JPS63264985A - Dye fastness enhancer - Google Patents

Dye fastness enhancer

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Publication number
JPS63264985A
JPS63264985A JP62092743A JP9274387A JPS63264985A JP S63264985 A JPS63264985 A JP S63264985A JP 62092743 A JP62092743 A JP 62092743A JP 9274387 A JP9274387 A JP 9274387A JP S63264985 A JPS63264985 A JP S63264985A
Authority
JP
Japan
Prior art keywords
polymer
dyed
fastness
dye
treatment
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
JP62092743A
Other languages
Japanese (ja)
Inventor
小宮 薫
清一 金井
耕次 別府
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.)
Adeka Corp
Original Assignee
Asahi Denka Kogyo KK
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 Asahi Denka Kogyo KK filed Critical Asahi Denka Kogyo KK
Priority to JP62092743A priority Critical patent/JPS63264985A/en
Publication of JPS63264985A publication Critical patent/JPS63264985A/en
Pending 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】 〔産業上の利用分野〕 本発明は反応性染料を用いて染色した染色物の染色堅牢
度向上剤に関する。
DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a dye fastness improver for dyed products dyed with reactive dyes.

〔従来の技術と発明が解決しようとする問題点〕反応性
染料を用いて染色した被染物は直接染料による被染物に
比べると、一般にその染色堅牢度は優れているが、耐洗
濯堅牢度、耐汗堅牢度等において不充分であり、また経
時によって染料が脱落し他の衣類の汚染の原因となって
いる。
[Prior art and problems to be solved by the invention] Generally, articles dyed with reactive dyes have better color fastness than articles dyed with direct dyes, but they have poor washing fastness. It is insufficient in terms of sweat fastness, etc., and the dye comes off over time, causing contamination of other clothing.

上記問題点を解消するために、従来より各種のカチオン
性ポリマー類、例えばジシアンジアミドとホルマリンと
の縮合物、又はエチレンジアミン、ジエチレントリアミ
ンなどのポリアミンとジシアンジアミドとの縮合物、第
2級アミンとエピクロルヒドリン反応物、ポリアミンス
ルホン酸などが知られている。又、近年ポリジメチルジ
アリルアンモニウムクロライドを用いて反応性染料によ
る被染物を処理することも開示されている(特公昭56
−9999号、特開昭56−128382号)。しかし
ながら、これらに使用されている重合体はいずれも低分
子量体であり、この処理を行った被染物は耐塩素堅牢度
が低下するためより優れた耐塩素堅牢度をもつ染料固着
剤が求められていた。
In order to solve the above problems, various cationic polymers, for example, condensates of dicyandiamide and formalin, condensates of polyamines such as ethylenediamine and diethylenetriamine and dicyandiamide, reaction products of secondary amines and epichlorohydrin, etc. Polyamine sulfonic acids and the like are known. In addition, in recent years, it has been disclosed that polydimethyldiallylammonium chloride is used to treat objects dyed with reactive dyes (Japanese Patent Publication No. 1983).
-9999, JP-A-56-128382). However, the polymers used in these products are all low-molecular weight substances, and the chlorine fastness of dyed objects that undergo this treatment decreases, so there is a need for dye fixatives with better chlorine fastness. was.

本発明者らは上記後処理に用いられる固着剤につき種々
研究を重ねた結果、ある特定以上の分子量を有する特定
の重合体が従来公知の染料固着剤に比し、耐塩素堅牢度
を低下させることなく、各種の堅牢度を顕著に向上させ
得る作用を有し、この種の固着剤として極めて有効であ
ることを見い出し、本発明を完成した。この場合、特定
以下の分子量では耐塩素堅牢度の低下が認められると共
に処理後に染色物の変色も認められる欠点がある。
As a result of various studies conducted by the present inventors regarding the fixing agent used in the above-mentioned post-treatment, we found that a specific polymer having a molecular weight above a certain level lowers the chlorine fastness compared to conventionally known dye fixing agents. The present invention has been completed based on the discovery that it has the effect of significantly improving various fastnesses without causing any problems, and is extremely effective as this type of adhesive. In this case, if the molecular weight is below a certain level, there is a drawback that a decrease in chlorine fastness is observed, and discoloration of the dyed product is also observed after treatment.

〔問題点を解決するための手段〕[Means for solving problems]

即ち、本発明の染色堅牢度向上剤は、一般式〔式中R0
及びR2は同−又は相異なって水素原子又はメチル基を
示し、Xはハロゲン原子を示す〕 を構成単位とし、重合体の極限粘度(30℃、 0.2
8−KCI水溶液で測定)が0.75以上である重合体
からなることを特徴とする。
That is, the dye fastness improver of the present invention has the general formula [where R0
and R2 are the same or different and represent a hydrogen atom or a methyl group, and X represents a halogen atom], and the intrinsic viscosity of the polymer (30°C, 0.2
8-KCI aqueous solution) is 0.75 or more.

上記一般式(I)で示される構成単位からなる本発明の
重合体としては、ポリジメチルジアリルアンモニウムク
ロライド、ポリジメチルジアリルアンモニウムクロライ
ド、ポリジメチルジアリルアンモニウムヨーダイト、ポ
リジメチルジメタアリルアンモニウムクロライド、ポリ
ジメチルジメタアリルアンモニウムブロマイド、ポリジ
メチルジメタアリルアンモニウムヨーダイト等が挙げら
れる。
Examples of the polymer of the present invention comprising the structural unit represented by the above general formula (I) include polydimethyldiallylammonium chloride, polydimethyldiallylammonium chloride, polydimethyldiallylammonium iodite, polydimethyldimethallylammonium chloride, and polydimethyldiallylammonium chloride. Examples include dimethallylammonium bromide, polydimethyldimethallylammonium iodite, and the like.

本発明の重合体は、30℃、 0.2N−MCI水溶液
で測定したその極限粘度が0.75以上であることを要
する。
The polymer of the present invention is required to have an intrinsic viscosity of 0.75 or more as measured with a 0.2N MCI aqueous solution at 30°C.

本発明の重合体は一般式(n) C)13 (式中1.R2及びXは上記に同じ) で表される化合物をラジカル重合触媒を用いて環化重合
させることにより得られる。ラジカル重合開始剤は通常
用いられる開始剤が使用できる。例えば過硫酸アンモニ
ウム、過硫酸カワラムなどの過硫酸塩、アゾビスイソブ
チロニトリルなどのアゾ化合物、ジ−t−ブチルパーオ
キサイド、クメンハイドロパーオキサイド、過酸化水素
などの過酸化物などが例示できる。開始剤は単量体重量
に対して通常0.1〜7重量%の量が用いられる。
The polymer of the present invention can be obtained by subjecting a compound represented by the general formula (n) C)13 (in the formula 1.R2 and X are the same as above) to cyclization polymerization using a radical polymerization catalyst. As the radical polymerization initiator, commonly used initiators can be used. Examples include persulfates such as ammonium persulfate and kawarum persulfate, azo compounds such as azobisisobutyronitrile, and peroxides such as di-t-butyl peroxide, cumene hydroperoxide, and hydrogen peroxide. The initiator is usually used in an amount of 0.1 to 7% by weight based on the weight of the monomer.

重合は通常30〜100℃、好ましくは40〜80℃で
3〜100時間行う0重合は酸素の存在下でも可能であ
るが、窒素ガスを吹き込みながら行うことが好ましい。
Polymerization is usually carried out at 30 to 100°C, preferably 40 to 80°C, for 3 to 100 hours.Although polymerization can be carried out in the presence of oxygen, it is preferably carried out while blowing nitrogen gas.

本発明に係る重合体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。例えば、該重合体を繊維に対し0.02〜2.0重
量%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、水洗して乾燥すればよい、浴比は通常1:
10〜20であり、処理温度は通常、室温〜80℃であ
り、また処理時間は5〜20分である。
There are no particular limitations on the method for treating dyed products using the polymer according to the present invention, and conventionally known methods can be used as appropriate. For example, the dyed material to be treated may be immersed in an aqueous solution containing 0.02 to 2.0% by weight of the polymer dissolved in the fiber for a predetermined period of time, then washed with water and dried. The bath ratio is usually 1:
10 to 20, the treatment temperature is usually room temperature to 80°C, and the treatment time is 5 to 20 minutes.

〔発明の効果〕〔Effect of the invention〕

本発明の重合体によって処理した染色物は、その染色に
用いられた染料の種類にかかわらずいずれも耐洗濯堅牢
度、耐汗堅牢度、耐塩素堅牢度などの点で優れたもので
ある。
All dyed articles treated with the polymer of the present invention are excellent in terms of wash fastness, sweat fastness, chlorine fastness, etc., regardless of the type of dye used for dyeing.

〔実施例〕〔Example〕

以下、本発明を更に詳しく説明するため、本発明に用い
る重合体の合成例を参考例として掲げ、次いで実施例を
掲げる。例中%は重量%を示す。
In order to explain the present invention in more detail, synthesis examples of the polymer used in the present invention are listed below as reference examples, and then examples are listed. In the examples, % indicates weight %.

参考例1 温度計、コンデンサー、攪拌装置を備えた500−フラ
スコに65%ジメチルジアリルアンモニウムクロライド
水溶液1000部を仕込み、その溶液を65°Cに加温
しながら窒素ガスを吹き込み、窒素置換を行った。次に
モノマーに対して1.0%の過硫酸アンモニウム6.5
部を加え、24時間重合を行った後、水1600部で希
釈し、固型分25%の重合体水溶液を得た。
Reference Example 1 1000 parts of a 65% dimethyldiallylammonium chloride aqueous solution was charged into a 500-flask equipped with a thermometer, condenser, and stirrer, and nitrogen gas was blown into the solution while heating it to 65°C to perform nitrogen substitution. . Then 1.0% ammonium persulfate 6.5% based on monomer
After polymerization was carried out for 24 hours, the mixture was diluted with 1,600 parts of water to obtain an aqueous polymer solution with a solid content of 25%.

得られた重合体の極限粘度〔η〕は0.2規定塩化力リ
ウム水溶液中30℃で1.23であった。
The intrinsic viscosity [η] of the obtained polymer was 1.23 at 30° C. in a 0.2N aqueous hydrium chloride solution.

参考例2 重合時間を16時間に変える以外は参考例1と同様な方
法でポリジメチルジアリルアンモニウムクロライドの2
5%水溶液を得た。
Reference Example 2 Polydimethyldiallylammonium chloride 2 was prepared in the same manner as Reference Example 1 except that the polymerization time was changed to 16 hours.
A 5% aqueous solution was obtained.

得られた重合体の極限粘度〔η〕は、0.2規定塩化力
リ溶液中30℃で1.06であった。
The intrinsic viscosity [η] of the obtained polymer was 1.06 at 30° C. in a 0.2N chloride solution.

参考例3 重合開始剤をt−ブチルハイドロパーオキサイドに変え
る以外は、参考例1と同様な方法でポリジメチルジアリ
ルアンモニウムクロライドの25%水溶液を得た。
Reference Example 3 A 25% aqueous solution of polydimethyldiallylammonium chloride was obtained in the same manner as in Reference Example 1 except that the polymerization initiator was changed to t-butyl hydroperoxide.

得られた重合体の極限粘度〔η〕は、0.2規定塩化力
リウム水溶液中30℃で0.80であった。
The intrinsic viscosity [η] of the obtained polymer was 0.80 at 30° C. in a 0.2N aqueous hydrium chloride solution.

実施例1 上記参考例で得られた重合体の0.05%水溶液を作製
し、次いで染色布を処理し下記方法に従って染色堅牢度
を測定した。これらの結果を後記第2表〜第5表に示す
Example 1 A 0.05% aqueous solution of the polymer obtained in the above reference example was prepared, and then a dyed cloth was treated and the color fastness was measured according to the method below. These results are shown in Tables 2 to 5 below.

A、染色布の作成方法 〈供試染料名〉 ・Remazol Br111. Blue R・Re
o+azol Br111. Red BB・C1ba
cron Br111. Red 4G−8・ Lex
afix  Br111.  Red−E−4BA上記
染料を綿ブロード#40に5%owfで常法にて染色を
行った。
A. Method for making dyed cloth <Test dye name> -Remazol Br111. Blue R・Re
o+azol Br111. Red BB・C1ba
cron Br111. Red 4G-8・Lex
afix Br111. Red-E-4BA The above dye was dyed on cotton broad #40 using a conventional method at 5% owf.

B、染色堅牢度向上剤処理条件 各試料の0.05%水溶液を作り、各々の染色布を浴比
l:20、温度60℃で15分間浸漬処理し水洗した後
風乾した。
B. Dyeing Fastness Improver Treatment Conditions A 0.05% aqueous solution of each sample was prepared, and each dyed cloth was immersed at a bath ratio of 1:20 and a temperature of 60° C. for 15 minutes, washed with water, and then air-dried.

C0染色堅牢度試験法 (I)処理後の変色 処理後の拭布の変退色をグレースケールにて判定を行っ
た。
C0 color fastness test method (I) Discoloration after treatment Discoloration and fading of the wiping cloth after treatment was determined on a gray scale.

(n)洗濯堅牢度試験 JIS−L−0844A−4法に準じて行った。判定は
染色布の変退色及び綿汚染、ウール汚染をグレースケー
ルにて行った。
(n) Washing fastness test It was conducted according to JIS-L-0844A-4 method. Judgments were made on gray scale for discoloration and fading of dyed fabrics, cotton stains, and wool stains.

(III)汗堅牢度試験 JIS−L−0848A法に従い、酸性汗及びアルカリ
性汗につき試験を行った。判定は添布白布綿及び絹汚染
をグレースケールにて行った。
(III) Sweat fastness test A test was conducted on acidic sweat and alkaline sweat according to JIS-L-0848A method. Judgment was made based on the gray scale staining of the attached white cloth cotton and silk.

(IV)耐光堅牢度試験 フェード・メーターで20時間照射し、変退色をグレー
スケールにて判定した。
(IV) Light fastness test The film was irradiated with a fade meter for 20 hours, and discoloration and fading were judged on a gray scale.

(V)塩素処理水堅牢度試験 JIS−L−0884法に従い、弱試験、強試験の2種
類について行った。判定は変退色をグレースケールにて
行った。
(V) Chlorinated water fastness test Two types of tests, a weak test and a strong test, were conducted according to JIS-L-0884 method. Judgment was made using gray scale for discoloration and fading.

(Vl)水道水塩素堅牢度 処理布を6f/分の水道水(東京都の水道水)で4時間
水洗し、変退色をグレースケールで判定した。
(Vl) Tap water chlorine fastness The treated fabric was washed with tap water (tap water in Tokyo) at 6 f/min for 4 hours, and discoloration and fading were evaluated on a gray scale.

以上これらの堅牢度のグレースケールの判定結果を等級
で表した。
The gray scale judgment results of these fastnesses are expressed in grades.

尚、(V)、 (Vl)についてはより厳しい評価を得
るために色差(ΔE)を測定した。測定は、日本重色工
業−社製デジタルカラースタヂオC5−101D型にて
行い、 ΔE=、−+a、−a  + 。− より求めた。ここでU6+ a6n byは処理前の染
色布の測定値であり、L、 a、 bは処理後の染色布
の測定値である。またΔEは小値はど処理後の染色布の
変退色が少ないことを表す。
Note that for (V) and (Vl), the color difference (ΔE) was measured in order to obtain a more severe evaluation. The measurement was carried out using a digital color studio model C5-101D manufactured by Nippon Heavy Industries, Ltd., and ΔE=, -+a, -a + . - Obtained from. Here, U6+ a6n by is the measured value of the dyed fabric before treatment, and L, a, b are the measured values of the dyed fabric after treatment. Further, a small value of ΔE indicates that there is little discoloration or fading of the dyed fabric after the treatment.

比較例 本発明の重合体とその構成単位は同一であるが、極限粘
度〔η〕が0.2規定塩イ4力リウム水溶液中30℃で
0.75より小さい重合体を用いて実施例1と同様に染
色物を処理し、処理された染色物の染色堅牢度を測定し
た。斯かる重合体の極限粘度を第1表に示す。
Comparative Example Example 1 Using a polymer having the same structural units as the polymer of the present invention, but having an intrinsic viscosity [η] of less than 0.75 at 30°C in a 0.2 N salt aqueous solution The dyed material was treated in the same manner as above, and the color fastness of the treated dyed material was measured. The intrinsic viscosity of such polymers is shown in Table 1.

Claims (1)

【特許請求の範囲】 一般式〔 I 〕 ▲数式、化学式、表等があります▼〔 I 〕 〔式中R_1及びR_2は同一又は相異なって水素原子
又はメチル基を示し、Xはハロゲン原子を示す〕 を構成単位とし、重合体の極限粘度(30℃、0.2N
−KCl水溶液で測定)が0.75以上である重合体か
らなる被染物の染色堅牢度向上剤。
[Claims] General formula [I] ▲ Numerical formulas, chemical formulas, tables, etc.▼ [I] [In the formula, R_1 and R_2 are the same or different and represent a hydrogen atom or a methyl group, and X represents a halogen atom ] is the structural unit, and the intrinsic viscosity of the polymer (30℃, 0.2N
- A color fastness improver for dyed objects comprising a polymer having a coefficient (measured with an aqueous KCl solution) of 0.75 or more.
JP62092743A 1987-04-15 1987-04-15 Dye fastness enhancer Pending JPS63264985A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP62092743A JPS63264985A (en) 1987-04-15 1987-04-15 Dye fastness enhancer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62092743A JPS63264985A (en) 1987-04-15 1987-04-15 Dye fastness enhancer

Publications (1)

Publication Number Publication Date
JPS63264985A true JPS63264985A (en) 1988-11-01

Family

ID=14062895

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62092743A Pending JPS63264985A (en) 1987-04-15 1987-04-15 Dye fastness enhancer

Country Status (1)

Country Link
JP (1) JPS63264985A (en)

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