Low triphenylphosphate, high phosphorous content isopropyl phenyl phosphates with high ortho alkylation

A technology of trialkyl phenyl phosphate and alkyl phenyl diphenyl phosphate, which can be applied in the fields of compounds of Group 5/15 elements of the periodic table, organic chemistry, chemical instruments and methods, etc., and can solve problems such as reduction

Inactive Publication Date: 2009-05-06
ALBEMARLE CORP
View PDF15 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the '404 patent teaches that repeated passes through a wiped film evaporator may be required to reduce the TPP concentration to a desired lev

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
  • Low triphenylphosphate, high phosphorous content isopropyl phenyl phosphates with high ortho alkylation
  • Low triphenylphosphate, high phosphorous content isopropyl phenyl phosphates with high ortho alkylation
  • Low triphenylphosphate, high phosphorous content isopropyl phenyl phosphates with high ortho alkylation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Example 1 (comparative)

[0085]The reaction flask was purged with nitrogen. 15.3g (0.1 mole) phosphorus oxychloride ("POCl 3 ") This was followed by 13.6 g (0.1 mole) of o-isopropylphenol ("OIP"). The mixture was heated to about 110°C for 10 hours with stirring. 1 H-NMR analyzed the contents of the flask and found that more than 50 mol% of OIP was unreacted. Also with the help of 31 P-NMR analyzed the contents of the flask, and found that the molar ratio of 2-cumylphenyl dichlorophosphate to bis(2-cumylphenyl)chlorophosphate to tris(2-cumylphenyl)phosphate It is 40.8:22.6:5.0.

Embodiment 2

[0086] Example 2 (comparative)

[0087] The reaction flask was purged with nitrogen. Then 15.3 g (0.1 mole) of phosphorus oxychloride ("POCl 3 ") followed by 13.6 g (0.1 mol) of o-isopropylphenol ("OIP"). The mixture was heated to 195°C for 5 hours with stirring. The contents of the flask were analyzed by means of proton NMR, and it was detected by this analysis The presence of unreacted OIP in the flask indicates that the reaction is incomplete. Then the contents of the flask are heated to 250°C for 3 hours with stirring until no OIP is detected. 31 P-NMR analyzed the components in the flask, and found that the molar ratio of 2-cumylphenyl dichlorophosphate to bis(2-cumylphenyl)chlorophosphate to tris(2-cumylphenyl)phosphate was 56.2:28.7:2.8.

Embodiment 3

[0088] Example 3 (Example 1-Comparison from US 4,139,487)

[0089] Phenol (65.2 parts) and a mixture of meta- and p-isopropylphenol (47.9 parts) were mixed with phosphorus oxychloride (51 parts; that is to say 5% excess of phenolic reactants). The reaction was catalyzed by the addition of crushed anhydrous magnesium chloride (0.5 parts). The reaction mixture was rapidly heated to 130°C and then slowly heated to 230°C over a period of about 2 hours, after which no further hydrogen chloride escaped significantly. The reaction is checked by titration test on the crude product, and then the crude product is vacuum distilled to produce recovered phenol fraction, a small amount of middle distillate and main ester fraction (88% of crude product) boiling at 205℃~225℃ under 1mm mercury column. .

[0090] Analysis shows that the recovered phenol fraction is basically the same as the phenol feed mixture, indicating that there has been no obvious component separation due to preferential este...

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
Acid valueaaaaaaaaaa
Kinematic viscosityaaaaaaaaaa
Login to view more

Abstract

The present invention relates to low triphenyl phosphate, high phosphorous content aryl phosphates with high ortho alkylation that are suitable for use as flame retardant compositions, processes for their preparation, and their use as flame retardants.

Description

Technical field [0001] The present invention relates to flame retardant compositions and methods for preparing them. In more detail, the present invention relates to highly ortho-alkylated aryl phosphates with low triphenyl phosphate content and high phosphorus content suitable for use as flame retardant compositions and methods for preparing them. Background of the invention [0002] Alkylated aryl phosphates are known in the art as flame retardants. These compounds can be formed by many methods commonly used in the art. For example, it is known to prepare a mixed synthetic triaryl phosphate by alkylating phenol with an olefin such as propylene or isobutylene to obtain a mixture of phenol and substituted phenol. According to U.S. Patent No. 4,093,680, the alkylate mixture is then combined with phosphorus oxychloride (POCl 3 ) Reaction to form a mixed triaryl phosphate. The product mixture is a statistical mixture based on the initial alkylate composition and always includes seve...

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
IPC IPC(8): C07F9/12C08K5/523C09K21/12C08L27/00C08L75/04
CPCC09K21/12C08K5/523
Inventor 小威廉姆·约瑟夫·莱曼亚瑟·G·马克特舍恩·曹杰弗里·托德·阿普林霍韦尔·丘道格拉斯·W·卢瑟
Owner ALBEMARLE CORP
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap