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143-23-7Relevant academic research and scientific papers
Functionalized multi-walled carbon nanotubes supported Ni-based catalysts for adiponitrile selective hydrogenation to 6-aminohexanenitrile and 1,6-hexanediamine: Switching selectivity with [Bmim]OH
Lv, Yang,Cui, Haishuai,Liu, Pingle,Hao, Fang,Xiong, Wei,Luo, He′an
, p. 330 - 351 (2019/03/28)
Functionalized multi-walled carbon nanotubes supported nickel-based catalysts were prepared and applied in adiponitrile (ADN) hydrogenation. The characterization results show that different functional groups such as NH2– COOH– OH– on MWCNTs surface can effectively act on metal ions by electrostatic attractions and chemical interactions so as to provide nucleation sites, and N species in MWCNTs can act as active sites for Ni deposition due to the strong electronic interactions between N species and Ni so as to promote ultra-small Ni nanoparticles formation, decrease NiO reduction activation energy, increase zero-valent Ni amounts as well as Ni nanoparticles dispersion. Furthermore, the doped N increases the lewis basicity, which favors the formation of primary amine of 6-aminohexanenitrile (ACN) and 1,6-hexanediamine (HDA). Moreover, the basic ionic liquid [Bmim]OH may switch the selectivity by inhibiting nucleophilic addition of the primary amine to the α-carbon of aldimine via the stabilization of –NH2 groups in the amino-imine intermediates so as to impede by-products formation. In addition, the mechanism for ADN hydrogenation in [Bmim]OH was studied by density functional theory calculations. Under optimized conditions, it gives 97.80% total selectivity to ACN and HDA at 95.34% ADN conversion over Ni/N-MWCNTs-800 in the presence of [Bmim]OH.
Reductive amination of 1,6-hexanediol with Ru/Al2O3 catalyst in supercritical ammonia
Li, Yan,Cheng, Haiyang,Zhang, Chao,Zhang, Bin,Liu, Tong,Wu, Qifan,Su, Xinluona,Lin, Weiwei,Zhao, Fengyu
, p. 920 - 926 (2017/07/05)
Hexamethylenediamine (HMDA) is an important reagent for the synthesis of Nylon-6,6, and it is usually produced by the hydrogenation of adiponitrile using a toxic reagent of hydrocyanic acid. Herein, we developed an environmental friendly route to produce HMDA via catalytic reductive amination of 1,6-hexanediol (HDO) in the presence of hydrogen. The activities of several heterogeneous metal catalysts such as supported Ni, Co, Ru, Pt, Pd catalysts were screened for the present reaction in supercritical ammonia without any additives. Among the catalysts examined, Ru/Al2O3 presented a high catalytic activity and highest selectivity for the desired product of HMDA. The high performance of Ru/Al2O3 was discussed based on the Ru dispersion and the surface properties like the acid-basicity. In addition, the reaction parameters such as reaction temperature, time, H2 and NH3 pressure were examined, and the reaction processes were discussed in detail.
A practical method for building linear and cyclic triamines from (2-trimethylsilyl)ethanesulfonamides (SES-amides)
Parker, Laurie L.,Gowans, Nicholas D.,Jones, Stephen W.,Robins, David J.
, p. 10165 - 10171 (2007/10/03)
SES-chloride has been obtained in higher yield and purity by improving Weinreb's original procedure, allowing efficient access to the primary SES-amide. Linear triamines can be built conveniently from the SES-amide in high yields, with the potential for orthogonal protection. The modified Richman-Atkins cyclisation of SES-amides allows access to novel biologically interesting triazamacrocycles with combinations of three-, four-, five- and six-carbon bridges within the ring. Purification of the free macrocyclic amines by distillation greatly simplifies the workup, increasing the practicability of multi-gram scale synthesis. Although CsF sometimes provided undesirably low yields in the deprotection step, alternative fluoride sources were found to be unsuitable for the deprotection of SES-triazamacrocycles.
Diamine and Triamine Analogs and Derivatives as Inhibitors of Deoxyhypusine Synthase: Synthesis and Biological Activity
Lee, Young Bok,Park, Myung Hee,Folk, J. E.
, p. 3053 - 3061 (2007/10/03)
Deoxyhypusine synthase catalyzes the initial step in the posttranslational formation of the amino acid hypusine ε-(4-amino-2-hydroxybutyl)lysine> in eukaryotic initiation factor 5A (eIF-5A). eIF-5A and its hypusine modification are believed to be essential for cell growth.A number of compounds related to diamines and triamines were synthesized and tested as inhinitors of this enzyme.The findings indicate that the long chain triamines 2a and 2b and their guanyl derivatives 3a, 3b, 4a, and 4b exert inhibition by binding to enzyme through only a portion of their structures at any one time.The inhibition exhibited by N-ethyl-1,7-diaminoheptane 20 and its guanyl derivative 21 supports this notion and is evidence for participation of the secondary amino group in binding to enzyme.There is preliminary evidence that amidino and isothiuronium groups may also serve as basic centers for binding to enzyme.Few of the compounds tested here were comparable in inhibitory potency to 1-guanidino-7-aminoheptane (GC7) the most effective known inhibitor of deoxhypusine synthase, and none proved nearly as efficient as GC7 in inhibiting the enzyme in Chinese hamster ovary cells.Hence, unlike the antiproliferative effect of GC7, for which there is evidence of cause by interference with deoxhypusine synthase catalysis (Park, M.H.; Wolff, E.C.; Lee, Y.B.; Folk, J.E.J.Biol.Chem. 269, 1994, 27827-27832), the effective growth arrest exerted by several of the newly synthesized compounds cannot be attributed to inhibition of hypusine synthesis.
Decolorization of polyalkylene polyamines
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, (2008/06/13)
A process for decolorizing polyalkylene polyamines, which comprises contacting one or more polyalkylene polyamines having an average molecular weight of greater than about 200 and less than about 1000 with carbon at a temperature greater than or equal to about 100° C. and less than or equal to about 300° C. under conditions effective to reduce the color rating of the one or more polyalkylene polyamines.
Process for the dyeing of leather with anionic dyes and polyaminoamide resin as dyeing auxiliary
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, (2008/06/13)
To improve the affinity of anionic dyestuffs in the dyeing of leather materials, polycondensation products consisting of at least one amine of the formula STR1 in which the radicals have the meanings mentioned in the description with one dicarboxylic acid and, if desired, ω-aminocarboxylic acid or its lactam are highly suitable.
