Renewable Benzoxazine Monomer From Vanillin: Synthesis, Characterization, and Studies on Curing Behavior

被引:207
作者
Sini, N. K. [1 ]
Bijwe, Jayashree [1 ]
Varma, Indra K. [2 ]
机构
[1] Indian Inst Technol Delhi, Ind Tribol Machine Dynam & Maintenance Engn Ctr, New Delhi 110016, India
[2] Indian Inst Technol Delhi, Ctr Polymer Sci & Engn, New Delhi 110016, India
关键词
adhesives; polybenzoxazines; renewable resources; thermal properties; THERMOSETTING RESINS; POLYMERIZATION; CATALYSTS; POLYMERS;
D O I
10.1002/pola.26981
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel renewable based benzoxazine, 3-(furan-2-ylmethyl)-8-methoxy-3,4-dihydro-2H-1,3-benzoxazine-6-formyl (Va-Bz), has been synthesized from a lignin derived chemical vanillin without solvents. Poly (Va-Bz) has high Tg and excellent thermal and adhesive properties. A mechanism of cross-linking, due to electrophilic substitution at furan and decarboxylation of carboxylic group of benzene ring, is suggested. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 7-11
引用
收藏
页码:7 / 11
页数:5
相关论文
共 28 条
[1]   Synthesis and characterization of novel benzoxazine monomers containing allyl groups and their high performance thermosets [J].
Agag, T ;
Takeichi, T .
MACROMOLECULES, 2003, 36 (16) :6010-6017
[2]  
ALLEN DJ, 1996, J POLYM SCI POL LETT, V34, P1019
[3]   Carboxylic acid-containing benzoxazines as efficient catalysts in the thermal polymerization of benzoxazines [J].
Andreu, R. ;
Reina, J. A. ;
Ronda, J. C. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (18) :6091-6101
[4]   Vanillin production from lignin oxidation in a batch reactor [J].
Araujo, Jose D. P. ;
Grande, Carlos A. ;
Rodrigues, Alirio E. .
CHEMICAL ENGINEERING RESEARCH & DESIGN, 2010, 88 (8A) :1024-1032
[5]  
Borges da Silva E. A., 2009, CHEM ENG RES DES, V87, P1276
[6]   Sustainable recovery of pure natural vanillin from fermentation media in a single pervaporation step [J].
Brazinha, Carla ;
Barbosa, Dalje S. ;
Crespo, Joao G. .
GREEN CHEMISTRY, 2011, 13 (08) :2197-2203
[7]   Synthesis of a novel cardanol-based benzoxazine monomer and environmentally sustainable production of polymers and bio-composites [J].
Calo, Emanuela ;
Maffezzoli, Alfonso ;
Mele, Giuseppe ;
Martina, Francesca ;
Mazzetto, Selma E. ;
Tarzia, Antonella ;
Stifani, Cristina .
GREEN CHEMISTRY, 2007, 9 (07) :754-759
[8]   Cationic Ring-Opening Polymerization of 1,3-Benzoxazines: Mechanistic Study Using Model Compounds [J].
Chutayothin, Papinporn ;
Ishida, Hatsuo .
MACROMOLECULES, 2010, 43 (10) :4562-4572
[9]  
Dunkers J, 1999, J POLYM SCI POL CHEM, V37, P1913, DOI 10.1002/(SICI)1099-0518(19990701)37:13<1913::AID-POLA4>3.3.CO
[10]  
2-5