Synthesis and Characterization of Aromatic Polyimide Containing 3,6-Diamino-9-Alkylcarbazole and Aromatic Tetracarboxylic Dianhydrides

2001 ◽  
Vol 13 (4) ◽  
pp. 281-286 ◽  
Author(s):  
Shinji Watanabe ◽  
Taizoh Yamamoto ◽  
Miki Murata ◽  
Yuzuru Masuda

New soluble polyimides with inherent viscosities of 0.25–0.62 dl g−1 were synthesized from 3,6-diamino-9-alkylcarbazole and various aromatic tetracarboxylic dianhydrides by the conventional two-step method, including ring-opening polyaddition and subsequent thermally cyclodehydration. Most of the polyimides having hexyl alkyl chains were soluble in N-methylpyrrolidinone and m-cresol, while the polymers having ethyl chains were not soluble in organic solvents. The glass transition temperatures and 10% weight loss temperatures under argon of the polyimides having hexyl chains were in the ranges 232–269 °C and 485–518 °C, respectively.

1995 ◽  
Vol 7 (4) ◽  
pp. 481-492 ◽  
Author(s):  
Rajendra K Singh ◽  
Rooma Mago Mehta ◽  
R G Bass

A series of eight novel extended poly(phenylquinoxalines) (PPQs) containing carbonyl, ether and sulphide linking groups were prepared by polycondensation of 4,4'-bis(phenylglyoxalyl-4-phenoxy-4'-benzoyl)diphenyl sulphide, I-D, and 4,4'-bis(phenyl glyoxalyl-4-phenylthio-4'-benzoyl)diphenyl sulphide, 2-D, with four aromatic bis(o-diamines) in m-cresol. The primary objective of this study was to correlate the effect of these linkages on the various properties such as solubility, thermal stability and glass transition temperature of the PPQs. Polymerization of 1-D was carried out in an oil bath maintained at 195-200C whereas polymerization of 2-D was performed at ambient temperature. The polymers prepared were soluble in m-cresol. dimethylsulphoxide, N,N-dimethylacetamide, I-methyl-2-pyrrolidinone and chlorinated hydrocarbon solvents, and formed tough transparent, yellow fingernail-creasable films from chloroform solutions. The inherent viscosities ranged between 0.44 and 0.96 dl g' '. The glass transition temperatures were nearly identical for both systems and ranged from 217-231 'C for polymers prepared from l-D and from 215-233"C for polymers prepared from 2-D. The PPQs having carbonyl and stJlphide linking groups had higher thermal stability in comparison to PPQs having carbonyl, ether and sulphide linkages. The temperature of 10% weight loss for I-D ranged from 484-496 'C in air and 485-516"C in helium whereas those for 2-D ranged from 538-579 XC in air and 522-549 in helium.


2003 ◽  
Vol 15 (3) ◽  
pp. 281-290 ◽  
Author(s):  
Yoshio Imai ◽  
Mina Ishida ◽  
Masa-Aki Kakimoto

A new aromatic diamine monomer, N,N′-bis(4-aminophenyl)-N,N′-diphenyl-4,4′-biphenyldiamine, was first synthesized in two steps by the condensation of N,N′-diphenyl-4,4′-biphenyldiamine with 4-fluoronitrobenzene, followed by reduction. New triphenylamine-containing aromatic polyimides having inherent viscosities of 0.67-0.91 dl g−1 were synthesized from the aromatic diamine and various aromatic tetracarboxylic dianhydrides by the conventional two-step procedure that included ring-opening polyaddition giving precursor polyamic acids and subsequent thermal cyclodehydration. Most of the aromatic polyimides were soluble on heating in organic solvents such as dimethylacetamide, m-cresol, pyridine, and chloroform, and gave flexible and tough films with good tensile properties. The glass transition temperatures and 10% weight loss temperatures of the polyimides were in the range of 293-361 and 565-595 °C, respectively, in nitrogen.


2009 ◽  
Vol 79-82 ◽  
pp. 1575-1578
Author(s):  
Wen Qiu Chen ◽  
Chang Feng Yi ◽  
Zu Shun Xu

A series of novel highly branched poly(urethane-imide)s (PUIs) were first successfully prep- ared by a two-step method with toluene-2,4-diisocyanate (TDI), pentaerythritol (PAT) and dianhydrides, including pyromellitic dianhydride (PMDA), 3,3′,4,4′-benzophenonetetracarboxylic dianhydride (BTDA) and 4,4'-oxydiphthalic anhydride (ODPA). It was found that the prepolymerization of PAT and TDI at 40 °C was ascertained to be 40 minutes. And the imidization of the prepolymer and PMDA was successfuly carried out after 120 °C for 2 hours. The XRD demonstrated that the obtained highly branched PUIs pre- sented semicrystalline aggregation structure which had clear crystal phase with the d-spacing around 0.39 nm. TGA curves exhibited that these highly branched PUIs had obviously two steps of weight loss attributed to the urethane chain segment and imide chain segment, respectively. The solubility testing indicated that the highly branched PUIs exhibited desirable solubility in various polar aprotic solvents, and were also resistant to dilute acid corrosion.


2017 ◽  
Vol 8 (14) ◽  
pp. 2197-2209 ◽  
Author(s):  
Julien Cretenoud ◽  
Bilal Özen ◽  
Thomas Schmaltz ◽  
Daniel Görl ◽  
Alberto Fabrizio ◽  
...  

Extended π-conjugated segments such as benzofurobenzofuran can be included into polyamides with high glass transition temperatures.


2000 ◽  
Vol 12 (1) ◽  
pp. 197-203 ◽  
Author(s):  
Satoshi Akimoto ◽  
Mitsutoshi Jikei ◽  
Masa-aki Kakimoto

Novel aromatic polyimides containing hydroxytriphenylamine units were prepared from 4,4′-diamino-4″-hydroxytriphenylamine 1 and various aromatic tetracarboxylic dianhydrides 2. The glass transition temperatures ( Tgs) of these polyimides were in the range of 274–388 °C and the 10% weight loss temperatures ( T d10s) were above 462 and 511 °C in air and nitrogen respectively. Polyimide 4f prepared from diamine 1 and 4,4′-hexafluoroisopropylidenebis(phthalic anhydride) (6FDA) was soluble not only in organic solvents such as N-methyl-2-pyrrolidone, N, N-dimethylacetamide, N, N-dimethylformamide, 1, 3-dimethyl-2-imidazolidone and dimethyl sulfoxide but also in tetramethylammonium hydroxide aqueous solution. Other resulting polyimides were not soluble in organic solvents. The resulting polyimides 4 possessed Tgs about 20–70 °C higher and poorer solubilities than the previously reported polyimides prepared from 4,4′-diaminotriphenylamine and various aromatic tetracarboxylic dianhydrides. These results indicated that polymer properties such as thermal behaviour and solubilities were influenced by the intermolecular interaction of hydrogen bonding due to hydroxy units.


1996 ◽  
Vol 425 ◽  
Author(s):  
Wen Yue Zheng ◽  
Paula T. Hammond

AbstractA new series of side chain liquid crystalline-amorphous diblock copolymers has been successfully synthesized using chiral mesogens. Anionic polymerization techniques have been used to make these monodisperse diblock materials. Preliminary studies suggest that these microphase segregated diblock copolymers exhibit a smectic C* phase. This mesophase exists between and above the glass transition temperatures of the two polymer blocks. Synthesis and characterization of these novel materials are discussed.


1997 ◽  
Vol 75 (10) ◽  
pp. 1346-1353 ◽  
Author(s):  
Zhi Yuan Wang ◽  
Peter W. Broughton

Two new monomers, 4-chloro-1-(4′-fluoro-1-naphthoyl)naphthalene and 1,4-bis(4′-fluoro-1′-naphthoyl)benzene, have been synthesized and polymerized with four different bisphenols to give two series of the naphthalene-based poly(ether ketone)s that are analogous to commercial PEEK and PEEKK. The effect of the introduction of one or two 1,4-naphthylene moieties, in the backbone of the repeat unit, on the glass transition temperatures has been studied. The glass transition temperatures usually increased by 20–45 °C upon replacing one 1,4-phenylene with one 1,4-naphthylene moiety. All new poly (ether ketone)s prepared in tetramethylene sulfone were amorphous, with the glass transition temperatures in a range of 212–273 °C. The polymer produced from 1,4-bis(4′-fluoro-1′-naphthoyl)benzene and 1,4-hydroquinone in phenyl sulfone as a solvent at 300 °C showed semicrystalline properties with a melting temperature of 310 °C. Keywords: naphthalene, poly(ether ketone)s, synthesis, characterization, glass transition temperature.


e-Polymers ◽  
2010 ◽  
Vol 10 (1) ◽  
Author(s):  
Hongchun Zhang ◽  
Zaijun Lu

AbstractA p-cyanophenol and allylamine based benzoxazine has been synthesized and characterized. This benzoxazine has nitrile and allyl functionalities that can polymerize, resulting in a highly crosslinked material. The DSC spectra of novel benzoxazine monomer reveal that incorporation of the nitrile and allyl group greatly decreases the ring-opening temperature of oxazine rings (140°C). The IR spectra of curing process indicate that the polymerization of oxazine ring accompany with the curing reaction of allyl and nitrile groups. Benzoxazine monomers with one or none of the two functionalities were also prepared to study structure effect on thermal properties of resulted polymer. The comparison of results confirms that introducing the two functionalities improved glass transition temperature (238 °C), thermal stability of polybenzoxazine (T5%=340 °C), and char yield (57%).


1998 ◽  
Vol 31 (18) ◽  
pp. 6184-6189 ◽  
Author(s):  
Martin Döbler ◽  
Christoph Weder ◽  
Peter Neuenschwander ◽  
Ulrich W. Suter ◽  
Stéphane Follonier ◽  
...  

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