Stabilization and use of propargyl bromide
AssigneeAlbemarle Corporation
InventorsRalph W. Magin, Robert C. Herndon JR., Mahmood Sabahi, Robert H. Allen, Noel H. Brantley, Hassan Y. Elnagar, Ronny W. Lin
Life of this patent
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Abstract
Propargyl bromide is effectively stabilized against shock or thermal decomposition by use therewith of an environmentally acceptable inert liquid solvent that forms an azeotrope with propargyl bromide.
Claims66
A stable propargyl bromide composition comprised of propargyl bromide and a stabilizing amount of
- A) one or a mixture of at least about 50 wt % of C7-8 saturated hydrocarbons optionally along with up to about 50 wt %, based on the total weight of A), of (1) one or more C6 saturated hydrocarbons or (2) one or more C9 saturated hydrocarbons, or (3) both of (1) and (2);
- or
- B) a mixture of at least about 10 to about 90 wt % of one or more C6 saturated hydrocarbons and about 90 to about 10 wt % of one or more C9 saturated hydrocarbons, or
- C) (i) an antioxidant or an acid scavenger, or both, and (ii) toluene, one more xylene isomers, one or more non-cyclic ethers, tetrahydrofuran, dioxane, beta-ionone, ethanol, or a mixture of any two or more of the foregoing components (ii);
- and wherein said composition optionally is in an enclosed container under an atmosphere comprised of an inert gas.
A process of preparing propargyl bromide, which process comprises bringing together in a reaction zone, components comprising phosphorus tribromide, propargyl alcohol, and a stabilizing agent, in the presence of an amine catalyst, wherein a stabilizing amount of said agent is present (i) during the time the phosphorus tribromide and the propargyl alcohol are being brought together, (ii) during the time propargyl bromide is being formed, and (iii) during and after the time propargyl bromide is being separated from by-products formed in the process, and wherein said stabilizing agent is comprised of:
- A) one or a mixture of C7-8 saturated hydrocarbons optionally along with up to about 50 wt %, based on the total weight of A), of (1) one or more C6 saturated hydrocarbons or (2) one or more C9 saturated hydrocarbons, or (3) both of (1) and (2);
- or
- B) a mixture of about 10 to about 90 wt % of one or more C6 saturated hydrocarbons and about 90 to about 10 wt % of one or more C9 saturated hydrocarbons.
A process of preparing propargyl bromide, which process comprises cofeeding to a reaction zone, components comprising phosphorus tribromide, propargyl alcohol, a stabilizing agent, and an amine catalyst, wherein phosphorus tribromide and propargyl alcohol are fed separately from each other, and wherein a stabilizing amount of said agent is present (i) during the time the phosphorus tribromide and the propargyl alcohol are being brought together, (ii) during the time propargyl bromide is being formed, and (iii) during and after the time propargyl bromide is being separated from by-products formed in the process.
A stabilized propargyl bromide composition which comprises propargyl bromide in admixture with with a stabilizing amount of an environmentally-acceptable inert liquid solvent that forms an azeotrope with propargyl bromide.
A process of preparing propargyl bromide, which process comprises reacting in a reaction zone phosphorus tribromide and propargyl alcohol in an inert liquid azeotropic solvent that forms an azeotrope with propargyl bromide, to form a reaction mass containing propargyl bromide and said azeotropic solvent, and separating a mixture consisting essentially of propargyl bromide and said azeotropic solvent from the reaction mass, whereby a stabilizing amount of said azeotropic solvent is present with the propargyl bromide both in the liquid state and in the vapor phase (i) during the time the propargyl bromide is being formed and (ii) during and after the time propargyl bromide is being separated from the reaction mass.
A method of controlling at least one pest selected from nematodes, fungi, and undesired plantlife, which method comprises applying to said at least one pest or to the locus thereof, or to both said at least one pest and the locus thereof, a mixture comprised of propargyl bromide and a stabilizing amount of an environmentally-acceptable inert liquid solvent that forms an azeotrope with propargyl bromide.
A closed container containing (i) a solution comprising propargyl bromide and a solvent that is compatible with propargyl bromide, and (ii) a headspace or vapor space within said container, wherein said headspace or vapor space contains an inert gas such that the headspace or vapor space is devoid or substantially devoid of air and elemental oxygen.
Dependencies are inferred from the claim text.