WO2007086594A1 - Agent ignifugeant pour textile polyester et procede d'ignifugation - Google Patents

Agent ignifugeant pour textile polyester et procede d'ignifugation Download PDF

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Publication number
WO2007086594A1
WO2007086594A1 PCT/JP2007/051539 JP2007051539W WO2007086594A1 WO 2007086594 A1 WO2007086594 A1 WO 2007086594A1 JP 2007051539 W JP2007051539 W JP 2007051539W WO 2007086594 A1 WO2007086594 A1 WO 2007086594A1
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Prior art keywords
flame retardant
polyester fiber
flame
fiber product
retardant processing
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PCT/JP2007/051539
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English (en)
Japanese (ja)
Inventor
Shuichi Murakami
Keisuke Miyazaki
Saori Fujimoto
Terufumi Iwaki
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Komatsu Seiren Co Ltd
Daikyo Chemical Co Ltd
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Komatsu Seiren Co Ltd
Daikyo Chemical Co Ltd
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Publication of WO2007086594A1 publication Critical patent/WO2007086594A1/fr
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/30—Flame or heat resistance, fire retardancy properties

Definitions

  • the present invention relates to a flame retardant processing of a polyester fiber product, and more specifically, a flame retardant having excellent durability can be imparted to a polyester fiber product without using a halogen flame retardant.
  • the present invention relates to a flame retardant processing agent, a flame retardant processing method using the same, and a flame retardant processed polyester fiber product obtained using the same.
  • various methods for imparting flame retardancy to polyester fiber products by post-processing are known.
  • a flame retardant processing agent that is made by dispersing brominated cycloalkanes such as 1, 2, 5, 6, 9, 10-hexacyclohexacyclododecane in water as a flame retardant is used as a polyester.
  • a method for adhering to a fiber product is already known as described in, for example, Japanese Patent Publication No. 5 3-8 8 40.
  • aromatic phosphate esters conventionally known as flame retardants usually have insufficient affinity for polyester, and even if exhausted to polyester by treatment in a bath, so there is a problem in the economics of the treatment, and in the case of flame retardant treatment at the same time as dyeing. It has many problems such as hindering the dyeing property of the dye and contaminating the processing machine.
  • the present inventors have found that it is difficult to use certain aromatic phosphate esters without using halogen flame retardants.
  • the present invention provides a flame retardant processing agent capable of imparting excellent flame resistance to a polyester fiber product, a flame retardant processing method using the same, and a difficulty obtained by using the flame retardant processing method.
  • the purpose is to provide fire-treated polyester fiber products. Disclosure of the invention
  • At least one aromatic phosphate selected from biphenyl diphenyl phosphate and naphthyl diphenyl phosphate is used as a flame retardant as a nonionic surfactant and an anionic interface.
  • a flame retardant processing agent for polyester fiber products characterized by being emulsified or dispersed in water in the presence of an activator.
  • 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.
  • this method may be referred to as a first method according to the present invention.
  • a flame retardant processing method for a polyester fiber product characterized in that a polyester fiber product is flame retardant processed with the flame retardant processing agent in the presence of a flame retardant exhaust accelerator.
  • this method may be referred to as a second method according to the present invention.
  • the flame retardant exhaust accelerator preferably an alkylnaphthalene
  • At least one selected from aromatic imidos, dallicol ethers and octalogenated benzenes is used.
  • the polyester fiber product refers to a fiber including at least a polyester fiber, a yarn including such a fiber, cotton, a woven fabric, a non-woven fabric, and the like.
  • a polyester fiber, a yarn comprising the same.
  • polyester fibers examples include polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polyethylene terephthalate isophthalate, polyethylene terephthalate.
  • polyester fiber products flame-retardant processed in accordance with the present invention include, for example, seat sheets, seat covers, force ten ten, wallpaper, ceiling cloths, carpets, notebooks, architectural curing sheets, tents, canvases, blouses, uniforms, etc. Suitable for clothes, apron, etc.
  • the flame retardant for a polyester fiber product according to the present invention is a nonionic surfactant containing at least one aromatic phosphate selected from biphenyl diphenyl phosphate and naphthyl diphenyl phosphate as a flame retardant.
  • anionic surfactants are emulsified or dispersed in water.
  • the biphenyldiphenyl phosphate used as a flame retardant in the present invention is:
  • biphenylildiphosphate phosphate 2-Biphenyldiphenyl phosphate is preferably used, and 2-naphthyl diphenyl phosphate is preferably used as naphthyl diphenyl phosphate.
  • aromatic phosphate esters can be obtained as commercial products.
  • a flame retardant for a polyester fiber product according to the present invention uses a nonionic surfactant and an anionic surfactant to emulsify or disperse the aromatic phosphate ester in water as a flame retardant. It is something to be made.
  • the aromatic phosphate ester used is liquid at room temperature
  • the aromatic phosphate ester is mixed with a surfactant and, if necessary, an organic solvent, heated, and uniformly After being made into a stable melt, it is allowed to cool, and a self-emulsifying flame retardant that is liquid at room temperature can be obtained.
  • a polyester fiber product is subjected to flame retardant processing
  • an emulsion of the flame retardant processing agent in which the dispersion medium is water can be obtained by adding water to the self-emulsifying flame retardant and stirring.
  • the flame retardant used is solid at room temperature
  • the aromatic phosphate ester is mixed with a surfactant and, if necessary, an organic solvent, heated, and uniformly If it is made into a melt and is gradually added and emulsified with stirring in warm water and allowed to cool, a dispersion of a flame retardant processing agent in which the dispersion medium is water can be obtained in the same manner as described above.
  • the obtained emulsion when an emulsion of an aromatic phosphate ester that is a flame retardant is obtained, the obtained emulsion can be kept uniform, if necessary, and the emulsifiability of the aromatic phosphate ester can be increased.
  • an organic solvent can be used as described above.
  • organic solvent examples 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, ethylene glycol, Daricols such as propylene glycol, ethers such as dioxane, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monoisobutyl ether (isobutyldaricoyl ) Alkylene glycol alkyl ethers such as dimethylformamide, amides such as dimethylformamide, sulfoxides such as dimethylsulfoxide, and halogenated hydrocarbons such as methylene chloride and black mouth form.
  • aromatic hydrocarbons such as toluene, xylene, and alkylnaphthalene
  • ketones such as acetone and methyl eth
  • organic solvents may be used singly or in combination of two or more as necessary.
  • the amount used is usually in the range of 1 to 20% by weight of the total amount of the aromatic phosphate and the organic solvent.
  • the flame retardant to be used is solid at room temperature, for example, the aromatic phosphate ester is mixed with water with a surfactant, powdered using a wet dusting machine, and finely divided into fine particles. It is possible to obtain a dispersion of a flame retardant agent in which water is water.
  • a nonionic surfactant and an anionic surfactant are used in combination when the flame retardant comprising an aromatic phosphate is emulsified or dispersed in water.
  • the nonionic surfactant is at least 1 selected from polyoxyalkylene alkyl ethers having an average of 5 to 20 moles of oxyalkylene units in the molecule and polyoxyalkylene styrenated phenyl ethers. Species are preferably used.
  • nonionic surfactants include, for example, a 9-mol dodecyl ether ethylene oxide adduct, a 5 mol dodecyl ether ethylene oxide and a 9 mol propylene oxide adduct, and distyrene. Examples thereof include 10 moles of phenol ethylene oxide adduct.
  • anionic surfactants examples include alkali metal salts, ammonium salts, and bis (poly (oxygen) salts of polyoxyalkylene styrenated phenyl sulfonates having an average of 5 to 20 moles of oxyalkylene units in the molecule.
  • Oxyalkylene styrenated phenol) At least one selected from alkali metal salts and ammonium salts of oxalate sulfonates is preferably used.
  • Specific examples of such anionic surfactants include, for example, ammonium salts, sodium salts and bis (tristyrenated phenolic esters of tristyrenated phenol ethylene oxide adducts of sulfuric esters. Ethylene oxide 10 mol adduct) Sodium salts and ammonium salts of oxalic acid ester sulfonates can be listed.
  • the above-mentioned biphenylyl diphenol is used as the flame retardant.
  • other flame retardants including phosphate esters, for example, dibiphenyl, as long as they do not adversely affect the flame retardancy imparted to polyester fiber products.
  • Rylphenyl phosphate or triphenyl phosphate may be used.
  • the flame retardant to be used contains 50% by weight or more of at least one selected from the above-mentioned biphenyl diphenyl phosphate and naphthyl diphenyl phosphate.
  • the flame retardant processing of the polyester fiber product according to the present invention will be described.
  • at least one aromatic phosphate selected from biphenyl diphenyl phosphate and naphthyl diphenyl phosphate is used as a nonionic surfactant and an anionic surfactant.
  • a polyester fiber product is flame-retardant processed using a flame-retardant processing agent emulsified or dispersed in water in the presence of water.
  • the flame retardant processing according to the first method of the present invention is usually performed under high temperature and pressure, when the flame retardant used has poor emulsion stability with respect to temperature, the flame retardant during the flame retardant processing is used.
  • the above-mentioned aromatic phosphate ester force emulsification breakage is caused, and the polyester oligomer in the polyester fiber is taken in, resulting in inconvenience of adhering to the polyester fabric as a soiling substance.
  • the soiled material adhering to the fabric is contaminated in the processing machine.
  • the resulting flame retardant processing agent becomes less stable at high temperatures. Inconvenience as described above occurs. Therefore, according to the present invention, by using an anionic surfactant together with a nonionic surfactant, the flame retardant processing agent can have high emulsification stability at high temperatures.
  • the nonionic surfactant is contained in a range of 5 to 20% by weight with respect to the aromatic phosphate ester which is a flame retardant.
  • an anionic surfactant in the range of 5 to 10% by weight.
  • the amount of the flame retardant attached to the polyester fiber product is less than 0.03% by weight, sufficient flame retardancy cannot be imparted to the polyester fiber product, and on the other hand, it exceeds 10% by weight. In some cases, the texture of the fiber product after the flame retardant processing becomes sticky.
  • a method for applying a flame retardant to a polyester fiber product to perform the flame retardant processing is not particularly limited.
  • one method is a flame retardant processing.
  • An example is a method in which the flame retardant aromatic phosphate is exhausted into the fiber by attaching the agent to a polyester fiber product and heat-treating it at a temperature of 100 to 220 ° C.
  • the polyester fiber product is immersed in the flame retardant and bathed at a temperature of 60 to 140.degree.
  • An example is a method in which the flame retardant is exhausted into the fiber by intermediate treatment.
  • the treatment in the bath described above when the treatment in the bath described above is performed, it can be performed simultaneously with the dyeing.
  • a leveling agent, a dyeing agent, etc. in addition to the required dye, add a leveling agent, a dyeing agent, etc., if necessary, and use a pH adjuster or pH buffer. It is desirable to adjust the pH to 3-6.
  • the flame retardant processing agent according to the present invention may contain a surfactant other than those described above as a dispersant, if necessary, within a range where the performance is not hindered.
  • the flame retardant processing agent is optionally protected colloid agent such as polyvinyl alcohol, methyl cellulose, carboxymethyl cellulose, starch paste, flame retardant additive, etc. in order to increase the storage stability. It may contain a flame retardant aid for enhancing the flame retardancy of the i agent, an ultraviolet absorber for enhancing light fastness, an antioxidant and the like.
  • the flame retardant processing agent according to the present invention can be used in combination with other fiber processing agents.
  • textile finishing agents include softeners, antistatic agents, water and oil repellents, hard finishes, texture conditioners, and SR (soi release) agents that make it easier to remove dirt during washing. Etc.
  • the second method according to the present invention is a nonionic surfactant using, as a flame retardant, at least one aromatic phosphate selected from biphenyldiphenyl phosphate and naphthyldiphenyl phosphate.
  • a polyester fiber product is flame-retardant processed by using a flame retardant processing agent emulsified or dispersed in water in the presence of an anionic surfactant and a flame retardant exhaust accelerator.
  • the flame retardant exhaust accelerator at least one selected from alkylnaphthalenes, aromatic imides, darlicol monoethers and halogenated benzenes is preferably used. Furthermore, according to the present invention, aryl alkyl alcohols, di (aryl alkyl) ethers, aryl substituted phenols are also used as flame retardant exhaust accelerators. These flame retardant exhaust accelerators will be described below.
  • the above alkylnaphthalenes are preferably represented by the general formula (I)
  • the alkyl group is a methyl, ethyl, propyl, or butyl group, and the alkyl group having 3 or more carbon atoms may be linear or branched. It may be in the shape.
  • alkylnaphthalenes include, for example, 1_methylnaphthalene, 2-methylnaphthalene, 2,3-dimethylnaphthalene, 1,3-dimethylnaphthalene, 1,4 monodimethylnaphthalene, 1,5-dimethylnaphthalene and the like can be mentioned.
  • the aromatic imides preferably have the general formula (I I)
  • R 2 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aryl group
  • R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, or jointly with a benzene ring. And a condensed polycyclic aromatic ring may be formed.
  • R 2 or R 3 is an alkyl group, it is a methyl, ethyl, propyl or butyl group, wherein the number of carbon atoms is 3 or more.
  • the alkyl group may be linear or branched.
  • R 2 is an aryl group it is preferably a phenyl group.
  • R 3 forms a condensed polycyclic aromatic ring in combination with a benzene ring, as an example of such a condensed polycyclic aromatic ring, naphthalene ring is Can be mentioned.
  • aromatic imide examples include, for example, phthalimide, N-methylphthalimide, N-ethylphthalimide, N-propylphthalimide, N-isopropylphthalimide, N-butylphthalimide, N-isobutylphthalimide, N-s-butylphthalimide, N-t-butylphthalimide, N-phenylphthalimide, 1,2-naphthalenedicarboxylic acid imide, and the like.
  • glycol monoethers preferably have the general formula (III)
  • A represents an ethylene group or a propylene group
  • R 4 represents an alkyl group having 1 to 10 carbon atoms, an aryl group, an aryl alkyl group, or an aryl group
  • n represents 0, 1, or 2.
  • the alkyl group is, for example, methyl, ethyl, propyl, butyl, hexyl, octyl, decyl group, etc.
  • the alkyl group may be linear or branched.
  • the aryl group is preferably a phenyl group, and the aryl alkyl group is preferably a phenylmethyl group (benzyl group) or a phenethyl group (phenylethyl group).
  • the base glycol is ethylene glycol, diethylene glycol, triethylene glycol, propylene dalycol, dipropylene glycol or tripropylene glycol.
  • glycol monoethers include, for example, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, triethylene glycol monomethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol mono-n-butyl ether, Jetylene glycol mono-n-butyl ether, triethylene glycol mono n-butyl ether, ethylene glycol monoisobutyl ether, diethylene glycol monoisobutyl ether, triethylene glycol monoisobutyl ether, ethylene glycol monohexyl ether, diethylene glycol monohe Xyl ether, ethylene glycol mono-2-ethylhexyl ether, diethylene glycol Hexyl ether to Le ⁇ no 2 Echiru, E Ji glycol monoallyl ether, diethylene glycol monoallyl ether, ethylene glycol Monofu enyl Ether, diethylene glycol monophenyl ether, ethylene glycol monobenzy
  • the halogenated benzenes preferably have the general formula (IV)
  • X represents a halogen atom
  • R 5 represents an alkyl group having 1 to 4 carbon atoms
  • p represents an integer of 1 to 3.
  • the halogen atom is preferably chlorine or bromine
  • the alkyl group is a methyl, ethyl, propyl or methyl group, where the number of carbon atoms Therefore, in the present invention, preferable specific examples of the halogenated benzenes include, for example, monochrome benzene, methyl chlorobenzene, o-dichlorobenzene, 1 , 3, 5-trichlorobenzene and the like.
  • the aryl alkyl alcohol is preferably represented by the general formula (V)
  • R 6 represents a methylene group or an ethylene group
  • R 7 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • arylalkyl alcohols represented by the general formula (V) when R 7 is an alkyl group, the alkyl group is a methyl, ethyl, propyl, or butyl group, and the number of carbon atoms is 3 or more.
  • the alkyl group may be linear or branched. Therefore, Preferable specific examples of arylalkyl alcohols include, for example, benzyl alcohol methylbenzyl alcohol, phenethyl alcohol and the like.
  • the di (arylalkyl) ether is preferably represented by the general formula (VI)
  • each R s independently represents a divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms
  • R 10 and R respectfuleach independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • R 8 and R 9 are preferably a methylene group or an ethylene group.
  • the alkyl group is a methyl, edyl, propyl or butyl group, and the alkyl group having 3 or more carbon atoms may be linear or branched.
  • preferred specific examples of di (arylalkyl) ethers include, for example, dibenzyl ether and diphenethyl ether.
  • the above aryl substituted phenols preferably have the general formula (VI I) (In the formula, R 12 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.)
  • the alkyl group is a methyl, ethyl, propyl, or butyl group, wherein the number of carbon atoms is 3 or more.
  • the alkyl group may be linear or branched, and the aryl group is preferably a phenyl group. Therefore, as a preferable specific example of the aryl-substituted phenols, for example, ⁇ -phenylphenol , P-phenylphenol and the like.
  • alkyl naphthalenes such as 1-methylnaphthalene and 2-methylnaphthalene, N-methylphthalimide, N-butylphthale
  • N-alkylphthalimides such as imides, ethylene glycol monomethyl ether, and ethylene glycol monomethyl ether
  • ethylene glycol monoethers such as ethylene glycol monophenyl ether are preferably used.
  • a flame retardant exhaust accelerator in a treatment liquid containing a flame retardant, as a surfactant, for example, alkylbenzene sulfonate, sorbitol, sorbitan fatty acid ester, poly Oxyalkyl phenyl ether and the like can be appropriately used.
  • a surfactant for example, alkylbenzene sulfonate, sorbitol, sorbitan fatty acid ester, poly Oxyalkyl phenyl ether and the like can be appropriately used.
  • the second method according to the present invention is applicable to a case where a cationic dyeable polyester mixed woven fabric obtained by mixing a regular polyester fiber yarn and a caton dyeable polyester fiber yarn is subjected to flame retardant processing by treatment in a bath, or regular.
  • a fabric made of polyester fiber yarn with a disperse dye it is particularly suitable for dyeing at a high concentration of 3% omf or more with a disperse dye by treatment in a bath and flame-retardant processing.
  • the flame retardant exhaust accelerator is used for the treatment liquid for flame retardant processing of the polyester fiber product. It is used in the range of 0.1 to 10 g / L, preferably 0.5 to 5 g / L.
  • the amount of the exhaust accelerator used is less than 0 .. 0 1 g / L, there is a possibility that a sufficient amount of the flame retardant cannot be exhausted to the polyester fiber product.
  • the amount of the accelerator used is more than 10 g / L, the flame retardant exhaust accelerator may remain in the polyester fiber product subjected to flame retardant treatment, which may impair flame retardancy.
  • the cationic dyeable polyester mixed woven fabric is a mixed woven, blended, woven, or knitted with other fibers such as a cationic dyeable polyester fiber and other polyester fibers such as a regular polyester fiber.
  • a cationic dyeable polyester mixed woven fabric is prepared, for example, by using a sulfone such as 5-sulfoisophthalate as described above.
  • a component of a dicarboxylic acid monomer having an acid group is incorporated into the polyester molecule.
  • a fiber composed of a polyester molecule not containing a monomer component having a sulfonic acid group is a regular polyester fiber.
  • Such a cationic dyeable polyester mixed woven fabric is more combustible than regular polyester fiber products.
  • Residues are likely to be generated during firing, and the combustion residue generated after combustion acts as a ⁇ candle wick '' and inhibits the melting and dripping of regular polyester, i.e., drip, making it difficult to make flame-retardant It is said that.
  • the combustion residue of the disperse dye acts as a “candle core” and inhibits the drip of the regular polyester. The flame retardant is said to be difficult.
  • phosphorus-based flame retardants such as resorcinol bis (diphenyl phosphate)
  • resorcinol bis diphenyl phosphate
  • the aromatic phosphate ester which is the flame retardant according to the present invention, has a higher affinity for polyester fibers than conventional phosphorus flame retardants and has excellent dispersibility, so that the flame retardant absorbs well into the fiber.
  • a sufficient amount of flame retardant can be applied without causing stickiness in the texture.
  • a higher flame retardancy can be economically imparted by using a flame retardant exhaust accelerator.
  • the flame retardant finishing agent comprising an aromatic phosphate according to the present invention does not contain a halogen atom. Therefore, by using such a flame retardant finishing agent, various polyester fibers can be used without polluting the environment.
  • the product can be imparted with high performance and durable flame retardancy.
  • the flame retardant composed of the aromatic phosphate ester together with the flame retardant exhaustion accelerator by using the flame retardant composed of the aromatic phosphate ester together with the flame retardant exhaustion accelerator, a cationic dyeable polyester fiber product that is usually difficult to impart flame retardancy.
  • High-performance and durable with a small amount of flame retardant especially when dyeing polyester fiber products with disperse dyes, especially when dyeing at high concentrations and flame-retardant processing Flame retardancy can be imparted.
  • Example 1 The present invention will be described below with reference to examples, but the present invention is not limited to these examples.
  • Example 1
  • Triphenyl phosphate 100 parts by weight of an aromatic phosphate ester consisting of 100% by weight, di 2 parts by weight of a 10-mole adduct of styrenated phenol ethylene oxide, 1 part by weight of an ammonium salt of a sulfate ester of tristyrene. Part by weight is mixed with 30 parts by weight of water, and this is charged into a mill filled with glass beads having a diameter of 0.8 mm, and powdered until the average particle size of the flame retardant becomes 1.0 m.
  • the flame retardant finishing agent D was obtained by adjusting so that the concentration of the nonvolatile content when dried at 30 ° C. for 30 minutes was 40%.
  • Resorcinol bis (diphenyl phosphate 5 to 9) 92.5% by weight of aromatic phosphate ester and 52.5% by weight of triphenyl phosphate 72.5 parts by weight of distyrenated phenol ethylene oxide 10 1 part by mole of adduct, 2 parts by weight of tristyrenated phenol ethylene oxide, 10 parts by weight of ammonium salt of sulfate ester of the adduct of adduct, and 10 parts by weight of isoptylglycol are mixed and heated to 50 until uniform. Then, it was allowed to cool to obtain a self-emulsifying type flame retardant processing agent E that was liquid at room temperature.
  • the mixture is charged into a mill filled with 0.8 mm diameter glass peas, pulverized until the average particle diameter of the flame retardant becomes 1. and 30 minutes at a temperature of 105 ° C.
  • the flame retardant finishing agent F was obtained by adjusting the concentration of non-volatile components when dried to 40%. Examples of flame retardant processing of polyester fiber fabrics according to the first method of the present invention will be given below.
  • the dyeing bath contains disperse dye (Sumikaron Blue E—RPD) 0.2% omi, dye dispersant 1.0g / L, flame retardant according to the present invention or a flame retardant as a comparative example and 8.0% om f respectively.
  • the pH was adjusted to 3.5 to 5.0 with glacial acetic acid (80%) to a bath ratio of 1:15.
  • the polyester fiber fabric to be treated is put into a dye bath, heated from 40 ° C to 130 ° C at a rate of 2 ° C per minute, held at that temperature for 45 minutes, and then to 60 ° C per minute.
  • the mixture was cooled at a temperature drop rate of 3, and then soaked at 80 ° C. for 15 minutes using hot water in which anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 gZL were dissolved.
  • the flame retardant polyester fiber fabric was measured for the flame retardant adhesion amount, initial flame retardant performance, and flame retardant performance after water washing and dry cleaning. The results are shown in Table 1.
  • a flame retardant processed polyester fiber fabric according to the present invention was obtained in the same manner as in Example 4 except that the flame retardant finish B according to the present invention was used.
  • the amount of flame retardant attached, initial flame retardant performance, and flame retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.
  • a flame retardant processed polyester fiber fabric according to the present invention was obtained in the same manner as in Example 4 except that the flame retardant finish C according to the present invention was used. With respect to this flame retardant processed polyester fiber fabric, the amount of flame retardant attached, initial flame retardant performance, and flame retardant performance after water washing and dry cleaning were measured. The results are shown in Table 1.
  • Example 4 The same double-sided satin weave as used in Example 4 was scoured and pre-set by a conventional method, and then dyed with a disperse dye (Sumicalon Blue E-RPD, 0.2 omf), and treated polyester. A fiber fabric was obtained.
  • a disperse dye Sudicalon Blue E-RPD, 0.2 omf
  • a flame retardant treatment solution consisting of 10% by weight of flame retardant finishing agent B and 90% by weight of water was adhered to the treated fabric by a padding method at 90% pickup. Continue to dry at 120 ° C for 2 minutes Then, heat treatment was performed at 180 ° C. for 1 minute. Next, using hot water in which anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 gZL were dissolved, soaking was performed at 80 for 15 minutes. Next, after washing with hot water for 10 minutes at 6 mm, washed with water for 5 minutes, dried, and then heat treated at 1700C for 1 minute to obtain a flame-retardant polyester fiber fabric. The flame retardant polyester fiber fabric was measured for flame retardant adhesion, initial flame retardant performance, and flame retardant performance after water washing and dry cleaning. The results are shown in Table 1.
  • a flame retardant processed polyester fiber fabric according to a comparative example was obtained in the same manner as in Example 4 except that the flame retardant finishing agent D as a comparative example was used.
  • the flame retardant polyester fiber fabric was measured for flame retardant adhesion, initial flame retardant performance, and flame retardant performance after water washing and dry cleaning. The results are shown in Table 1.
  • the adhesion amount R of the flame retardant is given by the formula
  • Example 7 the weight change rate w of the polyester fiber fabric to be treated before and after dyeing was 0%. Further, in Example 7, only the flame retardant processing was performed by the padding method after the dyeing treatment, so the weight change rate of the fabric before and after the flame retardant processing was defined as the flame retardant adhesion amount.
  • Example 8 After DC 4,4,5 4,4,4 4,4,4 4,4,4 3,2,2 As shown in Examples 4 to 7, the flame retardancy of the polyester fiber fabric using the flame retardant processing agent according to the present invention can impart higher flame retardance with excellent durability. Next, examples of flame retardant processing of polyester fiber fabrics according to the second method of the present invention will be given. Example 8
  • 54 cm X width 100 / 2.54 cm Double-sided satin weaving fabric was scoured and pre-set by a conventional method to obtain a polyester fiber fabric to be treated.
  • the treatment bath for the flame retardant processing is 1.0% omf (0.7% omf as the flame retardant) of the flame retardant A according to the present invention, and N-ptylphthalimide 1.6 gZL as the flame retardant exhaust accelerator.
  • polyester fiber fabric to be treated into the treatment bath raise the temperature from 40 ° C to 13 Ot: at a rate of 2 ° C / min, hold at that temperature for 45 minutes, and then to 60 ° C / min 3
  • the sample was then cooled at a temperature-decreasing rate at 80 ° C., followed by soaking at 80 for 15 minutes using warm water in which anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 g / L were dissolved.
  • a flame retardant polyester fiber fabric according to the present invention was obtained. Table 2 shows the results of the flame retardant performance test.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX300) 4% omf, dye dispersant 0.5 gZL, flame retardant processing agent B according to the present invention 1.5% omf (1.0% o mf as flame retardant),
  • a flame retardant exhaustion accelerator 1.6 g / L of N-butylphthalimide was mixed, adjusted to pH 3.5 to 5.0 with glacial acetic acid (80%), and the bath ratio was 1:15.
  • Example 8 The same polyester fiber fabric to be treated as used in Example 8 was put into a dyeing bath, heated from 40 ° C to 130 at a rate of 2 ° C per minute, held at that temperature for 45 minutes, then 60 ° The mixture was cooled to C at a rate of 3 ° C. per minute, and then soaked at 80 ° C. for 15 minutes using warm water in which 2 g ZL of anhydrous sodium carbonate and 2 g ZL of nonionic scouring agent were dissolved. Then 60 at 10 Washed with hot water for 5 minutes, washed with water for 5 minutes, dried, heat treated at 170 for 1 minute, and flame-retardant processed simultaneously with dyeing to obtain a flame-retardant processed polyester fiber fabric according to the present invention. Table 2 shows the results of the flame retardant performance test.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX300) 4% omf, Dye dispersant 0.5 gZL, Flame Retardant B according to the present invention 1.0% omf (0.7% o mf as flame retardant), Blended with 2.8 g / L ethylene glycol monophenyl ether as flame retardant exhaust accelerator, adjusted to pH 3.5-5.0 with glacial acetic acid (80%), bath ratio 1:15 .
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dye bath, heated from 40 ° C to 130 ° C at a rate of 2 ° C per minute, and held at that temperature for 45 minutes, Cool to 60 ° C at a rate of 3 ° C per minute, and then use hot water in which 2 g ZL of anhydrous sodium carbonate and 2 g / L of nonionic scouring agent are dissolved for 15 minutes at 80 ° C. Binged. Next, after washing with hot water at 60 ° C for 10 minutes, washing with water for 5 minutes, drying, heat-treating with 170 for 1 minute, and flame-retarding simultaneously with dyeing to obtain a flame-retardant-treated polyester fiber fabric according to the present invention . Table 2 shows the results of the flame retardant performance test.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX 300) 4% omf, Dye dispersant 0.5 g / L, Flame Retardant C according to the present invention 3.6% omf (1.4% o as flame retardant) mf)
  • a flame retardant exhaust accelerator 1.0 g / L of monochlorobenzene was mixed, adjusted to pH 3.5 to 5.0 with glacial acetic acid (80%), and the bath ratio was 1:15.
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dyeing bath, heated from 40 ° C to 130 ° C at a rate of temperature increase of 2 per minute, held at that temperature for 45 minutes, then 60 Cool down to 3 ° C at a rate of 3 ° C per minute, and then use hot water in which 2 g ZL of anhydrous sodium carbonate and 2 g / L of nonionic scouring agent are dissolved for 15 minutes at 80 ° C. One bing.
  • Dye bath is disperse dye (power Yalon polyester black ECX 300) 4% omf, dye disperse 0.5 g / L, 3.6% omf (1.4% o mf as a flame retardant), 1-methylnaphthalene as a flame retardant exhaust accelerator 2. O gZL Then, the pH was adjusted to 3.5 to 5.0 with glacial acetic acid (80%) to obtain a bath ratio of 1:15.
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dyeing bath, heated from 40 ° C to 13 at a rate of 2 ° C per minute, held at that temperature for 45 minutes, and then 60 ° Cool to C at a rate of 3 ° C per minute, and then soak at 80 ° C for 15 minutes using hot water in which 2 g "L of anhydrous sodium carbonate and 2 g ZL of nonionic scouring agent are dissolved.
  • Table 2 shows the results of the flame retardant performance test.
  • Flame retardant B Add 5% by weight of water and 95% by weight of water to add 0.1g / L of ethylene glycol monophenyl ether as a flame retardant exhaust accelerator.
  • a flame-retardant-treated polyester fiber fabric was obtained in the same manner as in Example 7 except that this was adhered to the treated polyester fiber fabric with a pickup of 90%.
  • the results of the flame retardant performance test are shown in Table 2.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX 300) 4% omf, Dye Dispersant 0.5 g / L, Comparative Flame Retardant E 2.0% omf (1.4% as flame retardant) omf) and adjusted to pH 3.5 to 5.0 with glacial acetic acid (80%) to a bath ratio of 1:15.
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dyeing bath, heated from 40 to 130 ° C. at a rate of 2 ° C. per minute, held at that temperature for 45 minutes, then 60 Cool down to 3 ° C at a rate of 3 ° C per minute, and then use hot water in which anhydrous sodium carbonate 2 g, L and nonionic scouring agent 2 g / L are dissolved for 15 minutes at 80 ° C. One bing.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX300) 4% omf, Dye Dispersant 0.5 g / L, Flame Retardant E as Comparative Example 6.0 omf (4.3% omf as flame retardant) The resulting mixture was adjusted to pH 3.5 to 5.0 with glacial acetic acid (80%) to a bath ratio of 1:15.
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dye bath, heated from 40 ° C to 130 ° C at a rate of 2 ° C per minute, and held at that temperature for 45 minutes, Cool to 60 ° C at a rate of 3 ° C per minute, and then use hot water with anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 g / L at 80 ° C for 15 minutes. Sorbed. Next, after washing with hot water at 60 ° C. for 10 minutes, washing with water for 5 minutes, drying, heat treatment at 170 for 1 minute, and flame-retardant processing at the same time as dyeing, a flame-retardant processed polyester fiber fabric was obtained. The results of the flame retardant performance test are shown in Table 2.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX300) 4% omf, dye disperse 0.5 g / L, Flame Retardant F as a comparative example, 3.6% omf (1.4% omf as a flame retardant), pH 3.5-5 with glacial acetic acid (80%) The bath ratio was adjusted to 1:15.
  • the same polyester fiber fabric to be treated as used in Example 8 was put into a dyeing bath, heated from 40 ° C to 130 ° C at a heating rate of 2 per minute, held at that temperature for 45 minutes, then 60 ° After cooling to C at a cooling rate of 3T / min, it was soaked at 80 ° C for 15 minutes using warm water in which anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 g ZL were dissolved. . Next, after washing with hot water at 60 ° C. for 10 minutes, washing with water for 5 minutes, drying, heat treatment at 170 ° C. for 1 minute, and flame-retardant processing at the same time as dyeing, a flame-retardant processed polyester fiber fabric was obtained. The results of the flame retardant performance test are shown in Table 2.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX 300) 4% omf, Dye dispersant 0.5 g / L, Flame Retardant D as a comparative example 3.6% omf (1.4% as flame retardant) omf), 1-methylnaphthalene 2. OgZL blended as flame retardant exhaust accelerator, adjusted to pH 3.5-5.0 with glacial acetic acid (80%), bath ratio 1:15.
  • the same polyester fiber fabric to be treated as used in Example 8 was put into a dyeing bath, heated from 40 to 130 at a rate of 2 ° C. per minute and held at that temperature for 45 minutes, then 60 ° Cooled to C at a rate of 3 drops per minute, and then soaked at 80 ° C for 15 minutes using warm water in which anhydrous sodium carbonate 2 g / L and nonionic scouring agent 2 g / L were dissolved. .
  • the results of the flame retardant performance test are shown in Table 2.
  • Dye bath is disperse dye (Power Yalon Polyester Black ECX300) 4% omf, dye dispersant 0.5 g / L, adjusted to pH 3.5 to 5.0 with glacial acetic acid (80%), bath ratio 1 : 1 to 5.
  • Example 8 The same treated polyester fiber fabric as used in Example 8 was put into a dye bath, heated from 40 ° C to 130 ° C at a rate of 2 ° C per minute, and held at that temperature for 45 minutes, Cool to 60 ° C at a rate of temperature decrease of 3 per minute, then add anhydrous sodium carbonate 2 gZL, nonionic scouring agent 2 g Soaking was performed at 80 ° C. for 15 minutes using hot water in which ZL was dissolved. Next, after water washing at 60 ° C. for 10 minutes, water washing for 5 minutes, drying, heat treatment at 1700 for 1 minute, and dyeing, to obtain a flame-retardant polyester fiber fabric. Table 2 shows the results of the flame retardant performance test.
  • Example 8 since the polyester fiber fabric to be treated was only subjected to flame retardant processing in a bath, the weight change rate before and after the flame retardant processing of the fabric was defined as the flame retardant adhesion amount.
  • Example 9 to 13 since the polyester fiber fabric to be treated was subjected to flame retardant treatment at the same time as the dyeing treatment, the weight change rate due to the dyeing treatment alone was reduced from the weight change rate of the fabric before and after the flame retardant treatment. was defined as the flame retardant adhesion amount. In Example 13, the weight change rate when only the dyeing treatment was performed on the treated polyester fiber fabric was ⁇ 0.1%. In Example 14, since the polyester fiber fabric to be treated was dyed, and then subjected to flame retardant processing by the padding method, the weight change rate of the fabric before and after flame retardant processing was defined as the amount of flame retardant attached. .
  • Flame retardant performance test 1 was evaluated by A-1 method (micro-panner method) of JISL 10 91.
  • the micro-burner method when the after flame is within 3 seconds, the residual dust is within 5 seconds, and the carbonization area is within 30 cm 2 for both heating for 1 minute and heating for 3 seconds after flaming, When the condition was not met, it was judged as “bad”.
  • JIS 33 7 use weak alkaline first-class detergent at a rate of 1 g / L, bath ratio 1: 40, water wash at 60 ⁇ 2 ° C for 15 minutes, and then 40 ⁇ 2 A 5-minute rinse at 5 ° C was performed three times, a centrifugal dehydration was performed for 2 minutes, and then a hot air drying at 60 ⁇ 5 was taken as one cycle, and this was performed for 5 cycles.
  • Sample 1g, tetrachlorethylene 12.6mL, charge soap 0.265g (weight composition of charge soap is nonionic surfactant (ethylene oxide 10 mol adduct of nonylphenol ether) / Anionic surfactant (dioctyl succinate sodium salt) Z water 10/1 0/1 was used for 5 cycles of 3 cycles of cleaning with 30 ⁇ 2 for 15 minutes.
  • nonionic surfactant ethylene oxide 10 mol adduct of nonylphenol ether
  • Anionic surfactant dioctyl succinate sodium salt
  • Flame retardant performance test 2 As a flame retardant performance test 2, a combustion test was conducted in accordance with FMV SSN o. A fire is extinguished when the combustion distance is 38 mm or less, or a fire is extinguished when the combustion distance is 50 mm or less and the combustion time is 60 seconds or less. did.
  • Friction tests in a dry state were conducted by the dyeing fastness test method for friction of JISL 0 8 4 9 and judged with a gray scale for contamination.
  • a is N-butylphthalimide
  • b is ethylene glycol monophenyl ether
  • c is monochrome benzene
  • d is 1-methylnaphthalene.
  • TPP triphenyl phosphate
  • 1-methylnaphthalene used as a flame retardant exhaustion accelerator
  • the flame retardant performance test 1 is not good in terms of flame retardant after washing. It was a pass (Comparative Example 8).
  • the polyester fiber fabric was only dyed without using a flame retardant or flame retardant exhaust accelerator, the fastness to friction was good, but of course, the flame retardant was not acceptable (Comparison Example 9).

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L’invention concerne un agent ignifugeant pour textiles en polyester, caractérisé en ce qu’il est préparé en émulsifiant ou en dispersant un agent ignifuge consistant en au moins un phosphate aromatique choisi parmi le biphénylyl diphényl phosphate et le naphtyl diphényl phosphate dans de l’eau en présence d’un tensioactif non ionique et d’un tensioactif anionique ; et un procédé d’ignifugation d’un textile en polyester en utilisant à la fois l’agent ignifigeant et au moins un accélérateur d’absorption d’un agent ignifuge choisi parmi les alkylnaphtalènes, les imides aromatiques, les éthers de glycol et les benzènes halogénés. Selon l’invention, des propriétés ignifuges durables peuvent être conférées à un textile en polyester.
PCT/JP2007/051539 2006-01-26 2007-01-24 Agent ignifugeant pour textile polyester et procede d'ignifugation Ceased WO2007086594A1 (fr)

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JP2008024890A (ja) * 2006-07-25 2008-02-07 Nippon Kayaku Co Ltd 非ハロゲン系防炎剤の分散液とそれを用いる防炎加工方法
JP5335600B2 (ja) * 2009-07-29 2013-11-06 小松精練株式会社 ポリエステル系繊維品の難燃加工剤と難燃加工方法

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