# US 12,109,288 B2 · Sulfate-free surfactant system

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- Number: US 12,109,288 B2
- Document ID: US12109288B2
- Status: Granted
- Kind: B2
- Application number: 17/949,833
- Filed: 2022-09-21
- Published: 2023-02-23
- Granted: 2024-10-08
- Earliest claimed: 2019-10-18
- Assignees: Ethox Chemicals, LLC
- Applicants: Ethox Chemicals, LLC
- Inventors: Edward T. Borish; Stephanie Anderson
- Web page: https://patentgrep.com/patent/US12109288B2

## CPC

- A61K 8/375: {the alcohol moiety containing more than one hydroxy group}
- A61K 8/03: Liquid compositions with two or more distinct layers
- A61K 8/345: {containing more than one hydroxy group}
- A61K 8/41: Amines
- A61K 8/463: {containing sulfuric acid derivatives, e.g. sodium lauryl sulfate}
- A61K 8/604: {Alkylpolyglycosides; Derivatives thereof, e.g. esters}
- A61Q 19/00: Preparations for care of the skin
- A61K 2800/10: General cosmetic use
- A61K 2800/30: Characterized by the absence of a particular group of ingredients
- A61K 2800/48: Thickener, Thickening system
- A61K 2800/596: Mixtures of surface active compounds
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

Provided is a sulfate-free surfactant system which is particularly suitable for use in personal hygiene products. The sulfate-free surfactant system comprises a liquid comprising an organic phase and a solvent wherein the organic phase comprises glyceride and surfactant and the liquid comprises: 4-40 wt % glyceride wherein the glyceride is the condensation reaction product of at least 1.10 moles of a mixture of acids to no more than 2.1 moles of mixture of acids per mole of glycerin; wherein mixture of acids comprises: at least 0.275 to no more than 0.990 moles of a first acid comprising a branched acid with 16-20 aliphatic carbons; at least 0.250 to no more than 0.810 moles of a second acid comprising an alkyl acid with 9-11 carbons; and at least 0.250 to no more than 0.810 moles of a third acid comprising an alkyl acid with 7-9 carbons wherein the third acid has a lower molecular weight than the second acid; and 6-45 wt % surfactant; and wherein the liquid has a BYV of at least 50 dyn/cm2.

## Claims

### Claim 1

A method of forming a sulfate-free surfactant system comprising:
forming an organic phase comprising:
forming a glyceride by reacting a mixture of acids with glycerin wherein said mixture of acids comprises 1.1 to 2.1 moles of acid per mole of said glycerin; and
mixing said glyceride with a surfactant selected from group consisting of a cationic surfactant, an anionic surfactant, a nonionic surfactant and an amphoteric surfactant or mixtures thereof wherein said mixture of acids comprises:
at least 0.275 to no more than 0.990 moles of a first acid comprising a branched acid with 16-20 aliphatic carbons;
at least 0.250 to no more than 0.810 moles of a second acid comprising an alkyl acid with 9-11 carbons; and
at least 0.250 to no more than 0.810 moles of a third acid comprising an alkyl acid with 7-9 carbons wherein said third acid has a lower molecular weight than said second acid.

### Claim 2 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said mixture of acids comprises at least 0.425 moles of said second acid.

### Claim 3 (depends on 2)

The method of forming a sulfate-free surfactant system of claim 2 wherein said mixture of acids comprises at least 0.520 moles of said second acid.

### Claim 4 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said mixture of acids comprises no more than 0.580 moles of said second acid.

### Claim 5 (depends on 4)

The method of forming a sulfate-free surfactant system of claim 4 wherein said mixture of acids comprises at least 0.425 moles of said third acid.

### Claim 6 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said mixture of acids comprises at least 0.520 moles of said third acid.

### Claim 7 (depends on 6)

The method of forming a sulfate-free surfactant system of claim 6 wherein said mixture of acids comprises no more than 0.580 moles of said third acid.

### Claim 8 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said organic phase has a BYV of at least 50 dyn/cm2.

### Claim 9 (depends on 8)

The method of forming a sulfate-free surfactant system of claim 8 wherein said BYV is at least 100 dyn/cm2.

### Claim 10 (depends on 8)

The method of forming a sulfate-free surfactant system of claim 8 wherein said BYV does not exceed 100,000 dyn/cm2.

### Claim 11 (depends on 8)

The method of forming a sulfate-free surfactant system of claim 8 further comprising adding water is after said mixing.

### Claim 12 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 further comprising adding water to form a liquid.

### Claim 13 (depends on 12)

The method of forming a sulfate-free surfactant system of claim 12 wherein said forming of said organic phase is in water.

### Claim 14 (depends on 12)

The method of forming a sulfate-free surfactant system of claim 12 comprising 10 to 95 wt % said organic phase and 15-90 wt % water.

### Claim 15 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 comprising less than 2 wt % sulfate-based surfactant.

### Claim 16 (depends on 15)

The method of forming a sulfate-free surfactant system of claim 15 comprising less than 1 wt % sulfate-based surfactant.

### Claim 17 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said surfactant is selected from the group consisting of a cationic surfactant, an anionic surfactant, a nonionic surfactant and an amphoteric surfactant.

### Claim 18 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of quaternized polysaccharides, alkyl polysaccharides, alkoxylated amines, alkoxylated ether amines, phospholipids, and mixtures thereof.

### Claim 19 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, N-alkoyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulphonates wherein alkyl and acyl groups are comprise 8 to 18 carbons and may be unsaturated.

### Claim 20 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of sodium, magnesium, ammonium and mono-, di- and triethanolamine salts of alpha-olefin sulphonates.

### Claim 21 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting sodium oleyl succinate, ammonium lauryl sulphosuccinate, disodium laureth sulfosuccinate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyl isethionate, sodium lauroyl isethionate, sodium N-lauryl sarconsinate, sodium lauroyl lactylate and sodium lauriminodipropionate.

### Claim 22 (depends on 21)

The method of forming a sulfate-free surfactant system of claim 21 wherein said surfactant is sodium lauriminodipropionate.

### Claim 23 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of polyethylene glycol surfactants and glucoside surfactants either alone or as mixtures.

### Claim 24 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting polyalkylene glycol adducts of alkyl C8-C24 phenols; polyalkylene glycol adducts of C8-C30 alcohols or C8-C30 glycosides, linear or branched, saturated or unsaturated; polyalkylene glycol adducts of C8-C30, linear or branched, saturated or unsaturated fatty acid amides; C8-C30 linear or branched, saturated or unsaturated esters of sorbitol; C8-C30 alkyl polyglycosides; C8-C30 alkenyl polyglycosides, which are optionally polyalkylene glycol adducts with from 0 to 10 polyalkylene glycol units and comprising from 1 to 15 glucose units; polyalkylene glycol adducts of saturated or unsaturated vegetable oils; derivatives of N-alkyl (C8-C30) glucamine; derivatives of N-acyl C8-C30 methylglucamine; aldobionamides; amine oxides; polyalkylene glycol adducts of silicones; polyglycerin adducts of lauryl alcohol containing 1-7 moles of glycerin; polyglycerin adducts of oleyl alcohol containing 1-7 moles of glycerin; polyglycerin adducts of cetearyl alcohol containing 1-7 moles of glycerin; polyglycerin adducts of octadecanol containing 1-7 moles of glycerin.

### Claim 25 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of decyl glucoside, lauryl glucoside, caprylic/capric glucoside and coco glucoside.

### Claim 26 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 wherein said surfactant is selected from the group consisting of cocamidopropyl betaine, cocobetaine, sodium salt of diethylaminopropyl laurylaminosuccinamate or mixtures thereof.

### Claim 27 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said surfactant is selected from the group consisting of disodium laureth sulfosuccinate, decyl glucoside sodium lauroyl lactylate and sodium lauriminodipropionate.

### Claim 28 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said glyceride comprises the reaction product of glycerin with isostearic acid, octanoic acid and decanoic acid.

### Claim 29 (depends on 17)

The method of forming a sulfate-free surfactant system of claim 17 comprising less than 2 wt % sulfate-based surfactant.

### Claim 30 (depends on 29)

The method of forming a sulfate free surfactant system of claim 29 comprising less than 1 wt % sulfate-based surfactant.

### Claim 31 (depends on 1)

The method of forming a sulfate-free surfactant system of claim 1 wherein said sulfate free surfactant system is selected from the group consisting of a shampoo, a conditioner, a hand wash, a face wash, a body wash, a hand soothing liquid, an aromatic liquid, an eye care product, a cosmetic, a fragrance, a hair coloring formulation, a hair straightening or permanent wave formulation, a nail care formulation, a toothpaste, a mouthwash, a shave cream, a skin care formulation, a sun care formulation, a lip care formulation, an antiperspirant, or a foot care formulation.