Urethane formation from condensed tannins and biodegradability of the urethane

由缩合单宁形成聚氨酯以及聚氨酯的生物降解性

基本信息

批准号：
10460145
负责人：
SAKAI Kokki
金额：
$ 4.48万
依托单位：
KYUSHU UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B).
财政年份：
1998
资助国家：
日本
起止时间：
1998 至 2000
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-10460145/
关键词：
condensed tannin model compound sugi bark catechin urethane formation amine catalyst dibutyl tin catalyst hydroxyl group value カテコールフロログルシノールカテコール錫錯体樹皮成分ポリウレタン触媒

项目摘要

(1) Simple tannin model compounds were treated with an equivalent phenyl isocyanate (PI) in the presence of DABCO (1,4-diazabicyclo[2,2,2]octane) or DBTDL (di-n-butyltin dilaurate) as a catalyst. It was found that DABCO catalyzed urethane formation from catechol-and resorcinol-types of hydroxyl groups, while DBTDL catalyzed that from alcoholic hydroxyl groups.(2) PI reacted firstly with the hydroxyl groups in ring B and then with those in ring A of catechin, which was employed as a more relevant model, in the presence of DABCO catalyst, while hydroxyl groups in the position 3 of catechin did not react at all. On the contrary, reactivity of catechin with PI was dramatically suppressed in the presence of DBTDL catalyst, due to the formation of a dibutyltin-catechin complex, which precipitated and hence deactivated catechin.(3) In order to liquefy sugi bark, a treatment with sodium bisulfite in an aqueous polyethylene glycol 400 was conducted. Both inner and outer bark liquefied extensively by the treatment at 250℃. At least a part of condensed tannin was degraded to monocyclic aromatic compounds like catechol and protocaechuic acid. A new method of hydroxyl group determination was developed.

（1）在存在dabco（1,4-二氮扎下辛烷[2,2,2]辛烷）或DBTDL（di-n-n-butylyltin dilaurate）的情况下，用等效苯基异氰酸酯（PI）处理简单的单宁模型化合物作为催化剂。发现Dabco催化了羟基的儿茶酚和Resourcecinol-types催化氨基烷的形成，而DBTDL则催化了酒精性羟基的催化。（2）PI首先与环B中的羟基作出反应，然后与RING B中的羟基，然后是催化剂，同时采用了dotect，同时使用的模型，同时使用的模型，并在CANECHIN中使用，并在曲折的情况下使用。儿茶素3位置3的羟基根本没有反应。在形成鲜明的情况下，在存在DBTDL催化剂的情况下，Catechin与PI的反应性由于形成了二丁基丁素 - 催化剂复合物而在存在DBTDL催化剂的情况下受到了极大的抑制。内部树皮和外部树皮液化都通过250℃的处理广泛。至少将一部分冷凝的单宁降解为单核芳香族化合物，例如儿茶酚和原始酸性酸。开发了一种新的羟基测定方法。