Thermodynamics Research Center / ThermoML | Thermochimica Acta

Tunable properties of novel tetra-functional fluorene-based benzoxazines from mixed amines: Synthesis, characterization andcuring kinetics

Feng, T.[Tiantian], Wang, J.[Jun], Pan, L.[Lan], Derradji, M.[Mehdi], Ramdani, N.[Noureddine], Liu, W.[Wenbin], Zhou, H.[Haoran]
Thermochim. Acta 2016, 633, 1-11
ABSTRACT
A series of tetra-functional fluorene-based benzoxazines containing both flexible linear aliphatic chainand rigid aromatic structure in their backbones were synthesized using mixed amines such as anilineand n-octylamine, 2,7-dihydroxy-9,9-bis-(4-hydroxyphenyl)fluorene (THPF) and paraformaldehyde asraw materials via Mannich reaction. The prepared benzoxazine monomers were identified by fouriertransform infrared spectroscopy (FTIR), hydrogen nuclear magnetic resonance (1H NMR). In addition, thecuring behavior, curing kinetics and rheological properties of these monomers as well as the thermaland mechanical properties of their cured resins were studied using a rheometer, differential scanningcalorimeter (DSC), thermogravimetric analyzer (TGA), and dynamic thermomechanical analyzer (DMA).The newly developed benzoxazines show good processibility, excellent thermal stability and high glasstransition temperature (Tg) values ranging from 291 to 307.C. By varying the proportion of n-octylamineto aniline, the properties of these resins are tuned.
Compounds
# Formula Name
1 C57H46N4O4 3,8-diphenyl-12,12-bis(3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl)-3,4,7,8,9,12-hexahydro-2H-fluoreno[3,2-e:6,7-e']bis([1,3]oxazine)
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1