TW200424375A - Alkaline easily soluble copolyester - Google Patents

Abstract

The present invention provides an alkaline easily soluble copolyester with an alkaline dissolution rate of 50 times or more easily soluble in an alkaline than an ordinary polyester, a method for producing such a copolyester, and a polyester composite fiber using the copolyester. A method for producing an alkaline easily soluble copolyester according to the invention comprises uses a batch polymerization process, which comprises using a terephthalic acid material, and, based on the diacid in the polymer, adding 1 mole%~6 mole% of bishydroxyethyl isophthalate, 0.01 wt%~5 wt% of an isophthalic acid component, and 3 wt%~15 wt% of a polydiol with an average molecular weight of 1000~20000. The resulting polymer has a melting point of 205~240 DEG C.

Description

200424375 V. Description of the invention (1) 1. Field of the invention The present invention relates to an alkali-soluble copolyester polymer for composite yarns, and more specifically, to an alkali-soluble copolyester polymer for composite yarns. And its manufacturing method and polyester composite fiber using the polymer, the polymer uses terephthalic acid polymerization process, which has excellent dissolution in alkali, excellent handling during spinning, and similar increase in element pressure It is similar to ordinary polyester, and its melt viscosity is similar to that of ordinary polyester. It can be used to produce raw yarn for superfine yarns, and its mechanical properties are similar to that of ordinary polyester.

In addition, the present invention relates to an alkali-soluble copolyester polymer for composite yarns, a method for producing the same, and a polyester composite fiber using the polymer, in which a metal sulfonate is added to increase solubility in an alkaline aqueous solution. The dihydroxyethyl isophthalate component of the acid salt is copolymerized with the polyglycol, and the isophthalic acid component is copolymerized to increase the esterification reaction rate of terephthalic acid. In addition, the present invention relates to an alkali-soluble copolyester polymer for composite yarns, a method for producing the same, and a polyester composite fiber using the polymer, and when manufacturing ultrafine yarns for composite spinning, not only the melt viscosity in the molten state Similar to general polyester, the raw yarn for superfine yarns is also similar to general polyester. It has a high melting temperature and excellent workability such as false twisting and weaving.

2. The prior art Generally speaking, polymers with a fast dissolution rate in a test aqueous solution are mostly used to produce raw yarns for ultra-fine yarns. Patent documents 1, 2, and 3 have described alkali dissolution rates that are fast. Polymers and their uses. However, Patent Document 1 discloses that it is 1 with respect to the total acid content.

Page 8 200424375 V. Description of the invention (2) Moore ° / ◦ ~ 5 Molar% Diisophthalate with metal sulfonate (hereinafter referred to as " DMS ") composition and relative copolymerization The ester is copolymerized with 5 to 25% by weight of a polyglycol ', but its specific manufacturing method is not mentioned. Further, the copolymer is used for a single fiber and not for a composite yarn, and is different from the composite spinning for ultra fine yarns which is an object of the present invention. In Patent Document 2, although the application of the polymer is different from the present invention, it is mentioned that in order to suppress an increase in the melt viscosity of the polymer, when dimethyl methanedicarboxylate having a metal sulfonate is added, a phosphorus-based anionic and A cationic non-reactive compound that reduces the melt viscosity. Patent Document 3 proposes a polymer obtained by copolymerizing dimethyl methanedicarboxylate having a metal sulfonate with a polyglycol having an average molecular weight of 1,000 to 10,000 to obtain a content of a terminal terminal group of 25 equivalents or less. The polymerization method proposed in the σ patent is that when the esterification reaction rate of the oligomer is 80 to 96%, isophthalic acid having a metal sulfonate is added to the reaction tank at 2 °, and then the polyglycol is added. D-Said 'ran but' This patent implements a continuous polymerization method, and the metal sulfonic acid compound does not exist in the ester reaction tank. In the batch operation method, the metal sulfonium compound is generally present in the ester reaction tank. Therefore, there is a problem that it is difficult to = dagger salt reaction rate. In addition, since DMS is added, the melt viscosity of the alkali-elutables produced by the above-mentioned method increases sharply, which makes it difficult to produce high-molecular-weight polysigma. Therefore, Patent Document 4 also proposes to set the intrinsic viscosity to 0. 2 ~, low-drilling polymers are solid-phase polymerized to produce ancient ice with a molecular weight of 4 required. Polymer of tincture

200424375 V. Description of the invention (3) However, DMS is copolymerized with these polymers, so the DMT polymerization method of polymerized polyester using dimethyl terephthalate (hereinafter referred to as " DMT ") as the raw material is adopted. DMS undergoes a transesterification reaction in the same manner, leaving almost no unreacted DMS components. However, compared with TPA polymerization using terephthalic acid (hereinafter referred to as "TPA") as a raw material, the disadvantage of dmT polymerization is that The manufacturing cost is as described above. "The TPA polymerization method using TPA as a raw material has not reacted with DMS" as described above. The disadvantage is that the presence of the unreacted material causes the element pressure to increase during spinning and other problems. Different polymerization methods, TPA polymerization method will leave unreacted TPA, and unreacted TPA is different from unreacted DMT, it is not melted and does not dissolve in oligomers or polymers' so it cannot pass oligomerization Residues from polymer filters or polymer filters, and agglomerates with unreacted DMS, resulting in problems such as shortening the replacement cycle of oligomer filters. Patent Document 1 Published Patent Publication JP-A 9- 2 9 1 4 1 8 number Patent Document 2 Published Patent Announcement JP 8-928 1 Patent Document 3 Published Patent Announcement JP 1 2-9 5 8 5 0 Patent Document 4 Published Patent Announcement JP 59-93722 t Third, the content of the invention is for The purpose of the present invention is to solve the above-mentioned problems. The purpose of the present invention is to use a TPA polymerization method to produce a low-cost copolyester polymer that is easily soluble in alkali. By increasing the replacement cycle of the oligomer filter membrane, the polymerization operability is improved, thereby providing an alkaline The dissolution rate of the aqueous solution is 50 times or more than that of general polyester polymers.

Page 10 200424375 V. Description of the invention (4) Easily soluble copolyester polymer for composite yarns with melt viscosity that meets the standards of general polyesters, its manufacturing method, and polyester composite fibers made from the polymer . The present invention provides an alkali-soluble copolyester polymer for composite yarns, which is characterized in that it contains 1 mol% to 6 mol% of the diacid component in the polymer and has the following chemical formula 1 01 重量 ％ 〜5% wt。 Isophthalic acid of the metal sulfonate. Dihydroxyethyl component, with respect to the dibasic acid component in the polymer, contains 0.01% by weight ~ 5% by weight of isophthalic acid represented by the following chemical formula 2 The component contains 3% to 15% by weight of a polyglycol having a molecular weight of 100 0 to 20000 with respect to the polymer, and the melting temperature of the resulting polymer is 20.5 to 240 ° C, and the intrinsic viscosity is 0.50 ~ 0.75dl / g. Chemical formula 1

Among them, M is an alkali metal such as Na, Li, and K. Chemical formula 2

Wherein R is fluorene or CH fluorene alkyl, when R is fluorene, chemical formula 2 is m-xylylene

Page 11 200424375 Description of the invention (5) Acid, when R is CH, chemical formula 2 is m-xylylenediamine. The present invention provides polyester composite fibers, which are: methyl acetate.

Polymerization of copolymers of acetic acid and common polymers based on alkali :: The second: the dibasic acid component of J, which contains a wide range of materials;: V is relative to m-benzyl with a metal sulfonate in the polymer as described Said Chemical Formula 1

^ 二 ^ 内 _ The dibasic acid component contains 0.01 to 5% by weight of the isophthalic acid component described above, and contains 3 to 15% by weight of the polymer with an average molecular weight of 1,000. Polyglycol of ~ 2000 0, and the melting temperature of the produced polymer was 205 ~ 2 4 oc > c, and the intrinsic viscosity was η · 50 ~ 0 · 75 dl / g. 2. The present invention provides a manufacturer 2 of an alkali-soluble copolyester polymer for composite yarns, which is characterized in that when the polymerization is carried out, the knife is added with 1 mole% to 6 relative to the binary 8 in the polymer. Mole% of the bishydroxyethyl isophthalate component with the following formula represented by the chemical formula 1 is added: 〇1% to 5% by weight with respect to the one-to-one & L component The chemical formula 2 of Table 1 shows a component of isophthalic acid, and a polyglycol having an average molecular weight of 1,000 to 20000 is added to the polymer in an amount of 3% by weight to 5% by weight. i 斤 解 Manufacturing method of easily soluble copolyester polymer for composite yarn,

:, It is characterized in that it is carried out by a TPA polymerization method using terephthalic acid as a main raw material. 4. Specific embodiments The present invention is described in more detail below.

200424375 V. Description of the invention (6) In the present invention, bishydroxyethyl isophthalate (that is, the chemical formula 1, hereinafter referred to as " DESf ') having a metal sulfonate group is used instead of DMS. In the TPA polymerization method, the reactivity of DMS with ethylene glycol (hereinafter referred to as " EG ") is low, which causes the device pressure to be maintained while maintaining the DMS state. Therefore, in the present invention, DMS and EG are separately reacted, and bishydroxyethyl isophthalate (hereinafter referred to as nDESn) having a metal sulfonate group having a structure of Chemical Formula 1 is used as a raw material. Chemical formula 1

Among them, M is an alkali metal such as Na, Li, and K. Korean Laid-Open Patent Publication No. 2 0 3-24 1 9 1 discloses an industrial manufacturing method of DES. 0 莫尔 ％。 Preferably the content of DES represented by Chemical Formula 1 in the polymer is 1.5 mole% ~ 6.0 mole% relative to the total dibasic acid. When the content of DES is less than 1.5 mol%, the dissolution of the polymer in an alkaline solution is reduced, and the polymer has no value as an alkali-soluble polyester polymer for superfine yarns, so it is not preferable. When the content of DES is more than 6.0 mol%, its melt viscosity increases, spinnability decreases, and it is difficult to obtain a polymer with a high degree of polymerization. The melting temperature of the polymer is too low, and in processes such as false twisting, etc. cause problems. The polyglycol used in the present invention (hereinafter referred to as " PAG ") is formulated as follows

Page 13 200424375 V. Description of the invention (7) The raw material represented by formula 3. Chemical formula 3

Η [—〇 (CH2) Jn-OH, where m is an integer of 1 to 4 and η is an integer of 2 or more, and the degree of polymerization varies depending on the molecular weight of the polyglycol. In the embodiment of the present invention, polyethylene with m of 2 (hereinafter referred to as " PEG ") is used.

The content of PAG in the polymer is preferably 3 to 15% by weight of the polymer. When the content of PAG is less than 3% by weight, the dissolution of the polymer in the test solution is reduced, and it is not only difficult to manufacture ultra-fine yarns, but also the content of DES must be increased in order to improve the dissolution. At this time, the problem of obtaining a polymer with a high degree of polymerization is difficult again. When the content of PAG is more than 1.5% by weight, the melting temperature of the polymer is very low, and the financial and thermal properties of PAG are reduced, which causes problems in quality management. In addition, since a large amount of bubbles are generated, it is difficult to control the polymerization process, which is not preferable. Therefore, in order to increase the esterification reaction rate of terephthalic acid, an isophthalic acid component represented by the following Chemical Formula 2 is used in the present invention. Chemical formula 2

Wherein R is fluorene or CH fluorene alkyl, when R is fluorene, chemical formula 2 is m-benzene

Page 14 200424375 V. Description of the invention (8) For dicarboxylic acid, when R is C, the chemical formula 2 is dimethyl isophthalate. In terms of molecular weight and properties, the isophthalic acid component represented by Chemical Formula 2 is different from p-dibenzoic acid, but its reactivity is very high. According to the Hammet Rule, meta-phthalic acid is more reactive than para-phthalic acid. In the present invention, since a TPA method using terephthalic acid as a main raw material is used, m-benzyl dicarboxylic acid having R as fluorene is used.

The content of isophthalic acid with respect to the dibasic acid component is preferably from 0.01% to 5% by weight, because the polymerization formula of the content in this range makes the esterification reaction rate reach 97% or more, and The replacement cycle of the oligomer filter is good. In the present invention, isophthalic acid has the effect of increasing the reaction rate of terephthalic acid, so the smaller the content, the better. If the content of isophthalic acid is more than 5% by weight, the melting point of the produced copolyester is too low, and false twisting during the formation of composite fibers may cause problems such as fusion. If the content of isophthalic acid is less than 0.01% by weight, the content of unreacted TP A increases because the reaction rate of S is too low, and it has a metal sulfonic acid that is not fully reacted in the process of manufacturing Chemical Formula 1. The salt of dimethyl isophthalate forms an agglomerate, which lowers the polymerization workability, and is not preferred.

The content of DES and PAG directly affect the dissolution of co-polyester polymers that are easily soluble in alkali. The mole% of DES relative to all dibasic acids is M (D), and the weight% of PAG relative to the polymer is W (P ), Preferably the sum of M (D) and W (P) is 4 to 21. That is, the range of 4S M (D) + W (P) S 21 is preferable. If the sum of M (D) and W (P) is less than 4, it may not be separated because it does not dissolve sufficiently in the test solution. If the sum of M (D) and W (P) is greater than 21, because the melting point of the polymer is too low,

Page 15 200424375 V. Description of the invention (9) It is not preferable because the yarn-making property is reduced or the manufacturing cost is expensive. It is preferable that the melting temperature of the polymer (hereinafter referred to as "T m") is 2 05 ~ 2 4 (TC. If the melting temperature of the polymer is lower than 20.5 ° C, not only does it have to reduce the spinning temperature to extremely low Problems, and the operability of the subsequent steps becomes worse, and there is a problem of excessive thermal decomposition when spinning at a normal spinning temperature. Therefore, using the composition of the present invention, not only can the melting temperature be higher than 2 = C Polymer, and even if it can be manufactured, the problem of thermal decomposition due to the need to increase spinning / disc, which is inconsistent with the purpose of the present invention. The intrinsic viscosity of Weisong polymer is 0.50 to 0.75 dl / g. The intrinsic viscosity is the dissolution of the polymer, but the intrinsic viscosity is too low and the melting dryness is too low. The intrinsic viscosity is less than 0.50 dl / g, because the polymer ca n’t be granulated or discharged when it is discharged. When spinning, 'melting is easy to produce elbows. If the characteristic dryness is greater than 0.75 dl / g, lysogenic pyrolysis and other stomach problems, so = easy to produce WM when the spinning temperature increases is not preferred. The other raw materials are described. Easy to reverse: Add at any stage to make slurry with m and EG] = to perform the reaction 'The inventors have chosen that if there is no polyglycol person 入 ° ° The problem of adding θb transfer at any time in the application' Polyglycol can cause chemical reaction when the inflow of backfill material is introduced. According to the TPA polymerization method of the present invention, the liquid level in the reaction tank is raised, so the PAG regeneration is reduced in the same reaction tank. PAG bubbles cause the liquid level to rise, which can cause productive problems. In addition, if the

200424375

PAG, which has poor oligomer compatibility, is forced into the polycondensation reaction tank and is sucked into the vacuum space under vacuum, which may cause a problem that the vacuum space is blocked. Therefore, the inventors repeatedly performed experiments. As a result, they chose the following method. After the end of the chemical reaction, the "polyacetic acid oligomer was transferred to a polycondensation reaction tank (hereinafter referred to as" PC reaction tank "), and then Add PAG, and then slowly vacuum, adjust the vacuum space to minimize scattering.

In addition, of course, the isophthalic acid added to improve the esterification reaction rate is of course added to the vinegarization reaction tank, but as an addition method, there are a method of adding the material before adding the material and a process of adding the Τρα—The method of joining. In order to facilitate the transfer, the inventors have selected a method of adding TpA to the slurry.

The alkali-soluble copolyester polymer of the present invention contains PAG 'which is inferior in heat resistance, so it has poor thermal stability at high temperatures, and a stabilizer can be used to prevent the problem. As the stabilizer, a phosphorus-based stabilizer, a flood-type stabilizer, or an amine-based stabilizer can be effectively used. Phosphate esters such as triammonium trimethyl-6, tribenzyl discoate, and phosphine compounds such as diphenylphosphite phosphite such as triphenyl phosphite can be used as the structural stabilizer. As the phenolic stabilizer, it can be used. Japan ’s Chiba Gaigi ’s irgan 0x series products, etc., can be used as the amine stabilizers of Japan ’s Chiba Gaigi ’s Tinuvin series equivalents, amine light stabilizers (HALS, Hindered Aniline Light, etc.

Stabilizer) and the like. The copolyester of the present invention can provide a polymer having the following properties with a low content of unreacted substances and a low element pressure rise rate. 50 times or more, and I melt

Page 17 200424375 V. Description of the invention (n) The viscosity reaches the level of ordinary polyester. The manufacturing method of the copolyester of the present invention has a simple manufacturing process and can produce a polymer yarn with uniform physical properties'. The composite yarn has stable workability, physical properties, and uniform dissolution property. Examples The polymer produced by the above-mentioned reaction was analyzed for its physical properties by the following method. ', 1. Esterification reaction rate of terephthalic acid: calculated from the oligomer obtained by the esterification reaction by titration of the acid concentration. 2. Polymer reduction rate: After breaking up the granular polymer with liquid nitrogen, it was treated with a 1.2% by weight aqueous NaOH solution at 95 ° C for 10 minutes, and the remaining polymer was removed, and the weight was calculated before and after the treatment. 3 · Intrinsic viscosity: Mix phenol and 1,2,2, -Siqi Yiyuan at a weight ratio of 6: 4 to dissolve the polymer in the resulting solution, and use Ibrahim in a constant temperature bath at 30 ° C De viscosity tube for measurement. 4. Melting temperature: A differential scanning calorimeter (DSC 7, Differential Scanning Calorimetry) from Perkin Elmer was used, and the temperature was raised at a rate of 1 ° C / min to analyze the peaks in the melting range. 5. Melt viscosity: After drying the produced polymer at 120 ° C for 12 hours using a vacuum dryer, the viscosity at a shear rate of 608 was measured at 285 ° C using 1B of TOYOSEI Corporation. 6. False twisting workability: Use MULATA false twisting machine to perform false twisting on the partially oriented yarns that are spun. When there are 3 or more fluffs in a 160 m raw yarn, X is used. When you can see Bu 2 fluff, it is indicated by 〇

200424375

When there is no fluff, it is indicated by ◎. 7 · Proportion of reduction of raw yarn: raw yarn produced by weaving, using i. 2%

After the NaOH solution was dissolved, a scanning electron microscope (Scanning · ° electron Microscopy, hereinafter referred to as "SEM") was used to analyze the original yarn to confirm whether there is a residual portion other than the general PET portion. In the following, the examples are used to describe The present invention will be described in detail. ^ ^ However, the scope of the present invention is not limited to this example. ≪ Example 1 of 1 uses a substance in which M is Na in the DES represented by Chemical Formula 1 (molecule θ 356 · 28, dissolved in The state knife with a concentration of 35% by weight in EG was set to use TPA and isophthalic acid (hereinafter referred to as "IPA", ~).

^), DES where M is Na and EG, where the molar ratio of EG / (TPA + IPA + DES) is ι · 12, and the molar ratio of (TPA + IPA + DES) is 4.0%, add as appropriate ^ e 7 eight b% by weight of PEG, so that I PA is 1 weight relative to the polymer. /. , Prepared into mash. Keep the temperature of the DE reaction tank at 255 ° C, and continue to teach,

The DES content of Na is 2.2% by mole, and it contains 1% by weight of ^ ΛΑ T n A, ^ σ milk relative to the polymerization ^ When the temperature in the reactor rises to 255 ° c. And continue to stir for 30 minutes. 2%。 At this time the ester reaction ′ ′ polymer reaction rate was 97.2%. The purpose of S is to pass the manufactured oligomer through a pan limb with a void of 38 / zm + in the reaction tank. Add 300 ppm to the polymer as a catalyst ~ antimony, and add 300 ppm to the polymer as stability. Add the weight of the trioxide of the sand agent to the phosphoric acid of the agent, and add 5 weight to the polymer! ! 0 has an average molecular weight of 4,000.

200424375 V. Description of the invention (13) The reaction was performed under a vacuum of 500 Torr for 30 minutes. After 200 minutes of reaction under high vacuum, the polymer was degassed and discharged. The intrinsic viscosity of the discharged polymer was 0 · 5 5 d 1 / g, and the melting temperature was 2 2 yc. Using the manufactured polymer and ordinary polyester polymer to manufacture a partially oriented yarn of sea-island composite yarns of 120 deniers / 3 6 spun yarns, the compound ratio of the polymer easily soluble in alkali to the general polymer is 30: 70. Polyalcohols that are easily soluble in alkali have 37 island components. The intrinsic viscosity of general polyester polymers is

0.36 dl / g and 0.3% by weight of η〇2 as a matting agent were subjected to false twisting using a MulATA false stroker: '75 false denier yarns of 36 denier / 36 spun yarn were produced. The analysis results are shown in Table 1. Comparative Example 1 was produced in the same manner as in Example 1 except that DES containing 7 moles of Na was added. Table 1 shows the results. Example 2 was the same as Example 1 and was the same as Example 1. Solid phase polymerization was performed, except that 3% by weight of IPA was added to the polymer. Samples were produced. The results are shown in the table! . Comparative Example 2 'Production was performed in the same manner as described above except that 7% by weight of IPA was added to the polymer. The results are shown in Table i. Comparative Example 3 ′ Under 20 ° C vacuum, the polymer of Example 丨 200424375 V. Description of the invention (14) A polymer having an intrinsic viscosity of 0.83d Ι / g was produced. A fiber was produced using this polymer, and the results are shown. The results are shown in Table 1. Table 1 Example 1 Example 2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 DESi0AS (* 5%) 4.0 4.0 7.0 4.0 4.0 4.0 Amount of PEG added (% by weight) 5.0 5.0 5.0 5.0 17.0 5.0 ΤΡΑΜλΜΛ%) 1.0 3.0 1.0 7.0 1.0 1.0 0.55 0.57 0.49 0.60 0.76 0.83 Polymer decrease rate (% of gold) 23 30 37 21 33 21 Ship brew 0C) 220 218 203 198 214 220 Dissolution viscosity (poise) 218 197 243 216 183 249 Replacement of oligomer city film (batch) 9 9 6 11 10 9 Polymerization ◎ ◎ ○ ◎ mm ◎ Original Shishi (Daniel / Dirty 75/36 75/36 75/36 75/36 75/36 75/36 Noodle 4.2 4.2 3.8 3.7 3.9 Z8 Elongation (%) 29 31 31 28 28 31 Na Workability ◎ XX 〇〇 ＊* Evaluation of polymerization operability: When no problems such as scattering occur, the evaluation is 0, scattering occurs, etc. When the problem is evaluated, X. * Evaluation of your workability: ◎ indicates very good, 〇 indicates good, X indicates not V. Brief Description of the drawings FIG. None of formula

Page 21 200424375 Schematic description

Claims (1)

200424375 VI. Scope of patent application-1 · An alkali-soluble copolyester polymer for composite yarns, characterized in that it contains i mole% to 6 moles relative to the diacid component in the polymer % Of dihydroxyethyl isophthalate with a metal sulfonate represented by the following chemical formula 1; it contains 0.001 wt% to 5 wt% with respect to the dibasic acid component in the polymer. % The isophthalic acid component represented by the following Chemical Formula 2; polymerization of 3 to 15% by weight of a polyglycol ′ having an average molecular weight of 1,000 to 20000% relative to the compound. The melting temperature of the product is 205 ~ 24 0 ° C, the intrinsic viscosity is 0.550 ~ 0.755 dl / g, chemical formula 1: hoch2ch2〇co ^^^^ COOCH2CH2C) HV S03M, where M is a base such as Na, Li, K, etc. Metal; chemical formula 2: Wherein 'R is fluorene or CH 漭 alkyl, when R is fluoric acid, when 鸱 CH is employed, and chemical formula 2 is methane, chemical formula 2 is m-xylylene 2. A polyester composite fiber characterized by dicarboxylic acid Dimethyl ester. Copolyester polymers and polyester polymers, which are manufactured using an alkali-soluble 4N composite spinning, said 200424375 6. The scope of the patent application In the copolyester polymer that is easily soluble in alkali, it contains 1 mol% ~ 6 mol% of the metal sulfonic acid represented by the chemical formula 1 relative to the diacid component in the polymer 01% -5% by weight of the isophthalic acid component represented by the chemical formula 2 with respect to the .yuan acid component in the polymer; The polymer contains 3 to 15% by weight of a polyglycol having an average molecular weight of 1,000 to 20000, and the resulting polymer has a melting temperature of 250 to 240 ° C and an intrinsic viscosity of 0.50 to 0.75. dl / g, Chemical formula 1: HOCH2CH2OCO so3m COOCH2CH20H i where M is an alkali metal such as Na, Li, K, etc. Chemical formula 2: i101 〇-R wherein R is fluorene or CH alkyl, when R is fluorene, chemical formula 2 is isophthalic acid, and when R is CH, chemical formula 2 is dimethyl isophthalate. 3. A method for producing an alkali-soluble copolyester polymer for composite yarns, characterized in that, during the manufacturing polymerization, 1 mole% to 6 moles are added to the diacid component in the polymer. % Of metal sulfonates represented by the chemical formula 1 Page 24, 200424375 VI. Patented scope of the patent acid salt of bishydroxyethyl isophthalate; with respect to the dibasic acid component in the polymer, add 0.1% to 5% by weight of the chemical formula 2 Represented isophthalic acid component; a polyglycol having an average molecular weight of 1,000 to 20000 is added to the polymer in an amount of 3 to 15% by weight, and chemical formula 1: Among them, M is an alkali metal such as Na, Li, and K; Chemical formula 2: Among them, R is fluorene or CH fluorene alkyl group, when R is fluorene, chemical formula 2 is isophthalic acid, and when R is CH, chemical formula 2 is diisophthalate. 4. The method for producing an alkali-soluble copolyester polymer for a composite yarn according to item 3 of the patent application, which is characterized by a terephthalic acid polymerization method using terephthalic acid as a main raw material. Page 25 200424375 VI. Designated Representative Map (I) The representative map in this case is: Figure ________ (II). The component representative symbols of the representative map in this case are simply explained No schema »t Page 6