Synthesis of biodegradable ester-containing quaternary ammonium salt by a novel route

Fan, Mingming; Luo, Chaoren; Wei, Xiaoqiao; Ni, Bangqing

doi:10.1016/j.jtice.2012.11.002

Cited by 9 publications

(5 citation statements)

References 14 publications

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“…Quaternary ammonium salts (QAS) belong to an important class of cationic surfactants and can be used as fabric softeners, antistatic agents, germicides and additives associated with chemical reactions. They are molecules with at least one long, hydrophobic alkyl chain attached to a positively charged nitrogen atom [1]. Because QAS can render hydrophobicity to the negatively charged mineral particles in an ore pulp and enable them to be concentrated into a froth concentrate, QAS find application in froth flotation.…”

Section: Introductionmentioning

confidence: 99%

Biodegradable Quaternary Ammonium Salts for Processing Iron Ores

Weng¹,

Nguyen²,

Mei³

et al. 2014

AJAC

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Two biodegradable quaternary ammonium salts were synthesized and used as cationic collectors in processing iron ores by froth flotation. The flotation behaviors of iron minerals with the new biodegradable quaternary ammonium collectors were investigated by micro-flotation tests of quartz (SiO 2 ) and magnetite (Fe 3 O 4 ). It was observed that the new biodegradable collectors were effective in separating quartz from magnetite by flotation. At the collector concentration of 1 × 10 −4 mol/L, the recovery of quartz using the M301 and M302 collectors can reach its maximum of 67.97% and 91.18%, respectively. For a wide pH range, they also show good selectivity. By the measuring zeta potentials of the new quaternary ammonium salts, the results show that quaternary ammonium salt is preferred to adsorb on the surface of quartz. The two quaternary ammonium collectors are also determined as readily biodegradable collectors, according to the OECD301B evaluation standard.

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Section: Introductionmentioning

confidence: 99%

Biodegradable Quaternary Ammonium Salts for Processing Iron Ores

Weng¹,

Nguyen²,

Mei³

et al. 2014

AJAC

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“…The characteristic peak at 1621 cm −1 was due to CC stretching vibration, and 1670 cm −1 was the stretching vibration corresponding to carbonyl moiety (CO) in amide group. In addition, the band observed at 721 cm −1 came from the special vibration absorption of quaternary ammonium salt, which confirmed that the desired product HPMAB had been formed. From the spectrum of PIADH, the absorption band at 3456 cm −1 originated from the valence vibration of NH band of amido fragment presented in AMPS.…”

Section: Resultsmentioning

confidence: 58%

“…The 1 H‐NMR spectra of HPMAB and PIADH are shown in Figure . The 1 H‐NMR (400 MHz, D 2 O) analysis data of HPMAB are presented in Figure (a), 5.54 and 5.56 (2H a , CH 2 C), 1.94 (3H b , CCCH 3 ), 1.75 (2H c , NCH 2 CC), 1.60 (2H d , NCCH 2  C), 3.24 (2H e , NCCCH 2 ), 3.06 (6H f , NCH 3 ), 3.28 (2H g , N + CH 2 C), 1.34 (2H h , N + CCH 2 C), 1.21 (26H i , CH 2 ), 0.80 (3H j , CH 3 ), and 6.25 (1H k , CONHC) . The 1 H‐NMR spectrum and the chemical structure of the target quaternary product were well matched.…”

Section: Resultsmentioning

confidence: 99%

Hydrophobic associated copolymer as a wide temperature range synthetic cement retarder and its effect on cement hydration

Xia

Guo

Chen

et al. 2017

J of Applied Polymer Sci

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Hexadecyldimethylpropylmethacrylamide ammonium bromide was well prepared, allowed to copolymerize with other functional monomers to develop a hydrophobic associated polymer (PIADH) as a wide temperature range cement retarder. The synthetic copolymer was testified by Fourier transform infrared spectroscopy, 1 H-nuclear magnetic resonance, thermo gravimetric analysis, and differential scanning calorimetry. Its temperature induced adaptability was verified via fluorescence probe and NaOH titration techniques, indicating that the retarding groups were increasing at elevated temperature. The applied performance of PIADH modified cement slurries was also evaluated. The results manifested that PIADH not only had excellent retarding property, but also was insensitive to its concentration and temperature variations. Meanwhile, it exhibited less impact on the compressive strength of set cement in large temperature difference. Besides, the inclusion of PIADH improved the microstructure of hardened cement, which was conducive to its mechanical property. The effect of PIADH on cement hydration was also investigated by the isothermal heat flow calorimetry and X-ray diffraction, showing that the retardation of PIADH was achieved through prolonging the induction period and inhibiting the nucleation of portlandite and ettringite crystals.

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“…However, numerous investigations have shown that conventional cationic surfactants are not readily biodegradable and create environmental pollution (Fan et al, ; Friedli et al, ). In the past, N , N ‐dimethyl‐ N , N ‐dioctadecylammonium chloride (D1821) and dimethyloctadecyl [3‐(trimethoxysilyl)propyl] ammonium chloride (DC‐5700) have been widely used as conventional textile softening agents in the textile finishing industry.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial Cotton Fabrics Coated by Biodegradable Cationic Silicone Softeners

Mao

Wei

Cheng

et al. 2019

J Surfact & Detergents

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A series of ester‐containing cationic silicone softeners with different alkyl chain lengths were successfully synthesized to manufacture antibacterial cotton fabrics. The relationship between the molecular structure and the softener's mechanical and physical properties was investigated. This study demonstrated that the fabrics treated with SiQCnCl softeners bearing short alkyl chains (n = 9, 11, and 13) showed better instantaneous hydrophilicity, close to that of a pristine cotton fabric. However, the SiQC17Cl‐treated fabrics with long alkyl chains showed the best softness, exceeding that achieved with the conventional finishing agent D1821. And the whiteness index of the fabrics decreased with the use of longer fabric finishing times, with the SiQC15Cl‐treated fabrics exhibiting the highest whiteness index. Moreover, it was also found that SiQCnCl‐treated fabrics showed higher antibacterial activity against Staphylococcus aureus than Escherichia coli, with the SiQC13Cl‐treated fabrics exhibiting the best antibacterial activity. In addition, a model depicting the antibacterial action of the prepared fabrics was illustrated. Finally, it was discovered that the synthesized ester‐containing cationic silicone softener showed better primary biodegradability than D1821 and DC‐5700, exceeding 80% after a 120‐h degradation.

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Synthesis of biodegradable ester-containing quaternary ammonium salt by a novel route

Cited by 9 publications

References 14 publications

Biodegradable Quaternary Ammonium Salts for Processing Iron Ores

Biodegradable Quaternary Ammonium Salts for Processing Iron Ores

Hydrophobic associated copolymer as a wide temperature range synthetic cement retarder and its effect on cement hydration

Antibacterial Cotton Fabrics Coated by Biodegradable Cationic Silicone Softeners

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