Amphiphilic luminescent molecule with AIE (aggregation-induced emission) characteristic and preparation method

An aggregation-induced luminescence and amphiphilic technology, applied in the direction of luminescent materials, chemical instruments and methods, etc., to achieve the effect of broadening the application range, overcoming hydrophobicity and high toxicity, and simple process

Inactive Publication Date: 2019-07-12
LIAONING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Can be used in chemistry and biology, however few products are available

Method used

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  • Amphiphilic luminescent molecule with AIE (aggregation-induced emission) characteristic and preparation method
  • Amphiphilic luminescent molecule with AIE (aggregation-induced emission) characteristic and preparation method
  • Amphiphilic luminescent molecule with AIE (aggregation-induced emission) characteristic and preparation method

Examples

Experimental program
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Effect test

Embodiment 1

[0028] The preparation method of amphiphilic light-emitting molecules with aggregation-induced light-emitting properties of the present invention is carried out sequentially according to the following steps:

[0029] a. Add polyetheramine Jeffamine ED900 and BOC-glycine into a round bottom flask in turn and dissolve it with dichloromethane. Add DCC (dicyclohexylcarbodiimide) at an ice bath temperature of 0°C. Stir magnetically for 1 hour to rise to room temperature, TLC Monitor the reaction process until the reaction is complete, and filter to obtain a colorless filtrate, which is the first intermediate product (900PEA-1-BOC); the molar ratio of Jeffamine ED900, BOC-glycine, and DCC is 1:3:3;

[0030] The infrared spectrum of the first intermediate product (900PEA-1-BOC) is as follows figure 1 shown.

[0031] b. Combine the first intermediate product (900PEA-1-BOC) with CF 3 COOH is mixed according to the mass ratio of 1:2, stirred at room temperature, and added with CF 3 E...

Embodiment 2

[0037] Add 900PEA-1 and palmitic acid prepared in the same way as in Example 1(a)(b) into a round bottom flask, add dichloromethane to dissolve, add DCC, stir magnetically until the reaction is complete (TLC monitors the reaction process), filter , evaporated to dryness, washed with petroleum ether several times, evaporated to dryness, and dried in a drying oven at 80°C for 5 hours to obtain the target product, namely 900PEA-1-16, the second intermediate product (900PEA-1), palmitic acid, The molar ratio of DCC is 1:2.5:2.5.

[0038] The infrared spectrum of the amphiphilic luminescent molecule (900PEA-1-16) with aggregation-induced luminescent properties is as follows Figure 5 shown.

Embodiment 3

[0040] Add 900PEA-1 and stearic acid prepared in the same way as in Example 1 (a) (b) into a round-bottomed flask, add dichloromethane to dissolve, add DCC, and magnetically stir until the reaction is complete (TLC monitors the reaction process), Filtrate, evaporate the solvent to dryness, wash with petroleum ether several times, evaporate the solvent to dryness, and dry in a drying oven at 80°C for 5 hours to obtain the target product, namely 900PEA-1-18, the second intermediate product (900PEA-1), stearin The molar ratio of acid to DCC is 1:2.5:2.5.

[0041] The infrared spectrum of the amphiphilic luminescent molecule (900PEA-1-18) with aggregation-induced luminescent properties is shown in Image 6 shown.

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Abstract

The invention discloses an amphiphilic luminescent molecule with an AIE (aggregation-induced emission) characteristic, which has the structure shown in general formula (I), wherein an R group is any one of linear or branched alkyl, cycloalkyl, heteroalkyl, alkoxy, alkyl amino and haloalkyl; m is an integer ranging from 1-100; X and Z are integers ranging from 0-100, and Y is an integer ranging from 5-500.

Description

technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and in particular relates to an amphiphilic light-emitting molecule with aggregation-induced emission (AIE) characteristics and a synthesis method thereof. Background technique [0002] Most traditional fluorescent chromophores have large The rigid planar molecules of the conjugated system have a high fluorescence quantum yield in dilute solution, but the fluorescence is weakened or even not emitted in the aggregated state, that is, aggregation causes fluorescence quenching (aggregation caused quenching, ACQ) (Science, 1994 , 265, 765; Nature, 1999, 397, 121). However, in practical applications, fluorescent materials often need to be made into solid or thin film forms, and aggregation between fluorescent molecules is inevitable. [0003] In 2001, Tang and his co-workers reported an "unconventional" aggregation-induced emission (AIE) phenomenon: some organic chromophore...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/332C08G65/337C08G65/333C09K11/06
CPCC08G65/3322C08G65/33396C08G65/337C09K11/06C09K2211/14
Inventor 刘春艳张燕王艳慧
Owner LIAONING NORMAL UNIVERSITY
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