Broadband liquid crystal laser protection material prepared through multi-key click chemistry and preparation method of broadband liquid crystal laser protection material

A multi-click, laser protection technology, applied in the direction of organic chemistry, can solve the problem of weak broadband absorption capacity, etc., to achieve the effect of expanding the band range and absorption capacity, improving stability, and excellent photoelectric properties

Pending Publication Date: 2022-08-05
NORTHWESTERN POLYTECHNICAL UNIV
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Existing inorganic laser protection materials have weak broadband absorption ability

Method used

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  • Broadband liquid crystal laser protection material prepared through multi-key click chemistry and preparation method of broadband liquid crystal laser protection material
  • Broadband liquid crystal laser protection material prepared through multi-key click chemistry and preparation method of broadband liquid crystal laser protection material
  • Broadband liquid crystal laser protection material prepared through multi-key click chemistry and preparation method of broadband liquid crystal laser protection material

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Experimental program
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preparation example Construction

[0044] A preparation method for preparing a broadband liquid crystal laser protective material by multiple click chemistry, comprising the following steps:

[0045] Step 1, esterification of 2,6-dihydroxyanthraquinone with 4-vinylbenzoic acid

[0046] Dissolve 0.1-20 parts of 2,6-dihydroxyanthraquinone and 0.2-40 parts of 4-vinylbenzoic acid (ratio 1:2~1:4) in 50-300mL of anhydrous dichloromethane and put in 50 -Into a 500mL flask, add 0.2-40 parts of dicyclohexylcarbodiimide and 0.01-5 parts of 4-dimethylaminopyridine, stir at room temperature for 23-26h, rotate for 10-60min, and perform silica gel column chromatography, wherein Dichloromethane was used as the eluent to obtain the sample 9,10-dioxo-9,10-dihydroanthracene-2,6-diylbis(4-vinylbenzoate), the chemical formula of the sample is as follows

[0047]

[0048] In step 2, taking 4-azidothiophenol as an example, it is introduced into the product of step 1 through a thiol double bond click reaction

[0049] Take 0.1-2...

Embodiment 1

[0074] Example 1: R1, R2 take the benzene ring as an example, the halogenated alkane uses bromobutane, and [2+2] click chemistry uses TNCE as the click reagent to make broadband laser protection materials.

[0075] Step 1: Dissolve 0.1 part of 2,6-dihydroxyanthraquinone and 0.2 part of 4-vinylbenzoic acid (ratio 1:2~1:4) in 50mL of anhydrous dichloromethane and put it into a 100mL flask , 0.2 part of dicyclohexylcarbodiimide (DCC) and 0.01-part of 4-dimethylaminopyridine (DMAP) were added to it, stirred at room temperature for 24 h, rotary evaporated for 30 min, and chromatographed on silica gel column with dichloromethane as the eluent liquid to obtain the sample 9,10-dioxo-9,10-dihydroanthracene-2,6-diylbis(4-vinylbenzoate), with a yield of 92%.

[0076] Step 2, take 0.1 part of 9,10-dioxo-9,10-dihydroanthracene-2,6-diylbis(4-vinylbenzoate) and 0.2 part of 4-azidothiophenol Put 50 mL of N,N-dimethylformamide (DMF) into a 100 mL reaction flask with 50 mL of N,N-dimethylforma...

Embodiment 2

[0084] Example 2: R1, R2 take benzene ring as an example, halogenated alkanes use bromobutane, [2+2] click chemistry uses TNCQ as click reagent to make broadband laser protection materials

[0085] Step 1: Dissolve 20 parts of 2,6-dihydroxyanthraquinone and 40 parts of 4-vinylbenzoic acid (ratio 1:2~1:4) in 300mL of anhydrous dichloromethane and put it into a 500mL flask , 0.2 part of dicyclohexylcarbodiimide (DCC) and 0.01-part of 4-dimethylaminopyridine (DMAP) were added to it, stirred at room temperature for 24 h, rotary evaporated for 30 min, and chromatographed on silica gel column with dichloromethane as the eluent liquid, to obtain the sample 9,10-dioxo-9,10-dihydroanthracene-2,6-diylbis(4-vinylbenzoate) with a yield of 91%.

[0086] Step 2, take 20 parts of 9,10-dioxo-9,10-dihydroanthracene-2,6-diylbis(4-vinylbenzoate) and 40 parts of 4-azidothiophenol Put 300 mL of N,N-dimethylformamide (DMF) into a 500 mL reaction flask with 300 mL of N,N-dimethylformamide (DMF) as ...

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Abstract

The invention discloses a wide-band liquid crystal laser protection material prepared by multi-point click chemistry and a preparation method thereof, 2, 6-dihydroxy anthraquinone is used as a basis, and esterification reaction, sulfydryl click reaction, [2 + 2] cycloaddition-cyclic splitting click reaction and azido alkyne 1, 2-dihydroxy anthraquinone are carried out to prepare the wide-band liquid crystal laser protection material. The liquid crystal laser protection material capable of absorbing broadband spectrums is prepared through a 1, 3 dipole cycloaddition click reaction and the like, the preparation method is simple, convenient and efficient, the product yield is high, purification is easy, no by-product is generated, and the preparation method is an ideal preparation mode; the prepared anthraquinone derivative is excellent in property, wide in absorption wave band and high in absorption capacity, the maximum absorption wavelength can be changed due to changes of groups and side groups, the absorption wavelength range is expanded, and the anthraquinone derivative has liquid crystal properties, is more flexible in application and has great application value.

Description

technical field [0001] The invention relates to the field of laser protection, in particular to a broadband liquid crystal laser protection material prepared by multiple click chemistry and a preparation method thereof. Background technique [0002] With the advancement of modern science and technology, laser technology is one of the fastest-growing technological fields. Laser technology has very important development significance in both civilian and military fields. Laser has the advantages of concentrated energy and good monochromaticity, but it also has potential threats such as harm to human body and damage to optoelectronic components. In terms of military, all countries are taking laser weapons as the focus of military development. It is worth mentioning that the development of laser weapons in the United States is the most advanced, which is a potential and severe challenge for my country's development. In view of the hazards of laser technology, laser protection t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/06C07D401/14
CPCC07D249/06C07D401/14
Inventor 苗宗成于洋李学龙
Owner NORTHWESTERN POLYTECHNICAL UNIV
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