H. Yagci et al., Synthesis and characterization of novel aromatic polyimides from 4,4-bis(p-aminophenoxymethyl)-1-cyclohexene, J POL SC PC, 37(8), 1999, pp. 1189-1197
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
A novel diamine, 4,4-bis(p-aminophenoxymethyl)-1-cyclohex (CHEDA), was synt
hesized from 4,4-bis(hydroxymethyl)-1-cyclohexene and p-chloronitrobenzene
by nucleophilic aromatic substitution and subsequent catalytic reduction of
the intermediate dinitro compound. A series of aromatic polyimides were pr
epared from CHEDA and commercial dianhydrides with varying flexibility and
electronic character in two-step direct polycondensation reactions. High mo
lecular weight polyimides with intrinsic viscosities between 0.57 and 10.2
dL/g were obtained. Most of these polyimides, excluding those from PMDA and
BPDA, were soluble in polar aprotic solvents such as NMP and DMAc, and man
y were also soluble in CHCl3 and THF. DSC analysis revealed glass transitio
ns in the range of 190 to 250 degrees C. No significant weight losses occur
red below 450 degrees C in nitrogen and 350 degrees C in air. Bromination a
nd epoxidation of cyclohexene double bond in CHDEA-6FDA (3e) were investiga
ted as examples of possible polymer modifications. Qualitative epoxidation
and selective bromination of the double bond were demonstated. (C) 1999 Joh
n Wiley C Sons, Inc.