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Surface active crown ethers. III. Convenient method for synthesis and catalytic action of thiacrown ethers and alkyl thiacrown ethers. Inokuma, Seiichi; Aoki, Nobumasa; Kameyama, Eiichi; Kuwamura, Tsunehiko. Fac. Eng., Gunma Univ., Tenjincho, Japan. Yukagaku (1980), 29(10), 767-70.
Abstract
Chlorination of HO(CH2CH2O)nH (n = 4, 5, 6) by SOCl2 and pyridine gave Cl(CH2CH2O)n-1CH2CH2Cl, which reacted with thiourea in EtOH to give Cl(CH2CH2O)n-1CH2CH2S+:C(NH2)2Cl- (I; n = 4, 5, 6). I (n = 5, 6) were cyclized by NaOH-EtOH to give thiacrown ethers II (R = H). Similarly prepd. were II (R = C8H17, C10H21, C12H25, n = 5, 6). The catalytic activity of II on NaBH4 redn. of 2-octanone increased with increasing ring size and alkyl chain length of II. II showed no catalytic activity on substitution reaction of octyl bromide with KI.
Study on synthesis of polyethylene glycol diiodide.
Henan Huagong (1997), (5), 10-11.
Abstract
A new method for synthesis of triethylene glycol diiodide from polyethylene glycol dichloride and NaI in ketone at 110-120 and 0.9-1.2 MPa was proposed. The reaction time was shortened from 70 h to 2 h.
Shu, Jayou; Huang, Zaifu. Study on the synthesis of poly(ethylene glycol) dichlorides by phase transfer catalysis. Huaxue Shiji (1983), 5(3), 175-6.
Abstract
Condensation of Cl(CH2)2OCH2(CH2OCH2)nCH2Cl (n = 0, 1) with HOCH2(CH2OCH2)mCH2OH (m = 0, 1) in the presence of RR1R2R3NHSO4 (R-R3 = alkyl, Ph, PhCH2) gave 38-52% the title compds., ClCH2CH2OCH2(CH2OCH2)nCH2OCH2(CH2OCH2)mCH2OCH2(CH2OCH2)nCH2OCH2CH2Cl.
Chakrabarti, Paritosh M. Polyethylene glycol dihalides.
Ger. Offen. (1976),
Lee, W. R.; Kim, Y.; Kim, J. Y.; Kim, T. H.; Ahn, K.-D.; Kim, E. Electro-fluorescence switching of bis-imidazolium ionic liquids. Journal of Nanoscience and Nanotechnology (2008), 8(9), 4630-4634 (10.1166/jnn.2008.IC50)