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Two [4-(2-hydroxyethoxy) phenyl] sulfone and its derivatives preparation method and its catalyst

A technology of hydroxyethoxy and derivatives, applied in the preparation of organic compounds, catalysts for physical/chemical processes, catalysts for organic compounds/hydrides/coordination complexes, etc., can solve the problem of high price and unfavorable scale of 2-chloroethanol It can solve the problems of chemical production and reduce product cost, so as to achieve the effect of short reaction time, safe production process and cost reduction.

Active Publication Date: 2017-12-08
JIANGSU AOLUNDA HIGH TECH IND
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0003] The synthesis of bis[4-(2-hydroxyethoxy)phenyl]sulfone and its derivatives is mainly to use bisphenol S and its derivatives to carry out condensation reaction with ethylene oxide or 2-chloroethanol under certain conditions. However, there are still some disadvantages in the actual preparation process. For example, US2593411A uses methanol as a solvent and reacts bisphenol S and ethylene oxide in an autoclave in the presence of sodium hydroxide. Because ethylene oxide is easy to Inflammable, explosive, and the reaction needs to adopt high-pressure equipment, which is not conducive to large-scale production; in the US2573769A, in the presence of alkali, with water as a solvent, bisphenol S and 2-chloroethanol are reacted to obtain bis[4-(2 -hydroxyethoxy) phenyl] sulfone, because 2-chloroethanol price is relatively high, and this method yield is on the low side, is unfavorable for reducing the cost of product

Method used

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  • Two [4-(2-hydroxyethoxy) phenyl] sulfone and its derivatives preparation method and its catalyst
  • Two [4-(2-hydroxyethoxy) phenyl] sulfone and its derivatives preparation method and its catalyst

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Experimental program
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Effect test

Embodiment 1

[0016] Add 93.6g bisphenol S, 50g ethylene glycol, 0.24g catalyst (graphene oxide by mass ratio: AlCl 3 : tetra-n-propyl titanate = 0.9: 1: 0.5 after mixing, add ethanol and stir evenly, after azeotropic dehydration, then reflux reaction for 1h, evaporate the solvent), after the addition, heat up to 150°C and react for 60min. After the reaction, the product after the reaction was detected by HPLC, and the content of the main product was 96%. Cool the reaction solution to 60°C, add 200ml of methanol to dissolve, filter, add 50ml of water to the filtrate, a large amount of white solid precipitates, filter and dry to obtain bis[4-(2-hydroxyethoxy)phenyl] with a content of 99% Sulfone 120g, yield 93.1%.

Embodiment 2

[0018] Add 93.6g bisphenol S, 50g ethylene glycol, 0.16g catalyst (graphene oxide by mass ratio: AlCl 3 : Tetra-n-propyl titanate = 0.5:1:0.1, add ethanol and stir evenly, after azeotropic dehydration, then reflux reaction for 1h, evaporate the solvent), after the addition, heat up to 180°C and react for 80min. After the reaction, the product after the reaction was detected by HPLC, and the content of the main product was 95.5%. Cool the reaction solution to 60°C, add 200ml of methanol to dissolve, filter, add 50ml of water to the filtrate, a large amount of white solid precipitates, filter and dry to obtain bis[4-(2-hydroxyethoxy)phenyl] with a content of 99% Sulfone 116g, yield 90.1%.

Embodiment 3

[0020] Add 93.6g bisphenol S, 50g ethylene glycol, 0.24g catalyst (graphene oxide by mass ratio: AlCl 3 : tetraethyl titanate = 0.9:1:0.5, add ethanol and stir evenly, after azeotropic dehydration, then reflux reaction for 1h, evaporate the solvent), after the addition, heat up to 200°C and react for 30min. After the reaction, the product after the reaction was detected by HPLC, and the content of the main product was 94.0%. Cool the reaction solution to 60°C, add 200ml of methanol to dissolve, filter, add 50ml of water to the filtrate, a large amount of white solid precipitates, filter and dry to obtain bis[4-(2-hydroxyethoxy)phenyl] with a content of 99% Sulfone 113g, yield 87.7%.

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Abstract

The invention relates to a preparation method of bis[4-(2-hydroxyethoxy)phenyl] sulphone and a derivative of bis[4-(2-hydroxyethoxy)phenyl] sulphone as well as a catalyst of bis[4-(2-hydroxyethoxy)phenyl] sulphone and the derivative of bis[4-(2-hydroxyethoxy)phenyl] sulphone. The preparation method comprises steps as follows: under the action of the catalyst, a compound represented as the structure I is subjected to a reaction with ethylene glycol for 0.5-2 h at the temperature of 100-200 DEG C, a compound represented as a structure II is prepared, wherein the catalyst comprises components of graphene oxide, Lewis acid and alkyl ester titanate, and a mass ratio of graphene oxide to Lewis acid to alkyl ester titanate is (0.05-0.25):(0.02-1):(0.0125-1), the components are mixed in the ratio, added to ethanol and uniformly stirred, a mixture is subjected to a refluxing reaction for 1 h after azeotropic dehydration, a solvent is removed through steaming, and an additive product is obtained. The reaction time is short, and the yield is high.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a preparation method of bis[4-(2-hydroxyethoxy)phenyl]sulfone and its derivatives and a catalyst thereof. Background technique [0002] Bis[4-(2-hydroxyethoxy)phenyl]sulfone is an excellent engineering thermoplastic material with good chemical resistance, high thermal and dimensional stability, high strength and rigidity and good Surface hardness and gloss. [0003] The synthesis of bis[4-(2-hydroxyethoxy)phenyl]sulfone and its derivatives is mainly to use bisphenol S and its derivatives to carry out condensation reaction with ethylene oxide or 2-chloroethanol under certain conditions. However, there are still some disadvantages in the actual preparation process. For example, US2593411A uses methanol as a solvent and reacts bisphenol S and ethylene oxide in an autoclave in the presence of sodium hydroxide. Because ethylene oxide is easy to Inflammable, explosive, a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C317/22C07C315/04B01J31/26
CPCB01J31/26C07C315/04C07C317/22
Inventor 万利兵陈律吴红民陈盘强吴俊
Owner JIANGSU AOLUNDA HIGH TECH IND
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