JP2001207334A - Elastic fiber excellent in antistatic property - Google Patents
Elastic fiber excellent in antistatic propertyInfo
- Publication number
- JP2001207334A JP2001207334A JP2000057858A JP2000057858A JP2001207334A JP 2001207334 A JP2001207334 A JP 2001207334A JP 2000057858 A JP2000057858 A JP 2000057858A JP 2000057858 A JP2000057858 A JP 2000057858A JP 2001207334 A JP2001207334 A JP 2001207334A
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- Prior art keywords
- modified silicone
- groups
- group
- modified
- elastic fiber
- 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.)
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- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】制電性に優れる弾性繊維に関
する。The present invention relates to an elastic fiber having excellent antistatic properties.
【０００２】[0002]
【従来の技術】特開昭５８−１８０６１１号公報、特開
平３−２８７８１６号公報に、ポリウレタン弾性繊維の
溶融紡糸時に変性シリコーンを添加することが記載され
ている。特開平８−２６９８２２号公報に、アミノ変性
シリコーンを添加したポリウレタン弾性繊維が記載され
ている。特開平３−１４６７７４号公報、特開平９−２
９６３７７号公報には、末端封鎖型ポリエーテル変性シ
リコーンを用いたポリウレタン弾性繊維用油剤が記載さ
れている。2. Description of the Related Art JP-A-58-180611 and JP-A-3-287816 describe the addition of a modified silicone during melt spinning of polyurethane elastic fibers. JP-A-8-269822 discloses a polyurethane elastic fiber to which an amino-modified silicone is added. JP-A-3-146774, JP-A-9-2
No. 96377 describes an oil agent for polyurethane elastic fibers using a polyether-modified silicone having a blocked end.
【０００３】[0003]
【発明が解決しようとする課題】末端封鎖型ポリエーテ
ル変性シリコーンを弾性繊維に添加した場合、該変性シ
リコーンとポリマーとの相溶性が悪く、ポリマー中に均
一に変性シリコーンが分散しないために制電性が思うよ
うに向上しないといった問題があった。また、末端封鎖
型ポリエーテル変性シリコーンを油剤に用いた場合、弾
性繊維表面に該変性シリコーンが固定されないためか思
うように制電性が向上しないといった問題があった。本
発明の変性シリコーンを用いることにより、末端の反応
基がポリウレタン原料と反応してポリウレタン中に均一
に混合して、制電性が発現する。また本発明の変性シリ
コーンを油剤中に混合することにより、変性シリコーン
が弾性繊維表面に反応して固定化するために、制電性が
発現すると考えられる。When an end-blocked polyether-modified silicone is added to an elastic fiber, the compatibility between the modified silicone and the polymer is poor, and the modified silicone is not uniformly dispersed in the polymer. There was a problem that sex did not improve as expected. Further, when the end-blocking type polyether-modified silicone is used as an oil agent, there is a problem that the antistatic property is not improved as expected because the modified silicone is not fixed to the surface of the elastic fiber. By using the modified silicone of the present invention, the terminal reactive group reacts with the polyurethane raw material and is uniformly mixed in the polyurethane, thereby exhibiting antistatic properties. Further, it is considered that by mixing the modified silicone of the present invention into an oil agent, the modified silicone reacts with and is fixed to the surface of the elastic fiber, thereby exhibiting antistatic properties.
【０００４】[0004]
【課題を解決するための手段】本発明は、 末端がＯ
Ｈ基又はＮＨ２基であるポリオキシアルキレン基を１〜
４個有する変性シリコーン（以下変性シリコーンＡとい
う）と、 反応性ＯＨ基又はＮＨ２基を１〜４個有す
る変性シリコーンであってかつ末端封鎖ポリオキシアル
キレン基によっても変性されている変性シリコーン（以
下変性シリコーンＢという）の少なくとも一方を０．０
０１〜１０重量％含有するポリウレタンである。また本
発明の弾性繊維は、の変性シリコーンＡとの変性シ
リコーンＢの少なくとも一方を含有する油剤が１〜１０
重量％付与されていることを特徴とする。According to the present invention, there is provided a method comprising the steps of:
A polyoxyalkylene group, which is an H group or an NH 2 group,
A modified silicone having four (hereinafter, referred to as modified silicone A) and a modified silicone having from 1 to 4 reactive OH groups or NH 2 groups and modified by an end-blocking polyoxyalkylene group (hereinafter, referred to as modified silicone A) At least one of modified silicone B)
Polyurethane containing from 01 to 10% by weight. Further, the elastic fiber of the present invention is characterized in that the oil agent containing at least one of the modified silicone A and the modified silicone B is 1 to 10
% By weight.
【０００５】本発明にいう末端がＯＨ基又はＮＨ２基で
あるポリオキシアルキレン基を１〜４個有する変性シリ
コーンＡは、主鎖であるポリシロキサンに両末端又は分
岐の形でポリオキシアルキレン基が１〜４個結合してい
るものをいい、ポリオキシアルキレン基としてはポリオ
キシエチレン、ポリオキシプロピレン、ポリオキシエチ
レンプロピレン共重合体、ポリオキシブチレン等の基を
言う。４個を越えると、ポリマーのゲル化が激しくな
る。好ましくは１〜２個である。The modified silicone A having 1 to 4 polyoxyalkylene groups whose terminals are OH groups or NH 2 groups referred to in the present invention is obtained by adding polyoxyalkylene groups at both ends or in a branched form to the polysiloxane of the main chain. Are bonded to each other, and the polyoxyalkylene group includes groups such as polyoxyethylene, polyoxypropylene, polyoxyethylene propylene copolymer, and polyoxybutylene. If it exceeds 4, gelation of the polymer becomes severe. Preferably it is 1-2.
【０００６】本発明にいう反応性ＯＨ基又はＮＨ２基を
１〜４個有する変性シリコーンであってかつ末端封鎖ポ
リオキシアルキレン基によっても変性されている変性シ
リコーンＢとは、主鎖であるポリシロキサンに−Ｒ−Ｏ
Ｈ又は−Ｒ−ＮＨ２（Ｒは有機基）が末端又は分岐の形
で１〜４個結合し、かつ末端封鎖型のポリオキシエチレ
ン、ポリオキシプロピレン、ポリオキシエチレンブチレ
ン共重合体、ポリオキシブチレン等のポリオキシアルキ
レン基で変性されているものをいう。４個を越えると、
糸と糸の間に架橋が生じ好ましくない。好ましくは１〜
２個である。本発明のポリウレタンは、変性シリコーン
Ａ又はＢを０．００１〜１０重量％好ましくは０．０１
〜５重量％含有する。The modified silicone B having 1 to 4 reactive OH groups or NH 2 groups and modified by an end-blocking polyoxyalkylene group according to the present invention is a modified silicone B having a main chain polyoxyalkylene group. -RO in siloxane
H or —R—NH 2 (R is an organic group) having 1 to 4 terminal or branched bonds, and end-blocking polyoxyethylene, polyoxypropylene, polyoxyethylene butylene copolymer, polyoxy It is modified with a polyoxyalkylene group such as butylene. Beyond four,
Crosslinking occurs between the yarns, which is not preferable. Preferably 1 to
There are two. The polyurethane of the present invention contains modified silicone A or B in an amount of 0.001 to 10% by weight, preferably 0.01 to 10% by weight.
-5% by weight.
【０００７】本発明にいうポリウレタンとは、長鎖のポ
リエーテル、ポリエステルまたはポリエーテルエステル
であるソフトセグメントと、有機ジイソシアネートとジ
アミンまたはジオール鎖伸長剤との反応により誘導され
た比較的短鎖のウレタンセグメントであるハードセグメ
ントからなる。The term "polyurethane" as used in the present invention means a relatively short-chain urethane derived from the reaction of a soft segment, which is a long-chain polyether, polyester or polyetherester, with an organic diisocyanate and a diamine or diol chain extender. It consists of hard segments, which are segments.
【０００８】本発明に用いる弾性繊維用油剤の粘度は、
２５℃において１００ｍｍ２／ｓ以下好ましくは５０ｍ
ｍ２／ｓ以下が望ましい。油剤のベース成分としては、
２５℃における粘度が２〜１００ｍｍ２／ｓのジメチル
ポリシロキサン、鉱物油、エステル油等が用いられる。
また本発明の制電効果をそこなわない範囲内でタルク、
シリカ、アルミナ、酸化チタン等の固体微粒子や高級脂
肪酸の金属塩、固体ワックス、各種変性シリコーン等の
通常油剤に使用される成分を添加しても良い。変性シリ
コーンＡ及びＢは、油剤のベース成分に対して０．０１
〜１０重量％、好ましくは０．１〜５重量％添加され
る。本発明の弾性繊維には、この油剤が１〜１０重量％
付与されている。The viscosity of the oil agent for elastic fibers used in the present invention is as follows:
100 mm 2 / s or less at 25 ° C., preferably 50 m 2 / s
m 2 / s or less is desirable. As the base component of the oil,
Dimethylpolysiloxane, mineral oil, ester oil and the like having a viscosity of 2 to 100 mm 2 / s at 25 ° C. are used.
Talc, as long as the antistatic effect of the present invention is not impaired,
Components usually used in oils such as solid fine particles such as silica, alumina and titanium oxide, metal salts of higher fatty acids, solid waxes and various modified silicones may be added. The modified silicones A and B are used in an amount of 0.01 to the base component of the oil agent.
-10% by weight, preferably 0.1-5% by weight. This oil agent is contained in the elastic fiber of the present invention in an amount of 1 to 10% by weight.
Has been granted.
【０００９】本発明の変性シリコーンの例 変性シリコーン１：直鎖状両末端ポリエーテル変性シリ
コーン（ＥＯ／ＰＯ（３モル／７モル）のポリエーテル
基で末端がＯＨ基）、粘度１５００ｍｍ２／ｓ（２５
℃） 変性シリコーン２：直鎖状両末端Ｃ３Ｈ６ＮＨ２変性シ
リコーン（ＥＯ（５モル）の分岐ポリエーテル基で末端
メチルエーテル、粘度３０００ｍｍ２／ｓ（２５℃）Examples of the modified silicone of the present invention: Modified silicone 1: straight-chain polyether modified at both ends (EO / PO (3 mol / 7 mol), polyether group terminated at OH), viscosity 1500 mm 2 / s (25
C) Modified silicone 2: linear both ends C 3 H 6 NH 2 modified silicone (EO (5 mol) branched polyether group at the end methyl ether, viscosity 3000 mm 2 / s (25 ° C.)
【００１０】比較例の変性シリコーン 変性シリコーン３：分岐状ポリエーテル変性シリコーン
（５個以上のポリエーテル基ＥＯ／ＰＯ（５モル／５モ
ル）で末端ＯＨ基）、粘度２０００ｍｍ２／ｓ（２５
℃） 変性シリコーン４：分岐状ポリエーテル変性シリコーン
（５個以上のポリエーテル基ＥＯ／ＰＯ（７モル／３モ
ル）でメチル基封鎖型）、粘度１０００ｍｍ２／ｓ（２
５℃）Modified Silicone of Comparative Example Modified Silicone 3: Branched polyether modified silicone (terminal OH group with 5 or more polyether groups EO / PO (5 mol / 5 mol)), viscosity 2000 mm 2 / s (25
C) Modified silicone 4: branched polyether-modified silicone (methyl group-blocked type with 5 or more polyether groups EO / PO (7 mol / 3 mol)), viscosity 1000 mm 2 / s (2
5 ℃)
【００１１】[0011]
【実施例】以下実施例により本発明を具体的に説明す
る。なお実施例に於ける、各特性の評価は次の方法にし
たがって行った。 〔油剤の作用効果の評価法〕解舒速度比： 解舒速度比測定機の解舒側に改質剤を付与
した繊維のチーズ（１）をセットし、巻取側紙管（２）
をセットする（図１参照）。巻取速度を一定速度にセッ
トした後、ローラー（３）および（４）を同時に起動さ
せる。この状態では糸（５）に張力はほとんどかからな
いため、糸はチーズ上で膠着して離れないため解舒点
（６）は図１に示す状態にある。解舒速度を変えること
によってチーズからの糸（５）の解舒点（６）が変わる
ので、この点がチーズとローラーとの接点（７）と一致
するように解舒速度を設定する。解舒速度比は次式によ
って求める。この値が小さいほど、解舒性が良いことを
示す。The present invention will be described in detail with reference to the following examples. The evaluation of each characteristic in the examples was performed according to the following methods. [Evaluation method of action effect of oil agent] Unwinding speed ratio: A fiber cheese (1) provided with a modifier is set on the unwinding side of an unwinding speed ratio measuring device, and a winding paper tube (2)
Is set (see FIG. 1). After setting the winding speed to a constant speed, the rollers (3) and (4) are activated simultaneously. In this state, since little tension is applied to the yarn (5), the yarn is stuck on the cheese and does not separate, so that the unwinding point (6) is in the state shown in FIG. Since the unwinding point (6) of the yarn (5) from the cheese is changed by changing the unwinding speed, the unwinding speed is set so that this point coincides with the contact point (7) between the cheese and the roller. The unwinding speed ratio is determined by the following equation. The smaller this value is, the better the unwinding property is.
【００１２】[0012]
【数１】 (Equation 1)
【００１３】編成張力：図２において、チーズ（８）か
ら縦取りした弾性糸（９）をコンペンセーター（１０）
を経てローラー（１１）、編み針（１２）を介して、Ｕ
ゲージ（１３）に付したローラー（１４）を経て速度計
（１５）、巻取ローラー（１６）に連結する。速度計
（１５）での走行速度が定速（例えば、１０ｍ／分、１
００ｍ／分）になるように巻取ローラーの回転速度を調
整して、巻取ローラーに巻き取り、そのときの張力変動
をＵゲージ（１３）で測定し、繊維／編み針間の摩擦
（ｇ）を計測する。走行糸条より１ｃｍのところで春日
式電位差測定装置（１７）で発生静電気を測定する。Knitting tension: In FIG. 2, an elastic thread (9) taken vertically from a cheese (8) is used as a compensator (10).
Through roller (11) and knitting needle (12)
A speedometer (15) and a winding roller (16) are connected via a roller (14) attached to a gauge (13). When the traveling speed on the speedometer (15) is constant (for example, 10 m / min, 1
00m / min), the winding speed of the take-up roller is adjusted, and the take-up roller is taken up. The tension fluctuation at that time is measured by a U gauge (13), and the friction (g) between the fiber / knitting needle Is measured. At 1 cm from the running yarn, the generated static electricity is measured by a Kasuga potential difference measuring device (17).
【００１４】〔紡糸原液の調製〕数平均分子量２０００
のポリテトラメチレンエーテルグリコールと４，４′−
ジフェニルメタンジイソシアネートをモル比率１：２で
反応させ、次いで１，２−ジアミノプロパンのジメチル
ホルムアミド溶液を用いて鎖延長し、ポリマー濃度２０
重量％のジメチルホルムアミド溶液を得た。３０℃での
粘度は１７００センチポイズであった。[Preparation of spinning dope] Number average molecular weight 2000
Of polytetramethylene ether glycol and 4,4'-
Diphenylmethane diisocyanate was reacted at a molar ratio of 1: 2, and then chain-extended using a solution of 1,2-diaminopropane in dimethylformamide to give a polymer concentration of 20.
A weight% solution of dimethylformamide was obtained. The viscosity at 30 ° C. was 1700 centipoise.
【００１５】実施例１ 調整した紡糸原液に対し本発明の変性シリコーン１を２
重量％添加した後、このポリウレタン紡糸原液を１９０
℃のＮ２気流中に吐出して乾式紡糸した。紡糸中走行糸
に表面処理剤ジメチルシリコーン１０ｍｍ２／ｓ（２５
℃）をオイリングローラーにより繊維に対して５重量％
付与した後、毎分４００ｍの速度でボビンに巻き取り７
０ｄｔｅｘモノフィラメントチーズ（巻量４００ｇ）を
得た。得られたチーズを３５℃、５０％ＲＨの雰囲気中
に４８時間放置して評価に供した。評価結果を表１に示
した。Example 1 Modified silicone 1 of the present invention was added to 2
After the addition of the polyurethane spinning solution,
The mixture was discharged into a stream of N 2 at a temperature of 0 ° C. and dry-spun. The surface treatment agent dimethyl silicone 10 mm 2 / s (25
5% by weight of the fiber with an oiling roller
After applying, it is wound on a bobbin at a speed of 400 m / min.
Odtex monofilament cheese (400 g in volume) was obtained. The obtained cheese was left for evaluation for 48 hours in an atmosphere of 35 ° C. and 50% RH. Table 1 shows the evaluation results.
【００１６】実施例２〜５ 変性シリコーン２を０．０１重量％、０．１重量％、
０．５重量％、３重量％と添加量を変えて、実施例１と
同様に乾式紡糸した。評価結果を表１に示す。Examples 2 to 5 0.01% by weight, 0.1% by weight of modified silicone 2
Dry spinning was carried out in the same manner as in Example 1 except that the addition amount was changed to 0.5% by weight and 3% by weight. Table 1 shows the evaluation results.
【００１７】比較例１、２ 変性シリコーン３、４を１重量％添加する以外、実施例
１と同様に乾式紡糸した。評価結果を表１に示す。Comparative Examples 1 and 2 Dry spinning was carried out in the same manner as in Example 1 except that 1% by weight of the modified silicones 3 and 4 were added. Table 1 shows the evaluation results.
【００１８】[0018]
【表１】 [Table 1]
【００１９】実施例６〜１０および比較例３、４ 以下の組成（重量％）の油剤を調整した。 Examples 6 to 10 and Comparative Examples 3 and 4 Oils having the following compositions (% by weight) were prepared.
【００２０】先に調整した紡糸原液を２００℃のＮ２気
流中に吐出して乾式紡糸した。紡糸中走行糸に油剤ａ〜
ｇを繊維に対して５重量％付与した後、毎分５００ｍの
速度で巻き取り７０ｄｔｅｘモノフィラメントチーズ
（巻量４００ｇ）を得た。得られたチーズを３５℃、５
０％ＲＨ雰囲気中に４８時間放置して評価に供した。評
価結果を表２に示す。The previously prepared spinning dope was discharged into a N 2 stream at 200 ° C. to perform dry spinning. Oil agent a to running yarn during spinning
g was applied to the fiber at 5% by weight, and then wound at a speed of 500 m / min to obtain a 70 dtex monofilament cheese (winding amount: 400 g). 35 ° C, 5
The sample was left for 48 hours in a 0% RH atmosphere for evaluation. Table 2 shows the evaluation results.
【表２】 [Table 2]
【００２１】[0021]
【発明の効果】本発明の変性シリコーンＡ，Ｂの少なく
とも一方を添加することにより、末端の反応基がポリウ
レタン原料と反応してポリウレタン中に均一に混合し
て、制電性が発現する。また本発明の変性シリコーン
Ａ，Ｂの少なくとも一方を油剤中に混合して弾性繊維に
付与することにより、変性シリコーンが弾性繊維表面の
イソシアネートとに反応して固定されるために、制電性
が発現すると考えられる。By adding at least one of the modified silicones A and B of the present invention, the terminal reactive group reacts with the polyurethane raw material and is uniformly mixed in the polyurethane, thereby exhibiting antistatic properties. Further, by mixing at least one of the modified silicones A and B of the present invention in an oil agent and applying the modified silicone to an elastic fiber, the modified silicone reacts with isocyanate on the surface of the elastic fiber and is fixed. It is thought to be expressed.
【図１】解舒速度比の測定方法を説明する模式図。FIG. 1 is a schematic diagram illustrating a method of measuring an unwinding speed ratio.
【図２】編成張力の測定方法を説明する模式図。FIG. 2 is a schematic diagram illustrating a method of measuring knitting tension.
１ チーズ ２ 巻取用紙管 ３ ローラー ４ ローラー ５ 走行糸条 ６ 解舒点 ７ チーズとローラーの接点 ８ チーズ ９ 走行糸条 １０ コンペンセーター １１ ローラー １２ 編み針 １３ Ｕゲージ １４ ローラー １５ 速度計 １６ 巻取りローラー １７ 春日式電位差測定装置 Reference Signs List 1 cheese 2 winding paper tube 3 roller 4 roller 5 traveling thread 6 unwinding point 7 contact point between cheese and roller 8 cheese 9 traveling thread 10 compensator 11 roller 12 knitting needle 13 U gauge 14 roller 15 speedometer 16 winding roller 17 Kasuga potential difference measuring device
Claims (2)
Ｈ基又はＮＨ２基であるポリオキシアルキレン基を１〜
４個有する変性シリコーンと、 反応性ＯＨ基又はＮＨ２基を１〜４個有する変性シ
リコーンであってかつ末端封鎖ポリオキシアルキレン基
によっても変性されている変性シリコーンの少なくとも
一方を０．００１〜１０重量％含有するポリウレタン。1. A polyoxyalkylene group having a terminal O
A polyoxyalkylene group, which is an H group or an NH 2 group,
At least one of a modified silicone having 4 to 4 reactive OH groups or NH 2 groups, and a modified silicone having 1 to 4 reactive OH groups or NH 2 groups, and also modified by an end-blocking polyoxyalkylene group; Polyurethane containing by weight.
Ｈ基又はＮＨ２基であるポリオキシアルキレン基を１〜
４個有する変性シリコーンと、 反応性ＯＨ基又はＮＨ２基を１〜４個有する変性シ
リコーンであってかつ末端封鎖ポリオキシアルキレン基
によっても変性されている変性シリコーンの少なくとも
一方を含有する油剤が１〜１０重量％付与されている弾
性繊維。2. The terminal of the polyoxyalkylene group is O
A polyoxyalkylene group, which is an H group or an NH 2 group,
An oil agent containing at least one modified silicone having four modified silicones and at least one modified silicone having one to four reactive OH groups or NH 2 groups and also modified with a terminal-blocked polyoxyalkylene group. Elastic fiber provided by 10 to 10% by weight.
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| Application Number | Priority Date | Filing Date | Title |
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| JP2000057858A JP4369590B2 (en) | 2000-01-27 | 2000-01-27 | Elastic fiber with excellent antistatic properties |
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| JP2000057858A JP4369590B2 (en) | 2000-01-27 | 2000-01-27 | Elastic fiber with excellent antistatic properties |
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|---|---|
| JP2001207334A true JP2001207334A (en) | 2001-08-03 |
| JP4369590B2 JP4369590B2 (en) | 2009-11-25 |
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|---|---|---|---|
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| WO2016158967A1 (en) * | 2015-03-31 | 2016-10-06 | 信越化学工業株式会社 | Silicone-modified polyurethane-based fiber and method for manufacturing same |
| WO2017175680A1 (en) * | 2016-04-04 | 2017-10-12 | 信越化学工業株式会社 | Silicone-modified polyurethane fiber and method for manufacturing same |
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| TWI698560B (en) * | 2015-03-31 | 2020-07-11 | 日商信越化學工業股份有限公司 | Silicone modified polyurethane fiber and its manufacturing method |
| WO2017175680A1 (en) * | 2016-04-04 | 2017-10-12 | 信越化学工業株式会社 | Silicone-modified polyurethane fiber and method for manufacturing same |
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| CN108884597B (en) * | 2016-04-04 | 2022-03-15 | 信越化学工业株式会社 | Organosilicon-modified polyurethane fiber and process for producing the same |
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