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Guanamine dendrimerization

机译:胍胺树枝化

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A synthesis of dendrimers and hyperbranched polymers by using cycloaddition of cyanoguanidine to nitriles and cyanoethylation reaction is reported. Both reactions proceeded in the presence of a basic catalyst (alkaline hydroxides and Triton B, respectively). The guanamine dendrimerization process has been carried out up to 4th generations ended with cyano or amine groups. Intermediates and product substances, as well as by-products were identified by FT-IR, H-1 and C-13 NMR, MS, FIB-MS, and elemental analysis. Hyperbranched polymers were characterized by gel permeation choursomatography (GPC). Polyguanamine dendrimer (PGD) molecules exhibited expanded form in dimethylacetamide solution and low polydispersity (1.12-1.26). Observed contraction of the macromolecules was growing towards higher generations reaching an extreme at generation 4. The degree of branching of the products were within the range of 0.81-0.87 on the 0-1 scale. Decyanoethylation, hydrolysis, and intramolecular cyclization, as side reactions, were observed on the cycloaddition steps of dendrimerization. Some main stream dendrimerization products, i.e., tetrakis [2-(2,4-diamino-1,3,5 -triazin-4-yl)ethyl]2,4-diamino-6-phenyl-1,3,5-triazine and 2,2,6,6-tetrakis[2-(2,4-diamino1,3,5 -triazin-6-yl)ethyl] cyclohexanone as well as by-products, i.e., 2,6,6-tris[2-(2,4-diamino-1,3,5-triazin-6-yl)ethyl] cyclohexanone, 2,6,6-tris(2-cyanoethyl)cyclohexanone and a dilactam have been isolated as new compounds. Spectral data for (NNNN4)-N-2-N-2-N-4-tetrakis(2-cyanoethyl)-6-phenyl-1,3,5-triazine, 2,2, 6, 6-tetrakis(2-cyanoethyl) cyclohexanone, 1,1,1-tris(2-cyanoethyl)propanone-2 and 1,1,1-tris[2-(2,4-diamino-1,3,5-triazin-6yl)ethyl]propanone-2 have been complemented. [References: 45]
机译:报道了通过氰基胍与腈的环加成反应和氰基乙基化反应合成树枝状聚合物和超支化聚合物。两种反应均在碱性催化剂(分别为碱性氢氧化物和Triton B)的存在下进行。胍胺树枝化过程已经进行到第4代,以氰基或胺基结束。通过FT-IR,H-1和C-13 NMR,MS,FIB-MS和元素分析鉴定了中间体和产物物质,以及副产物。超支化聚合物的特征在于凝胶渗透色谱法(GPC)。聚胍胺树状聚合物(PGD)分子在二甲基乙酰胺溶液中表现出扩展形式,并且低分散性(1.12-1.26)。观察到的大分子的收缩朝着更高的世代增长,并在第4代达到极限。产物的支化度在0-1范围内在0.81-0.87的范围内。在树枝状聚合物的环加成步骤中观察到了十烷基乙基化,水解和分子内环化作为副反应。一些主流的树状化产物,即四[2-(2,4-二氨基-1,3,5-三嗪-4基)乙基] 2,4-二氨基-6-苯基-1,3,5-三嗪和2,2,6,6-四[2-(2,4-二氨基1,3,5-三嗪-6-基)乙基]环己酮以及副产物2,6,6-三[已经分离出2-(2,4-二氨基-1,3,5-三嗪-6-基)乙基]环己酮,2,6,6-三(2-氰基乙基)环己酮和双内酰胺作为新化合物。 (NNNN4)-N-2-N-2-N-4-四(2-氰乙基)-6-苯基-1,3,5-三嗪,2,2,6,6-四(2-的光谱数据氰基乙基)环己酮,1,1,1-三(2-氰基乙基)丙酮2和1,1,1-三(2-(2,4-二氨基-1,3,5-三嗪-6基)乙基]丙酮-2已得到补充。 [参考:45]

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