KR-20260065610-A - Surfactants for cleaning products

KR20260065610AKR 20260065610 AKR20260065610 AKR 20260065610AKR-20260065610-A

Abstract

Surfactants for use in the formulation of detergents, foaming agents, emulsifiers, and degreasing agents. Some aspects of the present disclosure include formulations suitable for cleaning and/or conditioning textiles, including upholstery materials. Some formulations are suitable for household or commercial dry cleaning. Some formulations may be suitable for cleaning hard surfaces, including plastic surfaces and surfaces in contact with food. Certain other formulations may be suitable for cleaning surfaces used in food processing, food products themselves, and surfaces in healthcare environments.

Inventors

아시르바탐, 에드워드
아난타파드마나반, 카브세리
쿠마리, 하르시타
미타팔리, 라마나
파니그라히, 수치트라

Assignees

어드밴식스 레진즈 앤드 케미컬즈 엘엘씨

Dates

Publication Date: 20260508
Application Date: 20240807
Priority Date: 20240805

Claims (15)

Cleaning formulations comprising the following: At least one surfactant of chemical formula I: Herein, R1 and R2 are the same or different and comprise at least one group selected from the group consisting of C1 - C6 alkyls, optionally the C1 - C6 alkyl may comprise one or more of oxygen, nitrogen, or sulfur atoms or a group comprising at least one of these atoms, and the alkyl chain may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate; R3 is selected from the group consisting of alkenyl, alkynyl, ester, alcohol, aryl alkyl, alkoxyalkyl ether, alkyl phosphate, alkyl phosphonate, C3 - C8 carboxylic acid, C1 - C10 alkyl benzoic acid, and a C1 - C12 linker attached to a second molecule of Formula I, wherein the second molecule of Formula I is identical or different from the first molecule of Formula I; n is an integer from 1 to 12; X is selected from the group consisting of chloride, bromide, and iodide; and at least one type of detergent or at least one type of soap.
A formulation according to claim 1, wherein at least one type of detergent or soap is selected from the group consisting of anionic detergents, cationic detergents, non-ionic detergents, and zwitterionic detergents.
A preparation according to paragraph 1 or 2, wherein the soap is of the following chemical formula: (RCO 2 - ) n M n+ Here, R contains an alkyl group, M is a metal, and n+ is +1 or +2.
In any one of paragraphs 1 through 3, Further comprising at least one builder which is at least one compound selected from the group consisting of tripolyphosphate, nitriloacetate salts, zeolites, calcite/carbonates, citrates or polymers, sodium, pyrophosphate, orthophosphate, sodium aluminosilicate, inorganic salts of alkali agents, inorganic salts of alkali metals, sulfates, silicates, and metasilicates; Further comprising at least one bleaching agent which is at least one compound selected from the group consisting of metal borates, persalts, peroxy acids, percarbonates, superphosphates, supersilicates, persulfates, sodium hypochlorite, chlorine dioxide, hydrogen peroxide, sodium percarbonate, sodium perborate, peroxoacetic acid, benzoyl peroxide, potassium persulfate, potassium permanganate, and sodium adithionate, and/or Additionally comprising at least one enzyme selected from the group consisting of protease, amylase, cellulase, oxidase, mannanse, peroxidase, and lipase; Methacrylamide; ethylene-based unsaturated monomer; N,N-dialkylaminoalkyl methacrylate; N,N-dialkylaminoalkyl acrylate; N,N-dialkylaminoalkyl acrylamide; N,N-dialkylaminoalkyl methacryamide; methacrylamidoalkyl trialkylammonium salt; acrylamidoalkyl trialkylammonium salt; vinylamine; vinylimidazole; quaternized vinylimidazole and diallyl dialkylammonium salt; diallyl dimethylammonium salt; N,N-dimethylaminoethyl acrylate; N,N-dimethylaminoethyl methacrylate, [2-(methacryloylamino)ethyl]tri-methylammonium salt; N,N-dimethylaminopropyl acrylamide; A preparation further comprising at least one polymer that is at least one compound selected from the group consisting of polymers of N,N-dimethylaminopropyl methacrylamide, acrylamidopropyl trimethylammonium salt, methacrylamidopropyl trimethylammonium salt, and quaternized vinylimidazole.
Dry cleaning formulations comprising the following: At least one surfactant of chemical formula I: Herein, R1 and R2 are the same or different and comprise at least one group selected from the group consisting of C1 - C6 alkyls, optionally the C1 - C6 alkyl may comprise one or more of oxygen, nitrogen, or sulfur atoms or a group comprising at least one of these atoms, and the alkyl chain may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate; R3 is selected from the group consisting of alkenyl, alkynyl, ester, alcohol, aryl alkyl, alkoxyalkyl ether, alkyl phosphate, alkyl phosphonate, C3 - C8 carboxylic acid, C1 - C10 alkyl benzoic acid, and a C1 - C12 linker attached to a second molecule of Formula I, wherein the second molecule of Formula I is identical or different from the first molecule of Formula I; n is an integer from 1 to 12; X is selected from the group consisting of chlorides, bromides, and iodides; and At least one type of solvent.
In claim 5, at least one solvent is at least one compound selected from the group consisting of perchloroethylene, hydrocarbons, trichloroethylene, decamethylcyclopentasiloxane, dibutoxymethane, and n-propyl bromide, and ad lib Alcohol, ether, glycol ether, alkane, alkene, linear and cyclic amides, perfluorinated tertiary amine, perfluoroether, cycloalkane, ester, ketone, aromatic, methanol, ethanol, isopropanol, t-butyl alcohol, trifluoroethanol, pentafluoropropanol, hexafluoro-2-propanol, methyl t-butyl ether, methyl t-amyl ether, propylene glycol n-propyl ether, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, propylene glycol methyl ether, ethylene glycol monobutyl ether, trans-1,2-dichloroethylene, decalin, methyl decanoate, t-butyl acetate, ethyl acetate, glycol methyl ether acetate, ethyl lactate, diethyl phthalate, 2-butanone, At least one co-solvent selected from the group consisting of N-alkyl pyrrolidone (e.g., N-methylpyrrolidone, N-ethylpyrrolidone), methyl isobutyl ketone, naphthalene, toluene, trifluorotoluene, perfluorohexane, perfluoroheptane, perfluorooctane, perfluorotributylamine, and perfluoro-2-butyloxacyclopentane A preparation that additionally includes
A hard surface cleaning formulation comprising: At least one surfactant of chemical formula I: Herein, R1 and R2 are the same or different and comprise at least one group selected from the group consisting of C1 - C6 alkyls, optionally the C1 - C6 alkyl may comprise one or more of oxygen, nitrogen, or sulfur atoms or a group comprising at least one of these atoms, and the alkyl chain may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate; R3 is selected from the group consisting of alkenyl, alkynyl, ester, alcohol, aryl alkyl, alkoxyalkyl ether, alkyl phosphate, alkyl phosphonate, C3 - C8 carboxylic acid, C1 - C10 alkyl benzoic acid, and a C1 - C12 linker attached to a second molecule of Formula I, wherein the second molecule of Formula I is identical or different from the first molecule of Formula I; n is an integer from 1 to 12; X is selected from the group consisting of chloride, bromide, and iodide; Optionally, antimicrobial agents and water.
In claim 7, a preparation having a reduction of more than 1 log 10 within 30 seconds, in the presence of an antimicrobial agent.
A preparation according to claim 7 or 8 in which an antimicrobial agent is present at a concentration level of at least about 50 ppm.
A formulation according to any one of claims 7 to 9, further comprising an additional additive selected from acidifying agents, stabilizers, chelating agents, sequestering agents, buffering agents, detergents, wetting agents, defoaming agents, thickeners, foaming agents, coagulants, coloring agents, odorants, or perfumes, and optionally further comprising soap, bleach, or detergent.
Use of the preparation of any one of paragraphs 1 to 4 for cleaning.
Use of the preparation of paragraph 5 or 6 for dry cleaning.
Use of the formulation of any one of claims 7 to 9 for hard-surface cleaning.
A method for manufacturing a preparation of any one of claims 1 to 11, comprising the following: Step for synthesizing the compound of chemical formula I: Herein, R1 and R2 are the same or different and comprise at least one group selected from the group consisting of C1 - C6 alkyls, optionally the C1 - C6 alkyl may comprise one or more of oxygen, nitrogen, or sulfur atoms or a group comprising at least one of these atoms, and the alkyl chain may optionally be substituted with one or more substituents selected from the group consisting of hydroxyl, amino, amido, sulfonyl, sulfonate, carbonyl, carboxyl, and carboxylate; R3 is selected from the group consisting of alkenyl, alkynyl, ester, alcohol, aryl alkyl, alkoxyalkyl ether, alkyl phosphate, C3 - C8 carboxylic acid, C1 - C10 alkyl benzoic acid, and a C1 - C6 linker attached to the second molecule of Formula I, wherein the second molecule is the same or different; n is an integer from 1 to 12; X is selected from the group consisting of chlorides, bromides, and iodides, and the method comprises the following: A ring-opening step of opening a lactam ring to provide an amino acid having an N-terminus and a C-terminus, A first alkylation step that alkylates the N-terminus to provide a tertiary amine, A coupling step of reacting the C-terminus with 3-aminopropyltris(trimethylsiloxy)silane to provide a siloxane derivative, and A second alkylation step of alkylating the N-terminus to provide a quaternary amine of formula I; and A step of adding at least one detergent or at least one soap, a solvent or antimicrobial agent, and an additional compound selected from water.
In paragraph 14, the method in which the lactam is caprolactam.

Description

Surfactants for cleaning products Cross-reference regarding related applications The present application claims priority to U.S. Provisional Application No. 63/531,198 filed on August 7, 2023, and to U.S. Application No. 18/795,170 filed on August 5, 2024, the entire disclosure thereof is incorporated by reference. field The present disclosure relates to surfactants for use in cleaning products, including cleaning products used for cleaning and conditioning fabrics, hard surfaces, and plastic surfaces. Such surfactants may comprise siloxane derivatives of amino acids having surface-active properties. Surfactants (molecules with surface-active properties) are widely used in commercial applications in formulations ranging from detergents to hair care products and cosmetics. Compounds with surface-active properties are used particularly as soaps, detergents, lubricants, wetting agents, foaming agents, and spreading agents. In personal care cleaning products (e.g., shampoos, body washes, facial cleansers, liquid hand soaps, etc.), surfactants are often the most important ingredients because they provide many of the cleaning properties of the composition. Surfactants can be uncharged, zwitterionic, cationic, or anionic. In principle, any class of surfactants (e.g., cationic, anionic, nonionic, amphoteric) is suitable for cleansing or cleaning applications, but in practice, many personal care cleansers and household cleaning products are formulated with a combination of two or more surfactants from two or more classes of surfactants. Often, surfactants are amphiphilic molecules having a relatively water-insoluble hydrophobic "tail" group and a relatively water-soluble hydrophilic "head" group. These compounds can be adsorbed at interfaces, such as between two liquids, between a liquid and a gas, or between a liquid and a solid. In systems containing relatively polar and relatively non-polar components, the hydrophobic tail typically interacts selectively with the relatively non-polar component(s), while the hydrophilic head interacts selectively with the relatively polar component(s). In the case of an interface between water and oil, the hydrophilic head group faces the water, while the hydrophobic tail faces the oil. When added to a water-gas interface, the hydrophilic head group faces the water, while the hydrophobic tail faces the gas. The presence of a surfactant disrupts at least some of the intermolecular interactions between water molecules, thereby replacing at least some of the interactions between water molecules with the generally weaker interactions between at least some of the water molecules and the surfactant. This can lower surface tension and also stabilize the interface. At sufficiently high concentrations, surfactants can form aggregates, which act to limit the exposure of the hydrophobic tails to polar solvents. One such aggregate is a micelle. In a typical micelle, molecules are arranged in a sphere, the hydrophobic tails of the surfactant(s) are typically located inside the sphere, and the hydrophilic heads of the surfactant(s) are located on the outside of the micelle, where the heads interact with the more polar solvent. The effect of a given compound on surface tension and the concentration at which it forms micelles can play a role in defining the characteristics of the surfactant. The present disclosure provides compositions for cleaning and/or degreasing hard and plastic surfaces, such as floors, walls, ceilings, roofs, countertops, furniture, plates, cups, glass, cutlery, dining utensils, machinery, machine parts, and devices used in the manufacture and/or packaging of food; fabric care formulations including laundry detergents, spot removers, cleaning pretreatment agents, fabric softeners, fabric dyes, and bleaches; and compositions used for cleaning upholstery materials and carpets. Some compositions of the present invention may be in the form of detergents, emulsifiers, dispersants, foaming agents, and combinations thereof. Products of the present invention may be formulated to include one or more surfactants from one or more classes of surfactants. The present disclosure provides siloxane derivatives of amino acids having surface-active properties. The amino acids may be naturally occurring or synthetic amino acids, or may be obtained through ring-opening reactions of molecules such as lactams, e.g., caprolactam. The amino acids may be functionalized with different types of siloxane groups to form compounds having surface-active properties. Characteristically, these compounds may have the ability to reduce low critical micelle concentration (CMC) and/or surface tension of liquids. The present disclosure provides a cleaning formulation comprising the following: Surfactant molecules having one or more structures of Chemical Formula I or II Herein, R1 and R2 may be the same or different and comprise at least one group selected from the group consisting of C1 - C6 alkyls, optionally