CA2926910C - Solvent-based and water-based carbon nanotube inks with removable additives - Google Patents
Solvent-based and water-based carbon nanotube inks with removable additives Download PDFInfo
- Publication number
- CA2926910C CA2926910C CA2926910A CA2926910A CA2926910C CA 2926910 C CA2926910 C CA 2926910C CA 2926910 A CA2926910 A CA 2926910A CA 2926910 A CA2926910 A CA 2926910A CA 2926910 C CA2926910 C CA 2926910C
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- Prior art keywords
- carbon nanotubes
- triazole
- solvent
- ink composition
- removable additive
- Prior art date
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 269
- 239000002041 carbon nanotube Substances 0.000 title claims abstract description 213
- 229910021393 carbon nanotube Inorganic materials 0.000 title claims abstract description 213
- 239000000654 additive Substances 0.000 title claims abstract description 96
- 239000002904 solvent Substances 0.000 title claims abstract description 93
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 88
- 239000000976 ink Substances 0.000 title abstract description 70
- 239000000203 mixture Substances 0.000 claims abstract description 133
- 230000000996 additive effect Effects 0.000 claims abstract description 81
- 238000000034 method Methods 0.000 claims abstract description 76
- 150000003852 triazoles Chemical class 0.000 claims abstract description 75
- 239000002109 single walled nanotube Substances 0.000 claims description 116
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 42
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 38
- -1 1,2,4-triazole compound Chemical class 0.000 claims description 33
- 239000012535 impurity Substances 0.000 claims description 30
- 239000000758 substrate Substances 0.000 claims description 27
- 229910052799 carbon Inorganic materials 0.000 claims description 25
- 239000000126 substance Substances 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims description 14
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 14
- 238000005406 washing Methods 0.000 claims description 12
- 229910003481 amorphous carbon Inorganic materials 0.000 claims description 11
- 238000000137 annealing Methods 0.000 claims description 11
- 238000005119 centrifugation Methods 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 230000000087 stabilizing effect Effects 0.000 claims description 8
- 239000000908 ammonium hydroxide Substances 0.000 claims description 7
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 6
- 229910006080 SO2X Inorganic materials 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 239000011593 sulfur Substances 0.000 claims description 6
- 229910006069 SO3H Inorganic materials 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000002245 particle Substances 0.000 claims description 5
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 5
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000006641 stabilisation Effects 0.000 claims description 4
- 238000011105 stabilization Methods 0.000 claims description 4
- 229930192474 thiophene Natural products 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 38
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 27
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 24
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 22
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 22
- 239000000243 solution Substances 0.000 description 21
- 238000000746 purification Methods 0.000 description 19
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- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 18
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- 229920000379 polypropylene carbonate Polymers 0.000 description 10
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 9
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- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical class C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
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- 239000002071 nanotube Substances 0.000 description 8
- 239000003381 stabilizer Substances 0.000 description 8
- 239000006228 supernatant Substances 0.000 description 8
- 239000011521 glass Substances 0.000 description 7
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 230000007935 neutral effect Effects 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000002079 double walled nanotube Substances 0.000 description 6
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- 239000002048 multi walled nanotube Substances 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 238000010977 unit operation Methods 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 238000003917 TEM image Methods 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 description 5
- 239000000919 ceramic Substances 0.000 description 5
- 238000005229 chemical vapour deposition Methods 0.000 description 5
- 238000007306 functionalization reaction Methods 0.000 description 5
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- 239000007787 solid Substances 0.000 description 5
- 238000000527 sonication Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 239000002238 carbon nanotube film Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000001962 electrophoresis Methods 0.000 description 4
- 230000008030 elimination Effects 0.000 description 4
- 238000003379 elimination reaction Methods 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
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- 229910052594 sapphire Inorganic materials 0.000 description 4
- 239000010980 sapphire Substances 0.000 description 4
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 4
- 241000234282 Allium Species 0.000 description 3
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 3
- 238000001069 Raman spectroscopy Methods 0.000 description 3
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- 238000012512 characterization method Methods 0.000 description 3
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- 125000006165 cyclic alkyl group Chemical group 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 208000021302 gastroesophageal reflux disease Diseases 0.000 description 3
- 229910021389 graphene Inorganic materials 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 238000007641 inkjet printing Methods 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 3
- 235000013980 iron oxide Nutrition 0.000 description 3
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 2
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- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- FGHSTPNOXKDLKU-UHFFFAOYSA-N nitric acid;hydrate Chemical compound O.O[N+]([O-])=O FGHSTPNOXKDLKU-UHFFFAOYSA-N 0.000 description 2
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 2
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- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
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- 229920000463 Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
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- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
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- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/00—Inks
- C09D11/52—Electrically conductive inks
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Carbon And Carbon Compounds (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Nanotechnology (AREA)
- Conductive Materials (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/725,080 | 2012-12-21 | ||
| US13/725,080 US9340697B2 (en) | 2009-08-14 | 2012-12-21 | Solvent-based and water-based carbon nanotube inks with removable additives |
| PCT/US2013/077145 WO2014100692A1 (en) | 2012-12-21 | 2013-12-20 | Solvent-based and water-based carbon nanotube inks with removable additives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2926910A1 CA2926910A1 (en) | 2014-06-26 |
| CA2926910C true CA2926910C (en) | 2021-08-31 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2926910A Active CA2926910C (en) | 2012-12-21 | 2013-12-20 | Solvent-based and water-based carbon nanotube inks with removable additives |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP2935090B1 (https=) |
| JP (1) | JP6275743B2 (https=) |
| KR (1) | KR101939874B1 (https=) |
| CN (1) | CN104955904B (https=) |
| CA (1) | CA2926910C (https=) |
| WO (1) | WO2014100692A1 (https=) |
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| US20170202864A1 (en) * | 2014-07-21 | 2017-07-20 | Abbott Laboratories | Nutrient delivery system with human milk oligosaccharides |
| KR101837475B1 (ko) | 2016-07-06 | 2018-03-13 | (주)파루 | 쵸핑공정을 이용한 반도체 잉크조성물의 제조 방법, 이로 제조된 반도체 잉크조성물 및 이로 제조된 인쇄박막트랜지스터 |
| WO2018180350A1 (ja) * | 2017-03-31 | 2018-10-04 | 日本ゼオン株式会社 | 繊維状炭素ナノ構造体分散液の製造方法および繊維状炭素ナノ構造体分散液 |
| US10633253B1 (en) * | 2018-11-14 | 2020-04-28 | Aligned Carbon, Inc. | Method for carbon nanotube purification |
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| US675889A (en) * | 1900-08-08 | 1901-06-11 | Charles Gulland | Stand-pipe for locomotives. |
| DE4013723A1 (de) * | 1990-04-28 | 1991-10-31 | Basf Ag | 5-(1,2,4-triazol-1-ylmethyl)-isoxazoline |
| US5273729A (en) | 1991-05-24 | 1993-12-28 | Massachusetts Institute Of Technology | Combustion method for producing fullerenes |
| US5459016A (en) * | 1993-12-16 | 1995-10-17 | Minnesota Mining And Manufacturing Company | Nanostructured thermal transfer donor element |
| WO1995026925A1 (en) | 1994-03-30 | 1995-10-12 | Massachusetts Institute Of Technology | Production of fullerenic nanostructures in flames |
| EP1423561B1 (en) | 2001-08-31 | 2018-06-27 | Nano-C, Inc. | Method for combustion synthesis of fullerenes |
| US6758891B2 (en) * | 2001-10-09 | 2004-07-06 | Degussa Ag | Carbon-containing material |
| DE10149805A1 (de) * | 2001-10-09 | 2003-04-24 | Degussa | Kohlenstoffhaltiges Material |
| JP4711680B2 (ja) | 2002-07-03 | 2011-06-29 | ナノ−シー，インク． | フラーレンの分離と精製 |
| AU2003251307A1 (en) * | 2002-09-10 | 2004-04-30 | The Trustees Of The University Pennsylvania | Carbon nanotubes: high solids dispersions and nematic gels thereof |
| US7335344B2 (en) | 2003-03-14 | 2008-02-26 | Massachusetts Institute Of Technology | Method and apparatus for synthesizing filamentary structures |
| US20060154416A1 (en) * | 2003-08-18 | 2006-07-13 | Seitz Keith W | Method of pad printing in the manufacture of capacitors |
| JP3910979B2 (ja) * | 2004-07-29 | 2007-04-25 | 東芝テック株式会社 | インクジェットインク組成物およびそれを用いた印刷物 |
| US20060124028A1 (en) | 2004-12-09 | 2006-06-15 | Xueying Huang | Inkjet ink compositions comprising carbon nanotubes |
| WO2006132254A1 (ja) * | 2005-06-07 | 2006-12-14 | Kuraray Co., Ltd. | カーボンナノチューブ分散液およびこれを用いた透明導電膜 |
| KR100791260B1 (ko) * | 2006-06-29 | 2008-01-04 | 한국과학기술원 | 탄소나노튜브 필름을 이용한 투명전극의 제조방법 |
| US8147639B2 (en) * | 2008-05-22 | 2012-04-03 | Tripartisan Technologies, Llc | Process for manufacturing free standing thermoplastic polymeric films |
| EP2180539A1 (en) * | 2008-10-21 | 2010-04-28 | Commissariat à l'Energie Atomique | Novel materials and their use for the electrocatalytic evolution or uptake of H2 |
| TWI406301B (zh) * | 2008-11-24 | 2013-08-21 | Hanwha Chemical Corp | 具有碳複合物之高導電性樹脂組合物 |
| US20120097902A1 (en) * | 2009-04-28 | 2012-04-26 | Hitachi Chemical Company, Ltd. | Anisotropic conductive particles |
| EP2464698B1 (en) | 2009-08-14 | 2021-12-01 | Nano-C, Inc. | Solvent-based and water-based carbon nanotube inks with removable additives |
| JP5912109B2 (ja) * | 2010-06-22 | 2016-04-27 | モレキュラー レバー デザイン エルエルシー | カーボンナノチューブ組成物 |
| DE102012022482A1 (de) * | 2012-11-19 | 2014-05-22 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Polymerzusammensetzung mit verbesserter Langzeitstabilität, hieraus hergestellte Formteile sowie Verwendungszwecke |
-
2013
- 2013-12-20 KR KR1020157019196A patent/KR101939874B1/ko active Active
- 2013-12-20 WO PCT/US2013/077145 patent/WO2014100692A1/en not_active Ceased
- 2013-12-20 JP JP2015549812A patent/JP6275743B2/ja active Active
- 2013-12-20 CN CN201380071835.XA patent/CN104955904B/zh active Active
- 2013-12-20 CA CA2926910A patent/CA2926910C/en active Active
- 2013-12-20 EP EP13866419.8A patent/EP2935090B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2935090B1 (en) | 2018-10-03 |
| EP2935090A4 (en) | 2016-07-27 |
| JP6275743B2 (ja) | 2018-02-07 |
| CA2926910A1 (en) | 2014-06-26 |
| KR20150100755A (ko) | 2015-09-02 |
| JP2016509087A (ja) | 2016-03-24 |
| KR101939874B1 (ko) | 2019-01-17 |
| CN104955904A (zh) | 2015-09-30 |
| WO2014100692A1 (en) | 2014-06-26 |
| CN104955904B (zh) | 2017-10-24 |
| EP2935090A1 (en) | 2015-10-28 |
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