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Polystyrene-graft-succinic carboxylic acid resin

A technology of butanedicarboxylic acid and polystyrene, applied in the field of functional polymers, can solve the problems of low loading of butanedicarboxylic acid, difficulty in obtaining PS resin, and affecting performance

Inactive Publication Date: 2010-11-10
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

N.OGAWA et al. (N.OGAWA, K.HONMYO, K.HARADA, A.SUGH, J.APPl.Polym.Sci[J], 1984,29:2851) combined maleic anhydride with styrene and divinyl Benzene is subjected to three-way copolymerization, and a resin containing butanedicarboxylic acid structure can be obtained by hydrolysis. The resin obtained by this method not only has a low loading of butanedicarboxylic acid (2.6mmol / g), but also some functional groups of butanedicarboxylic acid Inside the resin and affect its performance
In addition, Zhu Yan et al. (Yan Zhu, Chem Yongxin, Ye Mingli, James S.Fritz, J.Chromatogr.A.[J], 2005, 1085:18) used PS resin obtained by cross-linking polymerization of styrene and divinylbenzene The pendant double bond and maleic anhydride carry out radical polymerization, although the resin that the surface contains butanedicarboxylic acid is obtained after hydrolysis, but He Binglin et al. (Jiang L., Wang S.T., He B.L., React.Polym.[J], 1990, 12: 269) found that after the copolymerization of styrene and divinylbenzene, only a small amount of unreacted dangling double bonds remained in the polymer, which made it difficult for maleic anhydride to obtain the required load by the method described. butanedicarboxylic acid modified PS resin

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 0.1g PS-acyl-Cl resin (crosslinking degree: 7% divinylbenzene, particle size: 200μm) into a single-necked flask, add dimethyl sulfoxide, swell for 12h, add 6.4g maleic anhydride, 0.05g CuCl , 0.08g 2,2'-bipyridine, vacuuming and nitrogen filling were alternately carried out 5 times, and the reaction was carried out under magnetic stirring at 110°C for 24h under nitrogen atmosphere. A PS resin grafted with maleic anhydride in a loading amount of 6.6 mmol / g was obtained.

[0026] Take 0.1 g of the above resin in a single-necked flask, add 10 mL of 0.5 mol / L NaOH solution, hydrolyze at 40 °C for 10 h, filter with a sand core, soak in 0.8 mol / L hydrochloric acid solution and wash it with deionized water several times until The washing liquid was neutral, and the supported amount was 12.1 mmol / g of carboxylic acid resin and 6.0 mmol / g of butanedicarboxylic acid resin.

Embodiment 2

[0028] Add 0.1g PS-acyl-Cl resin (crosslinking degree: 85% divinylbenzene, particle size: 1000μm) into a single-necked flask, add dimethyl sulfoxide, swell for 8h, add 7.2g maleic anhydride, 0.05g CuCl , 0.2mL of pentamethyldiethylenetriamine, evacuated and filled with nitrogen alternately for 5 times, and reacted with magnetic stirring at 80°C for 20h under nitrogen atmosphere. A PS resin grafted with maleic anhydride in a loading amount of 5.7 mmol / g was obtained.

[0029] Take 0.1 g of the above resin in a single-necked flask, add 10 mL of 1.5 mol / L NaOH solution, hydrolyze for 3 hours at 55 ° C, filter with a sand core, soak in 2 mol / L hydrochloric acid solution, and then wash it with deionized water for several times until clean The liquid was neutral, and a carboxylic acid resin with a supported amount of 10.4 mmol / g was obtained.

Embodiment 3

[0031] Add 0.1g PS-acyl-Br resin (crosslinking degree: 7% divinylbenzene, particle size: 10μm) into a single-necked flask, add N,N'-dimethylformamide, swell for 10h, add 12.6g Malay Acid anhydride, 0.07g CuBr, 0.2mL tetramethylethylenediamine, vacuumize and nitrogen-filled alternately 5 times, and react under magnetic stirring at 110°C for 6h under nitrogen atmosphere. A PS resin grafted with maleic anhydride in a loading amount of 7.8 mmol / g was obtained.

[0032] Take 0.1 g of the above resin in a single-necked flask, add 10 mL of 0.2 mol / L NaOH solution, hydrolyze at 80°C for 5 hours, filter with a sand core, soak in 0.5 mol / L hydrochloric acid solution and wash it with deionized water for several times until The cleaning liquid was neutral, and the carboxylic acid resin with a supported amount of 14.3 mmol / g was obtained.

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Abstract

The invention discloses a polystyrene-graft-succinic carboxylic acid resin and a preparation method thereof, and particularly relates to the field of functional polymer. The invention is characterized in that the polystyrene-graft-succinic carboxylic acid resin is prepared by carrying out atom transfer radical polymerization and hydrolysis on functionalized polystyrene resin and maleic anhydride. The resin prepared by the method is high loading capacity carboxylic acid type cation exchange resin, also has a succinic acid structure unit having chelation action with transition metal. The carboxylic acid loading capacity of the carboxylic acid resin reaches to 0-15.2mmol / g-dry agent, and the loading capacity of succinic carboxylic acid reaches to 0-7.6mmol / g-dry agent.

Description

technical field [0001] The invention belongs to the field of functional polymers. Specifically relates to a polystyrene-graft-butanedicarboxylic acid resin and a preparation method thereof. Background technique [0002] Functionalized (linear, cross-linked and structured microspheres) polystyrene resin (PS) has a very wide range of applications. There are many ways to functionalize PS, such as: halogenation, nitration, sulfonation, metallation, acylation, alkylation, etc. [0003] Butanedicarboxylic acid structural units can form chelate rings with metal ions (Zhang Xianglin, Complex Chemistry, Metallurgical Industry Press [M], 1979). N.OGAWA et al. (N.OGAWA, K.HONMYO, K.HARADA, A.SUGH, J.APPl.Polym.Sci[J], 1984,29:2851) combined maleic anhydride with styrene and divinyl Benzene is subjected to three-way copolymerization, and a resin containing butanedicarboxylic acid structure can be obtained by hydrolysis. The resin obtained by this method not only has a low loading of ...

Claims

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Application Information

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IPC IPC(8): C08F257/02C08F222/08C08F8/12
Inventor 刘晓宁魏荣卿仲玉
Owner NANJING UNIV OF TECH
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