Soluble aromatic polyamides modified by incorporation of 1,2,4-triazole and pentadecyl units into the backbone of polymer

Tamboli, Aslam B.; Bhorkade, Rajesh G.; Kalshetti, Basavraj S.; Ghodake, Shivaji D.; Maldar, N. N.

doi:10.1080/10601325.2019.1602475

Cited by 11 publications

(7 citation statements)

References 17 publications

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“…This helped to overcome the difficulty of polymer processing. [25][26][27] One of the convenient efforts to synthesize soluble polyamides was through the structural modification of diacid monomer with aliphatic flexible spacer groups and then polycondensing such diacid with commercial aromatic amines. Thus characterization and assessment of the structure-property relationship of such aliphaticaromatic poly (methylene terepthalamides; m = 4-12 methylenes) and the polyamides from furan-dimer diacid with aliphatic diamine containing -(CH 2 )m-units (m = 4, 5, 10) were investigated.…”

Section: Introductionmentioning

confidence: 99%

“…It was found that long pentadecyl pendant linkages increased flexibility of polymer chains, decreased glass transition temperatures, and enhanced polymer solubility in some organic solvents. This helped to overcome the difficulty of polymer processing 25–27 . One of the convenient efforts to synthesize soluble polyamides was through the structural modification of diacid monomer with aliphatic flexible spacer groups and then polycondensing such diacid with commercial aromatic amines.…”

Section: Introductionmentioning

confidence: 99%

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New polyamides based on diacid with decanediamide and methylene groups and aromatic diamines

Diwate

Tamboli

Ghodke

et al. 2022

J of Applied Polymer Sci

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A new aromatic diacid, containing preformed diamide functional group, C8 alkylene moiety, and two methylene spacers, viz; N, N′‐bis(4′‐carboxy methylene phenyl) decane diamide (BCPDD) was designed and successfully synthesized. The structure of BCPDD was confirmed by FT‐IR, NMR (1H, 13C) spectroscopy and mass spectrometry. The corresponding series of new polyamides were prepared via reactions of diacid (BCPDD) and commercial aromatic diamines by Yamazaki's phosphorylative direct polycondensation method. Physical properties of these polyamides such as inherent viscosity, solubility in organic solvents, glass transition temperatures by DSC, thermal stability by TGA, and amorphous‐crystalline mature by XRD were studied. The incorporation of preformed amide, methylene spacers, and C8 alkylene moiety greatly affected polyamide properties such as solubility in common organic polar solvents, glass transition temperature, and thermal stability. These polyamides were mostly amorphous in nature and dissolved in polar aprotic solvents such as N‐methyl‐2‐pyrrolidone, N, N‐dimethylacetamide, N, N‐dimethylformamide, dimethyl sulfoxide, m‐cresol, and pyridine. Inherent viscosities of these polyamides were in the range of 0.40–0.67dL/g; indicating the formation of moderate to high molecular weights. These polyamides exhibited good thermal stability having temperatures for 10% weight loss (T10) in the range of 404–578°C and the char yields at 800°C in the range of 35–65%. The glass transition temperatures; as determined by DSC were in the range of 204–235°C.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

New polyamides based on diacid with decanediamide and methylene groups and aromatic diamines

Diwate

Tamboli

Ghodke

et al. 2022

J of Applied Polymer Sci

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“…Synthesized a new set of high-performance polyamides based on s-triazine ring as flexibilizing linkages into the backbone of wholly aromatic polyamides, which results in soluble polyamides with higher thermal stability along with good processability [12][13][14][15][16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of semi-aromatic polyamides containing heterocyclic 1,3,5 s-triazine and methylene spacer group for thermally stable and colloidal property

Tamboli¹,

Kalshetti²,

Ghodke³

et al. 2020

Designed Monomers and Polymers

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A new aromatic diacid (II) was synthesized and Characterized by Spectroscopic techniques namely, FT-IR, 1 H and 13 C NMR, etc. A series of aromatic aliphatic polyamides containing phenoxy s-triazine ring with methylene spacer group was synthesized from diacid (II) and various aromatic diamines by using Yamazaki Phosphorylation method. These polyamides were obtained in good yields and characterized by solubility in common organic solvent, inherent viscosity, FT-IR, X-ray diffraction analysis. All of these polyamides were found to be amorphous in morphology as indicated by XRD to posses outstanding solubilities, and to be easily dissolved in amide-type polar aprotic polar solvents. Polyamides with moderate inherent viscosity in the range 0.21 to 0.41 dL/g in N,N,dimethyl formamide solvent (DMF) at 30 ± 0.1° C. The Thermal properties of the polyamides were evaluated by Thermogravimetric analysis and Differential scanning calorimetery. These polymer shows good thermal stability with glass transition temperature (T g) of 143-223°C and their (T max) weight loss temperature were around 426-455°C, confirming their good thermal stability. The char yields of these polymers were given their limiting oxygen index LOI 32.3 to 37.5 5% values of polyamides; indicate these polymers also show good flame resistance. The NPs were negatively charged with a zeta potential of −24.2 to −37.9 mV indicating a good colloidal stability against aggregation.

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“…18,19 Similarly, incorporation of pendant pentadecyl groups into aromatic polyamides imparted solubility with slight reduction in thermal properties. 20,21 Flexile functional ether groups in the rigid aromatic polymer chain did not deteriorate thermal stability significantly; however, it increased flexibility of the poly(ether ketone) chains containing imide linkages in the main chains 22 or in poly (ether imide)s 23 , decreased glass transition temperatures and enhanced polymer solubility in some organic solvents, which in turn overcame the difficulty of polymer processing. The low processing temperature or solution processing of polymers in few polar solvents like NMP or DMAc, due to their solubility in these solvents, 24 shall reduce energy cost.…”

Section: Introductionmentioning

confidence: 98%

Processable poly(ether ether ketone imide)s

Tamboli¹,

Ghodke²,

Diwate

et al. 2021

High Performance Polymers

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New aromatic poly(ether ether ketone imide)s, [PEEKimide]s, were synthesized successfully from 1,3-bis-4′-(4″-aminophenoxy benzoyl) benzene and various commercially available aromatic dianhydrides, such as pyromellitic dianhydride (PMDA), 3,3′,4,4′-benzophenone tetracarboxylic dianhydride (BTDA), 3,3′,4,4′-biphenyl tetracarboxylic dianhydride (BPDA), 4,4′-oxydiphthalic anhydride (OPDA) and 4,4′-(hexafluro isoproylidene) diphthalic anhydride (HFDA), by two step polycondensation method. These PEEKimides were characterized by FT-IR, solubility in organic solvents, inherent viscosity, DSC, TGA and WXRD. Inherent viscosities of the precursor poly(ether ether ketone amic acid)s were in the range of 0.23–0.40 dl/g in DMF, indicating formation of moderate to high molecular weights. These poly(ether ether ketone imide)s showed good solubility in polar aprotic solvents such as N,N-dimethylacetamide (DMAc), N-methyl 2-pyrrolidone (NMP), N,N-dimethylformamide (DMF) and dimethyl sulphoxide (DMSO) and had glass transition temperatures in the range 245–279°C. Poly(ether ether ketone imide)s showed no weight loss below 280°C; temperatures for 10% weight loss (T10) were in the range of 406–483°C and char yields at 800°C were 17–34%, indicating their good thermal stability. All these poly(ether ether ketone imide)s were amorphous in nature, as per patterns of WXRD which exhibited diffuse broad halos at (2θ = 10–30°) and amorphous nature was reflected in polymer’s good solubility in common organic solvents.

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Soluble aromatic polyamides modified by incorporation of 1,2,4-triazole and pentadecyl units into the backbone of polymer

Cited by 11 publications

References 17 publications

New polyamides based on diacid with decanediamide and methylene groups and aromatic diamines

New polyamides based on diacid with decanediamide and methylene groups and aromatic diamines

Synthesis and characterization of semi-aromatic polyamides containing heterocyclic 1,3,5 s-triazine and methylene spacer group for thermally stable and colloidal property

Processable poly(ether ether ketone imide)s

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