CN104046054A - Crosslinking dyeing type fluorescent dye, preparation and application thereof - Google Patents
Crosslinking dyeing type fluorescent dye, preparation and application thereof Download PDFInfo
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- CN104046054A CN104046054A CN201410237957.8A CN201410237957A CN104046054A CN 104046054 A CN104046054 A CN 104046054A CN 201410237957 A CN201410237957 A CN 201410237957A CN 104046054 A CN104046054 A CN 104046054A
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- crosslinking
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Abstract
The invention discloses a crosslinking dyeing type fluorescent dye, a preparation method and application thereof. The crosslinking dyeing type fluorescent dye is a compound with a structure shown as the following general formula (I). The crosslinking dyeing type fluorescent dye provided by the invention has the advantages of simple preparation process, good fluorescence effect, high product solubility, bright color, excellent application performance, convenient use, and strong applicability.
Description
Technical field
The present invention relates to a kind of fluorescence dye, particularly relate to a kind of preparation and application of crosslinking dyeing type fluorescence dye.
Background technology
The visual effect of fluorescence dye had both comprised the color to visible light selective absorption rear generation, comprised again the fluorescence that they emit.It belongs to a kind of Functional dye, has both had the tinctorial property of conventional dyestuff, can launch fluorescence again, and the saturation ratio of fabric and vividness are improved.At present, the used for textiles fluorescence dye great majority on market are dispersed dye and cationic dyestuff, are mainly used in the dyeing of the chemical fibres such as terylene and acrylic fibers, and the fluorescence dye kind that is applicable to natural fiber dyeing rarely has report.
Benzimidizole derivatives can be launched stronger fluorescence in organic solvent and the aqueous solution, therefore people utilize the characteristic that its fluorescence quantum yield is higher, be applied to differentiate and analyze organic compound, medicine, and for the fluorescent mark of biomacromolecule.The DISPERSE YELLOW 8GFF and the cationic yellow X-10GFF that have in the market benzimidizole derivatives structure, for the dyeing of the chemical fibres such as terylene and acrylic fibers, the benzimidizole derivatives fluorescence dye that is applicable to natural fiber dyeing has no report.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of crosslinking dyeing type fluorescence dye of benzimidizole derivatives structure, can dye to cotton, hair, silk fabrics, is used for preparing fluorescent fabric.Particularly, the invention provides the compound of lower formula I:
（Ⅰ）
This compou nd synthesis method comprises the steps:
DISPERSE YELLOW 8GFF reacts according to mol ratio 1:2～1:3 with 2-chloroethyl amine hydrochloride in ethanolic soln, in temperature, be to react 20～24 hours under the condition of 65～75 ℃, after having reacted, rotary evaporation is removed alcohol solvent, compound (I) is precipitated out in acetone, filter, collect filter cake, obtain yellow product and be described crosslinking dyeing type fluorescence dye.
In aforesaid method, the structural formula of DISPERSE YELLOW 8GFF is:
2-chloroethyl amine hydrochloride chemistry registration number is CAS:870-24-6, and structural formula is:
.
This dyestuff to cotton, hair, silk fabrics crosslinking dyeing technique is: fabric is immersed under 25～35 ℃ of conditions to 3～5min in concentration 0.1～10g/L dye liquor, takes out fabric and on padding machine, roll except unnecessary dye liquor, pick-up 70～80%.Fabric immerses after airing in the solution that contains linking agent DAST at 25～35 ℃, DAST concentration 5～10g/L, and pH value 7～8, dipping time 3～5min, takes out fabric and on padding machine, rolls except unnecessary dye liquor, pick-up 70～80%.By fabric crosslinking reaction 10～15min at 60～70 ℃, reacted after washing, soaped, washed.
In aforesaid method, linking agent DAST is the compound that Lewis D M reports at European patent (0174794), structural formula be:
The crosslinking dyeing type fluorescence dye that the present invention produces, because containing two active amino in its dyestuff, can with in water, by linking agent, be connected by covalent linkage with natural fibers such as cotton, hair, silks, dyefastness is high.
Accompanying drawing explanation
Fig. 1 is that to the crosslinking dyeing schematic diagram of cotton fabric, (Cell-OH represents cotton fibre to crosslinking dyeing type fluorescence dye of the present invention; D-NH
2represent crosslinking dyeing type fluorescence dye of the present invention).
Embodiment
Above structure, preparation method and the application of crosslinking dyeing type fluorescence dye of the present invention are illustrated, below will be by embodiment to work further instruction of the present invention.
embodiment 1:
The present embodiment provides the preparation method of formula I compound:
Concrete preparation method is as follows:
DISPERSE YELLOW 8GFF reacts according to mol ratio 1:3 with 2-chloroethyl amine hydrochloride in ethanolic soln, in temperature, be to react 24 hours under the condition of 70 ℃, after having reacted, rotary evaporation is removed alcohol solvent, compound (I) is precipitated out in acetone, filter, collect filter cake, obtain yellow product and be described crosslinking dyeing type fluorescence dye.
embodiment 2:
The present embodiment provides the dyeing process of formula I compound to cotton fabric:
Concrete dyeing process is as follows:
Fabric is immersed under 25 ℃ of conditions to 3min in concentration 0.5g/L dye liquor, takes out fabric and on padding machine, roll except unnecessary dye liquor, pick-up 70%.Fabric immerses after airing in the solution that contains linking agent DAST at 25 ℃, DAST concentration 5g/L, and pH value 7, dipping time 3min, takes out fabric and on padding machine, rolls except unnecessary dye liquor, pick-up 70%.By fabric crosslinking reaction 15min at 60 ℃, reacted after washing, soaped, washed.Dyestuff dye uptake 99.1%.Dyeing theory as shown in Figure 1.
The prepared crosslinking dyeing type fluorescence dye application performance of the present invention is as follows:
Claims (3)
1. a crosslinking dyeing type fluorescence dye, the structural formula of compound that it is characterized in that it is (I):
（Ⅰ）。
2. the preparation method of the crosslinking dyeing type fluorescence dye as described in claim 1, it is characterized in that comprising the steps: that DISPERSE YELLOW 8GFF reacts according to mol ratio 1:2～1:3 with 2-chloroethyl amine hydrochloride in ethanolic soln, in temperature, be to react 20～24 hours under the condition of 65～75 ℃, after having reacted, rotary evaporation is removed alcohol solvent, compound (I) is precipitated out in acetone, filter, collect filter cake, obtain yellow product and be described crosslinking dyeing type fluorescence dye.
3. an application for the crosslinking dyeing type fluorescence dye as described in claim 1, is characterized in that as Crosslinking Dyes, cotton, hair, silk fabrics being dyeed.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410237957.8A CN104046054A (en) | 2014-06-02 | 2014-06-02 | Crosslinking dyeing type fluorescent dye, preparation and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410237957.8A CN104046054A (en) | 2014-06-02 | 2014-06-02 | Crosslinking dyeing type fluorescent dye, preparation and application thereof |
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| Publication Number | Publication Date |
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| CN104046054A true CN104046054A (en) | 2014-09-17 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410237957.8A Pending CN104046054A (en) | 2014-06-02 | 2014-06-02 | Crosslinking dyeing type fluorescent dye, preparation and application thereof |
Country Status (1)
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3014041A (en) * | 1958-06-19 | 1961-12-19 | Geigy Ag J R | Heterocyclic substituted coumarin colours |
| US20060166368A1 (en) * | 2005-01-26 | 2006-07-27 | Bio-Rad Laboratories, Inc. | Coumarin-based cyanine dyes for non-specific protein binding |
| CN103525117A (en) * | 2013-10-30 | 2014-01-22 | 苏州大学 | Hemicyanine fluorescent dye and preparation method and application thereof |
-
2014
- 2014-06-02 CN CN201410237957.8A patent/CN104046054A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3014041A (en) * | 1958-06-19 | 1961-12-19 | Geigy Ag J R | Heterocyclic substituted coumarin colours |
| US20060166368A1 (en) * | 2005-01-26 | 2006-07-27 | Bio-Rad Laboratories, Inc. | Coumarin-based cyanine dyes for non-specific protein binding |
| CN103525117A (en) * | 2013-10-30 | 2014-01-22 | 苏州大学 | Hemicyanine fluorescent dye and preparation method and application thereof |
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Application publication date: 20140917 |