Method for manufacturing polyurethane elastic yarn using organic solvent with excellent productivity and processability and polyurethane urea elastic yarn manufactured thereby

The use of an imidazolidinone-based solvent in the polyurethaneurea elastic yarn manufacturing process addresses health and environmental concerns, achieving high molecular weight yarn with stability and regulatory compliance.

WO2026084250A1PCT designated stage Publication Date: 2026-04-23HYOSUNG TNC CORP
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-04
Publication Date
2026-04-23

AI Technical Summary

Technical Problem

Existing methods for manufacturing polyurethaneurea elastic yarn using polar organic solvents like N-methyl-2-pyrrolidone, dimethylformamide, and dimethylacetamide pose health and environmental risks due to their carcinogenic and cytotoxic properties, and bio-based alternatives suffer from high costs, low reactivity, and stability issues.

Method used

A method using an imidazolidinone-based solvent to synthesize high molecular weight polyurethaneurea yarn, ensuring stability and transparency, and compliance with international regulations by employing a solvent with a high flash point, thereby avoiding cloudiness and explosion risks.

Benefits of technology

The method enables the production of high molecular weight polyurethaneurea yarn with excellent transparency and storage stability, while complying with international regulations and ensuring safety under high-temperature conditions.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a method for manufacturing a polyurethane urea elastic yarn, characterized by using an imidazolidinone-based organic solvent as an organic solvent for polyurethane urea elastic yarn synthesis, and to a polyurethane urea elastic yarn manufactured thereby. According to the present invention, by using the imidazolidinone-based organic solvent, the reaction can be controlled, thereby obtaining a high-molecular-weight polyurethane urea polymer, and the obtained polyurethane urea solution exhibits excellent transparency, has good storage stability due to the absence of cloudiness even after long-term storage, is not subject to environmental regulations, and can secure stability even under high-temperature process conditions due to a high flash point thereof.
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Description

Method for manufacturing polyurethane elastic yarn using an organic solvent with excellent productivity and processability, and polyurethaneurea elastic yarn manufactured thereby

[0001] The present invention relates to a method for manufacturing a polyurethaneurea elastic yarn and a polyurethaneurea elastic yarn manufactured thereby. More specifically, the invention relates to a method for manufacturing a polyurethaneurea elastic yarn using an organic solvent with excellent solubility and processability during the manufacturing of the polyurethaneurea elastic yarn, and a polyurethaneurea elastic yarn manufactured thereby.

[0002] Polyurethaneurea elastic yarn, also known as spandex or elastane, is widely used in stockings, sportswear, women's underwear, swimwear, and stretch fabrics due to its excellent elasticity and elastic recovery. Furthermore, polyurethaneurea elastic yarn is interwoven with polyamide, polyester, and natural fibers to be used as an elastic material in various clothing applications, such as bras, socks, pantyhose, and swimwear.

[0003] Polyurethaneurea elastic yarn is generally manufactured by reacting a high molecular weight polyol with an excess amount of diisocyanate compound to obtain a prepolymer having isocyanate groups at both ends of the polyol, dissolving the prepolymer in a suitable solvent, and then spinning a polyurethane polymer solution obtained by chain-extending the prepolymer.

[0004] In general, polar organic solvents such as N-methyl-2-pyrrolidone (NMP), dimethylformamide (DMF), and dimethylacetamide (DMAc) are used in the synthesis of polyurethaneurea. These solvents are harmful to the human body due to their carcinogenic and cytotoxic properties, and they also pose environmental, toxicological, and administrative problems. For example, NMP is listed on the "Substances of Very High Concern (SVHC)" list of REACH (Registration, Evaluation, Authorization and Restriction of Chemicals), the European Union regulatory framework for the registration, evaluation, authorization, and restriction of chemicals. DMAc and DMF also have similar issues and are scheduled to be regulated under REACH. Therefore, the development of solvents that can replace them is required.

[0005] In order to address issues such as the harmfulness of these polar organic solvents, recently, bio-based solvents obtained from plant-based glucose (e.g., dihydrolevoglucarenone (Cyrene)) have been used with safety in mind. TM However, these bio-based solvents have high manufacturing costs and low reactivity with other chemicals, resulting in low efficiency as a solvent, making it difficult to synthesize high molecular weight polyurethanes. Additionally, the stability of the polyurethane solution is low, making it prone to turbidity, and there are problems such as whitening during polyurethane film formation and surface non-uniformity.

[0006] [Prior Art Literature]

[0007] [Patent Literature]

[0008] (Patent Document 1) KR 2023-0065317 A

[0009] The present invention aims to solve the problems of the aforementioned prior art. One objective of the present invention is to provide a method for manufacturing a polyurethaneurea elastic yarn using a solvent that can efficiently and stably synthesize a high molecular weight polyurethane-based polymer, and which has high transparency and storage stability by ensuring that the reaction solution does not become cloudy during or after the reaction, and can replace regulated substances such as REACH.

[0010] Another objective of the present invention is to provide a polyurethaneurea elastic yarn and a method for manufacturing a polyurethaneurea elastic yarn using a solvent that ensures stability even under high-temperature process conditions by eliminating the risk of explosion under conditions where the solvent is dried at high temperatures.

[0011] One aspect of the present invention for solving the above-mentioned problem is,

[0012] The present invention relates to a method for manufacturing a polyurethaneurea elastic yarn, wherein a prepolymer is prepared by reacting a polyol with a diisocyanate compound, the prepolymer is dissolved in an organic solvent, a chain extender and a chain terminater are added to prepare a polyurethaneurea spinning solution, and the obtained polyurethaneurea spinning solution is spun to produce a polyurethaneurea elastic yarn, wherein an imidazolidinone-based solvent of the following chemical formula 1 is used as the organic solvent.

[0013]

[0014] In the above formula, R1 and R2 are the same or different from each other and are hydrogen or an alkyl group having 1 to 30 carbon atoms.

[0015] In the present invention, one or more polyols selected from the group consisting of polytetramethylene ether glycol, polypropylene glycol, polycarbonate diol, and combinations thereof may be used.

[0016] In the present invention, one or more types selected from the group consisting of 4,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylene diisocyanate, hexamethylene diisocyanate, 1,4'-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, and isophorone diisocyanate may be used as the diisocyanate.

[0017] In the present invention, one or more diamine chain extenders may be used as chain extenders.

[0018] In the present invention, the diamine chain extender may be one or more selected from the group consisting of ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, 2,3-diaminobutane, 1,5-diaminopentane, 1,6-hexamethylenediamine, 1,4-cyclohexanediamine, and combinations thereof.

[0019] One or more selected from the group consisting of diethylamine, monoethanolamine, cyclohexylamine, and dimethylamine may be used as the above-mentioned chain endogenizer.

[0020] In the method of the present invention, polyurethaneurea can be synthesized by solution polymerization.

[0021] Another aspect of the present invention for achieving the above-described objective relates to a polyurethane-urea elastic yarn produced by the method for producing a polyurethane-urea elastic yarn described above.

[0022] The residual amount of organic solvent in the polyurethane-urea elastic yarn of the present invention can be 10 to 10,000 ppm.

[0023] According to the present invention, by using an imidazolidinone-based organic solvent as a solvent for synthesizing polyurethaneurea, high molecular weight and high performance polyurethane can be obtained while the reaction proceeds at a controllable high speed. In addition, the polyurethaneurea of ​​the present invention has excellent transparency, does not become cloudy even after long-term storage, and has excellent storage stability. The method for manufacturing polyurethaneurea elastic yarn according to the present invention complies with international regulations such as REACH, and stability can be ensured even under high-temperature process conditions due to the high flash point of the solvent.

[0024] According to the present invention, a polyurethaneurea elastic yarn having physical properties equivalent to those of existing polyurethaneurea elastic yarns can be manufactured by using a solvent that complies with international regulations such as REACH.

[0025] The present invention will be described in more detail below.

[0026] In this specification, the term "fiber" may be a single filament or multiple filaments and may be used interchangeably with "yarn."

[0027] As used in this specification, the term "polyurethaneurea elastic yarn" means "an elastomer fiber in which the fiber-forming material is a long-chain synthetic polymer composed of at least 85% segmented polyurethane." In this specification, the term "polyurethaneurea elastic yarn" may be used interchangeably with "spandex fiber."

[0028] In this specification, the “capping ratio (CR)” is defined as the molar ratio of diisocyanate to polyol used in the prepolymerization step. If multiple diisocyanate compounds and / or polyols are used in the reaction, the average molecular weight should be used when calculating the capping ratio.

[0029] In this specification, "solvent" means an organic solvent capable of forming a homogeneous solution of a polyurethane polymer.

[0030] In this specification, the term "polymerization" includes the term "copolymerization" in its meaning unless otherwise indicated.

[0031] As used in this specification, the term "solution-spinning" means the production of fibers from a solution and includes wet-spinning or dry-spinning processes.

[0032] One aspect of the present invention relates to a method for manufacturing a polyurethaneurea elastic yarn, wherein a prepolymer is prepared by reacting a polyol with a diisocyanate compound, the prepolymer is dissolved in an organic solvent, a chain extender and a chain terminater are added to prepare a polyurethaneurea spinning solution, and the obtained polyurethaneurea spinning solution is spun to produce a polyurethaneurea elastic yarn, wherein an imidazolidinone-based solvent of the following chemical formula 1 is used as the organic solvent.

[0033] [Chemical Formula 1]

[0034]

[0035] In the above formula, R1 and R2 are the same or different from each other and are hydrogen or an alkyl group having 1 to 30 carbon atoms.

[0036] In the present invention, the solvent of Formula 1 may have a flash point of 70°C or higher, preferably 80°C or higher, more preferably 90°C or higher, most preferably 95°C or higher, or 100°C or higher as measured according to the ASTM D 1310-86 standard.

[0037] The viscosity (at 40°C) of the polyurethane-urea composition used in the manufacture of the polyurethane-urea elastic yarn of the present invention may be, for example, 100 to 800 Pa·s, preferably 150 to 600 Pa·s, more preferably 200 to 500 Pa·s.

[0038] Polyols usable in the present invention include polyether glycol, polycarbonate glycol, and polyester glycol having a number average molecular weight of about 600 to about 3,500. A mixture of two or more polyols or copolymers may be used.

[0039] The polyols usable in the present invention may be exemplified by one selected from the group consisting of polytetramethylene ether glycol, polypropylene glycol, polycarbonate diol, and combinations thereof, but are not necessarily limited to these.

[0040] The diisocyanates used in the manufacture of the polyurethane-urea elastic yarn of the present invention are not particularly limited, but examples thereof may include one or more selected from the group consisting of 4,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylene diisocyanate, hexamethylene diisocyanate, 1,4'-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, or isophorone diisocyanate.

[0041] In the present invention, the polyurethaneurea elastomer may have a molar ratio range of diisocyanate to polyol of 1.4 to 2.0 and a %NCO range of the prepolymer of 1.5 to 3.8.

[0042] When manufacturing polyurethaneurea elastic yarn, a polyol is first reacted with an organic isocyanate and, optionally, a catalyst to form an "NCO-terminated prepolymer" or "capped glycol." This reaction is generally carried out in the form of a uniformly blended mixture with applied heat at a temperature of 60 to 95°C for a period of 1 to 6 hours. The amount of each reaction component can be controlled by a capping ratio (CR), defined as the molar ratio of the diisocyanate to the polyol. In the present invention, the capping ratio (CR) of the polyol and the diisocyanate is preferably 1.4 to 2.0.

[0043] After the capping reaction is completed when all hydroxyl (-OH) groups from the polyol molecule are consumed by the isocyanate (-NCO) groups from the diisocyanate to form urethane groups, the weight % (%NCO) of the NCO groups remaining on the prepolymer can be measured. In one embodiment of the present invention, the preferred %NCO range of the prepolymer may be 1.5 to 3.8.

[0044] In the present invention, one or more diol or diamine chain extenders may be used as chain extenders.

[0045] The diamine chain extenders usable in the present invention may include one or more selected from the group consisting of ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, 2,3-diaminobutane, 1,5-diaminopentane, 1,6-hexamethylenediamine, 1,4-cyclohexanediamine, and combinations thereof, but are not necessarily limited to these.

[0046] For controlling the molecular weight of a polyurethaneurea polymer, one or more chain-termining agents selected from the group consisting of amines having a single functional group, such as diethylamine, monoethanolamine, cyclohexylamine, and dimethylamine, may be used, but are not necessarily limited to these.

[0047] When manufacturing a polyurethane urea elastic yarn using the method for manufacturing a polyurethane urea elastic yarn of the present invention, a polyol and a diisocyanate are mixed at a capping ratio (CR) of 1.4 to 2.0 to form a prepolymer, and then a solvent of Formula 1 is added to the obtained prepolymer, and then a polyurethane spinning solution is obtained by contacting it with one or more chain extenders to perform secondary polymerization, and then the polyurethane urea spinning solution is spun to manufacture a polyurethane urea elastic yarn.

[0048] Polyurethane urea elastic yarns may contain additives such as stabilizers and pigments, but such additives should not impair the advantages of the present invention. Such additives include benzotriazole-based stabilizers, ultraviolet absorbers, other light-resistant agents, antioxidants, matting agents, anti-sticking agents, dyes and dye promoters, lubricants (e.g., mineral oil and silicone oil), deodorizers, and antistatic agents. Other examples of additives include polymers of bis(4-isocyanatocyclohexyl)methane and 3-t-butyl 3-aza-1,5-pentanediol), titanium oxide, zinc oxide, magnesium stearate, barium sulfate, mixtures of hydrotalcite, huntite and hydromagnesite, and fungicides containing silver, zinc, or compounds thereof.

[0049] There are no specific restrictions on the method of adding these other additives, and any conventional method, such as titration mixing, may be used. The additives may be mixed into the polymer solution at any stage after the polyurethane is formed and before the solution is spun into fibers. As a representative method, blending by a static mixer or a stirring method may preferably be used after adding to the spinning solution.

[0050] When forming polyurethaneurea elastic yarn by spinning a polyurethaneurea polymer obtained by a solution polymerization method, the spinning method is not particularly limited, and known methods such as dry spinning and wet spinning can be appropriately used. However, considering productivity, dry spinning is preferred in that stable spinning is possible for all finenesses from thin yarns to thick yarns.

[0051] Another aspect of the present invention relates to a polyurethane urea elastic yarn produced by the method for producing a polyurethane urea elastic yarn described above.

[0052] The polyurethane urea elastic yarn of the present invention can be suitably used, for example, in clothing such as innerwear, stockings, socks, sportswear, swimwear, and fashion clothing; clothing materials such as elastic tapes and strings; vehicle interior materials such as vehicle seats; and sanitary products such as disposable diapers.

[0053] The residual amount of organic solvent in the polyurethane-urea elastic yarn of the present invention can be 10 to 10,000 ppm. In the case of polyurethane elastic yarn manufactured by a dry spinning process, organic solvent remains and is subsequently released into the atmosphere in part; although most of it is removed during the scouring and dyeing processes, it acts as a harmful element to the human body.

[0054] The present invention will be described in more detail below with reference to examples. However, the following examples are intended to illustrate embodiments of the present invention and are not intended to limit the scope of protection of the present invention. Furthermore, in the examples, "parts" and "%" refer to weight standards unless otherwise specified.

[0055] Examples

[0056] Example 1

[0057] Polytetramethylene glycol and 4,4'-diphenylmethane diisocyanate were mixed to achieve a capping ratio (CR) of 1.65 and an NCO% of 2.46. Ethylenediamine was used at 80 mol% and 1,2-diaminopropane at 20 mol% as chain extenders, and diethylamine was used as a chain termination agent. 1,3-dimethyl-2-imidazolidinone (DMIO) was used as the solvent. Specifically, 57.35 g of 4,4'-diphenylmethane diisocyanate and 250.83 g of polytetramethylene glycol (molecular weight 1800) were reacted under a nitrogen gas stream at 90°C for 150 minutes while stirring to synthesize a polyurethane having isocyanates at both ends.

[0058] After cooling the prepolymer to room temperature, 504.5 g of 1,3-dimethyl-2-imidazolidinone (DMIO) was added to obtain a polyurethane prepolymer solution. Subsequently, 4.16 g of ethylenediamine and 1.28 g of 1,2-diaminopropane were dissolved in 84.87 g of 1,3-dimethyl-2-imidazolidinone (DMIO) and added to the prepolymer solution at 10°C or below to obtain a polyurethaneurea solution with a solid content of 35%.

[0059]

[0060] Example 2

[0061] A polyurethaneurea solution was obtained by carrying out the same procedure as in Example 1, except that the solid content of the polyurethane solution was 37%.

[0062]

[0063] Example 3

[0064] 4,4'-diphenylmethane diisocyanate and polytetramethylene glycol were prepared with a capping ratio (CR) of 1.72 to achieve an NCO% of 2.70%. Ethylenediamine was used at 100 mol% as a chain extender, and diethylamine was used as a chain terminater. The ratio of the chain extender to the chain terminater was set to 8:1, and the amines used were prepared at a total concentration of 7 mol%. Using 1,3-dimethyl-2-imidazolidinone as a solvent, a polyurethaneurea solution was obtained with a final polymer solid content of 35 wt%.

[0065]

[0066] Example 4

[0067] 4,4'-diphenylmethane diisocyanate and polytetramethylene glycol were prepared with a capping ratio (CR) of 1.85 to achieve an NCO% of 3.15%. Ethylenediamine and 1,2-diaminopropane were used as chain extenders at 50 mol% and diethylamine as the chain terminater. The ratio of the chain extender to the chain terminater was set to 20:1, and the amines used were prepared at a total concentration of 7 mol%. Using 1,3-dimethyl-2-imidazolidinone as the solvent, a polyurethaneurea solution was obtained with a final polymer solid content of 40 wt%.

[0068] 64.30 g of 4,4'-diphenylmethane diisocyanate and 250.83 g of polytetramethylene glycol (molecular weight 1800) were reacted under a nitrogen gas stream at 90°C for 150 minutes while stirring to synthesize a polyurethane having isocyanates at both ends. After cooling the prepolymer to room temperature, 495.10 g of 1,3-dimethyl-2-imidazolidinone (DMIO) was added to obtain a polyurethane prepolymer solution. Subsequently, 5.44 g of ethylenediamine and 1.68 g of 1,2-diaminopropane were dissolved in 110.98 g of 1,3-dimethyl-2-imidazolidinone (DMIO) and added to the prepolymer solution at 10°C or below to obtain a polyurethaneurea solution with a solid content of 35%.

[0069]

[0070] Comparative Examples 1 to 3

[0071] In Comparative Examples 1, 2, and 3, polyurethaneurea solutions were obtained by carrying out the same procedures as in Examples 1, 3, and 4, respectively, except that dimethylacetamide (DMAc) was used as the solvent.

[0072]

[0073] Comparative Example 4

[0074] A polyurethaneurea solution was obtained by carrying out the same procedure as in Example 1, except that dimethyl sulfoxide (DMSO) was used as the solvent.

[0075]

[0076] Comparative Example 5

[0077] Cyrene as a solvent TM A polyurethaneurea solution was obtained by carrying out the same procedure as in Example 1, except that [the product] was used.

[0078]

[0079] Example 5

[0080] Polyurethaneurea elastic yarn was manufactured by dry spinning using the polyurethaneurea solution obtained in Example 1 above.

[0081] A polyurethaneurea elastic yarn spinning solution was obtained by adding and mixing 1.5 wt% of ethylenebis(oxyethylene)bis-(3-(5-t-butyl-4-hydroxy-m-toyl)-propionate), 0.5 wt% of 5,7-di-t-butyl-3-(3,4-dimethylphenyl)-3H-benzofuran-2-one, 1 wt% of 1,1,1',1'-tetramethyl-4,4'-(methylene-di-p-phenylene)disemicarbazide, 1 wt% of poly(N,N-diethyl-2-aminoethyl methacrylate), and 0.1 wt% of titanium dioxide as additives relative to the solid content of the polymer of the polyurethaneurea solution obtained in Example 1.

[0082] The polyurethaneurea elastic yarn spinning solution obtained in this manner was spun by dry spinning at a speed of 900 m / min to produce a 40 denier / 3-filament polyurethaneurea elastic yarn, and its physical properties were evaluated and are shown in Table 2 below.

[0083]

[0084] Comparative Example 6

[0085] Polyurethaneurea elastic yarn was prepared by carrying out the same procedure as in Example 5, except that the polyurethaneurea solution of Comparative Example 1 was used, and its physical properties were evaluated and shown together in Table 2 below.

[0086]

[0087] Test example

[0088] The physical properties of the polyurethaneurea solutions prepared in Examples 1-4 and Comparative Examples 1-5 and the polyurethaneurea elastic yarns prepared in Examples 5 and Comparative Example 6 were evaluated by the following method, and the results are shown in Tables 1 and 2 below.

[0089] (1) NCO%:

[0090] NCO% = [100 × 2 × NCO formula weight × (capping ratio - 1)] / (diisocyanate molecular weight × capping ratio) + polyol molecular weight

[0091] (2) Strength and elongation of yarn: Measurements were taken using an automatic strength and elongation measuring device (manufacturer: Textechno, model name: MEL) with a sample length of 10 cm and a tensile speed of 100 cm / min. At this time, the strength and elongation values ​​at break were measured, and the 200% modulus of the load applied to the yarn when the yarn is stretched by 200% was also measured.

[0092] (3) Yarn Power (5 th unload @200%) : Using an automatic tensile strength measuring device (manufacturer: Textechno, model name: MEL), a sample length of 10cm x 20 strands is stretched 300% five times at a tensile speed of 100 cm / min, and the power at the 200% section during the 5th recovery is measured and then divided by the number of strands and denier (de).

[0093] (4) Turbidity: To evaluate the storage stability of the polyurethane solution, the turbidity of the secondary polymer (polyurethane polymer immediately after reacting the polyurethane prepolymer with the chain extender and chain terminater) was measured 5 times using Turbidity Meters (Manufacturer: HANNA instruments, Model: HI 98703) and the minimum value was used.

[0094] (5) Turbidity change rate: The turbidity of the secondary polymer was measured at 24-hour intervals while storing it in a 40℃ oven.

[0095] Rate of change in turbidity over time [NTU / hr] = (Turbidity after 72 hours - Initial turbidity) / 72

[0096] (6) Toxicity in solvent: The presence or absence of toxicity was determined through the REACH SVHC Candidate List of substances of very high concern for Authorisation - ECHA (European Chemical Agency).

[0097] (7) Flash point: The flash point was measured according to the ASTM D 1310-86 standard. First, 70 ml of the solvent and polymer solution was placed in a sample cup and heated starting from a temperature approximately 20°C lower than the predicted flash point. The heating rate was adjusted to 1 ± 0.25°C / min. For every 0.5°C increase in temperature, the test flame was brought near the surface of the flammable liquid for 1 second. When ignition occurred, the duration of the ignition was measured, and the temperature at which the duration of the ignition was 5 seconds or more was recorded as the flash point.

[0098] CR Chain Extender Solvent Solution Concentration (%) Solution Appearance Intrinsic Viscosity (IV) Turbidity (NTU) Turbidity Change Rate (NTU / hr) Toxicity Present / Absent Example 1 1.65 EDA:12 PDA=80:20 DMIO35 Colorless, Transparent 0.92 0.51 0.377 None Example 2 1.65 EDA:12 PDA=80:20 DMIO37 Colorless, Transparent 0.95 0.65 0.425 None Example 3 1.72 EDA:12 PDA=100:0 DMIO35 Colorless, Transparent 1.05 0.78 0.572 None Example 4 1.85 EDA:12 PDA=50:50 DMIO40 Colorless, Transparent 1.12 0.81 0.473 None Comparative Example 11.65 EDA:12PDA=80:20 DMOC35 Colorless, Transparent 0.95 0.41 0.355 Present Comparative Example 21.72 EDA:12PDA=100:0 DMOC35 Colorless, Transparent 0.97 0.48 0.492 Present Comparative Example 31.85 EDA:12PDA=50:50 DMOC40 Colorless, Transparent 1.10 0.53 0.411 Present Comparative Example 41.65 EDA:12PDA=80:20 DMSO35 White, Opaque 0.52 10 or more Unmeasurable None Comparative Example 51.65 EDA:12PDA=80:20 Cyrene35 Yellow, Opaque 0.45 10 or more Unmeasurable None

[0099] Solvent Solution Concentration (%) Solvent Flash Point (°C) Polymer Solution Flash Point (°C) Strength (g / d) Elongation (%) 200% Modulus (g) Yarn Power (g) Example 5 DMIO 359 39 41.1 748 77.5 1.14 Comparative Example 6 DMC 356 16 11.2 347 57.2 1.18

[0100] As can be seen from Tables 1 and 2 above, the polyurethaneurea solution of the present invention has excellent solubility and transparency under various polyurethane compositions and solution concentration conditions, and it can be confirmed that it has excellent preservation stability even with long-term storage. In addition, it can be confirmed that when polyurethaneurea elastic yarn is manufactured according to the method of the present invention, it is possible to manufacture polyurethaneurea elastic yarn having physical properties equivalent to existing polyurethaneurea elastic yarn while ensuring stability even under high-temperature process conditions and without being subject to environmental regulations.

[0101] Although the present invention has been described in detail above with reference to preferred embodiments, the invention is not limited thereto. The above embodiments may be modified or changed without departing from the spirit and scope of the invention, and those skilled in the art will understand that such modifications and changes are also included in the present invention.

Claims

1. A method for manufacturing a polyurethaneurea elastic yarn, wherein a prepolymer is prepared by reacting a polyol with a diisocyanate compound, the prepolymer is dissolved in an organic solvent, a chain extender and a chain terminater are added to prepare a polyurethaneurea spinning solution, and the obtained polyurethaneurea spinning solution is spun to produce a polyurethaneurea elastic yarn, wherein the organic solvent used is an imidazolidinone-based solvent of the following chemical formula 1. [Chemical Formula 1] In the above formula, R1 and R2 are the same or different from each other and are hydrogen or an alkyl group having 1 to 30 carbon atoms.

2. A method for manufacturing a polyurethane-urea elastic yarn according to claim 1, wherein the diisocyanate is one or more selected from the group consisting of 4,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylene diisocyanate, hexamethylene diisocyanate, 1,4'-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, and isophorone diisocyanate.

3. A method for manufacturing a polyurethane-urea elastic yarn according to claim 1, characterized in that the chain extender is one or more diamine chain extenders.

4. A method for manufacturing a polyurethane-urea elastic yarn according to claim 3, wherein the diamine chain extender is one or more selected from the group consisting of ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, 2,3-diaminobutane, 1,5-diaminopentane, 1,6-hexamethylenediamine, and 1,4-cyclohexanediamine.

5. A method for manufacturing a polyurethane urea elastic yarn according to claim 1, characterized in that the chain termination agent is one or more selected from the group consisting of diethylamine, monoethanolamine, cyclohexylamine, and dimethylamine.

6. A method for manufacturing a polyurethane urea elastic yarn according to claim 1, characterized in that the polyurethane urea is synthesized by a solution polymerization method.

7. A polyurethane-urea elastic yarn manufactured by the method for manufacturing a polyurethane-urea elastic yarn according to any one of paragraphs 1 to 6.

8. The polyurethaneurea elastic yarn according to claim 7, characterized in that the residual amount of organic solvent in the polyurethaneurea elastic yarn is 10 to 10,000 ppm.

Citation Information

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