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4-(2-thienyl)triphenylamine and derivatives thereof, and preparation method and application of 4-(2-thienyl)triphenylamine and derivatives thereof

A technology based on triphenylamine and thienyl, which is applied in the field of preparation of 4-triphenylamine and its derivatives, can solve the problems of poor UV absorption performance of ultraviolet absorbers, and achieve enhanced conjugation effect, high activity, and good chemical stability Effect

Active Publication Date: 2019-04-23
DONGGUAN UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention provides a kind of 4-(2-thienyl) triphenylamine and its derivative

Method used

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  • 4-(2-thienyl)triphenylamine and derivatives thereof, and preparation method and application of 4-(2-thienyl)triphenylamine and derivatives thereof
  • 4-(2-thienyl)triphenylamine and derivatives thereof, and preparation method and application of 4-(2-thienyl)triphenylamine and derivatives thereof
  • 4-(2-thienyl)triphenylamine and derivatives thereof, and preparation method and application of 4-(2-thienyl)triphenylamine and derivatives thereof

Examples

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Effect test

Embodiment 1

[0069] A kind of 4-(2-thienyl) triphenylamine and derivative thereof, its preparation method specifically comprises the steps:

[0070] S1. First cover a layer of tin foil on the single-necked flask of the reaction vessel, and perform light-shielding treatment, then place 0.0025mol triphenylamine C1 in the single-necked flask that has been treated with light-shielding, add 40mL of chloroform, dissolve the reactant, and turn on the stirrer. And keep the state of 0 ℃ cold bath; After 15 minutes, add N-bromosuccinimide (generally speaking, NBS can be 0.00258~0.00275mol, in embodiment 1, be 0.0026 mol), after adding, keep stirring and cooling bath (generally, the cooling bath time can be 8~9h, in embodiment 1 is 8h);

[0071] After 8 hours, use a rotary evaporator to remove chloroform in the crude product, use a solution with a volume ratio of n-hexane and dichloromethane of 6:1 as an eluent, separate and purify through a silica gel chromatography column, collect the product, and ...

Embodiment 2

[0079] A kind of 4-(2-thienyl) triphenylamine and derivatives thereof, its preparation method is compared with the preparation method of embodiment 1, difference is that the halogenation reagent in embodiment 2 is N-iodosuccinimide , the reaction condition of the halogenation reaction in step S1. is -3°C cold bath for 8h under stirring;

[0080] Other raw material consumption and operating steps are consistent with embodiment 1.

Embodiment 3

[0082] A kind of 4-(2-thienyl) triphenylamine and its derivatives, its preparation method is compared with the preparation method of Example 1, the difference is that the temperature of Suzuki coupling reaction in the step S2. of Example 3 is 70 ℃ , the time is 48h;

[0083] Other raw material consumption and operating steps are consistent with embodiment 1.

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Abstract

The invention discloses 4-(2-thienyl)triphenylamine and derivatives thereof, and a preparation method and application of the 4-(2-thienyl)triphenylamine and the derivatives thereof. The 4-(2-thienyl)triphenylamine and the derivatives thereof have the structure represented by formula (I) or formula (II), wherein X is a halogen atom. The 4-(2-thienyl)triphenylamine and the derivatives thereof have strong absorption ability to ultraviolet rays and can be used as an ultraviolet absorber; moreover, when the 4-(2-thienyl)triphenylamine and the derivatives thereof have the structure represented by the formula (II), the heavy atom effect of the halogen atom can cause fluorescence quenching, so that the 4-(2-thienyl)triphenylamine and the derivatives thereof do not fluoresce and do not affect penetrating light rays, the original light rays can keep an original color, and injuries to human eyes are reduced.

Description

technical field [0001] The invention relates to the field of ultraviolet absorbers and their preparation, more specifically, to a kind of 4-(2-thienyl)triphenylamine and its derivatives, preparation method and application. Background technique [0002] Ultraviolet absorber is a light stabilizer that can absorb ultraviolet rays radiated by the sun and produced by artificial light sources without being affected by itself. Under the action of ultraviolet rays, since the polymer material absorbs the energy of ultraviolet rays, the polymer material will undergo an automatic oxidation reaction, which will lead to the degradation of the polymer, which will reduce its appearance and performance; and if the polymer material is produced or UV absorbers are added during processing and molding, which can absorb ultraviolet rays and convert them into energy that is harmless to polymer materials and release them. Due to the different types of polymers, the wavelengths of ultraviolet rays...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/20C07D333/28C09K11/06
CPCC07D333/20C07D333/28C09K11/06C09K2211/1007C09K2211/1014C09K2211/1092
Inventor 谭桂平郭智强蔡丽蓉邱永福范洪波丘文俊陈树斌
Owner DONGGUAN UNIV OF TECH
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