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Functionalized polystyrene polymer as well as preparation method and application thereof

A polystyrene and polystyrene technology, applied in the field of functionalized polystyrene polymers and their preparation, can solve the problems of expensive, harsh reaction conditions, unsatisfactory site selectivity, etc., and achieve low cost, high reaction mild effect

Active Publication Date: 2022-05-20
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the post-functionalization methods developed above usually have some disadvantages. For example, some reaction conditions are relatively harsh, which may easily cause the polymer skeleton to break and cause problems such as molecular weight reduction and PDI increase; some reactions are often accompanied by high activity. Cross-linking and other side reactions occur, which makes the polymer difficult to dissolve and loses its original good processability; some methods require the use of expensive, water / oxygen-sensitive noble metal catalysts, so it is difficult to use them on a large scale in the industrialization process; Finally, what is more important is that most post-functionalization methods cannot satisfy good site selectivity, and each post-functionalization site will produce multiple isomers, which directly increases the complexity of the polymer structure, which is not Conducive to the study of polymer structure-activity relationship and the improvement of comprehensive performance

Method used

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  • Functionalized polystyrene polymer as well as preparation method and application thereof
  • Functionalized polystyrene polymer as well as preparation method and application thereof
  • Functionalized polystyrene polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050]

[0051] Under air atmosphere, polystyrene (1340mg, 10mmol) (n=954) and thianthrene sulfoxide (2320mg, 10mmol) were dissolved in 40mL of dichloromethane, and trifluoromethanesulfonic anhydride (8460mg , 30mmol), mix well, slowly rise to room temperature and react for 24h, after the reaction is completed, the reaction solution is diluted (1mL dichloromethane), then sinks into ethyl acetate, filters, washes with water, filters, and vacuum-dries to obtain formula II Polystyrene thianthracene salt represented by -1 (pale yellow solid product, 4446 mg, yield 95%). figure 1 It is a schematic diagram of the hydrogen nuclear magnetic resonance spectrum of the polystyrene thianthracene salt prepared in Example 1 of the present invention. 1 H NMR (400MHz, DMSO-d 6 )δ8.46(s,2H),7.80(s,6H),6.69(s,4H),2.98(s,1H),1.24(s,2H).

[0052] Under nitrogen atmosphere, dissolve the polystyrene thianthracene salt (468mg, 1mmol) represented by formula II-1 in 4mL N,N-dimethylformamide, add...

Embodiment 2

[0054]

[0055] Under nitrogen atmosphere, polystyrene thianthracene salt (468 mg, 1 mmol) represented by formula II-1 was dissolved in 4 mL of N,N-dimethylformamide, p-chlorophenylboronic acid (188 mg, 1.2 mmol), Sodium bicarbonate (252mg, 3mmol) and bis(tri-tert-butylphosphine)palladium (25mg, 0.05mmol) were mixed uniformly, reacted at room temperature for 12h, after the reaction was completed, concentrated in turn, precipitated in methanol, filtered, washed with water, After filtration and vacuum drying, the functionalized polystyrene polymer represented by formula I-2 was obtained (gray solid product, 189 mg, yield 88%). 1 H NMR (400MHz, Chloroform-d) δ7.26(d, J=1.8Hz, 6H), 6.54(s, 2H), 1.80(s, 1H), 1.47(s, 2H).

Embodiment 3

[0057]

[0058] Under nitrogen atmosphere, polystyrene thianthracene salt (468mg, 1mmol) represented by formula II-1 was dissolved in 4mL N,N-dimethylformamide, and 4-methoxyphenylboronic acid (182mg, 1.2 mmol), sodium bicarbonate (252mg, 3mmol), bis(tri-tert-butylphosphine) palladium (25mg, 0.05mmol) were mixed uniformly, reacted at room temperature for 12h, after the reaction was completed, concentrated successively, precipitated in methanol, filtered , washed with water, filtered, and vacuum-dried to obtain a functionalized polystyrene polymer represented by formula I-3 (light yellow solid product, 189 mg, yield 90%). 1 H NMR (400MHz, Chloroform-d) δ7.26(s,4H),6.80(s,2H),6.58(s,2H),3.78(s,3H),1.88(s,1H),1.68-1.16( m,2H).

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Abstract

The invention discloses a functionalized polystyrene polymer which has the following structural general formula: the functionalized polystyrene polymer provided by the invention can be used for preparing a polyelectrolyte material, and an obtained polyelectrolyte membrane has relatively high conductivity and has obvious practical application and industrialization prospects.

Description

technical field [0001] The invention belongs to the technical field of post-functionalization of polymers, and in particular relates to a functionalized polystyrene polymer and its preparation method and application. Background technique [0002] The functionalization of polymers is a hot area of ​​great interest in the industry. The introduction of functional groups into the polymer chain can improve the polymer's hydrophilicity, printability, compatibility with other materials, etc., which is conducive to the realization of high-performance polymer materials. Polystyrene polymers have excellent chemical and thermal stability and are important engineering plastics. Functionalized polystyrene polymers have many potential applications. In recent years, they have been widely concerned and researched in the fields of ion exchange membranes for fuel cells, biomedicine, organic synthesis, and petrochemicals. [0003] At present, the preparation of functionalized polystyrene pol...

Claims

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Application Information

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IPC IPC(8): C08F8/34C08F8/18C08F8/42C08F8/30C08F8/44C08F8/24C08F112/08H01M8/1023
CPCC08F8/00C08F8/34C08F8/18C08F8/42C08F8/30C08F8/44C08F8/24H01M8/1023C08F112/08Y02E60/50
Inventor 刘培念薛博欣黄盼盼朱明志付树青葛继红
Owner EAST CHINA UNIV OF SCI & TECH
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