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A kind of naphthalene diimide supramolecular photoelectric material and its preparation method and application

A technology of naphthalene diimide and photoelectric materials, applied in the direction of organic chemistry, organic material conductors, non-metallic conductors, etc., can solve the problems of increasing cost and difficulty, limiting the application and development of materials, and the structure and application performance of supramolecular assembly materials The relationship has not been fully explored, etc., to achieve the effects of easy mass production, excellent photoresponse characteristics, and simple preparation methods

Active Publication Date: 2021-11-12
QINGDAO TECHN COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] At present, in the prior art, naphthalene diimide supramolecular materials are often obtained through complex multi-step synthesis methods, which increases the cost and difficulty of material preparation, and limits the development of such materials to a certain extent. Application and Development
In addition, the relationship between the structure and application performance of supramolecular assembly materials has not been fully explored.

Method used

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  • A kind of naphthalene diimide supramolecular photoelectric material and its preparation method and application
  • A kind of naphthalene diimide supramolecular photoelectric material and its preparation method and application
  • A kind of naphthalene diimide supramolecular photoelectric material and its preparation method and application

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Embodiment 1

[0042] A kind of preparation method of naphthalene diimide supramolecular photoelectric material, concrete steps are as follows:

[0043] S1. Preparation of anionic naphthalene diimide derivatives: Suspend 268 mg of naphthalene tetralic anhydride and 150 mg of glycine in 15 mL of propionic acid, reflux for 12 hours, after the reaction, filter with suction, and use NaHCO to obtain the product 3 Neutralize to obtain anionic naphthalene diimide derivatives, and its synthetic route is as follows:

[0044]

[0045] S2. Prepare an aqueous solution of anionic naphthalimide derivatives: add 42.6 mg of anionic naphthalimide derivatives to 10 mL of water to obtain an aqueous solution of anionic naphthalimide derivatives with a concentration of 10 mM;

[0046] S3, get above-mentioned anionic naphthalene diimide derivative aqueous solution 5mL, add 36.4mg hexadecyltrimethylammonium bromide (C 16 TAB), fully stirred for 4h, left standstill for 14 days, collected the precipitate, and dr...

Embodiment 2

[0050] A kind of preparation method of naphthalene diimide supramolecular photoelectric material, concrete steps are as follows:

[0051] S1. Preparation of anionic naphthalene diimide derivatives: Suspend 268 mg of naphthalene tetralic anhydride and 150 mg of glycine in 15 mL of propionic acid, reflux for 12 hours, after the reaction, filter with suction, and use NaHCO to obtain the product 3 Neutralize to obtain anionic naphthalene diimide derivatives;

[0052] S2. Prepare an aqueous solution of anionic naphthalimide derivatives: add 42.6 mg of anionic naphthalimide derivatives to 10 mL of water to obtain an aqueous solution of anionic naphthalimide derivatives with a concentration of 10 mM;

[0053] S3. Take 5 mL of the above-mentioned aqueous solution of anionic naphthalene diimide derivatives, and add 28.0 mg of decyltrimethylammonium bromide (C 10TAB), fully stirred for 4h, left standstill for 14 days, collected the precipitate, and dried to obtain the naphthalene diimi...

Embodiment 3

[0057] A preparation method of naphthalene diimide supramolecular optoelectronic material, the addition of cetyltrimethylammonium bromide in step S3 of embodiment 1 is changed from 36.4mg to 54.6mg, and other steps are consistent with embodiment 1 .

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Abstract

The invention discloses a naphthalene diimide supramolecular photoelectric material and its preparation method and application. The naphthalene diimide supramolecular photoelectric material has the following structure, wherein, R 1 , R 2 C respectively 10 ~C 20 straight-chain or branched-chain alkyl groups. Anionic naphthalene diimide derivatives and cationic surfactants are co-assembled to obtain naphthalene diimide supramolecular optoelectronic materials through ionic interaction and hydrophobic interaction. The preparation method is simple, the raw materials are cheap and easy to obtain, and are easy to prepare in large quantities; The appearance can be adjusted, with excellent electrical conductivity and photoresponse characteristics, and can be used as conductive materials and photoresponsive materials; the microstructure of naphthalene diimide supramolecular optoelectronic materials can be adjusted by adjusting the molar ratio of raw materials and the chain length of cationic surfactants. Supramolecular materials with different microstructures exhibit different photochromic effects and conductive properties, which is of great significance for the study of the relationship between the microstructure and optoelectronic properties of materials, and the design and development of optoelectronic materials.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a naphthalene diimide supramolecular photoelectric material and its preparation method and application. Background technique [0002] 1,4,5,8-Naphthalene diimide derivatives (NDIs) have a large planar aromatic core structure, which can promote the aggregation of molecules to form assemblies. It is a class of rapid development in recent years that can effectively construct Compounds of functionalized self-assembled materials, the structural formula is as follows: [0003] [0004] The building blocks of naphthalene diimide derivatives can be assembled to form aggregates with microstructures such as tubes, ribbons, rods, spheres, and helices through supramolecular forces (hydrogen bonds, π-π stacking, van der Waals forces, etc.), and the corresponding Supramolecular materials can be used in optoelectronic devices, supramolecular switches, chemical sensors, and b...

Claims

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Application Information

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IPC IPC(8): C07D471/06C07C211/63H01B1/12
CPCC07C211/63C07D471/06H01B1/12
Inventor 仇中选吕海金辛飞飞赵美法左常江
Owner QINGDAO TECHN COLLEGE
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