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JPS6028869B2 - Antistatic agent composition for internal use in polyamide fibers - Google Patents
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JPS6028869B2 - Antistatic agent composition for internal use in polyamide fibers - Google Patents

Antistatic agent composition for internal use in polyamide fibers

Info

Publication number
JPS6028869B2
JPS6028869B2 JP56053920A JP5392081A JPS6028869B2 JP S6028869 B2 JPS6028869 B2 JP S6028869B2 JP 56053920 A JP56053920 A JP 56053920A JP 5392081 A JP5392081 A JP 5392081A JP S6028869 B2 JPS6028869 B2 JP S6028869B2
Authority
JP
Japan
Prior art keywords
antistatic
antistatic agent
agent composition
added
polyamide fibers
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
Application number
JP56053920A
Other languages
Japanese (ja)
Other versions
JPS57168939A (en
Inventor
守男 二宮
幸郎 釜田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Myoshi Oil and Fat Co Ltd
Original Assignee
Myoshi Oil and Fat Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Myoshi Oil and Fat Co Ltd filed Critical Myoshi Oil and Fat Co Ltd
Priority to JP56053920A priority Critical patent/JPS6028869B2/en
Publication of JPS57168939A publication Critical patent/JPS57168939A/en
Publication of JPS6028869B2 publication Critical patent/JPS6028869B2/en
Expired legal-status Critical Current

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  • Compositions Of Macromolecular Compounds (AREA)

Description

【発明の詳細な説明】 本発明はポリアミド繊維に添加して帯電防止効果が得ら
れる帯電防止剤組成物で、さらに詳しくは洗濯しても性
能が低下しない永久性のある帯電防止剤組成物に関する
ものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antistatic composition that can be added to polyamide fibers to provide an antistatic effect, and more particularly relates to a permanent antistatic composition that does not deteriorate in performance even after washing. It is something.

合成繊維は一般に静電気をおびやすく、この障害を防ぐ
ために帯電防止剤が要望されている。
Synthetic fibers are generally susceptible to static electricity, and antistatic agents are required to prevent this problem.

従釆高分子物質の帯電防止剤として種々の界面活性剤が
提案されており、たとえばリン酸ェステル塩、硫酸ェス
テル塩、ポリァルキレングリコール化合物、アミド化合
物、ィミダゾリン化合物、べタィン化合物などが重合時
のモノマーへ添加あるいは紡糸時に添加して帯電防止処
理が行われている。これらの界面活性剤をポリアミド繊
維に添加して帯電防止する場合に十分な帯電防止効果を
得るには1〜2重量%の添加量を必要とする。その結果
ポリアミドの重合に大きな影響を与える場合もあり、ま
た級糸時の添加ではポリアミドチツプの喰込性が悪くな
って紡糸効率を低下させることもある。さらに帯電防止
剤として使用される界面活性剤は多くの場合水溶性であ
るため繊維製品を洗濯すると繊維表面上にある界面活性
剤は脱落して帯電防止効果がなくなることもあり、添加
量が多くなると染色性特に日光堅牢度も低下する。本発
明者らは、これらの問題点を考慮して鋭意研究を行って
きた結果、本発明に到達したのである。すなわち本発明
は一般式 (但し、Rは炭素数10〜28個のアルキル基または2
−ヒドロキシアルキル基、nは15〜100)で表わさ
れる化合物75〜95重量%と炭素数12〜18個の脂
肪酸とグリセリンのモノェステル5〜25重量%の混合
物をポリアミド‘こ対して0.5〜1.の重量%添加す
ることによりすぐれた帯電防止効果を示すことを見出し
たものある。
Various surfactants have been proposed as antistatic agents for polymeric substances, such as phosphate ester salts, sulfate ester salts, polyalkylene glycol compounds, amide compounds, imidazoline compounds, betaine compounds, etc. Antistatic treatment is carried out by adding it to monomers or during spinning. When these surfactants are added to polyamide fibers to prevent static electricity, an amount of 1 to 2% by weight is required to obtain a sufficient antistatic effect. As a result, it may have a large effect on the polymerization of polyamide, and when added at the time of yarn production, the biting properties of the polyamide chips may deteriorate, resulting in a decrease in spinning efficiency. Furthermore, surfactants used as antistatic agents are often water-soluble, so when textile products are washed, the surfactants on the surface of the fibers may fall off and lose their antistatic effect, so they must be added in large amounts. If this happens, the dyeing properties, especially the fastness to sunlight, will also decrease. The present inventors have conducted extensive research in consideration of these problems, and as a result, have arrived at the present invention. That is, the present invention is based on the general formula (wherein R is an alkyl group having 10 to 28 carbon atoms or 2
- A mixture of 75 to 95% by weight of a compound represented by a hydroxyalkyl group (n is 15 to 100), 5 to 25% by weight of a fatty acid having 12 to 18 carbon atoms, and a monoester of glycerin is applied to a polyamide. 1. It has been found that an excellent antistatic effect can be obtained by adding 5% by weight of .

上記一股式の化合物は次のように合成される。The above single-pronged compound is synthesized as follows.

アルキルアミン又は、2一ヒドロキシアルキルアミンに
苛性カリ触媒を用いて常法により酸化エチレンを付加す
る。これを水又は有機溶媒例えばインプロピルアルコー
ルに溶解して70〜80ooで等モルの苛性ソーダの存
在のもとでモノクロル酢酸ソーダを反応させ、創生する
塩化ナトリウムを脱塩除去する。反応式を示すと下記の
とおりである。上記一股式で示される化合物は単独でも
1.0〜1.5重量%添加すると実用可能な帯電防止効
果は得られるが、グリセリン脂肪酸モノヱステルを併用
することにより単独の場合よりさらに少ない添加量で帯
電防止効果が得られる。上記一股式で示される化合物と
グリセリン脂肪酸モノェステルの比率は、グリセリン脂
肪酸モノェステルが25重量%以上では帯電防止効果は
悪くなり、5重量%以下では繊維を洗濯すると帯電防止
効果が低下して好ましくない。
Ethylene oxide is added to an alkylamine or a 2-hydroxyalkylamine by a conventional method using a caustic potash catalyst. This is dissolved in water or an organic solvent such as inpropyl alcohol and reacted with sodium monochloroacetate at 70 to 80 oo in the presence of equimolar caustic soda to remove the formed sodium chloride by desalting. The reaction formula is shown below. Even if the compound represented by the single-pronged formula above is added alone in an amount of 1.0 to 1.5% by weight, a practical antistatic effect can be obtained, but when used in combination with glycerin fatty acid monoester, it can be added in an even smaller amount than when added alone. Provides antistatic effect. The ratio of the compound represented by the above single-pronged formula to the glycerin fatty acid monoester is not preferable because if the glycerin fatty acid monoester is more than 25% by weight, the antistatic effect will be poor, and if it is less than 5% by weight, the antistatic effect will decrease when the fiber is washed. .

このように本発明の組成物は従来の帯電防止剤より少な
い添加量で効果的な帯電防止性を示し、また洗濯後も性
能を維持するのはポリアミドと適度な相熔‘性があるた
めに繊維表面に帯電防止剤が移行することによるものと
考えられる。
As described above, the composition of the present invention exhibits effective antistatic properties with a smaller amount added than conventional antistatic agents, and maintains its performance even after washing due to its moderate compatibility with polyamide. This is thought to be due to the antistatic agent migrating to the fiber surface.

すぐれた帯電防止効果を発揮する界面活性剤は極性も強
く、そのため紡糸時にスリップして喰込性が悪くなるこ
ともあり、ポリアミドからみれば帯電防止剤は一種に不
純物と考えられ添加量が多い場合にはポリアミドの物性
にも影響があると考えられる。このような意味から少な
い添加量で十分な帯電防止効果が得られる本発明の組成
物は帯電防止効果以外にポリァミド繊維の生産性、物性
、染色性さらには経済性の面でも有利である。本発明の
組成物は6−ナイロン、6・6−ナイロンのほかポリエ
ステル繊維にも適応でき、添加方法も重合前のモノマー
に添加しても級糸時に添加しても帯電防止効果その他の
性状に何ら変化はない。
Surfactants that exhibit excellent antistatic effects are also highly polar, which can result in slippage during spinning and poor biting properties.From the perspective of polyamide, antistatic agents are considered a type of impurity and are added in large amounts. In some cases, it is thought that the physical properties of the polyamide may also be affected. In this sense, the composition of the present invention, which can provide a sufficient antistatic effect with a small amount added, is advantageous not only in terms of antistatic effect but also in terms of productivity, physical properties, dyeability, and economical efficiency of polyamide fibers. The composition of the present invention can be applied to polyester fibers as well as 6-nylon and 6,6-nylon, and whether it is added to the monomer before polymerization or added at the time of grade yarn, it has an antistatic effect and other properties. There is no change.

次に測定例、実施例をもって本発明を説明する。Next, the present invention will be explained using measurement examples and examples.

測定例 表−1にNo.1〜19として測定例に用いた帯電防止
剤組成物の一般式及びグリセリン脂肪酸モノェステルの
構造並びにその混合比を示す。
Measurement Example Table-1 shows No. 1 to 19 show the general formula of the antistatic agent composition used in the measurement examples, the structure of the glycerin fatty acid monoester, and the mixing ratio thereof.

表一1に示した帯電防止剤組成物を6ーナィロン、6・
6ーナイロンチップにそれぞれ配合し混合した後、押出
し紡糸を行ってモノフィラメント(約20デニル)を調
製した。
The antistatic agent composition shown in Table 1 was added to 6-nylon, 6-
6-nylon chips and mixed, extrusion spinning was performed to prepare a monofilament (approximately 20 denyl).

モノフィラメントは通常の方法で精練を行い、20o0
、相対湿度40%に2傘時間放置してスタチツクオネス
トメーター(宍戸商会製)で半減期を測定して帯電防止
効果を評価した。その結果を表−2に示した。また上記
の方法で調製した6−ナイロン、6・6ーナィロンのモ
ノフィラメントを次の方法で洗濯をくり返し50回行っ
て、上記と同様の方法で帯電防止効果を評価した。洗濯
試験は反転式電気洗濯機を使用し、洗剤としてミヨシニ
ュージャンプを2夕/その割合で用い4000で5分間
洗濯→すすぎ(常温で2分間)→脱水→すすぎ(常温で
2分間)→脱水を洗濯1回とし、これを50回繰返した
Monofilament is scoured in the usual way and 20o0
The antistatic effect was evaluated by leaving it at a relative humidity of 40% for 2 hours and measuring the half-life using a static honest meter (manufactured by Shishido Shokai). The results are shown in Table-2. Further, the monofilaments of 6-nylon and 6.6 nylon prepared by the above method were washed 50 times in the following manner, and the antistatic effect was evaluated in the same manner as above. The washing test was carried out using a reversible electric washing machine, using Miyoshi New Jump as a detergent at a ratio of 2 days/day at 4000 for 5 minutes → rinsing (2 minutes at room temperature) → spin-drying → rinsing (2 minutes at room temperature) → spin-drying. was treated as one wash, and this was repeated 50 times.

表−I 泰一2 その結果を表−3に示した。Table-I Taiichi 2 The results are shown in Table-3.

表一3 実施例 次に表−4に示すNo.20〜28の本発明の帯電防止
剤組成物を調製した。
Table 1 3 Examples Next, No. 1 shown in Table 4. 20 to 28 antistatic compositions of the present invention were prepared.

一般式の化合物のRおよびn及びグリセリン脂肪酸モノ
ェステルの脂肪醸成分と、その混合比を表−4に示す。
表−4の試料を測定例と同様に6ーナイロン、6・6ー
ナイロンチップに配合し、モノフィラメントを調製し、
処理して半減期を測定した。その結果を表−5の(A)
に、同じモノフイラメントを用いて測定例と同様に洗濯
のくり返し試験を行い、半減期を測定した。その結果を
表−5の(B)に示した。表一4 表−5
Table 4 shows R and n of the compound of the general formula, the fat brewing components of the glycerin fatty acid monoester, and the mixing ratio thereof.
The samples in Table 4 were blended into 6-nylon and 6.6-nylon chips in the same manner as in the measurement example, and monofilaments were prepared.
treated and half-life determined. The results are shown in Table 5 (A).
Next, a repeated washing test was conducted using the same monofilament in the same manner as in the measurement example, and the half-life was measured. The results are shown in Table 5 (B). Table 1 4 Table 5

Claims (1)

【特許請求の範囲】 1 一般式 ▲数式、化学式、表等があります▼ (但し、Rは炭素数10〜28個のアルキル基または2
−ヒドロキシアルキル基、nは15〜100)で表わさ
れる化合物75〜95重量%と、炭素数12〜18個の
脂肪酸とグリセリンのモノエステル5〜25重量%の混
合物からなるポリアミドの帯電防止剤組成物。
[Claims] 1 General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (However, R is an alkyl group having 10 to 28 carbon atoms or 2
Antistatic agent composition for polyamide consisting of a mixture of 75 to 95% by weight of a compound represented by -hydroxyalkyl group (n is 15 to 100) and 5 to 25% by weight of a monoester of fatty acid having 12 to 18 carbon atoms and glycerin. thing.
JP56053920A 1981-04-10 1981-04-10 Antistatic agent composition for internal use in polyamide fibers Expired JPS6028869B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP56053920A JPS6028869B2 (en) 1981-04-10 1981-04-10 Antistatic agent composition for internal use in polyamide fibers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56053920A JPS6028869B2 (en) 1981-04-10 1981-04-10 Antistatic agent composition for internal use in polyamide fibers

Publications (2)

Publication Number Publication Date
JPS57168939A JPS57168939A (en) 1982-10-18
JPS6028869B2 true JPS6028869B2 (en) 1985-07-06

Family

ID=12956146

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56053920A Expired JPS6028869B2 (en) 1981-04-10 1981-04-10 Antistatic agent composition for internal use in polyamide fibers

Country Status (1)

Country Link
JP (1) JPS6028869B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9777407B2 (en) 2009-03-27 2017-10-03 3M Innovative Properties Company Hydrophilic polyproylene melt additives

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS431522Y1 (en) * 1965-06-11 1968-01-24
US3914128A (en) * 1973-06-08 1975-10-21 Du Pont Photohardenable paste compositions having high resolution

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9777407B2 (en) 2009-03-27 2017-10-03 3M Innovative Properties Company Hydrophilic polyproylene melt additives

Also Published As

Publication number Publication date
JPS57168939A (en) 1982-10-18

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