Esters of maleinized fatty compounds as plasticizers

被引:31
作者
Biermann, Ursula [1 ,2 ]
Jungbauer, Anton [2 ]
Metzger, Juergen O. [1 ,3 ]
机构
[1] Carl von Ossietzky Univ Oldenburg, Inst Pure & Appl Chem, D-26111 Oldenburg, Germany
[2] Univ Appl Sci Emden Leer, Emden, Germany
[3] Abiosus eV, Oldenburg, Germany
关键词
Calendula oil; Diels-Alder reaction; Plasticizers; Tricarboxylic acid tri esters; Tung oil; RENEWABLE RAW-MATERIALS; PRODUCTS; OILS;
D O I
10.1002/ejlt.201100136
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
Some plant oil derived cyclohexane tricarboxylic acid triesters were synthesized and suggested as potential plasticizers based mainly on renewable feedstock. Methyl calendulate 1 and a-eleostearate 2 obtained from calendula oil and tung oil, respectively, as well as methyl oleate 3 were used as starting material. Reactions with maleic anhydride gave the corresponding DielsAlder adducts 4 and 5 and ene adduct 6, which were converted by ring-opening reactions with various alcohols to the respective tricarboxylic acid triesters. Especially the cyclohexane tricarboxylic trimethyl triester 9 derived from DielsAlder adduct 5 showed excellent absorption properties by PVC, superior to bis(2-ethylhexyl)phthalate (DEHP). Moreover, the commercially available DielsAlder adduct of CLA 7 (Admergin acid (R)) was ring-opened with methanol showing an absorption by PVC that was still higher compared to triester 9 although the viscosity was significantly higher.
引用
收藏
页码:49 / 54
页数:6
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