IP Library Granted Patent US 8,936,659
Granted Patent B2
US 8,936,659 · App. 13/275,872 · Granted Jan 20, 2015

Methods of forming diamond particles having organic compounds attached thereto and compositions thereof

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Quick Facts
Patent No.
US 8,936,659
App. No.
13/275,872
Granted
Jan 20, 2015
Kind
B2
Abstract

A substance includes diamond particles having a maximum linear dimension of less than about 1 μm and an organic compound attached to surfaces of the diamond particles. The organic compound may include a surfactant or a polymer. A method of forming a substance includes exposing diamond particles to an organic compound, and exposing the diamond particles in the presence of the organic compound to ultrasonic energy. The diamond particles may have a maximum linear dimension of less than about 1 μm. A composition includes a liquid, a plurality of diamond nanoparticles dispersed within the liquid, and an organic compound attached to surfaces of the diamond nanoparticles. A method includes mixing a plurality of diamond particles with a solution comprising a liquid solvent and an organic compound, and exposing the mixture including the plurality of diamond nanoparticles and the solution to ultrasonic energy.

Claims (31)

1. A method of forming a substance, comprising:

derivatizing a plurality of diamond particles to introduce at least one functional group to the diamond particles and form a plurality of agglomerated functionalized diamond particles, the agglomerated functionalized diamond particles having a maximum linear dimension of less than about 1 μm;

exposing the plurality of agglomerated functionalized diamond particles to an organic compound, the organic compound comprising at least one of a surfactant and a polymer; and

exposing the plurality of agglomerated functionalized diamond particles in the presence of the organic compound to ultrasonic energy.

2. The method of claim 1 , further comprising selecting the organic compound to comprise sodium laurel sulfate, 4-dodecylbenzenesulfonic acid, sodium dodecylbenzenesulfonate, sodium dodecylsulfonate, sodium alkyl allyl sulfosuccinate, polystyrene sulfonate, dodecyltrimethylammonium bromide, cetyltrimethylammonium bromide, polyoxyethylene (20) stearyl ether, polyethylene glycol 4400 octadecyl ether, sodium dodecyl sulfate, polyethylene glycol sorbitan monooleate, polyoxyethylenesorbitan trioleate, polyethylene glycol sorbitan monolaurate, 4-(1,1,3,3-tetramethylbutyl)phenyl-polyethylene glycol, polyethylene glycol tert-octylphenyl ether, poly(vinylpyrrolidone)-1300, a block copolymer based on ethylene oxide and 1,2-butylene oxide, or a block copolymer based on ethylene oxide and propylene oxide.

3. The method of claim 1 , further comprising tailoring a composition of the substance such that about 0.1 wt % to about 40 wt % of the substance is comprised of the organic compound.

4. A method, comprising:

derivatizing a plurality of diamond particles to introduce at least one functional group to the diamond particles and form a plurality of agglomerated functionalized diamond particles;

mixing the plurality of agglomerated functionalized diamond particles with a solution comprising a liquid solvent and an organic compound, the organic compound comprising at least one of a surfactant and a polymer; and

exposing the mixture including the plurality of agglomerated functionalized diamond particles and the solution to ultrasonic energy.

5. The method of claim 4 , further comprising selecting the diamond particles to comprise diamond nanoparticles.

6. The method of claim 5 , further comprising:

drying the mixture; and

sintering the diamond nanoparticles in the presence of a catalyst at a pressure of at least about 5.0 GPa and a temperature of at least about 1,300° C. to form a polycrystalline diamond compact.

7. The method of claim 4 , further comprising selecting the organic compound to comprise sodium laurel sulfate, 4-dodecylbenzenesulfonic acid, sodium dodecylbenzenesulfonate, sodium dodecylsulfonate, sodium alkyl allyl sulfosuccinate, polystyrene sulfonate, dodecyltrimethylammonium bromide, cetyltrimethylammonium bromide, polyoxyethylene (20) stearyl ether, polyethylene glycol 4400 octadecyl ether, sodium dodecyl sulfate, polyethylene glycol sorbitan monooleate, polyoxyethylenesorbitan trioleate, polyethylene glycol sorbitan monolaurate, 4-(1,1,3,3-tetramethylbutyl)phenyl-polyethylene glycol, polyethylene glycol tert-octylphenyl ether, poly(vinylpyrrolidone)-1300, a block copolymer based on ethylene oxide and 1,2-butylene oxide, or a block copolymer based on ethylene oxide and propylene oxide.

8. The method of claim 4 , wherein derivatizing a plurality of diamond particles comprises providing at least one functional group selected from the group consisting of alkyl groups, alkenyl groups, alkynyl groups, carboxyl groups, hydroxyl groups, amino groups, amido groups, epoxy groups, keto groups, alkoxy groups, ether groups, ester groups, lactones, metallic groups, organometallic groups, polymeric groups, and ionic groups.

9. The method of claim 4 , wherein derivatizing a plurality of diamond particles comprises oxidizing the diamond particles to form carboxylic acid functional groups.

10. The method of claim 4 , wherein derivatizing a plurality of diamond particles comprises grafting polymer chains to the diamond particles.

11. The method of claim 10 , wherein grafting polymer chains to the diamond particles comprises grafting at least one polymer selected from the group consisting of acrylic chains, polyamines, and poly(alkylene glycols).

12. The method of claim 4 , wherein derivatizing a plurality of diamond particles comprises providing at least one functional group over a graphitic carbon region of the diamond particle.

13. The method of claim 5 , further comprising selecting the diamond particles to further comprise diamond particles having a maximum linear dimension of greater than 1 μm.

14. The method of claim 1 , wherein derivatizing a plurality of diamond particles comprises providing at least one functional group selected from the group consisting of alkyl groups, alkenyl groups, alkynyl groups, carboxyl groups, hydroxyl groups, amino groups, amido groups, epoxy groups, keto groups, alkoxy groups, ether groups, ester groups, lactones, metallic groups, organometallic groups, polymeric groups, and ionic groups.

15. The method of claim 1 , wherein derivatizing a plurality of diamond particles comprises oxidizing the diamond particles.

16. The method of claim 15 , wherein oxidizing the diamond particles comprises forming carboxylic acid functional groups.

17. The method of claim 1 , wherein derivatizing a plurality of diamond particles comprises grafting polymer chains to the diamond particles.

18. The method of claim 17 , wherein grafting polymer chains to the diamond particles comprises grafting at least one polymer selected from the group consisting of acrylic chains, polyamines, and poly(alkylene glycols).

19. The method of claim 1 , wherein derivatizing a plurality of diamond particles comprises providing at least one functional group over a graphitic carbon region of the diamond particle.

20. The method of claim 1 , further comprising:

derivatizing another plurality of diamond particles to introduce at least one functional group to the another plurality of diamond particles and form another plurality of functionalized diamond particles, the another plurality of functionalized diamond particles having a maximum linear dimension of at least about 1 μm;

exposing the another plurality of functionalized diamond particles to the organic compound; and

exposing the another plurality of functionalized diamond particles in the presence of the plurality of functionalized diamond particles and the organic compound to ultrasonic energy to distribute the plurality of functionalized diamond particles and the another plurality of functionalized diamond particles in the organic compound.

Assignments (3)
CHANGE OF NAME Recorded Nov 30, 2022
From: BAKER HUGHES, A GE COMPANY, LLC
To: BAKER HUGHES HOLDINGS LLC
Reel/Frame 062020/0408 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2022
From: BAKER HUGHES INCORPORATED
To: BAKER HUGHES, A GE COMPANY, LLC.
Reel/Frame 061754/0380 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 18, 2011
From: CHAKRABORTY, SOMA; AGRAWAL, GAURAV; DIGIOVANNI, ANTHONY A.
To: BAKER HUGHES INCORPORATED
Reel/Frame 027079/0973 →