JPH0255550B2 - - Google Patents
Info
- Publication number
- JPH0255550B2 JPH0255550B2 JP19998086A JP19998086A JPH0255550B2 JP H0255550 B2 JPH0255550 B2 JP H0255550B2 JP 19998086 A JP19998086 A JP 19998086A JP 19998086 A JP19998086 A JP 19998086A JP H0255550 B2 JPH0255550 B2 JP H0255550B2
- Authority
- JP
- Japan
- Prior art keywords
- antistatic agent
- weight
- water repellent
- formula
- fluorine
- 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
Links
- 239000002216 antistatic agent Substances 0.000 claims description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 40
- 239000005871 repellent Substances 0.000 claims description 24
- 125000002091 cationic group Chemical group 0.000 claims description 22
- 125000000129 anionic group Chemical group 0.000 claims description 21
- 230000002940 repellent Effects 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 18
- 229920002994 synthetic fiber Polymers 0.000 claims description 15
- 239000012209 synthetic fiber Substances 0.000 claims description 15
- -1 NH 4 Inorganic materials 0.000 claims description 12
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 239000011737 fluorine Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 229910017053 inorganic salt Inorganic materials 0.000 claims 1
- 238000005406 washing Methods 0.000 description 13
- 239000003054 catalyst Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 239000004744 fabric Substances 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- 229920003180 amino resin Polymers 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 239000004677 Nylon Substances 0.000 description 5
- 229920001778 nylon Polymers 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000009991 scouring Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- YZTJKOLMWJNVFH-UHFFFAOYSA-N 2-sulfobenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O YZTJKOLMWJNVFH-UHFFFAOYSA-N 0.000 description 1
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 229920003233 aromatic nylon Polymers 0.000 description 1
- NDGSBJSAXJUQTE-UHFFFAOYSA-N azane;phosphorous acid Chemical compound N.OP(O)O NDGSBJSAXJUQTE-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- PJFPFKALGCPVLG-UHFFFAOYSA-N cyclohexane;3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical compound C1CCCCC1.O=C1OCCOC(=O)C2=CC=C1C=C2 PJFPFKALGCPVLG-UHFFFAOYSA-N 0.000 description 1
- DNUFCIOKWJELSH-UHFFFAOYSA-O diazanium dioxido(oxo)phosphanium Chemical compound [NH4+].[NH4+].[O-][P+]([O-])=O DNUFCIOKWJELSH-UHFFFAOYSA-O 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- IIRVGTWONXBBAW-UHFFFAOYSA-M disodium;dioxido(oxo)phosphanium Chemical compound [Na+].[Na+].[O-][P+]([O-])=O IIRVGTWONXBBAW-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- PPBYBJMAAYETEG-UHFFFAOYSA-N ethene;formaldehyde;urea Chemical compound C=C.O=C.NC(N)=O PPBYBJMAAYETEG-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052751 metal Chemical class 0.000 description 1
- 239000002184 metal Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 229940048084 pyrophosphate Drugs 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- AQMNWCRSESPIJM-UHFFFAOYSA-N sodium;phosphenic acid Chemical compound [Na+].O[P+]([O-])=O AQMNWCRSESPIJM-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
〔産業上の利用分野〕
本発明は、合成繊維構造物の帯電防止ならびに
撥水加工する方法に関する。
〔従来の技術〕
合成繊維は疎水性であるけれども、撥水機能を
発揮するほどその疎水性が強力であるものは数少
なく、撥水機能を発揮出来るものとしては、パー
フルオロエチレン繊維よりなる繊維構造物が挙げ
られる程度である。従つて通常合成繊維構造物に
対して、パーフルオロアルキル基を主成分とする
有機化合物を施与し、熱処理によつて撥水性の付
与が行なわれる。しかし、合成繊維構造物、特に
これ等の撥水加工物は一般に静電気を蓄積し易い
性質をもち、衣類のまとわりつき、ほこりの吸
着、火花放電等の諸現象が起り易く、使用上障害
になることが多い。又、時には高電圧で帯電し、
着用者に不快感を与えることもある。この様な欠
点を取り除くため、従来、フツ素系撥水剤にカチ
オン系帯電防止剤、アニオン系帯電防止剤、非イ
オン系帯電防止剤、有機アミン塩、無機塩等を撥
水加工剤と併用する方法が通常行なわれている。
しかし、例えばカチオン系帯電防止剤の場合、低
温処理では良好な帯電防止能を示すが、洗濯耐久
撥水性が得られない。一方、高温処理においては
帯電防止機能まで失なつてしまう欠点がある。ア
ニオン系帯電防止剤、有機アミン塩および無機塩
は、撥水性の初期性能ならびに洗濯耐久性をも低
下させ好ましくない。又、非イオン帯電防止剤は
帯電防止能が低いため、十分な帯電防止性を得る
ためには多量に使用しなければならず、すると撥
水性の洗濯耐久性が著しく低下する。以上の問題
点の故に、撥水性能の洗濯耐久性を保持しなが
ら、帯電防止性能を付与することが非常に困難で
あり、満足すべき処理方法が従来なかつた。
〔発明が解決しようとする問題点〕
本発明の目的は、洗濯耐久性を有する撥水性能
および帯電防止性能を合成繊維構造物に付与する
方法を提供することにある。
〔問題を解決する手段〕
本発明は、合成繊維構造物を帯電防止ならびに
撥水加工する方法において、カチオン系帯電防止
剤、アニオン系帯電防止剤及びフツ素系撥水剤を
一浴に含む処理液を合成繊維構造物に施与した後
に加熱処理し、ただし上記カチオン系帯電防止剤
が式
（式中、Ｒは８〜18個の炭素原子を有するアル
キル基であり、R′及びR″は各々１〜３個の炭素
原子を有するアルキル基であり、Ｒは―CH3、
―CH2CH3、―CH2CH2OH又はベンジル基であ
り、ＸはCl、〔−〕CH3SO4
又はCH3(+)
Ｃ
H2SO4である）により示され、アニオ
ン系帯電防止剤が式
（式中、ｎは１又は２の整数であり、Ａは互に
同一又は異ることができ、Ｈ、NH4、Na及びＫ
から選ばれる）で示される無機塩と式
又は
（式中、R′、R″及びＲは各々２〜18個の炭
素原子を有するアルキル基であり、Ａは互に同一
又は異ることができ、Ｈ、NH4、Na及びＫから
選ばれる）で示される有機リン酸エステルとの混
合物であることを特徴とする方法である。
本発明において用いられるカチオン性帯電防止
剤は上式〔１〕で示されるものであり、その代表
例として
が挙げられる。
本発明において用いられるアニオン性帯電防止
剤は上式〔２〕で示されるピロリン酸塩、たとえ
ば
と上式〔３〕又は〔４〕で示される有機リン酸エ
ステル、たとえば
との混合物である。塩〔２〕と有機リン酸エステ
ル〔３〕及び〔４〕の合計量との比は、重量に基
づいて１：３〜３：１の範囲にあることが好まし
い。
カチオン性帯電防止剤〔１〕とアニオン性帯電
防止剤〔２〕、〔３〕及び〔４〕の合計量との比
は、30：70〜70：30の重量比範囲にあることが好
ましい。この範囲外になると、帯電防止性能の低
下あるいは撥水性能の洗濯耐久性の低下が起きや
すい。
本発明において使用するフツ素系撥水剤自体
は、公知である。パーフロオロアルキル基を主成
分とするものが好ましい。撥水剤は、合成繊維構
造物に対して0.3〜15重量％、好ましくは0.5〜８
重量％の量で施与される。
撥水剤に対して２〜80重量％、特に４〜60重量
％の量の帯電防止剤を用いることが好ましい。
本発明において、フツ素系撥水剤、カチオン性
帯電防止剤及びアニオン性帯電防止剤は、一浴に
含められる。好ましくは水性浴が用いられる。従
来、カチオン性帯電防止剤とアニオン性帯電防止
剤を一浴で用いると、浴が不安定になるので好ま
しくないとされている。ところが本発明の系にお
いては、その問題が解消された。また、上述した
ように従来においては帯電防止剤と撥水剤を一浴
で使用して同時加工を行うと、帯電防止性能と洗
濯耐久性の撥水性能の両者を満足に得ることがで
きず、どちらか一方が犠性となつていたが、本発
明においては両性能を共に満足に実現することが
可能である。
本発明において、撥水性能の洗濯耐久性を向上
させるためにアミノプラスト樹脂を更に処理浴に
含めることが好ましい。適当なアミノプラスト樹
脂としては、たとえばジメチロールジヒドロキシ
エチレン尿素、トリアゾンホルムアルデヒド、尿
素ホルムアルデヒド、エチレン尿素ホルムアルデ
ヒド、その他のＮ―メチロール化合物、Ｎ―メチ
ロールエーテル化合物を硬化触媒としてのアミノ
塩または金属塩と共に用いることができる。アミ
ノプラスト樹脂は、合成繊維構造物に対して0.05
〜２重量％の量で用い、触媒として有機アミン塩
をアミノプラスト樹脂に対して50〜100重量％の
量加えることが好ましい。アミノプラスト樹脂を
含めることによつて、撥水性能の洗濯耐久性が顕
著に向上する。
フツ素系撥水剤、カチオン性帯電防止剤、およ
びアニオン性帯電防止剤、好ましくは更にアミノ
プラスト樹脂を含む浴は、適宜の方法たとえば浸
漬絞り、またはスプレーによつて合成繊維構造物
に施与される。次に、好ましくは乾燥を80〜130
℃で20秒〜５分間行う。次に、加熱処理を行う。
加熱処理は、好ましくは120〜200℃で20秒〜５分
間行う。170〜190℃で１〜３分間の加熱処理が特
に好ましい。
本発明で合成繊維構造物とはポリエチレンテレ
フタレート、ポリブチレンテレフタレート、ポリ
オキシエトキシベンゾエート、ポリエチレンナフ
タレート、シクロヘキサンジメチレンテレフタレ
ート、及びこれらのポリエステルに付加的成分と
して更にイソフタル酸、アジピン酸、スルホイソ
フタル酸のようなジカルボン酸成分、プロピレン
グリコール、ブチレングリコール、シクロヘキサ
ンジメタノール、ジエチレングリコールのような
ジオール成分を共重合したポリエステル、６―ナ
イロン―６，６―ナイロン、芳香族ナイロン、ポ
リプロピレン、ポリアクリルニトリル等の合成繊
維を含む編物、織物及び不織布を言う。
（実施例）
次に実施例で本発明を詳細に説明するが、実施
例において用いた試験方法は次の通りである。
１ 耐洗濯性
JIS Ｌ―0217―103号
２ 撥水性
JIS Ｌ―1092（スプレー法）
３ 帯電防止法
京大化研式ロータリースタチツクテスター
により摩擦帯電圧を測定した（20℃、40％
RHの雰囲気で測定）。
用いた帯電防止剤は下記の通りである。
カチオン性帯電防止剤Ａ
オクチルアルキルトリメチルアミノクロライド
20重量％水溶液
カチオン性帯電防止剤Ｂ
ウラリルアルキルトリエチルアミノエトサルフ
アイトおよび
ステアリルアルキルトリメチルアミノメトサル
フアイト を各々20重量％含む水溶液
アニオン性帯電防止剤Ｃ
ピロリン酸ソーダ 10重量％ならびに
モノプロピルアルキルエステルジナトリウムホ
スフアイトおよび
ジプロピルアルキルエステルモノナトリウムホ
スフアイトを合せて
10重量％含む水溶液（固形分20重量％）
アニオン性帯電防止剤Ｄ
トリポリリン酸アンモニウム 10重量％
ならびに
モノオクチルアルキルエステルジアンモニウム
ホスフアイトおよび
ジオクチルアルキルエステルモノアンモニウム
ホスフアイトを合せて
10重量％含む水溶液（固形分20重量％）
フツ素系撥水剤として、アサヒガードAG710
（商標、旭硝子株式会社、固形分18重量％）を用
いた。
アミノプラスト樹脂として、ベツカミンJ101
（商標、大日本インキ株式会社、固形分80重量％）
を用い、触媒としてキヤタリスト376（商標、大日
本インキ株式会社）を用いた。
実施例 １
慣用の方法で精練、プリセツト、染色、湯洗、
水洗、脱水、および乾燥した経糸70デニール／36
フイラメント、、緯糸80デニール／48フイラメン
ト、目付85ｇ／m2の６―ナイロン100％のネービ
ー色のナイロン糸を用意した。該ナイロン布を使
用して、下記組成の処理浴
アサヒガードAG710
（固形分18重量％） ５重量部
ベツカミンJ101
（固形分18重量％） 0.5 〃
キヤタリスト376 0.4 〃
カチオン性帯電防止剤Ａ 0.7 〃
アニオン性帯電防止剤Ｃ 0.7重量部
水 92.7 〃
をピツクアツプ50重量％になる様に搾液し、120
℃で30秒間乾燥し、次に180℃で90秒間加熱処理
を行つた。得られたナイロン布の性能を測定し、
第１表に示した。
実施例 ２
慣用の方法で精練、プリセツト、染色、湯洗、
水洗、脱水、乾燥したポリエステル、経糸共80デ
ニール／48フイラメント、目付90ｇ／m2の黄色の
平織物を用意した。該ポリエステル布を使用し
て、下記組成の処理浴
アサヒガードAG710（固形分18重量％）
５重量部
ベツカミンJ101（固形分18重量％） 0.5 〃
キヤタリスト376 0.4 〃
カチオン性帯電防止剤Ｂ 0.7 〃
アニオン性帯電防止剤Ｄ 0.7 〃
水 92.7 〃
をピツクアツプ50重量％になる様に搾液し、120
℃で30秒間乾燥し、180℃で90秒間加熱処理を行
ない、得られたポリエステル布の性能を測定し、
第１表に示した。
実施例 ３
実施例２で用いたのと同じポリエステル布を使
用し、下記組成の処理浴を用いて実施例２と同様
に行い、得られたポリエステル布の性能を測定
し、第１表に示した。
（３―１）
アサヒガードAG710 ５重量部
ベツカミンJ101 0.5 〃
キヤタリスト376 0.4 〃
カチオン性帯電防止剤Ｂ 0.4 〃
アニオン性帯電防止剤Ｄ 1.0 〃
水 92.7 〃
（３―２）
アサヒガードAG710 ５重量部
ベツカミンJ101 0.5 〃
キヤタリスト376 0.4 〃
カチオン性帯電防止剤Ｂ 1.0重量部
アニオン性帯電防止剤Ｄ 0.4 〃
水 92.7 〃
比較例 １
実施例２で用いたのと同じポリエステル布を用
い、下記組成の処理浴
アサヒガードAG710（固形分18重量％）
５重量部
ベツカミンJ101（固形分80重量％） 0.5 〃
キヤタリスト376 0.4 〃
カチオン性帯電防止剤Ａ 1.4 〃
水 92.7重量部
をピツクアツプ50重量％になる様に搾液し、120
℃で30分間乾燥し、180℃で90秒間加熱処理を行
なつた。
比較例 ２
実施例２で用いたのと同じポリエステル布を用
い、下記組成の処理浴
アサヒガードAG710 ５重量部
ベツカミンJ101 0.5重量部
キヤタリスト376 0.4 〃
アニオン性帯電防止剤Ｃ 1.4 〃
水 92.7 〃
をピツクアツプ50重量％になる様に搾液し、120
℃で30分間乾燥、180℃で90秒間熱処理を行なつ
た。
[Industrial Application Field] The present invention relates to a method for antistatic and water repellent treatment of synthetic fiber structures. [Prior art] Synthetic fibers are hydrophobic, but there are only a few that are strong enough to exhibit a water-repellent function, and the only ones that can exhibit a water-repellent function are fiber structures made of perfluoroethylene fibers. There are only a few things that can be mentioned. Therefore, water repellency is usually imparted to a synthetic fiber structure by applying an organic compound containing a perfluoroalkyl group as a main component and heat-treating the structure. However, synthetic fiber structures, especially these water-repellent products, generally tend to accumulate static electricity, and tend to cause various phenomena such as clinging to clothing, adsorption of dust, and spark discharge, which can cause problems in use. There are many. Also, sometimes charged with high voltage,
It may also cause discomfort to the wearer. In order to eliminate these drawbacks, conventionally, cationic antistatic agents, anionic antistatic agents, nonionic antistatic agents, organic amine salts, inorganic salts, etc. have been combined with water repellent agents in addition to fluorine-based water repellents. This method is commonly used.
However, for example, in the case of a cationic antistatic agent, although it shows good antistatic ability in low-temperature treatment, it does not provide durable water repellency during washing. On the other hand, high-temperature treatment has the disadvantage that even the antistatic function is lost. Anionic antistatic agents, organic amine salts, and inorganic salts are undesirable because they also reduce the initial performance of water repellency and washing durability. Furthermore, since nonionic antistatic agents have low antistatic ability, they must be used in large amounts in order to obtain sufficient antistatic properties, which significantly reduces the washing durability of water repellency. Because of the above problems, it is extremely difficult to impart antistatic properties while maintaining water repellency and washing durability, and there has been no satisfactory treatment method. [Problems to be Solved by the Invention] An object of the present invention is to provide a method for imparting water repellency and antistatic performance with washing durability to a synthetic fiber structure. [Means for solving the problem] The present invention provides a method for antistatic and water repellent treatment of synthetic fiber structures, which includes a cationic antistatic agent, an anionic antistatic agent, and a fluorine water repellent in one bath. After applying the solution to the synthetic fiber structure, heat treatment is performed, but the above cationic antistatic agent is (wherein R is an alkyl group having 8 to 18 carbon atoms, R' and R'' are each an alkyl group having 1 to 3 carbon atoms, and R is -CH 3 ,
-CH 2 CH 3 , -CH 2 CH 2 OH or benzyl group, X is Cl, [-]CH 3 SO 4 or CH 3(+) CH 2 SO 4 ), and has an anionic charge. The inhibitor is a formula (where n is an integer of 1 or 2, A can be the same or different from each other, H, NH4, Na and K
) and the formula or (wherein R', R'' and R are each an alkyl group having 2 to 18 carbon atoms, A can be the same or different from each other and are selected from H, NH4, Na and K) This method is characterized in that the cationic antistatic agent used in the present invention is a mixture with an organic phosphate ester represented by the above formula [1], and representative examples thereof include can be mentioned. The anionic antistatic agent used in the present invention is a pyrophosphate represented by the above formula [2], for example and an organic phosphate ester represented by the above formula [3] or [4], for example It is a mixture of The ratio of salt [2] to the total amount of organic phosphate esters [3] and [4] is preferably in the range of 1:3 to 3:1 based on weight. The ratio of the cationic antistatic agent [1] to the total amount of the anionic antistatic agents [2], [3] and [4] is preferably in a weight ratio range of 30:70 to 70:30. If it is outside this range, the antistatic performance or the washing durability of the water repellent performance is likely to decrease. The fluorine-based water repellent used in the present invention itself is known. Those containing a perfluoroalkyl group as a main component are preferred. The water repellent is used in an amount of 0.3 to 15% by weight, preferably 0.5 to 8% by weight based on the synthetic fiber structure.
It is applied in an amount of % by weight. It is preferred to use antistatic agents in amounts of 2 to 80% by weight, in particular 4 to 60% by weight, based on the water repellent. In the present invention, a fluorine-based water repellent, a cationic antistatic agent, and an anionic antistatic agent are included in one bath. Preferably an aqueous bath is used. Conventionally, it has been considered undesirable to use a cationic antistatic agent and an anionic antistatic agent in one bath because the bath becomes unstable. However, in the system of the present invention, this problem has been solved. Additionally, as mentioned above, in the past, when antistatic agents and water repellents were used in one bath and processed simultaneously, it was not possible to obtain both satisfactory antistatic performance and water repellent performance for washing durability. However, in the present invention, it is possible to satisfactorily achieve both performances. In the present invention, it is preferable to further include an aminoplast resin in the treatment bath in order to improve the washing durability of water repellency. Suitable aminoplast resins include, for example, dimethylol dihydroxyethylene urea, triazone formaldehyde, urea formaldehyde, ethylene urea formaldehyde, other N-methylol compounds, N-methylol ether compounds, together with amino salts or metal salts as curing catalysts. be able to. Aminoplast resin is 0.05 for synthetic fiber structures.
It is preferable to use the organic amine salt in an amount of 50 to 100% by weight based on the aminoplast resin as a catalyst. By including the aminoplast resin, the washing durability of water repellency is significantly improved. The bath containing a fluorine-based water repellent, a cationic antistatic agent, and an anionic antistatic agent, preferably also an aminoplast resin, is applied to the synthetic fiber structure by any suitable method, such as by dipping or spraying. be done. Next, preferably dry 80-130
℃ for 20 seconds to 5 minutes. Next, heat treatment is performed.
The heat treatment is preferably performed at 120 to 200°C for 20 seconds to 5 minutes. Particularly preferred is heat treatment at 170-190°C for 1-3 minutes. In the present invention, synthetic fiber structures include polyethylene terephthalate, polybutylene terephthalate, polyoxyethoxybenzoate, polyethylene naphthalate, cyclohexane dimethylene terephthalate, and additional components of these polyesters such as isophthalic acid, adipic acid, and sulfoisophthalic acid. Synthesis of polyesters copolymerized with dicarboxylic acid components such as propylene glycol, butylene glycol, cyclohexanedimethanol, diol components such as diethylene glycol, 6-nylon-6,6-nylon, aromatic nylon, polypropylene, polyacrylonitrile, etc. Refers to knitted fabrics, woven fabrics, and nonwoven fabrics containing fibers. (Example) Next, the present invention will be explained in detail in Examples, and the test methods used in the Examples are as follows. 1. Washing resistance JIS L-0217-103 2. Water repellency JIS L-1092 (spray method) 3. Antistatic method Frictional charging voltage was measured using a Kyoto University Kaken type rotary static tester (20℃, 40%
(Measured in RH atmosphere). The antistatic agents used are as follows. Cationic antistatic agent A octylalkyltrimethylaminochloride
20% by weight aqueous cationic antistatic agent B Aqueous anionic antistatic agent C containing 20% by weight each of uralylalkyltriethylaminoethosulfite and stearylalkyltrimethylaminomethosulfite C 10% by weight of sodium pyrophosphate and monopropyl alkyl ester Aqueous solution containing a combined 10% by weight of disodium phosphite and dipropylalkyl ester monosodium phosphite (solid content 20% by weight) Anionic antistatic agent D Ammonium tripolyphosphate 10% by weight and monooctylalkyl ester diammonium phosphite and Aqueous solution containing 10% by weight of dioctyl alkyl ester monoammonium phosphite (solid content 20% by weight) Asahi Guard AG710 as a fluorine-based water repellent
(trademark, Asahi Glass Co., Ltd., solid content 18% by weight) was used. Betsukamine J101 as aminoplast resin
(Trademark, Dainippon Ink Co., Ltd., solid content 80% by weight)
Catalyst 376 (trademark, Dainippon Ink Co., Ltd.) was used as a catalyst. Example 1 Scouring, presetting, dyeing, hot water washing,
Washed, dehydrated, and dried warp 70 denier/36
Filament: 100% 6-nylon navy-colored nylon thread with a weft of 80 denier/48 filaments and a basis weight of 85 g/m 2 was prepared. Using the nylon cloth, prepare a treatment bath with the following composition: Asahi Guard AG710 (solid content 18% by weight) 5 parts by weight Betsukamin J101 (solid content 18% by weight) 0.5 〃 Catalyst 376 0.4 〃 Cationic antistatic agent A 0.7 〃 Anion Antistatic agent C 0.7 parts by weight 92.7 parts by weight of water was squeezed up to 50% by weight, and 120 parts by weight was added.
It was dried at 180° C. for 30 seconds and then heated at 180° C. for 90 seconds. The performance of the obtained nylon cloth was measured,
It is shown in Table 1. Example 2 Scouring, presetting, dyeing, hot water washing,
A yellow plain woven fabric made of washed, dehydrated, and dried polyester with warp yarns of 80 denier/48 filaments and a basis weight of 90 g/m 2 was prepared. Using the polyester cloth, we prepared a treatment bath Asahi Guard AG710 (solid content 18% by weight) with the following composition:
5 parts by weight Betsukamin J101 (solid content 18% by weight) 0.5 〃 Catalyst 376 0.4 〃 Cationic antistatic agent B 0.7 〃 Anionic antistatic agent D 0.7 〃 Water 92.7 〃 Squeeze the liquid to a concentration of 50% by weight, 120
The performance of the resulting polyester fabric was measured by drying at ℃ for 30 seconds and heat treatment at 180℃ for 90 seconds.
It is shown in Table 1. Example 3 Using the same polyester cloth as used in Example 2, the same procedure as in Example 2 was carried out using a treatment bath having the following composition, and the performance of the obtained polyester cloth was measured, and the results are shown in Table 1. Ta. (3-1) Asahi Guard AG710 5 parts by weight Betsukamine J101 0.5 〃 Catalyst 376 0.4 〃 Cationic antistatic agent B 0.4 〃 Anionic antistatic agent D 1.0 〃 Water 92.7 〃 (3-2) Asahi Guard AG710 5 parts by weight Betsukamine J101 0.5 〃 Catalyst 376 0.4 〃 Cationic antistatic agent B 1.0 parts by weight Anionic antistatic agent D 0.4 〃 Water 92.7 〃 Comparative example 1 Using the same polyester cloth as used in Example 2, a treatment bath Asahi with the following composition was used. Guard AG710 (solid content 18% by weight)
5 parts by weight Betsukamin J101 (solid content 80% by weight) 0.5 〃 Catalyst 376 0.4 〃 Cationic antistatic agent A 1.4 〃 Water Squeeze 92.7 parts by weight to 50% by weight in a pick-up, 120
It was dried at ℃ for 30 minutes and heat treated at 180 ℃ for 90 seconds. Comparative Example 2 Using the same polyester cloth as used in Example 2, pick up a treatment bath with the following composition: Asahi Guard AG710 5 parts by weight Betsukamine J101 0.5 parts by weight Catalyst 376 0.4 〃 Anionic antistatic agent C 1.4 〃 Water 92.7 〃 Squeeze the liquid to 50% by weight, 120%
It was dried at ℃ for 30 minutes and heat treated at 180℃ for 90 seconds.
撥水剤と帯電防止剤を一液で用いて加工して、
耐洗濯性の撥水性能と帯電防止性能の両者を高い
レベルで両立させて得た。従来の方法において
は、一浴処理を行うと撥水性能の耐洗濯性か帯電
防止性能かの一方が犠性になつたことに鑑み、本
発明の効果は顕著である。また従来、カチオン性
帯電防止剤とアニオン性帯電防止剤の両者を一浴
に含めると浴が不安定になつたが、本発明で用い
る特定のカチオン性帯電防止剤とアニオン性帯電
防止剤の組合せは安定な浴を構成する。
以上の通り、本発明は優れた帯電防止性能なら
びに撥水性能を合成繊維構造物に付与する方法を
提供する。
Processed using a water repellent and antistatic agent in one solution,
It has achieved a high level of both water repellency and antistatic performance for washing resistance. In view of the fact that in conventional methods, one-bath treatment sacrificed either wash resistance or antistatic performance of water repellency, the effects of the present invention are remarkable. Furthermore, in the past, when both a cationic antistatic agent and an anionic antistatic agent were included in one bath, the bath became unstable, but the combination of the specific cationic antistatic agent and anionic antistatic agent used in the present invention constitutes a stable bath. As described above, the present invention provides a method for imparting excellent antistatic and water repellent properties to synthetic fiber structures.
Claims (1)
する方法において、カチオン系帯電防止剤、アニ
オン系帯電防止剤及びフツ素系撥水剤を一浴に含
む処理液を合成繊維構造物に施与した後に加熱処
理し、ただし上記カチオン系帯電防止剤が式 （式中、Ｒは８〜18個の炭素原子を有するアル
キル基であり、R′及びR″は各々１〜３個の炭素
原子を有するアルキル基であり、Ｒは−CH3、
―CH2CH3、―CH2CH2OH又はベンジル基であ
り、ＸはCl、CH3SO4又はCH3CH2SO4である）
により示され、アニオン系帯電防止剤が、式 （式中、ｎは１又は２の整数であり、Ａは互い
に同一または異なることができ、Ｈ、NH4、Na
及びＫから選ばれる）で示される無機塩と式 又は （式中、R′、R″及びＲは各々２〜18個の炭
素原子を有するアルキル基であり、Ａは互いに同
一又は異なることができ、Ｈ、NH4、Na及びＫ
から選ばれる）で示される有機リン酸エステルと
の混合物であることを特徴とする方法。 ２ カチオン系帯電防止剤とアニオン系帯電防止
剤の比が重量に基づき30：70〜70：30の範囲にあ
る特許請求の範囲第１項記載の方法。 ３ 式〔２〕で示される無機塩と式〔３〕又は
〔４〕により示される有機リン酸エステルとの比
が重量に基づき１：３〜３：１の範囲にある特許
請求の範囲第１項又は第２項記載の方法。 ４ フツ素系撥水剤がパーフルオロアルキル基を
含むものである特許請求の範囲第１〜３項のいず
れか１つに記載の方法。 ５ フツ素系撥水剤が合成繊維構造物に対して１
〜15重量％施与される特許請求の範囲第１〜４項
のいずれか１つに記載の方法。 ６ カチオン系帯電防止剤およびアニオン系帯電
防止剤の合計重量がフツ素系撥水剤重量に対して
0.02〜0.8の比の範囲にある特許請求の範囲第１
〜５項のいずれか１つに記載の方法。[Scope of Claims] 1. A method for treating synthetic fiber structures with antistatic and water repellent treatment, in which a treatment solution containing a cationic antistatic agent, an anionic antistatic agent, and a fluorine-based water repellent in one bath is applied to synthetic fibers. After being applied to the structure, heat treatment is performed, but the above cationic antistatic agent is (wherein R is an alkyl group having 8 to 18 carbon atoms, R' and R'' are each an alkyl group having 1 to 3 carbon atoms, and R is -CH3 ,
—CH 2 CH 3 , —CH 2 CH 2 OH or a benzyl group, and X is Cl, CH 3 SO 4 or CH 3 CH 2 SO 4 )
The anionic antistatic agent is represented by the formula (In the formula, n is an integer of 1 or 2, A can be the same or different from each other, and H, NH 4 , Na
and K) and the formula or (wherein R′, R″ and R are each an alkyl group having 2 to 18 carbon atoms, A can be the same or different from each other, H, NH 4 , Na and K
A method characterized in that the mixture is a mixture with an organic phosphoric acid ester selected from 2. The method according to claim 1, wherein the ratio of cationic antistatic agent to anionic antistatic agent is in the range of 30:70 to 70:30 based on weight. 3 Claim 1 in which the ratio of the inorganic salt represented by formula [2] to the organic phosphate ester represented by formula [3] or [4] is in the range of 1:3 to 3:1 based on weight. or the method described in paragraph 2. 4. The method according to any one of claims 1 to 3, wherein the fluorine-based water repellent contains a perfluoroalkyl group. 5 Fluorine-based water repellent is 1 for synthetic fiber structures
5. A method according to any one of claims 1 to 4, wherein ~15% by weight is applied. 6 The total weight of cationic antistatic agent and anionic antistatic agent is relative to the weight of fluorine-based water repellent.
Claim 1 in the ratio range of 0.02 to 0.8
5. The method according to any one of items 5 to 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19998086A JPS6359479A (en) | 1986-08-28 | 1986-08-28 | Antistatic and water repellent processing of synthetic fiber structure |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19998086A JPS6359479A (en) | 1986-08-28 | 1986-08-28 | Antistatic and water repellent processing of synthetic fiber structure |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6359479A JPS6359479A (en) | 1988-03-15 |
| JPH0255550B2 true JPH0255550B2 (en) | 1990-11-27 |
Family
ID=16416778
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19998086A Granted JPS6359479A (en) | 1986-08-28 | 1986-08-28 | Antistatic and water repellent processing of synthetic fiber structure |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6359479A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6924329B2 (en) | 2001-11-05 | 2005-08-02 | 3M Innovative Properties Company | Water- and oil-repellent, antistatic compositions |
| JP5301142B2 (en) * | 2007-11-16 | 2013-09-25 | 日華化学株式会社 | Antistatic agent and antistatic water repellent agent, antistatic processing method and antistatic water repellent method using the same, and textile processed by the method |
| KR102129650B1 (en) * | 2013-04-01 | 2020-07-02 | 가부시키가이샤 아데카 | Flame-retardant agent composition, flame-retardant fiber treated with flame-retardant agent composition, and method for increasing amount of flame-retardant component adhered onto fibers using said composition |
-
1986
- 1986-08-28 JP JP19998086A patent/JPS6359479A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6359479A (en) | 1988-03-15 |
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