1H NMR and FT-IR dataset based structural investigation of poly(amic acid)s and polyimides from 4,4′-diaminostilbene

Kumar, Amit; Tateyama, Seiji; Yasaki, Katsuaki; Ali, Mohamed E.A.; Takaya, Naoki; Singh, Rajveer; Kaneko, Tatsuo

doi:10.1016/j.dib.2016.02.006

Cited by 15 publications

(11 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Partial conversion to the imide was demonstrated by the complete loss of solubility as well as the loss of the carbonyl stretching peak of the amide at 1643 cm −1 and growth of characteristic peaks from the imide groups at 1372 and 1712 cm −1 in FTIR spectra of the films (Figures S18 and S19). 43,44 Complete conversion to the polyimide was achieved in DSC experiments. After a first heat to 280 °C (Figure S20), the PI‐PDADMA(PF 6 ) films demonstrated no thermal transitions or decomposition on the second heat through 280 °C (Figure S21), which is similar to that observed for the homopolyimide.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of cationic multiblock polyaramides and polyimides

Biery

Knauss

2022

Journal of Polymer Science

View full text Add to dashboard Cite

Poly(diallyldimethylammonium chloride) (PDADMAC) is a useful material due to its high charge density and alkaline stability, but its hydrophilic nature limits applications to those where the dissolved polymer is appropriate. To make polymers suitable for applications as films and membranes containing the diallyldimethylammonium moiety, multiblock copolymers of polyaramides (PA) and polyimides (PI), materials known for their excellent physical properties and stabilities, were synthesized. Aminophenyl difunctionalized PDADMAC oligomers were synthesized using a disulfide iniferter then counterion exchanged to the hexafluorophosphate anion to produce telechelic oligomers with good solubility in polar aprotic solvents. The oligomers were reacted in situ with the proper difunctional monomers to produce PA, polyetheraramides, PI, and polyetherimides. All the classes of copolymers were synthesized over a range of compositions at high yield and material properties were demonstrated to be a result of both the backbone chemistry and the composition. Several of the synthesized copolymers formed films with good clarity, strength, and flexibility. The copolymers containing ether linkages had increased backbone flexibility and demonstrated better film‐forming properties. The multiblock copolyaramides and copolyimides demonstrate a method to produce materials with excellent thermal stability and good strength and flexibility, making them uniquely capable of serving as water insoluble, cationic films, and membranes.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis and properties of cationic multiblock polyaramides and polyimides

Biery

Knauss

2022

Journal of Polymer Science

View full text Add to dashboard Cite

show abstract

“…The rare, non-proteinogenic aromatic amino acid, para -amino- l -phenylalanine ( l -PAPA) is used for technical and pharmaceutical applications [ 22 – 25 ] and has been described as a building block of the anticancer drug, Melphalan ® [ 26 , 27 ]. In nature, l -PAPA occurs in plant seeds ( Vigna vexillata ; [ 28 ]), and is an intermediate of the chloramphenicol and pristinamycin biosynthesis pathways in Streptomyces venezuelae and S. pristinaespiralis [ 29 – 31 ].…”

Section: Introductionmentioning

confidence: 99%

Production of p-amino-l-phenylalanine (l-PAPA) from glycerol by metabolic grafting of Escherichia coli

et al. 2018

View full text Add to dashboard Cite

BackgroundThe non-proteinogenic aromatic amino acid, p-amino-l-phenylalanine (l-PAPA) is a high-value product with a broad field of applications. In nature, l-PAPA occurs as an intermediate of the chloramphenicol biosynthesis pathway in Streptomyces venezuelae. Here we demonstrate that the model organism Escherichia coli can be transformed with metabolic grafting approaches to result in an improved l-PAPA producing strain.ResultsEscherichia coli K-12 cells were genetically engineered for the production of l-PAPA from glycerol as main carbon source. To do so, genes for a 4-amino-4-deoxychorismate synthase (pabAB from Corynebacterium glutamicum), and genes encoding a 4-amino-4-deoxychorismate mutase and a 4-amino-4-deoxyprephenate dehydrogenase (papB and papC, both from Streptomyces venezuelae) were cloned and expressed in E. coli W3110 (lab strain LJ110). In shake flask cultures with minimal medium this led to the formation of ca. 43 ± 2 mg l−1 of l-PAPA from 5 g l−1 glycerol. By expression of additional chromosomal copies of the tktA and glpX genes, and of plasmid-borne aroFBL genes in a tyrR deletion strain, an improved l-PAPA producer was obtained which gave a titer of 5.47 ± 0.4 g l−1 l-PAPA from 33.3 g l−1 glycerol (0.16 g l-PAPA/g of glycerol) in fed-batch cultivation (shake flasks). Finally, in a fed-batch fermenter cultivation, a titer of 16.7 g l−1 l-PAPA was obtained which is the highest so far reported value for this non-proteinogenic amino acid.ConclusionHere we show that E. coli is a suitable chassis strain for l-PAPA production. Modifying the flux to the product and improved supply of precursor, by additional gene copies of glpX, tkt and aroFBL together with the deletion of the tyrR gene, increased the yield and titer.Electronic supplementary materialThe online version of this article (10.1186/s12934-018-0996-6) contains supplementary material, which is available to authorized users.

show abstract

“…35 The absence of bands from poly(amic acid) precursors, such as N–H stretching at 3400 cm −1 and acidic C=O vibration at 1680–1670 cm −1 , corroborated the process of complete imidization under the polymerization conditions. 39 Additionally, the other characteristic bands assigned to the structural features of the formed polymers, such as absorptions at 2960 and 1245 cm −1 , due to C–H stretching of the alkyl and ether groups, respectively, were observed in the spectra. 40 As expected, the intensity of the alkyl band gradually grows with the increase of the t BuPDAB content in the co- and homo-6FDA-based PIs.…”

Section: Resultsmentioning

confidence: 93%

Synthesis and properties of highly processable asymmetric polyimides with bulky phenoxy groups

Rojas-Rodríguez

Aguilar‐Lugo

Lozano

et al. 2019

High Performance Polymers

View full text Add to dashboard Cite

A series of new aromatic polyimides (PIs) and co-PIs containing bulky tert-butyl phenoxy group was synthesized by one-step high-temperature polycondensation of 1,3-diamino-4-(4′- tert-butylphenoxy)benzene ( tBuPDAB) with different commercially available aromatic dianhydrides. The polymers were obtained in quantitative yields with inherent viscosities of 0.40–0.70 dL g−1. They exhibited high thermal stability with 10% weight loss above 480°C and were cast in films with good mechanical properties capable to be tested as gas separation membranes. These PIs were compared with analogs bearing phenoxy group (PDAB). The incorporation of tBu improved the solubility of the PIs, their free volume fraction, d-spacing, and gas permeability coefficients in comparison with their analogs obtained from PDAB. The permeability enhancement was from 2.5 to 8 times depended on the gas tested. The PI, based on tBuPDAB and 4,4’-(hexafluoroisopropylidene)diphtalic anhydride and, thus, containing two different bulky pendant groups, showed the highest gas permeability coefficient for CO2 (58.3 Barrer) and moderate ideal selectivity to the gas pair CO2/CH4 ( α = 18.0).

show abstract

1H NMR and FT-IR dataset based structural investigation of poly(amic acid)s and polyimides from 4,4′-diaminostilbene

Cited by 15 publications

References 3 publications

Synthesis and properties of cationic multiblock polyaramides and polyimides

Synthesis and properties of cationic multiblock polyaramides and polyimides

Production of p-amino-l-phenylalanine (l-PAPA) from glycerol by metabolic grafting of Escherichia coli

Synthesis and properties of highly processable asymmetric polyimides with bulky phenoxy groups

Contact Info

Product

Resources

About