296247-94-4Relevant academic research and scientific papers
Flow-mediated synthesis of Boc, Fmoc, and Dd iv monoprotected diamines
Jong, Thingsoon,Bradley, Mark
supporting information, p. 422 - 425 (2015/03/03)
A series of monoprotected aliphatic diamines (21 examples) were synthesized via continuous flow methods. The carbamates and enamines were obtained in 45-91% yields using a 0.5 mm diameter PTFE tubular flow reactor. Using readily accessible protecting group precursors, the procedure serves as an attractive alternative to existing batch-mode synthetic routes by providing direct, multigram access to N-Boc-, N-Fmoc-, and N-Ddiv-protected compounds with productivity indexes of 1.2-3.6 g/h.
NOVEL DIURETHANE COMPOUND, PROCESS FOR PRODUCING THE SAME, AND ACRYLIC RUBBER COMPOSITION CONTAINING THE SAME
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Page/Page column 7; 8, (2010/11/04)
Disclosed is a diurethane compound R2(SO2)m(CH2)nOCONH-R1-NHCOO(CH2)n(SO2)R2 produced by a method allowing a diamine compound H2NR1NH2 to react with a chloroformate compound ClCOO(CH2)n(SO2)mR2 or a method allowing a diisocyanate compound OCNR1NCO to react with a hydroxyl-containing compound R2(SO2)m(CH2)nOH. The diurethane compound is compounded with multivalent amine crosslinkable group-containing acrylic rubber together with a basic vulcanization accelerator to form an acrylic rubber composition. The acrylic rubber composition including the diurethane compound as a vulcanizing agent decreases a delay in the vulcanization rate due to prevention of scorching and also allows a vulcanized article to satisfy the compression set characteristics.
Nonlinear organic reaction of 9-fluorenylmethyl carbamates as base amplifiers to proliferate aliphatic amines and their application to a novel photopolymer system
Arimitsu, Koji,Ichimura, Kunihiro
, p. 336 - 343 (2007/10/03)
A novel concept of base proliferation for improving the photosensitivity of base-sensitive materials is described by presenting the autocatalytic transformation of 9-fluorenylmethyl carbamates to aliphatic amines. A 9-fluorenylmethyl carbamate, as a base amplifier, was subjected to a base-catalysed fragmentation reaction to liberate the corresponding amine, which can then act as a catalyst for decomposing parent molecules, leading to autocatalytic decomposition. Consequently, the amine is generated from an equimolar amount of the carbamate using a catalytic amount of the same amine. 1-(9-Fluorenylmethoxycarbonyl)piperidine and 1-(9-fluorenylmethoxycarbonyl) cyclohexylamine were suitable as base amplifiers because of their thermal stability under neutral conditions and high base-catalytic reactivity. On the basis of the results, 1,3-bis[1-(9-fluorenylmethoxycarbonyl)-4-piperidyl] propane and 1,6-bis[(9-fluorenylmethoxy)carbonylamino]hexane were designed as base amplifiers which liberate aliphatic diamines to crosslink poly(glycidyl methacrylate) photochemically in the presence of a photobase generator. Addition of the base amplifiers resulted in a marked improvement of the photosensitivity characteristics of the polymer by a factor of 16 and 50, respectively.
Applications of a nonlinear organic reaction of carbamates to proliferate aliphatic amines
Arimitsu, Koji,Miyamoto, Mana,Ichimura, Kunihiro
, p. 3425 - 3428 (2007/10/03)
Base amplifiers such as the carbamate compounds 1 generate more bases than they consume. The base-catalyzed fragmentation reaction of 1 liberates the corresponding alipatic amines which catalyze the decomposition of the carbamates (see scheme). This leads to autocatalytic, nonlinear fragmentation of 1, in a novel nonlinear organic reaction. The addition of the base amplifier to an epoxy polymer sentized with a photobase generator results in the marked improvement of sensitivity.
