ethenylphosphonic acid

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 298 g of the vinylphosphonic acid derivatives thus prepared are metered into 300 g of vinylphosphonic acid dichloride at 145° C. during the course of 4 hours, whilst stirring, during which time phosgene gas is continuously introduced into the reaction mixture. The reaction mixture is then further phosgenated for 10 hours at this temperature. 1,2-Dichloroethane which is formed distils off during the phosgenation. After the phosgenation has ended, the excess phosgene is stripped off at room temperature in the vacuum from a water jet. The mixture is then distilled at 2 mm Hg with the aid of a column. 430 g of vinylphosphonic acid dichloride and 140 g of 2-chloroethanephosphonic acid dichloride are obtained. The distillation residue is 39 g. 130 g of vinylphosphonic acid dichloride and 140 g of 2-chloroethanephosphonic acid dichloride were thus prepared from 298 g of vinylphosphonic acid derivatives. The 2-chloroethanephosphonic acid dichloride can again be employed as the reaction medium in a second mixture, instead of the vinylphosphonic acid dichloride. is continuously introduced into the reaction mixture distils off during the phosgenation is stripped off at room temperature in the vacuum from a water jet The mixture is then distilled at 2 mm Hg with the aid of a column

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Vinylphosphonic acid, CH2 =CH--PO(OH)2, can be prepared in a known manner by the following method: Phosphorus trichloride is reacted with ethylene oxide, the resulting tris(2-chloroethyl) phosphite is rearranged to give bis(2-chloroethyl) 2-chloroethylphosphonate, followed by reaction of the bis(2-chloroethyl) 2-chloroethylphosphonate with phosgene in the presence of suitable catalysts to give 2-chloroethylphosphonic dichloride (German Patent No. 2,132,962). The 2-chloroethylphosphonic dichloride can then be converted into vinylphosphonic acid by eliminating HCl in the presence of suitable catalysts (BaCl2) and subsequent hydrolysis of the vinylphosphonic dichloride formed (Chem. Abstr. 54, page 265 (1960)).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Vinylphosphonic acid, CH2 =CH--PO(OH)2, can be prepared in a known manner by the following method: Phosphorus trichloride is reacted with ethylene oxide, the resulting tris(2-chloroethyl) phosphite is rearranged to give bis(2-chloroethyl) 2-chloroethylphosphonate, followed by reaction of the bis(2-chloroethyl) 2-chloroethylphosphonate with phosgene in the presence of suitable catalysts to give 2-chloroethylphosphonic dichloride (German Patent No. 2,132,962). The 2-chloroethylphosphonic dichloride can then be converted into vinylphosphonic acid by eliminating HCl in the presence of suitable catalysts (BaCl2) and subsequent hydrolysis of the vinylphosphonic dichloride formed (Chem. Abstr. 54, page 265 (1960)).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Vinylphosphonic acid, CH2 =CH--PO(OH)2, can be prepared in a known manner by the following method: Phosphorus trichloride is reacted with ethylene oxide, the resulting tris(2-chloroethyl) phosphite is rearranged to give bis(2-chloroethyl) 2-chloroethylphosphonate, followed by reaction of the bis(2-chloroethyl) 2-chloroethylphosphonate with phosgene in the presence of suitable catalysts to give 2-chloroethylphosphonic dichloride (German Patent No. 2,132,962). The 2-chloroethylphosphonic dichloride can then be converted into vinylphosphonic acid by eliminating HCl in the presence of suitable catalysts (BaCl2) and subsequent hydrolysis of the vinylphosphonic dichloride formed (Chem. Abstr. 54, page 265 (1960)).

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 886.7 g (8.21 mol) of a vinylphosphonic acid monomer, 713.3 g (10.03 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethyl acetate was charged and heated to 70° C. Then, 390 g (3.61 mol) of a vinylphosphonic acid monomer, 1,243 g (14.44 mol) of methacrylic acid and 52 g of AIBN were dissolved in 1,000 g of ethyl acetate and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethyl acetate. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethyl acetate The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 1,374 g (12.72 mol) of a vinylphosphonic acid monomer, 226 g (3.18 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 118.5 g (1.10 mol) of a vinylphosphonic acid monomer, 1481.5 g (20.84 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 720 g (6.67 mol) of a vinylphosphonic acid monomer, 880 g (12.38 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 440.5 g (4.08 mol) of a vinylphosphonic acid monomer, 1159.5 g (16.31 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was changed and heated to 70° C. Then, 231.1 g (2.14 mol) of a vinylphosphonic acid monomer, 1368.9 g (19.26 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g In a 10 liter flask equipped with a stirrer the obtained solution was added dropwise in a reactor over 4 hours During the dropwise addition of a monomer solution a white precipitate was produced After heating while maintaining at 70° C. heating the reaction solution was cooled to room temperature The precipitate thus produced was collected by filtration under reduced pressure washed with 1,000 g of ethanol The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a 10 liter flask equipped with a stirrer, a capacitor, and a dropping device, 3,500 g of ethanol was charged and then heated to 70° C. After dissolving 231.1 g (2.14 mol) of a vinylphosphonic acid monomer, 1368.9 g (19.26 mol) of acrylamide, and 52 g of AIBN in 1,000 g of ethanol, this solution was added dropwise in a reactor over 4 hours. During dropwise addition of the monomer solution, a white precipitate was formed. While maintaining at 70° C., the monomer solution was heated and stirred for 2 hours, followed by stopping of heating and further cooling to room temperature. The precipitated white powder was separated by filtration, washed with 1,000 g of ethanol and then dried. In a 10 liter flask equipped with a stirrer this solution was added dropwise in a reactor over 4 hours During dropwise addition of the monomer solution a white precipitate was formed While maintaining at 70° C. the monomer solution was heated of heating further cooling to room temperature The precipitated white powder was separated by filtration washed with 1,000 g of ethanol dried