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CN101631910B - Flameproofing agent, flame-retardant fiber and method for producing the same - Google Patents

Flameproofing agent, flame-retardant fiber and method for producing the same Download PDF

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Publication number
CN101631910B
CN101631910B CN200880003918.4A CN200880003918A CN101631910B CN 101631910 B CN101631910 B CN 101631910B CN 200880003918 A CN200880003918 A CN 200880003918A CN 101631910 B CN101631910 B CN 101631910B
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Prior art keywords
fire retardant
textile material
fiber
phosphorus compound
surfactant
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CN200880003918.4A
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Chinese (zh)
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CN101631910A (en
Inventor
清水吉彦
堪藤芳弘
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Matsumoto Yushi Seiyaku Co Ltd
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Matsumoto Yushi Seiyaku Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K21/00Fireproofing materials
    • C09K21/06Organic materials
    • C09K21/12Organic materials containing phosphorus
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating 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
    • D06M13/282Treating 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
    • D06M13/285Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/52Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment combined with mechanical treatment
    • D06M13/53Cooling; Steaming or heating, e.g. in fluidised beds; with molten metals
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/30Flame or heat resistance, fire retardancy properties

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Fireproofing Substances (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Disclosed is a flameproofing agent which is used for imparting a fiber material with flame retardancy and capable of providing good flame retardancy even in a small amount. This flameproofing agent enables to suppress deterioration of other physical properties, while having excellent product stability. Specifically disclosed is a flameproofing agent containing a phosphorus compound (A), a surfactant (B) composed of an anionic surfactant and/or a nonionic surfactant and water, which is used for imparting a fiber material with flame retardancy. The phosphorus compound (A) has a median particle size (D50) of not more than 1 [mu]m.

Description

Fire retardant and anti-flammability textile material and preparation method thereof
Technical field
The present invention relates to fire retardant, anti-flammability textile material and preparation method thereof.
Background technology
In conventional method, be normally used for giving textile material with flame-retardant nature by dispersion or emulsification halogen compounds fire retardant as prepared in hexabromo-Cyclododecane in water.Have flame-retardant nature although be coated with the textile material of halogen compounds, may produce poison gas when this material combustion.For this reason and the motion away from halogen compounds in order to increase based on environmental consideration, there is the trend of avoiding as far as possible using halogen compounds.
Although organic phosphorus compound is used as the substitute of halogen compounds, due to a small amount of phosphorus contained in each molecule of those compounds, they can't give enough flame-retardant natures.Therefore, must be to a large amount of organic phosphorus compounds of coating on textile material to give sufficient flame-retardant nature.On textile material coating so a large amount of organic phosphorus compounds caused problem, for example, poor textile material feel and by friction and the color fastness that is exposed to the dyed textile material that light causes reduce.In addition, the molecular weight of organic phosphorus compound is too little and thermo-labile, and therefore described compound causes being coated with the textile material transparent article atomizing on every side of this compound sometimes.In order to address these problems, advised that the diphosphonic acid that molecular weight is high is used for fire retardant.References 1 to 3 discloses use resorcinol two (diphenyl phosphoester) and has given the method for textile material flame-retardant nature as the example of phosphonium flame retardant.
References 4 discloses the method for using fire retardant to give the textile material flame-retardant nature, and described fire retardant is by disperseing and the solution of preparation as four (2,6-3,5-dimethylphenyls) of the fire retardant with phosphorus compound-meta-phenylene phosphate.References 5 discloses the method for using fire retardant to give the textile material flame-retardant nature, and described fire retardant is the solution for preparing by disperseing as the naphthyl diphenyl phosphoester of phosphonium flame retardant.
[references 1] JP A 2000-328445
[references 2] JP A 2002-88368
[references 3] JP A 2005-15947
[references 4] JP A 2001-254268
[references 5] JPA 2006-70417
Yet disclosed resorcinol two (diphenyl phosphoesters) is because phosphorus contained in its chemical constitution-oxygen singly-bound (phosphate-based) is easy to hydrolysis in references 1 to 3, and the phosphoric acid that produces in hydrolysis makes textile material deteriorated.In addition, the color fastness of two (diphenyl phosphoester) the deteriorated dyed textile material of resorcinol is such as the color fastness loss owing to friction, because this compound is liquid under normal temperature.But disclosed fire retardant is not easy to hydrolysis due to the resorcinol that has used self-emulsifying two (diphenyl phosphoester) in references 3.Yet when being coated on fire retardant on textile material, it becomes and is easier to hydrolysis, and thereby As time goes on and deteriorated textile material.For making flame-retardant properties to washing and dry-cleaning durable purpose, usually in dye bath, described fire retardant is coated on textile material.In this process, resorcinol two (diphenyl phosphoester) can not give textile material with enough flame-retardant natures, because this material fully can't be coated on textile material owing to its high molecular.Although in above-mentioned references 4 in disclosed fire retardant contained four (2, the 6-3,5-dimethylphenyl)-meta-phenylene phosphate has resistance to hydrolysis, but the high molecular of phosphate and three-dimensional bulk properties stop it to be coated to fully on textile material and suppress to obtain durable flame-retardant nature.In disclosed fire retardant, contained naphthyl diphenyl phosphoester has the approximately fusing point of 60 ℃ in references 5, and when the textile material that is coated with described fire retardant was processed to goods such as automotive seat, described fire retardant may melting and reduce textile material to the color fastness of friction.In addition, this fire retardant has poor light resistance and impracticable.
As mentioned above, conventional flame retardants has merits and demerits simultaneously at its aspect of performance.
Summary of the invention
Technical problem
The purpose of this invention is to provide a kind of fire retardant, it is used for giving the textile material flame-retardant nature, reaches sufficient flame-retardant nature with a small amount of fire retardant, will minimize the deteriorated of other textiles character, and have excellent stability; A kind of method for preparing the anti-flammability textile material, described method comprise fire retardant are coated to step on textile material; With a kind of anti-flammability textile material with described method preparation.
Technical solution
The present inventor deeply and carefully studies to achieve the above object, and find, reduce to help at not deteriorated flame-retardant nature and make to reduce the amount that is coated on the fire retardant on textile material under the deteriorated minimized condition of other textiles character as the particle diameter of some phosphorus compound of flame retardant compositions, and the surfactant that adds in fire retardant improves the stability of fire retardant, thereby achieves the above object.Therefore the inventor has obtained the present invention.
Fire retardant of the present invention comprises phosphorus compound (A), surfactant (B) and water, described phosphorus compound (A) is by following formula (1) expression, and described surfactant (B) comprises anion surfactant and/or non-ionic surface active agent; And fire retardant of the present invention is used to give the textile material flame-retardant nature, and wherein phosphorus compound (A) has the median particle diameter (D below 1 micron 50).
[Chemical formula 1]
Figure G2008800039184D00031
(R wherein 1, R 2And R 3Can be mutually the same or differ from one another, and expression can have substituent C 1-24Alkyl, C 2-22Thiazolinyl, C 5-6Alcyl, and aryl or aralkyl.)
Fire retardant of the present invention should preferably meet the following conditions 1) to 5) at least one.
1) surfactant (B) contains and selects at least a in the group that free the following forms: polyoxyalkylene alkyl aryl ether sulfate class, alkylaryl sulfonates class, alkyl aromatic ether disulfonic acid salt (alkylaryl oxide disulfonates), aromatic sulphonate-formaldehyde (formalin) condensation product class, polyoxyalkylene alkylaryl ethers, polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene fatty acid ester.
2) surfactant (B) contains and selects at least a in the group that free the following forms: aromatic sulphonate-formaldehyde condensation products class, polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene fatty acid ester.
3) respectively, the ratio of phosphorus compound (A) is in the scope of 20 to 70 % by weight of fire retardant integral body, and the ratio of surfactant (B) is in the scope of 3 to 20 % by weight of fire retardant integral body, and phosphorus compound (A) is dispersed in water by surfactant (B).
4) respectively, the ratio of phosphorus compound (A) is in the scope of 30 to 60 % by weight of fire retardant integral body, and the ratio of surfactant (B) is in the scope of 5 to 15 % by weight of fire retardant integral body, and phosphorus compound (A) is dispersed in water by surfactant (B).
5) textile material comprises the fiber with higher crystalline region rate at least, and can comprise the fiber with higher amorphous regions ratio.
The method for preparing the anti-flammability textile material of the present invention comprises above-mentioned fire retardant is coated to method on textile material.
The method that the prepares the anti-flammability textile material of the present invention A that should preferably meet the following conditions) and/or B).
A) textile material comprises the fiber with higher crystalline region rate at least, and can comprise the fiber with higher amorphous regions ratio.
B) above-mentioned coating is to carry out in 2 to 120 minutes by dipping in the solution that in temperature more than 80 ℃, textile material is being contained fire retardant.
Anti-flammability textile material of the present invention obtains with above-mentioned preparation method.
Advantageous effects
Fire retardant of the present invention is used to give the textile material flame-retardant nature, and reaches sufficient flame-retardant nature with a small amount of fire retardant.Describedly contribute on a small quantity deteriorated the minimizing of other textiles character that is caused by the phosphorus compound in fire retardant.Fire retardant of the present invention is coated to unlikely causes textile material, their feel and their color fastness to comprise deteriorated to friction or the color fastness of light on textile material.Described fire retardant reaches washing and dry-cleans durable flame-retardant nature, has reduced the burden to environment and human body, and has excellent stability.
As mentioned above, the method for preparing anti-flammability textile material of the present invention utilizes fire retardant to process textile material, thereby obtains sufficient flame-retardant nature and the deteriorated of other textiles character that is caused by phosphorus compound minimized.
Implement best mode of the present invention
(fire retardant)
Fire retardant of the present invention is be used to the composition that gives the textile material flame-retardant nature.
To being not particularly limited with the textile material of fire retardant coating, and the textile material that preferably contains at least the higher fiber of crystal region ratio, for example, but the copolymer of aromatic polyester, CATION-dyeing polyester, aromatic polyamides, aromatic polyimide, diacetate, triacetate and their monomers is because these textile materials absorb the flame-retardant nature of triphenylphosphine oxide contained in fire retardant to be improved fully.In described material, but more preferably comprise at least the textile material of aromatic polyester or CATION-dyeing polyester, reason is that its absorbs the high-performance of following phosphorus compound (A).
But the example of aromatic polyester and CATION-dyeing polyester comprises: polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate (PBT), PEN, PBN, poly terephthalic acid/ethylene isophthalate and poly terephthalic acid/5-(sodium sulfo group (sodium sulfo)) ethylene isophthalate.
Textile material can contain the higher fiber of above-mentioned crystal region ratio and the higher fiber of above-mentioned amorphous regions ratio simultaneously, and (for example, natural fabric comprises cotton, flax, wool; And nylon).
Crystal region is the zone of fiber that relatively is orientated with rule state as formed in stretching, as wherein to form fiber polymer chain such as the physical treatment in the synthetic fiber production process as mentioned herein, and amorphous regions is opposite with the former, the relative zone of fiber with the stochastic regime orientation of polymer chain that wherein form fiber.
Textile material can comprise a kind of fibre variant or multiple fibre variant.The textile material that comprises simultaneously the fiber that contains the higher rate crystal region and contain the fiber of higher rate amorphous regions can or be united weaving (combined weaving) by blending and be formed.The form of textile material is restriction not, can adopt yarn, woven fabric, knit goods, nonwoven fabric, rope and mesh bag (code).
Fire retardant of the present invention comprises phosphorus compound (A), surfactant (B) and water, and described surfactant (B) comprises anion surfactant and/or non-ionic surface active agent.Described component is not halogen-containing, thereby the burden to environment and human body is minimized.
The phosphorus compound (A) that uses in the present invention is coated on textile material to improve their flame-retardant nature.Phosphorus compound (A) has the molecular structure of unlikely hydrolysis, and can not cause the deteriorated of the textile material found in the textile material that is coated with phosphate flame retardant as described in the background art.Phosphorus compound (A) is that fusing point is not less than the solid of 130 ℃, and this character makes this compound can keep stable dispersiveness in solution, is used for giving flame-retardant nature at the temperature more than 80 ℃.In addition, the phosphorus compound (A) that is coated on textile material can not cause dye migration outside textile material, therefore contributes to excellent color fastness as the color fastness to friction.
Molecular weight to phosphorus compound (A) is not particularly limited, and should be preferably in 250 to 500, more preferably 250 to 400 scope, to give washing and to dry-clean durable flame-retardant nature.
Phosphorus compound (A) is represented by above-mentioned chemical formula (1).In chemical formula (1), R 1, R 2And R 3In at least one should be preferably aryl or aralkyl, so that described compound fully is coated on textile material.More preferably R 1, R 2And R 3It is all aryl or aralkyl.This phosphorus compound (A) comprises, for example, triphenylphosphine oxide, oxidation three (2-aminomethyl phenyl) phosphine, oxidation three (4-aminomethyl phenyl) phosphine, oxidation three (2, the 6-3,5-dimethylphenyl) phosphine, oxidation three (2,6-Dimethoxyphenyl) phosphine, tribenzylphosphine oxide and 2-(two phenenyl phosphinyl) quinhydrones.
Median particle diameter (the D of phosphorus compound (A) 50) should be below 1 micron, preferred below 0.8 micron, more preferably 0.2 to 0.6 micron, with the long-time stability of the excellence that obtains the invention described above and unique effect.Not preferred median particle diameter (D 50) greater than the phosphorus compound of 1 micron (A), because this compound can not obtain effect of the present invention and have poor long-time stability.
Median particle diameter (the D that mentions in the present invention 50) expression forms the intermediate value of particle diameter of whole particles of the whole volume of phosphorus compound (A).
The ratio of contained phosphorus compound (A) is not particularly limited in fire retardant of the present invention, and should be preferably in 20 to 70 % by weight of fire retardant integral body, more preferably in the scope of 30 to 60 % by weight.May be due to the water of excessive ratio and other composition and cause problem at preparation, storage, stability and the aspect of performance of fire retardant lower than the ratio of the phosphorus compound (A) of 20 % by weight.On the other hand, the ratio higher than the phosphorus compound (A) of 70 % by weight possibly can't prepare stable fire retardant.
Surfactant (B) comprises anion surfactant and/or non-ionic surface active agent, and improves the dispersiveness of phosphorus compound (A).Phosphorus compound (A) usually is easy to reunite and is difficult for being made into particulate.Surfactant (B) plays the surface tension that reduces between phosphorus compound (A) and water and the effect of moistening phosphorus compound (A), thereby effectively phosphorus compound (A) is made particulate.In addition, surfactant (B) is controlled phosphorus compound (A) particulate along with the reunion of time, thereby improves the stability of resulting fire retardant.In fire retardant of the present invention, contained surfactant (B) makes and phosphorus compound (A) can be made particulate and be dispersed in water.
anion surfactant is not particularly limited, and for example can comprise: the alkylsurfuric acid salt, the alkyl aryl sulfate class, the polyoxyalkylene alkyl Sulfates, polyoxyalkylene alkyl aryl ether sulfate class (polyoxyalkylene three (2-phenylethyl) phenyl ether Sulfates, two (2-phenylethyl) the phenyl ether Sulfateses of polyoxyalkylene, polyoxyalkylene 2-phenyl ethyl phenyl ether sulfate class, polyoxyalkylene nonylplenyl ether Sulfates etc.), polyoxyalkylene alkyl polyols ether sulfate class, alkyl sulfonates, alkylaryl sulfonates class (xylenesulfonate, toluene fulfonate, cumene sulfonate etc.), alkyl aromatic ether disulfonic acid salt (alkyl diphenyl ether disulfonate class etc.), the alkyl sulfo succinate class, the alkyl phosphoric acid salt, the alkylaryl phosphoric acid salt, the polyoxyalkylene alkyl phosphoric acid salt, polyoxyalkylene alkyl aryl ether phosphoric acid salt, polyoxyalkylene alkyl polyols ether phosphoric acid salt, aromatic sulphonate-formaldehyde condensation products salt (naphthalene sulfonate-formaldehyde condensation products salt etc.), the polyoxyalkylene alkyl metal carboxylate, the polycarboxylic acid salt, turkey red oil and lignosulphonates.In the situation that anion surfactant is selected from salt, preferred as alkali salt, alkaline-earth metal salt, ammonium salt class and organic amine salt.Can use a kind of in anion surfactant or at least two kinds.
In described anion surfactant, due to their excellent dispersiveness, preferred polyoxyalkylene alkyl aryl ether sulfate class, alkylaryl sulfonates class, alkyl aromatic ether disulfonic acid salt and aromatic sulphonate-formaldehyde condensation products salt, and except their excellent dispersiveness, effectively phosphorus compound (A) is made the performance of particulate, more preferably polyoxyalkylene alkyl aryl ether sulfate class, alkylaryl sulfonates class and aromatic sulphonate-formaldehyde condensation products salt in the preparation of fire retardant due to them.More preferably aromatic sulphonate-formaldehyde condensation products salt, because described salt is controlled the reunion in time of phosphorus compound (A) particulate, thereby improve the stability of fire retardant again.
Non-ionic surface active agent is not particularly limited, and for example comprise polyoxyalkylene alkyl class, polyoxyalkylene alkylaryl ethers (polyoxyalkylene three (2-phenylethyl) phenyl ether, two (2-phenylethyl) phenyl ethers of polyoxyalkylene, polyoxyalkylene (2-phenylethyl) phenyl ether, polyoxyalkylene nonylplenyl ether etc.), polyoxyalkylene alkyl amine, polyoxyalkylene alkylamide, polyoxyalkylene fatty acid ester, polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene polyol ethers.Can use a kind of in described non-ionic surface active agent or at least two kinds.
in described non-ionic surface active agent, due to their excellent dispersiveness, preferred polyoxyalkylene alkylaryl ethers, polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene fatty acid ester, and owing to the dispersed of their excellences and they effectively phosphorus compound (A) being made particulate and control the reunion that phosphorus compound (A) particulate is passed in time in the preparation of fire retardant, thereby improve the performance of fire retardant stability, more preferably polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene fatty acid ester.
Contained non-ionic surface active agent integral body should preferably have by the definite HLB in 11 to 15 scopes of lattice Lifei method (Griffin ' s method) in fire retardant of the present invention, and form clouding point and be not less than 1% aqueous solution of 10 ℃, because this non-ionic surface active agent has the excellent performance that phosphorus compound (A) is disperseed.
The ratio of the surfactant in fire retardant of the present invention (B) is not particularly limited, should be preferably in 3 to 20 % by weight of fire retardant, more preferably in the scope of 5 to 15 % by weight.Ratio lower than the surfactant (B) of 3 % by weight possibly can't be prepared stable fire retardant.On the other hand, may deterioratedly be coated with color fastness or the dyestuff depression effect of acceleration when adding to fire retardant in dye bath of the textile material of fire retardant higher than the ratio of 20 % by weight.
The formula of fire retardant of the present invention is not particularly limited, as long as its phosphorus-containing compound (A), surfactant (B) and water.Fire retardant can contain other component that can not adversely affect effect of the present invention.
component except above-mentioned those components comprises, for example: solvent (methyl alcohol, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol, butanediol, benzylalcohol, MMB, BC, poly alkylene glycol etc.), water-soluble polymer (polyvinyl alcohol, polyacrylate, methylcellulose, Carboxymethyl Cellulose, hydroxyethylcellulose, carboxymethyl cellulose, xanthans, gum Arabic, gelatin, PVP, poly(ethylene oxide), polyacrylamide, poly styrene sulfonate, the polystyrene-maleic copolymer, methoxy-ethylene-copolymer-maleic anhydride, the soluble starch class, the cationic starch class, carboxymethyl starch class etc.), carrier (aromatic halide class, N-alkyl phthalimide, aromatic carbonate, methyl naphthalene, biphenyl, diphenyl ester, naphthol ester, phenol ether, xenol etc.), other fire retardant (phosphoric acid ester, comprise triphenyl phosphate, tricresyl phosphate hydroxy toluene ester, trixylyl phosphate, phosphoric acid cresyl phenyl ester, di(2-ethylhexyl)phosphate tolyl phenyl ester, phosphoric acid cresyl diformazan phenyl ester, the adjacent Biphenyl Ester of phosphoric acid phenyl and Naphthyl phosphate, the condensed phosphoric acid esters class comprises resorcinol two (diphenyl phosphoester), bisphenol-A two (diphenyl phosphoester) and resorcinol two (xylyl phosphate), phosphite, hypophosphites, phosphine oxide, the phosphoamide ester, chloride phosphoric acid ester, chloride condensed phosphoric acid esters class, the phosphorous-containing polyester resin, the phosphorus azane, the bromide fire retardant, comprise hexabromo-Cyclododecane, deca-BDE, ethylenebis (pentabromo-biphenyl), ethylenebis (tetrabromo phthalimide) and three (tribromophenoxy) triazine), and ultra-violet absorber, comprise benzotriazole UV absorbers (2-(2 '-hydroxyl-the 3 '-tert-butyl group-5 '-aminomethyl phenyl)-5-chlorobenzotriazole and 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole), benzophenone UV-absorber (ESCALOL 567 and 2, 2 ' 4, 4 '-tetrahydroxybenzophenone), (2-(4 for triazine uv absorber, 6-diphenyl-1, 3, 5-triazine-2-yl)-5-(own oxygen base)-phenol and 2, 4-two (2, the 4-3,5-dimethylphenyl)-6-(2-hydroxyl-4-octyloxyphenyl)-1, 3, the 5-triazine), benzoxazinone ultra-violet absorber (2, 2 '-(to phenylene) two-3, 1-benzoxazine-4-ketone), cyanoacrylate ultra-violet absorber (ethyl-2-cyano group-3, 3-diphenylacrylate ester and (2-ethylhexyl)-2-cyano group-3, 3-diphenylacrylate ester) and salicylate ultra-violet absorber (p-t-butylphenyl salicylate).
The ratio of said components is not particularly limited.Thereby but the viscosity of the solvent of little ratio reduction fire retardant is improved stability, dispersiveness and emulsibility under operating efficiency, low temperature.Yet the solvent of larger ratio may cause preparing and storing the problem of fire retardant aspect, and ratio should be preferably below 20 % by weight of fire retardant.
Fire retardant of the present invention prepares by phosphorus compound (A), surfactant (B) and water are mixed, and is used for mixing the method for described component and sequentially is not particularly limited.The method for preparing fire retardant of the present invention comprises, for example, a kind of method wherein prepares median particle diameter (D in advance 50) be not more than the phosphorus compound (A) of 1 micron, and it is mixed (method 1) with surfactant (B) and water; With a kind of method, wherein phosphorus compound (C) is mixed with surfactant (B) and water, described phosphorus compound (C) is except median particle diameter (D 50) greater than beyond 1 micron, have the character identical with the character of phosphorus compound (A), then use micro-granulating device that phosphorus compound (C) is dispersed into particulate (method 2).In method 2, can use phosphorus compound (A) to replace phosphorus compound (C) so that the median particle diameter (D of phosphorus compound 50) less.
In method 2, micronizer comprises a grinding machine, sand mill and grater (grinder).In addition, can randomly add some additives in method 2, such as non-drying agent (non-dryingagent), defoamer and viscosity improver.Can use commercially available phosphorus compound as phosphorus compound (C), and can before mixing, they be made particulate roughly.
Said method 1 or method 2 can be used as the method for preparing fire retardant of the present invention, and method for optimizing 2, because in method 1, the reunion particulate of the phosphorus compound (A) of particle diameter below 1 micron may not separate, and may cause the unstable dispersion in resulting fire retardant.
Fire retardant of the present invention is used to give flame-retardant nature to textile material.The form of the fire retardant that uses is not particularly limited, and usually it is diluted in water and coating.
[anti-flammability textile material and preparation method thereof]
The method for preparing anti-flammability textile material of the present invention comprises above-mentioned fire retardant is coated to step (finishing (finishing) step) on textile material.
In the finishing step, make fire retardant and textile material be in contact with one another that the phosphorus compound in fire retardant (A) is coated on textile material.The finishing step comprises, for example, wherein in the temperature more than 80 ℃, textile material contained the dipping step (step 1) of 2 to 120 minutes in the bath of fire retardant; With another method, wherein fire retardant is coated on textile material, then with textile material 100 to 220 ℃ the heating so that phosphorus compound (A) be penetrated into textile material in (step 2).
In step 1, phosphorus compound (A) is coated on textile material by following method usually: textile material is immersed in by in the prepared bath of dilute with water fire retardant, thereby phosphorus compound (A) is coated on textile material, and will be immersed in the textile material heating 2 to 120 minutes in the bath of the temperature more than 80 ℃, so that flame-retardant nature is durable.The thinner ratio of fire retardant is not particularly limited, but is generally the water of 10 to 10000 times.The treatment temperature of textile material in bath should be preferably more than 80 ℃, more preferably 90 ℃ to 150 ℃, because the amorphous regions of textile material is lax or expansion, thereby accelerates phosphorus compound (A) to the coating of textile material.Step 1 can operative installations for example jet dyeing machine, beam dyeing machine and yarn package dyeing machine carry out.
In step 2, by textile material being immersed in by in the prepared bath of dilute with water fire retardant and phosphorus compound (A) is coated on textile material, and the textile material that will sometimes be dried after dipping heating, so that phosphorus compound (A) is penetrated in textile material, thereby make flame-retardant nature durable.Heating-up temperature should be preferably 100 to 220 ℃, more preferably in the scope of 160 ℃ to 200 ℃, because the amorphous regions of textile material is lax or expand, thereby accelerate phosphorus compound (A) to the coating of textile material.Not preferably lower than the heating-up temperature of 100 ℃, because so low temperature can't obtain the abundant infiltration of phosphorus compound (A) in the textile material, thereby sometimes give the flame-retardant nature of poor durability.On the other hand, not preferably higher than the heating-up temperature of 220 ℃, because excessive heat may deteriorated textile material, thereby reduce the toughness of textile material.Can use dip-dye, spray or be coated with fire retardant is coated on textile material.Heating can be by xeothermic or damp and hot carrying out.This coating and heating means comprise sprays and solidization system, dip-dye and net gas steaming system, dip-dye and decatize system and dip-dye and solidization system.
The preparation method of anti-flammability textile material of the present invention can comprise at least one in above-mentioned steps 1 and step 2.Repeat identical step or can give textile material better flame-retardant nature step 1 and step 2 combination.In addition, the preparation method of anti-flammability textile material of the present invention can also comprise the finishing step that another uses the fire retardant different from fire retardant of the present invention.
In the preparation method of anti-flammability textile material of the present invention, fiber finishing agent and the fiber finishing auxiliary agent that is different from fire retardant of the present invention can be used for textile material is carried out finishing.Other fiber finishing agent and fiber finishing auxiliary agent comprise, for example, the fire retardant, dyestuff (basic-dyeable fibre and DISPERSE DYES), carrier (aromatic halide class, N-alkyl phthalimide, aromatic carbonate, methyl naphthalene, biphenyl, Biphenyl Ester, naphthol ester, phenol ether, xenol etc.), deodorant, antiseptic, softening agent, antistatic additive, waterproofing agent, oil-proofing agent, curing agent, ultra-violet absorber, anti-fouling agent and the hydrophilizing agent that are different from phosphorus compound (A).Can use a kind of in described reagent or at least two kinds.
In the preparation method of anti-flammability textile material of the present invention, fire retardant on textile material, the amount (amount to obtain (pickup)) that is phosphorus compound (A) is not particularly limited, because it changes according to following condition, such as, the variant of textile material and structure and the variant and the amount to obtain that are coated on other fiber finishing agent on textile material.Preferred amount to obtain should be in 0.1 to 30 % by weight of textile material, more preferably in the scope of 1 to 20 % by weight.Amount to obtain less than the phosphorus compound (A) of 1 % by weight possibly can't give textile material sufficient flame-retardant nature.On the other hand, greater than the amount to obtain of 30 % by weight may deteriorated resulting anti-flammability textile material feel, may be also uneconomic just no longer further improve flame retardant effect because surpass the fire retardant of certain amount to obtain.
Embodiment
With following embodiment and comparative example, the present invention is carried out specific explanations, although the invention is not restricted in the scope of described embodiment.
[method of testing]
(1) median particle diameter (D 50) and average volume diameter
To the sampling of the fire retardant for preparing by micronize and use laser diffraction and scattering particle size analyzer LA-910 (being produced by Horiba Co., Ltd) analyzes, to determine its median particle diameter (D 50) and average volume diameter.
(2) product stability
Visual inspection is 40 ℃ of outward appearances that store the fire retardant of 1 month.To show not that precipitation or the fire retardant that separates are evaluated as " well ", and will show that precipitation or the fire retardant that separates are evaluated as " bad ".
(3) flame-retardant nature
With fire retardant, woven fabric is carried out finishing in the anti-flammability finishing.According to JIS L-1091 A-1 (microlamp method (microburner method)) and JIS L 1091 D (coil method (coil method)) to testing through the fabric of finishing and the flame-retardant nature of two fabric samples, in described two fabric samples one is by will wash through the fabric of finishing 5 preparations with water, and another in described two fabric samples is by with following method will be through 5 preparations of dry cleaning fabric of finishing.
In " microlamp method ", add heating fabric with two kinds of methods: with microlamp heating 1 minute, and heated for 3 seconds with microlamp after the fabric burning.In both cases, be " well " with such fabric evaluation, namely on described fabric, flame keeps after heating no longer than 5 seconds no longer than 3 seconds, residual vehement (afterglow) keeping after heating, and produces and be not more than 30cm 2The carbonization area, be " poor " and will show the flammable fabric evaluation that surpasses the described limit.In " coil method ", will contact with flame the fabric evaluation that can be burned to preset distance more than 3 times and be " well ", be " poor " and will contact with flame the fabric evaluation that can be burned to preset distance below 2 times.
Wash in water
According to JIS K 3371 laundering of textile fabrics, wherein at first with fabric in the detergent solution that contains alkalescent 1 class (group 1) washing agent that 1g/ rises, with the fabric of 1: 40 and the ratio of detergent solution, washing is 15 minutes under 60 ± 2 ℃, then rinsing 5 minutes 3 times in water under 40 ± 2 ℃, with centrifugal dehydrator dehydration 2 minutes, and dry in hot-air under 60 ± 5 ℃.The process of washing is carried out 5 times altogether.
Dry-cleaning
The woven fabric that 1 gram is coated with fire retardant was processed 15 minutes under 30 ± 2 ℃ with the electric charge soap (charge soap) (non-ionic surface active agent, anion surfactant and the water that contain 10: 10: 1 weight ratios) of 12.6 milliliters of tetrachloroethanes and 0.265g.Process and altogether carry out 5 times.
(4) color fastness to rubbing
Prepare the polyester woven fabric of the dyeing of fire retardant finishing by add fire retardant in dye bath, and test according to JIS L 0849 use friction analyzer II.By grading, result is estimated, and higher number of degrees represents the better color fastness to rubbing.
(5) to the color fastness of light
According to the method for definition in JIS L 0842, make the polyester textile of the dyeing for preparing with said method be exposed to carbon arc lamp 100 hours, and estimate by grading.Higher number of degrees represents better color fastness to light.
[embodiment 1 to 4]
The component of every kind of formula shown in table 1 is placed in agitator, and stirs with abundant dispersion.Then with a grain grinding machine ZRS (being produced by Ashizawa Finetech Co., Ltd), resulting slurries were processed into particulate with the preparation fire retardant in 4 hours.POE (20) three (2-phenylethyl) phenyl ether sodium sulphate described in table 1 is polyoxyethylene three (2-phenylethyl) the phenyl ether sodium sulphate that contains 20 oxygen ethylene repeating units.
Determine median particle diameter and the average volume diameter of resulting fire retardant, and the stability of visual inspection fire retardant.Then with resulting fire retardant and following parameter (comprise dyeing and soap), textile material is carried out finishing in the anti-flammability finishing, and determine the flame-retardant nature of resulting anti-flammability textile material, to the color fastness of friction with to the color fastness of light.
[anti-flammability finishing]
With small-sized dyeing machine (being produced by Texam Co., Ltd), with undyed polyester 100% top-weight fabric in dye bath, with the ratio of the fabric of 1: 15 and bath and 4.5 bath pH, processed 30 minutes at 130 ℃, described dye bath contains each of fire retardant (with their %owf in table 1) of description in the Kayalon Polyester Black AL 167 (a kind of DISPERSE DYES is produced by Nippon Kayaku Co., Ltd) of 6 fibre weight % and table 1.Then in the middle solution that fabric is being contained the caustic soda that bisulfites that the soaping agent that 1g/ rises (being produced by Matsumoto Yushi-Seiyaku Co., Ltd), 2g/ rise and 2g/ rise of soaping, with the ratio of the fabric of 1: 15 with solution, processed 20 minutes at 80 ℃, rinsing in water, and 170 ℃ of dryings 1 minute, thereby be prepared into the fire-retardant polyester fabric.
Table 1
Figure G2008800039184D00141
Comparative example 1 to 6
Except the component described in using table 2, with embodiment 1 to 4 in identical method prepare fire retardant.Then with the method identical with embodiment 1 to 4, each resulting relatively fire retardant is used for anti-flammability finishing (comprise dyeing and soap).Determine the flame-retardant nature of resulting textile material, to the color fastness of friction with to the color fastness of light.
Table 2
Figure G2008800039184D00151
The fire retardant of embodiment 1 to 4 caused after the anti-flammability finishing textile material, after the anti-flammability finishing in water the textile material of washing 5 times and dry-clean the textile material of 5 times have highly durable flame-retardant nature after the anti-flammability finishing; The color fastness to friction through the excellence of the textile material of finishing; Stability with excellence.On the contrary, the fire retardant of comparative example 1 to 6 has poor stability and separates.Although as in the situation that comparative example 3, the flame-retardant nature that will be given by the fire retardant of comparative example by the amount to obtain that increases fire retardant has been improved to the similar degree of improvement with embodiment 1 to 4, but the fire retardant of comparative example 3 causes color fastness and the poor color fastness to light to friction of the difference of wet spinning fabric.Comparative example 4 and 5 fire retardant cause poor flame-retardant nature and to the color fastness of friction.The fire retardant of comparative example 6 causes the poor color fastness to light.
Industrial usability
Fire retardant of the present invention is suitable for giving the textile material flame-retardant nature.The fire retardant of the present invention that is coated on textile material least is easy to deteriorated textile material, its feel and color fastness thereof, comprises to friction with to the fastness of light.Described fire retardant can obtain washing and dry-clean durable flame-retardant nature with the burden to environment and human body of minimum, and has excellent stability.

Claims (10)

1. fire retardant, described fire retardant are used for giving the textile material flame-retardant nature, and described fire retardant comprises:
Phosphorus compound (A), described phosphorus compound (A) be by chemical formula shown below (1) expression, and have and be not less than the fusing point of 130 ℃;
Surfactant (B), described surfactant (B) comprises anion surfactant; Perhaps described surfactant (B) comprises anion surfactant and non-ionic surface active agent; With
Water;
Wherein said phosphorus compound has the median particle diameter D that is not more than 1 micron 50And wherein said surfactant (B) contains polyoxyalkylene alkyl aryl ether sulfate class,
Described non-ionic surface active agent contains and selects at least a in the group that free the following forms: polyoxyalkylene alkylaryl ethers, polyoxyalkylene castor oil ethers, polyoxyalkylene rilanit special ethers and polyoxyalkylene fatty acid ester,
Figure FDA00002838811800011
R wherein 1, R 2And R 3Can be same to each other or different to each other, and expression can have substituent C 1-24Alkyl, C 2-22Thiazolinyl, C 5-6Alcyl, and aryl or aralkyl,
Wherein said phosphorus compound (A) is triphenylphosphine oxide, and the median particle diameter D of described phosphorus compound (A) 50It is the 0.2-0.6 micron.
2. fire retardant according to claim 1, wherein said surfactant (B) comprises described anion surfactant and described non-ionic surface active agent.
3. fire retardant according to claim 1 and 2, the ratio of wherein said phosphorus compound (A) and described surfactant (B) is respectively in the scope of 20 to 70 % by weight of described fire retardant integral body and 3 to 20 % by weight, and described phosphorus compound (A) is dispersed in water by described surfactant (B).
4. fire retardant according to claim 1 and 2, the ratio of wherein said phosphorus compound (A) and described surfactant (B) is respectively in the scope of 30 to 60 % by weight of described fire retardant integral body and 5 to 15 % by weight, and described phosphorus compound (A) is dispersed in water by described surfactant (B).
5. fire retardant according to claim 1 and 2, wherein said textile material comprises a kind of fiber with higher crystalline region rate at least, and can comprise the fiber that another kind has higher amorphous regions ratio,
But the higher fiber of described crystal region ratio is selected from aromatic polyester, CATION-dyeing polyester, aromatic polyamides, aromatic polyimide and is selected from least a in the copolymer of appointing several monomers of the monomer that consists of above polymer,
The fiber that the amorphous regions ratio is higher is selected from least a in cotton, flax, wool and nylon,
Wherein said aromatic polyester is polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate (PBT), PEN, PBN, poly terephthalic acid/ethylene isophthalate, but described CATION-dyeing polyester is poly terephthalic acid/5-(sodium sulfo group) ethylene isophthalate.
6. fire retardant according to claim 1 and 2, wherein said textile material comprises at least a fiber with higher crystalline region rate, and can comprise the fiber that another kind has higher amorphous regions ratio,
Described fiber with higher crystalline region rate is aromatic polyester, wherein said aromatic polyester is polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate (PBT), PEN, PBN, poly terephthalic acid/ethylene isophthalate
Described fiber with higher amorphous regions ratio is selected from cotton, flax, wool and nylon.
7. method for preparing the anti-flammability textile material, described method comprise with according to claim 1, the step of the described fire retardant finishing of textile materials of any one in 2,3,4,5,
Described finishing step is by in the temperature more than 80 ℃, described textile material was flooded in the bath that contains described fire retardant 2 to 120 minutes and carries out.
8. the method for preparing the anti-flammability textile material according to claim 7, wherein said textile material comprises a kind of fiber with higher crystalline region rate at least, and can comprise the fiber that another kind has higher amorphous regions ratio,
But the higher fiber of described crystal region ratio is selected from aromatic polyester, CATION-dyeing polyester, aromatic polyamides, aromatic polyimide and is selected from least a in the copolymer of appointing several monomers of the monomer that consists of above polymer,
The fiber that the amorphous regions ratio is higher is selected from least a in cotton, flax, wool and nylon,
Wherein said aromatic polyester is polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate (PBT), PEN, PBN, poly terephthalic acid/ethylene isophthalate, but described CATION-dyeing polyester is poly terephthalic acid/5-(sodium sulfo group) ethylene isophthalate.
9. the method for preparing the anti-flammability textile material according to claim 7, wherein said textile material comprises at least a fiber with higher crystalline region rate, and can comprise the fiber that another kind has higher amorphous regions ratio,
Described fiber with higher crystalline region rate is aromatic polyester,
Described fiber with higher amorphous regions ratio is selected from cotton, flax, wool and nylon, and wherein said aromatic polyester is polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate (PBT), PEN, PBN, poly terephthalic acid/ethylene isophthalate.
10. anti-flammability textile material, described anti-flammability textile material is with according to claim 7 or 8 described methods preparations.
CN200880003918.4A 2007-02-28 2008-02-07 Flameproofing agent, flame-retardant fiber and method for producing the same Expired - Fee Related CN101631910B (en)

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