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

Silylated imine and carbamate polymeric benzoate compounds, uses, and compositions thereof

一种聚合物、组合物的技术，应用在周期表第4/14族元素的化合物、药物组合、化学仪器和方法等方向，能够解决减低保护效率、产率没有好、转化率低等问题，达到高UV保护作用、低制造成本的效果

Active Publication Date: 2017-03-22
INTERQUIM SA DE CV
View PDF18 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at light doses typical under actual solar irradiation conditions, the conversion rate is not fast enough to provide optimal protection to the user
Furthermore, the synthesis of some of these compounds required the use of hazardous starting compounds and expensive and long-lasting purification steps, and the yields were not good enough to enable their production on an industrial scale
Not only that, the presence of standard UV filters in sunscreen formulations results in low conversion rates of these compounds, which further reduces their protective efficacy

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
  • Silylated imine and carbamate polymeric benzoate compounds, uses, and compositions thereof
  • Silylated imine and carbamate polymeric benzoate compounds, uses, and compositions thereof
  • Silylated imine and carbamate polymeric benzoate compounds, uses, and compositions thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0227] Example 1. 4-((3-(triethoxysilyl)propylcarbamoyloxy)methyl)benzoic acid 3-(diethyl Synthesis of (amino)phenyl ester (compound 1)

[0228]

[0229] Step 1: Synthesis of 4-formylbenzoyl chloride

[0230] 0.92 g (6.13 mmol) of 4-formylbenzoic acid was suspended in 50 mL of anhydrous toluene. 16 mL of thionyl chloride (0.22 mol) was added and the resulting suspension was heated at 130° C. for 3 hours under a nitrogen atmosphere, then cooled to room temperature and the solvent was evaporated under reduced pressure. An additional 50 mL of toluene was added and evaporated under reduced pressure to eliminate possible remaining thionyl chloride. Repeat this process twice. The resulting solid was used without further purification.

[0231] Step 2: Synthesis of 3-(diethylamino)phenyl 4-formylbenzoate

[0232] 1.01 g (6.13 mmol) of 3-(diethylamino)phenol was suspended in 50 mL of dichloromethane and dissolved by adding 0.85 mL (6.13 mmol) of triethylamine. The resulting s...

Embodiment 2

[0240] Example 2. 4-((3-(triethoxysilyl)propylcarbamoyloxy)methyl)benzoic acid 3-(dimethyl Synthesis of (amino)phenyl ester (compound 2)

[0241]

[0242] Step 1: Synthesis of 4-formylbenzoyl chloride

[0243] 0.92 g (6.13 mmol) of 4-formylbenzoic acid was suspended in 50 mL of anhydrous toluene. 16 mL of thionyl chloride (0.22 mol) was added and the resulting suspension was heated at 130° C. for 3 hours under a nitrogen atmosphere, then cooled to room temperature and the solvent was evaporated under reduced pressure. An additional 50 mL of toluene was added and evaporated under reduced pressure to eliminate possible remaining thionyl chloride. Repeat this process twice. The resulting solid was used without further purification.

[0244] Step 2: Synthesis of 3-(dimethylamino)phenyl 4-formylbenzoate

[0245] 0.84 g (6.13 mmol) of 3-(dimethylamino)phenol was suspended in 50 mL of dichloromethane and dissolved by adding 0.85 mL (6.13 mmol) of triethylamine. The result...

Embodiment 3

[0253] Example 3. 3-Methoxy 4-((3-(triethoxysilyl)propylcarbamoyloxy)methyl)benzoate Synthesis of Phenyl Ester (Compound 3)

[0254]

[0255] Step 1: Synthesis of 4-formylbenzoyl chloride

[0256] 0.92 g (6.13 mmol) of 4-formylbenzoic acid was suspended in 50 mL of anhydrous toluene. 16 mL of thionyl chloride (0.22 mol) was added and the resulting suspension was heated at 130° C. for 3 hours under a nitrogen atmosphere, then cooled to room temperature and the solvent was evaporated under reduced pressure. An additional 50 mL of toluene was added and evaporated under reduced pressure to eliminate possible remaining thionyl chloride. Repeat this process twice. The resulting solid was used without further purification.

[0257] Step 2: Synthesis of 3-methoxyphenyl 4-formylbenzoate

[0258] 0.76 g (6.13 mmol) of 3-methoxyphenol was suspended in 50 mL of dichloromethane and dissolved by adding 0.85 mL (6.13 mmol) of triethylamine. The resulting solution was stirred for ...

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
particle diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
purityaaaaaaaaaa
Login to View More

Abstract

The present invention relates to organosilicon polymers containing benzoic acid esters in form of particles, process for their preparation, cosmetic or dermatological composition comprising them, as well as their use for protecting a human or animal living body from UV radiation.

Description

technical field [0001] The present invention relates to silicone polymers containing benzoates in particulate form intended for use in topical formulations for providing protection against sun or other radiation. Background technique [0002] There is a growing need for sun protectants among populations exposed to increasing amounts of damaging sunlight. Damage can be immediate and long-term, with effects ranging from sunburn, rashes and cell and tissue damage to premature wrinkling and skin cancer. In this sense, many sunscreen chemicals have been developed in the past to protect against the harmful effects of UV-A and / or UV-B wavelengths and even shorter wavelengths. These chemicals are usually incorporated into widely known and used cosmetic or pharmaceutical preparations alone or in combination with each other. [0003] Most UV filters used in sunscreen compositions are monomeric compounds which are inherently dangerous, ie such compounds can penetrate the skin barrier...

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 Applications(China)
IPC IPC(8): C08G77/26C07F7/18A61K8/58A61K8/02A61Q17/04
CPCA61K8/0241A61K8/585A61Q17/04C07F7/1876C08G77/26A61K2800/412C07F7/1804A61P17/00A61P17/16
Inventor A·加拉尔多桑切斯S·诺内利马鲁盖替F·马基利亚斯奥隆德里斯J·萨拉尔斯罗塞利R·米拉莱斯巴赛特
Owner INTERQUIM SA DE CV
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