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Aramide primary amine fluorescent whitening agent suitable for silk and preparation method thereof

A technology of fluorescent whitening agent and primary aramide, applied in chemical instruments and methods, luminescent materials, organic chemistry, etc., can solve the problems of poor washing fastness and few varieties of fluorescent whitening agents

Active Publication Date: 2021-08-27
浙江理工大学上虞工业技术研究院有限公司 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are fewer varieties of fluorescent whitening agents suitable for silk on the market, and there are problems such as poor washing fastness.

Method used

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  • Aramide primary amine fluorescent whitening agent suitable for silk and preparation method thereof
  • Aramide primary amine fluorescent whitening agent suitable for silk and preparation method thereof
  • Aramide primary amine fluorescent whitening agent suitable for silk and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1, fluorescent whitening agent P-1,

[0040]

[0041] The synthetic route of fluorescent whitening agent P-1 is as follows figure 1 Shown, its preparation method is specifically as follows:

[0042] Under ice bath conditions, weigh RF-1 (CAS: 33963-93-8) (5.41g, 5mmol), anhydrous potassium carbonate (1.39g, 10mmol) in a 250mL three-necked flask, and replace with nitrogen (vacuum / Nitrogen replacement was repeated 3 times to remove oxygen and water vapor), after N 2 Add p-phenylenediamine (2.16g, 20mmol) under protection and stirring conditions, and then add 30mL of anhydrous DMF as a solvent for reaction. After 1 hour of reaction, remove the ice bath, and react at room temperature (15-25°C) for 23 hours in light; Filter out the salt, add 90ml of acetone to the gained filtrate so that the solid is precipitated, leave to stand for 0.5h and filter, the gained filter cake is rinsed with ethyl acetate (10ml×3) to remove excess p-phenylenediamine, and the gain...

Embodiment 2

[0055] Embodiment 2, fluorescent whitening agent P-2

[0056]

[0057] The synthetic route of fluorescent whitening agent P-2 is as follows Figure 6 Shown, its preparation method is specifically as follows:

[0058] Under ice-bath conditions, weigh RF-2 (CAS: 2116527-08-1) (5.24g, 0.005mol), anhydrous potassium carbonate (1.39g, 0.01mol) in a 250mL three-necked flask, and replace with nitrogen (pumping Vacuum / nitrogen replacement was repeated 3 times to remove oxygen and water vapor), after N 2 Under protection and stirring conditions, p-phenylenediamine (2.16 g, 0.02 mol) was added, and then 30 mL of anhydrous DMF was added as a solvent for reaction. After 1 h of reaction, the ice-water bath was removed, and the reaction was carried out at room temperature for 23 h in light. After the reaction was completed, the solution obtained from the reaction was filtered to remove salt, and the obtained filtrate was added with 90ml of acetone to precipitate the solid. After standi...

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Abstract

The invention discloses a primary aramide fluorescent whitening agent suitable for silk, including fluorescent whitening agent P‑1 and fluorescent whitening agent P‑2. The present invention also provides the synthetic method of above-mentioned 2 kinds of primary aramide fluorescent whitening agents at the same time: under the protection of inert gas, RF-1 / RF-2, anhydrous potassium carbonate, p-phenylenediamine and solvent are preceded in ice bath condition React for 50-70 minutes, and then react for 22-24 hours under shading at room temperature; the resulting reaction product is post-treated to obtain fluorescent whitening agent P-1 / fluorescent whitening agent P-2. In the present invention, p-phenylenediamine is introduced into both ends of the reactive stilbene fluorescent whitening agent, thereby synthesizing two novel water-soluble primary aramide fluorescent whitening agents P-1 and P-2, which are modified by Mannich reaction to covalently bonded to silk; this method has mild dyeing conditions, energy saving and environmental protection, and can fundamentally solve the problem of silk fiber fastness to wet treatment.

Description

technical field [0001] The invention relates to a primary aramide fluorescent whitening agent suitable for silk and a preparation method thereof. Background technique [0002] Silk is a continuous long fiber that is coagulated by the silk fluid secreted by cooked silkworms when they cocoon. Silk has a beautiful and light appearance, soft and smooth texture, and has good moisture absorption and air permeability. It occupies an important position in high-end textile fabrics. However, silk fiber contains a small amount of yellow pigment, even after bleaching, it still has a part of yellow light, which affects the quality. [0003] Fluorescent whitening agent is a category in the "Dye Index" and can also be considered a "white dye". Fluorescent whitening agents can absorb ultraviolet rays (330-380nm) invisible to the naked eye, and make molecules enter an excited state. In order to return to a low-energy state, the excited state molecules will release energy in the form of blue...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/70C07D401/14C09K11/06D06L4/60
CPCC07D251/70C07D401/14C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/1059D06L4/60
Inventor 崔志华郭庆王星
Owner 浙江理工大学上虞工业技术研究院有限公司
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