JP3490340B2 - Flame retardant processing method of polyester fiber - Google Patents
Flame retardant processing method of polyester fiberInfo
- Publication number
- JP3490340B2 JP3490340B2 JP13550799A JP13550799A JP3490340B2 JP 3490340 B2 JP3490340 B2 JP 3490340B2 JP 13550799 A JP13550799 A JP 13550799A JP 13550799 A JP13550799 A JP 13550799A JP 3490340 B2 JP3490340 B2 JP 3490340B2
- Authority
- JP
- Japan
- Prior art keywords
- polyester fiber
- flame
- emulsified
- dyeing
- rdp
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000835 fiber Substances 0.000 title claims description 37
- 229920000728 polyester Polymers 0.000 title claims description 35
- 239000003063 flame retardant Substances 0.000 title claims description 17
- 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 15
- 238000003672 processing method Methods 0.000 title description 5
- 238000000034 method Methods 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 23
- 238000004043 dyeing Methods 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000003945 anionic surfactant Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 6
- OWICEWMBIBPFAH-UHFFFAOYSA-N (3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1)(=O)OC1=CC=CC=C1 OWICEWMBIBPFAH-UHFFFAOYSA-N 0.000 claims description 5
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- FURYAADUZGZUGQ-UHFFFAOYSA-N phenoxybenzene;sulfuric acid Chemical compound OS(O)(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 FURYAADUZGZUGQ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 3
- 238000012545 processing Methods 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000004744 fabric Substances 0.000 description 10
- -1 alkali metal salt Chemical class 0.000 description 9
- 238000005406 washing Methods 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 8
- 239000000975 dye Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 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 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000005108 dry cleaning Methods 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 230000001804 emulsifying effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 150000002366 halogen compounds Chemical class 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 2
- 238000004056 waste incineration Methods 0.000 description 2
- HZUBBVGKQQJUME-UHFFFAOYSA-N 1,5-diamino-2-bromo-4,8-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(N)C(Br)=CC(O)=C2C(=O)C2=C1C(O)=CC=C2N HZUBBVGKQQJUME-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- AZYICGMHYYVGBY-UHFFFAOYSA-N 2-[2-[2-[2-(2-butoxyethoxy)ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCOCCOCCOCCOCCOCCO AZYICGMHYYVGBY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000010016 exhaust dyeing Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Fireproofing Substances (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、耐光堅牢度の低下
が少なく且つ耐久性のあるポリエステル系繊維の難燃加
工方法に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a flame-retardant process for a polyester fiber which has little deterioration in light fastness and is durable.
【０００２】[0002]
【従来の技術】従来、ポリエステル系繊維の難燃加工用
処理剤としては、ヘキサブロモシクロドデカンの水分散
液（特公昭５３−８８４０）等が知られている。しか
し、ハロゲン系難燃剤は廃棄焼却時にダイオキシンを発
生する問題が指摘されており、非ハロゲン系化合物の難
燃加工法の開発が大きな課題となっている。2. Description of the Related Art Conventionally, an aqueous dispersion of hexabromocyclododecane (Japanese Patent Publication No. 53-8840) is known as a treatment agent for flame-retardant processing of polyester fibers. However, it has been pointed out that halogen-based flame retardants generate dioxin at the time of waste incineration, and development of a flame-retardant processing method for non-halogen compounds has become a major issue.
【０００３】[0003]
【発明が解決しようとする課題】本発明の目的は、ハロ
ゲン原子を含まない化合物を用いてポリエステル系繊維
に後加工で耐光堅牢度の低下が少なく且つ耐久性のある
難燃性を付与することである。SUMMARY OF THE INVENTION An object of the present invention is to impart a flame-retardant property to a polyester fiber by using a compound which does not contain a halogen atom, in which the light fastness is less deteriorated by post-processing and which is durable. Is.
【０００４】[0004]
【課題を解決するための手段】本発明者らは、上記課題
を解決するため鋭意検討した結果、ポリエステル系繊維
に後加工で耐光堅牢度の低下が少なく且つ耐久性のある
良好な難燃性を付与する方法を見い出し、本発明に到達
した。即ち、本発明のポリエステル系繊維の難燃加工方
法は、アニオン界面活性剤であるポリオキシアルキレン
トリスチリルフェニルエーテルサルフェート塩と、非イ
オン界面活性剤であるポリオキシアルキレントリスチリ
ルフェニルエーテルとの配合物の存在下で、レゾルシノ
ールビス（ジフェニルホスフェート）（以下、ＲＤＰと
略す）を水中に乳化分散させて乳化組成物を調製し、該
乳化組成物を染浴に添加して、染色と同時にポリエステ
ル系繊維にＲＤＰを吸着させることを特徴とするもので
ある。又、本発明は、ＲＤＰに対して２〜３０重量％の
量の前記アニオン界面活性剤の存在下にて、ＲＤＰを水
中に乳化分散させた乳化組成物を調製し、該乳化組成物
を染浴に添加することを特徴とするものである。更に、
本発明は、前記の乳化組成物が添加された染浴中にポリ
エステル系繊維を浸漬して、８０℃以上の温度で２〜６
０分間処理することを特徴とするものでもある。勿論、
染料を入れずに染色と同じような条件で処理しても、ポ
リエステル系繊維に良好な難燃性を付与することは可能
であるが、当然ながら、効率的には染色と同時に処理し
た方が最も好ましい。Means for Solving the Problems As a result of intensive studies for solving the above-mentioned problems, the present inventors have found that a polyester-based fiber has a good flame retardancy with little deterioration in light fastness after post-processing and durability. The present invention has been accomplished by finding a method of imparting That is, the method for flame-retarding the polyester fiber of the present invention is a blend of an anionic surfactant polyoxyalkylene tristyryl phenyl ether sulfate salt and a nonionic surfactant polyoxyalkylene tristyryl phenyl ether. In the presence of, resorcinol bis (diphenyl phosphate) (hereinafter abbreviated as RDP) is emulsified and dispersed in water to prepare an emulsified composition, and the emulsified composition is added to a dyeing bath to dye and polyester fiber at the same time. It is characterized by adsorbing RDP on. The present invention also prepares an emulsified composition in which RDP is emulsified and dispersed in water in the presence of the anionic surfactant in an amount of 2 to 30% by weight based on RDP, and the emulsified composition is dyed. It is characterized by being added to the bath. Furthermore,
In the present invention, the polyester fiber is dipped in a dye bath to which the above-mentioned emulsion composition is added, and the polyester fiber is added at a temperature of 80 ° C or higher for 2 to 6
It is also characterized by processing for 0 minutes. Of course,
It is possible to give good flame retardancy to the polyester fiber even if it is treated under the same conditions as dyeing without adding a dye, but, of course, it is more efficient to treat it at the same time as dyeing. Most preferred.
【０００５】ＲＤＰを水に乳化分散させる場合には、界
面活性剤としてアニオン界面活性剤／非イオン界面活性
剤配合物を使用する。アニオン界面活性剤としては、ポ
リオキシアルキレントリスチリルフェニルエーテルサル
フェート塩が使用され、このアニオン活性剤塩は、アル
カリ金属塩、アルカリ土類金属塩、アンモニウム塩、有
機アミン塩等である。このアニオン界面活性剤は単独使
用、２種以上の混合使用のどちらでもよい。非イオン界
面活性剤としては、ポリオキシアルキレントリスチリル
フェニルエーテルが使用される。When emulsifying and dispersing RDP in water, an anionic surfactant / nonionic surfactant blend is used as the surfactant. As the anionic surfactant, a polyoxyalkylene tristyryl phenyl ether sulfate salt is used, and the anionic surfactant salt is an alkali metal salt, an alkaline earth metal salt, an ammonium salt, an organic amine salt or the like. This anionic surfactant may be used alone or as a mixture of two or more kinds. As the nonionic surfactant, polyoxyalkylene tristyryl phenyl ether is used.
【０００６】非イオン界面活性剤は、使用量が多い程Ｒ
ＤＰの乳化分散に対して有効であるが、緩染効果が大き
く、染色への弊害があり、使用する場合はＲＤＰに対し
て２〜３０重量％が好ましい。The more nonionic surfactants are used, the more R
Although it is effective for emulsifying and dispersing DP, it has a large slow dyeing effect and has an adverse effect on dyeing. When used, it is preferably 2 to 30% by weight based on RDP.
【０００７】アニオン界面活性剤は、使用量が多い程Ｒ
ＤＰの乳化分散、染料の分散に対して有効であるが、一
般に泡立ちが大きく、泡立ちにより繊維処理の弊害もあ
り、使用する場合はＲＤＰに対して２〜３０重量％が好
ましい。As the amount of anionic surfactant used increases, the R
Although it is effective for emulsifying and dispersing DP and dispersing dye, it generally causes large foaming and also has an adverse effect on fiber treatment due to foaming. When used, it is preferably 2 to 30% by weight based on RDP.
【０００８】本発明の難燃加工方法におけるＲＤＰの乳
化組成物は、溶剤を必ずしも必要としないが、乳化組成
物を均一に保つためや、乳化向上のために含ませてもよ
い。代表的な溶剤については、メチルアルコール、エチ
ルアルコール、イソプロピルアルコール、ベンゼン、キ
シレン、トルエン、酢酸エチル、ジメチルホルムアミ
ド、石油エーテル、クロロホルム、エチレングリコー
ル、ブチルセロソルブ、１，５‐ペンタンジオール、エ
チレンカーボネート、プロピレンカーボネート、プロピ
レングリコール、ジプロピレングリコール、トリエチレ
ングリコール、トリエチレングリコールジメチルエーテ
ル、ペンタエチレングリコールモノブチルエーテル、エ
チレングリコールモノメチルエーテル、エチレングリコ
ールモノブチルエーテル、ジエチレングリコールモノメ
チルエーテル、テトラエチレングリコールジメチルエー
テル、プロピレングリコールモノメチルエーテル、ジプ
ロピレングリコールモノメチルエーテル等が挙げられる
が、エチレングリコール、ブチルセロソルブが好まし
い。また、これらの溶剤は２種類以上混合して使用して
もよい。使用量はＲＤＰに対して０〜２０重量％が好ま
しい。The emulsified composition of RDP in the flame-retardant processing method of the present invention does not necessarily require a solvent, but may be contained in order to keep the emulsified composition uniform or to improve emulsification. Typical solvents include methyl alcohol, ethyl alcohol, isopropyl alcohol, benzene, xylene, toluene, ethyl acetate, dimethylformamide, petroleum ether, chloroform, ethylene glycol, butyl cellosolve, 1,5-pentanediol, ethylene carbonate, propylene carbonate. , Propylene glycol, dipropylene glycol, triethylene glycol, triethylene glycol dimethyl ether, pentaethylene glycol monobutyl ether, ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, tetraethylene glycol dimethyl ether, propylene glycol monomethyl ether, dipropylene glycol Monome Although ether and the like, ethylene glycol, butyl cellosolve are preferred. Moreover, you may use these solvents in mixture of 2 or more types. The amount used is preferably 0 to 20% by weight with respect to RDP.
【０００９】本発明において適用するポリエステル系繊
維の形態は、糸、織編物、不織布、ロープなど繊維製品
であれば、特に限定されるものではない。また、本発明
の効果を阻害しない範囲で、かかるポリエステル系繊維
に天然繊維、再生繊維、半合成繊維、他の合成繊維が混
合されていてもよい。The form of the polyester fiber applied in the present invention is not particularly limited as long as it is a fiber product such as a yarn, a woven / knitted fabric, a nonwoven fabric or a rope. Further, natural fibers, regenerated fibers, semi-synthetic fibers, and other synthetic fibers may be mixed with the polyester fiber as long as the effect of the present invention is not impaired.
【００１０】ＲＤＰ以外の化合物として、他の難燃剤、
消臭・抗菌剤、柔軟剤、ＳＲ剤、耐光向上剤、帯電防止
剤等が、かかるポリエステル系繊維に、予め付着あるい
は吸着されていてもよい。また、本発明の処理と同時に
吸着させてもよい。Other flame retardants as compounds other than RDP,
A deodorant / antibacterial agent, a softening agent, an SR agent, a light resistance improver, an antistatic agent, etc. may be attached or adsorbed to the polyester fiber in advance. Further, it may be adsorbed simultaneously with the treatment of the present invention.
【００１１】ＲＤＰの吸着量は、ポリエステル系繊維の
重量に対して２％以上、好ましくは４〜８％である。２
％以下では難燃効果が不十分な場合があり、８％を越え
ても難燃効果の尚一層の向上はないので経済的ではな
い。The amount of RDP adsorbed is 2% or more, preferably 4 to 8%, based on the weight of the polyester fiber. Two
If it is 8% or less, the flame retardant effect may be insufficient, and if it exceeds 8%, the flame retardant effect is not further improved, and thus it is not economical.
【００１２】本発明においては、ＲＤＰをポリエステル
系繊維に吸着させる際、界面活性剤の存在下、ＲＤＰを
水中に乳化分散させたものを染浴に添加し、この浴にポ
リエステル系繊維を浸漬して、８０℃以上、好ましくは
１１０℃以上、さらには１３０℃以上の温度で、数分か
ら６０分程度の範囲で処理する。本発明の難燃加工方法
を用いた際の、ＲＤＰの浴中からの吸着効率は７０〜９
５％と高いものである。そして、かかる条件でポリエス
テル系繊維を処理すると、ＲＤＰが繊維表面だけでな
く、繊維一本一本の内部まで吸着し、耐洗濯性、耐ドラ
イクリーニング性等に優れた難燃性能が得られる。ま
た、ヘキサブロモシクロドデカンを界面活性剤の存在下
に水中に分散させたものを、染色と同時にポリエステル
系繊維に吸着させた場合、染色物の日光堅牢度は低下す
るが、本発明のように、ＲＤＰを界面活性剤の存在下に
乳化分散させたものを同様に吸着させた場合には、日光
堅牢度は殆ど低下しない。In the present invention, when RDP is adsorbed on polyester fibers, RDP emulsified and dispersed in water in the presence of a surfactant is added to a dye bath, and the polyester fibers are immersed in this bath. Then, the treatment is performed at a temperature of 80 ° C. or higher, preferably 110 ° C. or higher, and further 130 ° C. or higher for about several minutes to about 60 minutes. When using the flame-retardant processing method of the present invention, the adsorption efficiency of RDP from the bath is 70 to 9
It is as high as 5%. Then, when the polyester fiber is treated under such conditions, RDP is adsorbed not only on the fiber surface but also inside each fiber, so that flame retardant performance excellent in washing resistance, dry cleaning resistance and the like can be obtained. Further, when hexabromocyclododecane dispersed in water in the presence of a surfactant is adsorbed on a polyester fiber at the same time as dyeing, the dye fastness of the dyed product is decreased, but as in the present invention. , RDP is emulsified and dispersed in the presence of a surfactant, and is similarly adsorbed, the fastness to sunlight hardly decreases.
【００１３】更に、ＲＤＰをポリエステル系繊維に吸着
させる本発明の難燃加工方法の場合には、分散染料の吸
着を阻害することが少なく、ポリエステル系繊維の染色
と同時に実施できるという利点もある。Further, in the case of the flame-retardant processing method of the present invention in which RDP is adsorbed on the polyester fiber, there is little obstruction to the adsorption of the disperse dye, and there is an advantage that it can be carried out simultaneously with the dyeing of the polyester fiber.
【００１４】ＲＤＰの別な吸着方法としては、パッド
法、詳しくはパッド‐ドライ‐キュア法あるいはパッド
‐ドライ‐スチーミング法があるが、難燃効果が不十分
な場合があり、安定した難燃性能が得られない。これに
対して、本発明における吸着方法を用いた場合には、安
定した難燃性能を付与することができる。As another method of adsorbing RDP, there is a pad method, more specifically, a pad-dry-cure method or a pad-dry-steaming method. Performance cannot be obtained. On the other hand, when the adsorption method of the present invention is used, stable flame retardant performance can be imparted.
【００１５】本発明において、ポリエステル系繊維の難
燃加工をＲＤＰの如き燐化合物で処理すれば、廃棄焼却
時に、ハロゲン系化合物の如くダイオキシンの発生がな
く、エコフレンドリーの観点からも好ましい。In the present invention, it is preferable that the flame-retardant finish of the polyester fiber is treated with a phosphorus compound such as RDP, since dioxin is not generated like a halogen compound at the time of waste incineration and it is eco-friendly.
【００１６】[0016]
【発明の実施の形態】以下、実施例により本発明をさら
に説明するが、本発明はこれに限定されるものではな
い。実施例中の部は重量部、％は重量％を示す。なお、
実施例及び比較例に示す性能値は次の方法で測定した。BEST MODE FOR CARRYING OUT THE INVENTION The present invention is further described below with reference to examples, but the present invention is not limited thereto. Parts in the examples are parts by weight, and% is% by weight. In addition,
The performance values shown in Examples and Comparative Examples were measured by the following methods.
【００１７】（難燃性）ＪＩＳ Ｌ １０９１ Ｄ法。
（洗濯及びドライクリーニング耐久性）ＪＩＳ Ｌ １
０９１繊維製品の難燃性試験方法に記載される洗濯及び
ドライクリーニング方法による。この方法により５回繰
り返した。
（耐光堅牢度）ＪＩＳ Ｌ ０８４２（カーボンアーク
燈光、ブラックパネル温度８３℃×１００時間、ウレタ
ンフォーム裏打ち）(Flame retardancy) JIS L 1091 D method. (Washing and dry cleaning durability) JIS L 1
According to the laundering and dry cleaning method described in the method for testing the flame retardancy of textile products. This method was repeated 5 times. (Lightfastness) JIS L 0842 (carbon arc light, black panel temperature 83 ° C x 100 hours, urethane foam lining)
【００１８】実施例１
３００ｇ／ｍ2 のポリエステル織物を常法により精練、
乾燥し、１８０℃×２分間ヒートセットした。この織物
を、分散染料〔Sumikaron Red SE-RPD（住友化学製）〕
２％o.w.f.分散均染剤〔Disper N-700（明成化学製）〕
０．５ｇ／ｌ、下記処方によるＲＤＰの水乳化分散液
（処理剤Ａ）を、１０、２０、３０％o.w.f.含む染浴中
で、浴比１：１０、１３０℃×３０分間処理し、下記処
方（ａ）で、浴比１：２０、８０℃×２０分間還元洗
浄、水洗、乾燥した。Example 1 300 g / m 2 polyester fabric was scoured by a conventional method,
It was dried and heat set at 180 ° C. for 2 minutes. Disperse dye [Sumikaron Red SE-RPD (Sumitomo Chemical Co.)]
2% owf dispersion leveling agent [Disper N-700 (manufactured by Meisei Chemical)]
A water-emulsified dispersion of RDP (treatment agent A) of 0.5 g / l having the following formulation was treated in a dye bath containing 10, 20, 30% owf at a bath ratio of 1:10 at 130 ° C. for 30 minutes, and then The formulation (a) was subjected to reduction washing, washing with water, and drying at a bath ratio of 1:20, 80 ° C. for 20 minutes.
【００１９】 （処理剤Ａ） ＲＤＰ ５００部 ポリオキシエチレン（20モル付加）トリスチリルフェニルエーテル ５０部 ポリオキシエチレン（20モル付加）トリスチリルフェニルエーテル サルフェート塩 ２０部水 ４３０部 合計 １０００部(Treatment A) RDP 500 parts Polyoxyethylene (20 mol addition) tristyryl phenyl ether 50 parts Polyoxyethylene (20 mol addition) tristyryl phenyl ether sulphate salt 20 parts Water 430 parts Total 1000 parts
【００２０】比較例１
下記処方によるヘキサブロモシクロドデカンの水分散液
（処理剤Ｂ）を１０、２０、３０％o.w.f.用いた以外は
実施例１と全く同様にしてポリエステル織物を加工し
た。Comparative Example 1 A polyester woven fabric was processed in exactly the same manner as in Example 1 except that an aqueous dispersion of hexabromocyclododecane (treatment agent B) having the following formulation was used in an amount of 10, 20 and 30% owf.
【００２１】 （処理剤Ｂ） ヘキサブロモシクロドデカン ５００部 ヒマシ油エチレンオキサイド20モル付加物 ５０部 ラウリルアルコール硫酸エステルナトリウム塩 ２０部水 ４３０部 合計 １０００部(Treatment B) Hexabromocyclododecane 500 parts Castor oil ethylene oxide 20 mol adduct 50 parts Lauryl alcohol sulfate sodium salt 20 parts Water 430 parts Total 1000 parts
【００２２】 処方（ａ） Minex WTS （明成化学製洗浄剤） ２ｇ／ｌ ハイドロサルファイトコンク １ｇ／ｌ ソーダ灰 ２ｇ／ｌ トリポリリン酸ソーダ ２ｇ／ｌ[0022] Prescription (a) Minex WTS (cleaning agent manufactured by Meisei Chemical) 2g / l Hydrosulfite concrete 1g / l Soda ash 2g / l Sodium tripolyphosphate 2g / l
【００２３】これらについて難燃性と耐光堅牢度を測定
した結果を〔表１〕に示す。The results of measuring the flame retardancy and light fastness of these are shown in Table 1.
【００２４】[0024]
【表１】 [Table 1]
【００２５】本発明による実施例１の加工布は、処理乾
燥後、洗濯５回後、ドライクリーニング５回後いずれも
非常に優れた耐久性のある難燃性を示し、また耐光堅牢
度も良好であった。これに対し、従来の技術であるヘキ
サブロモシクロドデカンの水分散液を用いた比較例１の
加工布は、全般に難燃性に優れず、また耐光堅牢度も本
発明法に比べて劣っていた。The processed cloth of Example 1 according to the present invention shows extremely excellent flame retardancy after treatment and drying, after 5 times of washing and 5 times of dry cleaning, and also has good light fastness. Met. On the other hand, the processed cloth of Comparative Example 1 using the conventional aqueous dispersion of hexabromocyclododecane is not excellent in flame retardancy as a whole, and is also inferior in light fastness to the method of the present invention. It was
【００２６】比較例２
実施例１で使用した同一のポリエステル織物を、染色と
同時に処理する方法（実施例１）とパッド法とを比較す
るため、処理剤Ｂの１０、２０、３０、４０％溶液にパ
ッドし、ピックアップ７５％、乾燥１１０℃×２分間、
キュア１８０℃×１分、処方（ａ）からハイドロサルフ
ァイトコンクを除いた液で還元洗浄、水洗、乾燥した。
これらについて難燃性を測定した結果を〔表２〕に示
す。Comparative Example 2 In order to compare the method of treating the same polyester fabric used in Example 1 with dyeing (Example 1) and the pad method, 10, 20, 30, 40% of the treating agent B was used. Pad on the solution, pick up 75%, dry 110 ° C x 2 minutes,
Cure 180 ° C. × 1 minute, reduction washing with a liquid obtained by removing hydrosulfite concrete from the formulation (a), washing with water, and drying.
The results of measuring the flame retardancy of these are shown in [Table 2].
【００２７】[0027]
【表２】 [Table 2]
【００２８】本発明による染色と同時に処理する方法に
比べて、パッド法による加工布は、洗濯５回後、ドライ
クリーニング５回後いずれも難燃性に劣っていた。Compared with the method of simultaneously treating with dyeing according to the present invention, the processed cloth by the pad method was inferior in flame retardancy after 5 times of washing and 5 times of dry cleaning.
【００２９】実施例２
ポリエステル系繊維の吸尽染色法には、酸性ないしは中
性で染色する方法（実施例１）と、アルカリ側で染色す
る方法とがある。実施例１で使用した同一のポリエステ
ル織物を、分散染料〔Sumikaron Blue E-FBL（住友化学
製）〕を１％o.w.f.分散均染剤〔Disper N-700（明成化
学製）〕０．５ｇ／ｌ、アルカリ染色用アルカリ剤〔オ
リナックス AM-80（明成化学製）〕２ｇ／ｌ、下記処方
によるＲＤＰの自己乳化型調整剤（処理剤Ｃ）を、５．
５、１１．１、１６．６％o.w.f.含むアルカリ染浴中
で、浴比１：１０、１３０℃×３０分間処理し、下記処
方（ａ）で、浴比１：２０、８０℃×２０分間還元洗
浄、水洗、乾燥した。Example 2 Exhaust dyeing methods for polyester fibers include an acidic or neutral dyeing method (Example 1) and an alkaline dyeing method. The same polyester fabric used in Example 1 was prepared by adding a disperse dye [Sumikaron Blue E-FBL (manufactured by Sumitomo Chemical)] to 1% owf dispersion leveling agent [Disper N-700 (manufactured by Meisei Chemical)] 0.5 g / l. 4. Alkali dyeing alkali agent [Olinax AM-80 (manufactured by Meisei Chemical Co.)] 2 g / l, RDP self-emulsifying regulator (treatment agent C) having the following formulation
Treatment in an alkaline dyeing bath containing 5, 11.1, 16.6% owf at a bath ratio of 1:10 and 130 ° C for 30 minutes, and with the following formulation (a), a bath ratio of 1:20 and 80 ° C for 20 minutes. It was reduced, washed with water and dried.
【００３０】 （処理剤Ｃ） ＲＤＰ ９００部 ポリオキシエチレン（20モル付加）トリスチリルフェニルエーテル ３０部 ポリオキシエチレン（20モル付加）トリスチリルフェニルエーテルサルフェート塩 ７０部 合計 １０００部(Treatment agent C) RDP 900 parts Polyoxyethylene (20 mol addition) tristyryl phenyl ether 30 parts Polyoxyethylene (20 mol addition) tristyryl phenyl ether sulphate salt 70 parts Total 1000 parts
【００３１】比較例３
実施例１の処理剤Ｂを、実施例２の処理剤Ｃと有効成分
量をほぼ同一にすべく、１０、２０、３０％o.w.f.用い
た以外は実施例２と全く同様にしてポリエステル織物を
加工した。これらについて難燃性を測定した結果を〔表
３〕に示す。Comparative Example 3 The same as Example 2 except that the treating agent B of Example 1 was used at 10, 20 and 30% owf so that the amount of the active ingredient was almost the same as that of the treating agent C of Example 2. Was processed into a polyester fabric. The results of measuring the flame retardancy of these are shown in [Table 3].
【００３２】[0032]
【表３】 [Table 3]
【００３３】本発明による実施例２の加工布は、アルカ
リ染色法であったが、処理乾燥後、洗濯５回後、ドライ
クリーニング５回後いずれも非常に優れた耐久性のある
難燃性を示した。これに対し、従来の技術であるヘキサ
ブロモシクロドデカンの水分散液を用いた比較例３の加
工布は、全般に難燃性に優れていなかった。The work cloth of Example 2 according to the present invention was subjected to the alkali dyeing method, but after the treatment and drying, after 5 times of washing and 5 times of dry cleaning, very excellent flame retardancy with durability was obtained. Indicated. On the other hand, the work cloth of Comparative Example 3 using the conventional aqueous dispersion of hexabromocyclododecane was not excellent in flame retardancy as a whole.
【００３４】[0034]
【発明の効果】本発明によれば、ＲＤＰを界面活性剤の
存在下に水中に乳化分散させたものを染色と同時にポリ
エステル系繊維に吸着させることにより、耐光堅牢度の
低下が少ない、且つ耐久性のある優れた難燃性ポリエス
テル系繊維を安定して供給できると同時に、この乳化分
散液がハロゲン原子を含まないため、処理して得られた
ポリエステル系繊維を廃棄焼却する時にダイオキシンの
発生がなく、環境保護の面からも好ましいものである。EFFECTS OF THE INVENTION According to the present invention, RDP is emulsified and dispersed in water in the presence of a surfactant, and the dye is adsorbed on a polyester fiber at the same time as dyeing. It is possible to stably supply excellent flame-retardant polyester fibers, and at the same time, since this emulsion dispersion does not contain halogen atoms, dioxin is not generated when the treated polyester fibers are incinerated. However, it is also preferable from the viewpoint of environmental protection.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 浅井 秀俊 京都府京都市右京区西京極中沢町１番地 明成化学工業株式会社内 (56)参考文献 特開 平８−41781（ＪＰ，Ａ) 特開 平８−260351（ＪＰ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) D06M 13/00 - 13/535 Ｆターム（４Ｌ０３３)─────────────────────────────────────────────────── ─── Continuation of the front page (72) Hidetoshi Asai Inventor Hidetoshi Asai No. 1 Nakazawa-cho, Nishikyogoku, Ukyo-ku, Kyoto Prefecture Meisei Chemical Industry Co., Ltd. (56) Reference JP-A-8-41781 (JP, A) JP-A 8-260351 (JP, A) (58) Fields investigated (Int.Cl. 7 , DB name) D06M 13/00-13/535 F-term (4L033)
Claims (3)
ルキレントリスチリルフェニルエーテルサルフェート塩
と、非イオン界面活性剤であるポリオキシアルキレント
リスチリルフェニルエーテルとの配合物の存在下で、下
記化学式： 【化１】 で表されるレゾルシノールビス（ジフェニルホスフェー
ト）を水中に乳化分散させて乳化組成物を調製し、該乳
化組成物を染浴に添加して、染色と同時にポリエステル
系繊維にレゾルシノールビス（ジフェニルホスフェー
ト）を吸着させることを特徴とするポリエステル系繊維
の難燃加工方法。1. In the presence of a mixture of an anionic surfactant polyoxyalkylene tristyryl phenyl ether sulfate salt and a nonionic surfactant polyoxyalkylene tristyryl phenyl ether, the following chemical formula: 1] Resorcinol bis (diphenyl phosphate) represented by is emulsified and dispersed in water to prepare an emulsified composition, and the emulsified composition is added to a dyeing bath, and resorcinol bis (diphenyl phosphate) is added to a polyester fiber simultaneously with dyeing. A method for flame-retarding a polyester fiber, which comprises adsorbing the fiber.
ェート）に対して２〜３０重量％の量の前記アニオン界
面活性剤の存在下にて、レゾルシノールビス（ジフェニ
ルホスフェート）を水中に乳化分散させた乳化組成物を
調製し、該乳化組成物を染浴に添加することを特徴とす
る請求項１記載のポリエステル系繊維の難燃加工方法。2. An emulsified composition in which resorcinol bis (diphenyl phosphate) is emulsified and dispersed in water in the presence of the anionic surfactant in an amount of 2 to 30% by weight based on resorcinol bis (diphenyl phosphate). 2. The method for flame-retarding a polyester fiber according to claim 1, which is prepared and the emulsion composition is added to a dye bath.
リエステル系繊維を浸漬して、８０℃以上の温度で２〜
６０分間処理することを特徴とする請求項１又は２記載
のポリエステル系繊維の難燃加工方法。3. A polyester-based fiber is dipped in a dyeing bath containing the emulsified composition at a temperature of 80.degree.
The method for flame-retarding a polyester fiber according to claim 1 or 2, wherein the flame-retardant processing is performed for 60 minutes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13550799A JP3490340B2 (en) | 1999-05-17 | 1999-05-17 | Flame retardant processing method of polyester fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13550799A JP3490340B2 (en) | 1999-05-17 | 1999-05-17 | Flame retardant processing method of polyester fiber |
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| Publication Number | Publication Date |
|---|---|
| JP2000328445A JP2000328445A (en) | 2000-11-28 |
| JP3490340B2 true JP3490340B2 (en) | 2004-01-26 |
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ID=15153384
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003247146A (en) * | 2002-02-20 | 2003-09-05 | Komatsu Seiren Co Ltd | Flame-retardant polyester fabric |
| JP4782480B2 (en) * | 2005-06-20 | 2011-09-28 | 日華化学株式会社 | Flame retardant for polyester fiber |
| CN101253184B (en) | 2005-09-14 | 2011-06-15 | 大八化学工业株式会社 | Phosphorus compound, use thereof and flame-retardant polyester fiber |
| JP4721853B2 (en) * | 2005-09-30 | 2011-07-13 | 明成化学工業株式会社 | Flame retardant finishing agent and method for flame retardant processing of polyester fiber using the flame retardant finishing agent |
| JP5227547B2 (en) * | 2007-07-25 | 2013-07-03 | 小松精練株式会社 | Flame-retardant finishing agent and flame-retardant processing method of polyester fiber |
| JP2009242969A (en) | 2008-03-31 | 2009-10-22 | Nicca Chemical Co Ltd | Flame-retardant finishing agent for polyester-based fiber, flame-retardant polyester-based fiber using the same, and method for producing the same |
| JP2011106037A (en) * | 2009-11-13 | 2011-06-02 | Eg Junkan Kenkyusho:Kk | Multi-functional cloth |
| US8410298B1 (en) | 2010-05-14 | 2013-04-02 | Daihachi Chemical Industry Co., Ltd. | Phosphoric acid ester production method |
| US20130260626A1 (en) * | 2010-11-04 | 2013-10-03 | Jeffrey Stowell | Flame retarded textile and process for coating textile |
| CN105073951B (en) * | 2013-04-01 | 2017-08-15 | 株式会社Adeka | Flame retardant composition, flame retardant fiber treated with flame retardant composition and method for increasing adhesion of flame retardant component in fiber using the composition |
| US10190051B2 (en) | 2014-06-10 | 2019-01-29 | Alexium, Inc. | Emulsification of hydrophobic organophosphorous compounds |
-
1999
- 1999-05-17 JP JP13550799A patent/JP3490340B2/en not_active Expired - Fee Related
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| Publication number | Publication date |
|---|---|
| JP2000328445A (en) | 2000-11-28 |
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