Synthesis of new phosphonic derivatives bearing fluorinated chains

We describe various radical telomerization reactions of chlorotrifluoroethy lene (CTFE) and dialkyl hydrogenphosphonates (HP(O)(OR)(2) R = Me, Et). Cha racterization by H-1 F-19 and P-31 NMR of the resulting telomers are detail ed. For the heaviest telomers, we used MALDI TOF analyses to give the mass values. Parameters such as pressure, solvent. R-0,. C-0, temperature and na ture of initiator have been studied in order to optimize this reaction. Som e products have been prepared in large quantities using special high-pressu re reactors. We also succeeded in the cleavage of phosphonic esters in orde r to obtain acidic structures well known for their adhesive properties on m etals. (C) 2001 Elsevier Science B.V. All rights reserved.