JPS5934826B2 - Dyeing method for synthetic fibers - Google Patents
Dyeing method for synthetic fibersInfo
- Publication number
- JPS5934826B2 JPS5934826B2 JP51140440A JP14044076A JPS5934826B2 JP S5934826 B2 JPS5934826 B2 JP S5934826B2 JP 51140440 A JP51140440 A JP 51140440A JP 14044076 A JP14044076 A JP 14044076A JP S5934826 B2 JPS5934826 B2 JP S5934826B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- alkoxy
- dyeing
- alkyl
- atom
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004043 dyeing Methods 0.000 title claims description 21
- 238000000034 method Methods 0.000 title claims description 9
- 239000012209 synthetic fiber Substances 0.000 title claims description 6
- 229920002994 synthetic fiber Polymers 0.000 title claims description 6
- -1 propionyloxy group Chemical group 0.000 claims description 42
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 2
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 description 17
- 239000000835 fiber Substances 0.000 description 13
- 229920000728 polyester Polymers 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 238000000859 sublimation Methods 0.000 description 4
- 230000008022 sublimation Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- 150000005012 8-aminoquinolines Chemical class 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000005242 carbamoyl alkyl group Chemical group 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical class OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical class OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
- 125000005998 bromoethyl group Chemical group 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004966 cyanoalkyl group Chemical group 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000005165 hydroxybenzoic acids Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 description 1
- CHUPLWGAGXQGTJ-UHFFFAOYSA-N n-(3-methoxypropyl)quinolin-8-amine Chemical compound C1=CN=C2C(NCCCOC)=CC=CC2=C1 CHUPLWGAGXQGTJ-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
【発明の詳細な説明】
本発明は合成繊維類を染色する方法に係るものであり、
更に詳しくは、ポリエステル系繊維、セルロースエステ
ル系繊維あるいはこれらの混紡又は混繊品を耐光性、昇
華性および樹脂加工後の洗たく性にすぐれた青色色調に
染色する方法に係るものである。[Detailed description of the invention] The present invention relates to a method for dyeing synthetic fibers,
More specifically, the present invention relates to a method for dyeing polyester fibers, cellulose ester fibers, or blends or mixed fibers thereof into a blue tone with excellent light resistance, sublimation property, and washability after resin processing.
すなわち、本発明の要旨は下記一般式（Ｉ）゜゛へヤ〜
−〜−″″−ａ”−゛田
（式中、Ｒ１は水素原子又はハロゲン原子を示し：Ｒ’
は水素原子、置換又は非置換の低級アルキル基、アラル
キル基又はアリル基を示し■Ｒ３は水素原子又はメチル
基を示す。That is, the gist of the present invention is the following general formula (I)
-～-″″-a″-゛田(In the formula, R1 represents a hydrogen atom or a halogen atom: R'
represents a hydrogen atom, a substituted or unsubstituted lower alkyl group, an aralkyl group, or an allyl group, and ■R3 represents a hydrogen atom or a methyl group.
）で表わされる分散型モノアゾ染料を使用して合成繊維
類を染色する方法にある。本発明を詳細に説明する。) is a method for dyeing synthetic fibers using a dispersed monoazo dye represented by The present invention will be explained in detail.
本発明方法において、前示一般式（Ｉ）で表わされる化
合物は新規なモノアゾ染料であり、該式中、Ｒ１は水素
原子の他、塩素原子、臭素原子及びヨウ素原子のような
ハロゲン原子から選ばれ、Ｒ２は水素原子；メチル基、
エチル基、プロピル基、ブチル基のような非置換低級ア
ルキル基；ヒドロキシ基、アルコキシ基、シアノ基、ハ
ロゲン原子、アルコキシカルボニル基、アシルオキシ基
、アルコキシカルボニルオキシ基、フルフリル基、テト
ラヒドロフルフリル基、モルホリノ基、カルバモイル基
、Ｎ−アルキル置換カルバモイル基のような置換基を有
する置換低級アルキル基；ベンジル基、β−フエニルエ
チル基のようなアラルキル基及びアリル基から選ばれる
。In the method of the present invention, the compound represented by the general formula (I) is a novel monoazo dye, in which R1 is selected from a hydrogen atom and a halogen atom such as a chlorine atom, a bromine atom, and an iodine atom. , R2 is a hydrogen atom; a methyl group,
Unsubstituted lower alkyl groups such as ethyl, propyl, butyl; hydroxy, alkoxy, cyano, halogen, alkoxycarbonyl, acyloxy, alkoxycarbonyloxy, furfuryl, tetrahydrofurfuryl, morpholino the substituted lower alkyl group having a substituent such as a carbamoyl group, a N-alkyl substituted carbamoyl group; an aralkyl group such as a benzyl group, a β-phenylethyl group, and an allyl group.
Ｒ２における置換低級アルキル基の具体例としては、β
−ヒドロキシエチル基、β−ヒドロキシプロピル基、β
，γ−ジヒドロキシプロピル基、γ−ヒドロキシプロピ
ル基、α−ヒドロキシメチル−β−ヒドロキシエチル基
、γ−ヒドロキシブチル基、β−（ｆ−ヒドロキシエト
キシ）エチル基などのようなヒドロキシアルキル基；該
ヒドロキシアルキル基のヒドロキシ基をメトキシ基、エ
トキシ基、プロポキシ基、ブトキシ基、β−メトキシエ
トキシ基、β一エトキシエトキシ基、β−ブトキシエト
キシ基、フルフリルオキシ基、テトラヒドロフルフリル
オキシ基、アセトキシ基、プロピオニルオキシ基、ベン
ゾイルオキシ基、メトキシカルボニルオキシ基、エトキ
シカルボニルオキシ基、ブトキシカルボニルオキシ基な
どに変換した置換低級アルキル基；β−シアノエチル基
のようなシアノアルキル基：β−クロロエチル基、β−
ブロモエチル基のようなハロゲン化アルキル基：メトキ
シカルボニルメチル基、エトキシカルボニルメチル基、
ブトキシカルボニルメチル基、β−メトキシカルボニル
エチル基、β一エトキシカルボニルエチル基、β−プロ
ポキシカルボニルエチル基、βーブトキシカルボニルエ
チル基、β−（β５−メトキシエトキシカルボニル）エ
チル基、β−（メーエトキシエトキシカルボニル）エチ
ル基のようなアルコキシカルボニルアルキル基：β−フ
ルフリルオキシカルボニルエチル基；β−テトラヒドロ
フルフリルオキシカルボニルエチル基：フルフリ｝ル基
；テトラヒドロフルフリル基；モルホリノエチル基のよ
うなモルホリノアルキル基；β一カルバモイルエチル基
のようなカルバモイルアルキル基；β−（Ｎ−メチルカ
ルバモイル）エチル基、β−（Ｎ−エチルカルバモイル
）エチル基、β−（Ｎ，Ｎ−ジメチルカルバモイル）エ
チル基、β−（Ｎ，Ｎ−ジメチルカルバモイル）エチル
基などのようなＮ−アルキル置換カルバモイルアルキル
基などがあげられる。Specific examples of substituted lower alkyl groups in R2 include β
-Hydroxyethyl group, β-hydroxypropyl group, β
, γ-dihydroxypropyl group, γ-hydroxypropyl group, α-hydroxymethyl-β-hydroxyethyl group, γ-hydroxybutyl group, β-(f-hydroxyethoxy)ethyl group, etc.; The hydroxy group of the alkyl group is a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a β-methoxyethoxy group, a β-ethoxyethoxy group, a β-butoxyethoxy group, a furfuryloxy group, a tetrahydrofurfuryloxy group, an acetoxy group, Substituted lower alkyl group converted to propionyloxy group, benzoyloxy group, methoxycarbonyloxy group, ethoxycarbonyloxy group, butoxycarbonyloxy group; Cyanoalkyl group such as β-cyanoethyl group: β-chloroethyl group, β-
Halogenated alkyl groups such as bromoethyl group: methoxycarbonylmethyl group, ethoxycarbonylmethyl group,
Butoxycarbonylmethyl group, β-methoxycarbonylethyl group, β-ethoxycarbonylethyl group, β-propoxycarbonylethyl group, β-butoxycarbonylethyl group, β-(β5-methoxyethoxycarbonyl)ethyl group, β-(me-ethoxy Alkoxycarbonylalkyl group such as ethyl (ethoxycarbonyl) group: β-furfuryloxycarbonylethyl group; β-tetrahydrofurfuryloxycarbonylethyl group: furfuryl group; tetrahydrofurfuryl group; morpholinoalkyl group such as morpholinoethyl group group; carbamoylalkyl group such as β-carbamoylethyl group; β-(N-methylcarbamoyl)ethyl group, β-(N-ethylcarbamoyl)ethyl group, β-(N,N-dimethylcarbamoyl)ethyl group, β Examples include N-alkyl-substituted carbamoyl alkyl groups such as -(N,N-dimethylcarbamoyl)ethyl groups.
前示一般式（１）で表わされる染料は、たとえば一般式
（）（式中、Ｒ１は前示一般式（１）におけると同一の
意義を有する。The dye represented by the above general formula (1) is, for example, a dye represented by the general formula (2) (wherein R1 has the same meaning as in the above general formula (1)).
）で表わされる３−アミノ−５−ニトロ−２．１−ベン
ゾイソチアゾール類をジアゾ化して得たジアゾ化合物を
一般式（）（式中、Ｒ２及びＲ３は前示一般式（１）に
おけると同一の意義を有する。) A diazo compound obtained by diazotizing 3-amino-5-nitro-2,1-benziisothiazoles represented by the general formula () (wherein R2 and R3 are as in the above general formula (1)) have the same meaning.
）で表わされる８−アミノ−キノリン類とカツプリング
させることにより製造される。前示一般式（）で表わさ
れる第１級アミンの具体例としては、３−アミノ−５−
ニトロ−２．１−ベンゾイソチアゾール、３−アミノ−
５−ニトローJメ[クロロ一２．１−ベンゾイソチアゾー
ル、３−アミノ−５−ニトローJメ[プロモ一２．１−ベ
ンゾイソチアゾール、３−アミノ−５−ニトローJメ[ヨ
ード一２．１−ベンゾイソチアゾールなどをあげること
ができる。) is produced by coupling with 8-amino-quinolines represented by: Specific examples of the primary amine represented by the general formula () include 3-amino-5-
Nitro-2,1-benziisothiazole, 3-amino-
5-Nitro J me[chloro-2.1-benziisothiazole, 3-amino-5-nitro J me[promo-12.1-benzisothiazole, 3-amino-5-nitro J me[iodo-12. Examples include 1-benziisothiazole.
次に前示一般式（３）で表わされる８−アミノキノリン
類の具体例としては、次表１に示す化合物があげられる
。Specific examples of the 8-aminoquinolines represented by the general formula (3) include the compounds shown in Table 1 below.
表１ で示されるカツプリング成分の具体例本発明方法
に従つて合成繊維類、たとえばポリエステル系繊維、セ
ルロースエステル系繊維又はこれらの混紡もしくは混繊
品を染色するには、前示一般式（１）で表わされる染料
の単独又は２種以上の混合物を常法により水性媒質中に
分散させて調製した染色浴又は捺染糊を用い、公知の方
法により、浸染あるいは捺染を行う。Specific Examples of Coupling Components Shown in Table 1 In order to dye synthetic fibers such as polyester fibers, cellulose ester fibers, or blends or mixed fibers thereof according to the method of the present invention, the above general formula (1) is used. Dipping dyeing or printing is carried out by a known method using a dyeing bath or printing paste prepared by dispersing one or a mixture of two or more of the dyes represented by in an aqueous medium in a conventional manner.
この染色浴又は捺染糊を調製するには、分散剤として、
たとえばナフタレンスルホン酸とホルムアルデヒドの縮
合物、高級アルコール硫酸エステル、または高級アルキ
ルベンゼンスルホン酸塩などが使用される。また上記の
染色浴又は、捺染糊を使用して染色を行うに際しては、
必要に応じてキヤリヤ一としてフエニルフエノール類、
クロロベンゼン類、ヒドロキシ安息香酸エステル類、フ
エニルメチルカルビノール類又は、アルキルナフタレン
類を使用することもできる。ポリエステル系繊維を浸染
するには、上記のようにして所望の染色濃度に応じた染
色浴に仕立て、高温染色の場合には、１２０〜１３０℃
で６０〜１２０分間染色した後、常法に従つてソーピン
グする。同じくキヤリヤ一染色の場合には、染色浴に前
記キヤリヤ一を適当量添加して、８０〜１００℃で染色
を行なつた後、常法によりソーピングする。To prepare this dyeing bath or printing paste, as a dispersant,
For example, a condensate of naphthalene sulfonic acid and formaldehyde, a higher alcohol sulfuric acid ester, or a higher alkylbenzene sulfonate is used. In addition, when dyeing using the above dyeing bath or printing paste,
Phenylphenols as a carrier if necessary,
It is also possible to use chlorobenzenes, hydroxybenzoic acid esters, phenylmethyl carbinols or alkylnaphthalenes. To dye polyester fibers, prepare a dyeing bath according to the desired dyeing concentration as described above, and in the case of high-temperature dyeing, dye the bath at 120 to 130°C.
After staining for 60 to 120 minutes, soaping is carried out in a conventional manner. Similarly, in the case of carrier dyeing, an appropriate amount of the carrier is added to the dyeing bath, dyeing is carried out at 80 to 100 DEG C., and then soaping is carried out in a conventional manner.
またセルロースエステル系繊維を浸染するには上記のよ
うに染色浴を仕立て８０〜１００℃で６０〜１２０分間
染色を行なつた後、ソーピングする。本発明方法に従つ
て、合成繊維類を染色すると耐光性、昇華性および樹脂
加工後の耐洗たく性などの諸堅牢度にすぐれた青色色調
の染色物を得ることができる。本発明を実施例に従つて
更に詳細に説明するが、本発明はその要旨を超えない限
り、以下の実施例に制約されるものではない。In addition, in order to dye cellulose ester fibers, a dyeing bath is prepared as described above, dyeing is carried out at 80 to 100° C. for 60 to 120 minutes, and then soaping is carried out. When synthetic fibers are dyed according to the method of the present invention, it is possible to obtain a blue-toned dyed product with excellent light fastness, sublimation resistance, and resistance to washing after resin processing. The present invention will be described in more detail with reference to Examples, but the present invention is not limited to the following Examples unless it exceeds the gist thereof.
実施例 １
下記構造式
で表わされる染料０．５９をナフタレンスルホン酸−ホ
ルムアルデヒド縮合物１ｇと高級アルコール硫酸エステ
ル２９を含む水３ｊに分散させて染浴を調製した。Example 1 A dye bath was prepared by dispersing 0.59% of a dye represented by the following structural formula in 3j of water containing 1g of a naphthalene sulfonic acid-formaldehyde condensate and 29% of a higher alcohol sulfuric ester.
この染浴にポリエステル繊維１００９を浸漬し、１３０
℃で６０分間染色した後、ソーピング、水洗、乾燥処理
することにより、耐光堅牢度及び昇華堅牢度の良好な青
色のポリエステル繊維染色物が得られた。Polyester fiber 1009 was immersed in this dye bath, and 130
After dyeing at ℃ for 60 minutes, soaping, water washing, and drying treatments yielded a blue colored polyester fiber dyeing with good light fastness and sublimation fastness.
また、極大吸収波長λＭａｘ（クロロホルム中）は、６
５０ｎｍであつた。本実施例で使用した染料は、３−ア
ミノ−５−ニ） ドロー２．１−ベンゾイソチアゾール
を常法に従つてジアゾ化し、８−γ−メトキシプロピル
アミノキノリンにカツプリングさせて製造した。In addition, the maximum absorption wavelength λMax (in chloroform) is 6
It was 50 nm. The dye used in this example was produced by diazotizing 3-amino-5-di) 2.1-benziisothiazole in a conventional manner and coupling it to 8-γ-methoxypropylaminoquinoline.
実施例 ２
下記構造式
で表わされるアゾ染料０．５９をナフタレンスルホン酸
−ホルムアルデヒド縮合物１．５９と高級アルコール硫
酸エステル１ｇを含む水３１１に分散させ、これにメチ
ルナフタレン系キヤリヤ一１５ｇを加えて染浴を調製し
た。Example 2 0.59 of an azo dye represented by the following structural formula was dispersed in 311 of water containing 1.59 of a naphthalene sulfonic acid-formaldehyde condensate and 1 g of higher alcohol sulfate, and 15 g of a methylnaphthalene carrier was added thereto. A dye bath was prepared.
この染浴にポリエステル繊維１００ｆ！を浸漬し、１０
０℃で９０分間染色した後、ソーピング、水洗、乾燥処
理することにより耐光堅牢度、昇華堅牢度の良好な青色
ポリエステル繊維染色物が得られた。また、極大吸収波
長λＭａｘ（クロロホルム中）は、６４５ｎｍであつた
。本実施例で使用した染料は３−アミノ−５−ニトロー
Jメ[ヨード一２．１−ベンゾイソチアゾールを常法に従
つてジアゾ化し、８−β−アセトキシエチルアミノキナ
ルジンにカツプリングさせて製造した。100 f polyester fibers in this dye bath! Soak for 10
After dyeing at 0° C. for 90 minutes, soaping, washing with water, and drying treatments yielded a dyed blue polyester fiber with good light fastness and sublimation fastness. Further, the maximum absorption wavelength λMax (in chloroform) was 645 nm. The dye used in this example was 3-amino-5-nitro
It was produced by diazotizing J-method-2,1-benziisothiazole according to a conventional method and coupling it with 8-β-acetoxyethylaminoquinaldine.
実施例 ３
実施例１と同様の方法により、下記表２に示す１染料を
用いてポリエステル繊維を染色し、下表に示す色調の諸
堅牢度の優れた染色物を得た。Example 3 Polyester fibers were dyed in the same manner as in Example 1 using one of the dyes shown in Table 2 below to obtain dyed products with excellent color fastness in the color tones shown in the table below.
Claims (1)
＾１は水素原子又はハロゲン原子を示し、Ｒ＾２はＣ＿
１〜Ｃ＿４アルキル基；ヒドロキシ基、Ｃ＿１〜Ｃ＿４
アルコキシ基、シアノ基、塩素原子、臭素原子、Ｃ＿１
〜Ｃ＿４アルコキシカルボニル基、アセトキシ基、プロ
ピオニルオキシ基、ベンゾイルオキシ基、Ｃ＿１〜Ｃ＿
４アルコキシカルボニルオキシ基、フルフリル基、テト
ラヒドロフルフリル基、モルホリノ基、カルバモイル基
、Ｃ＿１〜Ｃ＿４アルキル置換カルバモイル基、フルフ
リルオキシ基、テトラヒドロフルフリルオキシ基、フル
フリルオキシカルボニル基、テトラヒドロフルフリルオ
キシカルボニル基、Ｃ＿１〜Ｃ＿４アルコキシＣ＿１〜
Ｃ＿４アルコキシ基、Ｃ＿１〜Ｃ＿４アルコキシＣ＿１
〜Ｃ＿４アルコキシカルボニル基、ヒドロキシＣ＿１〜
Ｃ＿４アルコキシ基又はアセトキシＣ＿１〜Ｃ＿４アル
コキシ基で置換されたＣ＿１〜Ｃ＿４アルキル基；ベン
ジル基；β−フェニルエチル基；又はアリル基を示し、
Ｒ＾３は水素原子又はメチル基を示す。 ）で表わされる分散型モノアゾ染料を使用することを特
徴とする合成繊維類の染色法。[Claims] 1 The following general formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R
^1 represents a hydrogen atom or a halogen atom, and R^2 represents C_
1-C_4 alkyl group; hydroxy group, C_1-C_4
Alkoxy group, cyano group, chlorine atom, bromine atom, C_1
~C_4 alkoxycarbonyl group, acetoxy group, propionyloxy group, benzoyloxy group, C_1~C_
4-alkoxycarbonyloxy group, furfuryl group, tetrahydrofurfuryl group, morpholino group, carbamoyl group, C_1-C_4 alkyl-substituted carbamoyl group, furfuryloxy group, tetrahydrofurfuryloxy group, furfuryloxycarbonyl group, tetrahydrofurfuryloxycarbonyl group, C_1-C_4 alkoxy C_1-
C_4 alkoxy group, C_1 to C_4 alkoxy C_1
~C_4 alkoxycarbonyl group, hydroxyC_1~
C_4 alkoxy group or C_1 to C_4 alkyl group substituted with acetoxyC_1 to C_4 alkoxy group; benzyl group; β-phenylethyl group; or allyl group,
R^3 represents a hydrogen atom or a methyl group. ) A dyeing method for synthetic fibers characterized by using a dispersed monoazo dye represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP51140440A JPS5934826B2 (en) | 1976-11-22 | 1976-11-22 | Dyeing method for synthetic fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP51140440A JPS5934826B2 (en) | 1976-11-22 | 1976-11-22 | Dyeing method for synthetic fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5365480A JPS5365480A (en) | 1978-06-10 |
| JPS5934826B2 true JPS5934826B2 (en) | 1984-08-24 |
Family
ID=15268686
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP51140440A Expired JPS5934826B2 (en) | 1976-11-22 | 1976-11-22 | Dyeing method for synthetic fibers |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5934826B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4132074A1 (en) * | 1991-09-26 | 1993-04-01 | Basf Ag | AZO DYES WITH A CHINOLINE SERIES CLUTCH COMPONENT |
-
1976
- 1976-11-22 JP JP51140440A patent/JPS5934826B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5365480A (en) | 1978-06-10 |
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