JPS5975926A - Liquid composition - Google Patents

Liquid composition

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Publication number
JPS5975926A
JPS5975926A JP18668582A JP18668582A JPS5975926A JP S5975926 A JPS5975926 A JP S5975926A JP 18668582 A JP18668582 A JP 18668582A JP 18668582 A JP18668582 A JP 18668582A JP S5975926 A JPS5975926 A JP S5975926A
Authority
JP
Japan
Prior art keywords
liquid composition
ether
pigments
polyoxyethylene
desirable
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
JP18668582A
Other languages
Japanese (ja)
Other versions
JPS634857B2 (en
Inventor
Haruhei Ono
小野 晴平
Keizo Asai
浅井 敬造
Yasuhiro Hongo
本郷 保博
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.)
DIC Corp
Original Assignee
Dainippon Ink and Chemicals 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 Dainippon Ink and Chemicals Co Ltd filed Critical Dainippon Ink and Chemicals Co Ltd
Priority to JP18668582A priority Critical patent/JPS5975926A/en
Publication of JPS5975926A publication Critical patent/JPS5975926A/en
Publication of JPS634857B2 publication Critical patent/JPS634857B2/ja
Granted legal-status Critical Current

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  • Processes Of Treating Macromolecular Substances (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

PURPOSE:A liquid composition capable of forming a resin composition improved in exudation of vehicles, hazing and loss of mechanical properties and heat distortion temperature, comprising a dye or pigment, or an additive and polyoxyethylene alkylphenyl ether. CONSTITUTION:A liquid composition comprising a dye or pigement and/or an additive and a polyoxyethylene alkylphenyl ether. Of the compounds of formula I used, those in which R is a 1-20C alkyl, and n is 6-16 are desirable. Those in which n is 10-16 are partitionally desirable because of excellent heat resistance. Examples of these include commercially available polyoxyethylene octylphenyl ether, and polyoxyethylene nonylphenyl ether in which n is 1-16. Those in which n >=17 are not desirable because are pasty or solid at room temperature and do not form liquid compositions of suitable viscosities though the heat resistance is heated resistance is further improved.

Description

【発明の詳細な説明】 本発明は線状芳香族ポリエステル、ポリアミドおよびス
チレン系樹脂用液状着色剤および液状添加剤に関するも
のである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to liquid colorants and liquid additives for linear aromatic polyesters, polyamides and styrenic resins.

一般に合成繊維用原液着色剤としては、高度の分散と物
性が要求されるため合成樹脂中に高濃度に染顔料を分散
させたマスターパッチが使用されている。しかしながら
、その製造には予備混合装置や押出機等の混練装置が必
要で工程が複雑であり、また色換えに伴うロスが多く小
ロツト生産が困難であるため生産コストが高いという欠
点を有している。
Generally, as a stock colorant for synthetic fibers, a master patch is used in which dyes and pigments are dispersed at a high concentration in a synthetic resin because a high degree of dispersion and physical properties are required. However, its production requires a premixing device and a kneading device such as an extruder, making the process complicated, and it also has the disadvantage of high production costs because there is a lot of loss due to color changes, making small lot production difficult. ing.

また射出成形される汎用プラスチック用着色剤としてす
でに各種液状着色剤が実用化されているが、より高温で
混練されるポリエチレンテレフタレートやナイロン−6
では、ビヒクルのしみ出し、白化現象の発生、機械的物
性の低下、熱変形温度の低下等の問題の発生が著しく、
これらの樹脂に効果的な液状着色剤は知られていない。
In addition, various liquid colorants have already been put into practical use as colorants for general-purpose plastics that are injection molded, but polyethylene terephthalate and nylon-6, which are kneaded at higher temperatures,
However, problems such as vehicle seepage, whitening phenomenon, decrease in mechanical properties, and decrease in heat distortion temperature are noticeable.
No liquid colorant is known that is effective for these resins.

本発明者等は、溶融樹脂との相溶性が良好で顔料を容易
に均一に分散させるビヒクルについて鋭意研究したとこ
ろ、特定のアルキルフェニル型非イオン界面活性剤をビ
ヒクルとして用いた液状着色剤を線状芳香族ポリエステ
ル、ポリアミドおよびスチレン系樹脂の着色に使用した
場合には、従来の液状着色剤が有していた前記の如き諸
問題がほとんど発生しないことを見出し、本発明を完成
するに至った。
The present inventors have conducted extensive research on vehicles that have good compatibility with molten resin and can easily and uniformly disperse pigments, and have found that a liquid colorant using a specific alkylphenyl type nonionic surfactant as a vehicle has been developed. The inventors discovered that when used for coloring aromatic polyester, polyamide and styrene resin, the above-mentioned problems associated with conventional liquid colorants hardly occur, leading to the completion of the present invention. .

すなわち本発明は、染顔料および/又は添加剤と一般式 %式%() (式中、Rはアルキル基、nは1〜16を示す)で表さ
れるポリオキシエチレンアルキルフェニルエーテルとか
らなることを特徴とする線状芳香族ポリエステル、ポリ
アミドおよびスチレン系樹脂用液状組成物を提供するも
のである。
That is, the present invention consists of a dye/pigment and/or an additive and a polyoxyethylene alkylphenyl ether represented by the general formula % (in the formula, R is an alkyl group and n is 1 to 16). The present invention provides a liquid composition for linear aromatic polyester, polyamide, and styrenic resin, which is characterized by the following.

本発明で用いる染顔料としては、従来がら合成樹脂用に
用いられてきた公知の染顔料がいずれも使用できるが、
代表的にはカーボンブラック、酸化チタン、酸化鉄等の
無機顔料、フタロシアニン系、アゾ系、ジオキサジン系
、アントラキノン系、チオインジゴ系、イソインドリノ
ン系、ペリノン系、ペリレン系、キナクリドン系、キノ
フタロン系等の有機顔料、油溶性染料、スチルベン系、
オキサゾール系等の光輝剤などが挙げられる。
As dyes and pigments used in the present invention, any known dyes and pigments conventionally used for synthetic resins can be used, but
Typically, inorganic pigments such as carbon black, titanium oxide, iron oxide, phthalocyanine, azo, dioxazine, anthraquinone, thioindigo, isoindolinone, perinone, perylene, quinacridone, quinophthalone, etc. organic pigments, oil-soluble dyes, stilbenes,
Examples include brightening agents such as oxazole type.

また、添加剤としては、従来から綿状芳香族ポリエステ
ル、ポリアミドおよびスチレン系樹脂に用いられてきた
添加剤がいずれも使用でき、例えばペンタエリスリチル
−テトラキス(3−(3,5−ジターシャリ−ブチル−
4−ヒドロキシフェニル)プロピオネート〕の如きター
シャリ−ブチルフェノール系等の酸化防止剤、2−ヒド
ロキシ−4−オクトキシベンゾフェノンの如きベンゾフ
ェノン系光安定剤、2− (2−ヒドロキシ−5−メチ
ルフェニル)−2■−ベンゾトリアゾールの如きベンゾ
トリアゾール系光安定剤、4−オクチルフェニルサリシ
レートの如きサリシレート系光安定剤、エチル−3,5
−ジターシャリ−ブチル−4−ヒドロキシベンゾイルホ
スホネートニッケル(II)塩の如きニッケル錯体系光
安定剤、4−ベンゾイルオキシ=2.2.6.6−チト
ラメチルビペリジンの如きヒンダードアミン系光安定剤
等が挙げられる。
As additives, any of the additives conventionally used for cotton-like aromatic polyesters, polyamides, and styrene resins can be used, such as pentaerythrityl-tetrakis (3-(3,5-ditertiary-butyl) −
4-hydroxyphenyl)propionate]; benzophenone light stabilizers such as 2-hydroxy-4-octoxybenzophenone; 2-(2-hydroxy-5-methylphenyl)-2; ■-Benzotriazole light stabilizers such as benzotriazole, salicylate light stabilizers such as 4-octylphenyl salicylate, ethyl-3,5
- Nickel complex light stabilizers such as ditertiary-butyl-4-hydroxybenzoylphosphonate nickel(II) salt, hindered amine light stabilizers such as 4-benzoyloxy=2.2.6.6-titramethylbiperidine, etc. can be mentioned.

本発明ではビヒクルとして一般式(I)で表されるポリ
オキシエチレンアルキルフェニルエーテル〔以下、一般
式(1)の界面活性剤と記す〕を用いるが、なかでも好
ましいのは式中のRが1〜20のアルキル基、nが6〜
16の整数の場合であり、nが10〜16の整数の場合
には耐熱性が良いので特に好ましく、例えば、n−1〜
16の市販のポリオキシエチレンオクチルフェニルエー
テル、ポリオキシエチレンノニルフェニルエーテル、ポ
リオキシエチレンデシルフェニルエーテルおよびその混
合物等が挙げられる。、nが17以上の整数の場合には
耐熱性が更に向上するが、常温でペースト状あるいは固
体であり、好ましい粘度の液状組成物が得られないので
好ましくない。
In the present invention, a polyoxyethylene alkyl phenyl ether represented by the general formula (I) [hereinafter referred to as a surfactant of the general formula (1)] is used as a vehicle, but it is particularly preferable that R in the formula is 1 ~20 alkyl groups, n is 6~
This is the case when n is an integer of 16 to 16, and it is particularly preferable because the heat resistance is good. For example, n is an integer of 10 to 16.
16 commercially available polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene decylphenyl ether, and mixtures thereof. , n is an integer of 17 or more, the heat resistance is further improved, but it is not preferable because it is pasty or solid at room temperature and a liquid composition with a preferable viscosity cannot be obtained.

本発明の液状組成物は、25℃における粘度(BH型回
転粘度針、ローター阻7.2 Orpm )が50〜5
00ボイズであることが望ましく、通常の場合、一般式
(I)の界面活性剤100重量部に対して染顔料および
/又は添加剤を30〜150重量部の範囲で使用して粘
度を調整するが、なかでも、無機顔料を使用する場合に
は70〜150重景部の範重量好ましく、有機顔料ある
いは添加剤を使用する場合には40〜80重量部の@8
が好ましい。
The liquid composition of the present invention has a viscosity at 25°C (BH type rotational viscosity needle, rotor resistance 7.2 Orpm) of 50 to 5.
The viscosity is preferably adjusted by using dyes and pigments and/or additives in the range of 30 to 150 parts by weight per 100 parts by weight of the surfactant of general formula (I). However, when an inorganic pigment is used, a weight range of 70 to 150 parts by weight is preferred, and when an organic pigment or additive is used, a weight range of 40 to 80 parts by weight is preferred.
is preferred.

本発明の液状組成物を得るには、通常の場合、常温で所
定量の染顔料および/又は添加剤と一般式(1)の界面
活性剤とをホモミキサー、ディスパーミル等の一般の混
合機を使用して簡単に混合した後、ニーダ−13本ロー
ル、ボール案ル、コロイドミル、ダイノミル等の一般の
混練機で混練するが、なかでも溶融した線状芳香族ポリ
エステルあるいはポリアミド中に容易に溶解する染顔料
を用いる場合には、上記の如き混合機で十分に混合する
だけでよいので好ましい、この樺な好ましい染顔料とし
ては、例えば線状芳香族ポリエステル中に容易に溶解し
て鮮明な色調を呈することが特開昭53−12953号
、特開昭53−120760号、特開昭56−1207
56号および特開昭57−25353号に記載されてい
る特定のペリノン系顔料、チオインジゴ系顔料、イソイ
ンドリノン系顔料、アントラキノン系顔料等を挙げるこ
とができる。
In order to obtain the liquid composition of the present invention, a predetermined amount of dyes and pigments and/or additives and a surfactant of general formula (1) are usually mixed at room temperature using a general mixer such as a homomixer or a disper mill. After mixing briefly using a kneader, it is kneaded using a general kneading machine such as a 13-roll kneader, a ball mill, a colloid mill, or a dyno mill. When using dyes and pigments that dissolve, it is preferable because they only need to be sufficiently mixed in a mixer such as the one described above.A preferable dye and pigment such as birch is, for example, a dye that easily dissolves in a linear aromatic polyester and produces a clear color. JP-A No. 53-12953, JP-A-53-120760, and JP-A-56-1207 exhibit color tone.
Examples include specific perinone pigments, thioindigo pigments, isoindolinone pigments, and anthraquinone pigments described in No. 56 and JP-A No. 57-25353.

本発明の液状組成物を使用できる線状芳香族ポリエステ
ルとしては、例えばポリエチレンテレフタレート、ポリ
ブチレンテレフタレート等が、ポリアミドとしてはナイ
ロン6、ナイロン6・6、ナイロン6・10、ナイロン
12等が、スチレン系樹脂としては、ポリスチレン、A
S樹脂、ABS樹脂等がそれぞれ挙げられる。
Examples of linear aromatic polyesters that can be used in the liquid composition of the present invention include polyethylene terephthalate, polybutylene terephthalate, etc.; examples of polyamides include nylon 6, nylon 6.6, nylon 6.10, nylon 12, etc.; As the resin, polystyrene, A
Examples include S resin and ABS resin.

本発明の液状組成物は、染顔料および/又は添加剤を高
濃度に含有しているにもかかわらず、低粘度であり、且
つ分散性に優れるため、上記の如き熱可塑性樹脂との混
合で5− は、少量の添加で済み、通常実施されている激しい混練
の必要もな(、押出機のスクリュー先端部に注入添加し
た後、スタティックミキサー、ハイミキサー等の分散混
合機を通過させるだけで染顔料および/又は添加剤は十
分に分散され、得られた樹脂組成物にはビヒクルのしみ
出し、白化現象の発生、機械的物性の低下、熱変形温度
の低下等の問題がほとんど発生しない、更に、本発明の
液状組成物は、通常スクリュー先端部付近に注入添加さ
れるために、従来のマスターバッチ等の着色剤を使用す
る場合に比べて、染顔料および/又は添加剤が通過する
ことにより汚染される混合装置の部分が少なくて済むの
で、色替えを行うに際しての混合装置の洗浄が極めて容
易であるという利点もある。
Although the liquid composition of the present invention contains a high concentration of dyes and pigments and/or additives, it has a low viscosity and excellent dispersibility, so it cannot be mixed with the above thermoplastic resin. 5- Only a small amount is needed to be added, and there is no need for the usual intensive kneading. The dyes and pigments and/or additives are sufficiently dispersed, and the resulting resin composition has almost no problems such as exudation of vehicle, occurrence of whitening phenomenon, decrease in mechanical properties, and decrease in heat distortion temperature. Furthermore, since the liquid composition of the present invention is usually injected and added near the tip of the screw, dyes and pigments and/or additives are less likely to pass through than when using a conventional colorant such as a masterbatch. There is also the advantage that cleaning of the mixing apparatus when changing colors is extremely easy, since fewer parts of the mixing apparatus are contaminated by this.

この様にして本発明の液状組成物を添加して得られた樹
脂組成物には、ビヒクルのしみ出し、白化現象の発生、
機械的物性の低下、熱変形温度の低下等の問題がほとん
ど発生しない。
In the resin composition obtained by adding the liquid composition of the present invention in this way, exudation of the vehicle, occurrence of whitening phenomenon,
Problems such as a decrease in mechanical properties and a decrease in heat distortion temperature hardly occur.

以下に実施例により本発明の液状組成物をより詳細に説
明する。尚、例中の部および%はすべで重量基準である
The liquid composition of the present invention will be explained in more detail with reference to Examples below. In addition, all parts and percentages in the examples are based on weight.

実施例1 ポリエチレングリコールノニルフェニルエーテルCノイ
ゲンE^−80、n−6:一般式(1)参照、第−工業
製薬株式会社製〕100部に酸化チタン90部、ターシ
ャリープ6− チルフェノール系酸化防止剤(イルガノックス1222
  チル・ガイギー社N)を加え、ディスパーミルで混
合した後、3本ロールミルで分散練肉して、粘度100
ボイズ(BH型回転粘度計、ローターNn7.20 r
pm )の白色液状組成物を得た。得られた白色液状組
成物を、ポリエチレンテレフタレート99部に対して1
部の割合で、スタティックミキサーを備えた溶融紡糸装
置のスクリュー先端部に連続的に注入して添加し、30
0℃で紡糸して、酸化チタン濃度0.45%の分散性良
好な繊度15デニールの白色ポリエステル糸を得た。
Example 1 Polyethylene glycol nonylphenyl ether C Neugen E^-80, n-6: see general formula (1), manufactured by Dai-Kogyo Seiyaku Co., Ltd.] 100 parts, 90 parts of titanium oxide, Tertiary Leap 6-thylphenol oxidation Inhibitor (Irganox 1222
Chill Geigy N) was added, mixed with a disper mill, and then dispersed and kneaded with a 3-roll mill until the viscosity was 100.
Boies (BH type rotational viscometer, rotor Nn7.20 r
pm) was obtained. The obtained white liquid composition was added in an amount of 1 to 99 parts of polyethylene terephthalate.
30 parts by continuous injection into the screw tip of a melt spinning apparatus equipped with a static mixer.
The yarn was spun at 0° C. to obtain a white polyester yarn having a titanium oxide concentration of 0.45% and a fineness of 15 denier with good dispersibility.

実施例2 ポリエチレンテレフタレー1−の代りにナイロン−6を
用いた以外は実施例1と全く同様にして酸化チタン濃度
0.45%の分散性良好な繊度15デニールの白色ナイ
ロン糸を得た。
Example 2 A white nylon thread having a titanium oxide concentration of 0.45% and a fineness of 15 denier with good dispersibility was obtained in exactly the same manner as in Example 1 except that nylon-6 was used instead of polyethylene terephthalate 1-.

実施例3 ポリエチレングリコールオクチルフェニルエーテル(オ
クタボール100.n=]Q、三洋化成工業株式会社製
)100部にCIピグメントレッド88(チオインジゴ
系顔料)66.7部を加え、ホモミキサーで十分に混合
して、粘度150ボイズの赤色液状組成物を得た。得ら
れた赤色液状組成物を用い、実施例1と同様に溶融紡糸
して、顔料濃度0.4%の繊度10デニールの鮮明な赤
色ポリエステル糸を得た。
Example 3 66.7 parts of CI Pigment Red 88 (thioindigo pigment) was added to 100 parts of polyethylene glycol octylphenyl ether (Octaball 100.n=]Q, manufactured by Sanyo Chemical Industries, Ltd.) and thoroughly mixed with a homomixer. A red liquid composition with a viscosity of 150 voids was obtained. The obtained red liquid composition was melt-spun in the same manner as in Example 1 to obtain a bright red polyester yarn with a pigment concentration of 0.4% and a fineness of 10 denier.

実施例4 ポリエチレングリコールドデシルフェニルエーテル(ノ
イゲンEA−143、n= 13、第−工業製薬株式会
社製)100部に銅フタロシアニンブルー53.8部を
加え、ディスパーミルで混合後、3本ロールで十分に分
散練肉して粘度300ボイズの青色液状組成物を得た。
Example 4 53.8 parts of copper phthalocyanine blue was added to 100 parts of polyethylene glycol decylphenyl ether (Noogen EA-143, n=13, manufactured by Dai-Kogyo Seiyaku Co., Ltd.), mixed in a disper mill, and three rolls were sufficient. A blue liquid composition with a viscosity of 300 voids was obtained.

得られた青色液状組成物を、ポリエチレンテレフタレー
ト69部に対して1部の割合で溶融紡糸装置のホッパー
下に注入して添加し、300℃で紡糸して、顔料濃度0
.5%の分散性良好な繊度10デニールの青色ポリエス
テル糸を得た。
The obtained blue liquid composition was added by injecting it under the hopper of a melt spinning device at a ratio of 1 part to 69 parts of polyethylene terephthalate, and was spun at 300°C until the pigment concentration was 0.
.. A blue polyester yarn with a fineness of 10 denier and good dispersibility of 5% was obtained.

実施例5 ポリエチレンテレフタレートの代りにナイロン−6を用
いた以外は実施例4と全く同様にして顔料濃度0.5%
の分散性良好な繊度10デニールの青色ナイロン糸を得
た。
Example 5 The pigment concentration was 0.5% in the same manner as in Example 4 except that nylon-6 was used instead of polyethylene terephthalate.
A blue nylon thread with a fineness of 10 denier and good dispersibility was obtained.

特許出願人 大日本インキ化学工業株式会社227−Patent applicant: Dainippon Ink Chemical Industry Co., Ltd. 227-

Claims (1)

【特許請求の範囲】 染顔料および/又は添加剤と 一般式 (式中、Rはアルキル基、nは1〜16を示す)で表さ
れるポリオキシエチレンアルキルフェニルエーテルとか
らなることを特徴とする線状芳香族ポリエステル、ポリ
アミドおよびスチレン系樹脂用液状組成物。
[Scope of Claims] It is characterized by consisting of dyes and pigments and/or additives and polyoxyethylene alkylphenyl ether represented by the general formula (wherein R is an alkyl group and n is 1 to 16). A liquid composition for linear aromatic polyester, polyamide and styrenic resin.
JP18668582A 1982-10-26 1982-10-26 Liquid composition Granted JPS5975926A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP18668582A JPS5975926A (en) 1982-10-26 1982-10-26 Liquid composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP18668582A JPS5975926A (en) 1982-10-26 1982-10-26 Liquid composition

Publications (2)

Publication Number Publication Date
JPS5975926A true JPS5975926A (en) 1984-04-28
JPS634857B2 JPS634857B2 (en) 1988-02-01

Family

ID=16192843

Family Applications (1)

Application Number Title Priority Date Filing Date
JP18668582A Granted JPS5975926A (en) 1982-10-26 1982-10-26 Liquid composition

Country Status (1)

Country Link
JP (1) JPS5975926A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0575561U (en) * 1992-07-08 1993-10-15 株式会社野口ハードウェアー Mounting structure for handles
JP2009503168A (en) * 2005-07-25 2009-01-29 ビーエーエスエフ ソシエタス・ヨーロピア Solid pigment preparations containing water-soluble surfactant aids and antioxidants

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0575561U (en) * 1992-07-08 1993-10-15 株式会社野口ハードウェアー Mounting structure for handles
JP2009503168A (en) * 2005-07-25 2009-01-29 ビーエーエスエフ ソシエタス・ヨーロピア Solid pigment preparations containing water-soluble surfactant aids and antioxidants

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