Filaments, materials and methods for manufacturing materials

A polyamide resin filament with an aromatic ring and disperse dye enhances color fastness, addressing poor dye adherence in polyamide resin filaments, ensuring strength and preventing color transfer.

JP7775832B2Active Publication Date: 2025-11-26MITSUBISHI GAS CHEM CO INC
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Patent Information

Application Number
JP2022555302
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-10-08
Filing Date
2021-09-01
Publication Date
2025-11-26
Estimated Expiration
2041-09-01

AI Technical Summary

Technical Problem

Filaments made primarily of polyamide resin exhibit poor color fastness when dyed with disperse dyes, leading to issues like color transfer when blended with other thermoplastic filaments in clothing or bags.

Method used

A filament comprising a polyamide resin with an aromatic ring and/or a hetero ring, combined with a disperse dye having an aromatic ring and/or a hetero ring, such as an aromatic azo compound or anthraquinone compound, is used to enhance color fastness without compromising strength.

Benefits of technology

The filament maintains inherent strength and achieves excellent color fastness, preventing color transfer in blended fabrics.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided are: a filament which has excellent color fastness and contains a disperse dye without impairing the intrinsic strength of the filament; and a material and a material manufacturing method which use said filament. This filament contains: a polyamide resin having an aromatic ring and / or a hetero ring; and a disperse dye having an aromatic ring and / or a hetero ring.
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Description

[Technical Field]

[0001] The present invention relates to filaments, materials and methods of making materials, and in particular to filaments comprising polyamide resin and dyes. [Background technology]

[0002] Filaments made primarily of polyamide resin have been used for a variety of purposes. Filaments made primarily of polyamide resin are highly useful due to their high strength. On the other hand, when dyeing filaments whose main raw material is polyamide resin, it is known to use acid dyes (Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Unexamined Patent Publication No. 48-63050 Summary of the Invention [Problem to be solved by the invention]

[0004] It has been found that dyeing filaments whose main raw material is polyamide resin can achieve good color fastness when acid dyes are used, as described in Patent Document 1. However, when dyeing filaments whose main raw material is polyamide resin, such as when blending the filaments with filaments that can only be dyed with disperse dyes, it may be necessary to use disperse dyes. On the other hand, it has been found that polyamide resin-based filaments generally have poor color fastness when used with disperse dyes. Therefore, when disperse dyes are used to dye blended fabrics with other thermoplastic filaments such as polyester, problems of color transfer can occur when the final product is made into clothing or bags. The present invention aims to solve these problems and to provide a filament that does not impair the inherent strength of the filament, contains a disperse dye, and has excellent color fastness, as well as a material using the filament and a method for manufacturing the material. [Means for solving the problem]

[0005] As a result of investigations conducted by the present inventors in light of the above problems, the above problems were solved by the following means. <1> A filament comprising a polyamide resin having an aromatic ring and / or a hetero ring and a disperse dye having an aromatic ring and / or a hetero ring. <2> The disperse dye contains at least one selected from an aromatic ring azo compound, a heterocyclic azo compound, and an anthraquinone compound. <1> The filament according to claim 1. <3> The disperse dye has a skeleton represented by the following formula (C1) or a skeleton represented by the following formula (C2): <1> The filament according to claim 1. Formula (C1) [ka] (In formula (C1), Ar 1 and Ar 2 each independently represents an aryl group having 6 to 40 carbon atoms or a heteroaryl group having 5 to 40 carbon atoms. Formula (C2) [ka] <4> Single yarn fineness is 2.0 x 10 -5 ~50dtex, <1> ~ <3> The filament according to any one of the preceding claims. <5> The elongation measured in accordance with JIS L 1013:2010 is 30% or more. <1> ~ <4> The filament according to any one of the preceding claims. <6> The polyamide resin is composed of diamine-derived structural units and dicarboxylic acid-derived structural units, and 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine, and 70 mol % or more of the dicarboxylic acid-derived structural units are derived from an α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms. <1> ~ <5> The filament according to any one of the preceding claims. <7> The xylylenediamine contains 30 to 100 mol % of metaxylylenediamine and 0 to 70 mol % of paraxylylenediamine. <6> The filament according to claim 1. <8> The dicarboxylic acid includes an α,ω-linear aliphatic dicarboxylic acid having 11 to 14 carbon atoms. <6> or <7> The filament according to claim 1. <9> The dicarboxylic acid comprises 1,12-dodecanedioic acid. <6> or <7> The filament according to claim 1. <10> The filament length is 5 mm or more. <1> ~ <9> The filament according to any one of the preceding claims. <11> The polyamide resin is a crystalline polyamide resin. <1> ~ <10> The filament according to any one of the preceding claims. <12> The filament is a multifilament. <1> ~ <11> The filament according to any one of the preceding claims. <13> Of all the structural units constituting the polyamide resin, 20 to 80 mol % are structural units having an aromatic ring and / or a heterocycle. <1> ~ <12> The filament according to any one of the preceding claims. <14> A material comprising filaments, wherein the filaments comprise a polyamide resin having an aromatic ring and / or a heterocycle, and a disperse dye having an aromatic ring and / or a heterocycle. <15> The filament <1> ~ <13> The filament is the filament according to any one of <14> The material described in <16> the material is a knitted or woven fabric; <14> or <15> The material described in <17> Color fastness is 3 or higher. <14> ~ <16> wherein the dye fastness is a grade determined by fixing the material on a desk, placing a 1 kg cylindrical weight that is fully covered with cotton No. 3-1 specified in JIS L 0803:2011 on the material, and moving the weight back and forth 100 times on a white cotton cloth, as determined by a staining gray scale conforming to JIS L 0805:2011. <18> The method includes applying polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water. <1> ~ <13> 10. A method for producing a filament according to any one of the preceding claims. <19> A method for producing a material, comprising applying a woven fabric formed from polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle, or a knitted fabric formed from polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle, to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water. [Effects of the Invention]

[0006] The present invention makes it possible to provide a filament that does not impair the inherent strength of the filament, contains a disperse dye, and has excellent color fastness, as well as a material using the filament and a method for manufacturing the material. DETAILED DESCRIPTION OF THE INVENTION

[0007] Hereinafter, an embodiment for carrying out the present invention (hereinafter simply referred to as "the present embodiment") will be described in detail. Note that the present embodiment is an example for explaining the present invention, and the present invention is not limited to only this embodiment. In this specification, the symbol "to" is used to mean that the numerical values ​​before and after it are included as the lower limit and upper limit. In the description of groups (atomic groups) in this specification, when a notation does not specify whether they are substituted or unsubstituted, it includes both groups (atomic groups) that have no substituents and groups (atomic groups) that have substituents. For example, the term "alkyl group" includes not only alkyl groups that have no substituents (unsubstituted alkyl groups) but also alkyl groups that have substituents (substituted alkyl groups). In this specification, when a notation does not specify whether they are substituted or unsubstituted, it is preferable that they be unsubstituted. In this specification, various physical properties and characteristic values ​​are those at 23°C unless otherwise specified.

[0008] The filament of this embodiment is characterized by containing a polyamide resin having an aromatic ring and / or a heterocyclic ring and a disperse dye having an aromatic ring and / or a heterocyclic ring. Such a filament does not impair the inherent strength of the polyamide filament, and contains a disperse dye, resulting in excellent color fastness. The reason for this is speculated to be that the aromatic ring and / or heterocyclic ring of the polyamide resin interacts with the aromatic ring and / or heterocyclic ring of the disperse dye, resulting in effective incorporation into the polyamide filament. In contrast, acid dyes such as those described in Patent Document 1 are incorporated into the polyamide filament by ionic bonding with the amino groups at the terminals of the polyamide resin. In this specification, the filaments of this embodiment in a state before being dyed may be referred to as "polyamide filaments." That is, polyamide filaments generally do not contain disperse dyes having aromatic rings and / or heterocycles.

[0009] <Polyamide resin having an aromatic ring and / or a heterocycle> The filament of this embodiment contains a polyamide resin having an aromatic ring and / or a heterocycle, which makes it possible to dye the polyamide filament with a disperse dye having an aromatic ring and / or a heterocycle. The polyamide resin having an aromatic ring and / or a heterocycle is not particularly limited in type, but of all the structural units constituting the polyamide resin having an aromatic ring and / or a heterocycle, preferably 20 to 80 mol % are structural units having an aromatic ring and / or a heterocycle, more preferably 30 to 70 mol % are structural units having an aromatic ring and / or a heterocycle, and even more preferably 40 to 60 mol % are structural units having an aromatic ring and / or a heterocycle. By adopting such a structure, the spinning method can be a melt spinning method in addition to a solution spinning method. Furthermore, even when a solution spinning method is adopted, there is no need to use a strong acid such as concentrated sulfuric acid as a solvent, which tends to improve productivity. The polyamide resin having an aromatic ring and / or a hetero ring used in this embodiment preferably has an aromatic ring. Furthermore, the structural unit having an aromatic ring and / or a hetero ring is preferably a structural unit derived from a diamine having an aromatic ring and / or a hetero ring. Examples of polyamide resins having an aromatic ring and / or a hetero ring used in this embodiment include nylon 6T, nylon 6 / 6T, nylon 66 / 6T, nylon 6I, nylon 66 / 6I / 6, nylon 66 / 6I, nylon 6T / 6I, nylon 6T / 12, nylon 66 / 6T / 6I, nylon 9T, nylon 9I, nylon 9T, 9I, nylon 10T, 1,3-BAC10I (a polyamide resin composed of 1,3-bisaminomethylcyclohexane, sebacic acid, and isophthalic acid), 1,4-BAC10I (a polyamide resin composed of 1,4-bisaminomethylcyclohexane, sebacic acid, and isophthalic acid), and xylylenediamine-based polyamide resins, which will be described in detail later, with xylylenediamine-based polyamide resins being preferred.

[0010] In this embodiment, the polyamide resin preferably comprises a polyamide resin (hereinafter sometimes referred to as a "xylylenediamine-based polyamide resin" in this specification) that is composed of diamine-derived structural units and dicarboxylic acid-derived structural units, in which 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine and 70 mol % or more of the dicarboxylic acid-derived structural units are derived from an α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms. The use of a xylylenediamine-based polyamide resin not only provides excellent color fastness when containing disperse dyes as described above, but also allows for the production of filaments with a high Young's modulus. Furthermore, due to its low water absorption, there is little change over time in mechanical properties such as Young's modulus and strength, resulting in textile products with firmness and resilience.

[0011] In the xylylenediamine-based polyamide resin, 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine, preferably 80 mol % or more, more preferably 90 mol % or more, even more preferably 95 mol % or more, and even more preferably 99 mol % or more, and the upper limit may be 100 mol %.

[0012] The xylylenediamine preferably contains 30 to 100 mol% metaxylylenediamine and 0 to 70 mol% paraxylylenediamine, more preferably 50 to 100 mol% metaxylylenediamine and 0 to 50 mol% paraxylylenediamine. In the xylylenediamine, the total of metaxylylenediamine and paraxylylenediamine preferably accounts for 95 mol% or more, more preferably 99 mol% or more, and even more preferably 100 mol%.

[0013] Diamine components other than xylylenediamine include aliphatic diamines such as tetramethylenediamine, pentamethylenediamine, 2-methylpentanediamine, hexamethylenediamine, heptamethylenediamine, octamethylenediamine, nonamethylenediamine, decamethylenediamine, dodecamethylenediamine, 2,2,4-trimethylhexamethylenediamine, and 2,4,4-trimethylhexamethylenediamine; 1,3-bis(aminomethyl)cyclohexane; 1,4-bis(aminomethyl)cyclohexane; Examples of the diamine include alicyclic diamines such as bis(4-aminophenyl)cyclohexane, 1,3-diaminocyclohexane, 1,4-diaminocyclohexane, bis(4-aminocyclohexyl)methane, 2,2-bis(4-aminocyclohexyl)propane, bis(aminomethyl)decalin, and bis(aminomethyl)tricyclodecane; and diamines having an aromatic ring such as bis(4-aminophenyl)ether, paraphenylenediamine, and bis(aminomethyl)naphthalene. These diamines may be used alone or in combination of two or more.

[0014] In the xylylenediamine-based polyamide resin, 70 mol % or more of the dicarboxylic acid-derived structural units are derived from α,ω-linear aliphatic dicarboxylic acids having 4 to 20 carbon atoms, preferably 80 mol % or more, more preferably 90 mol % or more, even more preferably 95 mol % or more, and even more preferably 99 mol % or more. The upper limit may be 100 mol %. The number of carbon atoms in the α,ω-straight-chain aliphatic dicarboxylic acid having 4 to 20 carbon atoms is preferably 6 or more, more preferably 9 or more, and even more preferably 11 or more. The number of carbon atoms in the α,ω-straight-chain aliphatic dicarboxylic acid having 4 to 20 carbon atoms is preferably 16 or less, and more preferably 14 or less. The number of carbon atoms in the α,ω-straight-chain aliphatic dicarboxylic acid having 4 to 20 carbon atoms is more preferably 12 or less, and even more preferably 12. By setting the carbon number to 4 or more, the water absorption rate of the xylylenediamine-based polyamide resin is reduced, making it possible to prevent deterioration of physical properties when the polyamide filaments are dyed in a solution containing a disperse dye and water. Furthermore, by setting the carbon number to 20 or less, the polyamide filaments can have a melting point sufficient for practical use, making them easy to use in various processing steps as textile products. In particular, the high melting point increases resistance to heating during the dyeing process, drying after dyeing, heating with an iron, etc. Furthermore, a moderate Young's modulus can be achieved, resulting in filaments with firmness and resilience. Specific examples of the α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms include malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, 1,11-undecanedioic acid, and 1,12-dodecanedioic acid, with adipic acid, sebacic acid, and 1,12-dodecanedioic acid being preferred, sebacic acid and 1,12-dodecanedioic acid being more preferred, and 1,12-dodecanedioic acid being even more preferred. When the α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms is 1,12-dodecanedioic acid, the above-mentioned effects are particularly pronounced.

[0015] Examples of dicarboxylic acid components other than α,ω-linear aliphatic dicarboxylic acids having 4 to 20 carbon atoms include phthalic acid compounds such as isophthalic acid, terephthalic acid, and orthophthalic acid, and naphthalenedicarboxylic acids such as 1,2-naphthalenedicarboxylic acid, 1,3-naphthalenedicarboxylic acid, 1,4-naphthalenedicarboxylic acid, 1,5-naphthalenedicarboxylic acid, 1,6-naphthalenedicarboxylic acid, 1,7-naphthalenedicarboxylic acid, 1,8-naphthalenedicarboxylic acid, 2,3-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, and 2,7-naphthalenedicarboxylic acid, and these can be used alone or in combination of two or more.

[0016] The phrase "composed of diamine-derived structural units and dicarboxylic acid-derived structural units" means that the amide bonds constituting the xylylenediamine-based polyamide resin are formed by the bond between the dicarboxylic acid and the diamine. Furthermore, the xylylenediamine-based polyamide resin contains other moieties, such as terminal groups, in addition to the dicarboxylic acid-derived structural units and diamine-derived structural units. Furthermore, it may contain repeating units having amide bonds not derived from the bond between the dicarboxylic acid and the diamine, or trace amounts of impurities. Specifically, in addition to the diamine and dicarboxylic acid components, the xylylenediamine-based polyamide resin may also contain lactams such as ε-caprolactam and laurolactam, and aliphatic aminocarboxylic acids such as aminocaproic acid and aminoundecanoic acid, as copolymerization components, as long as the effects of the present invention are not impaired. In the present invention, preferably 90% by mass or more, more preferably 95% by mass or more, and even more preferably 98% by mass or more of the xylylenediamine-based polyamide resin are diamine-derived structural units or dicarboxylic acid-derived structural units. Furthermore, it goes without saying that the above-mentioned nylon 6T and the like may contain structural units derived from other monomers in addition to those composed only of hexamethylenediamine and terephthalic acid, as long as the effects of the present invention are not impaired.

[0017] The polyamide resin having an aromatic ring and / or a heterocycle used in this embodiment preferably has a number average molecular weight (Mn) of 6,000 to 50,000, more preferably 8,000 to 48,000, and even more preferably 9,000 to 46,000. Within such a range, the molding processability is improved.

[0018] The number average molecular weight (Mn) referred to here can be determined from a value converted into standard polymethyl methacrylate (PMMA) by gel permeation chromatography (GPC) measurement.

[0019] The polyamide resin having an aromatic ring and / or a heterocycle may be a crystalline polyamide resin having a clear melting point or an amorphous polyamide resin not having a clear melting point, but is preferably a crystalline polyamide resin. The use of a crystalline polyamide resin can make it more difficult for the disperse dye to be released from the filament of this embodiment. In particular, when a blended yarn is made with a dye that is easily dyed with a disperse dye, such as a polyester filament, if the disperse dye is easily released from the filament of this embodiment, color transfer is likely to occur. However, this embodiment can effectively avoid this problem. In this specification, an amorphous resin refers to a resin having a crystalline fusion enthalpy ΔHm of less than 5 J / g, and a crystalline resin refers to a resin having a crystalline fusion enthalpy ΔHm of 5 J / g or more.

[0020] When the polyamide resin having an aromatic ring and / or a heterocycle has a melting point, the melting point is preferably 170 to 250° C. By setting the melting point within this range, a molded product having excellent moldability and excellent heat resistance can be obtained. The melting point in the present invention refers to the peak-top temperature of the endothermic peak observed during heating by DSC (differential scanning calorimetry). Specifically, the melting point refers to the peak-top temperature of the endothermic peak observed when a 1 mg sample is heated and melted from room temperature (25°C) to a temperature equal to or higher than the expected melting point at a temperature rising rate of 10°C / min using a DSC apparatus with nitrogen as the atmospheric gas at a flow rate of 30 mL / min, and the molten polyamide resin is then rapidly cooled with dry ice and heated again at a rate of 10°C / min to a temperature equal to or higher than the melting point.

[0021] In the filament of this embodiment, the polyamide resin having an aromatic ring and / or a heterocycle preferably accounts for 70% by mass or more of the mass of the filament, more preferably 80% by mass or more, and even more preferably 90% by mass or more, and may even be 95% by mass or more. The upper limit is, for example, 99.9% by mass or less. The filament of the present embodiment may contain only one type of polyamide resin having an aromatic ring and / or a heterocycle, or may contain two or more types. When two or more types are contained, the total amount is preferably within the above range.

[0022] <Disperse dyes having aromatic rings and / or hetero rings> The filament of this embodiment contains a disperse dye having an aromatic ring and / or a heterocyclic ring. The use of a dye having an aromatic ring and / or a heterocyclic ring interacts with the aromatic ring and / or the heterocyclic ring of the polyamide resin having an aromatic ring and / or a heterocyclic ring, making it easier to incorporate the dye into the polyamide filament. The use of a disperse dye is also preferable when blending a filament with a filament that can only be dyed with a disperse dye.

[0023] The disperse dye used in this embodiment is not particularly limited as long as it has an aromatic ring and / or a heterocyclic ring. A wide variety of known disperse dyes can be used, including aromatic azo compounds, heterocyclic azo compounds, anthraquinone compounds, quinoline compounds, quinophthalone compounds, benzodifuranone compounds, and coumarin compounds. The disperse dye preferably contains at least one selected from aromatic azo compounds, heterocyclic azo compounds, and anthraquinone compounds, and more preferably contains at least one selected from aromatic azo compounds and anthraquinone compounds. The use of such compounds tends to further improve color fastness. Here, the term "aromatic azo compound" refers to a compound containing an aromatic ring (preferably a benzene ring) and an azo structure (-N=N-). The term "heterocyclic azo compound" refers to a compound containing a heterocyclic ring and an azo structure (-N=N-). The term "anthraquinone compound" refers to a compound containing an anthraquinone ring. Quinoline compounds refer to compounds containing a quinoline ring. Quinophthalone compounds refer to compounds containing a quinophthalone ring. Benzodifuranone compounds refer to compounds containing a benzodifuranone ring. Coumarin compounds refer to compounds containing a coumarin ring. These compounds preferably have a molecular weight of 300 to 1000. Use of compounds with such molecular weights tends to effectively promote incorporation of disperse dyes into polyamide filaments. The disperse dye used in this embodiment preferably has a skeleton represented by the following formula (C1) or formula (C2). The use of such a compound tends to further improve color fastness. Here, a compound having a skeleton refers to a compound containing a structure represented by formula (C1) or formula (C2), or a structure in which a hydrogen atom contained in the structure represented by formula (C1) or formula (C2) is substituted with a substituent (for example, the substituent T described below). Formula (C1) [ka] (In formula (C1), Ar 1 and Ar 2each independently represents an aryl group having 6 to 40 carbon atoms or a heteroaryl group having 5 to 40 carbon atoms.

[0024] In formula (C1), examples of the aryl group having 6 to 40 carbon atoms (preferably 6 to 20 carbon atoms) include a phenyl group and a naphthyl group, with a phenyl group being preferred. Examples of the heteroaryl group having 5 to 40 carbon atoms (preferably 5 to 20 carbon atoms) include a pyrrolyl group, a pyrazolyl group, a pyridyl group, a benzimidazolyl group, an oxadiazolyl group, a thiadiazolyl group, a tetrahydroquinolyl group, a dihydrobenzoxazinyl group, a tetrahydroisoquinolyl group, a thienyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, and a benzisothiazolyl group. The hydrogen atoms (Ar 1 and Ar 2 (including a hydrogen atom possessed by) may be substituted with a substituent, and examples of the substituent include the substituent T described below. The substituent may further be substituted with a substituent.

[0025] Examples of the substituent T include an alkyl group (preferably having 1 to 24 carbon atoms, more preferably having 1 to 12 carbon atoms, and even more preferably having 1 to 6 carbon atoms), a cycloalkyl group (preferably having 3 to 24 carbon atoms, more preferably having 3 to 12 carbon atoms, and even more preferably having 3 to 6 carbon atoms), an aralkyl group (preferably having 7 to 21 carbon atoms, more preferably having 7 to 15 carbon atoms, and even more preferably having 7 to 11 carbon atoms), an alkenyl group (preferably having 2 to 24 carbon atoms, more preferably having 2 to 12 carbon atoms, and even more preferably having 2 to 6 carbon atoms), a cycloalkenyl group (preferably having 3 to 24 carbon atoms, more preferably having 3 to 1 Preferably, 2 is carbon atoms, and more preferably 3 to 6 is carbon atoms), a hydroxyl group, an amino group (preferably 0 to 24 carbon atoms, more preferably 0 to 12 carbon atoms, and more preferably 0 to 6 carbon atoms), a thiol group, a carboxyl group, an aryl group (preferably 6 to 22 carbon atoms, more preferably 6 to 18 carbon atoms, and more preferably 6 to 10 carbon atoms), an acyl group (preferably 2 to 12 carbon atoms, more preferably 2 to 6 carbon atoms, and more preferably 2 to 3 carbon atoms), an acyloxy group (preferably 2 to 12 carbon atoms, more preferably 2 to 6 carbon atoms, and more preferably 2 to 3 carbon atoms), ), an aryloyl group (preferably having 7 to 23 carbon atoms, more preferably having 7 to 19 carbon atoms, and even more preferably having 7 to 11 carbon atoms), an aryloyloxy group (preferably having 7 to 23 carbon atoms, more preferably having 7 to 19 carbon atoms, and even more preferably having 7 to 11 carbon atoms), a carbamoyl group (preferably having 1 to 12 carbon atoms, more preferably having 1 to 6 carbon atoms, and even more preferably having 1 to 3 carbon atoms), a sulfamoyl group (preferably having 0 to 12 carbon atoms, more preferably having 0 to 6 carbon atoms, and even more preferably having 0 to 3 carbon atoms), a sulfo group, an alkylsulfonyl group (preferably having 1 to 12 carbon atoms, more preferably having 0 to 6 carbon atoms, and even more preferably having 0 to 3 carbon atoms), Preferably, the number of carbon atoms is 1 to 6, and more preferably 1 to 3), an arylsulfonyl group (preferably having 6 to 22 carbon atoms, more preferably 6 to 18, and even more preferably 6 to 10), a heterocyclic group (preferably having 1 to 12 carbon atoms, more preferably 1 to 8, and even more preferably 2 to 5 carbon atoms, and preferably containing a 5-membered or 6-membered ring), a (meth)acryloyl group, a (meth)acryloyloxy group, a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom), an oxo group (═O), an imino group (═NR N ), alkylidene group (=C(R N )2) etc. Nis preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom or the like. The alkyl moiety and alkenyl moiety contained in each substituent may be linear or branched, and may be linear or cyclic. When the above-mentioned substituent T is a group capable of taking a substituent, it may further have a substituent T. For example, the alkyl group may become a halogenated alkyl group, or may become a (meth)acryloyloxyalkyl group, aminoalkyl group, or carboxyalkyl group. When the substituent is a group capable of forming a salt, such as a carboxyl group or an amino group, the group may form a salt.

[0026] Formula (C2) [ka] The hydrogen atoms contained in formula (C2) may be substituted with a substituent, and examples of the substituent include the below-described substituent T. The substituent may further be substituted with a substituent.

[0027] Examples of disperse dyes having a skeleton represented by formula (C1) include the following compounds. [ka]

[0028] Examples of disperse dyes having a skeleton represented by formula (C2) include the following compounds. [ka]

[0029] In addition to the above, disperse dyes having an aromatic ring and / or a hetero ring include those described in paragraphs 0040 to 0043 of JP-A-2019-182780 and those described in paragraphs 0027 to 0045 of JP-A-2018-168486, and the like. The contents of these are incorporated herein by reference.

[0030] The content of the disperse dye having an aromatic ring and / or a heterocycle in the filament of this embodiment is preferably 0.1% by mass or more, more preferably 0.4% by mass or more, and even more preferably 0.5% by mass or more. By making the content equal to or greater than the lower limit, the desired color tone can be effectively expressed. Furthermore, the content of the disperse dye having an aromatic ring and / or a heterocycle in the filament of this embodiment is preferably 5% by mass or less, more preferably 3.5% by mass or less, and even more preferably 3% by mass or less. By making the content equal to or less than the upper limit, it is possible to prevent a difference from the desired color tone and more effectively suppress color transfer when used as a textile product. The filament of this embodiment may contain only one disperse dye having an aromatic ring and / or a heterocycle, or may contain two or more disperse dyes. When two or more disperse dyes are contained, the total amount is preferably within the above range.

[0031] <Other ingredients> The filament of the present embodiment may contain components other than the polyamide resin having an aromatic ring and / or a heterocycle and the disperse dye having an aromatic ring and / or a heterocycle. The filaments of the present embodiment may contain a polyamide resin other than the polyamide resin having an aromatic ring and / or a heterocycle, or a thermoplastic resin other than the polyamide resin. Examples of polyamide resins other than polyamide resins having an aromatic ring and / or hetero ring include aliphatic polyamide resins such as polyamide 4, polyamide 6, polyamide 11, polyamide 12, polyamide 46, polyamide 66, polyamide 6 / 66, polyamide 610, and polyamide 612. Examples of thermoplastic resins other than polyamide resins include polyolefin resins such as polyethylene and polypropylene, polyester resins such as polyethylene terephthalate and polybutylene terephthalate, polycarbonate resins, polyoxymethylene resins, polyether ketones, polyether sulfones, and thermoplastic polyether imides. When the filament contains polyamide resins other than polyamide resins having an aromatic ring and / or heterocycle and thermoplastic resins other than polyamide resins, the content of these resins is preferably 1 to 10% by mass of the filament of this embodiment.

[0032] The filament of this embodiment may further contain additives such as antioxidants, heat stabilizers, hydrolysis resistance improvers, weathering stabilizers, delustering agents, UV absorbers, nucleating agents, plasticizers, flame retardants, antistatic agents, antigelling agents, release agents, and surface activators, provided that the additives do not impair the objects and effects of the present invention. For details, see paragraphs

[0130] to

[0155] of Japanese Patent No. 4894982, paragraph

[0021] of Japanese Patent Laid-Open No. 2010-281027, and paragraph

[0036] of Japanese Patent Laid-Open No. 2016-223037, the contents of which are incorporated herein by reference. When these components are included, the content of these components is preferably 0.001 to 5% by mass of the filament of this embodiment. The filament of this embodiment is adjusted so that the total of the polyamide resin having an aromatic ring and / or a heterocycle, the disperse dye having an aromatic ring and / or a heterocycle, and other components (resins, additives, etc.) that are blended as necessary, is 100% by mass.

[0033] <Filament morphology and physical properties> The filament of this embodiment may be a monofilament or a multifilament, but is preferably a multifilament, which makes it easier to process into various fiber forms such as woven fabrics, knitted fabrics, braided cords, and nonwoven fabrics. When the filament of this embodiment is a multifilament, the number of filaments constituting one multifilament is preferably 10 or more, more preferably 20 or more, and may be 30 or more. The upper limit of the number of filaments constituting one multifilament is preferably 100 or less, more preferably 60 or less, and even more preferably 55 or less. By setting the number within such a range, unevenness in the single filament fineness during spinning can be suppressed, and fusion between the single filaments during spinning can be prevented. The cross section of the filament in this embodiment is usually circular. Here, circular means not only a circular shape in a geometric sense but also a shape that is generally considered to be circular in the technical field of this embodiment. Furthermore, the cross section of the filament in this embodiment may be a shape other than circular, for example, a flat shape such as an ellipse or an oval.

[0034] The filament of this embodiment has a single yarn fineness of 2.0 × 10 -5 It is preferable that the single yarn fineness is 8.0×10 to 50 dtex. By making the single yarn fineness equal to or greater than the lower limit, stable spinning is possible, and when processed into various fiber product forms, the fiber products can have sufficient strength. Also, by making the single yarn fineness equal to or less than the upper limit, the dye can easily penetrate into the fiber, allowing for more vivid dyeing. The lower limit of the single yarn fineness is 8.0×10 to 50 dtex. -5 dtex or more is preferable, and 9.0 × 10 -3 dtex or more is more preferable, and 1.0 × 10 -2 dtex or more, more preferably 0.5 dtex or more, and even more preferably 1 dtex or more. The upper limit of the single yarn fineness is preferably 40 dtex or less, more preferably 30 dtex or less, even more preferably 25 dtex or less, even more preferably 20 dtex or less, even more preferably 18 dtex or less, and even more preferably 10 dtex or less. Furthermore, when the filament of this embodiment is a multifilament, the fineness is preferably 10 to 1,000 dtex. By making the fineness equal to or greater than the lower limit, stable molding is possible, and when processed into various textile products, sufficient strength can be imparted to the textile products. Furthermore, by making the fineness equal to or less than the upper limit, the dye can easily penetrate into the interior of the fiber, allowing for more vivid dyeing. The lower limit of the fineness of the multifilament is preferably 40 dtex or more, more preferably 60 dtex or more, and even more preferably 100 dtex or more. Furthermore, the upper limit of the fineness of the multifilament is preferably 800 dtex or less, more preferably 600 dtex or less, and even more preferably 500 dtex or less. The fineness is measured according to the method described in the examples below.

[0035] The filament length (mass average length) in this embodiment is not particularly limited, but is preferably 5 mm or more, more preferably 0.1 m or more, even more preferably 1 m or more, and even more preferably 100 m or more. The upper limit of the filament length (mass average length) is preferably 20,000 m or less, more preferably 1,000 m or less, and even more preferably 100 m or less.

[0036] The filament of this embodiment preferably has an elongation of 30% or more as measured in accordance with the provisions of JIS L 1013:2010. By setting the elongation to 30% or more, thread breakage during processing can be effectively suppressed. The elongation is preferably 35% or more, and more preferably 40% or more. The upper limit of the elongation is preferably 70% or less, and more preferably 60% or less. Setting the elongation to the upper limit or less tends to further improve processability when processing into various fiber forms such as woven fabrics, knitted fabrics, braids, and nonwoven fabrics. The filament of this embodiment preferably has high color fastness. Specifically, when a material containing the filament, which will be described in detail later, is used, the dye fastness is preferably 3 or more. The upper limit is preferably 5 or less. The dye fastness is a grade determined by fixing the material on a desk, placing a 1 kg cylindrical weight fully covered with cotton No. 3-1 specified in JIS L 0803:2011 on the weight, and moving the weight back and forth 100 times on a white cotton cloth, as determined by a staining gray scale conforming to JIS L 0805:2011.

[0037] <Material> The material of this embodiment is a material containing filaments, and the filaments contained in the material contain a polyamide resin having an aromatic ring and / or a heterocyclic ring and a disperse dye having an aromatic ring and / or a heterocyclic ring. Materials containing such filaments have excellent design properties and are therefore preferred for various applications. The filaments are preferably the filaments of this embodiment. The filament of this embodiment may be used as it is, or may be processed into materials such as a mixed yarn, a braided cord, a twisted cord, a spun yarn, a yarn having a core-sheath structure, etc. When the mixed yarn is made into a mixed yarn, etc., it is preferable to combine it with other thermoplastic resin filaments, or reinforcing fibers (filaments) such as carbon fibers or glass fibers. The material of this embodiment may be a woven fabric, knitted fabric, nonwoven fabric, etc. made from the filament of this embodiment. The material of this embodiment may also be a woven fabric, knitted fabric, nonwoven fabric, etc. made from polyamide filaments, which has been dyed or the like so that the filaments contained in the material contain a polyamide resin having an aromatic ring and / or a heterocycle and a disperse dye having an aromatic ring and / or a heterocycle. The woven fabric, knitted fabric, nonwoven fabric, etc. of this embodiment are intended to include woven fabrics, knitted fabrics, nonwoven fabrics, etc., such as blended yarns, braided cords, and twisted cords, which use the filament of this embodiment. The material of this embodiment is preferably a knitted fabric or woven fabric. The woven fabric may be any of plain weave, twill weave, satin weave, leno weave, etc. The knitted fabric may be plain knitted, for example. The material of this embodiment has a density of 1.10 to 1.25 g / cm 3 It is preferable that: The material of this embodiment preferably has high colorfastness. Specifically, it is preferably 3 or higher. The upper limit is preferably 5 or lower. Here, the dyefastness refers to a grade determined by fixing the material on a desk, placing a 1 kg cylindrical weight fully covered with cotton No. 3-1 specified in JIS L 0803:2011 on the desk, and moving the weight back and forth 100 times on the white cotton cloth, and determining the degree of coloration using a staining gray scale conforming to JIS L 0805:2011. The material of this embodiment refers to a material in which the filaments of this embodiment retain their filament shape. Here, "retained" means that the filaments generally retain their shape, and includes a material in which a portion of the filaments (for example, 10% by volume or less) melts and bonds with other filaments, reinforcing fibers, etc.

[0038] <Manufacturing method> The filament in this embodiment is obtained by molding a composition containing a polyamide resin having an aromatic ring and / or a heterocycle. The molding method may be any method, and the filament may be molded into a desired shape by any conventionally known molding method, such as melt spinning. For example, see paragraphs 0051 to 0058 of International Publication No. 2017 / 010389, the contents of which are incorporated herein by reference. In this embodiment, it is particularly preferred that the polyamide filaments be produced by melt spinning or electrospinning. Melt spinning is a method in which a composition containing a polyamide resin having an aromatic ring and / or a heterocycle is extruded from a multi-hole die by an extruder and stretched through a roll. Electrospinning is a method in which a composition containing a polyamide resin having an aromatic ring and / or a heterocycle is dissolved in a solvent, and when the dissolved resin solution is discharged from a thin nozzle, an electric field is generated at the end of the resin solution, charging the resin solution itself, and stretching it by the potential difference while driving off the solvent.

[0039] In addition, it is generally preferable that the filaments of this embodiment are made by forming a composition containing a polyamide resin having an aromatic ring and / or a heterocycle into polyamide filaments and then immersing the disperse dye inside. Specifically, in this embodiment, it is preferable to dye the polyamide filaments by applying (preferably immersing) the polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water. In this embodiment, when the polyamide filaments are applied to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water, the liquid containing the disperse dye having an aromatic ring and / or a heterocycle and water is preferably heated. The heating temperature is preferably 60°C or higher, more preferably 100°C or higher, and also preferably 120°C or higher, and more preferably 125°C or higher. The upper limit of the heating temperature is preferably 180°C or lower, more preferably 160°C or lower, even more preferably 155°C or lower, and even more preferably 150°C or lower. Setting the temperature at or above the lower limit not only improves dyeability but also increases the colorfastness of the dyed polyamide filaments. Setting the temperature at or below the upper limit suppresses hydrolysis during dyeing and more effectively suppresses a decrease in tensile strength. The filaments of this embodiment are preferably drawn. The drawing may be performed either before or after the polyamide filaments are applied to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water, but is preferably performed before the application. The draw ratio is preferably 1.5 to 6.0 times, and more preferably 2.0 to 5.5 times. Drawing orients the molecular chains in one direction, making it possible to further increase the tensile strength of the filaments. The application time to the liquid containing the disperse dye and water is preferably 10 to 100 minutes. Furthermore, when the filaments of this embodiment are used as materials for knitted fabrics, woven fabrics, etc., the polyamide filaments may be dyed and then processed into materials for knitted fabrics, woven fabrics, etc., or the polyamide filaments may be processed into materials for knitted fabrics, woven fabrics, etc. and then dyed. By processing the polyamide filaments into materials for knitted fabrics, woven fabrics, etc. and then dyeing them, processing costs can be reduced and it becomes easier to handle small-lot, high-mix production. As a dyeing method, it is preferable to apply polyamide filaments or knitted or woven fabrics formed from polyamide filaments to a liquid containing a disperse dye having an aromatic ring and / or a hetero ring and water. The disperse dye having an aromatic ring and / or a heterocycle in the liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water has the same meaning as the disperse dye having an aromatic ring and / or a heterocycle described above. In the liquid containing a disperse dye and water, the disperse dye preferably accounts for 0.01 to 1 mass% of the liquid, and the water preferably accounts for 0.05 to 0.7 mass% of the liquid. The liquid containing a disperse dye and water may or may not contain components other than the disperse dye and water. Examples of components other than the disperse dye and water include anionic or nonionic / anionic surfactants, acetic acid, biphenyl, trichlorobenzene, methylnaphthalene, o-benzylphenol, p-benzylphenol, o-phenylphenol, propyl benzoate, butyl benzoate, 2-hydroxy-4-methoxybenzophenone, butylparaben, methyl salicylate, and vanillin. The liquid containing a disperse dye and water may contain only one type of disperse dye, or two or more types of disperse dyes. When two or more types are contained, the total amount is preferably within the above range.

[0040] <Application> The filament of this embodiment is preferably used for bags, socks, clothing, carpets, fishing lines, fishing nets, industrial materials, racket strings, and the like. Furthermore, the filaments and materials of this embodiment are widely used in automobile and other transportation vehicle parts, general machine parts, precision machine parts, electronic and electrical equipment parts, office automation equipment parts, building materials and housing-related parts, medical devices, leisure and sports goods (e.g., fishing line), play equipment, medical supplies, food packaging films, everyday items such as clothing, defense and aerospace products, etc. The filament of this embodiment may be wound around a core material, that is, a wound body having a core material and a filament wound around the core material may be used. [Example]

[0041] The present invention will be explained in more detail below with reference to examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below. If the measuring instruments used in the examples are difficult to obtain due to discontinuation or the like, measurements can be made using other instruments with equivalent performance.

[0042] 1.Raw materials <Synthesis of Polyamide MP12> A precisely weighed 60.00 mol of 1,12-dodecanedioic acid was placed in a jacketed reactor equipped with a stirrer, partial condenser, condenser, thermometer, dropping tank, and nitrogen gas inlet tube. The mixture was thoroughly purged with nitrogen and heated to 180°C under a small nitrogen stream to dissolve the 1,12-dodecanedioic acid and achieve a homogeneous fluid state. 60 mol of para- / meta-xylylenediamine (30 mol% of the diamine component was para-xylylenediamine and 70 mol% was meta-xylylenediamine) was added dropwise over 160 minutes with stirring. During this time, the internal pressure of the reaction system was maintained at atmospheric pressure, and the internal temperature was continuously raised to 250°C. Water distilled during the dropwise addition of para- / meta-xylylenediamine was removed from the system via the partial condenser and condenser. After the dropwise addition of para- / meta-xylylenediamine was completed, the liquid temperature was maintained at 250°C and the reaction was continued for 10 minutes. The pressure inside the reaction system was then continuously reduced to 600 Torr over 10 minutes, and the reaction was continued for 20 minutes. During this time, the reaction temperature was continuously increased to 260°C. After the reaction was completed, the reactor was pressurized with 0.3 MPa of nitrogen gas, and the polymer was removed as a strand from a nozzle at the bottom of the polymerization vessel. After water cooling, the polymer was cut into pellets to obtain pellets of the melt-polymerized product. The resulting pellets were placed at room temperature in a tumbler (rotary vacuum vessel) equipped with a heat medium heating jacket. While rotating the tumbler, the vessel was reduced in pressure (0.5 to 10 Torr), and the circulating heat medium was heated to 150°C. The pellet temperature was raised to 130°C and maintained at that temperature for 3 hours. Nitrogen was then introduced again to restore normal pressure, and cooling was initiated. When the pellet temperature reached 70°C or below, the pellets were removed from the vessel, yielding a solid-state polymerized product. The melting point of the resulting polyamide resin (MP12) was 206°C.

[0043] <Synthesis of Polyamide MXD12> A precisely weighed 60.00 mol of 1,12-dodecanedioic acid was placed in a jacketed reactor equipped with a stirrer, partial condenser, condenser, thermometer, dropping tank, and nitrogen gas inlet tube. The mixture was thoroughly purged with nitrogen and heated to 180°C under a small nitrogen stream to dissolve the 1,12-dodecanedioic acid and achieve a uniform flow. 60 mol of meta-xylylenediamine was then added dropwise to the mixture over a period of 160 minutes with stirring. During this period, the internal pressure of the reaction system was maintained at atmospheric pressure, and the internal temperature was continuously raised to 250°C. Water distilled during the dropwise addition of meta-xylylenediamine was removed from the system via the partial condenser and condenser. After the dropwise addition of meta-xylylenediamine, the liquid temperature was maintained at 250°C and the reaction was continued for 10 minutes. The internal pressure of the reaction system was then continuously reduced to 600 Torr over 10 minutes, after which the reaction was continued for 20 minutes. During this period, the reaction temperature was continuously raised to 260°C. After the reaction was completed, the reactor was pressurized with nitrogen gas to 0.3 MPa, and the polymer was removed as a strand from a nozzle at the bottom of the polymerization vessel. After water cooling, it was cut into pellets, yielding pellets of the melt-polymerized product. The resulting pellets were placed at room temperature in a tumbler (rotary vacuum vessel) equipped with a heat medium heating jacket. While the tumbler was rotating, the vessel was evacuated (0.5-10 Torr), and the circulating heat medium was heated to 150°C. The pellet temperature was raised to 130°C and maintained at that temperature for 3 hours. Nitrogen was then introduced again to restore normal pressure, and cooling was initiated. When the pellet temperature reached 70°C or below, the pellets were removed from the vessel, yielding a solid-state polymerized product. The melting point of the resulting polyamide resin (MXD12) was 190°C.

[0044] <Synthesis example of polyamide MP10 (M / P ratio = 7:3)> Sebacic acid was placed in a jacketed reactor equipped with a stirrer, partial condenser, condenser, thermometer, dropping tank, and nitrogen gas inlet tube. After heating and dissolving under a nitrogen atmosphere, a mixed diamine (manufactured by Mitsubishi Gas Chemical Co., Inc.) consisting of metaxylylenediamine and paraxylylenediamine in a molar ratio of 7:3 was gradually added dropwise under pressure (0.35 MPa) to achieve a molar ratio of diamine to sebacic acid of approximately 1:1. The temperature was raised to 235°C. After the addition was complete, the reaction was continued for 60 minutes to adjust the amount of components with a molecular weight of 1,000 or less. After the reaction was complete, the contents were removed in the form of strands and pelletized using a pelletizer to obtain a polyamide resin (MP10, M / P = 7:3). The melting point of the resulting polyamide resin (MP10) was 215°C.

[0045] <Synthesis of polyamide 1,3-BAC10I> A 50-L pressure-resistant reactor equipped with a stirrer, partial condenser, total condenser, pressure regulator, thermometer, dropping tank and pump, aspirator, nitrogen inlet pipe, bottom drain valve, and strand die was charged with precisely weighed 7000 g (34.61 mol) of sebacic acid (manufactured by Ito Oil Refinery), 5750 g (34.61 mol) of isophthalic acid (manufactured by A.G. International Chemical), 3.3 g (0.019 mol) of calcium hypophosphite (manufactured by Kanto Chemical), and 1.4 g (0.018 mol) of sodium acetate (manufactured by Kanto Chemical). After thorough nitrogen replacement, the reactor was sealed and heated to 200°C with stirring while maintaining the pressure inside the vessel at 0.4 MPa. After the temperature reached 200°C, 9,847 g (69.22 mol) of 1,3-bis(aminomethyl)cyclohexane (1,3-BAC, isomer molar ratio: cis / trans = 75 / 25) (manufactured by Mitsubishi Gas Chemical Co., Inc.) stored in a dropping tank was added dropwise to the raw materials in the reactor. The pressure inside the vessel was maintained at 0.4 MPa, and the resulting condensation water was removed from the system while the reactor was heated to 295°C. After the dropwise addition of 1,3-BAC was completed, the reactor was gradually returned to atmospheric pressure. The pressure inside the reactor was then reduced to 80 kPa using an aspirator to remove the condensation water. The stirring torque of the agitator was monitored during the decompression process. When the predetermined torque was reached, the stirring was stopped, the reactor was pressurized with nitrogen, the bottom discharge valve was opened, and the polymer was extracted through a strand die and formed into strands. The resulting polyamide resin (1,3-BAC10I) was obtained by cooling and pelletizing using a pelletizer. The crystalline fusion enthalpy ΔHm(X) of the polyamide resin during the temperature rise process was measured in accordance with JIS K7121 and was found to be 0 J / g, indicating that the polyamide resin was amorphous.

[0046] PA6: Toray Industries, Amilan CM1017, melting point 225°C PA66: Toray Industries, Amilan CM3001, melting point 265°C

[0047] Aromatic ring azo compound: Disperse Blue 14, manufactured by Tokyo Chemical Industry Co., Ltd. Anthraquinone compound: Disperse Diazo Black 3BF, manufactured by Tokyo Chemical Industry Co., Ltd.

[0048] Examples 1 to 6, Comparative Examples 1 and 2 <Production of polyamide filaments> The polyamide resins shown in Table 1 were melted using a single-screw extruder and spun at a spinning temperature of 290°C through a spinneret (the number of holes is shown in Table 1). After passing through a hot zone and a cooling zone, the spun polyamide filaments (hereinafter sometimes referred to as "pre-stretched filaments"), which had cooled to approximately room temperature, were immersed in a sizing agent (Takemoto Yushi Co., Ltd., Delion PP-807) to form a bundle. The unstretched filaments taken up by roll 1 were heated by passing them through roller 2 heated to 80°C, and then passed through rollers 2, 3, and 4 heated to 170°C before being wound up by a winder. The stretching was performed by setting a speed ratio between roller 2 and roller 3, and the speed ratio was adjusted so that the stretch ratio was 2 to 4. Furthermore, a speed ratio was set between roller 3 and roller 4 to relax the stretching speed, with roller 4's rotation speed being 4% slower than roller 3's.

[0049] <Fineness> The filament fineness (multifilament fineness, single filament fineness) was measured in dtex in accordance with the provisions of JIS L 1013:2010.

[0050] <Tensile strength> In accordance with JIS L 1013:2010, the filament was conditioned in an environment of 23°C and 50% RH, and then measured under conditions of a chuck distance of 50 cm and a pulling speed of 50 cm / min. The load at which the filament broke was divided by the fineness of the filament (positive fineness) to calculate the value. The unit is cN / dtex.

[0051] <Growth rate> In accordance with JIS L 1013:2010, the filament was conditioned in an environment of 23°C and 50% RH, and then measured at a chuck distance of 50 cm and a pulling speed of 50 cm / min. The elongation was calculated from the chuck distance when the filament broke using the following formula. Elongation rate = {[(chuck distance at break) - (chuck distance before test)] / (chuck distance before test)} x 100 The unit is shown as %.

[0052] <Adsorption> The dye adsorption of the filaments obtained above was evaluated according to the following method. Polyamide filaments were used to prepare cylindrical knit fabrics with 30 wales per 2.54 cm and 30 courses per 2.54 cm. The fabrics were immersed in an aqueous solution containing an azo compound (dye concentration: 0.5% by mass) or an anthraquinone compound (dye concentration: 0.5% by mass). The fabrics were then heated at 130°C for 30 minutes and cooled to room temperature (25°C). The fabrics were then removed from the solution and immersed in an aqueous solution containing 1 g / L sodium hydroxide (Tokyo Chemical Industry Co., Ltd.), hydrosulfite (Tokyo Chemical Industry Co., Ltd.), and Bisnol SK (Lion Specialty Chemicals Co., Ltd.). The fabrics were then heated at 80°C for 10 minutes and cooled to room temperature (25°C). The fabrics were then removed from the solution, rinsed with water, and wiped dry. After the cylindrical knitted fabric was air-dried, it was fixed on a table and a cylindrical weight covered with white cotton cloth (cotton No. 3-1 as specified in JIS L 0803:2011) was placed on it, and the weight was moved back and forth 100 times to evaluate the absorbency based on whether or not there was any color transfer to the white cotton cloth. The evaluation was carried out by five experts and judged by majority vote. A: No color transfer to the white cotton cloth was observed, or almost no color transfer to the white cotton cloth was observed. B: Other than A above, for example, obvious color transfer to white cotton cloth.

[0053] <Dye fastness> The material was fixed on a desk, and a 1 kg cylindrical weight thoroughly covered with cotton No. 3-1 specified in JIS L 0803:2011 was placed on it. The weight was then moved back and forth 100 times to determine the degree of coloration of the white cotton cloth, and the grade it fell into was determined on the gray scale for contamination in accordance with JIS L 0805:2011.

[0054] <Easy removal of dye> A cylindrical knitted fabric, produced and dyed in the same manner as the absorbency evaluation above, was fixed on a table, and a 5cm square piece of white cotton cloth (cotton No. 3-1 as specified in JIS L 0803:2011) was placed on top of the cylindrical knitted fabric. An electric iron heated to 120-130°C was placed on top so that the bottom was in contact with the center of the fabric. After leaving it for 3 minutes, the cylindrical knitted fabric and white cotton cloth were removed and the ease of dye removal was evaluated based on whether or not the color had transferred to the white cotton cloth. The evaluation was carried out by five experts and judged by majority vote. A: No or almost no color transfer to the white cotton cloth was observed. B: Other than A above, for example, obvious color transfer to white cotton cloth.

[0055] [Table 1]

[0056] As is clear from the above results, the filaments of the present invention were excellent in strength and had high color fastness (Examples 1 to 6). In contrast, the filaments of the comparative examples had low color fastness (Comparative Examples 1 and 2).

Claims

1. A polyamide resin having an aromatic ring and / or a heterocycle, and a disperse dye having an aromatic ring and / or a heterocycle, The filament contains a polyamide resin, the polyamide resin being composed of diamine-derived structural units and dicarboxylic acid-derived structural units, in which 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine, and 70 mol % or more of the dicarboxylic acid-derived structural units are derived from an α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms.

2. The filament according to claim 1 , wherein the disperse dye comprises at least one selected from the group consisting of an aromatic ring azo compound, a heterocyclic azo compound, and an anthraquinone compound.

3. The filament according to claim 1, wherein the disperse dye has a skeleton represented by the following formula (C1) or a skeleton represented by the following formula (C2): Formula (C1) 【Chemistry 1】 (In formula (C1), Ar 1 and Ar 2 each independently represents an aryl group having 6 to 40 carbon atoms or a heteroaryl group having 5 to 40 carbon atoms. Formula (C2) 【Chemistry 2】

4. Single yarn fineness is 2.0 x 10 -5 The filament according to any one of claims 1 to 3, which has a fineness of up to 50 dtex.

5. The filament according to any one of claims 1 to 4, having an elongation of 30% or more as measured in accordance with JIS L 1013:2010.

6. The filament according to any one of claims 1 to 5, wherein the xylylenediamine comprises 30 to 100 mol% metaxylylenediamine and 0 to 70 mol% paraxylylenediamine.

7. The filament according to any one of claims 1 to 6, wherein the dicarboxylic acid comprises an α,ω-linear aliphatic dicarboxylic acid having 11 to 14 carbon atoms.

8. The filament of any one of claims 1 to 6, wherein the dicarboxylic acid comprises 1,12-dodecanedioic acid.

9. The filament according to any one of claims 1 to 8, having a filament length of 5 mm or more.

10. The filament according to any one of claims 1 to 9, wherein the polyamide resin is a crystalline polyamide resin.

11. The filament according to any one of claims 1 to 10, wherein the filament is a multifilament.

12. The filament according to any one of claims 1 to 11, wherein 20 to 80 mol% of all structural units constituting the polyamide resin are structural units having an aromatic ring and / or a heterocycle.

13. A material including a filament, wherein the filament included in the material includes a polyamide resin having an aromatic ring and / or a heterocycle and a disperse dye having an aromatic ring and / or a heterocycle; The material comprises a polyamide resin, the polyamide resin being composed of diamine-derived structural units and dicarboxylic acid-derived structural units, wherein 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine, and 70 mol % or more of the dicarboxylic acid-derived structural units are derived from an α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms.

14. The material according to claim 13, wherein the filaments are filaments according to any one of claims 1 to 12.

15. 15. The material according to claim 13 or 14, wherein the material is a knitted or woven fabric.

16. The material according to any one of claims 13 to 15, having a dyefastness of 3 or more; here, the dyefastness is a grade corresponding to the degree of coloring of a white cotton cloth when the material is fixed on a desk, a 1 kg cylindrical weight sufficiently covered with cotton No. 3-1 specified in JIS L 0803:2011 is placed on the material, and the weight is moved back and forth 100 times, as determined by a staining gray scale in accordance with JIS L 0805:2011.

17. A method for producing the filament according to any one of claims 1 to 12, comprising applying polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water.

18. The method includes applying a woven fabric formed from polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle, or a knitted fabric formed from polyamide filaments containing a polyamide resin having an aromatic ring and / or a heterocycle, to a liquid containing a disperse dye having an aromatic ring and / or a heterocycle and water, The polyamide resin is composed of diamine-derived structural units and dicarboxylic acid-derived structural units, and 70 mol % or more of the diamine-derived structural units are derived from xylylenediamine, and 70 mol % or more of the dicarboxylic acid-derived structural units are derived from an α,ω-linear aliphatic dicarboxylic acid having 4 to 20 carbon atoms.

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