Organophosphorus derivatives and use thereof as uncoupling agents

A technology of uncoupling agent and organophosphorus, which is applied to organophosphonium derivatives. The decoupling agent is used in the field of aqueous systems, which can solve the problems of reduced biomass production.

Inactive Publication Date: 2012-09-12
RHODIA OPERATIONS SAS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] If this energy release can be avoided, it will lead to a reduction in biomass production by inhibiting energy production

Method used

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  • Organophosphorus derivatives and use thereof as uncoupling agents
  • Organophosphorus derivatives and use thereof as uncoupling agents
  • Organophosphorus derivatives and use thereof as uncoupling agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Step a) the synthesis of trihydroxymethylphosphine solution

[0057] In a well-stirred reactor equipped with vacuum distillation and previously inert under nitrogen, charge:

[0058] Titrate 80% THPC (tetrakis (hydroxymethyl) phosphorus chloride) and contain the solution of 150g THPC (0.63mol);

[0059] Cool the mixture to 5-15 °C;

[0060] Pour 385g of 8% soda solution in 3 hours and control the temperature at 5-15°C;

[0061] After the end of pouring, the reaction mixture was kept at 10 °C for 12 hours;

[0062] Formaldehyde removal by distilled water / formaldehyde mixture at a temperature of 15-30°C and a pressure of <10mbar;

[0063] Add 970g of ethanol and distill under the same conditions to consume formaldehyde;

[0064] Precipitation of NaCl was observed and the reaction was analyzed after distillation:

[0065] Analysis: 93.5% THP / 3% THPO / 3.5% THPC.

Embodiment 2

[0067] Steps b) and c): Synthesis of phosphonium (formula (1), n=8, m=0 or 1)

[0068] The reactants prepared in Example 1 were introduced into a well-stirred reactor equipped with vacuum distillation and previously inertized under nitrogen. During this period, the temperature was controlled at 45-55° C., and 111.8 g of 1,8-diiodooctane was poured in within 30 minutes.

[0069] The reaction medium was biphasic and precipitation of salts (NaI / NaCl) was observed.

[0070] After 50 hours at 50° C., the reaction medium was filtered and the product obtained was a pale yellow transparent solution, from which 665 g in weight were extracted with the following NMR (nuclear magnetic resonance) analysis:

[0071] 31 P NMR analysis

[0072] 3%THPO

[0073] 3% THP

[0074] 14% THPC

[0075] 78% Organophosphonium derivatives of diphosphonium and triphosphonium according to the following molar composition:

[0076]

[0077]

Embodiment 3

[0079] Step a) the synthesis of trihydroxymethylphosphine solution

[0080] In a well-stirred reactor equipped with vacuum distillation and previously inert under nitrogen, a titrated 80% THPC (tetrakis (hydroxymethyl) phosphorus chloride) containing 100 g of THPC (0.42 mol) and water ( 50g) solution;

[0081] Cool the mixture to 5-15 °C;

[0082] Pour 228g of 8% soda NaOH solution within 3 hours and control the temperature at 5-15°C;

[0083] After pouring, keep at 10°C for 12 hours;

[0084] At a temperature of 15-30 ° C and a pressure of less than 10 mbar, the formed formaldehyde was removed by distilled water / formaldehyde mixture; 786 g of ethanol was added and distilled under the same conditions to consume formaldehyde;

[0085] Precipitation of NaCl was observed.

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Abstract

The present invention relates to an organophosphonium derivative of the mean general formula (1), wherein n is a number between 4 and 20, preferably between 5 and 10, m is a number between 0 and 10, preferably between 0 and 1, and Y is an anion. The invention also relates to a method for preparing same, and to a method for controlling the growth of bacterial biomass in an aqueous system, including adding to said aqueous system or contacting said aqueous system with an efficient amount of an uncoupling agent selected from an organophosphonium derivative as defined above.

Description

technical field [0001] The present invention relates to organophosphonium derivatives, processes for their preparation and their use as uncoupling agents. The present invention relates to the use of these uncoupling agents in aqueous systems, especially in wastewater treatment plants, for the control of bacterial biomass, and also to the use of these agents and methods of using these agents. The uncoupling activity of the molecule includes acting on the bacterial cell energy to reduce the biomass production of the wastewater while maintaining the purification activity of the bacterial cell by biodegrading organic molecules. Details of the biochemistry and mechanisms involved in cellular respiration are found in, for example, the publication "Biochemistry", 3rd Edition, by Lubert Stryer, Publisher: W.H. Freemen & Company, New York, USA, 1998 and the publication "General Microbiology", Discussed in 3rd Edition, Authors: Roger Y. Stanier, Michael Doudoroff, and Edward A. Adelber...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/50C07F9/54C02F1/50C02F11/14A01N57/20
CPCC02F3/006A01N57/20C02F2209/001C02F2209/36C07F9/5004C07F9/5407
Inventor P·马沙尔V·沙内恩S·卡雷-特龙西M·贝拉尔L·卢韦尔A·皮拉斯-贝格
Owner RHODIA OPERATIONS SAS
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