JPH06330464A - Composition for treating fiber - Google Patents
Composition for treating fiberInfo
- Publication number
- JPH06330464A JPH06330464A JP14132493A JP14132493A JPH06330464A JP H06330464 A JPH06330464 A JP H06330464A JP 14132493 A JP14132493 A JP 14132493A JP 14132493 A JP14132493 A JP 14132493A JP H06330464 A JPH06330464 A JP H06330464A
- Authority
- JP
- Japan
- Prior art keywords
- group
- aminoalkoxysilane
- unsubstituted
- hydrocarbon group
- composition
- 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
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、繊維処理用組成物に関
し、特に、各種繊維に良好な柔軟性、平滑性を付与する
と共に、処理熱や経時的な放置に伴う黄変を防止するこ
とのできる繊維処理用組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition for treating fibers, and in particular, it imparts good flexibility and smoothness to various fibers and prevents yellowing due to treatment heat and standing with time. The present invention relates to a fiber treatment composition that can be used.
【０００２】[0002]
【従来技術】従来から、各種繊維の中でもポリエステ
ル、アクリル、ナイロン等の合成繊維は、詰め綿用途に
広く用いられている。この用途には、優れた柔軟性と平
滑性が要求されるため、布帛用処理剤とは別に、各種の
処理剤が提案されている。2. Description of the Related Art Conventionally, among various fibers, synthetic fibers such as polyester, acryl and nylon have been widely used for stuffed cotton. Since this application requires excellent flexibility and smoothness, various treatment agents have been proposed in addition to the fabric treatment agent.
【０００３】例えば、エポキシシロキサンとアミノシロ
キサン、エポキシシロキサンとアミノ化合物、アミノシ
ロキサンとエポキシ化合物等の組み合わせによる処理剤
（特公昭４８−１７５４１号公報参照）、高重合度ジメ
チルポリシロキサンとアミノアルコキシシランとの組み
合わせによる処理剤（特公昭５１−３７９９６号公報参
照）、エポキシシロキサンとアミノアルコキシシランと
の組み合わせによる処理剤（特公昭５３−１９７１５号
公報、特公昭５３−１９７１６号公報参照）等である。
これらの処理剤は、いずれも各種繊維に良好な柔軟性や
平滑性を与え、フェザータッチの羽毛様風合いを付与す
ることができる。For example, a treating agent formed by combining epoxy siloxane and amino siloxane, epoxy siloxane and amino compound, amino siloxane and epoxy compound and the like (see Japanese Patent Publication No. 48-17541), high polymerization degree dimethylpolysiloxane and aminoalkoxysilane. (See Japanese Patent Publication No. 51-37996), a treating agent containing a combination of an epoxy siloxane and an aminoalkoxysilane (see Japanese Patent Publication No. 53-19715 and Japanese Patent Publication No. 53-19716), and the like.
Any of these treatment agents can impart good flexibility and smoothness to various fibers and impart a feather-touch feather-like texture.
【０００４】しかしながら、上記処理剤により処理され
た繊維は、処理工程中における加熱やその後の経時的な
放置に伴って黄変するという欠点があった。上記の欠点
を改善するために、アミノシロキサンとエポキシシラン
やエポキシ化合物とを組み合わせた処理剤（特開昭６２
−２７６０９０号公報、特開昭６３−７５１８４号公報
参照）等が提案されている。しかしながら、上記処理剤
では、確かに黄変に対する改善は認められるものの、繊
維の柔軟性や平滑性が低下するという欠点があった。そ
こで、黄変を防止しつつ、柔軟性や平滑性に優れた処理
剤を開発することが強く望まれていた。However, the fiber treated with the above treating agent has a drawback that it is yellowed by heating during the treating step and subsequent standing for a while. In order to improve the above-mentioned drawbacks, a treating agent in which aminosiloxane is combined with epoxysilane or an epoxy compound (JP-A-62-62).
-276090, JP-A-63-75184, etc.) and the like have been proposed. However, with the above-mentioned treatment agent, although the improvement against yellowing is certainly recognized, there is a drawback that the flexibility and smoothness of the fiber are lowered. Therefore, it has been strongly desired to develop a treatment agent that is excellent in flexibility and smoothness while preventing yellowing.
【０００５】[0005]
【発明が解決しようとする課題】従って、本発明の目的
は、各種繊維、特に詰め綿用合成繊維を処理した場合で
あっても、処理熱や経時的な放置に伴う黄変が極めて少
なく、良好な柔軟性や平滑性を付与することのできる繊
維処理用組成物を提供することにある。SUMMARY OF THE INVENTION Therefore, the object of the present invention is to significantly reduce the yellowing caused by the heat of processing and leaving it for a long time even when various fibers, especially synthetic fibers for wadding, are treated. An object of the present invention is to provide a composition for treating fibers, which can impart good flexibility and smoothness.
【０００６】[0006]
【課題を解決するための手段】本発明の上記の目的は、
主成分として、（Ａ）下記化３で表されるオルガノポリ
シロキサン化合物を１００重量部、及び、（Ｂ）下記化
４で表されるアミノアルコキシシランと該アミノアルコ
キシシラン中のＮＨ基と反応可能な化合物との反応生成
物１〜５０重量部を、主成分として含有することを特徴
とする繊維処理用組成物により達成された。The above objects of the present invention are as follows.
As a main component, (A) 100 parts by weight of the organopolysiloxane compound represented by the following chemical formula 3, and (B) reactable with the aminoalkoxysilane represented by the following chemical formula 4 and the NH group in the aminoalkoxysilane It was achieved by a composition for treating fibers, which contains 1 to 50 parts by weight of a reaction product with a compound as a main component.
【０００７】[0007]
【化３】 式中、Ｒ1 は炭素数１〜２０で非置換又は置換の１価炭
化水素基であり、各Ｒ1 は同一であっても異なっても良
い；Ｘは水素原子及び／又は炭素数１〜２０で非置換又
は置換の１価炭化水素基、ｍは１０〜１０，０００の有
理数、ｎは０〜１００の有理数を表す。[Chemical 3] In the formula, R 1 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and each R 1 may be the same or different; X is a hydrogen atom and / or 1 to carbon atoms. 20 represents an unsubstituted or substituted monovalent hydrocarbon group, m represents a rational number of 10 to 10,000, and n represents a rational number of 0 to 100.
【０００８】[0008]
【化４】 式中、Ｒ2 、Ｒ3 は水素原子及び／又は炭素数１〜２０
で非置換又は置換の１価炭化水素基であり、Ｒ2 及び各
Ｒ3 は同一であっても異なっても良い；Ｒ4 は炭素数１
〜１０で非置換又は置換の２価炭化水素基、Ｒ5 は炭素
数１〜２０で非置換又は置換の１価炭化水素基、Ｙは水
素原子及び／又は炭素数１〜２０の非置換又は置換の１
価の炭化水素基を表し、ｐは０〜５の整数、ｑは０〜２
の整数を表す。[Chemical 4] In the formula, R 2 and R 3 are hydrogen atoms and / or 1 to 20 carbon atoms.
Is an unsubstituted or substituted monovalent hydrocarbon group, and R 2 and each R 3 may be the same or different; R 4 is a carbon number 1
10 to 10 is an unsubstituted or substituted divalent hydrocarbon group, R 5 is a C 1-20 unsubstituted or substituted monovalent hydrocarbon group, Y is a hydrogen atom and / or a C 1-20 unsubstituted or Replacement 1
Represents a valent hydrocarbon group, p is an integer of 0 to 5, and q is 0 to 2
Represents the integer.
【０００９】（Ａ）成分中のＲ1 の具体例としては、メ
チル、エチル、プロピル、ブチル、ペンチル、オクチ
ル、デシル、ドデシル、テトラデシル、オクタデシル等
の飽和脂肪族炭化水素基、ビニル、アリル等の不飽和脂
肪族炭化水素基、シクロペンチル、シクロヘキシル等の
飽和脂環式炭化水素基、フェニル、トリル、ナフチル等
の芳香族炭化水素基、及び／又は、これらの基が部分的
に、ハロゲン原子又はエポキシ基やカルボキシル基等を
含有する有機基で置換された基等を挙げることができ
る。Specific examples of R 1 in the component (A) include saturated aliphatic hydrocarbon groups such as methyl, ethyl, propyl, butyl, pentyl, octyl, decyl, dodecyl, tetradecyl and octadecyl, vinyl, allyl and the like. Unsaturated aliphatic hydrocarbon group, saturated alicyclic hydrocarbon group such as cyclopentyl and cyclohexyl, aromatic hydrocarbon group such as phenyl, tolyl, and naphthyl, and / or these groups are partially halogen atom or epoxy. Examples thereof include groups substituted with an organic group containing a group or a carboxyl group.
【００１０】Ｘの具体例としては、前記Ｒ1 と同様な基
を挙げることができる。ｍは１０〜１０，０００の有理
数であり、好ましくは、１００〜１，０００の有理数で
ある。ｍが１０未満となると、繊維の柔軟性が不十分と
なり、１０，０００を超えると平滑性が不十分となる。
ｎは０〜１００の有理数であり、より好ましくは、０〜
１０の有理数である。ｎが１００を超えると柔軟性と平
滑性のいずれも不十分となる。Specific examples of X include the same groups as R 1 . m is a rational number of 10 to 10,000, preferably 100 to 1,000. When m is less than 10, the flexibility of the fiber is insufficient, and when it exceeds 10,000, the smoothness is insufficient.
n is a rational number of 0 to 100, and more preferably 0 to
It is a rational number of 10. When n exceeds 100, both flexibility and smoothness are insufficient.
【００１１】このようなオルガノポリシロキサン化合物
の具体例としては、下記のものを挙げることができる。Specific examples of such an organopolysiloxane compound include the following.
【化５】 [Chemical 5]
【化６】 [Chemical 6]
【化７】 [Chemical 7]
【化８】 [Chemical 8]
【化９】 [Chemical 9]
【化１０】 [Chemical 10]
【化１１】 [Chemical 11]
【００１２】次に、（Ｂ）成分におけるＲ2 及びＲ3 は
水素原子及び／又は炭素数１〜２０の非置換又は置換の
１価炭化水素基であり、Ｒ2 及びＲ3 は同一であっても
異なっても良い。この１価の炭化水素基の具体例として
は、前記Ｒ1 と同様な基を挙げることができる。Ｒ4 の
具体例としては、アルキレン基、アリーレン基、アルケ
ニル基等が挙げられ、特に好ましいものとしては、メチ
レン基、ジメチレン基、トリメチレン基が挙げられる。
Ｒ5 及びＹの具体例としては、前記Ｒ1 と同様な基を挙
げることができる。Next, R 2 and R 3 in the component (B) are hydrogen atoms and / or unsubstituted or substituted monovalent hydrocarbon groups having 1 to 20 carbon atoms, and R 2 and R 3 are the same. Or it may be different. Specific examples of the monovalent hydrocarbon group include the same groups as R 1 . Specific examples of R 4 include an alkylene group, an arylene group, an alkenyl group and the like, and particularly preferable examples include a methylene group, a dimethylene group and a trimethylene group.
Specific examples of R 5 and Y include the same groups as R 1 .
【００１３】（Ｂ）成分におけるアミノアルコキシシラ
ン化合物の具体例としては、下記のものを挙げることが
できる。The following can be mentioned as specific examples of the aminoalkoxysilane compound in the component (B).
【化１２】 [Chemical 12]
【化１３】 [Chemical 13]
【化１４】 [Chemical 14]
【化１５】 [Chemical 15]
【化１６】 [Chemical 16]
【００１４】（Ｂ）成分において、上記アミノアルコキ
シシラン化合物中に存在するＮＨ基と反応する化合物と
しては、エポキシ化合物、（メタ）アクリル酸エステ
ル、有機酸（無水物）及びイソシアネート化合物の群か
ら選択される少なくとも１種の化合物であることが好ま
しい。上記のエポキシ化合物の具体例としては、下記の
ものを挙げることができる。In the component (B), the compound that reacts with the NH group present in the aminoalkoxysilane compound is selected from the group consisting of epoxy compounds, (meth) acrylic acid esters, organic acids (anhydrides) and isocyanate compounds. It is preferable that the compound is at least one compound. The following can be mentioned as specific examples of the above-mentioned epoxy compound.
【００１５】[0015]
【化１７】 [Chemical 17]
【化１８】 [Chemical 18]
【化１９】 [Chemical 19]
【００１６】（メタ）アクリル酸エステルとしては、ア
クリル酸メチル、アクリル酸エチル、アクリル酸ブチ
ル、アクリル酸−２−エチルヘキシル、アクリル酸ドデ
シル、アクリル酸−２−ヒドロキシエチル、及び、その
他の（メタ）アクリル酸エステル類等が挙げられる。有
機酸（無水物）としては、ギ酸、酢酸、プロピオン酸、
マレイン酸、フタル酸等、及びそれらの酸無水物等が挙
げられる。Examples of the (meth) acrylic acid ester include methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, dodecyl acrylate, 2-hydroxyethyl acrylate, and other (meth) acrylates. Examples thereof include acrylic acid esters. Organic acids (anhydrides) include formic acid, acetic acid, propionic acid,
Maleic acid, phthalic acid and the like, and acid anhydrides thereof and the like can be mentioned.
【００１７】イソシアネート化合物としては、トリレン
ジイソシアネート、ヘキサメチレンジイソシアネート、
ジフェニルメタンジイソシアネート、ＯＣＮＣ3 Ｈ6 Ｓ
ｉ（ＯＣ2 Ｈ5 ）3 等を挙げることができる。このよう
な各種の化合物と、前記アミノアルコキシシラン化合物
とを、下記の式で示されるように反応させて、その反応
生成物を得る。As the isocyanate compound, tolylene diisocyanate, hexamethylene diisocyanate,
Diphenylmethane diisocyanate, OCNC 3 H 6 S
i (OC 2 H 5 ) 3 and the like can be mentioned. Such various compounds are reacted with the aminoalkoxysilane compound as shown by the following formula to obtain a reaction product thereof.
【００１８】[0018]
【化２０】 [Chemical 20]
【化２１】 [Chemical 21]
【化２２】 [Chemical formula 22]
【化２３】 [Chemical formula 23]
【００１９】これらの反応は、通常、室温〜１５０℃
で、１〜１０時間行われる。（Ｂ）成分を与える出発物
質の比率は特に制限されないが、黄変性改良の観点か
ら、アミノアルコキシシラン化合物中のＮＨ基に対し、
エポキシ基、アクリル基、カルボキシル基、イソシアネ
ート基等の反応性基の総量を、０．５倍〜等モルとする
ことが好ましい。These reactions are usually carried out at room temperature to 150 ° C.
Then, it is performed for 1 to 10 hours. The ratio of the starting materials that give the component (B) is not particularly limited, but from the viewpoint of improving yellowing, the ratio of NH groups in the aminoalkoxysilane compound to
The total amount of reactive groups such as epoxy groups, acrylic groups, carboxyl groups and isocyanate groups is preferably 0.5 times to equimolar.
【００２０】本発明においては、（Ａ）成分であるオル
ガノポリシロキサン１００重量部に対し、（Ｂ）成分の
配合量を１〜５０重量部とする必要があり、好ましくは
５〜３０重量部とする。（Ｂ）成分が１重量部未満とな
ると柔軟性が低下し、５０重量部を超えると平滑性が低
下し、いずれにしても風合いが不充分となる。In the present invention, it is necessary to add the component (B) in an amount of 1 to 50 parts by weight, preferably 5 to 30 parts by weight, per 100 parts by weight of the organopolysiloxane which is the component (A). To do. If the amount of the component (B) is less than 1 part by weight, the flexibility is lowered, and if it exceeds 50 parts by weight, the smoothness is lowered, and in any case, the texture is insufficient.
【００２１】本発明の繊維処理用組成物は、上述したよ
うに、主成分として（Ａ）成分であるオルガノポリシロ
キサンと、（Ｂ）成分であるアミノアルコキシシランと
該アミノアルコキシシラン中のＮＨ基と反応可能な化合
物との反応生成物とを含有するものであるが、その特性
を阻害しない範囲においては、（Ａ）成分と（Ｂ）成分
との反応を促進させるための触媒、又は他の繊維用薬
剤、例えば防シワ剤、難燃剤、帯電防止剤等を添加する
こともできる。As described above, the fiber-treating composition of the present invention comprises the organopolysiloxane which is the component (A), the aminoalkoxysilane which is the component (B), and the NH group in the aminoalkoxysilane. And a reaction product of a compound capable of reacting with, but within a range that does not impair the characteristics thereof, a catalyst for promoting the reaction between the component (A) and the component (B), or another Textile agents such as anti-wrinkle agents, flame retardants, antistatic agents and the like can also be added.
【００２２】本発明の繊維処理用組成物を用いて各種繊
維を処理するに際しては、本組成物を適当な溶剤を用い
て希釈し、所望の濃度に調整するか、又は界面活性剤を
用いて水中に乳化分散し、エマルジョンの形態にした
後、水で希釈して所望の濃度に調整し、浸漬、スプレ
ー、ロールコート等の手段を用いて繊維に付着させ、乾
燥及び熱処理を行えば良い。この場合の付着量について
は特に制限はないが、通常、繊維に対し０．１〜５重量
％程度で充分である。When various fibers are treated with the composition for treating fibers of the present invention, the composition is diluted with an appropriate solvent and adjusted to a desired concentration, or a surfactant is used. After emulsifying and dispersing in water to form an emulsion, it may be diluted with water to adjust to a desired concentration, adhered to the fibers by means of dipping, spraying, roll coating, etc., and dried and heat treated. The amount of adhesion in this case is not particularly limited, but usually about 0.1 to 5% by weight with respect to the fiber is sufficient.
【００２３】エマルジョン化する場合に使用される界面
活性剤としては、アルキル硫酸ナトリウム、アルキルベ
ンゼンスルホン酸ナトリウム等のアニオン系界面活性
剤、ポリオキシエチレンアルキルフェニルエーテル、ポ
リオキシエチレンアルキルエーテル、ソルビタン脂肪酸
エステル等のノニオン系界面活性剤、第４級アンモニウ
ム塩等のカチオン系界面活性剤等が挙げられる。本発明
の繊維処理用組成物で処理される繊維については特に制
限されず、ポリエステル、アクリル、ナイロン等の詰め
綿用合成繊維はもちろんのこと、綿、ウール、麻、絹等
の天然繊維に対しても有効である。As the surfactant used for emulsification, anionic surfactants such as sodium alkylsulfate and sodium alkylbenzenesulfonate, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ether, sorbitan fatty acid ester, etc. And nonionic surfactants, cationic surfactants such as quaternary ammonium salts, and the like. The fiber treated with the fiber treatment composition of the present invention is not particularly limited, and not only synthetic fibers for stuffed cotton such as polyester, acrylic and nylon, but also natural fibers such as cotton, wool, hemp and silk. But it is effective.
【００２４】[0024]
【発明の効果】本発明の繊維処理用組成物は、各種繊
維、特に詰め綿用合成繊維を処理することにより、繊維
に良好な柔軟性や平滑性を付与することができるのみな
らず、処理された繊維の、熱や経時変化に伴う黄変が極
めて少ない。INDUSTRIAL APPLICABILITY The composition for treating fibers according to the present invention is not only capable of imparting good flexibility and smoothness to the fibers by treating various fibers, especially synthetic fibers for wadding, but also treatment. Very little yellowing of the treated fibers due to heat or aging.
【００２５】[0025]
【実施例】以下本発明を実施例によって更に詳述する
が、本発明はこれによって限定されるものではない。EXAMPLES The present invention will be described in more detail by way of examples, which should not be construed as limiting the invention.
【００２６】合成例１．攪拌装置、温度計、還流冷却
器、及び窒素ガス導入管を備えた容量１リットルのフラ
スコに、Ｎ−β−（アミノエチル）γ−アミノプロピル
メチルジメトキシシラン１０３．０ｇ、ブチルグリシジ
ルエーテル１９５．０ｇ（アミノアルコキシシラン中の
ＮＨ基に対し等モル）及びイソプロピルアルコール２０
０．０ｇを投入し、攪拌下、窒素ガスを導入しながら、
８０℃で５時間反応させた。ガスクロマトグラフィーに
より容器内のブチルグリシジルエーテルの消失を確認し
た後、１０ｍｍＨｇの減圧下、８０℃で２時間、低沸点
留分の除去を行い、粘度２０ｃｓ（２５℃）、屈折率
１．４５３０（２５℃）の反応生成物を得た（以下、Ｂ
−１という）。Synthesis Example 1. In a flask having a volume of 1 liter equipped with a stirrer, a thermometer, a reflux condenser, and a nitrogen gas introduction tube, 103.0 g of N-β- (aminoethyl) γ-aminopropylmethyldimethoxysilane and 195.0 g of butyl glycidyl ether. (Equimolar to NH group in aminoalkoxysilane) and isopropyl alcohol 20
Add 0.0 g, while introducing nitrogen gas under stirring,
The reaction was carried out at 80 ° C for 5 hours. After confirming the disappearance of butyl glycidyl ether in the container by gas chromatography, the low boiling point fraction was removed under reduced pressure of 10 mmHg at 80 ° C. for 2 hours to obtain a viscosity of 20 cs (25 ° C.) and a refractive index of 1.4530 ( A reaction product at 25 ° C. was obtained (hereinafter, B
-1).
【００２７】合成例２．合成例１で用いたブチルグリシ
ジルエーテルの代わりにアクリル酸エチル１５０．０ｇ
（アミノアルコキシシラン中のＮＨ基に対し等モル）を
使用した他は、合成例１と同様な方法により、反応生成
物を得た（以下、Ｂ−２という）。Synthesis Example 2. 150.0 g of ethyl acrylate instead of butyl glycidyl ether used in Synthesis Example 1
A reaction product was obtained (hereinafter referred to as B-2) by the same method as in Synthesis Example 1 except that (equimolar amount to NH group in aminoalkoxysilane) was used.
【００２８】合成例３．合成例１で用いたブチルグリシ
ジルエーテル及びイソプロピルアルコールの代わりに、
それぞれ無水酢酸１５３．０ｇ（アミノアルコキシシラ
ン中のＮＨ基に対し等モル）及び脱水トルエン２００．
０ｇを使用した他は、合成例１と同様な方法により、反
応生成物を得た（以下、Ｂ−３という）。Synthesis Example 3. Instead of the butyl glycidyl ether and isopropyl alcohol used in Synthesis Example 1,
Acetic anhydride 153.0 g (equimolar to NH group in aminoalkoxysilane) and dehydrated toluene 200.
A reaction product was obtained in the same manner as in Synthesis Example 1 except that 0 g was used (hereinafter, referred to as B-3).
【００２９】合成例４．合成例３で用いた無水酢酸の代
わりにＯＣＮＣ3 Ｈ6 Ｓｉ（ＯＣ2 Ｈ5 ）3 で表される
イソシアネート化合物３７０．５ｇ（アミノアルコキシ
シラン中のＮＨ基に対し等モル）を使用した他は、合成
例３と同様な方法により、反応生成物を得た（以下、Ｂ
−４という）。Synthesis Example 4. 370.5 g of an isocyanate compound represented by OCNC 3 H 6 Si (OC 2 H 5 ) 3 (equal moles to NH groups in aminoalkoxysilane) was used instead of the acetic anhydride used in Synthesis Example 3. A reaction product was obtained in the same manner as in Synthesis Example 3 (hereinafter, referred to as B
-4).
【００３０】合成例５〜６．合成例１で用いたブチルグ
リシジルエーテルを１３０．０ｇ（アミノアルコキシシ
ラン中のＮＨ基に対し等０．６７倍モル）及び６５．０
ｇ（アミノアルコキシシラン中のＮＨ基に対し等０．３
３倍モル）に減少した他は、合成例１と同様な方法によ
り、それぞれに対応する反応生成物を得た（以下、Ｂ−
５及びＢ−６という）。Synthesis Examples 5-6. 130.0 g of butyl glycidyl ether used in Synthesis Example 1 (equal to 0.67 moles with respect to NH groups in aminoalkoxysilane) and 65.0
g (equal to the NH group in the aminoalkoxysilane 0.3
A reaction product corresponding to each was obtained by the same method as in Synthesis Example 1 except that the amount of the reaction product was reduced to 3-fold mol) (hereinafter, B-
5 and B-6).
【００３１】合成例７．合成例２で用いたアミノアルコ
キシシランをγ−アミノプロピルトリエトキシシラン１
１０．５ｇに代えた他は、合成例２と同様な方法によ
り、反応生成物を得た（以下、Ｂ−７という）。Synthesis Example 7. The aminoalkoxysilane used in Synthesis Example 2 was γ-aminopropyltriethoxysilane 1
A reaction product was obtained in the same manner as in Synthesis Example 2 except that the amount was changed to 10.5 g (hereinafter, referred to as B-7).
【００３２】実施例１〜８、比較例１〜３ 化２４で表されるオルガノポリシロキサン３００ｇを、
乳化剤としてポリオキシエチレンノニルフェニルエーテ
ル（ＥＯ１０付加物）５０ｇを用い、ホモミキサーを使
用して水６５０ｇ中に乳化分散させ、エマルジョンを調
製した（エマルジョンＡ−１）。Examples 1 to 8 and Comparative Examples 1 to 3 300 g of the organopolysiloxane represented by the formula
50 g of polyoxyethylene nonyl phenyl ether (EO10 adduct) was used as an emulsifier, and emulsified and dispersed in 650 g of water using a homomixer to prepare an emulsion (emulsion A-1).
【化２４】 [Chemical formula 24]
【００３３】一方、合成例１〜７で得られたＢ−１〜Ｂ
−７についても、各々反応生成物１５０ｇを、乳化剤と
してポリオキシエチレンノニルフェニルエーテル（ＥＯ
１５付加物）２５ｇを用い、水３２５ｇ中に乳化分散さ
せ、エマルジョンを調製した（エマルジョンＢ−１〜
７）。各エマルジョンについて表１に示す組成で処理浴
を調製し、６デニール×６４ｍｍのポリエステルステー
プル綿を浸漬処理した後、遠心脱水機でウェットピック
アップを３０％に絞り、次いで１５０℃で２０分間熱処
理を行った。得られた処理綿の柔軟性、平滑性及び黄変
性について、下記の方法及び基準に従って、それぞれの
評価を行った。その結果を表１及び２に示す。On the other hand, B-1 to B obtained in Synthesis Examples 1 to 7
Also for -7, 150 g of each reaction product was used as an emulsifier for polyoxyethylene nonylphenyl ether (EO).
15 adduct) and 25 g were emulsified and dispersed in 325 g of water to prepare an emulsion (emulsion B-1 to B-1).
7). A treatment bath having the composition shown in Table 1 was prepared for each emulsion, and 6 denier × 64 mm polyester staple cotton was soaked in the emulsion, the wet pickup was squeezed to 30% by a centrifugal dehydrator, and then heat treatment was performed at 150 ° C. for 20 minutes. It was The softness, smoothness and yellowing of the obtained treated cotton were evaluated according to the following methods and criteria. The results are shown in Tables 1 and 2.
【００３４】[0034]
【表１】 [Table 1]
【００３５】[0035]
【表２】 [Table 2]
【００３６】柔軟性及び平滑性については手触りにて、
以下の様に評価した。 ○：極めて柔軟性と平滑性に富んだフェザー様風合いで
あった。 △：やや粗硬で、柔軟性と平滑性の劣る風合いであっ
た。 ×：粗硬で、柔軟性と平滑性の全くない風合いであっ
た。 黄変性については、処理綿を更に２００℃で３０分加熱
した後、黄変度合を目視によって観察し、評価した。 ○：全く黄変しなかった。 △：少し黄変した。 ×：極めて強く黄変した。Regarding the flexibility and smoothness, touch is
It evaluated as follows. ◯: Feather-like texture with excellent flexibility and smoothness. Δ: Slightly rough and hard, and the texture was inferior in flexibility and smoothness. X: Coarse and hard, and had no softness and smoothness. Regarding yellowing, the treated cotton was further heated at 200 ° C. for 30 minutes, and then the degree of yellowing was visually observed and evaluated. ◯: No yellowing occurred. Δ: Yellowed a little. X: Yellowed extremely strongly.
【００３７】比較例４〜５．実施例で使用したＢ成分に
代えてＮ−β−（アミノエチル）γ−アミノプロピルメ
チルジメトキシシラン及びγ−アミノプロピルトリエト
キシシランを各々３０％水溶液として用いた他は、表２
に示す組成で実施例と同様に処理浴を調製し、それを用
いたときの処理綿の柔軟性、平滑性及び黄変性につい
て、それぞれの評価を行った。その結果を表２に示す。Comparative Examples 4-5. Table 2 except that N-β- (aminoethyl) γ-aminopropylmethyldimethoxysilane and γ-aminopropyltriethoxysilane were each used as a 30% aqueous solution in place of the B component used in the examples.
A treatment bath having the composition shown in Table 1 was prepared in the same manner as in the examples, and the softness, smoothness and yellowing of the treated cotton were evaluated. The results are shown in Table 2.
【００３８】実施例９〜１６、比較例６〜７ 実施例１で用いた（Ａ）のオルガノポリシロキサンに代
えて下記化２５及び化２６で表されるオルガノポリシロ
キサンを用いた他は、表３に示す組成で上述した実施例
と同様に処理浴を調製し、それを用いたときの処理綿の
柔軟性、平滑性及び黄変性について、それぞれの評価を
行った（エマルジョンＡ−２〜３）。その結果を表３に
示す。Examples 9 to 16 and Comparative Examples 6 to 7 Tables other than using the organopolysiloxane represented by the following chemical formulas 25 and 26 in place of the organopolysiloxane (A) used in Example 1 A treatment bath having the composition shown in Fig. 3 was prepared in the same manner as in the above-mentioned examples, and the softness, smoothness and yellowing of the treated cotton were evaluated (emulsions A-2 to 3). ). The results are shown in Table 3.
【化２５】 [Chemical 25]
【化２６】 [Chemical formula 26]
【表３】 [Table 3]
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０９Ｄ 183/08 ＰＭＳ Ｄ０６Ｍ 13/513 (72)発明者 桑田 敏 群馬県碓氷郡松井田町大字人見１番地10 信越化学工業株式会社シリコーン電子材料 技術研究所内─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification number Reference number within the agency FI Technical display location C09D 183/08 PMS D06M 13/513 (72) Inventor Satoshi Kuwata Matsuda, Usui-gun, Gunma Address 1 Shin-Etsu Chemical Co., Ltd. Silicone Electronic Materials Research Laboratory
Claims (2)
シロキサン化合物を１００重量部、及び、（Ｂ）下記化
２で表されるアミノアルコキシシランと該アミノアルコ
キシシラン中のＮＨ基と反応可能な化合物との反応生成
物１〜５０重量部を、主成分として含有することを特徴
とする繊維処理用組成物。 【化１】 式中、Ｒ1 は炭素数１〜２０で非置換又は置換の１価炭
化水素基であり、各Ｒ1 は同一であっても異なっても良
い；Ｘは水素原子及び／又は炭素数１〜２０で非置換又
は置換の１価炭化水素基、ｍは１０〜１０，０００の有
理数、ｎは０〜１００の有理数を表す。 【化２】 式中、Ｒ2 、Ｒ3 は水素原子及び／又は炭素数１〜２０
で非置換又は置換の１価炭化水素基であり、Ｒ2 及び各
Ｒ3 は同一であっても異なっても良い；Ｒ4 は炭素数１
〜１０で非置換又は置換の２価炭化水素基、Ｒ5 は炭素
数１〜２０で非置換又は置換の１価炭化水素基、Ｙは水
素原子及び／又は炭素数１〜２０の非置換又は置換の１
価炭化水素基を表し、ｐは０〜５の整数、ｑは０〜２の
整数を示す。1. A reaction of (A) 100 parts by weight of an organopolysiloxane compound represented by the following chemical formula 1, and (B) an aminoalkoxysilane represented by the following chemical formula 2 with an NH group in the aminoalkoxysilane. A composition for treating fibers, comprising 1 to 50 parts by weight of a reaction product with a possible compound as a main component. [Chemical 1] In the formula, R 1 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and each R 1 may be the same or different; X is a hydrogen atom and / or 1 to carbon atoms. 20 represents an unsubstituted or substituted monovalent hydrocarbon group, m represents a rational number of 10 to 10,000, and n represents a rational number of 0 to 100. [Chemical 2] In the formula, R 2 and R 3 are hydrogen atoms and / or 1 to 20 carbon atoms.
Is an unsubstituted or substituted monovalent hydrocarbon group, and R 2 and each R 3 may be the same or different; R 4 is a carbon number 1
10 to 10 is an unsubstituted or substituted divalent hydrocarbon group, R 5 is a C 1-20 unsubstituted or substituted monovalent hydrocarbon group, Y is a hydrogen atom and / or a C 1-20 unsubstituted or Replacement 1
It represents a valent hydrocarbon group, p is an integer of 0 to 5, and q is an integer of 0 to 2.
可能な化合物が、エポキシ化合物、（メタ）アクリル酸
エステル、有機酸（無水物）及びイソシアネート化合物
の群から選択される少なくとも１種の化合物である、請
求項１に記載の繊維処理用組成物。2. A compound capable of reacting with an NH group in an aminoalkoxysilane is at least one compound selected from the group consisting of epoxy compounds, (meth) acrylic acid esters, organic acids (anhydrides) and isocyanate compounds. The composition for treating fibers according to claim 1.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14132493A JP2885390B2 (en) | 1993-05-19 | 1993-05-19 | Composition for fiber treatment |
| TW83102283A TW244362B (en) | 1993-05-19 | 1994-03-16 | |
| KR1019940010767A KR100294955B1 (en) | 1993-05-19 | 1994-05-17 | Textile treatment composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14132493A JP2885390B2 (en) | 1993-05-19 | 1993-05-19 | Composition for fiber treatment |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06330464A true JPH06330464A (en) | 1994-11-29 |
| JP2885390B2 JP2885390B2 (en) | 1999-04-19 |
Family
ID=15289283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14132493A Expired - Fee Related JP2885390B2 (en) | 1993-05-19 | 1993-05-19 | Composition for fiber treatment |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP2885390B2 (en) |
| KR (1) | KR100294955B1 (en) |
| TW (1) | TW244362B (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000198852A (en) * | 1998-12-02 | 2000-07-18 | Dow Corning Sa | Production of oil-in-water type silicone emulsion |
| JP2002194677A (en) * | 2000-12-19 | 2002-07-10 | Ge Toshiba Silicones Co Ltd | Fiber treating agent |
| JP2002194676A (en) * | 2000-12-19 | 2002-07-10 | Ge Toshiba Silicones Co Ltd | Fiber treating agent |
| JP2007051236A (en) * | 2005-08-19 | 2007-03-01 | Shin Etsu Chem Co Ltd | Silicone emulsion composition and method for treating wood |
| JP2008121182A (en) * | 2006-11-08 | 2008-05-29 | Wacker Chemie Ag | Method for treatment of fiberfill fibers with aqueous dispersion of organopolysiloxane |
| JP2008530264A (en) * | 2005-02-07 | 2008-08-07 | ロディア・シミ | Aqueous silicone dispersions, formulations containing them, especially coating formulations and methods for their production |
| JP2008231276A (en) * | 2007-03-22 | 2008-10-02 | Shin Etsu Chem Co Ltd | Water repellent emulsion composition for wood, and wood processed with the composition |
| JP2011503376A (en) * | 2007-11-02 | 2011-01-27 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Cloth treated with copolymer of epoxy compound and aminosilane |
| JP2011515591A (en) * | 2007-11-02 | 2011-05-19 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Fabric with improved wet strength treated with a copolymer of epoxy compound and aminosilane |
| JP2014522447A (en) * | 2011-06-20 | 2014-09-04 | ザ プロクター アンド ギャンブル カンパニー | Process for producing β-hydroxyamino compound |
| JP2022531875A (en) * | 2019-05-06 | 2022-07-12 | ワッカー ケミー アクチエンゲゼルシャフト | Polyorganosiloxane and its thermally conductive silicone composition |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3488825B2 (en) * | 1998-03-19 | 2004-01-19 | 株式会社日立産機システム | Package type scroll compressor |
-
1993
- 1993-05-19 JP JP14132493A patent/JP2885390B2/en not_active Expired - Fee Related
-
1994
- 1994-03-16 TW TW83102283A patent/TW244362B/zh active
- 1994-05-17 KR KR1019940010767A patent/KR100294955B1/en not_active IP Right Cessation
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000198852A (en) * | 1998-12-02 | 2000-07-18 | Dow Corning Sa | Production of oil-in-water type silicone emulsion |
| JP2002194677A (en) * | 2000-12-19 | 2002-07-10 | Ge Toshiba Silicones Co Ltd | Fiber treating agent |
| JP2002194676A (en) * | 2000-12-19 | 2002-07-10 | Ge Toshiba Silicones Co Ltd | Fiber treating agent |
| JP2008530264A (en) * | 2005-02-07 | 2008-08-07 | ロディア・シミ | Aqueous silicone dispersions, formulations containing them, especially coating formulations and methods for their production |
| JP2007051236A (en) * | 2005-08-19 | 2007-03-01 | Shin Etsu Chem Co Ltd | Silicone emulsion composition and method for treating wood |
| JP2008121182A (en) * | 2006-11-08 | 2008-05-29 | Wacker Chemie Ag | Method for treatment of fiberfill fibers with aqueous dispersion of organopolysiloxane |
| US8304023B2 (en) | 2006-11-08 | 2012-11-06 | Wacker Chemie Ag | Treatment of fiberfill fibers with aqueous dispersions of organopolysiloxanes |
| JP2008231276A (en) * | 2007-03-22 | 2008-10-02 | Shin Etsu Chem Co Ltd | Water repellent emulsion composition for wood, and wood processed with the composition |
| JP2011503376A (en) * | 2007-11-02 | 2011-01-27 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Cloth treated with copolymer of epoxy compound and aminosilane |
| JP2011515591A (en) * | 2007-11-02 | 2011-05-19 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Fabric with improved wet strength treated with a copolymer of epoxy compound and aminosilane |
| JP2014522447A (en) * | 2011-06-20 | 2014-09-04 | ザ プロクター アンド ギャンブル カンパニー | Process for producing β-hydroxyamino compound |
| JP2022531875A (en) * | 2019-05-06 | 2022-07-12 | ワッカー ケミー アクチエンゲゼルシャフト | Polyorganosiloxane and its thermally conductive silicone composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2885390B2 (en) | 1999-04-19 |
| KR100294955B1 (en) | 2001-10-24 |
| TW244362B (en) | 1995-04-01 |
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