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Copolymer, and preparation method and application thereof

A copolymer and reaction technology, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve the problems of limited application of luminescent polymers, difficult luminescence characteristics, etc., and achieve good water solubility, high luminous efficiency, and spectral response. wide effect

Active Publication Date: 2021-12-21
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the shortcomings of non-conjugated organic light-emitting polymers are very obvious. Since there are no traditional luminescent groups in non-conjugated light-emitting polymers, the sources of light are electron-rich groups such as carbonyl, hydroxyl, amino, carboxyl, mercapto, and methoxy groups. The aggregation of non-conjugated luminescent polymers requires high concentration or solid-state conditions to exhibit luminescent behavior. This luminescent feature is academically called cluster aggregation-induced emission (CTE)
Since non-conjugated polymers have the characteristics of cluster aggregation-induced luminescence, it is difficult for such polymer materials to express luminescence characteristics in dilute solutions, which limits the application of such luminescent polymers in the fields of biological / cell imaging, cell labeling, etc.

Method used

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  • Copolymer, and preparation method and application thereof
  • Copolymer, and preparation method and application thereof
  • Copolymer, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] The present embodiment is a kind of preparation method of copolymer, comprises the following steps:

[0072] S1, the preparation of brominated lactide:

[0073] Take (28.8g 0.2mol) of L-lactide (L-Lactide) and (39.15g 0.22mol) of N-bromosuccinimide (NBS) and reflux in benzene for 24h until the lactide reaction is complete . After the reaction was completed, it was cooled to room temperature (about 25° C.), and the solvent was removed to obtain the crude product as a pale yellow solid.

[0074] The light yellow solid of the crude product was first extracted once with dichloromethane and 1mol / L sodium thiosulfate solution, then extracted twice with saturated sodium chloride solution, the organic phase was separated, the solvent was removed, and recrystallized with ethyl acetate to obtain White needle-like crystal brominated lactide (Br-Lactide).

[0075] Preparation of S2, methylene lactide:

[0076] Bromolactide (5.0 g) was dissolved in dichloromethane, triethylamine...

Embodiment 2

[0083] The present embodiment is a kind of preparation method of copolymer, comprises the following steps:

[0084] S1, the preparation of brominated lactide:

[0085] Take (28.8g 0.2mol) of L-lactide (L-Lactide) and (39.15g 0.22mol) of N-bromosuccinimide (NBS) and reflux in benzene for 24h until the lactide reaction is complete . After the reaction was completed, it was cooled to room temperature, and the solvent was removed to obtain the crude product as a pale yellow solid.

[0086] The crude product light yellow solid was first extracted once with dichloromethane and 1mol / L sodium thiosulfate, then extracted twice with saturated sodium chloride solution, the organic phase was separated, the solvent was removed, and recrystallized with ethyl acetate to obtain a white Needle crystal brominated lactide (Br-Lactide).

[0087] Preparation of S2, methylene lactide:

[0088] Bromolactide (5.0 g) was dissolved in dichloromethane, and triethylamine (TEA, 2.72 g) was added dropw...

Embodiment 3

[0095] The present embodiment is a kind of preparation method of copolymer, comprises the following steps:

[0096] S1, the preparation of brominated lactide:

[0097] Take (28.8g 0.2mol) of L-lactide (L-Lactide) and (39.15g 0.22mol) of N-bromosuccinimide (NBS) and reflux in benzene for 24h until the lactide reaction is complete . After the reaction was completed, it was cooled to room temperature, and the solvent was removed to obtain the crude product as a pale yellow solid.

[0098] The crude product light yellow solid was first extracted once with dichloromethane and 1mol / L sodium thiosulfate, then extracted twice with saturated sodium chloride solution, the organic phase was separated, the solvent was removed, and recrystallized with ethyl acetate to obtain a white Needle crystal brominated lactide (Br-Lactide).

[0099] Preparation of S2, methylene lactide:

[0100] Bromolactide (5.0 g) was dissolved in dichloromethane, and triethylamine (TEA, 2.72 g) was added dropw...

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Abstract

The invention discloses a copolymer, and a preparation method and application thereof. The copolymer disclosed by the invention is relatively wide in spectral response and good in water solubility. Meanwhile, due to the special intramolecular interaction between methylene allylic acid and 2-vinylpyridine, the copolymer has very high luminous efficiency no matter in a dilute solution or in a solid state, and the luminous intensity and the luminous wavelength of the copolymer are further adjusted by adjusting the ratio of the methylene allylic acid to the (2-vinylpyridine); meanwhile, the copolymer also has excitation dependence, and different emission wavelengths can be generated at different excitation wavelengths. The methylene lactide-(2-vinylpyridine) copolymer adopts free radical polymerization, so that the polymerization method is simple, the cost is low, and the methylene lactide-(2-vinylpyridine) copolymer is a water-soluble luminescent material and has a wide application prospect in the fields of biological / cell imaging, cell marking and the like.

Description

technical field [0001] The invention relates to the field of optoelectronic materials, in particular to a copolymer and its preparation method and application. Background technique [0002] Non-conjugated organic light-emitting polymers are a class of materials with great potential in the field of cell imaging and labeling. Compared with light-emitting polymers with traditional backbone conjugated structures, non-conjugated organic light-emitting polymer materials have low toxicity, biodegradability, and good water solubility. However, the shortcomings of non-conjugated organic light-emitting polymers are very obvious. Since there are no traditional luminescent groups in non-conjugated light-emitting polymers, the sources of light are electron-rich groups such as carbonyl, hydroxyl, amino, carboxyl, mercapto, and methoxy groups. The aggregation of non-conjugated light-emitting polymers requires high concentration or solid-state conditions to show light-emitting behavior. Th...

Claims

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Application Information

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IPC IPC(8): C08F224/00C08F226/06C09K11/06G01N21/64
CPCC08F224/00C09K11/06G01N21/64C09K2211/1466C09K2211/145C08F226/06
Inventor 李新宇刘翔文韬徐蒙蒙贾毅凡于倩倩王林格
Owner SOUTH CHINA UNIV OF TECH