Castor oil-based polyurethane coatings containing benzyl triethanol ammonium chloride: synthesis, characterization, and biological properties

Bakhshi, Hadi; Yeganeh, Hamid; Yari, Abbas; Nezhad, Sakineh Karbalaei

doi:10.1007/s10853-014-8244-x

Cited by 43 publications

(39 citation statements)

References 67 publications

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“…[42][43][44][45] The second step of mass loss in temperature regions of 200-360 C with a maximum at 299 C (39% weight loss) was related to the thermal degradation of aliphatic hydrocarbons within polymer backbone. [46][47][48] The last mass loss at higher temperatures (360-500 C) with a maximum at 392 C (19%) was attributed to the degradation of the crosslinked structures generated during the second step. [46][47][48] The high residue at 600 C (22%) was expected since phosphorus-containing polymers produce char on burning.…”

Section: Investigation Of Chiral Polymersmentioning

confidence: 99%

“…[46][47][48] The last mass loss at higher temperatures (360-500 C) with a maximum at 392 C (19%) was attributed to the degradation of the crosslinked structures generated during the second step. [46][47][48] The high residue at 600 C (22%) was expected since phosphorus-containing polymers produce char on burning. 43,49 The specific rotations for R-and S-polymers (P1 and P2) in DMSO (5 g/L) were + 20.8 and − 22.1 , respectively.…”

Section: Investigation Of Chiral Polymersmentioning

confidence: 99%

“…[42][43][44][45] The second step of mass loss in temperature regions of 350-450 C with a maximum of 399 C was related to the thermal degradation of the aliphatic backbone of hydrogel. [46][47][48] The high rest mass (18%) at 600 C was related to the formed phosphorus char. 43,49 Enantioseparation Chiral polymers (P1 and P2) and hydrogels (H1 and H2) have been used for the fabrication of chiral absorbents through two simple, inexpensive, and feasible approaches: (a) columns filled with chiral polymers (P1 and P2) immobilized on glass beads (GB) and (b) tea bags including chiral hydrogels (H1 and H2).…”

Section: Investigation Of Chiral Hydrogelsmentioning

confidence: 99%

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Chiral phosphoric triamide‐based polymers for enantioseparation

Ahmadabad

Pourayoubi

Bakhshi

2019

J of Applied Polymer Sci

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Novel optical isomers of phosphoramide-methacrylate monomers were synthesized and used for the preparation of corresponding polymers and hydrogels as chiral absorbents. In order to direct enantioseparation, two simple and inexpensive methods were designed: (a) immobilization of the chiral polymers on glass beads as packing material for the separation columns and (b) filling of chiral hydrogels in tea bags to fabricate separation bags. The specific rotations for R-and S-monomers were + 22.0 and − 21.8 , while those for R-and S-polymers were + 20.8 and − 22.1 , respectively. The enantioseparation of (AE)-α-methylbenzylamine, DL-alanine, DL-valine, DL-tartaric acid, DL-phenylalanine, and omeprazole was evaluated. The maximum enantioseparation (optical purity) of 97% was observed for (AE)-α-methylbenzylamine by S-hydrogel. Chiral hydrogels resulted in enantioseparations with higher purities (up to 97%) comparing to the chiral polymers, but in longer times (2-3 days). The desorption process easily occurred from the absorbed columns or bags.Phosphoramides with a P( O)(N) segment are attractive to study owing to their extensive applications in the coordination chemistry, catalysts, and medicine. [32][33][34] From our previous studies on phosphorus-oxygen, phosphorus-nitrogen, and phosphorus-sulfur compounds, 35-37 the P O group was found as the best hydrogen-bond acceptor with respect to the other possible acceptor groups, which usually exist in the molecules, typically C O, S O, N─O, P S, ester and ether oxygen atoms, nitrogen, and π-system, examined with X-ray diffraction study, statistical analysis based on the data deposited in the Cambridge structural database (CSD) 38 and quantum chemical calculations in some cases. The structures investigated include achiral, racemate, and chiral single-enantiomer phosphorus compounds. 36,37,39,40 According to Reaxys web-based tool (licensed by Elsevier) for chiral polymers, there is no report about an enantiomeric pair of phosphoric triamide-based polymers, and such polymers seem to be good chiral selectors, due to relatively strong interaction of P O with OH and NH units, as was observed in small molecules model compounds.In this work, levo-and dextro-rotatory isomers with two chiral centers, P( O)(NH-R-(−)CH(CH 3 )C 6 H 5 ) 2 (Cl) and P( O)(NH-S-(−)CH(CH 3 )C 6 H 5 ) 2 (Cl) (1 and 2), have been synthesized and reacted with 2-aminoethylmethacrylate (AEMA) to prepare phosphoric triamides monomers (3 and 4) as chiral selectors. The methacrylate moiety brought the opportunity for the radical or ionic polymerization reactions of these monomers. Through radical polymerization of these novel monomers, a pair of singleenantiomer phosphoric triamide-based polymers (P1 and P2) and hydrogels (H1 and H2) were prepared. In order to direct Additional Supporting Information may be found in the online version of this article.

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Section: Investigation Of Chiral Polymersmentioning

confidence: 99%

Section: Investigation Of Chiral Polymersmentioning

confidence: 99%

Section: Investigation Of Chiral Hydrogelsmentioning

confidence: 99%

See 1 more Smart Citation

Chiral phosphoric triamide‐based polymers for enantioseparation

Ahmadabad

Pourayoubi

Bakhshi

2019

J of Applied Polymer Sci

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“…Three major thermal decomposition steps were observed. The first step corresponded to the thermal degradation of the urethane unit at 190-220 • C; the second step corresponded to the thermal degradation of polyol at 300-360 • C; and the third step observed at 480-520 • C corresponded to the thermal degradation of aromatic isocyanate and hydrocarbons [39][40][41]. On the other hand, recycled-polyol-based RPUFs exhibited additional thermal degradation at 429 • C, corresponding to the degradation of recycled polyol.…”

Section: Characteristics Of Rpufs Prepared From the Recycled Polyol Bmentioning

confidence: 99%

Chemical Recycling of Used Printed Circuit Board Scraps: Recovery and Utilization of Organic Products

2019

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The disposal of end-of-life printed circuit boards (PCBs) comprising cross-linked brominated epoxy resins, glass fiber, and metals has attracted considerable attention from the environmental aspect. In this study, valuable resources, especially organic material, were recovered by the effective chemical recycling of PCBs. Pulverized PCB was depolymerized by glycolysis using polyethylene glycol (PEG 200) with a molecular weight of 200 g/mol under basic conditions. The cross-linked epoxy resins were effectively decomposed into a low-molecular species by glycolysis with PEG 200, followed by the effective separation of the metals and glass fibers from organic materials. The organic material was modified into recycled polyol with an appropriate viscosity and a hydroxyl value for rigid polyurethane foams (RPUFs) by the Mannich reaction and the addition polymerization of propylene oxide. RPUFs prepared using the recycled polyol exhibited superior thermal and mechanical properties as well as thermal insulation properties compared to conventional RPUFs, indicating that the recycled polyol obtained from the used PCBs can be valuable as RPUF raw materials for heat insulation.

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“…This stage corresponds to the thermal degradation of the urethane bonds that are formed in the hard segments and are characterized by being thermally unstable. 43 The second stage was approximately 390-430 °C, corresponding to the degradation of the soft segments. This is in agreement with Aung et al 41 , who synthesized Jatropha oil-based-polyurethane adhesives and determined that the hard segments decompose before the soft segments (close to 400 °C).…”

Section: Thermogravimetric Analysis (Tga)mentioning

confidence: 99%