TOPICAL PREPARATIONS COMPRISING POLYALKOXYLATED POLYOLS POLYESTER

Abstract

Compounds contained herein relate to polyalkoxylated polyol polyesters having a viscosity that allows a product to be poured, yet retained on a desired surface to which it is applied. Embodiments of the compounds may be exemplified by the formula:

Q-[(OA).sub.nOR].sub.m

Claims

1. A polyalkoxylated polyols polyester comprising the formula:
Q-[(OA).sub.nOR].sub.m Formula-2 Q is a radical of natural or synthetic organic polyol compounds having from 6 to 50 carbon atoms forming a straight, a branched, a cyclic, a saturated, or an unsaturated structure, with each carbon atom being independently substituted with 6 to 25 groups having the formula [(OA).sub.nOR], wherein each of the 6 to 50 carbon atoms may independently be substituted with hydrogen, oxygen, or nitrogen; A is selected from C.sub.2H.sub.4 or C.sub.3H.sub.6; R is independently selected from hydrogen or COR.sub.1, R.sup.1 is independently selected from C.sub.6-C.sub.22-alkyl, C.sub.6-C.sub.22-hydroxyalkyl, or C.sub.6-C.sub.22-alkenyl, n is an integer selected from 1-125 and may be the same or different for each polyalkoxylated hydrophilic arm; wherein the average total number of COR.sub.1 is 2.5, preferably 3, and most preferably 4; m is an integer selected from 6-25, and preferably from 6-12.

2. The formula of claim 1 wherein n per hydrophilic poly-(alkylene glycol) arm is equal to 25 to 120, more preferably 30 to 85, and most preferably 30 to 70.

3. The formula of claim 1 wherein R.sub.1 is derived from stearic, isostearic, oleic moieties, or mixtures thereof.

4. The formula of claim 1 wherein Q is the radical of the following polyols compounds: a. Sugar alcohols, having the general formula of HOCH.sub.2(CHOH).sub.xCH.sub.2OH; b. Disaccharide, having a glycosidic linkage; c. (C.sub.6H.sub.10O.sub.5).sub.n, where n.sub.o is from 2 to 20; d. Di-Pentaerythritol; e. Dendrimer polyols; and f. Polyglyceryls having 3 to 10 glycerin units, with 6 or more hydroxyl groups.

5. The formula of claim 1 wherein Q is selected from the polyols of the following compounds: a. Sugar alcohols, having the general formula of HOCH.sub.2(CHOH).sub.xCH.sub.2OH; b. Disaccharide, having a glycosidic linkage; c. (C.sub.6H.sub.10O.sub.5).sub.n, where n.sub.0 is from 2 to 20; d. Di-Pentaerythritol; and e. Dendrimer polyols.

6. The formula of claim 1, wherein Q is selected from the polyols of sorbitol, trehalose, mannitol, Di-pentaerythritol, sucrose, lactose, chitobiose, cellobiose, and maltose.

7. A cosmetic, dermatological, or pharmaceutical composition comprising the polyalkoxylated polyols polyester of claim 1 or mixtures thereof.

8. A cosmetic, dermatological, or pharmaceutical composition comprising the polyalkoxylated polyols polyester of claim 2 or mixtures thereof.

9. A cosmetic, dermatological, or pharmaceutical composition comprising the polyalkoxylated polyols polyester of claim 3 or mixtures thereof.

10. A cosmetic, dermatological, or pharmaceutical composition comprising the polyalkoxylated polyols polyester of claim 4 or mixtures thereof.

11. A cosmetic, dermatological, or pharmaceutical composition of claim 1, wherein Q is a radical of sorbitol of Formula-3: ##STR00003## A is independently C.sub.2H.sub.4 or C.sub.3H.sub.6; R is hydrogen or a group of formula COR.sub.1, wherein R.sub.1 is derived from stearic, isostearic, or oleic moiety, or mixtures thereof; wherein the average total number of COR.sub.1 groups is from 3-6; and n.sub.1 to n.sub.6 are independently integers from 1-125.

12. A cosmetic, dermatological, and pharmaceutical composition of claim 7 further comprising: water; 1% - 50% by weight of surfactants selected from the groups consisting of anionic surfactant, cationic surfactant, non-ionic surfactant, amphoteric surfactant, and mixtures thereof; 0.1% to 10% by weight of the polyols polyester of Formula-2; and 0.1 to 50% by weight of other ingredients selected from the groups consisting of: skin and hair benefit actives, stabilizer, further thickeners, colorants, preservatives, and pearlizing agents.

13. A cosmetic, dermatological, and pharmaceutical composition of claim 8 further comprising: water; 2%-50% by weight of surfactants selected from the groups consisting of: sulfate-free anionic surfactants, non-ionic surfactant, amphoteric surfactant, and mixtures thereof; 0.1% to 10% by weight of the polyalkoxylated polyols polyester of Formula-2; and 0.1% to 50% by weight of other ingredients selected from the group consisting of: skin and hair benefit actives, stabilizer, further thickeners, colorants, and preservatives.

14. The cosmetic, dermatological, and pharmaceutical composition of claim 9 further comprising: water; and 1%-50% by weight of surfactants selected from the groups consisting of: anionic surfactant, cationic surfactant, non-ionic surfactant, amphoteric surfactant, and mixtures thereof; 0.1% to 10% by weight of the polyols polyester of Formula-2; and 0.1 to 50% by weight of other ingredients selected from the groups consisting of: skin and hair benefit actives, stabilizer, further thickeners, colorants, preservatives, and pearlizing agents.

15. The cosmetic, dermatological, and pharmaceutical composition of claim 10 further comprising: water; and 1%-50% by weight of surfactants selected from the groups consisting of: anionic surfactant, cationic surfactant, non-ionic surfactant, amphoteric surfactant, and mixtures thereof; 0.1% to 10% by weight of the polyols polyester of Formula-2; and 0.1 to 50% by weight of other ingredients selected from the groups consisting of: skin and hair benefit actives, stabilizer, further thickeners, colorants, preservatives, and pearlizing agents.

16. The cosmetic, dermatological, and pharmaceutical composition of claim 11 further comprising: water; and 1%-50% by weight of surfactants selected from the groups consisting of: anionic surfactant, cationic surfactant, non-ionic surfactant, amphoteric surfactant, and mixtures thereof; 0.1% to 10% by weight of the polyalkoxylated polyols polyester of Formula-3; and 0.1 to 50% by weight of other ingredients selected from the groups consisting of: skin and hair benefit actives, stabilizer, further thickeners, colorants, preservatives, and pearlizing agents.

17. The cosmetic, dermatological, and pharmaceutical composition of claim 7 further comprising: water; and about 1% to 30% by weight of a skin and hair active ingredient selected from the group consisting of: UV filters, moisturizers, conditioners, antiseptic agents, deodorant actives, reducing agents for permanent wave products, colorants for coloring hair, anti-aging actives, proteins/protein derivatives, perfume, petrolatum, vegetable oils, cationic conditioning polymers, and mixtures thereof; and about 1% to 10% by weight of the polyalkoxylated polyols polyester of Formula-1.

18. A method of thickening the composition of claim 10 by adding the polyalkoxylated polyols polyester of Formula-2 to the mixture of surfactants.

Description

EXAMPLES

[0065] Example 1. Synthesis of polyalkoxylated polyols polyester of Formula-3 with different molecular structures. Table 1 listed the preparation of Formula-3 polyesters with a range of molecular weight of alkoxylated sorbitol and fatty acids. The reaction flask used is a one liter resin kettle with four necks. The sorbitol was mixed with KOH or NaOH base catalyst, and dried at 90 C.-110 C. under vacuum. X moles of ethylene oxide or blend of ethylene oxide and propylene oxide per mole of sorbitol are added under pressure and reacted at 140 C.-180 C. over the course of 10-20 hours reaction time. After the reaction, the resulting product is cooled down, degassed, and filtered to obtain Sorbeth-xxx. The ingredients of Sorbeth-xxx, oleic acid or stearic acid, and the catalystmethanesulfonic acid were added into the flask, followed by purging with nitrogen gas. The mixture was heated to between 120 C.-220 C. while mixing under the nitrogen and collecting the water. The reaction continued until the sum of Ri (or acid value) reached the target or near constant. The products were collected after cooling the flak down to room temperatures. The resulting polyesters were waxy solid.

TABLE-US-00001 TABLE 1 Synthesis of Formula-1 Polyesters Polyester-1 Polyester-2 Polyester-3 Polyester-4 Polyester-5 Polyester-6 Polyester-7 Polyester-8 Polyester-9 Sorbeth- 76.4% 145 Sorbeth- 81.3% EO/PO 150/10 Sorbeth- 80.5% 160 Sorbeth- 81.4% 170 Sorbeth- 84.9% 87% 86.9% 220 Sorbeth- 90.8% 88.1% 300 Isostearic 19.1% acid Oleic acid 23.2% 18.3% 14.7% Stearic 18.2% 12.6% 12.7% 8.8% 11.5% Acid 70% 0.4% 0.4% 0.4% 0.4% 0.4% 0.4% 0.4% 0.4% 0.4% methanesulfonic acid

[0066] Example 2. The polyester-6 of Table 1 of this invention and PEG-150 Pentaerythrityl Teterstearate were formulated in a non-sulfate personal cleansing composition of 6% of Potassium Cocoyl glycinate (Amilite GCK-11F from Ajinomoto Inc), 15% Cocamidopropyl Betaine (35% active by weight, trade nameMonteric LMAB), 0.3% EDTA, 78.7% water, and citric acid to pH 6. The potassium cocoyl glycinate surfactant is derived from the glycine amino acid, and is known to be very mild to the skin. The trade name of PEG-150 Pentaerythrityl tetrastearate is CROTHIX by Croda Inc, and is based on U.S. Pat. No. 5,192,462.

[0067] At 2% by weight of thickeners, the Polyester-6 of this invention resulted in a viscosity of 72,900 cP whereas the CROTHIC resulted in a viscosity of 45,840 cP. This shows the superior performance of the polyesters of this invention over the prior art.

[0068] Example 3. This personal cleansing formulation is based on another amino acid derived surfactantsodium cocoyl sarcosinate. Its composition is 29.89% of sodium cocoyl sarcosinate (Trade nameProtelan LS 9011 by Zschimmer & Schwarz, 29% by weight of active), 12.38% of cocamidopropyl betaine (Trade nameMonateric LMAB, 35% by weight of active), 1.8% of thickener, 1% of cocamide MEA, 0.1% EDTA, 1% NaCl, 53.83% of water, and citric acid to pH 6. At 1.8% by weight in the formulation, Polyester-7 of this invention resulted in 6960 cP viscosity whereas CROTHIX resulted in 3640 cP.

[0069] Example 4. This personal cleansing formulation is based on the non-ionic alkyl polyglucoside surfactant and the anionic sodium cocoyl isethionate, two of well-known mild and non-sulfate surfactants in the personal cleansing market. The composition is 13% Decyl glucoside (Trade namePlantaren 2000 N UP by BASF), 7% of sodium cocoyl isethionate (Trade namePureact I-78C), 7% of cocamidopropyl betaine (Trade nameMontaric LMAB), 1% PEG-7 glyceryl cocoate (Trade nameProtachem GC-7 by Protameen Inc), 0.35% EDTA, citric acid to pH 5.5, and water. At the same 1.2% by weight, the Polyester-4 of this invention and CROTHIX thickened the above surfactant formulation to 26340 cp and 22200 cP, respectively. The polyester 4 of this invention showed a superior performance over the CROTHIX of the prior art again.

[0070] Example 5. This formulation is the classical sulfate surfactant cleansing products: 10.7% of sodium lauryl ether sulfate solution (70% active by weight), 8.58% of Cocamidopropyl betaine (35% active by weight), 0.25% Cocamide MEA, 0.2% EDTA, 0.5% NaCl, x % of thickener, and 79.57% of water. Its pH is 5.5. The polyester-5 of this invention in Table 1 was compared with three commercial thickeners in this sulfate cleansing formulation: 1) Trade name: CROTHIX, solid form, supplied by Croda. INCI: PEG-150 Pentaerythrityl Tetrastearate; 2) Trade name: Glucamate DOE-120, supplied by Lubizol Inc. INCI name: PEG-120 Methyl Glucose Dioleate; 3) Trade name: Rewopal PEG 6000 DS, supplied by Evonik Inc. INCI name: PEG-150 Distearate.

TABLE-US-00002 TABLE 2 Thickening Performance Comparison in sulfate surfactant product % concentration of thickener 0.2% 0.4% 0.6% Polyester-5 16580 cP 37960 cP 56720 cP CROTHIX 9760 cP 21840 cP 35280 cP Glucamate DOE120 500 cP 600 cP 700 cP Rewopal PEG 600 DS 500 cP 1560 cP 3040 cP

[0071] This result demonstrated the superior performance of the thickeners of the embodiments of this invention over many of the commercial thickeners of the prior art in the classical sulfate surfactant personal cleansing products. This and other examples demonstrated that a wide range of the polyesters of embodiments of this invention were more effective and versatile thickeners than the current commercial products of prior art in a wide range of personal cleansing products with different type of surfactants.