31 results about "Aminomethylphosphonic acid" patented technology

The invention provides a preparation method of diethyl N,N-bis(2- hydroxyethyl) aminomethylphosphonate, comprising the following steps: (1) carrying out depolymerization on paraformaldehyde; (2) carrying out ring formation on formaldehyde and diethanol amine to prepare 3-(2- hydroxyethyl)-1,3-oxazolidine; (3) reacting 3-(2- hydroxyethyl)-1,3-oxazolidine with diethyl phosphite in the presence of anhydrous Lewis acid catalysts; and (4) filtering and recovering the catalysts to obtain a yellow transparent liquid product. The overall yield of the whole process reaches more than 99 %, and the content of diethyl N,N-bis(2- hydroxyethyl) aminomethylphosphonate in the product is 94 %-96 %. The preparation method disclosed in the invention is simple and efficient, has the advantages of high product yield, high content of effective components in the product, reduction of temperature in dehydration process, shortening of time, and low energy consumption, reduces the water content of the final product to 0.1-0.2 %, and reduces the dosage of the catalysts by 20-50%. The preparation method is suitable for large-scale industrial production.

The cross-linked polyphosphonate composition for the removal of metal ions from wastewater is a cross-linked anionic polyelectrolyte polymer having the formula:The cross-linked anionic polyelectrolyte is made by cyclocopolymerizing diallylaminomethylphosphonic acid and 1,1,4,4-tetraallylpiperazinium dichloride (a cross-linker) to form a cross-linked polyzwitterionic acid (CPZA). The CPZA is then treated with a base, such as sodium hydroxide, to form a cross-linked anionic polyelectrolyte polymer having the above formula. The composition may be used to remove heavy metal ions, such as Cu2+ and Pb2+, from wastewater.

N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.

The invention relates to preparation of an immobilized metal ion affinity chromatographic material, and particularly relates to a method for preparing an immobilized metal affinity ion chromatographic monolithic column. In the method, a monolithic column material is prepared by using an organic-inorganic hybrid silica gel monolithic material of which the surface carries aldehyde groups as a vector; a phosphate buffer solution containing aminomethylphosphonic acid and sodium cyanotrihydroborate NaCNBH3 flows through the monolithic column material continuously to prepare a monolithic material vector of which the surface carries aldehyde chelation groups; and an aqueous solution of transition metal ions flows through the material vector to prepare the immobilized metal ion affinity chromatographic monolithic column. High-selectivity enrichment of phosphorylated peptide in a hybrid peptide section can be realized by utilizing the immobilized metal ion affinity chromatographic monolithic column. The invention has the advantages that the monolithic column has good selectivity to the phosphorylated peptide, can be recycled, and has the characteristics of large enrichment capability and high recovery rate; and the preparation method has the characteristics of simplicity, convenience, good permeability and small back pressure, and the prepared immobilized metal ion affinity chromatographic monolithic column has good mechanical strength and strong acid and alkali resistance.

The present invention relates to a method for improved removal of cations, preferably alkaline earth metals, in particular calcium and barium, from aqueous solutions using chelating resins having aminomethylphosphonic acid groups and iminodimethylphosphonic acid groups having high dynamic absorption capacity for cations at a low residual content of the cations and high regeneration efficiency, and a markedly lengthened loading duration of the chelating resin, to the chelating exchangers themselves, and also to uses thereof.

Bond strength of a composite resin, an adhesive resin cement or the like to dentin or enamel of tooth is remarkably improved by treating the dentin or the enamel with a self-etching primer agent comprising an aqueous solution of a methacrylic acid derivative such as N-methacryloylglycin, N-methacryloyl-3-aminopropionic acid, N-methacryloyl-4-aminobutyric acid, N-methacryloyl-5-aminovaleric acid, N-methacryloyl-6-aminocaproic acid, N-methacryloyl-2-aminomethylphosphonic acid, N-methacryloyl-3-aminoethyl-phosphonic acid and N-methacryloyl-4-aminopropylphosphonic acid.

The cross-linked polyphosphonate-sulfone composition for removal of metal ions from wastewater relates to a cross-linked anionic polyelectrolyte polymer for the removal of metal ions, such as lead (Pb2+) and copper (Cu2+) ions, from wastewater and the like. The cross-linked anionic polyelectrolyte polymer has the formula:The cross-linked anionic polyelectrolyte polymer is made by cyclopolymerization of diallylaminomethylphosphonic acid, 1,1,4,4-tetraallylpiperazinium dichloride (a cross-linker), and sulfur dioxide in the presence of AIBN (an initiator) in DMSO at 65° C. to form a cross-linked polyzwitterionic acid (CPZA). The CPZA is then treated with base (such as sodium hydroxide) to form the cross-linked anionic polyelectrolyte polymer having the formula shown above.

N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.

The cross-linked polyphosphonate-sulfone composition for removal of metal ions from wastewater relates to a cross-linked anionic polyelectrolyte polymer for the removal of metal ions, such as lead (Pb2+) and copper (Cu2+) ions, from wastewater and the like. The cross-linked anionic polyelectrolyte polymer has the formula:The cross-linked anionic polyelectrolyte polymer is made by cyclopolymerization of diallylaminomethylphosphonic acid, 1,1,4,4-tetraallylpiperazinium dichloride (a cross-linker), and sulfur dioxide in the presence of AIBN (an initiator) in DMSO at 65° C. to form a cross-linked polyzwitterionic acid (CPZA). The CPZA is then treated with base (such as sodium hydroxide) to form the cross-linked anionic polyelectrolyte polymer having the formula shown above.

An improved process for the manufacture of formylphosphonic acid derivatives is reported. An aminomethylphosphonic acid substrate is contacted with a reagent selected from the group consisting of water, an alcohol, a phenol compound, and mixtures thereof and an oxidizing gas in the presence of a catalyst to form a reaction product mixture containing a formylphosphonic acid derivative and the conditions under which said contacting is carried out are controlled so that no more than 50% of the formylphosphonic acid derivative formed in the reaction product mixture is consumed by reaction with the reagent.

The invention relates to a preparation method for an in-situ flame-retardant adhesive coating material. According to the preparation method, liquid polyurethane and a reactive flame retardant N,N-bis(2-ethoxy)dimethyl aminomethylphosphonate are subjected to reactive grafting to form the in-situ flame-retardant adhesive coating material. The material prepared through the method can be directly used for coating of a fabric coating, and after drying, fabric can have a good flame-retardant property.

The present invention relates to a method for improved removal of cations, preferably alkaline earth metals, in particular calcium and barium, from aqueous solutions using chelating resins having aminomethylphosphonic acid groups and iminodimethylphosphonic acid groups having high dynamic absorption capacity for cations at a low residual content of the cations and high regeneration efficiency, and a markedly lengthened loading duration of the chelating resin, to the chelating exchangers themselves, and also to uses thereof.

The invention relates to a trace toxicant analysis and detection method, and particularly relates to a gas chromatography method of measuring trace glufosinate ammonium, glyphosate and aminomethylphosphonic acid (metabolite thereof) in drinking water. The method comprises the steps of: enriching a trace target chemical-compound in the drinking water by novel methane sulfinate-magnesium-aluminum hydrotalcite calcined-product adsorbent stones, eluting the target material by a saturated sodium chloride solution, adjusting a pH value by sodium hydroxide, and derivatizing the target material step by step by Isopropyl chloroformate and trimethylsilylated diazomethane as a derivative agent, and using the gas chromatography method for fast analysis measurement. The novel adsorbent used by the method realizes fast and highly efficient adsorption on the target material by using a manner of dispersive solid-phase extraction, and the method can save a large amount of adsorption and elution time ascompared with a manner of solid-phase extraction; and the method only applies small-amount organic-solvent extraction, and has the remarkable advantages of safety, environmental protection and economy as compared with a liquid-liquid extraction method requiring use of a large amount of organic solvent.

The invention relates to a preparation method for an in-situ flame-retardant adhesive coating material. According to the preparation method, liquid polyurethane and a reactive flame retardant N,N-bis(2-ethoxy)dimethyl aminomethylphosphonate are subjected to reactive grafting to form the in-situ flame-retardant adhesive coating material. The material prepared through the method can be directly used for coating of a fabric coating, and after drying, fabric can have a good flame-retardant property.

The invention relates to a method for analyzing and detecting trace harmful substances, in particular to a gas chromatography method for measuring trace amounts of glufosinate-ammonium, glyphosate and their metabolite aminomethylphosphonic acid in drinking water. The method steps include enriching trace target compounds in drinking water with a novel methanesulfinate-magnesium-aluminum hydrotalcite roasting product adsorbent stone, eluting the target compounds with a saturated sodium chloride solution, adjusting the pH value with sodium hydroxide, and Using isopropyl chloroformate and trimethylsilylated diazomethane as derivatizers to derivatize the target object step by step, and apply gas chromatography for rapid analysis and determination. The new adsorbent used in this method adopts the method of dispersive solid phase extraction to achieve fast and efficient adsorption of the target substance. Compared with the method of solid phase extraction, it can save a lot of adsorption and elution time; it is only suitable for a small amount of organic solvent extraction. Compared with liquid-liquid extraction, which needs to use a large amount of organic solvent, it has significant safety, environmental advantages and economic advantages.

The invention relates to preparation of an immobilized metal ion affinity chromatographic material, and particularly relates to a method for preparing an immobilized metal affinity ion chromatographic monolithic column. In the method, a monolithic column material is prepared by using an organic-inorganic hybrid silica gel monolithic material of which the surface carries aldehyde groups as a vector; a phosphate buffer solution containing aminomethylphosphonic acid and sodium cyanotrihydroborate NaCNBH3 flows through the monolithic column material continuously to prepare a monolithic material vector of which the surface carries aldehyde chelation groups; and an aqueous solution of transition metal ions flows through the material vector to prepare the immobilized metal ion affinity chromatographic monolithic column. High-selectivity enrichment of phosphorylated peptide in a hybrid peptide section can be realized by utilizing the immobilized metal ion affinity chromatographic monolithic column. The invention has the advantages that the monolithic column has good selectivity to the phosphorylated peptide, can be recycled, and has the characteristics of large enrichment capability and high recovery rate; and the preparation method has the characteristics of simplicity, convenience, good permeability and small back pressure, and the prepared immobilized metal ion affinity chromatographic monolithic column has good mechanical strength and strong acid and alkali resistance.

The invention provides a method for determining residual quantity of glyphosate, glufosinate-ammonium and metabolite aminomethylphosphonic acid thereof in agricultural products. The method comprises the following steps: firstly, extracting and purifying glufosinate-ammonium, glyphosate and metabolite aminomethylphosphonic acid in a sample by adopting a solid-phase microextraction method, and then qualitatively and quantitatively detecting the glufosinate-ammonium, the glyphosate and the metabolite aminomethylphosphonic acid by adopting high performance liquid chromatography-tandem mass spectrometry and an internal standard method. According to the method disclosed by the invention, the lowest detection limits of glyphosate, glufosinate-ammonium and metabolite aminomethylphosphonic acid of the glyphosate, the glufosinate-ammonium and the metabolite aminomethylphosphonic acid are 0.03 mu g / kg, 0.29 mu g / kg and 0.39 mu g / kg. Compared with other detection methods, the method does not need a complex derivatization process, is high in detection efficiency, is simple and convenient, and is short in time consumption. By using the isotope internal standard, the interference caused by a series of reasons such as matrix effect can be avoided, and the quantitative result is more accurate. The method can also be used for simultaneously detecting three target objects including glyphosate, glufosinate-ammonium and aminomethylphosphonic acid in a complex sample, and is more efficient.

This invention provides novel β-lactamase inhibitors of the aryl- and heteroaryl-sulfonamidomethylphosphonate monoester class. The compounds inhibit three classes of β-lactamases and synergize the antibacterial effects of β-lactam antibiotics (e.g., imipenem and ceftazimdime) against those micro-organisms normally resistant to the β-lactam antibiotics as a result of the presence of the β-lactamases.

This invention provides novel β-lactamase inhibitors of the aryl- and heteroaryl-sulfonamidomethylphosphonate monoester class having nitrogen-based cations or quarternary ammomium groups. The compounds inhibit three classes of β-lactamases and synergize the antibacterial effects of β-lactam antibiotics (e.g., imipenem and ceftazimdime) against those micro-organisms normally resistant to the β-lactam antibiotics as a result of the presence of the β-lactamases.

The invention discloses a bacterium with high-efficiency degradation characteristics of glyphosate pesticide, which is classified and named as Aquamicrobium defluvii and marked as YU 1-1. NO.M2015816. The invention also discloses the glyphosate degradation characteristics and biodegradation mechanism of the above-mentioned high-efficiency pesticide degradation bacteria. Through the analysis of degradation products, glyphosate molecules were first degraded into the intermediate product aminomethylphosphonic acid (AMPA), and then further degraded into phosphoric acid molecules and methylamine molecules, which provided phosphorus and carbon sources for microbial growth, respectively. The strain degrades glyphosate metabolites with no toxicity and high environmental affinity. Therefore, the bacterial strain of the present invention has very high application value in water body environment treatment and soil environment treatment polluted by glyphosate pesticides, as well as comprehensive treatment of current industrial site pesticide pollution.

An improved process for the manufacture of formylphosphonic acid derivatives is reported. An aminomethylphosphonic acid substrate is contacted with a reagent selected from the group consisting of water, an alcohol, a phenol compound, and mixtures thereof and an oxidizing gas in the presence of a catalyst to form a reaction product mixture containing a formylphosphonic acid derivative and the conditions under which said contacting is carried out are controlled so that no more than 50% of the formylphosphonic acid derivative formed in the reaction product mixture is consumed by reaction with the reagent.

The invention relates to a rapid detection method for glyphosate, glufosinate-ammonium and aminomethylphosphonic acid in beer, which comprises the following steps in sequence: step S1, a pretreatment step and step S2, and an on-machine test step. The present invention does not use SPE column purification, which greatly reduces the pretreatment time; the present invention enables simultaneous detection of glyphosate, glufosinate-ammonium and aminomethylphosphonic acid; the present invention simplifies the derivation operating conditions and improves the derivation efficiency; The present invention uses LC-MS / MS detection, and the limit of quantification can reach 0.010 mg / Kg, which is better than the detection method in the prior art.

The invention relates to a method for detecting the residual quantities of glyphosate and phosphonic acid being a metabolite of glyphosate in food. The method comprises the following steps: preparation of a standard working solution, preparation of a food sample test solution, drawing of a standard working solution regression curve and calculation of the residual quantities of glyphosate and phosphonic acid in a food sample. The method has the advatnages that the residual quantities of glyphosate and phosphonic acid in food can be detected accurately, wherein the detection results are accurate, reliable, and high in reproducibility; a dialysis bag and a divinyl benzene solid phase extraction cartridge are adopted for purification to avoid blockage, ensure 80 percent or high recovery rate, and avoid use of expensive internal standard substances for recovery correction; as an NH2P-502D cartridge is adopted, and 5 mmol / L liquid ammonium acetate and acetonitrile are adopted as mobile phases, the method is excellent in response and peak shape.

The invention discloses a method for determinating glyphosate, aminomethylphosphonic acid and glufosinate pesticide residues in tea leaves. By a liquid chromatography tandem mass spectrometry, the method is characterized by comprising the following steps: 1), weighing a test sample, adding 5-20mL of methanol water, whirling thoroughly, adding 5-20mL of dichloromethane, whirling, uniformly mixing,performing ultrasonic treatment, taking out, centrifuging, and taking a supernatant for purification; 2), taking 2mL of the supernatant, eluting with a CAX eluent in an activated CAX purifying small column, collecting by using 10ml of a round-bottom plastic tube, performing nitrogen blowing till a nearly dry state, adding 1mL of a boric acid buffer solution with the concentration of 1-5% for lateruse; 3), taking the stock solution, uniformly mixing, adding 200[mu]L of an FMOC-Cl derivatization reagent, uniformly mixing by whirling for 1min, derivatizing overnight at normal temperature, centrifuging at the speed of 4500r / min for 5min, then filtering by using a 0.22[mu]m organic filtration membrane, and applying to a machine for detection. By the method, the detection limit is 0.010mg / kg.

The invention relates to a rapid detection method for glyphosate, glufosinate-ammonium and aminomethylphosphonic acid in beer. The rapid detection method sequentially comprises the following steps: S1, a pretreatment step and S2, a computer test step. According to the method, an SPE column is not used for purification, so that the pretreatment time is greatly shortened; according to the invention,glyphosate, glufosinate-ammonium and aminomethylphosphonic acid are simultaneously detected; according to the method, the derivation operation conditions are simplified, and the derivation efficiencyis improved; according to the method, LC-MS / MS detection is adopted, the limit of quantitation can reach 0.010 mg / Kg, and the method is superior to a detection method in the prior art.

The invention discloses a method for determining glyphosate, aminomethylphosphonic acid and glufosinate in food. The method comprises the following steps: extracting a sample with hydrochlorinated ultrapure water; then subjecting crude liquid extract obtained in the previous step to liquid-liquid distribution via dichloromethane; carrying out purification with a lipophilic hydrophilic copolymer solid-phase extraction column to remove impurities; then subjecting the liquid extract and 9-fluorenylmethyl chloroformate [FMOC-Cl] to a derivative reaction under the condition of a pH value of 9; andthen carrying out detection via ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC / MS / MS) and quantification via an external standard method, wherein the average recovery rateof glyphosate, aminomethylphosphonic acid and glufosinate residues is 72 to 116%, and relative standard deviation (RSD) is no more than 10%. The method provided by the invention is simple to operate,good in reproducibility, and capable of effectively removing impurities in the extract of the sample and simultaneously carrying out qualitative and quantitative analysis on the three pesticides consisting of glyphosate, aminomethylphosphonic acid and glufosinate in food; and the method can meet technical requirements of security detection and provides powerful technical support for food safety and export trade.

The invention discloses a preparation method of Telavancin. The preparation method comprises the steps of protecting carboxyl of vancomycin, carrying out aldehydic-amide condensation and reductive amination, removing protecting groups, and carrying out Mannich reaction with aminomethylphosphonic acid, so as to obtain Telavancin. The method has the beneficial effects that the reaction conditions are simple and safe, the cost is relatively low, industrialization is easily realized, and prepared Telavancin contains few impurities, is high in purity, easy to purify and particularly suitable for industrial production.

The invention discloses a method for detecting glyphosate and aminomethylphosphonic acid residues in transgenic soybeans, and particularly relates to a detection method for determining the glyphosate and aminomethylphosphonic acid residues in the transgenic soybeans by utilizing a pre-column derivatization-UPLC-MS / MS-internal standard method. UPLC-MS / MS is adopted, determination is carried out in an electrospray ionization (ESI < + >) and multi-reaction monitoring mode, quantitative analysis is carried out by using an isotope internal standard method, and rapid separation and accurate qualitative and quantitative determination of glyphosate and aminomethylphosphonic acid in transgenic soybeans are realized. The method is high in sensitivity, good in recovery rate, strong in qualitative ability and high in resolution ratio, the pretreatment process is simple to operate, and the requirements of on-line automatic detection can be met, so that the purposes of green, efficient and accurate qualitative and quantitative analysis are achieved. The method is easy to operate, short in time consumption, good in extraction rate, capable of effectively reducing interference of complex matrix components, low in detection limit and suitable for daily detection work of glyphosate and aminomethylphosphonic acid residues in transgenic soybeans.