CN104312201A - Red reactive dye for nylon - Google Patents

Abstract

The invention relates to a red reactive dye for nylon. The reactive dye is shown as the formula (I). The red reactive dye for nylon can be used for dying fibers such as cotton, hairs, nylon and the like, has a good dyeing effect when being applied to dyeing nylon fibers, has bright color, good fixation effect and high performance fastness, has good reproducibility and stability during dyeing, can be prepared simply and can be operated conveniently.

Description

A kind of nylon red reactive dyes

Technical field

The present invention relates to reactive dyestuff field, particularly be a kind of red reactive dyes and preparation method thereof.

Background technology

Current reactive dyestuffs have been popularize very much for the dyeing of cellulosic fibre, and it has lovely luster.The features such as fastness ability is good, easy to use.But along with the development of dye techniques, high colour-fast rate, high-performance, oligosaprobic environmental protection type dye becomes main development direction.Nylon fiber is in the market with acid or metallized dye dyeing mostly.Not only fixation is low, and wet fastness is poor, and metallized dye pollutes comparatively large, is not suitable with the development trend of dyestuff.Dyestuff of the present invention is a kind of red reactive dyes.Can be used for the dyeing of the fibers such as cotton, hair, nylon, the effect being applied to dyeing nylon fibers is best, and not only bright in colour, fixation is good, and has good performance fastness.Have good circulation ratio and stability in dyeing course, preparation process is simple, convenient operation.

Summary of the invention

The object of the invention is preparation one red reactive dye, these reactive dyestuffs have such as formula (I) general structure:

R ₁for-SO ₃m or-OCH ₃;

R ₂for-CH ₃;-H;-SO ₂cH ₂cH ₂oSO ₃m or-SO ₂cH=CH ₂;

R ₃for-H;-CH ₃;-SO ₃m;-OCH ₃;-SO ₂cH ₂cH ₂oSO ₃m or-SO ₂cH=CH ₂;

M is-Na or-K.

Present invention also offers the preparation method of described reactive dyestuffs, comprise the steps:

A () .H acid (1-amino-8-hydroxyl naphthalene-3,6-disulfonic acid, the lower H of abbreviation acid) is dissolved: H acid is joined in beaker the making beating that adds water, regulate pH=5.5 ~ 7.5 with aqueous sodium carbonate, H acid is dissolved completely, for subsequent use.

(b). a step condensation reaction: add trash ice in another beaker, cyanuric chloride and ice milling aid, stir 3 minutes, start to drip step (a) solution, after finishing, industrial sodium bicarbonate regulates reaction pH=2.0 ~ 3.0, insulation reaction 4 ~ 6 hours, and it is terminal that tlc detects H acid complete reaction; Obtain a contracting thing; For subsequent use.

(c). two step condensation reactions: add position ester between N-ethyl in step (b) reaction solution, industrial sodium carbonate regulates pH=5 ~ 7, to be warming up under 15 ~ 30 DEG C of conditions stirring reaction 5 ~ 10 hours; TLC plate one contracting thing complete reaction is terminal, obtains two contracting things; For subsequent use.

(d). diazotization: add a gram Li Xiding para-ester in another beaker, add trash ice, under being cooled to 0 ~ 8 DEG C of condition, add hydrochloric acid, add Sodium Nitrite diazotization fast, keep the micro-indigo plant of starch potassium iodide paper, stirring reaction 2 hours, add thionamic acid after having reacted and eliminate unreacted nitrous acid, for subsequent use.

(e) coupling: the diazonium salt obtained by step (d) is added drop-wise in two contracting things prepared by step (c), sodium carbonate controls reaction pH=5 ~ 7.0, tlc analysis two contracting thing is terminal by coupling completely, i.e. obtained formula (I) reactive dyestuffs.

Preferably, the preparation method of above-mentioned dyestuff, also comprises the steps: to saltout, spraying dry, obtains finished product dyestuff.

The beneficial effect that the present invention has:

Dyestuff of the present invention is a kind of red reactive dyes.Can be used for the dyeing of the fibers such as cotton, hair, nylon, the effect being applied to dyeing nylon fibers is best, and not only bright in colour, fixation is good, and has good performance fastness.Have good circulation ratio and stability in dyeing course, preparation process is simple, convenient operation.

Embodiment

Below by specific embodiment, the invention will be further described, but do not limit protection scope of the present invention.

Embodiment 1

A kind of red reactive dyes, the structural formula of this red reactive dyes is as follows:

The preparation method of this red reactive dyes, comprises the steps:

A () .H acid (1-amino-8-hydroxyl naphthalene-3,6-disulfonic acid, the lower H of abbreviation acid) is dissolved: join in beaker by the H of 100% amount acid 34.1g, add the making beating of 200ml water, aqueous sodium carbonate with 15% regulates pH=6.5 ~ 7, and H acid is dissolved completely, for subsequent use.

(b). a step condensation reaction: add trash ice 200g in another beaker, the cyanuric chloride 18.8g of 100% amount and ice milling aid 3, stir 3 minutes, 30 ~ 45 minutes used times dripped step (a) solution, after finishing, industrial sodium bicarbonate regulates reaction pH=2.0 ~ 2.5, insulation reaction 4 hours, and it is terminal that tlc detects H acid complete reaction.For subsequent use.

(c). two step condensation reactions: position ester 30.9g between the N-ethyl adding 100% amount in step (b) reaction solution, industrial sodium carbonate regulates pH=6 ~ 6.5, to be warming up under 20 ~ 25 DEG C of conditions stirring reaction 5 ~ 6 hours; TLC plate one contracting thing complete reaction is terminal.For subsequent use.

(d). diazotization: gram Li Xiding para-ester 32.5g adding 100% amount in another beaker, add trash ice 200g, under being cooled to 0 ~ 5 DEG C of condition, processing industry hydrochloric acid 15.8g, add the Sodium Nitrite 7.33g diazotization of 100% amount fast, keep the micro-indigo plant of starch potassium iodide paper, stirring reaction 2 hours, add thionamic acid after having reacted and eliminate unreacted nitrous acid, for subsequent use.

E () coupling: be added drop-wise to by the diazonium salt obtained by step (d) in two contracting things prepared by step (c), sodium carbonate controls reaction pH=6.0 ~ 7.0, and tlc analysis two contracting thing is terminal by coupling completely.Through saltouing, filtering, pull an oar, spraying dry gets product dyestuff.

The performance of red reactive dyes prepared by the embodiment of the present invention 1 is as follows:

Light fastness	Metal to-metal contact	Wet friction	To soap colourity	Acid sweat stain colourity	Alkali sweat stain colourity
						4 grades	4-5 level	4-5 level	4 grades	4 grades	4-5 level

?

Cellulose acetate fibre staining

Cotton staining

Polymeric amide staining

Polyester staining

Acrylic fibers staining

Wool staining

Soap

4-5 level

4-5 level

4-5 level

4 grades

4-5 level

4 grades

Acid sweat stain

5 grades

4-5 level

4-5 level

5 grades

4-5 level

4 grades

Alkali sweat stain

4-5 level

4-5 level

4-5 level

4-5 level

4-5 level

4-5 level

Ice milling aid mentioned in the present invention consists of dioxane 30% according to volume percent, trolamine 30%, chloroform 30%, acetic acid 10%.

Dyestuff of the present invention and preparation of dyestuff method are several times described by specific embodiment, those skilled in the art can use for reference content appropriate change raw material process condition of the present invention and link realizes other objects corresponding, its relevant change does not depart from content of the present invention, so similar replacement and change are apparent for a person skilled in the art, be all deemed to be included in scope of the present invention.

Claims (2)

1. a red reactive dye, is characterized in that: these reactive dyestuffs have such as formula (I) general structure:

R ₁for-SO ₃m or-OCH ₃;

R ₂for-CH ₃;-H;-SO ₂cH ₂cH ₂oSO ₃m or-SO ₂cH=CH ₂;

R ₃for-H;-CH ₃;-SO ₃m;-OCH ₃;-SO ₂cH ₂cH ₂oSO ₃m or-SO ₂cH=CH ₂;

M is-Na or-K.

2. the preparation method of red reactive dyes described in claim 1, is characterized in that: comprise the steps:

A () .H acid (1-amino-8-hydroxyl naphthalene-3,6-disulfonic acid, the lower H of abbreviation acid) is dissolved: H acid is joined in beaker the making beating that adds water, regulate pH=5.5 ~ 7.5 with aqueous sodium carbonate, H acid is dissolved completely, for subsequent use.

(b). a step condensation reaction: add trash ice in another beaker, cyanuric chloride and ice milling aid, stir 3 minutes, start to drip step (a) solution, after finishing, industrial sodium bicarbonate regulates reaction pH=2.0 ~ 3.0, insulation reaction 4 ~ 6 hours, and it is terminal that tlc detects H acid complete reaction; Obtain a contracting thing; For subsequent use;

(c). two step condensation reactions: add position ester between N-ethyl in step (b) reaction solution, industrial sodium carbonate regulates pH=5 ~ 7, to be warming up under 15 ~ 30 DEG C of conditions stirring reaction 5 ~ 10 hours; TLC plate one contracting thing complete reaction is terminal, obtains two contracting things; For subsequent use;

(d). diazotization: add a gram Li Xiding para-ester in another beaker, add trash ice, under being cooled to 0 ~ 8 DEG C of condition, add hydrochloric acid, add Sodium Nitrite diazotization fast, keep the micro-indigo plant of starch potassium iodide paper, stirring reaction 2 hours, add thionamic acid after having reacted and eliminate unreacted nitrous acid, for subsequent use;

(e) coupling: the diazonium salt obtained by step (d) is added drop-wise in two contracting things prepared by step (c), sodium carbonate controls reaction pH=5 ~ 7.0, tlc analysis two contracting thing is terminal by coupling completely, i.e. obtained formula (I) reactive dyestuffs.