Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation of tri(alkoxyphenyl)bismuth compounds

A technology of alkoxy phenyl and alkoxy bromobenzene is applied in the field of preparation of tri-bismuth series compounds to achieve the effects of reducing pollution, saving cost and having good safety.

Inactive Publication Date: 2012-10-10
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The present invention provides a kind of preparation method of tri-(alkoxyphenyl) bismuth series compound suitable for being used as high-performance solid-propelled room temperature curing catalyst, which overcomes the problems existing in the existing preparation method, and has mild reaction conditions, Easy to operate, suitable for industrial production, etc.

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
  • Preparation of tri(alkoxyphenyl)bismuth compounds
  • Preparation of tri(alkoxyphenyl)bismuth compounds
  • Preparation of tri(alkoxyphenyl)bismuth compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] The preparation of embodiment 1. three-(p-ethoxyphenyl) bismuth

[0021] In a 1L dry reaction flask, add 29.3 grams (1.205mole) of magnesium chips and 80ml of THF (cover the magnesium chips), add 242.3 grams (1.205 mole) of p-EtO-C in the high dropping funnel 6 h 4 A mixed solution of Br and 230ml THF was added dropwise with slow stirring under nitrogen protection, while heating carefully to initiate the reaction. After the reaction occurs, control the rate of addition to keep the reaction in a slightly boiling state. The reaction temperature can reach 90°C to 120°C. The dropwise addition is completed in about 1 hour and the reaction is continued for about 2.5 hours at the temperature of an oil bath at 120°C to fully generate p-EtOC 6 h 4 MgBr Grignard reagent. Then, 123 grams (0.39 mole) of anhydrous BiCl in the high-position dropping funnel was mixed under stirring condition 3 The emulsified solution prepared with 240ml THF was added dropwise to the Grignard reage...

Embodiment 2

[0022] Embodiment 2. the preparation of three-(ortho-ethoxyphenyl) bismuth

[0023] In a 1L dry reaction flask, add 13.5g (0.556mole) magnesium chips and 60ml THF (cover the magnesium chips), add 111.8g (0.556mole) o-EtO-C 6 h 4 A mixed solution of Br and 150ml THF was added dropwise under nitrogen protection with slow stirring and carefully heated to initiate the reaction. After the reaction occurs, control the dripping speed to keep the reaction in a slightly boiling state. The reaction temperature can reach 90 ° C ~ 120 ° C. It takes about 0.5 hours to complete the dropwise addition and continue to react for about 1.5 hours at 120 ° C oil bath temperature to fully generate o- EtOC 6 h 4 MgBr Grignard reagent. Then 57g (0.181mole) of anhydrous BiCl in the high position dropping funnel was mixed under stirring condition 3 The emulsified solution prepared with 150ml THF was added dropwise to the Grignard reagent for metal transfer reaction, and the addition was completed ...

Embodiment 3

[0024] Embodiment 3. the preparation of three-(m-ethoxyphenyl) bismuth

[0025] In a 1L dry reaction flask, add 25.2g (1.0356mole) magnesium chips and 80ml THF (cover the magnesium chips), add 208.1g (1.035mole) m-EtO-C 6 h 4 A mixed solution of Br and 200ml THF was added dropwise under nitrogen protection with slow stirring and carefully heated to initiate the reaction. After the reaction occurs, control the rate of addition to keep the reaction in a slightly boiling state. The reaction temperature can reach 90°C to 120°C. The dropwise addition is completed in about 1 hour, and the reaction is kept at 120°C for about 2.5 hours in an oil bath to fully generate m-EtO- C 6 h 4 MgBr Grignard reagent. Then 105.6g (0.335mole) of anhydrous BiCl in the high position dropping funnel was mixed under stirring condition 3 Add the emulsified solution prepared with 210ml THF dropwise into the Grignard reagent for the metal transfer reaction, finish the addition in about 1 hour and kee...

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 method for preparing a 3-(alkoxy phenyl) bismuth serial compound. An alkoxy brombenzene serial compound is used as a raw material; under the protection of nitrogen gas, the alkoxy brombenzene serial compound in an anhydrous solvent and magnesium chips are subjected to Grignard reaction to generate an alkoxy phenyl magnesium bromide Grignard reagent; and the alkoxy phenyl magnesium bromide Grignard reagent and anhydrous bismuth trichloride undergo metal transferring reaction to prepare the 3-(alkoxy phenyl) bismuth serial compound. The alkoxy brombenzene serial compound comprises p-BrC6H4OMe, o-BrC6H4OMe, p-BrC6H4OEt, o-BrC6H4OEt or m-BrC6H4OEt. An organic solvent with high boiling point is safer than aether and can activate the magnesium chips; in particular, THF is adopted to emulsify and dissolve anhydrous BiCl3 and is favorable for preparation operation; the reclaimed THF can be used for subsequent extraction, save raw materials and reduce pollution; and the method has mild reaction condition and uncomplicated technical requirement, and is favorable for industrialized preparation.

Description

Technical field: [0001] The invention relates to a preparation method of tris-(alkoxyphenyl)bismuth series compounds, in particular to a preparation method of tris-(ethoxyphenyl)bismuth. Background technique: [0002] Solid propellants are the basic components of engines, and their mass accounts for more than 90% of the total mass of solid engines. Therefore, the performance level of solid propellants has an important impact on the development of missiles and aerospace vehicles. Nitrate plasticized polyether (NEPE) high-energy propellant and high-performance hydroxyl-terminated polybutadiene (HTPB) propellant, when using N-100 polyisocyanate or isophorone diisocyanate as curing agent, the propellant The charge must use triphenylbismuth as a curing catalyst and be cured and molded at a temperature of 50°C to 60°C. When cooled to room temperature after solidification, the propellant charge will generate thermal stress, that is, shrinkage stress, which brings safety hazards to...

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): C07F9/94
Inventor 缪琳刘训恩唐松青
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI