Biobased Aromatic-Aliphatic Polyols from Cardanol by Photochemical Thiol-ene Reaction  

作　　者：Maha L.Shrestha Mihail Ionescu Xianmei Wan Zoran S.Petrović 

机构地区：[1]Kansas Polymer Research Center,Pittsburg State University,Pittsburg,Kansas,USA 66762 [2]Department of Chemistry,Pittsburg State University,Pittsburg,Kansas,USA 66762

出　　处：《Journal of Renewable Materials》2018年第5期504-516,共13页可再生材料杂志（英文）

摘　　要：Biobased aromatic-aliphatic polyols were previously synthesized from a thermal thiol-ene reaction of propoxylated cardanol with 2-mercaptoethanol(ME)in the presence of azobisisobutyronitrile(AIBN)as a radical initiator.Cardanol used for this purpose was obtained as a dark-brown liquid(Gardner Color Reference^18).The photochemical thiol-ene reaction can also be used to prepare aromatic-aliphatic polyols by employing cardanol.Via the photochemical thiol-ene reaction,2-mercaptoethanol was added successfully to C=C double bond of cardanol,suggesting that phenolic group may not play an inhibitory role in the radical thiol-ene reaction.However,we preferred to alkoxylate the phenolic hydroxyl group of cardanol,which is much more reactive with isocyanates than phenolic hydroxyls,to generate a new aliphatic hydroxyl group.Furthermore,the functionality of polyols was also improved by two methods:1)using 1-thio-glycerol instead of 2-mercaptoethanol and 2)using alkoxylated cardanol with glycidol(Cardanol-GLY)instead of propoxylated cardanol(Cardanol-PO).These polyols were then used in preparation of rigid polyurethane foams that can be useful in various applications such as insulation of freezers,pipes and storage tanks in food and chemical industries.

关 键 词：CARDANOL PHOTOCHEMICAL reactions THIOL-ENE reaction 2-MERCAPTOETHANOL 1-thio-glycerol 

分 类 号：O62[理学—有机化学]