Synthesis of aromatic polyimide bearing long alkyl chains through click reaction

e-Polymers ◽  
2012 ◽  
Vol 12 (1) ◽  
Author(s):  
Hisatoyo Morinaga ◽  
Masamine Imahashi ◽  
Tsutomu Takeichi

AbstractA click reaction of aromatic polyimide having azide groups at both chainends (2), which was obtained by an azidation of polyimide having chloromethyl groups (1), was conducted with 1-octyne, leading to the polyimide having n-hexyl groups (3). 1H NMR spectroscopic analysis for 3 reveals that the n-hexyl groups were successfully introduced into the both chain-ends of aromatic polyimide and that a number-averaged molecular weight of the resulting polymer 3 was 6000. Differential scanning calorimetry analysis for 3 exhibited 30 °C lower glass transition temperature compared to that of 1, by introducing long alkyl groups into the aromatic polyimide chain.

2012 ◽  
Vol 629 ◽  
pp. 370-375
Author(s):  
Cheng Yu Zhou ◽  
Dong Wang ◽  
Hong Liu ◽  
Wei Xiong

On the basis of physical truth of long Interval gas well in Puguang, it proposes a technology for adding temporary plugging agent in the second acid fracturing fluid. The CKHG-1 system and polyester fibre solid intensifier have been synthetized and taken infrared spectroscopic analysis. A series of experiments have been done such as density, molecular weight, differential scanning calorimetry, scanning electron microscopy, acid soluble rate and core flowing experiment. The results were obtained through tests, including temporary plugging agent density of 1.2297 g/ml, average molecular weight of 1.27×105, glass-transition temperature of 61°C, temporary plugging particles covering fixed effect was ideal, acid soluble rate after four hours of 95%, temporary plugging rate >99%. They can meet actual conditions in worksite.


2007 ◽  
Vol 60 (6) ◽  
pp. 400 ◽  
Author(s):  
Patricia L. Golas ◽  
Nicolay V. Tsarevsky ◽  
Brent S. Sumerlin ◽  
Lynn M. Walker ◽  
Krzysztof Matyjaszewski

Multisegmented block copolymers were prepared by the step-growth click coupling of well-defined block copolymers synthesized by atom transfer radical polymerization (ATRP). α,ω-Diazido-terminated polystyrene-block-poly(ethylene oxide)-block-polystyrene was coupled with propargyl ether in N,N-dimethylformamide in the presence of a CuBr/N,N,N´,N´´,N´´-pentamethyldiethylenetriamine catalyst. The preparation of multisegmented block copolymers was also demonstrated by the click coupling of propargyl ether with another diazido-terminated triblock copolymer, poly(n-butyl acrylate)-block-poly(methyl methacrylate)-block-poly(n-butyl acrylate), and a diazido-terminated pentablock copolymer, polystyrene-block-poly(n-butyl acrylate)-block-poly(methyl methacrylate)-block-poly(n-butyl acrylate)-block-polystyrene. The formation of a product of higher molecular weight and broader molecular weight distribution was verified by triple-detection size exclusion chromatography, which revealed that typically five to seven block copolymers were linked together during the click reaction. Differential scanning calorimetry and dynamic mechanical analysis revealed that the amphiphilic block copolymer behaves as a viscoelastic fluid, while its corresponding multiblock copolymer is an elastic material. The multisegmented block copolymers with partially miscible segments exhibit higher glass transition temperatures than their precursors.


2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Moslem Mansour Lakouraj ◽  
Vahid Hasantabar ◽  
Nazanin Bagheri

A series of linear aromatic polyethers containing triazole units were synthesized via the direct click reaction of dibromide and bisethynyl compounds in the presence of sodium azide as one pot reaction. The structures of polymers were approved by using IR and 1H NMR techniques. The solubility experiments showed that polymers have good solubility in polar aprotic solvents such as DMSO, DMF, and NMP at higher temperatures. Thermal stability of the polymers was measured using thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) which indicated that they possessed good thermal stability ( up to 558°C) and high (191.7–260°C) under N2 atmosphere. All the polymers were amorphous according to the DSC and X-ray diffraction. These polymers exhibited strong UV-vis absorption maxima near to 400 nm and up to 500 nm in DMSO solution.


2009 ◽  
Vol 12 (3) ◽  
pp. 85-94
Author(s):  
Hung Quoc Nguyen ◽  
Søren Hvidt ◽  
Walther Batsberg ◽  
Cuong Ngoc Hoang

The micellization of several Pluronics (PEO-PPO-PEO triblock copolymers) was investigated by Differential Scanning Calorimetry (DSC). These copolymers were also characterized and purified by liquid chromatography. The PEO/PPO compositions of Pluronics were determined by 'H-NMR. The thermograms from DSC showed a pre micellization shoulder for L81 and L121 solutions. The effects of temperature, PO/EO ratios and impurities on the micellization of copolymers were investigated. The origin of the shoulders in DSC thermograms was shown to be due to the most hydrophobic components in the copolymers, which could be removed by hexane extraction. Low molecular weight fractions of the copolymers were separated by interaction chromatography. The low molecular weight fractions did not contribute to the micellization of the copolymers.


e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Qing Fengling ◽  
Yao Rongxing ◽  
Wang Lianjun ◽  
Li Hongqi ◽  
Meng Weidong

AbstractChemical modification of poly(vinylacetylene) (PVacet) was performed through click reactions by which alkyl and fluoroalkyl groups were introduced to the pendent terminal alkynes of PVacet. Novel polymers containing 1,2,3-triazoles were consequently obtained and their structures and properties were characterized by FT-IR, 1H NMR, TGA, DSC and GPC. The polymers modified by alkyl groups had good solubility, thermal stability and reasonable molecular weights. It was also demonstrated that the properties of fluorine-containing polymers were affected by fluorine atoms with hydrophobic and chemical proof properties


2010 ◽  
Vol 14 (06) ◽  
pp. 531-539 ◽  
Author(s):  
Chun Keun Jang ◽  
Song Hak Kim ◽  
Jae-Yun Jaung

Tetrapyrazinoporphyrazine magnesium complexes with four long alkyl groups and four 4-tert-butyl phenyl groups at the peripheral positions were synthesized from 2,3-dicyano-5-(4-tert-butylphenyl)-6-alkyl pyrazine derivatives using freshly prepared solutions of magnesium butoxide in n-butanol. The corresponding metal-free derivatives were obtained through treatment with p-toluenesulfonic acid. The resulting chromophores contained alkyl chains substituted at their peripheries and showed good solubility in organic solvents. The fluorescence of the tetrapyrazinoporphyrazine magnesium complexes was greatly influenced by the intermolecular aggregation. Q band spectra of the porphyrazine magnesium complexes in DMF exhibited the characteristic patterns of the monomeric species, with fluorescence maxima at 653–658 nm. These new compounds were characterized using UV-visible spectroscopy, MALDI-TOF-MS and 1H NMR spectroscopy.


Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 3946
Author(s):  
Rui A. Gonçalves ◽  
Yeng-Ming Lam ◽  
Björn Lindman

Double-chain amphiphilic compounds, including surfactants and lipids, have broad significance in applications like personal care and biology. A study on the phase structures and their transitions focusing on dioctadecyldimethylammonium chloride (DODAC), used inter alia in hair conditioners, is presented. The phase behaviour is dominated by two bilayer lamellar phases, Lβ and Lα, with “solid” and “melted” alkyl chains, respectively. In particular, the study is focused on the effect of additives of different polarity on the phase transitions and structures. The main techniques used for investigation were differential scanning calorimetry (DSC) and small- and wide-angle X-ray scattering (SAXS and WAXS). From the WAXS reflections, the distance between the alkyl chains in the bilayers was obtained, and from SAXS, the thicknesses of the surfactant and water layers. The Lα phase was found to have a bilayer structure, generally found for most surfactants; a Lβ phase made up of bilayers with considerable chain tilting and interdigitation was also identified. Depending mainly on the polarity of the additives, their effects on the phase stabilities and structure vary. Compounds like urea have no significant effect, while fatty acids and fatty alcohols have significant effects, but which are quite different depending on the nonpolar part. In most cases, Lβ and Lα phases exist over wide composition ranges; certain additives induce transitions to other phases, which include cubic, reversed hexagonal liquid crystals and bicontinuous liquid phases. For a system containing additives, which induce a significant lowering of the Lβ–Lα transition, we identified the possibility of a triggered phase transition via dilution with water.


2021 ◽  
pp. 095400832199674
Author(s):  
Tao Guo ◽  
Yang Fan ◽  
Chang Bo ◽  
Zhang Qi ◽  
Han Tao ◽  
...  

Benzoxazine resin exhibits excellent properties and is widely used in many fields. Herein, the synthesis of a novel compound, the bis(2,4-dihydro-2 H-3-(4- N-maleimido)phenyl-1,3-benzoxazinyl)biphenyl (BMIPBB), has been reported, which was synthesized by reacting N-(4-aminophenyl)maleimide (APMI), formaldehyde, and 4,4’-dihydroxybiphenyl. 1,3,5-three(4-(maleimido)phenyl)-1,3,5-triazine (TMIPT) was formed as an intermediate during the reaction. The proton nuclear magnetic resonance (1H-NMR) and Fourier transform-infrared (FTIR) spectroscopy experiments were conducted to determine the structure of BMIPBB. BMIPBB was obtained as a reddish-brown solid in 40.1% yield. The thermal properties of BMIPBB were investigated using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) techniques. Analysis of the DSC curves revealed that the broad peak representing the release of curing reaction heat appeared in the temperature range of 140–330°C. The peak temperature was 242.59°C and the heat of the reaction was 393.82 J/g, indicating that the rate of the curing reaction was low and the heat of the reaction was high. Analysis of the TGA results revealed that the weight loss rate was 5% at 110°C. The monomer exhibited a significant weight loss in the range of 320–500°C. The compound lost 50% of its weight at a temperature of 427°C.


e-Polymers ◽  
2021 ◽  
Vol 21 (1) ◽  
pp. 491-499
Author(s):  
Fukai Yang ◽  
Hao Yu ◽  
Yuyuan Deng ◽  
Xinyu Xu

Abstract In this article, five kinds of soybean oil-based polyols (polyol-E, polyol-P, polyol-I, polyol-B, and polyol-M) were prepared by ring-opening the epoxy groups in epoxidized soybean oil (ESO) with ethyl alcohol, 1-pentanol, isoamyl alcohol, p-tert-butylphenol, and 4-methoxyphenol in the presence of tetrafluoroboric acid as the catalyst. The SOPs were characterized by FTIR, 1H NMR, GPC, viscosity, and hydroxyl numbers. Compared with ESO, the retention time of SOPs is shortened, indicating that the molecular weight of SOPs is increased. The structure of different monomers can significantly affect the hydroxyl numbers of SOPs. Due to the large steric hindrance of isoamyl alcohol, p-hydroxyanisole, and p-tert-butylphenol, SOPs prepared by these three monomers often undergo further dehydration to ether reactions, which consumes the hydroxyl of polyols, thus forming dimers and multimers; therefore, the hydroxyl numbers are much lower than polyol-E and polyol-P. The viscosity of polyol-E and polyol-P is much lower than that of polyol-I, polyol-B, and polyol-M. A longer distance between the molecules and the smaller intermolecular force makes the SOPs dehydrate to ether again. This generates dimer or polymers and makes the viscosity of these SOPs larger, and the molecular weight greatly increases.


Polymers ◽  
2019 ◽  
Vol 11 (12) ◽  
pp. 1915 ◽  
Author(s):  
Eyob Wondu ◽  
Hyun Woo Oh ◽  
Jooheon Kim

In this study water-soluble polyurethane (WSPU) was synthesized from isophorone diisocyanate (IPDI), and polyethylene glycol (PEG), 2-bis(hydroxymethyl) propionic acid or dimethylolpropionic acid (DMPA), butane-1,4-diol (BD), and triethylamine (TEA) using an acetone process. The water solubility was investigated by solubilizing the polymer in water and measuring the contact angle and the results indicated that water solubility and contact angle tendency were increased as the molecular weight of the soft segment decreased, the amount of emulsifier was increased, and soft segment to hard segment ratio was lower. The contact angle of samples without emulsifier was greater than 87°, while that of with emulsifier was less than 67°, indicating a shift from highly hydrophobic to hydrophilic. The WSPU was also analyzed using Fourier transform infrared spectroscopy (FT-IR) to identify the absorption of functional groups and further checked by X-ray photoelectron spectroscopy (XPS). The molecular weight of WSPU was measured using size-exclusion chromatography (SEC). The structure of the WSPU was confirmed by nuclear magnetic resonance spectroscopy (NMR). The thermal properties of WSPU were analyzed using thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC).


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