KR20010106516A - Polyester polyquaternary compounds, compositions containing them, and uses thereof - Google Patents

Abstract

(a) a compound of the following structural formula,

Wherein each R ^* and R ^** is independently a linear, branched or cyclic alkylene group having from 2 to 12 carbon atoms wherein the two nitrogen atoms are not separated by less than two carbon atoms and each A ¹ , A ² , A ³ , A ⁴ and A ⁵ are independently straight or branched alkylene having 2 to 4 carbon atoms and each R ¹ , R ² , R ³ , R ⁴ and R ⁵ independently -H or R ^A C (O) -, wherein R ^A is a linear or branched alkyl or alkenyl having from 7 to 21 carbon atoms and from 0 to 4 carbon-carbon double bonds and R ¹ , R ² , At least one of R ³ , R ⁴ or R ⁵ is R ^A C (O) - and each Q ¹ , Q ² and Q ³ is independently -H, -CH ₃ , -C ₂ H ₅ , -C ₃ H _7, -C ₄ H _5, benzyl, -CH ₂ COOH or -CH ₂ COOA ^- a, or R ^* is -CH ₂ CH ₂ - group when Q ^1, Q ^3, or both Q ^1, Q ² both -CH ₂ CH ₂ - then can form a piperazine ring of the hexagon, and also R ^** is -CH ₂ CH ₂ - group when Q ³ and Q ³ are both -CH ₂ CH ₂ - and then to form a piperazine ring, and a hexagonal; m is from 0 to 4; r is 0 to 2; each of v, w, x, y and z is independently 1 to 8, i is 0 to 1, j is 0 to 1, k is 0 to 1, and the sum of i + j + k is 0 to 4 And A ^- are each independently an anion as defined below, and n is the number of moles of A ^- required to bring the total charge of the compound of formula (1) to be zero; And water, wherein the composition does not comprise a substantial amount of a fabric resin treating compound or silicone.

Description

POLYESTER POLYQUATERNARY COMPOUNDS, COMPOSITIONS CONTAINING THEM, AND USES THEREOF BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polyester polyquaternary compound,

Heretofore, quaternary ammonium compounds and very few dialkylammonium compounds (hereinafter referred to as " conventional quats ") have been known for a wide variety of applications in many applications. For example, various uses of various conventional quartz have been proposed, such as fabric softeners that can be used in household or industrial and institutional applications. Typically, such compounds exhibit some difficulties in terms of their compatibility with production, formulation uses, aesthetic properties, biodegradability and the environment of such compositions. Although many of the typical compositions used in the above functions are completely biodegraded over time, they are not degraded as quickly as needed and are therefore not readily biodegradable. In addition, various commercially available biodegradable softeners, conditioners and exfoliants (exfoliants) are not effective only in conventional products with low biodegradability on the action side. Thus, in order to maintain an effective level of performance, it is necessary to increase the amount of a product (such as a softening agent) which is less easily biodegraded with less of the above effect, and as a result, these factors become cost- -ffectiveness. In addition, the color and odor of products using conventional quartz also has problems with many biodegradable raw materials. It is essential that the color is bright and the smell is low, in order to obtain not only consumer favorable but also stable and acceptable long-term aesthetic properties. Furthermore, when it is desired to obtain a fabric softener and a personal care formulation in a transparent (translucent or transparent) liquid state, and furthermore when the formulation is dispersed in the rinse water (even at an activity level of 50-100 ppm in water) Clear and transparent dispersion is required to be obtained. Transparent blends can provide a number of performance advantages, depending on the application, for example, transparent fabric softeners are used to reduce the staining of fibers, improve dispersibility, and significantly reduce the rewetting of fibers or other substrates. Improvement and so on. The development of such transparent compositions requires careful examination of suitable quaternary and / or polyquaternary ammonium compounds as well as suitable additives such as solvents and co-solvents that work together to achieve the required profile. The fact that conventional quats have a relatively poor solubility also contributes to certain difficulties that may vary depending on the application. For example, when such conventional quartz is used in a fabric softener, it is such that the dispersibility of the fabric softener component in water and the dispersing power of the fabric softener product in the washing machine are suppressed because of the poor solubility.

Thus, there is a need for new, novel, and novel compositions that are useful as fabric softening agents, biodegradable, highly effective in softening, debonding, conditioning, and the like, Amine and ammonium derivatives, and certain diquaternary and polyquaternary derivatives. There is also a need for an active agent that can be used in hair, skin conditioners, paper stripper compositions, fabric softeners and the like, and which can be easily biodegraded and exhibits satisfactorily high activity. Conventional products are outdated in that they can not show these two properties to a high degree, so they have to suffer low biodegradability or low activity. There is thus a need for compounds that show activity levels as conditioners, paper exfoliants, and the like, which may be as good or better biodegradable as conventional active agents such as quartz, have.

Specific polyquaternary ammonium compounds are disclosed. For example, US Pat. No. 2,878,144 to Conbere et al. Discloses the use of certain diquaternary ammonium compounds which are useful as soft and antistatic agents that can be used in water-soluble textile resin treatment baths (See col. 2, lines 50-65). However, Conver et al. Do not disclose examples of the use of diquaternary compounds in water-soluble textile resin treatment baths, nor provide any formulations with such diquaternary compounds added, There is no mention or suggestion of the use of such diquaternary compounds in any application other than fabric treatment using a water soluble fabric fiber resin treatment bath which is very different from the applications disclosed and claimed. Further, the disclosure of Conver et al. Is limited to diquaternary compounds, while the application and claims of the present invention include amines, triquats and tetraquats. Schroeder et al., In U.S. Patent No. 5,725,736, disclose a method of incorporating certain silicone betaines into tissue to improve their flexibility. Schroeder et al. Also disclose the selective use of certain polyquaternary ammonium compounds in combination with their invented silicone viteins. Schroeder et al., However, do not disclose examples of the use of quaternary compounds in the methods according to their invention, nor provide any formulations containing such polyquaternary compounds, Quot; does not mention or suggest the use of the above polyquaternary compounds in other applications of < RTI ID = 0.0 >

As is recognized, the chemistry of fabric softeners, paper strippers, hair conditioners, skin conditioners, fabric softeners, car wax sprays, and the like are attractive. Each of these applications is complicated because, in addition to the individual chemical properties of each component, interaction between the various components within the composition must be considered. For example, detergent compounds with the broadest range of laundry properties of fiber-softening applications are generally anionic (with charge) surfactants. For example, such anionic chelators will include alkyl benzene sulfonates, alpha -olefin sulfonates and xylene sulfonates sold by Witco corporation as WITCONATE (R). Conversely, as in the examples of amine and ammonium compounds discussed above, fiber-softening compounds are generally cationic (with + charge). Thus, when the anionic detergent component and the cationic softening component are present together in the aqueous solution, they tend to naturally form complexes with each other or precipitate in solution. Such complexation or precipitation reactions will interfere with both the performance of the detergent compound and the compound of the invention, which is an undesirable phenomenon. It will be readily appreciated that such undesirable complex formation or precipitation formation reactions will occur when both the detergent and the softener compound are added together during the wash process. However, washing machines in North America typically rinse the garment only once before applying the fabric softener to the washload, so that the fabric softener will remain in the fibers even during the rinsing process (typically done) (including a builder) forms a complex with the cationic softening compound.

The present invention can be applied to various types of textile materials such as fabric softener, paper debonder, hair conditioner, skin conditioner, paper deinking and ink floatation agent, asphalt emulsion agent, Amines and quaternary ammonium compounds useful in such formulations as emulsifiers, emulsifiers, pesticide emulsions, automotive dry auxiliary spray, drilling fluid additives, and the like, and formulations thereof.

SUMMARY OF THE INVENTION

The present invention accomplishes the above objects and also discloses the features and advantages described herein.

The first aspect of the present invention includes compounds having the following chemical structural formula (hereinafter referred to as "chemical structural formula (1)").

Wherein each R ^* and R ^** is independently a linear, branched or cyclic alkylene group having from 2 to 12 carbon atoms wherein the two nitrogen atoms are not separated by less than two carbon atoms,

Each A ¹ , A ² , A ³ , A ⁴ and A ⁵ is independently a linear or branched alkylene having 2 to 4 carbon atoms,

Wherein each R ¹ , R ² , R ³ , R ^4, and R ⁵ is independently -H or R ^A C (O) -, wherein R ^A is selected from the group consisting of 7 to 21 carbon atoms and 0 to 4 carbon- , At least one of R ¹ , R ² , R ³ , R ⁴ or R ⁵ is R ^A C (O) -,

Each Q ¹ , Q ² and Q ³ is independently -H, -CH ₃ , -C ₂ H ₅ , -C ₃ H ₇ , -C ₄ H ₅ , benzyl, -CH ₂ COOH or -CH ₂ COOA ^- , Or both Q ¹ and Q ³ , or Q ¹ and Q ² both -CH ₂ CH ₂ - when R ^* is a -CH ₂ CH ₂ - group then forming a hexagonal piperazine ring, or R ^** is -CH ₂ CH ₂ - group, then Q ³ and Q ³ will all form -CH ₂ CH ₂ - which in turn will form a hexagonal piperazine ring,

m is 0 to 4, r is 0 to 2, v, w, x, y and z are each independently 1 to 8,

i is from 0 to 1, j is from 0 to 1, k is each from 0 to 1, the sum of i + j + k is from 0 to 4,

A ^- are each independently an anion as defined below and n is the number of moles of A ^- required to bring the net charge of the compound of formula (1) to zero.

In one preferred embodiment according to the invention, the composition comprises water in the formulation. In another preferred embodiment of the present invention, the formulation does not include or does not contain a significant amount of silicon butenes. In one of the further preferred embodiments of the present invention, the formulation does not include or does not contain significant amounts of silicone compounds. In another preferred embodiment of the present invention, the formulation does not include or does not contain a significant amount of the fabric resin treating compound.

In another preferred embodiment of the invention, the composition comprises a mixture of two or more different chemical structural formula (1) compounds. In one preferred embodiment of the present invention, m is about 1 to 4, more preferably 2 to 4, and most preferably 3 to 4.

Another embodiment of the present invention includes compounds wherein the compound of formula (1) is one in which at least one of v, w, x, y and z is greater than one. In one preferred embodiment of the invention, each of v, w, x, y and z is greater than one. Another embodiment of the present invention is a compound of formula ^I , wherein substituents Q ¹ , Q ² , and Q ³ are absent or have one or more substituents selected from Q ¹ , Q ² , and Q ³ , (1) < / RTI > compounds. Another embodiment of the present invention additionally comprises an amine salt, a polyamine salt or a mixture thereof. (B) water; and (c) optionally one or more solvents or solvents selected from the group consisting of: (a) a compound selected from the group consisting of compounds of formula Which is useful as a fabric softening agent, including co-solvents.

Another aspect of the present invention is a process for the preparation of an amphoteric surfactant composition comprising: (a) a compound of formula (1), and (b) an anionic surfactant, a cationic surfactant, a zwitterionic surfactant, a nonionic surfactant, ) Surfactant, and mixtures thereof. The present invention also provides a composition comprising a second surfactant selected from the group consisting of surfactants and mixtures thereof.

In one embodiment of the invention, the composition additionally comprises water. In one embodiment of the present invention, the surfactant of the former comprises conventional quaternary compounds. In another embodiment of the invention, the composition does not comprise a significant amount of silicon. In another embodiment of the present invention, the composition comprises a mixture of two or more different chemical structural formula (1) compounds. In a further embodiment of the invention, the composition comprises a mixture of two or more different conventional quaternary compounds. In one embodiment of the invention, the surfactant of the agent is selected from the group consisting of alkyl benzene sulfonates, -olefyl sulfonates and xylenesulfonates. In another specific example of the present invention, its surface active agent is a nonyl phenol ethoxylate, EO, PO, BO or a iPO honhapmulreul C ₅ -C ₂₀ linear or branched alkoxylate, or mixtures thereof, with an amine Is selected from the group consisting of ethoxylates, fatty amide ethoxylates, fatty acid ethoxylates, carboxylated nonionics, a-polyglucoside, and mixtures thereof. In another embodiment of the present invention, the surfactant of the second agent is an alkanolamide. In one embodiment of the present invention, the surfactant of the surfactant is an amine oxide.

A further aspect of the present invention relates to a composition comprising (a) a compound of formula (1), (b) a solvatrope or coupling agent or mixture thereof, and (c) an oil or hydrophobic organic component, .

In one embodiment of the present invention, the composition additionally comprises water. In another embodiment of the present invention, the amount of the compound of formula (1) is from about 0.1 to about 65 wt% of the compound, the amount of oil or hydrophobic organic ingredient is from about 0.65 wt% of the compound, To 99.7 wt%, and preferably from about 35 to about 99.7 wt%. In another embodiment of the present invention said oil or hydrophobic organic component is selected from the group consisting of fatty acids; Fatty amide; Fatty alcohol; Fatty oil; C ₈ -C ₂₂ fatty acids and C ₁ -C ₈ alcohols; Dialkyl esters; Mineral oil; Mineral seal oil; Silicone oil; Patrolatums; Monoglycerides; Diglyceride; Triglyceride; Aliphatics, paraphenic and naphthalenic hydrocarbons; Oils and spirits; And mixtures thereof. In another embodiment of the invention, the composition comprises two or more different compounds of formula (I) or a mixture or coupling of two or more solvents. In another embodiment of the present invention, the iodine value of the fatty acid used to make the compound of formula (1) ranges from about 30 to about 140, preferably from about 80 to about 120, It ranges from about 90 to about 110.

In one embodiment of the present invention, the composition is emulsified into a microemulsion. In another embodiment of the present invention, the composition is transparent. In another embodiment of the present invention, the amount of the compound of formula (1) is from about 5 to about 50 wt%, preferably from about 10 to about 30 wt%, most preferably from about 15 to about 25 wt% of the formulation , Sorbent or coupling agent is about 2 to 15 wt%, preferably about 3 to about 10 wt%, most preferably about 6 to 10 wt% of the formulation, and the amount of oil or hydrophobic organic ingredient is about 5 to 50 wt% %, Suitably from about 10 to about 30 wt.%, Most preferably from about 15 to 20 wt.%, And the amount of water is from about 10 to 70 wt.% Of the formulation, preferably from about 20 to about 60 wt. To 50 wt%.

In one embodiment of the invention, the composition is used as a personal care formulation wherein the amount of the compound of formula (1) is from about 0.1 to about 65 wt%, preferably from about 0.1 to about 25 wt% , Most preferably from 0.1 to about 5 wt%, and the solvatef or coupling agent is from about 0.1 to about 65 wt%, suitably from about 0.1 to about 25 wt%, most preferably from about 0.1 to 0.5 wt% The amount of oil or hydrophobic organic component is from about 0.1 to 65 wt%, preferably from about 0.1 to about 25 wt%, most preferably from about 0.1 to 5 wt%, of the blend, and the amount of water is from about 20 to 99.7 wt% Is from about 35 to about 99.7 wt%, and most preferably from 65 to 99.7 wt%.

In another embodiment of the present invention, the composition is an insecticide emulsion formulation further comprising water. In another embodiment of the invention, the composition is an insecticide formulation comprising the pesticide emulsion combination and an effective amount of the pesticide. In another embodiment of the present invention, the insecticide combination comprises the compound of formula (I) in an amount of about 5 to 50 wt%, preferably 10 to about 40 wt%, based on the insecticide combination.

Other aspects of the present invention include the use of a compound of formula (I) as a fabric softener (alone or in combination with a detergent / fabric softener), as an automotive spray micro-dispersion, as a paper stripper, as a hair or skin conditioner, as a corrosion inhibitor , Asphalt emulsifiers, organoclay, or as agricultural emulsifiers, either alone or in combination. The polyethoxylated compound of the above-mentioned structural formula (1) will find its use as a textile treating agent particularly when used in contact with a resin bath. Another aspect of the present invention includes the above methods and processes utilizing the compounds of formula (I) alone or in combination.

From the foregoing, it will be appreciated that, in certain circumstances, the sum of the ranges of the amounts of each component or component of the compositions or formulations disclosed herein may total more than 100% theoretically. It will be appreciated by those skilled in the art that such an impossible combination (i. E., Combinations where the sum of the amounts of the components is greater than 100%) is excluded from the scope of the claims and the disclosure. For example, when the amount of A is described as 25 to 75% in the combination with components A and B, and the amount of B is described as in the range of 25 to 55%, if B contains 65% Or less, so the sum of A and B does not exceed 100%. Therefore, it is understood from the claims and the description of the specification that all formulations or compositions provided in this document are less than or equal to 100% when combined.

DETAILED DESCRIPTION OF THE INVENTION

The present invention relates to novel polyester amine compounds and polyester polyquaternary compounds, to compositions and formulations comprising the novel compounds, and to their use.

A. Preferred Compounds and Compositions

As will be appreciated, particularly preferred embodiments of the present invention include a mixture of compounds corresponding to formula (1), so that quaternization or protonation (including non-quaternization, non-hydrogenated compounds) The degree of esterification, and the chain length and molecular weight of the different molecules present in the mixture are different from each other, each characteristic can be expressed as an average value of all the molecules present in the mixture. Therefore, in such a mixture, properties such as the degree of quaternization can be expressed as an average value between all integers.

Describing the chemical formula (1), the groups represented by Q ¹ , Q ² and Q ³ , when present, are such that each nitrogen atom to which they are bonded is hydrogenated (if they are -H) or quaternized And R < 2 > The structure of the compound (1) includes compounds that are not quaternized or hydrogenated with a Q substituent, and compounds wherein all nitrogen atoms are quaternized or hydrogenated with a Q substituent. In a preferred embodiment thereof, A compound is a partially quaternized compound. Quot; partially " as used herein is intended to convey that at least one of the nitrogen atoms on the molecule represented by the chemical formula (1) does not have a Q substituent bonded thereto. In particular, the mixture of diamines (i. E. Compounds with subscript r in the chemical structure (1)) has an average number of quaternary Q per molecule in the mixture preferably 1-2, Is 1.5-2.

Another preferred embodiment is a compound wherein the Q substituent is absent or the Q substituent present is only -H, and mixtures thereof. Such a Q substituent may be present in degrees of hydrogenation (all " all " and " partially " hydrogenated) to all nitrogen atoms being hydrogenated or slightly less than all nitrogens. Quot; quartz ", " ester quats ", " polyester quats ", and compounds of formula (1) in many of the teachings and disclosures set forth below, Accordingly, such disclosure is to be understood as particularly and equally applicable to compounds according to formula (1) which are not quaternized unless explicitly excluded.

The chemical structure (1) compound may also be esterified to some extent depending on its application. As shown in the chemical structural formula (1), the degree of esterification may range from 1 to 4 for diamines and up to 5 or 6 for triamine or tetraamine, respectively. The preferred degree of esterification, i.e., the total sum of R ^A groups, ranges from about 2 to about 4. This is especially the case for diamines, with from 1 to about 3 in the case of clear, translucent formulations with the preferred esters, from about 2 to 3.5 in the case of readily dispersible formulations, more preferably from about 2.0 to about 3.5, Lt; / RTI > In the case of triamines and tetraamines, the desired degree of esterification should be suitably adjusted as needed, i.e. one ester group per amine group added approximately. When applied to emulsifiers, it is preferred that the compound of formula (1) has only about one to two molecules per molecule in order to make the molecule as a whole less hydrophobic than those commonly used in other applications. Esterification to any degree necessary can be accomplished by reacting an equivalent amount of carboxylic acid with an equimolar amount of a precursor substituted with several hydroxy groups. For example, esterification as non-integer as in 2.5 can be achieved by a reaction that produces a mixture containing equal amounts of triester and diester.

Each R ^A C (O) -acyl group may have the same chain length. In view of the fact that fatty acyl groups can be derived from natural sources containing mixtures of fatty acids having different chain lengths and degrees of carbon-carbon unsaturation to different degrees, they have different chain lengths and different carbon-carbon unsaturation Is more preferable. Examples of such resources include tallow, fish oil, canola (including fatty acids derived from partially hydrogenated canola), jojoba, palm, coconut, avocado avocado, wheat germ, rapeseed, olive, orange, corn, linseed, neem, peanut, safflower, sesame seed, soybean, sunflower seed And fatty acids derived from natural sources such as cocoa butter. Preferred raw materials are tallow, canola and palm. If a clear (transparent) combination is desired, it is appropriate to use unsaturated fatty acids to prepare at least a portion of the chemical structural formula (1) compound or the chemical structural formula (1) compound used in the formulation. The unsaturation of the compound is usually expressed by the iodine value (IV). When a clear formulation is required, the IV of the fatty acid used to make the compound of formula (1) ranges from about 30 to about 140, more preferably from about 80 to about 120, and most preferably from about 90 to 110. Such transparent formulations generally have the additional advantage of showing excellent freeze / thaw recovery.

Chemical Formula (1) As for the compound, the molecule to be shown may be a diamine, triamine or tetraamine. Diamines are suitable for many purposes. The R ^* bridge connecting the two nitrogen atoms of the diamine may have 2 to 12 carbon atoms, and may suitably contain 3 to 12, most preferably 6 to 10 carbon atoms . One particularly preferred R ^* group is alkylene having 6 to 12 carbon atoms, such as linear hexamethylene. Other useful groups can have up to 10 carbon atoms anywhere between 3 to 10 carbon atoms present between the nitrogen atoms, or in a linear or branched alkylene structure. The various moieties represented by A ^1-5 in the chemical structural formula (1) may each independently be ethyl, propyl (linear or branched) or butyl (linear or branched). The present A ^1-5 group is preferably the same to facilitate the synthesis. It is also desirable that each A ^1-5 is ethyl or propyl (especially isopropyl). In addition, preferred embodiments of the compounds of formula (1) are described herein in accordance with the various formulation properties of the products according to the invention. When quaternized and / or hydrogenated to any degree, the compound of formula (1) contains an A ^- anion that is present in the same molar amount as the total + charge of nitrogen with a cation. The anion A < ^- > may represent any anion which does not impair the properties of the whole compound. Examples of A ^- include fluoride, chloride, bromide, iodide, chlorite, chlorate, hydroxide, hypophosphite, phosphite, phosphate, carbonate, formate, acetate, But are not limited to, tartrate and other carboxylates, oxalates, methyl sulfates, ethyl sulfates, benzoates and salicylates, and the like. Preferred examples are chloride, bromide, methylsulfate, ethylsulfate and salicylate. If the anion is a monovalent (having an electric charge of -1), then A ^- is an anionic group, and if the anion is a divalent (having an electric charge of -2), A ^- is half an anionic group, Charge), then A ^- represents one third of the anionic group, and so on. As can be recognized in the above definition, m will always be equal to n in the chemical formula (1). Compounds of formula (1) include those in which the piperazine ring is attached. For example, R ^* is -CH ₂ CH ₂ - group, Q ¹ and Q ³ is Q ¹ and Q ² are together or with -CH ₂ CH ₂ - if it is possible to produce a hexagonal piperazine ring, or R ^** a -CH ₂ CH ₂ - group when Q ³ and Q ³ are both -CH ₂ CH ₂ - will be able to subsequently form a piperazine ring of the hexagon.

The term " monoalkoxylated compound " or similar term as used in the application means a compound of formula (1) wherein none of v, w, x, y and z exceeds 1. Therefore, the monoalkoxylated compound does not have any polymer chain alkoxy groups (i.e., two or more alkoxy groups are linked to each other) directly bonded to the nitrogen atom in the compound of formula (1). In contrast, the term " polyalkoxylated compound " or similar term refers to a compound of formula (1) wherein any of v, w, x, y and z is greater than unity. Thus, the polyalkoxylated compound has at least one polymer chain of alkoxy groups (i.e., two or more alkoxy groups linked together) directly bonded to the nitrogen atom of the compound of formula (1).

The present invention includes compounds of formula (1), combinations thereof, and uses thereof. However, in a particular portion of this application, the distinction will be made between the monoalkoxylated compound of formula (1) and the polyalkoxylated compound, and such distinction will be made apparent. Without such distinction, it is understood that such a description applies to both the monoalkoxylated compound and the polyalkoxylated compound of the chemical structural formula (1) compound. Therefore, the term alkoxylated compound includes both monoethoxylated and polyethoxylated compounds as defined above.

The compounds of formula (1) may be used alone or in admixture, in combination with other compounds or additives, or in combination with other compounds or additives, depending on the intended use and the advantages and disadvantages associated with each respective application method. May be used as a blend. Some examples of compounds or additives that may be used in combination with the compounds of formula (1) or may be formulated with the compound of formula (1) include surfactants or detergents, especially quaternary ammonium compounds, perfumes, preservatives, And antifoaming agents, polymeric soil release agents, antistatic agents, dyes and pigments, colorants, viscosity modifiers, antioxidants, silicones, mineral oils and petrolatums, synthetic lubricants, defoaming agents, antifoaming agents, agents, emulsifiers, bleaches, opacifiers, freeze-thaw control agents, shrinkage control agents, and mixtures thereof. Many examples of such additives are described in detail to illustrate the scope of the invention. However, other compounds or additives familiar to those skilled in the art to which the present invention pertains and suitable for particular uses may also be used with or in combination with the compounds of formula (1).

The compounds of formula (1) (both alone or in combination with other compounds) have many potential embodiments. The compounds of formula (1) can be used as vehicle spray microemulsions, such as, but not limited to, those described in detail herein, such as fabric softening agents (alone or in combination with detergent / As an emollient, as a release agent, as a hair or skin conditioner, as a corrosion inhibitor, as an asphalt emulsifier, as an organic clay (organoclay), or as an agricultural emulsifier. Polyethoxylated compounds may also find use when used as a fabric treatment agent, especially with a resin bath.

B. Application Examples

This disclosure shows that the compounds and formulations of the present invention can be used for many purposes and that the appropriate additives can be mixed therein based on the ultimate application. Such components may contribute significantly to, for example, ease of formulation, stability, flowability and performance properties of the composition.

In one aspect, the present invention relates to a compound which imparts a tendency to reduce or eliminate static electricity and improve the properties including flexibility of tactility, ease of handling, smoothness, and the like, for fibers (i.e., articles such as clothing, ≪ / RTI > The compounds and formulations according to the invention are provided, for example, as liquids, emulsions or as solutions / suspensions of the required compounds. A moderately controlled amount of liquid formulation during use is written, for example, in the form of pouring the formulation directly into a washing machine. Typically, the formulation is administered by hand during the rinsing of the washer or by pouring it into a suitable automatic miter device mounted on the washer. In addition, the present invention also provides compounds and blends which can have a smoothing textile treatment, especially when used in conjunction with a resin bath, and an application to finishing the fiber prior to placing the fabric on the market. In such an application, a formulation in the diluted emulsion state will usually be added to the textile mill, and the excess water is readily dried from the fibers to smooth the fibers and provide a surface finish. Further, the present invention provides compounds and blends having the ability to impart flexibility, smoothness, and anti-static properties to paper and paper products, and to ease the handling of the substrate and improve the surface appearance of the surface, In the process, such a compound according to the present invention is referred to as a stripper. The release agent is usually applied to paper fibers in a head tank or headbox of a paper making machine in which the paper fibers become pulp in an aqueous slurry state just before the slurry is put into a paper making or dewatering screen. is added to the fiber. The release agent improves the fibers so that the paper fibers can be used in the manufacture of tissues and towels by providing the paper fibers with improved soft touch. The compositions and formulations according to the present invention may also be mixed by any suitable means, such as spraying or painting on a paper or tissue, e.g., a paper or tissue surface.

The present invention provides compounds and combinations that can be used in body-care products such as hair or skin conditioners. In such applications, the present invention provides a formulation that imparts flexibility, smoothness and improves the appearance of the skin or hair. The hair conditioner further reduces tangling, makes it easier to handle, and gives the hair a supple feel. The hair conditioner may be used in a dilute emulsion state after washing the hair or may be used as a conditioning shampoo, conditioning shampoo, two-in-one shampoo, or a two-in-one composition Known, can be mixed into the state. Such hair and skin conditioning formulations typically comprise from 0.1 wt.% To 10 wt.% Or more of a slip and conditioning agent, such as an emollient, humectants, and / or organopolysiloxanes, , Which is a single-phase, semi-transparent or transparent mixture. Suitable compounds for use as emollients, wetting agents and conditioners in formulations for skin care or hair care can be found in the CTFA Cosmetic Ingredient Dictionary, 3rd edition, and in the CTFA Cosmetic Ingredient Handbook.

The compositions of the present invention are particularly useful in applications that utilize their ability to disperse hydrophobic materials, stabilize foams, and improve the permeability and moisturization exhibited by the compositions. Examples of such compositions and applications are described next, each revealing a further aspect of the invention. For example, the compounds and formulations of the present invention may be used in oil dispersants and oil slick dispersant formulations that are applied on an oil phase, for example, to disperse oil onto a film of oil. The compounds and formulations of the present invention can also be used to impregnate the surface of the borehole to the surface and to inject oil into the oil well to aid in the liberation of crude oil from the matrix material in the borehole Can be used as oil well stimulation and oil recovery aids. In addition, the compounds and formulations of the present invention can be used as a vehicle for hydrophobic sheeting agents such as mineral oils and silicone oils. Such oils can be readily dispersed in the composition according to the invention and the resulting formulation is highly satisfactory when sprayed or used to make glossy, waterproof films on surfaces such as surfaces of freshly cleaned automobiles. The compounds and formulations of the present invention may also be used as a rinse aid when used in an automatic dishwasher, wherein the application of the composition of the present invention disperses the residual hydrophobic material, including detergent residues and film. Furthermore, the compounds and formulations of the present invention can be added to pulp slurries to liberate ink from paper and prevent it from re-depositing on paper, thereby reducing ink removal and ink flotation for the treatment of inked waste paper . In this application, the ink is usually dispersed or completely dissolved in the resulting solution when the ink particles rise from the paper fibers. The compounds and formulations of the present invention may also be used as asphalt emulsions for emulsifying finely divided asphalt (typically with a load of 1-20 wt%), with or without a filler, such as sand, ≪ / RTI > can be used in an aqueous solution containing the composition according to the invention. Furthermore, the compounds and formulations of the present invention can be used as corrosion inhibitors, which can be applied to any surface to which a film resistant to corrosion is to be applied. Such compositions typically contain an effective amount of a hydrophobic corrosion inhibiting substance, such as liquid or waxy solid fatty acid esters, paraffin hydrocarbons, silicon or the like, dispersed in a composition according to the present invention. In addition, the compounds and combinations of the present invention can be used as an ore suspending agent for separating ores from rocks. Such suspending agents may include, for example, reagents commercially available from Witco Corporation under the trade name WITCAMINE (TM) AL42-12. Typically, the above-mentioned ore suspension (which is a relatively hydrophobic material) (a collector or a frother depending on the characteristics of the particular separation required in the floating cell), or a mixture thereof, Dispersed in the composition, and added to the ore separation cell (in one portion or continuously) in an effective amount. This allows the formulator to improve the dispersing power of the hydrophobic ores suspension which often improves the performance of the mineral segregation by improving the dispersing efficiency of the floatation agent. This allows the operator to use a small amount of ore suspending agent to achieve the desired purpose, since the concentration of useful active ingredient is high. In addition, the compounds and formulations of the present invention may be used as suspension concentrates and emulsifiable concentrates of herbicides, insecticides, miticides, fungicides or bactericides, in which case one or more liquids or solids, In general, hydrophobic, active ingredients are dispersed in the composition according to the invention. The concentrate obtained as described above can be used around the vegetation that is required in a concentrated state, but it is more likely to be made into a final dilution formulation containing the active ingredient in the required concentration (for example, at the point of use) with water. Such applications with the addition of water, which exploits the notable characteristics of the present invention, neither disrupt the single phase of the formulation nor disrupt the flowability.

As described above, the compounds and formulations of the present invention may optionally contain other ingredients depending on the additional properties desired to be provided by the final composition. Such additional components include additional coupling agents and solvents, additional quaternary ammonium compounds, additional surfactants, hydrocarbon activators, perfumes, bacteriodies and fungicides, insect and moth repellents, polymer soil release agents, antistatic agents, And pigments, in particular laundry detergents, bluing agents, viscosity modifiers, antioxidants, silicones, defoamers, antifoams, emulsifiers, bleaches, oppersifiers, freeze-thaw control agents, , Humectants, skin protectants, feel modifiers, and mixtures thereof. ≪ Desc / Clms Page number 2 >

C. Synthesis

Compounds of formula (1) can be readily synthesized from readily available starting materials using reaction procedures and conditions very familiar to those of ordinary skill in the art to which this invention belongs. A preferred procedure begins with a diamine, triamine or tetraamine in which the formula is H ₂ NR ^* - (NH-R ^** ) _r -NH ₂ . Preferred compounds having the necessary structural formula are hexamethylenediamine (HMDA), bis (hexamethylene) triamine (BHMT), 1,2-diaminocyclohexane, 1,3-pentanediamine and 2-methylpentamethylenediamine (MPMD) . The polyamine compound is then alkoxylated using an alkoxylating agent. The alkoxylating agent may be selected from the group consisting of ethylene oxide (EO), propylene oxide (PO), isopropylene oxide (iPO) or butylene oxide (BO) Lt; / RTI > The number of moles of alkylene oxide reactant and reaction conditions are determined when the terminal primary amine hydrogen atom is replaced by two hydroxyalkyl and when each secondary amine is, if necessary, monosubstituted by hydroxyalkyl. It should be noted that the polyethoxylated polyamine product typically has a fairly dark color (4-8 Gardner units) after only 8-12 moles of EO is added. If a colorless polyalkoxylation product is desired, the polyamine can be reacted with a sufficient amount of PO, iPO, or BO or a mixture thereof, in the presence of the sodium borohydride and base catalyst, prior to the addition of EO to convert the amine group to a tertiary amine group It is often necessary to switch. Such a product is not a pure ethoxylated amine, but it is preferably colorless.

Next, the alkoxylated product is esterified by allowing each of the hydroxyl groups resulting from the alkoxylation to react with the fatty acid. As described above, the above molecules can be fully esterified, but only partial esterification is preferred for reasons of formulation. However, there must be at least one ester per molecule of the compound, at least in the formula (1). The esterification is carried out with a carboxylic acid of the formula R ^A C (O) OH where R ^A is a linear or branched alkyl or alkenyl having from 9 to 21 carbon atoms and from 0 to 4 carbon-carbon double bonds. Esterification is carried out in one of the abovementioned carboxylic acids in appropriate amounts, but for reasons of economy, product performance and ease of use, a mixture of the respective carboxylic acids corresponding to the formula R ^A C (O) OH is preferred. For example, mixtures of fatty acids of various plant and animal origin are commercially available commercially. One example of such a raw material is tallow fatty acid, which is generally known in the art, and is a mixture of fatty acids consisting mainly of fatty acids having 14, 16 and 18 carbon atoms and 0, 1 and 2 unsaturation. Any suitable fatty acid can be used, but other preferred ingredients include coconut fatty acids and canola fatty acids. Esterification is carried out under conventional conditions, which is accompanied by the removal of water, a by-product, well known to chemists in the art. The number of moles of fatty acid is chosen so as to achieve the required average degree of esterification in the mixture of products produced by the esterification.

The esterification product or mixture of esterification products is then quaternized and / or hydrogenated, if necessary. As recognized from the foregoing, the esterification product can be fully quaternized, but if necessary, it is preferred to perform only partial quaternization. Quaternization is performed according to the conditions for quaternization of amines well known in the art by reacting an esterified amine with a suitable quaternizing agent. Quaternizing agents have the structural formulas Q ¹ A and Q ² A, which may be the same, and the same is preferred. In the case of triamine and tetraamine, Q ³ A can be used as the third (or third) quaternizing agent, which is likewise preferably the same as Q ¹ A and Q ² A. It is preferred that only one specific quaternizing agent is used, in which case the quaternary substituents Q will all be the same. Preferred quaternizing agents include methyl chloride, dimethyl sulfate (DMS), and diethyl sulfate (DES).

If necessary, the hydrogenation can be carried out by reacting the esterified product or a mixture of the products with an acid having the formula HA, i.e. hydrochloric acid or other strong acid (such as sulfuric acid or phosphoric acid). Each of the above reactions is carried out in a solvent or under a solvent-free condition, applying conditions established in the art for each reaction.

Preferred diamine compounds of the present invention are hexamethylenediamine (HMDA) alkoxylated ester diamines or quats, most preferably HMDA alkoxylated ester quats, which are made according to the method described above. Thus, HMDA will react with 4 moles of alkoxylating agent per mole of HMDA. If polyalkoxylated HMDA ester compounds are required, more than 4 moles of alkoxylating agent such as 4.1 to 32 moles of ethylene oxide will be used. The HMDA alkoxylate thus obtained is then esterified by reaction with a fatty acid such as a tallow fatty acid. The HMDA alkoxylated ester thus obtained can then be quaternized with up to 2 moles of dimethyl sulphate (DMS) per mole of HMDA. Example 1 below illustrates in detail the synthesis of a particular HMDA monoalkoxylated ester quat. Preferred triamine compounds of the present invention include bis (hexamethylene) triamine (AHMT) alkoxylated ester quats, most preferably BHMT ethoxylated ester quats, which are made according to the method described above. Thus, BHMT can be reacted with 5 moles of ethylene oxide per mole of BHMT. If polyalkoxylated BHMT ester compounds are required, more than 5 moles of alkoxylating agent such as 5.1 to 40 moles of ethylene oxide will be used. The BHMT alkoxylate obtained here is then esterified by reaction with 5 moles of fatty acid, such as canola fatty acid. The BHMT alkoxylated ester obtained here can then be quaternized with a maximum of 3 moles of dimethyl sulfate (DMS) per mole of BHMT.

D. Formulations and Properties

Products such as those described herein show many of the properties necessary to make them particularly suitable for compounding with commercial products such as those mentioned above, such as fabric softeners and other commercial products.

Most notably, the compounds of formula (1) can be formulated with useful compositions such as water-soluble compositions, which not only achieve the required function but are also clear, i.e. transparent or translucent. These properties can be realized with various concentrations of the active ingredient with or without specific solvents or coupling agents. In addition, the microemulsion formulation can be made to improve the ease of application and effectiveness of the resulting formulation.

The emulsion or microemulsion formulations according to the present invention have a number of applications, such as automotive " cheater " wax spray techniques that improve beading and act as drying aids, as fabric softeners, (1) can be applied as a body care product such as a moisturizer / conditioner when the compound does not stimulate the skin. In addition, the above emulsions or microemulsions may find use as paper emulsions / finishing, as emulsifiers for silicone oils and pesticides, and as emulsifiers / emollients for textile finishing. Generally, the above combination comprises three components: (a) a compound of formula (1) (b) a Solvette or a coupling agent and mixtures thereof, and (c) an oil or a hydrophobic organic component and mixtures thereof , They are mixed in water. These microemulsions provide a stable and transparent (translucent) product, which does not pass through a thick, tacky gel, but disperses readily and quickly into microemulsions of fine particle size when diluted or dispersed in water. The microemulsions described above have a reduced particle size, improved beading and sheeting, and improved biodegradability, especially when the methyl ester oil is used, as compared to conventional microemulsions, such as those sold under the trademark CARSPRAY (TM) Have many additional advantages.

The amount of the compound of formula (1) is from about 0.1 to about 65 wt%, preferably from about 0.1 to about 25 wt%, most preferably from about 0.1 to about 5 wt%, of the combination, so that the resulting formulation is used as a body care formulation. The amount of trough or coupling agent is from about 0.1 to about 65 wt%, preferably from about 0.1 to about 25 wt%, most preferably from about 0.1 to 0.5 wt% of the formulation, and the amount of oil or hydrophobic organic component is from about 0.1 to about 0.5 wt% Preferably from about 0.1 to about 25 wt.%, Most preferably from about 0.1 to 5 wt.%, And the amount of water is from about 20 to 99.7 wt.% Of the formulation, preferably from about 35 to about 99.7 wt. Is 65 to 99.7 wt%. An example of a further body-management microemulsion according to the present invention is provided in Example 29 below. The amount of the compound of formula (1) should be in the range of about 5 to 50 wt%, preferably about 10 to about 30 wt%, and most preferably 15 to 50 wt% of the formulation, so that the resulting formulation is used in automotive auxiliary aids or other applications. And the amount of solvating or coupling agent is about 2 to about 15 wt%, preferably about 3 to about 10 wt%, and most preferably about 6 to 10 wt% of the blend, and the amount of oil or hydrophobic organic component The amount is from about 10 to 70 wt%, preferably from about 20 to about 60 wt%, of the formulation, about 5 to 50 wt%, preferably about 10 to about 30 wt%, and most preferably about 15 to 20 wt% , And most preferably 30 to 50 wt%.

Other characteristics are equally well realized. For example, as mentioned earlier, products are biodegradable. Surprisingly, embodiments in which the Q substituent is absent or the Q substituent is only -H show particularly high biodegradability. Further, the compound of the above formula (1) shows stability, solubility, and has an advantage that it has neither excessive color nor odor. Color and odor stability appear in the combination when the compound of formula (1) above is present only in a nitrogen compound. Color and odor stability also appears in combinations where one or more compounds of formula (1) are additionally present with one or more conventional quaternary ammonium compounds. Therefore, the compounds of the present invention improve the color and odor stability of other conventional quaternary ammonium compounds present together. Color stability characteristics are shown in the following table. The color stability was measured by periodically gauging the color of the samples of each product shown in Table 1 according to the Gardner unit while heating to 110 DEG C in an open tube in an air circulation oven, .

Compounds of formula (1) have many potential uses, but exhibit particularly highly satisfactory fiber-smoothing capabilities. Therefore, the compound of formula (1), as well as the mixture of compounds of formula (1), can be conveniently formulated to fret over products that can be used as fabric softeners. Regardless of other compounds that may be present in the fabric softener combination, the pH of the blend has been found to be less than or equal to 5 overall, preferably 2.5 to 4.0, in order to lower the tendency of the ester groups to be hydrolyzed in water. A preferred method of providing or adjusting the required pH value is to use an aqueous solution such as HCl or H ₂ SO _4, such as HCl or H ₂ SO _4, such that the average value of the degree of esterification and the average value of the degree of quaternization of the mixture of compounds corresponding to formula A small amount of acid is added. A preferred emulsion that may be used in the fabric softener composition may contain from about 2 to about 80 wt%, preferably from 5 to 30 wt%, more preferably from 6 to 25 wt% of a compound corresponding to one or more of the chemical structural formula (1). In general, higher solids content can be achieved more easily if the degree of quaternization is low. On the other hand, a high degree of quaternization (quadratic to near 2 for diamine) leads to a water-soluble combination, in which case the maximum value of the acceptable solids content, which does not involve excessive solubility problems, is lower.

The compound of formula (1) may be formulated into a composition, including a clear fabric softener. Such fabric softener compositions will typically comprise one or more solvents used to formulate water and fabric softening agents. Examples of such solvents include ethanol, isopropanol, hexylene glycol, propylene glycol, diethylene glycol or mixtures thereof as well as similar solvents as the concentrate or diluted form according to the application. Methods for selecting suitable solvents for particular applications are well known to those of ordinary skill in the art to which the present invention pertains. Generally, the above formulations comprise from about 10 up to 50 wt% of a compound of formula (1) or mixtures thereof.

Compounds of formula (1) can be formulated much easier than with conventional quaternary ammonium fiber flexibilizers. Most conventional quaternary ammonium compounds show a tendency to form a gel during water and dilution to form a clear blend. However, when producing a clear formulation, the compound of formula (1) does not gel or gel at all during water and dilute, even if it is cold water that is expected to cause gelation. Free from the tendency to gellify means that the composition comprising the compound of formula (1) can be made to a concentration of the active ingredient of up to 40 wt% or more, i.e. up to 50 wt% or higher. The preparation of such a blend itself is very simple and free from gelation means that the formulator does not have to do any special treatment to deal with gel formation when trying to produce a more concentrated product to resell to the consumer do. Also, being free from gel formation means that the consumer can directly use a more concentrated product without worrying about gelled by-products being produced. For example, the consumer can apply the concentrated fabric softener composition according to the present invention directly to the wash water without worrying about reducing the softening effect or creating a gel that leaves stains on the clothes during the washing or rinsing process .

The ability of the compounds of formula (1) to produce clear formulations at low and high concentrations can also lead to formulations containing one or more other quaternary ammonium compounds, as well as other additives disclosed herein, It should be noted that it can be extended.

E. Additional quaternary ammonium compounds

Additional conventional quaternary ammonium compounds or salts may be provided with the compounds of formula (I) according to the invention. The compounds provided below are merely examples of conventional quaternary compounds suitable for use in the formulations of the present invention. These conventional quaternary ammonium compounds (quartz or salts), together with the compounds of formula (1), have anions that provide electrical neutrality, and generally such anions can be any anion that does not impair the properties of the overall compound Do. Therefore, counteranions represented by A ^- in the following structural formulas (i) - (xxii), but not indicated, include fluoride, chloride, bromide, iodide, chlorite, , May be selected from the group consisting of hypophosphates, phosphates, phosphites, carbonates, formates, acetates, lactates and other carboxylates, oxalates, methylsulphates, ethylsulphates, benzoates and salicylates, However, the present invention is not limited thereto. Preferred examples of anions are chloride, bromide, methylsulfate, ethylsulfate and salicylate. If the anion is univalent (having an electric charge of -1), A ^- is the above anion group, and if the anion is divalent, A ^- having an electric charge of -2 is half of the above anion group, A < ^- > represents 1/3 of the above anion group, and so on.

Typical quats that can be combined with the compounds of formula (I) according to the invention are selected from the group consisting of quaternized or acid salt derivatives of such compounds as shown in (i) to (iv) But are not limited to, nitrogen compounds.

(i) an alkylenediamine comprising a compound having the formula:

R ₁ is an acyclic alkyl or alkylene C ₁₂ -C ₂₁ hydrocarbon group, each Z is - (R ₂ O) _0-4 H or R ₂ H, R ₂ and R ₃ are divalent C ₁ -C ₆ alkylene group, a phosphorus compound,

(ii) a substituted imidazoline compound having the formula:

(iii) reaction products of higher fatty acids and alkylenetriamines, such as the molar ratio of about 2: 1, as reaction products,

R ₁ , R ₂ and R ₃ are the same as defined above,

(iv) a substituted imidazoline compound having the formula:

G is -O- or -NH-, R ₁ and R ₂ are the same as defined above, and a mixture of the compounds corresponding to (i) to (iv).

Preferred examples of the compounds of formula (i) are derived from hydrogenated tallow fatty acids, wherein R ₁ is an aliphatic C ₁₅ -C ₂₁ hydrocarbon group, R ₂ and R ₃ are divalent N -2-hydroxyethylethylenediamine which is an ethylene group. Preferred examples of the compound represented by the formula (iii) are stearic hydroxyethyl imidazoline wherein R ₁ is an aliphatic C ₂₁ hydrocarbon group and R ₂ is a divalent ethylene group. Preferred examples of the compound represented by the formula (iii) are NN " -dithioloalkanoyldiethylenetriamine wherein R ₁ is an aliphatic C ₁₅ -C ₂₁ hydrocarbon group and R ₂ is a divalent ethylene group. preferred examples of the R ₁ and Ali patik C ₁₅ -C ₂₁ hydrocarbon group, R ₂ and R ₃ is a divalent ethylene group 1-ethyl-2-phthaloyl wooahmi FIG tallow imidazoline NN "-. dital low Alkanoyl diethylenetriamine and 1-tallowamidoethyl-2-tallowimidazoline are all the reaction products of tallow fatty acid and diethylenetriamine, and cationic fabric softener methyl-1-tallowamidoethyl-2- ≪ / RTI > is the precursor of the low imidazolinium methyl sulfate. NN " -dithaloalkanoyl diethylenetriamine and 1-tallowamidoethyl-2-tallowimidazoline are available from Witco Corporation. Methyl-1-tallowamideido-2-tallowimidazolidine N-methylsulfate is available from Witco Corporation under the trade name VARISOFT (R) 475.

Another suitable quartz having one long acyclic aliphatic C ₈ -C ₂₂ hydrocarbon group is selected from the group consisting of the following compounds:

(v) a non-cyclic quaternary ammonium salt having the following formula

R ₄ is a non-cyclic aliphatic C ₈ -C ₂₂ hydrocarbon group, alkyl, benzyl or (C ₄ -C ₁₈ alkyl) - (OCH ₂ CH ₂ ) _2-3 -, R ₅ and R ₆ are C ₁ - A C ₄ saturated alkyl or hydroxyalkyl group and A ^- is an anion as defined above,

(vi) a substituted imidazolinium salt having the formula:

R ₁ is an acyclic alkyl or C ₁₂ -C ₂₁ hydrocarbon group, R ₇ is a C ₁ -C ₄ saturated alkyl or hydrocarbon group and A ^- is an anion as defined above,

(vii) a substituted imidazolinium salt having the formula:

R ₁ , R ₂ , R ₅ and A ^- are the same as defined above,

(viii) an alkylpyridinium salt having the formula:

R ₄ is an acyclic alkyl or C ₈ -C ₂₂ hydrocarbon group and A ^- is an anion as defined above,

(ix) an alkanamide alkylenepyridinium salt having the formula:

R ₁ is a non-cyclic aliphatic C ₁₂ -C ₂₁ hydrocarbon group, R ₂ is a C ₁ -C ₆ alkylene group, A ^- is an anion as defined above, and a mixture of (v) to (ix) .

Examples of compounds of formula (v) include monotallaurylmethylammonium chloride sold under the trademarks ADOGEN (R) 471, ADOGEN (R) 441, ADOGEN (R) 444, ADOGEN (R) , Mono (hydrogenated tallow) -trimethylammonium chloride, palmityl trimethylammonium chloride, and soya trimethylammonium chloride. In these compounds, R ₄ is an acyclic alkyl or C ₁₆ -C ₁₈ hydrocarbon group, and R ₅ and R ₆ are methyl groups. Mono (hydrogenated tallow) trimethyl ammonium chloride and monotalloy trimethyl ammonium chloride are preferred. Another example of a chemical structural formula (v) compound is behenyl trimethylammonium chloride, wherein R ₄ is a C ₂₂ hydrocarbon group, available from the Humco Chemical Division of Witco Corporation under the trade name KEMAMINE TM Q2803-C; R ₄ is a C ₁₆ -C ₁₈ hydrocarbon group, R ₅ is a methyl group, R ₆ is an ethyl group, and A ^- is an ethylsulfate anion; And methylbis (2-hydroxyethyl) octadecylammonium chloride in which R ₄ is a C ₁₈ hydrocarbon group, R ₅ is a 2-hydroxyethyl group, and R ₆ is a methyl group.

Examples of the compound represented by the formula (vii) are 1-ethyl-1- (2-hydroxyethyl) -1,2,3 ^- triiodobenzyl ester in which R ₁ is a C ₁₇ hydrocarbon group, R ₂ is an ethylene group, R ₅ is an ethyl group, 2-isoheptadecylimidazolinium ethylsulfate. Other quartz that can be used in the present invention patik Ali polycyclic two or more long chain Remarks C ₈ -C ₂₂ hydrocarbon groups or one long chain acyclic Ali patik of C ₈ -C ₂₂ hydrocarbon group and an arylalkyl group having one And a cationic nitrogen compound salt. Examples include the following compounds.

(x) a non-cyclic quaternary ammonium salt having the following formula:

The group R ₄ is acyclic Ali patik C ₈ -C ₂₂ hydrocarbon group, R ₅ is selected from the group C ₁ -C ₄ saturated alkyl or hydroxyalkyl group, R ₈ consisting of R ₄ and R _5, A ^- Lt; / RTI > is an anion as defined above,

(xi) a diamido quaternary ammonium salt having the formula:

R ₁ is an acyclic alkyl or alkylene C ₁₂ -C ₂₁ hydrocarbon group, each R ₂ is a divalent alkylene group having 1 to 3 carbon atoms, R ₅ and R ₉ are C ₁ -C ₄ saturated alkyl or hydro Lt; ^- > is an anion as defined above,

(xii) an alkoxylated diamino quaternary ammonium salt having the formula:

n is 1 to about 5, R ₁ , R ₂ , R ₃ , and A ^- are as defined above,

(xiii) a quaternary ammonium compound having the formula:

R ₄ is a cyclic aliphatic C ₈ -C ₂₂ hydrocarbon group, R ₅ is a C ₁ -C ₄ saturated alkyl or hydroxyalkyl group, A ^- is an anion as defined above,

(xiv) an amido-substituted imidazolinium salt having the formula:

Each R ₁ is an alicyclic C ₁₂ -C ₂₁ hydrocarbon group, R ₂ is a bivalent alkylene group having 1 to 3 carbon atoms, R ₅ and A ^- are the same as defined above, or R ₅ is - H; And

(xv) an ester-substituted imidazolinium salt having the formula:

R ₁ , R ₂ , R ₅ and A ^- are anions as defined above; And mixtures of the compounds of (x) to (xv).

Examples of compounds of formula (x) include the well-known dialkyldimethylsilanes such as ditallowdimethylammonium chloride, ditallowdimethylammonium methylsulfate, di (hydrogenated tallow) dimethylammonium chloride, distearyldimethylammonium chloride, dibenyldimethylammonium chloride, Ammonium salt. Di (hydrogenated tallow) dimethyl ammonium chloride and ditallow dimethyl ammonium chloride are preferred. Examples of commercially available dialkyldimethylammonium salts that can be used in the present invention include di (hydrogenated tallow) dimethyl ammonium chloride (available from Witco Corporation under the trade name ADOGEN (registered trademark) 442), ditallow dimethyl ammonium chloride (Witco (Available from Witco Corporation under the trade designation ADOGEN TM 470), distearyldimethylammonium chloride (available under the trade name AROSURF TM TA-100 from Witco Corporation), dicocodimethylammonium chloride (Available from Witco Corporation under the trade name KEMAMINE (registered trademark) Q-2802C), and R ₄ is a non-cyclic aliphatic C ₂₂ hydrocarbon group, . Examples of formula (xi) include methyl bis (taloamidoethyl) (2-hydroxyethyl) ammonium methylsulfate and methyl bis (hydrogenated tallowoamido butyl) (2-hydroxyethyl) ₁ is an alicyclic aliphatic C ₁₅ -C ₁₇ hydrocarbon group, R ₂ is an ethylene group, R ₅ is a methyl group, R ₉ is a hydroxyalkyl group, and A ^- is a methyl sulfate anion, both of which are commercially available from Witco Corporation VARISOFT (registered trademark) 222 and VARISOFT (registered trademark) 110. An example of formula (xiii) is dimethylstearyl benzyl ammonium chloride, wherein R ₄ is a non-cyclic aliphatic C ₁₈ hydrocarbon group, R ₅ is a methyl group, A ^- is a chloride and is commercially available under the trade name VARISOFT® from Witco Corporation. SDC. Examples of compounds of formula (xiv) include 1-methyl-1-tallowimidoethyl-2-tallowimidazolinium methylsulfate and 1-methyl-1- (hydrogenated tallowamidoethyl) -2- Wherein R ₁ is a non-cyclic aliphatic C ₁₅ -C ₁₇ hydrocarbon group, R ₂ is an ethylene group, R ₅ is a methyl group, and A ^- is a chloride anion, and Witco Corporation VARISOFT (registered trademark) 475 and VARISOFT (registered trademark) 445, respectively.

Examples of additional quaternary ammonium compounds that can be used in the present invention include the following.

(xvi) As a compound having the following formula,

R ₁₁ is (a) -CH ₂ , -CH ₂ CH ₂ -, -CH ₂ CH ₂ OH, or a linear chain aliphatic hydrocarbon group each having 12 to 24 carbon atoms, (b) R ₁₃ O CH ₂ O) _y -, (c) an ether group having a structure such as

And (d) an amide group having a structure such as

, R ₁₂ is a straight chain aliphatic hydrocarbon group having 8 to 32 carbon atoms, R ₁₃ is a linear chain aliphatic hydrocarbon group having 8 to 21 carbon atoms, R ₁₄ is a linear chain aliphatic hydrocarbon group having 7 to 17 carbon atoms, Z is an oxygen atom and an alkoxy group having two or three carbon atoms, A ^- is an anion such as defined above , m is an integer of 1 to 12, and y is an integer of 2 or 3.

Examples of further additional fibrous flexible compounds that can be used in the present invention include the following compounds.

(xvii) a compound having the formula:

R ₁₅ is hydrogen or C ₁ -C ₄ alkyl, each R ₁₆ is C ₁ -C ₄ alkyl or

Each R ₁₇ is a C ₈ -C ₂₈ alkyl or alkenyl group, R ₁₈ is hydrogen or C ₁ -C ₄ alkyl, each y is 0 or 1, x is 0 or 1, and each n is 1 to 6,

(xviii) an amide represented by the formula:

R ₁₉ and R ₂₀ are independently selected from the group consisting of C _1-22 alkyl (or alkenyl) aryl or alkylaryl groups, and R ₂₁ is selected from the group consisting of hydrogen or C _1-22 alkyl (or alkenyl), aryl, or a group or oR _22, R ₂₂ is C _1-22 alkyl (or alkenyl), aryl or alkyl-aryl group, R ₂₁ and R ₂₂ may optionally from 1 to 10 alkylene oxide units or a hydroxy, amine, An aryl group may be derived from a heterocyclic compound, at least one of R ₁₉ and R ₂₀ groups has at least 10 carbon atoms, and R ₁₉ + R ₂₀ + R ₂₀ Lt; / RTI > is 14 or more. The sum of the number of carbon atoms in R ₁₉ + R ₂₀ is preferably 16 or more. An example of a Formula (xviii) compounds include N, N - dital low-acetamide, N, N - di-coconut acetamide, N, N - dioctadecyl propanamide, N - dodecyl - N - octadecyl acetamide, N - hexadecyl-dital include low 2-phenyl-acetamide-N-dodecyl butane amide, N, N-di-coconut benzamide, and N, N.

Additional fabric softener compounds that may be used in the present invention include, but are not necessarily limited to, ester quaternary compounds having the formula:

(xix) As a compound having the following formula,

Each R ₂₁ is independently a saturated or unsaturated alkyl or alkylene radical having from 12 to 22 carbon atoms, each Q ²¹ is independently an alkyl group having from 1 to 4 carbon atoms, benzyl, -CH ₂ CH ₂ OH, - _{CH 2 CH (OH) CH 3} , or _{R 21 -C (O) - (} O- (Alk 21)) 1-4 - , and each Alk ²¹ is independently _{C 2 H 4, C 3 H} 6 or C ₄ H < ₈ > and A < ^- > is an anion as defined above,

(xx) a compound having the formula:

Each A ²¹ is the same or different and is an alkyl, benzyl or H- (Alk ²² -O) _1-3 -Alk ²² - each having up to 3 carbon atoms and each Alk ²² is -CH ₂ CH CH ₃ ) -, -CH (CH ₃ ) CH ₂ - or -CH ₂ CH ₂ -, and additionally one of Alk ²² may be hydrogen; D is methyl, ethyl, _{propyl, - (CH 2) 1-3 COO-} , benzyl or hydrogen; i is 0 or 1 and j is 0 or 1 and the sum of (i + j) is 1 or 2; Each X ²² is a linear or branched saturated or unsaturated aliphatic group having up to three carbon-carbon double bonds and having from 11 to 23 carbon atoms; n is the number of - (CH ₂ ) _1-3 COO-substituents present in 2 minus; A ^- is an anion such as those defined above,

(xxi) the formula _{R 23 - [C (O)} O (CH 2) 1-5] 0-1 -C (O) NH (CH 2) 2-5 -N (R 23a) (R 23b) - ( CH ₂ ) _2-5 -OC (O) R ₂₃ A ^- , wherein each R ₂₃ is independently a linear or branched alkyl or alkenyl having from 8 to 22 carbon atoms; R < _23a > is linear or branched alkyl or hydroxyalkyl having from 1 to 3 carbon atoms. Benzyl, or -C ₂ H ₄ OC (O) R ₂₆ , wherein R ₂₆ is a linear or branched alkyl or alkenyl having from 8 to 22 carbon atoms; R _23b is -H, CH ₃ , C ₂ H ₅ or benzyl; A ^- is an anion as defined above, and

(xxii) As a compound having the formula:

Each R < ₂₄ > is independently a linear or branched alkyl or alkenyl having from 1 to 8 carbon atoms and from 0 to 3 hydroxy groups, each R < ₂₅ > is a linear or branched alkyl or alkenyl, each Y is -OC (O) - or -C (O) -O-, and each m is from 1 to 3, each n is from 1 to 8, a ^- are defined as above Is an anion. Preferred examples of the compound of formula (xxii) include methyldiethanolamine (MDEA) ester quats and triethanolamine (TEA) ester quartz, which are commercially available from Witco Corporation under the trade name REWOQUAT (trade name) Lower carboxyethyl) hydroxyethylmethylammonium mesosulfate, or ester quats based on epichlorohydrin. They are all used, and although they are accepted worldwide as a fabric softener due to their favorable biodegradation behavior, they do not usually have optimum performance as other quartz have.

F. Diol and diol alkoxylated coupling agent additives

In a preferred embodiment of the present invention, fiber fabric softener formulations and other formulations that can be readily dispersed in clear (transparent or translucent) water and other formulations contain an appropriate amount of one or more linear or branched alkyl diols having 4 to 12 carbon atoms and / May be provided in the form of an alkoxylate of such a diol having up to 40 alkoxy units per moiety, wherein the alkoxylate chain is comprised of alkoxy, ethoxy, propoxy or butoxy or mixtures thereof , Preferably ethoxy or isopropoxy. The diols and diol alkoxylate hydrotropes or coupling agents described above are added to the formulation to increase the amount by which a relatively poorly water soluble surfactant can be dissolved in the system. In most cases, they do not act as surfactants to lower the surface tension, but they are often added where salts or electrolytes are present and dispersed in water with a high concentration or low viscosity of the formulations to achieve achievement using only surfactants and water Keep the surfactant different from the surfactant. These coupling agents assist the surfactant by increasing the solubility of the surfactant in water and the stability of the surfactant to the formulation, especially in the presence of salts, electrolytes and / or pH reagents.

The diol and the alkoxylate corresponding to formula (T)

^{_{HO- (XO) x -R T -}} (OY) y -OH (T)

Wherein each X and Y is ethylene (i.e., -C ₂ H ₄ -), propylene (i.e., -C ₃ H ₆ -) or butylene (i.e., -C ₄ H ₈ - -40, y is 0-40, the sum (x + y) is 0-40 and R ^T is a linear, branched or cyclic alkyl having 4 to 12 carbon atoms. Preferably, R ^T has 7-12 or 7-9 carbon atoms.

The alkylene residue R ^T in formula (T) represents a saturated linear chain, branched chain or cyclic moiety (moiety) having 4 to 12 carbon atoms. It is preferred that R ^T is branched, wherein the term " branched " includes one alkyl side chain or a formula wherein more than one or more than one alkyl side chain, in which the side chains themselves are one or more branched . A branched structure includes a ring system substituted with one or more linear or branched alkyl groups. Examples of suitable R ^T is _{-CH 2 C (CH 3) 2} CH 2 -, -CH 2 CH (CH 2 CH 2 CH 2 CH 3) -, -CH 2 C (CH 3) 2 CH (CH (CH 3 _{) 2) -, -CH 2 CH} 2 CH 2 -, -C (CH 3) 2 CH 2 -, - (CH 3) 6 -, -CH 2 CH (CH 3) CH 2 -, -CH 2 CH ( CH ₂ CH ₃ ) CH ₂ CH ₂ CH ₂ -, and

to be.

In alkoxylated diols, the number of repeating units of each poly (alkoxy) chain is up to 40, but it is preferred that each chain has 1 to 10 repeating alkoxy units, more preferably 1 to 5 alkoxy units. Preferred alkoxy chains are poly (ethoxy) or consist of one to two ethoxy units capped with one to five propoxy units. The compound of formula (T) as defined above is commercially available in many cases. The compound of formula (T) may be prepared by a process familiar to those skilled in the art, i. E. By obtaining or preparing a precursor diol of the formula HO-R ^T -OH, then reacting the precursor diol with ethylene oxide , Propylene oxide and / or alkylene oxides such as butylene oxide, by quantitative alkoxylation with the appropriate number of moles corresponding to those required. If it is necessary to alkoxylate only one of the hydroxy groups of the precursor diol, in some embodiments, especially one of the hydroxy groups will be selectively alkoxylated to one of the hydroxy groups in the case of the 1 < th > However, if it is desired to alkoxylate both of the two hydroxyl groups of the precursor diol but only one alkoxylation is required, the hydroxy group desired not to undergo alkoxylation can be protected by reaction with a suitable protecting group such as a lower alkyl moiety or an esterified substituent have. It is then alkoxylated and the protecting group is removed according to known methods.

Preferred examples of the above-described structural formula (T) compound include (a) 2,2,4-trimethyl-1,3-pentanediol (TMPD) and / or 2-ethylhexane-1,3- / or 2-ethyl hexane-1,3-diol and 1 to 10 mol of ethylene oxide, preferably 1 to the reaction product of ethylene oxide and 5 moles of, (c) c ₃ or c ₄ alkyl or c _2-oxide, C < ₃ > and / or C < ₄ > alkyl oxides to form one of the alkoxylated analogs or a mixture thereof. Since the alkoxylated diol has one primary hydroxyl group and one secondary hydroxy group, the alkoxylation proceeds predominantly in the primary hydroxyl group.

A composition comprising at least one compound of formula (1) will also contain one of the compounds of formula (E) or a mixture thereof.

R ^E1 -C (O) OR ^E2 - (OC (O) R ^E3 ) _0-1 (E)

Wherein R ^E1 is a linear, cyclic, or branched alkyl having 1-15 carbon atoms, R ^E1 is substituted with 0-3 hydroxy groups, and R ^E2 is a linear, cyclic, or branched of an alkyl type R ^E2 There is substituted by one 0-3 hydroxy groups, R ^E2 may optionally be substituted with a -OC (O) -RR ^E3 structure, R is a linear ^E3 having 1 to 15 carbon atoms, Cyclic or branched alkyl optionally substituted with a hydroxy group. Preferred compounds of formula (E) include those in which R ^E2 has 2 or 3 carbon atoms, such as glycols and glyceryl derivatives, or those in which R ^E2 has 8 carbon atoms, such as 2,2,4-trimethylpentanediol Or derivatives of 2-ethylhexanediol. Preferred compounds of formula (E) include monoesters of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate, hydroxypivalic hydroxypivalate, and hydroxypivalic acid with TMPD.

The blend may also contain something that can be referred to as an aesthetic additive to provide properties such as fragrance, preservative, viscosity control and color. Such additives are discussed below. The formulations according to the invention show a highly satisfactory viscosity since they are generally pourable and even possible to spray.

G. Additional Surfactants

Other suitable non-quaternary compound surfactants, which may be anionic, cationic, amphoteric, nonionic or amorphous, may be used in combination with the compounds and combinations of the present invention, depending on the application. For example, suitable anionic surfactants in fabric softener applications can include, but are not limited to, alkyl benzene sulfonates, alpha -olefin sulfonates, and xylene sulfonates, available from Witco Corporation under the WITCONATE (R) It is not. Surfactants that are suitable for body care applications, although not suitable for applications for body care, may be used in other applications than those for body care because they stimulate the skin and eyes. Suitable anionic surfactants in body management applications include, but are not limited to, ammonium lauryl sulfate, sodium laureth sulfate, any of the alpha -olefin sulfonates, ammonium laureth sulfate (2 or 3 moles), sodium laureth sulfate Or 3 moles), sodium myristyl sulfate, myristeth sulfate (1-4 moles), ammonium xylenesulfate, sodium xylenesulfonate, TEA dodecylbenzenesulfonate, TEA lauryl sulfate, ammonium Pareth sulfate, sodium parath sulfate, sodium oleth sulfate, derivatives of any of the foregoing, and similar compounds known to those of ordinary skill in the art, and mixtures thereof as a whole But is not limited thereto. Suitable amorphous or nonionic interfacial agents for body care applications include, but are not limited to, betaines, sulfosuccinates, mono- and diglycerides, glycinates, sugars and derivatives thereof, hydroxysultaines, Acetate, ethoxylated derivatives of any of the foregoing, and similar compounds known to those of ordinary skill in the art, and mixtures thereof as a whole. Other surfactants that may be added to the above systems include, but are not necessarily limited to, alkanolamides, many of which are available from Witco Corporation under the trade name WITCAMIDE (R). In addition, various amine oxides, many of which are available from Witco Corporation under the trademark VAROX (registered trademark), may be used in the above systems.

H. Body care emollients and emulsifiers

Softeners and emulsifiers are also conventionally used as body care formulations in combination with the polyester amine compounds and polyquaternary compounds of the present invention, depending on the application. A preferred embodiment of the present invention is also an emulsion which can be used as a skin or hair conditioner which may be in the form of a lotion, cream, leave-on product and rinse-off product. . The system may also include additional products that improve skin and hair feel and conditioning or emolliency. Some of the above products are available from Witco Corporation under the trade names KEMSTRENE TM, WITCONOL TM, STARFOL TM and KEMESTER TM. These emulsions usually contain emulsifiers for emulsion formation and preservation.

I. Other additives

Other additives and adjuvants may optionally be added to the compounds and formulations of the present invention for their known purposes. The additives and adjuvants may be selected from the group consisting of preservatives, including fungicides, bactericides (bacteriocides and fungicides), insect and moth repellents, polymer soil release agents, antistatic agents, dyes and pigments, But are not limited to, bleaching agents, viscosity modifiers, antioxidants, silicones, defoamers, antifoams, emulisiers, bleaches, opacifiers, freeze-thaw control agents, shrinkage inhibitors, aloe, humectants, But are not limited to, skin protectants, feel modifiers, waxes, glycerin, vitamins and extracts, and mixtures thereof. The identity and amount of the additives and adjuvants used will depend on the application and the required properties of the formulation. Additives and adjuvants are well known to those of ordinary skill in the art, and the additives and adjuvants described below are not meant to be inclusive, but are merely representative of the type of additive that can be used routinely It is guidance.

1. Fragrance

As mentioned above, perfume or fragrance raw materials may be added to the compositions and formulations of the present invention. The choice of perfume or fragrance depends on the application, the effect the consumer needs, and the preference of the person making the formulation. The perfume is preferably present at a level of from about 0.01 to about 5 wt%, preferably from about 0.05 to about 3 wt%, more preferably from about 0.1 to about 2 wt%, based on the weight of the total composition. Preferably, the perfume is an aromatic and aliphatic ester having a molecular weight of about 130 to about 250, an aliphatic and aromatic alcohol having a molecular weight of about 90 to about 240, an aliphatic ketone having a molecular weight of about 150 to about 260, 130 to about 270, aromatic and aliphatic lactones having a molecular weight of about 130 to about 290, aliphatic aldehyde having a molecular weight of about 140 to about 200, aromatic aldehyde having a molecular weight of about 90 to about 230, aromatic aldehydes having a molecular weight of about 150 to about 200, An aromatic and aliphatic ether of about 270, a condensation product of an amine and an aldehyde having a molecular weight of about 180 to about 320, and mixtures thereof. The choice of perfume and aroma ingredients to produce the required fragrance and suitable fragrance is well known to those of ordinary skill in the art.

2. Preservatives

Alternatively, dissolved preservatives that are soluble in water may be added to the compositions of the present invention. Preservatives are particularly preferred when organic compounds subject to microorganisms are added to the compositions of the present invention, especially when they are used in aqueous compositions. The storage stability of compositions and formulations is of great importance for a long period of time and even for a short period of time because contamination by certain microorganisms and the growth of microorganisms in the presence of these compounds often results in a solution which gives an unsightly and / . Thus, the compositions and formulations include soluble antimicrobial preservatives that are soluble in water and that are effective in inhibiting and / or regulating the growth of microorganisms, thereby increasing the storage stability of the compositions and formulations of the present invention, which are preferably transparent and often water-soluble . A wide range of preservatives, such as those effective for both bacteria and fungi, are preferred. A limited range of preservatives that are effective only for a small group of microorganisms such as fungi can be used in combination with broad-spectrum preservatives or other limited range of preservatives with supplemental and / or additional activity. Antimicrobial preservatives useful in the present invention may be biocidal or biostatic compounds. If an antimicrobial preservative is included in the compositions and formulations of the present invention, it is preferably present in an effective amount, wherein the " effective amount " means a level sufficient to inhibit the growth of microorganisms that have been damaged or accidentally added for a certain period of time. The level of a preferred preservative is from about 0.0001 to about 0.5%, more preferably from about 0.0002 to about 0.25%, and most preferably from 0.0003 to about 0.1%, based on the weight of the composition. The bacteriostatic effect can sometimes be achieved by adjusting the pH of the composition to an acidic pH, for example, in the case of a water-soluble composition, for example by setting the pH below 4, preferably below pH 3. [ Low pH for microbial inhibition is an undesirable approach in the present invention because low pH can cause chemical degradation of cyclodextrins. Therefore, the water-soluble composition of the present invention should have a pH higher than 3.0, preferably higher than 4.0, and most preferably higher than about 4.5. As described above, it is preferable to use the preservative in an effective amount as described above. Optionally, however, the preservative may be used at a level that provides an antimicrobial effect on the fibers to be treated.

3. Antistatic agent

The compositions of the present invention may optionally contain an effective amount of an antistatic agent provided in an in-water static clothing treatment. The preferred antistatic agent is preferably at least an effective amount dissolved in water so that the composition is a clear solution. An example of such an antistatic agent is ethyl bis (polyethoxyethanol) alkylammonium ethyl sulfate (available under the trade designation VARIQUAT (R) 66 from Witco Corporation). It is desirable to use a foam free or low foaming agent to prevent foaming during processing of the fibers. Polyethoxylating agents such as polyethylene glycol or VARIQUAT (R) 66 are not used when? -Cyclodextrin is used. When antistatic agents are used, they are typically present at a level of from about 0.05% to about 10%, preferably from about 0.1% to about 5%, more preferably from about 0.3% to about 3%, by weight of the composition.

4. Dyes and pigments

Pigments and dyes, in particular laundry bleach, may optionally be added to the compositions of the present invention for visual appeal and performance enhancement. When pigments are used, a very small amount is used to avoid staining of the fibers. A preferred pigment for use in the present compositions is a very water-soluble dye such as LIQUITINT (R), a dye available from Milliken Chemical Company.

5. Insect and Moth Destroys

The compositions of the present invention may optionally contain an effective amount of an insect or moth repellent. Typical insect and moth repellents are pheromones such as anti-aggregation pheromones, and other natural and / or synthetic components. When insect and / or moth repellents are used, they are typically present at about 0.005% to 3% by weight of the composition.

6. Polymer Soil Release

It is particularly preferred to add a soil release agent, usually a polymer, at a level of from about 0.05 to about 5 wt%, preferably from about 0.1 to about 4 wt%, more preferably from about 0.2 to about 3 wt%. Suitable soil release agents are disclosed in U.S. Patent Nos. 4,702,857, 4,711,730, 4,713,194, 4,877,896, 4,956,447, and 4,749,560. Particularly preferred optional ingredients are soil release agents consisting of block copolymers of polyalkylene terephthalate and polyoxyethylene terephthalate and block copolymers of polyalkylene terephthalate and polyethylene glycol. Polymer soil release agents useful in the present invention may include anionic and cationic polymer soil release agents. Suitable anionic polymer or oligomer soil release agents are disclosed in U.S. Patent No. 4,018,569. Other suitable polymers are disclosed in U.S. Patent No. 4,880,086. Suitable cationic soil release polymers are disclosed in U.S. Patent No. 4,956,447.

7. Viscosity modifier

The viscosity modifier may be natural, organic or inorganic, and may reduce or increase the viscosity of the formulation. Organic material viscosity modifiers (which reduce viscosity) include aryl carboxylates and sulfonates (such as benzoates, 2-hydroxybenzoates, 2-aminobenzoates, benzenesulfonates, 2-hydroxybenzenesulfonates , 2-aminobenzenesulfonate, etc.), fatty acids and esters, fatty alcohols, and short-chain alcohols. An example of an inorganic viscosity modifier is a water soluble salt which can be ionized. Various salts that are ionized can be used. Examples of suitable salts are ammonium ions and halides and acetates of group IA and IIA metals on the periodic table. The amount of ionizable salt used depends on the amount of active ingredient used in the composition and can be adjusted according to the needs of the formulator. Typical levels of salt used to control the viscosity of the composition are from 0 to about 10 wt%, preferably from about 0.01 to 6 wt%, and most preferably from about 0.02 to about 3 wt% of the composition.

The viscosity modifying agent (thickening agent) or thickening agent may be added to improve the ability of the composition to stably disperse water-insoluble articles, such as perfume microcapsules. The viscosity modifier is typically about 0.5 to about 30 wt%, preferably about 1 to about 5 wt%, more preferably about 1.5 to about 3.5 wt%, and most preferably about 2 to about 3 wt% of the composition.

8. Pearlizing and Opacifying agents

Examples of pearlizing or opifying agents that may be added to compositions of the present invention include, but are not necessarily limited to, glycol distearate propylene glycol distearate and glycol stearate. Some of these products are available from Witco Corporation under the trade name KEMESTER (registered trademark).

9. Vitamins and Extracts

In body management applications, vitamins and extracts are often used in their formulations.

10. Antioxidants

Examples of antioxidants that may be added to compositions of the present invention include propyl gallate, available from Eastman Chemical Products under the trade names TENOX (R) PG and TEMOX (R) S-1, and UOS Inc. under the trade designation SUSTANE (Registration sample) There is dibutylated hydroxytoluene available from BHT.

11. Silicon

The composition may contain silicon to provide additional benefits, such as ease of ironing when applied to fibers and improved fiber uptake. The term " silicon ", as used herein, refers to a molecule having a hydrogen-bonding functionality, consisting of cationic and amorphous silicones, polysiloxanes, and amino, hydroxy, ether, polyether, aldehyde, ketone, amide, ester and thiol groups Polysiloxane. These polysiloxanes are those sold under the trade names SILWET TM, NUWET TM, NUDRY TM, NUSOFT TM and MAGNASOFT TM by OSi Specialties, Inc., a division of Witco Corporation [AB] _N- type polysiloxanes, amino [AB] _N- type polysiloxanes, including polyether modified polysiloxanes, epoxy modified polysiloxanes, polyhydric modified polysiloxanes, phenol derivative modified polysiloxanes, ABA type polysiloxanes, However, the present invention is not limited thereto. Suitable silicones will include polydimethylsiloxane and / or silicone rubbers having a viscosity of about 100 centistokes (centistokes = cs) to about 100,000 cs, preferably about 200 to about 60,000 cs. The above silicone can be used in an emulsified form, which can be conveniently obtained directly from the supplier. Examples of such pre-emulsified silicon include 60% polydimethylsiloxane emulsion (350cs), available from Dow Corning Corporation under the trade name DOW CORNING (R) 1157 Fluid, and commercially available from General Electric Company under the trade name GENERAL ELECTRIC (R) SM 2140 silicone 50% polydimethylsiloxane emulsion (10,000 cc). An optional silicon component can be used at about 0.1 to about 6 wt% of the composition amount.

Silicone foam inhibitors may also be used. They are usually not emulsified and typically have a viscosity of from about 100 to about 10,000 cs, preferably from about 200 to about 5,000 cs. It is used at a very low level, usually about 0.01 to about 0%, preferably about 0.02 to about 0.5%. Another preferred foam inhibitor is a silicone / silicate mixture such as Dow Corning's ANTIFOAM (TM) A.

The pH (10% solution) of the composition of the present invention is generally 6.5, more preferably about 2.6 to about 4. The pH is usually adjusted by including a small amount of free acid in the formulation. Since there is no buffer of strong pH, only a small amount of acid is needed. Any acid may be used, and skilled artisans in the art to which the softener belongs may choose based on cost, availability, stability, and the like. Among the acids that can be used are methylsulfonic acid, hydrochloric acid, sulfuric acid, phosphoric acid, citric acid, maleic acid and succinic acid. For purposes of the present invention, the pH was measured by comparing a 10% softener composition aqueous solution with a standard calomel reference electrode using a glass electrode.

12. Lubrication and Slip Additives

The compositions and formulations of the present invention may be formulated so as to be soluble in water such as fatty acids, fatty acid esters, triglycerides, oils, alcohols, fatty alcohols, fatty amines and derivatives, amides, hydrocarbons, mineral oils, waxes and the like, Additives such as organic materials may be included as lubrication and slip agent.

13. Dye delivery inhibitor

The compositions and formulations of the present invention may contain other components that inhibit dye transfer, such as ethoxylated amines, amphoterics, polymers such as betaine, polyvinylpyrrolidone, and the like.

14. Paper and Tissue Preparation Additives

The paper and tissue softening or exfoliating compositions of the present invention may contain other common chemicals commonly used in paper making or tissue making, such that they do not have a significant and adverse effect on the softening, absorbency, and flexibility of the fiber stock To a paper or tissue to enhance the action of the amines and quaternary ammonium softening compounds of the present invention.

(A) wetting agents

The present invention can include as an optional ingredient from about 0.005% to about 3.0%, more preferably from about 0.03% to 1.0%, of a wetting agent by weight of the dried fiber. The wetting agent may be selected from nonionic surfactants such as polyhydroxy compounds, alkoxylated compounds and linear alkoxylated alcohols. Examples of water-soluble polyhydroxy compounds that can be used as humectants in the present invention include glycerol, polyglycerols having a weight average molecular weight of about 150 to about 800, and polyglycerols having a weight average molecular weight of about 200 to 4000, preferably about 200 to about 1000, Most preferably from about 200 to about 600, and polyoxypropylene glycol. Polyoxyethylene glycols having a weight average molecular weight of from about 200 to about 600 are particularly preferred. Mixtures of the above polyhydroxy compounds may also be used. Particularly preferred polyhydroxy compounds are polyoxyethylene glycols having a weight average molecular weight of about 400, available from Union Carbide Corporation under the trade designation PEG-400. Suitable non-ionic surfactants can be used as wetting agents in the present invention. These include adducts of fatty alcohols, fatty acids and fatty amines with alkoxylating agents such as ethylene oxide (EO), propylene oxide (PO), isopropylene oxide (iPO) or butylen oxide (BO) do. Any of the specific types of alkoxylation sources described hereinafter may be used as nonionic surfactants. Suitable compounds are highly water-soluble surfactants having the general formula R ₁₀ -Y- (C ₂ H ₄ O) _z -C ₂ H ₄ OH, wherein R ₁₀ is present in both the solid and liquid compositions, Chain alkyl and / or acylhydrocarbyl groups; Primary, secondary and branched chain alkyl and alkenyl substituted phenolic hydrocarbyl groups; And a hydrocarbyl group having a hydrocarbyl chain having about 8 to 20 carbon atoms, preferably about 10 to about 18 carbon atoms. More preferably, the hydrocarbyl chain length in the liquid composition is from about 16 to about 18 carbon atoms, and in the case of solid compositions from about 10 to about 14 carbon atoms. General formula, Y of the above ethoxylated non-ionic surfactant is typically -O-, -C (O) O-, -C (O) N (R 11) -, or -C (O) N (R ₁₁ ) R ₁₁ -, wherein R ₁₀ and R _11, if present, have the same meaning as described above, and / or R ₁₁ is hydrogen and z is at least 8, preferably at least about 10-11 . The performance and stability of the softener composition generally appears when there are few ethoxy groups.

An example of a nonionic surfactant according to the above structure is as follows, wherein an integer in brackets represents the number of EO groups in the molecule. In particular, the deco-, under-, dodder-, terraced-, and pentadecaethoxylates of n-hexadecanol and n-octadecanol are useful in the context of the present invention Can be used as a wetting agent. Examples of ethoxylated primary alcohols that can be used in the present invention as viscosity / dispersity modifiers of the composition include n-octadecanol EO (10) and N-decanol EO (11). Ethoxylates of mixed natural or synthetic alcohols in the " oleyl " chain length range may also be used in the present invention. Specific examples of such materials include oleyl alcohol EO (11), oleyl alcohol EO (18) and oleyl alcohol EO (25). In addition to these, it is also possible to use 3-hexadecanol, 2-octadecanol, 4-eicosanol and 5-eicosanol such as deca-, undeca-, dodeca-, tetradeca-, pentadeca-, octadeca-, Decaethoxylate can be used as a humectant in the present invention. As in the case of alcohol alkoxylates, alkylphenols, in particular hexa- to octadecaethoxylates of monohydric alkylphenols, are useful as viscosity / dispersity modifiers of the compositions according to the invention. hexa to octadeca-ethoxylates such as p -tridecylphenol, m -pentadecylphenol, etc. are particularly useful in the present invention. An example of an ethoxylated alkylphenol useful as a wetting agent in the mixture of the present invention is p -tridecylphenol EO (11), m -pentadecylphenol EO (18). The phenylene groups in the nonionic structural formulas, such as those used in the present invention and those generally recognized in the art, are equivalent to alkylene groups having 2 to 4 carbon atoms. Both primary and secondary alkylene alcohols, and alkenyl phenols corresponding to those just described, can be ethoxylated and used as wetting agents in the present invention. Furthermore, in general, the branched chain primary and secondary alcohols, which can be synthesized using the well-known Oxo Process, can be ethoxylated and used as wetting agents in the present invention.

The above ethoxylated nonionic surfactants can be used alone or in combination in the present compositions, the term " nonionic surfactant " includes mixed nonionic surfactants. If a surfactant is used, the level is preferably from about 0.01 to about 2.0% of the weight based on the dry fibers of the tissue paper. The surfactant preferably has an alkyl chain having 8 or more carbon atoms. Examples of anionic surfactants include linear alkyl sulfonates and alkyl benzene sulfonates. Examples of nonionic surfactants include alkyl glycoside esters, alkyl glycosides including alkyl glycoside ethers, and alkyl polyethoxy esters.

(B) Strength Additives

Other types of chemicals that may be added include additives to improve the dry tensile strength of the tissue web and the wet burst. The present invention can contain, as an optional ingredient, from about 0.01 to about 3.0 wt%, more preferably from 0.3 to about 1.5 wt%, of the water-soluble strength additive resin to dry fiber weight. The water soluble strength additive resin may include dry strength additives, permanent wet strength resins, temporary wet strength resins, or a compatible mixture thereof.

As used herein, the term " permanent wet strength resin " refers to a resin that retains the initial wet strength for at least two minutes when the paper is in the aqueous medium. There are many types of permanent wet strength resins that can be used in the present invention. In general, it can be used in the present invention if it has been found in the past and usefulness will be found later in the field of paper making technology. Various examples are described by Westfelt in Cellulose Chemistry and Technology , Volume 13 (1979), pages 813-825. Generally, wet strength resins are water-soluble, cationic materials. In other words, the resin is water-soluble at the time it is added to a paper manufacturing furnish. It is highly probable and likely that such events, such as cross-linking, will not cause the resin to dissolve in water. Additionally, some resins will only dissolve under certain conditions, such as a limited pH range. Wet strength resins are generally believed to perform cross-linking or other curing reactions after being placed on, in, or in the middle of a paper making fiber. However, such cross-linking or treatment usually does not occur as long as a significant amount of water is present. Various types of polyamide-ethychlorohydrin resins have particular utility. These materials are low molecular weight polymers that provide reactive functional groups such as amino, epoxy, and azetidinium groups. These materials are available under the trade name SANTO-RES (trade name) such as SANTO-RES 31 from Monsanto Company. Another water-soluble cationic resin that can be used in the present invention is a polyacrylamide resin. Other types of water-soluble resins that may be used in the present invention include acrylic emulsions and anionic styrene-butadiene latexes. Another water-soluble cationic resin finds use in the present invention is urea formaldehyde and melamine formaldehyde resins. These polyfunctional, reactive polymers have molecular weights of several thousand. More common functional groups include nitrogen containing groups such as amino groups and methylol groups bonded to nitrogen. Although less preferred, polyethylene imine type resins also have utility in the present invention. A more complete description of water soluble resins such as those described above and their preparation can be found in TAPPI Monograph Series No.29 Wet Strength In Paper and Paperboard , Technical Association of Pulp and Paper Industry (New York: 1995).

The permanent wet strength additives described above are intended to impart a permanent wet strength to the paper product, i. E. Maintain a significant degree of initial wet strength over a long period of time when the paper is placed in an aqueous medium. However, permanent wet strength may or may not be desirable in some paper products. Paper products, such as toilet paper, are generally handled after a short period of use, such as in a septic system. If the paper product has a permanent hydrolysis resistant strength characteristic, such a system can be clogged. Therefore, the producer uses a temporary wet strength additive in the paper product in order to have a sufficient wet strength for the intended use. The decay of the wet strength facilitates the passage of the paper product through the decay system. Examples of suitable temporary wet strength resins include modified starch temporary wet strength agents such as those available under the trade designation NATIONAL STARCH 78-0080 from National Starch and Chemical Corporation. This type of wet strength reagent can be made by reacting dimethoxyethyl-N-methyl chloroacetamide with a cationic starch amide. Modified Starch Temporal Wet Strength Reagents are also disclosed in U.S. Patent Nos. 4,675,394 and 4,981,557.

(C) Other additives

Other suitable additives may be used in paper and tissue making applications, depending on the application. For example, glycerin can also be used in the compositions and combinations thereof. When glycerin is used, the amount in the aqueous softening composition is from about 0.1 to 98 wt%, more preferably from about 60 to about 80 wt%, and even more preferably from about 40 to about 60 wt% of the composition. In addition, the compositions and formulations of the present invention may contain glycols such as propylene glycol or polyethylene glycol instead of, or in addition to, glycerin in such formulations.

Other optional ingredients include aloe, wetting agents, skin protectants, and tackifiers. Suitable wetting agents include lactic acid and its salts, sugars, ethoxylated glycerin, ethoxylated lanolin, corn syrup, starch hydrolyzate, urea, and sorbitol. Suitable skin protectants include allotin, kaolin and zinc oxide. Suitable tactile improvement agents include corn starch, oat flour, boron nitride, and cyclodextrin.

The following examples are merely a few examples of more specific formulations that embody compositions of the present invention. The following examples are intended to further illustrate the invention and are not intended to limit the scope of what is regarded as the invention.

Basic fabric softener formulation

Example 1

The hexamethylene amine was reacted with 4 moles of ethylene oxide per mole of HMDA. The HMDA ethoxylate was esterified with a mixture of C ₁₄ -C ₁₈ fatty acids (two moles fatty acids per mole of ethoxylate) in two separate runs and the HMDA ethoxylated ester quaternized with 2 moles of DMS per mole of HMDA Respectively. The fatty acid in task (1-A) was a mixture of commercially available tallow fatty acids and in task (1-B) it was a fatty acid obtained from canola oil.

Example 2

This example illustrates the compounding of compounds according to formula (1) in a conventional solvent system. The product was made by thoroughly compounding the quaternary compound and the solvent, then in the fragrance, and then adding water. The components of the formulation and the respective amounts are as follows.

ingredient Amount (wt%) The product of 1-B work (85 wt% based on isopropanol) 23.5 Solvent (hexylene glycol) 18-20 Fragrances, dyes, preservatives, and other subscripts As needed Deionized water Up to 100

The thus obtained blend has a cloud point of 45 DEG C, a melting point of 10 DEG C or higher, and a Gardner color of 0.5 or higher. The quaternary compound product of Task 1-B shows little or no gelling when added to water. The same procedure was repeated except that a 50:50 (weight) mixture of the product prepared according to the above mixing operations 1-A and 1-B was used. The blend obtained here has a cloud point of 50-55 ° C and shows satisfactory properties.

Example 3

This example demonstrates that a clear formulation can be made that contains one or a mixture of conventional quaternary ammonium fiber softener compounds and compounds of formula (1) as defined in the present invention. This finding is based on the surprising discovery that di (C ₈ -C ₂₂ alkyl / alkenyl) di (C ₁ -C 6) alkyl ₄ alkyl) quaternary ammonium compounds, such as those used in this example, are not particularly expected in many conventional quaternary ammonium fiber fabric softener actives.

The composition of Example 3 was prepared using the procedure used in Example 2. The components and their amounts are as follows.

ingredient Amount (wt%) The product of work 1-B (85 wt% based on isopropanol) 14.1 Ditallow dimethyl ammonium chloride (available from Witco Corporation under the trade name ADOGEN < (R) > 470) 10.7 Hexylene glycol 24.0 Fragrances, dyes, preservatives, and other additives As needed Deionized water Up to 100

The product thus obtained had a cloud point of 45-50 캜, a melting point of 27 캜, and a Gardner color of 0.5 min.

Examples 4 and 5

Additional formulations using other solvent systems are included in Examples 4 and 5, both of which were prepared by the procedure described in Example 2. [

Example 4 ingredient Amount (wt%) Work 1-B 23.5 TMPD 7.5 Hexylene glycol 7.5 Fragrances, dyes, preservatives, and other additives As needed Deionized water Up to 100

Example 5 ingredient Amount (wt%) Product of Action 1-A 11.8 Work 1-B 11.8 TMPD 7.5 Hexylene glycol 7.5 Fragrances, dyes, preservatives, and other additives As needed Deionized water Up to 100

As described above, the fiber-softening activity of amine and ammonium derivatives is often rendered ineffective by reaction with anionic detergent compounds present in the wash water. Although detergents and softeners are both added together during the washing process, the detergent compounds that remain in the fibers detract from the effectiveness of the softening agent, even if the fabric softener is added during the rinse (as is typically the case).

Examples 6 and 7

More generally, examples of formulation guidelines for fabric softener compositions comprising polyester polyquaternary compounds conforming to formula (1) are included in Examples 6 and 7. As previously described, unsaturated fatty acids are more preferred for preparing compounds of formula (1) or at least a portion of compounds of formula (1) used in formulations when a clear formulation is required. If a clear formulation is desired, the formula (I) of the fatty acid used to prepare the compound of formula (I) The value ranges from about 30 to about 140, more preferably from about 80 to about 120, and most preferably from about 90 to about 110. Some examples of fatty acids that may be preferred include, but are not limited to: fish oils, canola (including fatty acids derived from partially hydrogenated canola), palm, wheat germ, rapeseed, olive, corn, neem, peanut, safflower, sesame seed, soybean, sunflower seed and cocoa butter.

Example 6 Transparent polyester polyquaternium compositions in conventional solvents ingredient Amount (wt%) Compound of Chemical Formula (1) 15-20 A solvent (e.g., isopropanol, hexylene glycol) 20-30 Fragrances, dyes, preservatives, and other additives As needed Deionized water Up to 100

Example 7 Transparent polyester polyquaternary composition with coupling agent ingredient Amount (wt%) Compound of Chemical Formula (1) 15-25 Coupling agents (e. G., Diols or alkoxylates of formula (T) and / or hydroxy esters of formula (E) 10-15 Acids (e. G., HCl) until the pH is 2.5-4 Fragrances, dyes, preservatives, and other additives As needed Deionized water Up to 100

Examples 8 to 13

As previously disclosed, the compounds of formula (1) may be used alone or in combination with other compounds. Such compounds may include conventional quats as described above (see E. Additional Quaternary Ammonium Compounds). In fact, some of these formulations show favorable formulations and properties that did not rise or expect. For example, as described above, the detergent compound is generally an anionic surfactant, so that when the cationic softener gate is present together in the aqueous solution, it naturally produces a complex with the softener component or even precipitates. Such complex formation or precipitation reaction is undesirable because it interferes with the performance of both the detergent compound and the softener compound. Therefore, detergents and softeners are generally not added at the same time in the washing process to avoid such undesirable complex formation and precipitation reactions. However, since washing machines in North America typically rinse their clothes only once before adding the fabric softener to the laundry, even if the fabric softener is added during the rinse (as is typically done), the residual anionic detergent compound present in the fibers and the cationic softener compound By forming the complex, about 15 to 30% or more of the softening agent is made inert. Certain conventional quats, in particular the ester quats of formula (xxii), provide an advantageous fabric softener combination which, when combined with the compound of formula (1), shows remarkable resistance to complex formation with anionic surfactants.

Example 8 Highly solid HMDA fabric softener blend ingredient Amount (WT%) HMDA + EO 4 mol + fatty acid 2.5 mol + DMS 2 mol 10 Tallow-origin TEA ester quart (DMS-source quart) 15 Fragrances, preservatives, dyes and other additives As many as 100

Example 9 Highly solid BHMT fabric softener blend ingredient Amount (WT%) BHMT + EO 4 mol + tallow fatty acid 3 mol + DMS 3 mol 10 Tallow-origin TEA ester quart (DMS-source quart) 15 Fragrances, preservatives, dyes and other additives As many as 100

Example 10 Highly solid BHMT fabric softener blend ingredient Amount (WT%) BHMT + EO 5 mol + tallow fatty acid 2.5 mol + DMS 3 mol 5 Tallow-origin MDEA ester quart (DMS-origin quart) 15 Fragrances, preservatives, dyes and other additives As many as 100

Example 11 Highly solid BHMT fabric softener blend ingredient Amount (WT%) BHMT + EO 5 mol + Talous fatty acid 3.5 mol + DMS 3 mol 5 3- (dimethylamino) -1,2-propanediol (methylchloride-source quart) 10 Fragrances, preservatives, dyes and other additives As many as 100

Example 12 Even solid BHMT fabric softener blends ingredient Amount (WT%) HMDA + EO 4 mol + tallow fatty acid 2 mol + DMS 2 mol 2.5 Tallow-origin TEA ester quart (DMS-source quart) 5 Fragrances, preservatives, dyes and other additives As many as 100

Example 13 Even solid BHMT fabric softener blends ingredient Amount (WT%) BHMT + EO 5 mol + tallow fatty acid 2.5 mol + DMS 2 mol 2 Tallow-origin MDEA ester chloride quart 5 Fragrances, preservatives, dyes and other additives As many as 100

The above combination shows many unexpected advantages. The most important of these is that there is an improvement in the softening performance of the formulation as compared to an equivalent amount of a dialkyl ester quartz formulation in which no compound of formula (1) is present. However, in addition, the above blends are readily dispersed in water, even cold water, without increasing the viscosity, such as conventional quartz, and provide a fine final particle size when dispersed, for example at a concentration of 100 ppm. Furthermore, such formulations have improved fluidity and viscosity over conventional non-formulation formulations, even in close to solid formulations, with reduced staining and a high degree of color and odor stability. Certain formulations can be made transparent and the clear composition is easier to provide when the fatty acid level of the polyester quat component is low, e.g., 3 moles or less fatty acid per mole of BHMT (i.e., It should be noted that when the fatty acid level of the polyester quartz component, which is a concentration range, is high, that is, when the fatty acid is 3.5 mole or more per 1 mole of HBMT, it is difficult to obtain a transparent compound even though the concentration is low.

Example 14

This example illustrates a combination of compounds according to the present invention combined with a microemulsion. As described above, the above combinations generally comprise three statements: (a) a compound of formula (1), (b) a Solvettef or a coupling agent and mixtures thereof, and (c) an oil or hydrophobic organic component and And mixtures thereof in water. Suitable solvating and coupling agents include diols and alkoxylates corresponding to structural formula (T) or (E), TMPD, TMPD alkoxylates, ethanol, isopropanol, butanol, 1,2-cyclohexanedimethanol CHDM), 1,4-cyclohexanedimethanol (1,4-CHDM), HPHP glycol, isopentyldiol, 1,2-hexanediol, ethylene glycol butyl ether, hexyleneglycol, 2-butoxyethanol C ₆ -C ₁₂ diols / triols and ester diols / triols, glycol ethers, and the like, which are commercially available under the tradename butyl CELLOSOLVE (R).

The oil and hydrophobic organic components may be selected from the group consisting of methyl oleate, mineral seal oil, silicone oil, fatty acid, monoglyceride, diglyceride, triglyceride, dialkyl ester, The same fatty C ₈ -C ₂₂ methyl ester. Although mineral seal oil is preferred in automotive assisted applications, methyl esters are preferred oils based on performance and biodegradability.

One example of such a microemulsion is the following formulation.

Example 14 Microemulsion formulation ingredient Amount (WT%) HMDA + EO 4 mol + tallow fatty acid 2 mol + DMS 2 mol 15 Isopropanol 2.6 TMPD / CHDM (80% / 20%) 11.7 Methyl oleate 18.0 Fragrances, preservatives, dyes and other additives As needed Deionized water Up to 100

This example illustrates the combination of compounds according to formula (1) for use with emulsifiers such as agricultural emulsifiers or asphalt emulsifiers. In a typical formulation, the HMDA is ethoxylated using 4 moles of ethylene oxide per mole of HMDA. The resulting HMDA ethoxylate is esterified with 1.5 to 2 moles of tallow fatty acid per mole of HMDA and the resulting HMDA ethoxylated ester is quaternized with 2 moles of DMS. Therefore, the HMDA ethoxylated ester quat contains only 1.5 to 2 ester groups per HMDA molecule. Thus, this HMDA compound is less hydrophobic than many other examples of compounds according to the chemical structure (1) shown in other examples for other applications. Therefore, this compound is useful, for example, as an emulsifier for organic compounds when combined with insecticides, other surfactants and dispersants, and water. The resulting blends can make a useful agricultural pesticide spray that promotes the HMDA ethoxylated ester quat to leave organic components dispersed in water and allows effective delivery and coverage in the treatment of plants. Examples 16 to 18 provide examples of such use of compounds of formula (1) and combinations thereof. As will be appreciated, in these applications, the polyquaternary compound will contain only about 1 to about 2 ester groups per molecule to ensure that the molecule is less hydrophobic overall than those commonly used in other applications .

Example 16

This example illustrates the combination of compounds according to formula (1) for use as herbicide emulsions. For example, a compound according to formula (1), such as 12 moles of HMDA + EO + 1.2 moles of canola fatty acid or a mixture thereof, is added to a solvent or mixture of solvents and water, followed by mixing the herbicide to form an emulsion. The amount of polyquaternary compound is generally from about 5 to about 50 wt.%, Preferably from about 10 to 40 wt.%, And most preferably from 15 to 30 wt.% Of the herbicide concentrate composition. A typical formulation would be:

Example 16 Herbicide-enriched emulsion combination ingredient Amount (WT%) HMDA + EO 12 moles + canola fatty acid 1.2 moles 20.0 Propylene glycol 4.0 water 2.0 C ₁₀ -C ₁₂ alcohol + EO 9 moles 3.0 Glufosinate herbicide 71.0

Example 17

This example illustrates the combination of compounds according to formula (1) for use as pesticide emulsion formulations. Unlike Example 16, Example 17 does not mix the insecticide itself, but instead an appropriate amount of insecticide is added to the pesticide emulsion formulations to make a pesticide emulsion concentrate concentrate, where the user dilutes the pesticide concentrate with water to form a diluted form use. Generally, only 10 to 30 wt% of the pesticide emulsifier combination is used in the pesticide emulsion concentrate. That is, in the pesticide emulsion concentrate, 70 to 90 wt% of insecticide will be a form that can be generally commercialized. Therefore, the final consumer will dilute the pesticide emulsion concentrate (pesticide / emulsifier package) with water when actually using the actual pesticide.

In the above pesticide emulsion formulations, a compound according to formula (1), such as, for example, 15 mol of BHMT + EO + 1.2 mol of canola fatty acid or a mixture thereof is added to a solvent or mixture of solvents and water, Mix to form an emulsion. The amount of polyquaternary compound is generally about 20 to about 70 wt%, preferably about 15 to 50 wt%, and most preferably 20 to 0 wt% of the herbicide emulsion composition. A typical emulsion formulation would be as follows.

Example 17 Pesticide emulsion formulations ingredient Amount (WT%) HMDA + EO 15 moles + canola fatty acid 1.2 moles 40.0 Phosphate ester 6.0 water 2.0 C ₁₀ -C ₁₂ alcohols + EO / PO block copolymers 52.0

Example 18

As described above, the compound of formula (1) can also be used as an asphalt emulsifier as an additive for asphalt. As in the case of the emulsifier formulations described above, the compounds of formula (1) may contain only about 1-2 esters per molecule to ensure that the molecule is less hydrophobic overall than those commonly used in other applications Group. If the resulting compound is not quaternized or quaternized to a limited extent, such as, for example, 1 mole of DMS per mole of HMDA, possible applications for asphalt products are cationic rapid set: CRS), a cationic medium set for mixing grade applications in slurry room or microsufgacing applications, or in roofing and driveway sealers, CMS). In this application, the amount of the compound of formula (1) comprises from about 0.15 to about 2.0 wt%, preferably from about 0.20 to about 0.75 wt%, and most preferably from about 0.25 to about 0.65 wt% of the asphalt something to do. In general, fatty amines must be hydrogenated to be soluble in water. The pH of the emulsifier solution should be less than about 6.5 and may be adjusted to any strong acid to have a pH between about 1.0 and about 5.0, preferably between about 2.0 and about 4.0, and most preferably between about 2.0 and about 3.0 .

Possible applications in asphalt products include, but are not limited to, cationic slow set emulsions, cationic quick set emulsions, tack coats, and the like, if the compound is quaternized with more than two moles of DMS per mole of HMDA, Such as fog seal, base stabilization, prime coat, slurry seal, micropackage, industrial asphalt emulsion, or filled asphalt emulsion. In this application, the amount of the compound of formula (1) will probably comprise from about 0.1 to about 8.0 wt%, preferably from about 0.20 to about 5.0 wt%, most preferably from 0.5 to about 2.0 wt% of the asphalt . In general, fatty amines must be hydrogenated to be soluble in water. The pH of the emulsifier solution should be less than about 7.0 and may be adjusted to any strong acid to have a pH of from about 1.0 to about 5.0, preferably from about 2.0 to about 4.0, and most preferably from about 2.0 to about 3.0 .

Example 19

This example shows a combination of compounds according to formula (1) for use in corrosion inhibition for use, for example, in lubricating oil or oil fields. For example, a compound according to formula (1), such as 4 moles of HMDA + EO + 2 moles of canola fatty acid or a mixture thereof, is added to the lubricating oil or other oil as a corrosion inhibitor. The polyamines can be used alone or in combination with polyamines or in combination with surfactants and / or coupling agents which can be used separately. In use, an effective amount is used in the oil or oil mixture to be contacted with the metal. The term " effective amount " refers to the amount of polyamine compound effective to inhibit corrosion. In general, the amount of the polyamine compound ranges from about 0.001 to about 5 wt%, preferably from about 0.01 to about 1 wt%, and most preferably from about 0.01 to about 0.5 wt%, of the oil mixture in which it is used.

Example 20

This embodiment can be used to prevent string bowling combined with a stuck pipe, bit-balling, or drilling wells, for example by smoothing a drill string, a combination of compounds according to formula (1) for use in lubricants and anti-balling agents for silicate mud and other water-based muds. Devices for drilling and general lubrication processes are well known to those skilled in the art and are disclosed, for example, in U.S. Patent Nos. 5,586,608, 5,593,954, and 5,639,715. In this lubrication process, a compound according to formula (1), such as, for example, 5 mol of BHMT + EO + 2.5 mol of canola fatty acid or a mixture thereof, is stuck in a pipe, bit- Add to other oils that are effective in inhibiting string bowling. The polyamines may be used alone or in combination with polyamines or in combination with surfactants and / or coupling agents, such as, for example, propylene glycol or ethoxylated glycol, which may be used separately. Such as WITBREAK (trade name) Oilfield products available from Witco Corporation under the trade name WITBREAK (trade name) such as DPG-484 have specific uses. In use, an effective amount of polyamine is applied to the lubricant mixture used during the drilling operation. The term " effective amount " refers to the amount of polyamine compound effective to inhibit stuck pipes, bit-balling, or string bowling. In general, the amount of polyamine compound ranges from about 0.001 to about 5 wt%, preferably from about 0.01 to about 2 wt%, most preferably from about 0.05 to about 0.5 wt% of the lubricant mixture in which it is used. If used, a typical formulation would be as follows.

Example 20 Lubricating and anti-balling compounding ingredient Amount (WT%) BHMT + EO 5 mole + canola fatty acid 2.5 mole 50 Surfactants or coupling agents 50

Example 21

This example illustrates the use of a compound according to formula (1), which can be used as a mineral and coal dehydrating agent for removal of water by a filtration dehydrator well known to those skilled in the art, . In this process, compounds according to formula (1), such as, for example, 4 mol of HMDA + EO + 3 mol of tallow fatty acid + 2 mol of DMS, or mixtures thereof, are added to the mineral slurry prior to mechanical dehydration, The process becomes more effective. The amount of polyquaternary compound generally ranges from about 20 to about 95 wt%, preferably from about 30 to about 80 wt%, most preferably from about 50 to about 75 wt% of the dehydrating agent combination. A typical formulation would be:

Example 21 Mineral and coal dehydrating compounding ingredient Amount (WT%) HMDA + EO 4 + 3 mol of tallow fatty acid + 2 mol of DMS 70.0 TMPD + EO 1 mole 20.0 Nonionic surfactant 10.0

Examples 22-25

These examples illustrate combinations of compounds according to formula (1) for use as a softening / debonding agent in, for example, tissue or paper products. Example 24 represents a general softener / stripper (stripper) according to the present invention, whereas Examples 22 to 44 are special examples. Examples 23 and 24 are both clear liquids, whereas Example 22 is a thick liquid. All of Examples 22-24 were readily dispersed in water.

Example 22 Flexible / debonding formulations for paper ingredient Amount (WT%) HMDA + EO 4 mol + Talos fatty acid 1.5 mol + Canola fatty acid 1.5 mol + DMS 1.75 mol 80 Propylene glycol 5 Alkoxylated fatty acid (nonionic surfactant) 15

Example 23 Flexible / debonding formulations for paper ingredient Amount (WT%) HMDA + EO 4 mole + canola fatty acid 3 mole + DMS 1.5 mole 80 Propylene glycol 5 Alkoxylated fatty acid (nonionic surfactant) 15

Example 24 Flexible / debonding formulations for paper ingredient Amount (WT%) HMDA + EO 10 moles + tallow fatty acid 1.5 moles + canola fatty acid 1.5 moles + DMS 1.5 moles 80 Propylene glycol 5.0 Alkoxylated fatty acid (nonionic surfactant) 15

Generally, the softener / release agent combination of the present invention comprises the same amount as that shown in Example 25.

Example 25 Typical flexibilizer / release agent concentrates ingredient Amount (WT%) Typical desirable The most desirable Compound of Chemical Formula (1) 10-90 30-80 60-80 Propylene glycol 0-30 0-20 0-10 Polyethylene glycol 0-30 0-20 0-10 Nonionic surfactants such as alkoxylated fatty acids or alkoxylated nonionic surfactants 10-80 10-60 10-40

In the following tests the performance of the formulations of the present invention was compared to a commercial product available under the trade name AROSURF (R) PA-801 from Witco Corporation. At this time, the amount of the release agent was set to 1, 3, 5 lb. (#) per ton of fiber used for softwood (SW) fiber furnish.

Standard manufacturing and testing methods were used for performing comparison tests against AROSURF PA-801 and for the manufacture of a handsheet, which include hand sheet manufacture (TAPPI Test Method T-205); Dry Tension (TAPPI Test Method T-492); Absorption rate and capacity (TAPPI Test Method T-561); Paper conditioning (TAPPI Test Method T-402); Grammage and thickness (TAPPI test method T-220). Flexibility was measured using a matched flexible panel comparison.

In each case, a dispersion of suitable formulations was prepared in water at 25-30 占 폚. An aqueous slurry of SW fibers was applied to the release agent 1, 3, 5 lb. per tonne of fiber. (#), Respectively. A tissue weight hand sheet, about 60 g / m 2, was prepared according to TAPPI Procedure T-205. The hand sheet is balanced under the conditions specified in TAPPI method T-402. The tensions, absorption rates, and capacities of the handsheets were tested according to TAPPI methods T-492 and T-561, respectively. Table II shows the results. In each case, the flexibility of the products treated with Examples 22-24 was better than the products treated with comparable amounts of AROSURF (R) PA-801 exfoliant.

Test results Removal agent Tension (kNm / kg) Absorption capacity at 0.5 sec (g / g / sec) Absorption capacity at 20 seconds (gH ₂ O / g fiber) 1 # / t 3 # / t 51 # / t 1 # / t 3 # / t 5 # / t 1 # / t 3 # / t 5 # / t Blank 15.28 15.28 15.28 0.19 0.19 0.19 2.08 2.08 2.08 AROSURF (registered trademark) 13.61 10.05 7.67 0.16 0.19 0.19 1.80 1.39 1.34 PA-801 Example 22 13.27 9.83 7.99 0.16 0.13 0.11 1.83 1.40 1.26 Example 23 13.30 10.32 7.83 0.15 0.13 0.13 1.76 1.51 1.43 Example 24 12.20 10.11 8.61 0.16 0.13 0.13 1.68 1.40 1.36

From the above tests and the results shown in Table 2, it can be seen that the HMDA ester quartz is an effective exfoliator and is not inferior in performance to industry standards. In fact, the HMDA ester quartz provides a peeled tissue product with good absorption rate and capacity, and the hand panel confirms that the formulation of the present invention offers much greater flexibility than the AROSURF (R) PA-801 stripper. In addition, the HDMA ester quartz blend has less odor and each of the above blends is readily dispersed in warm water. As with all of the examples given, Examples 22 to 25 are merely exemplary, and although only softfibres are applied here, they are hard fibers, recycled fibers, baggasse fibers, fluff pulp, Paper making fibers, and mixtures thereof.

Example 26

This example describes a combination of compounds according to formula (1) for use as an ink scavenger, for example in the production of recycled paper. Generally such formulations are added to pulpers and / or slurries that pass through the floating cells. The furnishes from which the ink is to be removed with the compounds of the present invention include laser printed waste paper, printed waste paper for newsprint paper pulverizers, inks fixed on pulp fibers of printed waste paper such as newspapers or magazines, Newspapers / magazines / newspapers, and so on. Apparatuses and processes for removing ink are well known to those of ordinary skill in the art. Exemplary apparatus and processes are disclosed in U.S. Patent Nos. 5,622,597, 5,346,543 and 5,696,292, and additional apparatus and methods are disclosed in PCT WO / 95/12026 and EP 0 726 246 A1. In the above ink removal process, the amount of the compound of formula (1) is from about 0.01 to about 2.0 wt.%, Preferably from about 0.03 to about 1.0 wt.%, And more preferably from 0.05 to 2.0 wt. 0.5 wt.%. Other commonly used additives include nonionic surfactants such as ethylene oxide / propylene oxide (e.g., alcohol or fatty acid alkylphenol derivatives), sodium silicate, sodium hydroxide, hydrogen peroxide or sodium hypochlorite, and EDTA or DTPA chelating agents are included. In addition, the cationic ink remover may be mixed with fatty acids, alkylene oxide adducts and other solvents. The ink removal is usually done at 1O < 0 > C fiber slurry at 40-50 [deg.] C consistently.

Examples 27 to 31

These embodiments illustrate combinations of compounds according to formula (1) for use as bodily care formulations, such as, for example, hair conditioners and skin conditioners. Example 29 is a microemulsion agent which can be likened to Example 14.

Example 27 HMDA Hair Conditioner Compound ingredient Amount (wt%) HMDA + EO 4 mol + canola fatty acid 2 mol + DMS 2 mol 1.18 Cetyl alcohol 2.00 Cetoareth-20 (Ethoxylated Ethylated Cetylaryl Alcohol) available from Witco Corporation under the tradename VARONIC (R) 63-E20, 1.00 Fragrances, dyes, preservatives and other additives As needed Deionized water Up to 100

Example 28 BHMT Hair Conditioner Compound ingredient Amount (wt%) BHMT + EO 5 mol + canola fatty acid 3.5 mol + DMS 2.5 mol 1.18 Cetyl alcohol 2.00 Cetoareth-20 (Ethoxylated Ethylated Cetylaryl Alcohol) available from Witco Corporation under the tradename VARONIC (R) 63-E20, 1.00 Fragrances, dyes, preservatives and other additives As needed Deionized water Up to 100

Example 29 BHMT Microemulsion Hair Conditioner Compound ingredient Amount (wt%) BHMT + EO 5 mol + canola fatty acid 3.5 mol + DMS 2.5 mol 1.8 ALSPFKF DHDLF (available under the trade name KAYDOL (registered trademark) from Witco Corporation) 1.8 TMPD + 1 EO 1.2 Fragrances, dyes, preservatives and other additives As needed Deionized water Up to 100

In the tests conducted with the sample hairs, the compositions of Examples 27 to 29 showed better combing, tangling, shiny hair, and tactile feel compared to the combination using HMAC ester quat or BHMT ester quartet instead of diacetyl ammonium chloride. And the performance is remarkably good such as good. In addition, the compositions of Examples 27-29 were less irritating than formulations using polyacetylammonium chloride, which causes severe redness, burns, itching, and the like, which are unacceptable in bodily care formulations. As in the microemulsion of Example 14, the body-management microemulsion as in Example 29 comprises three components: (a) a compound of formula (1), (b) a Solvetteff or a coupling agent and mixtures thereof, and c) oil or hydrophobic organic components and mixtures thereof, which are mixed with water.

The amount of the compound of formula (1) in the above combination is from about 0.1 to about 65 wt.%, Preferably from about 0.1 to about 35 wt.%, Most preferably from about 0.1 to about 5 wt.% Of the combination, The amount of trough or coupling agent is from about 0.1 to about 65 wt.%, Preferably from about 0.1 to about 35 wt.%, Most preferably from about 0.1 to about 5 wt.% Of the formulation, and the amount of oil or hydrophobic organic component %, Most preferably from about 0.1 to about 5 wt.% Of water, and the amount of water is from about 20 to about 99.7 wt.% Of the formulation, preferably from about 0.1 to about 65 wt.% Of the formulation, preferably from about 0.1 to about 35 wt. To about 99.7 wt.%, Most preferably from about 65 to about 99.7 wt.%. Suitable Solvette or coupling agents include diols and alkoxylates according to structural formula (T) or (E), hydroxypivalyl hydroxy pivalate and its alkoxylate derivatives, TMPD, TMPD alkoxylates, ethanol, isopropanol, Butanol, 1,2-cyclohexanedimethanol (1,2-CHDM), 1,4-cyclohexanedimethanol (1,4-CHDM), HPHP glycol, isopentyldiol, 1,2-hexanediol, ethylene glycol Propylene glycol (3-methyl-1,3-butanediol), sorbitan ethoxylate, 2-butoxyethanol (commercially available from Union Carbide under the trade name butyl CELLOSOLVE (registered trademark)), C ₆ C ₁₂ diols / triols, ester diols / triols and their alkoxylate derivatives, glycol ethers, and the like. The oil and hydrophobic organic components can be applied to fatty C ₈ -C ₂₂ methyl esters such as methyl oleate, mineral seal oil, silicone oil, fatty acids, monoglycerides, diglycerides, triglycerides, dialkyl esters, . ≪ / RTI >

Examples 30 and 31 provide examples of suitable hand lotion or skin conditioner.

Example 30 HMDA Skin Conditioner Compounding ingredient Amount (wt%) HMDA + EO 4 mol + canola fatty acid 2 mol + DMS 2 mol 1.18 Glyceryl stearate 1.00 Stearic acid 2.00 Cetyl alcohol 2.00 Glycerin (available under the trade name KEMSTRENE (registered trademark) from Witco Corporation) 1.60 Mineral oil (available under the trade name KAYDOL from Witco Corporation) 6.00 PEG-30 glyceryl cocoate (available from Witco Corporation under the tradename VARONIC < (R) > LI-63) 1.60 Fragrances, dyes, preservatives and other additives As needed Deionized water Up to 100

Example 31 BHMT skin conditioner blend ingredient Amount (wt%) BHMT + EO 5 mol + canola fatty acid 3.5 mol + DMS 2.5 mol 1.18 Glyceryl stearate 1.00 Stearic acid 2.00 Cetyl alcohol 2.00 Glycerin (available under the trade name KEMSTRENE (registered trademark) from Witco Corporation) 1.60 Mineral oil (available under the trade name KAYDOL from Witco Corporation) 6.00 PEG-30 glyceryl cocoate (available from Witco Corporation under the tradename VARONIC < (R) > LI-63) 1.60 Fragrances, dyes, preservatives and other additives As needed Deionized water Up to 100

It should be understood that many of the embodiments and claims of the present specification include salts, i.e., anions and cations. Whether a given compound is an anion or a cation may not be critical to the activity of the compound for a given purpose (i.e., constituting a spectator ion), and in that case a suitable substitution can be made, As will be understood by those of ordinary skill in the art. Thus, with respect to compounds of formula (1), the counter anion A ^- can be, for example, chloride, bromide, methyl sulfate, ethyl sulfate, or salicylate or the like. Similarly, the sodium ions present in many of the anionic surfactants claimed and suggested in the above examples can be replaced with other cations such as potassium ion, ammonium ion, without any noticeable effect on the performance of the anionic surfactant. Furthermore, with respect to the other ingredients which may be added to the composition or salts which are incidentally added, such as a viscosity modifier, the ingredients may be present in all similar compounds, i. E. In the intended application, Lt; RTI ID = 0.0 > I, < / RTI > It is needless to say that the above ion substitution is well known in the technical field, and it is within the scope of the appended claims to fall within the full scope of these possibilities and equivalents.

As described above, embodiments have been presented with the intention of explaining the aspects of the invention in more detail. These embodiments are illustrative only and are not to be construed as limiting the scope of what is regarded as the invention. Thus, the scope of the present invention is defined only by the following claims and their equivalents. The terms "comprise," "comprises," "comprises," and the like, as used in the specification and claims, mean that the composition or combination has, It is not intended to exclude other unrecognized ingredients.

Claims (33)

A composition comprising a compound of formula (1) and water, wherein the composition does not contain a significant amount of a fabric resin treating compound or silicone; Wherein each R ^* and R ^** is independently a linear, branched or cyclic alkylene group having from 2 to 12 carbon atoms wherein the two nitrogen atoms are not separated by less than two carbon atoms, Each A ¹ , A ² , A ³ , A ⁴ and A ⁵ is independently a linear or branched alkylene having 2 to 4 carbon atoms, Wherein each R ¹ , R ² , R ³ , R ^4, and R ⁵ is independently -H or R ^A C (O) -, wherein R ^A is selected from the group consisting of 7 to 21 carbon atoms and 0 to 4 carbon- , At least one of R ¹ , R ² , R ³ , R ⁴ or R ⁵ is R ^A C (O) -, Each Q ¹ , Q ² and Q ³ is independently -H, -CH ₃ , -C ₂ H ₅ , -C ₃ H ₇ , -C ₄ H ₅ , benzyl, -CH ₂ COOH or -CH ₂ COOA ^- , Or both Q ¹ and Q ³ , or Q ¹ and Q ² both -CH ₂ CH ₂ - when R ^* is a -CH ₂ CH ₂ - group then forming a hexagonal piperazine ring, or R ^** is -CH ₂ CH ₂ - group, both Q ³ and Q ³ may form -CH ₂ CH ₂ - and thus form a hexagonal piperazine ring, m is 0 to 4, r is 0 to 2, v, w, x, y and z are each independently 1 to 8, i is from 0 to 1, j is from 0 to 1, k is each from 0 to 1, the sum of i + j + k is from 0 to 4, A ^- are each independently an anion as defined below and n is the number of moles of A ^- required to bring the net charge of the compound of formula (1) to zero. The composition of claim 1, wherein the composition comprises a mixture of two or more different compounds of formula (1). 2. The composition of claim 1, wherein m is from about 1 to about 4. 2. The composition of claim 1 wherein at least one of v, w, x, y, and z is greater than one. 5. The composition of claim 4, wherein v, w, x, y, and z are each greater than one. The composition of claim 1, further comprising an amine salt, a polyamine salt, or a mixture thereof. (a) a compound according to formula < RTI ID = 0.0 > (1) Wherein each R ^* and R ^** is independently a linear, branched or cyclic alkylene group having from 2 to 12 carbon atoms wherein the two nitrogen atoms are not separated by less than two carbon atoms, Each A ¹ , A ² , A ³ , A ⁴ and A ⁵ is independently a linear or branched alkylene having 2 to 4 carbon atoms, Wherein each R ¹ , R ² , R ³ , R ^4, and R ⁵ is independently -H or R ^A C (O) -, wherein R ^A is selected from the group consisting of 7 to 21 carbon atoms and 0 to 4 carbon- , At least one of R ¹ , R ² , R ³ , R ⁴ or R ⁵ is R ^A C (O) -, Each Q ¹ , Q ² and Q ³ is independently -H, -CH ₃ , -C ₂ H ₅ , -C ₃ H ₇ , -C ₄ H ₅ , benzyl, -CH ₂ COOH or -CH ₂ COOA ^- , Or both Q ¹ and Q ³ , or Q ¹ and Q ² both -CH ₂ CH ₂ - when R ^* is a -CH ₂ CH ₂ - group then forming a hexagonal piperazine ring, or R ^** is -CH ₂ CH ₂ - group, both Q ³ and Q ³ may form -CH ₂ CH ₂ - followed by a hexagonal piperazine ring, m is 0 to 4, r is 0 to 2, v, w, x, y and z are each independently 1 to 8, i is from 0 to 1, j is from 0 to 1, k is each from 0 to 1, the sum of i + j + k is from 0 to 4, A ^- are each independently an anion as defined below, n is the number of moles of A ^- required to bring the net charge of the compound of formula (1) to zero, (b) a surfactant selected from the group consisting of an anionic surfactant, a cationic surfactant, a zwitterionic surfactant, a nonionic surfactant, an amphoteric surfactant, and mixtures thereof. Composition. 8. The composition of claim 7, wherein the composition further comprises water. 8. The composition of claim 7, wherein the surfactant of the agent comprises a conventional quaternary compound. 10. The composition of claim 9, wherein the composition does not contain significant amounts of silicon. 10. The composition of claim 9 wherein at least one of v, w, x, y, and z is greater than one. 12. The composition of claim 11, wherein v, w, x, y, and z are each greater than one. The method of claim 7, wherein the ethoxylates thereof surfactant nonylphenol, EO, PO, iPO, BO, or mixtures thereof with C ₅ -C ₂₀ linear or branched alkoxylates, amine ethoxylates, fatty Amide ethoxylate, fatty acid ethoxylate, carboxylated nonionic compound,? -Polyglucoside, and mixtures thereof. 8. The method of claim 7, wherein the surfactant is selected from the group consisting of ammonium lauryl sulfate, sodium lauryl sulfate, alpha-olefin sulfate, ammonium laureth sulfate (2 or 3 moles), sodium laureth sulfate Or 3 moles), sodium myristyl sulfate, myristeth sulfate (1-4 moles), ammonium xylene sulfonate, sodium xylene sulfonate, TEA dodecylbenzene sulfonate, TEA lauryl sulfate, Ammonium pareth sulfate, sodium parath sulfate, sodium oleth sulfate, derivatives thereof, and mixtures thereof. 8. The composition of claim 7 wherein the surfactant of the agent is selected from the group consisting of betaines, sulfosuccinates, mono- and di-glycerides, glycinates, sugars and derivatives thereof, hydroxysultaines, - and di-acetate, ethoxylated derivatives thereof, and mixtures thereof. 8. The composition of claim 7, wherein the surfactant is selected from the group consisting of alkanolamides, amine oxides, and mixtures thereof. (a) a compound of the following structural formula (1) Wherein each R ^* and R ^** is independently a linear, branched or cyclic alkylene group having from 2 to 12 carbon atoms wherein the two nitrogen atoms are not separated by less than two carbon atoms, Each A ¹ , A ² , A ³ , A ⁴ and A ⁵ is independently a linear or branched alkylene having 2 to 4 carbon atoms, Wherein each R ¹ , R ² , R ³ , R ^4, and R ⁵ is independently -H or R ^A C (O) -, wherein R ^A is selected from the group consisting of 7 to 21 carbon atoms and 0 to 4 carbon- , At least one of R ¹ , R ² , R ³ , R ⁴ or R ⁵ is R ^A C (O) -, Each Q ¹ , Q ² and Q ³ is independently -H, -CH ₃ , -C ₂ H ₅ , -C ₃ H ₇ , -C ₄ H ₅ , benzyl, -CH ₂ COOH or -CH ₂ COOA ^- , Or both Q ¹ and Q ³ , or Q ¹ and Q ² both -CH ₂ CH ₂ - when R ^* is a -CH ₂ CH ₂ - group then forming a hexagonal piperazine ring, or R ^** is -CH ₂ CH ₂ - group, both Q ³ and Q ³ may form -CH ₂ CH ₂ - followed by a hexagonal piperazine ring, m is 0 to 4, r is 0 to 2, v, w, x, y and z are each independently 1 to 8, i is from 0 to 1, j is from 0 to 1, k is each from 0 to 1, the sum of i + j + k is from 0 to 4, A ^- are each independently an anion as defined below, n is the number of moles of A ^- necessary for the total charge of the compound of formula (1) to be zero, (b) solvating or coupling agents or mixtures thereof, (c) an oil or hydrophobic organic component and mixtures thereof. 18. The composition of claim 17, wherein the composition additionally comprises water. 19. The composition of claim 18, wherein the amount of the compound of formula (1) is from about 0.1 to about 65 wt% of the combination, the amount of solvatef or coupling agent is from about 0.1 to about 65 wt% of the combination, From about 0.1 to about 65 wt% of the blend, and the amount of water is from about 20 to about 99.7 wt%, preferably from about 35 to about 99.7 wt% of the blend. 19. The method of claim 18, wherein the solvate or coupling agent is selected from the group consisting of hydroxypivalyl hydroxy pivalate and its alkoxylated derivative, TMPD, TMPD alkoxylate, ethanol, isopropanol, butanol, 1,2-cyclohexanedimethanol, , 4-cyclohexane dimethanol, HPHP glycol, isopentyldiol, 1,2-hexanediol, ethylene glycol butyl ether, hexylene glycol, isoprene glycol, sorbitan ethoxylate, 2-butoxyethanol, C _{6- C12} diols / triols and ester diols / triols and alkoxylated derivatives thereof, glycol ethers, and mixtures thereof. 19. The method of claim 18, wherein the oil or hydrophobic organic component is selected from the group consisting of fatty acids; Fatty amide; Fatty alcohols; Fat oil; Fatty acid esters prepared from C ₈ -C ₂₂ fatty acids and C ₁ -C ₈ alcohols; Dialkyl esters; Mineral oil; Mineral seal oil; Silicone oil; Petrolatum; Monoglycerides; Diglyceride; Triglyceride; Aliphatics, paraphenic, and naphthalenic hydrocarbons; Oils and spirits; And mixtures thereof. 18. The composition of claim 17, wherein the iodine value of the fatty acid used to prepare the compound of formula (1) ranges from about 30 to 140. < Desc / 18. The composition of claim 17, wherein the iodine value of the fatty acid used to prepare the compound of formula (1) ranges from about 80 to 120. < Desc / 18. The composition of claim 17, wherein the iodine value of the fatty acid used to prepare the compound of formula (1) ranges from 90 to 110. < Desc / 19. The composition of claim 18, wherein the composition is emulsified in a microemulsion. 26. The composition of claim 25, wherein the composition is clear. 26. The method of claim 25, wherein the amount of the compound of formula (1) is from about 5 to about 50 wt% of the combination, the amount of Solvethorp or coupling agent is from about 2 to about 15 wt% of the combination, ≪ / RTI > by weight of the composition. The composition of claim 27, wherein the amount of compound of formula (1) is from about 10 to about 30 wt% of the combination, the amount of Solvettef or coupling agent is from about 3 to about 10 wt% of the combination, RTI ID = 0.0 > 30% < / RTI > Wherein the amount of the compound of formula (1) is from about 0.1 to about 65 wt% of the combination, the amount of Solvetrop or coupling agent is from about 0.1 to about 65 wt% of the combination, the amount of oil or hydrophobic organic component is from about 0.1 to about , ≪ / RTI > and 65 wt.%, According to claim 26. 30. The composition of claim 29, wherein the amount of the compound of formula (I) is from about 0.1 to about 25 wt% of the combination, the amount of Solvethorp or coupling agent is from about 0.1 to about 65 wt% of the combination, From about 0.1% to about 25% by weight of the combination. 17. The pesticide emulsion formulation of claim 17 further comprising water. An insecticide formulation comprising an insecticide emulsion formulation according to claim 46 and an effective amount of an insecticide. 34. The pesticide formulation of claim 32, wherein the amount of compound of formula (1) is from about 5 to about 50 wt% of the pesticide combination.