WO2025002052A1

WO2025002052A1 - Dyeable composition, fiber, and process

Info

Publication number: WO2025002052A1
Application number: PCT/CN2024/100967
Authority: WO
Inventors: Liang Zhao; Jia Yue HUANG; Xiu Juan ZHANG; Feng Chao HU; Hai Sheng Wu; Dong Liang
Original assignee: BASF China Co Ltd; BASF SE
Current assignee: BASF China Co Ltd; BASF SE
Priority date: 2023-06-25
Filing date: 2024-06-24
Publication date: 2025-01-02
Anticipated expiration: 2025-12-25

Abstract

Disclosed is a dyeable composition comprising a polyurethane and a carbodiimide, a fiber prepared from the dyeable composition, and a process of preparing the dyeable composition.

Description

DYEABLE COMPOSITION, FIBER, AND PROCESS

TECHNICAL FIELD

The present disclosure relates generally to a dyeable composition, a fiber prepared from the dyeable composition, and a process of preparing the dyeable composition.

BACKGROUND

Dyeable polymeric compositions are widely used in various applications such as fibers and fabrics.

Known are polyurethane-urea based dyeable compositions for dry spinning and wet spinning as well as thermoplastic polyurethane compositions for melt-spinning. The fibers obtained are widely used in garments, bags, packages, and other consumer products. Two of the main issues with the polyurethane based synthetic fibers are their poor dyeabil-ity and their color fastness after fading or washing.

Desired are dyeable composition with enhanced dyeability and color fastness after being dyed by dye chemicals, even after washing.

BRIEF SUMMARY

According to a first aspect of the present disclosure, provided is a dyeable compo-sition comprising:

a polyurethane; and

a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

R₁ and R₂ are bivalent radicals independently selected from an unsubstituted or substituted alkylene, cycloalkylene, alkenylene, cycloalkenylene, alkynylene, cycloal-kynylene, or arylene, and any combination thereof;

X₁ and X₂ are bivalent radicals independently represented by any of Formula (II) through Formula (X) :

and

Q₁ through Q₆, R₃, and R₄ are independently a monovalent organic radical selected from

A) an unsubstituted or substituted monovalent hydrocarbon radical,

B) a monovalent radical containing one or more oxygen, nitrogen, sulfur, phospho-rus, or silicon atom, and

C) a monovalent radical containing one or more repeating units selected from ether, ester, thioether, amide, imide, siloxane, urethane, urea, allophanate, or any combi-nation thereof.

According to a second aspect of the present disclosure, provided is a fiber pre-pared from the dyeable composition.

According to a third aspect of the present disclosure, provided is a process of pre-paring a dyeable composition, comprising: a) providing a polyurethane; and b) adding into the polyurethane a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

X₁ and X₂ are bivalent radicals independently represented by any of Formula (II) through Formula (X) :

and

A) an unsubstituted or substituted monovalent hydrocarbon radical,

DETAILED DESCRIPTION

It is to be understood that the foregoing general description and the following de-tailed description are exemplary and explanatory only and are not restrictive of any subject matter claimed. In the present disclosure, the use of the singular includes the plural unless specifically stated otherwise. It must be noted that, as used in the specification and the appended claims, the singular forms "a, " "an" and "the" include plural referents unless the context clearly dictates otherwise. In this application, the use of "or" means "and/or" unless stated otherwise. Furthermore, use of the term "including" as well as other forms, such as "include" , "includes, " and "included, " is not limiting.

Unless defined otherwise, all technical and scientific terms used herein have the meaning commonly understood by a person skilled in the art to which the present disclo-sure belongs. As used herein, the following terms have the meanings ascribed to them be-low, unless specified otherwise.

Unless otherwise identified, all percentages (%) are “percent by weight" .

A carbodiimide radical refers to a bivalent radical with the formula -N═C═N-.

An alkyl radical refers to a monovalent hydrocarbon radical derived from an alkane by removal of one hydrogen atom from any carbon atom. Typical alkyl radicals include without limitation to methyl -CH₃, ethyl -C₂H₅, n-propyl -CH₂CH₂CH₃, and isopropyl -CH (CH₃) ₂.

A cycloalkyl radical refers to a monovalent hydrocarbon radical derived from a cy-cloalkane by removal of one hydrogen atom from a ring carbon atom. Typical cycloalkyl radicals include without limitation to cyclobutyl, cyclopentyl, and cyclohexyl.

An alkenyl radical refers to a monovalent hydrocarbon radical derived from an al-kene by removal of one hydrogen atom from an unsaturated carbon atom. Typical cycloal-kyl radicals include without limitation to ethenyl radical -CH═CH₂ (commonly known as vinyl) .

A cycloalkenyl radical refers to a monovalent hydrocarbon radical derived from a cycloalkene by removal of one hydrogen atom from an unsaturated carbon atom. Typical cycloalkyl radicals include without limitation to 3-cyclohexenyl radical

An alkynyl radical refers to a monovalent radical derived from an alkyne by remov-al of one hydrogen atom from a triply bonded carbon atom. Typical alkynyl radicals include without limitation to ethynyl HC≡C- (commonly known as acetylenic radical) .

A cycloalkynyl radical refers to a monovalent radical derived from an alkyne by removal of one hydrogen atom from a triply bonded carbon atom. Typical cycloalkynyl rad-icals include without limitation to 3-cyclooctynyl radical

An aryl radical refers to a monovalent radical derived from an arene by removal of one hydrogen atom from an aromatic carbon atom. Typical aryl radicals include without limitation to phenyl -C₆H₅ and naphthalenyl -C₁₀H₇.

An alkylene radical refers to a bivalent hydrocarbon radical derived from an alkane by removal of two hydrogen atoms from the same. Typical alkylene radicals include with-out limitation to methylene radical (-CH₂-) , ethylene radical (-CH₂CH₂-) , and hexa-methylene radical (-CH₂CH₂CH₂CH₂CH₂CH₂-) .

A cycloalkylene radical refers to a bivalent hydrocarbon radical derived from a cy-cloalkane by removal of two hydrogen atoms from the same. Typical cycloalkylene radicals include without limitation to 1, 4-cyclohexylene radical

An alkenylene radical refers to a bivalent hydrocarbon radical derived from an al-kene by removal of two hydrogen atoms from the same. Typical alkylene radicals include without limitation to ethenylene radical (-CH═CH-) .

A cycloalkenylene radical refers to a bivalent hydrocarbon radical derived from a cycloalkene by removal of two hydrogen atoms from the same. Typical cycloalkylene radi-cals include without limitation to 3, 6-cyclohexenylene radical

An alkynylene radical refers to a bivalent hydrocarbon radical derived from an al-kyne by removal of two hydrogen atoms from the same. Typical alkynylene radicals in-clude without limitation to ethynylene radical (-C≡C-) .

A cycloalkynylene radical refers to a bivalent hydrocarbon radical derived from a cycloalkyne by removal of two hydrogen atoms from the same. Typical cycloalkynylene radicals include without limitation to 3, 7-cyclooctynylene radical

An arylene radical refers to a bivalent hydrocarbon radical derived from an arene by removal of two hydrogen atoms from two carbon atoms. Typical arylene radicals include without limitation to 1, 4-phenylene radical

Polyurethane, shortened as “PU” , refers to a polymer that is an addition product of diisocyanate or polyisocyanate and one or more isocyanate-reactive compounds, which preferably is a compound with two or more isocyanate-reactive functionalities. The isocya-nate-reactive compounds include for example, polyethers, polyesters, polycarbonates, pol-yamines, diols, triols, diamines, triamines, etc. Herein, polyurethane includes thermoplastic polyurethane formed by diisocyanate, polyol, and small molecular diols; polyurethane-urea, formed by diisocyanate or polyisocyanate, polyol, and small molecular diamine or triamine; and/or other addition product of diisocyanate or polyisocyanate and polyol or polyamine.

Polyurethane-urea, also termed poly (urethane-urea) , refers to a polymer that con-tains urethane (-O-C (═O) -NH-) and urea (-NH-C (═O) -NH-) linkages as repeat-ing units. Polyurethane-urea may be an addition product of a diisocyanate or polyisocya-nate, a polyol, and a diamine or triamine as chain extender.

Unless otherwise identified, the temperature refers to room temperature and the pressure refers to ambient pressure.

According to the present disclosure, a dyeable composition is provided. The dye-able composition comprises a polyurethane; and

a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

Q₁ through Q₆, R₃, and R₄ are independently a monovalent organic radical selected from:

A) an unsubstituted or substituted monovalent hydrocarbon radical,

In category (A) , the monovalent hydrocarbon radical may be any alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, or aryl radical. The monovalent hydrocarbon radical may be linear or branched. The substitution may be one or more halogen atom, an alkoxy radical, a dialkylamino radical, an alkylthio radical, a nitro radical, a nitroso radical, a nitrile radical, or the like. The substitution may occur once or more times.

In category (B) , examples may be any monovalent hydrocarbon radical interrupted by at least one oxygen atom (-O-) , nitrogen atom with one alkyl radical (-NR-) , sulfur atom (-S-) , phosphorus-containing linkage (such as -O-PO (OR) -O-) , silicon-containing linkage (such as, -O-Si (CH₃) ₂-O-) , or the like.

In category (C) , examples may be methoxy terminated polyoxyethylene, ethoxy terminated polycaprolactone, or methoxy terminated polydimethylsiloxane.

It should be noted that “n” is a mean value of number of repeating units in the car-bodiimide and may be an integer or a fraction.

Preferably, R₁ is identical to R₂; X₁ is identical to X₂; and R₃ is identical to R₄.

Preferably, n is no less than 1 and no more than 5; more preferably, n is no less than 1 and no more than 3.

Preferably, at least one of X₁ and X₂ is represented by Formula (II) or Formula (IX) .

Preferably, R₁ and R₂ are independently a bivalent radical represented by any of Formula (XI) through Formula (XVII) :

In the above formulae, the line connecting the substituent with the center of the ring indicates that the substituent may be located on any possible position of the ring.

Preferably, at least one of R₁ and R₂ is represented by Formula (XII) , Formula (XV) , Formula (XVI) , or Formula (XVII) .

Preferably, R₃ and R₄ are ethyl, isopropyl, n-butyl, cyclohexyl, benzyl, 2-ethoxyethyl, 2- (dimethylamino) ethyl, methoxy-terminated polyoxyethylene, or any combina-tion thereof.

The carbodiimide can function as a dye enhancer in the dyeable composition, which is particularly useful in a spinning for preparing dyeable fibers or fabrics based on thermoplastic polyurethanes and/or polyurethane-urea.

Preferably, the carbodiimide has a content of 0.1 wt. %to 12 wt. %, more preferably 0.3 wt. %to 7 wt. %, still more preferably 0.5 wt. %to 4 wt. %, relative to a weight of the poly-urethane.

Preferably, the polyurethane is a polyurethane-urea obtained as a reaction product of an isocyanate-terminated prepolymer and a diamine or polyamine. More preferably, the isocyanate-terminated prepolymer is an adduct of a polyol and a diisocyanate or polyisocy-anate. The diamine or polyisocyanate is in an excessive amount, meaning not all isocya-nate functionalities are neutralized by the hydroxy functionalities in the polyol. More pref-erably, the dyeable composition comprises a solvent selected from N, N-dimethylformamide, N, N-dimethylacetamide, tetrahydrofuran, dimethylsulfoxide, N-methyl-2-pyrrolidone, and any combination thereof. The isocyanate-terminated prepolymer and/or the di-or polyam-ine may be dissolved within the solvent. The dyeable composition may be used in a dry spinning process in which the solvent is evaporated, and the polyurethane-urea dissolved is solidified and forms fibers.

Alternatively, the polyurethane in the dyeable composition preferably is a thermo-plastic polyurethane obtained as a reaction product of a diisocyanate, a chain extender, and a polymer diol. The chain extender is preferably a diol having a molecular weight of less than 300 g/mol, such as 1, 3-propanediol, 1, 4-butanediol, or 1, 6-hexanediol. Prefera-bly, the dyeable composition contains no solvent. The dyeable composition may be used in a melt-spinning process in which the thermoplastic polyurethane is melted and extruded to form fibers.

Preferably, the dyeable composition further comprises an auxiliary selected from the group consisting of an antioxidant, a UV absorber, a yellow inhibitor, a matting agent, and a lubricant. The auxiliary may introduce to the final product such as textiles perfor-mances or properties including good dyeability, oxidation resistance, UV resistance, yellow-ing resistance, pleasant visual appearance, touch, and high process-ability.

The preparation of carbodiimide is well-known and taught in, for example, US 6,730, 807 B1. The process often involves an isocyanate undergoing a carbodiimidization reaction and then being end capped by an end capping agent.

End capping agents are monofunctional isocyanate-reactive compounds that can react with terminal isocyanate functionalities (for example, those within a carbodiimide) to form chemical bonding. Exemplary end capping agents include without limitation to primary amines, secondary amines, ureas, urethanes, isocyanate, thiocarbamates, alcohols, phe-nols, thiols, or thiophenols. The chemical bonding formed during end capping may be a bivalent linkage of urea, biuret, uretonimine, uretdione, substituted 2, 4-diamino-1, 3-diazetidine, allophanate, thioallophonate, urethane, or thiourethane.

End capping agent may comprise besides the isocyanate-reactive functionality and a monovalent radical that is inert to the isocyanate functionalities.

The end capping agent may be:

(A) A compound consisting of an isocyanate-reactive functionality and an unsubsti-tuted or substituted monovalent hydrocarbon radical.

The monovalent hydrocarbon radical may be an alkyl, cycloalkyl, alkenyl, cycloal-kenyl, alkynyl, cycloalkynyl, or aryl radical. The monovalent hydrocarbon radical may be linear or branched. The substitution may be one or more halogen atom, an alkoxy radical, a dialkylamino radical, an alkylthio radical, a nitro radical, a nitroso radical, a nitrile radical, or the like. Examples may be small molecular alcohols, amines, or thiols;

(B) A compound consisting of an isocyanate-reactive functionality and a monova-lent radical containing one or more oxygen, nitrogen, sulfur, phosphorus, or silicon atom.

As a specific example, the end capping agent may be the reaction product of a hydrosiloxane containing a Si-H bond with a monoalcohol or monoamine with a carbon-carbon double bond; or

(C) A compound consisting of an isocyanate-reactive functionality and a monova-lent radical containing one or more repeating units selected from ether, ester, thioether, amide, imide, siloxane, or any combination thereof.

For example, the compound may be a polyether monoalcohol or monoamine. The oligomeric/polymeric diol or diamine may be based on polyether, polyester, polythioether, polyamide, polyimide, polysiloxane, or other repeating units. Examples are monohydroxy terminated polypropylene, monohydroxy terminated polycaprolactone, monoamine termi-nated polyamide, or monohydroxy terminated polydimethylsiloxane.

Preferably, the end capping agent is a monoalcohol, a monoamine, a tertiary ami-no monoalcohol (for example, N, N-dimethylaminoethanol) , an alkoxy or aryloxy monoamine (for example, 3-methoxypropylamine) , a diol monoether (for example, ethylene glycol monomethyl ether) , a monohydroxy terminated polystyrene, a monohydroxy terminated polyether (for example, reaction product of ethylene oxide with a monoalcohol) , a monoam-ine terminated polyether (for example, monoamines commercially available asM series monoamines) , a monohydroxy terminated polyester (for example, ring opening polymerization product of caprolactone with a monoalcohol) , a monoamine terminated pol-yester (for example, ring opening polymerization product of caprolactone with a monoam-ine) , a monohydroxy terminated siloxane, or the like.

Specific examples of end capping agent include without limitation to ethanol, iso-propyl alcohol, n-butanol, 1-octanol, benzyl alcohol, 2-ethoxyethanol, 2-(dimethylamino) ethanol, methoxy polyethylene glycol, or any combination thereof. Howev-er, any skilled person may choose any other similar monofunctional isocyanate-reactive compound or any combination thereof as end capping agent.

The dyeable composition may be prepared by a process that includes:

a) providing a polyurethane; and

b) adding into the polyurethane a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

A) an unsubstituted or substituted monovalent hydrocarbon radical,

The dyeable composition may be used in 1) different spinning processes including without limitation to dry spinning, wet spinning, and melt-spinning to manufacture fibers and fabrics; 2) molding processes including without limitation to injection molding and extrusion molding to manufacture, for example, profiles, laminates, sheets, or pipes; and 3) other shaping processes through which an article can be manufactured.

Solution spinning (wet and dry spinning) is a method of making fibers from a spin-ning solution (sometimes called a "dope" ) containing a material of the final fiber, particular-ly a polymeric material including polyurethane-urea, or polyvinyl chloride and a volatile sol-vent. The volatile solvent that can dissolve the polymeric material.

Dry spinning refers to a special kind of solution spinning in which the spinning so-lution is extruded through a spinneret into an evaporating chamber. A stream of hot air im-pinges on the jets of spinning solution emerging from the spinneret, evaporating the solvent, and solidifying the filaments.

Wet spinning is a process similar to dry spinning except that the spinning solution is extruded into a bath of hot water where the filaments are solidified.

Melt spinning refers to a process of manufacturing fibers where a thermoplastic polymer such as thermoplastic polyurethane is melted into a viscous melt, then the melt is continuously squeezed to a plurality of spinnerets by a spinning pump, and a fiber stream is discharged through the pores of the spinnerets forming solidified fibers after being cooled in air or water.

According to the present disclosure, a fiber is prepared from the dyeable composi-tion. The preparation may follow a wet spinning process, a dry spinning process, or a melt-spinning process.

The present disclosure further provides a fabric comprising the fiber prepared from the dyeable composition. Due to existence of carbodiimide within the dyeable composition, the fiber and fabric prepared therefrom express good dyeability, color fastness, and main-tained or even enhanced mechanical properties, compared with fiber/fabric before dyeing or dyed fiber/fabric with other dye enhancers. The fabric may find applications in apparel, furniture, or vehicle interior.

The following materials were used in the examples:

Dye enhancers:

CDE 001, from BASF, a carbodiimide with about 2.0 carbodiimide functionalities per molecule.

SAM, poly (N, N-diethyl-2-aminoethyl methacrylate) , commercially available as a 35 wt. %solution in N, N-dimethylacetamide from Penglai Spark Chemicals.

XHTS 011, a polymer of an amino alkyl alcohol and a diisocyanate dissolved in N, N-dimethylacetamide, a yellow inhibitor and dye enhancer, commercially available from Penglai Spark Chemicals.

Raw materials for synthesis of polyurethane-urea:

Methylene diphenyl diisocyanate, from BASF;

Oligomeric polyol:1800 with average molecular weight of 1, 800 g/mol from BASF;

Amine: Ethylenediamine and diethyl amine, both from BASF;

Solvent: N, N-dimethylacetamide from BASF;

Auxiliary:

Antioxidant:245 from BASF;

UV absorber:1130 from BASF;

Yellow inhibitor: HN-150 from Tokyo Chemical Industry.

A polyurethane-urea solution for preparation of films was made according to the following steps:

1) Reacting 100 parts by weight of PolyTHF 1800 and 23.07 parts by weight of methylene diphenyl diisocyanate in a N₂ purged reactor and forming an isocyanate-terminated prepolymer with an isocyanate content of 2.50 wt. %. Adding 150.41 parts by weight of N, N-dimethylacetamide as solvent to form a prepolymer solution after the prepol-ymer was cooled to 40 ℃;

2) To the diluted prepolymer solution, adding a solution of 2.08 parts by weight of ethylenediamine and 0.46 parts by weight of diethyl amine in 116.49 parts by weight of N, N-dimethylacetamide under high speed mixing. In the end, a homogeneous polyure-thane-urea solution was obtained; and

3) To the polyurethane-urea solution, adding 1.25 parts by weight of antioxidant, 0.63 parts by weight of UV absorber, and 1.25 parts by weight of yellow inhibitor, then mix-ing the system thoroughly to form a dope.

Film preparation

Polyurethane-urea films were prepared by following steps. Firstly, mixing the dope and the dye enhancer together to form a mixture; then pouring the mixture into a precisely horizontally aligned glass plate to form a thin layer; placing the mold in an oven under 50 ℃ in a nitrogen atmosphere for 3 days to evaporate the solvent; finally, removing the film as obtained from the mold. The film had an average thickness of 200-260 μm.

Dyeing process

Dyeing process was done in a Mathis Labomat beaker dyeing system. The polyu-rethane-urea film was put into a dyeing bath (2 wt. %of fabricRed M-R01 acid dye-stuff in 10 wt. %acetic acid buffer) under room temperature. The weight ratio of dyeing bath to the film was 10. The pH of dyeing bath was adjusted to 4-5. The dyeing bath with the film soaked inside was heated to 98 ℃ in a speed of 2 ℃/min. The dyeing bath was kept at 98 ℃ for 1 hour and then cooled to 60 ℃ in a speed of 3 ℃/min. Finally, the film was rinsed thoroughly and dried to obtain a dry film.

Washing process

The dyed film after rinsing were attached to a piece of multifiber. The combination was put into a soaping solution (5 g/L ISO soap according to the standard ISO 105-C10, 2 g/L Na₂CO₃, the rest being water) under room temperature. The washing system was heated to 60 ℃ and then kept at the temperature for 40 minutes. After that it was cooled to 40 ℃. Finally, the film was thoroughly rinsed and dried.

To evaluate color depth of dyed film before and after washing, K/Svalue at the wavelength of 520 nm was measured for each sample. K represents the color absorption coefficient; S represents the color scattering coefficient. The color depth values (K/S) were calculated using Kubelka-Munk theory (ISO 9416) . They indicate the color intensity at a specific wavelength λ compared to a blank sample. The blank sample was a respective fiber textile fabric not immersed in a dyeing bath. The higher the K/Svalue, the darker the color. A Datacolor SF600 colorimeter was used under a D65 light source and a 10° viewing angle. The measurement was repeated four times, and the average value was obtained.

The polyurethane-urea films had their dyeing and mechanical performances tested in accordance with the standards listed in Table 1. The tensile test started measuring ten-sile modulus in the strain interval of 0.05 %to 0.25 %with a crosshead-speed of 1 mm/min. The cross-speed for the tensile test following was 200 mm/min. For hysteresis test, a poly-urethane-urea film was consecutively stretched (load) and released (unload) up to 300 %strain for five times. Values of residual elongation of the film after the first and fifth cycles were measured and denoted by “E_res-1” and “E_res-5” , respectively.

Table 1

By using different dye enhancers and varying dosage of dye enhancers in the pol-yurethane-urea dyeable composition, a series of polyurethane-urea films PF1 through PF9 were made. Their properties including dosage of dye enhancers and performances are shown in Table 2.

Table 2

From Table 2, it is suggested that the carbodiimide, due to its low molecular weight, resulted in a polyurethane-urea product with a high color strength, compared to polymeric dye enhancers. Even when the dosage of the carbodiimide was low, the dyeable compositions had good color strength before and after washing. Besides the enhanced dyeing performance, the films prepared from dyeable compositions containing the carbodiimide also had maintained or even improved mechanical properties such as elongation at break and tensile strength. Impact to the hysteresis property of the polyurethane-urea film by introduction of carbodiimide was also limited, as indicated by the comparison of PF1 and one of PF2 through PF7.

Claims

A dyeable composition comprising:

a polyurethane; and

a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

R₁ and R₂ are bivalent radicals independently selected from an unsubstituted or substituted alkylene, cycloalkylene, alkenylene, cycloalkenylene, alkynylene, cycloal-kynylene, or arylene, and any combination thereof;

X₁ and X₂ are bivalent radicals independently represented by any of Formula (II) through Formula (X) :

Q₁ through Q₆, R₃, and R₄ are independently a monovalent organic radical selected from

A) an unsubstituted or substituted monovalent hydrocarbon radical,

B) a monovalent radical containing one or more oxygen, nitrogen, sulfur, phospho-rus, or silicon atom, and

C) a monovalent radical containing one or more repeating units selected from ether, ester, thioether, amide, imide, siloxane, urethane, urea, allophanate, or any combination thereof.
The dyeable composition of claim 1, wherein R₁ is identical to R₂; X₁ is identical to X₂; and R₃ is identical to R₄.
The dyeable composition of claim 1, wherein n is no less than 1 and no more than 5, preferably n is no less than 1 and no more than 3.
The dyeable composition of claim 1, wherein at least one of X₁ and X₂ is represented by Formula (II) or Formula (IX) .
The dyeable composition of claim 1, wherein R₁ and R₂ are independently a bivalent rad-ical represented by any of Formula (XI) through Formula (XVII) :
The dyeable composition of claim 5, wherein at least one of R₁ and R₂ is represented by Formula (XII) , Formula (XV) , Formula (XVI) , or Formula (XVII) .
The dyeable composition of claim 1, wherein R₃ and R₄ are ethyl, isopropyl, n-butyl, cy-clohexyl, benzyl, 2-ethoxyethyl, 2- (dimethylamino) ethyl, methoxy-terminated polyoxyeth-ylene, or any combination thereof.
The dyeable composition of claim 1, wherein the carbodiimide has a content of 0.1 wt. %to 12 wt. %, preferably 0.3 wt. %to 7 wt. %, more preferably 0.5 wt. %to 4 wt. %, relative to a weight of the polyurethane.
The dyeable composition of claim 1, wherein the polyurethane is a polyurethane-urea obtained as a reaction product of an isocyanate-terminated prepolymer and a diamine or polyamine.
The dyeable composition of claim 9, wherein the isocyanate-terminated prepolymer is an adduct of a polyol and a diisocyanate or polyisocyanate.
The dyeable composition of claim 9 further comprising a solvent selected from N, N-dimethylformamide, N, N-dimethylacetamide, tetrahydrofuran, dimethylsulfoxide, N-methyl-2-pyrrolidone, and any combination thereof.
The dyeable composition of claim 1, wherein the polyurethane is a thermoplastic polyu-rethane obtained as a reaction product of a diisocyanate, a chain extender, and a polymer diol.
The dyeable composition of claim 1, further comprising an auxiliary selected from the group consisting of an antioxidant, a UV absorber, a yellow inhibitor, a matting agent, and a lubricant.
A fiber prepared from the dyeable composition of any one of claims 1 to 13.
A process of preparing a dyeable composition, comprising:

(a) providing a polyurethane; and

(b) adding into the polyurethane a carbodiimide represented by Formula (I) :

wherein,

n is no less than 1 and no more than 10;

R₁ and R₂ are bivalent radicals independently selected from an unsubstituted or substituted alkylene, cycloalkylene, alkenylene, cycloalkenylene, alkynylene, cycloal-kynylene, or arylene, and any combination thereof;

X₁ and X₂ are bivalent radicals independently represented by any of Formula (II) through Formula (X) :

Q₁ through Q₆, R₃, and R₄ are independently a monovalent organic radical selected from

A) an unsubstituted or substituted monovalent hydrocarbon radical,

B) a monovalent radical containing one or more oxygen, nitrogen, sulfur, phospho-rus, or silicon atom, and

C) a monovalent radical containing one or more repeating units selected from ether, ester, thioether, amide, imide, siloxane, urethane, urea, allophanate, or any combination thereof.