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Application of 4,4'-diaminostilbene-2,2'-disulfonic acid derivative

A technology of diaminostilbene and disulfonic acid, used in reactive dyes, luminescent materials, organic chemistry, etc., can solve the problems of low color fixing rate and poor fastness of fluorescent whitening agents, and achieve improved fastness and The effect of color fixing rate, reducing dyeing cost and reducing energy consumption

Inactive Publication Date: 2014-06-25
SHANGHAI ANOKY GRP +5
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is to overcome the defects of low color fixation rate and poor fastness of existing fluorescent whitening agents on cotton cloth, and provide a class of 4,4'-diaminostilbene-2, Application of 2'-disulfonic acid derivatives

Method used

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  • Application of 4,4'-diaminostilbene-2,2'-disulfonic acid derivative
  • Application of 4,4'-diaminostilbene-2,2'-disulfonic acid derivative
  • Application of 4,4'-diaminostilbene-2,2'-disulfonic acid derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Embodiment 1 prepares compound A1 (compound A1 is R in compound A 1 for -N(CH 2 CH 2 Oh) 2 and R 2 for compound of)

[0041] Step a): Preparation of Compound C

[0042]

[0043] Add 8ml of sodium hydroxide solution (100g / L) into 30ml of aqueous solution of 0.01mol 4,4-diaminostilbene-2,2’-disulfonic acid to make the pH of the solution 7, ready for use. Another 0.02mol cyanuric chloride (compound E) was beaten in 30ml of water, after the beating was sufficient, the above-mentioned 4,4-diaminostilbene-2,2'-disulfonate sodium solution was added to it for about 1 hour After the addition is completed, react at pH 1 to 7 for 2 to 4 hours to obtain the crude product of Compound C.

[0044] Step b): Preparation of compound B1 (compound B1 is R in compound B 2 for compound of)

[0045]

[0046] Dissolve 0.02mol of para-ester (that is, 4-sulfonylsulfonylaniline) in 10.6mL of sodium carbonate solution (100g / L) to make the pH of the solution 6~7, then add this...

Embodiment 2

[0052] Embodiment 2 prepares compound A7 (compound A7 is R in compound A 1 for and R 2 for compound of)

[0053] Step a): Preparation of Compound C

[0054]

[0055] Add 8ml of sodium hydroxide solution (100g / L) to 30ml of aqueous solution of 0.01mol 4,4-diaminostilbene-2,2'-disulfonic acid to make 4,4-diaminostilbene-2 ,2'-disulfonic acid was completely dissolved. Then the above solution was added to a uniformly dispersed mixture of 0.02mol cyanuric chloride and 40ml water, and reacted at pH 1~7 for 2~4 hours to obtain the crude product of compound C.

[0056] Step b): Preparation of compound B 1 (compound B 1 is R in compound B 2 for compound of)

[0057]

[0058] Add 50ml of para-ester (0.02mol) solution to the crude product of compound C (0.01mol) obtained in step a), raise the temperature to 30-40°C, keep it warm for 5-7 hours, and keep the pH at 4-7 to obtain the crude product of compound B1.

[0059] Step c): Preparation of Compound A7

[0060] ...

Embodiment 3~9

[0063] Embodiment 3~9 prepares compound A26, A3, A27, A5, A28, A29 and A6

[0064] Among them, compound A26 is R in compound A 1 for-NH 2 and R 2 for compound of;

[0065] Compound A3 is R in compound A 1 for -N(C 2 h 5 ) 2 and R 2 for compound of;

[0066] Compound A27 is R in compound A 1 for and R 2 for compound of;

[0067] Compound A5 is R in compound A 1 for and R 2 for compound of;

[0068] Compound A28 is R in compound A 1 for and R 2 for compound of;

[0069] Compound A29 is R in compound A 1 for and R 2 for compound of;

[0070] Compound A6 is R in compound A 1 for and R 2 for compound of.

[0071] The preparation method of compounds A26, A3, A27, A5, A28, A29 and A6 is the same as the preparation method of compound A1 in Example 1, and the HPLC purity of the above compounds is between 60% and 80%.

[0072] The 7 compounds were purified and analyzed by infrared spectrometer, and had the following common...

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Abstract

The invention discloses an application of a 4,4'-diaminostilbene-2,2'-disulfonic acid derivative as shown in formula A. The 4,4'-diaminostilbene-2,2'-disulfonic acid derivative disclosed by the invention can improve the fastness and the degree of fixation of a fluorescent whitening agent, and the dyeing temperature is about 60 DEG C and is far lower than that of the traditional fluorescent whitening agent, so that the energy consumption can be reduced and the dyeing cost can be reduced. In formula A, R1 refers to -NH2; -NH2 substituted by 1-2 groups selected from alkyl of C1-C4, the alkyl of the C1-C4 substituted by 1-2 hydroxyls and the alkyl of the C1-C4 substituted by 1-2 carboxyls; anilino; and the anilino formed by substituting hydrogen on a benzene ring for 1-2 groups selected from -SO3Na, -COCH3 and halogen atom; or saturated cyclic amino of C3-C5 containing 0-2 hetero atoms selected from O and S; and R2 is as shown in the descriptione.

Description

technical field [0001] The present invention relates to the application of a class of 4,4'-diaminostilbene-2,2'-disulfonic acid derivatives. Background technique [0002] The fluorescent whitening agent converts the invisible ultraviolet radiation absorbed by the product into purple-blue fluorescent radiation, which complements the original yellow light radiation to become white light, and improves the whiteness of the product under sunlight. [0003] Fluorescent brighteners have been widely used in industries such as textiles, papermaking, washing powder, and pigments. Fluorescent whitening agent is applied to cotton fiber, mainly used in the pretreatment of cotton cloth to improve the problem of insufficient whiteness and vividness of cotton cloth. [0004] However, the traditional fluorescent whitening agent is mainly combined with the fiber through the directness of the brightening agent in the process of dyeing cotton, so there are often problems such as poor fastness ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B62/503C09B62/04C09K11/06C07D251/70D06P1/38D06P3/58D06P3/66D06P3/02D06P3/14D06P3/04D06P3/82
Inventor 周洁赵敏
Owner SHANGHAI ANOKY GRP
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