JPS61119776A - Improved washing fastness and flame resistance processing ofcellulose fiber or product - Google Patents
Improved washing fastness and flame resistance processing ofcellulose fiber or productInfo
- Publication number
- JPS61119776A JPS61119776A JP24052284A JP24052284A JPS61119776A JP S61119776 A JPS61119776 A JP S61119776A JP 24052284 A JP24052284 A JP 24052284A JP 24052284 A JP24052284 A JP 24052284A JP S61119776 A JPS61119776 A JP S61119776A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- parts
- textile products
- fibers
- processing liquid
- 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.)
- Granted
Links
- 238000012545 processing Methods 0.000 title claims description 38
- 239000000835 fiber Substances 0.000 title claims description 26
- 238000005406 washing Methods 0.000 title claims description 9
- 239000003063 flame retardant Substances 0.000 claims description 31
- 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 claims description 27
- 239000004753 textile Substances 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 23
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 15
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 13
- 229920003043 Cellulose fiber Polymers 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- -1 aminosilicon compound Chemical class 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 238000003672 processing method Methods 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000003755 zirconium compounds Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 6
- 239000002752 cationic softener Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 19
- 235000019645 odor Nutrition 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 13
- 239000004744 fabric Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
- 239000004902 Softening Agent Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- WFISPRWLCFTIRC-UHFFFAOYSA-N 2-dimethoxyphosphoryl-n-(hydroxymethyl)propanamide Chemical compound COP(=O)(OC)C(C)C(=O)NCO WFISPRWLCFTIRC-UHFFFAOYSA-N 0.000 description 3
- ZGTNBBQKHJMUBI-UHFFFAOYSA-N bis[tetrakis(hydroxymethyl)-lambda5-phosphanyl] sulfate Chemical compound OCP(CO)(CO)(CO)OS(=O)(=O)OP(CO)(CO)(CO)CO ZGTNBBQKHJMUBI-UHFFFAOYSA-N 0.000 description 3
- 238000003763 carbonization Methods 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- WRAGBEWQGHCDDU-UHFFFAOYSA-M C([O-])([O-])=O.[NH4+].[Zr+] Chemical compound C([O-])([O-])=O.[NH4+].[Zr+] WRAGBEWQGHCDDU-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- LXFIEAUIKQJYBV-UHFFFAOYSA-N 2-diethoxyphosphoryl-n-(hydroxymethyl)propanamide Chemical compound CCOP(=O)(OCC)C(C)C(=O)NCO LXFIEAUIKQJYBV-UHFFFAOYSA-N 0.000 description 1
- RBJIGLUZMWVZNM-UHFFFAOYSA-N 2-dipropoxyphosphoryl-n-(hydroxymethyl)propanamide Chemical compound CCCOP(=O)(OCCC)C(C)C(=O)NCO RBJIGLUZMWVZNM-UHFFFAOYSA-N 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- AIRPJJGSWHWBKS-UHFFFAOYSA-N hydroxymethylphosphanium;chloride Chemical compound [Cl-].OC[PH3+] AIRPJJGSWHWBKS-UHFFFAOYSA-N 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
本発明は改良されたセルロース系繊維及び繊維製品の耐
洗濯性防炎加工法に関する。DETAILED DESCRIPTION OF THE INVENTION This invention relates to an improved process for laundering and flame retardant processing of cellulosic fibers and textile products.
セルロース系繊維及び繊維製品の難燃剤としては、燐酸
アンモニウム、スルファミン酸アンモニウム、臭゛化ア
ンモニウム、硼砂、硼酸等の無機化合物、塩素化パラフ
ィン、デカブロモジ７１、ニルオキサイド、テへラブロ
モビスフェノール八等の有機ハロゲン化合物、トリスジ
クロロフロピルナホスフェート、トリスクロロエチルホ
スフェート、トリクレジルホスフェート等の燐化合物、
テトラキスハイドロキシメチルホスホニウムクロライド
（ＴＨＰＣ）、テトラキスハイドロキシメチルホスホニ
ウムサルフェート（ＴＨＰＳ ） 、ジアルキルホスホ
ノグロピオンアミドメチロール化物等の反応性燐化合物
が知られている。しかしこれらの難燃剤をセルロース系
繊維及び繊維製品の表面に付着させると、白色になった
り、べたつきが生じたり、粗剛となったりして風合いを
極度に悪化させる。そのほか水溶性の無機化合物を用い
た場合は、吸湿によって風合いが悪くなる。またＴＨＰ
Ｃ，ＴＨＰＳ、Ｎ−ヒドロキシメチルジアルキルホスホ
ノプロピオンアミド等の反応硅防炎剤を所定の方法で用
いた場合は、セルロース系繊維及び繊維製品の強度を３
０〜５０％も低下させ、染料を変色させるなどの欠点が
ある。さらに加工工程で悪臭が発生し、塩化水素、硫酸
、ホルムアルデヒド等の腐食性物質が発生して加工装置
を腐食させる。そのため臭気と腐食に対して特別な装置
が必要となる。そのうえ加工品に臭気が付（という欠点
がある。Flame retardants for cellulosic fibers and textile products include inorganic compounds such as ammonium phosphate, ammonium sulfamate, ammonium bromide, borax, and boric acid; chlorinated paraffin; Organic halogen compounds, phosphorus compounds such as trisdichlorofuropyrnaphosphate, trischloroethylphosphate, tricresyl phosphate,
Reactive phosphorus compounds such as tetrakis hydroxymethylphosphonium chloride (THPC), tetrakis hydroxymethylphosphonium sulfate (THPS), and dialkylphosphonogropionamide methylol compounds are known. However, when these flame retardants are attached to the surface of cellulose fibers and textile products, they become white, sticky, and rough, and the texture is extremely deteriorated. In addition, when water-soluble inorganic compounds are used, the texture deteriorates due to moisture absorption. Also THP
When reactive silicon flame retardants such as C, THPS and N-hydroxymethyldialkylphosphonopropionamide are used in a specified manner, the strength of cellulosic fibers and textile products can be reduced by 3.
There are drawbacks such as reducing the dye by 0 to 50% and discoloring the dye. Furthermore, the processing process generates bad odors and corrosive substances such as hydrogen chloride, sulfuric acid, and formaldehyde, which corrode processing equipment. Special equipment is therefore required to protect against odors and corrosion. Moreover, processed products have a bad odor.
本発明は、従来法のこれらの欠点を改善したもので、一
般式
（式中Ｒは同一でも異なっていてもよく、炭素数２〜乙
の脂肪族炭化水素残基、ｍは１又は２、ｎは１〜９の整
数を示す）で表わされる化合物及び／又は一般式
（式中Ｒ及びｍは前記の意味を有し、ｑは１〜乙の整数
を示す）で表わされる化合物１００重量部、ポリビニル
アルコール１〜２０重量部及び一般式
％式％（
（式中Ｗは炭素数１〜乙のアルキル基を示す）で表わさ
れるＮ−ヒドロキシメチルジアルキルホスホノプロピオ
ンアミド３０〜２００重量部を含有する加工液を用いて
、セルロース系繊維又は繊維製品を加工処理し、繊維又
は繊維製品に対して６〜８０％の割合で加工液の固形分
を付着させ、乾燥することを特徴とする、セルロース系
繊維又は繊維製品の耐洗濯性防炎加工法である。The present invention improves these drawbacks of the conventional method, and has a general formula (wherein R may be the same or different, an aliphatic hydrocarbon residue having 2 to 2 carbon atoms, n is an integer of 1 to 9) and/or 100 parts by weight of a compound represented by the general formula (wherein R and m have the above-mentioned meanings, and q represents an integer of 1 to O) , containing 1 to 20 parts by weight of polyvinyl alcohol and 30 to 200 parts by weight of N-hydroxymethyldialkylphosphonopropionamide represented by the general formula % (where W represents an alkyl group having 1 to 2 carbon atoms). Cellulose-based fibers or textile products are processed using a processing liquid that is processed, and the solid content of the processing liquid is attached to the fibers or textile products at a ratio of 6 to 80%, and then dried. This is a washing-resistant and flame-retardant processing method for textile fibers or textile products.
本発明はさらに前記の方法で得られた加工品を常法によ
り柔軟加工処理することによる、セルロース系繊維又は
繊維製品の耐洗濯性防炎加工法である。The present invention further provides a method for rendering cellulose-based fibers or textile products flame-retardant and wash-resistant, by subjecting the processed product obtained by the above method to a softening treatment using a conventional method.
本発明方法によれば、加工時に腐食性物質及び臭気が発
生せず、また耐洗濯性に優れ、風合いも良く、臭気の少
ない加工品が得られる。さらに柔軟加工処理することに
より、柔軟性に優れ、臭気の無い加工品が得られる。According to the method of the present invention, a processed product that does not generate corrosive substances or odors during processing, has excellent washing resistance, has a good texture, and has little odor can be obtained. Furthermore, by performing a softening treatment, a processed product with excellent flexibility and no odor can be obtained.
式Ｉの化合物においてｎは１〜９の整数である。ｎ ＝
０の化合物では耐洗濯性を有する防炎加工品が得られ
ない。またｎが１０以上の化合物を用いると、加工液の
粘度が高く、加工処理が困難であり、加工品の風合いが
硬くなる。In compounds of formula I, n is an integer from 1 to 9. n=
With the compound No. 0, a flame-retardant product with washing resistance cannot be obtained. Further, when a compound in which n is 10 or more is used, the viscosity of the processing fluid is high, processing is difficult, and the texture of the processed product becomes hard.
式■の化合物の例を下記に示す。なお式中のｎは１〜９
の整数を示す。Examples of compounds of formula (1) are shown below. In addition, n in the formula is 1 to 9
indicates an integer.
Ｈ３ −７＝ 式■の化合物の例を下記に示す。H3 −7= Examples of compounds of formula (1) are shown below.
晶３
８一
式■の化合物の置換基ピのためのアルキル基としては、
メチル基、エチル基、ｎ−プロピル基又はイソプロピル
基があげられる。炭素数４以上のアルキル基の場合は防
炎性能が不充分である。Crystal 3 8 As an alkyl group for the substituent p of the compound of formula (■),
Examples include methyl group, ethyl group, n-propyl group and isopropyl group. In the case of an alkyl group having 4 or more carbon atoms, the flame retardant performance is insufficient.
本発明方法に用いられるセルロース系繊維又は繊維製品
は、セルロース系繊維又はセルロース系繊維製品と他の
繊維又は繊維製品との混紡、交織、交編もしくは混用し
た繊維又は繊維製品であってもよい。これらは染色、樹
脂加工、防かび加工、防虫加工、撥水、撥油加工等を行
ってもよい。The cellulose fibers or fiber products used in the method of the present invention may be fibers or fiber products obtained by blending, interweaving, knitting, or mixing cellulose fibers or cellulose fiber products with other fibers or fiber products. These may be dyed, resin-treated, mold-proofed, insect-proofed, water-repelled, oil-repelled treated, etc.
セルロース系繊維及び繊維製品としては糸状、生地、織
物、編物、不織布等の工業用資材、工業用及び家庭用繊
維製品、衣服、寝装、寝具類、インチリヤ、エフステリ
ヤ関係、スポーツ用品、日用雑貨品等であり、例えば帆
布、シート、テント、ロープ、カーテン、カーペット、
壁張り地、いす張り地、ふとん、毛布、敷布、ふとんわ
た、作業服、パジャマ、リボン、組ひも、起毛品等があ
げられる。Cellulose-based fibers and textile products include threads, fabrics, woven fabrics, knitted fabrics, industrial materials such as non-woven fabrics, industrial and household textile products, clothing, bedclothes, bedding, inchiniya, efsterya-related products, sports goods, and daily miscellaneous goods. For example, canvas, sheets, tents, ropes, curtains, carpets, etc.
Examples include wall upholstery, chair upholstery, futons, blankets, sheets, futon cotton, work clothes, pajamas, ribbons, braids, raised items, etc.
加工液を調製する場合は、まず式１及び／又は■の化合
物をポリビニルアルコール水溶液に加え、攪拌して分散
させる。ポリビニルアルコール水溶液としては、濃度１
〜２５％好ましくは８〜１５％の水溶液が用いられる。When preparing a processing liquid, first, the compound of Formula 1 and/or (2) is added to an aqueous polyvinyl alcohol solution and dispersed by stirring. As a polyvinyl alcohol aqueous solution, the concentration is 1.
~25%, preferably 8-15% aqueous solutions are used.
この水溶液は市販のポリビニルアルコールを用いて容易
に調製することができる。次いでこの分散液に式■の化
合物を加えると加工液が得られる。This aqueous solution can be easily prepared using commercially available polyvinyl alcohol. Next, the compound of formula (1) is added to this dispersion to obtain a processing liquid.
加工液の成分の配合割合は、式Ｉ及び／又は■の化合物
１００重量部に対し、ポリビニルアルコール１〜２０重
量部好ましくは３〜１５重量部、式■の化合物３０〜２
００重量部、好ましくは５０〜１５０重量部である。ポ
リビニルアルコールが１重量部以下の場合は、分散効果
が充分でなくミまた′２０重量部以上用いても分散効果
の向上はみられない。式■の化合物の配合量が６０重量
部以下の場合は防炎性能が不充分である。また２００重
量部以上になると、加工時に臭気が発生し、加工品の風
合いが悪くなり、悪臭が付着する。The blending ratio of the components of the processing liquid is 1 to 20 parts by weight of polyvinyl alcohol, preferably 3 to 15 parts by weight, and 30 to 2 parts by weight of the compound of formula (1) to 100 parts by weight of the compound of formula (1).
00 parts by weight, preferably 50 to 150 parts by weight. If the amount of polyvinyl alcohol is less than 1 part by weight, the dispersing effect will not be sufficient, and even if it is used in excess of 20 parts by weight, no improvement in the dispersing effect will be observed. If the amount of the compound of formula (1) is less than 60 parts by weight, the flame retardant performance will be insufficient. If the amount exceeds 200 parts by weight, an odor will be generated during processing, the texture of the processed product will be poor, and a foul odor will be attached.
この加工液には、必要に応じて溶剤、活性剤、乳化剤、
分散剤、浸透剤、染料等の着色剤、撥水剤、撥油剤、防
汚加工剤、防菌加工剤、防虫加工剤、柔軟剤、仕上げ剤
、樹脂加工剤、紫外線吸収剤、酸化防止剤、増粘剤、触
媒、その他の難燃剤等を添加してもよい。This processing fluid contains solvents, activators, emulsifiers,
Dispersants, penetrants, coloring agents such as dyes, water repellents, oil repellents, antifouling agents, antibacterial agents, insect repellents, softeners, finishing agents, resin agents, ultraviolet absorbers, antioxidants. , thickeners, catalysts, other flame retardants, etc. may be added.
本発明を実施するに際しては、まずセルロース系繊維又
は繊維製品を加工液で処理して、加工液の固形分を付着
させる。加工処理方法としては、加工液に繊維又は繊維
製品を浸漬する方法、噴霧器、刷毛、ローラーなどによ
り加工液を繊維又は繊維製品に塗布する方法が用いられ
る。In carrying out the present invention, first, cellulosic fibers or textile products are treated with a processing liquid to cause the solid content of the processing liquid to adhere. As the processing method, a method of immersing the fiber or textile product in a processing liquid, a method of applying the processing liquid to the fiber or textile product using a sprayer, a brush, a roller, etc. are used.
加工処理を行う場合、セルロース系繊維又は繊維製品に
対し、加工液の固形分を６〜８０％付着させることが必
要である。固形分の付着量が６％以下では防炎性能が不
充分であり、また８０％以上にしても防炎性能の格別の
向上が認められず、風合、が悪くなる。加工法としては
、低濃度の加工液を数回に分けて塗布してもよいが、１
回の加工処理により所定量の固形分が繊維又は繊維製品
に付着するように、加工液の濃度を調整することが好ま
しい。When processing, it is necessary to adhere 6 to 80% of the solid content of the processing liquid to the cellulosic fibers or textile products. If the amount of solid content attached is less than 6%, the flame retardant performance will be insufficient, and even if it is more than 80%, no particular improvement in the flame retardant performance will be observed, and the feel will be poor. As a processing method, a low-concentration processing liquid may be applied in several parts, but once
It is preferable to adjust the concentration of the processing liquid so that a predetermined amount of solids adheres to the fiber or textile product through the processing.
加工処理後、繊維又は繊維製品を乾燥し、さらに柔軟性
の付与及び臭気の改良を図るため柔軟加工処理すること
が好ましい。柔軟加工を行う場合は、一般的な柔軟加工
剤例えばカチオン系柔軟加工剤を用いてもよいが、水溶
性ジルコニウム化合物又はアミノシリコン系化合物を用
いることが特に好ましい。これらの化合物を用いると、
難燃剤のセルロース系繊維及び繊維製品への固着性が向
上するため、耐洗濯性及び難燃性が向上する。After the processing, it is preferable to dry the fiber or textile product and further to perform a softening process in order to impart flexibility and improve odor. In the case of softening, a general softening agent such as a cationic softening agent may be used, but it is particularly preferable to use a water-soluble zirconium compound or an aminosilicon compound. With these compounds,
Since the adhesion of the flame retardant to cellulose fibers and textile products is improved, wash resistance and flame retardancy are improved.
１２ 一
実施例１
ポリビニルアルコール（日本合成社製コーセノール０Ｌ
−０５）の１２％水溶液２５部に化合物Ｆ２５部を攪拌
しながら少量ずつ加え均一な分散液を調製し、これに水
６０部、Ｎ−ヒドロキシメチルジメチルホスホノプロピ
オンアミド２５部、グリオキザール樹脂（住友化学社製
ＭＳ−１６）１．６部及び触媒（ｘ−８０） ０．７部
を加え加工液とした。この加工液にふとんの側地綿ブロ
ード（目利１００７７７ｍ２）を浸漬して２ ｄｉｐ−
２ｎｉｐの条件でマングルを用いて絞り率１００％に絞
り、８０℃で１０分間乾燥したのち、１５０℃で１分間
キユアリングを行った。次いで浴比を１＝６０とし、炭
酸ジルコニウムアンモニウムの３％水溶液に４０℃で５
分間浸漬し柔軟加工したのちマングルで絞り、８０°Ｃ
で１５分間乾燥し、防炎性能等を評価した。防炎性の評
価は消防庁告示第１１号（昭和４８年６月１日）に準じ
た方法で洗濯し、消防庁６５号通達（昭和４９年６月２
５日）、防炎製品の試験基準の４５度メセナミン法によ
って行った。その結果は下記のとおりである。12 Example 1 Polyvinyl alcohol (Cosenol 0L manufactured by Nippon Gosei Co., Ltd.
25 parts of Compound F were added little by little to 25 parts of a 12% aqueous solution of 25% aqueous solution of 25% of the compound F-05) with stirring to prepare a uniform dispersion, to which were added 60 parts of water, 25 parts of N-hydroxymethyldimethylphosphonopropionamide, glyoxal resin (Sumitomo 1.6 parts of MS-16 (manufactured by Kagaku Co., Ltd.) and 0.7 parts of catalyst (x-80) were added to prepare a processing fluid. A piece of cotton broadcloth (measuring area: 100,777 m2) for the sides of a futon was dipped in this processing liquid for 2 dips.
The sample was squeezed to a squeezing rate of 100% using a mangle under 2 nip conditions, dried at 80°C for 10 minutes, and then cured at 150°C for 1 minute. Next, the bath ratio was set to 1 = 60, and 5% of the aqueous solution of zirconium ammonium carbonate was added at 40°C.
After soaking for a minute and softening, squeeze with a mangle and hold at 80°C.
After drying for 15 minutes, flame retardant performance and other properties were evaluated. Flame retardant evaluation was carried out by washing in accordance with Fire and Disaster Management Agency Notification No. 11 (June 1, 1970), and
5 days), the test was carried out using the 45 degree mecenamine method, which is the testing standard for flame retardant products. The results are as follows.
（ａ）防炎性能
残炎時間０秒
残しん時間０秒
炭化長３．０ ｃｍ
（ｂ）加工品の臭気：なし
くＣ）加工品の風合：良好
実施例２
ポリビニルアルコール（日本合成社製ゴーセノールＧＬ
−０５）の１２％水溶液２５部に化合物Ａ（ｎ＝２）２
５部をはげしく攪拌しながら少量ずつ加え均一な分散液
を調製し、これに水４０部及びＮ−ヒドロキシメチルジ
エチルホスホノプロピオンアミド２５部を加え加工液と
した。この加工液に綿帆布＃８晒（目付４６２ｇ／ｍ２
）を浸漬して２ ｄｉｐ −２ｎｉｐの条件でマン０へ
乾燥後１−５０℃で１分キユアリングを行った。次いで
浴比を１＝６ｏとしアミンシリコン系柔軟加工剤の０．
３％水溶液に４０℃で５分間浸漬し柔軟加工したのちマ
ングルで絞り、８０℃で１５分間乾燥し、防炎性能等を
評価した。(a) Flame retardant performance Afterflame time 0 seconds Carbonization length 3.0 cm (b) Odor of processed product: None C) Texture of processed product: Good example 2 Polyvinyl alcohol (Nippon Gosei Co., Ltd. Made by Gohsenol GL
Compound A (n=2) 2 in 25 parts of a 12% aqueous solution of -05)
5 parts were added little by little with vigorous stirring to prepare a uniform dispersion, and to this was added 40 parts of water and 25 parts of N-hydroxymethyldiethylphosphonopropionamide to prepare a processing liquid. Cotton canvas #8 bleached in this processing liquid (weighing 462 g/m2
) was immersed in the sample and dried under the conditions of 2 dip - 2 nip, followed by curing for 1 minute at 1-50°C. Next, the bath ratio was set to 1=6o, and the amine silicone softening agent was added to 0.
After being immersed in a 3% aqueous solution at 40°C for 5 minutes to soften it, it was squeezed with a mangle, dried at 80°C for 15 minutes, and flame retardant performance etc. were evaluated.
防炎性の評価は自治省令第６号のＡ法に準じた方法厚手
繊維布による防炎性試験を行った。The flame retardancy was evaluated using a method based on method A of the Ministry of Home Affairs Ordinance No. 6, and a flame retardant test using thick fiber cloth was conducted.
（ａ）防炎性能
残炎時間０秒
残しん時間０秒
炭化面積２８Ｃｍ２
（ｂ）加工品の臭気：なし
くｃ）加工品の風合：良好
実施例３
ポリビニルアルコール（日本合成社製ゴーセノール０Ｌ
−ｏｓ、）の１２％水溶液６０部に化合物Ｂ（ｎ＝２）
３０部を攪拌しながら少量ずつ加え均一な分散液を調製
し、これに水５０部及びＮ−ヒドロキシメチルジメチル
ホスホノプロピオンアミド２５部を加え加工液とした。(a) Flame retardant performance Afterflame time: 0 seconds Carbonized area: 28 cm2 (b) Odor of processed product: None c) Texture of processed product: Good Example 3 Polyvinyl alcohol (Nippon Gosei Co., Ltd. Gohsenol 0L
Compound B (n=2) in 60 parts of a 12% aqueous solution of
30 parts were added little by little with stirring to prepare a uniform dispersion, and to this was added 50 parts of water and 25 parts of N-hydroxymethyldimethylphosphonopropionamide to prepare a processing liquid.
この加工液に綿６５％ポリエステル６５％の混紡布（目
付１８７ｇ／ｍ２）を浸漬して２ ｄｉｐ−２ｎ１ｐ＝
１５−
の条件でマングルを用いて絞り率１００％に絞り、８０
℃で１０分間乾燥したのち、１５０℃で１分間キユアリ
ングを行った。次いで浴比を′１：６０とし炭酸ジルコ
ニウムアンモニウムの６％水溶液に４０°Ｃで５分間浸
漬し柔軟加工したのち、マングルで絞り、８０°Ｃで１
５分間乾燥し、防炎性能等を評価した。防炎性の評価は
消防庁告示第１１号（昭和４８年６月１日）に準じた方
法で洗濯したのち、自治省令第６号の薄手布による防炎
性試験を行った。その結果は下記のとおりである。A blended fabric of 65% cotton and 65% polyester (fabric weight 187g/m2) was immersed in this processing solution to obtain 2dip-2n1p=
15- Use a mangle to squeeze to 100% under the conditions of 80
After drying at 150°C for 10 minutes, curing was performed at 150°C for 1 minute. Next, the bath ratio was adjusted to 1:60, and the mixture was immersed in a 6% aqueous solution of zirconium ammonium carbonate at 40°C for 5 minutes to soften it, then squeezed with a mangle, and heated to 80°C for 1 hour.
It was dried for 5 minutes and flame retardant performance etc. were evaluated. The flame retardancy was evaluated by washing in accordance with the Fire and Disaster Management Agency Notification No. 11 (June 1, 1970), and then conducting a flame retardant test using thin cloth as per the Ministry of Home Affairs Ordinance No. 6. The results are as follows.
（ａ）防炎性能
残炎時間０秒
残しん時間０秒
炭化面積１８Ｃｒｎ２
（ｂ）加工品の臭気：なし
くＣ）加工品の風合：良好
実施例４
ポリビニコレアルーコール（日本合成社製ゴーセノール
（）Ｌ−０５）の１２％水溶液４０部に化合＝ １６−
物Ｃ（ｎ＝２）４０部をはげしく攪拌しながら少量ずつ
加え均一な分散液を調製し、これに水４０部及びＮ−ヒ
ドロキシメチルジプロピルホスホノプロピオンアミド２
５部を加え加工液とした。この加工液に綿ニット（目付
１７０ｇ／ｍ２）を浸漬しマングルを用いて絞り率１０
０％に絞り、８０℃で１０分間乾燥したのち１５０℃で
１分間キユアリングを行った。次いで浴比な１＝６０と
し、アミンシリコン系柔軟加工剤の０゜５％水溶液に４
０℃で５分間浸漬し柔軟加工したのちマングルで絞り、
８０°Ｃで１５分間乾燥し、防炎性能等を評価した。防
炎性の評価は米国ＡＡＴＣＣ１２４−６９（テストエＩ
−Ｂ ）の洗濯５０回後に米国子供用寝衣の燃焼試験Ｄ
ＯＣＦＦ−６−７１に準じて行った。その結果は下記の
とおりである。(a) Flame retardant performance Afterflame time: 0 seconds Carbonized area: 0 seconds (b) Odor of processed product: None C) Texture of processed product: Good example 4 Polyvinyl alcohol alcohol (Nippon Gosei Co., Ltd.) To 40 parts of a 12% aqueous solution of Gohsenol () L-05), 40 parts of compound = 16-C (n = 2) was added little by little with vigorous stirring to prepare a uniform dispersion, and to this was added 40 parts of water and N-Hydroxymethyldipropylphosphonopropionamide 2
5 parts were added to prepare a processing liquid. Cotton knit (fabric weight 170 g/m2) was soaked in this processing liquid and squeezed at a squeezing rate of 10 using a mangle.
After drying at 80°C for 10 minutes, curing was performed at 150°C for 1 minute. Next, the bath ratio was set to 1 = 60, and 4
After soaking at 0℃ for 5 minutes to soften it, squeeze it with a mangle,
It was dried at 80°C for 15 minutes and flame retardant performance etc. were evaluated. The flame retardant evaluation is based on the U.S. AATCC124-69 (Test A I).
-B) Flammability test D of American children's sleepwear after 50 washes
It was carried out according to OCFF-6-71. The results are as follows.
（ａ）防炎性能
残炎０秒
炭化長９ｃｍ
（ｂ）加工品の臭気：なし
くＣ）加工品の風合：良好
実施例５
ポリビニルアルコール（日本合成社製ゴーセノールＧＬ
−０５）の１０％水溶液４０部に化合物Ｃ（ｎ＝５）、
２０部及び化合物Ｊ２［１部をはげしく攪拌しながら少
量ずつ加え均一な分散液を調製し、これに水５０部及び
Ｎ−ヒドロキシメチルジメチルホスホノプロピオンアミ
ド６０部を加え加工液とした。綿別珍（目付２１０ｇ／
ｍ２）を加工液に浸漬しマングルを用いて、絞り率１０
０％に絞り、８０℃で１０分間乾燥したのち１６０°Ｃ
で２分間キユアリングを行った。(a) Flame retardant performance Afterflame 0 seconds Carbonization length 9 cm (b) Odor of processed product: None C) Texture of processed product: Good Example 5 Polyvinyl alcohol (Gohsenol GL manufactured by Nippon Gosei Co., Ltd.
Compound C (n=5) in 40 parts of a 10% aqueous solution of -05),
20 parts of Compound J2 and 1 part of Compound J2 were added little by little with vigorous stirring to prepare a uniform dispersion, and 50 parts of water and 60 parts of N-hydroxymethyldimethylphosphonopropionamide were added thereto to prepare a processing liquid. Cotton Velveteen (Weight: 210g/
m2) in the machining fluid and using a mangle, the drawing ratio is 10.
Squeeze to 0%, dry at 80℃ for 10 minutes, and then dry at 160℃
Curing was performed for 2 minutes.
次いで浴比を１：６０とし、カチオン系柔軟加工剤の０
．６％水溶液に４０℃で５分間浸漬し柔軟加工したのち
マングルで絞り、８０℃で１５分間乾燥し、防炎性能等
を評価した。防炎性の評価は消防庁告示第１１号（昭和
４８年６月１日）に準じた方法で洗濯し、消防庁６５号
通達（昭和４９年６月２５日）防炎製品の試験基準の４
５度メセ゛９ミン法によって行った。その結果を下記に
示す。Next, the bath ratio was set to 1:60, and 0 of the cationic softening agent was added.
．． After softening by immersing in a 6% aqueous solution at 40°C for 5 minutes, it was squeezed with a mangle, dried at 80°C for 15 minutes, and flame retardant performance etc. were evaluated. Flame retardant evaluation was carried out by washing in accordance with the Fire and Disaster Management Agency Notification No. 11 (June 1, 1970), and following the Fire and Disaster Management Agency Notification No. 65 (June 25, 1971) test standards for flame retardant products. 4
It was carried out by the 5-times-9-mine method. The results are shown below.
（ａ）防炎性能 残炎時間０秒 残しん時間０秒 炭化長６．６ｃｍ （ｂ）加工品の臭気：なし くｃ）加工品の風合：良好(a) Flame retardant performance Afterflame time 0 seconds Remaining time 0 seconds Carbonization length 6.6cm (b) Odor of processed products: None c) Texture of processed product: Good
Claims (1)
の脂肪族炭化水素残基、ｍは１又は２、ｎは１〜９の整
数を示す）で表わされる化合物及び／又は一般式 ▲数式、化学式、表等があります▼（II） （式中Ｒ及びｍは前記の意味を有し、ｑは１〜３の整数
を示す）で表わされる化合物１００重量部、ポリビニル
アルコール１〜２０重量部及び一般式 ▲数式、化学式、表等があります▼（III） （式中ｙは炭素数１〜３のアルキル基を示す）で表わさ
れるＮ−ヒドロキシメチルジアルキルホスホノプロピオ
ンアミド３０〜２００重量部を含有する加工液を用いて
、セルロース系繊維又は繊維製品を加工処理し、繊維又
は繊維製品に対して３〜８０％の割合で加工液の固形分
を付着させ、乾燥することを特徴とする、セルロース系
繊維又は繊維製品の耐洗濯性防炎加工法。 ２、一般式 ▲数式、化学式、表等があります▼（ I ） （式中Ｒは同一でも異なっていてもよく、炭素数２〜３
の脂肪族炭化水素残基、ｍは１又は２、ｎは１〜９の整
数を示す）で表わされる化合物及び／又は一般式 ▲数式、化学式、表等があります▼（II） （式中Ｒ及びｍは前記の意味を有し、ｑは１〜３の整数
を示す）で表わされる化合物１００重量部、ポリビニル
アルコール１〜２０重量部及び一般式 ▲数式、化学式、表等があります▼（III） （式中Ｒ′は炭素数１〜３のアルキル基を示す）で表わ
されるＮ−ヒドロキシメチルジアルキルホスホノプロピ
オンアミド３０〜２００重量部を含有する加工液を用い
て、セルロース系繊維又は繊維製品を加工処理し、繊維
又は繊維製品に対して３〜８０％の割合で加工液の固形
分を付着させ、乾燥したのち柔軟加工処理することを特
徴とする、セルロース系繊維又は繊維製品の耐洗濯性防
炎加工法。 ３、ジルコニウム系化合物、アミノシリコン系化合物及
び／又はカチオン系柔軟剤を用いて柔軟加工処理するこ
とを特徴とする、特許請求の範囲第２項に記載の方法。[Claims] 1. General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (I) (In the formula, R may be the same or different, and has 2 to 3 carbon atoms.
aliphatic hydrocarbon residue, m is 1 or 2, n is an integer from 1 to 9) and/or general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (II) (In the formula R and m have the above-mentioned meanings, and q represents an integer of 1 to 3), 1 to 20 parts by weight of polyvinyl alcohol, and the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (III ) (wherein y represents an alkyl group having 1 to 3 carbon atoms) A processing liquid containing 30 to 200 parts by weight of N-hydroxymethyldialkylphosphonopropionamide is used to produce cellulose fibers or textile products. A washing-resistant and flameproofing method for cellulosic fibers or textile products, which comprises processing the fibers or textile products, applying a solid content of a processing liquid at a ratio of 3 to 80% to the fibers or textile products, and drying. 2. General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (I) (In the formula, R may be the same or different, and has 2 to 3 carbon atoms.
aliphatic hydrocarbon residue, m is 1 or 2, n is an integer from 1 to 9) and/or general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (II) (In the formula R and m have the above-mentioned meanings, and q represents an integer of 1 to 3), 1 to 20 parts by weight of polyvinyl alcohol, and the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (III ) (wherein R' represents an alkyl group having 1 to 3 carbon atoms) using a processing liquid containing 30 to 200 parts by weight of N-hydroxymethyldialkylphosphonopropionamide, cellulose fibers or textile products. Washing resistance of cellulosic fibers or textile products, characterized in that the solid content of the processing liquid is applied to the fibers or textile products at a ratio of 3 to 80%, and after drying, a softening treatment is performed. Flame retardant processing method. 3. The method according to claim 2, characterized in that a softening treatment is performed using a zirconium compound, an aminosilicon compound, and/or a cationic softener.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24052284A JPS61119776A (en) | 1984-11-16 | 1984-11-16 | Improved washing fastness and flame resistance processing ofcellulose fiber or product |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24052284A JPS61119776A (en) | 1984-11-16 | 1984-11-16 | Improved washing fastness and flame resistance processing ofcellulose fiber or product |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61119776A true JPS61119776A (en) | 1986-06-06 |
| JPS6364545B2 JPS6364545B2 (en) | 1988-12-12 |
Family
ID=17060776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24052284A Granted JPS61119776A (en) | 1984-11-16 | 1984-11-16 | Improved washing fastness and flame resistance processing ofcellulose fiber or product |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61119776A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63120171A (en) * | 1986-11-04 | 1988-05-24 | 丸菱油化工業株式会社 | Flameproof processing of polyester fiber product excellent in feeling |
| JPS63190079A (en) * | 1987-01-27 | 1988-08-05 | 大同マルタ染工株式会社 | Deodorizing processing of cellulosic fiber product |
| JP2010265281A (en) * | 2003-06-09 | 2010-11-25 | Daihachi Chemical Industry Co Ltd | Organophosphorus compound having phosphate-phosphonate bond, flame retardant polyester fiber and flame retardant polyurethane resin composition using the same |
-
1984
- 1984-11-16 JP JP24052284A patent/JPS61119776A/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63120171A (en) * | 1986-11-04 | 1988-05-24 | 丸菱油化工業株式会社 | Flameproof processing of polyester fiber product excellent in feeling |
| JPS63190079A (en) * | 1987-01-27 | 1988-08-05 | 大同マルタ染工株式会社 | Deodorizing processing of cellulosic fiber product |
| JP2010265281A (en) * | 2003-06-09 | 2010-11-25 | Daihachi Chemical Industry Co Ltd | Organophosphorus compound having phosphate-phosphonate bond, flame retardant polyester fiber and flame retardant polyurethane resin composition using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6364545B2 (en) | 1988-12-12 |
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