DOI QR코드

DOI QR Code

Synthesis of Styrenated Phenol Alkoxylate from Styrenated Phenol with Ethylene Carbonate over KOH/La2O3 Catalyst

KOH/La2O3 촉매상에서 Styrenated Phenol과 Ethylene Carbonate의 반응으로부터 Styrenated Phenol Alkoxylate의 합성

  • Lee, Seungmin (School of Polymer and Chemical Engineering, Sunchon National University) ;
  • Son, Seokhwan (School of Polymer and Chemical Engineering, Sunchon National University) ;
  • Jung, Sunghun (SFC. Co., Ltd.) ;
  • Kwak, Wonbong (SFC. Co., Ltd.) ;
  • Shin, Eun Ju (Department of Chemistry, Sunchon National University) ;
  • Ahn, Hogeun (School of Polymer and Chemical Engineering, Sunchon National University) ;
  • Chung, Minchul (School of Polymer and Chemical Engineering, Sunchon National University)
  • 이승민 (순천대학교 공과대학 고분자.화학공학부) ;
  • 손석환 (순천대학교 공과대학 고분자.화학공학부) ;
  • 정성훈 ((주)에스에프시) ;
  • 곽원봉 ((주)에스에프시) ;
  • 신은주 (순천대학교 공과대학 화학과) ;
  • 안호근 (순천대학교 공과대학 고분자.화학공학부) ;
  • 정민철 (순천대학교 공과대학 고분자.화학공학부)
  • Received : 2017.10.24
  • Accepted : 2017.11.22
  • Published : 2018.02.10

Abstract

Styrenated phenol alkoxylates (SP-A) were prepared from styrenated phenol (SP) and ethylene oxide (EO) under a homogeneous base catalyst. However, to use EO that is difficult to handle, a high-pressure reaction device capable of controlling the reaction process should be used. Additionally, when a homogeneous base catalyst is used, a neutralization process is required to remove residual bases after the reaction, and it is also difficult to separate the catalyst and the product. Therefore, in this study, we report the results of SP-A prepared from the reaction of SP and EC using only heterogeneous base catalysts. The heterogeneous base catalyst was obtained by supporting KOH on $La_2O_3$ and calcintion. Using EC instead of EO, it was possible to produce SP-A under the atmospheric rather than high-pressure reaction condition. Average molecular weights of synthesized SP-A varied greatly depending on reaction conditions. The average molecular weight of SP-A prepared using the $KOH/La_2O_3$ catalyst could be controlled arbitrarily by controlling the reaction temperature and added catalyst and EC amounts.

Keywords

supported catalyst;styrenated phenol;alkoxylate;ethylene oxide;ethylene carbonate

Acknowledgement

Supported by : 한국연구재단, 순천대학교

References

  1. H. B. Song, G. E. Ahn, B. M. Hwang, U. H. Lee, J. R. Kim, B. J. Jung, and B. H. Gang, Water-based cleaning liquid composition for electronic materials and cleaning method using the same, Korean Patent 101,571,753 (2015).
  2. J. C. Lim, J. S. Park, D. S. Han, J. S. Kim, S. Lee, D. H. Mo, and J. S. Lee, A study on isoelectric point and softness of an ethylene oxide adducted amphoteric surfactant, Appl. Chem. Eng., 6, 521-528 (2012).
  3. C. Nie, Method for preparing phenoxyethanol, Chinese Patent 104,926,618 (2015).
  4. L. Wang and D. Qin, Method for producing alkoxylate through microchannel reactor, Chinese Patent 106,279,664 (2016).
  5. I. Toshiaki and U. Yoshitaka, Process for producing high purity 2-phenoxyethanol reaction solution, Japanese Patent 143,075 (2004).
  6. Klumpe and Marcus, Process for producing allyl alcohol alkoxylate, Korean Patent 100,005,856 (2014).
  7. H. J. Yun, Y. H. Lee, S. H. Son, M. C. Chung, M. K. Jang, E. J. Shin, S. H. Jung, W. B. Kwak, W. J. Jeong, and H. G. Ahn, Prepartion of styrenated phenol by alkylation of phenol with styrene over ${SO_4}^{2-}/ZrO_2$ catalyst, J. Nanosci. Nanotechnol., 17, 2776-2779 (2017).
  8. K. J. Kim and H. G. Ahn, Complete oxidation of toluene over bimetallic Pt-Au catalysts supported on Zno/$Al_2O_3$, Appl. Catal. B, 91, 308-318 (2009).
  9. R. M. Pacia, S. W. Pyo, and Y. S. Ko, Synthesis and adsorption characteristics of guanidine-based $CO_2$ adsorbent, Appl. Chem. Eng., 4, 473-478 (2017).
  10. K. W. Kim, S. M. Lee, and S. C. Hong, A study on characterization for catalytic oxidation of nitrogen monoxide over Mn/$TiO_2$ catalyst, Appl. Chem. Eng., 5, 474-480 (2014).
  11. S. M. Lee, H. J. Choi, and S. C. Hong, The effect of oxygen in low temperature SCR over Mn/$TiO_2$ Catalyst, Appl. Chem. Eng., 1, 119-123 (2012).
  12. A. K. Kinage, S. P. Gupte, R. K. Chaturvedi, and R. V. Chaudhari, Highly selective synthesis of mono-ethylene glycol phenyl ethers via hydroxyalkoxylation of phenols by cyclic carbonates using large pore zeolites, Catal. Commun., 9, 1649-1655 (2008).
  13. J. Wu, J. Zhang, X. Wang, and L. Sun, A preparation method of polybenzene polyether succinate and its sulfonate, Chinese Patent 102875799 (2013).
  14. J. Feng, X. Li, M. Wang, X. Zheng, J. Bai, L. Wang, and Y. Peng, One-pot, template-free synthesis of hydrophobic single-crystalline $La(OH)_3$ nanowires with tunable size and their $d^0$ ferromagnetic properties, RSC Adv., 5, 16093-16100 (2015).
  15. N. O. Savage, S. A. Akbar, and P. K. Dutta, Titanium dioxide based high temperature carbon monoxide selective sensor, Sens. Actuators B, 72, 239-248 (2001).
  16. B. Klingenberg and M. A. Vannice, NO adsorption and decomposition on $La_2O_3$ studied by driftes, Appl. Catal. B, 21, 19-33 (1999).
  17. C. Hu, H. Liu, W. Dong, Y. Zhang, G. Bao, C. Lao, and Z. L. Wang, $La(OH)_3$ and $La_2O_3$ nanobelts-synthesis and physical properties, Adv. Mater., 19, 470-474 (2007).
  18. A. A. Mohamad, N. S. Mohamed, M. Z. A. Yahya, R. Othman, S. Ramesh, Y. Alias, and A. K. Arof, Ionic conductivity studies of poly(vinyl alcohol) alkaline solid polymer electrolyte and its use in nickel-zinc cells, Solid State Ion., 156, 171-177 (2003).
  19. P. Ziosi, T. Tabanelli, G. Fornasari, S. Cocchi, F. Cavani, and P. Righi, Carbonates as reactants for the production of fine chemicals: the synthesis of 2-phenoxyethanol, Catal. Sci. Technol., 4, 4386-4395 (2014).