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Method for preparing chiral poly-fluorene helical nano-fibers

A nanofiber and chiral technology, which is applied in the field of preparing chiral polyfluorene helical nanofibers by solvent chiral transfer method, can solve the problems of complex chiral monomers, complex manufacturing process, limitations, etc., and overcome the high price and overcoming Effects with complex synthesis steps and simple operation

Active Publication Date: 2015-05-06
苏州吉尼尔机械科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional preparation methods of polymer nanofibers, such as stretching, template synthesis, phase separation, self-assembly and spinning, etc., are not used in the actual production of helical nanofiber materials due to the shortcomings of complex manufacturing process and long engineering time. restricted
In particular, the preparation of chiral helical nanofibrous materials is greatly restricted
The chiral helical nanofibers reported so far are all prepared by polymers with chiral groups, which involves various problems in the synthesis of chiral polymers, such as the synthesis of extremely complex chiral monomers, expensive chiral Catalyst etc.
[0006] At present, chiral helical nanofibers with higher-level structures formed by self-assembly of achiral polymers induced by chiral solvents have not been reported.

Method used

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  • Method for preparing chiral poly-fluorene helical nano-fibers
  • Method for preparing chiral poly-fluorene helical nano-fibers
  • Method for preparing chiral poly-fluorene helical nano-fibers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] 1. Synthesis of 9,9-dioctylfluorene polymer

[0044]

[0045] 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di-n-octylfluorene (170.70 mg, 0.311 mmol), 2, 7-dibromo-9, 9-di-n-octylfluorene (200 mg, 0.311 mmol), tetrakis (triphenylphosphine) palladium (10.2 mg, 0.00883 mmol), tetrahydrofuran 4.5 mL and 2M Add 3.0 mL of potassium carbonate aqueous solution to the polymerization tube with a stirrer in turn, carry out the Suzuki condensation reaction at 80 °C for 72 h, pour the reactant into 500 mL of methanol / water (10:1, v / v) mixed solvent for precipitation, and suction filter After extraction with acetone and drying in a vacuum oven, the 9,9-dioctylfluorene polymer PF8 was obtained with a yield of 53.5%, a molecular weight of 29880 g / mol, and a molecular weight distribution index of 2.42. By controlling the condensation conditions, 9,9-dioctylfluorene polymers with different molecular weights can be obtained.

[0046] attached figure 1 For the NMR spectr...

Embodiment 2

[0056] Example 2 Preparation of 9, 9-dioctylfluorene polymer chiral helical nanofibers

[0057] Take 9,9-dioctylfluorene polymer with a molecular weight of 40000 g / mol: Dissolve 1.0 mg of 9,9-dioctylfluorene polymer in 10 mL ( R )-(+)-limonene solvent to prepare a limonene solution with a concentration of 0.1 mg / mL; heat the prepared solution at 70°C for 4.5h until the solution is completely dissolved, and then return the solution to room temperature; the obtained PF8 / ( R )-(+)-limonene solution was placed at -20℃ for 40 h to self-assemble, and 9, 9-dioctylfluorene polymer chiral helical nanofibers were obtained.

[0058] Dissolve 1.0 mg of 9,9-dioctylfluorene polymer in 2.5 mL ( S )-(-)-limonene solvent and prepared a limonene solution with a concentration of 0.4 mg / mL; heated the prepared solution at 90°C for 3.5 h until the solution was completely dissolved, and then returned the solution to room temperature; the obtained PF8 / ( S )-(-)-limonene solution was then placed at...

Embodiment 3

[0060] Example 3 Preparation of 9, 9-dioctylfluorene polymer chiral helical nanofibers

[0061] Take the 9,9-dioctylfluorene polymer of Example 1: Dissolve 1.0 mg of 9,9-dioctylfluorene polymer in 10 mL ( R )-(+)-limonene solvent to prepare a limonene solution with a concentration of 0.1 mg / mL; heat the prepared solution at 80°C for 4 h until the solution is completely dissolved, and then return the solution to room temperature; the obtained PF8 / ( R )-(+)-limonene solution was placed at -40°C for 100 min to self-assemble to obtain 9, 9-dioctylfluorene polymer chiral helical nanofibers.

[0062] Dissolve 1.0 mg of 9,9-dioctylfluorene polymer in 10 mL ( R )-(+)-limonene solvent to prepare a limonene solution with a concentration of 0.1 mg / mL; heat the prepared solution at 80°C for 4 h until the solution is completely dissolved, and then return the solution to room temperature; the obtained PF8 / ( R )-(+)-limonene solution was then placed at -30°C for 3 h to self-assemble, and 9...

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Abstract

The invention discloses a method for preparing chiral poly-fluorene helical nano-fibers. The method comprises the following steps: adding 9,9-dioctyl fluorene polymer into a (R)-(+)-limonene or (S)-(-)-limonene solution, and heating at the temperature of 70-90 DEG C to be dissolved so as to be prepared into a 0.1-0.4 mg / mL limonene solution; then cooling the limonene solution to room temperature; and finally, putting the limonene solution at the low temperature and self-assembling to obtain the chiral poly-fluorene helical nano-fibers. The influence of freezing time on polymer circular dichroism spectrum (CD), ultraviolet visible (UV-vis) spectrum and fluorescent (FL) spectrum is observed; after an assembly body is stabilized, the solution containing the chiral poly-fluorene helical nano-fibers is obtained. According to the method, a solvent chiral transfer technology is used for preparing chiral poly-fluorene helical nano-fibers by utilizing non-chiral polyfluorene at a first time, so that the problems of expensive cost and complicated synthetic steps of the preparation of spiral nano-fiber chiral reagents in a traditional synthetic method of the chiral polymer are solved.

Description

technical field [0001] The invention relates to a method for preparing helical nanofibers, in particular to a method for preparing chiral polyfluorene helical nanofibers by using a solvent chiral transfer method. Background technique [0002] Optically active chiral helical polymers have shown good application prospects in related fields such as chiral recognition, chiral separation, chiral catalysis, and chiral memory due to their unique properties unmatched by other polymers. common concern of the people. The reason why chiral helical polymers have excellent properties and broad application prospects that ordinary polymers do not have is that one of the essential mechanisms is due to their chiral structure characteristics, which in turn make them optically active, so Studying the relationship between chiral helical structure and optical activity has always been an important basic topic in biopolymer systems. [0003] Chiral helical polymers can be further divided into ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): D01F6/76
Inventor 张伟赵银王来兵朱秀林潘向强张正彪朱健
Owner 苏州吉尼尔机械科技有限公司
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