JPH02234977A - Cloth having water-repellency - Google Patents

Cloth having water-repellency

Info

Publication number
JPH02234977A
JPH02234977A JP5262589A JP5262589A JPH02234977A JP H02234977 A JPH02234977 A JP H02234977A JP 5262589 A JP5262589 A JP 5262589A JP 5262589 A JP5262589 A JP 5262589A JP H02234977 A JPH02234977 A JP H02234977A
Authority
JP
Japan
Prior art keywords
group
water
cloth
compound
silicon compound
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.)
Pending
Application number
JP5262589A
Other languages
Japanese (ja)
Inventor
Takashi Taniguchi
孝 谷口
Michiaki Nishii
西井 道昭
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.)
Toray Industries Inc
Original Assignee
Toray Industries Inc
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 Toray Industries Inc filed Critical Toray Industries Inc
Priority to JP5262589A priority Critical patent/JPH02234977A/en
Publication of JPH02234977A publication Critical patent/JPH02234977A/en
Pending legal-status Critical Current

Links

Landscapes

  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

PURPOSE:To obtain a cloth having fiber surface imparted with highly durable excellent water-repellency by treating a cloth with an organic silicon compound having hydrolyzable functional group and/or hydrolyzed product of said silicon compound. CONSTITUTION:A cloth made of synthetic fiber, natural fiber, etc., is immersed in an organic solvent solution containing an organic silicon compound having hydrolyzable group and/or a hydrolyzed product of said silicon compound and heat-treated to obtain a cloth having durable water-repellent surface resistant to the falling-off of said compound by washing, ironing, etc., without deteriorating the feeling of the cloth and deepness of the dyed color. Water-repellency can be effectively applied even to a natural fiber such as cotton. The hydrolyzable function group of the silicon compound is e.g. chloride group, alkoxy group and isocyanato group and the presence of 1-20C hydrocarbon group in the compound is essential. Concrete examples of the compound are trimethylchlorosilane and trimethylacetosilane.

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は、撥水性を有する布帛に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to a water-repellent fabric.

その撥水性が耐久性に優れ、また特に、綿や絹などの天
然繊維に好適に用いられるものであり、風合いや染色深
みなどの外観を損なうことのない撥水性を有する布帛に
関するものである。
This fabric has excellent water repellency and durability, and is especially suitable for use with natural fibers such as cotton and silk, and has water repellency that does not impair appearance such as texture and depth of dyeing.

[従来の技術コ 従来、ナイロン、ポリエステルなどの合成繊維の表面を
撥水処理する方法として、シリコーン樹脂などをコーテ
ィングすることが試みられ、一部実用化されている。
[Prior Art] As a method of water-repelling the surface of synthetic fibers such as nylon and polyester, attempts have been made to coat them with silicone resin, and some have been put to practical use.

[本発明が解決しようとする課題] しかしながら、これらの方法は風合いが変化したり、さ
らには致命的な欠点として天然繊維には適用ができない
などといった問題点がある。
[Problems to be Solved by the Present Invention] However, these methods have problems such as a change in texture and a fatal drawback that they cannot be applied to natural fibers.

本発明は、かかる従来技術の欠点を解消しようとするも
のであり、風合いなどを損うことなく優れた撥水性を有
する布帛、さらには、合成繊維のみならず、天然繊維か
らなる布帛をも提供することを目的とする。
The present invention aims to eliminate the drawbacks of the prior art, and provides a fabric that has excellent water repellency without impairing its texture, and furthermore, a fabric that is made of not only synthetic fibers but also natural fibers. The purpose is to

[課題を解決するための手段コ 本発明は、上記目的を達成するために、下記の構成を有
する。
[Means for Solving the Problems] In order to achieve the above object, the present invention has the following configuration.

「(1)表面が、加水分解性官能基を有する有機ケイ素
化合物および/またはその加水分解物によって処理され
てなることを特徴とする撥水性を有すろ布帛。
(1) A water-repellent filter cloth whose surface is treated with an organosilicon compound having a hydrolyzable functional group and/or a hydrolyzate thereof.

■ 加水分解性官能基を有する有機ケイ素化合物および
/またはその加水分解物によって表面が処理された繊維
からなることを特徴とする撥水性を有する布帛。」 本発明で言うところの布帛とは、いかなる繊維からなる
ものであってもよいが、例えば、ナイロン、ポリエステ
ルなどの合成繊維、綿や絹などの天然繊維、さらには合
成繊維と天然繊維を混紡した繊維などが挙げられる。と
くに本発明においては、従来技術において不可能であっ
た天然繊維にも、撥水性を付与することが可能であり、
かつ、その効果がとくに顕著であることから、天然繊維
からなる布帛がとくに好ましい。
(2) A water-repellent fabric characterized by being made of fibers whose surface has been treated with an organosilicon compound having a hydrolyzable functional group and/or a hydrolyzate thereof. The fabric referred to in the present invention may be made of any fiber, including synthetic fibers such as nylon and polyester, natural fibers such as cotton and silk, and even blends of synthetic fibers and natural fibers. Examples include fibers made of In particular, in the present invention, it is possible to impart water repellency to natural fibers, which was impossible with conventional techniques,
In addition, since the effect is particularly remarkable, fabrics made of natural fibers are particularly preferred.

かかる繊維を織ったり、編むことによって布帛にされる
のであるが、本発明の撥水処理は繊維の状態で実施した
のち、布帛とするか、あるいは、布帛としたのち、処理
することによって撥水性を付与することができる。生産
性の点からは、後者が好ましい。
Fabrics are made by weaving or knitting such fibers, and the water repellent treatment of the present invention is carried out in the form of fibers and then made into fabrics, or after being made into fabrics, it is treated to make them water repellent. can be granted. From the viewpoint of productivity, the latter is preferable.

本発明は前述の繊維、または布帛を加水分解性官能基を
有する有機ケイ素化合物および/またはその加水分解物
によって処理し、撥水性を付与するものであるが、ここ
で加水分解性官能基とは、ケイ素と直接結合したもので
あり、水の存在下で加水分解反応を起こし、その結果と
してヒドロキシ基を生成するものを言う。このような加
水分解性官能基の具体例としてはクロロ基、ブロモ基な
どのハロゲン基、メトキシ基、エトキシ基、メトキシエ
トキシ基などのアルコキシ基、アセトキシ基などのアシ
ルオキシ基、さらにはイソシアナート基、アミノ基など
が挙げられる。また、これらの加水分解性官能基は有機
ケイ素化合物1分子内に少なくとも1個有していること
が必要であり、2個以上有していても何ら問題はなく、
2個以上の場合、それぞれの加水分解性官能基は同種で
あっても、異種であってもよい。さらにはシラザン化合
物で代表されるような1分子内にケイ素原子を2個以上
有し、かつ加水分解性官能基が1個であってもよいこと
は言うまでもない。
In the present invention, the above-mentioned fiber or fabric is treated with an organosilicon compound having a hydrolyzable functional group and/or a hydrolyzate thereof to impart water repellency. , which is directly bonded to silicon and undergoes a hydrolysis reaction in the presence of water, resulting in the production of hydroxyl groups. Specific examples of such hydrolyzable functional groups include halogen groups such as chloro group and bromo group, alkoxy groups such as methoxy group, ethoxy group, and methoxyethoxy group, acyloxy groups such as acetoxy group, and isocyanate group. Examples include amino groups. Furthermore, it is necessary that at least one of these hydrolyzable functional groups is present in one molecule of the organosilicon compound, and there is no problem even if the organosilicon compound has two or more.
When there are two or more hydrolyzable functional groups, the hydrolyzable functional groups may be the same or different. Furthermore, it goes without saying that it may have two or more silicon atoms and one hydrolyzable functional group in one molecule, as typified by a silazane compound.

一方、有機ケイ素化合物中には前記加水分解性官能基以
外に少なくとも1個の有機基を有していることが必要で
あり、かかる有機基としては炭素数1〜20の炭化水素
基およびその各種置換基誘導体が挙げられ、有機基はS
i−C結合にて直接ケイ素原子に結合していることが必
要である。
On the other hand, it is necessary for the organosilicon compound to have at least one organic group other than the above-mentioned hydrolyzable functional group, such as a hydrocarbon group having 1 to 20 carbon atoms and various types thereof. Substituent derivatives are mentioned, and the organic group is S
It is necessary that it is directly bonded to the silicon atom through an i-C bond.

かかる置換基誘導体における置換基の具体例としては、
フロロ基、クロロ基などのハロゲン基、シアノ基、メル
カプト基、メタクリロキシ基、エボキシ基、エボキシシ
ク口へキシル基などが挙げられる。有機基の具体例とし
てはメチル基、エチル基、ブチル基、オクタデシル基、
フエニル基、.ビニル基、γ−クロ口プロピル基、3,
3.3−トリフロ口プロピル基、γ−シアノプ口ピル基
、γ−メルカプトプ口ピル基、γ−メタクリ口キシプ口
ピル基、γ−グリシドキシプ口ピル基、β一(3.4−
エポキシシク口ヘキシル)エチル基などが挙げられ、特
にメチル基、ビニル基、3.3.3−トリフロロプロピ
ル基が好ましい。また、とくに撥水性が良好であると言
う観点から有機基の数はケイ素原子1個に対して2個以
上有していることが好ましい。
Specific examples of substituents in such substituent derivatives include:
Examples include halogen groups such as a fluoro group and a chloro group, a cyano group, a mercapto group, a methacryloxy group, an eboxy group, and an eboxy-hexyl group. Specific examples of organic groups include methyl group, ethyl group, butyl group, octadecyl group,
Phenyl group. Vinyl group, γ-chloropropyl group, 3,
3.3-triflopropyl group, γ-cyanopropyl group, γ-mercaptopyl group, γ-methacrypropyl group, γ-glycidoxypropyl group, β-(3.4-
Examples include epoxy(hexyl)ethyl group, and particularly preferred are methyl group, vinyl group, and 3,3,3-trifluoropropyl group. Further, from the viewpoint of particularly good water repellency, it is preferable that the number of organic groups is two or more per silicon atom.

本発明の有機ケイ素化合物は有機基と加水分解性官能基
を分子内に有していることが必要であるが、他の官能基
として水素を有していても勿論何ら問題はない。
Although it is necessary for the organosilicon compound of the present invention to have an organic group and a hydrolyzable functional group in the molecule, there is of course no problem in having hydrogen as another functional group.

以上の加水分解性官能基を有する有機ケイ素化合物およ
び/またはその加水分解物の具体例としては、トリメチ
ルクロルシラン、ジメチルグロルシラン、ジメチルジク
口ルシラン、ジメチル−3.33−トリフロロプロピル
ク口ルシラン、ジメチルビニルクロルシラン、ジメチル
フエニルク口ルシラン、トリメチルアセトキシシラン、
トリメチルメトキシシラン、ヘキサメチルジシラザン、
ヘキサメチルトリシラザンなどおよびその加水分解物が
挙げられる。
Specific examples of organosilicon compounds and/or hydrolysates thereof having the above hydrolyzable functional groups include trimethylchlorosilane, dimethylchlorosilane, dimethyldichlorosilane, dimethyl-3,33-trifluoropropylcyclosilane, Dimethylvinylchlorosilane, dimethylphenylchlorsilane, trimethylacetoxysilane,
trimethylmethoxysilane, hexamethyldisilazane,
Examples include hexamethyltrisilazane and its hydrolyzate.

本発明は前述の有機ケイ素化合物を用いて布帛を処理す
る。すなわち、有機ケイ素化合物中の加水分解性官能基
が、空気中あるいは布帛上などに含まれる水分と反応す
ることにより加水分解され、その官能基部分が、布帛と
結合することにより、布帛に強固に結合するとともに、
撥水効果を付与せしめるものである。その処理方法とし
ては、例えば浸漬処理や気相処理などが挙げられるが、
被処理物を有機ケイ素化合物と接触させることができれ
ばいかなる方法であってもよい。また処理効果をさらに
高める目的から接触と同時に、あるいはその前後に、微
量の水分と接触させることが好ましい。さらに有機ケイ
素化合物をあらかじめ、水によって加水分解せしめてお
くことも好ましい方法である。その際には有機ケイ素化
合物どうしの縮合反応を防止する目的から、ある程度希
釈しておくことが好ましい。
The present invention uses the organosilicon compounds described above to treat fabrics. In other words, the hydrolyzable functional group in the organosilicon compound is hydrolyzed by reacting with moisture contained in the air or on the fabric, and the functional group portion bonds with the fabric to firmly attach it to the fabric. Along with combining,
It imparts a water repellent effect. Examples of the treatment methods include immersion treatment and gas phase treatment.
Any method may be used as long as the object to be treated can be brought into contact with the organosilicon compound. Further, for the purpose of further enhancing the treatment effect, it is preferable to contact with a small amount of moisture at the same time as the contact, or before or after the contact. Furthermore, it is also a preferable method to previously hydrolyze the organosilicon compound with water. At that time, it is preferable to dilute the organic silicon compounds to some extent in order to prevent condensation reactions between them.

また、撥水処理効果の耐久性などを向上せしめる目的か
ら、処理後に加熱などの後処理を施すことも有効であり
、処理条件としては、特に制限するものではないが、通
常50〜200℃、0.2分〜30分以内で十分な効果
がある。
In addition, for the purpose of improving the durability of the water repellent treatment effect, it is also effective to perform post-treatment such as heating after treatment, and the treatment conditions are usually 50 to 200℃, although there are no particular restrictions. There is a sufficient effect within 0.2 minutes to 30 minutes.

本発明によって得られる撥水性を有する布帛は、従来の
コーティング法などと異なり、繊維の表面のみを分子オ
ーダー的に処理するため、繊維自身の保有する風合いや
染色深みなどを損なうことがない。さらに繊維表面と有
機ケイ素化合物とが化学的に結合するために、洗濯やア
イロン掛けなどによって脱落することがなく、きわめて
高い耐久性を有するものである。
Unlike conventional coating methods, the water-repellent fabric obtained by the present invention treats only the surface of the fibers in a molecular order manner, so the texture and depth of dyeing of the fibers themselves are not impaired. Furthermore, since the fiber surface and the organosilicon compound are chemically bonded, it does not fall off when washed or ironed, and has extremely high durability.

[実施例] 以下、実施例によって更に詳細に説明するが、本発明は
これらに限定されるものではない。
[Examples] Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited thereto.

実施例1 (1)処理液の調整 ヘキサメチルジシラザン100部、メチルイソブチルケ
トン100部を均一に混合して処理液とした。
Example 1 (1) Preparation of treatment liquid 100 parts of hexamethyldisilazane and 100 parts of methyl isobutyl ketone were uniformly mixed to prepare a treatment liquid.

■ 処理物の作製 天然絹糸からなる布帛を前記(1)の処理液中に1分間
浸漬し、取り出したあと、130’Cの熱風乾燥機中で
3分間加熱処理した。
(2) Preparation of treated product A fabric made of natural silk thread was immersed in the treatment solution of (1) above for 1 minute, taken out, and then heat-treated in a hot air dryer at 130'C for 3 minutes.

(3)評価および結果 前記■で得られた布帛に水道水の微小な水滴をふりかけ
たところ、水滴は布帛に染みこまず布帛を軽く振るだけ
で容易に落とすことができた。また、手触りも未処理と
まったく差がなく、良好な風合いを保持していた。
(3) Evaluation and Results When the fabric obtained in (1) above was sprinkled with minute water droplets of tap water, the water droplets did not soak into the fabric and could be easily removed by shaking the fabric lightly. In addition, there was no difference in feel from untreated material, and it maintained a good texture.

一方、未処理の布帛に同様のテストを行ったところ、水
滴はただちに布帛の中に吸収され、濡れた状態となった
On the other hand, when a similar test was performed on an untreated fabric, water droplets were immediately absorbed into the fabric, resulting in a wet state.

実施例2 処理液を以下に変更する以外は、すべて実施例1と同様
に行って、処理物を得た。。得られた布帛について、実
施例1と同様にして評価したところ、撥水性、風合いと
もに実施例1と同様に良好なものであった。
Example 2 A treated product was obtained in the same manner as in Example 1 except for changing the treatment liquid as follows. . The obtained fabric was evaluated in the same manner as in Example 1, and was found to have good water repellency and texture as well as in Example 1.

(1)処理液の調整 トリメチルアセトキシシラン100部、キシレン100
部を均一に混合して処理液とした。
(1) Adjustment of treatment liquid 100 parts of trimethylacetoxysilane, 100 parts of xylene
A treatment solution was prepared by uniformly mixing the two parts.

実施例3 実施例1において、布帛を絹糸とポリエステル繊維から
なる混紡糸からなる布帛に変更する以外は、すべて同様
に行って、処理物を得た。得られた布帛について、実施
例Lと同様にして評価したところ、撥水性、風合いとも
に実施例1と同様に良好なものであった。
Example 3 A treated product was obtained in the same manner as in Example 1, except that the fabric was changed to a fabric made of a blended yarn made of silk yarn and polyester fiber. The obtained fabric was evaluated in the same manner as in Example L, and was found to have good water repellency and texture as in Example 1.

[発明の効果] 本発明によって得られる撥水性を有する布帛には以下の
特徴がある。
[Effects of the Invention] The water-repellent fabric obtained by the present invention has the following characteristics.

(1)綿や絹などの天然繊維にも容易に撥水性.付与が
可能である。
(1) Easily water repellent even to natural fibers such as cotton and silk. Granting is possible.

■ 風合いや染色深みなどを変化させることなく撥水性
を付与できる。
■ Water repellency can be added without changing the texture or depth of dyeing.

(3)洗濯やアイロン掛けなどを行っても撥水性が低下
せず、良好な耐水性を有している。
(3) Water repellency does not decrease even after washing or ironing, and it has good water resistance.

(4)処理が簡単で高い生産性を有する。(4) Easy processing and high productivity.

(5)毒性がなく、安全である。(5) Non-toxic and safe.

Claims (2)

【特許請求の範囲】[Claims] (1)表面が、加水分解性官能基を有する有機ケイ素化
合物および/またはその加水分解物によって処理されて
なることを特徴とする撥水性を有する布帛。
(1) A water-repellent fabric whose surface is treated with an organosilicon compound having a hydrolyzable functional group and/or a hydrolyzate thereof.
(2)加水分解性官能基を有する有機ケイ素化合物およ
び/またはその加水分解物によって表面が処理された繊
維からなることを特徴とする撥水性を有する布帛。
(2) A water-repellent fabric characterized by being made of fibers whose surface has been treated with an organosilicon compound having a hydrolyzable functional group and/or a hydrolyzate thereof.
JP5262589A 1989-03-03 1989-03-03 Cloth having water-repellency Pending JPH02234977A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5262589A JPH02234977A (en) 1989-03-03 1989-03-03 Cloth having water-repellency

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5262589A JPH02234977A (en) 1989-03-03 1989-03-03 Cloth having water-repellency

Publications (1)

Publication Number Publication Date
JPH02234977A true JPH02234977A (en) 1990-09-18

Family

ID=12919995

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5262589A Pending JPH02234977A (en) 1989-03-03 1989-03-03 Cloth having water-repellency

Country Status (1)

Country Link
JP (1) JPH02234977A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04289273A (en) * 1991-03-14 1992-10-14 Matsushita Electric Ind Co Ltd Member for waterproof-and-antifouling apparel
CN103276596A (en) * 2013-05-29 2013-09-04 上海师范大学 Preparation method of quaternized halamine antibacterial cotton fiber

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04289273A (en) * 1991-03-14 1992-10-14 Matsushita Electric Ind Co Ltd Member for waterproof-and-antifouling apparel
CN103276596A (en) * 2013-05-29 2013-09-04 上海师范大学 Preparation method of quaternized halamine antibacterial cotton fiber

Similar Documents

Publication Publication Date Title
JP2845940B2 (en) Treatment of fibrous substances
US4661577A (en) Aminofunctional polysiloxanes
US6607564B2 (en) Modified textiles and other materials and methods for their preparation
EP0342830B1 (en) Organosilicon compounds
JP2831409B2 (en) Starch containing curable amine-functional silicone for fabric wrinkle reduction and shape retention
JPH04316671A (en) Method of reducing crease of textile and composition
US4137179A (en) Process for the production of an aqueous preparation for shrink-proofing wool
JPS5870774A (en) Treatment of fiber
JPS6036511B2 (en) Silicone water repellent for textiles
US2789956A (en) Methylhydrogenpolysiloxane composition for treating textile
JPS63295768A (en) Fiber treatment agent
JPS63286434A (en) Production of self-crosslinkable aminosiloxane emulsion
CN108442120A (en) A kind of anti-hair dirt silicone oil and preparation method thereof
US4549880A (en) Silicone durable press textile treatment process with radiation curing and resulting product
JPH02234977A (en) Cloth having water-repellency
JP5506265B2 (en) Textile treatment agent, antibacterial and antifungal fiber product manufacturing method
JPS6151070B2 (en)
JP2000129579A (en) Fiber treated with polyether monoacrylate
US3444116A (en) Glass fiber sizing emulsions comprising epoxidized triglyceride and carboxylic copolymer
JP2588445B2 (en) Method of modifying synthetic fiber
JPS59150175A (en) Production of water and oil repellent fiber
JPH02145873A (en) Shrink proofing processing of wool cloth
JP2000119966A (en) Functionality imparting processing for coated and processed material
US3407087A (en) Process for dulling glass fibers with oxalic acid including pretreatment with calcium salts
JPS5947071B2 (en) Breathable and waterproof processing method for knitted fabrics, woven fabrics, etc. with excellent wash resistance