KR20230113761A - Antistatic spandex and garments thereof - Google Patents

Abstract

Spandex containing an ionic liquid that exhibits antistatic properties and enhanced colorability and dyeability with acid dyes, as well as methods of making the same and use in articles of manufacture are provided.

Description

Antistatic spandex and garments thereof

The present disclosure relates to spandex fibers comprising an ionic liquid and fabrics and garments made from the spandex fibers. Spandex fibers exhibit antistatic properties and reduce garment cling.

Antistatic agents are used to dissipate electrostatic charges or static charges. Electrostatic charge build-up causes a variety of problems in the processing and use of many industrial products and materials. Electrostatic charging can cause materials to stick together or repel each other. In addition, static charge accumulation can cause objects to attract dirt and dust, which can cause manufacturing or soiling problems and product performance degradation. Sudden discharges of static electricity from insulated objects can also be a serious problem. In the presence of flammable materials, electrostatic discharge can become an ignition source and cause a fire and/or explosion.

Electrostatic charge is a particular problem in the electronics industry because modern electronic devices are extremely vulnerable to permanent damage from electrostatic discharge. The build-up of electrostatic charge on insulating objects is particularly common and problematic under conditions of low humidity and when liquids or solids move in contact with one another (triboelectric charging).

Static charge build-up can be controlled by increasing the electrical conductivity of the material. This can be achieved by increasing the ionic or electronic conductivity. The most common means of controlling static build-up today is to increase electrical conductivity through moisture adsorption. This is usually achieved either by adding moisture to the ambient air (humidification) or by using hygroscopic antistatic agents, which are commonly referred to as humectants because they rely on the adsorption of atmospheric moisture for their effectiveness. Most antistatic agents work by dissipating static charge as it accumulates; Accordingly, static reduction rate and surface conductivity are general measures of the effectiveness of antistatic agents. Antistatic agents can be applied to surfaces (external antistatic agents) or incorporated into the bulk of other insulating materials (internal antistatic agents). Internal antistatic agents are generally used in polymers such as plastics.

Generally, internal antistatic agents fall into one of the following classes: (1) those directly incorporated into the molten polymer during melt processing; (2) mixed in a polymer solution, coated and dried, or (3) subsequently dissolved in a polymerized monomer (with or without a solvent).

Yarns made from elastic polyurethane (PU) fibers comprising long-chain synthetic polymers, most of which are synthesized from polyurethane (PU) based on polyethers, polyesters and/or polycarbonates, are suitable for garments. , hosiery, and sheet goods and woven textiles or materials suitable for sports apparel such as but not limited to swimwear and swim pants. Knitting and weaving are forms of processing PU fibers.

One problem that can arise during processing of knitted and woven fabrics is electrostatic charging of the fibrous material. In some cases, this can result in flying sparks due to strong electrical charge phenomena. Thus, electrostatic charging can cause undesirable reductions in processing speed and costly installation of spray bars to processing machines to dissipate.

Other means of making elastic PU fibers antistatic are needed.

US Pat. No. 6,329,452 discloses adding dialkyl sulfosuccinates to elastic PU compositions and/or depositing this material in a suitable form as an external agent on elastic fibers for antistatic effect.

U.S. Patent 6,849,676 applies a salt of a sulfonate having a C _8-30 hydrocarbon chain, a sulfate having a C _8-30 hydrocarbon chain, and a phosphate having a C _8-30 hydrocarbon chain as an antistatic agent in the production of antistatic PU elastic fibers. Doing is disclosed.

US Patent 8,715,799 discloses an antistatic thermoplastic PU comprising ethylmethylimidazole ethyl sulfate for applications in the footwear sector, for the manufacture of elastomeric rollers, electronically sensitive components and in the pneumatic conveyance of solids.

US Patent 8,993,660 discloses the use of an antistatic composition comprising an ionic liquid and a polar thermoplastic polymer as an antistatic additive for non-polar thermoplastic or elastomeric polymers.

US Patent 9,012,590 discloses a static dissipative thermoplastic PU composition prepared by reacting at least one polyester polyol intermediate with at least one diisocyanate and at least one chain extender.

Published US Patent Application No. 2015/0057388 discloses an antistatic PU comprising an ionic liquid as an antistatic additive.

Published US Patent Application No. 2017/0355805 discloses an ionic diol represented by the formula in the preparation of antistatic PU:

where R ¹ represents an alkyl group having 6 to 18 carbon atoms; R ² and R ³ independently represent an alkyl group having 1 to 4 carbon atoms; R ⁴ represents an alkylene group having 2 to 8 carbon atoms; R ⁵ represents an alkylene group having 1 to 8 carbon atoms.

However, ionic liquids as antistatic additives (see, for example, US Patent No. 8,715,799, US Patent No. 8,993,660, and published US Patent Application No. 2015/0057388), ionic diols (see, for example, published US Patent Application No. 2017/0355805A1). ), dialkyl sulfosuccinates (see eg US Pat. No. 6,329,452B1), C8-30 chain sulfonates/sulfates/phosphates (see eg US Pat. 6,849,676B1) and tri-n-butylmethylammonium bis The use of small organic molecules such as -(trifluoromethanesulfonyl)imide (see eg US Pat. No. 9,012,590) is mainly based on cationic/anionic small organic compounds that are water soluble and have poor interaction with PU. Therefore, these antistatic additives are gradually removed from the surface by moisture and/or water after long-term use. Small organic molecules are also commonly used as additives to polyurethane matrices that are molded into parts such as shoes, belts and rollers. Generally, molded articles are not exposed to textile scouring and dyeing processes that can extract small molecule additives. Thus, durability of antistatic fibers is not a major concern in these applications.

U.S. Patent 6,403,682 discloses a spandex with improved heat-setting efficiency obtained by incorporating a specific quaternary amine additive into the spinning solution. The antistatic properties of quaternary amine additives are not disclosed.

There is a need for functional antistatic additives for spandex fibers that are not removed by aqueous hot scouring, dyeing and finishing steps.

Summary of Invention

Aspects of the present invention relate to antistatic spandex comprising spandex and ionic liquids.

In one non-limiting embodiment, the ionic liquid of antistatic spandex is

Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,

R2 represents a -CH ₃ or -CH ₂ CH ₃ group;

R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;

R4 represents a -CH ₃ or -CH ₂ CH ₃ group)

It includes imidazolinium alkyl sulfates with

In one non-limiting embodiment, the ionic liquid of antistatic spandex is 1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2 -hydroxyethyl)-, ethyl sulfate (1:1).

In one non-limiting embodiment, the ionic liquid of antistatic spandex comprises a fatty acid reaction product with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine .

In one non-limiting embodiment, the ionic liquid of antistatic spandex comprises a fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol.

In addition to its antistatic properties, spandex comprising an ionic liquid according to the present disclosure will exhibit improved coloration compared to spandex without an ionic liquid and/or reduced cling compared to a spandex without an ionic liquid. can

Another aspect of the invention relates to an article of manufacture comprising at least a portion of such antistatic spandex. Non-limiting examples of such articles include fabrics or garments.

Another aspect of the present invention is

Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,

R2 represents a -CH ₃ or -CH ₂ CH ₃ group;

R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;

R4 represents a -CH ₃ or -CH ₂ CH ₃ group)

Imidazolinium alkyl sulfates with

1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1:1); or

fatty acid reaction products with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine; or

Fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol

It relates to a spandex additive comprising a. The addition of these additives to the spandex increases the dyeability of the spandex with acid dyes.

Another aspect of the present invention relates to a method of making antistatic spandex. The method includes adding an ionic liquid to the spandex.

In one non-limiting embodiment, the ionic liquid is

Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,

R2 represents a -CH ₃ or -CH ₂ CH ₃ group;

R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;

R4 represents a -CH ₃ or -CH ₂ CH ₃ group)

It includes imidazolinium alkyl sulfates with

In one non-limiting embodiment, the ionic liquid of antistatic spandex is 1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2 -hydroxyethyl)-, ethyl sulfate (1:1).

In another non-limiting embodiment, the ionic liquid comprises a fatty acid reaction product with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine.

In another non-limiting embodiment, the ionic liquid comprises a fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol.

Spandex prepared according to this method may also exhibit improved coloration compared to spandex without ionic liquid and/or reduced cling compared to spandex without ionic liquid.

1A-1D are spandex in garments, such as hosiery, including the every course style (ECPH) shown in FIGS. 1A and 1C and the alternate course style (ACPH) shown in FIGS. 1B and 1D. shows two traditional options for incorporating .

The present invention relates to antistatic spandex as well as spandex additives, methods of making antistatic spandex and articles of manufacture comprising at least a portion of antistatic spandex.

The antistatic spandex of the present invention comprises a segmented polyether-based polyurethaneurea, also commonly referred to as spandex.

The antistatic spandex of the present invention further comprises an ionic liquid added to the spandex.

In one non-limiting embodiment, the ionic liquid is

Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,

R2 represents a -CH ₃ or -CH ₂ CH ₃ group;

R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;

R4 represents a -CH ₃ or -CH ₂ CH ₃ group)

It includes imidazolinium alkyl sulfates with

In one non-limiting embodiment, the ionic liquid of antistatic spandex is 1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2 -hydroxyethyl)-, ethyl sulfate (1:1).

In one non-limiting embodiment, the ionic liquid comprises a fatty acid reaction product with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine.

In one non-limiting embodiment, the ionic liquid comprises the fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol, also referred to herein as INC. .

In one non-limiting embodiment, the ionic liquid is added at 0.3-10% by weight of the spandex. In one non-limiting embodiment, the ionic liquid is added at 0.3-3% by weight of the spandex.

The phrase “weight of spandex” means the final weight of spandex including all additives.

A non-limiting example of an ionic liquid useful in the antistatic spandex of the present invention is COLA, a mixture of imidazoline and an amide quaternized with di-Et sulfate, also referred to as INC 2470 (hereinafter referred to as INC). ^® SOLV IES: isostearyl ethylimidazolinium ethosulfate, CAS # 67633-57-2 and Coke ^® SOLV OES: oleyl ethylimidazolinium ethosulfate available from Colonial Chemical Company (hereinafter referred to as OES), CAS # 68039-12-3.

The present invention also provides a method for preparing antistatic spandex by adding one or more of these ionic liquids to spandex. The ionic liquid can be simply mixed into the spandex solution at room temperature. In some non-limiting embodiments, the ionic liquid is blended with other typical spandex additives such as but not limited to antioxidants, antacids, matting agents, or/or lubricants. In one non-limiting embodiment, the ionic liquid is added at 0.3-3% by weight of the spandex.

While not wishing to be bound by any particular theory, the imidazolinium moiety in these ionic liquid additives helps the long aliphatic chains migrate to the fiber surface, contributing to excellent antistatic properties, providing excellent durability during water-based textile processing. It is considered to do Additionally, the antistatic properties of the spandex fibers of the present invention containing ionic liquids such as INC eliminate the buildup of static charge during fabric/garment processing.

The antistatic spandex prepared according to the present invention exhibits excellent antistatic properties, durability and commercial applicability. Additional benefits demonstrated herein include improved coloration compared to spandex without ionic liquid and reduced cling compared to spandex without ionic liquid.

Also, the present invention

Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,

R2 represents a -CH ₃ or -CH ₂ CH ₃ group;

R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;

R4 represents a -CH ₃ or -CH ₂ CH ₃ group)

Imidazolinium alkyl sulfates with

1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1:1); or

fatty acid reaction products with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine; or

Fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol

It provides a spandex additive comprising a.

The inventors of the present application have found that the addition of the above spandex additive to spandex increases the dyeability of the spandex with acid dyes.

The antistatic spandex of the present invention can be used in any application or article of manufacture in which spandex is routinely used.

In one non-limiting embodiment, antistatic spandex is used in the fabric. A fabric comprising antistatic spandex may have a spandex content of from about 0.5 weight percent (wt %) to about 40 wt %, based on the weight of the fabric. For example, circular knits comprising spandex may contain from about 2 wt % to about 25 wt % spandex, and legwear comprising spandex may contain from about 1 wt % to about 40 wt % spandex. there is.

Spandex or fabrics comprising it can be dyed and printed by conventional dyeing and printing procedures such as from aqueous dye liquors by the exhaust method at temperatures between 60° C. and 100° C. In the case of using an acid dye, a conventional method may be followed. For example, in the exhaust dyeing method, the fabric may be introduced into an agitated aqueous dye bath having a pH of 3.5 to 6 and then heated steadily from a temperature of approximately 20° C. to a temperature of about 98° C. for 40 minutes. there is. The dye bath and fabric are then held at temperature for 40 minutes before cooling. Unset dye is then rinsed off the fabric.

Additional examples of articles of manufacture comprising at least a portion of which comprise antistatic spandex include, but are not limited to, sheet goods and knit and woven textiles or materials suitable for garments, hosiery, and sports apparel such as, but not limited to, swimwear and swim pants. don't Antistatic spandex is particularly useful in knitting and weaving processes where static charge can be a problem.

The antistatic spandex of the present invention is particularly useful for hosiery. Two traditional options for incorporating the spandex of the present invention into garments such as hosiery include the all-course style (ECPH) shown in FIGS. 1A and 1C and the alternating course style (ACPH) shown in FIGS. 1B and 1D. The spandex fibers may be covered with, for example, polyamide, or bare, and knit in all courses as shown in FIGS. 1A and 1C or in alternating courses as shown in FIGS. 1B and 1D. All Cos Panty Hose (ECPH)-like garments contain balanced stitching and usually offer a higher quality garment.

Articles of manufacture according to the present invention can be constructed at least in part from the knitted structures described herein. Non-limiting examples of such articles include, but are not limited to, apparel such as pantyhose, stockings, knee highs, ankle highs, stay ups, leggings and socks. It is understood that all standard garment processing steps (eg scouring, dyeing, heat setting or boarding, application of softening agents) are applicable to the fabrics of the present invention.

All patents, patent applications, test procedures, priority documents, treatises, publications, manuals, and other documents cited herein are to the extent their disclosure is not inconsistent with the present invention and in all jurisdictions in which their inclusion is permitted. is incorporated by reference.

The following examples demonstrate the invention and its possible use. The invention is capable of other and different embodiments, and its several details may be modified and/or substituted in various obvious respects without departing from the scope and spirit of the invention. Accordingly, the examples are to be regarded as illustrative in nature and non-limiting.

Example

manufacture of spandex

A solution of segmented polyether-based polyurethaneurea elastomer was prepared by thoroughly mixing diphenylmethane diisocyanate ("MDI") polytetramethylene glycol having a molecular weight of about 1800 in a molar ("capping") ratio of 1.63. The mixture was held at a temperature of about 80-90° C. for about 90-100 minutes. The resulting “capped glycol” comprising a mixture of isocyanate-terminated polyether glycol and unreacted diisocyanate was cooled to 50° C. and mixed with DMAc to give a solution containing about 45% solids. Then, with vigorous mixing, the capped glycol is a mixture of a 90/10 blend of diethylamine chain-terminator and ethylene diamine/2-methyl-1,5-diaminopentane chain-extender at a temperature of about 75°C. was reacted for 2-3 minutes with a DMAc solution containing The prepared polymer solution contained approximately 35% solids and had a viscosity of about 3,200 poise at 40°C.

Surface Resistivity of Spandex Film

The resistivity of the spandex/additive was measured by ASTM D-257 in the following non-limiting examples of spandex films. Results are shown in Table 1.

Example 1

Films were cast from the spandex solution while drying in an N2 chamber for 24 hours.

Example 2

The INC additive and spandex polymer were mixed with 1.0 wt % antistatic additive in DMAC at room temperature. Films were cast from the solution while drying in an N2 chamber for 24 hours.

Example 3

The INC additive and spandex polymer were mixed with 2.0 wt % antistatic additive in DMAC at room temperature. Films were cast from the solution while drying in an N2 chamber for 24 hours.

Table 1: Surface resistivity of spandex film at 56% RH

Surface Resistivity of Spandex Yarn

The resistivity of the spandex/additive was measured in the following non-limiting examples of spandex yarns. Results are shown in Table 2.

For spinning, the following ingredients were thoroughly mixed and added to the polymer solution to give the listed amounts of additives (expressed in weight percent based on the final weight of the spandex):

(a) 1.2% Irganox 245, a hindered phenolic antioxidant;

(b) 1.5% natural blend of huntitite and hydromagnesite;

(c) 0.4% silicone oil;

(d) 0.17% titanium dioxide as a matting agent; and

(e) fatty acid tall-oil reaction products (INC), or 1H-imidazolium, 1, if applicable, with an amount of di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol; -Ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1:1) (OES).

The spinning solution was then conventionally dry-spun to form a 22 decitex yarn without finishing oil treatment. A thin layer of yarn was peeled off the tube and the surface resistivity was measured by ASTM D-257.

Example 4

The spandex polymer solution was spun to form a 22 dtex yarn containing no INC or OES additives.

Example 5

The INC additive, spandex polymer and other additives were mixed with 1.0 wt % antistatic additive in DMAC at room temperature. The polymer solution was spun to form a 22 dtex yarn containing 1.0 wt % antistatic additive.

Example 6

The INC additive, spandex polymer and other additives were mixed with 2.2 wt % antistatic additive in DMAC at room temperature. The polymer solution was spun to form a 22 dtex yarn containing 2.2 wt % antistatic additive.

The spandex yarns of Examples 4-7 were subjected to a scouring, dyeing and finishing water-based textile process.

refining process

In the scouring process, 8.0 g of spandex yarn was spun and placed in a laundry bag. In a 1000 mL beaker, mix the refining agent Domoscour LFE-810 (Archroma U.S., Inc.) (0.5 g/L) and soda ash (0.5 g/L) with magnetic stirring. Yarn was added to ~1000 mL of the solution. The temperature was raised to 80 °C at 3 °C/min (to 80 °C in ~20 min) and held for 30 min. The yarn was then rinsed with deionized DI water until clear.

dyeing process

In a 1000 mL beaker, the pH was adjusted to 4.5-5.0 using 5% acetic acid stock solution. Then 0.5 g of Dorolan Black (available from M. Dohmen GmbH) was added to the solution and stirred until dissolved. The spandex yarn in the laundry bag was then placed into the dye solution. The temperature was raised to 98°C (close to boiling) at a rate of 2°C/min (to 98°C in about 35 minutes) and held at 98°C for 30 minutes. The solution containing the spandex was then cooled to 70° C. and the dye solution was discharged.

finishing process

Deionized water was added to the beaker and the pH was adjusted to 4.5-5.0 at room temperature. 0.5 g of Domofix FN6 (M. Dohmen USA, Inc.) fixative was added to the solution. The temperature was then raised to 75°C at a rate of 2°C/min, held at 75°C for 20 minutes, cooled to 50°C, and the solution was discharged. The spandex was then rinsed with deionized water until clean and air dried.

Example 7

The spandex yarn of Example 4 was subjected to scouring, dyeing and finishing processes.

Example 8

The spandex yarn of Example 5 was subjected to scouring, dyeing and finishing processes.

Example 9

The spandex yarn of Example 6 was subjected to scouring, dyeing and finishing processes.

Table 2: Surface resistivity of spandex yarn at 33% RH

Examples 5 and 6 using the antistatic additive showed lower surface resistivity (better antistatic properties) than Example 4 without using the antistatic additive. Examples 8 and 9 using the antistatic additive showed lower surface resistivity (better antistatic properties) than Example 7 without using the antistatic additive after dyeing black. Examples 5 and 6 without dye showed excellent antistatic properties compared to Examples 8 and 9 dyed black.

Example 10

The INC additive, spandex polymer, and other additives were mixed with 1.5 wt% antistatic additive in DMAC at room temperature. The polymer solution was spun to form a 22 dtex yarn containing 1.5 wt % antistatic additive.

Example 11

The OES additive, spandex polymer, and other additives were mixed with 1.5 wt% antistatic additive in DMAC at room temperature. The polymer solution was spun to form a 22 dtex yarn containing 1.5 wt % antistatic additive.

Example 12

The spandex yarn of Example 10 was subjected to scouring, dyeing and finishing processes.

Example 13

The spandex yarn of Example 11 was subjected to scouring, dyeing and finishing processes.

Table 3: Surface resistivity of spandex yarn at 33% RH

Improved coloration of spandex fibers

Spandex (235 dtex), referred to herein as Examples 10 and 11, respectively, with or without the INC additives as disclosed in Examples 4 and 5 above, were made of alternating 100% polyamide parts (polyamide only color evaluated). ), a 100% spandex portion (to evaluate spandex-only dye pickup), and a spandex and polyimide knit companion portion representative of a commercial hosiery waistband. Polyamide was 44 dtex. This form was chosen to evaluate dye pickup from polyamide and spandex separately (first and second parts, respectively) and together in a more commercial configuration (third part). The final composition of the tube was approximately 80% polyamide and 20% spandex. The tube was then scoured with 1 g/L soda ash and detergent at 80°C. The fabric was rinsed and then dyed in a solution containing 1.5 g/L acid donor and 3% black metal complex dye (CI 194) by the exhaustion dyeing method for 40 minutes. After dyeing, fabric samples were fixed with 4% Sunlife TNF under acidic conditions. After drying, fabric samples were colorimetrically analyzed for dye absorption under competing dye conditions. Dyeability performance was determined from color shade lightness “L*” values using a colorimetric spectrometer. Results are reported in CIELAB units under the D65 light source. Color depth "L*" values for the dyed spandex parts compared to polyamide parts from the same dyeing bath are listed in Table 4.

Table 4: Lab color results for finished fabrics

Example 10 without antistatic additive showed limited shade depth compared to polyamide "L*" values, whereas Example 11 with 1% INC additive had a low "L*" value (18.4) like polyamide. provides The "ΔE*" value calculated by the CIE74 formula is a scale for measuring color difference. The lower the "ΔE*" value, the higher the color match between the two substrates. Example 10 without antistatic additive showed a poor color match between spandex and polyamide with a "ΔE*" of 22.2, whereas Example 11 with 1% INC additive had a lower "ΔE*" of 5.1. " value gives a better color match. A better color match between the two fibers contributes to better invisibility of the spandex in the knitted structure, which is a desirable property of spandex-containing fabrics.

Consumer testing and garment clinging

The fabric was knitted using a Lonati 400 needle, 4 inch diameter hosiery knitting machine to create a structure using a standard 4 feed system. Knitted garments elasticized by a typical ECPH were made where all 4 feeds were bare 22 dtex monofil spandex knitted from Examples 4, 5 or 6 above using flat PA6,6 33f20. Each fabric sample was knitted at 450 rpm. The fabric shown on all course single jerseys included plain stitching. The fabric was made into a garment in the form of traditional pantyhose.

Each pantyhose was then dyed using standard industry protocols for nylon hosiery using acid dyes in black and beige/tan colors. The hosiery was boarded using a commercial Cortese boarding machine that received the hosiery leg in a clam-shell compression compartment and applied steam pressure for a selected dwell period. The black garment was washed an additional 5 times in a typical residential laundering process to test efficacy after normal use. The garment was tested with synthetic lightweight outerwear (polyester and acetate) and insulated footwear (rubber sole). The wearer noted the presence and extent of electrostatic cling between the knit hosiery and the synthetic outerwear (skirt or dress).

Similarly, ACPH was used to make elasticized knit garments, where feeds 1 and 3 were 22 dtex spandex knitted bare of Examples 4, 5 or 6 above using flat PA6,6 22f7 and feeds 2 and 4 was PA alone. The garment was dyed a medium skin tone shade for testing by a panel of hosiery consumers.

The results of the cling test for these elasticized knit hosiery are shown in Table 5.

Table 5: Clothing wear test for static control

Rating

- Noticeable and uncomfortable cling

* small cling on movement

+ no cling in movement

Claims (19)

Antistatic spandex including spandex and ionic liquids. The method of claim 1, wherein the ionic liquid
Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,
R2 represents a -CH ₃ or -CH ₂ CH ₃ group;
R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;
R4 represents a -CH ₃ or -CH ₂ CH ₃ group)
Which comprises an imidazolinium alkyl sulfate having
Anti-static spandex. The method of claim 1, wherein the ionic liquid is 1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)- , Antistatic spandex comprising ethyl sulfate (1:1). The antistatic spandex of claim 1, wherein the ionic liquid comprises a fatty acid reaction product with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine. . The antistatic spandex according to claim 1, wherein the ionic liquid comprises a fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol. The antistatic spandex according to any one of claims 1 to 5, wherein the ionic liquid is added in an amount of 0.3-10% by weight. The antistatic spandex according to any one of claims 1 to 6, which exhibits improved coloring compared to spandex that does not contain an ionic liquid. The antistatic spandex according to any one of claims 1 to 7, which exhibits reduced cling compared to spandex that does not contain an ionic liquid. An article of manufacture comprising at least a portion of the antistatic spandex of any one of claims 1-8. 10. The article of manufacture of claim 9 which is a fabric or garment. It is a spandex additive,
Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,
R2 represents a -CH ₃ or -CH ₂ CH ₃ group;
R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;
R4 represents a -CH ₃ or -CH ₂ CH ₃ group)
Imidazolinium alkyl sulfates with
1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1:1);
fatty acid reaction products with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine; or
Fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol
including,
Wherein the addition of the spandex additive to the spandex increases the dyeability of the spandex with an acid dye.
spandex additives. A method of making antistatic spandex comprising adding an ionic liquid to spandex. 13. The method of claim 12, wherein the ionic liquid
Formula I

Formula II

(Wherein R1 represents an alkyl or alkenyl group having 6 to 22 carbons,
R2 represents a -CH ₃ or -CH ₂ CH ₃ group;
R3 represents the group -CH ₂ CH ₂ OH or -CH ₂ CH ₂ NH ₂ ;
R4 represents a -CH ₃ or -CH ₂ CH ₃ group)
Which comprises an imidazolinium alkyl sulfate having
method. 13. The method of claim 12, wherein the ionic liquid is 1H-imidazolium, 1-ethyl-2-(2-heptadecen-1-yl)-4,5-dihydro-3-(2-hydroxyethyl)- , ethyl sulfate (1:1). 13. The method of claim 12, wherein the ionic liquid comprises a fatty acid reaction product with dimethyl or diethyl sulfate quaternized 2-((2-aminoethyl)amino)ethanol or diethylenetriamine. 13. The method of claim 12, wherein the ionic liquid comprises a fatty acid tall-oil reaction product with di-Et sulfate-quaternized 2-((2-aminoethyl)amino)ethanol. 17. The method according to any one of claims 12 to 16, wherein the ionic liquid is added at 0.3-10% by weight of the spandex. 18. The method of any one of claims 12 to 17, wherein the produced spandex exhibits improved coloration compared to spandex that does not contain an ionic liquid. 18. The method of any one of claims 12-17, wherein the produced spandex exhibits reduced cling compared to spandex that does not contain the ionic liquid.

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