# US 10,766,776 B2 · Surface-modified nanodiamond, organic solvent dispersion thereof, and method for producing surface-modified nanodiamond > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,766,776 B2 - Document ID: US10766776B2 - Status: Granted - Kind: B2 - Application number: 16/089,707 - Filed: 2017-03-24 - Published: 2020-04-23 - Granted: 2020-09-08 - Earliest claimed: 2016-04-01 - Assignees: Daicel Corporation - Applicants: Daicel Corporation - Inventors: Yuto Makino; Yoshiyuki Murai - Web page: https://patentgrep.com/patent/US10766776B2 ## CPC - A01N 59/00: Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds - C01B 32/28: After-treatment, e.g. purification, irradiation, separation or recovery - B01J 3/08: Application of shock waves for chemical reactions or for modifying the crystal structure of substances - C07C 231/06: from nitriles by transformation of cyano groups into carboxamide groups - C09C 1/44: Carbon - C09D 7/62: modified by treatment with other compounds - C01P 2002/82: by IR- or Raman-data - C01P 2002/88: by thermal analysis data, e.g. TGA, DTA, DSC - C01P 2004/64: Nanometer sized, i.e. from 1-100 nanometer - C08K 3/04: Carbon - A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS - C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C} - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C09C: TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES (treatment of materials specially adapted to enhance their filling properties in mortars, concrete or artificial stone C04B14/00, C04B18/00, C04B20/00); PREPARATION OF CARBON BLACK {; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS} - C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D) - C01P: INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract There are provided a surface-modified nanodiamond exhibiting easy dispersibility in an organic solvent, an organic solvent dispersion thereof, and a method for producing the surface-modified nanodiamond. The surface-modified nanodiamond according to the present invention includes a nanodiamond, and a group bound to a particulate surface of the nanodiamond and represented by formula (1): —NHCOR (1) R is an organic group having a carbon atom at a binding site with a neighboring carbonyl carbon atom indicated in the formula; and the left end, in the formula, of the group serves to form bonding to the nanodiamond. The nanodiamond is preferably a detonation nanodiamond or a high-temperature high-pressure nanodiamond. ## Claims ### Claim 1 A surface-modified nanodiamond comprising: a nanodiamond; and a group being bound to a particulate surface of the nanodiamond and represented by formula (1): —NHCOR (1) wherein R is an organic group having a carbon atom at a binding site with a neighboring carbonyl carbon atom indicated in the formula; and the left end, in the formula, of the group serves to form bonding to the nanodiamond. ### Claim 2 (depends on 1) The surface-modified nanodiamond according to claim 1, wherein the nanodiamond is a detonation nanodiamond or a high-temperature high-pressure nanodiamond. ### Claim 3 (depends on 1, 2) The surface-modified nanodiamond according to claim 1 or 2, wherein R in the formula (1) represents a straight-chain or branched-chain alkyl group having 1 to 22 carbon atoms or a 3- to 22-membered cycloalkyl group. ### Claim 4 (depends on 1) An organic solvent dispersion of nanodiamonds, being made by dispersing the surface-modified nanodiamond according to claim 1 in an organic solvent. ### Claim 5 (depends on 4) The organic solvent dispersion of nanodiamonds according to claim 4, wherein the organic solvent has an SP value [(cal/cm3)0.5: Fedors calculation value] at 25° C. of 7 to 23. ### Claim 6 (depends on 4, 5) The organic solvent dispersion of nanodiamonds according to claim 4 or 5, wherein the organic solvent has a relative permittivity at 25° C. of 1 to 40. ### Claim 7 (depends on 1) A method for producing a surface-modified nanodiamond, the method comprising: reacting a nanodiamond with a nitrile compound in the presence of an acid catalyst to obtain the surface-modified nanodiamond according to claim 1, the nitrile compound being represented by formula (2): R—CN (2) wherein R is an organic group having a carbon atom at a binding site with a cyano group indicated in the formula. ### Claim 8 (depends on 7) The method for producing a surface-modified nanodiamond according to claim 7, wherein the reaction of the nanodiamond with the nitrile compound represented by the formula (2) is carried out after a deagglutinating and/or crushing treatment for the nanodiamond or during a deagglutinating and/or crushing treatment for the nanodiamond.