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1. 发明申请

US20070189387A1 Sidewall functionalization of nanotubes with hydroxyl terminated moieties 失效
标题翻译：具有羟基封端部分的纳米管的侧壁官能化
公开(公告)号：US20070189387A1
公开(公告)日：2007-08-16
申请号：US10560351
申请日：2004-06-16
申请人： Valery Khabashesku , Lei Zhang , John Margrave , Mary Margrave
发明人： Valery Khabashesku , Lei Zhang , John Margrave , Mary Margrave
IPC分类号： H04N11/04 , H04B1/66 , H04N11/02 , H04N7/12
CPC分类号： D06M13/11 , B82Y30/00 , B82Y40/00 , C01B32/152 , C01B32/174 , C01B2202/02 , C01B2202/04 , C01B2202/06 , C08J5/005 , C08J5/06 , C08J2363/00 , D06M11/09 , D06M11/52 , D06M13/148 , D06M13/196 , D06M15/55 , D06M2101/40 , Y10S977/742 , Y10S977/745 , Y10S977/746 , Y10S977/748 , Y10S977/75 , Y10S977/752 , Y10S977/753 , Y10S977/778 , Y10S977/847 , Y10T428/24994 , Y10T428/30 , Y10T428/31511
摘要： The present invention is directed to methods of forming sidewall-functionalized carbon nanotubes, wherein such functionalized carbon nanotubes have hydroxyl-terminated moieties covalently attached to their sidewalls. Generally, such methods involve chemistry on carbon nanotubes that have first been fluorinated. In some embodiments, fluorinated carbon nanotubes (“fluoronanotubes”) are reacted with mono-metal salts of a dialcohol, MO—R—OH, where M is a metal and R is hydrocarbon or other organic chain and/or ring structural unit. In such embodiments, —O—R—OH displaces —F on the nanotube, the fluorine leaving as MF. Generally, such mono-metal salts are formed in situ by the addition of MOH to one or more dialcohols in which the fluoronanotubes have been dispersed. In some embodiments, fluoronanotubes are reacted with amino alcohols, such as being of the type H2N—R—OH, wherein —N(H)—R—OH displaces —F on the nanotube, the fluorine leaving as HF.
摘要翻译：本发明涉及形成侧壁官能化碳纳米管的方法，其中这种官能化碳纳米管具有共价连接到其侧壁上的羟基封端的部分。通常，这些方法涉及首先被氟化的碳纳米管上的化学。在一些实施方案中，氟化碳纳米管（“氟硼腈”）与二醇的单金属盐MO-R-OH反应，其中M是金属，R是烃或其它有机链和/或环结构单元。在这样的实施方案中，-O-R-OH置换在纳米管上，氟离开为MF。通常，通过向其中分散有氟尼龙管的一种或多种二醇中添加MOH而原位形成这种单金属盐。在一些实施方案中，氟烟管与氨基醇反应，例如H 2 H 2 NR-OH型，其中-N（H）-R-OH置换在纳米管上，氟离开作为HF。

2. 发明申请

US20060171874A1 Sidewall functionalization of single-wall carbon nanotubes through C-N bond forming substitutions of fluoronanotubes 有权
标题翻译：通过氟纳托管的C-N键形成取代单壁碳纳米管的侧壁官能化
公开(公告)号：US20060171874A1
公开(公告)日：2006-08-03
申请号：US10714187
申请日：2003-11-14
申请人： Valery Khabashesku , John Margrave , Mary Margrave , Joel Stevens , Gaelle Derrien
发明人： Valery Khabashesku , John Margrave , Mary Margrave , Joel Stevens , Gaelle Derrien
IPC分类号： C01B31/02
CPC分类号： C08J5/005 , B82Y30/00 , B82Y40/00 , C01B32/174 , C01B2202/02 , C01B2202/22 , C01B2202/34 , C01B2202/36 , C08J2377/06 , C08L77/06 , Y10S977/748 , Y10S977/847 , Y10T428/2931
摘要： The present invention is directed toward a method of sidewall-functionalizing single-walled carbon nanotubes (SWNTs) through C—N bond forming substitution reactions with fluorinated SWNTs (fluoronanotubes), and to the sidewall-functionalized SWNTs comprising C—N bonds between carbons of the SWNT sidewall and nitrogens of the functionalizing groups made by these methods. Furthermore, when diamine species are utilized as reactants, novel materials like crosslinked SWNTs and “nanotube-nylons” can be generated. In some embodiments, SWNTs with functional groups covalently attached to their side walls through C—N bonds are prepared by either the direct interaction of fluoronanotubes with terminal alkylidene diamines or diethanolamine, or by a two-step procedure involving consecutive treatments with Li3N in diglyme and RCl (R═H, n-butyl, benzyl) reagents. Evidence for sidewall attachment of amine-derived groups has been provided by Raman, FTIR, and UV-vis-NIR spectra, SEM/EDAX and TEM data, and thermal degradation studies. The demonstrated new C—N functionalization methods offer a wide range of further SWNT derivatizations, including their covalent binding to aminoacids, DNA, and polymer matrixes.
摘要翻译：本发明涉及通过与氟化SWNT（氟尼龙）形成CN键形成取代反应的侧壁官能化单壁碳纳米管（SWNT）的方法，以及包含SWNT侧壁碳原子之间的CN键的侧壁官能化SWNT，通过这些方法制备的官能团的氮。此外，当使用二胺物质作为反应物时，可以产生新型材料如交联的单壁碳纳米管和“纳米管 - 尼龙”。在一些实施方案中，具有通过CN键共价连接到其侧壁的官能团的SWNT通过氟代管与末端亚烷基二胺或二乙醇胺的直接相互作用或通过涉及Li 3连续处理的两步法来制备，（N，丁基，苄基）试剂。通过拉曼，FTIR和UV-vis-NIR光谱，SEM / EDAX和TEM数据以及热降解研究提供胺衍生基团侧壁附着的证据。证明的新的C-N官能化方法提供了广泛的进一步的SWNT衍生化，包括它们与氨基酸，DNA和聚合物基质的共价结合。

3. 发明申请

US20050158549A1 Functionalization of nanodiamond powder through fluorination and subsequent derivatization reactions 有权
标题翻译：通过氟化和随后的衍生化反应使纳米金刚石粉末官能化
公开(公告)号：US20050158549A1
公开(公告)日：2005-07-21
申请号：US10996869
申请日：2004-11-24
申请人： Valery Khabashesku , Yu Liu , John Margrave , Mary Margrave
发明人： Valery Khabashesku , Yu Liu , John Margrave , Mary Margrave
IPC分类号： B05D7/00 , B32B9/00 , C01B31/06
CPC分类号： C01B32/28 , Y10T428/2991
摘要： The present invention is directed to functionalized nanoscale diamond powders, methods for making such powders, applications for using such powders, and articles of manufacture comprising such powders. Methods for making such functionalized nanodiamond powders generally comprise a fluorination of nanodiamond powder. In some embodiments, such methods comprise reacting fluorinated nanodiamond powder with a subsequent derivatization agent, such as a strong nucleophile.
摘要翻译：本发明涉及功能化纳米级金刚石粉末，制备这种粉末的方法，使用这种粉末的应用，以及包含这种粉末的制品。制备这种官能化纳米金刚石粉末的方法通常包括纳米金刚石粉末的氟化。在一些实施方案中，这种方法包括使氟化纳米金刚石粉末与随后的衍生化试剂如强亲核试剂反应。

4. 发明申请

US20070098620A1 Method for functionalizing carbon nanotubes utilizing peroxides 有权
标题翻译：使用过氧化物官能化碳纳米管的方法
公开(公告)号：US20070098620A1
公开(公告)日：2007-05-03
申请号：US11585368
申请日：2006-10-24
申请人： Valery Khabashesku , Haiqing Peng , John Margrave , Mary Margrave , Wilbur Billups , Yunming Ying
发明人： Valery Khabashesku , Haiqing Peng , John Margrave , Mary Margrave , Wilbur Billups , Yunming Ying
IPC分类号： D01F9/12
CPC分类号： B82Y30/00 , B82Y40/00 , C01B32/174 , C01B2202/02 , C01B2202/06 , Y10S977/742 , Y10S977/745 , Y10S977/748 , Y10S977/75 , Y10T428/25
摘要： A method for functionalizing the wall of single-wall or multi-wall carbon nanotubes involves the use of acyl peroxides to generate carbon-centered free radicals. The method allows for the chemical attachment of a variety of functional groups to the wall or end cap of carbon nanotubes through covalent carbon bonds without destroying the wall or endcap structure of the nanotube. Carbon-centered radicals generated from acyl peroxides can have terminal functional groups that provide sites for further reaction with other compounds. Organic groups with terminal carboxylic acid functionality can be converted to an acyl chloride and further reacted with an amine to form an amide or with a diamine to form an amide with terminal amine. The reactive functional groups attached to the nanotubes provide improved solvent dispersibility and provide reaction sites for monomers for incorporation in polymer structures. The nanotubes can also be functionalized by generating free radicals from organic sulfoxides.
摘要翻译：用于官能化单壁或多壁碳纳米管的壁的方法涉及使用酰基过氧化物以产生碳中心的自由基。该方法允许通过共价碳键将各种官能团化学连接到碳纳米管的壁或端盖上，而不破坏纳米管的壁或端帽结构。由酰基过氧化物产生的碳中心基团可以具有提供与其它化合物进一步反应的位点的末端官能团。具有末端羧酸官能团的有机基团可以转化为酰氯，并进一步与胺反应形成酰胺或与二胺反应以与末端胺形成酰胺。连接到纳米管的反应性官能团提供改进的溶剂分散性，并为单体提供用于掺入聚合物结构的反应位点。纳米管也可以通过产生有机亚砜的自由基来官能化。

5. 发明申请

US20070098621A1 Sidewall derivatized carbon nanotubes 有权
标题翻译：侧壁衍生碳纳米管
公开(公告)号：US20070098621A1
公开(公告)日：2007-05-03
申请号：US11408520
申请日：2006-06-13
申请人： John Margrave , Edward Mickelson , Robert Hauge , Peter Boul , Chad Huffman , Jie Liu , Richard Smalley
发明人： John Margrave , Edward Mickelson , Robert Hauge , Peter Boul , Chad Huffman , Jie Liu , Richard Smalley
IPC分类号： D01F9/12
CPC分类号： B01J21/18 , B01J23/74 , B01J23/755 , B01J35/006 , B01J35/06 , B82Y30/00 , B82Y40/00 , C01B32/174 , C01B2202/02 , C01B2202/06 , D01F11/121 , Y10S977/74 , Y10S977/748 , Y10S977/75 , Y10S977/843 , Y10S977/848
摘要： This invention is directed to making chemical derivatives of carbon nanotubes and to uses for the derivatized nanotubes, including making arrays as a basis for synthesis of carbon fibers. In one embodiment, this invention also provides a method for preparing single wall carbon nanotubes having substituents attached to the side wall of the nanotube by reacting single wall carbon nanotubes with fluorine gas and recovering fluorine derivatized carbon nanotubes, then reacting fluorine derivatized carbon nanotubes with a nucleophile. Some of the fluorine substituents are replaced by nucleophilic substitution. If desired, the remaining fluorine can be completely or partially eliminated to produce single wall carbon nanotubes having substituents attached to the side wall of the nanotube. The substituents will, of course, be dependent on the nucleophile, and preferred nucleophiles include alkyl lithium species such as methyl lithium. Alternatively, fluorine may be fully or partially removed from fluorine derivatized carbon nanotubes by reacting the fluorine derivatized carbon nanotubes with various amounts of hydrazine, substituted hydrazine or alkyl amine. The present invention also provides seed materials for growth of single wall carbon nanotubes comprising a plurality of single wall carbon nanotubes or short tubular molecules having a catalyst precursor moiety covalently bound or physisorbed on the outer surface of the sidewall to provide the optimum metal cluster size under conditions that result in migration of the metal moiety to the tube end.
摘要翻译：本发明涉及制备碳纳米管的化学衍生物和衍生纳米管的用途，包括制备阵列作为碳纤维合成的基础。在一个实施方案中，本发明还提供了通过使单壁碳纳米管与氟气反应并回收氟衍生的碳纳米管，制备具有连接到纳米管侧壁上的取代基的单壁碳纳米管的方法，然后使氟衍生的碳纳米管与亲核试剂一些氟取代基被亲核取代取代。如果需要，可以完全或部分地除去剩余的氟以产生具有连接到纳米管的侧壁上的取代基的单壁碳纳米管。取代基当然取决于亲核试剂，优选的亲核试剂包括烷基锂物质如甲基锂。或者，可以通过使氟衍生的碳纳米管与各种量的肼，取代的肼或烷基胺反应，从氟衍生的碳纳米管中完全或部分地除去氟。本发明还提供用于生长单壁碳纳米管的种子材料，其包含多个单壁碳纳米管或具有在侧壁的外表面上共价结合或物理吸附的催化剂前体部分的短管状分子，以提供最佳金属簇尺寸导致金属部分迁移到管端的条件。

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