JP5335600B2 - Flame-retardant finishing agent and flame-retardant processing method for polyester fiber products - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a flame retardant agent which can impart highly durable flame retardancy to polyester fiber products, to provide a flame retardant method using the same, and to provide a flame-retardant polyester fiber product obtained by using them. <P>SOLUTION: The flame retardant for polyester fiber products is produced by emulsifying or dispersing 100 pts.wt. of tris(2,3-dibromopropyl)isocyanurate with 60 to 350 pts.wt. of at least one aromatic phosphate selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate in water in the presence of a nonionic surfactant and an anionic surfactant. <P>COPYRIGHT: (C)2011,JPO&amp;INPIT

Description

  The present invention relates to flame retardant processing of polyester fiber products. Specifically, 1, 2, 5, 6, 9, 10-hexabromocyclododecane (hereinafter referred to as HBCD) is not used as a flame retardant, and polyester A flame-retardant processing agent capable of imparting to a fiber product flame resistance superior to that of HBCD and superior in durability, and a flame-retardant processing method for a polyester-based fiber product using such a flame-retardant processing agent And a flame retardant polyester fiber product obtained using such a flame retardant.

  Conventionally, as a typical method for imparting flame retardancy to a polyester fiber product by post-processing, a flame retardant agent in which HBCD is dispersed in water using a dispersant as a flame retardant is attached to the polyester fiber product. The method is well known (for example, refer to Patent Document 1).

  However, according to the method of imparting flame retardancy to a polyester fiber product using HBCD as a flame retardant, since this HBCD is indegradable and highly accumulative, there is a problem of having a harmful effect on the environment and living organisms. . Thus, at present, the use of HBCD has been regulated in the flame-retardant processing of textiles.

  Bisphenol bromine compounds and isocyanurate bromine compounds are known as halogen flame retardants other than HBCD that impart excellent flame retardancy to polyester fiber products (see, for example, Patent Document 2).

  It has also been proposed to form a flame retardant waterproof sheet by forming a flame retardant resin layer composed of the isocyanurate bromine compound, phosphate ester and resin on an acrylic fibrous base fabric (for example, (See Patent Document 3). However, in this case, the phosphoric acid ester is only used as a flame retardant aid, and as described later, since the flame retardant is due to the carbonization type mechanism by the isocyanurate bromine compound, the polyester type In order to impart sufficient flame retardancy to a fiber product, it is necessary to use a large amount of an isocyanurate bromine compound.

  Thus, these flame retardants other than HBCD have a strong tendency to carbonize, and in order to impart sufficient flame retardancy to polyester fiber products, a large amount of flame retardant must be used. There was a problem that the texture of the later polyester fiber product was cured.

  Therefore, in place of halogen compounds such as HBCD, a phosphoric acid ester containing no halogen is used as a flame retardant to impart flame retardancy to polyester fiber products. As such phosphoric acid esters, for example, aromatic monophosphates such as tricresyl phosphate and aromatic diphosphates such as resorcinol bis (diphenyl phosphate) are known. However, even if these phosphate esters are used as flame retardants, it has been difficult to impart sufficient flame retardancy to polyester fiber products.

  Furthermore, it has been proposed to impart flame retardancy to a polyester fiber product using a phosphate ester such as biphenylyl diphenyl phosphate or naphthyl diphenyl phosphate as a flame retardant (see, for example, Patent Document 4). By using these phosphate esters as flame retardants, in addition to regular polyesters, some cationic dyeable polyesters can give excellent flame retardancy, but they have a wide range of fibers such as HBCD. It was difficult to impart sufficient flame retardancy to the product. That is, it could not be said that the versatility was sufficient.

Japanese Patent Publication No.53-8840 JP 2007-284830 A JP 2000-73278 A JP 2007-197867 A

  As a result of diligent research to solve the above-described problems in the flame-retardant processing of conventional polyester fiber products, the present inventors have found that a certain ratio relative to tris (2,3-dibromopropyl) isocyanurate is present. By using a combination of the above aromatic phosphates as a flame retardant, all of flame retardancy, economy, and versatility are superior to HBCD in terms of flame resistance superior to that of polyester fiber. The present invention has been found by finding that it can be applied to products.

  Accordingly, the present invention provides a flame retardant processing agent capable of imparting a flame retardant having excellent durability to a polyester fiber product, a flame retardant processing method using such a flame retardant processing agent, An object of the present invention is to provide a flame retardant processed polyester fiber product obtained using such a flame retardant processing agent.

  According to the present invention, 60 to 350 parts by weight of at least one aromatic phosphate selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate is added to 100 parts by weight of tris (2,3-dibromopropyl) isocyanurate. There is provided a flame retardant processing agent for a polyester fiber product, which is emulsified or dispersed in water in the presence of a nonionic surfactant and an anionic surfactant.

  In addition, according to the present invention, there is provided a flame retardant processing method for a polyester fiber product, characterized in that the polyester fiber product is flame retardant processed with the flame retardant processing agent.

  Furthermore, according to the present invention, a flame-retardant processed polyester fiber product obtained by the method as described above is provided.

  According to the present invention, a flame retardant processing agent containing a flame retardant obtained by combining the aromatic phosphate ester in a predetermined ratio with respect to tris (2,3-dibromopropyl) isocyanurate is flame retardant, economical, In all of the versatility, compared with HBCD, it is possible to impart flame retardance superior in durability comparable to HBCD to various polyester fiber products.

  In particular, according to the present invention, not only cationic dyeable polyester fiber products that are difficult to impart flame retardancy, but also cationic dyeable polyesters that are more difficult to impart flame retardancy. High-performance and durable flame retardancy can also be imparted to a polyester fiber product including a polyester fiber spun yarn together with fibers by flame-retarding with a small amount of flame retardant.

  In the present invention, the polyester fiber product refers to a fiber containing at least a polyester fiber, a yarn containing such a fiber, cotton, a fabric such as a woven fabric or a non-woven fabric, preferably a polyester fiber, a yarn comprising the same, It refers to fabrics such as cotton, knitted fabric and non-woven fabric.

  Examples of the polyester fiber include polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polyethylene terephthalate / isophthalate, polyethylene terephthalate / 5-sulfoisophthalate, polyethylene terephthalate / polyoxybenzoyl, poly Examples include butylene terephthalate / isophthalate, but are not limited to those exemplified, and further, those obtained by copolymerizing a flame retardant compound in the polyester during the production of the polyester, A flame-retardant raw yarn blended with a flame-retardant compound at the time of yarn production may be used.

  Examples of the polyester-based fiber products flame-retardant processed according to the present invention include seat sheets, seat covers, curtains, wallpaper, ceiling cloths, carpets, notebooks, architectural curing sheets, tents, canvases, blouses, uniforms and other clothes, aprons, etc. Is preferably used.

  The flame retardant for a polyester fiber product according to the present invention comprises at least one aromatic phosphorus selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate with respect to 100 parts by weight of tris (2,3-dibromopropyl) isocyanurate. 60 to 350 parts by weight of the acid ester is emulsified or dispersed in water in the presence of a nonionic surfactant and an anionic surfactant.

  In the present invention, the biphenylyl diphenyl phosphate is 2-, 3- or 4-biphenylyl diphenyl phosphate or a mixture of two or more thereof, and naphthyl diphenyl phosphate is 1- or 2-naphthyl diphenyl phosphate or a mixture thereof. It is. These biphenylyl diphenyl phosphates and naphthyl diphenyl phosphates may be used alone or in combination as a mixture.

  According to the present invention, among the above, 2-biphenylyl diphenyl phosphate is preferably used as biphenylyl diphenyl phosphate, and 2-naphthyl diphenyl phosphate is preferably used as naphthyl diphenyl phosphate. These aromatic phosphate esters can be obtained as commercial products. Tris (2,3-dibromopropyl) isocyanurate can also be obtained as a commercial product.

  In the flame retardant processing agent according to the present invention, the blending amount of the aromatic phosphate ester and tris (2,3-dibromopropyl) isocyanurate is less than 100 parts by weight of tris (2,3-dibromopropyl) isocyanurate. The group phosphate is in the range of 60 to 350 parts by weight, preferably in the range of 70 to 300 parts by weight, and most preferably in the range of 75 to 250 parts by weight. When the proportion of the aromatic phosphate is less than 60 parts by weight relative to 100 parts by weight of tris (2,3-dibromopropyl) isocyanurate, since the polyester fiber product shows a carbonization tendency when burned, Insufficient flame retardancy cannot be obtained. On the other hand, if the amount exceeds 350 parts by weight, the exhaust rate of the flame retardant to the polyester fiber will decrease, so that sufficient flame retardancy will be obtained in a small amount. It is not possible and is uneconomical.

  As described above, tris (2,3-dibromopropyl) isocyanurate is a flame retardant that imparts carbonized flame retardancy to polyester fiber products. Polyester is originally a molten polymer during combustion. Therefore, in order to impart carbonization-type flame retardancy to such a polyester fiber product, a large amount of flame retardant is naturally required. On the other hand, phosphate esters are flame retardants that impart melt-type flame retardancy. Therefore, according to the present invention, a flame retardant is combined with tris (2,3-dibromopropyl) isocyanurate, which is a carbonized flame retardant, within a range that does not hinder the melt-type flame retardant caused by the phosphate ester. This is attached to a polyester fiber product to impart flame retardancy.

  According to such a flame retardant, tris (2,3-dibromopropyl) isocyanurate, which is a brominated flame retardant, generates bromine gas during combustion of the polyester-based fiber product, and suppresses the combustion chain, Due to the synergistic effect with the melting acceleration effect of phosphate ester, it is possible to impart excellent flame retardancy comparable to that of HBCD to polyester fiber products.

  In the present invention, when the aromatic phosphate is a liquid at room temperature as a flame retardant, for example, the aromatic phosphate and tris (2,3-dibromopropyl) isocyanurate are used as a surfactant and described later. In addition, if necessary, it is mixed with an organic solvent and heated to obtain a uniform melt, and this is gradually added to an emulsion while stirring in warm water, allowed to cool, and the dispersion medium is water. An emulsion of a flame retardant finish can be obtained.

  On the other hand, when the aromatic phosphate is solid at room temperature, for example, the aromatic phosphate and tris (2,3-dibromopropyl) isocyanurate are combined with a surfactant and, if necessary, organic. Mix with solvent and heat to form a uniform melt. While stirring in warm water, gradually add it to emulsify and let cool, as above, flame retardant processing where the dispersion medium is water An emulsion of the agent can be obtained.

  In the present invention, when obtaining an emulsion of an aromatic phosphate ester which is a flame retardant and tris (2,3-dibromopropyl) isocyanurate, if necessary, the obtained emulsion is uniformly held, In order to improve the emulsifiability of the flame retardant, an organic solvent can be used as described above. Examples of the organic solvent include aromatic hydrocarbons such as toluene, xylene and alkylnaphthalene, ketones such as acetone and methyl ethyl ketone, alcohols such as methyl alcohol and ethyl alcohol, glycols such as ethylene glycol and propylene glycol, Ethers such as dioxane, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, alkylene glycol alkyl ethers such as ethylene glycol monoisobutyl ether, amides such as dimethylformamide, sulfoxides such as dimethyl sulfoxide, methylene And halogenated hydrocarbons such as chloride and chloroform. These organic solvents may be used alone or in combination of two or more as required. When such an organic solvent is used, the amount used is usually in the range of 1 to 20% by weight with respect to the flame retardant.

  In the present invention, as described above, when a flame retardant comprising tris (2,3-dibromopropyl) isocyanurate and an aromatic phosphate is emulsified or dispersed in water, a nonionic surfactant is used. An anionic surfactant is used in combination.

  Here, as the nonionic surfactant, polyoxyalkylene styrenated phenyl ether having 5 to 20 oxyalkylene units in the molecule and general formula (I)

(In the formula, R ₁ represents an alkyl group having 6 to 12 carbon atoms, and R ₂ and R ₃ each independently represents a hydrogen atom or an alkyl group having 4 to 10 carbon atoms, provided that R ₂ and R ₃ are simultaneously selected. (It is not hydrogen. M represents a number of 3 to 20, n represents a number of 1 to 20, and the addition order and form of ethylene oxide and propylene oxide may be either a block type or a random type.)
At least one selected from nonionic surfactants represented by the formula (1) is preferably used.

  Preferable specific examples of the polyoxyalkylene styrenated phenyl ether having 5 to 20 oxyalkylene units in the molecule include, for example, a 10-mole ethylene oxide adduct of distyrenated phenol.

The nonionic surfactant represented by the above general formula (I) is the sum of the carbon numbers of R ₁ , R ₂ and R ₃ from the viewpoint of foam suppression and dispersibility of the aromatic diphosphate in water. Is preferably in the range of 10-18, more preferably in the range of 10-14, m is preferably a number in the range of 5-20, and n is preferably in the range of 2-15. The number of ranges.

Accordingly, preferred specific examples of the nonionic surfactant represented by the general formula (I), 2-ethylene oxide / propylene oxide adduct of butyl octanol, 2-hexyl ethylene oxide / propylene oxide adduct of Luo Kutanoru, 2 -Ethylene oxide / propylene oxide adduct of butyldecanol, ethylene oxide / propylene oxide adduct of 2-hexyldecanol, ethylene oxide / propylene oxide adduct of 2-octyldecanol, ethylene oxide / propylene oxide of 2-octyldodecanol Examples include adducts.

  On the other hand, examples of the anionic surfactant include alkali metal salts, ammonium salts, and bis (polyoxyalkylene styrenated phenyl ethers) of polyoxyalkylene styrenated phenyl ether sulfonates having 5 to 20 oxyalkylene units in the molecule. At least one selected from alkali metal salts and ammonium salts of succinate sulfonates is preferably used.

  Specific examples of such anionic surfactants include, for example, ammonium salt, sodium salt and bis (tristyrenated phenyl ether ethylene oxide 10 mol adduct) of tristyrenated phenol ethylene oxide 10 mol adduct. Examples thereof include sodium salts and ammonium salts of acid ester sulfonates.

  As described above, at least one selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate and tris (2,3-dibromopropyl) isocyanurate are used in combination as a flame retardant, and these are emulsified or dispersed in water. In preparing the flame retardant processing agent according to the invention, according to the present invention, the above-mentioned aromatic phosphoric acid ester contains other phosphoric acid as long as it does not adversely affect the flame retardancy imparted to the polyester fiber product. An ester may be contained. That is, according to the present invention, at least one selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate is, for example, dibiphenylyl phenyl phosphate, triphenyl phosphate or the like in a range of 30 wt% or less, preferably 10 wt%. % Or less may be included.

  A method for flame-retardant processing of a polyester fiber product using the flame-retardant processing agent according to the present invention and imparting flame retardancy is not particularly limited, for example, padding method, spray method, coating method A method for attaching a flame retardant finish to a polyester fiber product by heat treatment at a temperature of 100 to 200 ° C. to fix the aromatic phosphate ester and tris (2,3-dibromopropyl) isocyanurate to the fiber. Can be mentioned. More specifically, for example, when the padding method is used, after immersing the polyester fiber product in the flame retardant processing agent according to the present invention and squeezing with a mangle or the like so as to obtain a predetermined adhesion amount, for example, 100 to 200 The dry heat treatment is performed at a temperature in the range of 150 ° C., preferably 150 to 190 ° C. for a few seconds to a few minutes.

  Moreover, the flame retardant processing agent by this invention can be given to a polyester-type fiber article, and it can be based on a process in a bath as another method of performing a flame retardant processing. In this method, for example, a polyester fiber product is immersed in a flame retardant and treated in a bath at a temperature of 60 to 140 ° C., preferably 80 to 135 ° C. Acid ester and tris (2,3-dibromopropyl) isocyanurate are affixed to the fiber. When using this method, for example, a package dyeing machine such as a liquid dyeing machine, a beam dyeing machine, or a cheese dyeing machine can be used.

  According to the present invention, when the treatment in the bath described above is performed, it can be performed simultaneously with the dyeing. When the flame retardant treatment in the bath is performed simultaneously with the dyeing, a leveling agent, a mild dyeing agent, etc. are added as necessary in addition to the required dye, and a pH adjusting agent or pH buffering agent is used in the bath. It is desirable to adjust the pH to 3-6.

  Since the above-described treatment in the bath according to the present invention is usually performed under high temperature and high pressure, when the flame retardant used is poor in emulsion stability with respect to temperature, the aromatic phosphoric acid which is a flame retardant during the flame retardant processing Ester and tris (2,3-dibromopropyl) isocyanurate cause emulsion breakage, and take in the polyester oligomer in the polyester fiber, resulting in the disadvantage of adhering to the polyester fabric as a soiling substance. Furthermore, there is a disadvantage that the soiled material adhering to the fabric is contaminated in the processing machine.

  Here, when only the nonionic surfactant is used when emulsifying or dispersing the aromatic phosphate ester and tris (2,3-dibromopropyl) isocyanurate, which are flame retardants, in water, the obtained flame retardant The emulsification stability of the processing agent deteriorates at a high temperature, resulting in the disadvantages described above. Therefore, according to the present invention, by using a nonionic surfactant and an anionic surfactant in combination, the flame retardant processing agent can have high emulsification stability at high temperatures.

  As described above, in order to obtain a flame retardant having excellent emulsification stability at high temperatures, a nonionic interface is used with respect to the aromatic phosphate ester and tris (2,3-dibromopropyl) isocyanurate which are flame retardants. While using the activator in the range of 2 to 20% by weight, it is preferable to use the anionic surfactant in the range of 2 to 10% by weight.

  According to the present invention, sufficient flame retardancy can be easily imparted to a normal polyester fiber product, that is, a regular polyester fiber product, by flame retardant processing using a small amount of flame retardant, According to the present invention, as described above, it is usually more difficult to impart not only cationic dyeable polyester fiber products that are difficult to impart flame retardancy but also flame retardancy. High-performance and durable flame retardancy can also be imparted to polyester fiber products containing polyester fiber spun yarn together with cationic dyeable polyester fiber by flame-retarding with a small amount of flame retardant. .

  Here, the proportion (% by weight) based on the weight of the cationic dyeable polyester fiber yarn contained in the cloth containing the cationic dyeable polyester fiber is referred to as the mixing ratio of the cationic dyeable polyester fiber, and the polyester in the cloth containing the polyester-based spun yarn is used. The ratio (% by weight) based on the weight of the spun yarn is called the blend rate of the polyester spun yarn.

  In general, when a polyester fiber product is flame-retardant processed using the flame retardant processing agent according to the present invention, the total amount of the flame retardant, that is, tris (2,3-dibromopropyl) isocyanurate and the aromatic phosphate ester. Strictly speaking, the amount of adhesion to the polyester fiber product is generally in the range of 0.1 to 10% by weight, preferably 0.3 to 6% by weight, although it depends on the type of the polyester fiber product. % Range. When the adhesion amount of the flame retardant to the polyester fiber product is less than 0.1% by weight, even if it is a normal polyester fiber product, sufficient flame retardancy cannot be imparted thereto, When it exceeds 10% by weight, problems such as a decrease in dyeing fastness of the fiber product after the flame-retardant processing occur.

  In the present invention, the cloth containing a cationic dyeable polyester fiber means a cloth made of a mixture of a cationic dyeable polyester fiber thread and a regular polyester fiber thread, and includes a cloth made only of a cationic dyeable polyester fiber thread. And Moreover, the cloth containing a polyester-based spun yarn together with a cationic dyeable polyester fiber means a fabric by a mixed weaving of a cationic dyeable polyester fiber yarn and a polyester-based spun yarn (and regular polyester fiber yarn).

  The cationic dyeable polyester mixed woven fabric has a sulfonic acid group such as 5-sodiosulfoisophthalate in order to facilitate dyeing with a cationic dye in the polyester molecules forming the polyester fiber. A dicarboxylic acid monomer component is incorporated into the polyester molecule. The fiber which consists of a polyester molecule which does not contain the monomer component which has such a sulfonic acid group is a regular polyester fiber. Such a cationic dyeable polyester blend fabric is more likely to generate a combustion residue after combustion than a regular polyester fiber product, and the combustion residue generated after combustion functions as a “candle core”. In addition, since it inhibits the drip of regular polyester, it is said that its flame retardancy is difficult.

  That is, the cationic dyeable polyester fiber yarn has a melting point of about 246 ° C. and a 5% decomposition temperature of about 373 ° C., and the regular polyester fiber yarn has a melting point of about 256 ° C. and a 5% decomposition temperature of about 400 ° C. When the fabric burns, the decomposition temperature of the cationic dyeable polyester fiber yarn is lower than the decomposition temperature of the regular polyester fiber yarn, and a combustion residue is formed prior to the decomposition of the regular polyester fiber yarn. It seems to play the role of a “candle core”.

  Such a cationic dyeable polyester mixed woven fabric, in particular, a cationic dyeable polyester having a mixing ratio of 25% or more is conventionally said to be difficult to flame retardant compared to regular polyester fiber products. Yes.

  However, according to the present invention, when a fabric containing a cationic dyeable polyester fiber is flame-retardant processed, the amount of the flame retardant attached to the fabric containing the cationic dyeable polyester fiber is usually in the range of 1 to 10% by weight. Yes, preferably in the range of 1.5 to 5% by weight, and the flame retarder can give sufficient flame retardancy to the fabric containing the cationic dyeable polyester fiber by such an amount of the flame retardant attached.

  When the amount of the flame retardant attached to the fabric containing the cationic dyeable polyester fiber is less than 1% by weight, sufficient flame retardancy cannot be imparted to the polyester fiber product. When exceeding, the malfunction of the dyeing fastness of the fiber goods after a flame-retardant process etc. will arise.

  Since the polyester-based spun yarn is manufactured by combining more short fibers, air is held in the fibers to promote combustion. Therefore, when such polyester-based spun yarn is mixed with a cloth containing the above-mentioned cationic dyeable polyester fiber, even if the mixing ratio of the cationic dyeable polyester fiber is low, it is more difficult to make the flame-retardant. Yes, even if tris (2,3-dibromopropyl) isocyanurate or an aromatic phosphate ester is used for flame retardancy alone, extremely insufficient flame retardancy can only be imparted.

  However, by using the flame retardant according to the present invention, even a fabric including a polyester fiber spun yarn together with such a cationic dyeable polyester fiber can have sufficient flame retardancy.

  According to the present invention, when a fabric containing a polyester fiber spun yarn together with a cationic dyeable polyester fiber is flame-retardant processed, a polyester of aromatic phosphate and tris (2,3-dibromopropyl) isocyanurate as a flame retardant The amount of adhesion to the fiber fabric is usually in the range of 3 to 10% by weight, preferably in the range of 3.5 to 6% by weight. When the adhesion amount of the flame retardant to the polyester fiber product is less than 3% by weight, sufficient flame retardancy cannot be imparted to the polyester fiber product, and when it exceeds 10% by weight, it is difficult. Problems such as a decrease in dyeing fastness of the fiber product after the flame processing occur.

  The flame retardant processing agent according to the present invention is a dispersion stabilizer such as polyvinyl alcohol, methyl cellulose, carboxymethyl cellulose, starch paste, and the like for enhancing the flame resistance of the flame retardant processing agent, as long as the performance is not hindered. It may contain a flame retardant aid, an ultraviolet absorber or an antioxidant for increasing light fastness. Furthermore, if necessary, a conventionally known flame retardant or surfactant may be included.

  Furthermore, the flame retardant processing agent according to the present invention can be used in combination with other functional processing agents. Examples of such fiber processing agents include softeners, antistatic agents, water and oil repellants, hard finishes, texture modifiers, SR agents, and the like.

  Hereinafter, the present invention will be described with reference to examples of production of a flame retardant processing agent according to the present invention and examples of flame retardant processing according to the present invention, but the present invention is not limited to these examples.

A. Production Example 1 of Flame Retardant
(Manufacture of flame retardant finishing agent A)
37 parts by weight of 2-biphenylyldiphenyl phosphate and 37 parts by weight of tris (2,3-dibromopropyl) isocyanurate as a flame retardant, and 12 parts by weight of an adduct of 12 mol of ethylene oxide and 12 mol of propylene oxide of 2-butyloctanol as a surfactant 3 parts by weight and 3 parts by weight of a sodium styrene ester of tristyrenated phenol ethylene oxide adduct at 90 ° C., homogenized, cooled, and 11.0 parts by weight of organic solvent ethylene glycol monoisobutyl ether And a self-emulsifying flame retardant A containing the above flame retardant was obtained.

Example 2
(Manufacture of flame retardant finishing agent B)
17 parts by weight of aromatic phosphate ester consisting of 95% by weight of 2-naphthyldiphenyl phosphate and 5% by weight of triphenyl phosphate as a flame retardant and 22 parts by weight of tris (2,3-dibromopropyl) isocyanurate, and distyrenation as a surfactant 2 parts by weight of phenol ethylene oxide 10 mol adduct, 1 part by weight of ammonium salt of sulfuric ester of tristyrenated phenol ethylene oxide 10 mol adduct and 0.1 part by weight of silicone antifoaming agent are mixed with 30 parts by weight of water, This was charged into a mill filled with 0.8 mm glass beads, pulverized until the average particle diameter of the flame retardant became 1.0 μm, and the non-volatile content concentration was 40% when dried at a temperature of 105 ° C. for 30 minutes. The water dispersion type flame retardant processing agent B containing the flame retardant was obtained.

Example 3
(Manufacture of flame retardant finishing agent C)
30 parts by weight of 2-biphenylyldiphenyl phosphate and 10 parts by weight of tris (2,3-dibromopropyl) isocyanurate as a flame retardant, and 12 parts of an adduct of 12 mol of ethylene oxide and 12 mol of propylene oxide of 2-butyloctanol as a surfactant 3 parts by weight and 3 parts by weight of an ammonium salt of a sulfate ester of tristyrenated phenol ethylene oxide adduct were mixed at 90 ° C. and homogenized, and then mixed with 54 parts by weight of water together with 0.1 part by weight of a silicone antifoaming agent. It was emulsified and dispersed to adjust the nonvolatile content concentration to 40% by weight to obtain a water emulsification type flame retardant processing agent C containing the flame retardant.

Comparative Example 1
(Manufacture of flame retardant finishing agent D)
Sulfosuccinic acid of 74 parts by weight of 2-biphenylyldiphenyl phosphate as a flame retardant, 12 parts by weight of 12 moles of ethylene oxide and 12 moles of propylene oxide adduct of 2-butyloctanol and 10 moles of tristyrenated phenol ethylene oxide as a surfactant 3 parts by weight of ester sodium salt is mixed at 90 ° C., homogenized, cooled, 11.0 parts by weight of organic solvent ethylene glycol monoisobutyl ether is added, and self-emulsifying flame retardant processing containing the above flame retardant Agent D was obtained.

Comparative Example 2
(Manufacture of flame retardant finishing agent E)
40 parts by weight of tris (2,3-dibromopropyl) isocyanurate as a flame retardant, 2 parts by weight of 10 mole adduct of distyrenated phenol ethylene oxide as a surfactant, ammonium sulfate of 10 mole adduct of tristyrenated phenol ethylene oxide 1 part by weight of salt and 0.1 part by weight of a silicone-based antifoaming agent are mixed with 30 parts by weight of water, and this is charged into a mill filled with 0.8 mm glass beads. The average particle size of the flame retardant is 1.0 μm. The water dispersion type flame retardant processing agent E containing the above flame retardant was obtained by adjusting so that the non-volatile content concentration was 40% when it was pulverized until it was dried at a temperature of 105 ° C. for 30 minutes.

Comparative Example 3
(Manufacture of flame retardant finishing agent F)
40 parts by weight of 1,2,5,6,9,10-hexabromocyclododecane as a flame retardant, 2 parts by weight of distyrenated phenol ethylene oxide 10 mol adduct as a surfactant, 10 mol of tristyrenated phenol ethylene oxide adduct 1 part by weight of an ammonium sulfate ester and 0.1 part by weight of a silicone-based antifoaming agent are mixed with 30 parts by weight of water, and this is charged into a mill filled with 0.8 mm glass beads. A water-dispersed flame retardant containing the above flame retardant, adjusted to a non-volatile content concentration of 40% when pulverized to a diameter of 1.0 μm and dried at a temperature of 105 ° C. for 30 minutes. F was obtained.

B. Flame retardant processing of polyester fiber fabric (a) When the polyester fiber product is a fabric containing cationic dyeable polyester fiber)
Example 4
Using warp yarn polyester fiber of 84 dtex 36 filaments made of cationic dyeable polyester fiber and polyester fiber of 167 dtex 48 filaments made of black original polyester fiber as weft yarn, density length 360 / 2.54 cm x width 100 /2.54 cm, a double-sided satin weave was scoured and pre-set by a conventional method to obtain a sample polyester fiber fabric a. The mixing ratio of this cationic dyeable polyester mixed woven fabric is 57.6%.

  The sample polyester fiber fabric a was flame retardant processed using the flame retardant processing agent A according to the present invention as described below, to obtain a flame retardant processed polyester fiber product according to the present invention.

(Flame retardant processing method)
The dyebath is a disperse dye (0.017% omf of Dianix Yellow AC-E new, 0.01% omf of Dianix Red AC-E01 and 0.005% omf of Dianix Blue AC-E) 0.032% omf, cation Dye (0.07% omf Kayacryl Yellow 3RL-ED and 0.004% omf Kayacryl Blue GSL-ED) 0.074% omf and the flame retardant 4.0% omf of the present invention, respectively, (80%), the pH was adjusted to 3.5 to 5.0, and the bath ratio was 1:15.

  Sample polyester fiber fabric a was put into a dye bath, heated from 60 ° C. to 130 ° C. at a rate of 2 ° C./min, held at that temperature for 60 minutes, and then decreased to 3 ° C./min to 60 ° C. Then, the mixture was soaped at 80 ° C. for 15 minutes using warm water in which 2 g / L of anhydrous sodium carbonate and 2 g / L of nonionic scouring agent were dissolved. Subsequently, it was washed with hot water at 60 ° C. for 10 minutes, washed with water for 5 minutes, dried, and then heat treated at 170 ° C. for 1 minute, and flame-retarded simultaneously with dyeing. Thus, about the sample polyester fiber fabric a flame-retardant-processed, the adhesion amount of a flame retardant, the initial flame retardance performance, the flame retardance performance after water washing and dry cleaning were measured. The results are shown in Table 1.

Example 5
In Example 4, in place of the flame retardant finish A according to the present invention, the flame retardant finish polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish B according to the present invention was used. For such a flame retardant polyester fiber fabric, the amount of flame retardant attached, initial flame retardant performance, flame retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.

Example 6
In Example 4, in place of the flame retardant processing agent A according to the present invention, the flame retardant processing polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant processing agent C according to the present invention was used. About such a flame-retardant processed polyester fiber fabric, the adhesion amount of the flame retardant, the initial flame-retardant performance, the flame-retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.

Comparative Example 4
In Example 4, in place of the flame retardant processing agent A according to the present invention, except that the flame retardant processing agent D as a comparative example was used as a flame retardant at a concentration of 5.6% omf, similarly, according to the comparative example A flame retardant polyester fiber fabric was obtained. About such a flame-retardant processed polyester fiber fabric, the adhesion amount of the flame retardant, the initial flame-retardant performance, the flame-retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.

Comparative Example 5
In Example 4, in place of the flame retardant processing agent A according to the present invention, except that flame retardant processing agent E as a comparative example was used as a flame retardant at a concentration of 5.6% omf, the same was applied to the present invention. A flame retardant polyester fiber fabric was obtained. About such a flame-retardant processed polyester fiber fabric, the adhesion amount of the flame retardant, the initial flame-retardant performance, the flame-retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.

Comparative Example 6
In Example 4, in place of the flame retardant processing agent A according to the present invention, except that the flame retardant processing agent F as a comparative example was used as a flame retardant at a concentration of 5.6% omf, the same applies to the present invention. A flame retardant polyester fiber fabric was obtained. About such a flame-retardant processed polyester fiber fabric, the adhesion amount of the flame retardant, the initial flame-retardant performance, the flame-retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.

  The adhesion amount of the flame retardant, the initial flame retardant performance, and the flame retardant performance after water washing and dry cleaning of the polyester fiber fabric subjected to flame retardant processing were measured as follows.

(Amount of flame retardant attached)
In the flame retardant processing, when dyeing is not performed at the same time, if the weight of the fabric to be treated before the flame retardant processing is W ₀ and the weight of the treated fabric subjected to the flame retardant processing is W, the weight change rate of the fabric before and after the flame retardant processing ΔW is the adhesion amount R of the flame retardant. Therefore, the adhesion amount R of the flame retardant is given by the formula

R = ΔW = ((W−W ₀ / W ₀ )) × 100 (%)

It is requested from.

  In the flame-retardant processing, when dyeing is performed simultaneously, if the weight change rate only by the dyeing process is w (%), the adhesion amount R of the flame retardant is given by

                  R = ΔW-w (%)

It is requested from.

  In Examples 4, 5, and 6 and Comparative Examples 4, 5, and 6, the weight change rate w by only the dyeing treatment of the sample polyester fiber fabric a was −0.7%.

(Flame retardant performance test)
Flame retardancy was evaluated by JIS L 1091 method A-1 (microburner method) and JIS L 1091 method D (coil method). In the micro burner method, when heating for 1 minute and heating for 3 seconds is performed, the after flame is within 3 seconds, the residual dust is within 5 seconds, and the carbonized area is within 30 cm ^2. X. In the coil method, if the number of times of flame contact is 3 or more, it can be said that the flame retardancy is excellent.

(Water washing)
According to JIS K 3371, a weak alkaline first-class detergent was used at a rate of 1 g / L, and a bath ratio of 1:40 was washed with water at 60 ± 2 ° C. for 15 minutes, and then rinsed at 40 ± 2 ° C. for 5 minutes. This was repeated for 5 minutes, followed by centrifugal dehydration for 2 minutes, followed by hot air drying at 60 ± 5 ° C. for 1 cycle.

(Dry cleaning (DC))
1 g of sample, 12.6 mL of tetrachlorethylene, 0.265 g of charge soap (weight composition of charge soap is nonionic surfactant (nonylphenol ether ethylene oxide 10 mol adduct) / anionic surfactant (dioctyl succinate sodium salt) The process of cleaning for 15 minutes at 30 ± 2 ° C. using / water = 10/10/1 was defined as 1 cycle, and this was performed for 5 cycles.

  As shown in Examples 4 to 6, the polyester fiber fabric is flame-retardant processed using the flame retardant processing agent according to the present invention, so that both flame retardancy and economic efficiency are inferior to HBCD. Excellent flame retardancy could be imparted.

(B) When the polyester fiber product is a fabric containing a cationic dyeable polyester fiber and a polyester spun yarn Example 7
The warp yarn is a polyester fiber of 84 dtex 36 filaments made of regular polyester fiber, and the weft yarn is a 20th polyester spun yarn consisting of 77% regular polyester fiber, 8% black original polyester fiber, and 15% cationic dyeable polyester fiber. The sample polyester fiber fabric b was obtained by scouring and presetting a woven fabric having a density length of 360 / 2.54 cm × width of 100 / 2.54 cm and double-sided satin weaving by an ordinary method. In this cationic dyeable polyester mixed woven fabric, the mixing ratio of the cationic dyeable polyester fiber is 9%, and the mixing ratio of the polyester-based spun yarn is 63%.

  The sample polyester fiber fabric b was flame retardant processed using the flame retardant processing agent A according to the present invention as shown below, to obtain a flame retardant processed polyester fiber product according to the present invention.

(Flame retardant processing method)
The dyeing bath is composed of a disperse dye (Dianix Black CC-R) 1.5% omf, a cationic dye (Kayacryl Yellow 3RL-ED) 1.5% omf, and a flame retardant according to the present invention or a flame retardant as a comparative example, respectively. % Omf was added, and the pH was adjusted to 3.5 to 5.0 with glacial acetic acid (80%) to obtain a bath ratio of 1:15.

  Sample polyester fiber fabric b is put into a dye bath, heated from 40 ° C. to 130 ° C. at a heating rate of 2 ° C./minute, held at that temperature for 45 minutes, and then lowered to 60 ° C. at a rate of 3 ° C./minute. It was cooled with. Thereafter, soaping was performed at 80 ° C. for 15 minutes using hot water in which 2 g / L of anhydrous sodium carbonate and 2 g / L of a nonionic scouring agent were dissolved. Subsequently, it was washed with hot water at 60 ° C. for 10 minutes, washed with water for 5 minutes, dried, and then heat treated at 170 ° C. for 1 minute, and flame-retarded simultaneously with dyeing. Thus, about the sample polyester fiber fabric b flame-retarded, the adhesion amount of a flame retardant, the initial flame retardance performance, the flame retardance performance after water washing and dry cleaning, the fastness to friction, and the texture were measured. The results are shown in Table 2.

Example 8
In Example 7, in place of the flame retardant finish A according to the present invention, the flame retardant finish polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish B according to the present invention was used. About such a flame-retardant-processed polyester fiber fabric, the adhesion amount of a flame retardant, initial flame-retardant performance, flame-retardant performance after water washing and dry cleaning, friction fastness, and texture were measured. The results are shown in Table 2.

Example 9
In Example 7, in place of the flame retardant finish A according to the present invention, the flame retardant finish polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish C according to the present invention was used. About such a flame-retardant-processed polyester fiber fabric, the adhesion amount of a flame retardant, initial flame-retardant performance, flame-retardant performance after water washing and dry cleaning, friction fastness, and texture were measured. The results are shown in Table 2.

Comparative Example 7
In Example 7, in place of the flame retardant finish A according to the present invention, a flame retardant polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish D as a comparative example was used. About such a flame-retardant-processed polyester fiber fabric, the adhesion amount of a flame retardant, initial flame-retardant performance, flame-retardant performance after water washing and dry cleaning, friction fastness, and texture were measured. The results are shown in Table 2.

Comparative Example 8
In Example 7, in place of the flame retardant finish A according to the present invention, a flame retardant polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish E as a comparative example was used. About such a flame-retardant-processed polyester fiber fabric, the adhesion amount of a flame retardant, initial flame-retardant performance, flame-retardant performance after water washing and dry cleaning, friction fastness, and texture were measured. The results are shown in Table 2.

Comparative Example 9
In Example 7, in place of the flame retardant finish A according to the present invention, a flame retardant polyester fiber fabric according to the present invention was obtained in the same manner except that the flame retardant finish F as a comparative example was used. About such a flame-retardant-processed polyester fiber fabric, the adhesion amount of a flame retardant, initial flame-retardant performance, flame-retardant performance after water washing and dry cleaning, friction fastness, and texture were measured. The results are shown in Table 2.

(Amount of flame retardant attached)
It was determined by the same method as described above. However, in the above Examples 7 to 9 and Comparative Examples 7 to 9, since the flame retardant treatment was performed simultaneously with the dyeing treatment on the polyester fiber fabric to be treated, only the dyeing treatment was performed based on the weight change rate of the fabric before and after the flame retardant treatment. What reduced the weight change rate was made into the flame retardant adhesion rate.

(Flame retardant performance test)
Flame retardancy was evaluated by JIS L 1091 method A-1 (microburner method) and JIS L 1091 method D (coil method). In the micro-burner method, the case where the after flame is within 3 seconds, the residual dust is within 5 seconds, and the carbonized area is within 30 cm ^{2 for} both heating for 1 minute and flame for 3 seconds. X. In the coil method, if the number of times of flame contact is 3 or more, it can be said that the flame retardancy is excellent.

(Water washing)
According to JIS K 3371, a weak alkaline first-class detergent was used at a rate of 1 g / L, and a bath ratio of 1:40 was washed with water at 60 ± 2 ° C. for 15 minutes, and then rinsed at 40 ± 2 ° C. for 5 minutes. This was repeated for 5 minutes, followed by centrifugal dehydration for 2 minutes, followed by hot air drying at 60 ± 5 ° C. for 1 cycle.

(Dry cleaning (DC))
1 g of sample, 12.6 mL of tetrachloroethylene, 0.265 g of charge soap (weight composition of charge soap is nonionic surfactant (nonylphenol ether ethylene oxide 10 mol adduct) / anionic surfactant (dioctyl succinate sodium salt) The process of cleaning for 15 minutes at 30 ± 2 ° C. using / water = 10/10/1 was defined as 1 cycle, and this was performed for 5 cycles.

(Friction fastness)
A friction test in a dry state was conducted by a dyeing fastness test method for friction of JIS L 0849, and a determination was made on a gray scale for contamination.

Example 10
After scouring and presetting the same cationized dyed polyester mixed woven fabric having the same double-faced satin weave as used in Example 7 by a conventional method, a disperse dye (Dianix Black CC-R) 1.5% omf and a cation The polyester fiber fabric to be treated was dyed with 1.5% omf of a dye (Kayacryl Yellow 3RL-ED). This was flame retardant processed as shown below to obtain a flame retardant polyester fiber product according to the present invention.

(Flame retardant processing method)
A flame retardant treatment solution consisting of 15% by weight of flame retardant finishing agent A and 85% by weight of water was adhered to the treated polyester fiber fabric by a padding method with a pickup of 70%. Subsequently, after drying at 130 ° C. for 3 minutes, heat treatment was performed at 170 ° C. for 1 minute. Next, soaping was performed at 80 ° C. for 15 minutes using hot water in which 2 g / L of anhydrous sodium carbonate and 2 g / L of a nonionic scouring agent were dissolved. Subsequently, it was washed with hot water at 60 ° C. for 10 minutes, washed with water for 5 minutes, dried, and then heat treated at 170 ° C. for 1 minute to obtain a flame-retardant processed polyester fiber fabric. The flame retardant processed polyester fabric was measured for the amount of flame retardant attached, initial flame retardant performance, flame retardant performance after water washing and dry cleaning, friction fastness, and texture. The results are shown in Table 2.

(Amount of flame retardant attached)
It was determined by the same method as described above. However, in Example 10, since the flame treatment was performed by the padding method after the polyester fiber fabric to be treated was dyed, the weight change rate of the fabric before and after the flame retardant processing was defined as the amount of flame retardant attached. . In Example 10, the weight change rate when only the dyeing treatment was performed on the treated polyester fiber fabric was + 0.7%.

(Flame retardant performance test)
It was determined by the same method as described above.
(Water washing)
It was determined by the same method as described above.
(Dry cleaning (DC))
It was determined by the same method as described above.
(Friction fastness)
It was determined by the same method as described above.

  As shown in Examples 7 to 10, the polyester fiber fabric is flame-retardant processed using the flame-retardant processing agent according to the present invention, so that both flame retardancy and economic efficiency are comparable to HBCD. It was possible to impart flame resistance with excellent durability.

  In Comparative Example 7, a soft flame-retardant polyester fabric was obtained with respect to the texture, but the durability and flame fastness of the flame retardance were inferior to those of Comparative Example 9 using HBCD. Moreover, in the comparative example 8, it was harder than the comparative example 9 using HBCD, and it was a result inferior also in a flame retardance.

Examples 11-14 and Comparative Examples 10-12
In Example 7, instead of the flame retardant processing agent A according to the present invention, the flame retardant processing agent D prepared in Comparative Example 1 and the flame retardant processing agent E prepared in Comparative Example 2 were changed in various proportions. A flame retardant processed polyester fiber fabric was obtained in the same manner except that 5.0% omf was used as the flame retardant. About such a flame-retardant processed polyester fiber fabric, the adhesion amount of the flame retardant, the initial flame-retardant performance, the flame-retardant performance after water washing and dry cleaning were measured. The results are shown in Table 3.

(Amount of flame retardant attached)
It was determined by the same method as described above. In Examples 11 to 14 and Comparative Examples 10 to 12, the polyester fiber fabrics to be treated were subjected to flame retardant treatment at the same time as the dyeing treatment. Therefore, the weight change rate only by the dyeing treatment from the weight change rate of the fabric before and after the flame retardant treatment. Is the flame retardant adhesion rate.

(Flame retardant performance test)
Flame retardancy was evaluated by JIS L 1091 method A-1 (microburner method) and JIS L 1091 method D (coil method). In the micro burner method, when heating for 1 minute and heating for 3 seconds is performed, the after flame is within 3 seconds, the residual dust is within 5 seconds, and the carbonized area is within 30 cm ^2. X. In the coil method, if the number of times of flame contact is 3 or more, it can be said that the flame retardancy is excellent.

(Water washing)
According to JIS K 3371, a weak alkaline first-class detergent was used at a rate of 1 g / L, and a bath ratio of 1:40 was washed with water at 60 ± 2 ° C. for 15 minutes, and then rinsed at 40 ± 2 ° C. for 5 minutes. This was repeated for 5 minutes, followed by centrifugal dehydration for 2 minutes, followed by hot air drying at 60 ± 5 ° C. for 1 cycle.

(Dry cleaning (DC))
1 g of sample, 12.6 mL of tetrachlorethylene, 0.265 g of charge soap (weight composition of charge soap is nonionic surfactant (nonylphenol ether ethylene oxide 10 mol adduct) / anionic surfactant (dioctyl succinate sodium salt) The process of cleaning for 15 minutes at 30 ± 2 ° C. using / water = 10/10/1 was defined as 1 cycle, and this was performed for 5 cycles.

As shown in Examples 11 to 14, according to the present invention, a flame retardant (flame retardant D) and tris (2,3-dibromopropyl) isocyanurate using an aromatic phosphate as a flame retardant In the present invention, the ratio of tris (2,3-dibromopropyl) isocyanurate to aromatic phosphate ester is determined according to the present invention after manufacturing a flame retardant processing agent (flame retardant processing agent E) as a flame retardant in advance. Both are used in combination to prepare a flame retardant treatment so that they are within the specified range, and by using this to process polyester fiber products, both flame retardancy and economic efficiency are compared to HBCD. It is possible to impart flame resistance with excellent durability that is inferior.

Claims (14)

With respect to 100 parts by weight of tris (2,3-dibromopropyl) isocyanurate, 60 to 350 parts by weight of at least one aromatic phosphate selected from biphenylyl diphenyl phosphate and naphthyl diphenyl phosphate and a nonionic surfactant In the flame retardant processing agent for a polyester fiber product emulsified or dispersed in water in the presence of an anionic surfactant , the nonionic surfactant is represented by the general formula (I).
(In the formula, R ₁ represents an alkyl group having 6 to 12 carbon atoms, and R ₂ and R ₃ each independently represents a hydrogen atom or an alkyl group having 4 to 10 carbon atoms, provided that R ₂ and R ₃ are simultaneously selected. (It is not hydrogen. M represents a number of 3 to 20, n represents a number of 1 to 20, and the addition order and form of ethylene oxide and propylene oxide may be either a block type or a random type.)
Flame retarding agents polyester fiber products, characterized in that it is in what is shown. In the nonionic surfactant represented by the general formula (I), R ₁ And R ₂ And R _Three 2. The flame retardant processing agent according to claim 1, wherein the total number of carbon atoms is in the range of 10 to 18, m is a number in the range of 5 to 20 and n is a number in the range of 2 to 15. The nonionic surfactant represented by the general formula (I) is an ethylene oxide / propylene oxide adduct of 2-butyloctanol, an ethylene oxide / propylene oxide adduct of 2-hexyloctanol, and an ethylene oxide / oxidation of 2-butyldecanol. At least one selected from propylene adduct, ethylene oxide / propylene oxide adduct of 2-hexyldecanol, ethylene oxide / propylene oxide adduct of 2-octyldecanol, and ethylene oxide / propylene oxide adduct of 2-octyldecanol The flame retardant processing agent according to claim 1. Alkali metal salts, ammonium salts, and bis (polyoxyalkylene styrenated phenyl ether) succinic acid ester sulfonates of polyoxyalkylene styrenated phenyl ether sulfonates having an anionic surfactant having 5 to 20 oxyalkylene units in the molecule The flame retardant processing agent according to claim 1, which is at least one selected from alkali metal salts and ammonium salts . Anionic surfactants include ammonium salt and sodium salt of tristyrenated phenol ethylene oxide 10 mol adduct, sodium salt and ammonium salt of bis (tristyrenated phenyl ether ethylene oxide 10 mol adduct) succinate sulfonate. The flame retardant processing agent according to claim 1, which is at least one selected from salts. A method for flame-retarding a polyester fiber product, comprising: flame-retarding a polyester fiber product with the flame retardant processing agent according to claim 1. A flame retardant processing method for a polyester fiber product, comprising attaching the flame retardant processing agent according to any one of claims 1 to 5 to a polyester fiber product and heat-treating the polyester fiber product in a temperature range of 100 to 200 ° C. A flame retardant processing method for a polyester fiber product, characterized in that the flame retardant processing agent according to any one of claims 1 to 5 is treated in a bath at a temperature of 60 to 140 ° C on a polyester fiber product. The tris (2,3-dibromopropyl) isocyanurate and the aromatic phosphate ester are attached to the polyester fiber product in a total amount in the range of 0.1 to 10% by weight. Flame-retardant processing method for polyester fiber products. Flame retarding polyester fiber product obtained by flame retarding method according to any of claims 6 to 9. A flame-retardant-processed polyester fiber product obtained by performing a flame-retardant process with the flame-retardant processing agent according to claim 1. The flame-retardant processing method according to any one of claims 6 to 9, wherein the polyester fiber product is a fabric containing a cationic dyeable polyester fiber. The flame retardant processing method according to any one of claims 6 to 9, wherein the polyester fiber product is a fabric including a polyester fiber spun yarn together with a cationic dyeable polyester fiber. Flame retarding polyester fiber product obtained by flame retarding method according to claim 12 or 13.