Method for prevention of premature polymerization
The present invention relates to a method for prevention of premature polymerization during the preparation, purification, transportation and storage of a polymerizable compound with at least one conjugated unsaturated group in the presence of an azine dye-based compound as inhibitor. Further the present invention relates to methods of preparing such inhibitors as well as to the inhibitors itself, as well as to methods of improving solubility and stability of dissolved inhibitors.
1. An azine dye-based compound having the general formula (ADX):
wherein:
Y is S.
R 1 -R 4 is methyl,
R 5 -R 10 is hydrogen and
X − is any anion selected from the group consisting of CH 3 (CH 2 ) n SO 3 − , with n being an integer of from 6 to 30, or an organic sulfonate comprising an hydroxyl substituted aromatic moiety.
2. The azine dye-based compound according to claim 1 , wherein n is an integer of from 7 to 20.
3. The azine dye-based compound according to claim 2 , wherein X − is selected from any of CH 3 (CH 2 ) 7 SO 3 − , CH 3 (CH 2 ) 15 SO 3 − , or CH 3 (CH 2 ) 11 SO 3 − .
4. The azine dye-based compound according to claim 1 , wherein the organic sulfonate comprising an hydroxyl substituted aromatic moiety is 3-(2,5-di-tert-butyl-4-hydroxy-phenoxy)-propane-1-sulfonate.
5. A composition comprising a polymerizable compound with at least one conjugated unsaturated group and an azine dye-based compound according to claim 1 .
6. The composition according to claim 5 , wherein the azine dye-based compound is present in a concentration of 10 to 1000 ppm.
7. The composition according to claims 5 , wherein the polymerizable compound with at least one conjugated unsaturated group is selected from acrylic acid, methacrylic acid and esters thereof.