GUAR HYDROXYPROPYLTRIMETHYLAMMONIUM CHLORIDE AND USES THEREOF IN HAIR TREATMENT COMPOSITIONS

Abstract

The present invention relates to a non-cellulosic polysaccharide derivative: i) having a mean average molecular weight (Mw) from about 100,000 g/mol, preferably from about 150,000 g/mol and more preferably from about 200,000 g/mole to about 2,000,000 g/mol, preferably to about 1,800,000 g/mol and more preferably to about 1,400,000 g/mole; and ii) containing at least one cationic group, with a cationic degree of substitution (DS.sub.cat).sub.extraction, from about 0.20 to about 0.30.

Claims

1. A non-cellulosic polysaccharide derivative: i) having a mean average molecular weight (Mw) from about 100,000 g/mol to about 2,000,000 g/mol; and ii) containing at least one cationic group, with a cationic degree of substitution (DS.sub.cat).sub.extraction, from about 0.20 to about 0.30.

2. The non-cellulosic polysaccharide derivative according to claim 1, wherein the non-cellulosic polysaccharide derivative is a galactomannan derivative.

3. The non-cellulosic polysaccharide derivative according to any one of claim 1 or 2, wherein the non-cellulosic polysaccharide is a guar.

4. The non-cellulosic polysaccharide derivative according to any one of claims 1 to 3, wherein the cationic group is chosen from the group consisting of: primary, secondary or tertiary amino groups, quaternary ammonium, sulfonium or phosphinium groups, and mixtures thereof.

5. The non-cellulosic polysaccharide derivative according to any one of claims 1 to 4, wherein the cationic group is chosen from: trialkylammonium groups (such as trimethylammonium groups, triethylammonium groups, or tributylammonium groups), aryldialkylammonium groups (such as benzyldimethylammonium groups) and ammonium groups in which the nitrogen atom is a member of a ring structure, such as pyridinium groups and imidazoline groups.

6. The non-cellulosic polysaccharide derivative according any one of claims 1 to 5, wherein the mean average molecular weight is from about 150,000 g/mol to about 1,800,000 g/mol.

7. The non-cellulosic polysaccharide derivative according to any one of claim 1 to 6, wherein the mean average molecular weight is from about 200,000 g/mol to about 1,400,000 g/mol.

8. The non-cellulosic polysaccharide derivative according to any one of claims 1 to 7, wherein the (DS.sub.cat).sub.extraction is from about 0.20 to about 0.25.

9. The non-cellulosic polysaccharide derivative according to any one of claims 1 to 7, wherein the (DS.sub.cat).sub.extraction is from about 0.25 to about 0.30.

10. Use of the non-cellulosic polysaccharide derivative according to any one of claims 1 to 9, in a hair composition.

11. The use according to claim 10, in a hair composition, for: i) providing conditioning effects to the hair; and/or ii) providing care to hair and/or scalp; and/or iii) providing a nice dry hair appearance.

12. A hair composition comprising at least one non-cellulosic polysaccharide derivative according to any one of claims 1 to 9.

13. The hair composition according to claim 12, wherein the non-cellulosic polysaccharide derivative: i) has a mean average molecular weight (Mw) from about 100,000 g/mol to about 1,800,000 g/mol; and ii) contains at least one cationic group, with a cationic degree of substitution after extraction, (DS.sub.cat).sub.extraction, from about 0.20 to about 0.30.

14. The hair composition according to any one of claim 12 or 13, wherein said hair composition is a shampoo composition.

15. A method for: i) providing conditioning effects to the hair; and/or ii) providing care to hair and/or scalp; and/or iii) providing a nice dry hair appearance; which comprises treating the hair in need thereof with the hair composition of any one of claims 12 to 14.

16. The method according to claim 15, which comprises treating the hair in need thereof with a hair composition, comprising a non-cellulosic polysaccharide derivative: i) having a mean average molecular weight (Mw) from about 100,000 g/mol to about 1,800,000 g/mol; and ii) containing at least one cationic group, with a cationic degree of substitution after extraction, (DS.sub.cat).sub.extraction, from about 0.20 to about 0.30.

17. The method according to any one of claims 15 or 16, wherein the hair in need thereof is damaged hair.

18. A method for: i) providing conditioning effects to the hair; and/or ii) providing care to hair and/or scalp; and/or iii) providing a nice dry hair appearance; which comprises treating the hair in need thereof with the non-cellulosic polysaccharide derivative of any one of claims 1 to 9.

19. The method according to claim 18, wherein the hair in need thereof is damaged hair.

20. A shampoo composition comprising at least one non-cellulosic polysaccharide derivative according to any one of claims 1 to 9.

21. The shampoo composition according to claim 20, comprising silicone.

22. The shampoo composition according to claim 21, comprising an antidandruff agent.

Description

[0181] FIG. 1 highlights the hair appearance after one single application for shampoos containing 0.8% of polymer.

[0182] The following examples will serve to illustrate the invention, all parts and percentages being by weight, unless otherwise indicated.

EXAMPLES

Suppliers:

[0183] Jaguar® C500, Jaguar® C17, Jaguar® C13s, Jaguar® C14s: Rhodia Novecare Ucare® JR400, Ucare® JR30M: Amerchol

[0184] 2,3-epoxypropyltrimethylammonium chloride: Sachem

A. Wet Combing and Dry Hair Look Performance Assessment

[0185] To assess the wet combing and dry hair look properties of the shampoos, flat calibrated tresses of bleached Caucasian hair weighing about 1.5 grams were used. They were purchased from IHIP, International Hair Importers & Products, 87-29 Myrtle Avenue Glendale, N.Y. 11385, USA.

[0186] Prior to being actually shampooed, the hair tresses were first cleansed with a 10% active sodium laureth sulfate (SLES) solution. For this cleansing step, the hair tresses were wetted with 37° C. running water for 60 seconds, washed for 60 seconds with 3.0 ml of the SLES solution and then they were rinsed under 37° C. running water for 60 seconds. In a second step, each hair tress was rewetted under running water for 60 seconds and shampooed by applying 0.2 gram of shampoo per gram of hair along the hair length. The tress was kneaded for 45 seconds and then it was rinsed under 37° C. running water for 30 seconds. The shampooed hair tresses were then gently hand combed to remove major tangles and then combed for ten times at 300 mm/min using a MTT 170 Miniature Tensile Tester (Dia-Stron Ltd) equipped with an ACE hard rubber fine tooth comb. Between each combing cycle, the hair was rewetted with water to keep it wet. Combing force versus displacement curves were obtained in the process. Total combing works (corresponding to the integral of this signal) are extracted. From the 10 combing cycle data, the average wet combing work was calculated for each hair tress. For each formulation, a minimum of three hair tresses were assigned and used to determine the average total combing work for the formulation. The lower the total work, the higher the wet conditioning efficiency of the formulation. The tresses were then hung vertically and stored overnight in a climatic room at about 21° C.±5° C. and about 50% relative humidity. The next day, dry hair look was visually assessed and a picture of the hair tresses was taken using a video camera

B. Silicone Deposition Measurement

[0187] The deposition efficiency of shampoos was measured on calibrated Virgin Medium Brown Caucasian Hair (hair tress weight: 4.5 grams; length below epoxy blue clip: 20 cm) purchased from IHIP (International Hair Importers & Products Inc.).

[0188] The method contains 4 steps: the pre-treatment of the hair tresses with a 10% SLES (sodium lauryl ether sulfate) solution, the treatment of the hair tresses with the shampoo, the dimethicone extraction using THE (Tetrahydrofuran) and the dosage of the extracted dimethicone using GPC.

[0189] Hair Tress Pre-Treatment:

[0190] Hair tresses were pre-treated with a 10% SLES solution, then rinsed with water prior to treatment with the dimethicone-containing shampoo. The procedure was as follows: each tress was put under a controlled water flow (150 mL/min at 38° C.) for 1 minute, then 3 mL of a 10 wt % SLES solution was applied along the hair tress. Finally, the hair tress was rinsed under running water for 1 minute.

[0191] Hair Treatment:

[0192] Approximately 450 mg of shampoo were weighed out precisely. The hair tress was rolled around the finger and the shampoo was withdrawn with it. Then, the product was massaged into the hair for 45 s, and precaution was taken to be sure that the product was distributed evenly across the tress assembly. The hair tress was then rinsed under running water for 30 s. The excess water was stripped off from the tress by pulling through middle finger and forefinger and the hair tress was left to dry and equilibrate overnight in a climatic room (21° C., 50% H.R.)

[0193] Silicone Extraction:

[0194] For each hair tress, 250 ml polyethylene bottles were tarred. The hair tress was introduced in the bottle while maintaining the mounting tab outside the bottle. The hair was cut just below the mounting tab and the amount of hair introduced in the bottle was recorded. Then, about 100 ml of THF were introduced in each of the polyethylene bottles, before capping them. All the bottles were placed on the agitation table and left to mix for 24 hours at 200 rpm. Under the hood, the THF extraction solution was transferred in a 150 ml evaporating dish and left to evaporate (maximum ventilation rate) for 24 hours under the hood.

[0195] Dosage of the Extracted Dimethicone:

[0196] The evaporating dish capped was tarred with a watch glass. Under the hood, about 4 ml of THE were introduced in the evaporating dish. Using a spatula, the dimethicone deposited onto the walls of the evaporating dish was re-dissolved. Once the silicone was re-solubilized, the evaporating dish capped was weighed with the watch glass and the amount of THF introduced was recorded. Using a syringe, the dimethicone solution was transferred in a 2 ml vial and the vial was capped. The dimethicone concentration was dosed in the vial using GPC. The amount of dimethicone deposited on hair, Q, expressed in ppm (μg of dimethicone per g of hair) was calculated as follows:

[00003]$Q\left(\mathrm{\mu g}\mathrm{dimethicone}\mathrm{per}\mathrm{gram}\mathrm{of}\mathrm{hair}\right)=\frac{C_{\mathrm{dimethicone}}\times m_{\mathrm{THF}}}{m_{\mathrm{hair}}}$

where C.sub.dimethicone is the dimethicone concentration in the GPC vial expressed in ppm (μg dimethicone per gram of THF), m.sub.THF the amount of THF, expressed in grams, used to re-solubilize the dimethicone in the evaporating dish and m.sub.hair, the amount of hair expressed in grams introduced in the polyethylene bottle. The deposition yield was calculated as follows:

[00004]$R\left(\%\right)=\frac{C_{\mathrm{dimethicone}}\times m_{\mathrm{THF}}}{m_{\mathrm{shampoo}}\times \varphi }$

where m.sub.shampoo is the amount of shampoo, expressed in micro-grams, used to treat the hair tress and φ, the concentration of dimethicone in the shampoo. A minimum of 2 hair tresses were used for each formulation to calculate an average amount of silicone deposited on hair and an average deposition yield.

C. Synthesis of the Non-Cellulosic Polysaccharide Derivatives

[0197] 1) Synthesis of Polymer 1

[0198] The polymer of the present invention was made in the following manner:

[0199] In a 1 liter stirred reactor, 183 g of isopropanol solvent mixed with 85 g of de-ionized water were introduced at room temperature, under a blanket of inert nitrogen gas. 103 g of guar flour, (molecular weight of 1-2 million g/mol and a particle size of 200-500 micron) were then loaded at room temperature and under vigorous stirring. After a few minutes of stirring to allow for homogenization the pH of the dispersion was adjusted with the addition of 5 g of acetic acid, 99%. 5 g of peracetic acid, 32% solution in dilute acetic acid, were added to effect the depolymerization of guar. Once homogenization is allowed by mixing for 30 minutes, the dispersion was heated to 50° C. and held at this temperature until most peracetic acid was consumed, as measured using peroxide strips (<24 hours).

[0200] Once the depolymerization was finished the reaction temperature was lowered to room temperature and 66 g of 2,3-epoxypropyltrimethylammonium chloride were added, followed by 40 g of isopropanol solvent. This reagent was left to mix at room temperature with the guar dispersion for 20 minutes, after which 25.5 g of sodium hydroxide (25%), were added slowly. The dispersion was then heated to 65° C. and held at this temperature for 90 minutes, after which the temperature was lowered to at least 50° C. in order to start the washing procedure.

[0201] A reaction mixture obtained as described in the paragraph above was dispersed under stirring with 178 g of isopropanol and 39 g of water. It was then left under stirring for 15 minutes and then discharged from the reactor. This dispersion was then filtered under vacuum through qualitative filter paper. This washing and filtering procedure was repeated twice more for 30 minute intervals with 240 g of isopropanol mixed with 39 g of water. The obtained guar powder was finally mixed with 300 g of isopropanol, left to stir for 30 minutes, and filtered. The collected solids were then left to dry overnight in air and then for 4 h in a vacuum oven at 50° C.

[0202] The cationic degree of substitution (DS.sub.cationic).sub.extraction was measured according to the procedure detailed in the description.

[0203] The analytical results obtained for the above sample yielded a DS.sub.cationic by 1H NMR before acidic extraction of 0.33 and a (DS.sub.cationic).sub.extraction of 0.25 by 1H NMR after acidic extraction.

[0204] The average molecular weight of the non-cellulosic polysaccharide derivative was measured by SEC-MALS analyses according to the procedure detailed in the description and using the following conditions:

[0205] Column: Shodex OHpak SB-806M HQ, 3 columns

[0206] Mobile phase: 100 mM Na.sub.2NO.sub.3, 200 ppm NaN.sub.3, 20 ppm pDADMAC

[0207] Flow rate: 1.0 ml/min

[0208] Detector: Agilent Refractive Index Detector, Wyatt mini DAWN TRISTAR MALS detector

[0209] Injection volume: 100 μl

[0210] Temperature: ambient

[0211] Run time: 50 minutes

[0212] The molecular weight was 3.33×10.sup.5 g/mol.

[0213] 2) Synthesis of Polymer 2

[0214] The polymer of the present invention was made in the following manner:

[0215] In a 1 liter stirred reactor, 183 g of isopropanol solvent mixed with 85 g of de-ionized water were introduced at room temperature, under a blanket of inert nitrogen gas. 103 g of guar flour, (molecular weight of 2-3 million g/mol and a particle size of 200-500 micron) were then loaded at room temperature and under vigorous stirring. After a few minutes of stirring to allow for homogenization 4 g of peracetic acid, 32% solution in dilute acetic acid, were added to effect the depolymerization of guar. Once homogenization is allowed by mixing for 30 minutes, the dispersion was heated to 50° C. and held at this temperature until most peracetic acid was consumed, as measured using peracetic acid strips (<24 hours).

[0216] Once the depolymerization was finished the reaction temperature was lowered to room temperature and 55 g of 2,3-epoxypropyltrimethylammonium chloride were added, followed by 80 g of isopropanol solvent. This reagent was left to mix at room temperature with the guar dispersion for 20 minutes, after which 20 g of sodium hydroxide (25%), were added slowly. The dispersion was then heated to 65° C. and held at this temperature for 90 minutes, after which the temperature was lowered to at least 50° C. in order to start the washing procedure.

[0217] A reaction mixture obtained as described in the paragraph above was dispersed under stirring with 178 g of isopropanol, 39 g of water and 4 g of acetic acid. It was then left under stirring for 15 minutes and then discharged from the reactor. This dispersion was then filtered under vacuum through qualitative filter paper. This washing and filtering procedure was repeated twice more for 30 minute intervals with 240 g of isopropanol mixed with 39 g of water. The obtained guar powder was finally mixed with 300 g of isopropanol, left to stir for 30 minutes, and filtered. The collected solids were then left to dry overnight in air and then for 4 h in a vacuum oven at 50° C.

[0218] The cationic degree of substitution (DS.sub.cationic).sub.extraction was measured according to the procedure detailed in the description.

[0219] The analytical results obtained for the above sample yielded a DS.sub.cationic by 1H NMR before acidic extraction of 0.30 and a (DS.sub.cationic).sub.extraction of 0.28 by 1H NMR after acidic extraction.

[0220] The average molecular weight of the non-cellulosic polysaccharide derivative was measured by SEC-MALS analyses according to the procedure detailed in the description and using the following conditions:

[0221] Column: Shodex OHpak SB-806M HQ, 3 columns

[0222] Mobile phase: 100 mM Na.sub.2NO.sub.3, 200 ppm NaN.sub.3, 20 ppm pDADMAC

[0223] Flow rate: 1.0 ml/min

[0224] Detector: Agilent Refractive Index Detector, Wyatt mini DAWN TRISTAR MALS detector

[0225] Injection volume: 100 μl

[0226] Temperature: ambient

[0227] Run time: 50 minutes

[0228] The molecular weight was 1.19×10.sup.6 g/mol

[0229] 3) Synthesis of Polymer 3

[0230] The polymer of the present invention was made in the following manner:

[0231] In a 1 liter stirred reactor, 183 g of isopropanol solvent mixed with 85 g of de-ionized water were introduced at room temperature, under a blanket of inert nitrogen gas. 103 g of guar flour, (molecular weight of 2-3 million g/mol and a particle size of 200-500 micron) were then loaded at room temperature and under vigorous stirring. After a few minutes of stirring to allow for homogenization 11 g of peracetic acid, 32% solution in dilute acetic acid, were added to effect the depolymerization of guar. Once homogenization is allowed by mixing for 30 minutes, the dispersion was heated to 50° C. and held at this temperature until most peracetic acid was consumed, as measured using peracetic acid strips (<24 hours).

[0232] Once the depolymerization was finished the reaction temperature was lowered to room temperature and 68 g of 2,3-epoxypropyltrimethylammonium chloride were added, followed by 80 g of isopropanol solvent plus 20 g of water. This reagent was left to mix at room temperature with the guar dispersion for 20 minutes, after which 27 g of sodium hydroxide (25%), were added slowly. The dispersion was then heated to 65° C. and held at this temperature for 90 minutes, after which the temperature was lowered to at least 50° C. in order to start the washing procedure.

[0233] A reaction mixture obtained as described in the paragraph above was dispersed under stirring with 178 g of isopropanol, 39 g of water and 2 g of acetic acid. It was then left under stirring for 15 minutes and then discharged from the reactor. This dispersion was then filtered under vacuum through qualitative filter paper. This washing and filtering procedure was repeated twice more for 30 minute intervals with 240 g of isopropanol mixed with 39 g of water. The obtained guar powder was finally mixed with 300 g of isopropanol, left to stir for 30 minutes, and filtered. The collected solids were then left to dry overnight in air and then for 4 h in a vacuum oven at 50° C.

[0234] The cationic degree of substitution (DS.sub.cationic).sub.extraction was measured according to the procedure detailed in the description.

[0235] The analytical results obtained for the above sample yielded a DS.sub.cationic by 1H NMR before acidic extraction of 0.36 and a (DS.sub.cationic).sub.extraction of 0.23 by 1H NMR after acidic extraction.

[0236] The average molecular weight of the non-cellulosic polysaccharide derivative was measured by SEC-MALS analyses according to the procedure detailed in the description and using the following conditions:

[0237] Column: Shodex OHpak SB-806M HQ, 3 columns

[0238] Mobile phase: 100 mM Na.sub.2NO.sub.3, 200 ppm NaN.sub.3, 20 ppm pDADMAC

[0239] Flow rate: 1.0 ml/min

[0240] Detector: Agilent Refractive Index Detector, Wyatt mini DAWN TRISTAR MALS detector

[0241] Injection volume: 100 μl

[0242] Temperature: ambient

[0243] Run time: 50 minutes

[0244] The molecular weight was 3.05×10.sup.5 g/mol.

[0245] 4) Synthesis of Polymer 4

[0246] The polymer of the present invention was made in the following manner:

[0247] In a 1 liter stirred reactor, 183 g of isopropanol solvent mixed with 73 g of de-ionized water were introduced at room temperature, under a blanket of inert nitrogen gas. 103 g of guar flour, (molecular weight of 2-3 million g/mol and a particle size of 200-500 micron) were then loaded at room temperature and under vigorous stirring. After a few minutes of stirring to allow for homogenization, 14 g of hydrogen peroxide, 4% solution, were added slowly to effect the depolymerization of guar, followed by the addition of 45 g of sodium hydroxide (25%). Once homogenization is allowed by mixing for 15 minutes, the dispersion was heated to 45° C. and held at this temperature until most peroxide was consumed, as measured using peroxide strips (<5 hours).

[0248] Once the depolymerization was finished the reaction temperature was lowered to room temperature and 96 g of isopropanol solvent were added, followed by 77 g of 2,3-epoxypropyltrimethylammonium chloride. This reagent was left to mix at room temperature with the guar dispersion for 20 minutes. The dispersion was then heated to 65° C. and held at this temperature for 90 minutes, after which the temperature was lowered to at least 50° C. in order to start the washing procedure.

[0249] A reaction mixture obtained as described in the paragraph above was dispersed under stirring with 178 g of isopropanol, 39 g of water and 12 g of acetic acid. It was then left under stirring for 15 minutes and then discharged from the reactor. This dispersion was then filtered under vacuum through qualitative filter paper. This washing and filtering procedure was repeated twice more for 30 minute intervals with 240 g of isopropanol mixed with 39 g of water. The obtained guar powder was finally mixed with 300 g of isopropanol, left to stir for 30 minutes, and filtered. The collected solids were then left to dry overnight in air and then for 4 h in a vacuum oven at 50° C.

[0250] The cationic degree of substitution (DS.sub.cationic).sub.extraction was measured according to the procedure detailed in the description.

[0251] The analytical results obtained for the above sample yielded a DS.sub.cationic by 1H NMR before acidic extraction of 0.38 and a (DS.sub.cationic).sub.extraction of 0.28 by 1H NMR after acidic extraction.

[0252] The average molecular weight of the non-cellulosic polysaccharide derivative was measured by SEC-MALS analyses according to the procedure detailed in the description and using the following conditions:

[0253] Column: Shodex OHpak SB-806M HO, 3 columns

[0254] Mobile phase: 100 mM Na.sub.2NO.sub.3, 200 ppm NaN.sub.3, 20 ppm pDADMAC

[0255] Flow rate: 1.0 ml/min

[0256] Detector: Agilent Refractive Index Detector, Wyatt mini DAWN TRISTAR MALS detector

[0257] Injection volume: 100 μl

[0258] Temperature: ambient

[0259] Run time: 50 minutes

[0260] The molecular weight was 3.68×10.sup.5 g/mol.

D. Wet Combing and Dry Hair Look Performances of the Polymers

[0261] The polymers of the invention as prepared above were formulated into the shampoo composition described below to evaluate their wet combing performances and for some of them, their dry hair look attributes. All ingredients are expressed by weight percent of the total formulation and as level of active ingredient. The results of the wet combing evaluation are reported in Table 1 and the ones on dry hair look in FIG. 1. The performances of the four polymers were assessed through 4 sets of measurements.

TABLE-US-00001 Parts by weight Ingredients active % Sodium Laureth Sulfate 14 Disodium Cocoamphodiacetate 2 Cationic Polymer 0.5 to 0.8 Sodium Chloride 1.35 Citric acid to pH 6.0-6.5 qs Preservative qs Water to 100

TABLE-US-00002 TABLE 1 Polymer Total wet Mean Cationic Charge density level in the combing error Set Example polymer Mw (g/mol) DS cat (meq/g) shampoo (%) work (J) (J) Set 1 Ex 1A none — — — 0 0.45 0.07 (comparative) Ex 1B Jaguar ® C500 389 000 0.13.sup.(b) 0.72 0.8 0.32 0.03 (comparative) Ex 1C Polymer 1 333 000 0.25.sup.(b) 1.25 0.8 0.11 0.00 Ex 1D Jaguar ® C17 2 000 000   0.20.sup.(b) 1.04 0.8 0.10 0.01 (comparative) Ex 1E Ucare ® JR400 450 000 — 1.3.sup.(a) 0.8 0.10 0.01 (comparative) Set 2 Ex 1F Polymer 1 333 000 0.25.sup.(b) 1.25 0.8 0.16 0.05 Ex 1G Polymer 3 305 000 0.23.sup.(b) 1.17 0.8 0.13 0.01 Ex 1H Jaguar ® C14s 2 000 000   0.13.sup.(b) 0.72 0.8 0.24 0.02 (comparative) Set 3 Ex 1I Polymer 2 1 190 000   0.28.sup.(b) 1.37 0.08 0.17 0.02 Ex 1J Polymer 3 305 000 0.23.sup.(b) 1.17 0.08 0.17 0.01 Ex 1K Polymer 4 368 000 0.28.sup.(b) 1.37 0.8 0.16 0.03 Set 4 Ex 1L Polymer 1 333 000 0.25.sup.(b) 1.25 0.5 0.23 0.02 Ex 1M Polymer 4 368 000 0.28.sup.(b) 1.37 0.5 0.20 0.05 Ex 1N Jaguar ® C14s 2 000 000   0.13.sup.(b) 0.72 0.5 0.37 0.01 (comparative) Ex 1O Ucare ® JR400 450 000 — 1.3.sup.(a) 0.5 0.20 0.03 (comparative) .sup.a)Literature data .sup.b)The degree of cationic substitution is calculated after an acidic methanol extraction and thus corresponds to a (DScat)extraction.

[0262] From the first set of measurements, it comes out that the shampoo formulation containing polymer 1 (example 1C) provides good wet comb improvement versus the polymer-free formulation (example 1A) and good dry hair look, contrary to comparative formulation comprising Jaguar® C500 (example 1B) which provides low wet comb improvement and formulation comprising Jaguar® C17 (example 1D) which provides good wet comb improvement but unacceptable dry hair look (FIG. 1).

[0263] The second set of measurements shows that polymer 3 (example 1G) is at least as good as polymer 1 (example 1F) and provides significant improvement versus Jaguar® C14s (example 1H).

[0264] The third set of measurements shows that polymer 2 and polymer 4 also provide good wet combing performance as the wet combing work for these polymers is similar to the one achieved with polymer 3.

[0265] The fourth set of measurements shows that the improvements brought by the polymers of the invention at a dosage of 0.8% are maintained when the polymer dosage is reduced down to 0.5%: polymer 1 and polymer 4 are able to deliver significant improvement of the wet combing performance versus Jaguar® C14s

E. Silicone Deposition Performances of the Polymers

[0266] The polymers of the invention as prepared above were formulated into the shampoo composition described below to evaluate their silicone deposition efficiency. All ingredients are expressed by weight percent of the total formulation and as level of active ingredient. The results of the silicone deposition measurements are reported in Table 2. The performances of the four polymers were assessed through 4 sets of measurements.

TABLE-US-00003 Parts by weight Ingredients active % Sodium Laureth Sulfate 14 Cocamidopropyl Betaine 2 Cationic Polymer 0.2 Dimethicone Emulsion.sup.(*.sup.) 1 Sodium Chloride 1.8 Citric acid to pH 6.0-6.5 qs Preservative qs Water to 100 .sup.(*.sup.)droplet size: approx. 0.75 μm; emulsion prepared using Mirasil DM 500 000 from Bluestar Silicones

TABLE-US-00004 TABLE 2 Charge Silicone Mean Cationic density Deposition Error Set Example polymer Mw (g/mol) DS cat (meq/g) Yield % % Set 1 Ex 2A Jaguar ® C500 389 000 0.13.sup.(b) 0.72 16.9 4.2 (comparative) Ex 2B Ucare ® JR400 450 000 — 1.3.sup.(a) 6.7 0.7 (comparative) Ex 2C Ucare ® JR30M 2 000 000   — 1.3.sup.(a) 19.9 1.2 (comparative) Ex 2D Jaguar ® C13s 2 000 000   0.13.sup.(b) 0.72 35.3 0.4 (comparative) Ex 2E Polymer 1 333 000 0.25.sup.(b) 1.25 37.1 1.7 Set 2 Ex 2F Polymer 1 333 000 0.25.sup.(b) 1.25 37.1 1.9 Ex 2G Polymer 3 305 000 0.23.sup.(b) 1.17 35.3 0.4 Set 3 Ex 2H Polymer 2 1 190 000   0.28.sup.(b) 1.37 45.6 0.2 Ex 2I Polymer 3 305 000 0.23.sup.(b) 1.17 35.3 0.5 Set 4 Ex 2J Polymer 1 333 000 0.25.sup.(b) 1.25 37.1 0.8 Ex 2K Polymer 4 368 000 0.28.sup.(b) 1.37 27.7 0.4 .sup.a)Literature data .sup.b)The degree of cationic substitution is calculated after an acidic methanol extraction and thus corresponds .sup.c)to a (DScat)extraction.

[0267] The first set of measurements shows that the shampoo formulation containing polymer 1 (example 2E) provides good silicone deposition efficiency (similar deposition yield to the one of Jaguar® C13s), contrary to the shampoo formulations based on Ucare® JR400 (example 2B), Ucare® JR30M (example 2C) and Jaguar® C500 (example 2A) for which the deposition yield is below 20%.

[0268] The second set of measurements shows that polymer 3 (example 2G) provides the same deposition efficiency as polymer 1 (example 2F),

[0269] The third set of measurements shows that polymer 2 (example 2H) even provides higher silicone deposition efficiency than polymer 3 (example 21) very likely because of its higher molecular weight.

[0270] The fourth set of measurements shows that polymer 4 provides lower silicone deposition efficiency than polymer 1 but it stills outperforms the deposition yields achieved with Ucare® JR400 (example 2B), Ucare® JR30M (example 2C) and Jaguar® C500 (example 2A) Hence, the use of the polymers of the invention in a hair composition allows both providing high conditioning benefits (low combing work, high silicone deposition efficiency) with no negatives on hair appearance.

F. Examples of Personal Care Compositions Prepared with Polymer 1

[0271] The following products whose compositions are given below were prepared. The starting materials used are identified by the INCI names and/or by the commercial references. The amounts indicated are given as active materials.

[0272] 1) Shampoo and/or Shower Gel Compositions

TABLE-US-00005 compositions Constituents 1 2 3 4 5 6 7 8 Sodium Lauryl Ether Sulfate (2 EO)  14% 14% 10% 10% 14% 14% 10% 12% Rhodapex ® ES-2K (Rhodia) Cocamidopropyl Betaine   2%   2%   2%   2%   2%   2%   2%   3% Mirataine ® BET C-30 (Rhoda) 0.6 μm Dimethicone emulsion from   1%   1%   1%   1%   1%   1%   1%   1% Mirasile ® DM 500 000 (Bluestar Silicones Polymer 1 0.2% 0.3% 0.2% 0.3% 0.2% 0.3% 0.2% 0.3% Sodium chloride   0%   0%   0%   0% 0.1% 0.5% 0.1%   0% Sodium hydroxide 0.2% 0.2% 0.2% 0.2% 0.2% 0.2% 0.2% 0.2% Acrylate/C.sub.10-30 Alkyl Acrylate   1%   1%   1%   1% — — — — Crosspolymer Carbopol ® ETD-2020 (Noveon) Acrylate Copolymer — — — — 1.5% 1.5% 1.5% — Carbopol ® Aqua SF-1 (Noveon) Carbomer — — — — — — — 1.2% Carbopol ® 980 (Noveon Glycerol —   1% —   1% — 0.5% — 0.5% Glycol Distearate, Laureth-4, — — 1.5% — — 1.5% — 1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Glycol Distearate, Laureth-7, Sodium — — —   2% — —   2% — Cocoamphoacetate, Cocamidopropyl Betaine, Sodium Laureth Sulfate Mirasheen ® CP-820/G (Rhodia) Citric acid qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100%  100%  100%  100%  100%  100%  100%  100% 

[0273] 2) Shampoo and/or Shower Gel Compositions

TABLE-US-00006 Compositions Constituents 9 10 11 12 13 14 15 16 Sodium Lauryl Ether  14%  11%  10%  10%  12%  12%  10%  10% Sulfate (2 EO) Rhodapex ® ES-2K (Rhodia) Coco Betaine  2% —  3% — —  4%  3% — Mackam ® CB-35 (Rhodia) Disodium Cocoamphodiacetate —  3% —  3%  4% — —  2% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion  1%  1%  1%  1%  1%  1%  1%  1% from Mirasil ® DM 500 000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.5%  0.5%  1.8% Sodium hydroxide — — — — — —  0.5% — PEG-200 Hydrogenated  0.7%  1.2% — —  0.5% — — — Glyceryl Palmate Rewoderme ® LI 520-70 (Evonik) PEG-150 Distearate — — — — —  1%  0.4% — Rewopal ® PEG-6000 DS (Evonik) Xanthan gum — —  0.6%  0.6%  0.6% — — — Rhodicare ® XC (Rhoda) Hydroxyethyl cellulose — — — — — —  1% — Natrosol ® 250-HHR HEC (Aqualon) Hydroxypropyl Guar — — — — — — —  0.8% Jaguar ® HP-105 (Rhodia) Propylene Glycol  0.3%  0.3% — — —  0.4%  0.3%  0.3% Glycol Distearate, Laureth-4,  1.5% —  1.5% — —  1.5% —  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric add qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0274] 2) Shampoo and/or Shower Gel Compositions

TABLE-US-00007 Compositions Constituents 17 18 19 20 21 22 23 24 Sodium Lauryl Ether Sulfate  14%  11%  10%  10%  12%  12%  10%  10% (2 EO) Rhodapex ® ES-2K (Rhodia) Coco Betaine  2% —  3% — —  4%  3% — Mackam ® CB-35 (Rhodia) Disodium Cocoamphodiacetate —  3% —  3%  4% — —  2% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion  1%  1%  1%  1%  1%  1%  1%  1% from Mirasil ® DM 500 000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.5%  0.5%  1.8% Sodium hydroxide — — — — — —  0.5% — PEG-200 Hydrogenated  0.7%  1.2% — —  0.5% — — — Glyceryl Palmate Rewoderme ® LI 520-70 (Evonik) PEG-150 Distearate — — — — —  1%  0.4% — Rewopale ® PEG-6000 DS (Evonik) Xanthan gum — —  0.6%  0.6%  0.6% — — — Rhodicare ® XC (Rhoda) Hydroxyethyl cellulose — — — — — —  1% — Natrosol ® 250-HHR HEC (Aqualon) Hydroxypropyl Guar — — — — — — —  0.8% Jaguar ® HP-105 (Rhodia) Propylene Glycol  0.3%  0.3% — — —  0.4%  0.3%  0.3% Glycol Distearate, Laureth-4,  1.5% —  1.5% — —  1.5% —  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric add qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0275] 4) Shampoo and/or Shower Gel Compositions

TABLE-US-00008 Compositions Constituents 25 26 27 28 29 30 31 32 Anionic surfactant:  14%  11%  10%  10%  12%  12%  10%  10% Sodium Lauryl Ether Sulfate (2 EO) Rhodapex ® ES-2K (Rhodia) Cocamidopropyl Betaine  2% —  3% — —  4%  3%  3% Mirataine ® BET C-30 (Rhodia) 0.6 μm Dimethicone emulsion  1%  1%  1%  1%  1%  1%  1%  1% from Mirasil ® DM 500 000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.1%  0.1%  0.1% —  0.1% — — — Acrylate Copolymer  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% Carbopo ® Aqua SF-1 (Noveon) Sodium hydroxide  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Guar Hydroxypropyltrimonium  0.1% — —  0.1% — — — — Chloride Jaguar ® C-13S (Rhodia) Polyquaternium-10 —  0.3% — — — — — — Ucare Polymer ® JR-400 (Amerchol) Polyquaternium-39 — —  0.3% — — — — — Merquat ® Plus 3330 (Nalco) Polyquaternium-44 — — —  0.1%  0.1% — — — Luviquat ® UltraCare (BASF) Polyquaternium-67 — — — — —  0.2% — — SoftCAT ® Polymer SL (Amerchol) Polymethacrylamidopropyl- — — — — — —  0.2% trimonium Chloride Polycare 133 (Rhodia) Acrylamidopropyltrimonium — — — — — — —  0.3% Chloride/Acrylamide Copolymer Salcare ® SC-60 (Ciba SC) Glycol Distearate, Laureth-4,  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric acid qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0276] 5) Shampoo and/or Shower Gel Compositions

TABLE-US-00009 Compositions Constituents 33 34 35 36 37 38 39 40 Sodium Lauryl Ether Sulfate —  14%  14% —  14% — —  14% (2 EO) Rhodapex ® ES-2K (Rhodia) Ammonium Lauryl Ether  14% — —  14% —  14%  14% — Sulfate (2 EO) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate  2%  1.5%  1.5%  2%  1.5%  2%  2%  1.5% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion  1% — — — — — — — from Mirasil ® DM-500,000 (Bluestar Silicones) 0.9 μm Dimethicone emulsion —  1% — — — — — — from Mirasil ® DM-500,000 (Bluestar Silicones) 2 μm Dimethicone emulsion: — —  1% — — — — — Mirasil ® DM-500,000 (Bluestar Silicones) 30 μm Dimethicone emulsion: — — —  1% — — — — Mirasil ® DME-30 (Bluestar Silicones) Amodimethicone — — — —  1% — — — Dow Corning ® 2-8566 Amino Fluid (Dow Corning) Dimethiconol emulsion: — — — — —  1% — — Dow Corning ® 1501 (Dow Corning) Divinyldimethicone/ — — — — — —  1% — dimethicone copolymer emulsion: Dow Corning ® HMW 2220 (Dow Corning) PEG/PPG-10/2 Dimethicone: — — — — — — —  1% Mirasil ® DMCP-93 (Rhodia) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide  0.2%  0.2%  0.2%  0.2% —  0.2%  0.2% — Sodium chloride  0.1%  0.1%  0.2%  0.1%  1%  0.3%  0.1%  1.8% Acrylate Copolymer 1.5% 1.5% — 2% — — 1.8% — Carbopol ® Aqua SF-1 (Noveon) Carbomer — —  1.2% — —  1% — — Carbopol ® 980 (Noveon) — — — — —  1%  0.4% — Glycol Distearate, Laureth-4, — — —  1.5% —  1.5% —  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric add qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0277] 6) Shampoo and/or Shower Gel Compositions

TABLE-US-00010 Compositions Constituents 41 42 43 44 45 46 47 48 Sodium Lauryl Ether Sulfate (2 EO) —  10%  6% —  12%  12% —  14% Rhodapex ® ES-2K (Rhodia) Ammonium Lauryl Sulfate  5% —  6%  7% — —  5% — Rhodapone ® ALSA/K Ammonium Lauryl Ether Sulfate — — —  7% — —  7% — (2 EO)) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate  3% — — — —  3% —  1% Miranol ® C2M Conc NP (Rhodia) Cocamidopropyl Betaine —  4% — —  3% —  2%  2% Mirataine ® BET C-30 (Rhodia) Disodium Laureth Sulfosuccinate  6% —  2% —  2% — — — Mackanate ® EL (Rhodia) Sodium Lauroyl Glutamate —  2% — — — — —  2% Protelan ® AGL-95 (Zschimmer & Schwarz) Coco Glucoside  2% — —  1% —  2% — — Plantacare ® 818 UP (Cognis) Cocamide MIPA  1% —  1.5% —  1% —  1%  1% Mackamide ® (Rhodia) Laureth-2 —  1% — — — — — — Empilan ® KBE-2 (Huntsman) Sodium Lauroyl Sarcosinate — — —  1% — —  2% — Protelan ® LS-9011 (Zschimmer & Schwarz) 0.6 μm Dimethicone emulsion:  1%  1%  1%  1%  1%  1%  1%  1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide  0.2%  0.2%  0.2%  0.2% —  0.2%  0.2% — Sodium chloride  0.1%  0.1%  0.2%  0.1%  1.6%  0.3%  0.1%  1.2% Acrylate/C.sub.10-30 Alkyl Acrylate 1% 1% 1% 1% — — — — Crosspolymer Carbopol ® ETD-2020 (Noveon) Acrylate Copolymer — — — —  1.5%  1.5%  1.5%  1.5% Carbopol ® Aqua SF-1 (Noveon Glycol Distearate, Laureth-4, — — —  1.5% —  1.5% —  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric acid qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0278] 7) Shampoo and/or Shower Gel Compositions

TABLE-US-00011 Compositions Constituents 49 50 51 52 53 54 55 56 Sodium Lauryl Ether Sulfate (2 EO) —  14%  14% —  14% — —  14% Rhodapex ® ES-2K (Rhodia) Ammonium Lauryl Ether Sulfate  14% — —  14% —  14%  14% — (2 EO) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate  2%  1.5%  15%  2%  1.5%  2%  2%  1.5% Miranol ® C2M Conc NP (Rhodia) Cocamide MIPA  1%  1%  1%  1%  1%  1%  1%  1% Mackamide ® CPA (Rhodia) Cetrimonium Chloride  1% — — — — — — — Fentacare ® 1631 (Rhodia) Zinc Pyrithione —  1% — — — — — — Zinc Omadine ® (Arch Chemical) Piroctone Olamine — —  1% — — — — — Octopirox ® (Clariant) Selenium sulfide — — —  1% — — — — Salicylic acid (Rhodia) — — — —  1% — — — Benzophenone-3 — — — — —  1% — — Uvinul ® M-40 (BASF) Ethylhexyl Methoxycinnamate — — — — — —  1% — Parsol ® MCX (DSM) Polysilicone-15 — — — — — — —  1% Parsol ® SLX (DSM) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide —  1%  1%  1%  1%  1%  1%  1% Sodium chloride  1.1%  1% 0.2%  1% 0.2% 0.3%  1%  1% Acrylate Copolymer —  0.8%  0.7%  0.7%  0.7% — — — Carbopol ® Aqua SF-1 (Noveon) Carbomer — — — —  0.5%  0.5%  0.5% Carbopol ® 980 Noveon) Glycol Distearate, Laureth-4, — — —  1.5% —  1.5% —  1.5% Cocamidopropyl Betaine Euperlan ® PK-3000 AM (Cognis) Citric acid qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0279] 8) Shampoo and/or Shower Gel Compositions

TABLE-US-00012 Compositions Constituents 57 58 59 60 61 Sodium Lauryl Ether Sulfate (2 EO)  10%  10%  14%  10%  12% Rhodapex ® ES-2K (Rhodia) Cocamidopropyl Betaine   2%   2%   2%   2%   3% Mirataine ® BET C-30 (Rhodia) 0.6 μm Dimethicone emulsion from   1%   1%   1%   1%   1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1 0.2% 0.3% 0.3% 0.2% 0.3% Sodium chloride   0%   0% 0.5% 0.1%   0% Sodium hydroxide 0.2% 0.2% 0.2% 0.2% 0.2% Acrylate/C.sub.10-30 Alkyl Acrylate   1%   1% — — — Crosspolymer Carbopol ® ETD-2020 (Noveon) Acrylate Copolymer — — 1.5% 1.5% — Carbopol ® Aqua SF-1 (Noveon) Carbomer — — — — 1.2% Carbopol ® 980 (Noveon) Glycerol —   1% 0.5% — 0.5% Sodium Laureth Sulfate, Glycol 1.5% — 1.5% — 1.5% Distearate Cocamide MEA, Laureth- 10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate — 1.5% — 1.5% — Genapol TS (Clariant) Citric acid qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp 100% 100% 100% 100% 100%

[0280] 9) Shampoo and/or Shower Gel Compositions

TABLE-US-00013 Compositions Constituents 62 63 64 65 66 67 68 69 Sodium Lauryl Ether Sulfate (2 EO)  14%  10%  12%  10%  14%  10%  12%  10% Rhodapex ® ES-2K (Rhodia) Coco Betaine  2%  3%  4% —  2%  3%  4% — Mirataine ® BB-FLA (Rhodia) Disodium Cocoamphodiacetate — — —  2% — — —  2% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion from  1%  1%  1%  1%  1%  1%  1%  1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.5%  1.8%  0.5%  1.8% Sodium hydroxide — — — — — — — — PEG-200 Hydrogenated Glyceryl  0.7% — — —  0.7% — — — Palmate Rewoderm ® LI 520-70 (Evonik) PEG-150 Distearate — —  1% — — —  1% — Rewopal ® PEG-6000 DS (Evonik) Xanthan gum —  0.6% — — —  0.6% — — Rhodicare ® XC (Rhodia) Hydroxyethyl cellulose — — — — — — — — Natrosol ® 250-HHR HEC (Aqualon) Hydroxypropyl Guar — — —  0.8% — — —  0.8% Jaguar ® HP-105 (Rhodia) Propylene Glycol  0.3% —  0.4%  0.3%  0.3% —  0.4%  0.3% Sodium Laureth Sulfate, Glycol  1.0%  1.0%  1.0%  1.0% — — — — Distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate — — — —  1.5%  1.5 %  1.5%  1.5% Genapol TS (Clariant) Citric acid qs qs qs qs qs as qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water gsp gsp gsp gsp gsp gsp gsp gsp 100% 100% 100% 100% 100% 100% 100% 100%

[0281] 10) Shampoo and/or Shower Gel Compositions

TABLE-US-00014 Compositions Constituents 70 71 72 73 74 75 76 77 Sodium Lauryl Ether Sulfate  14%  12%  10%  10%  14%  12%  10%  10% (2 EO) Rhodapex ® ES-2K (Rhodia) Disodium Cocoamphodiacetate  2%  4%  2%  2%  2%  4%  2%  2% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion  1%  1%  1%  1%  1%  1%  1%  1% from Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.2%  0.15%  0.15%  0.15%  0.2%  0.15%  0.15%  0.15% Sodium hydroxide  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Acrylate/C.sub.10-30 Alkyl Acrylate  1%  1%  1%  1%  1%  1%  1%  1% Crosspolymer Carbopol ® ETD-2020 (Noveon) Gua Hydroxypropyltrimonium  0.1% — — —  0.1% — — — Chloride Jaguar ® C-13S Rhodia) Guar Hydroxypropyltrimonium — — — — — — — — Chloride Jaguar ® Excel (Rhodia) Hydroxypropyl Guar — — — — — — — — Hydroxypropyltrimonium Chloride Jaguar ® C-162 (Rhodia) Polyquaternium-10 —  0.3% — — —  0.3% — — Ucare Polymer ® JR-400 (Amerchol) Polyquaternium-7 — — — — — — — — Merquat ® 550 (Nalco) Polyquaternium-11 — —  0.05% — — —  0.05% — Mirapol ® PQ-11 (Rhodia) Polyquaternium-22 — — —  0.1% — — —  0.1% Merquat ® 280 (Nalco) Sodium Laureth Sulfate, Glycol  1.5%  1.5%  1.5%  1.5% — — — — Distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate — — — —  1.5%  1.5%  1.5%  1.5% Genapol TS (Clariant) Citric add qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0282] 11) Shampoo and/or Shower Gel Compositions

TABLE-US-00015 Compositions Constituents 78 79 80 81 82 83 84 85 Anionic surfactant:  14%  11%  10%  10%  12%  12%  10%  10% Sodium Lauryl Ether Sulfate (2 EO) Rhodapex ES-2K (Rhodia) Cocamidopropyl Betaine  2% —  3% — —  4%  3%  3% Mirataine ® BET C-30 (Rhodia) 0.6 μm Dimethicone emulsion from  1%  1%  1%  1%  1%  1%  1%  1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.1%  0.1%  0.1% —  0.1% — — — Acrylate Copolymer  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% Carbopol ® Aqua SF-1 (Noveon) Sodium hydroxide  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Guar Hydroxypropyltrimonium  0.1% — —  0.1% — — — — Chloride Jaguar ® C-13S (Rhodia) Polyquaternium-10 —  0.3% — — — — — — Ucare Polymer ® JR-400 (Amerchol) Polyquaternium-39 — —  0.3% — — — — — Merquat ® Plus 3330 (Nalco) Polyquaternium-44 — — —  0.1%  0.1% — — — Luviquat ® UltraCare (BASF) Polyquaternium-67 — — — — —  0.2% — — SoftCAT ® Polymer SL (Amerchol) Polymethacrylamidopropyl- — — — — — —  0.2% trimonium Chloride Polycare 133 (Rhodia) Acrylamidopropyltrimonium — — — — — — —  0.3% Chloride/Acrylamide Copolymer Salcare ® SC-60 (Ciba SC) Sodium Laureth Sulfate, Glycol  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) Citric acid qs qs qs qs as qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Dermineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0283] 12) Shampoo and/or Shower Gel Compositions

TABLE-US-00016 Compositions Constituents 86 87 88 89 90 91 92 93 Anionic surfactant:  14%  11%  10%  10%  12%  12%  10%  10% Sodium Lauryl Ether Sulfate (2 EO) Rhodapex ES-2K (Rhodia) Cocamidopropyl Betaine  2% —  3% — —  4%  3%  3% Mirataine ® BET C-30 (Rhodia) 0.6 μm Dimethicone emulsion from  1%  1%  1%  1%  1%  1%  1%  1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium chloride  0.1%  0.1%  0.1% —  0.1% — — — Acrylate Copolymer  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% Carbopol ® Aqua SF-1 (Noveon) Sodium hydroxide  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Guar Hydroxypropyltrimonium  0.1% — —  0.1% — — — — Chloride Jaguar ® C-13S (Rhodia) Polyquaternium-10 —  0.3% — — — — — — Ucare Polymer ® JR-400 (Amerchol) Polyquaternium-39 — —  0.3% — — — — — Merquat ® Plus 3330 (Nalco) Polyquaternium-44 — — —  0.1%  0.1% — — — Luviquat ® UltraCare (BASF) Polyquaternium-67 — — — — —  0.2% — — SoftCAT ® Polymer SL (Amerchol) Polymethacrylamidopropyl- — — — — — —  0.2% trimonium Chloride Polycare 133 (Rhodia) Acrylamidopropyltrimonium — — — — — — —  0.3% Chloride/Acrylamide Copolymer Salcare ® SC-60 (Ciba SC) PEG-3 Distearate  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5%  1.5% Genapol TS (Clariant) Citric acid qs qs qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100% 100% 100%

[0284] 13) Shampoo and/or Shower Gel Compositions

TABLE-US-00017 Compositions Constituents 94 95 96 97 98 99 Sodium Lauryl Ether Sulfate — —  14% — —  14% (2 EO) Rhodapex ES-2K (Rhodia) Ammonium Lauyl Ether Sulfate  14%  14% —  14%  14% — (2 EO) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate  2%  2%  1.5%  2%  2%  1.5% Miranol ® C2M Conc NP (Rhodia) 0.6 μm Dimethicone emulsion — — — — — — from Mirasil ® DM-500,000 (Bluestar Silicones) 0.9 μm Dimethicone emulsion: — — — — — — Mirasil ® DM-500,000 (Bluestar Silicones) 2 μm Dimethicone emulsion: — — — — — — Mirasil ® DME-2 (Bluestar Silicones) 30 μm Dimethicone emulsion:  1% — —  1% — — Mirasil ® DME-30 (Bluestar Silicones) Amodimethicone — — — — — — Dow Corning ® 2-8566 Amino Fluid (Dow Corning) Dimethiconol emulsion: —  1% — —  1% — Dow Corning ® 1501 (Dow Corning) Divinyldimethicone/dimethicone — — — — — — copolymer emulsion: Dow Corning ® HMW 2220 (Dow Corning) PEG/PPG-10/2 Dimethicone: — —  1% — —  1% Mirasil ® DMCP-93 (Rhodia) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide  0.2%  0.2% —  0.2%  0.2% — Sodium chloride  0.1%  0.3%  1.8%  0.1%  0.3%  1.8% Acrylate Copolymer  2% — —  2% — — Carbopol ® Aqua SF-1 (Noveon) Carbomer —  1% — —  1% — Carbopol ® 980 (Noveon) Sodium Laureth Sulfate, Glycol  1.5%  1.5%  1.5% — — — Distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate Genapol TS — — —  1.0%  1.5%  1.5% (Clariant) Citric acid qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100%

[0285] 14) Shampoo and/or Shower Gel Compositions

TABLE-US-00018 Compositions Constituents 100 101 102 103 104 105 Sodium Lauryl Ether Sulfate —  12%  14% —  12%  14% (2 EO) Rhodapex ES-2K (Rhodia) Ammonium Lauryl Sulfate  7% — —  7% — — Rhodapon ® ALSA/K Ammonium Lauryl Ether Sulfate  7% — —  7% — — (2 EO) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate —  3%  1% —  3%  1% Miranol ® C2M Conc NP (Rhodia) Cocamidopropyl Betaine — —  2% — —  2% Mirataine ® BET C-30 (Rhodia) Disodium Laureth Sulfosuccinate — — — — — — Mackanate ® ELK (Rhodia) Sodium Lauroyl Glutamate — —  2% — —  2% Protelan ® AGL-95 (Zschimmer & Schwarz) Coco Glucoside  1%  2% —  1%  2% — Plantacare ® 818 UP (Cognis) Cocamide MIPA — —  1% — —  1% Empilan ® CIS (Huntsman) Laureth-2 — — — — — — Empilan ® KBE-2 (Huntsman) Sodium Lauroyl Sarcosinate  1% — —  1% — — Protelan ®LS-9011 (Zschimmer & Schwarz) 0.6 μm Dimethicone emulsion:  1%  1%  1%  1%  1%  1% Mirasil ® DM-500,000 (Bluestar Silicones) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide  0.2%  0.2% —  0.2%  0.2% — Sodium chloride  0.1%  0.3%  1.2%  0.1%  0.3%  1.2% Acrylate/C.sub.10-30 Alkyl Acrylate  1% — —  1% — — Crosspolymer Carbopol ® ETD-2020 (Noveon) Acrylate Copolymer —  1.5%  1.5% —  1.5%  1.5% Carbopol ® Aqua SF-1 (Noveon) Sodium Laureth Sulfate, Glycol  1.5%  1.5%  1.5% — — — Distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate Genapol TS — — —  1.5%  1.5%  1.5% (Clariant) Citric acid qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100%

[0286] 15) Shampoo and/or Shower Gel Compositions

TABLE-US-00019 Compositions Constituents 106 107 108 109 110 111 Sodium Lauryl Ether Sulfate — —  14% — —  14% (2 EO) Rhodapex ES-2K (Rhodia) Ammonium Lauryl Ether  14%  14% —  14%  14% — Sulfate (2 EO) Rhodapex ® EA-2 (Rhodia) Disodium Cocoamphodiacetate  2%  2%  1.5%  2%  2%  1.5% Miranol ® C2M Conc NP (Rhodia) Cocamide MIPA  1%  1%  1%  1%  1%  1% Mackamide ® CPA (Rhodia) Cetrimonium chloride — — — — — — Fentacare ®1631 (Rhodia) Zinc Pyrithione — — — — — — Zinc Omadine ® (Arch Chemical) Piroctone Olamine — — — — — — Octopirox ® (Clariant) Selenium sulfide  1% — —  1% — — Salicylic acid (Rhodia) — — — — — — Benzophenone-3 —  1% — —  1% — Uvinul ® M-40 (BASF) Ethylhexyl Methoxycinnamate — — — — — — Parsol ® MCX (DSM) Polysilicone-15 — —  1% — —  1% Parsol ® SLX (DSM) Polymer 1  0.2%  0.2%  0.2%  0.2%  0.2%  0.2% Sodium hydroxide  0.1%  0.1%  0.1%  0.1%  0.1%  0.1% Sodium chloride  0.1%  0.3%  0.1%  0.1%  0.3%  0.1% Acrylate Copolymer  0.7% — —  0.7% — — Carbopol ® Aqua SF-1 (Noveon) Carbomer —  0.5%  0.5% —  0.5%  0.5% Carbopol ® 980 (Noveon) Sodium Laureth Sulfate,  1.5%  1.5%  1.5% — — — Glycol Distearate Cocamide MEA, Laureth-10 Euperlan PK-771 BENZ (Cognis) PEG-3 Distearate Genapol TS — — —  1.5%  1.5%  1.5% (Clariant) Citric acid qs qs qs qs qs qs Fragrance, preserving agents qs qs qs qs qs qs Demineralized water qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100%

[0287] 16) Styling Gels Compositions

TABLE-US-00020 Compositions Constituents 112 113 114 115 116 117 Polymer 1  2%  1.5%  0.1%  2%  2%  1.5% Hydroxypropyl  1.5%  1.5% Guar Jaguar ® HP60 (Rhodia) Glycerol  1%  1%  1% Aminomethylpro-  0.16% panol AMP Hydroxyethyl-  0.75%  0.75% cellulose Natrosole ® 250 HP (Hercules) Propylene Glycol  1%  3%  0.5%  1% Panthenol  0.05%  0.05% D-Panthenol USP (BASF) Carbomer  0.2% Glucose  7% Hydroxypropyl  1.5% Guar Jaguar ® HP105 (Rhodia) Polysorbate 20  0.1% Alkamuls ® T- 20C (Rhodia) Fragrance, qs qs qs qs qs qs preserving agents Water qsp qsp qsp qsp qsp qsp 100% 100% 100% 100% 100% 100%

[0288] 17) Styling Gels Compositions

TABLE-US-00021 Composition Constituents 118 Polymer 1   5% Oleth-20 0.5% Rhodasurf ® ON-870 (Rhodia) Simethicone 0.3% Mirasil ® SM (Rhodia) Acrylates/Steareth-20 Methacrylates 3.33%  Copolymer Aculyn ® 22 (Dow Corning) Panthenol 0.3% D-Panthenol USP (BASF) Glycerol 0.5% NaOH 10%   2% Fragrance, preserving agents qs Water qsp 100%

[0289] 18) Coloring Shampoo Compositions

TABLE-US-00022 Composition Constituents 119 120 121 122 123 124 Basic Red 51 1% 1% 1% 1% 1% 1% 306008 Arianor ® Cherry Red (LCW) Polysilicone 15 1% 1% Parsol ® SLX (DSM) Octyl Methoxycinnamate 1% 1% Eusolex ® 2292 (Merck) Disodium 3.15% 3.15% 3.15% 3.15% 3.15% 3.15% Cocoamphodipropionate Miranol ® C2M-SF (Rhodia) Lauramine Oxide 4.2% 4.2% 4.2% Rhodamox ® LO (Rhodia) Trideceth Carboxamide MEA 3% 3% 3% Amideth ® A-15 (Kao) Acrylates/Aminoacrylates/C10-30 2.5% 2.5% 2.5% 2.5% 2.5% 2.5% Alkyl PEG-20 Itaconate Copolymer Structure ® PLUS (National Starch) Polymer 1 0.5% 0.5% 0.5% 0.5% 0.5% 0.5% Lauramine Oxide 4.2% 4.2% 4.2% Incromine ® Oxide L (Croda) PPG-2 Hydroxyethyl Cocamide 3% 3% 3% Promidium ® CO (Croda) Fragrances, preserving agents qs qs qs qs qs qs Water qsp qsp qsp qsp qsp qsp

[0290] 19) Coloring Shampoo Compositions

TABLE-US-00023 Composition Constituents 125 126 Basic Red 51   1%   1% 306008 Arianor ® Cherry Red (LCW) Benzophenone-4   1%   1% Uvinul ® MS40 (BASF) Disodium Cocoamphodipropionate 3.15%  3.15%  Miranol ® C2M-SF (Rhodia) Lauramine Oxide 4.2% Rhodamox ® LO (Rhodia) Trideceth Carboxamide MEA   3% Amideth ® A-15 (Kao) Acrylates/Aminoacrylates/C10-30 Alkyl 2.5% 2.5% PEG-20 Itaconate Copolymer Structure ® PLUS (National Starch) Polymer 1 0.5% 0.5% Lauramine Oxide 4.2% Incromine ® Oxide L (Croda) PPG-2 Hydroxyethyl Cocamide   3% Promidium ® CO (Croda) Fragrances, preserving agents qs qs Water qsp qsp

[0291] 20) Hair Conditioners Compositions

TABLE-US-00024 Compositions Constituents 127 128 129 130 Polymer 1 0.3% 0.3% 0.5% 0.5% SD Alcohol 40 (Prolabo)  40%  40%  40%  40% Polyquaternium-2 1.5% 1.5% Mirapol ® A-15 (Rhodia) PEG/PPG-22/24 Dimethicone 1.0% 1.0% 1.0% 1.0% Benzophenone-4 0.5% 0.3% Uvinul ® MS40 (BASF) Hydrolyzed Keratin 0.2% 0.2% 0.2% 0.2% Dimethicone (and) Laureth-8 (and)   2%   2% Succinoglycan Mirasil ® DME-30KCG (Bluestar Silicones) Dye qs qs Fragrances, preserving agents qs qs qs qs Water qsp qsp qsp qsp

[0292] 21) Hair Conditioners Compositions

TABLE-US-00025 Compositions Constituents 131 132 133 134 135 Glyceryl Stearate (and) 7% 7% 4% 4% 4% PEG-100 Stearate Polymer 1 0.2%   0.2%   0.2%   0.2%   0.2%   Cetearyl Alcohol 6% 6% Wheat (Triticum vulgare) 5% 5% 4% 4% 4% Germ Oil Coconut 5% 5% (Cocos nucifera) Oil Mineral oil 7% 7% Marcol ® 82 (Mobil) Dimethicone (and) 4% Laureth-8 (and) Succinoglycan Mirasil ® DME-30 (Bluestar Silicones) Dimethicone (and) 4% Laureth-7 Hydroxypropyl 0.5%   0.5%   trimonium Hydrolyzed Wheat Protein Hydroxypropyl Guar 0.5%   0.5%   Jaguar ® HP-8 (Rhodia) Propylene glycol 2% 2% 2% Cetearyl Octanoate 2% 2% 2% Cetyl Alcohol 5% 5% 5% Lauryldimonium 0.5 0.5 0.5 Hydroxypropyl Hydrolyzed Keratin Polyquaternium-2 2% 2% Mirapol ® A-15 (Rhodia) Fragrance, preserving qs qs qs qs qs agents Water qsp qsp qsp qsp qsp

[0293] 22) Hair Conditioners Compositions

TABLE-US-00026 Compositions Constituents 134 135 136 137 138 Glyceryl Stearate (and) 0.3% 0.3% 0.3% 0.3% 0.3% PEG-100 Stearate Polymer 1 0.2% 0.2% 0.2% 0.2% 0.2% Polysorbate-60 0.3% 0.3% 0.3% 0.3% Alkamuls T-80C (Rhodia) Silicone (Dimethicone) (and)   6%   8%   6%   6%   6% laureth-7 or laureth-8 Hydroxypropyl Guar 0.2% 0.2% Jaguar ® HP-8 (Rhodia) Stearyl Alcohol 0.2% 0.2% 0.2% 0.2% 0.2% Cetyl Alcohol 0.3% 0.3% 0.3% 0.3% 0.3% Quaternium-18 0.75%  0.75%  0.75%  Hydroxyethyl cellulose 0.5% 0.5% 0.5% 0.5% 0.5% Natrosol ® 250-HHR HEC (Aqualon) Fragrance, preserving agents qs qs qs qs qs Water qsp qsp qsp qsp qsp

[0294] 22) Hair Conditioners Compositions

TABLE-US-00027 Compositions Constituents 139 140 141 142 143 Cetyl Alcohol 2.5% 2.5% 2.5% 2.5% 2.5% Stearyl Alcohol 1.75%  1.75%  1.75%  1.75%  1.75%  Glyceryl Stearate (and) 1.2% 1.2% 1.2% 1.2% 1.2% PEG-100 Stearate Stearamidopropyl   1%   1%   1%   1%   1% Dimethylamine Cetrimonium Chloride 2.5%   2% 1.5%   2% 2.5% Polymer 1 0.3% 0.4% 0.5% 0.3% 0.2% Water & Dimethicone &   1%   1%   1%   1%   2% Laureth-8 & Succinoglycan: Mirasil DME-30 KCG (Bluestar Silicones) Preservative, citric acid, qs qs qs qs qs fragrance Water qs qs qs qs qs 100% 100% 100% 100% 100%

[0295] Same compositions could have been prepared with polymer 2, polymer 3 and polymer 4 also.