Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Compound with 1,3,5-triazine ring structure and preparation method thereof

A compound, triazine ring technology, applied in the field of triazine compounds with 1, ultraviolet absorbers, can solve the problems of extremely high reaction requirements, harsh synthesis conditions, environmental hazards, etc., achieve mild reaction conditions, improve performance and use Longevity and anti-aging effect

Active Publication Date: 2014-11-26
台州西捷生物技术有限公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the triazine UV absorber has high requirements on the synthesis method or the synthesis conditions are harsh. As the existing production method of the triazine UV absorber, the following two methods are mainly used to synthesize: the first method is to use Grignard However, because the method adopts the Grignard reaction, the requirements for the reaction are extremely high, and a large amount of flammable tetrahydrofuran is used as the solvent, which causes great harm to the environment; arylamidine as raw material, condensed with haloformic acid ester to form a triazine ring, and then reacted with hydroquinone to obtain a triazine compound; oxazine compound
However, this method has a low yield and uses a large amount of solvents and thionyl chloride and other reagents that are harmful to the environment.

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
  • Compound with 1,3,5-triazine ring structure and preparation method thereof
  • Compound with 1,3,5-triazine ring structure and preparation method thereof
  • Compound with 1,3,5-triazine ring structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Preparation of 2-(2-hydroxyphenyl)-[1,3]benzoxazinone

[0046]

[0047] Add 13.7g (0.1mol) salicylic acid amide and 21.4g (0.1mol) phenyl salicylate in the reaction bottle that distillation unit is housed, then heat up to 180 ℃ and make raw material react in molten state for 3 hours, the whole reaction The process is carried out under reduced pressure, and the water produced in the reaction process is removed by distillation under reduced pressure while reacting. After the reaction is over, 50mL of absolute ethanol solvent is added under melting to separate out a yellow solid product, which is filtered to obtain the corresponding product. To improve the purity of the product, add the obtained yellow solid product to 50mL of absolute ethanol solvent and heat up to dissolve, then stir for 15 minutes, then slowly cool down to 0°C-5°C for recrystallization for 30 minutes, crystallize, filter, Vacuum drying at 30°C yielded 16.8 g of the intermediate product 2-(2-hydroxyph...

Embodiment 2

[0050] Formula I compound 2,4-bis(2-hydroxyphenyl)-6-(4-methylanilino)-1,3,5-triazine of the following structural formula

[0051]

[0052] The preparation method of the formula I compound 2,4-bis(2-hydroxyphenyl)-6-(4-methylanilino)-1,3,5-triazine in this example is as follows:

[0053] Add 2-(2-hydroxyphenyl)-[1,3]benzoxazinone 2.39g (0.01mol) into the reaction flask equipped with a reflux device, and then add 4-methylbenzoguanidine hydrochloride 1.85 g (0.01mol), 0.5g (0.0125mol) of inorganic alkaline catalyst sodium hydroxide and 50mL of absolute ethanol solvent, heat up to reflux for 4 hours, after the reaction, cool down to 0℃~5℃, stir and crystallize After 30 minutes, a large amount of solids were precipitated, then filtered, washed with water, and the obtained wet solid product was put into an oven and dried under the condition of controlling the temperature at 80°C to obtain the corresponding product 2,4-bis(2-hydroxyphenyl) -6-(4-methylanilino)-1,3,5-triazine. I...

Embodiment 3

[0059] Formula I compound 2,4-bis(2-hydroxyphenyl)-6-(2-methoxyanilino)-1,3,5-triazine of the following structural formula

[0060]

[0061] The preparation method of the formula I compound 2,4-bis(2-hydroxyphenyl)-6-(2-methoxyanilino)-1,3,5-triazine in this example is as follows:

[0062] Add 2.39g (0.01mol) of 2-(2-hydroxyphenyl)-[1,3]benzoxazinone to the reaction flask equipped with a reflux device, and then add 2-methoxyphenylguanidine hydrochloride 2.01g (0.01mol), inorganic basic catalyst potassium hydroxide 0.73g (0.013mol) and 45mL of absolute ethanol solvent, heated to reflux for 8 hours, after the reaction, cooled to 0 ℃ ~ 5 ℃, stirred and analyzed After crystallization for 30 minutes, a large amount of solids were precipitated, then filtered, washed with water, and the obtained solid wet product was put into an oven and dried at a temperature of 80°C to obtain the corresponding product 2,4-bis(2-hydroxyphenyl )-6-(2-methoxyphenylamino)-1,3,5-triazine, in order t...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to a compound with a 1,3,5-triazine ring structure and a preparation method thereof and belongs to the technical field of chemical synthesis. In order to solve the technical problems, the invention provides a novel triazine compound and a synthetic method thereof. The preparation method of the compound with the 1,3,5-triazine ring structure comprises the following step of: in the presence of an alkali catalyst, enabling 2-(2-hydroxyphenyl)-[1,3] benzoxazine ketone and substituted guanidine or substituted guanidine acid salt to carry out condensation reaction in an organic solvent to obtain the compound. The compound disclosed by the invention has excellent ultraviolet resisting action and light stability resistance due to an ultraviolet absorption action; and moreover, the preparation method has the advantages of being short in synthesis route, gentle in reaction conditions, and high in product purity and yield.

Description

technical field [0001] The invention relates to an ultraviolet absorber triazine compound, more specifically, to a compound with a 1,3,5-triazine ring structure and a preparation method thereof, belonging to the technical field of chemical synthesis. Background technique [0002] UV absorber is a light stabilizer added to polymer materials, which can inhibit or delay the photooxidation and degradation of polymers, improve the light resistance of polymer materials, thereby effectively preventing polymer aging and improving the service life of polymer materials . [0003] Triazine UV absorbers are a new class of UV absorbers developed in recent years. They have larger molecular structures, high UV absorption efficiency and anti-oxidation functions, but most of the prior art reports are 2, 4, 6-triaryl substituted triazine UV absorbers. Such as Chinese patent application (publication number: CN102510861A) discloses a new triazine derivative, UV absorber and resin composition,...

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): C07D251/22C08K5/3492
Inventor 蒋军荣滕思渊潘伟建何志华徐峰柯中炉
Owner 台州西捷生物技术有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com