Unlock instant, AI-driven research and patent intelligence for your innovation.
4-Arylmethylene-2,6-bis(trifluoromethyl)-2,5-cyclohexadien-1-one and its preparation and application
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of aryl methylene and trifluoromethyl, which is applied in the preparation of carbon-based compounds, carboxylic acid esters, organic compounds, etc., and can solve problems that do not involve research and other applications
Active Publication Date: 2019-02-15
PTG ADVANCED CATALYST CO LTD
View PDF3 Cites 1 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
[0002] In the prior art, related research related to 2,6-di-tert-butyl-7-substituted quinones, however, there is no relevant research on 4-aryl methylene-2,6-di( Any report or research on trifluoromethyl)-2,5-cyclohexadien-1-one compound, let alone research involving its application
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
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
preparation example Construction
[0024] The second aspect of the present invention provides a method for preparing 4-arylmethylene-2,6-bis(trifluoromethyl)-2,5-cyclohexadien-1-one compound, the method comprising the following steps :
[0025] Step 1, using 2,6-bis(trifluoromethyl)phenol and substituted benzaldehyde as raw materials, in the presence of a solvent, adding a secondary amine, and reacting to generate a Mannich base;
[0026] Step 2, add acid anhydride, make it react with Mannich base;
[0027] Step 3, post-processing to obtain 4-arylmethylene-2,6-bis(trifluoromethyl)-2,5-cyclohexadien-1-one compound.
[0028] Among them, the reaction circuit such as figure 1 As shown, in step 1, the intermediate Mannich base is first generated, then, in step 2, the intermediate Mannich base undergoes elimination reaction under the action of acid anhydride, and the intermediate product Mannich obtained after the step 1 reaction The base does not need to be separated and purified, and the next step reaction can b...
Embodiment 1
[0065] Add 1.6g (6.9mmol) of 2,6-bis(trifluoromethyl)phenol, 0.8g (7.25mmol) of benzaldehyde, 0.7g (8.23mmol) of hexahydropyridine, and 3mL of toluene into a 50mL three-necked flask, heat up and reflux to separate water 3h, add acid anhydride, keep warm at 110-125°C for 30min, add toluene, wash with water, wash with saturated saline, dry over anhydrous sodium sulfate, filter, precipitate under reduced pressure, and perform column chromatography to obtain the product shown in formula (IV-1).
[0066]
[0067] The product that obtains is carried out nuclear magnetic proton spectrum and nuclear magnetic fluorine spectrum detection, and the result is respectively as follows figure 2 and image 3 shown.
Embodiment 2
[0069] Repeat Example 1, the difference is: 0.8g (7.25mmol) of benzaldehyde is replaced by 0.9g (7.25mmol) of 4-fluorobenzaldehyde shown in formula (IV-2'), and the product shown in formula (IV-2) is obtained .
[0070]
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
Login to View More
Abstract
The invention discloses a 4-arylmethylene-2,6-di(trifluoromethyl)-2,5-cyclohexadiene-1-one compound as well as preparation and application thereof. The compound disclosed by the invention is a novel compound, and a product can be obtained by adopting a one-pot synthesis method; meanwhile, the compound not only has a good polymerization inhibition effect, but also has an excellent liquid crystal behavior; the compound not only can be used as a polymerization inhibitor, but also can be used as a liquid crystal material. A preparation method disclosed by the invention is simple and realizes one-pot synthesis, so that the preparation method can be applied to large-scale production; meanwhile, the obtained novel compound has a wide application range.
Description
technical field [0001] The present invention relates to 2,6-disubstituent-7-substituted quinone compounds, in particular to 4-aryl methylene-2,6-bis(trifluoromethyl)-2,5-cyclohexadiene-1 - Ketone compounds, specifically, relate to 4-arylmethylene-2,6-bis(trifluoromethyl)-2,5-cyclohexadien-1-one compounds and their preparation and application. Background technique [0002] In the prior art, related research related to 2,6-di-tert-butyl-7-substituted quinones, however, there is no relevant research on 4-aryl methylene-2,6-di( There is no report or research on trifluoromethyl)-2,5-cyclohexadien-1-one compound, let alone research on its application. Contents of the invention [0003] In order to overcome the above-mentioned problems, the present inventors have carried out intensive research, using 2,6-bis(trifluoromethyl)phenol and substituted benzaldehyde as raw materials, and using a one-pot synthesis method to obtain a novel compound 4-aryl methylene -2,6-bis(trifluoromet...
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
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More 
Login to View More