N'-(3-trimethoxysilylpropyl)ethane-1,2-diamine

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 500 ml three neck flask fitted with a reflux condenser and dropping funnel is added 55.6 g (0.25 mole)(of N-2-aminoethyl-3-aminopropyltrimethoxysilane. To this is added slowly a mixture of 70% phosphorous acid (0.5 mole), deionized water, and concentrated hydrochloric acid (60 grams). The mixture is heated to gentle reflux and 37% aqueous formaldehyde (0.50 mole) is added dropwise during one hour. The mixture is heated for an additional hour to complete the reaction. To this is added slowly The mixture is heated to gentle reflux The mixture is heated for an additional hour the reaction

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 250 ml three neck flask fitted with a reflux condenser and dropping funnel is added deionized water, 70% phosphorous acid (0.038 mole), 37% aqueous formaldehyde (0.075 mole), HCl (2.5 grams), and H2SO4 (2.5 grams). This is stirred vigorously and heated to reflux. Then, 5.6 grams (0.025 moles) of N-2-aminoethyl-3-aminopropyltrimethoxysilane is added dropwise. The mixture is heated and stirred overnight. After the reaction cooled, a sample is neutralized with 50% sodium hydroxide. is added heated to reflux The mixture is heated stirred overnight After the reaction cooled

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 22.2 g (0.10 mole) of 3-(2-aminoethylamino)propyltrimethoxysilane under nitrogen was added 29.5 g (0.10 mole) of octadecylisocyanate over a 45 min. period. The reaction temperature rose to ca. 70° C. Upon cooling to ambient temperature, the product solidified to a white wax. IR (neat film) 3300, 2900, 1620, 1570, 1470, 1090 cm-1. NMR (CDCl3) 0.4-1.0 (m; 5H), 1.1-2.0 (m; 34H), 2.4-2.8 (m; 2H), 2.9-3.4 (m; 7H), 3.55 (s; 9H), 5.5 (br s; 2H) ppm. rose to ca. 70° C

反応条件: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 2 liter, 3-necked reaction flask equipped with a magnetic stirrer, electric heating mantle, dropping funnel and water condenser, containing 22.0 grams of NH2CH2CH2NH(CH2)3Si(OCH3)3 was heated to 140° C. whereupon the addition thereto of 198.0 grams of 3-chloropropyltrimethoxy silane (Cl(CH2)3Si(OCH3)3) was commenced. Cl(CH2)3Si(OCH3)3 was introduced dropwise to the reaction flask over a period of 1 hour while maintaining a temperature of 145° C. to 150° C. by the occasional application of a water bath. The resultant mixture was cooled to 75° C., and 90 grams of anhydrous ethylenediamine was added to the cooled mixture. Thereafter, the mixture was allowed to separate into layers with the upper product containing layer being separated therefrom and stripped by vacuum distillation of low boiling volatiles to yield 370 grams of (CH3O)3SiC3H6NHC2H4NHC3H6Si(OCH3)3. Amine titration and 13C NMR and 29Si NMR analysis verified the assigned structure of the resultant product. A 2 liter, 3-necked reaction flask equipped with a magnetic stirrer while maintaining a temperature of 145° C. to 150° C. by the occasional application of a water bath to separate into layers with the upper product containing layer being separated stripped by vacuum distillation of low boiling volatiles

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (CH3OCH2CH2O)3Si(CH2)2NH2 ; (C2H5O)3Si(CH2)3NH2 ; (CH3OCH2CH2O)3Si(CH2)3NH2 ; (C2H5O)3Si(CH2)3O(CH2)3NH2 ; (C2H5O)2C6H5Si(CH2)3O(CH2)3NH2 ; (C2H5O)3SiCH2O(CH2)2NH2 ; C2H5)Si(CH)0 (CH)NH(C2H5O)2CH3Si(CH2)3NH2 .

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (CH3OCH2CH2O)3Si(CH2)2NH2 ; (C2H5O)3Si(CH2)3NH2 ; (CH3OCH2CH2O)3Si(CH2)3NH2 ; (C2H5O)3Si(CH2)3O(CH2)3NH2 ; (C2H5O)2C6H5Si(CH2)3O(CH2)3NH2 ; (C2H5O)3SiCH2O(CH2)2NH2 ; C2H5)Si(CH)0 (CH)NH(C2H5O)2CH3Si(CH2)3NH2 .

反応条件: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 2 liter, 3-necked reaction flask equipped with a magnetic stirrer, electric heating mantle, dropping funnel and water condenser, containing 22.0 grams of NH2CH2CH2NH(CH2)3Si(OCH3)3 was heated to 140° C. whereupon the addition thereto of 198.0 grams of 3-chloropropyltrimethoxy silane (Cl(CH2)3Si(OCH3)3) was commenced. Cl(CH2)3Si(OCH3)3 was introduced dropwise to the reaction flask over a period of 1 hour while maintaining a temperature of 145° C. to 150° C. by the occasional application of a water bath. The resultant mixture was cooled to 75° C., and 90 grams of anhydrous ethylenediamine was added to the cooled mixture. Thereafter, the mixture was allowed to separate into layers with the upper product containing layer being separated therefrom and stripped by vacuum distillation of lowboiling volatiles to yield 370 grams of (CH3O)3SiC3H6NHC2H4NHC3H6Si(OCH3)3. Amine titration and 13C NMR and 29Si NMR analysis verified the assigned structure of the resultant product. A 2 liter, 3-necked reaction flask equipped with a magnetic stirrer while maintaining a temperature of 145° C. to 150° C. by the occasional application of a water bath to separate into layers with the upper product containing layer being separated stripped by vacuum distillation of lowboiling volatiles

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: About 111 g of N-(2-aminoethyl)-3-aminopropyltrimethoxysilane (commercially available under the name "Silan GF 91" from Wacker-Chemie GmbH, Munich) are metered into a solution containing 95.g of potassium hydroxide in 400 g of water, with vigorous stirring. First methanol and then about 200 g of water are distilled off from the mixture by heating. The mixture is then made up to a total weight of 367 g by addition of water. A 40 percent potassium N-(2-aminoethyl)- 3-aminopropylsilanolate solution is obtained. First methanol and then about 200 g of water are distilled off from the mixture by heating The mixture is then made up to a total weight of 367 g by addition of water

反応条件: temp:200.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a manner similar to that shown in examples 1 and 2 above, 44 gms. of (CH3O)3Si(CH2)3NH(CH2)2NH2 and 40 gms. of (CH3O)3Si(CH2)3Cl were mixed together and warmed to 140° C. whereupon the reaction exothermed to 200° C. The reaction mass was heated at 140° C. for about 2 hours and then cooled and diluted using 168 gms. of CH3OH. After removal of HCl as an ethylenediamine salt, the crude product was distilled to recover a center cut boiling at 160° C. at 0.5 mm Hg, d425 =1.048, ND25 =1.4462. The reaction mass was heated at 140° C. for about 2 hours cooled diluted After removal of HCl as an ethylenediamine salt the crude product was distilled to recover a center

反応条件: temp:200.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a manner similar to that shown in examples 1 and 2 above, 44 gms. of (CH3O)3Si(CH2)3NH(CH2)2NH2 and 40 gms. of (CH3O)3Si(CH2)3Cl were mixed together and warmed to 140° C. whereupon the reaction exothermed to 200° C. The reaction mass was heated at 140° C. for about 2 hours and then cooled and diluted using 168 gms. of CH3OH. After removal of HCl as an ethylenediamine salt, the crude product was distilled to recover a center cut boiling at 160° C. at 0.5 mm Hg, d425 =1.048, ND25 =1.4462. The reaction mass was heated at 140° C. for about 2 hours cooled diluted After removal of HCl as an ethylenediamine salt the crude product was distilled to recover a center

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 500 ml three neck flask fitted with a reflux condenser and dropping funnel is added 55.6 g (0.25 mole)(of N-2-aminoethyl-3-aminopropyltrimethoxysilane. To this is added slowly a mixture of 70% phosphorous acid (0.5 mole), deionized water, and concentrated hydrochloric acid (60 grams). The mixture is heated to gentle reflux and 37% aqueous formaldehyde (0.50 mole) is added dropwise during one hour. The mixture is heated for an additional hour to complete the reaction. To this is added slowly The mixture is heated to gentle reflux The mixture is heated for an additional hour the reaction