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Bisphenol compound monosubstituted fatty alcohol and synthesis method thereof

A compound and oxidant technology, applied in chemical instruments and methods, preparation of organic compounds, dehydration of hydroxyl-containing compounds to prepare ethers, etc., can solve the problems of lack of standard products, lack of synthesis methods, research limitations, etc., to achieve strong applicability and good Atom economy, the effect of avoiding operations

Inactive Publication Date: 2018-12-14
RES CENT FOR ECO ENVIRONMENTAL SCI THE CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the lack of effective and general synthesis methods, and thus the lack of standard products, the research on it is greatly restricted, and the knowledge about its environmental behavior and ecotoxicity is relatively little

Method used

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  • Bisphenol compound monosubstituted fatty alcohol and synthesis method thereof
  • Bisphenol compound monosubstituted fatty alcohol and synthesis method thereof
  • Bisphenol compound monosubstituted fatty alcohol and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] 1. The preparation method of bisphenol compound monosubstituted allyl ether compound

[0056] Mix the halogenated bisphenol shown in formula II with allyl bromide in a solvent, and carry out a substitution reaction in the presence of an alkali solution, and the reaction is completed to obtain the R 3 for -CH=CH 2 When the compound shown in the formula I;

[0057]

[0058] In the formula II, R 1 and R 2 The definition of is the same as that in formula I.

[0059] Experimental procedure: Dissolve bisphenol A compound (1.0 equivalent) shown in formula II in 100ml acetone, add allyl bromide (1.1 equivalent), dropwise add 3mol / L sodium hydroxide aqueous solution (1.8 equivalent), room temperature Stir for 3 hours, adjust the pH of the system to neutral after the reaction is complete, then extract the reactant with dichloromethane, dry it with anhydrous sodium sulfate, and analyze the product point by thin layer chromatography (developing agent is ethyl acetate:petrole...

Embodiment 2

[0148] Embodiment 2, flame retardant performance detection

[0149] With embodiment 1 gained 1.1 compound 4-(2-(4-(allyloxy)-3-bromophenyl)propan-2-yl)-2-bromophenol and 1.4 compound 4-(2-(4-(allyloxy)-3, 5-dibromophenyl)propan-2-yl)-2,6-dibromophenol is prepared as a reactive flame retardant in EPS (polystyrene plastics) and PS (foamed plastics) to prepare corresponding materials, and the materials are carried out Flame retardant performance test. The test results show that the above two compounds added with a mass fraction of 1-5% in polystyrene plastics and foamed plastics are equivalent to the flame retardancy of tetrabromobisphenol A, and the thermal mass loss temperature is: 5-8% (230-240°C), 8-10% (270-280°C), 15-18% (305-320°C).

[0150] The flame retardancy results of the remaining compounds obtained in Example 1 are not substantially different from the above results, and will not be repeated here.

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Abstract

The invention discloses bisphenol compound monosubstituted fatty alcohol and a synthesis method thereof. The bisphenol compound monosubstituted fatty alcohol has a general structural formula as shownin a formula I which is described in the specification. The preparation method has the advantages of simple operation, good atomic economy, good substrate applicability and wide applicability. The synthesized bisphenol compound monosubstituted fatty alcohol can be used as a novel halogenated flame retardant substitute, and is also applicable as a standard substance for derivatization thereof to analytical and environmental studies. The synthesis method provided by the invention can realize the preparation of halogen atom-substituted bisphenol substrates of different numbers, linear aliphatic hydrocarbon monosubstituted alcohols of different chain lengths, and linear aliphatic hydrocarbon monosubstituted terminal 1,2-diol compounds of different chain lengths, and has good universality.

Description

technical field [0001] The invention relates to a bisphenol compound monosubstituted fatty alcohol and a synthesis method thereof. Background technique [0002] Chlorinated bisphenols and brominated bisphenols are widely used halogenated flame retardants, and are used as additive and reactive flame retardants in many fields such as building materials, synthesis, plastic products and printing industries. As the production, use and disposal of such compounds are continuously released into the environment, the detection of their derivatives in various environmental and biological media has shown a growing trend in recent years, including soil, sediment, and house dust. , freshwater fish, marine organisms, human tissue, milk, blood, etc., among which the content in serum and milk is as high as 649.45ng / g and 11ng / g. Studies have shown that these compounds have endocrine disrupting effects, neurotoxicity, and potential hazards to the environment and human health. Therefore, the...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/09C07C317/22C07C315/04C08K5/06C08J9/00C08L25/06
CPCC07C41/09C07C43/23C07C315/04C07C317/22C08J9/0023C08J2325/06C08K5/06C08L2201/02C08L25/06
Inventor 史建波郭锐胡铭曲广波江桂斌
Owner RES CENT FOR ECO ENVIRONMENTAL SCI THE CHINESE ACAD OF SCI
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