Soluble and thermally stable polyamides bearing 1,1′-thiobis(2-naphthoxy) groups

Shockravi, Abbas; Mehdipour‐Ataei, Shahram; Abouzari‐Lotf, Ebrahim; Zakeri, Masoomeh

doi:10.1016/j.eurpolymj.2006.10.029

Cited by 28 publications

(23 citation statements)

References 25 publications

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“…As part of our continuing efforts to develop easily processable high-performance polyamides with good solubility and thermal stability [22][23][24], this work deals with the synthesis and characterization of novel series of fluorinated ortho-sulfide bridged poly(ether-amide)s based on novel aromatic diamine (DA). It was expected that the incorporation of both the ortho-sulfide unit and the bulky CF 3 group would decrease polymer interchain interactions and generally disturb the coplanarity of aromatic units to reduce packing efficiency and crystallinity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Organosoluble Fluorinated Polyamides Bearing 2-2′-Thio-bis(4-methyl Phenoxy) Groups

Shockravi¹,

Abouzari‐Lotf

Javadi³

2009

Designed Monomers and Polymers

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A new fluorinated diamine, 2,2 -thio-bis-[4-methyl(2-trifluoromethyl)4-aminophenoxy) phenyl ether] (DA), was successfully synthesized by refluxing dibenzosulfide (DH) and 2-chloro-5-benzotrifluoride 2-chloro-5-nitrobenzotrifluoride in the presence of potassium carbonate, followed by catalytic reduction with zinc/ammonium chloride. Then, a series of organic-soluble polyamides (PAa-PAg) bearing flexible ether and sulfide links, and a electron-withdrawing trifluoromethyl group were synthesized from diamine (DA) with various aromatic diacids (a-g) via direct polycondensation with triphenyl phosphate and pyridine. The polyamides were obtained in quantitative yields and possessed inherent viscosities in the range of 0.35-0.86 dl/g. All the polymers were noncrystalline, showed outstanding solubility and could be easily dissolved in amide-type polar aprotic solvents (e.g., N-methyl-2-pyrrolidinone, N,N-dimethylacetamide and N,N-dimethylformamide) and even dissolved in less polar solvents (e.g., pyridine and tetrahydrofuran). They were in useful levels of thermal stability: 10% weight loss in nitrogen atmosphere was in the range of 375-480 • C, depending on the structure of the polymer main chain. The polymers showed glass transition temperatures between 160 and 210 • C. © Koninklijke Brill NV, Leiden, 2009

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Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Organosoluble Fluorinated Polyamides Bearing 2-2′-Thio-bis(4-methyl Phenoxy) Groups

Shockravi¹,

Abouzari‐Lotf

Javadi³

2009

Designed Monomers and Polymers

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“…Efforts to modify the composition of aromatic polyamides and polyimides are being made to improve their processability and solubility in organic solvents without sacrificing their high thermal properties. Processability of polymer has been improved by the introduction of rigid, bulky, polar groups and/or a heterocyclic unit to the polymer backbone (1)(2)(3)(4)(5)(6)(7)(8)(9). In this study, we observed rigid, bulky, and polar 2-phenyl-4,5-oxazolediyl structure.…”

Section: Introductionmentioning

confidence: 70%

Synthesis and Properties of Polyamides and Polyimides Derived From Diamines Having 2-Phenyl-4,5-Oxazolediyl Units and Polyamide/Montmorillonite Composite

Inoki

Akutsu

2011

Journal of Macromolecular Science, Part A

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Aromatic polyamides were synthesized from 4,5-bis(4-aminophenyl)-2-phenyloxazole (APO) or 4,5-bis[4(4-aminophenoxy)phenyl]-2-phenyloxazole (APPO) containing 2-phenyl-4,5-oxazolediyl units with several aromatic carboxylic dichlorides by a low-temperature solution polycondensation method. The polyamides were obtained quantitatively, and their inherent viscosities ranged from 0.48 to 1.25 dL g −1 . The glass transition temperatures (T g s) were displayed between 234 to 311 • C, and the residual weight at 600 • C (Res.wt 600 ) exceeded 52% in nitrogen atmosphere. The polyamides showed good solubility in several aprotic polar solvents, such as N,N-dimethylacetoamide (DMAc), N-methyl-2-pyrrolidone (NMP), and dimethyl sulfoxide (DMSO). Aromatic polyimides were derived from APO or APPO with aromatic carboxylic dianhydrides through polyamic acids. The inherent viscosities of the polyamic acids, which were 0.53 to 1.02 dL g −1 , T g s of the polyimides were observed between 259 to 361 • C and their Res.wts 600 were above 70%. The polyamides and polyimides were amorphous and afforded thin, flexible and tough films. We also prepared a nanocomposite of the polyamide derived from APPO with organophilic montmorillonite clay.

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“…In view of these considerations, efforts have been made to develop membrane materials based on nonlinear moieties such as a bulky noncoplaner groups in the polymer backbone. Further, the insertion of ether, sulfide and sulfoxide in the copolymer structure enhances the crosslinking site, processability, thermal resistance and solubility of resulting polymers [26][27][28]. These structure-property relationships allow to better exploit the array of synthetically attainable polymers.…”

Section: Introductionmentioning

confidence: 97%

Thin film composite membranes with modified polysulfone supports for organic solvent nanofiltration

Peyravi

Rahimpour

Jahanshahi

2012

Journal of Membrane Science

104

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Soluble and thermally stable polyamides bearing 1,1′-thiobis(2-naphthoxy) groups

Cited by 28 publications

References 25 publications

Synthesis and Properties of Organosoluble Fluorinated Polyamides Bearing 2-2′-Thio-bis(4-methyl Phenoxy) Groups

Synthesis and Properties of Organosoluble Fluorinated Polyamides Bearing 2-2′-Thio-bis(4-methyl Phenoxy) Groups

Synthesis and Properties of Polyamides and Polyimides Derived From Diamines Having 2-Phenyl-4,5-Oxazolediyl Units and Polyamide/Montmorillonite Composite

Thin film composite membranes with modified polysulfone supports for organic solvent nanofiltration

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