- Cyclotrimerisation of isocyanates catalysed by low-coordinate Mn(ii) and Fe(ii) m-terphenyl complexes
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Two- and three-coordinate m-terphenyl complexes of manganese and iron are efficient catalysts for the selective cyclotrimerisation of primary aliphatic isocyanates affording isocyanurates in short reaction times and under mild conditions.
- Sharpe, Helen R.,Geer, Ana M.,Williams, Huw E. L.,Blundell, Toby J.,Lewis, William,Blake, Alexander J.,Kays, Deborah L.
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supporting information
p. 937 - 940
(2017/01/17)
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- Cyclotrimerization of diisocyanates toward high-performance networked polymers with rigid isocyanurate structure: Combination of aromatic and aliphatic diisocyanates for tunable flexibility
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A series of networked polymers bearing isocyanurate moiety was synthesized by cyclotrimerization of diisocyanates, with employing methylenediphenyl 4,4′-diisocyanate and 1,6-hexamethylenediisocyanate (HMDI) in several feed ratios. In spite of the large difference in intrinsic reactivity between these two diisocyanates, their coannulation proceeded efficiently by using sodium p-toluenesulfinate (pTolSO2Na) and 1,3-dimethyl-2-imidazolidinone as a catalyst and a solvent, respectively. The resulting networked polymers were transparent and exhibited excellent thermal stability. In addition, HMDI-rich feed ratios allowed for the formation of networked polymers with increased flexibility.
- Moritsugu, Masaki,Sudo, Atsushi,Endo, Takeshi
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p. 2631 - 2637
(2013/07/05)
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- Synthesis of isomelamines and isocyanurates and their biological evaluation
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The reaction of cyanogen bromide (1) with primary amines (2a-p), including arylmethylamines (21-p), gave the corresponding cyanamides (3a- p). Trimerization of 3a-p gave 1,3,5-trisubstituted 2,4,6-triiminohexahydro- 1,3,5-triazines (isomelamines) (4a-p), which were treated with hydrochloric acid to give the corresponding 1,3,5-trisubstituted 2,4,6-trioxohexahydro- 1,3,5-triazines (isocyanurates) (5a-c, f) and 1,3,5-trisubstituted 2-imino- 4,6-dioxohexahydro-1,3,5- triazines (5b'-e'). Biological evaluation of 4a- p, 5a-c, f, and 5b'-e' was carried out, and some of these compounds showed bronchodilator and positive inotropic activities.
- Niwa, Ryuji,Kamada, Hitoshi,Shitara, Eiki,Horiuchi, Jiro,Kibushi, Nobuyuki,Kato, Tetsuzo
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p. 2314 - 2317
(2007/10/03)
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- The Synthesis of Isocyanurates on the Trimerization of Isocyanates under High Pressure
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The trimerization of phenyl isocyanate in the presence of triethylamine was accelerated under high pressure to give triphenyl isocyanurates almost quantitatively.The reaction in benzen was remarkably accelerated by compression.The effects of pressure, temperature, catalysts, and solvents were examined on the trimerization of phenyl isocyanate.Aryl and normal alkyl isocyanates trimerized under high pressure to give the corresponding isocyanurates in good yields, whereas isocynates having bulky alkyl groups such as t-butyl and cyclohexyl did not trimerize even under 800 MPa.
- Taguchi, Yoichi,Shibuya, Isao,Yasumoto, Masahiko,Tsuchiya, Tohru,Yonemoto, Katsumi
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p. 3486 - 3489
(2007/10/02)
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