KR900004535B1 - Antistatic agents - Google Patents

Abstract

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Description

Antistatic Agent-Containing Composition

FIG. 1 is the absorption spectrum of polyoxypropylene trinekanoamide sold as Jeffamine T-403.

2 is an absorption spectrum of diodedecanoamide of polyoxypropylenediamine, sold as Jeffamine D-230.

3 is an absorption spectrum of dineodecanoamide of neodecanoic acid and hexamethylenediamine.

4 is an absorption spectrum of dienedecanoamide consisting of neodecanoic acid and ethylenediamine.

[Technical Field]

The present invention provides patents with good antistatic properties to wash and rinse water, which is found to be adsorbable to household laundry, in particular fibrous fabrics such as synthetic polymer fabrics such as polyester. The present invention relates to novel alkanoamides that allow the accumulation of electrostatic charges to be suppressed.

More particularly, the present invention relates to polyfunctional amides of trialkylacetic acid and trialkylacetic acid in which the trialkylacetic acid moiety contains 1-10 carbon atoms in each of its alkyls and the aliphatic polyfunctional amine component contains 2-5 amino groups. It is about. Such compounds are hereinafter referred to as polyamides and polyamines or multiamides or multiamines. They each contain at least two amide or amine groups.

In addition, antistatic detergents, cleaning and other laundry compositions and products containing one or more antistatic compounds other than the present invention are also included in the present invention and may be incorporated into such compositions in laundry, washing and other operations to impart antistatic properties. Methods of treating laundry are also included in the present invention.

Neodecanoic acid and neopentanoic acid are currently sold by Exxon Chemical Americas and are described under the name Nature of Neoacids in a newsletter published by the company (Chemistry and application (1982)). Other neoalkanoic acids such as neoheptanoic acid, neononanoic acid and mixed neododecanoic acid, neotridecanoic acid and neotetradecanoic acid were also prepared. The amides of neoacids and their preparation are mentioned in this bulletin P10: step 1, the use of various neododecanoamides, such as insecticides, plasticizers (for PVC), foaming agents, foam inhibitors and slip reagents (polyolefins). Although the use as a film) is almost mentioned, no mention has been made of the multiamides of the invention or their use as laundry antistatic agents.

A U.S. Patent between 1950-1984 and CA between 1967 and 1985, computer-aided US Patent 4,440,666 on hydrocarbon liquids containing polyalkylenepolyamines and C _5-20 neoacid extra-reaction products in small proportions The amide acts as a corrosion inhibitor. This patent does not indicate any polyamide of the present invention nor does it suggest that any of these compounds have antistatic activity.

Because modern synthetic organic detergents are such excellent cleaners, fabrics washed with them often lose the desired flexibility. The fibers in many of these laundry fabrics are synthetic polymers, which can cause undesirable static charges to accumulate during drying in a washing machine or when the fabrics are rubbed with other materials. Many studies have been conducted to develop materials that reduce the buildup of static charges and reduce the buildup of static charges in laundry, when incorporated into washing water or otherwise.

Di-lower alkyl di-higher alkyl ammonium halides, such as quaternary ammonium salts such as dimethyl distearyl ammonium fluoride, as fabric softeners in detergents or as fabric softeners which are added to washing water, or paper, sponges introduced into a dryer Or other substrates, which transfer these cationic materials to rotating laundry. Some amines are known to be useful for some such applications. However, since these cationic substances react poorly with anionic detergents, their use in anionic detergent compositions results in undesirable reaction products resulting in loss of cleaning power. These cationic materials also interact with the optical brighteners to reduce their gloss effect.

It is an important feature of the present invention to find some neutral amide rates that are insoluble in water and may be in the desired oily or plastic, flowable or diffusible state at normal use temperatures such as 10 ° -90 ° C. and preferably 10-60 ° C.

Such specific amides, which have the desired physical properties and which are adsorbent or otherwise can be deposited on laundry from washing or washing water in a washing machine or on laundry drying in a dryer, are polyamides of neoalkanoic acid.

According to the present invention, these novel compounds are polyamides of trialkylacetic acid (s) and polyamine (s) useful as antistatic agents of filamentous and oily substances, wherein the trialkylacetic acid moiety is 1-10 It contains carbon atoms and the polyamine component contains 2-5 amino groups. Preferred polyamides are diamines containing from 3 to 12 carbon atoms in each alkyl of the trialkylacetic acid component, and the polyamine component containing a polyoxyalkylene group and / or a C _2-10 alkylene group linked to the amide group of the polyamide. Or triamyls. In such compounds, the oxyalkylene of the polyoxyalkylene group contains 2-4 carbon atoms, and the number of such oxyalkylene groups in each polyoxyalkylene group is 1-40 and the alkylene group of the polyoxyalkylene alkylel 1- It contains 10 erased atoms.

Detergent compositions containing the polyamides of the present invention, rinse compositions and "dry products" and methods of applying such pleamides to laundry during washing, washing and drying cycles are all within the scope of the present invention.

In the description of the polyamide of the present invention, the component groups, parts thereof, and reactants are expressed in the singular as in the components of the detergent composition, the washing and drying products, but it is to be understood that the mixture is also included. The expression "neoalkyl" here refers to the "residue" remaining after the carboxyl is removed from the neoalkanoic acid.

Neodecanoic acid, commonly available in prime and industrial grades from Axon Chemical Americas, is synthesized by reacting carbon monoxide with non-branched branches in the presence of an aqueous acidic catalyst under high temperature and pressure (coat, koch reactions). Generation and subsequent formation of complex compounds by complex formation reactions with carbon monoxide and side solvents, and subsequent formation of free acids by hydrolysis. The structure of the free acid is as follows.

이란 상품명하에 텍사코케미칼 컴퍼니에 의해 판매되는 것과 같은 알킬렌 폴리옥시알킬렌트리아민이 바람직하다. 이런 물질중 하기구조식을 가진 제프아민 T-403이 바람직하다.Wherein R ¹ + R ² + R ³ has 8 carbon atoms and about 31% of neodecanoic acid has a structure in which both R ² and R ³ are methyl and R ¹ is hexyl; 67% of which is R ³ is methyl and R ³ is less than that of R ¹ but has a higher carbon atom content than methyl, and R ¹ is such a structure having a carbon atom content of less than hexyl but greater than R ³ . The 2% is such a structure that both R ² and R ³ are larger than methyl but smaller than R ¹ , and R ¹ is smaller than hexyl but with a higher carbon atom content than R ² and R ³ . Harry hangsu (Ka) of neodecanoic acid is 4.20 × 10- ^6. Other neoalkanoic acids that are available and can be used include C _5-14 or C ₅ such as neopentanoic acid, neoheptanoic acid, neononanoic acid, neodecanoic acid, neododecanoic acid, neotridecanoic acid and neotetradecanoic acid. _{And those in the -16} range. As mentioned above, preferred polyamines are diamines or triamines. Triamine Zephamine

Preference is given to alkylene polyoxyalkylenetriamines such as those sold by TEXA Chemical Company under the trade name Iran. Among these materials, zephamine T-403 having the structure

Wherein A = ethyl, T = methyl and x + y + z = 5.3. In the diamine, both inino groups are connected by an alkylene polyoxyalkylene component or a lower alkylene group. Zephamines among the commonly available diamines containing oxyalkylene groups are preferred and such compounds have the structure

Wherein T is methyl and n is 2-10, more preferably in the range 2-7. Among these compounds which can be used are zephamine D-230 (n average 2.6); Zephamine D-400 (n = 5.6) and zephamine D-2000 (n = 33.1). Most preferred of these diamines is zephamine D-230. Useful non-alkoxylated diamines are C _2-6 , alkylenediamines such as ethylenediamine and hexamethylenediamine.

The present invention may use the corresponding acyl halides instead of neoalkanoic acid in the polyamide preparation. These substances are commonly used as acid chlorides, such as neodecanoyl chloride, available from the Lucid Division of Penwalt Corporation, and their products are described under the name "acid carriers" in the September 1982 issue. The reaction with amines is described.

Polyamides of the present invention having a structure selected from the group consisting of the following structural formulas can be prepared by reacting neoalkanoylchloride with a suitable polyamine, but a less costly synthesiser is a suitable polyalkane at high temperature. It is obtained by directly reacting with

And

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is _neoalkyl of C ₁ -3 and n is 1-40. x, y and z are each a number of 1-8 and the sum is 4-10. Unfortunately, these reaction products are often darker in color than desired, at least in part because the reaction proceeds at high temperatures.

The use of ethylene glycol as the "catalyst" in the reaction mixture allows the reaction to be carried out at low temperatures, thereby improving the color of the product. At present, efforts are being made to find other catalysts that promote direct condensation reactions and produce products for products with improved color.

The color of the product can be improved by using a more expensive reaction with neoalkanoylchloride, but efforts have been made to find a direct condensation method in which an improved color product can be obtained.

In the case of the direct condensation method, trialkylacetic acid (or neoalkanoic acid) and the polyamine are mixed at a suitable high temperature and often at 180-32O < 0 > C such as about 230-250 < 0 > C for about 1 / 2-8 hours, preferably 1-4 hours. The reaction is carried out using an inert gas blanket, in which stirring is continued throughout the reaction, and water generated in the condensation is continuously removed during the reaction.

In some processes, however, cooling may be desirable, especially for exothermic processes, and the reaction may take place at or above room temperature. Since the melting point of the product is generally low, the product is a liquid, preferably a viscous oily liquid. This physical state is not common for primary and secondary amides having a corresponding or lower molecular weight because of the strong intermolecular forces that are characteristic of amide functional groups.

However, the viscous oily liquid state of the substance of the present invention is considered to be very preferable because it helps to exert an antistatic effect when incorporated into the antistatic detergent composition. The polyamides of the present invention are also only slightly water soluble, but can be readily distributed in aqueous media at normal washing temperatures such as 10-9O < 0 > C and often 20-6O < 0 > C. Therefore, choosing a reactant with hydrophilic and hydrophobic groups such as ethylene oxide and propylene oxide (or butylene oxide) in the desired ratio of polyamine and neoalkanoic acid reactants can control the hydrophilic-lipophilic balance of the antistatic agent to be prepared. Its water solubility is enhanced and thus can be an effective antistatic agent for the intended product or purpose.

It has been found that the best antistatic agents for use in detergent compositions or cleaning compositions or in laundering and cleaning procedures are those prepared from neoalkanoic acids such as neodecanoic acid and polyoxypropylenetriamines such as zephamine T-403. Other zephamines, such as zephamines D-230, D-400 and D-2000, can also be used to make the polyamides of the present invention, of which zephamine D-230 is superior because other zephamines have an extra oxypropylene content. Higher, higher molecular weight, lack of hydrophilicity results in lower adsorption to the fibrous surface resulting in less effective products as antistatic agents. If the polyamine is ethylenediamine or hexamedylenediamine, the antistatic activity of the polyamide can be obtained during the laundering process of the laundry, but the polyamide made of the mentioned trialkylacetic acid and japamine T-403 or zephamine D-230 Not as effective as

Zephamine polyamines that can be used in the preparation of the antistatic polyamides of the present invention are mentioned in the booklet titled JEFFAMINE Polyoxypropyleneamines, published by Texaco Chemical Company and copyrighted in 1978 in Jefferson Chemical Company Inc. Structural formulas of these polyamines are shown in P2-3 and other typical physical properties are shown in p3 and 4.

The use of zephamines is described throughout the book, with the use mainly as synthetic resin components such as epoxy resins and polyurethanes. P61-64 at the end of the booklet summarizes the application of zephamine and related substances to fabrics. In some cases, it has been reported that the fabrics have an antistatic finish by producing an antistatic polyamide by reaction of a polyoxyethylenediamine or similar amine with a suitable acid. Among the documents of interest that may be mentioned are Japanese Patent 71/07461; 71/29914; "71/32519 and US Pat. No. 3,558,419. However, as mentioned in the Jeffamines booklet, there is no mention or suggestion of any of the polyamides and their preferred properties of the present invention. The preferred triamides of the present invention Has

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is C _4-13 neoalkyl, and x, y and z are each 1- The number is 8 and the sum is 4-10. More preferably, A is C _1-14 alkyl, T is methyl, R is C _4-9 neoalkyl, and x, y and z are each the numbers 1-3, with a total of 4-8. More preferably A is C _1-3 alkyl, T is methyl and R is neoalkyl of C ₄ or C ₉ , x. y and z are 1-3 channels each with a total of 4.5-6 on average. Most preferred are such that A is ethyl, T is methyl, R is neoalkyl of 9 or 9 carbon atoms, and x, y and z are each 1-3 numbers, with an average of about 5.3. Preferred diamines of the present invention have the structure

Wherein T is selected from the group consisting of methyl and hydrogen and R is _neoalkyl of C _4-13 . n is 1-40. More preferably T is methyl, R is C _4-9 neoalkyl, n is a number from 2-10, more preferably T is methyl, R is neoalkyl of C ₄ or C ₉ , n Is the number 2-7. Most preferably T is methyl. R is neoalkyl of C ₉ or C ₉ degree. n is on average about 5.6. Other useful diamides are those of C _2-6 alkylenediamine and C _5-10 neoalkanoic acid. Preferred of these compounds are N, N'-ethylene-bis-neodecanoamide and N.N'-hexamethylene-bis-neodecanoamide.

가 아미드화된 불완전하게 "아미드화된"폴리아민 또한 대전방지제로서 사용될 수 있다. 그들은 4급 암모늄염의 몇몇 바람직하지못한 성질을 가지며 여기서 4급염은 음이온세제와 반응할 수 있으나, 이런 반응 및 그결과 생기는 세척력감소와 세탁물의 반점 중가는 아민라디칼의 오직 일부분만이 비-반응성 아미드로 전환되지 않았기 때문에 일반적으로 용납될 수 있다고 생각되고 있다. 미반응 아민기 존재로 인해 생긴 어떤 부작용들은 본 발명의 완전히 아미드화된 대전방지제와 혼합해줌으로써 개선될 수 있다.The amine radicals of polyamines (including diamines) are fully converted to the amide form from the above structural formula and description of the components and their substitutions. But these amides are very desirable, but at least

Incompletely "amidated" polyamines that are amidated may also be used as antistatic agents. They have some undesirable properties of quaternary ammonium salts, where quaternary salts can react with anionic detergents, but these reactions and the resulting loss of cleaning power and weight of the laundry are only part of the amine radicals with non-reactive amides. It is generally thought to be acceptable because it has not been converted. Certain side effects resulting from the presence of unreacted amine groups can be ameliorated by mixing with the fully amidated antistatic agent of the present invention.

Mixtures of the diamides and triamides of the invention can be used in any desired effective ratio. Thus, for example, N, N'-ethylene-bis-neodecanoamide can be mixed with N.N'-hexamethylene-bis-neodecanomid: N, N'-ethylene-bis-neodecanoamide The mid can be mixed with N.N'-hexaethylene-bis-neopentanamide; The trineodecanoamide of zephamine T-403 can be mixed with the di-neodecanoamide of zephamine D-230, and the tri-neodecanoamide of zephamine T-403 can be mixed with N, N'-ethylene. It can be mixed with bis-neodecanoamide, which represents only some of the possible combinations. Polyamide 3- and 4-members and other combinations can also be made.

The polyamides of the present invention are intended to reduce the buildup of electrostatic charges in polyester, nylon, polyacrylates and acetates: the blend of some or all of these materials and blends of any of these materials with natural fibers such as cotton. Can be used to process them. They can also be used to process videotape camera films and photographs, movie films, sound record tapes, plastic sheets and molded (and molded) plastic products such as products made from polyvinylchloride (or polyvinylchloride sheeting). .

In such treatments, polyamides can be applied directly to the surface of the product to be treated or as a suspension or solution, such as liquids, pastes, gels, foams or sprays, in which a relatively small proportion is used and the ratio of polyamide to the material to be treated is usually 0.00005-. It is 0.1 weight% range.

Although the antistatic agents of the present invention can be applied directly to the materials to be treated to eliminate static electricity, or as suspensions or solutions, it is highly desirable to mix them with other compositions used for other treatments of these materials. Therefore, it is desirable to incorporate an antistatic agent into the detergent composition so that cumbersome static charge accumulation does not occur in the laundry washed with such a composition. Such a composition consists of a cleaning effective ratio of synthetic organic detergent and a polyamide of the present invention in a ratio sufficient to impart antistatic properties to the laundered laundry.

The polyamides of the present invention are very advantageous for use in detergent compositions in the anionic form because, unlike quaternary ammonium halides, they do not react undesirably with anionic detergents and do not form complexes with optical brighteners. Thus, they do not form undesirable fatty reaction products that can spoil the laundry appearance or deposit on the laundry and they do not reduce the cleaning power of the detergent composition. Moreover, they are effective antistatic agents that can be adsorbed to laundry during washing, especially synthetic polymer fibers such as polyester.

Synthetic organic detergents in preferred compositions of the present invention are in the form of sulfides and / or sulfonates and usually contain a higher aliphatic chain such as C _8-20 , preferably C _10-18 higher alkyl, in their lipophilic moiety. Such materials are preferably present in the form of water-soluble salts such as sodium salts.

The polyamides of the present invention can be used in various forms of world compositions or nonionic detergents, including amphoteric, amphoteric and binary detergents, but detergents are preferably anionic detergents and usually consist of one or more of the following substances; Higher alkylbenzenesulfonate; Higher fatty alcohol sulfonate; Olefin sulfonate; Paraffin sulfonate; Monoglyceride sulfate; Fatty alcohol ethoxylate sulfate; Higher fatty acid sulfoesters of isethionic acid; Higher fatty acyl salcosides; Acyl- and sulfoamides of N-methyllaurin, such detergents, are usually present with C _8-20 more preferably C _12-18 , preferably linear, higher aliphatic or alkyl groups. When lower alkoxy chains are present in the detergent, such as in the mentioned ethoxylate sulfates, there are usually 3-30, preferably 3-10 ethoxy.

These detergents are usually used as sodium salts, but other water soluble salts such as potassium, ammonium and triethanolamine salts may also be used depending on the circumstances.

When used for heavy washing, the detergent composition usually contains a builder to increase the cleaning power of the anionic detergent, especially in hard water. Preferred among the various enhancers that can be used include; Polyphosphate; Sodium triacid and tetrasodium pyrophosphate salts; Carbonates; Bicarbonate; Seskicarbonate; Silicates: seskisilicates; Citrate; Nitrilotriacetate; And polyacetal carboxylates, all of which are included as water-soluble salts, and water insoluble include water softening zeolites such as hydrated zeolite A.

The ratio of neoalkanoamide of the present invention in the detergent composition is a ratio that imparts antistatic properties to laundry adsorbing the polyamide of the present invention during washing, and is in the range of about 0.5-20% of the weight of the detergent composition, preferably 1-10. %. More preferably 2-7% and most preferably 3-5% such as 4%.

In addition to polyamides, detergents and builders, the compositions of the present invention generally contain some moisture when in solid or particulate form. The water content of this solid product is usually in the range of 2-20%, such as about 8%.

The particulate matter is preferably in the form of beads in a spray dried (or agglomerated or partially agglomerated) detergent composition in the particle size range of 10-140, preferably in the range of 10-100 (U.S. Sieve Series). Other forms of detergent composition can be prepared, including liquids, gels, pastes, bars and cakes, and these other types of compositions usually contain functional and aesthetic auxiliaries and may also contain fillers. These supplements and fillers usually make up the rest of the detergent. Auxiliaries which can be used include fluorescent or optical gloss agents such as stilbene gloss; Antifouling agents such as sodium carboxymethyl cellulose; Alkaryl QCF. Contaminated glass accelerators such as polyoxyethylene terephthalate-polyethylene terephthalate copolymer; Fabric softeners such as bentonite; Antigelling agents such as citric acid and magnesium sulfate (when used in crushers); Colorants such as pigments such as ultramarine blue and dyes; Brighteners such as titanium dioxide; Enzymes such as proteolytic and starch mixed enzymes; And spices. Among the fillers or weighting agents which are sometimes used, sodium sulfate or sodium chloride is also used. Water, lower alcohols, glycols, cosolvents, suspending agents and antifreezing aids may also be present in the liquid detergent compositions. The ratio of detergent, enhancer, polyamide antistatic agent and water in the particle antistatic detergent of the present invention is usually 5-35%, 10-85%, respectively. Is in the range of 0.5-20% and 2-20%. Preferred ratios are 8-30%, 25-70%, 1-10% and 3-15%, respectively, with the most preferred being 10-25%. 30-10%, 2-7% and 5-12%. Moisture content includes hydrated water removed in a standard moisture test heated at 105 ° C for 1 hour, but this removed water is not included in the proportions given for the other components.

Detergent composition is prepared by spray drying an aqueous crusher mix composed of various components including the polyamide antistatic agent of the present invention in the form of particles using a known drying apparatus and spray drying in the form of free-flowing beads according to standard spray drying methods. In this case, the standard spray drying method produces a drying bead by passing a hot drier, a combustion product of fuel oil or gas, in the same direction or in the opposite direction to a falling spray sprayed from an aqueous crusher mix. The beads then consist of being removed from the bottom of the spray tower and then separated or sorted to the desired particle size range. The resulting beads are excellent detergents and may contain antistatic components absorbed by the laundry, thereby reducing the tendency for static charge to accumulate in the laundry. However, the polyamide antistatic agent may not be spray dried with the rest of the detergent composition, but may be sprayed onto a spray composition, a base bead or the remaining detergent composition made by mixing (preferably flocculating) the particle components together, or When applied, greater charge activity can be observed. In a preferred method of making a nonionic detergent composition, the polyamide is dissolved in a preparative proportion of liquefied non-ionic detergent at high temperature (40-50 ° C.) and / or dispersed in the porous spray dried enhancer beads. Absorb or spray on it. The improved antistatic properties mentioned above can be obtained by adding a polyamide antistatic agent to the wash water separately from the detergent composition or its components.

세제용 기본비이드로서 이것은 탄산나트륨과 중탄산나트륨 혼합물로 된 다공성 분무건조 된 비이드(비-인산염세제)일 수 있으며 또는 분무건조 된 형태의 삼중인산나트륨을 함유할 수 있다. 이런 후레시스타트 기본비이드는 40%까지의 폴리아미드, 예컨대 25-35%의 네오데칸산의 트리아미드 및 제프아민 T-403으로 통상 판매되는 아민을 함유할 수 있으며 이것은 계속 자유유동성입자이다. 언급된 각종 담체중 대전방지제 비율은 사용 용도에 따라 조정될 수 있으며 ; 액체, 겔 또는 페이스트 세제조성물이 제조되는 경우엔 입자 세제조성물의 경우와는 다르며 이때 용매 또는 액체 매체의 비율은 고체 또는 입자생성물의 수분 함량과는 상이하며 5-95% 보통 10-35% 범위일 수 있다. 세제, 대전방지제, 존재하는 경우 중강제 및 존재하는 경우 보조제의 비율은 입자고체조성물에서와 거의 같은 상대 비율을 유지시키면서 그에 따라 조절할 수 있으며 이때 보조제함량은 3-30% 범위이며, 충전재 함량은 5-50% 범위 일 수 있다. 그러나 이런 세제조성물과 다른 대전방지성제제에서 폴리아미드 대전방지제의 비율은 조성물을 적당한 방법으로 적용했을 때 처리되는 물질에 폴리아미드가 대전방지성을 부여할 수 있는 용량치로 유지시켜 준다. 이 분야 숙련자라면 최대 이용율과 만족스런 안정성을 가진 생성물이 얻어지도록 체제를 변경시킬 수 있다. 유사하게 세정액이나 건조기내에서 사용되는 조성물을 만드는 것이 바람직한 경우 처방을 변경시킬 수 있다.To be used for this and other purposes, antistatic agents can be made into powders which are convenient to use as detergent additives to make detergents antistatic, suitable fillers such as microcells (synthetic calcium silicate powder), particulate sodium sulfate It can be prepared by mixing fillers, fabric softeners such as bentonite, reinforcing agents or reinforcing agent mixtures or other suitable material (s). The most promising carrier is fresistat

As a basic bead for detergents it may be a porous spray dried bead (non-phosphate detergent) of a mixture of sodium carbonate and sodium bicarbonate, or it may contain a spray dried form of sodium tricarbonate. Such fresistat base beads may contain up to 40% polyamides, such as 25-35% triamide of neodecanoic acid and amines commonly sold as Zephamine T-403, which are still free-flowing particles. The ratio of antistatic agent in the various carriers mentioned can be adjusted according to the use purpose; The production of liquid, gel or paste detergent compositions differs from that of particulate detergent compositions, where the proportion of solvent or liquid medium differs from the water content of the solid or particle product and is in the range of 5-95% usually 10-35%. Can be. The proportions of detergents, antistatic agents, medium hardeners, if present, and auxiliary agents, if present, can be controlled accordingly while maintaining a relative proportion as in the particulate solid composition, wherein the auxiliary content is in the range of 3-30%, and the filler content is 5 Can range from -50%. However, the proportion of polyamide antistatic agents in these detergent compositions and other antistatic agents is such that when the composition is applied in a suitable manner, the polyamide maintains at a capacity such that the polyamide can impart antistatic properties. One skilled in the art can alter the regime to obtain a product with maximum utilization and satisfactory stability. Similarly, if it is desired to make a composition for use in a cleaning solution or dryer, the prescription can be changed.

Sometimes the cleaning composition may contain only the polyamide of the present invention dissolved in a suitable solvent medium or dispersed in an aqueous liquid medium, preferably including suspending agents or other surfactants or solubilizing agents as adjuvants. The proportion of the antistatic agent is preferably maintained at about the same as in the antistatic particle detergent composition mentioned above, for example, about 0.5-20%, but in the absence of detergents and enhancers, less amount may be used. It may be. For liquid formulations used in rinsing water, the proportion of solvent or liquid is usually 50-90% while the content of any surfactant or suspending agent is usually in the range of 0.1-5%. If quaternary ammonium halides are present, the proportion is preferably in the range of 1 part of the quaternary compound relative to 1 / 2-l0 part of the polyamide antistatic agent. In addition, when polyurethane, cellulose sponge, cloth or paper substrates are impregnated with the antistatic agent of the present invention (usually 10-100% by weight of the substrate weight), high-fatty acids may be used to help the polyamides deposit on the textile fiber surface. Fatty substances such as monoglycerides or diglycerides may be present. Suitable such materials are coconut oil fatty acid glycerides.

When the polyamide antistatic agent of the present invention is applied to laundry by allowing them to be adsorbed on the laundry from the washing water or the washing water during the washing or washing process, the detergent composition or the concentration of the washing agent in the washing water may be applied to the washed fabric such as polyester or polyester. The concentration is sufficient to impart antistatic properties to the cotton blend fabric.

This effective ratio is usually in the range 0.002-0.05% polyamide, preferably in the range 0.004-0.02%. The detergent composition or detergent composition concentration during washing is usually in the range of 0.05-0.5%, preferably 0.08-0.2%.

Washing or rinsing water is usually in the range of 10-9 ° C, eg 30-5O ° C. In particular, in the case of perborate-containing detergent formulations, American household laundering methods use the lower temperature range of 10-90 ° C. In the washing method, the higher temperature range of the range is used (the washing temperature is the lower temperature range in both cases).

In the American laundry law, washing temperatures are usually in the range 20-60 ° C. and in the range of 20-40 ° C. (or lower for cleaning) for “cold water washing” and for cleaning. The washing process usually takes 5 minutes-1 hour, of which the cleaning time is 2 minutes = 20 minutes. The water used is soft water or hard water with a hardness between 0-250 ppm (as mixed calcium and magnesium hardness, CaC0 ₃ ). Under these washing and / or cleaning conditions, the polyamides of the present invention are adsorbed at a rate sufficient to impart antistatic properties to laundry, particularly laundry made of synthetic organic polymers such as polyester, thereby accumulating in the polymer during the laundry drying (rotation) process. It reduces any static charge that can accumulate as a result of frictional forces applied to the polymer surface, such as that can be rubbed or with other materials.

When the laundered laundry was treated in a drier with the substrate material deposited thereon with the polyamide of the present invention or a mixture of quaternary ammonium salts, it was found that the tendency of electrostatic charge accumulation of the dried laundry was reduced.

The results obtained using any of the processes mentioned are generally superior to those obtained using the higher alkylisostearic acids mentioned in US Pat. No. 4,497.715 (Robert A. Bauman, February 5, 1985), and the US patent application as antistatic agent. It was superior to the result obtained using the mononeoalkanoamide mentioned in the number SN716,871. Although isostearamide and mononealkanoamide are very effective antistatic agents that do not react poorly with anionic detergents, at least some of the polyamides of the invention, such as zephamine T-403, polyamide of neodecanoic acid, are antistatic It is more effective in terms of activity, and thus can reduce the prescription rate or application rate substantially, resulting in significant savings and a better product.

The polyamides of the present invention can be used in any way to make them antistatic and impart excellent antistatic properties to the treated material, and any of several application processes such as washing, washing and drying in the presence of an antistatic agent or some of these Or use of all is included in the present invention. In addition. Laundry can be sprayed or brushed with an antistatic solution or dispersion and similarly treated with other materials such as carpeting. However, a significant advantage of the present invention is that they are compatible with anionic detergents in detergent compositions and wash waters. On the other hand, antistatic ratio quaternary ammonium salts often have an adverse effect on the cleaning activity of anionic detergents and are undesirable. This creates spots (reaction product spots) on laundry or other products that are frequently washed.

Infrared absorption spectra of some representative polyamides of the present invention are shown in the accompanying drawings.

The following examples illustrate the invention but do not limit it. Unless otherwise indicated, all parts in these examples, specifications, and claims are parts by weight and all temperatures are in degrees Celsius.

Example 1

146 g of Zephamine T-403 polyoxypropylenetriamine was reacted with 165 g of exon neodecanoic acid (prime) in a 113 diameter glass flask equipped with a magnetic stirrer, heating mantle and ice cooler. The condensation reaction is carried out at a temperature of 250 ° C. and the water collected from the cooler is monitored to monitor the reaction. After 6 hours the reaction was complete and the flask was removed from the heating mantle. Allow it to stand until it cools down to room temperature, then transfer the contents to a funnel for 11 minutes. Ethanol and hydrochloric acid; Water and ethanol; Wash with aqueous sodium hydroxide and distilled water until neutral. After the washing was completed, excess water was drained off and the washed product was cooled in a vacuum rotary evaporator to give 260 g of product.

This product is a relatively black oil with a pitch of 0 ° C or below and a refractive index (N _D 20 ° C) of 1.4745. The infrared absorption spectrum of the prepared polyamide, which is a triamide of polyoxypropylene triamine and neodecanoic acid, is shown in FIG. Nuclear magnetic resonance spectra were obtained and matched the expected structure.

If 10% by weight of ethylene glycol (about 30 g) of the reactant is present as a condensation catalyst in the reaction mixture, the reaction temperature can be lowered to 230 ° C. and the resulting amide becomes lighter in color.

Lighter colored oily liquid products can be obtained by using neodecanoylchloride instead of neodecanoic acid. In addition, the reaction temperature can be lowered. The resulting product is brighter in color. The weight of neodecanoyl fluoride used in the reaction of zephamine T-403 with neodecanoyl fluoride is 190 g and the semitone is at 30 ° C. or lower (using an ice bath to maintain low temperature, the reaction is exothermic) Usually 3 hours, after 3 hours the reaction is considered complete. In addition to the mentioned reactants, 700 ml of diethyl ether and 1 g mole (101 g) of triethyl as the solvent medium for the reaction in a 113 diameter flask (with a chiller with a drier tube, a thermometer, a panax peak stirrer and a dropping head) are mentioned. Amines (acting as HCI traps) may be present.

After adding neodecanoyl chloride, remove the ice bath from the flask, and allow the reaction mixture to reach room temperature, and then stir for 1 to 3 hours. This is then transferred to a 21-minute funnel and washed twice with water, once with 5% aqueous hydrochloric acid solution and once with 5% aqueous sodium hydroxide solution, and once or more with distilled water until the product appears neutral on pH paper. Any remaining ether is removed using a steam bath and the product is worked up on a vacuum rotary evaporator. The product obtained is colorless-pale yellow, pure and exhibits the same I.R and N.M.R spectra as previously shown for the same product prepared by the condensation method.

Example 2

206 g of Zephamine T-403 polyoxy in the flask in a variant of the acid chloride method for producing polyoxypropylene tri-neodecanoamide using a 31-necked flask with a panax peak stirrer, cooler, thermometer, drip head and ice bath. Propylene triamine, 600 ml of methylene chloride, and 135 g of triethinamine were added. 255 g of neodecanoyl fluoride (obtained from Panwalt Corporation) was added to the flask via a dropping head while maintaining the temperature below 30 ° C by adjusting the rate of addition.

After adding neodecanoyl chloride, the reaction mixture was kept at room temperature and stirred for further 3 hours. It was then washed twice with 500 ml of distilled water each time, twice with approximately the same amount of 10% aqueous sodium hydroxide solution and washed until neutral on the pH paper.

The resulting methylene chloride solution of polyoxypropylene tri-neodecanoamide was filtered through anhydrous sodium sulfate, ethylene chloride was distilled off, and the amide product was recovered.

Example 3

Polyoxypropylene di-neodecanoamide was produced by condensation using a 500 ml three-necked flask equipped with a magnetic stirrer, a heater, a chiller equipped with a diestrap and a thermometer for controlling the temperature of the heater. A nitrogen inlet was connected to the flask to allow nitrogen gas to be retained on the reaction mixture surface to cover it. To the flask were added 95 g of Zephamine D-230 polyoxypropylenediamine and 172 g of neodecanoic acid having a molecular weight of about 230 (containing an average of 2.6 moles of propylene oxide per mole of diamine). The mixture was covered with nitrogen and then heated to a temperature of 270-300 ° C. and held at that temperature for 5 hours.

When the reaction was considered complete, the reaction mixture was transferred to a separatory funnel and washed three times with 5% aqueous sodium hydroxide solution followed by three times with distilled water. Excess water was removed and the product dried on a rotary evaporator.

Example 4

The following other amides of the present invention were prepared following a similar method as in Examples 1-3 except using the conditions listed in Table 1.

TABLE 1

Physical properties of the products of this Example and Examples 1-3 were measured and IR and NMR (protons and C ₁₃ ) were performed on some of the products. The melting point of all products was below 0 ° C. The refractive index is 1.4782 for the ethylenediamine-neodecanoic acid condensation product and 1.4742 for the hexamethylenediamine-neodecanoic acid condensation product; 1.4667 for zephamine D-230-neodecanoic acid condensation product: 1.4745 for zephamine T-403-neodecanoylchloride reaction product.

Infrared spectral copies of TRI-DEC, J-DEC, H-DEC and E-DEC are shown in Figure 1 = 4, respectively. These and all multi-neodecanoamides showed similar infrared absorption bands by infrared analysis; That is, the strong absorption at 3350 cm- ¹ is secondary amide stretch (NH); Strong absorption at 1633 cm ⁻¹ is secondary amide carboxyl (C = 0); Polyoxypropylene amide (made from zephamine) showed very strong absorption at 1100 cm- ¹ , which is ether stretch (C-0).

Proton and C ₁₃ hex resonance spectra performed on TRI-DEC were consistent with this amide structure. These spectrums were very complex because of the presence of isomeric mixtures.

Example 5

The spray-dried detergent composition having the above formulation is spray-dried an aqueous crusher mix having a solid content of 60% in a conventional counter-current spray-dryer to produce spray-dried detergent beads containing less fragrance and then prescribed to these beads. It is prepared by spraying a proportion of liquid perfume on the surface to give a scent. The product is sifted to have a particle size in the range of 10-100 sieve (U.S. Sieve Series). Subsequently, 5 parts of di-alkanoamide or tri-alkanoamide of the type mentioned in the above examples were sprayed onto 100 parts of the beads to form an antistatic detergent composition. Instead of mixing the detergent composition with the alkanoamide to form an antistatic detergent composition, it can be added to the wash water, sometimes added to the wash water, and sometimes it is desirable to add the wash water. The effect of the presence of various antistatic materials on the prepared detergent composition washes the test fabrics in a top-loading waffle washing machine, dries them in an automatic automatic dryer, and checks the accumulation of static charges by using both the evaluator and the electrostatic charge measuring device. Evaluate as Use ballast loads in the washing machine with test cloth pieces. Ballast loads (5 pounds) for 1/3 cotton rim towel; 1/3 cotton percale fabric piece (14 "x15"); 1/3 of 65% dark; Consists of 35% cotton cloth (14 "x15, non-durable compression). The test cloth used to measure the antistatic effect is double knit twill, 65% dark-35% cotton permanent press; blue permanent Presses and nylons; during the test process, the washer and dryer are thoroughly cleaned using 3A modified alcohol and air dried, and the washing machine is placed for 14 minutes using 17 gallons of water at 49 ° C. Washing cycles include washing cold water with tap water A detergent composition containing an antistatic agent is filled with water and then added to the wash water and the washing machine is stirred for about 10 seconds, followed by stirring. Separate the added ballast loads (5 pounds) and the different synthetic polymerization cloths, and then remove the various fabrics and place them in an electric dryer for about 2 hours. Let's do it.

The two terry towels taken from the test piece and ballast are further dried for 10 minutes and then assessed by the experienced evaluator for the electrostatic adhesion of the test piece. The test fabric is hung overnight in a low humidity room (25% relative humidity) prior to the mechanical static test. After washing with detergent composition containing antistatic agent, rub all pieces of thin cloth with wool and controlled method under controlled condition at relative humidity 25-30 ℃ to measure the electric charge on average test material. The static charge is measured and the measured static electricity is averaged for each material, and then the average of the materials is averaged again to obtain an electrostatic index. A small difference of around 6 kilovolts is also significant, and consumers are able to feel the difference in electrostatic adhesion between laundry with an electrostatic index of 6 degrees.

The following table shows the electrostatic index of the detergent composition of the present embodiment and some of the compositions mentioned above in the following table, wherein the detergent composition is 105 g per load corresponding to 0.155% of wash water (100 g of detergent composition + 5 g of antistatic agent) It was added in the washing machine.

TABLE 2

The data in Table 2 show that TRI-DEC is the most effective antistatic agent tested, both in terms of measured electrostatic values and in the absence of electrostatic adhesion as reported by the test team. However, other products of the present invention that have been tested have also been shown to improve static charge control of synthetic fabrics such as polyesters and are therefore useful as detergent composition components used for this purpose. Such antistatic activity has been obtained in synthetic fabrics, in particular polyesters, which are present when these substances are incorporated into the washing water at a concentration corresponding to the active ingredient. Similarly, when an antistatic agent is present in a dryer product, such as paper or polyurethane sponge, which rotates in contact with the laundry while rotating in the dryer, or when they are sprayed onto the laundry in the dryer, this desirable antistatic effect is especially noticeable in polyester-containing fabrics. Obtained. When used in a laundry dryer, the proportion of antistatic agent used is about the same as the dry laundry weight when the detergent composition is used to wash the theta, for example about 0.2% for TRI-DEC. However, the proportion of antistatic agent used for cleaning and drying may be within the range used when using detergent compositions based on the laundry to be treated.

Experiments have shown that at least 3.5% of the TRI-DEC in the detergent composition must be present in order to be completely free of static charge on average laundry weights containing synthetic fabrics comprising polyester as mentioned in this example. To attain comparable activity with other polyamides of the invention, it must contain at least 5% of H-DEC, E-DEC or J-DEC (D-230). Prior to the non-cationic antistatic agents, T-DEC and CISA at least 7.5% and 9% respectively would normally be used (to obtain the same antistatic activity).

The relatively small proportion of TRI-DECs used to eliminate any electrostatic charge buildup on washed and machine dried laundry facilitates the preparation of the detergent composition of the present invention. Since spray drying of the detergent composition together with the antistatic agent in the crusher mix decreases the antistatic activity, it may be desirable to post-add the antistatic agent to the previously spray dried detergent composition beads as mentioned in the present embodiment. have. Post-addition of a larger proportion of conventional liquid antistatic agent may result in particle detergents with significantly inferior fluidity than those containing less antistatic agent.

Thus, the use of the antistatic agent of the present invention in detergent compositions is not only more economical, but also more efficient production of products with more desirable physical properties such as fluidity.

Various antistatic agents mentioned above were tested for actual deposition on washed laundry using an ESCA apparatus (electronic surface composition analysis). These tests resulted in 70% by weight of TRI-TableEC, 38%, 25% and 36% of TRI-TableEC, respectively, on the surface of the molecular fabric of the dark cloth fabric washed with the detergent composition of the present invention. Comparative CISA and T-DEC were 28 and 35% respectively. Although the antistatic activity of the diamide is higher, since the adsorption of the diamide and the adsorption of the monoamide are almost the same, the antistatic activity of the compounds of the present invention depends on the amide content as well as the adsorption on the laundered laundry.

Triamides, such as TRI-DEC, have a higher amide content and are best adsorbed, resulting in an excellent antistatic effect. This also explains whether triamides such as TRI-DEC, which are very high in molecular weight, for example 5000 (because of the added propylene oxide content) and therefore low in amide content, are less effective than TRI-DEC.

The laundry test mentioned above is carried out using a 3.5% TRI-DEC content in the detergent composition mentioned at 49 ° C. and 5 pounds of laundry using a ballast underweight. The value was found to be 19 kilovolts. Washing water temperatures were lowered to 38 ° C, 27 ° C and 15.5 ° C. Static values dropped to 16, 17 and 12, respectively, with no static charges observed (by the evaluator) in each case.

At the various washing temperatures just mentioned, the cleaning activity of the detergent composition is substantially the same whether it contains an antistatic agent or not. Thus, the antistatic agent does not have any adverse effect on the cleaning power, unlike the quaternary ammonium halide antistatic agent, which interferes with their washing activity by an overuse with anion caffeine.

Other detergents may be used in the detergent compositions mentioned in Example 5, instead of those of this example, using di-alkanoamides and trialkanoamides such as di-gentanoamides, tri-tridecanoamides, as mentioned earlier in this specification. The composition was made. We also made mixtures of these polyamides. When this was substituted with the polyamide of this example in the formulation of the detergent composition, the laundry washed with this composition was effectively washed and unsynthesized (unlike when a cationic antistatic agent was used) without any adverse effects due to the presence of the antistatic agent. It has been shown to have a useful antistatic effect on laundry such as polymers such as polyester. This was the same when the ratio of various components of the detergent composition including the antistatic agent was changed to ± 10%, ± 20% and ± 30% while maintaining the range given in the specification. In addition to changing the antistatic agent, other anionic detergents and mixtures thereof mentioned in the specification may be used in place of sodium straight chain tridecylbenzenesulfonate to modify the anionic detergent.

Sodium straight chain dodecylbenzenesulfonate, sodium laurylsulfate and sodium paraffinsulfonate containing 10-18 carbon atoms in the paraffin chain can also be used. In this case, antistatic activity useful for laundry can be observed and antistatic agents do not interfere with the cleaning power of the composition.

Example 7

Spray-dried porous non-phosphate containing TRI-OEC containing about 40% sodium carbonate, 40% sodium bicarbonate, 2% sodium silicate, 12% moisture and 6% various auxiliaries (including fluorescent brighteners, pigments and dyes) On the moving surface of the fresistat base beads, the antistatic agent content was sprayed to 30% by weight. Where appropriate, base beads may contain up to 30% sodium tricarbonate and reduce the carbonate and bicarbonate content to 25% respectively. The resultant product is fluid and is useful as an additive for imparting antistatic properties to the anionic detergent compositions and for enhancing them, in particular anionic detergent compositions.

Although the present invention has been described with reference to various examples and embodiments, those skilled in the art are not limited to these, as equivalents and alternatives may be used without departing from the scope of the present invention.

Claims (38)

Polyamide (s) of trialkylacetic acid (s) and polyamine (s) useful as antistatic agent (s) of filaments and fibrous materials, at a rate that affords antistatic properties to laundry detergent and synthetic laundry detergents during washing Wherein each of the trialkylacetic acid component (s) alkyl contains 1-10 carbon atoms, and each contains 2-5 ino groups of polyamine component (s). The composition of claim 1, comprising about 5-35% of a synthetic organic detergent in the form of sulfate and / or sulfonate; About 10-85% of the enhancer (s) of such synthetic organic detergents; About 0.5-20% of polyamide (s) of trialkylacetic acid (s) and polyamine (s) useful as antistatic agents of filaments and fibrous materials; It is composed of filler (s) and / or adjuvant (s) when about 2-20% moisture and remainder are present and are in the form of particles having a particle size in the range of about 10-140 (US Sieve Series). The sum of the carbon atoms of the alkali groups of each of the alkylacetic acid components is 3-12, and the polyamine component (s) are C _2-10 alkylene group (s) and / or polyoxy alkylenealkyl linked to the amide group of the polyamide. Diamine and / or triamine components containing the lene group (s), wherein the oxyalkylene of the polyoxyalkylene group (s) contains 2-4 carbon atoms, and the number of such oxyalkylene groups in each polyoxyalkylene group is An alkylene group of 1-40 polyoxyalkylenealkylene groups and a detergent composition containing 1-10 carbon atoms. The polyamide (s) of claim 2, wherein the polyamide (s) is diamide (s) or triamide (s) or mixtures thereof, and the enhancer is polyphosphate, carbonate, bicarbonate, seskicarbonate, silicate, seskisilicate, citrate, nitrile Selected from the group consisting of lotriacetate, polyacetal carboxylate, zeolite and mixtures thereof, the synthetic organic detergent being a straight chain high pressure benzenebenzene sulfonate, a branched chain higher alkylbenzene sulfonate, goggle fatty alcohol sulfate, olefin sulfonate, paraffin Selected from the group consisting of sulfonates, monoglyceride sulfates, higher fatty alcohol ethoxylate sulfates, higher fatty acid sulfoesters of isethionic acid, higher fatty acyl salcosides and acyl- and sulfo-amides of N-methyltaurine, Detergents with a ratio of 1-10% of the antistatic polyamide (s) of trialkylacetic acid (s) and polyamine (s) in the detergent composition Dangerous. 4. The detergent composition according to claim 3, wherein the polyamide (s) is diamide (s) of neodecanoic acid and C _2-6 alkylenediamine. The detergent composition according to claim 4, wherein the polyamide is N, N'-ethylene-bis-neodecanoamide. The detergent composition according to claim 4, wherein the polyamide is N, N'-hexamethylene-bis-neodecanoamide. The detergent composition according to claim 4, wherein the polyamide has one of the following structural formulas or a mixture thereof:

or

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is _neoalkyl of C _4-l3 , n is 1-40, x, y and z are each a number of 1-8 and total 4-10. 8. The detergent composition according to claim 7, wherein the polyamide has the following structural formula.

Wherein A is C _1-4 alkyl, T is methyl, n is C _4-9 neoalkyl, and x, y and z are each 1-3 and are 4-8 total. 9. A detergent composition according to claim 8, wherein A in the polyamide structure is C _1-3 alkyl and the average of the sum of x, y and z ranges from 4.5-6. The detergent composition according to claim 9, wherein A in the polyamide structure is ethyl, R is neoalkyl of about C ₉ , and x, y and z are each number of 1-3 and the average is about 5.3 in total. 8. A detergent composition according to claim 7, wherein the polyamide has the structure

The detergent composition according to claim 11, wherein T in the polyamide structure is methyl, R is C _4-9 neoalkyl, and n is a number of 2-10. 13. The new formulation according to claim 12, wherein R in the polyamide structure is neoalkyl of about C ₉ and n is about 5.6 on average. A method of washing a laundry comprising washing the laundry in an aqueous medium containing the cleaning composition and the antistatic effective ratio of the detergent composition of claim 1, and at the same time reducing the generation of static charges and / or holding capacity. The cleaning effective ratio of the detergent composition in the aqueous medium is 0.05-0.5%, the effective ratio of the antistatic agent is 0.002-0.05%, and the antistatic agent is a dia of neotecanoic acid and C _2-6 alkylene diamine. Meade method. 15. The method according to claim 14, wherein the cleaning effective ratio of the detergent composition in the aqueous medium is 0.05-0.5%, the antistatic effective ratio of the antistatic agent is in the range of 0.002-0.05%, and the antistatic agent has the following structural formula or a mixture thereof. :

or

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is _neoalkyl of C _1-13 , n is 1-40, x, y and z are each a number of 1-8 and the total is 4-10. The method of claim 16 wherein the antistatic agent has the structure

Wherein A is C _1-4 alkyl, T is methyl, n is C _4-9 neoalkyl, and x, y and z are each 1-3, the total being 4-8. 18. The method of claim 17, wherein A in the polyamide antistatic agent structure is ethyl, R is neoalkyl of C ₉ degree, x, y and z are each 1-3 numbers and the average is about 5.3. Washing the laundry in wash water containing an effective cleaning rate detergent composition, the polyamide of trialkylacetic acid (s) and polyamine (s) useful as an antistatic agent of filaments and fibrous materials, wherein the alkyl of the trialkylacetic acid components And electrostatic charges consisting of washing laundry after drying it in washing water containing 1-10 carbon atoms each and polyamine components containing 2-5 amino groups). Or a method of treating laundry to reduce holding capacity. The method according to claim 19, wherein the antistatic agent has the following structural formula, and the washing effective ratio of the detergent composition in the washing water is in the range of 0.05-0.5%, and the antistatic effective ratio of the antistatic polyamide in the washing water is in the range of 0.002-0.05%.

Wherein A is C _1-4 alkyl, T is methyl, R is C _4-9 neoalkyl, x, y and z are each a number of 1-3 and the total is 4-8. 21. The wash effective ratio of the detergent composition of the wash water according to claim 20, wherein the cleaning effective ratio of the detergent composition in the wash water is about 0.15%, the antistatic effective ratio of the antistatic polyamide in the wash water is about 0.006%, A in the antistatic agent structure is ethyl, and T is methyl. Wherein R is C ₉ neoalkyl and xy and z are each 1-3, the total being about 5.3. Polyamide (s) of trialkylacetic acid (s) and polyamine (s) useful as antistatic agent (s) of filaments and fibrous materials, wherein the trialkylacetic acid component contains 1-10 carbon atoms in each alkyl The polyamine component contains 2-5 amino groups) in which the laundry is washed in an automatic laundry dryer to reduce the electrostatic charge generation and / or holding capacity, which is comprised of applying 0.02-0.2% by weight (of laundry weight) to the laundry surface. How to deal. The method of claim 22, wherein the antistatic agent has the structure:

or

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is C _4-13 neoalkyl, n is 1-40, x, y And z is a number from 1 to 8, respectively, with a total of 4-10. The method of claim 23, wherein the antistatic agent has the following structural formula and the amount applied to the laundry surface is about 0.1% of the laundry weight.

Wherein A is C _1-4 alkyl, T is methyl, R is C _4-9 neoalkyl, and x, y and z are each 1-3, the total being 4-8. Polyamides of trialkylacetic acid and polyamine useful as antistatic agent (s) of filaments and fibrous materials, wherein the trialkylacetic acid component contains 1-10 carbon atoms in each alkyl thereof and the polyamine component contains 2-5 amino groups Contains.) The method of claim 25 wherein the trialkylamine is a 3-12 total carbon atoms of the acid component of each of the alkyl group, the polyamine component is a C _2-10 alkylene group that is connected to an amide group of the polyamide (s) and / or polyoxyethylene Diamine or triamine component containing alkylene alkylene groups, oxyalkylene of polyoxyalkylene groups contains 2-4 carbon atoms, the number of such oxyalkylene groups in each polyoxyalkylene group is 1-40 The alkylene group of the polyoxyalkylene alkylene group is a polyamide having 1-10 carbon atoms. The polyamide of claim 26 which is a diamide or triamide. The polyamide according to claim 27, which is a diamide of alkylene diamine and neodecanoic acid having 2-6 carbon atoms. The polyamide of claim 28 which is N, N'-ethylene-bis-neodecanoamide. The polyamide of claim 28 which is N, N'-hexaethylene-bis-neodecanoamide. The polyamide according to claim 27, wherein the polyamide is the following general formula selected from the group consisting of

And

Wherein A is selected from the group consisting of C _1-20 alkyl and hydrogen, T is selected from the group consisting of methyl and hydrogen, R is C _4-13 neoalkyl, n is 1-40, x, y And z are each a number of 1-8 and the total is 4-10. 32. The polyamide of claim 31 having the general formula:

Wherein A is C _1-4 alkyl, T is methyl, R is C _4-9 neoalkyl, and x, y and z are each 1-3, with a total of 4-8. 33. The polyamide of claim 32, wherein A is C _1-3 alkyl and the sum of x, y and z averages 4.5-6. 34. The polyamide of claim 33, wherein A is ethyl, R is neoalkyl having about 9 carbon atoms and x, y and z are each a number from 1-3, with an average of about 5.3. 32. The polyamide according to claim 31, wherein the polyamide is of the general formula:

36. The polyamide of claim 35, wherein T is methyl, R is C _4-9 neoalkyl and n is a number from 2-10. 37. The polyamide of claim 36, wherein R is neoalkyl on the order of C ₉ and n is a number from 2-7. 38. The polyamide of claim 37, wherein n has an average of about 5.6.

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