Furandiacylazide: A Biomass-Derived Versatile Polymer Platform toward Photodegradable and Nonflammable Polyurethanes

被引:12
作者
Lee, Juhyen [1 ]
Baek, Seohyun [1 ]
Moon, Hwi Hyun [1 ]
Son, Seung Uk [1 ]
Song, Changsik [1 ]
机构
[1] Sungkyunkwan Univ, Dept Chem, Suwon 16419, Gyeonggi, South Korea
基金
新加坡国家研究基金会;
关键词
biomass; Curtius rearrangement; polyurethane; photodegradability; nonflammability; THERMAL CURTIUS REARRANGEMENT; 2,5-FURANDICARBOXYLIC ACID; 2-NITROBENZYL COMPOUNDS; REACTION-MECHANISMS; POLYCARBONATES; ISOCYANATES; RELEASE; PHOTOLYSIS; CHEMISTRY; KINETICS;
D O I
10.1021/acsapm.1c01005
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The development of a biomass-based polymer platform has become increasingly important to address environmental problems. In the present study, we present a furan-based polymer platform, furandiacylazide (FDAz), which can undergo a thermal Curtius rearrangement to produce a diisocyanate intermediate. Poly(furanyl-urethane-isocyanurate)s (PFUIs) were successfully formed via in situ polymerization of FDAz with various diols. Interestingly, by introducing an ortho-nitro group containing phenylene, a photodegradable polyurethane was easily synthesized. Tuning the polymerization conditions enabled control of the relative ratios of the urethane and isocyanurate moieties. Remarkably, a fully isocyanurate-containing polymer of isocyanates was successfully prepared through trimerization and was found to exhibit good heat resistance. FDAz is indeed a versatile polymer platform that can be applied to the synthesis of various eco-friendly functional polymers, potentially useful for the development of degradable plastics and nonflammable polymers.
引用
收藏
页码:5767 / 5777
页数:11
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