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Amphipathic AIE (aggregation-induced emission) molecule, synthetic method thereof, autofluorescence nano-micelle and application

A technology of aggregation-induced luminescence and synthesis method, which is applied in the field of autofluorescent nanomicelles, can solve the problems of rarely researched and reported amphiphilic AIE molecules, etc., and achieves the effect of easy purification and simple process

Inactive Publication Date: 2016-03-30
LIAONING NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] On the other hand, there are few studies and reports on amphiphilic AIE molecules

Method used

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  • Amphipathic AIE (aggregation-induced emission) molecule, synthetic method thereof, autofluorescence nano-micelle and application
  • Amphipathic AIE (aggregation-induced emission) molecule, synthetic method thereof, autofluorescence nano-micelle and application
  • Amphipathic AIE (aggregation-induced emission) molecule, synthetic method thereof, autofluorescence nano-micelle and application

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preparation example Construction

[0030] A method for synthesizing amphiphilic light-emitting molecules with aggregation-induced light-emitting characteristics of the present invention comprises the following steps: under a nitrogen atmosphere, heat and reflux polyetheramine as a reaction initiator and a grafting agent to obtain a brown Liquid product, the product is cooled to room temperature, washed with an organic solvent, filtered, and dried. The final product is brown waxy solid or syrup.

[0031] A method for synthesizing amphiphilic light-emitting molecules with aggregation-induced light-emitting properties of the present invention, wherein the structural formula of the reaction initiator polyetheramine is:

[0032] or ;

[0033]Wherein, X and Z are integers from 0 to 100, and Y is an integer from 5 to 500.

[0034] The invention relates to a method for synthesizing amphiphilic light-emitting molecules with aggregation-induced light-emitting properties, wherein the grafting agent is any one of carb...

Embodiment 1

[0045] Example 1: Synthesis of AFPEA-18 Luminescent Molecules

[0046] Synthesis method: Weigh a certain amount of JeffamineED2003 and stearic acid into a 50mL three-necked round bottom flask, the molar ratio of JeffamineED2003 to stearic acid is 1:2~1:2.2. Under the protection of nitrogen, heat to 160-200°C with magnetic stirring, react for 4-8 hours (detect the reaction time by TLC), stop heating, and obtain a brown liquid product. After the product was cooled to room temperature, it was washed with petroleum ether, filtered, and dried. The final product was a brown waxy solid. use 1 The structure of the product was characterized by HNMR, which confirmed that the product was compound AFPEA-18. 1 HNMR (500MHz, CDCl 3 )δ0.83(t,6H,J=5.6Hz),1.04~1.12(m,21H),1.20~1.23(m,56H),1.56(m,4H),2.09(t,4H,J=6.12Hz ), 3.59(m,170H).

Embodiment 2

[0047] Example 2: Synthesis of AFPEA-16 Luminescent Molecules

[0048] Synthetic method: similar to the synthetic method of Example 1, the difference is that the grafting agent is palmitic acid, and the product is a brown waxy solid. use 1 The structure of the product was characterized by HNMR, which confirmed that the product was compound AFPEA-16. 1 HNMR (500MHz, CDCl 3 )δ0.88(t,6H,J=6.75Hz),1.09~1.18(m,21H),1.25~1.28(m,48H),1.61(m,4H),2.14(t,4H,J=8.45Hz ),3.60~3.69(m,170H).

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Abstract

An amphipathic luminescent molecule with an AIE (aggregation-induced emission) characteristic is characterized in that a chemical structural formula of the luminescent molecule is shown in the specification, wherein X and Z are integers from 0 to 100, Y is an integer from 5 to 500, and each of an R1 group and an R2 group is any one of a linear or branched alkyl group, a naphthenic base, a heterocyclic alkyl group, an alkoxy group, an alkylamino group and halogenated alkyl group. A synthetic method comprises the following steps: polyether amine which is taken as a reaction initiator has a heating reflux reaction with a grafting agent in nitrogen atmosphere, a brown liquid product is obtained, washed with an organic solvent, filtered and dried, and a target product is obtained. The luminescent molecule is dissolved in water, and an autofluorescence nano-micelle is formed. The invention further provides an application of the autofluorescence nano-micelle. The problem of limited application of luminescent materials with the AIE characteristic due to hydrophobicity and toxicity in the prior art is solved.

Description

technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and specifically relates to an amphiphilic light-emitting molecule with aggregation-induced emission (AIE) characteristics and a synthesis method thereof and an amphiphilic light-emitting molecule with aggregation-induced emission (AIE) provided by the present invention. Self-assembled autofluorescent nanomicelles formed by characteristic luminescent molecules and their applications. Background technique [0002] Traditional fluorescent chromophores are mostly rigid planar molecules with large π-conjugated systems, which have high fluorescence quantum yields in dilute solutions, but the fluorescence is weakened or even does not emit light in the aggregated state, that is, aggregation leads to fluorescence quenching. (aggregationcausedquenching, ACQ) (Science, 1994, 265, 765; Nature, 1999, 397, 121). In practical applications, fluorescent materials often need to be made i...

Claims

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Application Information

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IPC IPC(8): C08G65/332C08G65/331C08G65/48C09K11/06H01L51/54G01N21/64
Inventor 刘春艳刘洋王菁张倩倩
Owner LIAONING NORMAL UNIVERSITY
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