ZHONG Ming, XU Ling, SONG Caisheng, DAI Runying, HUANG Hong. STUDY ON SYNTHESIS AND PROPERTIES OF POLY(ARYL ETHER KETONE IMIDE) HAVING BIS(o-METHYL) PENDENT GROUPS. [J]. Acta Polymerica Sinica (6):616-620(2008)
DOI:
ZHONG Ming, XU Ling, SONG Caisheng, DAI Runying, HUANG Hong. STUDY ON SYNTHESIS AND PROPERTIES OF POLY(ARYL ETHER KETONE IMIDE) HAVING BIS(o-METHYL) PENDENT GROUPS. [J]. Acta Polymerica Sinica (6):616-620(2008) DOI: 10.3724/SP.J.1105.2008.00616.
STUDY ON SYNTHESIS AND PROPERTIES OF POLY(ARYL ETHER KETONE IMIDE) HAVING BIS(o-METHYL) PENDENT GROUPS
Three novel monomers were synthesized and confirmed by FT-IR and 1H-NMR. N
N′-(4
4′-diphenyl-methane)bistrimellitimide diacid chloride (DIDC-M) was synthesized by acidylated the 4
4′-bis(N-Trimellitimide)-diphenylmethane
which obtained from trimellitic anhydride with 4
4′-diaminodiphenylmethane (DDM).2
2′
6
6′-Tetremethyl-4
4′-diphenoxy diphenylketone(o-Me2-DPOBP) and 2
2′
6
6′-tetremethyl-4
4′-diphenoxy-triphenyldiketone (o-Me2-DPOTPDK) were prepared by aromatic nucleophilic substitution reaction by 2
6-dimethylphenol with 4
4′-difluorodiphenylketone and 4
4′-difluorotriphenyldiketone respectively at the presence of sodium hydroxide
using DMSO as solvent at 200℃.Two novel poly(aryl ether ketone imide) copolymers containing bis(o-methyl) moieties were prepared by low temperature solution polycondensation of DIDC-M with o-Me2-DPOBP or o-Me2-DPOTPDK
in 1
2-dichloroethane (DCE) and at the presence of AlCl3 and N-methyl-2-pyrrolidone (NMP) as catalyst.The structure of copolymers (Pa
Pb) obtained were characterized by FTIR and 1H-NMR.Differential scanning calorimetry(DSC) analysis indicated that the copolymers showed high glass transition temperature (Tg) 240℃ and 237℃
respectively.The single Tg’s in the DSC cures suggested that no microphase separation occurred in the block copolymer.The copolymer also showed a high thermal stability with 5% weight-loss temperatures in excess of 464℃ in nitrogen
while 10% weight-loss temperature over 513℃
according to thermogravimetric analysis (TG).Wide-angle X-ray diffraction (WAXD) studies revealed that Pa and Pb were amorphous
which agreed with the results of DSC
and as a result of introducing the rigid imido structure or non-planar methyl pendent to polymer backbone
the regularity of macromolecular chain destroyed.The soluble behaviours of the copolymers were tested qualitatively at room temperature in common organic solvents.It showed that the copolymers have good solubility in the following solvents
N
N-dimethylformamide (DMF)
N
N-dimethylacetamide (DMAc)
NMP
dichloromethane
tetrechloroethane and chloroform. Flexible and colorless films were easily obtained by solution casting with DMAc as solvent.Tensile strength
elongation at break and Young’s module of Pa were 80.0 MPa
6.95%
and 2.0 GPa
respectively
and for Pb were 51.8 MPa
4.6%
and 1.8 GPa
respectively.So introducing methyl pendent groups in the polymer main chain and copolymerization with novel monomers are efficient methods to synthesis high performance advanced materials. Furthermore
the copolymers contain methyl pendant group as a potential functional group
which can be converted into aldehyde or carboxylic acid
so it provides an original way to prepare functional PI/PEK copolymer’s.