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Biology functional rigid and flexible blocking copolymer and preparation method thereof

A conjugated polymer and biofunctionalization technology, applied in the field of biofunctionalized materials, can solve the problems of high toxicity and poor biocompatibility of organisms, and achieve reduced toxicity, good biocompatibility, and biofunctionalization Effect

Inactive Publication Date: 2009-06-03
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, traditional conjugated polymers still have the disadvantages of poor biocompatibility and high toxicity to organisms as biosensing materials; biocompatibility modification of conjugated polymers to reduce the toxicity of conjugated polymers has become an important issue. current research hotspots

Method used

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  • Biology functional rigid and flexible blocking copolymer and preparation method thereof
  • Biology functional rigid and flexible blocking copolymer and preparation method thereof
  • Biology functional rigid and flexible blocking copolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1, the synthesis of polyfluorene as the rigid flexible block conjugated polymer of rigid segment

[0040]

[0041] 1. Synthesis of poly(9,9-dioctyl)fluorene

[0042] Synthesis of 2,7-dibromo-9,9-dioctyl-fluorene: Mix 10.0 g of 2,7-dibromofluorene and 1.0 g of tetrabutylammonium bromide, add 50 mL of dimethyl sulfoxide, and stir the mixture , followed by the addition of 12 mL of NaOH in water (50% w / w). Further, 13.5 mL of 1-bromooctane was added to the mixture. After stirring the reaction at room temperature for 5 hours, 200 mL of ethyl acetate was added to the reaction mixture, and then NaOH precipitate was filtered out. Wash the organic extract with 200 mL of dilute hydrochloric acid and 2×150 mL of brine. Next, the organic layer was dried, concentrated and purified by silica gel chromatography with petroleum ether as the washing solution. The product was recrystallized from ethanol and dried to obtain 15.2 g of 2,7-dibromo-9,9-dioctyl-fluorene (90% ...

Embodiment 2

[0048] Embodiment 2, the synthesis of polyphenylene as the rigid flexible block conjugated polymer of rigid segment

[0049]

[0050] 1. Synthesis of poly(2,5-dioctyloxy)benzene

[0051] Synthesis of 1,4-dibromo-2,5-bis(octyloxy)-benzene: 2,5-dibromophenol (5.4g, 20mmol), potassium carbonate (13.8g, 0.2mol), 18-crown- 6 (50mg), and 1-bromooctane (41.83mL, 0.24mol) and 200ml of anhydrous acetone, heated to reflux for 48 hours. After the reaction mixture was cooled to room temperature, excess acetone and 1-bromooctane in the system were removed by vacuum distillation. The residue was extracted with dichloromethane and washed with 5% sodium hydroxide followed by water. The organic layer was separated and dried over anhydrous magnesium sulfate. After removing the solvent, it was recrystallized from a mixture of chloroform and n-hexane to obtain 5.9 g of white crystals (60% yield).

[0052] Synthesis of hydroxyl-terminated poly(2,5-dioctyloxy)benzene: Ni(COD) 2 (2g, 12.8mmo...

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Abstract

The invention relates to a rigid and flexible block copolymer with biological compatibility and a preparation method thereof. A tri-block copolymer comprising a series of linear copolymers and flexible water soluble polymethacrylate ester (ethylene glycol) is synthesized through organic metal reaction by taking a polymethacrylate ester (ethylene glycol) (Mn is equal to 360) monomer as the raw material. The synthesized material can be applied to bioluminescence detection and the like. Most importantly, the polymethacrylate ester (ethylene glycol) monomer has good biological compatibility; and the synthesized block copolymer with the flexible polymethacrylate ester (ethylene glycol) is a polymer with high biological compatibility; and for a hydroxyl group is arranged at the tail end, the bio-functionalization can be furthered conducted to the polymer.

Description

technical field [0001] The invention belongs to the technical field of biofunctional materials, and in particular relates to a biocompatible three-block conjugated polymer and a preparation method thereof. technical background [0002] Conjugated polymers have the properties of metal conductivity and inorganic semiconductor, and their photoelectric properties will change with the change of the external environment, which makes them have broad application prospects in chemical and biological sensing. However, traditional conjugated polymers still have the disadvantages of poor biocompatibility and high toxicity to organisms as biosensing materials; biocompatibility modification of conjugated polymers to reduce the toxicity of conjugated polymers has become an important issue. current research hotspot. [0003] The invention synthesizes a kind of rigid-flexible block conjugated polymer by introducing biocompatible chain segments into the conjugated polymer to improve the bioc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00
Inventor 黄维范曲立李迪
Owner NANJING UNIV OF POSTS & TELECOMM
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