Biscitraconimides as anti-reversion agents for diene rubbers: Spectroscopic studies on citraconimide-squalene adducts

被引：24

作者：

Datta, RN ^{[1
]}

Schotman, AHM ^{[1
]}

Weber, AJM ^{[1
]}

vanWijk, FGH ^{[1
]}

vanHaeren, PJC ^{[1
]}

Hofstraat, JW ^{[1
]}

Talma, AG ^{[1
]}

BovenkampBouwman, AGVD ^{[1
]}

机构：

[1] AKZO NOBEL CENT RES, NL-6800 SB ARNHEM, NETHERLANDS

来源：

RUBBER CHEMISTRY AND TECHNOLOGY | 1997年 / 70卷 / 01期

关键词：

D O I：

10.5254/1.3538413

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The mechanism of anti-reversion activity of biscitraconimides (BCI) during rubber vulcanization has been investigated. Biscitraconimides form crosslinks by reaction with chain modifications which are formed during the reversion process. These additional crosslinks compensate for the sulfidic crosslinks that are lost during the reversion. To allow structural assignments of the adducts formed between rubber and citraconimides, squalene has been used as a simple model system in combination with the currently used additives and sulphur. The products were identified as Diels-Alder adducts of conjugated polyenes, formed during reversion, with citraconimide. The nuclear magnetic resonance (NMR) spectroscopic assignments of the products are discussed. Furthermore the quantification of squalene-BCI adducts via NMR and mass spectrometry (MS) using C-13 labelled 1,3-bis (citraconimidomethyl) benzene (BCI-MX) is described. It was found that under the applied conditions (2 h, 170 degrees C), approximately 80% of the citraconimide groups are converted into squaiene-BCI adducts. Diels-Alder adducts are the main reaction products of the reaction. Products from an ene reaction are formed as minor component (less than 20%).

引用

页码：129 / 145

页数：17

共 17 条

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