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US4464434A Expired / Lapsed US ⏱️ 0.0 years remaining

Microencapsulated alkaloidal material and method of producing same

Assignee: CNA Holdings LLC
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Filing: 1978-03-13
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Granted: 1984-08-07
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Expires: 1998-03-13
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Abstract

Abstract Microcapsules having a core of an alkaloidal material surrounded by a protective cross-linked polymeric wall are disclosed. The microcapsules are produced by intermixing a polymeric wall material with a liquid vehicle to form a solution thereof as a continuous first phase, and mixing the solution with an alkaloidal material. The produced admixture is agitated to disperse the alkaloidal material as a plurality of discrete minute core material entities in the first phase, and thereafter, phase separation is induced to separate the polymeric wall material from the liquid vehicle so that the wall material forms embryonic sheaths about the core material entities. The polymeric wall material is then cross-linked to form protective walls around each of the core material entities.

Inventors

  • 👤 Danny A. Davis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 06:14
CPC Classifications
B; B01; B01J; B01J13/00; B01J13/02; B01J13/06; B01J13/08; A; A24; A24B; A24B15/00; A24B15/18; A24B15/28; A24B15/281; A24B15/283; A24B15/30; A24B15/36; A24B15/38; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982; Y10T428/2984; Y10T428/2985; Y10T428/2987; Y10T428/2989

Claims Analysis

Total Claims: 46
Claim 1
Independent Claim 85 words
An alkaloid-containing microcapsule which comprises a core material carrying an alkaloidal material and a wall of a cross-linked, film-forming, water-impermeable polymeric material surrounding said core material wherein said core material includes a physiologically acceptable acid capable of forming an acid addition salt of the alkaloidal material, said capsule core material including an amount of said acid in excess of the stoichiometric amount necessary to form the acid addition salt, the alkaloidal material being in the form of a water-soluble acid addition salt of said acid.
Claim 2
Dependent Claim 85 words
An alkaloid-containing microcapsule which comprises a core material carrying an alkaloidal material and a wall of a cross-linked, film-forming, water-impermeable polymeric material surrounding said core material wherein said core material includes a physiologically acceptable acid capable of forming an acid addition salt of the alkaloidal material, said capsule core material including an amount of said acid in excess of the stoichiometric amount necessary to form the acid addition salt, the alkaloidal material being in the form of a water-soluble acid addition salt of said acid.
Claim 3
Dependent Claim 15 words
The microcapsule in accordance with claim 1 wherein the alkaloidal material is a tobacco alkaloid.
Claim 4
Dependent Claim 13 words
The microcapsule in accordance with claim 2 wherein the tobacco alkaloid is nicotine.
Claim 5
Dependent Claim 13 words
The microcapsule in accordance with claim 2 wherein the tobacco alkaloid is anabasine.
Claim 6
Dependent Claim 13 words
The miorocapsule in accordance with claim 2 wherein the tobacco alkaloid is nornicotine.
Claim 7
Dependent Claim 13 words
The microcapsule in accordance with claim 1 wherein the acid is citric acid.
Claim 8
Dependent Claim 13 words
The microcapsule in accordance with claim 1 wherein the acid is ortho-phosphoric acid.
Claim 9
Dependent Claim 13 words
The microcapsule in accordance with claim 1 wherein the acid is d-tartaric acid.
Claim 10
Dependent Claim 13 words
The microcapsule in accordance with claim 1 wherein the acid is malic acid.
Claim 11
Dependent Claim 20 words
The microcapsule in accordance with claim 1 wherein at least about 0.1 percent stoichiometric excess of the acid is present.
Claim 12
Dependent Claim 20 words
The microcapsule in accordance with claim 1 wherein at least about 10 percent stoichiometric excess of the acid is present.
Claim 13
Dependent Claim 18 words
The microcapsule in accordance with claim 1 wherein the wall comprises cross-linked, previously partially hydrolyzed ethylene-vinyl acetate copolymer.
Claim 14
Dependent Claim 14 words
The microcapsule in accordance with claim 1 wherein the additon salt is nicotine citrate.
Claim 15
Dependent Claim 21 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine citrate and citric acid.
Claim 16
Dependent Claim 33 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine citrate and a stoichiometric excess of about 0.1 percent to about 100 percent of citric acid.
Claim 17
Dependent Claim 14 words
The microcapsule in accordance with claim 1 wherein the addition salt is nicotine ortho-phosphate.
Claim 18
Dependent Claim 21 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine ortho-phosphate and ortho-phosphoric acid.
Claim 19
Dependent Claim 33 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine ortho-phosphate and a stoichiometric excess of about 0.1 percent to about 100 percent of ortho-phosphoric acid.
Claim 20
Dependent Claim 14 words
The microcapsule in accordance with claim 1 wherein the addition salt is nicotine d-tartarate.
Claim 21
Dependent Claim 21 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine d-tartarate and d-tartaric acid.
Claim 22
Dependent Claim 32 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine d-tartarate and a stoichiometric excess of about 0.1 to about 100 percent of d-tartaric acid.
Claim 23
Dependent Claim 15 words
The microcapsule in accordance with claim 1 wherein the acid addition salt is nicotine malate.
Claim 24
Dependent Claim 21 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine malate and malic acid.
Claim 25
Dependent Claim 32 words
The microcapsule in accordance with claim 1 wherein the core material includes an aqueous solution of nicotine malate and a stoichiometric excess of about 0.1 to about 100 percent of malic acid.
Claim 26
Dependent Claim 57 words
A nicotine-containing microcapsule which comprises a capsule core material comprising an aqueous solution of an addition salt of nicotine with a physiologically acceptable acid, said capsule core material also including an amount of the same acid in free form as is present in the acid addition salt, and a protective wall of a cross-linked, film-forming, water-impermeable polymer.
Claim 27
Dependent Claim 57 words
A nicotine-containing microcapsule which comprises a capsule core material comprising an aqueous solution of an addition salt of nicotine with a physiologically acceptable acid, said capsule core material also including an amount of the same acid in free form as is present in the acid addition salt, and a protective wall of a cross-linked, film-forming, water-impermeable polymer.
Claim 28
Dependent Claim 51 words
The micropcapsule in accordance with claim 25 wherein the amount of free citric acid present in the capsule core material is present in an amount of about 0.1 to about 100 weight percent of the stoichiometric amount of citric acid that constitutes the nicotine citrate present in the capsule core material.
Claim 29
Independent Claim 203 words
A method of producing alkaloidal material-containing microcapsules which comprises: (1) intermixing, inter alia, (a) a film-forming, water-impermeable polymeric wall material, (b) a water-immiscible liquid vehicle capable of dissolving the polymeric wall material, and (c) an aqueous vehicle carrying an acid addition salt of a tobacco alkaloid and a physiologically acceptable acid, said acid addition salt being substantially insoluble in said liquid vehicle, said capsule core material including an amount of said acid in excess of the stoichiometric amount necessary to form said acid addition salt, said aqueous vehicle being capable of dispersion in said liquid vehicle as a plurality of individual, minute core material entities; (2) agitating the produced admixture to disperse the alkaloidal material-carrying aqueous vehicle as individual, minute core material entities throughout the liquid vehicle having said polymeric wall material dissolved therein to form an agitated system in which the liquid vehicle constitutes a continuous phase; (3) inducing phase separation within said agitated system to separate said polymeric wall material from said continuous phase and thereby forming sheaths of said polymeric wall material about said core material entities containing said alkaloidal material; and (4) cross-linking said polymeric wall material in the sheaths to form protective walls around said core material entities.
Claim 30
Independent Claim 203 words
A method of producing alkaloidal material-containing microcapsules which comprises: (1) intermixing, inter alia, (a) a film-forming, water-impermeable polymeric wall material, (b) a water-immiscible liquid vehicle capable of dissolving the polymeric wall material, and (c) an aqueous vehicle carrying an acid addition salt of a tobacco alkaloid and a physiologically acceptable acid, said acid addition salt being substantially insoluble in said liquid vehicle, said capsule core material including an amount of said acid in excess of the stoichiometric amount necessary to form said acid addition salt, said aqueous vehicle being capable of dispersion in said liquid vehicle as a plurality of individual, minute core material entities; (2) agitating the produced admixture to disperse the alkaloidal material-carrying aqueous vehicle as individual, minute core material entities throughout the liquid vehicle having said polymeric wall material dissolved therein to form an agitated system in which the liquid vehicle constitutes a continuous phase; (3) inducing phase separation within said agitated system to separate said polymeric wall material from said continuous phase and thereby forming sheaths of said polymeric wall material about said core material entities containing said alkaloidal material; and (4) cross-linking said polymeric wall material in the sheaths to form protective walls around said core material entities.
Claim 31
Dependent Claim 25 words
The method in accordance with claim 27 wherein said phase separation is induced by adjusting the temperature of said liquid vehicle in said agitated system.
Claim 32
Dependent Claim 17 words
The method in accordance with claim 28 wherein said temperature is adjusted by cooling said liquid vehicle.
Claim 33
Dependent Claim 32 words
The method in accordance with claim 27 wherein said phase separation is induced by adding to the system a non-solvent for said polymeric wall material that is miscible with said liquid vehicle.
Claim 34
Dependent Claim 42 words
The method in accordance with claim 27 wherein said phase separation is induced by adding to said system a complementary polymeric material soluble in said liquid vehicle but having less affinity for said capsule core material entities than said polymeric wall material.
Claim 35
Dependent Claim 17 words
The method in accordance with claim 27 wherein phase separation is induced by lowering the system temperature.
Claim 36
Dependent Claim 13 words
The method in accordance with claim 27 wherein the tobacco alkaloid is nicotine.
Claim 37
Dependent Claim 15 words
The method in accordance with claim 27 wherein the microcapsules produced after hardening are dried.
Claim 38
Dependent Claim 18 words
The method in accordance with claim 27 wherein the microcapsules produced after hardening are dried in a vacuum.
Claim 39
Dependent Claim 28 words
The method in accordance with claim 27 wherein a portion of the water present in the aqueous vehicle ofthe core material is removed through the formed protective wall.
Claim 40
Independent Claim 142 words
A method of producing tobacco alkaloid-containing microcapsules which comprises the steps of (1) dissolving partially hydrolyzed ethylene-vinyl acetate copolymer in toluene at an elevated dissolution temperature, (2) cooling the produced copolymer solution to a dispersion temperature that is lower than said dissolution temperature, (3) dispersing an aqueous solution of an acid addition salt of nicotine, and a stoichiometric excess of the acid in free form, in the produced copolymer solution with agitation to produce minute core material entities of said aqueous solution, (4) cooling the produced dispersion to a phase separation temperature and admixing therewith a phase separation-inducing material while the dispersion is agitated with severity sufficient to maintain the produced dispersion, the amount of the phase separation-inducing material admixed being sufficient to cause the formation of sheaths of said copolymer about said core material entities, and (5) cross-linking the formed sheaths.
Claim 41
Independent Claim 142 words
A method of producing tobacco alkaloid-containing microcapsules which comprises the steps of (1) dissolving partially hydrolyzed ethylene-vinyl acetate copolymer in toluene at an elevated dissolution temperature, (2) cooling the produced copolymer solution to a dispersion temperature that is lower than said dissolution temperature, (3) dispersing an aqueous solution of an acid addition salt of nicotine, and a stoichiometric excess of the acid in free form, in the produced copolymer solution with agitation to produce minute core material entities of said aqueous solution, (4) cooling the produced dispersion to a phase separation temperature and admixing therewith a phase separation-inducing material while the dispersion is agitated with severity sufficient to maintain the produced dispersion, the amount of the phase separation-inducing material admixed being sufficient to cause the formation of sheaths of said copolymer about said core material entities, and (5) cross-linking the formed sheaths.
Claim 42
Dependent Claim 23 words
The method in accordance with claim 37 wherein said dissolution temperature is in the range of about 70° C. to about 100° C.
Claim 43
Dependent Claim 51 words
The method in accordance with claim 37 wherein said cross-linking is effected by adding to the agitated dispersion of sheath-clad core material entities toluene diisocyanate, cooling the resulting mixture to a temperature in the range of about 0° C. to about 20° C., and subsequently warming the mixture to ambient temperature.
Claim 44
Dependent Claim 15 words
The method in accordance with claim 37 wherein said acid addition salt is nicotine citrate.
Claim 45
Dependent Claim 18 words
The method in accordance with claim 37 wherein said aqueous solution contains nicotine citrate and free citric acid.
Claim 46
Dependent Claim 39 words
The method in accordance with claim 41 wherein the amount of free citric acid present exceeds the stoichiometric amount of citric acid necessary to form the nicotine citrate in an amount of about 0.1 to about 100 weight percent.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-08-07 1988-02-06 1988-08-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-08-07 1992-02-06 1992-08-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-08-07 1996-02-06 1996-08-07 $7700.00 Window Closed / Lapsed

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