modified Ross-Miles foam column in the usual manner. All experiments are performed in duplicate, and results are averaged over two experiments. The stability of the foam 5 is determined by measuring the decrease in the height of the foam in 2 minutes and is expressed as a% of the initial foam height.

The following examples illustrate specific embodiments of the present invention. It is to be understood, however, that these separate examples do not limit the scope of the invention as defined by the claims.

Examples I-IX

The following compositions were prepared by mixing the surfactants, adjusting the pH to 7.2 + 0.2 with dilute acid or base, if necessary, and adding deionized water to 100%.

Examples, weight / weight%

20 X xx m iv V VI VII VIII IX

Compound B 5.0 2.5 2.5 2.5 2.5

Disodium sulpho 5,0 2,5 cocoate 25 Lauryl ether (4) 5,0 2,5 carboxylate

Lauryl disodium 5.0 2.5 sulfosuccinate

Deionized water q.s. ad 100%

30 Example X

The foaming properties of the compositions prepared in Examples I-IX in hard water were tested by the modified Ross-Miles method described above to give the following results: 12,67723

Example Foam element (mm) - _ Water hardness 200 ppm_ I 353 5 II 330 III 348 IV 330 V 3 30 VI 365 10 VII 375 VIII 363 IX 378

As can be clearly seen from the above results, the compositions of the present invention (Examples VI-IX) containing a mixture of a specific amphoteric fatty acid complex and an anionic surfactant provide a synergistic increase in the height of the initial foam. It can also be seen that the quality of the foam obtained with the compositions of the invention is better than the quality of the foam obtained with the other compositions being firmer and creamier. In addition to being appreciated by the consumer, this type of foam also has a better soil-carrying and soil-suspending ability than the more transparent lace-like foam of the compositions of Examples 25-IV, and thus a better soil removal ability.

Example XI

A detergent composition in unit form is prepared by charging 23.7 parts by weight of stearic acid, 13.3 parts by weight of dextrin, 35.1 parts by weight of disodium sulfococoate, (coconut fatty acid salt), 14.2 parts by weight of compound A to a steam-jacketed rotary mixer. , 0.2 parts by weight of titanium dioxide and 10.0 parts by weight of water. The mixture is heated to 50 DEG-60 DEG C. and stirred until homogeneous; The pH is adjusted to 7.2 + 0.2 with 50% NaOH solution. The product obtained is cooled, rolled into flakes, piled, compressed into bars and labeled into detergent pieces having the following composition: w / w%

Stearic acid 23.7

Dextrin 13.3

Disodium sulphococonate 35.1

Compound A 14.2

TiO2 0.2 50% NaOH 5.2 10 Deionized water 8.3 100.0

The resulting detergent pieces foam a lot in hard and soft water, do not cause the formation of lime soap and have been found in experiments to be only slightly irritating to the eyes.

Example XII

A low pH solid detergent composition is prepared by the method of Example XI with the following composition: w / w%

Compound B 20.00

Stearic acid 15.00

Polyethylene glycol 4000 5.00 25 Dextrin 10.00

Talc 10.00

Disodium lauryl sulfosuccinate 35.00

Deionized water 5.00 30 100.00

Example XIII

The creamy liquid soap composition is prepared as follows: 87.5 parts by weight of Compound C and 20.0 parts by weight of lauryl succinic acid are placed in a vessel equipped with a stirrer and heated with steam to 45 ° C. The pH is adjusted to 7.2 + 0.2 with dilute NaOH solution, then 14,67723 l. parts by weight of propylene glycol and 95 parts by weight of deionized water are added. The pulp is cooled to 30 ° C and 2 parts by weight of perfume are added before filling into the tubes. The composition of the product obtained is as follows: 5% w / w

Compound C 42.57

Lauryl succinate 9.73

Propylene glycol 0.48 10 Fragrance 0.97

Deionized water q.s. ad 100%

The product is a smooth, translucent, mild, creamy gel that can be easily dispensed from a tube.

15 Example XIV

Prepare a translucent liquid soap having the following composition: w / w%

Compound D 30.0 Lauryl sarcosinate 20.0

Polyethylene glycol 6000 distearate 3.0

Deionized water q.s. ad 100

The pH of the composition prepared above is adjusted to 6.0 with dilute HCl.

Example XV

Prepare a translucent liquid soap having the following composition: pa ino / pa ino-% 30 Sulphosuccinate 3.00

Compound A 2.50

Ammonium lauryl (3) ether sulphate 3.00

Polyoxyethylene 80 sorbitan monolaurate 5.00 35 Preservative 0.10

Water and perfume 0.25

Deionized water q.s. ad 100 15 67723

The pH of the prepared composition is adjusted to 6.0 with dilute HCl. In addition to the preferred embodiments described above, one skilled in the art may, without departing from the spirit of the invention, perform other embodiments, arrangements, and variations.

Claims (10)

16 67723 A detergent and detergent composition having a low irritant effect, characterized in that it contains (a) about 1-50% by weight of an amphoteric fatty acid complex of the formula m®r ^ 1 © R 1 -C 0 R 2 - x x L-1 · -J i 2 ^ 2 L H J having alkyl of 6 to 18 carbon atoms or substituted alkyl or a mixture thereof, R- is 8 to 18 carbon atoms. Alkyl containing 15 Z atoms or a mixture or formula thereof 0 Z H I —R3-C-N-Y. The alkylamido of 20 to 8 alkyl of 8 to 18 carbon atoms, Z is H or lower alkyl of 1 to 4 carbon atoms, and Y is lower alkylene of 1 to 4 carbon atoms, and A 2 is the same or different anionic salt groups 22 selected from: {CH 2 CH 2 -COOX] n KH2-COOX] n, 4CH2CHOH-CH2-SO3X] n, iCH2-CHOH-CH2-PO3Xln wherein X is a water-soluble cation and n is an integer 1 or 2, provided that only one of the symbols A · ^ and When A 2 is an anionic salt group, the other may be lower alkyl or hydroxyalkyl of 1 to 4 carbon atoms, 35 and 17 67723 (b) about 2 to 50% by weight of an anionic surfactant selected from sulfosuccinates, alkyl carboxylate, sulfofatty acid and -sulfonic acid ester carboxylates, alkyl succinates, alkyl sarcosinates and fatty acid protein condensates. Composition according to Claim 1, characterized in that the weight ratio of amphoteric fatty acid complex to anionic surfactant is about 1: 4 to 4: 1. Composition according to Claim 1, characterized in that the amphoteric fatty acid complex has the formula “O Ί0 O H C ^ HdOtTl ^ II II / 15 Ri-C-0 C. (CH2) -, - Nv * | nch2cook L H where R. is 0ιηΗοο _ „J 1 11 23 - C1gH37 mixture. Composition according to Claim 1, characterized in that the amphoteric fatty acid complex has the formula f- "1 © * 0" 0 ^ CH 2 CH 2 COONa w 25 ° C ". wherein R 2 is a mixture of C 8 H 8 g - C Composition according to Claim 1, characterized in that the amphoteric fatty acid complex has the formula 0 ~ Θ H 2 CH 2 CH 2 COONa | 0 C11H23C ”° C14H29-Nv 35. J XH2CH2COONa 18 67723 Composition according to Claim 1, characterized in that it contains about 5 to 15% by weight of amphoteric fatty acid complex, based on the total weight of the composition. Composition according to Claim 1, characterized in that the anionic surfactant is an alkyl sarcosinate. Composition according to Claim 1, characterized in that the anionic surfactant is sulfosuccinate. Composition according to Claim 1, characterized in that the anionic surfactant is an alkyl succinate. Composition according to Claim 1, characterized in that it contains from 5 to 40% by weight of anionic surfactant, based on the total weight of the composition. 19 67723