JPH07111029B2 - Oil agent for synthetic fiber processing - Google Patents

Oil agent for synthetic fiber processing

Info

Publication number
JPH07111029B2
JPH07111029B2 JP60239117A JP23911785A JPH07111029B2 JP H07111029 B2 JPH07111029 B2 JP H07111029B2 JP 60239117 A JP60239117 A JP 60239117A JP 23911785 A JP23911785 A JP 23911785A JP H07111029 B2 JPH07111029 B2 JP H07111029B2
Authority
JP
Japan
Prior art keywords
acid
compound
oil agent
synthetic fiber
general formula
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 - Lifetime
Application number
JP60239117A
Other languages
Japanese (ja)
Other versions
JPS6297928A (en
Inventor
茂樹 押山
耕二 岸本
武 広田
重俊 鈴江
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Priority to JP60239117A priority Critical patent/JPH07111029B2/en
Publication of JPS6297928A publication Critical patent/JPS6297928A/en
Publication of JPH07111029B2 publication Critical patent/JPH07111029B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01HSPINNING OR TWISTING
    • D01H13/00Other common constructional features, details or accessories
    • D01H13/30Moistening, sizing, oiling, waxing, colouring, or drying yarns or the like as incidental measures during spinning or twisting
    • D01H13/306Moistening, sizing, oiling, waxing, colouring, or drying yarns or the like as incidental measures during spinning or twisting by applying fluids, e.g. steam or oiling liquids

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Mechanical Engineering (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Spinning Or Twisting Of Yarns (AREA)

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は合成繊維処理用油剤、特に過酷な熱処理工程を
経る合成繊維処理用油剤に関するものである。
TECHNICAL FIELD The present invention relates to an oil agent for treating synthetic fibers, particularly to an oil agent for treating synthetic fibers which undergoes a severe heat treatment step.

[従来の技術及び問題点] ポリエステルやポリアミド繊維等の合成繊維を製造する
場合、溶融紡糸法により紡出した糸条を延伸するため
に、高荷重のもとに加熱したり、繊維物性の最適化のた
めに熱固定が行われる。特にタイヤコード等のゴム補強
用繊維、シートベルト用原糸、ロープ用原糸の製造時に
おいては延伸は、より過酷な荷重、温度条件下に行われ
る。又、近年、工程の合理化、生産性の向上を目的に繊
維糸条はかなりの高速で処理される様になってきている
為、益々繊維糸条の製造条件は過酷となってきている。
このような過酷な条件下では糸条と各種接触体との摩擦
力が増大し、繊維糸条は損傷を受け、毛羽、断糸が発生
し、生産効率の低下のみならず繊維物性の悪化をきたす
ことになる。又、過酷な加熱工程を経ることにより処理
剤が熱分解、熱重合して発煙し、作業環境を悪化させた
り、ヒーター上でタール状物質を形成して糸道の汚れが
顕著となり、単糸巻きつきや糸切れが発生する。その結
果円滑な延伸や仮撚加工が行えなくなり機械の運転を停
止し清掃してタール状物質を取り除かなければならず工
程上のトラブルを起こしたり能率低下をきたしていた。
[Conventional technology and problems] When manufacturing synthetic fibers such as polyester and polyamide fibers, in order to draw the yarn spun by the melt spinning method, heating under a high load and optimization of the fiber properties are performed. It is heat-fixed for the purpose. In particular, during the production of rubber reinforcing fibers such as tire cords, seat belt raw yarns and rope raw yarns, the drawing is performed under more severe load and temperature conditions. Further, in recent years, the fiber yarn has been processed at a considerably high speed for the purpose of streamlining the process and improving the productivity, so that the production conditions of the fiber yarn are becoming more and more severe.
Under such severe conditions, the frictional force between the yarn and various contact bodies increases, the fiber yarn is damaged, and fluff and yarn breakage occur, which not only lowers production efficiency but also deteriorates fiber physical properties. It will come. In addition, the treatment agent is thermally decomposed and thermally polymerized to emit smoke when subjected to a harsh heating process, which deteriorates the work environment and causes tar-like substances to form on the heater, resulting in conspicuous stains on the yarn path. Sticking or thread breakage occurs. As a result, smooth drawing and false twisting cannot be performed, and the operation of the machine must be stopped and the tar-like substance must be removed by cleaning to cause troubles in the process and reduce efficiency.

これらの要求を満足させるために、従来から鉱物油や高
級アルコールと脂肪酸とのエステル類、アジピン酸やセ
バシン酸等の二塩基性酸とのエステル類、ネオペンチル
グリコールや1,6−ヘキサンジオール等の二価アルコー
ルと高級脂肪酸とのエステル、トリメチロールプロパン
やグリセリン等の多価アルコールの脂肪酸エステル類が
比較的耐熱性の良好なる潤滑剤として使用されてきた
が、必ずしも満足すべきものではなかった。このような
加熱工程を経る合成繊維の潤滑処理用組成物としては既
に特公昭47−29474号公報、特開昭51−70397号公報に開
示されているビスフェノールAに対しアルキレンオキシ
ドを付加させ更に高級脂肪酸でエステル化したジエステ
ルを含有する処理剤が提案されているが、このジエステ
ルは耐熱性は極めて良好なるも粘度が高く、潤滑特性上
は必ずしも満足のゆくものではなかった。
In order to satisfy these requirements, conventionally, esters of mineral oil, higher alcohols and fatty acids, esters of dibasic acids such as adipic acid and sebacic acid, neopentyl glycol, 1,6-hexanediol, etc. The esters of dihydric alcohols and higher fatty acids, and fatty acid esters of polyhydric alcohols such as trimethylolpropane and glycerin have been used as lubricants having relatively good heat resistance, but they are not always satisfactory. As a composition for lubricating a synthetic fiber which has undergone such a heating step, alkylene oxide is added to bisphenol A which has been already disclosed in JP-B-47-29474 and JP-A-51-70397. A treatment agent containing a diester esterified with a fatty acid has been proposed, but this diester has a very high heat resistance but a high viscosity, and is not always satisfactory in terms of lubricating properties.

[問題点を解決するための手段] そこで本発明者らは上記の問題点を解決すべく鋭意検討
した結果、本発明に到達したものである。
[Means for Solving Problems] Therefore, the present inventors have arrived at the present invention as a result of extensive studies to solve the above problems.

すなわち、本発明は下記の一般式(1)で示される化合
物とカルボキシル基を1以上有する化合物とを反応させ
て得られるエステルおよび/または下記一般式(2)で
示される化合物と水酸基を1以上有する化合物とを反応
させて得られるエステルを含有することを特徴とする合
成繊維処理用油剤を提供するものである。
That is, the present invention is an ester obtained by reacting a compound represented by the following general formula (1) with a compound having one or more carboxyl groups and / or a compound represented by the following general formula (2) and one or more hydroxyl groups. The present invention provides an oil agent for treating synthetic fibers, which comprises an ester obtained by reacting the compound with the compound.

(式中、R1、R2、R3、R4はそれぞれ独立に炭素数6〜30
のアルキルまたはアルケニル基を表わし、AOはAが炭素
数2〜4のアルキレン基であるアルキレンオキシド基、
nは0〜30の整数を表わす。) 前記一般式(1)で示される化合物はいわゆるゲルベ反
応により得られる分岐アルコールまたは必要に応じてこ
の分岐アルコールに炭素数2〜4のアルキレンオキシド
を付加した化合物である。一般式(1)で示される化合
物に反応させるカルボキシル基を1以上有する化合物と
は、オクタン酸、デカン酸、ラウリン酸、ミリスチン
酸、パルミチン酸、ステアリン酸、エイコ酸、ベヘニン
酸、オレイン酸、イソステアリン酸、イソエイコ酸、安
息香酸等の1価のカルボキシル基含有化合物:マレイン
酸、コハク酸、アジピン酸、アゼライン酸、フタル酸及
びそれらの酸無水物等の2価のカルボキシル基含有化合
物:トリメリット酸及びその酸無水物等の3価のカルボ
キシル基含有化合物等が挙げられる。又、上記化合物の
うち、カルボキシル基を2以上有する化合物を用いる場
合には、必要に応じて従来公知の水酸基含有化合物等を
これらの化合物に反応させ、部分エステル化合物とした
ものを用いてもよい。
(In the formula, R 1 , R 2 , R 3 and R 4 each independently have 6 to 30 carbon atoms.
Represents an alkyl or alkenyl group, wherein AO is an alkylene oxide group in which A is an alkylene group having 2 to 4 carbon atoms,
n represents an integer of 0 to 30. The compound represented by the general formula (1) is a branched alcohol obtained by a so-called Guerbet reaction or a compound in which an alkylene oxide having 2 to 4 carbon atoms is added to the branched alcohol, if necessary. The compound having one or more carboxyl groups reacted with the compound represented by the general formula (1) means octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, eicoic acid, behenic acid, oleic acid, isostearine. Monovalent carboxyl group-containing compounds such as acid, isoeicoic acid and benzoic acid: Divalent carboxyl group-containing compounds such as maleic acid, succinic acid, adipic acid, azelaic acid, phthalic acid and their acid anhydrides: trimellitic acid And trivalent carboxyl group-containing compounds such as acid anhydrides thereof. When a compound having two or more carboxyl groups is used among the above compounds, a conventionally known hydroxyl group-containing compound or the like may be reacted with these compounds to form a partial ester compound, if necessary. .

前記一般式(2)で示される化合物はいわゆるゲルベ反
応により得られる分岐アルコールを酸化した分岐脂肪酸
である。一般式(2)で示される化合物に反応させる水
酸基を1以上有する化合物とは、2−エチルヘキシルア
ルコール、オクタノール、ノナノール、デカノール、ラ
ウリルアルコール、ドデシルアルコール、ミリスチルア
ルコール、セチルアルコール、ステアリルアルコール、
エイコサノール、ベヘニルアルコール、オレイルアルコ
ール、イソステアリルアルコール、イソエイコサノール
等の1価水酸基含有化合物:エチレングリコール、プロ
ピレングリコール、トリメチレングリコール、ブタンジ
オール、ヘキサンジオール、ジエチレングリコール、ネ
オペンチルグリコール、ブテンジオール等の2価水酸基
含有化合物:グリセリン、トリメチロールエタン、トリ
メチロールプロパン等の3価水酸基含有化合物:ペンタ
エリスリトール等の4価水酸基含有化合物等が挙げられ
る。又、これら水酸基を1以上有する化合物には必要に
応じて炭素数2〜4のアルキレンオキシドを付加して用
いてもよい。更に水酸基を2以上有する化合物を用いる
場合には、必要に応じて従来公知の脂肪酸等をこれらの
化合物に反応させ、一部そのエステル化物としたものを
用いてもよい。
The compound represented by the general formula (2) is a branched fatty acid obtained by oxidizing a branched alcohol obtained by a so-called Guerbet reaction. The compound having one or more hydroxyl groups reacted with the compound represented by the general formula (2) means 2-ethylhexyl alcohol, octanol, nonanol, decanol, lauryl alcohol, dodecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol,
Monovalent hydroxyl group-containing compounds such as eicosanol, behenyl alcohol, oleyl alcohol, isostearyl alcohol, and isoeicosanol: 2 such as ethylene glycol, propylene glycol, trimethylene glycol, butanediol, hexanediol, diethylene glycol, neopentyl glycol and butenediol Compounds containing valent hydroxyl group: Compounds containing valent hydroxyl group such as glycerin, trimethylolethane and trimethylolpropane: Compounds containing valent hydroxyl group such as pentaerythritol and the like. If necessary, an alkylene oxide having 2 to 4 carbon atoms may be added to the compound having one or more hydroxyl groups. Further, when a compound having two or more hydroxyl groups is used, if necessary, a conventionally known fatty acid or the like may be reacted with these compounds to partially use an esterified product thereof.

エステル反応は公知の方法、例えばアルカリ又は酸触媒
の存在下、加熱脱水反応することにより行われる。エス
テル化は潤滑性の面から完全エステル化したものが好ま
しい。
The ester reaction is carried out by a known method, for example, a heating dehydration reaction in the presence of an alkali or acid catalyst. Esterification is preferably complete esterification from the viewpoint of lubricity.

本発明の合成繊維処理用油剤は前記一般式(1)で示さ
れる化合物とカルボキシル基を1以上有する化合物とを
反応させて得られるエステルおよび/または前記一般式
(2)で示される化合物と水酸基を1以上有する化合物
とを反応させて得られるエステル以外に、必要に応じ
て、従来公知の潤滑剤(例えばラウリルオレート、イソ
トリデシルステアレートの如き脂肪族モノエステル類、
ジオレイルアジペートやジオクチルフタレートの如き二
塩基酸ジエステル、トリメチロールエタントリラウレー
トやグリセリントリオレートの如き多価アルコールエス
テル類)やポリオキシエチレンソルビタンエステル、硬
化ヒマシ油の酸化エチレン付加物等の乳化剤、更にはア
ルキルホスフェートカリ塩、オレイン酸カリ、イミダゾ
リン型両性活性剤、ベタイン型両性活性剤等を帯電防止
剤として配合して使用することができる。
The synthetic fiber treating oil agent of the present invention is an ester obtained by reacting the compound represented by the general formula (1) with a compound having one or more carboxyl groups and / or the compound represented by the general formula (2) and a hydroxyl group. In addition to the ester obtained by reacting with a compound having 1 or more of the following, if necessary, a conventionally known lubricant (for example, an aliphatic monoester such as lauryl oleate or isotridecyl stearate,
Dibasic acid diesters such as dioleyl adipate and dioctyl phthalate, polyhydric alcohol esters such as trimethylolethane trilaurate and glycerin trioleate), polyoxyethylene sorbitan esters, emulsifiers such as ethylene oxide adducts of hydrogenated castor oil, Further, potassium phosphate salts, potassium oleate, imidazoline-type amphoteric activators, betaine-type amphoteric activators and the like can be blended and used as antistatic agents.

かくして、本発明の合成繊維処理用油剤は常法により水
中に乳化して水性エマルジョンとしたり、低粘度の希釈
溶剤に溶解して、オイリングローラー方式、スプレー法
等により、繊維糸条に対して0.2ないし2.0重量%給油さ
れる。
Thus, the synthetic fiber treatment oil agent of the present invention is emulsified in water by a conventional method to form an aqueous emulsion, or dissolved in a low-viscosity diluting solvent, and then applied to an oiling roller system, a spray method, etc. To 2.0% by weight.

本発明の合成繊維処理用油剤で処理された合成繊維は、
非常に優れた耐熱性を示し、160ないし250℃に加熱され
たヒータープレート上でタール状物質を生成して作業能
率を低下させたりすることはない。
Synthetic fibers treated with the synthetic fiber treatment oil of the present invention,
It shows very good heat resistance and does not reduce the work efficiency by forming tar-like substances on the heater plate heated to 160 to 250 ° C.

更に本発明の合成繊維処理用油剤は高温、高荷重下にお
いても良好なる潤滑性を示し、このような厳しい工程を
有する用途、例えば仮撚加工糸、ミシン糸、タイヤコー
ド等産業資材用原糸の紡糸延伸用油剤としてポリアミド
系、ポリエステル系、ポリプロピレン系等すべての熱可
塑性合成繊維に好適である。
Furthermore, the synthetic fiber treatment oil agent of the present invention exhibits good lubricity even under high temperature and high load, and is used in applications having such severe steps, for example, false twisted yarn, sewing yarn, tire cord and other raw materials for industrial materials. It is suitable for all thermoplastic synthetic fibers such as polyamide-based, polyester-based, polypropylene-based etc. as an oil agent for spinning and drawing.

[実施例] 以下、実施例により本発明を具体的に説明するが、本発
明はこれら実施例に限定されるものではない。
[Examples] Hereinafter, the present invention will be specifically described with reference to Examples, but the present invention is not limited to these Examples.

実施例1 表1記載の本発明の化合物A、B、C、D、Eと従来よ
り使用されている公知の潤滑剤成分の耐熱性を比較検討
した結果を表2に示す。表2より、本発明の化合物は非
常に優れた耐熱性を示し、タール状物質を形成すること
がないことがわかる。
Example 1 Table 2 shows the results of a comparative examination of the heat resistance of the compounds A, B, C, D and E of the present invention shown in Table 1 and the known lubricant components conventionally used. From Table 2, it can be seen that the compound of the present invention has very excellent heat resistance and does not form a tar-like substance.

タール化率は次のようにして測定したもので、数字が小
さい程良好であることを示す。
The tarring rate is measured as follows, and the smaller the number, the better.

タール化率測定法 市販のアルミニウム皿に試料を約0.5g採取し、これを熱
風式乾燥器に入れ、250℃で4時間加熱後取り出す。室
温に放冷後アセトンで該アルミニウム皿を洗浄する。一
般にアセトンに溶解しない残存試料は黒色の樹脂化した
物質でこの量の多い程タール化率が大きい。タール化率
は以下のように計算した。
Tarring rate measuring method About 0.5 g of a sample was sampled in a commercially available aluminum dish, put in a hot air dryer, heated at 250 ° C. for 4 hours, and then taken out. After allowing to cool to room temperature, the aluminum dish is washed with acetone. Generally, the residual sample that does not dissolve in acetone is a black resinous substance, and the larger this amount, the greater the tarring rate. The tar conversion rate was calculated as follows.

実施例2 表1記載の本発明の化合物A、B、C、D、Eと従来よ
り使用されている公知の潤滑剤成分の潤滑性比較の為、
それぞれの成分を市販の1260dナイロンタイヤコード糸
を脱油し乾燥して得た糸に1%付着させ、走行糸法で20
0℃における対金属摩擦係数を測定した結果を表3に示
す。
Example 2 In order to compare the lubricity of the compounds A, B, C, D and E of the present invention shown in Table 1 and known lubricant components conventionally used,
Each component was attached to 1% of the thread obtained by deoiling and drying commercially available 1260d nylon tire cord thread.
Table 3 shows the results of measuring the friction coefficient with respect to metal at 0 ° C.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】下記の一般式(1)で示される化合物とカ
ルボキシル基を1以上有する化合物とを反応させて得ら
れるエステルおよび/または下記一般式(2)で示され
る化合物と水酸基を1以上有する化合物とを反応させて
得られるエステルを含有することを特徴とする合成繊維
処理用油剤 (式中、R1、R2、R3、R4はそれぞれ独立に炭素数6〜30
のアルキル基またはアルケニル基を表わし、AOはAが炭
素数2〜4のアルキレン基であるアルキレンオキシド
基、nは0〜30の整数を表わす。)
1. An ester obtained by reacting a compound represented by the following general formula (1) with a compound having one or more carboxyl groups and / or a compound represented by the following general formula (2) and one or more hydroxyl groups. An oil agent for treating synthetic fibers, characterized by containing an ester obtained by reacting with a compound having (In the formula, R 1 , R 2 , R 3 and R 4 each independently have 6 to 30 carbon atoms.
Represents an alkyl group or an alkenyl group, A0 represents an alkylene oxide group in which A is an alkylene group having 2 to 4 carbon atoms, and n represents an integer of 0 to 30. )
JP60239117A 1985-10-25 1985-10-25 Oil agent for synthetic fiber processing Expired - Lifetime JPH07111029B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60239117A JPH07111029B2 (en) 1985-10-25 1985-10-25 Oil agent for synthetic fiber processing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60239117A JPH07111029B2 (en) 1985-10-25 1985-10-25 Oil agent for synthetic fiber processing

Publications (2)

Publication Number Publication Date
JPS6297928A JPS6297928A (en) 1987-05-07
JPH07111029B2 true JPH07111029B2 (en) 1995-11-29

Family

ID=17040046

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60239117A Expired - Lifetime JPH07111029B2 (en) 1985-10-25 1985-10-25 Oil agent for synthetic fiber processing

Country Status (1)

Country Link
JP (1) JPH07111029B2 (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5971477A (en) * 1982-10-12 1984-04-23 株式会社クラレ Oil agent for friction false twisting

Also Published As

Publication number Publication date
JPS6297928A (en) 1987-05-07

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