Multi-ionic surfactants

Abstract

Compounds, compositions, and methods are provided as surfactants, fabric softeners, corrosion inhibitors, biofilm inhibitors, biocides, and rheology modifiers. The multi-ionic surfactant is a compound having a structure corresponding to Formula 1 or a salt thereof: (1) wherein R1 is a C1-C10 alkylene group; r2 is independently hydrogen,-(CH2) x-NR20R21 or-(CH2) x-C (R10)-C (O)-X-Z; r3 and R4 are independently hydrogen,-(CH2) x-C (R10)-C (O)-X-Z, or R3 and R4 together with the nitrogen to which they are attached form a substituted nitrogen-containing heterocyclic group; r5 and R6 are independently hydrogen,-(CH2) x-C (R10)-C (O)-X-Z, or R5 and R6 together with the nitrogen to which they are attached form a substituted nitrogen-containing heterocyclic group; r10 is hydrogen, alkyl, aryl or alkaryl; r11, R12 and R13 are independently a C1 to C10 alkyl group or an alkaryl group; r < 20 > and R < 21 > are independently hydrogen,-(CH2) x-NR < 20 > R < 21 >,-(CH2) x-C (R < 10 >)-C (O)-X-Z, or together with the nitrogen to which they are attached form a substituted nitrogen-containing heterocyclic group; x is NH or O; z is hydrogen, L1-NR11R12R13, L2-PR11R12R13, L3-COOH, L4-SO3H, L5-PO3H, or a salt thereof, or a salt thereof, or a salt thereof, or a salt thereof, or a salt thereof; l1, L2, L3, L4 and L5 are independently a C1 to C10 alkylene group or an alkenylene group; n is an integer from 1 to 10; and x is an integer from 1 to 10; wherein at least one of R3 and R4 or R5 and R6 together form a substituted nitrogen-containing heterocyclic group; and wherein at least one R2 is-(CH2) x-C (R10)-C (O)-X-Z or-(CH2) x-NR20R21, wherein one of R20 or R21 is-(CH2) x-C (R10)-C (O)-X-Z.

Description

Technical Field

[0001] Multiionic surfactants are provided as compounds, as compositions, and as surfactants, fabric softeners, corrosion inhibitors, biofilm inhibitors, biocides, and rheology modifiers in methods. Multiionic surfactant compounds having structures corresponding to Formula 1 or salts thereof are disclosed. Background Technology

[0002] Corrosion of metal surfaces in aqueous media has long been a problem in industries such as oil and gas, food / beverage, detergents / disinfectants, pulp and paper, power generation, manufacturing, and utilities. For example, several other corrosive components are known to be present in oil and gas production processes, such as brine, organic acids, carbon dioxide, hydrogen sulfide, and microorganisms. These corrosive components can cause severe corrosion, as evidenced by surface pitting, embrittlement, and general metal loss. Metal surfaces can be made of high-alloy steels, including chromium steel, ferritic alloy steel, austenitic stainless steel, precipitation-hardening stainless steel, high-nickel steel, copper, and carbon steel.

[0003] In the food / beverage and detergent / disinfection industries, solutions such as sodium hypochlorite solution are commonly used and are very effective as bleaching agents and disinfectants for cleaning various surfaces. However, sodium hypochlorite solution is corrosive to many treated surfaces, especially metal surfaces, which can be highly corroded.

[0004] Several mechanisms lead to the corrosion of metals. In corrosive water systems, the overall corrosion rate is controlled by the reduction of oxygen, which inhibits cathodic reactions. However, the most robust and cost-effective water treatment procedures include anodic and cathodic inhibitors to block the reactions at the anode and cathode.

[0005] Corrosion inhibitors are typically surface-active compounds that form a protective coating on metal surfaces and inhibit corrosion by preventing or reducing contact between corrosive substances and the pipe surface. Common corrosion inhibitors consist of amines, condensation products of fatty acids and polyamines, imidazolines, and / or quaternary ammonium compounds. The most commonly used corrosion inhibitors in crude oil and natural gas extraction are imidazoline derivatives and benzyl dimethyl alkyl ammonium chloride.

[0006] Some surfactants can be used as corrosion inhibitors and are also used in industries such as institutional (including FSR, HHC and specialty products), food and beverage, healthcare, fast food restaurants, pest control, textile care / laundry, water and paper, mining, sensors, energy services and consumer markets.

[0007] Surfactant compounds typically contain a hydrophilic head and a hydrophobic tail. Due to their unique structures, surfactants have different applications in various fields. Although surfactant structures are diverse, existing surfactants can be divided into two main categories: conventional surfactants and gemini surfactants. Conventional surfactants typically have a hydrophobic tail and a hydrophilic head. Depending on the properties of the hydrophilic head, conventional surfactants can be nonionic, anionic, cationic, amphoteric, or zwitterionic surfactants. On the other hand, gemini surfactants have two hydrophobic tails and two hydrophilic heads. With a better understanding of the relationship between the structure of surfactant compounds and their function and mode of operation, the demand for surfactant compounds with new or improved properties is increasing. The multiionic surfactant compositions described herein contain multiple hydrophilic heads and multiple hydrophobic tails. Summary of the Invention

[0008] This article discloses multiionic surfactant compounds corresponding to the structure of Formula 1, or salts thereof:

[0009] (1)

[0010] Where R 1 For C1-C 10 Alkylene; R 2 Independently hydrogen, -(CH2)x-NR 20 R 21 or -(CH2)xC(R) 10 )-C(O)-XZ;R 3 and R 4 Independently hydrogen, -(CH2)xC(R) 10 )-C(O)-XZ, or R 3 and R 4 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 5 and R 6 Independently hydrogen, -(CH2)xC(R) 10 )-C(O)-XZ, or R 5 and R 6 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 10 It is hydrogen, alkyl, aryl, or alkylaryl; R 11 R 12 and R 13 Independently for C1 to C 10 alkyl or alkylaryl; R 20 and R 21 Independently hydrogen, -(CH2)x-NR20 R 21 -(CH2)xC(R) 10 )-C(O)-XZ, or together with the nitrogen to which they are attached, forming a substituted nitrogen-containing heterocyclic group; X is NH or O; Z is hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salt; L 1 L 2 L 3 L 4 and L 5 Independently for C1-C 10 Alkylene or alkenylene; n is an integer from 1 to 10; and x is an integer from 1 to 10; where R 3 and R 4 Or R 5 and R 6 At least one of them together forms a substituted nitrogen-containing heterocyclic group; and at least one of them R 2 -(CH2)xC(R) 10 -C(O)-XZ or -(CH2)x-NR 20 R 21 , where R 20 Or R 21 One of them is -(CH2)xC(R) 10 )-C(O)-XZ.

[0011] This disclosure also relates to a method for treating an aqueous medium, the method comprising contacting the aqueous medium with a multiionic compound disclosed herein.

[0012] This disclosure also relates to fabric softening compositions comprising the multiionic compounds disclosed herein.

[0013] Another aspect of the invention is a method for softening a fabric, comprising contacting the fabric with an effective amount of the multiionic compound disclosed herein.

[0014] Another aspect of the invention is a method for inhibiting corrosion, biofilm growth, or bacterial growth in a system, comprising contacting a fluid in the system with an effective amount of the multi-ionic compound disclosed herein.

[0015] Another aspect of the invention is a method for influencing the rheological properties of a composition, comprising contacting the composition with an effective amount of the multiionic compound disclosed herein.

[0016] Other purposes and features will be partly obvious and partly noted below. Detailed Implementation

[0017] This document discloses compounds and compositions, methods for using these compounds and compositions to soften fabrics, inhibit corrosion, inhibit biofilm growth, inhibit bacterial growth, and affect the rheological properties of compositions, as well as methods for their preparation. These compounds and compositions are multiionic surfactants applicable to various industries.

[0018] Compounds and Compositions

[0019] This article discloses multiionic surfactant compounds corresponding to the structure of Formula 1, or salts thereof:

[0020] (1)

[0021] Where R 1 Independently for C1-C 10 Alkylene; R 2 Independently hydrogen, -(CH2) x -NR 20 R 21 Or -(CH2) x -C(R 10 )-C(O)-XZ;R 3 and R 4 Independently hydrogen, -(CH2) x -C(R 10 )-C(O)-XZ, or R 3 and R 4 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 5 and R 6 Independently hydrogen, -(CH2) x -C(R 10 )-C(O)-XZ, or R 5 and R 6 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 10 It is hydrogen, alkyl, aryl, or alkylaryl; R 11 R 12 and R 13 Independently for C1 to C 10 alkyl or alkylaryl; R 20 and R 21 Independently hydrogen, -(CH2) x -NR 20 R 21 -(CH2) x-C(R 10 )-C(O)-XZ, or together with the nitrogen to which they are attached, forming a substituted nitrogen-containing heterocyclic group; X is NH or O; Z is hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salt; L 1 L 2 L 3 L 4 and L 5 Independently for C1-C 10 Alkylene or alkenylene; n is an integer from 1 to 10; and x is an integer from 1 to 10; where R 3 and R 4 Or R 5 and R 6 At least one of them together forms a substituted nitrogen-containing heterocyclic group; and at least one of them R 2 -(CH2) x -C(R 10 -C(O)-XZ or -(CH2) x -NR 20 R 21 , where R 20 Or R 21 One of them is -(CH2). x -C(R 10 )-C(O)-XZ;

[0022] For compounds of formula 1, preferably, R 1 It can be independently a C2-C6 alkylene group, more preferably, R 1 It can be independently a C2-C4 alkylene group, or most preferably, R 1 It can be ethylidene or propyleneide independently.

[0023] In addition, compounds of formula 1 can independently have the form -(CH2)x-NR. 20 R 21 or -(CH2)xC(R) 10 An R of )-C(O)-XZ 2 .

[0024] When the compound of formula 1 independently and preferably has -(CH2)x-NR 20 R 21 An R2 When; then R 20 Or R 21 One of them is -(CH2). x -C(R 10 )-C(O)-XZ, where x is 1 or 2, R 10 X is hydrogen, Z is NH, and Z is L. 1 -NR 11 R 12 R 13 L 1 It is a C1-C4 alkylene group, and R 11 R 12 and R 13 It is a methyl group.

[0025] When the compound of formula 1 independently and more preferably has -(CH2) x -C(R 10 An R of )-C(O)-XZ 2 When x is 1 or 2, R 10 X is hydrogen, Z is NH, and Z is L. 1 -NR 11 R 12 R 13 L 1 It is a C1-C4 alkylene group, and R 11 R 12 and R 13 It is a methyl group.

[0026] In the various compounds of Formula 1, x can be independently and preferably 1 to 6, more preferably 1 to 4, or most preferably 1 or 2.

[0027] Compounds of Formula 1 may have R 3 and R 4 Together with the nitrogen atoms they are attached to, they can form substituted nitrogen-containing heterocyclic groups, wherein the nitrogen-containing heterocyclic group is C 10 To C 24 Alkyl or C 10 To C 24 Alkenyl substitution. Additionally, compounds of formula 1 may have R... 3 and R 4 Together with the nitrogen they are attached to, they form:

[0028]

[0029] Where R 14 C6 to C 12 Alkyl, and R 15 C6 to C 12 alkyl.

[0030] In addition, the compound of formula 1 may have R 5 and R 6 Together with the nitrogen atoms they are attached to, they can form substituted nitrogen-containing heterocyclic groups, wherein the nitrogen-containing heterocyclic group is C 10 To C 24 Alkyl or C 10 To C 24 Alkenyl substitution.

[0031] Additionally, compounds of formula 1 may have an R group that is hydrogen, C1 to C3 alkyl, or benzyl. 10 .

[0032] Compounds of Formula 1 may have X that is O or NH.

[0033] In addition, compounds of formula 1 may have hydrogen, L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts; or Z can be hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts;

[0034] The compound of formula 1 may preferably have L 3 L 4 and L 5 They are independently C1 to C6 alkylene groups; or more preferably, C2 to C3 alkylene groups.

[0035] Additionally, R 11 R 12 and R 13 Can be independently C1 to C 10 Alkyl or benzyl.

[0036] More specifically, when R 11 R 12 and R 13 When independently C1 to C3 alkyl or benzyl, the compound of formula 1 may preferably have an L 1 -NR 11 R 12 R 13 Z; or more preferably, when R 11 R 12 and R 13 When Z is methyl, Z can be L. 1-NR 11 R 12 R 13 .

[0037] In various compounds, n is preferably an integer from 2 to 6, more preferably from 2 to 4, or most preferably 4.

[0038] The multiionic surfactant compound of Formula 1 can be a halide salt (preferably a chloride salt) or an acetate salt.

[0039] For example, the multiionic surfactant compound of Formula 1 may have the following structure:

[0040] ,or

[0041] .

[0042] synthesis

[0043] More specifically, this invention relates to compounds derived via an aza-Michael addition reaction of an ASA (alkenyl succinic anhydride)-polyamine intermediate (obtained by imidization of a polyamine and an alkenyl succinic anhydride) and a cationic / anionic monomer.

[0044] First, an ASA-polyamine intermediate (III) is obtained by an imidization reaction between a diamine or polyamine (I) and an alkenyl succinic anhydride (II), as shown in Scheme 1.

[0045] Option 1

[0046]

[0047] Where n = 1 to 100.

[0048] The second step involves intermediate (III) and an α,β-unsaturated carbonyl compound (NR) containing at least one polar (charged) group. 11 R 12 R 13 A azira-Michael addition reaction between (+) X(-), -COOH, -SO3H, -PO3H or their salts) (IV) is performed to provide a multiionic compound (V), as shown in Scheme 2.

[0049] Option 2

[0050]

[0051] A general synthetic reaction scheme for preparing the disclosed compound using branched polyethyleneimine is shown in Scheme 3. Structure VI, depicted below, is a description of the general reaction product.

[0052] Option 3

[0053]

[0054]

[0055] in:

[0056] k, l, m, m, o, p are independent integers from 1 to 100.

[0057] X can be NH or O independently.

[0058] R 1 Independently H, CH3, or unsubstituted straight or branched C2-C 10 alkyl,

[0059] R 14 and R 15 Independently for C6 to C 12 alkyl;

[0060] Z is independently hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts;

[0061] L 1 L 2 L 3 L 4 and L 5 Independently for C1-C 10 alkylene or alkenylene;

[0062] R 11 R 12 and R 13 Independently for C1-C 10 Alkyl groups or benzyl groups.

[0063] α,β-unsaturated carbonyl compounds containing at least one ionic group can be used as Michael acceptors. In the examples described herein, (3-acrylamidopropyl)trimethylammonium chloride (APTAC) and sodium 2-acrylamido-2-methyl-1-propanesulfonate (NaAMPS) are used. Usable cationic monomers include [3-(methacryloylamino)propyl]trimethylammonium chloride (MAPTAC), 2-(acryloyloxy)-N,N,N-trimethylethylammonium chloride (DMAEA-MCQ), N,N-dimethylaminoethyl acrylate benzyl chloride quaternary ammonium salt (DMAEA-BCQ), 2-(methacryloyloxy)-N,N,N-trimethylethyl-1-ammonium methyl sulfate (DMAEA-MSQ), and 2-(acryloyloxy)-N,N,N-trimethylethylammonium chloride (DMAEA-MSQ), etc. Usable anionic monomers include acrylic acid, methacrylic acid, itaconic acid, maleic acid, 3-(allyloxy)-2-hydroxypropane-1-sulfonate, etc.

[0064] Polyalkylene imides can be used as Michael donors. Polyalkylene imides can include, but are not limited to, branched, linear, or dendritic polyethyleneimides. Some examples are diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, hexadecimalin, lupasol polyethyleneimine (different MW), tris(2-aminoethyl)amine, ethyleneimine E-100, and mixtures thereof.

[0065] Alkenyl succinic anhydride (C8-alkyl+) can be used. Some examples are C12 ASA, C14 ASA, C16 ASA, C18 ASA, and C20-24 ASA.

[0066] method

[0067] Another aspect of the invention is a method for softening a fabric, comprising contacting the fabric with an effective amount of a multiionic compound of Formula 1 disclosed herein or a fabric softening composition.

[0068] Another aspect of the invention is a method for inhibiting corrosion, biofilm growth, or bacterial growth in a system, comprising contacting a fluid in the system with an effective amount of the multi-ionic compound disclosed herein.

[0069] Another aspect of the invention is a method for influencing the rheological properties of a composition, comprising contacting the composition with an effective amount of the multiionic compound disclosed herein.

[0070] A method for inhibiting surface corrosion is also disclosed. The method includes: contacting the surface with an effective amount of a compound of formula (1) to inhibit corrosion on the surface; contacting the surface with a composition comprising an effective amount of the compound of formula (1) and a component including an organic solvent, corrosion inhibitor, asphaltenes inhibitor, paraffin inhibitor, scale inhibitor, emulsifier, water clarifying agent, dispersant, demulsifier, gas hydrate inhibitor, biocide, pH adjuster, surfactant, or a combination thereof to inhibit corrosion on the surface; or adding the compound or the composition to a fluid in contact with the surface to inhibit corrosion on the surface. The composition can be any composition as described herein.

[0071] Based on the total weight of the fluid, the multiionic surfactant compound can be from about 1 ppm to about 5000 ppm; from about 1 ppm to about 4000 ppm; from about 1 ppm to about 3000 ppm; from about 1 ppm to about 2000 ppm; from about 1 ppm to about 1000 ppm; from about 1 ppm to about 800 ppm; from about 1 ppm to about 600 ppm; from about 1 ppm to about 500 ppm; from about 1 ppm to about 400 ppm; from about 1 ppm to about 300 ppm; from about 1 ppm to about 200 ppm; from about 1 ppm to about 100 ppm; from about 1 ppm to about 50 ppm; from about 5 ppm to about 5000 ppm; from about 5 ppm to about 4000 ppm; from about 5 ppm to about 3000 ppm; from about 5 ppm to about 2000 ppm; from about 5 ppm to about 1000 ppm; from about 5 ppm to about 800 ppm; from about 5 ppm to about 600 ppm. ppm; about 5 ppm to about 500 ppm; about 5 ppm to about 400 ppm; about 5 ppm to about 300 ppm; about 5 ppm to about 200 ppm; about 5 ppm to about 100 ppm; about 5 ppm to about 50 ppm; about 10 ppm to about 5000 ppm; about 10 ppm to about 4000 ppm; about 10 ppm to about 3000 ppm; about 10 ppm to about 2000 ppm; about 10 ppm to about 1000 ppm; about 10 ppm to about 800 ppm; about 10 ppm to about 600 ppm; about 10 ppm to about 500 ppm; about 10 ppm to about 400 ppm; about 10 ppm to about 300 ppm; preferably, about 10 ppm to about 200 ppm; more preferably, about 10 ppm to about 100 ppm; most preferably, about 10 ppm to about 50 ppm are present in the fluid.

[0072] The methods disclosed herein enable surfaces to be incorporated into equipment used in industrial systems.

[0073] Industrial systems can be water recycling systems, cooling water systems, boiler water systems, pulp and slurry systems, papermaking processes, ceramic slurry systems, mixed solid / liquid systems, or oilfield systems.

[0074] For the methods described herein, the surface may be part of equipment used for the production, transportation, storage and / or separation of crude oil or natural gas.

[0075] In the disclosed method, the device may include conduits, storage containers, downhole injection tubing, flow lines, or injection lines.

[0076] The fluid described in this paper can be used in the operation of industrial systems.

[0077] In these methods, the fluid may include seawater, produced water, fresh water, brackish water, drilling fluid, completion fluid, or a combination thereof.

[0078] The methods described herein enable the surface to be integrated into equipment used in industrial systems. Preferably, the industrial system is a water recirculation system, cooling water system, boiler water system, pulp slurry, papermaking process, ceramic slurry, mixed solid / liquid system, or oilfield system.

[0079] These methods may have surfaces that are part of equipment used for the production, transportation, storage, and / or separation of crude oil or natural gas. Preferably, the equipment includes pipes, storage containers, downhole injection lines, flow lines, or injection lines.

[0080] The method described in this article enables the use of fluids in the operation of industrial systems.

[0081] Fluids may include seawater, produced water, fresh water, brackish water, drilling fluid, completion fluid, or combinations thereof.

[0082] This disclosure also relates to a method for treating an aqueous medium, the method comprising contacting the aqueous medium with a multiionic compound disclosed herein.

[0083] This disclosure also relates to compositions comprising one or more multiionic surfactant compounds or salts thereof that correspond to the structure of Formula 1 as described herein.

[0084] Based on the total weight of the composition, the composition may contain about 0.1% to about 20% by weight of a multiionic surfactant compound.

[0085] The compositions described herein may comprise about 0.1% to about 20% by weight of one or more compounds of Formula 1 in a solvent system.

[0086] In addition to this component, the composition may also contain water.

[0087] The composition comprises an effective amount of a compound of formula 1 and a component, the component including an organic solvent, a corrosion inhibitor, an asphaltenes inhibitor, a paraffin inhibitor, a scale inhibitor, an emulsifier, a water clarifying agent, a dispersant, a demulsifier, a gas hydrate inhibitor, a biocide, a pH adjuster, a surfactant, or a combination thereof.

[0088] The composition may comprise, for example, about 0.1 wt% to about 20 wt% of one or more compounds of Formula 1 and about 80 wt% to about 99.9 wt% of a component; preferably, about 0.1 wt% to about 20 wt% of one or more compounds of Formula 1, about 1 wt% to about 60 wt% of a component and about 20 wt% to about 98.9 wt% of water; more preferably, about 10 wt% to about 20 wt% of one or more compounds of Formula 1, about 30 wt% to about 40 wt% of a component and about 40 wt% to about 60 wt% of water; or most preferably, about 15 wt% to about 20 wt% of one or more compounds of Formula 1, about 1 wt% to about 10 wt% of a component and about 70 wt% to about 84 wt% of water.

[0089] The composition may also contain an organic solvent. Based on the total weight of the composition, the composition may contain about 1% to 80% by weight, preferably about 5% to 50% by weight, or most preferably about 10% to 35% by weight of one or more organic solvents. The organic solvent may include alcohols, hydrocarbons, ketones, ethers, alkylene glycols, glycol ethers, amides, nitriles, sulfoxides, esters, or combinations thereof. Examples of suitable organic solvents include, but are not limited to, methanol, ethanol, propanol, isopropanol, butanol, 2-ethylhexanol, hexanol, octanol, decanol, 2-butoxyethanol, methylene glycol, ethylene glycol, 1,2-propanediol, 1,3-propanediol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol dibutyl ether, pentane, hexane, cyclohexane, methylcyclohexane, heptane, decane, dodecane, diesel oil, toluene, xylene, heavy aromatic naphtha, cyclohexanone, diisobutyl ketone, diethyl ether, propylene carbonate, N-methylpyrrolidone, N,N-dimethylformamide, or combinations thereof.

[0090] The composition may also contain a dispersant. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, preferably about 0.5% to 5% by weight, or most preferably about 0.5% to 4% by weight of a dispersant. Suitable dispersants include, but are not limited to, aliphatic phosphonic acids having 2 to 50 carbon atoms, such as hydroxyethyl diphosphonic acid, and aminoalkyl phosphonic acids, such as polyaminomethylene phosphonates having 2 to 10 N atoms, for example each having at least one methylene phosphonic acid group; examples of the latter are ethylenediaminetetra(methylene phosphonate), diethylenetriaminepenta(methylene phosphonate), and triamine- and tetraamine-polymethylene phosphonates having 2 to 4 methylene groups between each N atom, wherein at least two of the plurality of methylene groups in each phosphonate are different. Other suitable dispersants include lignin or lignin derivatives, such as lignin sulfonates and naphthalene sulfonic acid, and their derivatives.

[0091] The composition may also contain a demulsifier. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, preferably about 0.5% to 5% by weight, or most preferably about 0.5% to 4% by weight of a demulsifier. Suitable demulsifiers include, but are not limited to, dodecylbenzenesulfonic acid (DDBSA), sodium salt of xylenesulfonic acid (NAXSA), epoxidized and propoxylated compounds, anionic, cationic and nonionic surfactants and resins such as phenolic resins and epoxy resins.

[0092] The composition may also contain a demulsifier. Preferably, the demulsifier comprises an alkoxylated polymer, such as a polyalkylene glycol. Based on the total weight of the composition, the demulsifier may comprise from about 0.1% to 10% by weight, preferably from about 0.5% to 5% by weight, or most preferably from about 0.5% to 4% by weight. The demulsifier may comprise 0.5% by weight, 1% by weight, 1.5% by weight, 2% by weight, 2.5% by weight, 3% by weight, 3.5% by weight, 4% by weight, 4.5% by weight, or 5% by weight of the composition.

[0093] The composition may also contain an emulsifier. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, preferably about 0.5% to 5% by weight, or most preferably about 0.5% to 4% by weight of an emulsifier. Suitable emulsifiers include, but are not limited to, carboxylates, acylation reaction products between carboxylic acids or carboxylic anhydrides and amines, and alkyl, acyl, and amide derivatives of sugars (alkyl-sugar emulsifiers).

[0094] The composition may also contain a biocide. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, preferably about 0.5% to 5% by weight, or most preferably about 0.5% to 4% by weight of a biocide. Suitable biocides include, but are not limited to, oxidizing and non-oxidizing biocides. Suitable non-oxidizing biocides include, for example, aldehydes (e.g., formaldehyde, glutaraldehyde, and acrolein), amine compounds (e.g., quaternary ammonium compounds and coconut oil diamine), halogenated compounds (e.g., 2-bromo-2-nitropropane-3-diol and 2-2-dibromo-3-azoxypropionamide (DBNPA)), sulfur compounds (e.g., isothiazolone, carbamate, and metronidazole), and quaternary phosphonium salts (e.g., tetrakis(hydroxymethyl)phosphonium sulfate (THPS)). Suitable oxidizing biocides include, for example, sodium hypochlorite, trichloroisocyanuric acid, dichloroisocyanuric acid, calcium hypochlorite, lithium hypochlorite, hydantoin chloride, stabilized sodium hypobromite, activated sodium bromide, hydantoin bromide, chlorine dioxide, ozone, and peroxides.

[0095] The composition may also contain a pH adjuster. Based on the total weight of the composition, the composition may contain from about 0.1% to 20% by weight, preferably from about 0.5% to 10% by weight, or most preferably from about 0.5% to 5% by weight of a pH adjuster. Suitable pH adjusters include, but are not limited to, alkali metal hydroxides, alkali metal carbonates, alkali metal bicarbonates, alkaline earth metal hydroxides, alkaline earth metal carbonates, alkaline earth metal bicarbonates, and mixtures or combinations thereof. Exemplary pH adjusters include sodium hydroxide, potassium hydroxide, calcium hydroxide, calcium oxide, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, magnesium oxide, and magnesium hydroxide.

[0096] The composition may contain another surfactant. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, preferably about 0.5% to 5% by weight, or most preferably about 0.5% to 4% by weight of a surfactant. Suitable surfactants include, but are not limited to, anionic and nonionic surfactants. Anionic surfactants include alkyl aryl sulfonates, olefin sulfonates, alkane sulfonates, alcohol sulfates, alcohol ether sulfates, alkyl carboxylates and alkyl ether carboxylates, as well as alkyl and ethoxylated alkyl phosphates, and monoalkyl and dialkyl sulfonated succinates and sulfonated succinates. Nonionic surfactants include alcohol alkoxylates; alkylphenol alkoxylates; block copolymers of ethylene, propylene, and butene oxides; alkyl dimethylamine oxides; alkyl-bis(2-hydroxyethyl)amine oxides; alkylamidopropyl dimethylamine oxides; alkylamidopropyl-bis(2-hydroxyethyl)amine oxides; alkyl polyglucosides; polyalkoxylated glycerol esters; sorbitol esters and polyalkoxylated sorbitol esters; and alkyl acyl polyethylene glycol esters and diesters. Also included are betaines and sulfobetaines, amphoteric surfactants such as alkyl amphoteric acetates and amphoteric diacetates, alkyl amphoteric propions and amphoteric dipropions, and alkyl imino dipropions.

[0097] The compositions disclosed herein may also contain other functional agents or additives that provide beneficial properties. For example, additional agents or additives may be chelating agents, solubilizers, lubricants, buffers, detergents, rinsing aids, preservatives, binders, thickeners or other viscosity modifiers, processing aids, carriers, water conditioners, foam inhibitors or foam generators, threshold agents or systems, aesthetic enhancers (i.e., dyes, flavorings, fragrances), or other additives suitable for formulation with the compositions, and mixtures thereof. Other agents or additives will vary depending on the specific composition being manufactured and its intended use as will be understood by one of ordinary skill in the art.

[0098] Alternatively, the composition may be free of any additional reagents or additives.

[0099] Fabric softening compositions comprising one or more multiionic surfactant compounds of Formula 1 disclosed herein are also disclosed.

[0100] The fabric softening composition may also contain one or more other fabric softeners or cosofteners, siloxanes, solvents, emulsifiers, dispersants, demulsifiers, deemulsifiers, biocides, pH adjusters, or surfactants.

[0101] In addition, the fabric softening composition may contain about 0.1% to about 50% by weight of a multiionic surfactant compound based on the total weight of the composition.

[0102] One or more additional fabric softeners in the fabric softening composition may comprise diethyl dimethyl ammonium chloride, quaternized triethanolamine ditallow fatty acid ester, 1,2-dioleoyl-3-trimethylammonium propane, distearate dimethyl ammonium chloride, ethoxylated phosphate ester, or polydimethylsiloxane.

[0103] In addition, this disclosure relates to fabric antistatic compositions, fabric conditioning compositions or relaxant compositions comprising one or more multiionic surfactant compounds of Formula 1.

[0104] The fabric antistatic agent, fabric conditioner, or relaxant composition may contain about 0.1% to about 50% by weight of a multiionic surfactant compound of Formula 1, based on the total weight of the composition.

[0105] This document also discloses various compositions that are effective as surfactants, fabric softeners, corrosion inhibitors, biofilm inhibitors, biocides, or rheology modifiers. The compositions comprise one or more of the multiionic surfactant compounds described herein.

[0106] The composition may also contain one or more additional corrosion inhibitors, organic solvents, asphaltenes inhibitors, paraffin inhibitors, scale inhibitors, emulsifiers, water clarifying agents, dispersants, demulsifiers, gas hydrate inhibitors, biocides, pH adjusters, surfactants, or combinations thereof.

[0107] The composition can be formulated to inhibit corrosion at surfaces. The composition may comprise an effective amount of a compound of formula 1 and a component, including organic solvents, corrosion inhibitors, asphaltenes inhibitors, paraffin inhibitors, scale inhibitors, emulsifiers, water clarifying agents, dispersants, demulsifiers, gas hydrate inhibitors, biocides, pH adjusters, surfactants, or combinations thereof.

[0108] Compounds used to enhance the corrosion resistance of the composition may also be included in the corrosion-resistant composition. For example, thioglycolic acid, 3,3'-dithiopropionic acid, thiosulfate, thiourea, 2-mercaptoethanol, L-cysteine, tert-butylthiol, or combinations thereof may be included in the corrosion-resistant composition.

[0109] In addition to one or more compounds of Formula 1, the composition may also contain corrosion inhibitors. Based on the total weight of the composition, the composition may contain from about 0.1% to 20% by weight, preferably from about 0.1% to 10% by weight, or most preferably from about 0.1% to 5% by weight, one or more other corrosion inhibitors. Based on the total weight of the composition, the compositions of the present invention may contain 0-10% by weight of one or more other corrosion inhibitors. Based on the total weight of the composition, the composition may contain one or more additional corrosion inhibitors at 1.0 wt%, 1.5 wt%, 2.0 wt%, 2.5 wt%, 3.0 wt%, 3.5 wt%, 4.0 wt%, 4.5 wt%, 5.0 wt%, 5.5 wt%, 6.0 wt%, 6.5 wt%, 7.0 wt%, 7.5 wt%, 8.0 wt%, 8.5 wt%, 9.0 wt%, 9.5 wt%, 10.0 wt%, 10.5 wt%, 11.0 wt%, 11.5 wt%, 12.0 wt%, 12.5 wt%, 13.0 wt%, 13.5 wt%, 14.0 wt%, 14.5 wt%, or 15.0 wt%. Each system may have its own requirements, and the weight percentage of one or more additional corrosion inhibitors in the composition may vary depending on the system in which it is used.

[0110] One or more additional corrosion inhibitors may comprise imidazoline compounds, quaternary ammonium compounds, pyridinium compounds, or combinations thereof.

[0111] One or more additional corrosion inhibitors may comprise imidazolines. Imidazolines can be, for example, imidazolines derived from diamines (such as ethylenediamine (EDA), diethylenetriamine (DETA), triethylenetetramine (TETA), etc.) and long-chain fatty acids (such as tall oil fatty acids (TOFA)). Imidazolines can be imidazolines of formula (I) or imidazoline derivatives. Representative imidazoline derivatives include imidazoline-onium compounds of formula (II) or bisquaternary ammonium compounds of formula (III).

[0112] One or more additional corrosion inhibitors may comprise imidazolines of the following formula:

[0113]

[0114] Where R 10 For C1-C 20 Alkyl or C1-C 20 alkoxyalkyl group; R 11 It is hydrogen, C1-C6 alkyl, C1-C6 hydroxyalkyl, or C1-C6 aralkyl; and R 12 and R 13 Independently, it is hydrogen or a C1-C6 alkyl group. Preferably, the imidazoline includes R 10It is a typical alkyl mixture in tall oil fatty acids (TOFA), and R 11 R 12 and R 13 Each of them is hydrogen.

[0115] One or more additional corrosion inhibitors may comprise imidazoline compounds of the following formula:

[0116]

[0117] Where R 10 For C1-C 20 Alkyl or C1-C 20 alkoxyalkyl group; R 11 and R 14 Independently, it is hydrogen, C1-C6 alkyl, C1-C6 hydroxyalkyl, or C1-C6 aralkyl; R 12 and R 13 Independently hydrogen or a C1-C6 alkyl group; and X - It is a halide ion (such as chloride, bromide, or iodide ion), carbonate, sulfonate, phosphate, or an anion of an organic carboxylic acid (such as acetate). Preferably, the imidazoline compound includes 1-benzyl-1-(2-hydroxyethyl)-2-tall-2-imidazoline chloride.

[0118] One or more additional corrosion inhibitors may comprise a bis-quaternary ammonium compound having the following formula:

[0119]

[0120] in:

[0121] R1 and R2 are each independently an unsubstituted branched, chain or cycloalkyl or alkenyl group having 1 to 29 carbon atoms; a partially or fully oxidized, sulfidated and / or phosphorylated branched, chain or cycloalkyl or alkenyl group having 1 to 29 carbon atoms; or a combination thereof;

[0122] R3 and R4 are each independently an unsubstituted branched, chain or cycloalkylene or alkenyl group having 1 to 29 carbon atoms; a partially or fully oxidized, sulfidated and / or phosphorylated branched, chain or cycloalkylene or alkenyl group having 1 to 29 carbon atoms; or a combination thereof.

[0123] L1 and L2 are each independently nonexistent, H, -COOH, -SO3H, -PO3H2, -COOR5, -CONH2, -CONHR5, or -CON(R5)2;

[0124] R5 is independently a branched or unbranched alkyl, aryl, alkylaryl, alkylheteroaryl, cycloalkyl or heteroaryl group having 1 to 10 carbon atoms.

[0125] n is 0 or 1, and when n is 0, L2 either does not exist or is H;

[0126] x is from 1 to approximately 10; and

[0127] y is from 1 to approximately 5. Preferably, R1 and R2 are each independently C6-C 22 Alkyl, C8-C 20 Alkyl, C 12 -C 18 Alkyl, C 16 -C 18 Alkyl groups or combinations thereof; R3 and R4 are C1-C 10 Alkylene, C2-C8 alkylene, C2-C6 alkylene, or C2-C3 alkylene; n is 0 or 1; x is 2; y is 1; R3 and R4 are -C2H2-; L1 is -COOH, -SO3H, or -PO3H2; and L2 is absent, and is H, -COOH, -SO3H, or -PO3H2. For example, R1 and R2 may be derived from a mixture of tall oil fatty acids and are mainly C 17 H 33 and C 17 H 31 A mixture, or can be C 16 -C 18 Alkyl; R3 and R4 can be C2-C3 alkylene, such as -C2H2-; n is 1 and L2 is -COOH, or n is 0 and L2 is absent or is H; x is 2; y is 1; R3 and R4 are -C2H2-; and L1 is -COOH.

[0128] It should be understood that the number of carbon atoms specified for each group in the above formula refers to the main chain of carbon atoms and does not include carbon atoms that can be contributed by substituents.

[0129] One or more additional corrosion inhibitors may include bisquaternized imidazoline compounds having formula (III), wherein R1 and R2 are each independently C6-C. 22 Alkyl, C8-C 20 Alkyl, C 12 -C 18 Alkyl or C 16 -C 18 Alkyl groups or combinations thereof; R4 is C1-C 10 Alkylene, C2-C8 alkylene, C2-C6 alkylene, or C2-C3 alkylene; x is 2; y is 1; n is 0; L1 is -COOH, -SO3H, or -PO3H2; and L2 is absent or is H. Preferably, the bisquaternized compound has formula (III), wherein R1 and R2 are each independently C 16 -C18 Alkyl; R4 is -C2H2-; x is 2; y is 1; n is 0; L1 is -COOH, -SO3H or -PO3H2, and L2 is absent or is H.

[0130] One or more additional corrosion inhibitors may be quaternary ammonium compounds of the following formula:

[0131]

[0132] Where R1, R2, and R3 are independently C1 to C1. 20 Alkyl, R4 is methyl or benzyl, and X - It is a halide ion or methyl sulfate ion.

[0133] Suitable alkyl, hydroxyalkyl, alkylaryl, aralkyl, or aryl quaternary ammonium salts include the formula [N + R 5a R 6a R 7a R 8a ][X − Those alkylaryl, aralkyl, and aryl quaternary ammonium salts, wherein R 5a R 6a R 7a and R 8a It contains 1 to 18 carbon atoms, and X is Cl, Br, or I. For quaternary ammonium salts, R 5a R 6a R 7a and R 8a Each can be an alkyl group (e.g., C1-C) independently. 18 Alkyl), hydroxyalkyl (e.g., C1-C) 18 Hydroxyalkyl) and arylalkyl (e.g., benzyl). Monocyclic or polycyclic aromatic amine salts having alkyl or alkylaryl halides include those of the formula [N + R 5a R 6a R 7a R 8a ][X − The salt of ], where R 5a R 6a R 7a and R 8a It contains 1 to 18 carbon atoms and at least one aryl group, and X is Cl, Br or I.

[0134] Suitable quaternary ammonium salts include, but are not limited to, tetramethylammonium salts, tetraethylammonium salts, tetrapropylammonium salts, tetrabutylammonium salts, tetrahexylammonium salts, tetraoctylammonium salts, benzyltrimethylammonium salts, benzyltriethylammonium salts, phenyltrimethylammonium salts, phenyltriethylammonium salts, cetylbenzyldimethylammonium salts, hexadecyltrimethylammonium salts, dimethylalkylbenzyl quaternary ammonium salts, monomethyldialkylbenzyl quaternary ammonium salts, or trialkylbenzyl quaternary ammonium salts, wherein the alkyl group has about 6 to about 24 carbon atoms, about 10 to about 18 carbon atoms, or about 12 to about 16 carbon atoms. The quaternary ammonium salt can be a benzyltrialkyl quaternary ammonium salt, a benzyltriethanolamine quaternary ammonium salt, or a benzyldimethylaminoethanolamine quaternary ammonium salt.

[0135] One or more additional corrosion inhibitors may comprise pyridinium salts, such as those represented by the following formula:

[0136]

[0137] Where R 9 It is an alkyl group, an aryl group, or an aralkyl group, wherein the alkyl group has 1 to about 18 carbon atoms, and X - The ions are halide ions, such as chloride, bromide, or iodide ions. These compounds include alkylpyridinium salts and alkylpyridinium benzyl quaternary ammonium compounds. Exemplary compounds include methylpyridinium chloride, ethylpyridinium chloride, propylpyridinium chloride, butylpyridinium chloride, octylpyridinium chloride, decylpyridinium chloride, laurylpyridinium chloride, cetylpyridinium chloride, benzylpyridinium chloride, and alkylbenzylpyridinium chloride, preferably wherein the alkyl group is a C1-C6 hydrocarbon group. Preferably, the pyridinium compound includes benzylpyridinium chloride.

[0138] One or more additional corrosion inhibitors may include additional corrosion inhibitors such as phosphate esters, monomers or oligomeric fatty acids, or alkoxylated amines.

[0139] One or more additional corrosion inhibitors may include phosphate esters. Suitable mono-, di-, and tri-alkyl, as well as alkylaryl phosphate esters and mono-, di-, and triethanolamine phosphate esters typically contain 1 to about 18 carbon atoms. Preferred mono-, di-, and tri-alkyl phosphate esters, alkylaryl, or arylalkyl phosphate esters are formed by making C3-C 18 Those prepared by reacting fatty alcohols with phosphorus pentoxide. The phosphate intermediate exchanges its ester group with triethyl phosphate, thereby producing a more widely distributed alkyl phosphate.

[0140] Alternatively, phosphate esters can be prepared by mixing with a mixture of alkyl diesters, low molecular weight alkyl alcohols, or diols. The low molecular weight alkyl alcohols or diols preferably comprise C6 to C6. 10Alcohols or diols. Furthermore, phosphate esters of polyols containing one or more 2-hydroxyethyl groups and their salts are preferred, as well as hydroxylamine phosphate esters obtained by reacting polyphosphates or phosphorus pentoxide with hydroxylamines such as diethanolamine or triethanolamine.

[0141] One or more additional corrosion inhibitors may comprise monomers or oligomeric fatty acids. Preferred monomers or oligomeric fatty acids are C... 14 -C 22 Saturated and unsaturated fatty acids, and dimers, trimers and oligomers obtained by polymerizing one or more of these fatty acids.

[0142] One or more additional corrosion inhibitors may include alkoxylated amines. Alkoxylated amines may be ethoxylated alkylamines. Alkoxylated amines may be ethoxylated tallow amines.

[0143] The composition may also contain organosulfur compounds, such as mercaptoalkyl alcohols, mercaptoacetic acid, thioglycolic acid, 3,3'-dithiodipropionic acid, sodium thiosulfate, thiourea, L-cysteine, tert-butylthiol, sodium thiosulfate, ammonium thiosulfate, sodium thiocyanate, ammonium thiocyanate, sodium metabisulfite, or combinations thereof. Preferably, the mercaptoalkyl alcohol includes 2-mercaptoethanol. Based on the total weight of the composition, the organosulfur compound may account for 0.5 to 15% by weight of the composition, preferably from about 1 to about 10% by weight, more preferably from about 1 to about 5% by weight. The organosulfur compound may account for 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15% by weight of the composition.

[0144] The composition may be substantially free of or contain no organosulfur compounds. If the composition contains less than 0.50% by weight, preferably less than 0.10% by weight, more preferably less than 0.01% by weight of organosulfur compounds, then the composition is substantially free of organosulfur compounds.

[0145] The composition may also contain asphaltenes inhibitors. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, about 0.1% to 5% by weight, or about 0.5% to 4% by weight of asphaltenes inhibitors. Suitable asphaltenes inhibitors include, but are not limited to, aliphatic sulfonic acids; alkylaryl sulfonic acids; aryl sulfonates; lignin sulfonates; alkylphenol / aldehyde resins and similar sulfonated resins; polyolefin esters; polyolefin imides; polyolefin esters having alkyl, alkylenephenyl, or alkylenepyridyl functional groups; polyolefin amides; polyolefin amides having alkyl, alkylenephenyl, or alkylenepyridyl functional groups; polyolefin imides having alkyl, alkylenephenyl, or alkylenepyridyl functional groups; alkenyl / vinylpyrrolidone copolymers; graft polymers of polyolefins with maleic anhydride or vinylimidazole; highly branched polyesteramides; polyalkoxylated asphaltenes, amphoteric fatty acids, alkyl succinates, sorbitan monooleate, and polyisobutylene succinic anhydride.

[0146] The composition may contain a paraffin inhibitor. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, about 0.1% to 5% by weight, or about 0.5% to 4% by weight of a paraffin inhibitor. Suitable paraffin inhibitors include, but are not limited to, combinations of paraffin crystal modifiers and dispersants / crystal modifiers. Suitable paraffin crystal modifiers include, but are not limited to, alkyl acrylate copolymers, alkyl acrylate vinylpyridine copolymers, ethylene vinyl acetate copolymers, maleic anhydride copolymers, branched polyethylene, naphthalene, anthracene, microcrystalline waxes, and / or asphaltenes. Suitable paraffin dispersants include, but are not limited to, dodecylbenzene sulfonates, alkoxylated alkylphenols, and alkoxylated alkylphenol resins.

[0147] The composition may also contain a scale inhibitor. Based on the total weight of the composition, the composition may contain about 0.1% to 20% by weight, about 0.5% to 10% by weight, or about 1% to 10% by weight of a scale inhibitor. Suitable scale inhibitors include, but are not limited to, phosphates, phosphate esters, phosphoric acid, phosphonates, phosphonic acids, polyacrylamide, salts of acrylamide methyl propane sulfonic acid / acrylic acid copolymer (AMPS / AA), phosphonite maleic acid copolymer (PHOS / MA), and salts of polymaleic acid / acrylic acid / acrylamide methyl propane sulfonic acid terpolymer (PMA / AA / AMPS).

[0148] The composition may also contain a water clarifying agent. Based on the total weight of the composition, the composition may contain about 0.1% to 10% by weight, about 0.5% to 5% by weight, or about 0.5% to about 4% by weight of a water clarifying agent. Suitable water clarifying agents include, but are not limited to, inorganic metal salts, such as alum, aluminum chloride, and aluminum hydrochloride; or organic polymers, such as acrylic polymers, acrylamide polymers, polyamines, alkanolamines, and thiocarbamates; and cationic polymers, such as diallyl dimethylammonium chloride (DADMAC).

[0149] The composition may also contain a hydrogen sulfide scavenger. Based on the total weight of the composition, the composition may contain about 1% to 50% by weight, about 1% to 40% by weight, or about 1% to 30% by weight of a hydrogen sulfide scavenger. Suitable additional hydrogen sulfide scavengers include, but are not limited to, oxidants (e.g., inorganic peroxides, such as sodium peroxide or chlorine dioxide); aldehydes (e.g., aldehydes with 1 to 10 carbon atoms, such as formaldehyde, glyoxal, glutaraldehyde, acrolein, or methacrolein); triazines (e.g., monoethanolamine triazine, monomethylamine triazine, and triazines from a variety of amines or mixtures thereof); condensation products of secondary or tertiary amines with aldehydes, and condensation products of alkyl alcohols with aldehydes.

[0150] The composition may also contain a gas hydrate inhibitor. Based on the total weight of the composition, the composition may contain about 0.1-25 wt.%, about 0.5-20 wt.%, or about 1-10 wt.% of a gas hydrate inhibitor. Suitable gas hydrate inhibitors include, but are not limited to, thermodynamic hydrate inhibitors (THI), kinetic hydrate inhibitors (KHI), and anti-caking agents (AA). Suitable thermodynamic hydrate inhibitors include, but are not limited to, sodium chloride, potassium chloride, calcium chloride, magnesium chloride, sodium bromide, formate (e.g., potassium formate), polyols (such as glucose, sucrose, fructose, maltose, lactose, gluconate, monoethylene glycol, diethylene glycol, triethylene glycol, monopropylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, monobutylene glycol, dibutylene glycol, tributylene glycol, glycerol, diglycerol, triglycerol, and sugar alcohols (e.g., sorbitol, mannitol)), methanol, propanol, ethanol, glycol ethers (such as diethylene glycol monomethyl ether, ethylene glycol monobutyl ether), and alkyl or cyclic esters of alcohols (such as ethyl lactate, butyl lactate, methyl ethyl benzoate).

[0151] The composition may also contain a kinetic hydrate inhibitor. Based on the total weight of the composition, the composition may contain about 0.1-25 wt.%, about 0.5-20 wt.%, or about 1-10 wt.% of a kinetic hydrate inhibitor. Suitable kinetic hydrate inhibitors and anti-aggregators include, but are not limited to, polymers and copolymers, polysaccharides (such as hydroxyethyl cellulose (HEC), carboxymethyl cellulose (CMC), starch, starch derivatives, and xanthan gum), lactams (such as polyvinyl caprolactam, polyvinyl lactam), pyrrolidones (such as polyvinylpyrrolidone of various molecular weights), surfactants (such as fatty acid salts, ethoxylated alcohols, propoxylated alcohols, sorbitol esters, ethoxylated sorbitol esters, polyglycerol esters of fatty acids, alkyl glucosides, alkyl polyglucosides, alkyl sulfates, alkyl sulfonates, alkyl ester sulfonates, alkyl aromatic sulfonates, alkyl betaines, alkyl amino betaines), hydrocarbon dispersants (such as lignin sulfonates, iminodisuccinates, polyaspartate), amino acids, and proteins.

[0152] Additionally, the compounds of Formula 1 can be formulated into compositions comprising the following components. These formulations include the range of listed components and may optionally include additional reagents.

[0153] Table 1

[0154] Components 1 2 3 4 5 6 7 8 9 10 11 12 Compound of Formula 1 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 10-20 10-20 10-20 10-20 10-20 0.1-20 organic solvents 5-40 - 5-50 - 5-50 5-50 5-40 - 5-50 - - 10-20 Other corrosion inhibitors 0.1-20 0.1-20 - - - - 0.1-20 0.1-20 - - - 0.1-20 Asphaltenes inhibitor 0.1-5 0.1-5 0.1-5 0.1-5 - - 0.1-5 0.1-5 0.1-5 - - 0.1-5 scale inhibitor 1-10 1-10 1-10 1-10 1-10 - 1-10 1-10 1-10 1-10 - 1-10 Gas hydrate inhibitors - - - - - - - - - - - 0.1-25 biocides 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 water 0.00 0-40 0-10 0-60 0-15 0-25 0.00 0-40 0-10 0-65 0-75

[0155] Table 2

[0156] Components 13 14 15 16 17 18 19 20 21 22 23 24 Compound of Formula 1 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 10-20 10-20 10-20 10-20 10-20 10-20 organic solvents - 10-20 - 10-35 10-35 - 10-15 - - 10-35 10-35 - Other corrosion inhibitors 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 0.1-20 Asphaltenes inhibitor 0.1-5 - - - - - 0.1-5 - - - - - scale inhibitor 1-10 1-10 - - 1-10 - 1-10 1-10 - - - 1-10 Gas hydrate inhibitors 0.1-25 0.1-25 0.1-25 - - - 0.1-25 0.1-25 0.1-25 - 0.1-25 - biocides - - - - - 0.5-5 0.5-5 0.5-5 0.5-5 0.5-5 - - water 0-20 0-5 0-35 0-25 0-15 0-55 0.00 0-20 0-30 0-20 0.00 0-50

[0157] This compound / composition can be used to inhibit corrosion in oil and gas applications, for example by treating gas or liquid streams with an effective amount of the compound or composition described herein. This compound and composition can be used in any industry where surface corrosion inhibition is required.

[0158] This compound / composition can be used in water systems, condensate / oil / gas systems, or any combination thereof. For example, this compound / composition can be used to control scale on the surface of a heat exchanger.

[0159] This compound / composition can be applied to gases or liquids produced or used in the production, transportation, storage and / or separation of crude oil or natural gas.

[0160] This compound / composition can be applied to gas streams used or generated in coal-fired processes, such as coal-fired power plants.

[0161] This compound / composition can be applied to gases or liquids produced or used in wastewater processes, farms, slaughterhouses, landfills, municipal wastewater treatment plants, coking coal processes, or biofuel processes.

[0162] The fluid into which the compound / composition can be introduced can be an aqueous medium. This aqueous medium can contain water, gas, and optionally liquid hydrocarbons.

[0163] The fluid into which the compound / composition may be introduced can be a liquid hydrocarbon. The liquid hydrocarbon can be any type of liquid hydrocarbon, including but not limited to crude oil, heavy oil, processed residue oil, asphalt oil, coking oil, coking gas oil, fluidized catalytic cracking feed, gas oil, naphtha, fluidized catalytic cracking slurry, diesel oil, fuel oil, jet fuel, gasoline, and kerosene.

[0164] The fluid or gas can be a refined hydrocarbon product.

[0165] Fluids or gases treated with the compound / composition can be at any selected temperature, such as ambient temperature or elevated temperature. Fluids (e.g., liquid hydrocarbons) or gases can be at temperatures from about 40°C to about 250°C. Fluids or gases can be at temperatures from -50°C to 300°C, 0°C to 200°C, 10°C to 100°C, or 20°C to 90°C. Fluids or gases can be at temperatures of 22°C, 23°C, 24°C, 25°C, 26°C, 27°C, 28°C, 29°C, 30°C, 31°C, 32°C, 33°C, 34°C, 35°C, 36°C, 37°C, 38°C, 39°C, or 40°C. The fluid or gas can be at temperatures of 85°C, 86°C, 87°C, 88°C, 89°C, 90°C, 91°C, 92°C, 93°C, 94°C, 95°C, 96°C, 97°C, 98°C, 99°C, or 100°C.

[0166] The compound / composition can be added to a fluid at various water contents. For example, the water content can be 0% to 100% v / v, 1% to 80% v / v, or 1% to 60% v / v. The fluid can be an aqueous medium containing different salinity levels. The fluid can have a salinity of 0% to 25%, about 1% to 24%, or about 10% to 25% w / w total dissolved solids (TDS).

[0167] Fluids or gases incorporating compounds / compositions can be contained in and / or exposed to many different types of equipment. For example, fluids or gases can be contained in equipment (e.g., oil and / or gas pipelines) that transports fluids or gases from one point to another. This equipment can be part of an oil and / or gas refinery, such as a pipeline, separation vessel, dehydration unit, or gas pipeline. Fluids can be contained in and / or exposed to equipment used for oil extraction and / or production (such as wellheads). This equipment can be part of a coal-fired power plant. The equipment can be a scrubber (e.g., a wet flue gas desulfurizer, spray dryer absorber, dryer absorbent injector, spray tower, contact tower, or bubbling tower, etc.). The equipment can be a cargo ship, storage vessel, storage tank, or pipeline connecting a storage tank, ship, or processing unit.

[0168] The compound / composition can be introduced into a fluid or gas by any suitable method to ensure dispersion throughout the fluid or gas.

[0169] The compound / composition can be added to the hydrocarbon fluid before it comes into contact with the surface.

[0170] The compound / composition can be added at a point upstream of the point in the flow pipeline where corrosion protection is required.

[0171] Compounds / compositions can be injected using mechanical devices such as chemical injection pumps, tubing T-shaped fittings, injection accessories, nebulizers, quills, etc.

[0172] Depending on the application and requirements, the compounds / compositions of the present invention may be introduced in the presence or absence of one or more other polar or nonpolar solvents.

[0173] Compounds / compositions can be pumped into oil and / or gas lines using an umbilical line. Capillary injection systems can be used to deliver compounds / compositions to a selected fluid.

[0174] Compounds / compositions can be introduced into liquids and mixed.

[0175] The compound / composition can be injected into the gas stream as an aqueous or non-aqueous solution, mixture or slurry.

[0176] Fluids or gases can pass through an absorption tower containing compounds / compositions.

[0177] The compound / composition may be applied continuously, in batches, or in combination thereof. The dosage of the compound / composition may be continuous to prevent corrosion. The dosage of the compound / composition may be intermittent (i.e., batch treatment), or the dosage of the compound / composition may be continuous / continuous and / or intermittent to inhibit corrosion.

[0178] The flow rate in the flow line using the compound / composition can be from 0 ft / s to 100 ft / s, or from 0.1 ft / s to 50 ft / s. The compound / composition can also be formulated with water for easy addition to the flow line.

[0179] The compounds / compositions of the present invention can be used to inhibit corrosion in other applications.

[0180] The compounds / compositions can be used to inhibit corrosion in containers, processing facilities, or equipment in the food service or food processing industry. They are particularly suitable for food packaging materials and equipment, especially cold or hot aseptic packaging. Examples of process equipment where the compounds / compositions can be used include dairy lines, continuous brewing systems, food processing lines such as pumpable food systems and beverage lines, dishwashing machines, low-temperature dishwashing machines, tableware and bottle washing machines, bottle freezers, heaters, third-stage washing tanks, processing equipment such as tanks, barrels, pipes, pumps, and hoses (e.g., dairy processing equipment for processing milk, cheese, ice cream, and other dairy products), and transport vehicles. The compounds / compositions can be used to inhibit corrosion in tanks, pipelines, pumps, and other equipment used for manufacturing and storing soft drinks, and can also be used in bottling or beverage containers.

[0181] The compound / composition can also be used in or in other industrial equipment and process flows, such as heaters, cooling towers, boilers, distilled water, rinsing water, aseptic packaging wash water, etc. The compound / composition can also be used to treat surfaces in recreational water systems, such as swimming pools, spas, recreational water tanks, water slides, fountains, etc.

[0182] The compounds / compositions can be used to inhibit corrosion of metal surfaces in contact with detergents, for surfaces present in cleaning and / or household applications, food processing equipment, and / or factory applications and laundry applications. For example, corrosion of washers, such as tunnel washers used for washing textiles, can be inhibited according to the methods disclosed herein.

[0183] The compounds / compositions may be used in combination with or applied to final rinse solutions for low-temperature dishes and / or utensil disinfection, toilet cleaners, and laundry bleach. The compounds, compositions, and methods described herein may be used to treat metal surfaces, such as utensils, that have been cleaned and / or disinfected with corrosive sources.

[0184] The compounds, compositions, and methods disclosed herein protect surfaces from corrosion caused by hypochlorite bleach. One method may include providing a corrosion inhibitor compound / composition to a surface treated with a hypochlorite solution to inhibit corrosion caused by the hypochlorite solution. This method may include preparing an aqueous composition of the corrosion inhibitor composition of the present invention. The method may further include contacting the surface (e.g., a hard metal surface) that requires corrosion inhibition due to contact with a hypochlorite solution.

[0185] The compound / composition can be dispensed by intermittent or continuous immersion in water. The composition can then be dissolved, for example, at a controlled or predetermined rate. According to the method disclosed herein, this rate can effectively maintain a usable solvent concentration.

[0186] In the methods described herein, the multiionic surfactant compound may be present in the fluid in amounts from about 1 ppm to about 5000 ppm; preferably, it is present in amounts from about 20 ppm to about 200 ppm.

[0187] For the methods described herein, the multiionic surfactant compound of Formula 1 may be present in amounts based on the total weight of the fluid in contact with the surface, ranging from about 0.1 ppm to about 10,000 ppm, from about 0.1 ppm to about 5,000 ppm, from about 0.1 ppm to about 3,000 ppm, from about 0.1 ppm to about 2,000 ppm, from about 0.1 ppm to about 1,500 ppm, from about 0.1 ppm to about 1,000 ppm, from about 0.1 ppm to about 500 ppm, from about 0.5 ppm to about 5,000 ppm, from about 0.5 ppm to about 4,000 ppm, from about 0.5 ppm to about 3,000 ppm, and from about 0.5 ppm to about 25 ppm. It is present in amounts of 0.00 ppm, about 0.5 ppm to about 2000 ppm, about 0.5 ppm to about 1500 ppm, about 0.5 ppm to about 1000 ppm, about 0.5 ppm to about 500 ppm, about 1 ppm to about 5000 ppm, about 1 ppm to about 4000 ppm, about 1 ppm to about 3000 ppm, about 1 ppm to about 2500 ppm, about 1 ppm to about 2000 ppm, about 1 ppm to about 1500 ppm, about 1 ppm to about 1000 ppm, about 1 ppm to about 500 ppm, about 1 ppm to about 100 ppm, or about 1 ppm to about 10 ppm.

[0188] As used herein, the term "alkyl" refers to a straight-chain or branched hydrocarbon group, preferably having 1 to 32 carbon atoms (i.e., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 39, 30, 31, or 32 carbons). Alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl. Alkyl groups may be unsubstituted or substituted with one or more suitable substituents as defined above.

[0189] As used herein, the term "alkenyl" refers to a straight-chain or branched hydrocarbon group, preferably having 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 39, 30, 31, or 32 carbons, and having one or more carbon-carbon double bonds. Alkenyl groups include, but are not limited to, vinyl, 1-propenyl, 2-propenyl (allyl), isopropenyl, 2-methyl-1-propenyl, 1-butenyl, and 2-butenyl. Alkenyl groups may be unsubstituted or substituted with one or more suitable substituents as defined above.

[0190] As used herein, the term "alkoxy" refers to an alkyl group as defined herein, which is attached to a portion of the parent molecule via an oxygen atom.

[0191] As used herein, the term "aryl" refers to a monocyclic, bicyclic, or tricyclic aromatic group, such as phenyl, naphthyl, tetrahydronaphthyl, indanyl, etc., optionally substituted by one or more suitable substituents as defined above, preferably one to five suitable substituents.

[0192] As used herein, the term "cycloalkyl" refers to a monocyclic, bicyclic, or tricyclic carbocyclic group (e.g., cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclopentenyl, cyclohexenyl, bicyclic [2.2.1]heptyl, bicyclic [3.2.1]octyl, and bicyclic [5.2.0]nonyl, etc.); optionally containing one or two double bonds. The cycloalkyl group may be unsubstituted or substituted with one or more suitable substituents as defined above, preferably one to five suitable substituents.

[0193] As used in this article, the term "halogenated" or "halogen" refers to a fluorine, chlorine, bromine, or iodine group.

[0194] As used herein, the term "heteroaryl" refers to a monocyclic, bicyclic, or tricyclic aromatic heterocyclic group containing one or more heteroatoms selected from O, S, and N (e.g., 1 to 3 heteroatoms) in the ring. Heteroaryl groups include, but are not limited to, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, thiopheneyl, furanyl, imidazolyl, pyrroleyl, oxazolyl (e.g., 1,3-oxazolyl, 1,2-oxazolyl), thiazolyl (e.g., 1,2-thiazolyl, 1,3-thiazolyl), pyrazolyl, tetrazolyl, triazolyl (e.g., 1,2,3-triazolyl, 1,2,4-triazolyl), oxadiazolyl (e.g., 1,2,3-oxadiazolyl), thiazolyl (e.g., 1,3,4-thiazolyl), quinolinyl, isoquinolinyl, benzothiopheneyl, benzofuranyl, and indoleyl. The heteroaryl group may be unsubstituted or substituted by one or more suitable substituents as defined above, preferably 1 to 5 suitable substituents.

[0195] As used herein, the term "heterocyclic" or "heterocyclic group" refers to a group containing one to four atoms selected from N, O, S(O). n P(O) n PR z NH or NR z The heteroatom is a monocyclic, bicyclic, or tricyclic group, wherein R z Suitable substituents are allowed. The heterocyclic group may optionally contain one or two double bonds. Heterocyclic groups include, but are not limited to, azacyclic butyl, tetrahydrofuranyl, imidazoalkyl, pyrrolyl, piperidinyl, piperazine, oxazolyl, thiazoalkyl, pyrazolyl, thiomorpholinyl, tetrahydrothiazinyl, tetrahydrothiadiazinyl, morpholinyl, oxacyclic butyl, tetrahydrodiazinyl, oxazinyl, oxahiazinyl, indololinyl, isoindololinyl, quininecycloyl, benzodihydropyranyl, isobenzodihydropyranyl, and benzoxazinyl. Examples of monocyclic saturated or partially saturated ring systems are tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, imidazolidine-1-yl, imidazolidine-2-yl, imidazolidine-4-yl, pyrrolidine-1-yl, pyrrolidine-2-yl, pyrrolidine-3-yl, piperidin-1-yl, piperidin-2-yl, piperidin-3-yl, piperazine-1-yl, piperazine-2-yl, piperazine-3-yl, 1,3-oxazolidine-3-yl, and iso Thiazolidine, 1,3-thiazolin-3-yl, 1,2-pyrazolidine-2-yl, 1,3-pyrazolidine-1-yl, thiomorpholino-yl, 1,2-tetrahydrothiazin-2-yl, 1,3-tetrahydrothiazin-3-yl, tetrahydrothiadiazin-yl, morpholino-yl, 1,2-tetrahydropyridazin-2-yl, 1,3-tetrahydropyridazin-1-yl, 1,4-oxazin-2-yl, and 1,2,5-oxazin-4-yl. The heterocyclic group may be unsubstituted or substituted with one or more suitable substituents as defined above, preferably one to three suitable substituents.

[0196] The term "hydroxyl group" as used in this article refers to the -OH group.

[0197] As used herein, the term "suitable substituent" means a chemically acceptable functional group, preferably one that does not invalidate the activity of the compounds of the present invention. Such suitable substituents include, but are not limited to, halogen groups, perfluoroalkyl groups, perfluoroalkoxy groups, alkyl groups, alkenyl groups, alkynyl groups, hydroxyl groups, oxo groups, mercapto groups, alkylthio groups, alkoxy groups, aryl or heteroaryl groups, aryloxy or heteroaryloxy groups, aralkyl or heteroarylalkyl groups, arylalkoxy or heteroarylalkoxy groups, HO-(C=O)- groups, heterocyclic groups, cycloalkyl groups, amino groups, alkylamino groups and dialkylamino groups, carbamoyl groups, alkyl carbonyl groups, alkoxy carbonyl groups, alkylamino carbonyl groups, dialkylamino carbonyl groups, aryl carbonyl groups, aryloxy carbonyl groups, alkylsulfonyl groups and arylsulfonyl groups. Those skilled in the art will appreciate that many substituents can be replaced by other substituents.

[0198] As used herein, the term "moisture content" refers to the percentage of water in a composition containing a mixture of oil and water.

[0199] The invention has been described in detail, and it will be apparent that modifications and variations may be made without departing from the scope of the invention as defined by the appended claims.

[0200] Example

[0201] The following non-limiting embodiments are provided to further illustrate the present invention.

[0202] Example 1: General Synthesis of Compounds

[0203] Step 1: Synthesis of ASA-polyamine as an intermediate

[0204] First, an ASA-polyamine intermediate (III) is obtained by an imidization reaction between a diamine or polyamine (I) and an alkenyl succinic anhydride (II), as shown in Scheme 1.

[0205] Option 1

[0206]

[0207] Where n = 1 to 100

[0208] Step 2: Michael addition reaction between ASA-polyamine intermediate and cationic / anionic monomers

[0209] The second step involves intermediate (III) and an α,β-unsaturated carbonyl compound (NR) containing at least one polar (charged) group. 11 R 12 R 13A azira-Michael addition reaction between (+) X(-), -COOH, -SO3H, -PO3H or their salts) (IV) is performed to provide a multiionic compound (V), as shown in Scheme 2.

[0210] Option 2

[0211]

[0212] s

[0213] A general synthetic reaction scheme for preparing the disclosed compound using branched polyethyleneimine is shown in Scheme 3. Structure VI, depicted below, is a description of the general reaction product.

[0214] Option 3

[0215]

[0216]

[0217] in:

[0218] k, l, m, m, o, p are integers from 1 to 100.

[0219] X is NH or O.

[0220] R 1 It is H, CH3 or unsubstituted straight or branched C2-C 10 alkyl,

[0221] R 14 and R 15 Independently for C6 to C 12 alkyl;

[0222] Z represents hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts;

[0223] L 1 L 2 L 3 L 4 and L 5 Independently for C1-C 10 alkylene or alkenylene;

[0224] R11 R 12 and R 13 Independently for C1-C 10 Alkyl groups or benzyl groups.

[0225] Example 2: Synthesis of a specific multiionic surfactant

[0226] Following the synthesis methods described in Schemes 1-3 above, multiionic surfactants are synthesized by changing the type and molar ratio of ionic monomers.

[0227] Table 3

[0228] # ASA amine monomer Molar ratio (ASA:amine:ionic monomer) 1. C18-ASA Pentylenehexamine (PEHA) (3-Acrylamidopropyl)trimethylammonium chloride (APTAC) 1:1:4 2. C-16 ASA PEHA APTAC 1:1:4 3. C18-ASA PEHA APTAC 1:1:3 4. C-16 ASA PEHA APTAC 1:1:3 5. C18-ASA PEHA APTAC 1:1:5 6. C18-ASA PEHA Sodium 2-acrylamido-2-methyl-1-propanesulfonate (NaAMPS) 1:1:2 7. C16-ASA PEHA NaAMPS 1:1:2

[0229] The synthesis of a representative example of the disclosed multicationic compound (compound 1 in Table 3) is described in Scheme 4 below.

[0230] Option 4

[0231]

[0232] Step 1 (Imidification): Procedure: Isooctadecenyl succinic anhydride (iODSA, 98%, 120 g, 0.33 equivalents) was added to a 250 mL three-necked round-bottom flask equipped with a temperature probe, nitrogen inlet, Dean-Stark apparatus, condenser, and magnetic stir bar. Then, pentaethylenehexamine (PEHA, 78 g, 0.3 equivalents) was added to the well-stirred reaction mixture at a 1:1 ASA / polyamine molar ratio. The resulting mixture was gradually heated to 120 °C under nitrogen cover, then heated to 150 °C under nitrogen purging, and stirred at 150 °C under nitrogen purging for 3 to 5 hours or until the reaction was complete to obtain the desired product.

[0233] Step 2 (Michael addition reaction): Add 45 g of the ASA-polyamine intermediate obtained in Step 1 to a 250 mL three-necked round-bottom flask equipped with a temperature probe, nitrogen inlet, condenser, and magnetic stir bar. Then add 86 g of acrylamidopropyltrimethylammonium chloride (APTAC, 75% aqueous solution) to the well-stirred reaction mixture at a 1:4 molar ratio. Stir the resulting mixture at 80 °C overnight or until the reaction is complete.

[0234] Similarly, another representative example of a polyhydroxy anionic compound is shown below:

[0235]

[0236] Another example of a multiionic surfactant with two hydrophobic tails is shown below:

[0237]

[0238] As used herein, the terms “comprising,” “including,” “having,” “may,” “containing,” and variations thereof are intended to be open-ended transitional phrases, terms, or words that do not exclude the possibility of other steps or components. Unless the context clearly specifies otherwise, the singular forms “a,” “an,” “the,” and “described” include plural referents. This disclosure also contemplates other embodiments “comprising the embodiments or elements proposed herein,” “consisting of the embodiments or elements proposed herein,” and “consisting substantially of the embodiments or elements proposed herein,” whether or not explicitly stated.

[0239] In view of the above, it can be seen that several objectives of the present invention have been achieved and other advantageous results have been obtained.

[0240] Various changes can be made to the above compositions and methods without departing from the scope of the invention, meaning that everything contained in the above specification should be understood as exemplary and not limiting.

Claims

1. A multiionic compound having a structure corresponding to Formula 1: (1) in R 1 Independently for C1-C 10 Alkylene; R 2 Independently hydrogen, -(CH2)x-NR 20 R 21 or -(CH2)xC(R) 10 )-C(O)-XZ; R 3 and R 4 Independently hydrogen, -(CH2)xC(R) 10 )-C(O)-XZ, or R 3 and R 4 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 5 and R 6 Independently hydrogen, -(CH2)xC(R) 10 )-C(O)-XZ, or R 5 and R 6 Together with the nitrogen atoms to which they are attached, they form substituted nitrogen-containing heterocyclic groups; R 10 It can be independently hydrogen, alkyl, aryl, or alkylaryl; R 11 R 12 and R 13 Independently for C1 to C 10 alkyl or alkylaryl; R 20 and R 21 Independently hydrogen, -(CH2)x-NR 20 R 21 -(CH2)xC(R) 10 )-C(O)-XZ, or together with the nitrogen to which they are attached, form substituted nitrogen-containing heterocyclic groups; X can be NH or O independently; Z is independently hydrogen, L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts; L 1 L 2 L 3 L 4 and L 5 Independently for C1-C 10 alkylene or alkenylene; n is an integer from 1 to 10; and x is an integer from 1 to 10 independently; Where R 3 and R 4 Or R 5 and R 6 At least one of them together forms a substituted nitrogen-containing heterocyclic group; and At least one of R 2 -(CH2)xC(R) 10 -C(O)-XZ or -(CH2)x-NR 20 R 21 , where R 20 Or R 21 One of them is -(CH2)xC(R) 10 )-C(O)-XZ.

2. The multi-ionic compound according to claim 1, wherein R 1 It is independently a C2-C6 alkylene group.

3. The multiionic compound according to claim 1, wherein R 1 It is independently a C2-C4 alkylene group.

4. The multiionic compound according to claim 1, wherein R 1 It is independently ethylidene or propylidene.

5. The multiionic compound according to any one of claims 1 to 4, wherein at least one R 2 -(CH2)x-NR 20 R 21 or -(CH2)xC(R) 10 )-C(O)-XZ.

6. The multiionic compound according to claim 5, wherein x is independently 1 to 6.

7. The multiionic compound according to claim 5, wherein x is independently 1 to 4.

8. The multiionic compound according to claim 5, wherein x is independently 1 to 3.

9. The multiionic compound according to any one of claims 1 to 8, wherein R 3 and R 4 Together with the nitrogen to which they are attached, they form substituted nitrogen-containing heterocyclic groups, wherein the nitrogen-containing heterocyclic groups are C 10 To C 24 Alkyl or C 10 To C 24 Alkenyl substitution.

10. The multiionic compound according to claim 9, wherein R 3 and R 4 Together with the nitrogen they are attached to, they form: Where R 14 C6 to C 12 Alkyl, and R 15 C6 to C 12 alkyl.

11. The multiionic compound according to any one of claims 1 to 10, wherein R 5 and R 6 Together with the nitrogen to which they are attached, they form substituted nitrogen-containing heterocyclic groups, wherein the nitrogen-containing heterocyclic groups are C 10 To C 24 Alkyl or C 10 To C 24 Alkenyl substitution.

12. The multiionic compound according to claim 11, wherein R 3 and R 4 Together with the nitrogen they are attached to, they form: Where R 14 C6 to C 12 Alkyl, and R 15 C6 to C 12 alkyl.

13. The multiionic compound according to any one of claims 1 to 12, wherein R 10 It can be hydrogen, C1 to C3 alkyl or benzyl.

14. The multiionic compound according to claim 13, wherein R 10 It is hydrogen.

15. The multiionic compound according to any one of claims 1 to 14, wherein X is O.

16. The multiionic compound according to claim 15, wherein Z is independently hydrogen or L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts.

17. The multiionic compound according to claim 16, wherein L 3 L 4 and L 5 It is independently a C1 to C6 alkylene group.

18. The multiionic compound according to claim 15, wherein Z is hydrogen.

19. The multiionic compound according to any one of claims 1 to 14, wherein X is NH.

20. The multiionic compound according to claim 19, wherein Z is independently L 1 -NR 11 R 12 R 13 L 2 -PR 11 R 12 R 13 L 3 -COOH, L 4 -SO3H, L 5 -PO3H or its salts.

21. The multiionic compound according to claim 20, wherein L 3 L 4 and L 5 It is independently a C1 to C6 alkylene group.

22. The multiionic compound according to claim 20, wherein L 3 L 4 and L 5 It is independently a C2 to C3 alkylene group.

23. The multiionic compound according to any one of claims 20 to 22, wherein R 11 R 12 and R 13 Independently for C1 to C 10 Alkyl or benzyl.

24. The multiionic compound according to any one of claims 19 to 23, wherein Z is L 1 -NR 11 R 12 R 13 And R 11 R 12 and R 13 It is independently a C1 to C3 alkyl or benzyl group.

25. The multiionic compound according to claim 24, wherein Z is L 1 -NR 11 R 12 R 13 And R 11 R 12 and R 13 It is a methyl group.

26. The multiionic compound according to any one of claims 1 to 25, wherein n is an integer from 2 to 6.

27. The multiionic compound according to any one of claims 1 to 25, wherein n is an integer from 2 to 4.

28. The multiionic compound according to any one of claims 1 to 25, wherein n is an integer of 4.

29. A method for treating an aqueous medium, the method comprising contacting the aqueous medium with a multiionic compound according to any one of claims 1 to 28.

30. Use of the multi-ionic compound according to any one of claims 1 to 28 for treating the aqueous medium by contacting the aqueous medium with the multi-ionic compound.

31. A fabric softening composition comprising a multiionic compound according to any one of claims 1 to 28.

32. A method for softening a fabric, the method comprising contacting the fabric with an effective amount of a multiionic compound according to any one of claims 1 to 28.

33. Use of the multiionic compound according to any one of claims 1 to 28 for softening the fabric by contacting the fabric with an effective amount of the multiionic compound.

34. A method for inhibiting corrosion in a system, the method comprising contacting the fluid in the system with an effective amount of a multiionic compound according to any one of claims 1 to 28.

35. The use of the multi-ionic compound according to any one of claims 1 to 28 for suppressing corrosion in the system by contacting the fluid in the system with an effective amount of the multi-ionic compound.

36. A method for inhibiting biofilm growth in a system, the method comprising contacting the fluid in the system with an effective amount of a multi-ionic compound according to any one of claims 1 to 28.

37. Use of the multi-ionic compound according to any one of claims 1 to 28 for inhibiting biofilm growth in the system by contacting the fluid in the system with an effective amount of the multi-ionic compound.

38. A method for inhibiting bacterial growth in a system, the method comprising contacting the fluid in the system with an effective amount of a multi-ionic compound according to any one of claims 1 to 28.

39. The use of the multi-ionic compound according to any one of claims 1 to 28 for inhibiting bacterial growth in the system by contacting the fluid in the system with an effective amount of the multi-ionic compound.

40. A method for influencing the rheological properties of a composition, the method comprising contacting the composition with an effective amount of a multiionic compound according to any one of claims 1 to 28.

41. The use of the multiionic compound according to any one of claims 1 to 28 for influencing the rheological properties of the composition by contacting the composition with an effective amount of the multiionic compound.

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