# US 2014/0155654 A1 · Forming Spherical Crystal Habit

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- Number: US 2014/0155654 A1
- Document ID: US20140155654A1
- Status: Published application
- Kind: A1
- Application number: 13/786,715
- Filed: 2013-03-06
- Published: 2014-06-05
- Earliest claimed: 2012-12-03
- Assignees: Physical Sciences, Inc.
- Inventors: Dorin V. Preda; Prakash B. Joshi; Anait (Tsinberg) Scherer; Laurel A. Vernarelli
- Web page: https://patentgrep.com/patent/US20140155654A1

## CPC

- C07C 279/02: Guanidine; Salts, complexes or addition compounds thereof
- C07C 277/06: Purification or separation of guanidine
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Methods for forming spherical crystal habit are shown. A needle-shaped crystal habit, a solvent, and a surfactant are combined and dissolved forming a first solution. The first solution and an anti-solvent are combined forming a second solution. The second solution is cooled. Spherical crystal habit is formed.

## Claims

### Claim 1

A method of forming a spherical crystal habit, the method comprising:
forming a first solution by combining a needle-shaped crystal habit, a solvent, and a surfactant;
dissolving the needle-shaped crystal habit by heating the first solution to a desired temperature;
forming a second solution by combining the first solution with an anti-solvent; and
cooling the second solution.

### Claim 2 (depends on 1)

The method of claim 1 wherein the needle-shaped crystal habit is nitroguanidine.

### Claim 3 (depends on 1)

The method of claim 1 wherein the needle-shaped crystal habit that is combined to form the first solution is 3 grams of nitroguanidine

### Claim 4 (depends on 1)

The method of claim 1 wherein the solvent comprises N-methylpyrrolidone.

### Claim 5 (depends on 1)

The method of claim 1 wherein the solvent that is combined to form the first solution is 9 to 12 milliliters of N-methylpyrrolidone.

### Claim 6 (depends on 1)

The method of claim 1 wherein the surfactant comprises Polysorbate 20.

### Claim 7 (depends on 1)

The method of claim 1 wherein the surfactant that is combined to form the first solution is 50 to 150 microliters of Polysorbate 20.

### Claim 8 (depends on 1)

The method of claim 1 wherein combining the needle-shaped crystal habit, the solvent, and the surfactant further comprises agitating the first solution.

### Claim 9 (depends on 8)

The method of claim 8 wherein agitating the first solution further comprises shaking, stirring, manual combining, mechanical combining, or any combination thereof.

### Claim 10 (depends on 1)

The method of claim 1 wherein combining the needle-shaped crystal habit, the solvent, and the surfactant further comprises stirring with a magnet.

### Claim 11 (depends on 1)

The method of claim 1 wherein heating the first solution further comprises uniformly distributing heat to the first solution.

### Claim 12 (depends on 1)

The method of claim 1 wherein the desired temperature is at least 80° C.

### Claim 13 (depends on 1)

The method of claim 1 wherein dissolving the needle-shaped crystal habit further comprises shaking, stirring, manual combining, mechanical combining, or any combination thereof.

### Claim 14 (depends on 1)

The method of claim 1 wherein dissolving the needle-shaped crystal habit further comprises stirring the first solution with a magnet.

### Claim 15 (depends on 1)

The method of claim 1 wherein the anti-solvent comprises acetone.

### Claim 16 (depends on 1)

The method of claim 1 wherein the anti-solvent is 120 to 200 milliliters of acetone.

### Claim 17 (depends on 1)

The method of claim 1 wherein forming the second solution further comprises cooling the anti-solvent prior to combining the first solution with the anti-solvent.

### Claim 18 (depends on 17)

The method of claim 17 wherein cooling the anti-solvent further comprises freezing, refrigerating, maintaining at room temperature, or any combination thereof.

### Claim 19 (depends on 1)

The method of claim 1 wherein forming the second solution further comprises combining an amount of anti-solvent greater than an amount of solvent.

### Claim 20 (depends on 1)

The method of claim 1 wherein forming the second solution further comprises shaking, stirring, manual combining, mechanical combining or any combination thereof.

### Claim 21 (depends on 1)

The method of claim 1 wherein forming the second solution further comprises stirring with a magnet.

### Claim 22 (depends on 1)

The method of claim 1 wherein cooling the second solution further comprises freezing, refrigerating, maintaining at room temperature, or any combination thereof.

### Claim 23

A method of forming a spherical crystal habit, the method comprising:
forming a first solution by combining a needle-shaped crystal habit, a solvent, and a surfactant;
agitating the first solution by shaking, stirring, manually combining, mechanically combining, or any combination thereof;
dissolving the needle-shaped crystal habit by uniformly distributing heat to the first solution at a desired temperature of at least 80° C.;
cooling an anti-solvent by freezing, refrigerating, maintaining at room temperature, or any combination thereof;
forming a second solution by combining the first solution with the anti-solvent;
agitating the second solution by shaking, stirring, manually combining, mechanically combining, or any combination thereof; and
cooling the second solution by freezing, refrigerating, maintaining at room temperature, or any combination thereof.

### Claim 24

A spherical crystal habit nitroguanidine formed by the process of:
forming a first solution by combining a needle-shaped crystal habit, a solvent, and a surfactant;
dissolving the needle-shaped crystal habit by heating the first solution to a desired temperature;
forming a second solution by combining the first solution with an anti-solvent; and
cooling the second solution.
