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Hyperbranched water-soluble conjugated polymer and preparation method thereof

A kind of hyperbranched polymer, conjugated polymer technology

Active Publication Date: 2012-09-12
大庆再创科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In aqueous solution, due to the joint action of the two forces of the hydrophobic effect of the conjugated main chain and the hydrophilic effect of the flexible side chain, the linear molecules with a rigid structure tend to form an aggregated configuration, which causes fluorescence self-quenching; its one-dimensional Rigid structures not only limit their solubility in water, but also limit the sufficient interaction with the substances to be detected, especially biomolecules with hierarchical structures, reducing the detection sensitivity

Method used

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  • Hyperbranched water-soluble conjugated polymer and preparation method thereof
  • Hyperbranched water-soluble conjugated polymer and preparation method thereof
  • Hyperbranched water-soluble conjugated polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Monomers (1), (2) and (3), monomer A in a hyperbranched reaction, were prepared by 2 , A 2 ’, and B 3 . Feed (1), (2) and (3) in different ratios, such as 10:11:1, 20:22:1, and then Pd(PPh 3 ) 4 / CuI catalyzed by the Sonogashira reaction to couple the three, after 3 days of reaction, put into

[0019] A certain proportion of bromobenzene was reacted for another day to obtain neutral hyperbranched conjugated polymer P1, and further quaternized with trimethylamine to obtain hyperbranched water-soluble conjugated polymer P1'.

[0020]

[0021]

[0022]

[0023]

Embodiment 2

[0025] Same as Example 1, prepare monomers (2) and (3), use the following method to synthesize monomer (4), feed (4), (2) and (3) in different ratios, such as 10:11: 1, 20:22:1 equal ratio, then in Pd(PPh 3 ) 4 Under the catalysis of / CuI, the three are coupled by Sonogashira reaction. After 3 days of reaction, a certain proportion of bromobenzene is added, and then reacted for 1 day to obtain neutral hyperbranched conjugated polymer P2, which is further quaternized with trimethylamine reaction to obtain hyperbranched water-soluble conjugated polymer P2'.

[0026]

[0027]

[0028]

Embodiment 3

[0030] Same as Example 1, prepare monomer (1), react (4) with the following method to obtain monomer (5), then feed (1), (5) and m-tribromobenzene in different proportions, such as 10: 11:1, 20:22:1 equal ratio, then in Pd(PPh 3 ) 4 / K 2 CO 3 Under catalysis, the three are coupled by Suzuki reaction. After 3 days of reaction, a certain proportion of bromobenzene is added, and then reacted for 1 day to obtain neutral hyperbranched conjugated polymer P3, which is further quaternized with trimethylamine. The hyperbranched water-soluble conjugated polymer P3' was obtained.

[0031]

[0032]

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Abstract

The invention relates to a hyperbranched water-soluble conjugated polymer and a preparation method thereof, wherein a hyperbranched reaction method of A2+A2'+B3 is adopted for the polymer, and aromatic structure units such as intermediate tribromobenzene and derivatives thereof are taken as the core (B3) of the hyperbranched polymer to carry out organic metal catalytic reaction with monomers (A2 and A2') containing phenyl, 9, 9-bireplacing fluorenyl and other aromatic structures, so as to synthesize a series of hyperbranched conjugated polymers containing water soluble groups in the side chain.. The synthesizing method is simple, furthermore, the cores of the polymers, a connecting group and the hydrophilic side chains of the polymers can be controlled respectively, so as to obtain the hyperbranched water-soluble conjugated polymers having different spatial structures. The polymer is a fluorescent sensing material having high sensitivity and can make up the deficiency that the detection sensitivity is reduced as fluorescent extinguishes automatically due to easy gathering of the conventional linear water-soluble conjugated polymer in water; furthermore, the branched structure is beneficial for sufficient interaction with biomolecules to be detected; therefore, the hyperbranched water-soluble conjugated polymer and the preparation method are expected to be well applied in chemical / biological sensing.

Description

technical field [0001] The invention belongs to the technical field of chemical / biological sensing materials, and in particular relates to a water-soluble hyperbranched conjugated polymer and a preparation method thereof. Background technique [0002] Water-soluble conjugated polymers mainly refer to conjugated polymers containing ionic functional group side chains, which have attracted more and more widespread and eager attention in the past decade, mainly because of their unique photoelectric properties that can be Diversified applications in information technology fields such as new generation chemical / bioluminescence sensing. These compounds combine the excellent optoelectronic properties of traditional conjugated polymers with the water solubility of polyelectrolytes. On the one hand, as conjugated polymers, they generally have strong light-absorbing properties in the ultraviolet-visible region, and have the property of "molecular wires", that is, electrons or energy c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/02C09K11/06G01N21/64
Inventor 黄艳琴黄维曹国益任厚基刘兴奋
Owner 大庆再创科技有限公司
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