DE1249433B - - Google Patents

Description

FEDERAL REPUBLIC OF GERMANY

GERMAN

PATENT OFFICE

PATENT LETTERING

Int. Cl .:

Number:

File number: Registration date: Display day: Issue date:

ClId

German class: 23 e - 2

P 12 49 433.6-41 (H 53861)

September 25, 1964

7th September 1967

August 13, 1970

The patent specification differs from the patent specification

It is known that synthetic detergent raw materials containing sulfate or sulfonate groups practice one more or more less strong irritant effect on human skin. This phenomenon makes itself especially with Detergents and cleaning agents which contain such raw materials and which are used regularly or frequently coming into contact with human skin is often unpleasant, especially in the case of sensitive skin Persons. The cleaning agents mentioned include, above all, body cleaning agents and hair shampoos as well as numerous detergents and cleaning agents used in household and industry, in particular dishwashing detergents. The irritant effect shows itself in a tendency to stick the moist skin and in the tendency to premature shedding of the keratinized epidermal layers as well as roughing and cracking of the skin, which may lead to unpleasant inflammation.

It has now been found that detergents and cleaning agents with significantly improved skin tolerance based on higher molecular weight detergents containing sulfate or sulfonate groups are obtained if they contain sulfathetaines of the general formula

R ₁ ^: NR ₁ OSO,

R ₃ . _{3 <1}

have, wherein R, a saturated or unsaturated, straight or branched chain, optionally through heteroatoms or .Atomgruppcn. such as O - COO-, CONH ■ -, interrupted alkyl radicals with 8 to 20 carbon atoms, R ₂ and R _{: 1} denote alkyl radicals with 1 to 4 carbon atoms and R ₁ denotes an alkylene radical with 1 to 4 carbon atoms. Particularly favorable effects are of such betaines obtained in which R, a AVk'vIri; st ^': RHIT '12 to 18'Kohlenstoffatomen'ist. ¹ while 'RV'uiid R _{: i} methyl ^ «* or ethyl radicals siiHl ^{: i} uiid R; an Ä ^! fky) eii, rest with ί to! 2-CarbonatofTJen is. ■. ^■:; · ^Ι; '^ΛίίΛ;' - _: '''"^;: / 7

^; Washing uriÜ ¹ -'Reinigungsmittelj for a ^ Vcrbess6-tion of Haiit \ erträgtichkeit of 'bcsoiiderer practical'sche'rBedeutung'ist;' are for example .seiferifrdie, 45 'washsticks ^ i ^{; i} bath additives, llaarshampüos. Textile-'"

As! I ^ jfät- öUeVSÜlfönatgruppen containing washing- V oihs, tofife <die ^ ilei; br> ygt: for the Arüfb'au: such üasch- and "-Admiglingmittel."H'e'i'vc-ehdet herden ',;'

\ tsulIVMTaie ^ 'AllcVMfhhiil

Skin-friendly detergents and cleaning agents

Patented for:

Henkel & Cie. GmbH.,

4000 Düsseldorf, Henkelstr. 67

Named as inventor: Dipl.-Chem. Dr. Ernst Götte,
4000 Düsseldorf-Oberkassel; Dipl.-Chem. Dr. Wolf-Dieter Willmund,
4000 Düsseldorf-Holthausen

\ -Sulfofatty acid esters and substituted taurines into consideration. The structure of such compounds is known, they have straight or branched chain, saturated or unsaturated higher molecular weight alkyl radicals, in the case of the purely aliphatic compounds preferably 8 to 20 carbon atoms, in the case of Alkylarylsulfonates contain 8 to 14 carbon atoms. The detergents and cleaning agents can contain common additives such as phosphates, borates, silicates, soda, sodium sulfate, Soluble cellulose derivatives, as well as dyes and the like. Contain.

The targeted skin compatibility of the höhermofekulare sulfates or sulfonates containing washing and cleaning agent is already relatively small quantities of about 2 J ^0, _n based on the sulfate or sulfonate group-containing Waschrohstoffi to Sui fatbetain achieved. ¹ A completely satisfactory skin tolerance, whereby skin irritations normally no longer occur with normal use, is achieved if the following amounts of sulphate betaine, based on the amount of the detergent raw material containing sulphate or sulphonate groups, are used: for alkylbenzenesulphide about 8 to 18%, for alkylsulphonate about 3 to 9%, at Dodecylsulfät about 8 to 20%, with a mixture of equal parts of dodecyl and tetradecyl about 6 to 17 _'0 ¹ Z, wherein Dodecyldiglykoläthersulfat about 2 to 15%. Additions of more than 20%, based on the detergent raw material containing sulfate or sulfonate groups, are generally not required. _{,, t} . . ■

In practice, in the case of agents that are not used continuously or regularly, one often uses even smaller amounts of sulfate betaine from the above-mentioned amounts of sulfate betaine from commercially available detergents and cleaning agents such as Ibis 10 _{; (} X3 ^ wictitspr <y / enty r ';vO'j"{Ugs \ veiNe el \\ a; 3 to. 5, .Ciowichispfiwqnt.-ait; SuH ^: i ['t'bet; uii / uüeset / t through the ¹ rc 'lift'i'i'"- ueringen Mc.'ul'cii.'a'uj SuKalbcutin

'■■ ·.'. '", 009 6ii 185

the character and properties, especially the cleaning and foaming effect of the relevant detergents and cleaning agents are not included in changed significantly. .

From the German Auslegeschrift 1 170 574 it is already known, liquid rough detergents containing betaines or betaine-like compounds containing siliconate groups add to improve homogeneity, foam properties and skin friendliness. In contrast, the claimed sulfate betaines have a surprisingly stronger and more pronounced one Skin slit effect. Corresponding comparative tests were carried out with a betaine and a SuI-fönatbetain of the German Auslegeschrift mentioned and two sulfate betaines according to the invention carried out on two different washing raw materials, the results of which can be found in the tables below can be found. The superiority of the sulphate betaines can be clearly seen.

The table values were obtained using the so-called "Zein" method (published as preprint C / i. 10 for the lectures at the IV ^e Congres International de la Detergence from September 7 to 12, 1964 in Brussels). The numerical values represent a quantitative measure of the aggressiveness of the detergent solution by indicating the solubility of zein (a type of protein obtained from the coating substance of the maize) in the detergent solution in question, converted into mg N per 100 ml solution. Low numerical values mean low, high numerical values mean greater aggressiveness of the detergent solutions. ' Experience has shown that with numerical values below about 250, practically no skin irregularities are found any more.

The following betaines and betaine-like compounds were found (referred to as skin protection agent) tested:

CH,

C ₁₂ _, JNCH ₂ COO

CH ₃

(German interpretation I 170 574),

,), SQ,

: (German interpretation 1 170 574),

C ₈ (8 NCH, OSO
CH,

(Lrfinduna)

CH,

Λ OSO

CH,

(Invention)

I,),] | CH, OSO ",
(published German patent application B 16481 lVa / 23t)

Table 1
Detergent raw material: tetrapropylene benzene sulfonate

ratio . '. ■ A Skin protection products C. D. E. 5 skin protection products 660 660 660 660 to detergent 560 B. 425 450 558 0: 100 475 660 205 245 439 10:90 310 560 10 8th 305 ίο 20:80 465 40:60 320

Table 2

VVaschrohstöff: dodecyl tetradecyl diglycol ether sulfate mixture

ratio
Skin protection products
to laundry raw material

0: 100
10:90
20:80
40:60

Skin protection agents A B CD F.

355 355: 355 355. 355

265 270 '< 180 185' 267

215 '230 - ¹ 75' 100 212

135 170 0 8 102

Examples

1. A liquid shampoo with especially . ■ good skin tolerance has the following composition:

Weight percent

Dodecyldimethyl-methylsulfate betaine 1.5

Dodecyl diglycol ether sulfate 28.5

Water ... ^: 70.0

Usual additives such as perfume, colorants, pH-regulating buffer mixtures and the like can be added as required be added. Even with frequent use of this shampoo, irritation and flaking will not occur the scalp. Get hairdressers who constantly wash their hair with this product no rough hands and no skin irritation.

2. A liquid dishwashing detergent which is well tolerated by the skin even after long-term use is obtained if in a conventional detergent, which consists of -30 parts by weight of dodecylbenzenesulfonate and 70 parts by weight of water, 5 parts by weight of the dodecylbenzenesulfonate by cocoalkyldimethyl-ethylsulfate betaine, whose cocoalkyl radical consists of a mixture of alkyl chains with 8 to 18 carbon atoms is replaced. Even in relatively high concentrations (2 g / l) When applied, the product does not cause the skin to stick or peel off the outer layers of the pidermis. The detergent can with the addition of sodium sulfai

Ϊ5 and spraying can be converted into powder form ^ By replacing part of the! Dodecylbenzolsulfonats by the sulphate betaine become »■ The detergent does not foam and detergent " 111 impaired to a significant degree · '; .'.- ■■: .. ·: · "

θο 3 One obtains a good skin-compatible rinsing ^ and> cleaner by mixing: 95 'weight ¹ ^ share a technical 12 to 18 coals s'toffatöme''in the alk> lrest containing alkyl sulfonate' 5 ^ Ge weight share Oleyldirncthyi-methylsuifatbetainC Through

'Are worked> - -' ^/ phosphates, borates silicates, soda 11 like may öiit ^{1 [} ''^~; dissolve in water can be 15 to 25 "/ (,! ge liquid" products prepared Usual alkaline iMittelä5-WJE.. .- ■: '■! Υ ■■ _. ^ V-

Claims (5)

11M9 claims: 1. Washing and cleaning agents based on higher molecular weight, sulfate or sulfonate groups containing detergent raw materials, marked due to a content of sulphate betaines the general formula R ₈ R ₁ R ₁ -OSO, R, wherein R _{1 is} a saturated or unsaturated, straight or branched chain, optionally interrupted by heteroatoms or groups of atoms, such as —O—, —COO -, - CONH - /. Alkyl radicals with 8 to 20 carbon atoms, R., and R ₃ denotes alkyl radicals with 1 to 4 carbon atoms and RJ denotes an alkylene radical with 1 to 4 carbon atoms. ' 2. Washing and cleaning agent according to claim 1, characterized by a content of sulfate betaines of the general formula given, in which R _{1 is} an alkyl radical with 12 to 18 carbon atoms and R ₂ and R _{: t} methyl or ethyl radicals and R _{1 is} an alkylene radical with 1 to 2 carbon atoms. 3. High molecular weight alkyl sulfates and / or alkyl ether sulfates with 8 to 20 carbon atoms in the alkyl chain-containing detergents and cleaning agents according to claims 1 and 2. characterized by a content of 2 to 20 ° / ₀ of sulfate betaine, based on the weight of the alkyl sulfate and / or Alkyl alder sulfate. 4. Higher molecular weight alkyl sulfonates with 8 to Washing and cleaning agents containing 20 carbon atoms in the alkyl chain according to claims 1 and 2. characterized by a content of 3 to 9% of sulfate betaine, based on the amount by weight of the alkyl sulfonate. 5. High molecular weight alkylbenzenesulfonates with 8 to 14 carbon atoms in the alkyl chain-containing detergents and cleaning agents according to Claims 1 and 2. characterized by a content of 8 to 18 ^o / _O of sulfate betaine, based on the amount by weight of the alkylbenzene sulfonate. Considered publications:
German Auslegeschrift No. 1 042 811,
1062392, 1 135 606, 1 170574; German patent application B 16481 VIa 23 e
as (published October 2, 1952);
U.S. Patent No. 2,129,264;
Stüpel-Szagall: "The effect of detergents on the skin", 1957, p. 191. . ■: ■: ■ (■;.! /. ■ t S I; Λ- " • Ι! /! Ml U