Lipids and lipid nanoparticle formulations for delivery of nucleic acids
US-2016376224-A1 · Dec 29, 2016 · US
US2016114338A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016114338-A1 |
| Application number | US-201514920844-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 22, 2015 |
| Priority date | Oct 23, 2014 |
| Publication date | Apr 28, 2016 |
| Grant date | — |
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Compositions that include a polyamidoamine, aqueous mixtures that include the polamidoamine and an ore, and methods for making and using same. The composition can include a polyamidoamine having the chemical formula (A). In the chemical formula (A), R 1 and R 2 can be different and can be selected from a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, R 3 and R 4 can independently be hydrogen or a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, each m can be an integer of 1 to 5, and n can be an integer of 2 to 8. The aqueous mixture can include an ore, water, and the composition.
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What is claimed is: 1 . A composition, comprising a polyamidoamine having the chemical formula: wherein: R 1 and R 2 are different and selected from a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, R 3 and R 4 are independently hydrogen or a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, each m is an integer of 1 to 5, and n is an integer of 2 to 8. 2 . The composition of claim 1 , wherein: R 1 is a C6 to C12 chain having 0 to 3 unsaturated bonds, R 2 is a C13 to C24 chain having 0 to 3 unsaturated bonds, R 3 and R 4 are hydrogen, each m is an integer of 2, 3, or 4, and n is an integer of 2, 3, 4, or 5. 3 . The composition of claim 1 , wherein: R 1 and R 2 are selected from C 9 H 15 , C 9 H 13 , C 11 H 23 , C 11 H 21 , C 15 H 33 , C 15 H 31 , C 15 H 29 , C 17 H 35 , C 17 H 33 , C 17 H 31 , or C 17 H 29 , R 3 and R 4 are hydrogen, each m is 2, and n is 2, 3, or 4. 4 . The composition of claim 1 , wherein the polyamidoamine has the chemical formula: wherein: R 1 is a C6 to C24 chain, and n is 2, 3, 4, or 5. 5 . The composition of claim 4 , wherein R 1 is a C10 to C24 chain having 0 to 2 unsaturated bonds, and n is 2, 3, or 4. 6 . The composition of claim 1 , wherein: R 1 is a C10 to C24 chain, R 2 is a C6 to C18 chain, R 3 and R 4 are hydrogen, each m is 2, and n is 2, 3, or 4. 7 . The composition of claim 6 , wherein R 1 is a C12 to C24 chain having 0 to 2 unsaturated bonds and R 2 is a C6 to C11 chain having 0 to 2 unsaturated bonds. 8 . The composition of claim 1 , wherein: n is 2 and the polyamidoamine has a hydrophilic-lipophilic balance of about 7.5 to about 12, as measured according to the Davies' Method for hydrophilic-lipophilic balance; n is 3 and the polyamidoamine has a hydrophilic-lipophilic balance of about 16.5 to about 21, as measured according to the Davies' Method for hydrophilic-lipophilic balance; or n is 4 and the polyamidoamine has a hydrophilic-lipophilic balance of about 25.5 to about 30, as measured according to the Davies' Method for hydrophilic-lipophilic balance. 9 . The composition of claim 1 , wherein the polyamidoamine comprises a polyethylene diamidoamine, a polyethylene triamidoamine, a polyethylene polyamidoamine with four or more amido groups, or any mixture thereof. 10 . The composition of claim 1 , wherein the polyamidoamine comprises a mixture of polyethylene diamidoamines and polyethylene triamidoamines, and wherein the mixture comprises about 0.5 mol % to about 20 mol % of the polyethylene triamidoamines, based on the combined moles of the polyethylene diamidoamines and the polyethylene triamidoamines. 11 . The composition of claim 1 , wherein the composition further comprises an organic acid. 12 . The composition of claim 11 , wherein the composition comprises about 10 wt % to about 60 wt % of the organic acid, based on a combined weight of the polyamidoamine and the organic acid, and wherein the organic acid comprises glycolic acid, lactic acid, pyruvic acid, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, oxalic acid, isomers thereof, hydrates thereof, salts thereof, adducts thereof, or any mixture thereof. 13 . The composition of claim 11 , wherein the composition comprises about 40 wt % to about 90 wt % of the polyamidoamine, based on a combined weight of the polyamidoamine and the organic acid, and wherein the organic acid comprises glacial acetic acid. 14 . The composition of claim 1 , wherein the polyamidoamine comprises a product formed by reacting a polyamine and a fatty acid, wherein the polyamine comprises diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, or any mixture thereof, and wherein the fatty acid comprises tall oil fatty acids, coconut oil fatty acids, lauric acid, stearic acid, isostearic acid, naphthenic acid, oleic acid, linoleic acid, linolenic acid, palmitic acid, isomers thereof, or any mixture thereof. 15 . An aqueous mixture, comprising: an ore; water; and a polyamidoamine having the chemical formula: wherein: R 1 and R 2 are different and selected from a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, R 3 and R 4 are independently hydrogen or a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, each m is an integer of 1 to 5, and n is an integer of 2 to 8. 16 . The aqueous mixture of claim 15 , wherein: R 1 and R 2 are independently C 11 H 23 , C 11 H 21 , C 15 H 33 , C 15 H 31 , C 15 H 29 , C 17 H 35 , C 17 H 33 , C 17 H 31 , or C 17 H 29 , R 3 and R 4 are hydrogen, and each m is 2, and wherein: n is 2 and the polyamidoamine has a hydrophilic-lipophilic balance of about 7.5 to about 12, as measured according to the Davies' Method for hydrophilic-lipophilic balance; n is 3 and the polyamidoamine has a hydrophilic-lipophilic balance of about 16.5 to about 21, as measured according to the Davies' Method for hydrophilic-lipophilic balance; or n is 4 and the polyamidoamine has a hydrophilic-lipophilic balance of about 25.5 to about 30, as measured according to the Davies' Method for hydrophilic-lipophilic balance. 17 . The aqueous mixture of claim 15 , wherein the aqueous mixture further comprises acetic acid, wherein the ore is a phosphorous ore, an iron ore, an aluminum ore, a potassium ore, a sodium ore, a calcium ore, potash, feldspar, bauxite, any mixture thereof, and wherein the aqueous mixture comprises about 0.0001 wt % to about 2 wt % of the polyamidoamine and about 0.0001 wt % to about 2 wt % of the acetic acid, based on the weight of the ore. 18 . A method for purifying an ore, comprising: combining an ore, water, and a polyamidoamine to produce an aqueous mixture, wherein the ore comprises an impurity, and wherein the polyamidoamine has the chemical formula: wherein: R 1 and R 2 are different and selected from a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, R 3 and R 4 are independently hydrogen or a saturated or unsaturated, substituted or unsubstituted, linear or branched, cyclic, heterocyclic, or aromatic hydrocarbyl group, each m is an integer of 1 to 5, and n is an integer of 2 to 8; collecting a flocculated material comprising the impurity and the polyamidoamine from the aqueous mixture; and collecting a purified ore having a reduced concentration of the impurity relative to the ore from the aqueous mixture. 19 . The method of claim 18 , wherein: n is 2 and the polyamidoamine has a hydrophilic-lipophilic balance of about 7.5 to about 12, as measured according to the Davies' Method for hydrophilic-lipophilic balance; n is 3 and the polyamidoamine has a hydrophilic-lipophilic balance of about 16.5 t
having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton · CPC title
Flocculation · CPC title
having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a saturated carbon skeleton containing rings · CPC title
Chemistry & Metallurgy · mapped topic
containing nitrogen · CPC title
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