Synthesis of stearic acid triethanolamine ester over solid acid catalysts

Li, Qiu Xiao; Jiang, Ya; Wang, Wei

doi:10.1016/j.cclet.2010.02.011

Cited by 7 publications

(7 citation statements)

References 5 publications

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“…Another kind of alcohol amine derivative is ester quats which possess excellent performance and biodegradability and have become a new generation of fabric-softening agents [6,7]. In general, the ester quats are prepared by esterification of triethanolamine with fatty acid [8,9], followed by the reaction with an alkylating agent to result in the corresponding quaternary ammonium salt [10,11]. The products of the esterification reaction are a mixture of mono-, di-and tri-esteramine, and the ultimate performance of ester quats is affected by the content of the blend.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Mono or Double Long‐Chain Alkanolamine Surfactants

Zhang

Yan

Qiu

et al. 2013

J Surfact & Detergents

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Two types of N‐substituted long‐chain alkanolamine surfactants were prepared. Firstly, octadecyl glycidyl ether was synthesized from octadecanol and epichlorohydrin. Subsequently, a ring‐opening reaction of the epoxide ring of octadecyl glycidyl ether was performed with monoethanolamine and diethanolamine to synthesize bis(octadecyloxy)‐2‐ hydroxypropylmonoethanolamine (D‐MEA)and octadecyloxy‐2‐hydroxypropyldiethanolamine(M‐DEA) without catalyst at 60 °C, respectively. And their corresponding tertiary amine salts bis(octadecyloxy)‐2‐hydroxypropylmonoethanolamine hydrochloride (D‐MEAS) and octadecyloxy‐2‐hydroxypropyldiethanolamine hydrochloride (M‐DEAS) were attained by neutralization with hydrochloric acid. The study on these four surfactants included their surface active properties, foaming abilities, emulsifying properties, lime‐soap dispersion abilities and wetting abilities. The results show that D‐MEAS possesses the best surface active property and lime‐soap dispersion ability. D‐MEA has better foaming ability and foaming stability. The wetting ability of M‐DEA and the emulsifying property of M‐DEAS are prominent.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Mono or Double Long‐Chain Alkanolamine Surfactants

Zhang

Yan

Qiu

et al. 2013

J Surfact & Detergents

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“…The optimum temperature obtained from RSM was found to be similar to that of manual OFAT technique of appoximately 170 o C. Slightly higher optimum value of Ca-Al dosage of about 0.78 % was obtained from RSM compared to 0.5 % from OFAT approach. However, 0.78 % of Ca-Al dosage was acceptable as it was lower than the maximum solid catalyst dosage of 1% employed in esteramine production via esterification of stearic acid and triethanolamine reported in literatures [8][9][10]. Significant difference on vacuum level was observed between RSM and manual OFAT optimization process, where lower vacuum of about 299 mbar was established via RSM and 10 mbar obtained from manual optimization.…”

Section: Optimization Of Operating Conditions and Validation Of Modelmentioning

confidence: 78%

“…Although the tri-esteramine content obtained from RSM optimization was 27 %, which was slightly higher than 25 % for experiencing a better fabric softening formulation stability [ 24], this might be overcome by performing the reaction at mole ratio lower than 1.8,1 (methyl palmitate, triethanolamine) or employing solid catalyst with suitable pore diameters. According to literatures, suitable pore diameters of catalyst could improve selectivity to mono and di-esteramine and minimize tri-esteramine content [8][9][10].…”

Section: Optimization Of Operating Conditions and Validation Of Modelmentioning

confidence: 99%

“…The optimum conditions were established at enzyme amount of 4.77 %, reaction time of 24 h, temperature of 61.9 o C , mole ratio of 1,1 (oleic acid to triethanolamine) and agitation speed of 480 rpm with the highest conversion of 63.57 % obtained [7]. Esterification between stearic acid and triethanolamine to produce triethanolamine ester employing solid catalysts such as zirconium sulfate supported on MCM-41, SBA-15 with pore diameter 6 and 9 nm as well as aluminium supported on SBA-15 mesoporous molecular sieves have been reported [8,9,10]. The optimum operating conditions for esterification of stearic…”

Section: Introductionmentioning

confidence: 99%

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Mathematical modelling using response surface methodology for optimization of the operating conditions for esteramine production aided by solid catalyst

Aziz¹,

Aroua²,

Yusoff³

et al. 2017

MMEP

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This study involved optimization of the transesterification of palm-based methyl palmitate with triethanolamine to form esteramine, an intermediate for esterquats. This reaction is aided by Ca-Al as a heterogeneous catalyst and conducted in a 500-ml reaction unit. Response surface methodology (RSM) in combination with face-centered design was used to optimize the operating parameters. Results show that temperature was the most significant variable affecting the conversion of methyl palmitate, followed by catalyst dosage, quadratic effect of catalyst dosage, vacuum and interaction of vacuum and catalyst dosage. The optimum reaction conditions obtained were at temperature of 169 o C, catalyst dosage of 0.78 % and vacuum of 299 mbar. The optimized operating conditions could be used to further improve the selectivity that would maximize the formation of di-esteramine and minimize the tri-esteramine content by improving the Ca-Al catalyst basicity and acidity ratio.

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“…Some researches concerned about the diestercompounds of aliphatic acid with TEA [15], while few concerned about the mono-ester compounds, especially for the mono-ester compound of luaric acid with TEA. Furthermore, some catalysts, such as hypophosphorous acid, sodium methoxide, p-toluene sulfuric acid and so on, are employed in conventional esterification process of aliphatic acid with TEA, which bring about a series of environmental impacts and applied problems [16]. To tackle these problems, whether to use environmentally friendly catalysts or not is becoming a new research hotspot.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Surface Activity, and Antifogging Property of Triethanolamine Monolaurate Ester

Cai¹,

Li²

2015

Chinese Journal of Chemical Physics

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Triethanolamine monolaurate ester was synthesized by lauric acid and triethanolamine (TEA) with a molar ratio around 1:1 and the esterification process was investigated and optimized. The esterification product of lauric acid with TEA was characterized by infrared spectra and nuclear magnetic resonance. The surface tension (γ CMC) at the critical micelle concentration (CMC) was determined, and the antifogging properties of triethanolamine laurate ester on low-density polyethylene (LDPE) films were also measured. The results indicated that the yield of triethanolamine monolaurate ester was more than 69% under optimized esterification condition, the CMC value and γ CMC of esterification product was 0.91 µg/mL and 22.1 mN/m in aqueous solution at 25 • C, respectively. The first-drop time and ten-drop time was 257 and 86 s, respectively, and the antifogging duration of triethanolamine laurate ester on the surface of LDPE film at 60 • C was more than 150 h.

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Synthesis of stearic acid triethanolamine ester over solid acid catalysts

Cited by 7 publications

References 5 publications

Synthesis and Properties of Mono or Double Long‐Chain Alkanolamine Surfactants

Synthesis and Properties of Mono or Double Long‐Chain Alkanolamine Surfactants

Mathematical modelling using response surface methodology for optimization of the operating conditions for esteramine production aided by solid catalyst

Synthesis, Surface Activity, and Antifogging Property of Triethanolamine Monolaurate Ester

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