JPS62282083A - Dye fixing agent - Google Patents
Dye fixing agentInfo
- Publication number
- JPS62282083A JPS62282083A JP61124295A JP12429586A JPS62282083A JP S62282083 A JPS62282083 A JP S62282083A JP 61124295 A JP61124295 A JP 61124295A JP 12429586 A JP12429586 A JP 12429586A JP S62282083 A JPS62282083 A JP S62282083A
- Authority
- JP
- Japan
- Prior art keywords
- fastness
- polymer
- dye fixing
- fixing agent
- dye
- 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
- 239000000178 monomer Substances 0.000 claims description 35
- 229920000642 polymer Polymers 0.000 claims description 34
- 239000000975 dye Substances 0.000 claims description 31
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 229920002554 vinyl polymer Polymers 0.000 claims description 17
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 12
- 239000000985 reactive dye Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 229920003043 Cellulose fiber Polymers 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 238000005406 washing Methods 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- 238000002845 discoloration Methods 0.000 description 9
- -1 halogen ion Chemical group 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 125000001302 tertiary amino group Chemical class 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 6
- 238000005562 fading Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 4
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 239000007870 radical polymerization initiator Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 210000004243 sweat Anatomy 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 241000411851 herbal medicine Species 0.000 description 3
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 125000000278 alkyl amino alkyl group Chemical group 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000834 fixative Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- JDCBWJCUHSVVMN-SCSAIBSYSA-N (2r)-but-3-en-2-amine Chemical compound C[C@@H](N)C=C JDCBWJCUHSVVMN-SCSAIBSYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- UNCQVRBWJWWJBF-UHFFFAOYSA-N 2-chloropyrimidine Chemical compound ClC1=NC=CC=N1 UNCQVRBWJWWJBF-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 1
- XCENPWBBAXQVCG-UHFFFAOYSA-N 4-phenylpiperidine-4-carbaldehyde Chemical compound C=1C=CC=CC=1C1(C=O)CCNCC1 XCENPWBBAXQVCG-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-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
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- IFEUBXRSLPUMSI-UHFFFAOYSA-N [ClH]1NN=NC=C1 Chemical compound [ClH]1NN=NC=C1 IFEUBXRSLPUMSI-UHFFFAOYSA-N 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 235000013351 cheese Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Landscapes
- Coloring (AREA)
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］ 本発明は染料固着剤に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to dye fixing agents.
［従来の技術］
反応性染料で染色したセルロース系繊維染色物の染色堅
牢度を向上させるのにジメチルジアリルアンモニウムク
ロライドの重合体（平均分子量２万〜１０万：極限粘度
（０，２ＮＫＣＩ、 ３０℃） ０．２６は分子量分
布２〜４，５万、同０．５５は６〜９万）（特開昭５６
−１２８３８２号公報）、およびジアリルアミンの酸塩
とジメチルジアリルアンモニウムクロライドとの共重合
体（平均重合度１０〜３０；極限粘がある。[Prior Art] Polymers of dimethyldiallylammonium chloride (average molecular weight 20,000 to 100,000: intrinsic viscosity (0.2 NKCI, 30°C) are used to improve the color fastness of dyed cellulose fibers dyed with reactive dyes. ) 0.26 has a molecular weight distribution of 20,000 to 45,000, and 0.55 has a molecular weight distribution of 60,000 to 90,000).
-128382), and a copolymer of diallylamine acid salt and dimethyldiallylammonium chloride (average degree of polymerization 10-30; intrinsic viscosity).
［発明が解決しようとする問題点］
しかし前者は、耐塩素堅牢度がわるく、また洗濯堅牢度
は染料の種類によって効果がまちまちで。[Problems to be solved by the invention] However, the former has poor chlorine fastness, and the effect on washing fastness varies depending on the type of dye.
不充分である。It is insufficient.
後者は、湿潤堅牢度の効果が不充分である。The latter has insufficient effect on wet fastness.
［問題点を解決するための手段］
本発明者らは、いずれの染料に対しても湿潤堅牢度（洗
濯、水および、汗堅牢度など）および耐塩素堅牢度にす
ぐれる染料固着剤を創製すべく鋭意検討した結果１本発
明に到達した。[Means for Solving the Problems] The present inventors have created a dye fixative that has excellent wet fastness (washing, water, sweat fastness, etc.) and chlorine fastness for any dye. As a result of intensive studies, we have arrived at the present invention.
すなわち本発明は：
（式中Ｒ１はＨまたはメチル基、Ｒ２はメチル基、Ｘは
酸の対アニオンである。）で示される単量体単位および
必要により共重合可能なビニル単量体単位を含み、極限
粘度［η］が０．７〜１．９（０，２Ｎ−にＣ１水溶液
、３０’Ｃ）の重合体（Ａ）、および
（式中、Ｒ１はＨまたはメチル基、Ｘは酸の対アニオン
である。）で示される単量体単位および必要により共重
合可能な単量体単位を含み、極限粘度［η］が０．５７
〜１．８５ （０，ｌＮ−ＫＣｌ水溶液、３０℃）の
重合体ＣＢ）
からなることを特徴とする反応性染料によるセルロース
系繊維染色物の染料固着剤である。That is, the present invention comprises a monomer unit represented by: (wherein R1 is H or a methyl group, R2 is a methyl group, and X is an acid counteranion) and optionally a copolymerizable vinyl monomer unit. a polymer (A) having an intrinsic viscosity [η] of 0.7 to 1.9 (0,2N- to C1 aqueous solution, 30'C), and (wherein R1 is H or a methyl group, X is an acid It is a counter anion of
This is a dye fixing agent for dyed cellulose fibers using a reactive dye, characterized in that it consists of a polymer CB of ~1.85 (0,1N-KCl aqueous solution, 30°C).
一般式（１）においてＸの酸の対アニオンとしてはハロ
ゲンイオン（Ｃｌｅ、 Ｂｒｅ、 Ｉｅなト）。In the general formula (1), the counter anion of the acid X is a halogen ion (Cle, Bre, Ie, etc.).
ＣＨ３（） ５ｏ３ｅ 、 Ｃ２Ｈ５０３０３ｅ 、
８３０４ ｅ 。CH3() 5o3e, C2H50303e,
8304e.
８３０３ｅ 、 ８２ ｐｏ４ｅ、 ＮＯ３ｅ、 ｔ
ｉｃＯＯｅ。8303e, 82 po4e, NO3e, t
icOOe.
ＣＨ３ＣＯＯｅ 、 ＣＨ３５ｏ３ ｅ 、 ｃｔ１３
Ｃ６Ｈ４ｓｏ３ ｅなどがあげられる。Ｘのうちで好
ましいものはハロゲンイオンおよびＣＨ３ＣＯＯｅであ
る。CH3COOe, CH35o3e, ct13
Examples include C6H4so3e. Among X, preferred are halogen ion and CH3COOe.
共重合可能なビニル単量体単位を構成するビニル単量体
としては非イオン性ビニル単量体およりカチオン性ビニ
ル単量体があげられる。Examples of the vinyl monomer constituting the copolymerizable vinyl monomer unit include nonionic vinyl monomers and cationic vinyl monomers.
非イオン性ビニル単量体としては、たとえば（メタ）ア
クリル酸エステル［メチル（メタ）アクリレート、エチ
ル（メタ）アクリレートなど］；（メタ）アクリルアミ
ドまたはＮ−置換（メタ）アクリルアミドしくメタ）ア
クリルアミド、Ｎ−メチル（メタ）アクリルアミドなど
］；ビニルエステル［酢酸ビニルなど］；ビニル芳香族
化合物［スチレンなどコ；ビニルニトリル化合物［（メ
タ）アクリロニトリルなど］などがあげられる。Examples of nonionic vinyl monomers include (meth)acrylic acid esters [methyl (meth)acrylate, ethyl (meth)acrylate, etc.]; (meth)acrylamide or N-substituted (meth)acrylamide; meth)acrylamide; Vinyl esters [vinyl acetate, etc.]; vinyl aromatic compounds [styrene, etc.]; vinyl nitrile compounds [(meth)acrylonitrile, etc.].
これらのうち好ましいものは、アクリルアミドおよびア
クリロニトリルである。Preferred among these are acrylamide and acrylonitrile.
カチオン性ビニル単量体としては第二級または第三級ア
ミノ基含有単量体と酸との塩、および第三級アミン基含
有単量体の四級化物があげられる。Examples of the cationic vinyl monomer include salts of secondary or tertiary amino group-containing monomers and acids, and quaternized products of tertiary amine group-containing monomers.
たとえば、第二級または第三級アミノ基含有（メタ）ア
クリレート［（ジ）アルキルアミノアルキル（メタ）ア
クリレートなど］と酸との塩；第三級アミノ基含有（メ
タ）アクリレートの四級アンモニウム塩［（メタ）アク
リロイルオキシアルキルアンモニウム塩などコ；第二級
または第三級アミノ基含有（メタ）アクリルアミド［（
ジ）アルキルアミノアルキル（メタ）アクリルアミドな
ど］と酸との塩；第三級アミノ基含有（メタ）アクリル
アミドの第四級アンモニウム塩［（メタ）アクリルアミ
ドアルキルトリアルキルアンモニウム塩）など］；第二
級または第三級アミノ基含有ビニルエーテル［（ジ）ア
ルキルアミノアルキルビニルエーテルなど］と酸との塩
；第三級アミノ基含有ビニルエーテルの第四級アンミニ
ラム塩［ビニルオキシエチルジメチルメトキシメチルア
ンモニウムクロライドなど］などがあげられる。上記の
うち好ましいものは（メタ）アクリロイルオキシエチル
アンモニウム塩および（メタ）アクリルアミドエチルト
リアルキルアンモニウム塩である。For example, salts of secondary or tertiary amino group-containing (meth)acrylates [(di)alkylaminoalkyl (meth)acrylates, etc.] with acids; quaternary ammonium salts of tertiary amino group-containing (meth)acrylates. [(meth)acryloyloxyalkylammonium salts, etc.; (meth)acrylamides containing secondary or tertiary amino groups [(
Salts of di)alkylaminoalkyl (meth)acrylamides, etc.] with acids; Quaternary ammonium salts of (meth)acrylamides containing tertiary amino groups [(meth)acrylamidoalkyltrialkylammonium salts, etc.]; Secondary or a salt of a tertiary amino group-containing vinyl ether [such as (di)alkylaminoalkyl vinyl ether] and an acid; a quaternary amminilam salt of a tertiary amino group-containing vinyl ether [such as vinyloxyethyldimethylmethoxymethylammonium chloride], etc. can give. Among the above, preferred are (meth)acryloyloxyethylammonium salt and (meth)acrylamidoethyltrialkylammonium salt.
共重合可能なビニル単量体の詳細は特開昭５８−１３６
８８９号公報に記載されており、これらを使用すること
ができる。Details of copolymerizable vinyl monomers can be found in JP-A-58-136.
These are described in Japanese Patent No. 889, and these can be used.
重合体（Ａ）において、一般式（１）で示される単位（
ｉ）とビニル単量体単位（１１）との重量比は、通常１
００：Ｏ〜５０：５０ 、好ましくは１００：０〜７０
：３０ 、とくに好ましくは１００：０〜８０：２０で
ある。（ｉ）の割合が５０重量％未溝の場合は、染色物
に対する洗濯堅牢度の向上効果が低下する。In the polymer (A), the unit represented by the general formula (1) (
The weight ratio of i) to the vinyl monomer unit (11) is usually 1
00:0 to 50:50, preferably 100:0 to 70
:30, particularly preferably 100:0 to 80:20. When the proportion of (i) is 50% by weight without grooves, the effect of improving the washing fastness of dyed products is reduced.
一般式（１）で示される構成単位を有する重合体（Ａ）
は通常白色固状である。その極限粘度［η］は、通常０
．７０〜１．９．好ましくは０，８５〜１．６（０，２
８−ＫＣ＋水溶液、３０’Ｃ）である。［ηコが、０．
７未満では洗濯堅牢度が弱く、２．５を越えると分子量
が大きくなり過ぎて水に対する溶解性が悪く使用しにく
くなる。その平均分子量は通常１２万〜３５万、好まし
くは１５万〜３０万である。Polymer (A) having a structural unit represented by general formula (1)
is usually a white solid. Its intrinsic viscosity [η] is usually 0
．． 70-1.9. Preferably 0,85 to 1.6 (0,2
8-KC+aqueous solution, 30'C). [η is 0.
If it is less than 7, the washing fastness will be weak, and if it exceeds 2.5, the molecular weight will be too large and the solubility in water will be poor, making it difficult to use. Its average molecular weight is usually 120,000 to 350,000, preferably 150,000 to 300,000.
重合体（八）は単量体または複数の単量体をラジカル重
合開始剤を用い重合させることにより製造できる。また
共重合可能なビニル単量体単位は共重合後にカチオン化
（中和または四級化）して形成することもできる。ジメ
チルジアリルアンモニウムクロライド単量体は親水性有
機溶剤（メタノール、エタノール、ジメチルスルホキサ
イド、ジメチルホルムアミド、エチレングリコール、プ
ロピレングリコールなど）、水または水と親水性有機溶
剤との混合溶液（含水アルコールなど）に溶解するので
溶液重合を行う場合これらの溶液として行うことができ
る。溶液重合の場合、溶液中の単量体の濃度は通常１０
〜９０重量％、好ましくは４０− −ｔ −
〜７０重量％である。Polymer (8) can be produced by polymerizing a monomer or a plurality of monomers using a radical polymerization initiator. Further, the copolymerizable vinyl monomer unit can also be formed by cationization (neutralization or quaternization) after copolymerization. Dimethyl diallylammonium chloride monomer can be prepared using a hydrophilic organic solvent (methanol, ethanol, dimethyl sulfoxide, dimethyl formamide, ethylene glycol, propylene glycol, etc.), water, or a mixed solution of water and a hydrophilic organic solvent (hydrous alcohol, etc.) When carrying out solution polymerization, it can be carried out as a solution of these substances. In the case of solution polymerization, the concentration of monomer in the solution is usually 10
-90% by weight, preferably 40--t--70% by weight.
ラジカル重合開始剤としては通常用いられる開始剤たと
えば無機または有機過酸化物（過酸化水素、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、
ベンゾイルパーオキサイドなど）：過酸（過酢酸、過安
息香酸なと）；過硫酸塩（過硫酸アンモン、過硫酸カリ
、過硫酸ソーダなど）；脂肪族アゾ化合物（アゾビスイ
ソブチルニトリルなど）などがあげられる。As the radical polymerization initiator, commonly used initiators such as inorganic or organic peroxides (hydrogen peroxide, di-t-butyl peroxide, cumene hydroperoxide,
benzoyl peroxide, etc.); peracids (peracetic acid, perbenzoic acid, etc.); persulfates (ammonium persulfate, potassium persulfate, sodium persulfate, etc.); aliphatic azo compounds (azobisisobutylnitrile, etc.), etc. can give.
ラジカル重合開始剤の使用口は単量体の重量に対して通
常０，１〜５％である。重合反応は重合温度が通常３０
〜８０℃、好ましくは３０〜５０°Ｃで重合時間が通常
５〜２４時間の広範囲で行うことができる。The usage amount of the radical polymerization initiator is usually 0.1 to 5% based on the weight of the monomer. In the polymerization reaction, the polymerization temperature is usually 30
Polymerization can be carried out over a wide range of temperatures ranging from 80°C to 80°C, preferably from 30 to 50°C, usually for 5 to 24 hours.
一般式（２）においてＸの酸の対アニオンとしては一般
式（１）のＸと同様のものがあげられる。In general formula (2), examples of the acid counter anion of X include those similar to those for X in general formula (1).
重合体（Ｂ）において共重合可能な単量体単位を構成す
る単量体としては二酸化イオウおよび不飽和単量体があ
げられる。不飽和単量体には、（＾）で記載したビニル
単量体および一般式（１）で示される単位を与える単量
体が含まれる。不飽和単量体のうち好ましいのはジメチ
ルアミンエチル（メタ）アクリレート塩酸塩およびジメ
チルアミノエチル（メタ）アクリルアミド酢酸塩である
。Examples of monomers constituting copolymerizable monomer units in the polymer (B) include sulfur dioxide and unsaturated monomers. The unsaturated monomer includes the vinyl monomer described in (^) and a monomer that provides a unit represented by the general formula (1). Preferred among the unsaturated monomers are dimethylamine ethyl (meth)acrylate hydrochloride and dimethylaminoethyl (meth)acrylamide acetate.
重合体（Ｂ）において、一般式（２）で丞される単位（
ｉｉｉ）とビニル単量体単位のモル比は通常１００：Ｏ
〜７０；３０．好ましくは１００：Ｏ〜８０：２０であ
る。（ｉｉｉ）が７０未溝の場合は染色物に対する洗）
Ｋ堅牢度の向上効果が低下する。一般式（２）で示され
る単位（ｉｉｉ）と一般式（１）で示される単位（ｉ）
のモル比は、通常１００：Ｏ〜５０：５０．好ましくは
１００：Ｏ〜７０：３０である。また重合体（Ｂ）にお
いて（ｉｔｉ） （および必要により（Ｉ））と二酸化
イオウ単位（ｉｖ）のモル比は通常５０：１〜１；１．
好ましくは４０：１〜１；１である。上記モル比が５０
より大の場合は洗濯堅牢度において（ｉｉｉ）の単独の
場合と同じで（ｉｖ）を用いた効果が認めず、また（ｉ
ｖ）の割合を１：１より大としても（ｉｖ）は（ｉｉｉ
） （および必要により（１））と等モル以上は共重合
せず実質上１：１のモル比の共重合体が生成する。In the polymer (B), the unit represented by general formula (2) (
The molar ratio of iii) and vinyl monomer units is usually 100:O
~70;30. Preferably it is 100:0 to 80:20. If (iii) is not 70 grooves, wash the dyed material)
The effect of improving K fastness decreases. Unit (iii) represented by general formula (2) and unit (i) represented by general formula (1)
The molar ratio is usually 100:O to 50:50. Preferably it is 100:0 to 70:30. In the polymer (B), the molar ratio of (iti) (and if necessary (I)) and sulfur dioxide units (iv) is usually 50:1 to 1;
Preferably it is 40:1 to 1:1. The above molar ratio is 50
In the case of larger washing fastness, the effect of using (iv) is not recognized as it is the same as the case of (iii) alone, and the effect of using (iv) is not recognized.
Even if the ratio of v) is greater than 1:1, (iv) will be (iii
) (and if necessary, (1)), the copolymer is not copolymerized with the copolymer at a molar ratio of substantially 1:1.
重合体（Ｂ）は通常黄色固体であり、その極限粘度［η
コは通常０．５７〜１．８５ 、好ましくは０．７ぢ〜
１．５ （０，ｌＮ−ＫＣｌ水溶液、 ３０℃）である
。Polymer (B) is usually a yellow solid, and its intrinsic viscosity [η
ko is usually 0.57~1.85, preferably 0.7~
1.5 (0,1N-KCl aqueous solution, 30°C).
［η］が０．５７未満の場合は湿潤堅牢度（洗）程堅牢
度、水堅牢度など）が弱く、１．８５より大きい重合体
は製造し難い。その平均分子量は通常１．５万〜５万、
好ましくは２万〜４万である。When [η] is less than 0.57, the wet fastness (washing fastness, water fastness, etc.) is weak, and it is difficult to produce a polymer larger than 1.85. Its average molecular weight is usually 15,000 to 50,000,
Preferably it is 20,000 to 40,000.
重合体（Ｂ）は重合体（＾）と同様の方法で重合できる
。すなわち、ジ（メタ）アリルアミンを有機酸または無
機酸との塩型単量体をラジカル重合開始剤の存在下、溶
液重合を行うことによって製造することができる。Polymer (B) can be polymerized in the same manner as polymer (^). That is, di(meth)allylamine can be produced by solution polymerizing a salt type monomer with an organic acid or an inorganic acid in the presence of a radical polymerization initiator.
重合体は一般に塩型の単量体を重合して得るのが好まし
いが、塩型でない単量体を重合したのち塩にしてもよい
。The polymer is generally preferably obtained by polymerizing salt-type monomers, but a salt may be obtained by polymerizing non-salt-type monomers.
重合体（Ａ）と重合体（Ｂ）の重量比は通常９；１〜２
：８．好ましくは８：２〜３ニアである。（Ｂ）が１未
。The weight ratio of polymer (A) and polymer (B) is usually 9; 1 to 2.
:8. Preferably the ratio is 8:2 to 3. (B) is less than 1.
満の場合は耐塩素堅牢度がわるく、また（Ｂ）が１未満
または８を越える場合は洗濯堅牢度が染料の種類によっ
て効果が充分にでない。If it is less than 1, the chlorine fastness will be poor, and if (B) is less than 1 or more than 8, the washing fastness will not be sufficiently effective depending on the type of dye.
反応性染料によるセルロース系繊維染色物において染色
されるセルロース繊維としてはセルロース系繊維（木綿
、麻、レーヨンなど）および合成繊維（ポリエステル繊
維、アクリル繊維、アセテート繊維、ナイロン繊維など
）などとの混紡繊維があげられる。繊維の形体としては
ねた。トウ。Cellulose fibers dyed with reactive dyes include blended fibers with cellulose fibers (cotton, hemp, rayon, etc.) and synthetic fibers (polyester fibers, acrylic fibers, acetate fibers, nylon fibers, etc.). can be given. Splashed as a form of fiber. Tow.
テープ、チーズ、ケーク、布帛、組糸などがあ゛げられ
る。Examples include tape, cheese, cake, fabric, and braided yarn.
反応性染料は一般に使用されるものでよく、たとえば新
版染料便覧［有機合成協会編・丸善■］第８８１〜９３
４頁に記載の染料があげられる。たとえばクロルトリア
ジン型［カヤジオン（日本生薬）、プロジオン（ＩＣＩ
）、シバクロン（チバ）などコ、クロルピリミジン型［
レバフィックス（バイエル）、リアクトン（バイエル）
、トリマレン（サンド）など］、ビニルスルホン型［レ
マゾール（ヘキスト）、ダイヤミラー（三菱化成）など
］および］クロルトリアジンービニルスルホン型スミフ
ィックススプラ（住友化学）など］の染１３１があげら
れる。Reactive dyes may be those commonly used, for example, New Edition Dye Handbook [edited by Organic Synthesis Association, Maruzen ■] Nos. 881-93.
Examples include the dyes listed on page 4. For example, chlortriazine type [Kayadione (Nippon Herbal Medicine), prodione (ICI
), Cibacron (Ciba), etc., chlorpyrimidine type [
Revafix (Bayer), Reacton (Bayer)
, trimalene (Sando), etc.], vinyl sulfone type dyes [Remazol (Hoechst), Diamirror (Mitsubishi Kasei), etc.], and] chlortriazine-vinyl sulfone type Sumifix Supra (Sumitomo Chemical), etc.).
反応性染料による染色は通常の染色方法（浸染。Dyeing with reactive dyes is done using the usual dyeing methods (immersion dyeing.
捺染）でよい。Textile printing) is fine.
染料固着剤は水溶液、親水性有機溶剤（メタノール、エ
タノール、エチレングリコール、プロピレングリコール
、ジオキザン、ジメチルホルムアミドなど）溶液または
水と親水性有機溶剤との混合溶液の形にし処理液とされ
る。処理液の濃度（固形分当り）は一般に０．０１〜５
重量％、好ましくは０．０５〜１重量％である。処理液
のＩ）Ｈはその加工の目的により３ないし１１の範囲内
で自由に選択できるが、好ましくは３〜９とくに好まし
くは４〜８である。ｐＨが低すぎると堅牢度向上効果が
低下し易く、またＤＨが高すぎると処理液に染料の脱落
が起り、また染色物の変色も大きくなる。処理時の溶液
温度は通常１０〜７０’Ｃ好ましくは４０〜６０℃でお
る。The dye fixing agent is used as a treatment solution in the form of an aqueous solution, a solution in a hydrophilic organic solvent (methanol, ethanol, ethylene glycol, propylene glycol, dioxane, dimethylformamide, etc.), or a mixed solution of water and a hydrophilic organic solvent. The concentration of the treatment liquid (per solid content) is generally 0.01 to 5.
% by weight, preferably 0.05-1% by weight. I)H of the treatment liquid can be freely selected within the range of 3 to 11 depending on the purpose of processing, but is preferably 3 to 9, particularly preferably 4 to 8. If the pH is too low, the effect of improving fastness tends to be reduced, and if the DH is too high, the dye will fall off in the treatment solution, and the color of the dyed product will also increase. The solution temperature during treatment is usually 10-70'C, preferably 40-60'C.
処理液は浸漬、噴霧、塗布などの方法により染色物に適
用することができる。処理後は水洗または水洗すること
なく乾燥される。乾燥は自然乾燥。The treatment liquid can be applied to the dyed article by methods such as dipping, spraying, and coating. After treatment, it is washed with water or dried without washing. Drying is natural.
加熱乾燥のいずれでもよい。Either heating or drying may be used.
処理後には必要により染色加工に通常用いられる仕上用
薬剤、樹脂加工薬剤などを加えることができる。After the treatment, finishing chemicals, resin processing chemicals, etc. commonly used in dyeing processes can be added, if necessary.
［実 施 例コ 以下に実施例により本発明をさらに説明するが。[Implementation example] The present invention will be further explained below with reference to Examples.
本発明はこれに限定されるものではない。The present invention is not limited to this.
実施例および比較例で使用する重合体は下記のとおりで
ある。The polymers used in Examples and Comparative Examples are as follows.
（１）重合体Ａ−１〜Ａ−７およびａ−１〜ａ−３還流
冷却器、温度計１滴下ロート、撹拌装置およびガス導入
管を備えた反応釜（容量１１）にジメチルジアリルアン
モニウムクロライド（以下ＤＤＡＡ塩と記す）必要によ
り、アクリルアミド（以下ＡＡと記す）および水を入れ
、窒素ガスを流入させながら系内温度を６０°Ｃに昇温
した。同温度に保ちながら撹拌上重合用開始剤（過硫酸
アンモンの２０％水溶液）を１時間にわたり滴下し１滴
下終了後反応を続は粘稠な淡黄色液状物を得た。該粘稠
液状物を大量のアセトン中に注ぎ重合物を沈澱させ濾別
し、アセトンで洗浄した後、減圧乾燥して白色固体の重
合体を得た。(1) Polymers A-1 to A-7 and a-1 to a-3 Dimethyl diallylammonium chloride was placed in a reaction vessel (capacity 11) equipped with a reflux condenser, a thermometer, one dropping funnel, a stirring device, and a gas introduction tube. (hereinafter referred to as DDAA salt) If necessary, acrylamide (hereinafter referred to as AA) and water were added, and the temperature inside the system was raised to 60°C while nitrogen gas was introduced. While stirring the mixture at the same temperature, a polymerization initiator (20% aqueous solution of ammonium persulfate) was added dropwise over 1 hour, and after the completion of one drop, the reaction continued and a viscous pale yellow liquid was obtained. The viscous liquid was poured into a large amount of acetone to precipitate a polymer, which was filtered, washed with acetone, and dried under reduced pressure to obtain a white solid polymer.
得られた重合体の０．２Ｎ−ＫＣＩ水溶液中３０℃での
極限粘度［η］を測定した。The intrinsic viscosity [η] of the obtained polymer at 30°C in a 0.2N-KCI aqueous solution was measured.
（２）重合体ト１〜Ｂ−５およびｂ−１〜ｂ−３還流冷
却器、温度計２滴下ロート、撹拌装置およびガス導入管
を備えた反応釜（容量１カ）にジアリルアミン塩酸塩（
以下０Ａ−ＨＣｌ塩と記す）および水を入れ、窒素ガス
を流入させながら系内温度を５０°Ｃに昇温した。二酸
化イオウガスを全投入量の約１７３吹き込んだ後、系内
温度を４５〜５５°Ｃに保ちながら重合開始剤（過硫酸
アンモンの２０％水溶液）を１時間にわたり滴下した。(2) Polymers 1 to B-5 and b-1 to b-3 Diallylamine hydrochloride (
(hereinafter referred to as 0A-HCl salt) and water were added, and the temperature inside the system was raised to 50°C while nitrogen gas was introduced. After about 173 ml of sulfur dioxide gas was blown into the system, a polymerization initiator (a 20% aqueous solution of ammonium persulfate) was added dropwise over 1 hour while maintaining the system temperature at 45 to 55°C.
滴下終了後残りの二酸化イオウガスを同温度範囲で徐々
に吹き込んだ。さらに反応を続は粘稠な淡褐色液状物を
得た。該粘稠液状物を大量のアセトン中に注ぎ重合物を
沈澱させ濾別しアセトンで洗浄した後減圧乾燥して黄色
固体の重合体を得た。After the dropwise addition was completed, the remaining sulfur dioxide gas was gradually blown in at the same temperature range. As the reaction continued, a viscous light brown liquid was obtained. The viscous liquid was poured into a large amount of acetone to precipitate the polymer, which was filtered, washed with acetone, and dried under reduced pressure to obtain a yellow solid polymer.
得られた重合体の（１，ｌＮ−ＫＣｌ水溶液中 ３０°
Ｃでの極限粘度［η］を測定した。The obtained polymer (in a 1,1N-KCl aqueous solution at 30°
The intrinsic viscosity [η] at C was measured.
表−１に重合体の詳細を記す。なお、平均分子量は文献
に記載の［η］と分子量分布のデータより外挿して求め
た。Details of the polymer are shown in Table-1. Note that the average molecular weight was determined by extrapolating from [η] and molecular weight distribution data described in the literature.
＝ １６−
（３）重合体Ｃ−１
還流冷却器、温度計１滴下ロート、撹拌装置およびガス
導入管を備えた反応釜（容量１．Ｑ）にＤＤＡＡ塩１８
０．Ｏｇ、 ＤＡ・ＨＣＩ塩１２０．０ｇおよび水１７
０．０９を入れ、窒素ガスを流入させながら系内温度を
６０’Ｃに昇温した。同温度に保ちながら撹拌下、過硫
酸アンモンの２０％水溶液３０．０９を１時間にわたり
滴下し、滴下終了後６０℃で２４時間反応を続は粘稠な
淡褐色液状物を得た。該粘稠液状物を大量のアセトン中
に注ぎ重合物を沈澱させ濾別しアセトンで洗浄した後減
圧乾燥して淡黄色固体の重合体（Ｃ−１）を得た。= 16- (3) Polymer C-1 DDAA salt 18 was placed in a reaction pot (capacity 1.Q) equipped with a reflux condenser, a thermometer, a dropping funnel, a stirring device, and a gas introduction tube.
0. Og, DA/HCI salt 120.0g and water 17
0.09 was added, and the temperature inside the system was raised to 60'C while nitrogen gas was introduced. While stirring at the same temperature, 30.0 g of a 20% aqueous solution of ammonium persulfate was added dropwise over 1 hour, and after the addition was completed, the reaction was continued at 60° C. for 24 hours to obtain a viscous light brown liquid. The viscous liquid was poured into a large amount of acetone to precipitate a polymer, which was filtered, washed with acetone, and dried under reduced pressure to obtain a pale yellow solid polymer (C-1).
得られた重合体（Ｃ−１）のＯ，ｌＮ−ＫＣｌ水溶液中
３０°Ｃで求めた極限粘度［η］は０．１３であり、平
均分子量は０．２万であった。The intrinsic viscosity [η] of the obtained polymer (C-1) determined in an aqueous O, IN-KCl solution at 30°C was 0.13, and the average molecular weight was 0.2 million.
なお、実施例および比較例中の試験法は下記の通りであ
る。The test methods used in Examples and Comparative Examples are as follows.
（１）洗濯堅牢度
ＪＩＳ Ｌ ０８４４ Ａ−４号法、堅牢度評価は綿添
付布の汚染を汚染用グレースケールにて判定した（級）
。(1) Washing fastness JIS L 0844 A-4 method, fastness evaluation was based on the staining gray scale for determining the staining of the cotton attached fabric (grade)
.
（２）水堅牢度
ＪＩＳ Ｌ ０８４６ Ｂ法（１６時間）堅牢度評価は
ウール添付布の汚染を汚染用グレースケールにて判定し
た（級）。(2) Water fastness JIS L 0846 B method (16 hours) For fastness evaluation, contamination of the wool-attached fabric was determined using a contamination gray scale (grade).
（３）変 色
試験布の変退色を変退色用グレースケールにて判定した
（級）。(3) Discoloration The discoloration and fading of the test fabric was determined using a gray scale for discoloration (grade).
（４）耐塩素堅牢度
ＪＩＳ Ｌ −０８４４（強試験）
試験布の変退色を変退色用グレースケールにて判定した
（級）。(4) Chlorine fastness JIS L-0844 (strong test) Discoloration and fading of the test fabric was determined using a gray scale for discoloration and fading (grade).
（５）耐光堅牢度
フェードメーターにて６３°Ｃ±５℃で２０時間露光後
、試験イ■の変退色用グレースケールにて判定した（級
）。(5) Light fastness After exposure for 20 hours at 63°C ± 5°C with a fade meter, it was judged on the gray scale for discoloration and fading in Test A (1).
（６）汗／耐光堅牢度
ＪＩＳ Ｌ ０８８８ Ｂ法（アルカリ性）に準じて行
った。(6) Sweat/light fastness Tested according to JIS L 0888 B method (alkaline).
ただしフェードメーターによる露光時間は１０時間とし
、試験布の変退色を変退色用グレースケールにて判定し
た（級）。However, the exposure time using the fade meter was 10 hours, and the discoloration and fading of the test fabric was determined using a gray scale for discoloration and fading (grade).
実施例１〜１８および比較例１〜１０
表−２に記載した配合比率で重合体（Ａ）と重合体ＣＢ
）を水に溶解し固形分２０％の染料固着剤（実施例１〜
１８）を作成した。また表−３に記載した配合比率で重
合体を水で溶解し固形分２０％の染料固着剤（比較例１
〜ｉｏ）を作成した。Examples 1 to 18 and Comparative Examples 1 to 10 Polymer (A) and polymer CB at the blending ratios listed in Table-2.
) dissolved in water and having a solid content of 20% dye fixing agent (Example 1~
18) was created. In addition, a dye fixing agent with a solid content of 20% (Comparative Example 1
~io) was created.
表−２
表−３
試験例 １
綿メリヤスを下記の反応性染料でそれぞれ常法にて浸染
染色し水洗することによって得られた反応性染料染色物
を実施例１〜１８の染料固着剤および比較例１〜１０の
染料固着剤で処理し、その洗濯堅牢度および耐塩素堅牢
度の試験結果を表−４および表−５に示した。Table 2 Table 3 Test Example 1 Reactive dye dyed products obtained by dyeing cotton knitted fabric with the following reactive dyes in a conventional manner and washing with water were compared with the dye fixing agents of Examples 1 to 18. The dye fixing agents of Examples 1 to 10 were used, and the test results for washing fastness and chlorine fastness are shown in Tables 4 and 5.
（反応性染料）
染 料 名 染料濃度■カヤジオ
ンレッドＥ−３Ｎ７Ｂ
〔日本生薬■〕 ４％ｏ、ｗ、ｆ・■
カヤジオンブルーＥ−ＮＢ
（日本生薬■） ４％０′１°１゛■
スミフイツクススプラブルーＢＲＦ
〔住友化学■〕 ４％０・１・１・（
処理条件）
染料固着剤濃度：２ｙ／ｊ（固形分０．４ｇ／、１！
）浴 比：１ ：２０
温度２時間：５０’Ｃ，２０分浸漬
水 洗二流水洗、３０秒
脱水、乾燥：遠心脱水、１２０℃×３分表−４
表−５
洗濯堅牢度および耐塩素堅牢度の各染色堅牢度試験の結
果、表−４および表−５から明らかなように、本発明の
染料固着剤は従来のものより染色堅牢度が優れている。(Reactive dye) Dye name Dye concentration ■ Kayazion Red E-3N7B [Nippon Herbal Medicine ■] 4% o, w, f・■
Kayazion Blue E-NB (Japanese Herbal Medicine■) 4%0'1°1゛■
Sumifix Supra Blue BRF [Sumitomo Chemical ■] 4%0.1.1.(
Processing conditions) Dye fixative concentration: 2y/j (solid content 0.4g/, 1!
) Bath ratio: 1:20 Temperature: 2 hours: 50'C, 20 minutes immersion in water, two-way washing, 30 seconds dehydration, drying: centrifugal dehydration, 120°C x 3 minutes Table-4 Table-5 Washing fastness and chlorine fastness As is clear from Tables 4 and 5 of the results of the various color fastness tests, the dye fixing agent of the present invention has better color fastness than conventional dye fixing agents.
試験例２
綿メリヤスを下記の反応性染料でそれぞれ常法にて浸染
染色し水洗することによって得られた反応性染料染色物
を実施例１１〜１８の染料固着剤および比較例１〜１０
の染料固着剤で処理し、その染色堅牢度試験結果を表−
６および表−７に示した。Test Example 2 A reactive dye dyed product obtained by dyeing cotton knitted fabric with the following reactive dyes in a conventional manner and washing with water was treated with the dye fixing agents of Examples 11 to 18 and Comparative Examples 1 to 10.
The color fastness test results are shown below.
6 and Table 7.
（反応性染料）
染 料 名 染料濃度■プロジオ
ンネイビーＨ−ＥＲＮ
ＣＩＣＩ社〕 ４％ｏ、ｗ・ｆ・（処理
条件）
試験例１に同じ
表−６
表−７
洗濯、水、変色、耐塩素、耐光および汗・耐光堅牢度の
各染色堅牢度試験の結果、−表−６および表−７から明
らかなように本発明の染料固着剤は既知のものより染色
堅牢度がすぐれていた。(Reactive dye) Dye name Dye concentration ■ Prodion Navy H-ERN CICI] 4% O, W・F・ (Processing conditions) Table 6 Same as Test Example 1 Table 7 Washing, water, discoloration, resistance As is clear from the results of the color fastness tests for chlorine, light fastness, and sweat/light fastness, the dye fixing agent of the present invention had better color fastness than known ones, as is clear from Tables 6 and 7.
し発明の効果］
本発明の染料固着剤は既知の染料固着剤に比べて、いず
れの染料に対しても湿潤堅牢度（洗濯。[Effects of the Invention] The dye fixing agent of the present invention has better wet fastness (washing fastness) to all dyes than known dye fixing agents.
水および汗堅牢度など）および耐塩素堅牢度が極めてす
ぐれるという効果を奏する。It has excellent fastness to water and perspiration) and chlorine fastness.
また、変色、耐光および汗・耐光堅牢度の各染色堅牢度
においてもその低下が少なく既知のものと同等以上であ
りすぐれている。In addition, the color fastness of color change, light fastness, and sweat/light fastness is also excellent, with little decrease in color fastness, which is equivalent to or better than known ones.
Claims (1)
Ｘは酸の対アニオンである。）で示される単量体単位お
よび必要により共重合可能なビニル単量体単位を含み、
極限粘度［η］が０．７〜１．９（０．２Ｎ−ＫＣＩ水
溶液、３０℃）の重合体（Ａ）、および 一般式： ▲数式、化学式、表等があります▼（２） （式中、Ｒ＿１はＨまたはメチル基、Ｘは酸の対アニオ
ンである。）で示される単量体単位および必要により共
重合可能な単量体単位を含み、極限粘度［η］が０．５
７〜１．８５（０．１Ｎ−ＫＣＩ水溶液、３０℃）の重
合体（Ｂ） からなることを特徴とする反応性染料によるセルロース
系繊維染色物の染料固着剤。 ２、（Ａ）と（Ｂ）の重量比が９：１〜２：８である特
許請求の範囲第１項記載の染料固着剤。 ３、（Ａ）における共重合可能なビニル単量体および／
または（Ｂ）における共重合可能な単量体がアクリルア
ミドである特許請求の範囲第１項または第２項記載の染
料固着剤。 ４、共重合可能な単量体単位が二酸化イオウ単位および
／またはビニル単量体単位である特許請求の範囲第１〜
３項のいずれか一項に記載の染料固着剤。[Claims] 1. General formula: ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (1) (In the formula, R_1 is H or a methyl group, R_2 is a methyl group,
X is the counteranion of the acid. ) and optionally copolymerizable vinyl monomer units,
Polymer (A) with an intrinsic viscosity [η] of 0.7 to 1.9 (0.2N-KCI aqueous solution, 30°C), and general formula: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(2) (Formula (wherein, R_1 is H or a methyl group, and X is an acid counteranion.) and optionally copolymerizable monomer units, and has an intrinsic viscosity [η] of 0.5.
7 to 1.85 (0.1N-KCI aqueous solution, 30°C) of polymer (B). A dye fixing agent for dyed cellulose fibers using a reactive dye. 2. The dye fixing agent according to claim 1, wherein the weight ratio of (A) and (B) is 9:1 to 2:8. 3. Copolymerizable vinyl monomer and/or in (A)
The dye fixing agent according to claim 1 or 2, wherein the copolymerizable monomer in (B) is acrylamide. 4. Claims 1 to 4, wherein the copolymerizable monomer unit is a sulfur dioxide unit and/or a vinyl monomer unit.
The dye fixing agent according to any one of Item 3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61124295A JPH0647792B2 (en) | 1986-05-28 | 1986-05-28 | Dye fixing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61124295A JPH0647792B2 (en) | 1986-05-28 | 1986-05-28 | Dye fixing agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62282083A true JPS62282083A (en) | 1987-12-07 |
| JPH0647792B2 JPH0647792B2 (en) | 1994-06-22 |
Family
ID=14881793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61124295A Expired - Fee Related JPH0647792B2 (en) | 1986-05-28 | 1986-05-28 | Dye fixing agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0647792B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05195450A (en) * | 1991-06-05 | 1993-08-03 | Nitto Boseki Co Ltd | Setting agent for substantive dye |
| WO2001053600A1 (en) * | 2000-01-18 | 2001-07-26 | The Procter & Gamble Company | Compositions which prevent abrasive color loss from denim fabric |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3021324U (en) * | 1995-08-04 | 1996-02-20 | 太 細見 | Fixture for three-dimensional piping of wall body |
-
1986
- 1986-05-28 JP JP61124295A patent/JPH0647792B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05195450A (en) * | 1991-06-05 | 1993-08-03 | Nitto Boseki Co Ltd | Setting agent for substantive dye |
| WO2001053600A1 (en) * | 2000-01-18 | 2001-07-26 | The Procter & Gamble Company | Compositions which prevent abrasive color loss from denim fabric |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0647792B2 (en) | 1994-06-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1071357A (en) | Process for dyeing cellulose fibers | |
| JPS6331595B2 (en) | ||
| JP2018104850A (en) | Dye fixing agent for cellulose fiber | |
| JPS61231283A (en) | Enhancement of dye fastness | |
| US4864007A (en) | High molecular weight linear polymers of diallylamines and process for making same | |
| JP7146164B2 (en) | Wet rubbing fastness improver for cellulosic fiber, method for producing dyed cellulose fiber using the same, and use thereof | |
| US3194797A (en) | Hydrazo group containing polymers | |
| JP3963525B2 (en) | Method for treating dyed cellulosic fiber material | |
| JPS62282083A (en) | Dye fixing agent | |
| JPS62257481A (en) | Dye fixing agent | |
| JP2778036B2 (en) | Chlorine fastness improver | |
| CN114990911A (en) | Self-crosslinking color fixing agent and preparation method thereof | |
| JPH06108382A (en) | Improvement of wet color fastness | |
| EP1082365A1 (en) | Polyacrylonitrile polymer treatment | |
| JP2896015B2 (en) | Dye fixative for direct dye | |
| JPH0723589B2 (en) | Dye fixing agent for direct dyes | |
| US2923700A (en) | Copolymers of a bis ethylenically unsaturated sulfonium compound | |
| JPS607079B2 (en) | Colorfastness improvement method | |
| CN115094654B (en) | Polymer color fixing agent and preparation method thereof | |
| JPS648757B2 (en) | ||
| US3037835A (en) | Processes for improving the dyeability of textile fibers, films, and moulded articles | |
| JPS61133213A (en) | Diallylamine copolymer, production thereof and color fastness enhancer containing same | |
| JPS6114276B2 (en) | ||
| JPS63182485A (en) | Enhancement of dyeing fastness | |
| JPS61130317A (en) | Production of di-and tri-allylamine copolymer |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |