Abstract:Bis(4-butoxycarbonylaminocyclohexyl)methane (H12MDU) was prepared using dicyclohexylmethane-4,4’-diisocyanate and 1-butanol as raw materials and two solid products A and B were obtained. The structures of the two solid products were characterized separately by melting point measurement, infrared spectroscopy, elemental analysis, NMR spectrum analysis and mass spectrum analysis. The results show that both A and B are the target products H12MDU. The solid A is trans-trans-H12MDU while the solid B is a mixture including trans-trans-H12MDU and at least one of cis-trans-H12MDU and cis-cis-H12MDU.
[1] Stephan K, Manfred K, Rainer E, et al. Multistage Continuous Preparation of Cycloaliphatic Diisocyanates. US: 0043563, 2005-02-24. [2] Zhou H C, Shi F, Tian X, et al. Journal of Molecular Catalysis A: Chemical, 2007, 271: 89. [3] William M G, Dennis R, Kevin C, et al. The Journal of Organic Chemistry, 1995, 60(9): 2820. [4] SU Wen-ting, CHEN Feng-qiu, FANG He-liang, et al(苏文庭,陈丰秋,方和良,等). Chemical Engineering and Technology (化学反应工程与工艺), 2005, 21(1): 12. [5] Watsona D G, Xin L L, Midgley J M, et al. Journal of Pharmaceutical and Biomedical Analysis, 1999, 19: 917. [6] Christian L, Stephan K, Guido S, et al. Method For Synthesis Of Aliphatic Isocyanates From Aromatic Isocyanates. US: 0097752, 2006-05-20. [7] Yilgor I, Yilgor E, Guler I G, et al. Polymer, 2006, 47: 4105. [8] Moravek S J, Storey R F. Journal of Applied Polymer Science, 2008, 109: 3101. [9] Yilgor E, Metin B, Gordeslioglu M, et al. Polymer Preprints, 2000, 41(1): 375. [10] CHANG Jian-hua, DONG Qi-gong(常建华,董绮功). Spectral Theory and Analysis(波谱原理及解析), The Second Edition. Beijing: Science Press(北京:科学出版社), 2005. 152. [11] MENG Ling-zhi, GONG Shu-ling, HE Yong-bing(孟令芝,龚淑玲,何永炳). Organic Spectral Analysis(有机波谱分析). The Second Edition. Wuhan: Wuhan University Press(武汉:武汉大学出版社), 2003. 88. [12] Robert M Silverstein, Francis X Webster, David J Kiemle. Spectrometric Identification of Organic Compounds(有机化合物的波谱解析). Translated by Wuxi Pharma Tech Co., Ltd. Analysis Division(药明康德新药开发有限公司分析部,译). Shanghai: East China University of Technology Press(上海:华东理工大学出版社), 2007. 161.