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Uses of 4-bromomethylbiphenyl and 2-substituted 4'-bromomethylbiphenyl

A technology of bromomethyl biphenyl and biphenyl, which is applied in the field of biphenyl compounds, can solve problems such as no initiators, and achieve the effects of good fluorescence performance, enhanced fluorescence performance and high activity

Inactive Publication Date: 2006-05-03
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But there is no report of its use as an initiator

Method used

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  • Uses of 4-bromomethylbiphenyl and 2-substituted 4'-bromomethylbiphenyl
  • Uses of 4-bromomethylbiphenyl and 2-substituted 4'-bromomethylbiphenyl
  • Uses of 4-bromomethylbiphenyl and 2-substituted 4'-bromomethylbiphenyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: Preparation of polymers containing biphenyl groups at the end groups

[0026] The initiator 4-bromomethylbiphenyl (the molar ratio to the monomer is 1:25~1:500), the catalyst [pentamethyldiethyltriamine and cuprous bromide (or cuprous chloride) complex, the molar ratio of the two to the initiator is (0.5~1): 1:1], the monomer (styrene and methyl methacrylate) is added to the solvent (cyclohexanone, and the volume ratio of the monomer is 0 : 1 to 5: 1), seal the reaction vessel, then evacuate and fill with nitrogen, and carry out the polymerization reaction at the set temperature (within the range of 20 to 100° C.) in the reaction vessel after deoxygenation. To the set time (depending on the polymer molecular weight, monomer and temperature to be controlled, the time can range from 0.5 to 24 hours), take it out and add tetrahydrofuran to dilute, and then pour it into excess methanol with 1:1 hydrochloric acid Precipitate, filter. The polymer is dissolved in ...

Embodiment 2

[0027] Embodiment two: the preparation of the polymer that end group contains 2-cyanobiphenyl

[0028] The initiator 2-cyano-4'-bromomethylbiphenyl (the molar ratio to the monomer is 1:25~1:500), the catalyst [pentamethyldiethyltriamine and cuprous bromide (or Cuprous chloride) complexes, the molar ratio between the two and the initiator is (0.5~1): 1:1], monomers (styrene and methyl methacrylate) are added to the solvent cyclohexanone (with mono volume ratio of 0:1 to 5:1), the reaction vessel was sealed, and then repeatedly evacuated and filled with nitrogen. The reaction vessel after deoxygenation is subjected to polymerization reaction at a set temperature (from room temperature in the range of 20 to 100° C.). To the set time (depending on the polymer molecular weight, monomer and temperature to be controlled, the time can range from 0.5 to 24 hours), take it out and add tetrahydrofuran to dilute, and then pour it into excess methanol with 1:1 hydrochloric acid Precipita...

Embodiment 3

[0030] Embodiment three: the preparation of the polymer that terminal group contains 2-carboxylate biphenyl

[0031] The initiator 4'-bromomethylbiphenyl-2-carboxylate (the molar ratio to the monomer is 1:25~1:500), the catalyst [pentamethyldiethyltriamine and cuprous bromide ( or cuprous chloride), the molar ratio of the two to the initiator is (0.5~1): 1:1], the monomer (styrene and methyl methacrylate) is added to the solvent cyclohexanone (with In a monomer volume ratio of 0:1 to 5:1), the reaction vessel is sealed, and then repeatedly vacuumed and filled with nitrogen. The reaction vessel after deoxygenation is subjected to polymerization reaction at a set temperature (from room temperature in the range of 20 to 100° C.). To the set time (depending on the polymer molecular weight, monomer and temperature to be controlled, the time can range from 0.5 to 24 hours), take it out and add tetrahydrofuran to dilute, and then pour it into excess methanol with 1:1 hydrochloric ac...

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Abstract

The invention discloses the application of 4- methylbromide biphenyl and 2- substituted 4- methylbromide biphenyl as initiator in atom transfer free radical polymerization reaction as well as the initiation system comprised the initiator, cuprous halogenation and pentamethyldiethyltriamine by mole ratio as 0.5~1:1:1. This product has high activity and fit to reaction at room temperature; the obtained polystyrene and polymethyl methacryate has well fluorescence, can coordinate with Ag+ and Zn2+, and hydrolyzes ester group to improve its fluorescence.

Description

technical field [0001] The present invention relates to the new application of biphenyl compounds, especially the use of 4-bromomethyl biphenyl and 2-substituted 4'-bromomethyl biphenyl as initiator in atom transfer radical polymerization. Use, and the design of the corresponding trigger system. Background technique [0002] Living polymerization has the characteristics of no termination, no transfer, and the initiation rate is much greater than the growth rate. It is an important means to design and synthesize polymers with specific structures and properties. However, the commonly used living polymerization methods, such as anionic polymerization, cationic polymerization, and group transfer polymerization, have harsh reaction conditions and fewer suitable monomers. Radical polymerization has the advantages of mild reaction conditions, wide range of applicable monomers, diverse synthesis processes, simple operation, and low industrialization cost. ...

Claims

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Application Information

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IPC IPC(8): C08F4/50C08F112/08C08F120/14
Inventor 路建美张振江徐庆锋王丽华夏雪伟
Owner SUZHOU UNIV
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