JPS5824556B2 - Textile or paper processing methods - Google Patents

Textile or paper processing methods

Info

Publication number
JPS5824556B2
JPS5824556B2 JP9106274A JP9106274A JPS5824556B2 JP S5824556 B2 JPS5824556 B2 JP S5824556B2 JP 9106274 A JP9106274 A JP 9106274A JP 9106274 A JP9106274 A JP 9106274A JP S5824556 B2 JPS5824556 B2 JP S5824556B2
Authority
JP
Japan
Prior art keywords
paper
water
product
fibers
dispersion
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
JP9106274A
Other languages
Japanese (ja)
Other versions
JPS5138600A (en
Inventor
豊 寺田
寿男 高岸
泰照 前田
孝久 杉浦
繁 浦
直美 神野
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP9106274A priority Critical patent/JPS5824556B2/en
Publication of JPS5138600A publication Critical patent/JPS5138600A/en
Publication of JPS5824556B2 publication Critical patent/JPS5824556B2/en
Expired legal-status Critical Current

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

Description

【発明の詳細な説明】 本発明は繊維または紙の柔軟撥水処理法に関し、更に詳
しくは繊維または紙を、炭素数8〜20の脂肪族モノカ
ルボン酸とアルキレンポリアミンとを反応させて得られ
るアミド化物にエピハロヒドリンを反応させて得られる
アルキル化生成物をそのままもしくは乳化剤を用いて水
に分散せしめてなる分散液を用いて処理することにより
繊維または紙を処理する方法である。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for softening and water-repellent treatment of fibers or paper, and more specifically, the present invention relates to a method for softening and water-repellent treatment of fibers or paper, and more specifically, fibers or paper obtained by reacting an aliphatic monocarboxylic acid having 8 to 20 carbon atoms with an alkylene polyamine. This is a method of treating fibers or paper by treating an alkylated product obtained by reacting an amidide with epihalohydrin, either as it is or with a dispersion obtained by dispersing it in water using an emulsifier.

繊維製品の柔軟撥水剤として要求される性能は一般的に
は風合、染色物等への悪影響を及ぼさないこと、撥水剤
、撥水撥油剤を更に併用する時にはその撥水性、撥油性
を阻害しない事、更にセルロース系天然繊維、再生繊維
、半合成繊維に対しては強度向上効果、防皺性向上効果
、合成繊維に対しては帯電防止剤併用時の帯電防止性を
阻害しない事等があげられている。
The performance required as a water repellent agent for textile products is generally that it does not have a negative effect on the texture or dyed products, and that when a water repellent agent or water/oil repellent agent is used in combination, its water repellency and oil repellency are required. Furthermore, for cellulose-based natural fibers, regenerated fibers, and semi-synthetic fibers, it has an effect of improving strength and wrinkle resistance, and for synthetic fibers, it does not inhibit the antistatic property when used in combination with an antistatic agent. etc. are listed.

その他製品の分散安定性も長期間良好であることが望ま
れる。
It is also desired that the dispersion stability of other products be good over a long period of time.

従来、この種の機能を持たせる柔軟撥水剤としてはステ
アリン酸アミドに代表されるC1□〜C18の直鎖状脂
肪酸アミドのメチロール化物及びその分散物、ポリエチ
レン、ワックス等の乳化液、第4級アンモニウム塩等の
水溶液等が知られている。
Conventionally, as softening water repellents having this kind of function, methylolated products of C1□ to C18 linear fatty acid amides represented by stearic acid amide and their dispersions, emulsions of polyethylene, wax, etc. Aqueous solutions such as grade ammonium salts are known.

なかでも風合面から脂肪酸アミドのメチロール化物分散
液が高級品として広く用いられているが、その製品化方
法が機械的粉砕微粒化法を行なう必要があるため製品の
分散安定性に欠けるし、分散化に使用される界面活性剤
の使用量も多くしなければならない。
Among them, dispersions of methylolated fatty acid amides are widely used as high-quality products due to their texture, but the process of manufacturing them requires mechanical pulverization, which results in poor dispersion stability. The amount of surfactant used for dispersion must also be increased.

このために諸性能に悪影響を及ぼすのである。This has an adverse effect on various performances.

本発明は、従来のこれらの欠点、問題点を一挙に解決し
た柔軟撥水処理法を提供せんとするものである。
The present invention aims to provide a flexible water repellent treatment method that solves all of these conventional drawbacks and problems at once.

すなわち本発明は、繊維または紙を炭素数8〜20の脂
肪族モノカルボン酸とアルキレンポリアミンとを反応さ
せて得られるアミド化物にエピハロヒドリンを反応させ
て得られる生成物をそのままもしくは乳化剤を用いて水
に分散せしめてなる分散液を用いて処理することを特徴
とする繊維または紙の処理法であって、その主な利点を
列挙すると次のとおりである。
That is, the present invention deals with the use of a product obtained by reacting epihalohydrin with an amidated product obtained by reacting a fiber or paper with an aliphatic monocarboxylic acid having 8 to 20 carbon atoms and an alkylene polyamine. This is a method for treating fibers or paper, which is characterized by treating it using a dispersion prepared by dispersing .

本発明に用いる化合物は、それ自身が界面活性剛的性質
を有するために乳化液の分散安定性に非常に長期間良好
である。
The compound used in the present invention has surface-active rigid properties and therefore has good dispersion stability of an emulsion for a very long period of time.

更に目的柔軟撥水効果は従来公知のものに比べて一段と
すぐれており、また従来公知の柔軟剤にみられる欠点、
問題点はほとんど解決されている本発明にいう炭素数8
乃至20の脂肪族モノカルボン酸として適当なのは、た
とえばカプリル酸カプリン酸、ラウリン酸、ミリスチン
酸、パルミチン酸、ステアリン酸等であり、更に合成脂
肪酸も使用し得る。
Furthermore, the softening and water-repellent effect is far superior to that of conventionally known softeners, and also eliminates the drawbacks seen in conventionally known softeners.
Most of the problems have been solved when the carbon number is 8 according to the present invention.
Suitable aliphatic monocarboxylic acids are, for example, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, etc. Synthetic fatty acids may also be used.

また、アルキレンポリアミンとして適当なのはエチレン
ジアミン、ジエチレントリアミン、トリエチレンテトラ
ミン、テトラエチレンペンタミン等のエチレンアミン類
、プロピレンジアミン、イミノビスプロピルアミン、メ
チルイミノビスプロピルアミン等のプロピレンアミン類
、N−アミノエチルピペラジン、ピペラジン等のピペラ
ジン類などがある。
Further, suitable alkylene polyamines include ethylene amines such as ethylene diamine, diethylene triamine, triethylene tetramine, and tetraethylene pentamine, propylene amines such as propylene diamine, iminobispropylamine, and methyliminobispropylamine, N-aminoethylpiperazine, There are piperazines such as piperazine.

アルキル化剤としては、エピクロルヒドリン、エピブロ
ムヒドリン、メチルエピクロルヒドリン等のエピハロヒ
ドリン類、特に好ましくはエピクロルヒドリンである。
As the alkylating agent, epihalohydrins such as epichlorohydrin, epibromohydrin, methylepichlorohydrin and the like, particularly preferably epichlorohydrin.

脂肪族モノカルボン酸とアルキレンポリアミンの反応及
び得られたアミド化物とエピハロヒドリン類との反応は
公知の脱水縮合及びアルキル化反応を適用することによ
って容易に行なわれる。
The reaction between an aliphatic monocarboxylic acid and an alkylene polyamine and the reaction between the resulting amidated product and an epihalohydrin are easily carried out by applying known dehydration condensation and alkylation reactions.

これらの推定反応式と生成物の推定構造式は以下のとお
りである。
These estimated reaction formulas and estimated structural formulas of the products are as follows.

ただし、炭素数8−20の脂肪族モノカルボン酸として
、たとえばR−COOH(式中、Rは炭素数7−19の
アルキル基)、アルキレンポリアミンとしては、たとえ
ばH2N+CH2CH2NH+rlCH2CH2NH2
(式中、nは1−10の整数) エピハロヒドリンとしてエピクロルヒドリンを選んだ場
合について示す。
However, as an aliphatic monocarboxylic acid having 8-20 carbon atoms, for example, R-COOH (in the formula, R is an alkyl group having 7-19 carbon atoms), as an alkylene polyamine, for example, H2N+CH2CH2NH+rlCH2CH2NH2
(In the formula, n is an integer from 1 to 10.) The case where epichlorohydrin is selected as the epihalohydrin is shown below.

但しエピクロルヒドリ(式中、mは2〜10の整数、p
、qはp+q= n 、 q = m −2となる整数
)(式中、p、qは前記と同じ整数を表わす)得られた
目的物は、ワックス状乃至固形状であり、そのまままた
は乳化剤と共に水に分散させて柔軟撥水処理液とする。
However, epichlorohydrin (in the formula, m is an integer of 2 to 10, p
, q is an integer such that p + q = n, q = m -2) (In the formula, p and q represent the same integers as above) The obtained target product is in the form of wax or solid, and can be used as it is or with an emulsifier. Disperse it in water to make a flexible water-repellent treatment liquid.

乳化剤としては非イオン、アニオン、カチオン、両性の
界面活性剤が適当であり、目的物100重量部に対して
、0乃至20重量部を使用する。
Nonionic, anionic, cationic, and amphoteric surfactants are suitable as emulsifiers, and are used in an amount of 0 to 20 parts by weight based on 100 parts by weight of the target product.

乳化する方法は、水中又は乳化剤を加えた水中に目的物
を加えて攪拌することにより達成される。
The emulsification method is achieved by adding the object to water or water to which an emulsifier has been added and stirring.

目的物と水との比は重量比で5:95乃至40:60が
適当である。
A suitable weight ratio of the target substance to water is 5:95 to 40:60.

かくして得られた目的物は繊維及び紙の柔軟撥水剤とし
て秀れた性能を有するものである。
The object product thus obtained has excellent performance as a softening and water repellent agent for fibers and paper.

本発明にいう繊維としてはセルロース系、羊毛、絹等の
天然繊維、ポリエステル、ポリアミド、ポリアクリロニ
トリル等の合成繊維、セルロースアセテートの様な半合
成繊維が加工対象とされ、繊維重量に対して0.1乃至
5%使用するのが適当である。
The fibers used in the present invention include natural fibers such as cellulose, wool, and silk, synthetic fibers such as polyester, polyamide, and polyacrylonitrile, and semi-synthetic fibers such as cellulose acetate. It is appropriate to use 1 to 5%.

加工に際しては、浸漬、噴霧あるいはコーティング法に
より含浸され、通常の浸漬絞り機で調節される。
During processing, impregnation is carried out by dipping, spraying or coating methods, and adjustment is carried out using a conventional immersion drawing machine.

含浸させた後は乾燥、熱処理を行なうのが普通である。After impregnation, drying and heat treatment are usually performed.

又、紙に加工する場合は、長網又は円網式の抄紙機を使
用して、パルプスラリーに添加することも、含浸機によ
り含浸することも、スプレー機により紙の表面にスプレ
ィすることも可能である。
When processing into paper, it can be added to pulp slurry using a Fourdrinier or cylinder paper machine, impregnated with an impregnation machine, or sprayed onto the surface of the paper using a spray machine. It is possible.

紙の場合も、紙の重量に対して0.1乃至5%使用する
のが適当である。
In the case of paper as well, it is appropriate to use 0.1 to 5% based on the weight of the paper.

本発明になる柔軟撥水剤の好適な原料の組合せを以下に
例示する。
Preferred combinations of raw materials for the softener and water repellent of the present invention are illustrated below.

以下、実施例によって本発明の方法を更に詳細に説明す
るが、本発明はこれらのみに限定されないことはいうま
でもない。
Hereinafter, the method of the present invention will be explained in more detail with reference to Examples, but it goes without saying that the present invention is not limited to these.

参考例 1 ステアリン酸、ジエチレントリアミン、エピクロルヒド
リンを原料として得た化合物(化合物1)50グ、ノイ
ゲンEA−120(第−工業製薬社商品名、ノニルフェ
ノールポリオキシエチレンエーテル)31、水4471
を仕込み90℃にて1時間攪拌して分散液495′?を
得た(製品1とする。
Reference Example 1 50 g of a compound (compound 1) obtained using stearic acid, diethylenetriamine, and epichlorohydrin as raw materials, Noigen EA-120 (trade name of Dai-Kogyo Seiyaku Co., Ltd., nonylphenol polyoxyethylene ether) 31, and water 4471
and stirred at 90°C for 1 hour to obtain a dispersion of 495'? was obtained (referred to as product 1).

)。また前記化合物(1)50 fIを水4501と共
に100℃で30分間攪拌し、分散液493ノを得た。
). In addition, 50 fI of the compound (1) was stirred with 450 l of water at 100°C for 30 minutes to obtain 493 fl of the dispersion.

(製品2とする)参考例 2 ステアリン酸、イミノビスプロピルアミン、エピクロル
ヒドリンを原料として得た化合物65グ、ネオペレック
ス−5(花王石鹸社商品名、ドデシルベンゼンスルホン
酸ソーダ)5S’、水43(H’からなる混合物を95
℃で1時間攪拌し、分散液485グを得た(製品3とす
る。
(Product 2) Reference Example 2 Compound 65g obtained using stearic acid, iminobispropylamine, and epichlorohydrin as raw materials, Neoperex-5 (trade name of Kao Soap Co., Ltd., sodium dodecylbenzenesulfonate) 5S', water 43g ( A mixture consisting of 95
The mixture was stirred at ℃ for 1 hour to obtain 485 g of a dispersion (referred to as product 3).

)。参考例 3 ラウリン酸、N−アミノエチルピペラジン、エピクロル
ヒドリンを原料として得た化合物50ft、アモーゲン
ーK(第−工業製薬社商品名、ラウリルジメチルベタイ
ン)10グ、水440グからなる混合物を80℃で2時
間攪拌して分散液4967を得た(製品4とする。
). Reference Example 3 A mixture consisting of 50 ft of a compound obtained using lauric acid, N-aminoethylpiperazine, and epichlorohydrin as raw materials, 10 g of Amogen-K (trade name, lauryl dimethyl betaine, Dai-Kogyo Seiyaku Co., Ltd.), and 440 g of water was heated at 80°C. After stirring for a period of time, dispersion liquid 4967 was obtained (referred to as product 4).

)。実施例 1 参考例1〜3で得た製品1〜4を用いて表−1に示す処
方によりそれぞれの処理液を作成した。
). Example 1 Using products 1 to 4 obtained in Reference Examples 1 to 3, respective treatment liquids were created according to the formulations shown in Table 1.

注 *1 住友化学社商品名、ジメチロールグリオキザ
ールモノウジ4フ50壷2 住友化学社商品名、硼弗化
亜鉛12%水溶液次にこの処理液を用いて次の加工条件
により織物を処理した。
Note *1 Sumitomo Chemical Co., Ltd. trade name, dimethylolglyoxal monougi 4 fl. 50 jars 2 Sumitomo Chemical Co., Ltd. trade name, 12% zinc borofluoride aqueous solution Next, using this treatment solution, a fabric was treated under the following processing conditions.

処理結果を表−2に示す。The treatment results are shown in Table-2.

加工供試布;40番綿ブロード 40番テトロン(65) /綿(35) 混紡ブロード 浸漬絞り ; 2Dips 2Nips (絞り率7
0%) 予備乾燥 :105℃×2馴 キユアリング;150°CX3ffi用 測定試験方法 防皺塵 JIS Li2O2−1972B法(センサン
ト法)剛軟度 JIS Li2O2−1972E法(ハ
ンドルオフ−ター法)撥水度 JIS Li2O2−
1972A法(スプレー法)実施例 2 参考例1で得た製品1を用い、紙の内添法による効果を
検討した。
Processing sample cloth: No. 40 cotton broad cloth No. 40 Tetron (65) / cotton (35) blended broad cloth immersion drawing; 2 Dips 2 Nips (drawing rate 7
0%) Pre-drying: 105°C x 2 acclimation curing; 150°C JIS Li2O2-
1972A Method (Spray Method) Example 2 Using Product 1 obtained in Reference Example 1, the effect of the paper internal addition method was investigated.

パルプ分散液(使用パルプ:N、B、に、P、カナダ標
準f水度:563CC、パルプ濃度1.5%)に製品1
の柔軟剤をパルプに対し固形分比で表−3に示した量と
なるように添加し、10分間攪拌した。
Product 1 in pulp dispersion (pulp used: N, B, Ni, P, Canadian standard water level: 563CC, pulp concentration 1.5%)
A softener was added to the pulp in an amount shown in Table 3 in terms of solid content ratio, and the mixture was stirred for 10 minutes.

このパルプ分散液をTAPPI標準抄紙機で抄紙し、プ
レス脱水後、100℃で1分間乾燥した。
This pulp dispersion was made into paper using a TAPPI standard paper machine, dehydrated by pressing, and then dried at 100° C. for 1 minute.

次いで20℃、相対湿度65%雰囲気中で24時間放置
し、調湿した。
Then, it was left for 24 hours in an atmosphere of 20° C. and 65% relative humidity to adjust the humidity.

得られた紙の物性試験の結果を表−3に示す。Table 3 shows the results of physical property tests of the obtained paper.

表中、剛軟度の欄の数値が小さい程、柔軟であることを
示す。
In the table, the smaller the numerical value in the column of bending resistance, the more flexible it is.

*:製品/中の樹脂分量を示す。*: Indicates the amount of resin in the product/inside.

Claims (1)

【特許請求の範囲】[Claims] 1 繊維または紙を、炭素数8〜20の脂肪族モノカル
ボン酸とアルキレンポリアミンとを反応させて得られる
アミド化物にエピハロヒドリンを反応させて得られる生
成物をそのままもしくは乳化剤を用いて水に分散せしめ
てなる分散液を用いて処理することを特徴とする繊維ま
たは紙の処理方法。
1. A product obtained by reacting epihalohydrin with an amidated product obtained by reacting a fiber or paper with an aliphatic monocarboxylic acid having 8 to 20 carbon atoms and an alkylene polyamine, and dispersing the product in water as it is or using an emulsifier. 1. A method for treating fiber or paper, the method comprising treating fiber or paper using a dispersion liquid comprising:
JP9106274A 1974-08-07 1974-08-07 Textile or paper processing methods Expired JPS5824556B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP9106274A JPS5824556B2 (en) 1974-08-07 1974-08-07 Textile or paper processing methods

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9106274A JPS5824556B2 (en) 1974-08-07 1974-08-07 Textile or paper processing methods

Publications (2)

Publication Number Publication Date
JPS5138600A JPS5138600A (en) 1976-03-31
JPS5824556B2 true JPS5824556B2 (en) 1983-05-21

Family

ID=14016003

Family Applications (1)

Application Number Title Priority Date Filing Date
JP9106274A Expired JPS5824556B2 (en) 1974-08-07 1974-08-07 Textile or paper processing methods

Country Status (1)

Country Link
JP (1) JPS5824556B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6429565U (en) * 1987-08-12 1989-02-22

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2392167A1 (en) * 1977-05-23 1978-12-22 Protex Manuf Prod Chimiq PAPER COATING COMPOSITIONS
JPS6041823B2 (en) * 1980-04-25 1985-09-19 岩崎通信機株式会社 Post-acceleration cathode ray tube
JPS6278547A (en) * 1986-09-12 1987-04-10 Mitsubishi Paper Mills Ltd Photographic paper
DE3912523A1 (en) * 1989-04-14 1990-10-18 Henkel Kgaa USE OF RESIN SOLUTIONS OR DISPERSIONS OF RESINS FOR SURFACE TREATMENT OF POLYMER FIBERS
CA2461629C (en) 2003-03-24 2012-05-08 Nof Corporation Paper additive composition and method for producing paper using the same
JP4868229B2 (en) * 2006-10-31 2012-02-01 荒川化学工業株式会社 Undercoat coating liquid for water repellent layer in water repellent paper, water repellent paper having the coating layer, and method for producing the same
JP5276518B2 (en) * 2009-05-22 2013-08-28 星光Pmc株式会社 Coating agent for preventing strikethrough, coating composition containing the same, paper coated with the coating composition, and newspaper printing paper

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6429565U (en) * 1987-08-12 1989-02-22

Also Published As

Publication number Publication date
JPS5138600A (en) 1976-03-31

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