A process for preparing hydroxyphenyl-1,3,5-triazine compounds

A process for preparing a hydroxyphenyl-1,3,5-triazine compound of general formula (I),

• wherein
• Ar1 and Ar2 are identical or different and independently selected from substituted or unsubstituted C6-C18 aryl, or a moiety of the formula (A),
• wherein
• R1 to R4 are independently selected from hydrogen —OH, —CN, —COOH, substituted or unsubstituted, linear or branched C1-C24 alkyl, substituted or unsubstituted, linear or branched C2-C24 alkenyl, substituted or unsubstituted C5-C24 cycloalkyl, substituted or unsubstituted C5-C24 cycloalkenyl, substituted or unsubstituted C6-C24 aryl, substituted or unsubstituted C7-C24 arylalkyl, OR5, COOR5, NR5R6, or C(═O)NR5R6, wherein R5 is a linear or branched, substituted or unsubstituted C1-C18 alkyl, and R6 is a linear or branched, substituted or unsubstituted C1-C18 alkyl,
• the process comprising the steps of
• a) preparing a deep eutectic mixture (DEM) (IV) by mixing at least one quaternary ammonium salt of general formula (II) and at least one phenol of general formula (III),
• wherein R11 to R14 are independently selected from linear or branched, substituted or unsubstituted C1-C18 alkyl, or substituted or unsubstituted C7-C24 arylalkyl, or
• R11 and R12 together with the nitrogen atom to which they are bonded form a substituted or unsubstituted, saturated or unsaturated 5- to 12-membered cycloalkyl ring that optionally contains 1, 2 or 3 heteroatom(s) selected from O, N, or S as ring member(s);
• and
• An− is selected from chloride, bromide, iodide, fluoride, sulfate, sulfonate, alkylsulfate, or carboxylate, and R1 to R4 as defined above;
• and
• b) reacting at least one substituted 2-chloro-1,3,5-triazine compound of general formula (V) and the deep eutectic mixture obtained according to step (a) to obtain the hydroxyphenyl-1,3,5-triazine compound of general formula (I),
• wherein
• X is chloro or Ar1, and Y is chloro or Ar2.