JPH0457972A - Non-shrink treatment of cellulose fiber - Google Patents
Non-shrink treatment of cellulose fiberInfo
- Publication number
- JPH0457972A JPH0457972A JP2164880A JP16488090A JPH0457972A JP H0457972 A JPH0457972 A JP H0457972A JP 2164880 A JP2164880 A JP 2164880A JP 16488090 A JP16488090 A JP 16488090A JP H0457972 A JPH0457972 A JP H0457972A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- shrink
- phosphoric acid
- acid amide
- crosslinking
- 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
- 229920003043 Cellulose fiber Polymers 0.000 title claims abstract description 26
- -1 isocyanate compound Chemical class 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 15
- 238000004132 cross linking Methods 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 7
- 239000003822 epoxy resin Substances 0.000 claims abstract description 7
- 239000012948 isocyanate Substances 0.000 claims abstract description 7
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 24
- 150000001299 aldehydes Chemical class 0.000 claims description 5
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 239000000835 fiber Substances 0.000 abstract description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001408 amides Chemical class 0.000 abstract description 2
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 abstract description 2
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 abstract description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract description 2
- 239000011976 maleic acid Substances 0.000 abstract description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract description 2
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 abstract description 2
- 229950005308 oxymethurea Drugs 0.000 abstract description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004744 fabric Substances 0.000 description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 229920002678 cellulose Polymers 0.000 description 5
- 239000001913 cellulose Substances 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000004043 dyeing Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000013351 cheese Nutrition 0.000 description 2
- 229940015043 glyoxal Drugs 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- TUHRVKQKRZLMHU-UHFFFAOYSA-N 2-(hydroxymethyl)prop-1-ene-1,1,3-triol Chemical group OCC(CO)=C(O)O TUHRVKQKRZLMHU-UHFFFAOYSA-N 0.000 description 1
- XYOSFLPUWVWHOA-UHFFFAOYSA-N 2-ethylidenepropane-1,3-diol;urea Chemical compound NC(N)=O.CC=C(CO)CO XYOSFLPUWVWHOA-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000009981 jet dyeing Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- LLDYDUXXNBDDFT-UHFFFAOYSA-N phosphoric acid urea Chemical compound NC(=O)N.P(=O)(O)(O)O.P(=O)(O)(O)O.P(=O)(O)(O)O LLDYDUXXNBDDFT-UHFFFAOYSA-N 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、セルロース繊維の防縮加工方法に関するもの
である。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a method for shrink-proofing cellulose fibers.
（従来の技術）
セルロース繊維布帛に化学的方法で防縮加工を施すには
、従来から、ポリウレタン樹脂等を用いて皮膜を形成し
、繊維の移動を拘束することにより防縮性能を付与する
方法や、尿素ホルマリン樹脂、メチロールメラミン樹脂
、グリオキザール樹脂等の架橋剤を用いてセルロース分
子間に架橋を施すことによりセルロース分子自身の自由
度を抑制して防縮性能を付与する方法が一般に知られて
いる。また防縮機構は明らかではないが、リン酸アミド
によって防縮加工を行う方法（特開昭６３−２６４９７
３号）も知られている。(Prior Art) In order to apply shrink-proofing to cellulose fiber fabric by a chemical method, conventional methods include forming a film using polyurethane resin etc. and imparting shrink-proofing performance by restricting the movement of fibers; Generally known is a method of crosslinking cellulose molecules using a crosslinking agent such as urea-formalin resin, methylolmelamine resin, or glyoxal resin, thereby suppressing the degree of freedom of cellulose molecules themselves and imparting shrink-proofing performance. Although the shrink-proofing mechanism is not clear, there is a method of shrink-proofing using phosphoric acid amide (Japanese Patent Laid-Open No. 63-26497
No. 3) is also known.
（発明が解決しようとする課題）
これらの化学的防縮加工方法のうち、尿素ホルマリン樹
脂やメチロールメラミン樹脂、グリオキザール樹脂等の
架橋剤を用いてセルロース繊維の防縮加工を行う場合、
該架橋剤を多く用いれば防縮性能は満足すべきものが得
られるが、セルロース繊維の強力低下を引き起こす問題
点があった。(Problems to be Solved by the Invention) Among these chemical shrink-proofing methods, when shrink-proofing cellulose fibers is performed using a crosslinking agent such as urea-formalin resin, methylolmelamine resin, or glyoxal resin,
If a large amount of the crosslinking agent is used, satisfactory anti-shrink performance can be obtained, but there is a problem in that the strength of the cellulose fibers decreases.
一方１強力低下を回避するために架橋剤の使用量を少な
くすれば１強力は保持されるものの、満足すべき防縮性
能を得ることができなくなってしまう。On the other hand, if the amount of crosslinking agent used is reduced in order to avoid a decrease in 1 strength, the 1 strength can be maintained, but satisfactory anti-shrink performance cannot be obtained.
また、リン酸アミドによって防縮加工を行う場合には、
セルロース繊維の強力低下は非常に少なく、この点では
良好であるが、満足すべき防縮効果を得ることができな
い。In addition, when performing shrink-proofing with phosphoric acid amide,
Although the strength of the cellulose fibers is very small and is good in this respect, it is not possible to obtain a satisfactory shrink-proofing effect.
本発明は、このような現状に鑑みて行われたもので、セ
ルロース繊維に強力低下を引き起こすことなく防縮性能
を付与することができる防縮加工方法を得ることを目的
とするものである。The present invention was made in view of the current situation, and an object of the present invention is to obtain a shrink-proofing method that can impart shrink-proofing performance to cellulose fibers without causing a decrease in strength.
（課題を解決するための手段）
本発明は、上記目的を達成するもので１次の構成よりな
るものである。(Means for Solving the Problems) The present invention achieves the above object and has the following configuration.
すなわち１本発明は、セルロース繊維に、Ｎ−メチロー
ル系樹脂、アルデヒド類、エポキシ系樹脂、ポリカルボ
ン酸、イソシアネート化合物又はスルホン化合物等の架
橋剤にリン酸アミド系化合物を併用した処理液を含浸せ
しめ、しかる後に架橋反応を行わしめることを特徴とす
るセルロース繊維の防縮加工方法を要旨とするものであ
る。That is, 1 the present invention impregnates cellulose fibers with a treatment liquid using a crosslinking agent such as an N-methylol resin, an aldehyde, an epoxy resin, a polycarboxylic acid, an isocyanate compound, or a sulfone compound in combination with a phosphoric acid amide compound. The gist of this invention is a method for shrink-proofing cellulose fibers, which is characterized in that a crosslinking reaction is then carried out.
以下９本発明の詳細な説明する。Hereinafter, nine aspects of the present invention will be described in detail.
本発明方法では、まず、セルロース繊維に、Ｎ−メチロ
ール系樹脂、アルデヒド類、エポキシ系樹脂、ポリカル
ボン酸、イソシアネート化合物。In the method of the present invention, first, N-methylol resin, aldehydes, epoxy resin, polycarboxylic acid, and isocyanate compound are added to cellulose fibers.
又はスルホン化合物等の架橋剤にリン酸アミド系化合物
を併用した処理液を含浸せしめる。Alternatively, it is impregnated with a treatment solution containing a crosslinking agent such as a sulfone compound in combination with a phosphoric acid amide compound.
本発明でいうセルロース繊維とは、木綿、麻。The cellulose fibers used in the present invention include cotton and hemp.
レーヨン等の通常のセルロース繊維をいうが、その形態
は、糸条の形態のものでも、あるいは織物。It refers to ordinary cellulose fibers such as rayon, but it can also be in the form of threads or textiles.
編物、不織布等の布帛の形態のものでもよく、さらには
、ポリエステル、ナイロン、アクリル等の合成繊維との
混紡、交織、交編等の形態のものであってもよい。It may be in the form of a fabric such as a knitted fabric or a nonwoven fabric, or may be in the form of a blend, interwoven, or interwoven with synthetic fibers such as polyester, nylon, or acrylic.
本発明で用いるＮ−メチロール系樹脂は、一般にセルロ
ース繊維の樹脂加工に使用する樹脂加工剤で、具体的に
は、ジメチロール尿素、メチロールメラミン、ジメチロ
ールエチレン尿素、ジメチロールプロピレン尿素、ジメ
チロールジヒドロキシエチレン尿素、ジメチロールウロ
ン等を挙げることができる。The N-methylol resin used in the present invention is a resin processing agent generally used for resin processing of cellulose fibers, and specifically includes dimethylol urea, methylol melamine, dimethylol ethylene urea, dimethylol propylene urea, and dimethylol dihydroxyethylene. Examples include urea and dimethyloluron.
本発明で用いるアルデヒド類としては、ホルムアルデヒ
ド、アセトアルデヒド等を挙げることができるが、特に
ホルムアルデヒドを用いると効果が大である。Examples of the aldehydes used in the present invention include formaldehyde and acetaldehyde, and the use of formaldehyde is particularly effective.
エポキシ系樹脂としては、同一分子内の末端にエポキシ
基を２以上有する水溶性エポキシ化合物を用いることが
でき、具体的には、グリセロールポリグリシジルエーテ
ル、ソルビトールポリグリシジルエーテル等を挙げるこ
とができる。市販品としては、ナデコールＥＸ−３１４
（グリセロールポリグリシジルエーテル、ナガセ化成工
業■製品）、ナデコールＥＸ−６１４Ｂ（ソルビトール
ポリグリシジルエーテル、ナガセ化成工業側製品）等を
挙げることができる。As the epoxy resin, a water-soluble epoxy compound having two or more epoxy groups at the end of the same molecule can be used, and specific examples include glycerol polyglycidyl ether, sorbitol polyglycidyl ether, and the like. As a commercial product, Nadecol EX-314
(glycerol polyglycidyl ether, a product of Nagase Chemical Industries), and Nadecol EX-614B (sorbitol polyglycidyl ether, a product of Nagase Chemical Industries).
ポリカルボン酸としては、同一分子内に２以上のカルボ
キシ基を有する化合物またはその塩を用いることができ
、具体的にはマレイン酸、フタール酸等のジカルボン酸
やこれらのナトリウム塩。As the polycarboxylic acid, a compound having two or more carboxyl groups in the same molecule or a salt thereof can be used, and specifically, dicarboxylic acids such as maleic acid and phthalic acid, and their sodium salts.
カリウム塩、又はトリメリット酸、ピロメリット酸等の
多価カルボン酸やこれらのナトリウム塩。Potassium salts, polyhydric carboxylic acids such as trimellitic acid and pyromellitic acid, and their sodium salts.
カリウム塩等を挙げることができる。Examples include potassium salts.
イソシアネート化合物としては同一分子内の末端に２以
上のイソシアネート基を有する化合物を用いることがで
き、具体的にはＤ Ｅ Ｘ Ｅ Ｌ −Ａｇｅｎｔ−２
Ｋ（大日本インキ化学工業■製品）、プロミネール８３
０ ＷＢＸ （武田薬品工業■製品）等を挙げることが
できる。As the isocyanate compound, a compound having two or more isocyanate groups at the terminal within the same molecule can be used, and specifically, DEXEL-Agent-2
K (Dainippon Ink & Chemicals Product), Prominer 83
0 WBX (Takeda Pharmaceutical Company ■ product), etc. can be mentioned.
スルホン化合物としては、ジビニルスルホン。Divinyl sulfone is a sulfone compound.
ビス＝（βヒドロキシエチル）スルホンの硫酸エステル
等を挙げることができる。Examples include sulfuric acid ester of bis=(β-hydroxyethyl)sulfone.
本発明では、上述の架橋剤にリン酸アミド系化合物を併
用して用いるが、ここでいうリン酸アミド系化合物きし
ては、アミドホスファゼン、リン酸トリアミド縮金物、
リン酸尿素縮合物等を挙げることができる。In the present invention, a phosphoric acid amide compound is used in combination with the above-mentioned crosslinking agent, and examples of the phosphoric acid amide compound mentioned here include amidophosphazene, phosphoric triamide condensate,
Examples include phosphoric acid urea condensates.
架橋剤にリン酸アミド系化合物を併用した処理液をセル
ロース繊維に含浸させるには９通常の繊維の後加工法で
用いられる方法をそのまま適応することができ、目的と
する被加工繊維製品の形態に応じてチーズ染色機、オー
バーマイヤー、液流染色機等を用いた吸尽法や、パッダ
ーを用いたパディング法等により処理液を含浸せしめる
。一般に１作業効率やコスト面からみて、パディング法
が最も有利である。In order to impregnate cellulose fibers with a treatment solution containing a phosphoric acid amide compound as a crosslinking agent, the method used in the normal post-processing of fibers can be applied as is, and the desired shape of the processed fiber product can be applied. Depending on the situation, the treatment liquid is impregnated by an exhaustion method using a cheese dyeing machine, an overmeyer, a jet dyeing machine, etc., a padding method using a padder, etc. Generally, the padding method is the most advantageous in terms of work efficiency and cost.
セルロース繊維に処理液を含浸せし約た後１本発明方法
では、架橋剤の架橋反応を行わしめる。In the method of the present invention, after impregnating cellulose fibers with a treatment solution, a crosslinking reaction of a crosslinking agent is carried out.
架橋反応は、用いる架橋剤や触媒に応じて、適宜湿潤反
応または乾熱反応によって行う。The crosslinking reaction is appropriately carried out by a wet reaction or a dry heat reaction depending on the crosslinking agent and catalyst used.
湿潤反応に際して、ホルムアルデヒドやＮ−メチロール
系化合物にリン酸アミドを併用して用いる場合には、塩
酸、硫酸等の強酸の存在下でｐＨ２以下の水溶液中にて
室温で反応せしめ、エポキシ化合物やスルホン化合物に
リン酸アミドを併用して用いる場合には、苛性ソーダ等
のアルカリの存在下で室温で反応せしめる。When phosphoric acid amide is used in combination with formaldehyde or N-methylol compounds in a wet reaction, the reaction is carried out at room temperature in an aqueous solution with a pH of 2 or less in the presence of a strong acid such as hydrochloric acid or sulfuric acid, and the epoxy compound or sulfone When a phosphoric acid amide is used in combination with the compound, the reaction is carried out at room temperature in the presence of an alkali such as caustic soda.
乾熱反応に際して、ホルムアルデヒドやＮ−メチロール
系化合物、エポキシ化合物にリン酸アミドを併用して用
いる場合には、ルイス酸のアンモニウム塩、アルカノー
ルアミン塩、無機金属塩等を触媒に用いて１２０〜２１
０℃で反応せしめ。When phosphoric acid amide is used in combination with formaldehyde, an N-methylol compound, or an epoxy compound in the dry heat reaction, an ammonium salt, an alkanolamine salt, an inorganic metal salt, etc. of a Lewis acid is used as a catalyst.
React at 0°C.
スルホン化合物にリン酸アミドを併用して用いる場合に
もアルカリ触媒の存在下で１２０〜２００の温度にて反
応せしめる。、イソシアネート化合物にリン酸アミドを
併用して用いる場合には、触媒を用いることなく、１１
０〜１８０℃にて反応せしめる。Even when a phosphoric acid amide is used in combination with a sulfone compound, the reaction is carried out at a temperature of 120 to 200 °C in the presence of an alkali catalyst. , when using a phosphoric acid amide in combination with an isocyanate compound, 11
The reaction is carried out at 0 to 180°C.
以上の架橋反応を行うことにより１本発明のセルロース
繊維の防縮加工を完了する。By carrying out the above crosslinking reaction, the shrink-proofing of the cellulose fibers of the present invention is completed.
防縮加工に際しては、予め繊維の歪を取り除いてから架
橋反応を行うようにすることが好ましい。During the shrink-proofing process, it is preferable to remove strain from the fibers in advance before carrying out the crosslinking reaction.
また９反応後の工程の管理により、防縮の効果が大きく
影響を受けやすいので、注意を要する。In addition, care must be taken as the anti-shrinkage effect is likely to be greatly affected by the control of the process after the 9 reaction.
（作 用）
一般に、セルロース繊維に架橋剤を反応させると、架橋
剤がセルロース分子の動きを拘束するので、セルロース
繊維が防縮性を呈するようになるが１反面、応力が加わ
った際にはその力が架橋部分に集中してしまうため、セ
ルロース繊維の強力が低下してしまっていた。(Function) In general, when cellulose fibers are reacted with a crosslinking agent, the crosslinking agent restrains the movement of cellulose molecules, so the cellulose fibers exhibit shrink-proofing properties, but on the other hand, when stress is applied, Because the force was concentrated in the crosslinked portion, the strength of the cellulose fibers decreased.
本発明方法のごと＜、Ｎ−メチロール系樹脂。According to the method of the present invention, N-methylol resin.
アルデヒド類、エポキシ系樹脂、ポリカルボン酸。Aldehydes, epoxy resins, polycarboxylic acids.
イソシアネート化合物、スルホン化合物等の架橋剤にリ
ン酸アミド系化合物を併用してセルロース繊維に架橋反
応を行うと、架橋剤が、共存するリン酸アミドと三次元
的な共重合を起こしたうえでセルロース分子と架橋反応
するため２重張りを生じて応力の集中を緩和するので、
セルロース繊維の強力低下を回避することができるとと
もに、架橋によってセルロース分子の自由度が抑制され
。When a phosphoric acid amide compound is used in combination with a cross-linking agent such as an isocyanate compound or a sulfone compound to carry out a cross-linking reaction on cellulose fibers, the cross-linking agent causes three-dimensional copolymerization with the coexisting phosphoric acid amide, and then forms a cellulose. Because it cross-links with molecules, it creates double tension and relieves stress concentration.
It is possible to avoid a decrease in the strength of cellulose fibers, and the degree of freedom of cellulose molecules is suppressed by crosslinking.
それが繊維の動きを束縛することにより、優れた防縮効
果が得られるようになるものと推測される。It is presumed that by restricting the movement of the fibers, an excellent anti-shrink effect can be obtained.
（実施例）
次に、実施例によって本発明をさらに具体的に説明する
が、実施例における布帛の性能の測定は。(Example) Next, the present invention will be explained in more detail with reference to Examples, and the performance of the fabrics in the Examples will be measured.
下記の方法によって行った。This was done by the following method.
（１）収縮率 ＪＩＳ Ｌ−０２１７（１０３法）により。(1) Shrinkage rate According to JIS L-0217 (103 method).
洗濯収縮率を測定した。The washing shrinkage rate was measured.
（２）破裂強力 ＪＩＳ Ｌ−１０９６により測定した。(2) Burst strength Measured according to JIS L-1096.
実施例１
綿糸４０番手使いの鹿の子組織の編地（口径２６吋、２
２ゲージ）を用意し、精練、染色後。Example 1 Pique texture knitted fabric using cotton thread count 40 (diameter 26 inches, 2
2 gauge), scouring and dyeing.
切開してテンターにより乾燥した。It was cut open and dried using a tenter.
次に、下記処方１に示す水溶液に浸漬後、マングルでピ
ックアップ１２０％にて絞液し、続いて１６０℃で１分
間乾燥後、１６０℃で２分間の乾熱による架橋反応を行
うことにより９本発明方法による防縮加工布帛を得た。Next, after immersing in the aqueous solution shown in Formulation 1 below, the liquid was squeezed using a pick-up mangle at 120%, followed by drying at 160°C for 1 minute, and a crosslinking reaction by dry heat at 160°C for 2 minutes. A preshrunk fabric was obtained by the method of the present invention.
〔処方１〕
本発明との比較のため１本実施例において処方１からア
ミドフオスファーゼンを省くほかは９本実施例と全く同
一の方法により比較用の防縮加工布帛を得た。[Formulation 1] For comparison with the present invention, a preshrunk fabric for comparison was obtained in the same manner as in Example 9 except that amidophosphazene was omitted from Formulation 1 in Example 1.
本発明および比較用の加工布帛の性能を測定し。The performance of treated fabrics of the present invention and comparative fabrics was measured.
その結果を合わせて第１表に示した。The results are shown in Table 1.
第
表
第１表より明らかなごとく２本発明方法による加工布帛
は、防縮性が良好で、しかも強力が十分に保持されてい
た。As is clear from Table 1, the fabrics processed by the two methods of the present invention had good shrink-proof properties and maintained sufficient strength.
実施例２
木綿６０％、ポリエステル４０％の混紡糸６０番手双糸
を染色ボビンにチーズアップし、チーズ染色機で精練、
染色後、下記処方２の処理浴にて５ｏｔ−ｒ６時間の処
理を行い９反応を完了させた。Example 2 A 60 count twin yarn of 60% cotton and 40% polyester was cheesed up on a dyed bobbin and scoured with a cheese dyeing machine.
After dyeing, treatment was carried out for 5 ot-r for 6 hours in a treatment bath of the following formulation 2 to complete 9 reactions.
〔処方２〕
得られた本発明方法による防縮糸条を十分に水洗し、オ
イリング、乾燥後、天竺に編み上げ、以下、切開して通
常の柔軟剤で仕上げることにより。[Formulation 2] The obtained shrink-proof yarn obtained by the method of the present invention is thoroughly washed with water, oiled, dried, knitted into jersey, cut open, and finished with a common fabric softener.
本発明の防縮加工布帛を得た。A preshrunk fabric of the present invention was obtained.
本発明との比較のため１本実施例において処方２からポ
リリン酸アミドを省くほかは９本実施例と全く同一の方
法により比較用の防縮加工布帛を得た。For comparison with the present invention, a comparative shrink-proof fabric was obtained in the same manner as in Example 9, except that polyphosphoric acid amide was omitted from Formulation 2 in Example 1.
本発明および比較用の加工布帛の性能を測定し。The performance of treated fabrics of the present invention and comparative fabrics was measured.
その結果を合わせて第２表に示した。The results are shown in Table 2.
第 ２ 表
第２表より明らかなごとく１本発明方法による加工布帛
は、防縮性が良好で、しかも強力が十分に保持されてい
た。Table 2 As is clear from Table 2, the fabric processed by the method of the present invention had good shrink-proofing properties and maintained sufficient strength.
（発明の効果）
本発明方法によれば１強力低下を引き起こすことなく、
セルロース繊維に防縮性能を付与することができる。(Effect of the invention) According to the method of the present invention, without causing a decrease in strength,
It is possible to impart anti-shrinkage properties to cellulose fibers.
Claims (1)
デヒド類、エポキシ系樹脂、ポリカルボン酸、イソシア
ネート化合物又はスルホン化合物等の架橋剤にリン酸ア
ミド系化合物を併用した処理液を含浸せしめ、しかる後
に架橋反応を行わしめることを特徴とするセルロース繊
維の防縮加工方法。(1) Cellulose fibers are impregnated with a treatment solution containing a crosslinking agent such as N-methylol resin, aldehydes, epoxy resin, polycarboxylic acid, isocyanate compound, or sulfone compound in combination with a phosphoric acid amide compound, and then A method for shrink-proofing cellulose fibers, characterized by carrying out a crosslinking reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2164880A JP2933357B2 (en) | 1990-06-22 | 1990-06-22 | Method for shrink-proofing cellulose fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2164880A JP2933357B2 (en) | 1990-06-22 | 1990-06-22 | Method for shrink-proofing cellulose fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0457972A true JPH0457972A (en) | 1992-02-25 |
| JP2933357B2 JP2933357B2 (en) | 1999-08-09 |
Family
ID=15801664
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2164880A Expired - Lifetime JP2933357B2 (en) | 1990-06-22 | 1990-06-22 | Method for shrink-proofing cellulose fibers |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2933357B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003342875A (en) * | 2002-05-28 | 2003-12-03 | Fuji Spinning Co Ltd | Method for processing cellulosic fiber |
-
1990
- 1990-06-22 JP JP2164880A patent/JP2933357B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003342875A (en) * | 2002-05-28 | 2003-12-03 | Fuji Spinning Co Ltd | Method for processing cellulosic fiber |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2933357B2 (en) | 1999-08-09 |
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