Metal amidoborane compositions and processes for their preparation
View Patent ↗The present invention provides compositions comprising a metal amidoborane and an amine, and processes for preparing the metal amidoborane compositions. In particular, the process comprises contacting ammonia borane with a metal amide in the presence of an amine solvent to form the metal amidoborane composition. The invention also provides methods for generating hydrogen, wherein the method comprises heating the metal amidoborane composition such that hydrogen is released.
1. A process for preparing a compound comprising Formula (III), the process comprising contacting a compound comprising Formula (I) with a compound comprising Formula (II) in the presence of an amine solvent comprising NR 1 R 2 R 3 to form the compound comprising Formula (III) according to the following reaction scheme:
wherein:
M is a metal selected from the group consisting of an alkali metal, an alkaline earth metal, and a transition metal;
R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, and silyl, provided any two of R 1 , R 2 , and R 3 together may form a ring or a ring system selected from the group consisting of carbocyclic, heterocyclic, aryl, and heteroaryl, and R 4 and R 5 together may form a ring or a ring system selected from the group consisting of carbocyclic, heterocyclic, aryl, and heteroaryl; and
x is an integer equal to the valence of M.
2. The process of claim 1 , wherein M is selected from the group consisting of barium, beryllium, calcium, cesium, hafnium, lithium, magnesium, manganese, potassium, rubidium, sodium, strontium, titanium, and zirconium; and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, trialkylsilyl, and triarylsilyl.
3. The process of claim 2 , wherein R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, allyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, cyclopentyl, hexyl, cyclohexyl, benzyl, phenyl, substituted phenyl, trimethylsilyl, triethylsilyl, and triphenylsilyl.
4. The process of claim 1 , wherein M is lithium or sodium, and R 1 , R 2 , R 3 , R 4 , and R 5 are hydrogen.
5. The process of claim 1 , wherein the reaction further comprises a co-solvent selected from the group consisting of an organic solvent, an aprotic solvent, a protic solvent, an ethereal solvent, and combinations thereof.
6. The process of claim 1 , wherein the compound comprising Formula (III) is in a solution comprising the amine solvent and the compound comprising Formula (IV).
7. The process of claim 6 , wherein the compound comprising Formula (III) is associated with an amine selected from the group consisting of the amine solvent, the compound comprising Formula (IV), and combinations thereof.
8. The process of claim 7 , wherein the amount of the associated amine is less than about 20% by weight, is less than about 5% by weight, or is 0% by weight.