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Sci Rep. 2020 Apr 24;10(1):6936. doi: 10.1038/s41598-020-63902-y.

Facile conversion of cis into trans oxane as liquid crystals.

Scientific reports

Zhaoheng Dong, Ping Fan, Qun Chen, Chen Chen

Affiliations

  1. Shandong Shenghua New Material Technology Co., Ltd., Laiyang city, 265110, P.R. China.
  2. Nephrology Department, Shaanxi Province Hospital of Traditional Chinese Medicine, Xi'an city, 710003, P.R. China.
  3. Institute of Endemic Diseases, Xi'an Jiaotong University Health Science Center, Xi'an, 710061, P.R. China. [email protected].
  4. School of Biomedical Sciences, University of Queensland, Queensland, 4072, Australia.

PMID: 32332816 PMCID: PMC7181715 DOI: 10.1038/s41598-020-63902-y

Abstract

Trans-oxanes are important liquid crystals. The commonly used techniques for the synthesis were to react 2-substituted propylene glycols with substituted formaldehydes. Such process produces toxic cis-oxanes, which are harmful to the environment. The cis to trans isomerization of wasted cis-oxanes was studied in the presence of p-toluenesulfonic acid as catalyst. The yield of cis to trans conversion was over 70%, which was much higher than 42-69% when traditional methods were employed. The total yield of the new method was increased to 90%. Further investigation of effects of catalysts, reaction times, temperatures on the cis-trans conversion was carried out. Proposed mechanism of this process for the conversion was discussed.

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