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Itaconic Acid Based Surfactants: I. Synthesis and Characterization of Sodium n-Octyl Sulfoitaconate Diester Anionic Surfactant.

Xu J, Cao F, Li T, Zhang S, Gao C, Wu Y - J Surfactants Deterg (2016)

Bottom Line: A novel itaconate-based surfactant, namely sodium n-octyl sulfoitaconate diester (SOSID), has been synthesized from itaconic acid (IA) and n-octanol by sulfonation and esterification reaction processes.The effects of reaction temperature, reaction time, molar ratios of n-octanol to IA and the catalyst dosage on the esterification were investigated.Further investigations showed that SOSID possess excellent wetting, emulsifying and lime soap dispersing properties.

View Article: PubMed Central - PubMed

Affiliation: Chemical Engineering College, Qingdao University of Science and Technology, Qingdao, 266042 People's Republic of China.

ABSTRACT

A novel itaconate-based surfactant, namely sodium n-octyl sulfoitaconate diester (SOSID), has been synthesized from itaconic acid (IA) and n-octanol by sulfonation and esterification reaction processes. The effects of reaction temperature, reaction time, molar ratios of n-octanol to IA and the catalyst dosage on the esterification were investigated. The chemical structure of the surfactants SOSID was characterized by means of LC-MS and confirmed by FT-IR and (1)H NMR spectroscopy. The surface tension γ and the critical micelle concentration (CMC) were determined as 25.02 mN/m and 4.0 × 10(-4) mol/L by using surface tensiometer at 20 °C. Further investigations showed that SOSID possess excellent wetting, emulsifying and lime soap dispersing properties.

No MeSH data available.


Related in: MedlinePlus

1H NMR spectrum of SOSID
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Fig3: 1H NMR spectrum of SOSID

Mentions: Besides, FT-IR and 1H NMR analysis was conducted to confirm the structure of SOSID, as represented in Figs. 2 and 3. FT-IR spectrum of SOSID indicates that most of the characteristic intensive bands can be found at 1054 cm−1, 1192 cm−1 (SO3), 1737 cm−1 (C = O), and 3444 cm−1 (OH). Moreover, no stretching vibration of C = C at 1636 cm−1 was found, which indicated that reaction happened between IA and NaHSO3. From 1H NMR (D2O, 500 MHz): δ 3.95–4.05 (m, 4H); δ 3.14–3.25 (m, 2H); δ 2.97–3.06 (m, 1H); δ 2.71–2.85 (m, 2H); δ 1.52(S, 4H); δ 1.19–1.21(d, J = 10 Hz, 2H); δ 0.73–0.77(m, J = 5 Hz, 6H).Fig. 2


Itaconic Acid Based Surfactants: I. Synthesis and Characterization of Sodium n-Octyl Sulfoitaconate Diester Anionic Surfactant.

Xu J, Cao F, Li T, Zhang S, Gao C, Wu Y - J Surfactants Deterg (2016)

1H NMR spectrum of SOSID
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4764642&req=5

Fig3: 1H NMR spectrum of SOSID
Mentions: Besides, FT-IR and 1H NMR analysis was conducted to confirm the structure of SOSID, as represented in Figs. 2 and 3. FT-IR spectrum of SOSID indicates that most of the characteristic intensive bands can be found at 1054 cm−1, 1192 cm−1 (SO3), 1737 cm−1 (C = O), and 3444 cm−1 (OH). Moreover, no stretching vibration of C = C at 1636 cm−1 was found, which indicated that reaction happened between IA and NaHSO3. From 1H NMR (D2O, 500 MHz): δ 3.95–4.05 (m, 4H); δ 3.14–3.25 (m, 2H); δ 2.97–3.06 (m, 1H); δ 2.71–2.85 (m, 2H); δ 1.52(S, 4H); δ 1.19–1.21(d, J = 10 Hz, 2H); δ 0.73–0.77(m, J = 5 Hz, 6H).Fig. 2

Bottom Line: A novel itaconate-based surfactant, namely sodium n-octyl sulfoitaconate diester (SOSID), has been synthesized from itaconic acid (IA) and n-octanol by sulfonation and esterification reaction processes.The effects of reaction temperature, reaction time, molar ratios of n-octanol to IA and the catalyst dosage on the esterification were investigated.Further investigations showed that SOSID possess excellent wetting, emulsifying and lime soap dispersing properties.

View Article: PubMed Central - PubMed

Affiliation: Chemical Engineering College, Qingdao University of Science and Technology, Qingdao, 266042 People's Republic of China.

ABSTRACT

A novel itaconate-based surfactant, namely sodium n-octyl sulfoitaconate diester (SOSID), has been synthesized from itaconic acid (IA) and n-octanol by sulfonation and esterification reaction processes. The effects of reaction temperature, reaction time, molar ratios of n-octanol to IA and the catalyst dosage on the esterification were investigated. The chemical structure of the surfactants SOSID was characterized by means of LC-MS and confirmed by FT-IR and (1)H NMR spectroscopy. The surface tension γ and the critical micelle concentration (CMC) were determined as 25.02 mN/m and 4.0 × 10(-4) mol/L by using surface tensiometer at 20 °C. Further investigations showed that SOSID possess excellent wetting, emulsifying and lime soap dispersing properties.

No MeSH data available.


Related in: MedlinePlus