Unlock instant, AI-driven research and patent intelligence for your innovation.

Alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing Schiff base structure and synthetic method thereof

A technology for alkyl biphenyl end groups and liquid crystal compounds, which is applied to the field of optical and magnetic controllable liquid crystal compounds containing Schiff base structures at the end groups of alkyl biphenyl groups and their synthesis, and can solve the problems of system synthesis and performance research that have not been reported. , to achieve the effect of mild and controllable synthesis process conditions and simple preparation process

Inactive Publication Date: 2014-07-09
XIANYANG NORMAL UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no report on the systematic synthesis and performance research of small molecule liquid crystals with both magnetic groups and photosensitive groups in the molecule.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing Schiff base structure and synthetic method thereof
  • Alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing Schiff base structure and synthetic method thereof
  • Alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing Schiff base structure and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The preparation of the photomagnetic controllable liquid crystal compound containing Schiff base structure at the end of alkyl biphenyl includes the following steps:

[0049] 1) Preparation of 4'-methylbiphenyl-4-carbonyl chloride

[0050] Take 2.12g (0.01mol) of 4'-methylbiphenyl-4-carboxylic acid and 2.38g (0.02mol) of thionyl chloride respectively into the reactor, and then add 1.18g of DMF and 50mL of toluene mixed solvent , And then react at room temperature for 5 hours. After the reaction, the mixed solvent in the reaction solution is removed under reduced pressure to obtain a brown liquid 4'-methylbiphenyl-4-carboxylic acid chloride, which can be directly entered into the next step without purification;

[0051] 2) Preparation of 4'-(4'-(4'-methylphenyl)benzoyloxy)azobenzene-4-carbaldehyde

[0052] Dissolve 2.26g (0.01mol) of 4'-hydroxyazobenzene-4-carbaldehyde in dichloromethane and add it to the reactor, then add 1.8mL of triethylamine; add the 4'-formaldehyde prepared...

Embodiment 2

[0056] Example 2 (see Picture 1-1 , Figure 1-2 )

[0057] 1) Preparation of 4’-ethylbiphenyl-4-carbonyl chloride

[0058] Take 2.40g of 4'-ethylbiphenyl-4-carboxylic acid and 2.38g (0.02mol) of thionyl chloride respectively into the reactor, then add 1.18g of DMF and 50mL of toluene mixed solvent, and then at room temperature React for 5 hours. After the reaction is completed, the mixed solvent in the reaction solution is removed under reduced pressure to obtain 4'-ethylbiphenyl-4-carboxylic acid chloride as a brown liquid, which directly enters the next step without purification;

[0059] 2) Preparation of 4'-(4'-(4'-ethylphenyl)benzoyloxy)azobenzene-4-carbaldehyde

[0060] 2.1) Preparation of p-aminobenzaldehyde

[0061]

[0062] (1) Put 12g of Na 2 S and 12g of NaOH were added to 200mL of water to form a mixed solution, and then filtered; the filtrate was added to a 500mL three-necked flask and stirred and heated to 65°C, then 5.4g of sulfur powder was added, and then continued st...

Embodiment 3

[0074] 1) Preparation of 4’-propylbiphenyl-4-carbonyl chloride

[0075] Take 2.40g (0.01mol) of 4'-propylbiphenyl-4-carboxylic acid and 2.38g (0.02mol) of thionyl chloride respectively into the reactor, and then add 1.18g of DMF and 50mL of toluene mixed solvent , And then react at room temperature for 5 hours. After the reaction is completed, the mixed solvent in the reaction solution is removed under reduced pressure to obtain 4'-propylbiphenyl-4-carboxylic acid chloride as a brown liquid, which directly enters the next step without purification;

[0076] 2) Preparation of 4'-(4'-(4'-propylphenyl)benzoyloxy)azobenzene-4-carbaldehyde

[0077] Dissolve 2.26g (0.01mol) of 4'-hydroxyazobenzene-4-carbaldehyde in dichloromethane and add it to the reactor, then add 1.8mL of triethylamine; add the 4'-propane prepared in step 1) Diphenyl-4-carboxylic acid chloride was dissolved in dichloromethane to prepare a 40mL solution of 4'-propylbiphenyl-4-carboxylic acid chloride in dichloromethane,...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing a Schiff base structure and a synthetic method thereof. The compound is 2,2,6,6-tetramethyl-4-(4-(4-(4-alkylbenzene acyl oxygen) benzene azo) benzylidene imino group) piperidine oxygen radical. The synthetic method of the compound comprises the following steps that: 4'-alkyl biphenyl-4 formic acid is subjected to acylating chlorination by thionyl chloride and then reacts with 4'-hydroxyazobenzene-4-formaldehyde in an esterification way; and a product generated during the esterification reaction is subjected to Schiff base reaction with 4-NH2-TEMPO (4-amino-2,2,6,6-tetramethyl piperidine-1-oxygen radical, so as to obtain the alkyl biphenyl end group optomagnetic controllable liquid crystal compound containing the Schiff base structure. Structurally, the compound integrates the liquid crystalline property, the magnetism and the light sensitivity into a whole, and the liquid crystalline property transform of materials can be realized by light control and magnetic control.

Description

Technical field [0001] The invention belongs to the technical field of material chemistry and fine chemical engineering, and relates to an alkyl biphenyl end group containing Schiff base structure photomagnetic controllable liquid crystal compound and a synthesis method thereof. Background technique [0002] As a special substance state, liquid crystal is widely used in the fields of displays, detectors, sensors, and chemical analysis and detection. Its orderly nature can also be used to realize the separation and purification of substances. The liquid crystal molecules are optically active, and the liquid crystal molecules with a rod-shaped or disc-shaped structure can be arranged in an orderly manner in an electric field, thereby achieving liquid crystal display or other application performance. [0003] Scientists from various countries continue to explore the preservation of the liquid crystallinity of molecules, and hope that through molecular modification and design, multifun...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/94C09K19/34
Inventor 魏永生郑敏燕郭乃妮张萍古元梓
Owner XIANYANG NORMAL UNIV