TW201114682A - Carbon nanotubes containing hydroxyl groups, process for their preparation and polyurethane polymers containing these carbon nanotubes - Google Patents
Carbon nanotubes containing hydroxyl groups, process for their preparation and polyurethane polymers containing these carbon nanotubes Download PDFInfo
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- TW201114682A TW201114682A TW099110829A TW99110829A TW201114682A TW 201114682 A TW201114682 A TW 201114682A TW 099110829 A TW099110829 A TW 099110829A TW 99110829 A TW99110829 A TW 99110829A TW 201114682 A TW201114682 A TW 201114682A
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- carbon nanotube
- carbon nanotubes
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- butyl
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 144
- 239000002041 carbon nanotube Substances 0.000 title claims abstract description 137
- 229910021393 carbon nanotube Inorganic materials 0.000 title claims abstract description 136
- 238000000034 method Methods 0.000 title claims abstract description 53
- 229920000642 polymer Polymers 0.000 title claims abstract description 47
- 239000004814 polyurethane Substances 0.000 title claims abstract description 25
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title abstract description 16
- 238000002360 preparation method Methods 0.000 title abstract description 5
- 239000001257 hydrogen Substances 0.000 claims abstract description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 26
- 125000004185 ester group Chemical group 0.000 claims abstract description 12
- -1 alkyl radical Chemical class 0.000 claims abstract description 11
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 10
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 7
- 150000002118 epoxides Chemical class 0.000 claims abstract 3
- 239000006185 dispersion Substances 0.000 claims description 44
- 229920005862 polyol Polymers 0.000 claims description 21
- 150000003077 polyols Chemical class 0.000 claims description 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
- 239000003054 catalyst Substances 0.000 claims description 17
- 229910021392 nanocarbon Inorganic materials 0.000 claims description 16
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 239000002048 multi walled nanotube Substances 0.000 claims description 13
- 239000005056 polyisocyanate Substances 0.000 claims description 12
- 229920001228 polyisocyanate Polymers 0.000 claims description 12
- 229920000768 polyamine Polymers 0.000 claims description 11
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 229920000570 polyether Polymers 0.000 claims description 8
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 229920005906 polyester polyol Polymers 0.000 claims description 7
- 150000003512 tertiary amines Chemical class 0.000 claims description 7
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 5
- 239000002109 single walled nanotube Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 30
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 description 15
- 150000002924 oxiranes Chemical class 0.000 description 13
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- JJLXDUTXXALPBX-UHFFFAOYSA-N CCCCCCCCCCN(CCCCCCCCCC)CCOCCN(CCCCCCCCCC)CCCCCCCCCC Chemical compound CCCCCCCCCCN(CCCCCCCCCC)CCOCCN(CCCCCCCCCC)CCCCCCCCCC JJLXDUTXXALPBX-UHFFFAOYSA-N 0.000 description 3
- 229920000049 Carbon (fiber) Polymers 0.000 description 3
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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 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
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- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
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- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 125000002576 diazepinyl group Chemical class N1N=C(C=CC=C1)* 0.000 description 2
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- SCZNXLWKYFICFV-UHFFFAOYSA-N 1,2,3,4,5,7,8,9-octahydropyrido[1,2-b]diazepine Chemical compound C1CCCNN2CCCC=C21 SCZNXLWKYFICFV-UHFFFAOYSA-N 0.000 description 1
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- AGJCSCSSMFRMFQ-UHFFFAOYSA-N 1,4-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=C(C(C)(C)N=C=O)C=C1 AGJCSCSSMFRMFQ-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- UPGATMBHQQONPH-UHFFFAOYSA-N 2-aminooxycarbonylbenzoic acid Chemical compound NOC(=O)C1=CC=CC=C1C(O)=O UPGATMBHQQONPH-UHFFFAOYSA-N 0.000 description 1
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- WGLQHUKCXBXUDV-UHFFFAOYSA-N 3-aminophthalic acid Chemical compound NC1=CC=CC(C(O)=O)=C1C(O)=O WGLQHUKCXBXUDV-UHFFFAOYSA-N 0.000 description 1
- 241000234282 Allium Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
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- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
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- 241000255925 Diptera Species 0.000 description 1
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- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
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- 241000792765 Minous Species 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
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- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
- C01B32/158—Carbon nanotubes
- C01B32/168—After-treatment
- C01B32/174—Derivatisation; Solubilisation; Dispersion in solvents
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3221—Polyhydroxy compounds hydroxylated esters of carboxylic acids other than higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/001—Macromolecular compounds containing organic and inorganic sequences, e.g. organic polymers grafted onto silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
- C08K3/041—Carbon nanotubes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nanotechnology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Physics & Mathematics (AREA)
- Inorganic Chemistry (AREA)
- Composite Materials (AREA)
- Manufacturing & Machinery (AREA)
- Polyurethanes Or Polyureas (AREA)
- Carbon And Carbon Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09005186A EP2239290A1 (de) | 2009-04-09 | 2009-04-09 | Hydroxygruppen umfassende Kohlenstoffnanoröhren, Verfahren zu deren Herstellung und diese Kohlenstoffnanoröhren umfassende Polyurethanpolymere |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW201114682A true TW201114682A (en) | 2011-05-01 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW099110829A TW201114682A (en) | 2009-04-09 | 2010-04-08 | Carbon nanotubes containing hydroxyl groups, process for their preparation and polyurethane polymers containing these carbon nanotubes |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20120029162A1 (enExample) |
| EP (2) | EP2239290A1 (enExample) |
| JP (1) | JP2012523360A (enExample) |
| KR (1) | KR20120005503A (enExample) |
| CN (1) | CN102459396A (enExample) |
| CA (1) | CA2758090A1 (enExample) |
| RU (1) | RU2011145064A (enExample) |
| SG (1) | SG175093A1 (enExample) |
| TW (1) | TW201114682A (enExample) |
| WO (1) | WO2010115550A1 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011086049A1 (de) * | 2010-01-16 | 2011-07-21 | Bayer Materialscience Ag | Verfahren zur herstellung von hydroxyalkylestergruppen aufweisenden kohlenstoffnanoröhren und diese kohlenstoffnanoröhren aufweisende werkstoffe und dispersionen |
| US8728566B2 (en) * | 2010-11-08 | 2014-05-20 | Sandia Corporation | Method of making carbon nanotube composite materials |
| JP5901893B2 (ja) * | 2011-05-31 | 2016-04-13 | 三洋化成工業株式会社 | 導電剤および導電性樹脂組成物 |
| JP5859277B2 (ja) * | 2011-11-02 | 2016-02-10 | ニッタ株式会社 | カーボンナノチューブ複合材およびカーボンナノチューブ複合材の製造方法 |
| CN102675830B (zh) * | 2012-01-15 | 2014-10-22 | 河南科技大学 | 一种纳米碳材料增强环氧树脂复合材料及其制备方法 |
| IN2015DN00506A (enExample) * | 2012-07-08 | 2015-06-26 | Molecular Rebar Design Llc | |
| WO2014051295A1 (ko) * | 2012-09-28 | 2014-04-03 | 한화케미칼 주식회사 | 방열 도료 조성물 및 방열 구조체 |
| CN102964604A (zh) * | 2012-11-23 | 2013-03-13 | 张家港顺昌化工有限公司 | 一种纳米阻燃剂的制备方法 |
| US11585021B2 (en) * | 2016-08-05 | 2023-02-21 | Hugh Craig | Fabric reinforced with carbon nanostructures to improve mechanical performance |
| CN108192174A (zh) * | 2016-12-08 | 2018-06-22 | 中国石油天然气股份有限公司 | 一种用做橡胶填料高分散碳纳米管的改性方法 |
| CN108034040B (zh) * | 2017-12-23 | 2020-09-04 | 广东互典缓冲材料技术有限公司 | 一种耐撕裂缓冲材料及其制备方法和应用 |
| CN109384936B (zh) * | 2018-09-26 | 2021-07-23 | 青岛科技大学 | 碳纳米管接枝端羟基聚氨酯电泳树脂、阴极聚氨酯电泳漆及其制备方法 |
| CN111040111A (zh) * | 2019-08-23 | 2020-04-21 | 苏州纤创智造新材料科技有限公司 | 一种抗静电热塑性聚氨酯及其制备方法 |
| JP2022163243A (ja) * | 2019-09-25 | 2022-10-26 | Jsr株式会社 | 組成物およびカーボンナノチューブ含有膜 |
| CN112479185B (zh) * | 2020-12-03 | 2022-03-29 | 安徽大学 | 一种聚单宁酸氨酯稳定的碳纳米管水分散体及其制备方法 |
| CN117887025B (zh) * | 2024-03-18 | 2024-05-14 | 广州昊毅新材料科技股份有限公司 | 一种应用于异质结电池的导电树脂及其制备方法 |
| CN118955839A (zh) * | 2024-10-17 | 2024-11-15 | 河北金业涂料科技有限公司 | 一种高导热系数的聚氨酯复合材料的制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3613875A1 (de) * | 1986-04-24 | 1987-10-29 | Basf Ag | Verfahren zur herstellung von polyester-polyolen |
| DE102007044031A1 (de) | 2007-09-14 | 2009-03-19 | Bayer Materialscience Ag | Kohlenstoffnanoröhrchenpulver, Kohlenstoffnanoröhrchen und Verfahren zu ihrer Herstellung |
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2009
- 2009-04-09 EP EP09005186A patent/EP2239290A1/de not_active Withdrawn
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2010
- 2010-03-30 EP EP10711355A patent/EP2417176A1/de not_active Withdrawn
- 2010-03-30 CA CA2758090A patent/CA2758090A1/en not_active Abandoned
- 2010-03-30 US US13/262,935 patent/US20120029162A1/en not_active Abandoned
- 2010-03-30 KR KR1020117026601A patent/KR20120005503A/ko not_active Withdrawn
- 2010-03-30 CN CN2010800254436A patent/CN102459396A/zh active Pending
- 2010-03-30 JP JP2012503894A patent/JP2012523360A/ja not_active Withdrawn
- 2010-03-30 RU RU2011145064/04A patent/RU2011145064A/ru not_active Application Discontinuation
- 2010-03-30 SG SG2011072840A patent/SG175093A1/en unknown
- 2010-03-30 WO PCT/EP2010/002002 patent/WO2010115550A1/de not_active Ceased
- 2010-04-08 TW TW099110829A patent/TW201114682A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2012523360A (ja) | 2012-10-04 |
| WO2010115550A1 (de) | 2010-10-14 |
| EP2417176A1 (de) | 2012-02-15 |
| KR20120005503A (ko) | 2012-01-16 |
| RU2011145064A (ru) | 2013-05-20 |
| US20120029162A1 (en) | 2012-02-02 |
| EP2239290A1 (de) | 2010-10-13 |
| CN102459396A (zh) | 2012-05-16 |
| CA2758090A1 (en) | 2010-10-14 |
| SG175093A1 (en) | 2011-11-28 |
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