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Citation: LI Liangui, LI Yang, YE Chong, ZHANG Qiang, JIANG Min, ZHOU Guangyuan. Synthesis of Poly (octylene 2,5-furandicarboxylate)[J]. Chinese Journal of Applied Chemistry, ;2013, 30(6): 661-666. doi: 10.3724/SP.J.1095.2013.20591 shu

Synthesis of Poly (octylene 2,5-furandicarboxylate)

LI Liangui ^a, ,
LI Yang ^a ,
YE Chong ^b ,
ZHANG Qiang ^b ,
JIANG Min ^b ,
ZHOU Guangyuan ^b,c

a. College of Chemistry and Life Sciences, Changchun University of Technology, Changchun 130012, China;
b. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Scineces, Changchun 130022, China;
c. Changzhou Institute of Energy Storage Materital & Devices, Changzhou 213002, China

Received Date: 17 December 2012
Revised Date: 6 February 2013

Poly(octylene 2,5-furandicarboxylate)(POF) was synthesized via the direct esterification method starting from 2,5-furandicarboxylic acid(FDCA) and 1,8-octylene glycol(1,8-ODO),in which tetrabutyl titanate was chosen as catalyst. Effect of the molar ratio of F-DCA to 1,8-ODO,dosage of tetrabutyl titanate,esterification temperature,polycondensation temperature on the esterification and polycondensation processes were studied in details. The optimized process conditions are:n(FDCA):n(1,8-ODO)=1:1.2,tetrabutyl titanate dosage is 3 × 10^-3 mol/mol FDCA,esterification temperature is 240℃,polycondensation temperature is 260℃,polycondensation time is 300 min. The relative molecular mass of the condensation product is the highest(η_SP/ρ=2.1 dL/g),and the carboxylic group content is the lowest(5.8 mol/t). Compared with ethylene glycol,using the 1,8-ODO reduced the molar ratio of FDCA to 1,8-ODO,and reduced the consumption of alcohol,meanwhile we got a high molecular mass polymer. The results of gas chromatography mass spectrometry(GC-MS) confirmed the composition of the esterification distillate and polycondensation product extractives. The results were found to be:the main ingredient of esterification distillate is H₂O,and the other component is 1,8-ODO; polycondensation product extractives are composed of cyclohexanone(56%),(Z)-3-octene alcohol(18%),4-methyl-3-amylene-2-ketone(17%),4-hydro-xy-4-methyl-2pentan-one(9%).
- poly(octylene furandicarboxylate),
- furandicarboxylic acid,
- direct esterification method,
- renewable resources
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