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Trithio ester compounds containing quantitative sulfate ethyl sulfone group, and synthesis method and application thereof

A technology of sulfate ethyl sulfone and trithioester, which is applied in the fields of dyeing, textiles and papermaking, can solve the problems of no chemical bond between latex and natural fiber, low dispersion and stability of latex particles, etc., and achieve good application Foreground, wide range of applicable monomers, good reproducibility

Active Publication Date: 2015-06-10
英创新材料(绍兴)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, limited by the reaction between "epoxy groups" and "isocyanate groups" and acidic compounds, non-ionic poly-N, N -Dimethacrylamide, polyacrylamide or polyhydroxyethyl acrylate, which makes miniemulsion and emulsion polymerization, RAFT reagent only provides latex particles with non-ionic chain-based steric hindrance effect protection, and the dispersion and stabilization efficiency of latex particles not tall
In addition, in patents ZL201110228766.1 and ZL 201110228461.0, there is no description of chemical bonds between latex and natural fiber hydroxyl or amino groups

Method used

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  • Trithio ester compounds containing quantitative sulfate ethyl sulfone group, and synthesis method and application thereof
  • Trithio ester compounds containing quantitative sulfate ethyl sulfone group, and synthesis method and application thereof
  • Trithio ester compounds containing quantitative sulfate ethyl sulfone group, and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Preparation of monomer containing sulfate ethylsulfone groups (monomer A):

[0055] Weigh 2.0g of p-(β-sulfate ethylsulfone) aniline (Formula 6) and add it to 30g of DMF, stir until it dissolves, then transfer the solution into a 100mL three-neck flask, raise the temperature to 80°C, and add 0.9763g of epoxy The monomer (formula 9) and 0.5mL formic acid were reacted for 5 hours, the temperature was lowered to stop the reaction, and the monomer (formula 10) containing sulfated ethyl sulfone groups, ie, monomer A, was obtained. The curve of reaction conversion rate as a function of time is shown as figure 1 shown.

[0056] After reacting for 5 hours, the conversion rate of (β-sulfate ethyl sulfone) aniline and the epoxy monomer with the structure of formula 9 is close to 100%. From this, the monomer A can be calculated, which is the structure of formula 10.

[0057]

Embodiment 2

[0059] Preparation of amphiphilic structure macromolecular RAFT reagent containing "sulfate ethyl sulfone group", the structural formula is as formula III.

[0060] Put the following reagents into a 250mL three-necked flask equipped with a reflux condenser, nitrogen inlet and feed port: 30 grams of dioxane, 1.50 grams of small molecule RAFT reagent (when n=12, the corresponding structural formula of formula II), azobis Cyanovaleric acid 0.12 g and N,N-dimethylacrylamide 12.73 g. After passing high-purity (99.99%) nitrogen gas through the above device for 1 hour, it was immersed in a water bath at 80° C. under magnetic stirring, and reacted for 5 hours. The curve of reaction conversion rate as a function of time is shown as figure 2 shown.

[0061] Continue to add 21 grams of dioxane, 0.12 grams of azobiscyanovaleric acid, the monomer (i.e., monomer A) 18.13 of the formula 10 structure prepared in Example 1 containing ethylsulfone sulfate group in the there-necked flask gra...

Embodiment 3

[0065] The preparation of the macromolecular RAFT reagent with amphiphilic structure containing "sulfate ethyl sulfone group", the structural formula is as formula IV.

[0066] Put the following reagents into a 250mL three-necked flask equipped with a reflux condenser, a nitrogen inlet, and a feed port: 21 grams of dioxane, 1.50 grams of small molecule RAFT reagent (when n=12, the corresponding structural formula of formula II), azobis Cyanovaleric acid 0.12 g and acrylic acid 9.25 g. After passing high-purity (99.99%) nitrogen gas through the above device for 1 hour, it was immersed in a water bath at 80° C. for 2 hours to react. The curve of reaction conversion rate as a function of time is shown as image 3 shown.

[0067] Continue to add 21 grams of dioxane, 0.12 grams of azobiscyanovaleric acid, the monomer (i.e., monomer A) 18.13 of the formula 10 structure prepared in Example 1 containing ethylsulfone sulfate group in the there-necked flask gram, continued to react i...

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Abstract

The invention discloses trithio ester compounds containing quantitative sulfate ethyl sulfone group, which are disclosed as Formula I. The compounds have a hydrophilic / oleophylic amphiphilic structure, and the sulfate ethyl sulfone group capable of performing bonding reaction with fibers is positioned between the hydrophilic chain segment and the oleophylic chain segment. The invention also discloses a synthesis method of the trithio ester compounds containing quantitative sulfate ethyl sulfone group, which is simple and easy to implement and has the characteristics of mild conditions, high operability, favorable reproducibility and the like. The compounds are subjected to emulsion polymerization to prepare polymer microspheres, and the polymer microsphere emulsion can obviously enhance the adhesive force of the adhesive for fabrics, so that the fabric pigment can not shed. The trithio ester compounds containing quantitative sulfate ethyl sulfone group, polymer microspheres and method for preparing the polymer microspheres have favorable application prospects.

Description

technical field [0001] The invention relates to the field of trithioester compounds, in particular to a trithioester compound containing quantitative sulfate ethyl sulfone groups, a synthesis method and application thereof. Background technique [0002] In the printing and dyeing of cotton and silk fabrics, the pigment particles that have no adhesion to the fibers need to be fixed on the surface of the fabric with the help of adhesive latex. The high adhesion between the adhesive film and the fabric is to achieve The key to high color fastness of pigment-dyed fabrics. At present, reactive adhesives are mostly used to achieve high fastness bonding. [0003] Reactive adhesive latex usually has functional groups that can chemically bond with cotton fiber hydroxyl groups and silk fiber hydroxyl groups or amino groups. During paint dyeing, the adhesive film is chemically bonded to fabric fibers through the reaction of these functional groups, so that The fabric obtains high col...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08F220/38C08F212/08C08F220/18D06P1/52
Inventor 杨雷韩剑砺王瑞英沈一峰
Owner 英创新材料(绍兴)有限公司
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