Synthesis and Properties of New Triphenylamine-Containing Aromatic Polyimides Based on N,N′-Bis(4-Aminophenyl)-N,N′-Diphenyl-4,4′-Biphenyldiamine

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.

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.


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.


2011 ◽  
Vol 217-218 ◽  
pp. 1606-1610
Author(s):  
Dong Jiang ◽  
Xiao Ran Zhang ◽  
Yan Mei Ma ◽  
Cheng You Ma

A series of random polysulfone/polyethersulfone (PSF/PES) copolymers were synthesized by the polycondensation of 4, 4'-isopropylidendiphenol, 4, 4΄-dihyolroxy diphenyl sulfone and 4, 4'-dichlorodiphenyl sulfone in the presence of K2CO3. We obtained a series of copolymers by changing the molar ratio of 4, 4΄-dihyolroxy diphenyl sulfone and 4, 4'-isopropylidendiphenol (it was marked as the ratio of S:A). The copolymers have the similar solubility with polyethersulfone. They also have high glass transition temperatures (Tg: 199°C~229°C) and 5% weight loss temperatures (4, 4'-isopropylidendiphenol: 4, 4΄-dihyolroxy diphenyl sulfone=1:1, Td5=497°C). At the same time the elongation at break is much higher than that of PES, while the tensile strength is a little lower than that of PES.


2016 ◽  
Vol 7 (17) ◽  
pp. 2934-2937 ◽  
Author(s):  
Thomas Wolf ◽  
Johannes Naß ◽  
Frederik R. Wurm

2-Cyclohexyl-2-oxo-1,3,2-dioxaphospholane (cyHexPPn), a new monomer for the anionic ring-opening polymerization to poly(ethylene alkyl phosphonate)s is presented.


e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Zhang Ying ◽  
Zhang Yunhe ◽  
Niu Yaming ◽  
Na Ying ◽  
Jiang Zhenhua

AbstractFour new poly(aryl ether sulfone)s containing naphthalene rings were synthesized from 1,5- and 2,7-bis-(4-fluorosulfonyl)naphthalene isomers with different diphenols. These polymers exhibited high glass transition temperatures and good thermal stability. The glass transition temperatures ranged from 220 to 236°C and the 5% weight-loss temperatures were above 423°C. As the four polymers were treated at 300°C, the glass transition temperatures of polymer series a obviously increased and the polymers became insoluble in common organic solvents including NMP, DMAc, and chloroform, etc., but the series b did not, which indicate that a thermal crosslinking reaction via free radicals happened leading to crosslinked polymers


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