# US 10,479,853 B2 · Surface-treated carbon nanotube and resin composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,479,853 B2 - Document ID: US10479853B2 - Status: Granted - Kind: B2 - Application number: 14/382,796 - Filed: 2013-03-05 - Published: 2015-01-15 - Granted: 2019-11-19 - Earliest claimed: 2012-03-05 - Assignees: Asahi Kasei Chemicals Corporation - Applicants: Asahi Kasei Chemicals Corporation - Inventors: Aya Takagiwa; Teruaki Sakuma; Yasukazu Shikano; Kazuya Noda - Web page: https://patentgrep.com/patent/US10479853B2 ## CPC - C08F 220/08: Anhydrides - B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites - C01B 32/168: After-treatment - C01B 32/174: Derivatisation; Solubilisation; Dispersion in solvents - C07C 59/265: Citric acid - C07D 307/32: Oxygen atoms - C08F 120/06: Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof - C08F 210/02: Ethene - C08F 220/06: Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof - C08L 77/06: Polyamides derived from polyamines and polycarboxylic acids (C08L77/10 takes precedence) - B82Y 40/00: Manufacture or treatment of nanostructures - C01B 2202/30: Purity - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES - C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C} - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract Provided is a surface-treated carbon nanotube having few surface fractures, not reducing the molecular weight of the resin to be mixed and having excellent extrudability. In the surface-treated carbon nanotube, the thermal reduction amount at 600° C. in a nitrogen atmosphere is 0.2 to 40%, the surface oxygen concentration measured by X-ray photoelectron spectroscopy (XPS) is 1.5 to 40 atm % and the surface sulfur concentration is less than 0.1 atm %. ## Claims ### Claim 1 A surface-treated carbon nanotube containing a compound represented by any one of formula (1) to formula (4): further containing a compound represented by formula (5) or formula (6): where n1 is an integer of 2 to 400, where n2 is an integer of 2 to 650, and wherein a total content of a compound represented by formula (5) or formula (6) in the surface-treated carbon nanotube is 2.0 to 40 mass %; wherein a thermal reduction amount at 600° C. in a nitrogen atmosphere is 0.2 to 40%; a surface oxygen concentration measured by X-ray photoelectron spectroscopy (XPS) is 10 to 40 atm %; and a surface sulfur concentration is less than 0.1 atm %. ### Claim 2 (depends on 1) The surface-treated carbon nanotube according to claim 1, wherein the thermal reduction amount at 600° C. in a nitrogen atmosphere is 0.5 to 40%. ### Claim 3 (depends on 1) The surface-treated carbon nanotube according to claim 1, wherein a surface treatment with at least one selected from the group consisting of an inorganic acid, an organic acid and a polymer having an organic acid as a polymerization unit is applied. ### Claim 4 (depends on 3) The surface-treated carbon nanotube according to claim 3, wherein the inorganic acid is hydrogen peroxide. ### Claim 5 (depends on 4) The surface-treated carbon nanotube according to claim 4, wherein a ratio (Id/Ig) of a peak area (Id) of a band having a range of 1335 to 1365 cm−1 to a peak area (Ig) of a band having a range of 1565 to 1600 cm−1 in a Raman scattering spectrum is 1.0 to 2.0. ### Claim 6 (depends on 3) The surface-treated carbon nanotube according to claim 3, wherein the organic acid is at least one selected from the group consisting of citric acid, oxalic acid, acrylic acid, diacrylic acid, methacrylic acid, maleic acid, fumaric acid, dimethylfumaric acid, itaconic acid, citraconic acid, fumaric anhydride, maleic anhydride, benzoic anhydride and acetic anhydride. ### Claim 7 (depends on 3) The surface-treated carbon nanotube according to claim 3, wherein the polymer having an organic acid as a polymerization unit is at least one selected from the group consisting of a poly(acrylic acid), a poly(acrylic acid-co-maleic acid), an ethylene-maleic anhydride and a styrene-maleic anhydride. ### Claim 8 (depends on 1) The surface-treated carbon nanotube according to claim 1, wherein a total content of a compound represented by any one of formula (1) to formula (4) in the surface-treated carbon nanotube is 0.5 to 40 mass %. ### Claim 9 (depends on 6) The surface-treated carbon nanotube according to claim 6, wherein a ratio (Id/Ig) of a peak area (Id) of a band having a range of 1335 to 1365 cm−1 to a peak area (Ig) of a band having a range of 1565 to 1600 cm−1 in a Raman scattering spectrum is 0.1 to 0.9. ### Claim 10 (depends on 6) The surface-treated carbon nanotube according to claim 6, wherein the surface treatment by using at least a maleic anhydride is applied. ### Claim 11 (depends on 1) The surface-treated carbon nanotube according to claim 1, wherein the surface treatment is performed in the absence of a solvent. ### Claim 12 (depends on 1) A resin composition comprising a surface-treated carbon nanotube according to claim 1 and a thermoplastic resin. ### Claim 13 (depends on 12) The resin composition according to claim 12, wherein the thermoplastic resin is at least a polyamide. ### Claim 14 (depends on 12) A molded article comprising a resin composition according to claim 12. ### Claim 15 (depends on 1) A resin composition comprising a surface-treated carbon nanotube according to claim 1 and a thermoplastic resin. ### Claim 16 (depends on 15) The resin composition according to claim 15, wherein the thermoplastic resin is at least a polyamide. ### Claim 17 (depends on 15) A molded article comprising a resin composition according to claim 15. ### Claim 18 (depends on 7) The surface-treated carbon nanotube according to claim 7, wherein a ratio (Id/Ig) of a peak area (Id) of a band having a range of 1335 to 1365 cm−1 to a peak area (Ig) of a band having a range of 1565 to 1600 cm−1 in a Raman scattering spectrum is 0.1 to 0.9. ### Claim 19 (depends on 7) The surface-treated carbon nanotube according to claim 7, wherein the surface treatment by using at least a maleic anhydride is applied. ### Claim 20 (depends on 1) The surface-treated carbon nanotube according to claim 1, wherein the surface treatment by using at least a maleic anhydride is applied. ### Claim 21 (depends on 10) The surface-treated carbon nanotube according to claim 10, wherein the surface oxygen concentration measured by X-ray photoelectron spectroscopy (XPS) is 18 to 40 atm %.