Issue 5, 2011

Preparation of poly(2-oxy-6-naphthoyl) and copolymers using reaction-induced phase separation during direct polymerization in the presence of boronic anhydride

Abstract

Poly(2-oxy-6-naphthoyl) (PON) was obtained as precipitates by direct polymerization of 2-hydroxy-6-naphthoic acid (HNA) in the presence of boronic anhydrides such as 2,4,6-tris(3,4,5-trifluorophenyl)-1,3,5,2,4,6-trioxatriborinane (TFBA) and 2,4,6-tri(biphenyl-4-yl)-1,3,5,2,4,6-trioxatriborinane (BPBA). The polymerizations were carried out in an aromatic solvent at 300 °C for 24 h. Both morphology and molecular weight of the PON precipitates were considerably influenced by not only the structure of the boronic anhydride but also its concentration (cB). Spheres with needles on their surface were formed in the polymerization with TFBA at cB of 50–70 mol%, and those having smooth surface were obtained at cB of 100 mol%. The Mn increased with the value of cB in the range from 2.7 × 103 to 9.0 × 103. Aggregates of cone-like crystals were prepared in the polymerization with BPBA at cB of 10–30 mol%, and spheres having rugged surface were formed at cB of 50–100 mol%. The Mn also increased with the value of cB in the range from 5.4 × 103 to 12.9 × 103. These PON precipitates possessed high crystallinity in spite of the morphology. The copolymerization of HNA and 4-hydroxybenzoic acid (HBA) was also examined in the presence of BPBA at cB of 100 mol% with varying the content of HBA in feed (rf). Copolymers were obtained as spheres of which the content of 4-oxybenzoyl moiety was lower than the value of rf due to the difference in the solubility of the oligomers.

Graphical abstract: Preparation of poly(2-oxy-6-naphthoyl) and copolymers using reaction-induced phase separation during direct polymerization in the presence of boronic anhydride

Article information

Article type
Paper
Submitted
23 Dec 2010
Accepted
26 Jan 2011
First published
21 Feb 2011

Polym. Chem., 2011,2, 1195-1202

Preparation of poly(2-oxy-6-naphthoyl) and copolymers using reaction-induced phase separation during direct polymerization in the presence of boronic anhydride

M. Kihara, S. Yamazaki and K. Kimura, Polym. Chem., 2011, 2, 1195 DOI: 10.1039/C0PY00420K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements