JPS5831185A - Enhancement of dyeing fastness - Google Patents

Enhancement of dyeing fastness

Info

Publication number
JPS5831185A
JPS5831185A JP56128323A JP12832381A JPS5831185A JP S5831185 A JPS5831185 A JP S5831185A JP 56128323 A JP56128323 A JP 56128323A JP 12832381 A JP12832381 A JP 12832381A JP S5831185 A JPS5831185 A JP S5831185A
Authority
JP
Japan
Prior art keywords
dyed
fastness
dye
polyamine
group
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
Application number
JP56128323A
Other languages
Japanese (ja)
Other versions
JPS6111349B2 (en
Inventor
敏夫 上田
長谷川 作郎
享 原田
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.)
Nitto Boseki Co Ltd
Original Assignee
Nitto Boseki 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 Nitto Boseki Co Ltd filed Critical Nitto Boseki Co Ltd
Priority to JP56128323A priority Critical patent/JPS5831185A/en
Publication of JPS5831185A publication Critical patent/JPS5831185A/en
Publication of JPS6111349B2 publication Critical patent/JPS6111349B2/ja
Granted legal-status Critical Current

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Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 本発明は反応性染料を用いて一染色した染色物の染色堅
ろう度を向上させる方法に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for improving the color fastness of dyed products that have been dyed with reactive dyes.

反応性染料を用いて染色した染色物は、その色彩が鮮明
で湿潤堅ろう度が優秀であるため、近年直接染料等に代
ってセルロース系繊維の染色には反応性染料が多く用い
られるようになってきた。
Dyeed products using reactive dyes have vivid colors and excellent wet fastness, so in recent years reactive dyes have been increasingly used to dye cellulose fibers instead of direct dyes. It has become.

しかしながら、反応性染料による染色物の染色堅ろう度
に関しては耐酸加水分解性(経時変化)の問題がある。
However, there is a problem with acid hydrolysis resistance (change over time) regarding the dye fastness of dyed products using reactive dyes.

反応性染料は染色の際、繊維と共有結合を作って強固圧
結合するが、染色されてからの経時中に酸性物質等の影
響によシ、この結合が切断され、その結果、染料の脱落
、他の衣類への汚染となって現れる。
During dyeing, reactive dyes form covalent bonds with fibers and form strong pressure bonds, but over time after dyeing, these bonds are broken due to the influence of acidic substances, resulting in the dye falling off. , appearing as contamination on other clothing.

この問題に対する対策として、染色後、染色物を特定の
ポリアミンの希薄水溶液によって処理することが行われ
ており、かなりの効果が発揮されている。
As a countermeasure to this problem, the dyed product is treated with a dilute aqueous solution of a specific polyamine after dyeing, and this method has been shown to be quite effective.

しかし、このようなポリアミン処理によると、いわゆる
経時変化は防止できても次のような新たな問題が生じる
場合が多い。
However, with such polyamine treatment, even if so-called aging changes can be prevented, the following new problems often occur.

(イ)処理によって染色物の色相が変化する。(b) The hue of the dyed material changes due to processing.

(ロ)処理によって染色物の耐光堅ろう度が低下する。(b) The light fastness of the dyed product decreases due to the treatment.

(−→ 処理によって染色物の耐慣素堅ろう度が低下す
る。
(−→ The treatment reduces the wear resistance of the dyed product.

経時変化の防止を目的として使用する染料固着剤は、こ
れらの整置が最少限であることが望オしい。
For dye fixing agents used for the purpose of preventing deterioration over time, it is desirable that these alignments be kept to a minimum.

現在壕でに開発されている染料固着剤は、上記欠点のい
ずれかを有し、特に耐塩累堅ろう度は太きく低下する。
The dye fixing agents currently being developed have any of the above-mentioned drawbacks, and in particular, the salt hardening resistance is greatly reduced.

この問題は染色物の洗たくの際、水道水中に含1れる塩
素の作用を受けて染料が酸化され、染色物が変色ないし
退色する現象として現われる。
This problem appears as a phenomenon in which the dye is oxidized by the action of chlorine contained in tap water when the dyed product is washed, causing the dyed product to discolor or fade.

かかる現状から見て、本発明者は血j酸加水分解性を維
持しながら、上記整置の最も少い染料固着方法を開発す
ることを目的として鋭意研究を進めてきた。
In view of the current situation, the present inventors have conducted intensive research with the aim of developing a dye fixing method that minimizes the above-mentioned alignment while maintaining blood acid hydrolyzability.

その結果、式 %式% (式中、Rは■、炭素原子1〜6個を有するアルキル基
、ベンジル基よシ成る群から選ばれ、XはCj、*、 
Br 、 NO3、/2 H2EI04 +  /3 
H3PO4より成る群よシ選ばれる) の単量体単位よシなるポリアミンが上記目的を達成でき
る性能を有することを発見した。
As a result, the formula % formula % (wherein R is selected from the group consisting of ■, an alkyl group having 1 to 6 carbon atoms, a benzyl group, and X is Cj,
Br, NO3, /2 H2EI04 + /3
It has been discovered that a polyamine consisting of monomer units selected from the group consisting of H3PO4 has the ability to achieve the above object.

すなわち、本発明は反応性染料を用いて染色した染色物
の染色堅ろう度を向上させるに際し、上記ポリアミンを
用いて染色物を処理することを特徴とする、染色物の染
色堅ろう度の向上法に関するものである。
That is, the present invention relates to a method for improving the color fastness of a dyed product dyed using a reactive dye, which comprises treating the dyed product with the polyamine described above. It is something.

本発明のポリアミンを用いて処理された染色物の耐酸加
水分解性は優れておシ、染料固着剤本来の目的を十分に
達成できる。さらに、処理による変色、耐光堅ろう度の
低下、塩素堅ろう度の低下が#1とんど認められず、従
来のポリアミン処理に比べ性能が大巾に向上したという
ことができる。
The acid hydrolysis resistance of dyed products treated with the polyamine of the present invention is excellent, and the original purpose of the dye fixing agent can be fully achieved. Furthermore, no discoloration, decrease in light fastness, or decrease in chlorine fastness due to treatment was observed in #1, and it can be said that the performance was greatly improved compared to conventional polyamine treatment.

また、水に対する堅ろう度、洗たくに関する堅ろう度、
汗に関する堅ろう度に関しても良好な性能を有する。
In addition, fastness to water, fastness to washing,
It also has good performance in terms of fastness to sweat.

本発明で用いるポリアミンは、式 (式中、RはH又は炭素数1〜6個のアルキル基、ベン
ジル基よシ成る群から選ばれる) 下表されるモノアリルアミン防導体の場を重合すること
により得られるもので水に容易に溶解する。
The polyamine used in the present invention can be obtained by polymerizing the monoallylamine conductor barrier represented by the following formula (wherein R is selected from the group consisting of H, an alkyl group having 1 to 6 carbon atoms, and a benzyl group). It is easily dissolved in water.

これらの都すマーの合成法については、ビソコモレキュ
ラール ソエデイネーニア (Bb+co Ko Moxg+<y −rIgp H
b+ E  co Enp++−+e Hvn  )1
8巻、1957頁に記載されている。この方法はモノア
リルアミンを燐酸の存在下で過酸化水素を触媒として重
合する方法である。
Regarding the synthesis method of these molecules, see
b+ E co Enp++-+e Hvn )1
8, p. 1957. This method is a method in which monoallylamine is polymerized in the presence of phosphoric acid using hydrogen peroxide as a catalyst.

本発明に係るポリアミンを用いて染色物を処理する方法
としては特に限定がなく、従来公知の方法を適宜使用で
きる。
There is no particular limitation on the method of treating dyed products using the polyamine according to the present invention, and conventionally known methods can be used as appropriate.

例えば、該ポリアミンを繊維に対して肌2〜2.0重量
係溶解した水溶液中に処理すべき染色物を所定時間浸漬
した後、水洗して乾燥させればよい。
For example, the dyed material to be treated may be immersed in an aqueous solution containing 2 to 2.0 weight percent of the polyamine dissolved in the fiber for a predetermined period of time, then washed with water and dried.

浴比は通常1:10〜20であシ、処理温度は通常、室
温〜80℃であシ、マた処理時間は通常5〜20分であ
る。
The bath ratio is usually 1:10 to 20, the treatment temperature is usually room temperature to 80°C, and the treatment time is usually 5 to 20 minutes.

本発明を明らかにするため、本発明のボリアぐンによる
染色物の処理およびその結果についての実施例を示す。
In order to clarify the present invention, examples are given of the treatment of dyed articles with the boria gun of the present invention and the results thereof.

実施例1 本実施例で用いたポリアミンは次のものである。Example 1 The polyamine used in this example is as follows.

アリルアミン燐酸塩重合体(P(AA)と略、以下同じ
〕 メチルアリルアミン I  [P(MAA) 〕エチル
アリ、ルアミン p  (P(FAA) )n−プロピ
ル アリルアミン t;  (P(FAA) )n−ブチル アリルアミン I  (P(Bi2) )ジメチルアリ
ルアミン l/  (P (DMAA) 、)これ等の
ポリアミンは、前述のビソコモレキュラール ソエデイ
ネーニア誌、18巻、1957頁の記載の方法に従って
合成した。
Allylamine phosphate polymer (abbreviated as P(AA), same hereinafter) Methylallylamine I [P(MAA)] Ethylally, Ruamine p (P(FAA)) n-Propylarlylamine t; (P(FAA)) n-butyl Allylamine I (P(Bi2) ) Dimethylallylamine I/ (P (DMAA) ,) These polyamines were synthesized according to the method described in the aforementioned Bisocomolecular Soedinenia, Vol. 18, p. 1957.

まず、夫々のポリマーの0.075チ水溶液を調製し、
次いで下記反応性染料を用いて4チ濃度(対繊維重量)
で染色した染色布を、ホリマー水溶液に浴比1:20、
温度40℃で20分間浸漬処理した後風乾した。用いた
染料は、バイエル社製のレバフィックス ゴールデン 
イエローE−G(Levafix Golden Ye
llovr E −G (商品名)〕、レバフィックス
 ブリリアント レッドE−4B(Levaf4x B
r1lli、ant Red Fi ” 4 B (商
品名)〕、レバフィックス プ/I/ −E−3R(L
evafixBlue Fi −3R(商品名)〕であ
る。
First, prepare a 0.075% aqueous solution of each polymer,
Next, use the following reactive dye to dye at a concentration of 4% (relative to fiber weight).
The dyed cloth was dyed in a holimer aqueous solution at a bath ratio of 1:20.
After being immersed at a temperature of 40° C. for 20 minutes, it was air-dried. The dye used was Revafix Golden manufactured by Bayer.
Yellow E-G (Levafix Golden Ye
llovr E-G (product name)], Levafix Brilliant Red E-4B (Levaf4x B
r1lli, ant Red Fi ” 4 B (product name)], Revafix Pu/I/-E-3R (L
evafixBlue Fi-3R (trade name)].

次に、この処理染色布の耐酸加水分解性を次の方法で調
べ未処理染色布の場合と比較した。試験片を乳酸10g
/lの溶液に浸漬した後、絞υ機を用い絞シ率80チに
絞り、120°Cで4分間乾燥させた。試験片が乾燥し
たら、2枚の添付白布(絹および綿)の間にはさんであ
らく0い合わせ複合試験片を作製した。その後は水堅ろ
う度試験方法(JIs7L−0846)に準じて試験し
た。
Next, the acid hydrolysis resistance of this treated dyed fabric was examined using the following method and compared with that of an untreated dyed fabric. 10g of lactic acid on the test piece
After immersing the sample in a solution of 1/1, the sample was squeezed to a squeezing rate of 80 cm using a squeezing machine and dried at 120°C for 4 minutes. Once the test piece was dry, it was sandwiched between two attached white cloths (silk and cotton) to produce a rough-coated composite test piece. Thereafter, a test was conducted according to the water fastness test method (JIs7L-0846).

結果を第1表に示す。未処理染色布の場合には、いずれ
の染料の場合にも添付白布にかなりの汚染がみられたが
、本発明に係るポリマーを用いて処理した場合、添付白
布への汚染はほとんど認められなかった。
The results are shown in Table 1. In the case of untreated dyed fabrics, considerable staining was observed on the attached white cloth in the case of any dye, but when treated with the polymer according to the present invention, almost no staining on the attached white cloth was observed. Ta.

第1表 耐酸加水分解性 実施例2 実施例1で用いたポリマーの0.075%水溶液をそれ
ぞれ調製し、浸漬法で染色した染色布(染料濃度二対繊
維4重t%)をポリマー水溶液に、浴比に20、温度4
0℃で20分間浸漬処理し、水洗仮乾燥した。用いた染
料はヘキスト社製のレマゾール ターコイズ ゾル−G
 I:、 Remt5.zolTurquoise B
lue G (商品名)〕、レマゾールブラックB (
Remazol Black B (商品名)〕、バイ
エル社製のレバフィックス ブリリアント レッドm−
4Bである。次に、この処理布をJ工5−L−0842
の方法でフエーPメーターを用い、20時間耐光試験を
行った。
Table 1 Acid hydrolysis resistance Example 2 A 0.075% aqueous solution of each of the polymers used in Example 1 was prepared, and a dyed cloth (dye concentration 2 to 4 weight t% of fiber) dyed by the dip method was added to the polymer aqueous solution. , bath ratio 20, temperature 4
It was immersed at 0° C. for 20 minutes, washed with water, and temporarily dried. The dye used was Remazol Turquoise Sol-G manufactured by Hoechst.
I:, Remt5. zolTurquoise B
lue G (product name)], Remazol Black B (
Remazol Black B (product name)], Rebafix Brilliant Red m- manufactured by Bayer
It is 4B. Next, apply this treated cloth to J-K5-L-0842.
A 20-hour light resistance test was conducted using a Hue P meter using the method described above.

結果を第2表に示すが、本発明に係るポリマーで処理し
たものは耐光堅ろう度の低下が全く認められなかった。
The results are shown in Table 2, and it can be seen that no decrease in light fastness was observed in the samples treated with the polymer according to the present invention.

第2表 耐光堅ろう度 実施例6 実施例1のポリアミンの0.075 %水溶液を調製し
、実施例1と同様の方法で染色布を処理した。
Table 2 Light Fastness Example 6 A 0.075% aqueous solution of the polyamine of Example 1 was prepared and a dyed fabric was treated in the same manner as in Example 1.

ここで用いた染料は、レマゾール ブラックB(Rem
azol Black B (商品名)〕、レマゾール
ゴールデンイx o −G (Remazol Gol
den YellowG(商品名)〕、レバフィックス
 ゾル−!!−3R(Levafix Blue B 
−3R(商品名)〕である。
The dye used here was Remazol Black B (Rem
azol Black B (product name)], Remazol Golden I x o -G (Remazol Gol
den YellowG (product name)], Revafix Sol-! ! -3R (Levafix Blue B
-3R (product name)].

次に1この処理染色布の耐塩素堅ろう度を、次の2つの
方法で調べた。
Next, the chlorine fastness of this treated dyed fabric was examined using the following two methods.

方法1: 有効塩素として1100pIを含むPI(8
,0±0.2の緩衝液に試験片を浸漬しく浴比1 : 
100)、25℃で2時間、J工5−L−0821の洗
濯試験機にかけた。その後、流水中で5分間洗い脱水乾
燥した。
Method 1: PI (8
, 0 ± 0.2 buffer solution with a bath ratio of 1:
100), and was subjected to a washing test machine of J Engineering 5-L-0821 at 25°C for 2 hours. Thereafter, it was washed under running water for 5 minutes and dehydrated and dried.

方法2: 家庭用洗濯機に試験片を入れ、水道水(東京
都)流入量61/分として、室温で60%連続水洗した
Method 2: The test piece was placed in a household washing machine and washed continuously at room temperature with 60% tap water (Tokyo) at an inflow rate of 61/min.

結果を第3表に示す。方法1によれば未処理染布よシ耐
塩素堅ろう度の顕著な上昇が認められる。
The results are shown in Table 3. According to method 1, a remarkable increase in chlorine fastness of untreated dyed fabrics is observed.

方法2においても耐塩素堅ろう度の上昇傾向が認められ
る。これは市販の染料固着剤で処理すると未処理のもの
よシも耐塩素堅ろう度が大きく低下するのと対照的であ
る。
A tendency for the chlorine fastness to increase is also observed in Method 2. This is in contrast to the fact that when treated with a commercially available dye fixative, the chlorine fastness of the untreated sample is significantly reduced.

手続補正舎 昭和56年10月211 特許庁長官殿 1、事件の表示 昭和56年特許願第128323  号2、発明の名称 染色堅ろう度向上法 3、補正をする者 事件との関係 特許出願人 住  所 氏 名    (397)日東紡績株式会社(名 称) 4、代理人 昭和  年  月  日 6、補正により増加する発明の数 7、補正の対象 明細書の発明の詳細な説明の欄 (1)  明細書第5頁第11行〜第12行「過酸化水
禦を触媒として」を「ガンマ線を照射することにより放
射線」に訂正する。
Procedural amendment document October 1980 211 Commissioner of the Japan Patent Office 1, Indication of the case Patent Application No. 128323 of 1983 2, Name of the invention Method for improving dyeing fastness 3, Person making the amendment Relationship with the case Residence of the patent applicant Tokoro Name (397) Nittobo Co., Ltd. (Name) 4. Agent Showa Month/Date 6. Number of inventions increased by amendment 7. Column for detailed explanation of the invention in the specification to be amended (1) Details On page 5 of the book, lines 11 and 12, "using water peroxide as a catalyst" is corrected to "radiation by irradiating with gamma rays."

Claims (1)

【特許請求の範囲】 反応性染料を用いて染色した染色物を、式 %式%( (式中、Rは、H1炭素原子1〜6個を有するアルキル
基、ベンジル基より成る群から選ばれ、XはCJ、 、
 Br 、 NO3、/2H2SO4、/3 H3PO
4より成る群から選ばれる) で表わされる単量体単位よシ成る?リアミンを用いて処
理することを特徴とする、染色物の染色堅ろう変向上法
[Claims] A dyed product dyed with a reactive dye can be prepared by dyeing with the formula % (wherein R is selected from the group consisting of an alkyl group having 1 to 6 H1 carbon atoms and a benzyl group). , X is CJ, ,
Br, NO3, /2H2SO4, /3H3PO
(selected from the group consisting of 4) consisting of a monomer unit represented by ? A method for improving the color fastness of dyed products, which is characterized by treatment using reamin.
JP56128323A 1981-08-17 1981-08-17 Enhancement of dyeing fastness Granted JPS5831185A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP56128323A JPS5831185A (en) 1981-08-17 1981-08-17 Enhancement of dyeing fastness

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56128323A JPS5831185A (en) 1981-08-17 1981-08-17 Enhancement of dyeing fastness

Publications (2)

Publication Number Publication Date
JPS5831185A true JPS5831185A (en) 1983-02-23
JPS6111349B2 JPS6111349B2 (en) 1986-04-02

Family

ID=14981930

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56128323A Granted JPS5831185A (en) 1981-08-17 1981-08-17 Enhancement of dyeing fastness

Country Status (1)

Country Link
JP (1) JPS5831185A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60110987A (en) * 1983-11-15 1985-06-17 日東紡績株式会社 Enhancement of dyeing fastness
EP0196587A2 (en) * 1985-04-01 1986-10-08 Nitto Boseki Co., Ltd. Method for improving color fastness
JPH0280681A (en) * 1988-09-16 1990-03-20 Nitto Boseki Co Ltd Dye fixing agent for direct dye

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60110987A (en) * 1983-11-15 1985-06-17 日東紡績株式会社 Enhancement of dyeing fastness
JPS6331595B2 (en) * 1983-11-15 1988-06-24 Nitto Boseki Co Ltd
EP0196587A2 (en) * 1985-04-01 1986-10-08 Nitto Boseki Co., Ltd. Method for improving color fastness
JPS61231283A (en) * 1985-04-01 1986-10-15 日東紡績株式会社 Enhancement of dye fastness
JPH0229788B2 (en) * 1985-04-01 1990-07-02 Nitto Boseki Co Ltd
JPH0280681A (en) * 1988-09-16 1990-03-20 Nitto Boseki Co Ltd Dye fixing agent for direct dye

Also Published As

Publication number Publication date
JPS6111349B2 (en) 1986-04-02

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