Process for preparing polyol glycosides

Abstract

A process for preparing a composition (C.sub.1) represented by the formula (I): HO—CH.sub.2—(CHOH).sub.n—CH.sub.2—O-(G).sub.x-H, in which G represents the remainder of a reducing sugar, n is an integer equal to 2, 3 or 4 and x, which indicates the mean degree of polymerization of the remainder G, represents a decimal number greater than 1 and less than or equal to 5, characterized in that the process includes at least one step a) of reacting a polyol of formula (A.sub.1): HO—CH.sub.2—(CHOH).sub.n—CH.sub.2—OH, in which n is an integer equal to 2, 3 or 4, with a reducing sugar of formula (II): HO-G-H, in which G represents the remainder of a reducing sugar, in the presence of an acid catalyst (C.sub.a), and in that the acid catalyst (C.sub.a) is chosen from phosphorous acid, phosphoric acid and polyphosphoric acid.

Claims

1. A process for preparing a composition (C.sub.2), said composition (C.sub.2) comprising, per 100% of its weight: from 1% to 70% by weight of a polyol of formula (A.sub.1):
HO—CH.sub.2—(CHOH).sub.n—CH.sub.2—OH  (A.sub.1) in which n is an integer equal to 2, 3 or 4; from 25% to 98.9% by weight of a composition (C.sub.1) represented by the formula (I):
HO—CH.sub.2—(CHOH).sub.n—CH.sub.2—O-(G).sub.x-H  (I) in which G represents the residue of a reducing sugar selected from the residues of glucose, xylose and arabinose, n is an integer equal to 2, 3 or 4 and x, which indicates the mean degree of polymerization of said residue G, represents a decimal number of greater than 1 and less than or equal to 5; from 0.1% to 2.4% by weight of a compound (B) or of a mixture of compounds (B) chosen from: the compound of formula (B.sub.11): ##STR00009## the compound of formula (B.sub.12): ##STR00010## the compound of formula (B.sub.13): ##STR00011## and the compound of formula (B.sub.14): ##STR00012## said process comprising at least one stage a) of reaction of a polyol of formula (A.sub.1):
HO—CH.sub.2—(CHOH).sub.n—CH.sub.2—OH  (A.sub.1) in which n is an integer equal to 2, 3 or 4, with a reducing sugar of formula (II):
HO-G-H  (II) in which G represents the residue of a reducing sugar, in the presence of an acid catalyst (C.sub.a); wherein said acid catalyst (C.sub.a) is chosen from hypophosphorous acid, phosphoric acid and polyphosphoric acid; wherein, in stage a), the molar ratio, of a reducing sugar of formula (II) to polyol of formula (A.sub.1), is greater than or equal to ⅓ and less than or equal to 4/1; and wherein, in stage a), the proportion by weight of acid catalyst (C.sub.a) employed is greater than or equal to 0.05% and less than or equal to 2% per 100% of the sum of the weights of a reducing sugar of formula (II) and of polyol of formula (A.sub.1).

2. The process according to claim 1, wherein, in the formula (I), x represents a decimal number greater than or equal to 1.05 and less than 3.

3. The process according to claim 1, wherein, in stage a), the acid catalyst (C.sub.a) employed is hypophosphorous acid.

4. The process according to claim 1, wherein, in stage a), the acid catalyst (C.sub.a) employed is phosphoric acid.

5. The process according to claim 1, wherein: in the formula (A.sub.1), n is an integer equal to 2, in the formula (I), n is an integer equal to 2, said residue G of a reducing sugar represents the residue of glucose and x represents a decimal number of between 1.05 and 2.5, and the compound (B) is the compound of formula (B.sub.11).

6. The process according to claim 1, wherein: in the formula (A.sub.1), n is an integer equal to 3, in the formula (I), n is an integer equal to 3, said residue G of a reducing sugar represents the residue of glucose and x represents a decimal number of between 1.05 and 2.5, and the compound (B) is the compound of formula (B.sub.12).

7. The process according to claim 1, wherein: in the formula (A.sub.1), n is an integer equal to 4, in the formula (I), n is an integer equal to 4, said residue G of a reducing sugar represents the residue of glucose and x represents a decimal number of between 1.05 and 2.5, and the compound (B) is a mixture of the compound of formula (B.sub.13) and the compound (B.sub.14).

8. The process according to claim 1 wherein said acid catalyst (C.sub.a) is polyphosphoric acid.

Description

A) EXAMPLES OF THE PREPARATION OF COMPOSITION (C.SUB.1.) ACCORDING TO THE PROCESS WHICH IS A SUBJECT MATTER OF THE INVENTION

Example 1: Preparation of a Composition (E.SUB.1.) Based on Xylityl Glucosides which is Catalyzed by Hypophosphorous Acid

(1) 651.3 grams of xylitol, i.e. one molar equivalent, are introduced into a jacketed reactor, in which jacket a heat-exchange fluid circulates, provided with a stirrer. The xylitol is melted at 100° C. 230.4 grams of glucose, i.e. 0.3 mol equivalent, are gradually added to the reactor with stirring at 100° C.

(2) 7.8 grams of hypophosphorous acid as a 50% solution in water are subsequently added, i.e. a proportion by weight of 0.9% with respect to the sum of the weights of xylitol and glucose previously introduced.

(3) The reaction medium is placed under a partial vacuum of 3×10.sup.4 Pa (300 mbar) to 1.5×10.sup.4 Pa (150 mbar) and maintained at 100° C.-105° C. for 5% hours, the water formed being removed by means of a distillation assembly. The reaction medium is subsequently cooled to a temperature of 95° C.-100° C. and neutralized by addition of 5.6 grams of 48% sodium hydroxide solution, in order to bring the pH of a 5% by weight solution of said mixture to 7.0. The composition (E.sub.1) is thus obtained.

Example 2: Preparation of a Composition (E.SUB.2.) Based on Xylityl Glucosides which is Catalyzed by Phosphoric Acid

(4) The procedure described in example 1 is employed with 526.7 grams of xylitol, i.e. one molar equivalent, and 187.3 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with 1.4 grams of phosphoric acid as a 75% by weight solution in water, i.e. a proportion by weight of 0.2% with respect to the sum of the weights of xylitol and glucose introduced. The composition (E.sub.2) is thus obtained.

Example 3: Preparation of a Composition (E.SUB.3.) Based on Sorbityl Glucosides which is Catalyzed by Hypophosphorous Acid

(5) 499.4 grams of sorbitol i.e. one molar equivalent, are introduced into a jacketed glass reactor, in which jacket a heat-exchange fluid circulates, provided with an efficient stirrer. The sorbitol is melted at 105° C.

(6) 987.4 grams of glucose, i.e. 2.0 mol equivalents, are gradually added to the reactor with stirring at 110° C.

(7) 2.98 grams of hypophosphorous acid as a 50% solution in water are added to the mixture thus obtained, i.e. a proportion by weight of 0.2% with respect to the sum of the weights of sorbitol and glucose previously introduced.

(8) The reaction medium is placed under a partial vacuum of 2×10.sup.4 Pa (200 mbar) to 4.6×10.sup.3 Pa (46 mbar) and maintained at a temperature of 110° C.-130° C. for 4 hours, the water formed being removed by means of a distillation assembly. The reaction medium is subsequently cooled to a temperature of 95° C.-100° C. and neutralized by addition of 2.7 grams of 48% sodium hydroxide solution, in order to bring the pH of a 5% by weight solution of said mixture to 7.0. The composition (E.sub.3) is thus obtained.

Example 4: Preparation of a Composition (E.SUB.4.) Based on Xylityl Glucosides which is Catalyzed by Polyphosphoric Acid

(9) The procedure described in example 1 is employed with 500.2 grams of xylitol, i.e. one molar equivalent, and 177.8 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with 0.91 gram of 117% polyphosphoric acid, i.e. a proportion by weight of 0.13% with respect to the sum of the weights of xylitol and glucose introduced. The composition (E.sub.4) is thus obtained.

B) EXAMPLES OF THE PREPARATION OF COMPOSITIONS ACCORDING TO PROCESSES OF THE STATE OF THE ART (COMPARATIVE EXAMPLES)

Example A: Preparation of a Composition (E.SUB.A.) Based on Xylityl Glucosides which is Catalyzed by Sulfuric Acid

(10) The procedure described in example 1 is employed with 621.4 grams of xylitol, i.e. one molar equivalent, and 220.8 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with 1.7 gram of 98% by weight sulfuric acid in water, i.e. a proportion by weight of 0.2% with respect to the sum of the weights of xylitol and glucose introduced. The composition (E.sub.A) is obtained.

Example B: Preparation of a Composition (E.SUB.B.) Based on Xylityl Glucosides which is Catalyzed by Methanesulfonic Acid

(11) The procedure described in example 1 is employed with 500.6 grams of xylitol, i.e. one molar equivalent, and 177.6 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with 1.4 grams of methanesulfonic acid, i.e. a proportion by weight of 0.2% with respect to the sum of the weights of xylitol and glucose introduced. The composition (E.sub.B) is obtained.

Example C: Preparation of a Composition (E.SUB.C.) Based on Xylityl Glucosides which is Catalyzed by Boron Trifluoride in Ethyl Ether (BF.SUB.3..EtO.SUB.2.)

(12) The procedure described in example 1 is employed with 585.8 grams of xylitol, i.e. one molar equivalent, and 207.5 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with 3.9 grams of 48% by weight boron trifluoride in ethyl ether (BF.sub.3.EtO.sub.2), i.e. a proportion by weight of 0.5% with respect to the sum of the weights of xylitol and glucose introduced. The composition (E.sub.C) is obtained.

Example D: Preparation of a Composition (E.SUB.D.) Based on Xylityl Glucosides which is Catalyzed by a Mixture of Sulfuric Acid and Hypophosphorous Acid

(13) The procedure described in example 1 is employed with 134.3 grams of xylitol, i.e. one molar equivalent, and 52.7 grams of glucose, i.e. 0.3 mol equivalent, the hypophosphorous acid being replaced with a mixture of 0.41 grams of 98% sulfuric acid in water (i.e. a proportion by weight of 0.22% with respect to the sum of the weights of xylitol and glucose introduced) and 0.96 gram of 50% by weight hypophosphorous acid in water (i.e. a proportion by weight of 0.5% with respect to the sum of the weights of xylitol and glucose introduced). The composition (E.sub.D) is obtained.

Example E: Preparation of a Composition (E.SUB.E.) Based on Sorbityl Glucosides which is Catalyzed by a Sulfuric Acid According to a Process of the State of the Art

(14) The procedure described in example 1 is employed with 528.1 grams of sorbitol, i.e. one molar equivalent, and 1051.1 grams of glucose, i.e. 2.0 mol equivalents, the hypophosphorous acid being replaced with 3.0 grams of 98% sulfuric acid in water, i.e. a proportion by weight of 0.2% with respect to the sum of the weights of sorbitol and glucose introduced. The procedure employed makes it possible to obtain the composition (E.sub.E).

C) CHARACTERIZATION OF THE COMPOSITIONS (E.SUB.1.), (E.SUB.2.), (E.SUB.4.), (E.SUB.A.), (E.SUB.B.), (E.SUB.C.) AND (E.SUB.D.)

(15) The compositions (E.sub.1), (E.sub.2) and (E.sub.4) obtained by the process according to the invention and the compositions (E.sub.A), (E.sub.B), (E.sub.C) and (E.sub.D) obtained according to processes of the state of the art were analyzed, in order to determine the content by weight of the various compounds constituting them, by means of a gas chromatograph provided with an HT-SimDist™ CB metal column (PE Chropack™), 10 m×0.53 mm ID, film thickness at 0.5 μm, with helium as carrier gas and equipped with a detector of FID type. The results obtained are recorded in table 1 below.

(16) TABLE-US-00001 TABLE 1 (E.sub.1) (E.sub.2) (E.sub.4) (E.sub.A) (E.sub.B) (E.sub.C) (E.sub.D) Xylitol 59.1% 57.1% 57.6% 26.0% 33.3% 43.7% 17.7% 1,4-Anhydroxylitol.sup.(1) 2.4% 0.6% 1.2% 32.2% 22.9% 17.2% 37.6% Xylityl glucosides 38.5% 42.3% 41.2% 41.8% 43.8% 39.1% 44.7% Mean degree of 1.26 1.26 1.26 1.46 1.32 1.29 1.42 polymerization (x) .sup.(1)1,4-Anhydroxylitol corresponds to the dehydration product of xylitol of formula (B.sub.12).

D) CHARACTERIZATION OF THE COMPOSITIONS (E.SUB.3.) AND (E.SUB.E

(17) The composition (E.sub.3) obtained by the process according to the invention and the composition (E.sub.E) obtained according to a process of the state of the art were analyzed, in order to determine the content by weight of the various compounds constituting them, by means of a gas chromatograph provided with an HT-SimDist™ CB metal column (PE Chropack™) 10 m×0.53 mm ID, film thickness of 0.5 μm, with helium as carrier gas and equipped with a detector of FID type. The results obtained are recorded in table 2 below.

(18) TABLE-US-00002 TABLE 2 (E.sub.3) (E.sub.E) Sorbitol 10.1% 0.1% Sorbitan.sup.(2) 1.7% 16.9% Isosorbide.sup.(3) 0.1% 14.4% Sorbityl glucosides 88.1% 68.6% Mean degree of polymerization (x) 2.15 2.10 .sup.(2)1,4-Anhydrosorbitol corresponds to the dehydration product of sorbitol of formula (B.sub.13). .sup.(3)Isosorbide corresponds to the dehydration product of 1,4-anhydrosorbitol of formula (B.sub.14).

E) ANALYSIS OF AND COMMENTS ON THE RESULTS

(19) The analyses carried out for the compositions (E.sub.1), (E.sub.2) and (E.sub.4), resulting from the implementation of the process according to the invention and respectively involving hypophosphorous acid, phosphoric acid and polyphosphoric acid as reaction catalyst, show a content of 1,4-anhydroxylitol, the substance of formula (B.sub.12) as defined above, resulting from the dehydration of xylitol, respectively of 2.4% for the composition (E.sub.1), of 0.6% for the composition (E.sub.2) and of 1.2% for the composition (E.sub.4). The compositions (E.sub.A), (E.sub.B), (E.sub.C) and (E.sub.D) are characterized by contents of 1,4-anhydroxylitol respectively equal to 32.2%, 22.9%, 17.2% and 37.6%.

(20) The analyses carried out show that the composition (E.sub.3), resulting from the implementation of the process according to the invention involving hypophosphorous acid as reaction catalyst, is characterized by a total content of dehydrated sorbitol entities of 1.8%, whereas the composition (E.sub.E), obtained by the implementation of a process involving sulfuric acid as reaction catalyst, comprises a total content of dehydrated sorbitol entities equal to 31.3%.

(21) The processes according to the invention, employing an acid catalyst chosen from hypophosphorous acid, phosphoric acid and polyphosphoric acid during the acetalization reaction of a reducing sugar with a polyol of formula (A.sub.1) as defined above, thus make it possible to prepare compositions based on polyol glycosides of formula (I) with a restricted amount of byproducts from the dehydration of the polyol of formula (A.sub.1).

F) FORMULATIONS

(22) In the following formulations, the percentages are expressed by weight of the formulation.

(23) F.1 Face Makeup-Removing Fluid

(24) Formulation

(25) TABLE-US-00003 Composition (E.sub.1) 10.00% Methylparaben 0.15% Phenoxyethanol 0.80% SEPICALM ™ S 1.00% Fragrance/Scent 0.10% Water q.s. 100.00%
Procedure: The various ingredients are mixed in water with magnetic stirring in the order shown and the pH is adjusted to the vicinity of 7.
F.2 Hair and Body Shampoo for Children
Formulation

(26) TABLE-US-00004 A Composition (E.sub.1) 15.00% Proteol ™ APL 5.00% Sepicide ™ HB 0.50% Fragrance/Scent 0.10% B Water 20.00% Capigel ™ 98 3.50% C Water q.s. 100.00% Sepicide ™ CI 0.30% Colorant q.s. Sodium hydroxide q.s. pH = 7.2
Procedure: The composition (E.sub.1) is mixed with the Proteol™ APL and the Sepicide™ HB (phase A). The Capigel™ 98 is diluted in a portion of the water and added to the phase A obtained above (phase B). The remaining water is added to the phase B, followed by the Sepicide™ CI and the colorant. The pH of the mixture is adjusted to approximately 7.2 with sodium hydroxide.
F.3 Makeup-Removing Wipes for the Eyes
Formulation

(27) TABLE-US-00005 A Composition (E.sub.1) 3.00% B Sepicide ™ HB2 0.50% C Sepicalm ™ VG 0.50% Glycerol 10.00% Fragrance/Scent 0.05% D Water q.s. 100.00%
Procedure: The ingredients of the phase B and also of the phase C are mixed in the phase A until the solution is clear. The phase D is added.
F.4 Mild Foaming Gel
Formulation

(28) TABLE-US-00006 A Composition (E.sub.2) 8.50% Proteol ™ APL 3.00% Euxyl ™ PE 9010 1.00% Fragrance/Scent 0.10% B Water q.s. 100.00% Lactic acid q.s. pH = 6.0
Procedure: The fragrance and the preservative Euxyl™ PE 9010 are dissolved in the mixture composed of the compostion (E.sub.2) and of Proteol™ APL (phase A). The water is added and the pH is adjusted to approximately 6.0 with lactic acid.
F.5 Shampoo for Frequent Use
Formulation

(29) TABLE-US-00007 A Composition (E.sub.2) 12.80% Proteol ™ OAT 5.00% Euxyl ™ PE 9010 1.00% Fragrance/Scent 0.30% Water q.s. 100.00% B Montaline ™ C40 8.50% Lactic acid q.s. pH = 6.0
Procedure: All the ingredients of the phase A are mixed and, after homogenization, the Montaline™ C40 is added and the pH is adjusted to approximately 6.0 using lactic acid.
F.6 Ultramild Shampoo for Babies
Formulation

(30) TABLE-US-00008 A Composition (E.sub.3) 10.00% Amisoft ™ CS-11 4.00% Fragrance/Scent 0.10% Sepicide ™ HB 0.30% Sepicide ™ CI 0.20% Water q.s. 100.00% B Water 20.00% CAPIGEL ™ 98 3.50% Tromethamine q.s. pH = 7.2
Procedure: All the ingredients of the phase A are mixed in the order shown until a clear phase A is obtained. The Capigel™ 98 is separately added to the water, then this phase B, thus prepared, is added to the phase A and the pH is adjusted to 7.2 using tromethamine.
F.7 Cleansing milk for babies
Formulation

(31) TABLE-US-00009 A Simulsol ™ 165 2.00% Montanov ™ 202 1.00% Lanol ™ 99 3.00% Dimethicone 1.00% Isohexadecane 3.00% B Water q.s. 100.00% C Sepiplus ™ 400 0.30% D Composition (E.sub.1) 6.35% E Sepicide ™ HB 0.30% DMDM Hydantoin 0.20% Fragrance/Scent 0.10%
Procedure: The phases A and B, formed by mixing the various constituents, are heated separately. The phase C is added to the hot fatty phase and the emulsion is produced by running in the aqueous phase; the mixture is homogenized for a few minutes with vigorous stirring (via a rotor/stator turbine). The phase D is then added to the hot emulsion, which is cooled with moderate stirring until it has returned to ambient temperature. The phase E is added at 40° C.
F.8 Cleansing Powder Lotion for Sensitive Skin
Formulation

(32) TABLE-US-00010 A Lipacide ™ C8G 0.95% Methylparaben 0.10% Ethylparaben 0.024%  Propylparaben 0.0119%  Butylparaben 0.024%  Isobutylparaben 0.0119%  Water 20.00%  Disodium EDTA 0.10% Triethanolamine 1.38% B Composition (E.sub.2) 1.80% Fragrance/Scent 0.10% C Sepicalm ™ S 0.28% Water q.s. 100.00% Lactic acid q.s. pH = 5.2 D Micropearl ™ M310 5.00%
Procedure: The ingredients of the phase A are dissolved in water at 80° C. The fragrance is dissolved separately in the composition (E.sub.2) to prepare the phase B. The cooled phase A is added to the phase B and then the Sepicalm™ S and the remaining water are introduced. The final pH is checked and optionally adjusted to approximately 5.2. The Micropearl™ M310 is then added.
F.9 Shower Gel for Children
Formulation

(33) TABLE-US-00011 A Water 56.06% Sepimax ™ Zen 3.00% Sepiplus ™ S 0.80% B Proteol ™ OAT 20.80% Oramix ™ NS 10 9.30% Amonyl ™ 265 BA 5.10% C Composition (E.sub.1) 2.00% Glyceryl glucoside 1.00% Phenoxyethanol & Ethylhexylglycerin 1.00% Fragrance/Scent 0.90% Colorant 0.04%
Procedure: The Sepimax™ Zen is dispersed in the water and stirring is carried out using a mechanical stirrer provided with a deflocculator, a counter propeller and a paddle of anchor type, until a perfectly smooth gel is obtained. The Sepiplus™ S is added and then stirring is carried out until the mixture is homogenous. The ingredients of the phase B are subsequently added, the mixture is homogenized and the additives of the phase C are added individually. The pH is adjusted to 6.0-6.5.
F.10 BB Cream
Formulation

(34) TABLE-US-00012 A Easynov ™ 2.30% Lanol ™ 99 1.00% Sepimat ™ H10W 1.00% Ethylhexyl methoxycinnamate 5.00% B Cyclomethicone 6.00% Triethoxycaprylylsilane & Alumina-silane & Titanium 8.00% oxide Iron oxide red & Triethoxycaprylylsilane 0.24% Iron oxide yellow & Triethoxycaprylylsilane 0.66% Iron oxide black & Triethoxycaprylylsilane 0.09% Fragrance/Scent 0.10% C Water q.s. 100% Glycerol 6.00% Sepinov ™ EMT10 1.20% D Composition (E.sub.1) 2.00% Sepitonic ™ M3 1.00% Phenoxyethanol & Ethylhexylglycerin 1.00%
Procedure: The phase B is prepared by mixing the various ingredients and the mixture is homogenized using a mixer provided with a rotor-stator system at a rotational speed of 4500 revolutions per minute, for a period of time of 6 minutes. The phase C is prepared by adding the Sepinov™ EMT10 to the mixture of water and glycerol and the mixture is homogenized using a mixer provided with a rotor-stator system at a rotational speed of 4000 revolutions per minute for 4 minutes. The phases A and B are added to the phase C and the resulting mixture is stirred using a mechanical stirrer provided with a paddle of anchor type, at a speed of 30 revolutions per minute for 2 minutes and then at a speed of 50 revolutions per minute for 20 minutes. The components of the phase D are added one by one and the mixture is stirred at a speed of 50 revolutions per minute for 25 minutes.
F.11 High-Protection Sun Spray, SPF Greater than 30
Formulation

(35) TABLE-US-00013 A Montanov ™ L 1.00% Montanov ™ 82 1.00% C12-15 Alkyl benzoate 17.00% Dimethicone 3.00% Octocrylene 6.00% Ethylhexyl methoxycinnamate 6.00% Bis-ethylhexyloxyphenol Methoxyphenyl Triazine 3.00% Tocopherol 0.05% B Water q.s. 100% C Simulgel ™ INS 100 0.50% Cyclodimethicone 5.00% D Composition (E.sub.1) 3.00% Phenoxyethanol & Ethylhexylglycerin 1.00% Fragrance/Scent 0.20% E Methylene Bis-Benzotriazolyl Tetramethylbutylphenol 10.00% Citric acid, 25% q.s. pH = 5
Sepicalm™ S: Mixture of N-cocoylamino acids, of sarcosine, of potassium aspartate and of magnesium aspartate as described in WO 98/09611, sold by Seppic.
Proteol™ APL: Mixture of sodium salts of N-cocoylamino acids which are obtained by acylation of the characteristic amino acids of apple juice, sold by Seppic.
Sepicide™ HB, a mixture of phenoxyethanol, of methylparaben, of ethylparaben, of propylparaben and of butylparaben, is a preservative, sold by Seppic.
Capigel™ 98 is a copolymer of acrylates, sold by Seppic.
Sepicide™ CI, imidazoline urea, is a preservative, sold by Seppic.
Sepicide™ HB, a mixture of phenoxyethanol, methylparaben, ethylparaben, propylparaben, butylparaben and isobutylparaben, is a preservative, sold by Seppic.
Sepicalm™ VG is a mixture of N-palmitoylproline in sodium salt form and of extract of flowers of Nymphaea alba, sold by Seppic.
Euxyl™ PE 9010, a mixture of phenoxyethanol and of Ethylhexylglycerin, is a preservative sold by Seppic.
Proteol™ OAT is a mixture of N-lauroylamino acids obtained by complete hydrolysis of oat protein, as described in WO 94/26694, sold by Seppic.
Montaline™ C40 is a monoethanolamine cocamidopropyl betainamide chloride salt.
Amisoft™ CS-11 is a disodium salt of N-cocoylglutamate, sold by Ajinomoto.
Simulsol™ 165 is a mixture of PEG-100 stearate and of glyceryl stearate, sold by Seppic.
Montanov™ 202 (arachidyl alcohol, behenyl alcohol and arachidyl glucoside) is a self-emulsifiable composition, such as those described in EP 0 977 626, sold by Seppic.
Lanol™ 99 is isononyl isononanoate, sold by Seppic.
Sepiplus™ 400 is a self-invertible inverse latex of polyacrylates in polyisobutene which comprises polysorbate 20, such as described in WO 2005/040230, sold by Seppic.
Lipacide™ C8G is capryloyl glycine, sold by Seppic.
Micropearl™ M310 is a crosslinked polymethyl methacrylate polymer which is provided in powder form and which is used as texture modifier.
Sepimax™ Zen (INCI name: Polyacrylate Crosspolymer-6) is a thickening polymer which is provided in the form of a powder, sold by Seppic.
Sepiplus™ S (INCI name: Hydroxyethyl Acrylate/Sodium Acryloyldimethyl Taurate Copolymer & Polyisobutene & PEG-7 Trimethylolpropane Coconut Ether) is a self-invertible inverse latex used as thickening agent, sold by Seppic.
Amonyl™ 265 BA (INCI name: Cocobetaine) is a foaming amphoteric surface-active agent, sold by Seppic.
Sepinov™ EMT10 (INCI name: Hydroxyethyl Acrylate/Sodium Acryloyldimethyl Taurate Copolymer) is a thickening copolymer which is provided in the form of a powder, sold by Seppic.
Easynov™ (INCI name: Octyldodecanol and Octyldodecyl Xyloside and PEG-30 Dipolyhydroxystearate) is an emulsifying agent having a lipophilic tendency, sold by Seppic.
Sepimat™ H10 FW (INCI name: Methyl Methacrylate Crosspolymer and Squalane) is a polymer used as texturing agent, sold by Seppic.
Sepitonic™ M3 (INCI name: Magnesium Aspartate and Zinc Gluconate and Copper Gluconate) is a mixture used as energizing ingredient for cells and an agent for combating free radicals.
Montanov™ L (INCI name: C14-22 Alcohols and C12-20 Alkylglucoside) is an emulsifying agent, sold by Seppic.
Montanov™ 82 (INCI name: Cetearyl Alcohol and Coco-glucoside) is an emulsifying agent, sold by Seppic.
Simulgel™ INS100 (INCI name: Hydroxyethyl Acrylate/Sodium Acryloyldimethyl Taurate Copolymer and Isohexadecane and Polysorbate 60) is a polymeric thickening agent which is provided in the form of an inverse latex, sold by Seppic.