Battelle Energy Alliance, LLC

The United States of America As Represented by the Department of Energy

Thomas A Luther

Christopher J Orme

Eric S Peterson

John Klaehn

Michael G Jones

Alan Kevin Wertsching

Mason K Harrup

Frederick F Stewart

Tammy L Trowbridge

Joseph R Delmastro

A PBI compound includes imidazole nitrogens at least a portion of which are substituted with a moiety containing a carbonyl group, the substituted imidazole nitrogens being bonded to carbon of the carbonyl group. At least 85% of the nitrogens may be substituted. The carbonyl-containing moiety may include RCO&#x2014;, where R is alkoxy or haloalkyl. The PBI compound may exhibit a first temperature marking an onset of weight loss corresponding to reversion of the substituted PBI that is less than a second temperature marking an onset of decomposition of an otherwise identical PBI compound without the substituted moiety. The PBI compound may be included in separatory media. A substituted PBI synthesis method may include providing a parent PBI in a less than 5 wt % solvent solution. Substituting may use more than 5 equivalents in relation to the imidazole nitrogens to be substituted.

Polymeric medium

Polybenzimidazole compounds

A PBI compound that includes imidazole nitrogens, at least a portion of which are substituted with an organic-inorganic hybrid moiety. At least 85% of the imidazole nitrogens may be substituted. The organic-inorganic hybrid moiety may be an organosilane moiety, for example, (R)MeSiCH&#x2014;, where R is selected from among methyl, phenyl, vinyl, and allyl. The PBI compound may exhibit similar thermal properties in comparison to the unsubstituted PBI. The PBI compound may exhibit a solubility in an organic solvent greater than the solubility of the unsubstituted PBI. The PBI compound may be included in separatory media. A substituted PBI synthesis method may include providing a parent PBI in a less than 5 wt % solvent solution. Substituting may occur at about room temperature and/or at about atmospheric pressure. Substituting may use at least five equivalents in relation to the imidazole nitrogens to be substituted or, preferably, about fifteen equivalents.

A PBI compound includes imidazole nitrogens at least a portion of which are substituted with an organic-inorganic hybrid moiety may be included in a separatory medium. At least 85% of the imidazole nitrogens may be substituted. The organic-inorganic hybrid moiety may be an organosilane moiety, for example, (R)MeSiCH&#x2014; where R is selected from among methyl, phenyl, vinyl, and allyl. The separatory medium may exhibit an H, Ar, N, O, CH, or COgas permeability greater than the gas permeability of a comparable separatory medium comprising the PBI compound without substitution. The separatory medium may further include an electronically conductive medium and/or an ionically conductive medium. The separatory medium may be used as a membrane (semi-permeable, permeable, and non-permeable), a barrier, an ion exchange media, a filter, a gas chromatography coating (such as stationary phase coating in affinity chromatography), etc.

Polymeric media comprising polybenzimidazoles N-substituted with organic-inorganic hybrid moiety

Polybenzimidazole compounds, polymeric media, and methods of post-polymerization modifications

An ion transporting solvent maintains very low vapor pressure, contains flame retarding elements, and is nontoxic. The solvent in combination with common battery electrolyte salts can be used to replace the current carbonate electrolyte solution, creating a safer battery. It can also be used in combination with polymer gels or solid polymer electrolytes to produce polymer batteries with enhanced conductivity characteristics. The solvents may comprise a class of cyclic and acyclic low molecular weight phosphazenes compounds, comprising repeating phosphorus and nitrogen units forming a core backbone and ion-carrying pendent groups bound to the phosphorus. In preferred embodiments, the cyclic phosphazene comprises at least 3 phosphorus and nitrogen units, and the pendent groups are polyethers, polythioethers, polyether/polythioethers or any combination thereof, and/or other groups preferably comprising other atoms from Group 6B of the periodic table of elements.

Safe battery solvents

A PBI compound includes imidazole nitrogens at least a portion of which are substituted with an organic-inorganic hybrid moiety. At least 85% of the imidazole nitrogens may be substituted. The organic-inorganic hybrid moiety may be an organosilane moiety, for example, (R)MeSiCH&#x2014; where R is selected from among methyl, phenyl, vinyl, and allyl. The PBI compound may exhibit similar thermal properties in comparison to the unsubstituted PBI. The PBI compound may exhibit a solubility in an organic solvent greater than the solubility of the unsubstituted PBI. The PBI compound may be included in separatory media. A substituted PBI synthesis method may include providing a parent PBI in a less than 5 wt % solvent solution. Substituting may occur at about room temperature and/or at about atmospheric pressure. Substituting may use at least 5 equivalents in relation to the imidazole nitrogens to be substituted or, preferably, about 15.

A polyphosphazene having a glass transition temperature ('T') of approximately &#x2212;20&#xb0; C. or less. The polyphosphazene has at least one pendant group attached to a backbone of the polyphosphazene, wherein the pendant group has no halogen atoms. In addition, no aromatic groups are attached to an oxygen atom that is bound to a phosphorus atom of the backbone. The polyphosphazene may have a Tranging from approximately &#x2212;100&#xb0; C. to approximately &#x2212;20&#xb0; C. The polyphosphazene may be selected from the group consisting of poly[bis-3-phenyl-1-propoxy)phosphazene], poly[bis-(2-phenyl-1-ethoxy)phosphazene], poly[bis-(dodecanoxypolyethoxy)-phosphazene], and poly[bis-(2-(2-(2-&#x3c9;-undecylenyloxyethoxy)ethoxy)ethoxy)phosphazene]. The polyphosphazene may be used in a separation membrane to selectively separate individual gases from a gas mixture, such as to separate polar gases from nonpolar gases in the gas mixture.

Phosphazene membranes for gas separations

A new phosphazene-based polyester macro-molecule is provided, as is a method for producing the macro-molecule.

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Idaho Falls, ID, United States of America

Thomas A Luther