Cationic polymers as antistatic additives for hair preparations
AssigneeHenkel Kommanditgesellschaft auf Aktien
InventorsWolfgang Ritter, Rolf Tenhaef, Horst Hoffkes, Kurt Seidel
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AssigneeHenkel Kommanditgesellschaft auf Aktien
InventorsWolfgang Ritter, Rolf Tenhaef, Horst Hoffkes, Kurt Seidel
Estimating the term…
An aqueous hair-treatment preparation containing an antistatic additive imparting an antistatic effect to the hair, characterized in that said antistatic additive is at least one cationic polymer produced by the process of (1) epoxidizing 1,3-diene homopolymers or copolymers (2) reacting the epoxide compound so produced with low molecular weight amines selected from the group consisting of primary amines, secondary amines and tertiary amines, and (3) converting the reaction products into the salt form or into polymeric quaternary ammonium salts. The use of these polymeric amine salts or quaternary ammonium salts in cosmetic hair-treatment preparations provides these preparations with antistatic effects. Preferred cationic polymers are obtained by the epoxidation of polybutadiene, of which more than 50% of the monomer units show the 1,4-cis-configuration, reaction with dimethylamine or morpholine and conversion into the hydrochlorides or alkylation with glycidyl trimethylammonium chloride, 3-chloro-2-hydroxypropyl trimethylammonium chloride or ethylene oxide. The cationic polymers are preferably used in shampoos in quantities of from 0.5 to 5.0% by weight in addition to 5 to 30% by weight of alkylether sulfate tensides and 1 to 5% by weight of a zwitterionic or amphoteric washing-active substance.
An aqueous shampoo composition for human hair consisting essentially of:
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Containing organic macromolecular compounds: obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
Preparations for care of the hair: preparations for cleaning the hair
Reacting with oxygen or oxygen-containing groups: with epoxy radicals
Polycondensates containing more than one epoxy group per molecule: obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer
Term ended 13 Feb 2007 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.
1. Field of the Invention
This invention relates to cosmetic hair-treatment preparations containing an antistatic additive imparting an antistatic effect to the hair.
After washing with shampoos, shower and bath preparations based on synthetic tensides, but above all after cosmetic treatments, such as dyeing and shaping, hair is often in a cosmetically unsatisfactory state. It is difficult to comb when wet and has little hold and body after drying. Above all, it tends to become statically charged which causes freshly washed hair to "fly".
In a glass apparatus consisting of a 4-liter three-necked flask, stirrer and intensive condenser, 540 g of a polybutadiene of which the viscosity at 20.degree. C. according to DIN 53015 amounted to approximately 3 poises and the iodine number (according to Wijs) amounted to approximately 450 g/100 g and which predominantly contained 1,4-cis-double bonds (Polyol huls 130, a product of Chem. Werke Huls A. G., Germany were dissolved in 2000 ml of chloroform. 190 g of 40% peracetic acid (in glacial acetic acid) containing 19 g of dissolved sodium acetate were added dropwise over a period of 7.5 hours with vigorous stirring to the solution previously heated to 50.degree. C. in such a way as to produce a steady, gentle reflux of the chloroform boiling under the effect of the heat of reaction. Thereafter, the reaction mixture was stirred for another 2 hours at 50.degree. C. and then cooled to 30.degree. C. The epoxide was precipitated by pouring the reaction mixture into 12,000 ml of methanol under continuous stirring. The viscous oil, precipitating to the bottom of the container, was separated off, mixed three times with 5 liters of methanol and separated and then washed until neutral. The oily reaction product was freed from volatile constituents in vacuo. The yield amounted to 95% of the theoretical. The product contained 2.5% by weight of epoxide oxygen.
Starting with 540 g of polybutadiene, epoxidation was carried out in the same way as in Example 1 using the quantities of peracetic acid (40% in glacial acetic acid) shown in Table 1. The yields and epoxide oxygen contents indicated were obtained.
TABLE 1 ______________________________________ Exam- Quantity of peracetic Yield [% of ple acid (40% in glacial the theo- % Epoxide oxygen No. acetic acid) retical] [% by weight] ______________________________________ 190 g 95 2.5 2 285 g 93 3.6 3 380 g 88.5 4.7 4 570 g 83.7 6.7 5 665 g 64.3 7.4 6 950 g 79.0 9.3 7 1140 g 71.1 10.3 8 1425 g 47.5 5.8 ______________________________________