JP4920968B2 - Flame retardant processing method of polyester fiber and flame retardant polyester fiber - Google Patents
Flame retardant processing method of polyester fiber and flame retardant polyester fiber Download PDFInfo
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- JP4920968B2 JP4920968B2 JP2005373916A JP2005373916A JP4920968B2 JP 4920968 B2 JP4920968 B2 JP 4920968B2 JP 2005373916 A JP2005373916 A JP 2005373916A JP 2005373916 A JP2005373916 A JP 2005373916A JP 4920968 B2 JP4920968 B2 JP 4920968B2
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims description 140
- 239000003063 flame retardant Substances 0.000 title claims description 140
- 239000000835 fiber Substances 0.000 title claims description 128
- 229920000728 polyester Polymers 0.000 title claims description 112
- 238000003672 processing method Methods 0.000 title claims description 27
- 239000003795 chemical substances by application Substances 0.000 claims description 75
- 238000012545 processing Methods 0.000 claims description 45
- 238000010438 heat treatment Methods 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 23
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 6
- 238000010025 steaming Methods 0.000 claims description 2
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- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- 238000007639 printing Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
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- 239000004094 surface-active agent Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- QKJHPPYLUSCBOY-UHFFFAOYSA-N 2-(methylamino)ethanesulfonic acid octadecanoic acid Chemical compound CNCCS(O)(=O)=O.CCCCCCCCCCCCCCCCCC(O)=O QKJHPPYLUSCBOY-UHFFFAOYSA-N 0.000 description 1
- CMJUNAQINNWKAU-KTKRTIGZSA-N 2-[[(z)-2-oxononadec-10-enyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)CNCCS(O)(=O)=O CMJUNAQINNWKAU-KTKRTIGZSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- UYRHKGWIOJAOAR-UHFFFAOYSA-N 5-benzyl-5-oxophosphanthridin-6-one Chemical compound C(C1=CC=CC=C1)P1(C(C2=CC=CC=C2C=2C=CC=CC12)=O)=O UYRHKGWIOJAOAR-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
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- 125000006267 biphenyl group Chemical group 0.000 description 1
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- 238000010021 flat screen printing Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
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- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
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- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
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- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
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Landscapes
- Fireproofing Substances (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
本発明はポリエステル系繊維の難燃加工方法及びその難燃加工方法により得られる難燃性ポリエステル系繊維に関する。 The present invention relates to a flame retardant processing method for polyester fibers and a flame retardant polyester fiber obtained by the flame retardant processing method.
従来、ポリエステル系繊維に後加工によって難燃性を付与する方法としては、ヘキサブロモシクロドデカンといったハロゲン化シクロアルカン化合物を難燃成分として、難燃成分を分散剤にて水に分散させてなる難燃加工剤を用いる方法が知られている。 Conventionally, as a method for imparting flame retardancy to a polyester fiber by post-processing, a halogenated cycloalkane compound such as hexabromocyclododecane is used as a flame retardant component, and the flame retardant component is dispersed in water with a dispersant. A method using a flame retardant is known.
しかしながら、近年、地球環境や生活環境の保護への関心が高まっており、ハロゲン系化合物に代えて、ハロゲン元素を含有しないリン系化合物を難燃成分として用いて、ポリエステル系繊維に難燃性を付与することが行われている。例えば、特開２０００−３２８４４５号公報（特許文献１）には、界面活性剤の存在下、乳化分散させたレゾルシノールビス（ジフェニルホスフェート）を含有する乳化組成物を染色液に添加して、染色と同時にポリエステル系繊維に組成物を吸着させる難燃加工方法が開示されている。また、特開２００３−１９３３６８号公報（特許文献２）には、界面活性剤の存在下、溶剤に分散させた１，４−ピペラジンジイルビス（ジアリールホスフェート）等のアリールジアミノホスフェートを含有する難燃加工剤を染色液に添加して、染色と同時にポリエステル系繊維に難燃加工剤を吸着させて乾燥させた後に１７０〜２２０℃で熱処理する難燃加工方法、並びに、ポリエステル系繊維を染色した後に前記難燃加工剤を付着させて乾燥させて１７０〜２２０℃で熱処理する難燃加工方法が開示されている。 However, in recent years, interest in protecting the global environment and living environment has increased, and instead of halogen compounds, phosphorous compounds that do not contain halogen elements are used as flame retardant components, making polyester fibers flame retardant. Giving is done. For example, in JP-A-2000-328445 (Patent Document 1), an emulsion composition containing resorcinol bis (diphenyl phosphate) emulsified and dispersed in the presence of a surfactant is added to a staining solution, At the same time, a flame retardant processing method in which the composition is adsorbed on polyester fibers is disclosed. Japanese Patent Laid-Open No. 2003-193368 (Patent Document 2) discloses a flame retardant containing an aryldiaminophosphate such as 1,4-piperazinediylbis (diarylphosphate) dispersed in a solvent in the presence of a surfactant. After adding a processing agent to the dyeing solution, adsorbing the flame retardant processing agent to the polyester fiber at the same time as the dyeing and drying it, after heat-treating at 170-220 ° C., and after dyeing the polyester fiber There is disclosed a flame retardant processing method in which the flame retardant processing agent is attached and dried and heat-treated at 170 to 220 ° C.
しかしながら、上記文献等に記載のような難燃加工方法においては、リン系難燃剤の内部吸尽率が低いために、ポリエステル系繊維に必ずしも十分な難燃性を付与することができないという問題があった。
本発明は、上記従来技術の有する課題に鑑みてなされたものであり、ポリエステル系繊維に効率良くリン系化合物を内部吸尽せしめることができ、耐久性に優れた難燃性を付与することができる難燃加工方法、並びにその難燃加工方法により得られる難燃性ポリエステル系繊維を提供することを目的とする。 The present invention has been made in view of the above-described problems of the prior art, and can efficiently exhaust a phosphorus-based compound into a polyester fiber and impart flame resistance with excellent durability. An object of the present invention is to provide a flame retardant processing method and a flame retardant polyester fiber obtained by the flame retardant processing method.
本発明者らは、上記目的を達成すべく鋭意研究を重ねた結果、特定のリン酸エステルを難燃加工剤の成分として用い、かかる難燃加工剤をポリエステル系繊維に付与した後に浴中熱処理を施すことにより、優れた難燃性をポリエステル系繊維に効率良く付与できることを見出し、本発明を完成するに至った。 As a result of intensive studies to achieve the above object, the present inventors have used a specific phosphate ester as a component of the flame retardant, and after applying such flame retardant to the polyester fiber, heat treatment in the bath As a result, it was found that excellent flame retardancy can be efficiently imparted to the polyester fiber, and the present invention has been completed.
すなわち、本発明のポリエステル系繊維の難燃加工方法は、下記一般式（１）： That is, the flame retardant processing method of the polyester fiber of the present invention is represented by the following general formula (1):
［式（１）中、ｐは０〜２の整数を表す。］
で表されるリン酸エステルを含む難燃加工剤を付着させたポリエステル系繊維に乾熱処理又は蒸熱処理を施すことによって前記難燃加工剤を前記ポリエステル系繊維に付与し、次いで、前記難燃加工剤が付与された前記ポリエステル系繊維に染色浴中又は染料を含まない浴中において９０〜１５０℃の範囲の温度で浴中熱処理を施すことを特徴とする方法である。
[In formula (1), p represents the integer of 0-2. ]
The flame-retardant processing agent is applied to the polyester-based fiber by subjecting the polyester-based fiber to which the flame-retardant processing agent containing a phosphoric acid ester represented by dry heat treatment or steaming treatment is applied , and then the flame retardant processing. In this method, the polyester fiber to which the agent is applied is subjected to heat treatment in the bath at a temperature in the range of 90 to 150 ° C. in a dye bath or in a bath not containing the dye.
さらに、本発明の難燃性ポリエステル系繊維は、前記ポリエステル系繊維の難燃加工方法により得られたものであることを特徴とするものである。 Furthermore, the flame-retardant polyester fiber of the present invention is obtained by the flame-retardant processing method of the polyester fiber.
本発明によれば、ポリエステル系繊維に効率良くリン系化合物を内部吸尽せしめることができ、耐久性に優れた難燃性を付与することができる難燃加工方法、並びにその難燃加工方法により得られる難燃性ポリエステル系繊維を提供することが可能となる。また、本発明のポリエステル系繊維の難燃加工方法は、従来の難燃加工方法と比較して排水へのリン系化合物の残留量が少なくなるため、廃液の負荷が小さく、環境保護の点でも優れる難燃加工方法である。 According to the present invention, a polyester-based fiber can efficiently exhaust a phosphorus-based compound internally, and a flame-retardant processing method capable of imparting flame resistance with excellent durability, as well as the flame-retardant processing method. It becomes possible to provide the flame-retardant polyester fiber obtained. In addition, the flame retardant processing method of the polyester fiber of the present invention reduces the amount of phosphorus compound remaining in the wastewater compared to the conventional flame retardant processing method, so the load of waste liquid is small, and also in terms of environmental protection It is an excellent flame retardant processing method.
以下、本発明をその好適な実施形態に即して詳細に説明する。 Hereinafter, the present invention will be described in detail with reference to preferred embodiments thereof.
先ず、本発明のポリエステル系繊維の難燃加工方法について説明する。すなわち、本発明のポリエステル系繊維の難燃加工方法は、後述する難燃加工剤をポリエステル系繊維に付与し、染色浴中又は染料を含まない浴中において浴中熱処理を施すことを特徴とする方法である。 First, the flame-retardant processing method of the polyester fiber of the present invention will be described. That is, the flame-retardant processing method for a polyester fiber according to the present invention is characterized in that a flame-retardant processing agent described later is applied to a polyester fiber, and heat treatment in the bath is performed in a dye bath or a bath not containing a dye. Is the method.
本発明に用いられる難燃加工剤は、下記一般式（１）： The flame retardant processing agent used in the present invention has the following general formula (1):
で表されるリン酸エステルを含むものである。 The phosphate ester represented by these is included.
一般式（１）において、ｐは０〜２の整数を表す。このようなリン酸エステルとしては、ジフェニルモノオルソキセニルホスフェート、フェニルジオルソキセニルホスフェート、トリオルソキセニルホスフェートが挙げられる。 In General formula (1), p represents the integer of 0-2. Examples of such phosphoric acid esters include diphenyl monoorthoxenyl phosphate, phenyl diorthoxenyl phosphate, and triorthoxenyl phosphate.
また、本発明で用いられる難燃加工剤は、前記リン酸エステルを水あるいは水及び有機溶剤の混合液に溶解、乳化又は分散させたものであってもよく、前記リン酸エステルを有機溶剤に溶解又は分散させたものであってもよい。このような有機溶剤としては特に限定されないが、例えば、メタノール、エタノール、イソプロパノール等のアルコール類；ベンゼン、トルエン、キシレン等の芳香族炭化水素類；ジオキサン、エチレングリコール等のエーテル類；ジメチルホルムアミド等のアミド類；ジメチルスルホキシド等のスルホキシド類が挙げられる。これらの有機溶剤は、単独で又は二種以上を混合して用いることができる。なお、本発明で用いられる難燃加工剤は、環境への配慮等の観点から、前記リン酸エステルを水に溶解、乳化又は分散させたものであることが好ましい。 Further, the flame retardant processing agent used in the present invention may be one obtained by dissolving, emulsifying or dispersing the phosphate ester in water or a mixed solution of water and an organic solvent, and using the phosphate ester as an organic solvent. It may be dissolved or dispersed. Examples of such organic solvents include, but are not limited to, alcohols such as methanol, ethanol and isopropanol; aromatic hydrocarbons such as benzene, toluene and xylene; ethers such as dioxane and ethylene glycol; dimethylformamide and the like. Amides; Sulfoxides such as dimethyl sulfoxide are exemplified. These organic solvents can be used alone or in admixture of two or more. In addition, it is preferable that the flame retardant processing agent used by this invention is what melt | dissolved, emulsified or disperse | distributed the said phosphate ester in water from viewpoints, such as consideration to an environment.
また、本発明で用いられる難燃加工剤においては、前記リン酸エステルを乳化又は分散させる際に乳化剤又は分散剤を用いることができる。このような乳化剤又は分散剤としては、従来から用いられている乳化剤、分散剤等を適宜選択して使用することができ、特に限定されないが、例えば、高級アルコールアルキレンオキサイド付加物、アルキルフェノールアルキレンオキサイド付加物、スチレン化アルキルフェノールアルキレンオキサイド付加物、スチレン化フェノールアルキレンオキサイド付加物、高級アルキルアミンアルキレンオキサイド付加物等のエーテル型の非イオン界面活性剤；脂肪酸アルキレンオキサイド付加物、多価アルコール脂肪酸エステルアルキレンオキサイド付加物、脂肪酸アミドアルキレンオキサイド付加物、油脂のアルキレンオキサイド付加物、ポリプロピレングリコールエチレンオキサイド付加物等のエーテル−エステル型の非イオン界面活性剤；グリセロールの脂肪酸エステル、ペンタエリスリトールの脂肪酸エステル、ソルビトールの脂肪酸エステル、ソルビタンの脂肪酸エステル、ショ糖の脂肪酸エステル等のエステル型の非イオン界面活性剤；多価アルコールのアルキルエーテル、アルカノールアミン類の脂肪酸アミド等のその他の非イオン界面活性剤；脂肪酸セッケン等のカルボン酸エステル塩のアニオン界面活性剤；高級アルコール硫酸エステル塩、高級アルキルポリアルキレングリコールエーテル硫酸エステル塩、スチレン化アルキルフェノールアルキレンオキサイド付加物スルホン酸塩、スチレン化フェノールアルキレンオキサイド付加物スルホン酸塩、硫酸化油、硫酸化脂肪酸エステル、硫酸化脂肪酸、硫酸化オレフィン等の硫酸エステル塩、アルキルベンゼンスルホン酸塩、アルキルナフタレンスルホン酸塩、ナフタレンスルホン酸等のホルマリン縮合物、α−オレフィンスルホン酸塩、パラフィンスルホン酸塩、スルホコハク酸ジエステル塩等のスルホン酸エステル塩のアニオン界面活性剤；オレオイルメチルタウリンナトリウム、高級アルコールリン酸エステル塩、スチレン化アルキルフェノールアルキレンオキサイド付加物リン酸エステル塩、スチレン化フェノールアルキレンオキサイド付加物リン酸エステル塩等のリン酸エステル塩のアニオン界面活性剤；Ｎ−メチルタウリンオレイン酸塩、Ｎ−メチルタウリンステアリン酸塩等のその他のアニオン界面活性剤が挙げられる。これらの中でも、より安定した乳化分散が可能という観点から、スチレン化アルキルフェノールアルキレンオキサイド付加物、スチレン化フェノールアルキレンオキサイド付加物、スチレン化アルキルフェノールアルキレンオキサイド付加物スルホン酸塩、スチレン化フェノールアルキレンオキサイド付加物スルホン酸塩、高級アルコールリン酸エステル塩スチレン化アルキルフェノールアルキレンオキサイド付加物リン酸エステル塩、スチレン化フェノールアルキレンオキサイド付加物リン酸エステル塩が好ましい。これらの乳化剤又は分散剤は、単独で又は二種以上を混合して用いることができる。 Moreover, in the flame-retardant processing agent used by this invention, an emulsifier or a dispersing agent can be used when emulsifying or dispersing the said phosphate ester. As such an emulsifier or dispersant, conventionally used emulsifiers, dispersants and the like can be appropriately selected and used. Although not particularly limited, for example, higher alcohol alkylene oxide adducts, alkylphenol alkylene oxide additions, and the like. , Styrenated alkylphenol alkylene oxide adducts, styrenated phenol alkylene oxide adducts, ether-type nonionic surfactants such as higher alkylamine alkylene oxide adducts; fatty acid alkylene oxide adducts, polyhydric alcohol fatty acid ester alkylene oxide additions Ether-ester type nonionic surfactants such as products, fatty acid amide alkylene oxide adducts, oil and fat alkylene oxide adducts, polypropylene glycol ethylene oxide adducts, etc .; Ester-type nonionic surfactants such as fatty acid ester of lyserol, fatty acid ester of pentaerythritol, fatty acid ester of sorbitol, fatty acid ester of sorbitan, fatty acid ester of sucrose; alkyl ether of polyhydric alcohol, fatty acid amide of alkanolamines Other anionic surfactants such as fatty acid soaps, anionic surfactants of carboxylic acid ester salts, higher alcohol sulfates, higher alkyl polyalkylene glycol ether sulfates, styrenated alkylphenol alkylene oxide adduct sulfonates , Styrenated phenol alkylene oxide adduct sulfonates, sulfated oils, sulfated fatty acid esters, sulfated fatty acids, sulfated olefins and other sulfate esters, alkylbenzene sulfones Anionic surfactants of sulfonic acid ester salts such as acid salt, alkyl naphthalene sulfonic acid salt, formalin condensate such as naphthalene sulfonic acid, α-olefin sulfonic acid salt, paraffin sulfonic acid salt, sulfosuccinic acid diester salt; oleoyl methyl taurine Anionic surfactants of phosphoric acid ester salts such as sodium, higher alcohol phosphoric acid ester salts, styrenated alkylphenol alkylene oxide adduct phosphoric acid ester salts, styrenated phenol alkylene oxide adduct phosphoric acid ester salts; N-methyl taurine oleic acid Other anionic surfactants such as salts and N-methyltaurine stearate can be mentioned. Among these, styrenated alkylphenol alkylene oxide adduct, styrenated phenolalkylene oxide adduct, styrenated alkylphenol alkylene oxide adduct sulfonate, styrenated phenol alkylene oxide adduct sulfone from the viewpoint that more stable emulsification dispersion is possible. Acid salts, higher alcohol phosphate esters, styrenated alkylphenol alkylene oxide adduct phosphate esters, and styrenated phenol alkylene oxide adduct phosphate esters are preferred. These emulsifiers or dispersants can be used alone or in admixture of two or more.
このような乳化剤又は分散剤の使用量は特に制限されないが、前記一般式（１）で表されるリン酸エステル１００質量部に対して、１〜５０質量部であることが好ましく、１〜３０質量部であることが特に好ましい。このような乳化剤又は分散剤の使用量が前記下限未満であると難燃加工剤のエマルジョンの安定性が不良となる傾向があり、他方、前記上限を超えると、前記一般式（１）で表されるリン酸エステルのポリエステル系繊維への付着量又は吸尽量の低下を招き難燃性が低下する傾向がある。 Although the usage-amount of such an emulsifier or a dispersing agent is not restrict | limited in particular, It is preferable that it is 1-50 mass parts with respect to 100 mass parts of phosphate ester represented with the said General formula (1), 1-30 The part by mass is particularly preferred. If the amount of the emulsifier or dispersant used is less than the lower limit, the stability of the flame retardant emulsion tends to be poor. On the other hand, if the amount exceeds the upper limit, it is represented by the general formula (1). There is a tendency that the amount of phosphoric acid ester to be adhered to the polyester fiber is reduced or the amount of exhaustion is reduced, and the flame retardancy is lowered.
さらに、本発明で用いられる難燃加工剤が分散液である場合には、例えば、ポリビニルアルコール、メチルセルロース、カルボキシメチルセルロース、ヒドロキシエチルセルロース、ザンタンガム、デンプン糊等の分散安定化剤を使用することができる。 Furthermore, when the flame retardant processing agent used in the present invention is a dispersion, for example, a dispersion stabilizer such as polyvinyl alcohol, methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, xanthan gum, starch paste and the like can be used.
このような分散安定化剤の含有量は特に制限されないが、難燃加工剤の全質量に対して、好ましくは０．０５〜５質量％、特に好ましくは０．１〜３質量％である。このような分散安定化剤の含有量が前記下限未満であると、前記一般式（１）で表されるリン酸エステルの凝集や沈降が十分に抑制されない傾向にあり、他方、前記上限を超えると分散液の粘性が増大し、難燃加工剤がポリエステル系繊維内部に十分に吸尽されず、難燃性が低下する傾向にある。また、このような分散安定化剤の平均分子量は特に制限されず、前記一般式（１）で表されるリン酸エステルの凝集や沈降がより確実に防止されるように平均分子量を適宜調整することが好ましい。 The content of such a dispersion stabilizer is not particularly limited, but is preferably 0.05 to 5% by mass, particularly preferably 0.1 to 3% by mass, based on the total mass of the flame retardant processing agent. When the content of such a dispersion stabilizer is less than the lower limit, aggregation and precipitation of the phosphate ester represented by the general formula (1) tend not to be sufficiently suppressed, and on the other hand, exceeds the upper limit. And the viscosity of the dispersion increases, the flame retardant finish is not sufficiently exhausted inside the polyester fiber, and the flame retardancy tends to decrease. Moreover, the average molecular weight of such a dispersion stabilizer is not particularly limited, and the average molecular weight is appropriately adjusted so that aggregation and sedimentation of the phosphate ester represented by the general formula (1) can be more reliably prevented. It is preferable.
また、本発明においては、以上説明したような難燃加工剤の他に従来から用いられている他の繊維用加工剤を、難燃性を損なわない程度に難燃加工剤と併用することもできる。このような繊維用加工剤としては、例えば、帯電防止剤、撥水撥油剤、防汚剤、硬仕上剤、風合調整剤、柔軟剤、抗菌剤、吸水剤、スリップ防止剤、耐光堅牢度向上剤が挙げられる。 In the present invention, in addition to the above-described flame retardant processing agent, other conventionally used fiber processing agents may be used in combination with the flame retardant processing agent to the extent that flame retardancy is not impaired. it can. Examples of such fiber processing agents include antistatic agents, water and oil repellents, antifouling agents, hard finishes, texture modifiers, softeners, antibacterial agents, water absorbing agents, antislip agents, and light fastness. An improver is mentioned.
本発明で用いられるポリエステル系繊維としては、特に限定されないが、例えば、レギュラーポリエステル繊維、カチオン可染ポリエステル繊維、再生ポリエステル繊維、又はこれら２種以上からなるポリエステル繊維が挙げられる。また、このようなポリエステル繊維と綿、麻、絹、羊毛等の天然繊維；レーヨン、アセテート等の半合成繊維；ナイロン、アクリル、ポリアミド等の合成繊維；炭素繊維、ガラス繊維、セラミックス繊維、アスベスト繊維、金属繊維等の無機繊維；又はこれら２種以上からなる繊維との混紡により得られる複合繊維をポリエステル系繊維として用いてもよい。さらに本発明で用いられるポリエステル系繊維の形態としては特に制限されず、糸、トウ、トップ、カセ、織物、編み物、不織布、ロープ等の形態であってもよい。 Although it does not specifically limit as a polyester-type fiber used by this invention, For example, a regular polyester fiber, a cation dyeable polyester fiber, a regenerated polyester fiber, or the polyester fiber which consists of these 2 or more types is mentioned. In addition, such polyester fibers and natural fibers such as cotton, hemp, silk and wool; semi-synthetic fibers such as rayon and acetate; synthetic fibers such as nylon, acrylic and polyamide; carbon fibers, glass fibers, ceramic fibers and asbestos fibers In addition, inorganic fibers such as metal fibers; or composite fibers obtained by blending with fibers composed of two or more of these may be used as polyester fibers. Furthermore, it does not restrict | limit especially as a form of the polyester-type fiber used by this invention, Forms, such as a thread | yarn, a tow, a top, a casserole, a woven fabric, a knitted fabric, a nonwoven fabric, a rope, may be sufficient.
本発明のポリエステル系繊維の難燃加工方法は、前述した難燃加工剤を前述したポリエステル系繊維に付与し、染色浴中又は染料を含まない浴中において浴中熱処理を施すことを特徴とする方法である。 The flame-retardant processing method for polyester fiber according to the present invention is characterized in that the above-mentioned flame retardant processing agent is applied to the above-mentioned polyester fiber and heat-treated in the bath in a dye bath or in a bath not containing a dye. Is the method.
先ず、前記難燃加工剤を前記ポリエステル系繊維に付与する方法について説明する。このように難燃加工剤をポリエステル系繊維に付与する方法は、ディッピング、パディング、スプレー、コーティング、プリント等の塗布方法によって前記難燃加工剤を前記ポリエステル系繊維に付着させた後に、乾熱処理、飽和常圧スチーム処理、加熱スチーム処理、高圧スチーム処理等の蒸熱処理によって熱処理をする方法である。このような熱処理においては、熱処理温度が１１０〜２１０℃の範囲であることが好ましい。熱処理温度が前記下限未満では、難燃加工剤の乾燥が不十分であり、後の工程において難燃加工剤の脱落により難燃性が不十分となる傾向にあり、他方、前記上限を超えると、ポリエステル系繊維の変色や脆化が起こる傾向にある。また、このような熱処理においては、熱処理時間が１０秒〜１０分の範囲であることが好ましい。熱処理時間が前記下限未満では、難燃加工剤の乾燥が不十分であり、後の工程において難燃加工剤の脱落により難燃性が不十分となる傾向にあり、他方、前記上限を超えると、ポリエステル系繊維の黄変や脆化が起こる傾向にある。 First, a method for applying the flame retardant agent to the polyester fiber will be described. As described above, the method for applying the flame retardant to the polyester fiber is a dry heat treatment after the flame retardant is attached to the polyester fiber by a coating method such as dipping, padding, spraying, coating, or printing. In this method, heat treatment is performed by steam heat treatment such as saturated atmospheric steam treatment, heating steam treatment, and high-pressure steam treatment. In such heat treatment, the heat treatment temperature is preferably in the range of 110 to 210 ° C. If the heat treatment temperature is less than the lower limit, drying of the flame retardant processing agent is insufficient, and the flame retardancy tends to be insufficient due to dropping off of the flame retardant processing agent in a later step, while, on the other hand, exceeding the upper limit. The polyester fibers tend to discolor and embrittle. In such heat treatment, the heat treatment time is preferably in the range of 10 seconds to 10 minutes. When the heat treatment time is less than the lower limit, the flame retardant processing agent is not sufficiently dried, and the flame retardancy tends to be insufficient due to the dropping of the flame retardant processing agent in a later step. The polyester fiber tends to yellow or embrittle.
なお、このような塗布方法としてコーティングを用いる場合には、前記難燃加工剤を加工に適した粘度に調整したものを用いてもよく、このような難燃加工剤を含む液体を泡状にして前記ポリエステル系繊維に付着させる泡加工コーティングを用いてもよい。このような泡加工コーティングによれば、起泡した難燃加工剤を含む液体を必要量ポリエステル系繊維に付着させることができ、従って乾燥に要するエネルギー及び時間を大幅に短縮することができ、且つ難燃加工剤を無駄なく使用することができる。加工に適した粘度に調整するための粘度調整剤としては、特に限定されないが、例えば、ポリビニルアルコール、メチルセルロース、プロピルセルロース、カルボキシメチルセルロース、ヒドロキシエチルセルロース、ザンタンガム、デンプン糊が挙げられる。また、このような塗布方法としてコーティングを用いる場合には、例えば、エアードクターコーター、ブレードコーター、ロッドコーター、ナイフコーター、スクイズコーター、リバースコーター、トランスファーコーター、グラビアコーター、キスロールコーター、キャストコーター、カーテンコーター、カレンダーコーター等のコーターを使用することができる。さらに、このような塗布方法としてスプレーを用いる場合には、圧搾空気により前記難燃加工剤を含む液体を霧状にして吹き付けるエアースプレー、液圧霧化方式のエアースプレー等を使用することができる。さらに、このような塗布方法としてプリントを用いる場合には、例えば、ローラー捺染機、フラットスクリーン捺染機、ロータリースクリーン捺染機等を使用することができる。 In addition, when using coating as such an application method, you may use what adjusted the said flame retardant processing agent to the viscosity suitable for processing, and make the liquid containing such a flame retardant processing agent foam. A foam-processed coating that adheres to the polyester fiber may be used. According to such a foam processing coating, the required amount of liquid containing the flame retardant processing agent can be adhered to the polyester fiber, and thus the energy and time required for drying can be greatly reduced, and The flame retardant finish can be used without waste. Although it does not specifically limit as a viscosity modifier for adjusting to the viscosity suitable for a process, For example, polyvinyl alcohol, methylcellulose, propylcellulose, carboxymethylcellulose, hydroxyethylcellulose, xanthan gum, starch paste is mentioned. Moreover, when using coating as such an application method, for example, an air doctor coater, a blade coater, a rod coater, a knife coater, a squeeze coater, a reverse coater, a transfer coater, a gravure coater, a kiss roll coater, a cast coater, a curtain A coater such as a coater or a calendar coater can be used. Furthermore, when using a spray as such a coating method, an air spray that sprays the liquid containing the flame retardant processing agent in a mist state with compressed air, a hydraulic atomization type air spray, or the like can be used. . Furthermore, when using printing as such a coating method, for example, a roller printing machine, a flat screen printing machine, a rotary screen printing machine, or the like can be used.
次に、難燃加工剤が付与されたポリエステル系繊維に対して染色浴中又は染料を含まない浴中において浴中熱処理を施す方法について説明する。このように染色浴中又は染料を含まない浴中において浴中熱処理を施す方法は、前述のようにして前記難燃加工剤を前記ポリエステル系繊維に付与した後に、染色浴中又は染料を含まない浴中に難燃加工剤が付与されたポリエステル系繊維を浸漬して浴中熱処理を施すことによって、前記難燃加工剤を前記ポリエステル系繊維の繊維内部に吸尽させる方法である。そして、本発明においては、ポリエステル系繊維に耐久性に優れた難燃性を付与するという観点から、難燃加工剤が付与されたポリエステル系繊維に対して浴中熱処理を施すことが必要である。このような浴中熱処理においては、熱処理温度が９０〜１５０℃の範囲であることが好ましく、１１０〜１４０℃の範囲であることがより好ましい。浴中での熱処理温度が前記下限未満では、難燃加工剤がポリエステル系繊維内部に十分に吸尽されず、難燃性が不十分となる傾向にあり、他方、前記上限を超えるとポリエステル系繊維の変化や脆化が起こる傾向にある。また、このような浴中熱処理においては、熱処理時間が１０〜６０分の範囲であることが好ましい。浴中での熱処理時間が前記下限未満では、難燃加工剤がポリエステル系繊維内部に十分に吸尽されず、難燃性が不十分となる傾向にあり、他方、前記上限を超えるとポリエステル系繊維の変化や脆化が起こる傾向にある。 Next, a method for performing heat treatment in a bath in a dye bath or a bath containing no dye on a polyester fiber to which a flame retardant finish has been applied will be described. In this way, the method of performing the heat treatment in the bath in the dye bath or in the bath not containing the dye, after applying the flame retardant finish to the polyester fiber as described above, does not contain the dye bath or the dye. This is a method of exhausting the flame retardant processing agent inside the fibers of the polyester fiber by immersing the polyester fiber to which the flame retardant processing agent is applied in a bath and performing heat treatment in the bath. In the present invention, from the viewpoint of imparting excellent flame resistance to the polyester fiber, it is necessary to heat-treat the polyester fiber to which the flame retardant is applied in the bath. . In such heat treatment in the bath, the heat treatment temperature is preferably in the range of 90 to 150 ° C, and more preferably in the range of 110 to 140 ° C. If the heat treatment temperature in the bath is less than the lower limit, the flame retardant processing agent is not exhausted sufficiently inside the polyester fiber, and the flame retardancy tends to be insufficient. Fiber changes and embrittlement tend to occur. In such a heat treatment in the bath, the heat treatment time is preferably in the range of 10 to 60 minutes. When the heat treatment time in the bath is less than the lower limit, the flame retardant finish is not exhausted sufficiently in the polyester fiber, and the flame retardancy tends to be insufficient. Fiber changes and embrittlement tend to occur.
さらに、このような浴中熱処理においては、例えば、液流染色機、ビーム染色機、チーズ染色機を使用することができる。また、このような浴中熱処理における浴の条件としては、ｐＨが３〜７の範囲であることが好ましい。ｐＨが前記上限を超えるとリン酸エステルの加水分解により難燃性が低下する傾向にある。なお、このような浴中熱処理においては、前記難燃加工剤を前記ポリエステル系繊維の繊維内部に吸尽させると同時に分散染料や蛍光染料を用いて染色することもできる。また、このような浴中熱処理の後に分散染料や蛍光染料を用いて染色する処理を施してもよい。 Furthermore, in such a heat treatment in a bath, for example, a liquid dyeing machine, a beam dyeing machine, or a cheese dyeing machine can be used. Moreover, as conditions of the bath in such heat processing in a bath, it is preferable that pH is the range of 3-7. If the pH exceeds the upper limit, the flame retardancy tends to decrease due to hydrolysis of the phosphate ester. In such a heat treatment in a bath, the flame retardant finish can be exhausted into the fibers of the polyester fiber and simultaneously dyed with a disperse dye or a fluorescent dye. Moreover, you may give the process dye | stained using a disperse dye and a fluorescent dye after such heat processing in a bath.
以上説明したような本発明のポリエステル系繊維の難燃加工方法においては、前記ポリエステル系繊維に付与される前記リン酸エステルの量については特に制限されないが、通常は前記ポリエステル系繊維に対する前記リン酸エステルの吸着率が０．１〜３０％ｏ．ｗ．ｆ．であることが好ましく、０．３〜２５％ｏ．ｗ．ｆ．であることがより好ましい。リン酸エステルの吸着率が０．１％ｏ．ｗ．ｆ．未満であると、十分な難燃性の安定化効果が発揮されない傾向にある。他方、リン酸エステルの吸着率が高いほど、難燃性安定化の効果は大きくなるが、リン酸エステルの吸着率が３０％ｏ．ｗ．ｆ．を超えると、風合の低下が問題となる傾向にある。 In the flame-retardant processing method of the polyester fiber of the present invention as described above, the amount of the phosphate ester imparted to the polyester fiber is not particularly limited, but usually the phosphoric acid with respect to the polyester fiber. Ester adsorption rate of 0.1-30% o.d. w. f. Is preferably 0.3 to 25% o. w. f. It is more preferable that Phosphate ester adsorption rate of 0.1% o.d. w. f. If it is less than the range, sufficient flame retardancy stabilizing effect tends not to be exhibited. On the other hand, the higher the phosphate ester adsorption rate, the greater the effect of stabilizing the flame retardancy, but the phosphate ester adsorption rate is 30% o. w. f. If it exceeds, the decrease in texture tends to be a problem.
また、本発明のポリエステル系繊維の難燃加工方法においては、浴中熱処理を施した後に、通常の公知の方法によってポリエステル系繊維のソーピング処理を行い、ポリエステル系繊維に強固に固着せず、繊維内部に吸尽されず表面に付着しているだけのリン酸エステルを除去することが好ましい。このようなソーピング処理に用いられる洗浄剤としては、アニオン界面活性剤、非イオン界面活性剤、両性界面活性剤、及びこれらが配合された洗剤を用いることができる。また、このようなソーピング処理においては、処理温度が４０〜１００℃の範囲であることが好ましく、ｐＨが８〜１２の範囲であることが好ましい。 Further, in the flame-retardant processing method of the polyester fiber of the present invention, after the heat treatment in the bath, the polyester fiber is soaped by an ordinary known method, and the fiber is not firmly fixed to the polyester fiber. It is preferable to remove the phosphate ester which is not exhausted inside and is only attached to the surface. As a cleaning agent used for such a soaping treatment, an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, and a detergent containing these can be used. Moreover, in such a soaping process, it is preferable that process temperature is the range of 40-100 degreeC, and it is preferable that pH is the range of 8-12.
本発明の難燃性ポリエステル系繊維は、前述したポリエステル系繊維の難燃加工方法により得られたものであることを特徴とするものである。このような難燃性ポリエステル系繊維は、優れた難燃性を有しており、特に洗濯やドライクリーニング等による劣化が十分に抑制された難燃性、すなわち耐久性に優れた難燃性を有しているものである。 The flame-retardant polyester fiber of the present invention is obtained by the above-described flame-retardant processing method for polyester fiber. Such a flame-retardant polyester fiber has excellent flame retardancy, and in particular, flame retardancy in which deterioration due to washing or dry cleaning is sufficiently suppressed, that is, flame retardancy excellent in durability. It is what you have.
以下、実施例及び比較例に基づいて本発明をより具体的に説明するが、本発明はこれらの実施例によりなんら限定されるものではない。なお、ポリエステル系繊維の難燃性及び難燃加工剤の吸尽量は以下の方法により評価した。 EXAMPLES Hereinafter, although this invention is demonstrated more concretely based on an Example and a comparative example, this invention is not limited at all by these Examples. In addition, the flame retardance of the polyester fiber and the exhausted amount of the flame retardant were evaluated by the following methods.
（i）ポリエステル系繊維の難燃性
水洗い洗濯なしの試料として、得られた難燃性ポリエステル系繊維を用いた。また、水洗い洗濯した後の試料として、ＪＩＳ Ｌ １０９１に記載の方法に準じて難燃性ポリエステル系繊維を水洗い洗濯したものを用いた。さらに、ドライクリーニング後の試料として、ＪＩＳ Ｌ １０１８に記載の方法に準じて難燃性ポリエステル系繊維をドライクリーニングしたものを用いた。これらの試料を用いて、ＪＩＳ Ｌ １０９１に記載されているＤ法に準じて測定した。すなわち、先ず、幅１００ｍｍ、質量１ｇの試料を、幅１００ｍｍに丸めて試料支持コイル内に挿入し、４５°の傾斜に保持した。次に、バーナーの炎が試料支持コイル内の試料最下端に接する位置になるように調節し、試料が溶融しつつ燃焼を停止するまで加熱する。そして、バーナーの炎が残った試料の最下端に接する位置になるように調節し直して、上記と同様の試験を行い、試料の最下端から９０ｍｍのところが溶融し燃焼するまでこの試験を繰り返した。このようにして測定した接炎回数（回）に基づいてポリエステル系繊維の難燃性を評価した。
(I) Flame retardancy of polyester fiber The obtained flame retardant polyester fiber was used as a sample without washing and washing. Further, as a sample after washing and washing with water, a sample obtained by washing and washing a flame-retardant polyester fiber according to the method described in JIS L 1091 was used. Further, as a sample after dry cleaning, a product obtained by dry cleaning a flame-retardant polyester fiber according to the method described in JIS L 1018 was used. Using these samples, measurement was performed according to the method D described in JIS L 1091. That is, first, a sample having a width of 100 mm and a mass of 1 g was rounded to a width of 100 mm, inserted into a sample support coil, and held at a 45 ° inclination. Next, the burner flame is adjusted so as to be in contact with the lowermost end of the sample in the sample support coil, and the sample is heated until the combustion is stopped while melting. Then, the burner flame was adjusted again so as to be in contact with the lowermost end of the sample, and the same test as described above was performed. This test was repeated until 90 mm from the lowermost end of the sample was melted and burned. . The flame retardancy of the polyester fiber was evaluated based on the number of times of flame contact (times) thus measured.
（ii）難燃加工剤の吸着率
ポリエステル系繊維に難燃加工を施す前の乾燥質量と、ポリエステル系繊維に難燃加工を施した後の乾燥質量とを測定し、それらの測定値から難燃加工剤の吸着質量を算出した。そして、ポリエステル系繊維に難燃加工を施す前の乾燥質量に対する難燃加工剤の吸着量の割合を百分率で表示した。
(Ii) Adsorption rate of flame retardant finishing agent The dry mass before the flame retardant treatment of the polyester fiber and the dry mass after the flame retardant treatment of the polyester fiber are measured. The adsorption mass of the flame retardant was calculated. And the ratio of the adsorption amount of the flame retardant processing agent with respect to the dry mass before performing a flame retardant processing to a polyester-type fiber was displayed by the percentage.
（難燃加工剤Ａの調製）
ジフェニルモノオルソキセニルホスフェート４０ｇと、トリスチレン化フェノールのエチレンオキサイド１５モル付加物の硫酸エステルアンモニウム塩の５０質量％水溶液２０ｇとの混合物に、撹拌しながら水４０ｇを徐々に添加して乳化分散せしめ、ポリエステル系繊維用難燃加工剤Ａを得た。得られた難燃加工剤Ａについて、レーザー回折式粒度分布測定装置［ＳＡＬＤ−１０００、（株）島津製作所製］を用いて乳化物の平均粒径を測定した結果、０．３μｍであった。また、得られた難燃加工剤Ａの乳化安定性は良好であった。
(Preparation of flame retardant finishing agent A)
40 g of water is gradually added to a mixture of 40 g of diphenylmonoorthoxenyl phosphate and 20 g of a 50 mass% aqueous solution of ammonium sulfate of 15 mol adduct of ethylene oxide of tristyrenated phenol, and the mixture is emulsified and dispersed. The flame retardant processing agent A for polyester fiber was obtained. The obtained flame retardant finishing agent A was measured to measure the average particle size of the emulsion using a laser diffraction particle size distribution analyzer [SALD-1000, manufactured by Shimadzu Corporation] and found to be 0.3 μm. Moreover, the emulsification stability of the obtained flame retardant finishing agent A was good.
（難燃加工剤Ｂの調製）
フェニルジオルソキセニルホスフェート４０ｇと、トリスチレン化フェノールのエチレンオキサイド１５モル付加物の硫酸エステルアンモニウム塩の５０質量％水溶液２０ｇとの混合物に、撹拌しながら水４０ｇを徐々に添加して乳化分散せしめ、ポリエステル系繊維用難燃加工剤Ｂを得た。得られた難燃加工剤Ｂの乳化物の平均粒径は０．３μｍであり、乳化安定性は良好であった。
(Preparation of flame retardant finishing agent B)
40 g of water was gradually added with stirring to a mixture of 40 g of phenyl diorxoxenyl phosphate and 20 g of a 50 mass% aqueous solution of ammonium sulfate of 15 mol adduct of ethylene oxide of tristyrenated phenol, and the mixture was emulsified and dispersed. A flame retardant finishing agent B for polyester fibers was obtained. The average particle size of the obtained emulsion of flame retardant finishing agent B was 0.3 μm, and the emulsion stability was good.
（難燃加工剤Ｃの調製）
レゾルシノールビス（ジフェニルホスフェート）４０ｇと、トリスチレン化フェノールのエチレンオキサイド１５モル付加物の硫酸エステルアンモニウム塩の５０質量％水溶液２０ｇとの混合物に、撹拌しながら水４０ｇを徐々に添加して乳化分散せしめ、比較用のポリエステル系繊維用難燃加工剤Ｃを得た。得られた難燃加工剤Ｃの乳化物の平均粒径は０．２μｍであった。また、得られた難燃加工剤Ｃにおいては少量の分離が確認され、乳化安定性は低いものであった。
(Preparation of flame retardant finishing agent C)
40 g of water was gradually added to a mixture of 40 g of resorcinol bis (diphenyl phosphate) and 20 g of a 50 mass% aqueous solution of ammonium sulfate of 15 mol adduct of ethylene oxide of tristyrenated phenol, and the mixture was emulsified and dispersed. The flame retardant processing agent C for polyester fiber for comparison was obtained. The average particle diameter of the obtained emulsion of flame retardant finishing agent C was 0.2 μm. Further, in the obtained flame retardant finishing agent C, a small amount of separation was confirmed, and the emulsion stability was low.
（難燃加工剤Ｄの調製）
１０−ベンジル−９，１０−ジヒドロ−９−オキソ−１０−ホスファフェナントレン−１０−オキシド４０ｇに、分散剤としてトリスチレン化フェノールのエチレンオキサイド１０モル付加物５ｇを加え、これに水５３ｇを攪拌しながら加えた。その後、分散安定化剤としてカルボキシメチルセルロースの１０重量％水溶液２ｇを添加し、白色分散液状の比較用のポリエステル系繊維用難燃加工剤Ｄを得た。得られた難燃加工剤Ｄの乳化物の平均粒径は０．５μｍであった。また、得られた難燃加工剤Ｄにおいては少量の分離が確認され、乳化安定性は低いものであった。
(Preparation of flame retardant finishing agent D)
To 40 g of 10-benzyl-9,10-dihydro-9-oxo-10-phosphaphenanthrene-10-oxide, 5 g of an ethylene oxide 10-mole adduct of tristyrenated phenol was added as a dispersant, and 53 g of water was stirred. Added while. Thereafter, 2 g of a 10% by weight aqueous solution of carboxymethylcellulose was added as a dispersion stabilizer to obtain a comparative flame-retardant finishing agent D for polyester fibers in a white dispersion liquid. The average particle diameter of the obtained emulsion of flame retardant finishing agent D was 0.5 μm. Further, in the obtained flame retardant finishing agent D, a small amount of separation was confirmed, and the emulsion stability was low.
（実施例１）
目付１８０ｇ／ｍ２のレギュラーポリエステル繊維７５質量％とカチオン可染ポリエステル繊維２５質量％との交織未染色布を、難燃加工剤Ａの１０質量％水溶液にて絞り率６０％でパディング処理し、１８０℃で１分間乾熱処理を行って難燃加工剤を付与した。次に、ミニカラー染色機［テクサム社製］を使用し、分散染料［Ｃ．Ｉ．Ｄｉｓｐｅｒｓｅ Ｂｌｕｅ ５６］１％ｏ．ｗ．ｆ．、分散均染剤［日華化学（株）、ニッカサンソルトＲＭ−３４０Ｅ］０.５ｇ／Ｌ、８０質量％酢酸０.３ｍＬ／Ｌを含む染色浴で、浴比１：１５、温度１３０℃の条件で、３０分間難燃加工剤が付与されたポリエステル系繊維に対して浴中熱処理を施した。次いで、浴中熱処理が施されたポリエステル系繊維に対してソーピング剤［日華化学(株)、エスクードＦＲＮ］２ｇ／Ｌ、苛性ソーダ１ｇ／Ｌを含む水溶液を用いて、８０℃で２０分間ソーピング処理を施し、１８０℃で１分間乾燥して、難燃性ポリエステル系繊維を得た。
Example 1
Padding treatment of unwoven fabric with 75% by mass of regular polyester fiber having a basis weight of 180 g / m 2 and 25% by mass of cationic dyeable polyester fiber with a 10% by mass aqueous solution of flame retardant finishing agent A at a drawing rate of 60%, A heat treatment was performed at 180 ° C. for 1 minute to give a flame retardant. Next, using a mini-color dyeing machine [manufactured by Tecsum Co., Ltd.] I. Disperse Blue 56] 1% o. w. f. Dispersion leveling agent [Nikka Chemical Co., Ltd., Nikkasan Salt RM-340E] 0.5 g / L, 80% by mass acetic acid 0.3 mL / L, bath ratio 1:15, temperature 130 ° C. Under the conditions, heat treatment in a bath was performed on the polyester fibers to which the flame retardant was applied for 30 minutes. Next, a soaping agent [Nikka Chemical Co., Ltd., Esucudo FRN] 2 g / L, an aqueous solution containing 1 g / L of caustic soda is used for 20 minutes at 80 ° C. for the polyester fiber that has been heat-treated in the bath. And dried at 180 ° C. for 1 minute to obtain a flame-retardant polyester fiber.
（実施例２）
実施例１で使用した難燃加工剤Ａに代えて難燃加工剤Ｂを用いた以外は実施例１と同様にして難燃性ポリエステル系繊維を得た。
(Example 2)
A flame retardant polyester fiber was obtained in the same manner as in Example 1 except that the flame retardant finish B was used instead of the flame retardant finish A used in Example 1.
（実施例３）
目付１８０ｇ／ｍ２のレギュラーポリエステル繊維７５質量％とカチオン可染ポリエステル繊維２５質量％との交織未染色布を、難燃加工剤Ａの１０質量％水溶液にて絞り率６０％でパディング処理し、１８０℃で１分間乾熱処理を行って難燃加工剤を付与した。次に、ミニカラー染色機［テクサム社］を使用し、８０質量％酢酸０.３ｍＬ／Ｌを含む加工浴で、浴比１：１５、温度１３０℃の条件で、３０分間難燃加工剤が付与されたポリエステル系繊維に対して浴中熱処理を施した。次いで、浴中熱処理が施されたポリエステル系繊維に対してソーピング剤［日華化学(株)、エスクードＦＲＮ］２ｇ／Ｌ、苛性ソーダ１ｇ／Ｌを含む水溶液を用いて、８０℃で２０分間ソーピング処理を施し、１８０℃で１分間乾燥して、難燃性ポリエステル系繊維を得た。
(Example 3)
Padding treatment of unwoven fabric with 75% by mass of regular polyester fiber having a basis weight of 180 g / m 2 and 25% by mass of cationic dyeable polyester fiber with a 10% by mass aqueous solution of flame retardant finishing agent A at a drawing rate of 60%, A heat treatment was performed at 180 ° C. for 1 minute to give a flame retardant. Next, using a mini-color dyeing machine [Teksum Co., Ltd.], a processing bath containing 0.3 mL / L of 80% by mass acetic acid is used for 30 minutes under conditions of a bath ratio of 1:15 and a temperature of 130 ° C. The applied polyester fiber was heat-treated in the bath. Next, a soaping agent [Nikka Chemical Co., Ltd., Esucudo FRN] 2 g / L, an aqueous solution containing 1 g / L of caustic soda is used for 20 minutes at 80 ° C. for the polyester fiber that has been heat-treated in the bath. And dried at 180 ° C. for 1 minute to obtain a flame-retardant polyester fiber.
（比較例１）
実施例１で使用した難燃加工剤Ａに代えて難燃加工剤Ｃを用いた以外は実施例１と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 1)
A comparative polyester fiber was obtained in the same manner as in Example 1 except that the flame retardant finishing agent C was used instead of the flame retardant finishing agent A used in Example 1.
（比較例２）
実施例１で使用した難燃加工剤Ａに代えて難燃加工剤Ｄを用いた以外は実施例１と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 2)
A comparative polyester fiber was obtained in the same manner as in Example 1 except that the flame retardant finishing agent D was used instead of the flame retardant finishing agent A used in Example 1.
（比較例３）
目付１８０ｇ／ｍ２のレギュラーポリエステル繊維７５質量％とカチオン可染ポリエステル繊維２５質量％との交織未染色布に対して、ミニカラー染色機［テクサム社］を使用し難燃加工剤Ａ６％ｏ．ｗ．ｆ．、分散染料［Ｃ.Ｉ.Ｄｉｓｐｅｒｓｅ Ｂｌｕｅ ５６］１％ｏ.ｗ.ｆ.、分散均染剤［日華化学(株)、ニッカサンソルトＲＭ−３４０Ｅ］０.５ｇ／Ｌ、８０質量％酢酸０.３ｍＬ／Ｌを含む染色浴で、浴比１：１５、温度１３０℃の条件で、３０分間浴中熱処理を施した。次いで、浴中熱処理が施されたポリエステル系繊維に対してソーピング剤［日華化学(株)、エスクードＦＲＮ］２ｇ／Ｌ、苛性ソーダ１ｇ／Ｌを含む水溶液を用いて、８０℃で２０分間ソーピング処理を施し、１８０℃で１分間乾燥して、比較用のポリエステル系繊維を得た。
(Comparative Example 3)
Basis weight 180 g / Regular polyester fibers 75% by weight of m 2 and against union undyed fabric with 25 wt% cationic dyeable polyester fiber, using a mini-color dyeing machine [Tekusamu Inc.] flame retardant processing agent A6% o. w. f. Disperse dye [CI Disperse Blue 56] 1% o.w.f., disperse leveling agent [Nika Kagaku Co., Ltd., Nikkasan Salt RM-340E] 0.5 g / L, 80% by mass acetic acid A dyeing bath containing 0.3 mL / L was subjected to heat treatment in the bath for 30 minutes under the conditions of a bath ratio of 1:15 and a temperature of 130 ° C. Next, a soaping agent [Nikka Chemical Co., Ltd., Esucudo FRN] 2 g / L, an aqueous solution containing 1 g / L of caustic soda is used for 20 minutes at 80 ° C. for the polyester fiber that has been heat-treated in the bath. And dried at 180 ° C. for 1 minute to obtain a polyester fiber for comparison.
（比較例４）
比較例３で使用した難燃加工剤Ａに代えて難燃加工剤Ｃを用いた以外は比較例３と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 4)
A comparative polyester fiber was obtained in the same manner as in Comparative Example 3 except that the flame retardant finishing agent C was used instead of the flame retardant finishing agent A used in Comparative Example 3.
（比較例５）
比較例３で使用した難燃加工剤Ａに代えて難燃加工剤Ｄを用いた以外は比較例３と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 5)
A comparative polyester fiber was obtained in the same manner as in Comparative Example 3 except that the flame retardant finishing agent D was used instead of the flame retardant finishing agent A used in Comparative Example 3.
（比較例６）
目付１８０ｇ／ｍ２のレギュラーポリエステル繊維７５質量％とカチオン可染ポリエステル繊維２５質量％との交織未染色布を、ミニカラー染色機［テクサム社］を使用し、分散染料［Ｃ.Ｉ.Ｄｉｓｐｅｒｓｅ Ｂｌｕｅ ５６］１％ｏ.ｗ.ｆ.、分散均染剤［日華化学(株)、ニッカサンソルトＲＭ−３４０Ｅ］０.５ｇ／Ｌ、８０質量％酢酸０.３ｍＬ／Ｌを含む染色浴で、浴比１：１５、温度１３０℃の条件で、３０分間処理して染色した。染色布を乾燥後、難燃加工剤Ａの１０質量％水溶液にて絞り率６０％でパディング処理して１８０℃で１分間の乾熱処理を行った。次いで、難燃加工剤が付与されたポリエステル系繊維に対してソーピング剤［日華化学(株)、エスクードＦＲＮ］２ｇ／Ｌ、苛性ソーダ１ｇ／Ｌを含む水溶液を用いて、８０℃で２０分間ソーピング処理を施し、１８０℃で１分間乾燥して、比較用のポリエステル系繊維を得た。
(Comparative Example 6)
Using a mini-color dyeing machine [Texam Co., Ltd.], a disperse dye [CI Disperse Blue] is applied to an undyed fabric of 75% by weight of regular polyester fiber having a basis weight of 180 g / m 2 and 25% by weight of cationic dyeable polyester fiber. 56] In a dyeing bath containing 1% o.w., dispersive leveling agent [Nikka Chemical Co., Ltd., Nikkasan Salt RM-340E] 0.5 g / L, 80% by mass acetic acid 0.3 mL / L The dyeing was carried out for 30 minutes under conditions of a bath ratio of 1:15 and a temperature of 130 ° C. After the dyed cloth was dried, it was padded with a 10% by weight aqueous solution of flame retardant finishing agent A at a drawing rate of 60% and subjected to a dry heat treatment at 180 ° C. for 1 minute. Next, the polyester fiber to which the flame retardant finish is applied is soaped at 80 ° C. for 20 minutes using an aqueous solution containing a soaping agent [Nikka Chemical Co., Ltd., Esucudo FRN] 2 g / L and caustic soda 1 g / L. Treatment was carried out and dried at 180 ° C. for 1 minute to obtain a polyester fiber for comparison.
（比較例７）
比較例６で使用した難燃加工剤Ａに代えて難燃加工剤Ｃを用いた以外は比較例６と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 7)
A comparative polyester fiber was obtained in the same manner as in Comparative Example 6 except that the flame retardant finishing agent C was used instead of the flame retardant finishing agent A used in Comparative Example 6.
（比較例８）
比較例６で使用した難燃加工剤Ａに代えて難燃加工剤Ｄを用いた以外は比較例６と同様にして比較用のポリエステル系繊維を得た。
(Comparative Example 8)
A comparative polyester fiber was obtained in the same manner as in Comparative Example 6 except that the flame retardant finishing agent D was used instead of the flame retardant finishing agent A used in Comparative Example 6.
＜評価結果＞
実施例１〜３及び比較例１〜８で得られた各難燃性ポリエステル系繊維について、難燃性及び難燃加工剤の吸着率を評価した。得られた結果を表１に示す。
<Evaluation results>
About each flame-retardant polyester fiber obtained in Examples 1-3 and Comparative Examples 1-8, the flame retardance and the adsorption rate of the flame-retardant processing agent were evaluated. The obtained results are shown in Table 1.
表１に示した結果からも明らかなように、本発明の難燃加工方法によってポリエステル系繊維に難燃加工を施した実施例１〜３で得られた難燃性ポリエステル系繊維は、優れた難燃性を有していた。また、特に洗濯なしの試料と水洗い洗濯後の試料及びドライクリーニング後の試料についても優れた難燃性を有していることから、本発明のポリエステル系繊維の難燃加工方法により、ポリエステル系繊維に耐久性に優れた難燃性を付与することができることが確認された。さらに、実施例１〜３で得られた難燃性ポリエステル系繊維は、難燃加工剤が十分に吸着していることから、本発明の難燃加工方法により、ポリエステル系繊維に効率良くリン系化合物を内部吸尽せしめることができることが確認された。 As is clear from the results shown in Table 1, the flame-retardant polyester fibers obtained in Examples 1 to 3 in which the polyester fibers were flame-retardant processed by the flame-retardant processing method of the present invention were excellent. It had flame retardancy. In particular, since the sample without washing, the sample after washing with water, and the sample after dry cleaning also have excellent flame retardancy, the polyester fiber according to the present invention has a flame retardancy processing method. It was confirmed that flame retardancy with excellent durability can be imparted to the steel. Furthermore, since the flame retardant polyester fiber obtained in Examples 1 to 3 is sufficiently adsorbed with the flame retardant processing agent, the polyester fiber is efficiently phosphorus-based by the flame retardant processing method of the present invention. It was confirmed that the compound could be exhausted internally.
以上説明したように、本発明によれば、ポリエステル系繊維に効率良くリン系化合物を内部吸尽せしめることができ、耐久性に優れた難燃性を付与することができる難燃加工方法、並びにその難燃加工方法により得られる難燃性ポリエステル系繊維を提供することが可能となる。 As described above, according to the present invention, a flame retardant processing method capable of efficiently exhausting a phosphorus compound into a polyester fiber and imparting flame resistance excellent in durability, and It becomes possible to provide a flame-retardant polyester fiber obtained by the flame-retardant processing method.
Claims (2)
で表されるリン酸エステルを含む難燃加工剤を付着させたポリエステル系繊維に乾熱処理又は蒸熱処理を施すことによって前記難燃加工剤を前記ポリエステル系繊維に付与し、次いで、前記難燃加工剤が付与された前記ポリエステル系繊維に染色浴中又は染料を含まない浴中において９０〜１５０℃の範囲の温度で浴中熱処理を施すことを特徴とするポリエステル系繊維の難燃加工方法。 The following general formula (1):
The flame-retardant processing agent is applied to the polyester-based fiber by subjecting the polyester-based fiber to which the flame-retardant processing agent containing a phosphoric acid ester represented by dry heat treatment or steaming treatment is applied , and then the flame retardant processing. A method for flame-retardant processing of a polyester fiber, wherein the polyester fiber to which an agent is applied is subjected to a heat treatment in the bath at a temperature in the range of 90 to 150 ° C. in a dye bath or in a bath not containing a dye.
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