1130782-84-1Relevant articles and documents
Novel synthesis method of ester free trimethylene carbonate derivatives
Nobuoka, Hiroaki,Ajiro, Hiroharu
, p. 164 - 170 (2019/01/04)
Ester free poly(trimethylene carbonate) (PTMC) derivatives show biocompatibility and biodegradability and do not generate any acidic compounds after decomposition. Their syntheses methods are limited however, hampering their material application. Herein, we established a novel synthesis route of ester free trimethylene carbonate (TMC) derivatives. The novel synthesis route was described using six aldehydes and one ketone as starting compounds. The key reaction is the selective deprotection from two protected hydroxyl groups in the cyclic acetal structure by diisobutylaluminium hydride. This novel synthesis route means that it is possible to convert aldehyde group to ether groups in the side chain of TMC. Conventionally, only a substituent derived from a primary alcohol was introduced into the side chain. We therefore succeeded in decreasing the number of reaction steps from five to three, compared with the conventional route. Furthermore, the development of a novel synthesis route enabled the introduction of substituents derived from secondary alcohols, anticipating the creation of further types of ester free TMC derivatives.
Acetalization of carbonyl compounds as pentaerythritol diacetals and diketals in the presence of cellulose sulfuric acid as an efficient, biodegradable and reusable catalyst
Shaterian, Hamid Reza,Rigi, Fatemeh
experimental part, p. 695 - 698 (2012/05/05)
This paper reports a practical and green method for the acetalization of carbonyl compounds as pentaerythritol diacetals and diketals derivatives using cellulose sulfuric acid as a biodegradable and reusable solid acid catalyst under thermal solvent-free conditions.
SO3H-functionalized ionic liquids as efficient and recyclable catalysts for the synthesis of pentaerythritol diacetals and diketals
Wang, Yuanyuan,Gong, Xinxin,Wang, Zhizhong,Dai, Liyi
experimental part, p. 7 - 16 (2010/07/09)
The efficient, simple and environmentally friendly synthesis of pentaerythritol diacetals and diketals using SO3H-functionalized ionic liquids (ILs) as catalysts was reported. The ILs showed high catalytic activities and reusabilities with good to excellent yields of the desired products. H0 (Hammett function) values and the minimum-energy geometries of SO3H-functionalized ILs were determined and the results revealed that the acidities and catalytic activities of ILs in acetalization were related to their structures. The IL [PSPy][OTf] with the shortest H-O bond distance had the strongest acidity and the highest catalytic activity in the synthesis of pentaerythritol diacetals and diketals.