Synthesis and properties of new hydroxyl‐pendant aromatic polyimides derived from trimethylsilylated 4,4′‐diamino‐3,3′‐dihydroxybiphenyl and aromatic tetracarboxylic dianhydrides

Imai, Yoshio; Itoya, Kazuo; Kanamaru, Masami; Kakimoto, Masa–aki

doi:10.1002/pola.10269

Cited by 17 publications

(9 citation statements)

References 19 publications

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“…However, when the DAPP ratio rose to more than 40 %, the asymmetric and free volumes of the phenyl pendant groups increased. This resulted in greater separation between chains, reducing the strength of the interchain interactions,7, 13, 21 and decreasing the elongation at break (from 14.9 % to 3.5 %). The polymer became more rigid because the strain was reduced considerably more than the tensile strength, while maintaining a higher initial modulus (from 2.85 to 3.93 GPa).…”

Section: Resultsmentioning

confidence: 99%

“…In further studies, hydroxyl‐containing PIs were synthesized and looked very promising for membranes, photoresistors11 and nonlinear optical applications 12. Additionally, given their bulky and polar hydroxyl substituents and their rigid backbone structure, some of the PIs containing OH groups resulted in high T g while retaining solubility in organic solvents 13. Although PI synthesized from PMDA and ODA is well known, few papers deals with the chemical modification of this famous PI 14.…”

Section: Introductionmentioning

confidence: 99%

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2,6‐Diamino‐4‐phenylphenol (DAPP) copolymerized polyimides: synthesis and characterization

Chen

Tsai

Tsay

2005

Polymer International

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Novel soluble copolyimides containing phenyl and hydroxyl pendant groups were synthesized from pyromellitic dianhydride (PMDA) and two diamines, 2,6-diamino-4-phenylphenol (DAPP) and 4,4 -oxydianiline (ODA), in various ratios via thermal imidization. The structures and physical properties of the copolyimides were characterized by FTIR, elemental analysis, DSC, dynamic mechanical analysis (DMA), TGA, a universal testing machine for stress-strain behaviour, and a dielectric analyzer to study the effect of DAPP on the physical properties of the modified polymers. Copolyimides containing more than 40 mol% DAPP were soluble in hot N-methyl-2-pyrrolidone (NMP), dimethylacetamide (DMAc) and dimethylformamide (DMF), and possessed a high glass transition temperature (358 • C) and a high modulus (3.9 GPa). Introduction of the diamine DAPP could also reduce the dielectric constant. A segment of imide linkages could convert to benzoxazole linkages by decarboxylation at temperatures higher than 420 • C under vacuum. Although the heat-treated polybenzoxazoles (PBOs) exhibited many good properties, they were found to be too rigid and brittle to be processable for microelectronic applications.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

2,6‐Diamino‐4‐phenylphenol (DAPP) copolymerized polyimides: synthesis and characterization

Chen

Tsai

Tsay

2005

Polymer International

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“…Aromatic polyimides are the most useful super engineering plastics and have been applied widely in the areas of modern industries [1][2]. They have found their way into biochip design [3], aerospace [4][5], optoelectronic applications [6], gas separation [7][8], coating [9], superhydrophobic surfaces [10], photocatalyst for hydrogen generation [11] and composites [12][13].…”

Section: Introductionmentioning

confidence: 99%

Novel Organo Soluble Polyimides and Polyimide Nanocomposites Based on 1,4-bis((4-aminophenyl)-1,3,4-oxadiazolyl)benzene, baob, via baobmodified Organoclay

Mansoori

Darvishi

2017

J. Mex. Chem. Soc.

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<p>New, thermally stable polyimides (pi) containing a 1,3,4-oxadiazole ring in the polymer backbone based on 1,4-bis((4-aminophenyl)-1,3,4-oxadiazolyl)benzene, baob, were synthesized. The prepared polymers were soluble in polar and aprotic solvents. The obtained results reveal that within the prepared polymers, polyimide (7) which has been obtained from baob and 4,4’-oxydiphthalic dianhydride, odpa, has the most improved thermal properties. In the next part, thermally stable organophilic clay was obtained via cation exchange reaction between sodium montmorillonite (Na-mmt) and the hydrochloride salt of baob. Then, a series of pi/clay nanocomposite materials (pcns) were synthesized from the in situ polymerization reaction of baob and odpa via thermal imidization. baob-mmt was used as the filler at different concentrations. Intercalation of polymer chains within the organoclay galleries was confirmed by wxrd. The glass transition temperature is increased with respect to pristine pi for pcns 1-3 wt%. At high clay loadings, the aggregation of organoclay particles results in a decrease in Tg. In the sem images of the pure polymer too many micro-cracks were observed in the background,<br />while surface homogeneity of pcn 1 wt% is increased and microcracks are reduced.</p>

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“…These high‐performance polymers have good resistance toward organic solvents, excellent thermal stability, and improved mechanical properties. They are the most useful super engineering plastics and have been applied widely in the areas of modern industries . Aromatic polyimides have found their way into aerospace, electrical/electronic applications , gas separation , cell processing, biochip design , coating, and composites .…”

Section: Introductionmentioning

confidence: 99%

Polyimide/organo-montmorillonite nanocomposites: A comparative study of the organoclays modified with aromatic diamines

Mansoori

Masooleh

2014

Polym. Compos.

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Six organophilic clays have been obtained through cation‐exchange between sodium montmorillonite (Na+‐Mt) and the hydrochloride salts of aromatic diamines (DA1–6). The results obtained by thermogravimetric analysis (TGA) showed that the organophilic clays start to decomposition within 150–340°C, which shows that they are thermally stable compared with conventional montmorillonite modified with aliphatic long‐chain quaternary alkyl ammonium salts. The highest thermal stability and interlayer basal spacing were observed for the organoclay obtained from 3,3′‐sulfonyl dianiline (DA2), and therefore it was chosen for preparing clay/polymer nanocomposite materials (CPN). Polyimide/clay nanocomposite materials consisting of benzophenone‐3,3′,4,4′‐tetracarboxylic dianhydride (BTDA) and 2‐(5‐(3,5‐diaminophenyl)‐1,3,4‐oxadiazole‐2‐yl)pyridine (POBD) were also obtained by an in situ polymerization reaction through a thermal imidization. DA2‐Mt was used as filler at different concentrations. Both the thermal stability and the glass transition temperature (Tg) are increased with respect to pure polyimide (PI) at low clay loadings. At high clay concentrations, the organoclay particles make aggregate and as results of this phenomena Tg and thermal stability are decreased. POLYM. COMPOS., 36:613–622, 2015. © 2014 Society of Plastics Engineers

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Synthesis and properties of new hydroxyl‐pendant aromatic polyimides derived from trimethylsilylated 4,4′‐diamino‐3,3′‐dihydroxybiphenyl and aromatic tetracarboxylic dianhydrides

Cited by 17 publications

References 19 publications

2,6‐Diamino‐4‐phenylphenol (DAPP) copolymerized polyimides: synthesis and characterization

2,6‐Diamino‐4‐phenylphenol (DAPP) copolymerized polyimides: synthesis and characterization

Novel Organo Soluble Polyimides and Polyimide Nanocomposites Based on 1,4-bis((4-aminophenyl)-1,3,4-oxadiazolyl)benzene, baob, via baobmodified Organoclay

Polyimide/organo-montmorillonite nanocomposites: A comparative study of the organoclays modified with aromatic diamines

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