KR101884873B1 - Fibers having a functional group and methods for their preparation - Google Patents

Abstract

The present invention provides a fiber comprising a polyoxazoline and a polyamide having a reactor, and a method for producing the fiber, and more particularly, to a fiber comprising a polyoxazoline and a polyamide having a functional site for facilitating the introduction of various functional groups And a method for producing the same.

Description

FIELD OF THE INVENTION [0001] The present invention relates to fibers having a reactor,

The present invention relates to a fiber having a reactor and a method for producing the same, and more particularly, to a fiber having a functional site capable of introducing various functional groups and a method for producing the same.

The fibers are largely divided into natural and synthetic fibers. Natural fibers are again divided into vegetable and animal. Vegetable fibers include cotton, hemp, and animal fibers include silk and wool. In the case of synthetic fibers, they are made by connecting low-molecular substances to form chains and then assembling them with a predetermined polymer material. That is, synthetic fibers have the meaning of synthetic polymer fibers.

The synthesized polymer is melted with a solvent or melted by heat, and extruded from holes to be hardened and wound. There are three spinning methods: melting, dry and wet. There are many polymers that can be thread-shaped, but only those polymers that are suitable for medical and industrial purposes have various practical properties such as dyability, durability, touch, water resistance, shrinkage, heat resistance, strength, and abrasion resistance.

On the other hand, synthetic fibers are used in a wide variety of fields such as absorbents, filters, and tires.

For example, in Korean Patent Laid-Open Publication No. 2016-0089431, a photo-curable ester derivative is introduced into hyaluronic acid or a salt thereof which is useful in the field of medicine or cosmetics to produce a nanofiber comprising a photo-curable ester derivative of hyaluronic acid or a salt thereof Korean Patent No. 10-1615681 discloses a filter including nylon nanofiber and polyvinylidene fluoride nanofiber, and a method of manufacturing the filter.

However, in the filter disclosed in Korean Patent No. 10-1615681, in order to increase the filtration efficiency of the filter and to prolong the life of the filter, the nylon nanofiber and the polyvinylidene fluoride nanofiber are sequentially supplied with nylon and polyvinylidene fluoride And the fibers themselves are not functionalized.

Therefore, research on the development of fibers for easily introducing various functional groups to be applicable to various fields is required.

Korean Patent Laid-Open Publication No. 2016-0089431 Korean Patent No. 10-1615681

The present invention provides a fiber having a reactor capable of easily introducing various functional groups and having improved mechanical properties and a method for producing the same.

The present invention provides a fiber having a reactor in which various functional groups are easily introduced so as to be applicable to various fields, and the fiber of the present invention is characterized by including a polyoxazoline and a polyamide having a reactor.

Preferably, the polyoxazoline having a reactor according to an embodiment of the present invention is represented by the following formula (1).

[Chemical Formula 1]

(In the formula 1,

R is hydrogen or (C1-C10) alkyl;

R ₁ to R ₄ are independently of each other hydrogen, (C 1 -C 12) alkyl, (C 1 -C 12) alkoxy, (C 1 -C 12) alkoxyalkyl or (C 1 -C 12) alkylcarbonyl;

A is - (CR ₁₁ R ₁₂₎ as p-, R ₁₁ to R ₁₂ are independently hydrogen, (C1-C12) alkyl, (C1-C12) alkoxy, (C1-C12) alkoxyalkyl or (C1-C12 each other ) Alkylcarbonyl, and p is an integer from 1 to 10;

T is a terminator;

and n is an integer of 2 to 20.)

Preferably, R and R ₁ to R ₄ in formula (1) according to an embodiment of the present invention may independently be hydrogen or (C 1 -C 5) alkyl, more preferably R, R ₁ to R ₄ , R ₁₁ to R ₁₂ independently from each other are hydrogen or (C 1 -C 5) alkyl; p may be an integer of 1 to 5;

The polyoxazoline having a reactor according to an embodiment of the present invention may have a number average of 3,000 to 50,000 g / mol, and the polyamide may be a compound having a repeating unit represented by the following formula (2).

(2)

(In the formula (2)

a, b and c independently of one another are an integer from 0 to 18, excluding when a, b and c are all 1;

s and t are independently of each other an integer of 0 or 1.)

The present invention also provides a process for producing a fiber having a reactor according to the present invention,

Preparing a spinning solution comprising a polyoxazoline, a polyamide and an organic solvent having a reactor; And

And spinning the spinning solution to produce fibers.

Preferably, the polyoxazoline having the reactor of the present invention can be represented by the above formula (1).

Preferably, the spinning solution of the present invention may have a weight ratio of the polyoxazoline and polyamide having a reactor of 1: 9 to 9: 1, and the organic solvent may be formic acid, chloroform, dimethylformamide, dimethylformaldehyde, dimethylacetamide, Dimethyl sulfoxide and N-methyl-2-pyrrolidone.

The radiation according to one embodiment of the present invention can be carried out by electrospinning at a voltage of 5 to 50 kV with an electrospinning rate of 0.2 to 0.8 ml / h, and when the spinning is melt spinning, 10 to 6000 m / min RTI ID = 0.0 > radial < / RTI >

Since the fiber having the reactor of the present invention has a reactor capable of introducing various functional groups into the fiber itself, various functional groups applicable to various fields can be easily introduced.

Further, the fiber having the reactor of the present invention is excellent in mechanical properties and thermal stability due to the co-fibrillation of polyoxazoline and polyamide having a reactor.

BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a SEM photograph of fibers prepared in Examples 1 to 3 and Comparative Example 1 of the present invention. FIG.
FIG. 2 is a graph showing the results of measurement of mechanical properties of fibers prepared in Examples 1 to 3 and Comparative Example 1 of the present invention.
3 shows the thermal stability of fibers prepared from Example 3 (PBuOxz-3 / Nylon-6,6 fibers) and Comparative Examples 1 (Nylon-6,6 fibers) to 2 (PBuOxz fibers) And TGA, respectively.

The present invention provides a fiber having a reactor capable of easily introducing various functional groups and improving the mechanical properties of the fiber, and the fiber of the present invention comprises a polyoxazoline and a polyamide having a reactor .

The fibers of the present invention include polyoxazolines and polyamides having a reactor as the fiber into which the reactor is introduced. The fibers of the present invention are produced by mixing a polyoxazoline and a polyamide having a reactor to prepare a spinning solution and spinning a spinning liquid, whereby the fibers themselves have reactivity, that is, functionalized sites, can do.

That is, the fibers of the present invention can easily introduce functional groups into a variety of functional groups suitable for various desired uses as well as mechanical properties, particularly thermal stability, of a fiber by introducing a reactor into a simple reaction such as a click reaction.

Preferably, the polyoxazoline having a reactor according to an embodiment of the present invention is represented by the following formula (1).

[Chemical Formula 1]

(In the formula 1,

R is hydrogen or (C1-C5) alkyl;

R ₁ to R ₄ are independently of each other hydrogen, (C 1 -C 12) alkyl, (C 1 -C 12) alkoxy, (C 1 -C 12) alkoxyalkyl or (C 1 -C 12) alkylcarbonyl;

A is - (CR ₁₁ R ₁₂₎ as p-, R ₁₁ to R ₁₂ are independently hydrogen, (C1-C12) alkyl, (C1-C12) alkoxy, (C1-C12) alkoxyalkyl or (C1-C12 each other ) Alkylcarbonyl, and p is an integer from 1 to 10;

T is a terminator;

and n is an integer of 2 to 20.)

The polyoxazoline represented by the formula (1) according to an embodiment of the present invention has a vinyl group and can easily introduce various functional groups by a click reaction, thereby producing fibers having various functions.

In addition, the polyoxazoline represented by the formula (1) of the present invention improves the thermal stability and mechanical properties of the fiber when spinning it with a mixed solution mixed with polyamide.

Preferably, R and R ₁ to R ₄ in formula (1) according to an embodiment of the present invention may independently be hydrogen or (C 1 -C 5) alkyl, more preferably R, R ₁ to R ₄ , R ₁₁ to R ₁₂ independently from each other are hydrogen or (C 1 -C 5) alkyl; p may be an integer of 1 to 5;

The T in the formula 1 of the present invention may be any substance that is used as a terminator of the polymerization reaction. For example, any substance including a heterocyclic amine such as piperidine, pyridine and the like can be used.

The substituents including the "alkyl", "alkoxy" and other "alkyl" moieties described in the present invention include both linear and branched forms and may have from 1 to 12 carbon atoms, preferably from 1 to 5, Preferably 1 to 3 carbon atoms.

The polyoxazoline having a reactor according to an embodiment of the present invention has a number average molecular weight of 3,000 to 50,000 g / mol, preferably 3,000 to 15,000 g / mol in view of facilitating introduction of a functional group into the fiber, and PDI is 1.0 To 2.0.

The polyamide according to one embodiment of the present invention is a polyamide obtained by ring-opening polymerization of a lactam such as a typical thermoplastic polyamide such as? -Caprolactam and? -Dodecalactam, -6; Polyamide polymers obtainable from amino acids such as aminocaproic acid, 11-aminoundecanoic acid and 12-aminododecanoic acid; But are not limited to, ethylene diamine, ethylenediamine, tetramethylenediamine, hexamethylenediamine, undecamethylenediamine, dodecamethylenediamine, 2,2,4-trimethylhexamethylenediamine 4-trimethylhexamethylenediamine, 2,4,4-trimethylhexamethylenediamine, 5-methylnonahexamethylenediamine, m-xylenediamine, para-xylene P-xylenediamine, 1,3-bis-aminomethylcyclohexane, 1,4-bisaminomethylcyclohexane, 1-amino-3 1-amino-3-aminomethyl-3,5,5-trimethylcyclohexane, bis (4-aminocyclohexane) methane lbis (4-aminocyclohexane) methane, bis 4-methyl-4-aminocyclohexyl) methane bis (4-methyl-4-aminoc 2-bis (4-aminocyclohexyl) propane, bis (aminopropyl) piperazine, aminoethylpiperidine, Aliphatic, cycloaliphatic, or aromatic diamine; Adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, terephthalic acid, isophthalic acid, 2-chloroterephthalic acid (2- polyamide polymers obtainable from aliphatic, alicyclic or aromatic dicarboxylic acids such as chloroterephthalic acid, 2-methylterephthalic acid, 5-methylisophthalic acid and the like; And copolymers of the above-mentioned polyamides. These may be used alone or in combination of two or more.

The polyamide according to one embodiment of the present invention may be a compound having a repeating unit represented by the following general formula (2), but is not limited thereto.

(2)

(In the formula (2)

a, b and c independently of one another are an integer from 0 to 18, excluding when a, b and c are all 1;

s and t are independently of each other an integer of 0 or 1.)

Specifically, the general structural formula of the polyamide according to one embodiment of the present invention can be expressed as follows, but is not limited thereto.

<Polyamide-6>

- [- HN- (CH ₂ ) ₅ -CO-] -

 <Polyamide-66>

- [- HN- (CH ₂ ) ₆ -NHCO- (CH ₂ ) ₄ -CO-] -

&Lt; Polyamide-66/6 >

- [- HN- (CH ₂ ) ₆ -NHCO- (CH ₂ ) ₄ -CONH- (CH ₂ ) ₅ -CO-] -

Polyamides according to one embodiment of the invention may have a relative viscosity (measured at 25 占 폚 of a solution of 1 g of polymer in 100 ml of 90% formic acid) of 2.0 to 3.7 poise and a number average molecular weight of approximately 5,000 to 70,000 have.

Preferably, the polyamide resin is selected from the group consisting of polyamide-6, polyamide-66, polyamide-66/6, polyamide-610, polyamide-11, polyamide-12, terephthalic acid series, isophthalic acid series polyamide, aliphatic poly Amides, aromatic polyamides, or copolymers thereof may be used alone, or two or more selected from these may be used.

The present invention also provides a process for producing a fiber having a reactor according to the present invention,

Preparing a spinning solution comprising a polyoxazoline, a polyamide and an organic solvent having a reactor; And

And spinning the spinning solution to produce fibers.

Preferably, the polyoxazoline having the reactor of the present invention can be represented by the above formula (1).

Preferably, the spinning solution of the present invention may have a weight ratio of the polyoxazoline and polyamide having a reactor of 1: 9 to 9: 1, preferably 4: 6 to 6: 4, more preferably 4.5: 5.5 to 5.5 : 4.5.

The organic solvent used in the spinning solution of the present invention is not particularly limited as long as it is an organic solvent used in the technical field of the present invention. Examples of the organic solvent include formic acid, chloroform, dimethylformamide, dimethylformaldehyde, dimethylacetamide, N-methyl-2-pyrrolidone, preferably formic acid, chloroform or a mixture thereof.

It goes without saying that any method of spinning within the range recognized by those skilled in the art, such as electrospinning, melt spinning or wet spinning, of the method of producing a fiber having the reactor of the present invention is of course possible.

The spinning conditions may also be all within the range recognized by those skilled in the art according to the spinning method, but preferably at a voltage of 5 to 50 kV for electrospinning, at a feed rate of 0.2 to 0.8 ml / h For melt spinning, preferably at a spinning speed of 10 to 6000 m / min.

Hereinafter, the fiber of the present invention will be described with specific examples, but the scope of the present invention is not limited thereto.

The number average molecular weight (Mn) of the prepared polyoxazoline means the number average molecular weight measured by GPC after correcting polystyrene of a single molecular weight distribution with a standard material, and the molecular weight distribution Mw (weight average molecular weight) / Mn value Is a ratio between a specific weight average molecular weight and a number average molecular weight by GPC.

The physical properties of the fibers prepared in the present invention are measured by the following methods.

1. Tensile strength

Nylon-6,6 is 8.8 MPa / mm ² , and PBuOxz / Nylon-6,6 fibers are 15.5 MPa / mm ² or more as measured according to the test method described in ASTM D412.

2. Young's modulus

Tested according to the test method described in ASTM D412, Nylon-6,6 is 101 MPa and PBuOxz / Nylon-6,6 fibers are 138 MPa or more.

Elongation (elongation)

Nylon-6,6 was 40.3% and PBuOxz / Nylon-6,6 fiber was 49.1%. The test was carried out according to the test method described in ASTM D412.

4. Toughness

Nylon-6,6 was 0.02343 J, and PBuOxz / Nylon-6,6 fiber was 0.05074 J. The test was carried out according to the test method described in ASTM D412.

5. Thermo property

As a result of TGA measurement, the decomposition temperature of Nylon-6,6 is 300 ° C, and the decomposition temperature of PBuOxz / Nylon-6,6 fiber is 350 ° C, which is more thermally stable than Nylon-6,6.

The fibers of the present invention were prepared by electrospinning in accordance with the following conditions.

Electrospinning conditions

- Concentration of electrospinning solution: 10 - 20% wt / vol

- Co-solvent ratio (formic acid / chloroform): 1/0 to 2/1 (vol / vol)

- Feeding rate: 0.2 ~ 0.8 ml / hr

- Voltage: 5 to 50 Kv

- Distance (needle and collector): 10 - 15 cm

Melt spinning conditions

- Temperature: 100 - 300 ℃

- Radiation speed: 10 ~ 6000 m / min

[Example 1]

1) Synthesis of 2- (3-butenyl) -2-oxazoline (BuOxz) monomer

Synthesis of N-succinimidyl-4-pentenate

(0.40 mol) of N-hydroxysuccinimide and 52.54 g (0.275 mol) of EDAC (N- (3-Dimethylaminopropyl) ethylenediaminetetraacetic acid) were added to a solution of 25 g of 4-pentenoic acid (0.25 mol) in 700 ml of dry dichloromethane, -N'-ethylcarbodiimide hydrochloride), and the mixture was reacted at 40 ° C for 12 hours. Then, the solvent was evaporated and the residue was dissolved in a mixture of diethyl ether and distilled water (3: 1 v / v) And extracted. Na ₂ SO ₄ was added to the organic layer, and the mixture was stirred for 24 hours. After filtration of Na ₂ SO ₄ , the solvent was removed and vacuum drying was performed at 60 ° C for one day to obtain N-succinimidyl-4-pentenate as a colorless solid.

^{1 H NMR (400.1 MHz, DMSO} -d 6): δ / ppm = 2.28 (s, 4H), 3.68 (t, 2H), 4.15 (t, 2H), 4.96-5.08 (m, 2H), 5.80-5.86 (m, 1H).

Synthesis of N- (2-chlorethyl) -4-pentenamide

In a 1 L flask, 200 mL of distilled water, 44.25 g (0.38 mol) of 2-chloroethylamine hydrochloride and 15.26 g (0.38 mol) of NaOH in a stirred solution was added to 500 mL of dry dichloromethane with 37.5 g (0.19 mol) of N-succinimidyl -4-pentenate was added dropwise to the solution. The reaction was carried out at 50 ° C for 12 hours, and the organic layer was extracted by washing twice with 200 ml of distilled water. Na ₂ SO ₄ was added to the organic layer, and the mixture was stirred for 24 hours. After filtering the Na ₂ SO ₄ , the solvent was distilled off to obtain N- (2-chlorethyl) -4-pentenamide as a yellow oil.

^{1 H NMR (400.1 MHz, CDCl} 3): δ / ppm = 2.2-2.3 (m, 2H), 2.45 ~ 2.50 (m, 2H), 2.64 (s, 4H), 5.02-5.07 (t, 2H) 5.82 ( m, 1H).

Synthesis of 2- (3-butenyl) -2-oxazoline

Finally, 24.6 g (0.153 mol) of N- (2-chlorethyl) -4-pentenamide was dissolved in 100 ml of dry methanol in a dry flask. A solution of 12.85 g (0.23 mol) of KOH in 100 ml of dry methanol was added dropwise to the flask via a cannula. The reaction mixture was stirred at 70 &lt; 0 &gt; C for 12 hours under argon (precipitation of KCl took place after 10 minutes). The salt was filtered and the remaining solution was distilled and concentrated. In addition, the precipitated salt was removed by passing the solution through a 0.45 μm filter paper. To purify the obtained yellow solution, CaH ₂ was added, and the mixture was stirred overnight and then distilled in a high vaccum line to obtain a colorless liquid of 2- (3-butenyl) -2-oxazoline.

^{1 H NMR (400.1 MHz, DMSO} -d 6): δ / ppm = 2.28 (s, 4H), 3.68 (t, 2H), 4.15 (t, 2H), 4.96-5.08 (m, 2H), 5.80-5.86 (m, 1H).

Polymerization of 2- (3-butenyl) -2-oxazoline

10 ml of dry acetonitrile distilled using CaH ₂ and 7.03 g (56.2 mmol) of 2- (3-butenyl) -2-oxazoline were placed in a two-necked argon reactor equipped with a silicone rubber seal. Using a gastight syringe, (2.34 mmol) of methyl triflate were added. The reactor was stirred at 70 ° C for 24 hours, then 1 ml (10.4 mmol) of piperidine was added to the reactor using a gastight syringe and further stirred at 70 ° C for 5 hours. After the reaction was completed, the reaction mixture was immersed in diethyl ether for 6 hours, washed three times with diethyl ether to remove the unreacted 2- (3-butenyl) -2-oxazoline monomer, And dried overnight under vacuum to obtain poly [2- (3-butenyl) -2-oxazoline].

The number average of the obtained poly [2- (3-butenyl) -2-oxazoline] (PBuOxz-1) was 3,800 g / mol and the PDI was 1.33.

^{1 H NMR (400.1 MHz, CDCl} 3): δ / ppm = 1.09-1.42 (m, 0.1H), 2.06 (m, 0.1H), 2.34-2.43 (m, 4H), 2.95-3.01 (m, 0.1H ), 3.44 (bs, 4H), 4.98-5.06 (m, 2H), 5.80-5.81 (m, 1H).

The physical properties of PBuOxz-1 thus prepared are shown in Table 1 below.

No Polymerization Condition poly [2- (3-butenyl) -2-oxazoline] Initiator
CF ₃ SO ₃ Me
mmol Monomer
BuOxz
g [CF ₃ SO ₃ Me]
vol% [EtOxz]
vol% Polymz.
Temp.
℃ Polymz.
Time
hr Mn, g / mol
PDI
Yield%
Tg
℃ Target GPC ¹ H-NMR One 1.23 7.36 0.89 48.7 75 36

3,000 3,800 2,640 1.33 82 8.2 2 2.34 7.03 1.74 47.5 6,000 6,600 5,530 1.03 83 9.9 3 0.94 9.37 0.56 48.4 10,000 9,600 13,500 1.21 88 12.8

2) Spontaneous emission of poly [2- (3-butenyl) -2-oxazoline] / Nylon-6,6

Electrospinning solution was prepared by dissolving PBuOxz-1 / Nylon-6,6 (5: 5 wt / wt) in formic acid / chloroform (2: 1 vol / vol). The concentration of the electrolytic solution was 10% wt / vol. The polymer solution was mixed homogeneously to prepare a mixed solution before the work. The polymer solution was transferred to a 1 ml syringe having an inner diameter of 4.73 mm. The syringe was fixed vertically to a syringe pump (KDS100, KD Scientific Inc., US) and the metal needle (20 GA) was connected to the high voltage power supply (SHV50R, Convertech, South Korea) Lt; / RTI &gt; A voltage of 15-25kV was applied using a power supply. The output speed was adjusted to 0.2-0.8 ml / hr. A countertop wrapped with an aluminum foil was used as a counter electrode. The distance between the needle and the collector was adjusted to 10-15 cm. The PBuOxz-1 / Nylon-6,6 fiber obtained from the air-dried yarn was removed from the remaining solvent by using a vacuum oven at room temperature for 24 hours to remove the remaining solvent.

SEM photographs of the PBuOxz-1 / Nylon-6,6 fibers prepared in FIG. 1 are shown, and the mechanical properties of the fibers prepared in FIG. 2 are shown.

The physical properties of PBuOxz-1 / Nylon-6,6 fibers prepared in the following Table 2 are also shown.

[Example 2]

The procedure of Example 1 was repeated except that 7.36 g (58.9 mmol) of 2- (3-butenyl) -2-oxazoline and 0.14 ml (1.23 mmol) of methyl triflate were used in Example 1, Poly [2- (3-butenyl) -2-oxazoline] (PBuOxz-2) was obtained at a concentration of 6,600 g / mol and PDI was 1.03.

Further, PBuOxz-2 / Nylon-6,6 fibers were prepared by co-sputtering in the same manner as in Example 1, except that PBuOxz-2 was used instead of PBuOxz-1 in Example 1.

The physical properties of PBuOxz-2 prepared in Table 1 are shown.

SEM photographs of the PBuOxz-2 / Nylon-6,6 fibers prepared in FIG. 1 are shown, and the physical properties of the PBuOxz-2 / Nylon-6,6 fibers prepared in FIG. 2 and Table 2 are shown.

[Example 3]

The procedure of Example 1 was repeated except that 9.37 g (75.0 mmol) of 2- (3-butenyl) -2-oxazoline and 0.11 ml (0.937 mmol) of methyl triflate were used in Example 1, Poly [2- (3-butenyl) -2-oxazoline] (PBuOxz-3) was obtained with a PDI of 1.21.

PBuOxz-3 / Nylon-6,6 fibers were prepared by co-spinning in the same manner as in Example 1, except that PBuOxz-3 was used instead of PBuOxz-1 in Example 1.

The physical properties of PBuOxz-2 prepared in Table 1 are shown.

SEM photographs of the PBuOxz-3 / Nylon-6,6 fibers prepared in FIG. 1 are shown and physical properties of the PBuOxz-3 / Nylon-6,6 fibers prepared in FIG. 2 and Table 2 are shown. 3 shows the thermal stability of PBuOxz-3 / Nylon-6,6 (TGA curve of PBuOxz-3 / Nylon-6,6 (5/5, wt / wt) fiber) It can be seen that the fibers of the present invention have remarkably high thermal stability as compared with Comparative Examples 1 and 2.

[Comparative Example 1] Electrospinning of Nylon-6,6

The electrospinning solution was prepared by dissolving Nylon-6,6 (10 wt / vol) in formic acid / chloroform (2: 1 vol / vol) as the base solution for electrospinning. The polymer solution was mixed well to homogeneously mix before spinning. The polymer solution was transferred to a 1 ml syringe having an inner diameter of 4.73 mm. The syringe was fixed vertically to a syringe pump (KDS100, KD Scientific Inc., US) and the metal needle (20 GA) was connected to the high voltage power supply (SHV50R, Convertech, South Korea) Lt; / RTI &gt; Use a power supply to apply a voltage of 15-25kV. The output speed was adjusted to 0.2-0.8 ml / hr. A countertop wrapped with an aluminum foil was used as a counter electrode. The distance between the needle and the collector was adjusted to 10-15 cm. All experiments were carried out at room temperature. The nylon fibers obtained through the spinning were stripped of the remaining solvent by using a vacuum oven at room temperature for 24 hours to remove the remaining solvent.

SEM photographs of the PBuOxz-1 / Nylon-6,6 fibers prepared in FIG. 1 are shown and the physical properties of the PBuOxz-1 / Nylon-6,6 fibers prepared in Table 1 and Table 2 are shown.

FIG. 3 shows the thermal stability of the Nylon-6,6 fiber (TGA curve of Nylon-6,6) prepared in Comparative Example 1. As shown in FIG. 3, It can be seen that it has significantly lower thermal stability compared to the fibers of Example 3.

[Comparative Example 2] Electrospinning of Poly [2- (3-butenyl) -2-oxazoline]

A fiber was produced in the same manner as in Comparative Example 1 except that Poly [2- (3-butenyl) -2-oxazoline] was used instead of Nylon-6,6 in Comparative Example 1.

1 / Nylon-6,6 fibers, PBuOxz-2 / Nylon-6,6 fibers and PBuOxz-3 / Nylon-6 fibers prepared in Examples 1 to 3 of the present invention by electrospinning as shown in FIG. , And 6 fibers were produced. As shown in FIG. 2, it can be seen that the fibers of Examples 1 to 3 have remarkably improved mechanical properties as compared with the fibers of Comparative Example 1.

FIG. 3 shows the thermal stability of the fiber prepared in Comparative Example 2 (denoted by TGA curve of PBuOxz).

The physical properties and thermal stability of the fibers prepared in Examples 1 to 3 and Comparative Examples of the present invention are shown in Table 2 below.

# Fiber description Mechanical properties [Nylon]
/ [PBuOxz] Mw of PBuOxz
g / mol Young's modulus
(Mpa) Tensile strength
(Mpa / mm ²⁾ Elongation
(%) Toughness
(J) Decompostion Temp. (° C) Nylon-6,6 - - 101 8.8 40.3 0.02343 300 Nylon / PBuOxz-1
5/5
3,800 138 16.6 22.3 0.00715 - Nylon / PBuOxz-2 6,600 149 17.6 30.8 0.01292 - Nylon / PBuOxz-3 9,600 139 15.5 49.1 0.05074 350

As shown in Table 2, the fibers prepared in Examples 1 to 3 of the present invention had Young's modulus and tensile strength of 138 to 149 MPa and 15.5 to 17.6 MPa / mm ² , respectively, PBuOxz-3 / Nylon-6,6 fiber prepared in Example 3 of the present invention had very good physical properties such as elongation and toughness as well as Young's modulus and tensile strength, and decomposition reaction up to 350 ° C It can be seen that the thermal stability is excellent.

Further, since the fiber having the reactor of the present invention is prepared by including the polyoxazoline having a reactive group in the polyamide, various functional groups can be easily introduced by a click reaction or the like to produce fibers having various functions.

Claims (5)

1. A fiber comprising a polyoxazoline and a polyamide having a reactor represented by the following formula (1).
[Chemical Formula 1]

(In the formula 1,
R is hydrogen or (C1-C5) alkyl;
R ₁ to R ₄ independently from each other are hydrogen or (C 1 -C 12) alkyl;
A is - (CR ₁₁ R ₁₂ ) p -, R ₁₁ to R ₁₂ are independently of each other hydrogen or (C 1 -C 10) alkyl, p is an integer from 1 to 10;
T is a terminator;
and n is an integer of 2 to 20.) The method according to claim 1,
Wherein R and R ₁ to R ₄ are independently of each other hydrogen or (C 1 -C 5) alkyl. The method according to claim 1,
R, R ₁ to R ₄ , and R ₁₁ to R ₁₂ independently from each other are hydrogen or (C 1 -C 5) alkyl; and p is an integer of 1 to 5. The method according to claim 1,
The polyoxazoline having the reactor has a number average of 3,000 to 50,000 g / mol. The method according to claim 1,
Wherein the polyamide is a compound having a repeating unit represented by the following formula (2).
(2)

(In the formula (2)
a, b and c independently of one another are an integer from 0 to 18, excluding when a, b and c are all 1;
s and t independently of one another are an integer of 0 or 1, except when a, b, c, s and t are 0 at the same time.

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