KR101767687B1 - Polyarylate resin and method of preparing the resin, and fiber including the polyarylate resin and method of preparing the fiber - Google Patents

Abstract

A polyarylate resin, a process for producing the same, and a fiber comprising the polyarylate resin and a process for producing the same are disclosed. The disclosed polyarylate resin comprises a repeating unit (A) derived from a hydroxybenzoic acid compound, a repeating unit (B) derived from a hydroxynaphthoic acid compound and a repeating unit (C) derived from a bisphenol compound, The repeating unit (A) is 70 to 80 molar parts, the repeating unit (B) is 20 to 30 molar parts, and the repeating unit (C) is 1 to 5 molar parts.

Description

TECHNICAL FIELD The present invention relates to a polyarylate resin, a method for producing the same, a fiber including the polyarylate resin, and a method for preparing the same,

A polyarylate resin, a process for producing the same, and a fiber comprising the polyarylate resin and a process for producing the same are disclosed. More particularly, the present invention relates to a polyarylate resin having improved elasticity and strength, a process for producing the same, and a high strength and high-elastic fiber including the polyarylate resin and a process for producing the same.

Carbon fiber, aramid fiber, and glass fiber are widely used as a bulletproof garment, a fireproof garment, and a reinforcing material for a composite material, but these materials have a disadvantage that they are very expensive, have a limited production amount, and are not lightweight.

Therefore, it is necessary to develop a material which is advantageous from the viewpoint of cost and process compared to carbon fiber or aramid fiber and which can be easily lightened compared with glass fiber.

One embodiment of the present invention is a method for producing a resin composition, which comprises reacting a repeating unit (A) derived from a hydroxybenzoic acid compound, a repeating unit (B) derived from a hydroxynaphthoate-based compound and a repeating unit (C) derived from a bisphenol- And a polyarylate resin.

Another embodiment of the present invention provides a method for producing the polyarylate resin.

Another embodiment of the present invention provides a fiber comprising the polyarylate resin.

Another embodiment of the present invention provides a method of making the fiber.

According to an aspect of the present invention,

A repeating unit (A) derived from a hydroxybenzoic acid-based compound;

A repeating unit (B) derived from a hydroxynaphthoate-based compound; And

(C) derived from a bisphenol-based compound,

The polyarylate resin comprises 70 to 80 mol parts of the repeating unit (A), 20 to 30 mol% of the repeating unit (B), and 1 to 5 mol% of the repeating unit (C).

The polyarylate resin may have a glass transition temperature of 200 ° C or higher and a melting temperature of 310 ° C to 330 ° C.

According to another aspect of the present invention,

And a polyarylate resin comprising the polyarylate resin.

According to another aspect of the present invention,

And a polyarylate fabric comprising the polyarylate fibers.

According to another aspect of the present invention,

An article comprising the polyarylate fabric is provided.

According to another aspect of the present invention,

Acylating a hydroxybenzoic acid compound, a hydroxynaphthoic acid compound and a bisphenol compound with an acid anhydride to obtain an acylate;

Synthesizing the polyarylate prepolymer by polycondensation of the acylate; And

And synthesizing a polyarylate resin by solid-phase polycondensation of the polyarylate prepolymer. The present invention also provides a method for producing a polyarylate resin.

According to another aspect of the present invention,

Acylating a hydroxybenzoic acid compound, a hydroxynaphthoic acid compound and a bisphenol compound with an acid anhydride to obtain an acylate;

Synthesizing the polyarylate prepolymer by polycondensation of the acylate;

Synthesizing the polyarylate resin by solid-phase polycondensation of the polyarylate prepolymer; And

And fiberizing the polyarylate resin. The present invention also provides a method for producing a polyarylate fiber.

The method of manufacturing the polyarylate fiber may further include a step of further heat-treating the polyarylate fiber.

By including the polyarylate resin according to one embodiment of the present invention, it is possible to obtain a polyarylate fiber, a fabric employing the polyarylate fiber, and an article having the fabric, which can have high elasticity and high strength while having general chemical resistance and flame retardancy have.

Hereinafter, the polyarylate resin according to one embodiment of the present invention will be described in detail.

The polyarylate resin according to one embodiment of the present invention is a resin composition comprising a repeating unit (A) derived from a hydroxybenzoic acid compound, a repeating unit (B) derived from a hydroxynaphthoic acid compound and a repeating unit derived from a bisphenol compound Wherein the content of the repeating unit (A) is 70 to 80 molar parts and the content of the repeating unit (B) is 100 molar parts based on the total 100 molar parts of the repeating unit (A) and the repeating unit (B) 20 to 30 molar parts, and the content of the repeating unit (C) is 1 to 5 molar parts. That is, the polyarylate resin contains 70 to 80 molar parts of the repeating unit (A), 20 to 30 molar parts of the repeating unit (B), and 1 to 5 molar parts of the repeating unit (C).

The hydroxybenzoic acid compound means an aromatic compound in which a hydrogen atom of benzoic acid is substituted with a hydroxy group, and examples thereof include 4-hydroxybenzoic acid, 3-hydroxybenzoic acid, 2-hydroxybenzoic acid or a mixture of two or more thereof have.

The hydroxynaphthoate-based compound means an aromatic compound in which the hydrogen atom of naphthoic acid is substituted with a hydroxy group, and examples thereof include 6-hydroxy-2-naphthoic acid, 3-hydroxy- 3-naphthoic acid, 1-hydroxy-2-naphthoic acid, or a mixture of two or more thereof.

Wherein the bisphenol compound is selected from the group consisting of bisphenol A, bisphenol AP, bisphenol AF, bisphenol B, bisphenol BP, bisphenol C, bisphenol E, bisphenol F, bisphenol G, bisphenol M, bisphenol S, bisphenol P, bisphenol PH, bisphenol TMC, bisphenol Z And mixtures of two or more thereof.

At least one hydrogen atom present in the hydroxybenzoic acid compound, the hydroxynaphthoic acid compound and / or the bisphenol compound may be substituted with various substituents and includes, for example, a halogen atom, a nitro group, a cyano group, a substituent Or a substituted or unsubstituted C ₁ -C ₂₀ alkyl group, a substituted or unsubstituted C ₁ -C ₂₀ alkoxy group, a substituted or unsubstituted C ₂ -C ₂₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₂₀ alkynyl group, A substituted or unsubstituted C ₁ -C ₂₀ heteroalkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₅ -C ₃₀ hetero An aryl group, a substituted or unsubstituted C ₅ -C ₃₀ cycloalkyl group, a substituted or unsubstituted C ₃ -C ₃₀ heterocycloalkyl group, or a substituted or unsubstituted C ₃ -C ₃₀ heteroarylalkyl group.

As used herein, the term "alkyl group" is a straight chain or branched chain having 1 to 20 carbon atoms, 1 to 5 carbon atoms, or 1 to 5 carbon atoms, such as a methyl group, an ethyl group, a propyl group, A butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group. At least one hydrogen atom contained in the alkyl group may be substituted with another substituent. Non-limiting examples of the substituent include a C ₁ -C ₁₀ alkyl group, a C ₂ -C ₁₀ alkenyl group, a C ₂ -C ₁₀ alkynyl group, C ₆ -C ₁₂ aryl group, C ₂ -C ₁₂ heteroaryl group, C ₆ -C ₁₂ aryl group, a halogen atom, a cyano group, an amino group, an amidino group, a nitro group, an amide group, a carbonyl group , A hydroxy group, a sulfonyl group, a carbamate group, and a C ₁ -C ₁₀ alkoxy group.

As used herein, the term " alkenyl group " or " alkynyl group " means that the alkyl group as defined above contains at least one carbon double bond or triple bond at the middle or the far end, , A propylene group, a butylene group, a hexylene group, and an acetylene group. At least one hydrogen atom of the alkenyl group or alkynyl group may be substituted with the same substituent as the alkyl group.

As used herein, the term " heteroalkyl group " means that at least one of the carbon atoms in the main chain of the alkyl group, e.g., 1 to 5 carbon atoms, is replaced by a heteroatom such as an oxygen atom, a sulfur atom, a nitrogen atom, And at least one hydrogen atom of the heteroalkyl group may be substituted with the same substituent as in the case of the alkyl group.

As used herein, the term " aryl group " means a carbocyclic aromatic system comprising at least one aromatic ring having from 6 to 30 carbon atoms, which rings may be attached together or fused together by a pendant method. Specific examples of such an aryl group include an aromatic group such as a phenyl group, a naphthyl group, and a tetrahydronaphthyl group. At least one hydrogen atom in each of these aryl groups may be substituted with the same substituent as the alkyl group.

As used herein, the term " arylalkyl group " means that in the alkyl group as defined above, some of the hydrogen atoms are replaced by the aryl group. For example, a benzyl group and a phenylethyl group. At least one hydrogen atom of the arylalkyl group may be substituted with the same substituent as the alkyl group.

As used herein, the term " cycloalkyl group " means a monovalent monocyclic system having 5 to 30 carbon atoms, and "heterocycloalkyl group" means 1,2 or 3 heteroatoms selected from N, O, Means a monovalent monocyclic system having 5 to 30 ring atoms and the remaining ring atoms C, At least one hydrogen atom in each of these cycloalkyl groups or heterocycloalkyl groups may be substituted with the same substituent as the alkyl group.

As used herein, the term " heteroaryl group " means a cyclic aromatic system having 5 to 30 ring atoms, with 1, 2 or 3 heteroatoms selected from N, O, P or S and the remaining ring atoms C , The rings may be attached together or fused together by a pendant method. At least one hydrogen atom of the heteroaryl group may each be substituted with the same substituent as the alkyl group.

As used herein, the term " heteroarylalkyl " means that a part of the hydrogen atoms of the alkyl group as defined above is substituted with the above-mentioned heteroaryl group, and at least one hydrogen atom of the heteroarylalkyl group has the same Lt; / RTI >

As used herein, the term "alkoxy group" refers to a radical -O-alkyl, wherein alkyl is as defined above. Specific examples thereof include a methoxy group, an ethoxy group, a propoxy group, an isobutyloxy group, a sec-butyloxy group, a pentyloxy group, an isoamyloxy group and a hexyloxy group. At least one hydrogen atom of these alkoxy groups may be substituted with the same substituent as in the case of the alkyl group.

Each of the repeating units derived from the hydroxybenzoic acid compound, the hydroxynaphthoic acid compound and the bisphenol compound is autopolymerized or polymerized with another monomer or polymer to form a repeating unit structure .

In the polyarylate resin, the repeating unit (A) derived from the hydroxybenzoic acid compound may play a role in imparting physical properties such as stiffness to the polyarylate resin. The content of the repeating unit (A) may be 70 to 80 moles per 100 moles of the total of the repeating unit (A) and the repeating unit (B) as described above. When the content of the repeating unit (A) There is a possibility that the strength of the polyarylate resin is lowered and that post-processing is impossible.

In the polyarylate resin, the repeating unit (B) derived from the hydroxynaphthoate-based compound may serve to impart physical properties such as heat resistance to the polyarylate resin. The content of the repeating unit (B) may be 20 to 30 moles per 100 moles of the total of the repeating unit (A) and the repeating unit (B), and the content of the repeating unit (B) And there is a fear that the heat resistance of the polyarylate resin is lowered and post-processing is impossible.

In the polyarylate resin, the repeating unit (C) derived from the bisphenol-based compound may serve to impart physical properties such as elasticity to the polyarylate resin. The content of the repeating unit (C) may be 1 to 5 moles per 100 moles of the total of the repeating unit (A) and the repeating unit (B), and the content of the repeating unit (C) , There is a fear that the polyarylate resin can not be polymerized, the elasticity is lowered, and the workability is lowered.

The polyarylate resin may have a weight average molecular weight of 1,000 to 100,000, a glass transition temperature of 200 ° C or more, for example, 200 ° C to 250 ° C, and a melting temperature of 310 ° C to 330 ° C.

In addition, the polyarylate resin as described above exhibits the target properties by including the above-mentioned respective repeating units at a predetermined molar fraction. Specifically, since the physical properties possessed by the respective repeating units act in a complex manner, they have characteristics of high elasticity and high strength while having general chemical resistance and flame retardancy.

Hereinafter, a method for producing a polyarylate resin according to an embodiment of the present invention will be described in detail.

The method for producing the polyarylate resin comprises the steps of acylating a hydroxybenzoic acid compound, a hydroxynaphthoic acid compound and a bisphenol compound with an acid anhydride to obtain an acylate (acylation step) To synthesize a polyarylate prepolymer (prepolymer synthesis step), and synthesizing a polyarylate resin by solid-phase polycondensation of the polyarylate prepolymer (polyarylate resin synthesis step).

In the acylation step is the introduction of an acetyl group (-COCH ₃₎ a hydroxy group (-OH) contained in each compound is formed acetyl-oxy group (-OCOCH ₃₎ and the resulting acetic acid as by-products. Here, the by-product acetic acid can be removed from the product in a gaseous state.

In the acylation step, the amount of the acid anhydride to be used may be 0.5 to 2.0 moles per 1 mole of the total hydroxyl groups contained in the three compounds (that is, the set of starting monomers). When the amount of the acid anhydride is within the above range, coloration of the produced polyarylate resin is reduced, sublimation of the raw monomer or the like does not occur in the resultant polyarylate resin, and the amount of phenol gas generated is also reduced. Such an acylation reaction can be carried out at a temperature range of 130 ° C to 170 ° C for 30 minutes to 8 hours, for example, at 140 ° C to 160 ° C for 2 hours to 4 hours.

The acid anhydrides used in the acylation reaction may include acetic anhydride, propionic anhydride, isobutyric anhydride, anhydrous acetic anhydride, anhydrous pivalic acid, anhydrous butyric acid, or a combination thereof.

The acylation step may be performed by solution condensation polymerization or bulk condensation polymerization.

The prepolymer synthesis step may be carried out by polycondensation by transesterification reaction between an acyl group and a carboxyl group present in the acyl group.

The synthesis of the prepolymer may be carried out at a temperature ranging from 150 to 330 ° C for 3 to 6 hours. When the temperature and time are within the above ranges, no process trouble occurs when the viscosity of the product (that is, the prepolymer) is high at the time of discharge after the polycondensation reaction, and when the solid- A polyarylate prepolymer of suitable physical properties can be obtained. For example, the synthesis of the prepolymer may be performed at a temperature ranging from 170 to 310 ° C for 3 to 4 hours.

The step of synthesizing the polyarylate prepolymer may be carried out by a solution polycondensation method or a bulk polycondensation method.

In order to increase the reaction rate by moving the chemical equilibrium in the synthesis step of the polyarylate prepolymer, the by-produced fatty acid (for example, acetic acid) and the unreacted anhydride may be discharged out of the reaction system by evaporation, distillation, have.

In addition, the acylation reaction and transesterification reaction can be carried out in the presence of a catalyst. The catalyst may include magnesium acetate, stannous acetate, tetrabutyl titanate, acetic acid, sodium acetate, potassium acetate, antimony trioxide, N, N-dimethylaminopyridine, N-methylimidazole or combinations thereof . The catalyst may be added at the same time as the starting monomer at the time of introduction of the raw material monomer, and acylation reaction and transesterification reaction may occur in the presence of the catalyst. The amount of the catalyst to be used may be, for example, 0.10 parts by weight or less based on 100 parts by weight of the total amount of the raw monomers.

The solid-phase polycondensation can be carried out by pulverizing the polyarylate prepolymer discharged in the prepolymer synthesis step to form a flake or powder phase, and then proceeding polymerization. Such solid phase polycondensation can be carried out, for example, by heat treatment in a solid state at 200 ° C to 400 ° C for 1 hour to 30 hours in an inert atmosphere such as nitrogen. In addition, the solid state polycondensation may proceed under stirring or in a non-crosslinked state. Further, a reactor equipped with a suitable stirring equipment may be used in combination with a molten polymerization reactor and a solid-phase polymerization reactor.

The polyarylate prepared as described above may have a glass transition temperature of 150 ° C or more, for example, 150 to 180 ° C, and a melting temperature of 250 ° C to 350 ° C.

The polyarylate resin thus prepared may be pelletized by a known method and then molded or may be formed into a fiber by a known method. For example, the polyarylate resin may be extruded and pelletized at a temperature higher than its melting temperature by 5 ° C to 20 ° C.

The pelletized polyarylate resin may be fiberized at a temperature higher than its melting temperature by 5 ° C to 20 ° C to form polyarylate fibers. Any method known in the art can be used as the fibrous method, and for example, methods such as melt spinning, wet spinning and dry spinning can be used.

The polyarylate fiber obtained as described above can be further heat-treated to improve physical properties. For example, such additional heat treatment can be performed by heating the polyarylate fibers in a drying oven at a high rate (up to about 30 minutes) to 150 ° C. in an inert atmosphere and heating the polyarylate fibers from 150 ° C. to 310 ° C. at a rate of 1 ° C. to 5 ° C./hr , And then maintaining the temperature at 310 DEG C for 0.5 to 5 hours.

The polyarylate fiber subjected to the additional heat treatment as described above has a glass transition temperature of 200 ° C or higher, for example, 200 ° C to 250 ° C; Has a melting point of 310 ° C or higher, for example, 310 ° C to 330 ° C, has general chemical resistance and flame retardancy, and has particularly high elasticity and high strength.

The polyarylate fibers obtained by the above method can be processed into a fabric form by a conventional weaving method. At this time, the polyarylate fibers used for the fabrication of the fabric may have a thickness of 50 to 500 denier and a warp of 75 to 750 denier. By varying the thickness of the fibers and the weaving method, Can be adjusted. For example, the thickness of the fabric may be 0.1 mm to 0.8 mm.

The weaving process is a step of weaving a fabric with polyarylate fibers. It is advantageous that the fibers used at this time are composed of a plurality of bundles so that physical properties can be satisfied. On the other hand, the thickness of the fabric is adjusted according to the application, and the thickness of a typical fabric is 0.1 to 0.8 mm. In this case, the thickness of the fabric can be adjusted by the change of the tissue through the thickness of the thread and the deformation of the basic weaving method (for example, plain weave, twill weave, weave weave). When the thickness of the weave is 0.1 mm, And the warp yarns are 50 denier to 75 denier. When the thickness of the fabric is 0.25 mm, the warp yarn is 75 denier and the weft yarn having 150 denier, 225 denier or 300 denier can be selected and used . When the thickness of the fabric is 0.5 mm, the warp is 150 denier and the weft yarn is 500 denier. On the other hand, in the case of weaving with a thickness of 1 mm and a fairly thick weave, the warp yarn is 500 denier and the warp yarn is 750 denier. In this case, the thickness of the fiber can be selectively used within the range of the weft and the warp depending on whether the weaving method is selected or not.

The fabric thus obtained is lightweight and high in strength and elasticity and can be used as a composite material (for example, as a material for reinforcing materials for automobile bumpers, armor and industrial ropes).

As the method for producing the composite material using the fabric comprising the polyarylate fibers, any method known in the art can be used without any limitation.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

Example  1 to 5 and Comparative Example  1-4

Hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid and bisphenol A were fed into a reactor having a capacity of 100 L equipped with a stirrer, a nitrogen gas introducing tube, a thermometer and a reflux condenser at a predetermined ratio, After the internal space of the reactor was made inactive, a predetermined amount of acetic anhydride (Ac ₂ O) was further added to the reactor. The relative amounts of p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid, bisphenol A and acetic anhydride used in each of the Examples and Comparative Examples are listed in Table 1 below. Thereafter, the reactor temperature was raised to 140 ° C over 1 hour and the hydroxyl groups of the monomers were acylated while refluxing at this temperature for 2 hours . Then, the acetic acid produced in the acylation reaction was removed, and the temperature of the reactor was raised to 300 ° C. over 4 hours to prepare a polyarylate prepolymer by condensation polymerization of monomers. In addition, acetic acid was further produced as a by-product in the preparation of the prepolymer. The acetic acid was continuously removed together with the acetic acid generated in the acylation reaction during the preparation of the prepolymer. Next, the prepolymer was recovered from the reactor and cooled and solidified.

Thereafter, the polyarylate prepolymer was pulverized to an average particle size of 1 mm, 15 kg of the pulverized polyarylate prepolymer was introduced into a 100-liter rotary kiln reactor, nitrogen was continuously flowed at a flow rate of 1 Nm 3 / The temperature was raised to 200 deg. C, which is the starting temperature, over 1 hour, and then the temperature was elevated to 320 deg. C over 10 hours and maintained for 3 hours to prepare a polyarylate resin. Subsequently, the reactor was cooled to room temperature (25 DEG C) over 1 hour, and the polyarylate resin was recovered from the reactor.

Then, the polyarylate resin having undergone the solid-phase reaction was pelletized using a twin-screw extruder. Specifically, the polyarylate resin was melt-kneaded under the conditions that the temperature of the twin-screw extruder was the melting temperature (Tm) of the polyarylate resin + 15 占 폚 to prepare pellets of the polyarylate resin. At this time, vacuum was applied to the twin-screw extruder to remove the by-products.

Thereafter, the pellets of the polyarylate resin were fiberized by melt spinning. Specifically, the pellets were melted under a temperature condition of Tm + 15 캜, extruded through a spinneret, cooled and solidified to obtain polyarylate fibers. The polyarylate fibers thus obtained were subjected to additional heat treatment to improve their physical properties because of their low elongation properties due to the nature of the resin. Specifically, the fibers were placed in an oven under an inert atmosphere, and the temperature was rapidly raised to 100 ° C (temperature rise time: about 30 minutes), and then the temperature was raised from 100 ° C to 300 ° C at a rate of 2 ° C / hour. Thereafter, the fiber was maintained at 300 DEG C for 8 hours to finally obtain polyarylate fibers having improved physical properties.

Amount used (molar ^{* 1} ) Amount used (molar ^{* 2} ) division p-hydroxybenzoic acid (HBA) 6-hydroxy-2-naphthoic acid
(HNA) Bisphenol A
(BPA) Acetic anhydride
(Ac ₂ O) Example 1 75 25 2.5 1.0 Example 2 70 30 2.5 1.0 Example 3 80 20 2.5 1.0 Example 4 75 25 One 1.0 Example 5 75 25 5 1.0 Comparative Example 1 65 35 2.5 1.0 Comparative Example 2 85 15 2.5 1.0 Comparative Example 3 75 25 0 1.0 Comparative Example 4 75 25 6 1.0

* 1: (HBA + HNA) based on 100 parts by mole

* 2: (HBA + HNA + 2 * BPA) Based on 1 moles

Comparative Example  5

A commercially available E-glass fiber (Nittobo) was used.

Evaluation example

≪ Evaluation Example 1: Evaluation of physical properties of resin &

The glass transition temperature, melting temperature and melt index of each polyarylate resin prepared in Examples 1 to 5 and Comparative Examples 1 to 4 were measured and are shown in Table 2 below.

division Glass transition temperature ℃) Melting temperature (캜) Melt Index Example 1 231 315 450 Example 2 230 310 430 Example 3 240 325 420 Example 4 230 314 410 Example 5 215 310 425 Comparative Example 1 160 270 1500 Comparative Example 2 280 390 250 Comparative Example 3 235 340 390 Comparative Example 4 182 298 760

In Table 2, the glass transition temperature and melting temperature were measured using DSC at a rate of 20 ° C / min. The melt index was determined by using MI-3 from Goettfert, melting temperature (Tm) of the polyarylate resin + 20 ° C At a load of 2.16 kg. The melt index is an index indicating the flowability of the resin.

Referring to the above Table 2, the polyarylate resin prepared in Comparative Example 1 had an excessively high flow rate as compared with the polyarylate resin prepared in Examples 1 to 5, resulting in an abrupt flow, and a glass transition temperature and a melting temperature And the heat resistance was poor. The polyarylate resin prepared in Comparative Example 2 had a higher melting temperature and an equivalent glass transition temperature than the polyarylate resin prepared in Examples 1 to 5, so that the heat resistance was excellent, but the flowability was not good, It is difficult to secure radioactivity in the production. It was found that the polyarylate resin prepared in Comparative Example 3 had a higher glass transition temperature and lower flowability than the polyarylate resin prepared in Examples 1 to 5, The polyarylate resin prepared in Comparative Example 4 had a lower glass transition temperature and a lower melting temperature than the polyarylate resin prepared in Examples 1 to 5, so that the heat resistance was poor and the flowability was too high, .

≪ Evaluation Example 2: Evaluation of physical properties of fiber &

The properties of the polyacrylate fibers prepared in Examples 1 to 5 and Comparative Examples 1 to 4 and the glass fiber of Comparative Example 5 were measured and are shown in Table 3 below.

Tg (占 폚) Tensile modulus
(tensile modulus, GPa) Non-tensile modulus
(specific tensile modulus, GPa / (g / dl)) The tensile strength
(tensile strength, GPa) Vientiane
(specific tensile strength, GPa / (g / dl)) Density (g / dl) Example 1 231 112 77 3.10 2.12 1.46 Example 2 230 111 76 3.24 2.21 1.46 Example 3 240 114 78 3.52 2.41 1.46 Example 4 230 112 77 3.51 2.40 1.46 Example 5 215 116 79 3.49 2.39 1.46 Comparative Example 1 160 90 62 2.88 1.97 1.46 Comparative Example 2 280 - - - - 1.46 Comparative Example 3 235 58 40 1.90 1.31 1.45 Comparative Example 4 182 - - - - 1.45 Comparative Example 5 - 72 28 3.40 1.30 2.60 Remarks DSC Instron
(Instron)
(UTM, 5900) Tensile modulus / density Instron The tensile strength/
density

Referring to Table 3, the polyarylate resin prepared in Comparative Example 2 and Comparative Example 4 could not be subjected to a fiberization process, and thus the tensile modulus and tensile strength could not be measured.

Also, as can be seen from the results of Table 3, the polyarylate fibers prepared in Examples 1 to 5 were the same as the polyarylate fibers prepared in Comparative Example 1, the polyarylate fibers prepared in Comparative Example 3, It was found that the elasticity was superior to that of commercially available E-glass fiber (Comparative Example 5), and the strength was similar or superior.

While the present invention has been described with reference to exemplary embodiments, it is to be understood that the invention is not limited to the disclosed exemplary embodiments, but, on the contrary, is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims. Accordingly, the true scope of the present invention should be determined by the technical idea of the appended claims.

Claims (5)

A repeating unit (A) derived from a hydroxybenzoic acid-based compound;
A repeating unit (B) derived from a hydroxynaphthoate-based compound; And
(C) derived from a bisphenol-based compound,
Wherein the repeating unit (A) is 70 to 80 mol parts, the repeating unit (B) is 20 to 30 mol parts, and the repeating unit (C) is 1 to 5 mol parts. The method according to claim 1,
Wherein the polyarylate resin has a glass transition temperature of 200 ° C or higher and a melting temperature of 310 ° C to 330 ° C. A polyarylate fiber comprising the polyarylate resin according to any one of claims 1 to 3. Acylating a hydroxybenzoic acid compound, a hydroxynaphthoic acid compound and a bisphenol compound with an acid anhydride to obtain an acylate;
Synthesizing the polyarylate prepolymer by polycondensation of the acylate; And
And synthesizing a polyarylate resin by solid-phase polycondensation of the polyarylate prepolymer. Acylating a hydroxybenzoic acid compound, a hydroxynaphthoic acid compound and a bisphenol compound with an acid anhydride to obtain an acylate;
Synthesizing the polyarylate prepolymer by polycondensation of the acylate;
Synthesizing the polyarylate resin by solid-phase polycondensation of the polyarylate prepolymer; And
And fiberizing the polyarylate resin. ≪ RTI ID = 0.0 > 11. < / RTI >