title: Synthesis and properties of coumaric acid derivative homo-polymers.
abstract: Poly(4-hydroxycinnamic acid) (P4HCA), poly(3-hydroxycinnamic acid) (P3HCA), poly(3-methoxy-4-hydroxycinnamic acid) (PMHCA) and poly(3,4-dihydroxycinnamic acid) (PDHCA) were synthesized by the thermal poly-condensation of the corresponding monomers, which are lignin precursors, coumaric acid derivatives consisting of cinnamoyl groups and different position and number of OH groups. The solubility of the homo-polymers in organic solvents decreased in the order of P3HCA > PDHCA > P4HCA > PMHCA. The wide angle X-ray diffraction (WAXD) results indicated that P4HCA or PMHCA with p-OH group had higher crystallinity, in contrast to P3HCA or PDHCA with m-OH group which had lower crystallinity. Crossed-polarizing microscopy suggested that P4HCA had the nematic liquid crystal properties at 220 degrees C and PDHCA showed birefringence properties at 200 degrees C. In cell-adhesion tests, PDHCA showed the highest cell adhesion (ca. 70%), whereas P3HCA, P4HCA and PMHCA had 50, 18 and 10% cell adhesion, respectively. The coumaric acid derivative homo-polymers can be useful as cell adhesion controllable thermotropic polymers for biomedical and environmental fields.
authors.affiliation: Faculty of Technology of Organic Chemistry, College of Chemistry, Ministry of Industry, Tien Kien, Lam Thao, Phu Tho, Vietnam.
authors.forename: Tran Hang
authors.initials: TH
authors.lastname: Thi
authors.forename: Michiya
authors.initials: M
authors.lastname: Matsusaki
authors.forename: Dongjian
authors.initials: D
authors.lastname: Shi
authors.forename: Tatsuo
authors.initials: T
authors.lastname: Kaneko
authors.forename: Mitsuru
authors.initials: M
authors.lastname: Akashi
mesh_terms: D000818:Animals; D002109:Caffeic Acids / Q000737:chemistry; D002448:Cell Adhesion; D002460:Cell Line; D003373:Coumaric Acids / Q000737:chemistry*; D005347:Fibroblasts / Q000166:cytology; D050866:Liquid Crystals / Q000737:chemistry; D051379:Mice; D008859:Microscopy, Polarization; D015394:Molecular Structure; D008970:Molecular Weight; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D011422:Propionates; D012995:Solubility; D012997:Solvents / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D054457:Tissue Scaffolds / Q000737:chemistry; D014961:X-Ray Diffraction
chemical_list: D002109:Caffeic Acids; D003373:Coumaric Acids; D011108:Polymers; D011422:Propionates; D012997:Solvents; C004999:ferulic acid; C495469:p-coumaric acid; C040048:caffeic acid